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Welcome to 3545 Young's Road, an extraordinary 10-acre equestrian estate located in the heart of Horse Country, directly across from the 4,000-acre Walthour-Moss Foundation. This one-of-a-kind property combines the rustic charm of a historic barn with the comfort and efficiency of a fully renovated modern residence. The main home features reclaimed barnwood details, exposed beams, polished concrete floors, and custom craftsmanship throughout. A 2021 renovation added a luxurious main-level primary suite with steam shower and pool access, a sunroom with gas fireplace, a fitness room, and extensive system upgrades including new HVAC, plumbing, and electrical. The gourmet kitchen opens to a spacious living area with propane wood stove, and upstairs offers a private secondary owner's suite w/bath & private deck, two additional bedrooms, and shared bath. Equestrian amenities include seven lush paddocks with 3-board fencing, a six-stall center aisle barn with tack room and wash stall, flat open land with arena. The entire property is fenced with electronic gated access. Outdoor living is elevated with a heated Freeform heated saltwater pool, expansive patios, 1 acre fenced yard for pets, professional landscaping, and landscape lighting. Sustainability is built-in with a 25kW solar system, 3 Tesla Powerwalls, whole-home water purification, instant hot water, two 1,000-gallon propane tanks, and a Generac generator—enabling near off-grid living.A renovated two-bedroom guest cottage offers flexible space for guests or rental income(w/separate propane tank). Additional features include a two-car garage, bluestone drive, utility room with second laundry, and fiber optic/Starlink internet availability. This property offers rare character, luxury, and self-sufficiency in a premier Southern Pines location. This property offers the rare combination of luxury, sustainability, equestrian excellence, and architectural character - a true lifestyle estate for the buyer who wants it a

4 Beds ⋅ 5 Baths ⋅ 100531441 MLS ⋅ CLOSED Status ⋅ 4,707 SqFt. ⋅ 1959 Year Built

Welcome to 3545 Young's Road, an extraordinary 10-acre equestrian estate located in the heart of Horse Country, directly across from the 4,000-acre Walthour-Moss Foundation. This one-of-a-kind property combines the rustic charm of a historic barn with the comfort and efficiency of a fully renovated modern residence. The main home features reclaimed barnwood details, exposed beams, polished concrete floors, and custom craftsmanship throughout. A 2021 renovation added a luxurious main-level primary suite with steam shower and pool access, a sunroom with gas fireplace, a fitness room, and extensive system upgrades including new HVAC, plumbing, and electrical. The gourmet kitchen opens to a spacious living area with propane wood stove, and upstairs offers a private secondary owner's suite w/bath & private deck, two additional bedrooms, and shared bath. Equestrian amenities include seven lush paddocks with 3-board fencing, a six-stall center aisle barn with tack room and wash stall, flat open land with arena. The entire property is fenced with electronic gated access. Outdoor living is elevated with a heated Freeform heated saltwater pool, expansive patios, 1 acre fenced yard for pets, professional landscaping, and landscape lighting. Sustainability is built-in with a 25kW solar system, 3 Tesla Powerwalls, whole-home water purification, instant hot water, two 1,000-gallon propane tanks, and a Generac generator—enabling near off-grid living.A renovated two-bedroom guest cottage offers flexible space for guests or rental income(w/separate propane tank). Additional features include a two-car garage, bluestone drive, utility room with second laundry, and fiber optic/Starlink internet availability. This property offers rare character, luxury, and self-sufficiency in a premier Southern Pines location. This property offers the rare combination of luxury, sustainability, equestrian excellence, and architectural character - a true lifestyle estate for the buyer who wants it a

3545 Youngs Rd, Southern Pines

$2,400,000

'Must See' is an understatement for this Gorgeous and Impeccably kept Horse Country Estate just minutes to Downtown Southern Pines! 19.55 Pristine Acres are mostly open & bordered by trees. 5-Stall Stable features Covered Walkways, Dutch Doors, Concrete Aisles, Fly Spray System, Heated/Cooled Tack & Feed Rooms, Wash Stall, Half Bath, Laundry! Detached 3 Car Garage w/ample storage, 4 Bay Equipment Garage, both featuring windows and concrete floors! Two large Pastures with Run-in Sheds & PVC Fencing; one smaller turn-out paddock. Room for more! Easy hack to Weymouth & Moss Foundations. The Two-Story 3,700+ custom-built home looks as new as the day it was built! An extensive Wrap-Around Porch welcomes you into this warm and inviting home and is sure to be enjoyed often. No detail has been overlooked - from the soaring 2-Story Foyer, highlighted by an expansive Palladian Window, to the Two-Sided Fireplace, Oak Floors, transom Windows and Dentil molding that grace the home. Plenty of windows bring natural light into every room. Flexible floor plan allows for 5 bedrooms or 4 bedrooms plus an Office w/its own Sauna! The Great Room features Soaring Ceilings & Looming Stacked-Stone Fireplace. Double glass doors open to the screened porch & windows above allow for maximum natural light. Open Concept design takes you into a fabulous Chef's Kitchen with its own Fireplace, Custom Cabinetry & Island. An exceptional oversized casual dining space overlooks lush green fields, replete with wildlife, for added enjoyment of breakfast, lunch or dinner. The Formal Dining Room is just steps away for all your special occasions! A Screened Porch runs across the back of the home and opens to a beautiful Brick Patio. A second en-suite bedroom with oversized bath awaits upstairs along with two additional bedrooms & hall bath. This home was made for entertaining, nature lovers, animal lovers, large families, or empty nesters wishing to accommodate grown children, grands & others.

5 Beds ⋅ 4 Baths ⋅ 100528579 MLS ⋅ CLOSED Status ⋅ 3,721 SqFt. ⋅ 1999 Year Built

'Must See' is an understatement for this Gorgeous and Impeccably kept Horse Country Estate just minutes to Downtown Southern Pines! 19.55 Pristine Acres are mostly open & bordered by trees. 5-Stall Stable features Covered Walkways, Dutch Doors, Concrete Aisles, Fly Spray System, Heated/Cooled Tack & Feed Rooms, Wash Stall, Half Bath, Laundry! Detached 3 Car Garage w/ample storage, 4 Bay Equipment Garage, both featuring windows and concrete floors! Two large Pastures with Run-in Sheds & PVC Fencing; one smaller turn-out paddock. Room for more! Easy hack to Weymouth & Moss Foundations. The Two-Story 3,700+ custom-built home looks as new as the day it was built! An extensive Wrap-Around Porch welcomes you into this warm and inviting home and is sure to be enjoyed often. No detail has been overlooked - from the soaring 2-Story Foyer, highlighted by an expansive Palladian Window, to the Two-Sided Fireplace, Oak Floors, transom Windows and Dentil molding that grace the home. Plenty of windows bring natural light into every room. Flexible floor plan allows for 5 bedrooms or 4 bedrooms plus an Office w/its own Sauna! The Great Room features Soaring Ceilings & Looming Stacked-Stone Fireplace. Double glass doors open to the screened porch & windows above allow for maximum natural light. Open Concept design takes you into a fabulous Chef's Kitchen with its own Fireplace, Custom Cabinetry & Island. An exceptional oversized casual dining space overlooks lush green fields, replete with wildlife, for added enjoyment of breakfast, lunch or dinner. The Formal Dining Room is just steps away for all your special occasions! A Screened Porch runs across the back of the home and opens to a beautiful Brick Patio. A second en-suite bedroom with oversized bath awaits upstairs along with two additional bedrooms & hall bath. This home was made for entertaining, nature lovers, animal lovers, large families, or empty nesters wishing to accommodate grown children, grands & others.

2243 E Connecticut Ave, Southern Pines

$2,260,000

Set along the 18th hole of Mid South, an Arnold Palmer designed course with water views, this true custom built home is one you don't come across often. From the moment you walk in, your eye is pulled straight through the home to the outdoors. Tall ceilings and expansive Pella windows bring in natural light, while bifold doors open to the covered porch, creating a seamless connection between inside and out. The living room sits at the center of it all, anchoring the home with soaring ceilings and an open to above design that carries through to the second floor. The kitchen and dining areas connect effortlessly, with a large island that keeps everything feeling open and connected. The primary suite is on the main level, along with an additional bedroom. Upstairs, three more bedrooms are complemented by a layout that looks down into the main living space, adding both light and dimension. A dedicated study and separate office provide flexibility for work, quiet space, or additional use depending on your needs. Step outside to a covered porch with a wood burning fireplace, overlooking the pool and the 18th hole. The setting feels open and intentional, with the golf course and water always in view and the light changing throughout the day. An exterior half bath adds convenience for anyone enjoying the outdoor space. Downstairs, the basement is set up for flexibility. Gym, bar, game room, and additional living space. A future media room is already framed, along with plenty of storage. The home is wired for a smart system and finished with thoughtful details throughout, including a dedicated dog wash station, along with the added benefit of a 4 car garage. A home where design, setting, and function come together without compromise.

5 Beds ⋅ 7 Baths ⋅ 100564776 MLS ⋅ CLOSED Status ⋅ 6,290 SqFt. ⋅ 2022 Year Built

Set along the 18th hole of Mid South, an Arnold Palmer designed course with water views, this true custom built home is one you don't come across often. From the moment you walk in, your eye is pulled straight through the home to the outdoors. Tall ceilings and expansive Pella windows bring in natural light, while bifold doors open to the covered porch, creating a seamless connection between inside and out. The living room sits at the center of it all, anchoring the home with soaring ceilings and an open to above design that carries through to the second floor. The kitchen and dining areas connect effortlessly, with a large island that keeps everything feeling open and connected. The primary suite is on the main level, along with an additional bedroom. Upstairs, three more bedrooms are complemented by a layout that looks down into the main living space, adding both light and dimension. A dedicated study and separate office provide flexibility for work, quiet space, or additional use depending on your needs. Step outside to a covered porch with a wood burning fireplace, overlooking the pool and the 18th hole. The setting feels open and intentional, with the golf course and water always in view and the light changing throughout the day. An exterior half bath adds convenience for anyone enjoying the outdoor space. Downstairs, the basement is set up for flexibility. Gym, bar, game room, and additional living space. A future media room is already framed, along with plenty of storage. The home is wired for a smart system and finished with thoughtful details throughout, including a dedicated dog wash station, along with the added benefit of a 4 car garage. A home where design, setting, and function come together without compromise.

16 Masters Rdg, Southern Pines

$2,185,000

This is the one you have been searching for, an architectural masterpiece that redefines the very concept of a luxury estate. This property offers a level of curated sophistication and raw natural beauty that is simply irreplaceable; it is an ultra exclusive retreat where every line and every view has been engineered to take your breath away. The estate presence is immediate as you pull into the circular driveway, a private peninsula tucked at the end of a cul-de-sac where the warm glow of gas lights on the front porch welcomes you home. Step through the grand entrance into a main level of over 3,000 square feet where soaring 12 foot coffered ceilings and rich 9 inch hardwoods meet vast windows that frame the landscape. The home is so flooded with natural light you will rarely need to turn the lights on, allowing the outdoors to serve as your primary decor. The kitchen serves as a culinary masterpiece featuring Thermador appliances, a hidden scullery, and an additional walk in pantry so every possession has its own dedicated place. A custom dumbwaiter serves the home, ensuring seamless service between levels for streamlined entertaining. The main living area flows beautifully from the kitchen into the family room and then directly out to the definitive highlight of the property, The Observatory. This unique circular, screened in retreat with integrated heaters and invisible cable railings suspends you above the landscape, providing a 250 degree panoramic sweep that looks down and out over the 16th tee and the shimmering water views. The main floor features a primary suite with dual walk in closets and a direct connection to the private laundry center. A sophisticated guest bedroom is tucked away to ensure total seclusion for your visitors. Descend to the basement walkout level entertainment hub where you will find a second full kitchen and the ultimate connoisseur's retreat: a temperature controlled wine cellar behind stunning glass arched doors, meticulously designed to house 648 bottles of your finest collection. This level features two additional bedrooms, both with attached full bathrooms, and a game room alongside a media area. The walkout level also features a premier fitness studio with a panoramic view of the golf course for serene morning workouts. Step out to your private oasis featuring a heated saltwater pool with a tanning ledge, a therapeutic hot tub, and a professional outdoor kitchen designed for grand scale hosting. The experience is anchored by over 1,200 square feet of garage space featuring extra large doors specifically designed for large vehicles and electric vehicle charging. This technical powerhouse is further protected by a whole home Generac generator, ensuring the estate remains fully operational in any conditions. Living in Mid South Club provides more than a home; it grants access to a world class lifestyle defined by a premier clubhouse and a vibrant social calendar. Residents enjoy the ultimate golf cart friendly community with access to championship courses and resort style amenities including tennis and swimming. This legacy entertaining estate offers a front row seat to the finest sunrise and sunset in the Sandhills.

4 Beds ⋅ 5 Baths ⋅ 100567176 MLS ⋅ CLOSED Status ⋅ 6,072 SqFt. ⋅ 2022 Year Built

This is the one you have been searching for, an architectural masterpiece that redefines the very concept of a luxury estate. This property offers a level of curated sophistication and raw natural beauty that is simply irreplaceable; it is an ultra exclusive retreat where every line and every view has been engineered to take your breath away. The estate presence is immediate as you pull into the circular driveway, a private peninsula tucked at the end of a cul-de-sac where the warm glow of gas lights on the front porch welcomes you home. Step through the grand entrance into a main level of over 3,000 square feet where soaring 12 foot coffered ceilings and rich 9 inch hardwoods meet vast windows that frame the landscape. The home is so flooded with natural light you will rarely need to turn the lights on, allowing the outdoors to serve as your primary decor. The kitchen serves as a culinary masterpiece featuring Thermador appliances, a hidden scullery, and an additional walk in pantry so every possession has its own dedicated place. A custom dumbwaiter serves the home, ensuring seamless service between levels for streamlined entertaining. The main living area flows beautifully from the kitchen into the family room and then directly out to the definitive highlight of the property, The Observatory. This unique circular, screened in retreat with integrated heaters and invisible cable railings suspends you above the landscape, providing a 250 degree panoramic sweep that looks down and out over the 16th tee and the shimmering water views. The main floor features a primary suite with dual walk in closets and a direct connection to the private laundry center. A sophisticated guest bedroom is tucked away to ensure total seclusion for your visitors. Descend to the basement walkout level entertainment hub where you will find a second full kitchen and the ultimate connoisseur's retreat: a temperature controlled wine cellar behind stunning glass arched doors, meticulously designed to house 648 bottles of your finest collection. This level features two additional bedrooms, both with attached full bathrooms, and a game room alongside a media area. The walkout level also features a premier fitness studio with a panoramic view of the golf course for serene morning workouts. Step out to your private oasis featuring a heated saltwater pool with a tanning ledge, a therapeutic hot tub, and a professional outdoor kitchen designed for grand scale hosting. The experience is anchored by over 1,200 square feet of garage space featuring extra large doors specifically designed for large vehicles and electric vehicle charging. This technical powerhouse is further protected by a whole home Generac generator, ensuring the estate remains fully operational in any conditions. Living in Mid South Club provides more than a home; it grants access to a world class lifestyle defined by a premier clubhouse and a vibrant social calendar. Residents enjoy the ultimate golf cart friendly community with access to championship courses and resort style amenities including tennis and swimming. This legacy entertaining estate offers a front row seat to the finest sunrise and sunset in the Sandhills.

4 Weaver Ct, Southern Pines

$2,125,000

James Creek Farm is one of the most magnificent Luxury Equestrian Estates in the Sandhills and is attractively priced for a quick sale at $2,750,000. 40 tranquil acres of established pastures, woodlands & native plantings, up to 3 miles of private trails once existed, contiguous to Weymouth Woods Nature Preserve State Park trails with easy access to the Walthour Moss Foundation trail system. This is one of several RE zoned properties surrounded by R-30 zoned parcels. Extensive renovations of the 5,000+ SF (5BR's/4+BA's) main house over the years, 14-16 stall barn, 2 guest cottages: 3BR/2BA 1,800 SF on second floor with raised deck and 2BR/1BA with 800+ SF on main level (they share washer and dryer inside attached garage) equipment storage, pool, and old tennis court. Formerly owned by the RJ Reynolds family this property has quite a history. The beauty of the property and landscape are truly extraordinary. Superb English courtyard style barn with hand forged hardware has: 14 (12x12) stalls, 2 additional foaling stalls (12x16), paneled tack room, feed room, washroom, lavatory, wash stall, and 5,000 Sq. Ft. hay loft/storage. 4 paddocks with room for more, run-in shed, shavings bin, water to all pastures. This farm was once used for carriage training with a large ring, cross country trails and hazards. Ample room for all disciplines. The main residence is set up for privacy with both formal and informal living areas and a 48' x 24' vaulted great room with massive wood-burning fireplace that is perfect for entertaining. Both guest cottages have received extensive renovations over the years. A generator serves one wing of the main house and also supplies power for the refrigerator and water heater. Other great features include cedar lined closets, built-ins in closets, double oven, drawer microwave, steam shower, brick floors, oak floors, original great room chandeliers, 30- and 50-amp hookups in equipment/horse trailer storage building. Main house heat pump is approx. 2-3 yo; all FP's have had the dampers replaced, newer flue liners and chimney caps; some windows have been replaced; water heater in guest cottage is approx. 4-5 yo; barn water heater is newer; newer stall floors and rubber mats; lower-level guest cottage has newer heat pump and ducts. No town taxes. Showings to pre-qualified, serious buyers begin on 06-19-26. New photos and drone will be added when available.

4 Beds ⋅ 6 Baths ⋅ 100581549 MLS ⋅ CLOSED Status ⋅ 5,000 SqFt. ⋅ 1920 Year Built

James Creek Farm is one of the most magnificent Luxury Equestrian Estates in the Sandhills and is attractively priced for a quick sale at $2,750,000. 40 tranquil acres of established pastures, woodlands & native plantings, up to 3 miles of private trails once existed, contiguous to Weymouth Woods Nature Preserve State Park trails with easy access to the Walthour Moss Foundation trail system. This is one of several RE zoned properties surrounded by R-30 zoned parcels. Extensive renovations of the 5,000+ SF (5BR's/4+BA's) main house over the years, 14-16 stall barn, 2 guest cottages: 3BR/2BA 1,800 SF on second floor with raised deck and 2BR/1BA with 800+ SF on main level (they share washer and dryer inside attached garage) equipment storage, pool, and old tennis court. Formerly owned by the RJ Reynolds family this property has quite a history. The beauty of the property and landscape are truly extraordinary. Superb English courtyard style barn with hand forged hardware has: 14 (12x12) stalls, 2 additional foaling stalls (12x16), paneled tack room, feed room, washroom, lavatory, wash stall, and 5,000 Sq. Ft. hay loft/storage. 4 paddocks with room for more, run-in shed, shavings bin, water to all pastures. This farm was once used for carriage training with a large ring, cross country trails and hazards. Ample room for all disciplines. The main residence is set up for privacy with both formal and informal living areas and a 48' x 24' vaulted great room with massive wood-burning fireplace that is perfect for entertaining. Both guest cottages have received extensive renovations over the years. A generator serves one wing of the main house and also supplies power for the refrigerator and water heater. Other great features include cedar lined closets, built-ins in closets, double oven, drawer microwave, steam shower, brick floors, oak floors, original great room chandeliers, 30- and 50-amp hookups in equipment/horse trailer storage building. Main house heat pump is approx. 2-3 yo; all FP's have had the dampers replaced, newer flue liners and chimney caps; some windows have been replaced; water heater in guest cottage is approx. 4-5 yo; barn water heater is newer; newer stall floors and rubber mats; lower-level guest cottage has newer heat pump and ducts. No town taxes. Showings to pre-qualified, serious buyers begin on 06-19-26. New photos and drone will be added when available.

180 Valleyfield Ln, Southern Pines

$2,080,000

Follow the winding, tree-lined driveway to discover a breathtaking lakeside retreat nestled in the heart of Southern Pines horse country. This sprawling mid-century modern estate embodies the perfect blend of architectural elegance, natural beauty, and refined country living. Extensively renovated since 2021, every detail has been thoughtfully curated. Please see the attached document for a complete list of enhancements. Experience lakeside luxury in the midst of horse country—where nature, architecture, and timeless design converge in perfect harmony.

4 Beds ⋅ 5 Baths ⋅ 100540752 MLS ⋅ CLOSED Status ⋅ 5,521 SqFt. ⋅ 1970 Year Built

Follow the winding, tree-lined driveway to discover a breathtaking lakeside retreat nestled in the heart of Southern Pines horse country. This sprawling mid-century modern estate embodies the perfect blend of architectural elegance, natural beauty, and refined country living. Extensively renovated since 2021, every detail has been thoughtfully curated. Please see the attached document for a complete list of enhancements. Experience lakeside luxury in the midst of horse country—where nature, architecture, and timeless design converge in perfect harmony.

177 Cross Country Ln, Southern Pines

$2,050,000

In and Out Farm - a private equestrian oasis in the heart of Southern Pines Horse Country! Set on 24 acres, this property offers peace, privacy, and a thoughtfully designed, fully functional facility suited to a wide range of equestrian pursuits. The inviting ranch-style home features a split floor plan with vaulted ceilings, warm wood accents, and equestrian-inspired finishes throughout. Built by a horse person, the home showcases custom tile work and a stunning mural of the Moore County Hounds by the late Danila Devins, a beloved local artist. The spacious back deck overlooks the pool and pond, creating the perfect spot for outdoor entertaining or quiet relaxation. The lower level includes a large flex room and full bath, ideal for a home gym or an office. The barn is the centerpiece of the property with 7 stalls, including a double-sized foaling stall, some with turnout access to multiple paddocks. The tack room features a private bath and office, while the upper level includes a 1,400 sqft, 2-bedroom, 2-bath apartment complete with an enclosed porch overlooking the paddocks—perfect for guests, staff, or additional income. Equestrian amenities include a fenced grass riding arena, large paddocks with run-in sheds, and an equipment barn ideal for tractor and trailer storage. The location is unmatched, offering access to the 4,000+ acre Walthour-Moss Foundation, where riders can enjoy miles of scenic trails, bridges, water crossings, and hunt fences for endless hours of riding and training. Whether you're seeking a professional training operation, a boarding facility, or a private estate, In and Out Farm offers it all—combining functionality, beauty, and the best of Southern Pines equestrian living.

3 Beds ⋅ 4 Baths ⋅ 100536960 MLS ⋅ CLOSED Status ⋅ 3,145 SqFt. ⋅ 1978 Year Built

In and Out Farm - a private equestrian oasis in the heart of Southern Pines Horse Country! Set on 24 acres, this property offers peace, privacy, and a thoughtfully designed, fully functional facility suited to a wide range of equestrian pursuits. The inviting ranch-style home features a split floor plan with vaulted ceilings, warm wood accents, and equestrian-inspired finishes throughout. Built by a horse person, the home showcases custom tile work and a stunning mural of the Moore County Hounds by the late Danila Devins, a beloved local artist. The spacious back deck overlooks the pool and pond, creating the perfect spot for outdoor entertaining or quiet relaxation. The lower level includes a large flex room and full bath, ideal for a home gym or an office. The barn is the centerpiece of the property with 7 stalls, including a double-sized foaling stall, some with turnout access to multiple paddocks. The tack room features a private bath and office, while the upper level includes a 1,400 sqft, 2-bedroom, 2-bath apartment complete with an enclosed porch overlooking the paddocks—perfect for guests, staff, or additional income. Equestrian amenities include a fenced grass riding arena, large paddocks with run-in sheds, and an equipment barn ideal for tractor and trailer storage. The location is unmatched, offering access to the 4,000+ acre Walthour-Moss Foundation, where riders can enjoy miles of scenic trails, bridges, water crossings, and hunt fences for endless hours of riding and training. Whether you're seeking a professional training operation, a boarding facility, or a private estate, In and Out Farm offers it all—combining functionality, beauty, and the best of Southern Pines equestrian living.

207 Bump A Long Ln, Southern Pines

$1,950,000

PRICED TO SELL! Seller has made an aggressive $100,000 price adjustment to make this dream home yours! Extraordinary and exquisitely furnished golf front home in the prestigious private gated community of the Mid South Club. Unparalleled upgrades were meticulously chosen by the owners. A circle driveway delivers your guests to this beautiful home boasting over 4400 sq ft. The attention to detail begins when you step up on the front porch. Enter the front door to an open floorplan with windows galore! This level features a large living room with a custom stone fireplace by Vierdien to warm you on the cooler days of Fall, a Chef's dream kitchen featuring a 48'' 6 Burners SS gas cooktop and range hood, Cafe appliances, Cambria Quartz countertops, bar area, sitting room, 1/2 bath, office, laundry room plus a huge owner's bedroom, incredible bathroom with a Thermasol steam shower and a large walk-in closet. From downstairs, you can walk out to a private oasis featuring a large trex wood back porch with an outdoor grill and range hood, outdoor TV, a beautiful Latham Fiberglass heated salt water pool with hot tub and waterfall feature. Relax and swim while you overlook the beautiful Arnold Palmer Signature golf course! Venture back inside and upstairs you will find a beautiful loft area and nook for your reading or game playing, 3 more bedrooms and 2 additional bathrooms. Plus a second laundry room and a very spacious bonus/media room. You can access the upper level from either side of the living room. This beautiful home has a 3-car garage with epoxy floors and has back sliding glass doors overlooking the pool, 50 amp car charging station, Generac Whole House Generator, Reverse Osmosis water treatment system, sealed crawlspace with dehumidifier. Hunter Douglas Silhouette window shadings are throughout the home. The home is being offered furnished, with very few exceptions, including a Club Car golf cart, which shall be transferred to the Buyer at no value at Closing.

4 Beds ⋅ 4 Baths ⋅ 100530575 MLS ⋅ CLOSED Status ⋅ 4,493 SqFt. ⋅ 2023 Year Built

PRICED TO SELL! Seller has made an aggressive $100,000 price adjustment to make this dream home yours! Extraordinary and exquisitely furnished golf front home in the prestigious private gated community of the Mid South Club. Unparalleled upgrades were meticulously chosen by the owners. A circle driveway delivers your guests to this beautiful home boasting over 4400 sq ft. The attention to detail begins when you step up on the front porch. Enter the front door to an open floorplan with windows galore! This level features a large living room with a custom stone fireplace by Vierdien to warm you on the cooler days of Fall, a Chef's dream kitchen featuring a 48'' 6 Burners SS gas cooktop and range hood, Cafe appliances, Cambria Quartz countertops, bar area, sitting room, 1/2 bath, office, laundry room plus a huge owner's bedroom, incredible bathroom with a Thermasol steam shower and a large walk-in closet. From downstairs, you can walk out to a private oasis featuring a large trex wood back porch with an outdoor grill and range hood, outdoor TV, a beautiful Latham Fiberglass heated salt water pool with hot tub and waterfall feature. Relax and swim while you overlook the beautiful Arnold Palmer Signature golf course! Venture back inside and upstairs you will find a beautiful loft area and nook for your reading or game playing, 3 more bedrooms and 2 additional bathrooms. Plus a second laundry room and a very spacious bonus/media room. You can access the upper level from either side of the living room. This beautiful home has a 3-car garage with epoxy floors and has back sliding glass doors overlooking the pool, 50 amp car charging station, Generac Whole House Generator, Reverse Osmosis water treatment system, sealed crawlspace with dehumidifier. Hunter Douglas Silhouette window shadings are throughout the home. The home is being offered furnished, with very few exceptions, including a Club Car golf cart, which shall be transferred to the Buyer at no value at Closing.

20 Augusta Dr, Southern Pines

$1,945,000

Twin Spires Farm represents the pinnacle of equestrian living, offering a rare blend of high-end luxury and robust agricultural utility in the heart of North Carolina's Horse Country. Nestled within the prestigious Hunting Hills and close vicinity to the 4,000 acre Walthour-Moss Foundation lands and the 500 acre Weymouth Preserve. This estate is engineered for the buyer who views the land not just as a backdrop, but as a lifestyle and a vocation. The property's professional infrastructure is anchored by an exceptional eight-stall center-aisle barn, featuring matted 12'x12' stalls, a wash and grooming stall with heat lamps, hot and cold water, a dedicated wash rack and a central vacuum system. For the buyer focused on the operational side of the land, the expansive 1,800-square-foot loft provides massive capacity for hay and equipment storage, while the detached Carriage House adds a two-car garage with a built-in workshop, perfect for managing estate projects, machinery, and daily maintenance. The residence itself is a testament to superior craftsmanship and architectural longevity. The open floor plan is defined by soaring 20'+ foot vaulted ceilings, exposed beams, and a gourmet Woodmode kitchen upgraded with commercial-grade Monogram appliances and a copper farmhouse sink, serving as the perfect retreat after a day on the farm. The layout is thoughtfully designed for multi-generational use, offering two large suites on the main level, two guest bedrooms on the upper level, including a dedicated office space. A separate, beautifully appointed one-bedroom apartment above the Carriage House. Additionally, with 500 square feet of unfinished attic space, there is significant potential to expand the living area to suit a growing operation or personal needs.Outdoor living at Twin Spires Farm is equally intentional, featuring a flagstone terraced pool area, an outdoor fireplace, and a fire pit that overlooks the irrigated, meticulously landscaped grounds. This seamless transition between the luxury of the home and the functionality of the pastures allows for year-round enjoyment of the estate's natural beauty. Whether you are hacking out directly to the nearby preserves, tending to horses in the professional-grade facility, or utilizing the dedicated workshop for your next project, this estate provides the privacy, scale, and specialized facilities necessary to cultivate a premier working farm. Situated just minutes from the world-class amenities of Southern Pines and the legendary golf of Pinehurst, Twin Spires Farm is a sophisticated sanctuary for those who demand excellence from both their home and their land.

4 Beds ⋅ 4 Baths ⋅ 100552362 MLS ⋅ CLOSED Status ⋅ 3,253 SqFt. ⋅ 1994 Year Built

Twin Spires Farm represents the pinnacle of equestrian living, offering a rare blend of high-end luxury and robust agricultural utility in the heart of North Carolina's Horse Country. Nestled within the prestigious Hunting Hills and close vicinity to the 4,000 acre Walthour-Moss Foundation lands and the 500 acre Weymouth Preserve. This estate is engineered for the buyer who views the land not just as a backdrop, but as a lifestyle and a vocation. The property's professional infrastructure is anchored by an exceptional eight-stall center-aisle barn, featuring matted 12'x12' stalls, a wash and grooming stall with heat lamps, hot and cold water, a dedicated wash rack and a central vacuum system. For the buyer focused on the operational side of the land, the expansive 1,800-square-foot loft provides massive capacity for hay and equipment storage, while the detached Carriage House adds a two-car garage with a built-in workshop, perfect for managing estate projects, machinery, and daily maintenance. The residence itself is a testament to superior craftsmanship and architectural longevity. The open floor plan is defined by soaring 20'+ foot vaulted ceilings, exposed beams, and a gourmet Woodmode kitchen upgraded with commercial-grade Monogram appliances and a copper farmhouse sink, serving as the perfect retreat after a day on the farm. The layout is thoughtfully designed for multi-generational use, offering two large suites on the main level, two guest bedrooms on the upper level, including a dedicated office space. A separate, beautifully appointed one-bedroom apartment above the Carriage House. Additionally, with 500 square feet of unfinished attic space, there is significant potential to expand the living area to suit a growing operation or personal needs.Outdoor living at Twin Spires Farm is equally intentional, featuring a flagstone terraced pool area, an outdoor fireplace, and a fire pit that overlooks the irrigated, meticulously landscaped grounds. This seamless transition between the luxury of the home and the functionality of the pastures allows for year-round enjoyment of the estate's natural beauty. Whether you are hacking out directly to the nearby preserves, tending to horses in the professional-grade facility, or utilizing the dedicated workshop for your next project, this estate provides the privacy, scale, and specialized facilities necessary to cultivate a premier working farm. Situated just minutes from the world-class amenities of Southern Pines and the legendary golf of Pinehurst, Twin Spires Farm is a sophisticated sanctuary for those who demand excellence from both their home and their land.

185 Old Dewberry Ln, Southern Pines

$1,770,000

Welcome to 2 Masters Ridge -- where timeless design meets modern luxury in Mid South Club, one of the Sandhills' most coveted gated communities. Perfectly positioned on a spacious .77-acre lot, this all-brick estate offers a rare trifecta seldom found in one property: a quiet cul-de-sac setting, golf-front views of the 18th tee, and a private backyard retreat. With over 7,500 square feet under roof, the home balances grandeur and serenity in equal measure. Inside, 4750 square feet of thoughtfully designed space offers high-quality finishes and a flexible floor plan with 6 bedrooms and 5.5 baths. With over 3,500 square feet on the main level and an additional 1,200 upstairs--including a bonus kitchenette and cleverly concealed retreat--this home is built for both everyday comfort and unforgettable entertaining. The massive covered patio is an entertainer's dream, featuring an outdoor kitchen equipped with an XO grill, sink, and refrigerator--ideal for summer gatherings or quiet evenings at home. Accessible from the master suite's private sitting room, the main laundry room, and the living room, this outdoor space seamlessly connects indoor comfort with open-air luxury. The chef's kitchen is equally impressive, centered around an oversized leathered island and outfitted with a walk-in pantry (complete with a coveted ''Costco door'' to the garage), two dishwashers, and a pot filler--making meal prep a breeze. Every detail was thoughtfully planned, from the spacious 3-car garage and abundant hidden storage to the whole-home generator, fully fenced yard, and encapsulated crawl space. This home truly offers the best of Southern Pines living--classic, modern, and effortlessly functionality. March 13, 2026 home inspection report available to share.

5 Beds ⋅ 6 Baths ⋅ 100557331 MLS ⋅ CLOSED Status ⋅ 4,758 SqFt. ⋅ 2023 Year Built

Welcome to 2 Masters Ridge -- where timeless design meets modern luxury in Mid South Club, one of the Sandhills' most coveted gated communities. Perfectly positioned on a spacious .77-acre lot, this all-brick estate offers a rare trifecta seldom found in one property: a quiet cul-de-sac setting, golf-front views of the 18th tee, and a private backyard retreat. With over 7,500 square feet under roof, the home balances grandeur and serenity in equal measure. Inside, 4750 square feet of thoughtfully designed space offers high-quality finishes and a flexible floor plan with 6 bedrooms and 5.5 baths. With over 3,500 square feet on the main level and an additional 1,200 upstairs--including a bonus kitchenette and cleverly concealed retreat--this home is built for both everyday comfort and unforgettable entertaining. The massive covered patio is an entertainer's dream, featuring an outdoor kitchen equipped with an XO grill, sink, and refrigerator--ideal for summer gatherings or quiet evenings at home. Accessible from the master suite's private sitting room, the main laundry room, and the living room, this outdoor space seamlessly connects indoor comfort with open-air luxury. The chef's kitchen is equally impressive, centered around an oversized leathered island and outfitted with a walk-in pantry (complete with a coveted ''Costco door'' to the garage), two dishwashers, and a pot filler--making meal prep a breeze. Every detail was thoughtfully planned, from the spacious 3-car garage and abundant hidden storage to the whole-home generator, fully fenced yard, and encapsulated crawl space. This home truly offers the best of Southern Pines living--classic, modern, and effortlessly functionality. March 13, 2026 home inspection report available to share.

2 Masters Rdg, Southern Pines

$1,735,000

This stunning golf-front home, built in 2024, overlooks the 14th fairway of the Mid South Golf Course and offers the perfect blend of luxury, comfort, and thoughtful design. Featuring 4 bedrooms and 3.5 baths, the home includes a spacious upstairs space ideal for visitors, family entertainment or an additional home office space. The main level boasts a spacious and open floor plan with a gourmet kitchen equipped with premium Wolf, Sub-Zero, and Cove appliances, a custom pantry designed for both function and style, and a wet bar complete with wine refrigerator and drink cooler. The kitchen is further enhanced by a Ruvati 43'' workstation, adding both functionality and modern appeal. The large kitchen window provides exceptional views of the 14th fairway. The inviting living room centers around a natural gas fireplace, creating a warm and elegant gathering space. The dining room allows for large family gatherings to enjoy exquisite views of the garden that blends seamlessly into the natural beauty of the fairway. The primary suite is a true retreat, complete with a spa-like ensuite bath featuring a wet room design. Three additional bedrooms are conveniently located on the main level, along with a full bath and powder room. A large and functional laundry room along with a mud room complete the ground floor. Enjoy outdoor living at its finest with a large porch complete with phantom screens that overlooks the beautifully maintained golf course--perfect for relaxing or entertaining. The oversized 3-car garage is finished with epoxy floors, beadboard detailing, custom golf storage locker spaces, and ceiling fans. Additional premium features include a Generac generator, sealed crawlspace, dual HVAC systems (upstairs and downstairs), spray foam insulation, a climate-controlled locked storage room, and a full irrigation and drip system for the landscaping. This exceptional home offers luxury living in a serene golf course setting--be sure to review the full list of features in the associated documents.

4 Beds ⋅ 4 Baths ⋅ 100566350 MLS ⋅ CLOSED Status ⋅ 3,930 SqFt. ⋅ 2024 Year Built

This stunning golf-front home, built in 2024, overlooks the 14th fairway of the Mid South Golf Course and offers the perfect blend of luxury, comfort, and thoughtful design. Featuring 4 bedrooms and 3.5 baths, the home includes a spacious upstairs space ideal for visitors, family entertainment or an additional home office space. The main level boasts a spacious and open floor plan with a gourmet kitchen equipped with premium Wolf, Sub-Zero, and Cove appliances, a custom pantry designed for both function and style, and a wet bar complete with wine refrigerator and drink cooler. The kitchen is further enhanced by a Ruvati 43'' workstation, adding both functionality and modern appeal. The large kitchen window provides exceptional views of the 14th fairway. The inviting living room centers around a natural gas fireplace, creating a warm and elegant gathering space. The dining room allows for large family gatherings to enjoy exquisite views of the garden that blends seamlessly into the natural beauty of the fairway. The primary suite is a true retreat, complete with a spa-like ensuite bath featuring a wet room design. Three additional bedrooms are conveniently located on the main level, along with a full bath and powder room. A large and functional laundry room along with a mud room complete the ground floor. Enjoy outdoor living at its finest with a large porch complete with phantom screens that overlooks the beautifully maintained golf course--perfect for relaxing or entertaining. The oversized 3-car garage is finished with epoxy floors, beadboard detailing, custom golf storage locker spaces, and ceiling fans. Additional premium features include a Generac generator, sealed crawlspace, dual HVAC systems (upstairs and downstairs), spray foam insulation, a climate-controlled locked storage room, and a full irrigation and drip system for the landscaping. This exceptional home offers luxury living in a serene golf course setting--be sure to review the full list of features in the associated documents.

28 Augusta Dr, Southern Pines

$1,405,000

Step into the timeless charm of Southern Pines horse country with this quintessential 1950s 'Shellbark Cottage''—once part of the historic Firleigh Estate, a landmark of the area's rich equestrian heritage. Nestled on approximately ten beautifully maintained acres, the property offers a rare combination of privacy, convenience, and history in one of the Sandhills' most desirable settings. With dual access from both Tremont Street and Firleigh Road, it provides effortless entry for residents and guests alike. The charming two-bedroom, two-bath cottage features fresh paint and a compact, efficient layout—perfect as a cozy full-time residence, weekend retreat, or guest house while you build your dream home on one of the lovely elevated sites the property offers. Equestrians will be immediately drawn to the exceptional four-stall shed-row barn, built with the utmost quality and attention to detail. The barn boasts high ceilings, stall mats, and excellent ventilation for horse comfort and safety, along with a beautifully finished tack room, bathroom, and wash stall. The feed/laundry room includes a washer and dryer, adding convenience for daily care. Above, an expansive loft area provides abundant storage for hay, equipment, or future expansion. The property is organized into four generous, established pastures, and one smaller paddock, each fenced and well-maintained, with two run-in sheds offering shade and shelter. From this location, you can hack through neighboring farms via established trails and bridle paths, or easily cross Youngs Road to access over 2,500 acres of the Walthour-Moss Foundation—a premier equestrian preserve offering endless riding opportunities. Lovingly cared for by its current owner for many years, this property embodies the best of Southern Pines' horse country living—a serene setting, rich history, and exceptional equestrian amenities ready to welcome its next steward.

2 Beds ⋅ 2 Baths ⋅ 100540262 MLS ⋅ CLOSED Status ⋅ 1,102 SqFt. ⋅ 1950 Year Built

Step into the timeless charm of Southern Pines horse country with this quintessential 1950s 'Shellbark Cottage''—once part of the historic Firleigh Estate, a landmark of the area's rich equestrian heritage. Nestled on approximately ten beautifully maintained acres, the property offers a rare combination of privacy, convenience, and history in one of the Sandhills' most desirable settings. With dual access from both Tremont Street and Firleigh Road, it provides effortless entry for residents and guests alike. The charming two-bedroom, two-bath cottage features fresh paint and a compact, efficient layout—perfect as a cozy full-time residence, weekend retreat, or guest house while you build your dream home on one of the lovely elevated sites the property offers. Equestrians will be immediately drawn to the exceptional four-stall shed-row barn, built with the utmost quality and attention to detail. The barn boasts high ceilings, stall mats, and excellent ventilation for horse comfort and safety, along with a beautifully finished tack room, bathroom, and wash stall. The feed/laundry room includes a washer and dryer, adding convenience for daily care. Above, an expansive loft area provides abundant storage for hay, equipment, or future expansion. The property is organized into four generous, established pastures, and one smaller paddock, each fenced and well-maintained, with two run-in sheds offering shade and shelter. From this location, you can hack through neighboring farms via established trails and bridle paths, or easily cross Youngs Road to access over 2,500 acres of the Walthour-Moss Foundation—a premier equestrian preserve offering endless riding opportunities. Lovingly cared for by its current owner for many years, this property embodies the best of Southern Pines' horse country living—a serene setting, rich history, and exceptional equestrian amenities ready to welcome its next steward.

225 Tremont St, Southern Pines

$1,400,000

This elegant and character-filled home on almost 1.3 acres is nestled in the heart of Historic Weymouth Heights. Winding roads draw you into a peaceful neighborhood with soaring pines & stunning gardens. Designed by Alfred Yeoman, Southern Pines' famed architect from the 1920's, each room is generously proportioned with hardwood flooring throughout. A slate roof and copper gutters stand the test of time. Multiple bricked patios and flagstone terraces provide endless entertaining areas with a lush private back yard. Natural Gas feeds the living and family room fireplaces, hot water heater and wolf Range, & 1 HVAC Unit. Additional Wall Oven, Sub Zero fridge, two Euro drawer freezers, Granite countertops & a charming electric fireplace round out the kitchen. Built-in bookshelves in the living and family rooms allow for plenty of reading pleasure. Outside you will discover a lush lawn and various seating areas from which to relax and enjoy the backyard paradise where you will enjoy curated plantings, a koi pond and a pretty fenced-in vegetable garden. This lovely house exudes elegance, old-world charm and the cozy feeling of home. Don't miss this chance to own a Southern Pines treasure.

4 Beds ⋅ 4 Baths ⋅ 100569607 MLS ⋅ CLOSED Status ⋅ 4,116 SqFt. ⋅ 1924 Year Built

This elegant and character-filled home on almost 1.3 acres is nestled in the heart of Historic Weymouth Heights. Winding roads draw you into a peaceful neighborhood with soaring pines & stunning gardens. Designed by Alfred Yeoman, Southern Pines' famed architect from the 1920's, each room is generously proportioned with hardwood flooring throughout. A slate roof and copper gutters stand the test of time. Multiple bricked patios and flagstone terraces provide endless entertaining areas with a lush private back yard. Natural Gas feeds the living and family room fireplaces, hot water heater and wolf Range, & 1 HVAC Unit. Additional Wall Oven, Sub Zero fridge, two Euro drawer freezers, Granite countertops & a charming electric fireplace round out the kitchen. Built-in bookshelves in the living and family rooms allow for plenty of reading pleasure. Outside you will discover a lush lawn and various seating areas from which to relax and enjoy the backyard paradise where you will enjoy curated plantings, a koi pond and a pretty fenced-in vegetable garden. This lovely house exudes elegance, old-world charm and the cozy feeling of home. Don't miss this chance to own a Southern Pines treasure.

130 N Highland Rd, Southern Pines

$1,400,000

Rare Opportunity to own a piece of history and one of the finest homes in Weymouth Heights Circa 1924. Just steps away from the Weymouth Center & Gardens and Duncraig Manor B&B, this outstanding 6 BR | 6.5 BA residence sits on almost 2 acres. Enduring slate roof and entry, native stone, brick and wood exterior. Circular drive framed by mature landscaping leads to slate walk and stately double-door entrance. Foyer opens to formal living spaces with exceptional millwork and staircase to second level. Formal Living Room with gas fireplace flows to private Study/Office with built-ins and second gas fireplace. Main-level large Primary Suite offers soaking tub, walk-in shower, dual vanities with quartz countertops, Bluetooth fan/light and generous walk-in closet with custom built-ins. Formal Dining Room showcases intricate wood detailing, decorative fireplace, chandelier and ornate corner niches. Just beyond dining room, separate Coffee/Wine Bar with sink & wine cooler serves as dedicated entertaining space, with Powder Room nearby. Timeless Classic Kitchen completely renovated with soft-close cabinetry, granite countertops with island and breakfast bar, natural gas cooktop with pot-filler, double wall ovens, large walk-in pantry and refined lighting. Adjacent Family Room features wood-burning fireplace, built-in bookshelves, French windows and breakfast/informal dining area which looks out onto private brick courtyard. Second Floor of main residence, accessed via foyer staircase, presents three private Guest Suites, each with full bath, including a second Owner's Suite with marble floors & counter and generous dressing room. Connected, fully-renovated two-story Carriage House Apartment includes 2 bedrooms, 2 full baths, full kitchen, living/dining area, private entrance and fenced yard--integrated yet offering flexible use, enabling multi-generational living or rental income. Recently built Pergola offers Covered Parking & Outdoor Living Space. Separate Owner's entry opens into Family Room. Property includes fully fenced side and back yards with ornate iron gates throughout, Original Double Carriage House Doors on Garage, gardens, wired outbuilding with storage, workshop, chicken coop and run. Secondary Circle Drive and gate on N Valley Rd. Established landscape features Camelia, Azalea, Magnolia, Dogwood, Japanese Maple, Rhododendron, Mountain Laurel, Fig, Lady Banks Roses, Crepe Myrtle, Hydrangea, Oak Leaf Hydrangea, Heirloom Roses, Gardenia and more. Notable updates: whole-house water filtration, tankless natural gas water heater, electrical and plumbing improvements, updated lighting and fans, renovated kitchen, primary bath updating, carriage house renovation, decorative gates, front drive, and covered pergolas. Original shutters stored in garage. Allowing showings and accepting backup offers.

6 Beds ⋅ 7 Baths ⋅ 100561915 MLS ⋅ CLOSED Status ⋅ 5,637 SqFt. ⋅ 1924 Year Built

Rare Opportunity to own a piece of history and one of the finest homes in Weymouth Heights Circa 1924. Just steps away from the Weymouth Center & Gardens and Duncraig Manor B&B, this outstanding 6 BR | 6.5 BA residence sits on almost 2 acres. Enduring slate roof and entry, native stone, brick and wood exterior. Circular drive framed by mature landscaping leads to slate walk and stately double-door entrance. Foyer opens to formal living spaces with exceptional millwork and staircase to second level. Formal Living Room with gas fireplace flows to private Study/Office with built-ins and second gas fireplace. Main-level large Primary Suite offers soaking tub, walk-in shower, dual vanities with quartz countertops, Bluetooth fan/light and generous walk-in closet with custom built-ins. Formal Dining Room showcases intricate wood detailing, decorative fireplace, chandelier and ornate corner niches. Just beyond dining room, separate Coffee/Wine Bar with sink & wine cooler serves as dedicated entertaining space, with Powder Room nearby. Timeless Classic Kitchen completely renovated with soft-close cabinetry, granite countertops with island and breakfast bar, natural gas cooktop with pot-filler, double wall ovens, large walk-in pantry and refined lighting. Adjacent Family Room features wood-burning fireplace, built-in bookshelves, French windows and breakfast/informal dining area which looks out onto private brick courtyard. Second Floor of main residence, accessed via foyer staircase, presents three private Guest Suites, each with full bath, including a second Owner's Suite with marble floors & counter and generous dressing room. Connected, fully-renovated two-story Carriage House Apartment includes 2 bedrooms, 2 full baths, full kitchen, living/dining area, private entrance and fenced yard--integrated yet offering flexible use, enabling multi-generational living or rental income. Recently built Pergola offers Covered Parking & Outdoor Living Space. Separate Owner's entry opens into Family Room. Property includes fully fenced side and back yards with ornate iron gates throughout, Original Double Carriage House Doors on Garage, gardens, wired outbuilding with storage, workshop, chicken coop and run. Secondary Circle Drive and gate on N Valley Rd. Established landscape features Camelia, Azalea, Magnolia, Dogwood, Japanese Maple, Rhododendron, Mountain Laurel, Fig, Lady Banks Roses, Crepe Myrtle, Hydrangea, Oak Leaf Hydrangea, Heirloom Roses, Gardenia and more. Notable updates: whole-house water filtration, tankless natural gas water heater, electrical and plumbing improvements, updated lighting and fans, renovated kitchen, primary bath updating, carriage house renovation, decorative gates, front drive, and covered pergolas. Original shutters stored in garage. Allowing showings and accepting backup offers.

110 N Highland Rd, Southern Pines

$1,357,000

Custom-built in 2013, this stunning property is set on more than 2 acres of exquisitely landscaped grounds, ideally located just minutes from Southern Pines shops and dining. From the moment you arrive, the meandering circular driveway creates a grand first impression, while the lush setting--featuring fig and other fruit trees along with beautifully established plantings--sets the tone for what lies ahead. A gated courtyard welcomes you into this truly special home. Inside, the graciously sized living room flows seamlessly to the lanai, where you can take in views of the magnificent backyard or gather around the outdoor fireplace on cool Carolina evenings. Designed with flexibility in mind, the home is currently configured as two bedrooms plus an office. With minimal modification, the office could serve as a third bedroom, or remain a functional workspace or hobby room complete with pull-out shelving and built-in cabinetry for exceptional organization. The kitchen is a chef's delight, thoughtfully designed with a rear door leading to an attached greenhouse--perfect for cultivating fresh herbs year-round. Spacious rooms throughout the home are enhanced by 9' and 10' ceilings, while beautiful wood floors run through the main living areas. Softly curved walls and substantial moldings add warmth, character, and architectural distinction. Guests will appreciate the private attached casita with its own ensuite, offering comfort and privacy. Additional highlights include a beautiful in-ground swimming pool, two-car carport, RV shed, workshop, exterior basement access, and so much more. Meticulously maintained, this exceptional property reflects true pride of ownership and showcases a remarkable blend of thoughtful design, quality craftsmanship, and serene outdoor living. *See attached features list

3 Beds ⋅ 4 Baths ⋅ 100560819 MLS ⋅ CLOSED Status ⋅ 3,375 SqFt. ⋅ 2013 Year Built

Custom-built in 2013, this stunning property is set on more than 2 acres of exquisitely landscaped grounds, ideally located just minutes from Southern Pines shops and dining. From the moment you arrive, the meandering circular driveway creates a grand first impression, while the lush setting--featuring fig and other fruit trees along with beautifully established plantings--sets the tone for what lies ahead. A gated courtyard welcomes you into this truly special home. Inside, the graciously sized living room flows seamlessly to the lanai, where you can take in views of the magnificent backyard or gather around the outdoor fireplace on cool Carolina evenings. Designed with flexibility in mind, the home is currently configured as two bedrooms plus an office. With minimal modification, the office could serve as a third bedroom, or remain a functional workspace or hobby room complete with pull-out shelving and built-in cabinetry for exceptional organization. The kitchen is a chef's delight, thoughtfully designed with a rear door leading to an attached greenhouse--perfect for cultivating fresh herbs year-round. Spacious rooms throughout the home are enhanced by 9' and 10' ceilings, while beautiful wood floors run through the main living areas. Softly curved walls and substantial moldings add warmth, character, and architectural distinction. Guests will appreciate the private attached casita with its own ensuite, offering comfort and privacy. Additional highlights include a beautiful in-ground swimming pool, two-car carport, RV shed, workshop, exterior basement access, and so much more. Meticulously maintained, this exceptional property reflects true pride of ownership and showcases a remarkable blend of thoughtful design, quality craftsmanship, and serene outdoor living. *See attached features list

415 Manley Ave, Southern Pines

$1,300,000

Entered as comp Gorgeous custom home with 3 bedroom and 2.5 bathrooms. Oversized 2 car garage with gourmet kitchen, oak floor throughout. One level with large screened rear porch. Two paddocks with two stall center-isle barn with feed room, tack room, half bathroom and additional hayloft storage. Custom wrought iron hardware.

3 Beds ⋅ 3 Baths ⋅ 100547020 MLS ⋅ CLOSED Status ⋅ 2,000 SqFt. ⋅ 2009 Year Built

Entered as comp Gorgeous custom home with 3 bedroom and 2.5 bathrooms. Oversized 2 car garage with gourmet kitchen, oak floor throughout. One level with large screened rear porch. Two paddocks with two stall center-isle barn with feed room, tack room, half bathroom and additional hayloft storage. Custom wrought iron hardware.

2195 N May St, Southern Pines

$1,200,000

Welcome to 260 South Ashe Street--where timeless elegance meets modern comfort in the historic downtown district of Southern Pines, North Carolina. This beautifully renovated Dutch Colonial, offers over 3,400 square feet on a spacious 0.36-acre lot, just steps from the local ice cream parlor, library, theatre, boutique shops and dining, Several blocks away are tennis courts and a playground. Within two miles is world class golf at the 18 hole Donald Ross designed Southern Pines Country Club, where memberships are available. Blending 1920s charm with modern upgrades, the home features 4 bedrooms, 3.5 baths, a finished basement, and flexible living spaces throughout. Enjoy two gas fireplaces, one on the lovely screened in porch, a chef's kitchen with updated appliances, and thoughtfully designed outdoor areas including a stone patio, garden, and private, lighted recreation (basketball) court. Smart additions like a tankless water heater, programmable thermostats, Sonos sound, and security system add sustainability and peace of mind. Convenient features include a laundry room as well as a second washer and dryer on the bedroom level. Work from home in the quite, light-filled spacious office. A carriage house and detached two-car garage provide endless possibilities for work, fitness, or creative use. Natural gas supplies heat to combo heat pump, tankless water heater and two fireplaces. Close proximity to Ft. Bragg. A rare opportunity to own a piece of Southern Pines history--this is downtown living at its finest.

4 Beds ⋅ 4 Baths ⋅ 100566173 MLS ⋅ CLOSED Status ⋅ 3,403 SqFt. ⋅ 1924 Year Built

Welcome to 260 South Ashe Street--where timeless elegance meets modern comfort in the historic downtown district of Southern Pines, North Carolina. This beautifully renovated Dutch Colonial, offers over 3,400 square feet on a spacious 0.36-acre lot, just steps from the local ice cream parlor, library, theatre, boutique shops and dining, Several blocks away are tennis courts and a playground. Within two miles is world class golf at the 18 hole Donald Ross designed Southern Pines Country Club, where memberships are available. Blending 1920s charm with modern upgrades, the home features 4 bedrooms, 3.5 baths, a finished basement, and flexible living spaces throughout. Enjoy two gas fireplaces, one on the lovely screened in porch, a chef's kitchen with updated appliances, and thoughtfully designed outdoor areas including a stone patio, garden, and private, lighted recreation (basketball) court. Smart additions like a tankless water heater, programmable thermostats, Sonos sound, and security system add sustainability and peace of mind. Convenient features include a laundry room as well as a second washer and dryer on the bedroom level. Work from home in the quite, light-filled spacious office. A carriage house and detached two-car garage provide endless possibilities for work, fitness, or creative use. Natural gas supplies heat to combo heat pump, tankless water heater and two fireplaces. Close proximity to Ft. Bragg. A rare opportunity to own a piece of Southern Pines history--this is downtown living at its finest.

260 S Ashe St, Southern Pines

$1,150,000

Lovely 4 bedroom home on 2+ acres centrally located. This thoughtfully designed property has ample space for entertaining with formal and informal dining, two living areas on the first floor, and multiple outdoor spaces. Walls of windows bring natural light in throughout the home. The first floor has two full suites, with the primary having 2 closets and separate vanities. 2 car garage is attached by a breezeway. Lots of room to expand on the spacious lot for future pool and pool house if desired. Upstairs are 2 bedrooms with Jack & Jill bath. Plus spacious living area, finished storage area and walk-in attic storage. This is a property you don't want to miss. Other noteworthy features include well for irrigation and no city taxes despite being perfectly located just off Midland Rd.

4 Beds ⋅ 4 Baths ⋅ 100588726 MLS ⋅ CLOSED Status ⋅ 3,862 SqFt. ⋅ 1997 Year Built

Lovely 4 bedroom home on 2+ acres centrally located. This thoughtfully designed property has ample space for entertaining with formal and informal dining, two living areas on the first floor, and multiple outdoor spaces. Walls of windows bring natural light in throughout the home. The first floor has two full suites, with the primary having 2 closets and separate vanities. 2 car garage is attached by a breezeway. Lots of room to expand on the spacious lot for future pool and pool house if desired. Upstairs are 2 bedrooms with Jack & Jill bath. Plus spacious living area, finished storage area and walk-in attic storage. This is a property you don't want to miss. Other noteworthy features include well for irrigation and no city taxes despite being perfectly located just off Midland Rd.

160 Rountree Ln, Southern Pines

$1,150,000

Exquisite details abound in a light-filled, peaceful home nestled within Weymouth Heights. This lovely home has 4808 square feet of elegant living space, including 5 bedrooms/3full/2half-baths on .9 acres flanked on one side by a land trust. Primary bedroom suite is located on main floor. Details include: beautiful, wide-planked, heart pine flooring in stately foyer and throughout first floor,, cathedral ceilings in family and living rooms, 2 gas fireplaces, substantial crown molding, brick floors in kitchen and breakfast room, full walk-out, finished lower level with bedroom, kitchen, bath and a half, as well as a living area, craft room, golf cart garage and loads of storage. Upstairs are 3 light-filled bedrooms, a coffee bar and 1 full bath. Outside, all main living areas open onto two back porches that wrap around both levels and look out onto mature plantings in a curated and terraced garden. Weymouth Woods is a mere 5 minute walk down a bridle path. This home is truly the complete package. Don't miss an opportunity to own in the desirable Weymouth Heights neighborhood.

5 Beds ⋅ 5 Baths ⋅ 100530936 MLS ⋅ CLOSED Status ⋅ 4,808 SqFt. ⋅ 2002 Year Built

Exquisite details abound in a light-filled, peaceful home nestled within Weymouth Heights. This lovely home has 4808 square feet of elegant living space, including 5 bedrooms/3full/2half-baths on .9 acres flanked on one side by a land trust. Primary bedroom suite is located on main floor. Details include: beautiful, wide-planked, heart pine flooring in stately foyer and throughout first floor,, cathedral ceilings in family and living rooms, 2 gas fireplaces, substantial crown molding, brick floors in kitchen and breakfast room, full walk-out, finished lower level with bedroom, kitchen, bath and a half, as well as a living area, craft room, golf cart garage and loads of storage. Upstairs are 3 light-filled bedrooms, a coffee bar and 1 full bath. Outside, all main living areas open onto two back porches that wrap around both levels and look out onto mature plantings in a curated and terraced garden. Weymouth Woods is a mere 5 minute walk down a bridle path. This home is truly the complete package. Don't miss an opportunity to own in the desirable Weymouth Heights neighborhood.

320 Arbutus Rd, Southern Pines

$1,130,000

Welcome to 36 Augusta Drive, a beautifully updated custom home located on the 14th hole of the Arnold Palmer-designed Mid South Club golf course. Set behind the gates of one of Southern Pines' most desirable communities, this residence offers a blend of modern upgrades, timeless charm, and the lifestyle of a premier golf community. Meticulously maintained, the home has seen significant updates in recent years, including interior paint, new appliances, a tankless hot water heater, and a new front door in 2023. In 2024, the great room was remodeled with new engineered hardwood flooring, the exterior was painted, and a pergola was added to the backyard. Most recently, the kitchen was enhanced in 2025 with a new island and range hood. The split-bedroom floor plan features a spacious primary suite with a large walk-in shower and access to the screened porch, a formal dining room, a cozy sunroom, and a Carolina room for additional living or dining space. An upstairs bonus room offers versatility as a fourth bedroom, office, or flex area. Outdoor living shines here, with golf course views, a rear patio, and the new pergola creating an inviting retreat. Dual membership opportunities at Mid South and Talamore provide access to two championship courses, pools, tennis, dining, and more, while the POA includes Spectrum internet and cable. Conveniently close to schools, shopping, dining, and the downtowns of Southern Pines and Pinehurst, this home is the perfect combination of comfort, style, and location.

4 Beds ⋅ 3 Baths ⋅ 100532354 MLS ⋅ CLOSED Status ⋅ 3,375 SqFt. ⋅ 2005 Year Built

Welcome to 36 Augusta Drive, a beautifully updated custom home located on the 14th hole of the Arnold Palmer-designed Mid South Club golf course. Set behind the gates of one of Southern Pines' most desirable communities, this residence offers a blend of modern upgrades, timeless charm, and the lifestyle of a premier golf community. Meticulously maintained, the home has seen significant updates in recent years, including interior paint, new appliances, a tankless hot water heater, and a new front door in 2023. In 2024, the great room was remodeled with new engineered hardwood flooring, the exterior was painted, and a pergola was added to the backyard. Most recently, the kitchen was enhanced in 2025 with a new island and range hood. The split-bedroom floor plan features a spacious primary suite with a large walk-in shower and access to the screened porch, a formal dining room, a cozy sunroom, and a Carolina room for additional living or dining space. An upstairs bonus room offers versatility as a fourth bedroom, office, or flex area. Outdoor living shines here, with golf course views, a rear patio, and the new pergola creating an inviting retreat. Dual membership opportunities at Mid South and Talamore provide access to two championship courses, pools, tennis, dining, and more, while the POA includes Spectrum internet and cable. Conveniently close to schools, shopping, dining, and the downtowns of Southern Pines and Pinehurst, this home is the perfect combination of comfort, style, and location.

36 Augusta Dr, Southern Pines

$1,114,000

Located in the gated golf community of Mid South Club. This chic 3 bedroom, 31/2 bath home is stunning from the street and feels like you stepped into a magazine once inside. As you enter the barrel ceiling foyer, you immediately note the soaring ceilings on the main level, three sets of French doors leading from living room to the patio overlooking the 13th fairway of the golf course. There is a gas fireplace and built-in bookcases which invite guests to linger or to join others on the rear patio to reflect on your golf game. Formal dining room with French doors out to front porch/patio allow for easy flow while entertaining. Master bedroom with tray ceiling, en suite with double vanities, walk in shower and separate tub, and door to rear patio. There is also a study/office with coffered ceiling on the main level. A huge kitchen for the chef and enough room for friends and family to hang out is something to treasure. Abundant cabinets, double stainless steel sink, vegetable sink, six burner gas stove, built-in wine storage, granite countertops and counter seating are notables. The kitchen leads the way to a screened porch and gardens. The house is flooded with natural light. It's easy to see why this custom built home was named ''Home of the Year'' in 2003 by Moore County Builders. Ever dream of a place to escape, to read, meditate or just to be ''alone''? Upstairs is a guest room called ''The Cabin''. So tranquil. There are two guest rooms on the second level, both with full bathrooms and walk in closets, along with a bonus room. The walk in attic storage is a surprise....don't miss it! Landscaping is mature and lush, and the garden is lovely. There is a 21/2 car garage with golf cart parking and storage. There is availability of Al-Fresco dining on the front patio/porch, rear patio or on the screened porch. This is a home of uncompromising quality. The golf cart is negotiable. This is a deed restricted property. * Foyer mirror, Living Room mirror and Master Bedroom mirror do not stay. Termite Bond: Bug Out, HVAC service: Air Specialities, Cable: Spectrum

3 Beds ⋅ 4 Baths ⋅ 100584719 MLS ⋅ CLOSED Status ⋅ 3,780 SqFt. ⋅ 2001 Year Built

Located in the gated golf community of Mid South Club. This chic 3 bedroom, 31/2 bath home is stunning from the street and feels like you stepped into a magazine once inside. As you enter the barrel ceiling foyer, you immediately note the soaring ceilings on the main level, three sets of French doors leading from living room to the patio overlooking the 13th fairway of the golf course. There is a gas fireplace and built-in bookcases which invite guests to linger or to join others on the rear patio to reflect on your golf game. Formal dining room with French doors out to front porch/patio allow for easy flow while entertaining. Master bedroom with tray ceiling, en suite with double vanities, walk in shower and separate tub, and door to rear patio. There is also a study/office with coffered ceiling on the main level. A huge kitchen for the chef and enough room for friends and family to hang out is something to treasure. Abundant cabinets, double stainless steel sink, vegetable sink, six burner gas stove, built-in wine storage, granite countertops and counter seating are notables. The kitchen leads the way to a screened porch and gardens. The house is flooded with natural light. It's easy to see why this custom built home was named ''Home of the Year'' in 2003 by Moore County Builders. Ever dream of a place to escape, to read, meditate or just to be ''alone''? Upstairs is a guest room called ''The Cabin''. So tranquil. There are two guest rooms on the second level, both with full bathrooms and walk in closets, along with a bonus room. The walk in attic storage is a surprise....don't miss it! Landscaping is mature and lush, and the garden is lovely. There is a 21/2 car garage with golf cart parking and storage. There is availability of Al-Fresco dining on the front patio/porch, rear patio or on the screened porch. This is a home of uncompromising quality. The golf cart is negotiable. This is a deed restricted property. * Foyer mirror, Living Room mirror and Master Bedroom mirror do not stay. Termite Bond: Bug Out, HVAC service: Air Specialities, Cable: Spectrum

6 Augusta Dr, Southern Pines

$1,100,000

Originally built in 1952 and thoughtfully expanded and renovated in 2001, Maplewood Cottage seamlessly blends historic character with the comfort, functionality, and spaciousness of modern living. Complemented by a fully furnished detached guest house, the property offers a rare combination of flexible living space, privacy, and timeless appeal within Southern Pines' coveted Weymouth Heights Historic District. The 2001 expansion added 1,562 square feet while extensively re-imagining the original residence, preserving the neighborhood's architectural character while creating a home designed for the way people live today. Set on 1.68 beautifully landscaped acres, the single level residence offers 2,932 square feet with five bedrooms, multiple gathering spaces, and a seamless connection between indoor and outdoor living. Just beyond the front entry, an inviting sitting room gives way to the expansive great room and adjoining Carolina room, where vaulted ceilings, walls of windows, exposed brick accents, and French doors frame views of the surrounding pines and create an effortless connection between the home's principal living spaces. At the heart of the home, the kitchen balances timeless design with everyday functionality, featuring stone countertops, a ceramic tile backsplash, a Bertazzoni gas range, a generous center island, and an adjoining butler's pantry complete with a wet bar, additional storage, and serving space. The primary suite serves as a private retreat with custom armoire style storage, a striking fireplace feature wall, dual vanities, and a spacious walk in shower. Natural light fills the home through expansive windows that continually draw the outdoors inside. Brick patios, winding garden paths, mature landscaping, and a large fenced backyard create multiple destinations for relaxing or entertaining. A separate white picket enclosed garden accented with copper capped fencing adds another layer of charm, while the private hot tub patio extends directly from the primary suite beneath the canopy of mature trees. Above the detached two car garage, the fully furnished 479 square foot guest house offers exceptional flexibility with a kitchenette, full bath, and open living area ideal for guests, multi-generational living, a private office, or income producing opportunities. Located moments from the shops and restaurants of historic downtown Southern Pines and the scenic trails of Weymouth Woods, this exceptional property combines the charm of a historic neighborhood with the comfort and flexibility of a thoughtfully expanded home. Opportunities to own 1.68 acres with a detached guest house, generous living spaces, and this level of privacy within Weymouth Heights are exceptionally rare.

5 Beds ⋅ 4 Baths ⋅ 100579198 MLS ⋅ CLOSED Status ⋅ 3,411 SqFt. ⋅ 1952 Year Built

Originally built in 1952 and thoughtfully expanded and renovated in 2001, Maplewood Cottage seamlessly blends historic character with the comfort, functionality, and spaciousness of modern living. Complemented by a fully furnished detached guest house, the property offers a rare combination of flexible living space, privacy, and timeless appeal within Southern Pines' coveted Weymouth Heights Historic District. The 2001 expansion added 1,562 square feet while extensively re-imagining the original residence, preserving the neighborhood's architectural character while creating a home designed for the way people live today. Set on 1.68 beautifully landscaped acres, the single level residence offers 2,932 square feet with five bedrooms, multiple gathering spaces, and a seamless connection between indoor and outdoor living. Just beyond the front entry, an inviting sitting room gives way to the expansive great room and adjoining Carolina room, where vaulted ceilings, walls of windows, exposed brick accents, and French doors frame views of the surrounding pines and create an effortless connection between the home's principal living spaces. At the heart of the home, the kitchen balances timeless design with everyday functionality, featuring stone countertops, a ceramic tile backsplash, a Bertazzoni gas range, a generous center island, and an adjoining butler's pantry complete with a wet bar, additional storage, and serving space. The primary suite serves as a private retreat with custom armoire style storage, a striking fireplace feature wall, dual vanities, and a spacious walk in shower. Natural light fills the home through expansive windows that continually draw the outdoors inside. Brick patios, winding garden paths, mature landscaping, and a large fenced backyard create multiple destinations for relaxing or entertaining. A separate white picket enclosed garden accented with copper capped fencing adds another layer of charm, while the private hot tub patio extends directly from the primary suite beneath the canopy of mature trees. Above the detached two car garage, the fully furnished 479 square foot guest house offers exceptional flexibility with a kitchenette, full bath, and open living area ideal for guests, multi-generational living, a private office, or income producing opportunities. Located moments from the shops and restaurants of historic downtown Southern Pines and the scenic trails of Weymouth Woods, this exceptional property combines the charm of a historic neighborhood with the comfort and flexibility of a thoughtfully expanded home. Opportunities to own 1.68 acres with a detached guest house, generous living spaces, and this level of privacy within Weymouth Heights are exceptionally rare.

305 Maples Rd, Southern Pines

$1,092,000

Set on 2 private acres just 1 mile from downtown Southern Pines, this beautifully remodeled 1935 brick home offers timeless character, generous space, and a setting that feels quietly set apart. A very large circular drive, mature trees, and a tucked away approach create a gracious sense of arrival and privacy that is increasingly hard to find this close to town. Inside, 3,213 square feet of living space blends classic design with thoughtful updates. Hardwood floors run throughout the home, grounding each room in warmth and continuity. The kitchen is a true highlight, featuring beautiful cabinetry that extends to the ceiling in a soft, neutral tone that feels refined and refreshingly not white. A tiled backsplash, brass faucet, and inviting eat in area create a space that is both functional and welcoming. The home offers multiple living areas, including a family room with a vaulted ceiling that adds volume and architectural interest. 4 wood burning fireplaces are thoughtfully placed throughout the home, bringing warmth, charm, and a sense of tradition that is increasingly rare. A light filled sunroom currently used as an office provides flexible space with peaceful views of the property, ideal for work, reading, or quiet reflection. The primary suite is a retreat of its own, with access to a second story balcony overlooking the grounds. The primary bath features a dual sink vanity, soaking tub, and a tiled shower designed for relaxation. With 4 bedrooms, the home offers flexibility for guests, family, or additional living needs. Outdoors, a deck spanning the entire length of the rear of the home creates an ideal setting for entertaining, dining, or simply enjoying the surrounding landscape. Located minutes from downtown Southern Pines and offering convenient access to Ft Bragg, this home delivers space, privacy, and enduring charm in one of the area's most desirable areas. Classic, welcoming, and thoughtfully updated, schedule your tour today!

4 Beds ⋅ 4 Baths ⋅ 100545078 MLS ⋅ CLOSED Status ⋅ 3,213 SqFt. ⋅ 1935 Year Built

Set on 2 private acres just 1 mile from downtown Southern Pines, this beautifully remodeled 1935 brick home offers timeless character, generous space, and a setting that feels quietly set apart. A very large circular drive, mature trees, and a tucked away approach create a gracious sense of arrival and privacy that is increasingly hard to find this close to town. Inside, 3,213 square feet of living space blends classic design with thoughtful updates. Hardwood floors run throughout the home, grounding each room in warmth and continuity. The kitchen is a true highlight, featuring beautiful cabinetry that extends to the ceiling in a soft, neutral tone that feels refined and refreshingly not white. A tiled backsplash, brass faucet, and inviting eat in area create a space that is both functional and welcoming. The home offers multiple living areas, including a family room with a vaulted ceiling that adds volume and architectural interest. 4 wood burning fireplaces are thoughtfully placed throughout the home, bringing warmth, charm, and a sense of tradition that is increasingly rare. A light filled sunroom currently used as an office provides flexible space with peaceful views of the property, ideal for work, reading, or quiet reflection. The primary suite is a retreat of its own, with access to a second story balcony overlooking the grounds. The primary bath features a dual sink vanity, soaking tub, and a tiled shower designed for relaxation. With 4 bedrooms, the home offers flexibility for guests, family, or additional living needs. Outdoors, a deck spanning the entire length of the rear of the home creates an ideal setting for entertaining, dining, or simply enjoying the surrounding landscape. Located minutes from downtown Southern Pines and offering convenient access to Ft Bragg, this home delivers space, privacy, and enduring charm in one of the area's most desirable areas. Classic, welcoming, and thoughtfully updated, schedule your tour today!

225 Hill Rd, Southern Pines

$1,075,000

Tucked away on a beautifully landscaped and private almost 1-acre lot in one of Southern Pines' most desirable neighborhoods, this stunning all-brick 1955 ranch perfectly blends timeless mid-century modern design with thoughtful modern updates. Surrounded by mature pines and just minutes from downtown Southern Pines, this property offers a rare combination of character, space, and resort-style outdoor living. Inside, you'll find light-filled living spaces, clean architectural lines, and an effortlessly stylish aesthetic throughout. The spacious layout includes a walk-out lower level featuring a large recreation room, full bathroom, additional bedroom, and laundry area, ideal for guests, multigenerational living, a home gym, or flexible bonus space. Step outside to your own private retreat complete with an inground pool, fenced backyard, sauna, screened porch, and multiple outdoor entertaining areas all designed to take full advantage of the serene setting. A gated driveway adds both privacy and curb appeal to this truly one-of-a-kind Southern Pines property.

4 Beds ⋅ 4 Baths ⋅ 100572642 MLS ⋅ CLOSED Status ⋅ 3,293 SqFt. ⋅ 1955 Year Built

Tucked away on a beautifully landscaped and private almost 1-acre lot in one of Southern Pines' most desirable neighborhoods, this stunning all-brick 1955 ranch perfectly blends timeless mid-century modern design with thoughtful modern updates. Surrounded by mature pines and just minutes from downtown Southern Pines, this property offers a rare combination of character, space, and resort-style outdoor living. Inside, you'll find light-filled living spaces, clean architectural lines, and an effortlessly stylish aesthetic throughout. The spacious layout includes a walk-out lower level featuring a large recreation room, full bathroom, additional bedroom, and laundry area, ideal for guests, multigenerational living, a home gym, or flexible bonus space. Step outside to your own private retreat complete with an inground pool, fenced backyard, sauna, screened porch, and multiple outdoor entertaining areas all designed to take full advantage of the serene setting. A gated driveway adds both privacy and curb appeal to this truly one-of-a-kind Southern Pines property.

565 S Valley Rd, Southern Pines

$1,045,000

Nestled amongst the pines, magnolias and hollies, welcome to your executive custom built home located on 1.61 acres in Acadia. An exclusive enclave of only three homes, Acadia is located in one of the most desirable areas of Pinehurst. Built by award-winning developer and builder, F. Calvin Riddle, Jr. who has preserved the beauty and history of the property. As you enter the home you will notice the grandeur of the vaulted ceilings in the great room, kitchen and primary bedroom. Your eye may be drawn directly through the great room out to the expansive screened in porch's soaring fireplace or over to the kitchen's designer cabinets and high end appliances. The primary living area spans just over 3,000 square feet and encompasses 4 bedrooms and 3.5 bathrooms on the main level. The home features natural gas heating, Rinnai tankless gas water heater, GE 30'' gas range, and gas logs in the great room fireplace. Above the spacious three car garage, you will find an additional flex space with full bathroom and closet spanning over 500 square feet perfect for a 5th bedroom, entertainment space or possibly a home gym or office. Professionally landscaped yard with irrigation system on separate meter, will add to the abundant and rich plant and bird life that already exists. Acadia offers privacy yet a convenient location to access Pinehurst, Southern Pines, Fayetteville and the US Highway 1 corridor for access to the NC Carolina Core. Acadia is located just minutes from The Village of Pinehurst and Pinehurst Country Club which is an anchor site for the 2035, 2041 and 2047 Men's US Open on Course #2 and the 2029 Back to Back Men's and Women's US Open on Course #2. Estimated completion date 12/31/2025. Potential for buyer to add PCC transferable charter membership if desired, please contact listing agent for more information.

5 Beds ⋅ 5 Baths ⋅ 100497404 MLS ⋅ CLOSED Status ⋅ 3,582 SqFt. ⋅ 2025 Year Built

Nestled amongst the pines, magnolias and hollies, welcome to your executive custom built home located on 1.61 acres in Acadia. An exclusive enclave of only three homes, Acadia is located in one of the most desirable areas of Pinehurst. Built by award-winning developer and builder, F. Calvin Riddle, Jr. who has preserved the beauty and history of the property. As you enter the home you will notice the grandeur of the vaulted ceilings in the great room, kitchen and primary bedroom. Your eye may be drawn directly through the great room out to the expansive screened in porch's soaring fireplace or over to the kitchen's designer cabinets and high end appliances. The primary living area spans just over 3,000 square feet and encompasses 4 bedrooms and 3.5 bathrooms on the main level. The home features natural gas heating, Rinnai tankless gas water heater, GE 30'' gas range, and gas logs in the great room fireplace. Above the spacious three car garage, you will find an additional flex space with full bathroom and closet spanning over 500 square feet perfect for a 5th bedroom, entertainment space or possibly a home gym or office. Professionally landscaped yard with irrigation system on separate meter, will add to the abundant and rich plant and bird life that already exists. Acadia offers privacy yet a convenient location to access Pinehurst, Southern Pines, Fayetteville and the US Highway 1 corridor for access to the NC Carolina Core. Acadia is located just minutes from The Village of Pinehurst and Pinehurst Country Club which is an anchor site for the 2035, 2041 and 2047 Men's US Open on Course #2 and the 2029 Back to Back Men's and Women's US Open on Course #2. Estimated completion date 12/31/2025. Potential for buyer to add PCC transferable charter membership if desired, please contact listing agent for more information.

2148 Midland Rd, Southern Pines

$970,000

Updated 4-5BR Colonial with saltwater pool in desirable James Creek subdivision in Southern Pines, NC. The location is ideally close to Fort Bragg, downtown, Weymouth Woods Nature Preserve, schools and support facilities. This well-maintained 3,700 SF home has a 1st floor master suite with updated ensuite with walk-in shower and soaking tub. The 2nd floor has 2 full baths with new granite sinks (2025). The main level has 9 ft smooth ceilings, formal and informal living areas, oak floors, screened porch, gas log fireplace w/semi-open floor plan. The kitchen has all newer appliances, cabinetry and granite counters with soft-close drawers, a 5-burner gas range, and walk-in pantry. Built-ins on the main level and 2nd floor. All new windows in 2021, roof is 13 years old with extra-heavy shingles, most all light fixtures have been replaced as well as can lights added. Plantation shutters, new septic system in 2021 (fiberglass tank), outdoor brick fireplace with gas logs, irrigation system with 5 zones, heat pumps are 8 and 9 years old. The pool liner is 9 years old, pool pump is 4 years old, encapsulated crawlspace with dehumidifier, ample floored attic storage, 2 newer exterior doors, garage door has been replaced along with garage door opener and operates via Wi-Fi. Newer Trex back deck, gas line to grill and outdoor fireplace. BugOut termite warranty. Whole-house water cut-off. All bedrooms are spacious with walk-in closets. Pool table conveys, and 2 large wall mount TV's convey (purchased 2024). Garden benches and large pots in yard convey. Bose speakers in house lviing area and pool side convey. Crown molding in many rooms, security system with Ring doorbell and cameras, fenced yard. Beautifully landscaped with plants that bloom throughout the year. 4 outdoor solar area lights installed 2025, 500 gallon propane tank installed 2025, 28 KW Kohler generator installed 2025. Entire interior of home painted in 2025. All appliances convey. Showings begin March 3rd.

4 Beds ⋅ 4 Baths ⋅ 100553398 MLS ⋅ CLOSED Status ⋅ 3,697 SqFt. ⋅ 1989 Year Built

Updated 4-5BR Colonial with saltwater pool in desirable James Creek subdivision in Southern Pines, NC. The location is ideally close to Fort Bragg, downtown, Weymouth Woods Nature Preserve, schools and support facilities. This well-maintained 3,700 SF home has a 1st floor master suite with updated ensuite with walk-in shower and soaking tub. The 2nd floor has 2 full baths with new granite sinks (2025). The main level has 9 ft smooth ceilings, formal and informal living areas, oak floors, screened porch, gas log fireplace w/semi-open floor plan. The kitchen has all newer appliances, cabinetry and granite counters with soft-close drawers, a 5-burner gas range, and walk-in pantry. Built-ins on the main level and 2nd floor. All new windows in 2021, roof is 13 years old with extra-heavy shingles, most all light fixtures have been replaced as well as can lights added. Plantation shutters, new septic system in 2021 (fiberglass tank), outdoor brick fireplace with gas logs, irrigation system with 5 zones, heat pumps are 8 and 9 years old. The pool liner is 9 years old, pool pump is 4 years old, encapsulated crawlspace with dehumidifier, ample floored attic storage, 2 newer exterior doors, garage door has been replaced along with garage door opener and operates via Wi-Fi. Newer Trex back deck, gas line to grill and outdoor fireplace. BugOut termite warranty. Whole-house water cut-off. All bedrooms are spacious with walk-in closets. Pool table conveys, and 2 large wall mount TV's convey (purchased 2024). Garden benches and large pots in yard convey. Bose speakers in house lviing area and pool side convey. Crown molding in many rooms, security system with Ring doorbell and cameras, fenced yard. Beautifully landscaped with plants that bloom throughout the year. 4 outdoor solar area lights installed 2025, 500 gallon propane tank installed 2025, 28 KW Kohler generator installed 2025. Entire interior of home painted in 2025. All appliances convey. Showings begin March 3rd.

113 James Creek Rd, Southern Pines

$965,000

Welcome to 555 NE Broad Street, an elegant Mediterranean-style custom home just two blocks from downtown Southern Pines. Built in 2019 and freshly painted, this beautifully maintained residence blends timeless architecture with modern comfort. The all-brick exterior, mature landscaping, and fenced backyard create a private oasis in an unbeatable in-town location. Inside, ten-foot ceilings and generous room sizes offer an airy, luxurious feel. The main level features a bright living room with a gas fireplace and built-ins, and a flexible guest suite that also makes the perfect home office. The chef's kitchen impresses with professional-style appliances, a walk-in pantry, and a charming brick wine room—ideal for entertaining. Upstairs, the primary suite offers dual walk-in closets and a spa-like bath with a soaking tub and glass shower, while two additional bedrooms share a large dual-vanity bath. Outside, an oversized single-car garage with extra ceiling height adds functionality, and the finished studio apartment above provides an ideal space for guests, rental income, or a private retreat. Thoughtful upgrades include a whole-home generator, tankless water heater, irrigation system on a separate meter, reverse-osmosis filtration, engineered hardwood floors, and CAT-6 wiring. The fenced yard with a covered patio is perfect for quiet evenings or gatherings. Combining luxury, flexibility, and location, this one-of-a-kind home captures the best of Southern Pines living—walkable to shops, dining, and parks, yet offering space, privacy, and timeless design. 555 NE Broad Street is the perfect blend of sophistication and convenience in the heart of downtown!

4 Beds ⋅ 4 Baths ⋅ 100537772 MLS ⋅ CLOSED Status ⋅ 3,376 SqFt. ⋅ 2001 Year Built

Welcome to 555 NE Broad Street, an elegant Mediterranean-style custom home just two blocks from downtown Southern Pines. Built in 2019 and freshly painted, this beautifully maintained residence blends timeless architecture with modern comfort. The all-brick exterior, mature landscaping, and fenced backyard create a private oasis in an unbeatable in-town location. Inside, ten-foot ceilings and generous room sizes offer an airy, luxurious feel. The main level features a bright living room with a gas fireplace and built-ins, and a flexible guest suite that also makes the perfect home office. The chef's kitchen impresses with professional-style appliances, a walk-in pantry, and a charming brick wine room—ideal for entertaining. Upstairs, the primary suite offers dual walk-in closets and a spa-like bath with a soaking tub and glass shower, while two additional bedrooms share a large dual-vanity bath. Outside, an oversized single-car garage with extra ceiling height adds functionality, and the finished studio apartment above provides an ideal space for guests, rental income, or a private retreat. Thoughtful upgrades include a whole-home generator, tankless water heater, irrigation system on a separate meter, reverse-osmosis filtration, engineered hardwood floors, and CAT-6 wiring. The fenced yard with a covered patio is perfect for quiet evenings or gatherings. Combining luxury, flexibility, and location, this one-of-a-kind home captures the best of Southern Pines living—walkable to shops, dining, and parks, yet offering space, privacy, and timeless design. 555 NE Broad Street is the perfect blend of sophistication and convenience in the heart of downtown!

555 Ne Broad St, Southern Pines

$930,000

Surround yourself with quality in this attractive, well-maintained home surrounded by beautiful landscaping in Talamore Golf Resort. Mostly all on one level, this fabulous 5-bedroom/4-bath home has an open floorplan and offers fine finishes and nice features throughout! Deep crown moldings and gleaming hardwood floors in the main living areas. A chef's kitchen features stainless steel appliances including commercial grade built-in refrigerator, built-in convection French door, wall oven, beautiful wood cabinetry, granite countertops, breakfast bar, island with second sink and walk-in pantry. A spacious living room with gorgeous gas log fireplace framed by white columns and ornate woodwork and dark granite base. The formal dining room has chair rail molding and wainscoting. A secluded primary suite has deep crown molding, carpet, en-suite bath with double sink vanity, granite countertop, free-standing soaking tub, luxurious step-in tiled shower, water closet and large walk-in closet with lots of built ins. There are three more bedrooms and two full bathrooms on the main level. The upper level has fifth bedroom/bonus room with a full bath and large storage room or flex space. The back has some wonderful outdoor living areas, including a covered porch with slate stone base, brick steps down to an expansive brick patio overlooking a private backyard. When only the best will do, this home fits the bill!

5 Beds ⋅ 4 Baths ⋅ 100473609 MLS ⋅ CLOSED Status ⋅ 3,732 SqFt. ⋅ 2020 Year Built

Surround yourself with quality in this attractive, well-maintained home surrounded by beautiful landscaping in Talamore Golf Resort. Mostly all on one level, this fabulous 5-bedroom/4-bath home has an open floorplan and offers fine finishes and nice features throughout! Deep crown moldings and gleaming hardwood floors in the main living areas. A chef's kitchen features stainless steel appliances including commercial grade built-in refrigerator, built-in convection French door, wall oven, beautiful wood cabinetry, granite countertops, breakfast bar, island with second sink and walk-in pantry. A spacious living room with gorgeous gas log fireplace framed by white columns and ornate woodwork and dark granite base. The formal dining room has chair rail molding and wainscoting. A secluded primary suite has deep crown molding, carpet, en-suite bath with double sink vanity, granite countertop, free-standing soaking tub, luxurious step-in tiled shower, water closet and large walk-in closet with lots of built ins. There are three more bedrooms and two full bathrooms on the main level. The upper level has fifth bedroom/bonus room with a full bath and large storage room or flex space. The back has some wonderful outdoor living areas, including a covered porch with slate stone base, brick steps down to an expansive brick patio overlooking a private backyard. When only the best will do, this home fits the bill!

9 Scots Glen Dr, Southern Pines

$910,000

Stunning golf-front estate home in Mid South Club with what could be the most exquisite outdoor entertaining space in the neighborhood. Beautifully designed floor plan with 3 bedrooms and 2 1/2 baths on the main floor. Bonus room upstairs. Office with 2-sided fireplace and access to a private patio that shares the fireplace. Formal dining room and open kitchen and living area with lovely window-filled breakfast nook. All the rooms have lots of windows and natural light. The owners suite has a large sitting area, a large custom closet and separate vanities. Tiled shower and whirlpool tub. The outdoor space is expansive and includes an outdoor kitchen, complete with a covered pergola area with bar seating, Viking refrigerator, gas grill and sink. In addition to the private patio off the office, there is a rear covered porch with several seating areas and ceiling fans plus 2 patios overlooking the 14th tee box and views of the 13th fairway. Gorgeous views yet there is still so much privacy thanks to the many beautiful plantings and gardens throughout the yard. Upstairs is a bonus room with Juliet balcony and separate HVAC, plus walk-in attic storage. Membership to Mid-Tal is available.

3 Beds ⋅ 3 Baths ⋅ 100538590 MLS ⋅ CLOSED Status ⋅ 2,895 SqFt. ⋅ 2008 Year Built

Stunning golf-front estate home in Mid South Club with what could be the most exquisite outdoor entertaining space in the neighborhood. Beautifully designed floor plan with 3 bedrooms and 2 1/2 baths on the main floor. Bonus room upstairs. Office with 2-sided fireplace and access to a private patio that shares the fireplace. Formal dining room and open kitchen and living area with lovely window-filled breakfast nook. All the rooms have lots of windows and natural light. The owners suite has a large sitting area, a large custom closet and separate vanities. Tiled shower and whirlpool tub. The outdoor space is expansive and includes an outdoor kitchen, complete with a covered pergola area with bar seating, Viking refrigerator, gas grill and sink. In addition to the private patio off the office, there is a rear covered porch with several seating areas and ceiling fans plus 2 patios overlooking the 14th tee box and views of the 13th fairway. Gorgeous views yet there is still so much privacy thanks to the many beautiful plantings and gardens throughout the yard. Upstairs is a bonus room with Juliet balcony and separate HVAC, plus walk-in attic storage. Membership to Mid-Tal is available.

18 Augusta Dr, Southern Pines

$900,000

Builder's personal home, with saltwater pool, on over an acre of land in the highly desirable Weymouth Heights area of Southern Pines! This beautifully renovated MidCentury Modern home boasts over 3,200 sq feet of space surrounded by mature trees and landscaping for a private feel. Upon entering this home, the first thing you notice is the abundance of windows and natural light flooding each space. This 4 bedroom 3 bath home has been almost completely renovated in the last few years, boasting a brand new chef's kitchen, fully renovated master bedroom and on-suite, new HVAC (2022), updated plumbing fixtures and electrical, a new tankless water heater, and new LVP flooring and fresh paint throughout! The exterior of this home has been freshly painted, the large salt water pool has a new liner and salt cell, and the landscaping has been updated with limestone tile surrounding the outdoor pool oasis. While the main level of this home has 3 bedrooms and 2 baths, the fully finished walk-out basement holds an additional bedroom, bath, kitchenette, and even has it's own driveway, entrance and address, if needed for a Mother-in-Law suite! Two outdoor storage sheds, plus additional pool storage, provide ample space for tools, yard equipment and bikes. This is a beautiful home in a wonderful area of town, truly a must see!

4 Beds ⋅ 3 Baths ⋅ 100566933 MLS ⋅ CLOSED Status ⋅ 3,271 SqFt. ⋅ 1974 Year Built

Builder's personal home, with saltwater pool, on over an acre of land in the highly desirable Weymouth Heights area of Southern Pines! This beautifully renovated MidCentury Modern home boasts over 3,200 sq feet of space surrounded by mature trees and landscaping for a private feel. Upon entering this home, the first thing you notice is the abundance of windows and natural light flooding each space. This 4 bedroom 3 bath home has been almost completely renovated in the last few years, boasting a brand new chef's kitchen, fully renovated master bedroom and on-suite, new HVAC (2022), updated plumbing fixtures and electrical, a new tankless water heater, and new LVP flooring and fresh paint throughout! The exterior of this home has been freshly painted, the large salt water pool has a new liner and salt cell, and the landscaping has been updated with limestone tile surrounding the outdoor pool oasis. While the main level of this home has 3 bedrooms and 2 baths, the fully finished walk-out basement holds an additional bedroom, bath, kitchenette, and even has it's own driveway, entrance and address, if needed for a Mother-in-Law suite! Two outdoor storage sheds, plus additional pool storage, provide ample space for tools, yard equipment and bikes. This is a beautiful home in a wonderful area of town, truly a must see!

240 Maples Rd, Southern Pines