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$3,350,000
4 Beds ⋅ 4 Baths ⋅ 100584270 MLS ⋅ ACTIVE Status ⋅ 7,288 SqFt. ⋅ 1929 Year Built
Welcome to Stone Oaks Farm, a remarkable private estate nestled on 6 beautifully landscaped acres in an exceptional location only 5 minutes from Pinehurst and Southern Pines. Majestic old-growth oak trees frame the property, creating a stunning setting of natural beauty, privacy, and timeless elegance. The main residence offers more than 6,000 square feet of thoughtfully designed living space, complemented by an 802 square-foot guest suite above the garage featuring a full bath, steam shower, and sauna--perfect for extended family, guests, or a private retreat. Designed for both grand entertaining and comfortable everyday living, this home features 4 bedrooms and 3.5 baths, including an expansive formal dining room and a chef's kitchen equipped with dual islands, a six-burner Wolf gas cooktop, double ovens, a Sub-Zero refrigerator, and a butler's pantry with sink and additional dishwasher. A substantial 2005 addition introduced an extraordinary family room, private office, guest suite, and expanded primary living spaces. The stunning family room showcases exposed wood beams, hardwood floors, a wood-burning fireplace, and picturesque views of the outdoor entertaining areas. Adjacent to the family room is a sophisticated beverage center complete with a large wine refrigerator and beverage fridge. Beyond, a richly paneled executive library/office with its own fireplace provides the ultimate work-from-home environment. The main level also includes a spacious guest suite with a private bath. Upstairs, the luxurious primary suite offers dual walk-in closets and a spacious bath, while two additional bedrooms share a well-appointed full bath. Also added in 2025 is a beautifully outfitted entertainment and gaming space in the basement level complete with sink and wet bar. An ideal space for watching movies and sporting events. Outside, the estate continues to impress. A circular driveway and gated entrance welcome you to the property, while a three-car garage provides abundant storage. The backyard is designed for entertaining with a built-in grill, fire pit, and multiple outdoor gathering spaces including a beautiful stone koi pond. Beyond the immediate grounds, additional acreage offers unmatched privacy and includes a barn ideal for equipment, recreational vehicles, hobbies, or storage. This portion of the property may be subdivided if the owner so chooses. Completely fenced and meticulously maintained, Stone Oaks Farm presents a rare opportunity to own a private estate where luxury, comfort, and acreage come together in perfect harmony.

1680 Midland Rd, Southern Pines

$3,300,000
3 Beds ⋅ 5 Baths ⋅ 100598952 MLS ⋅ ACTIVE Status ⋅ 4,613 SqFt. ⋅ 1987 Year Built
This magnificent 31+ acre equestrian estate is nestled in the highly sought-after Southern Pines Horse Country. Take in the view as you drive through the entrance gates and are greeted by the stunning 4,000+/- sf main residence. This exquisite 3 bedroom/4.5 bath residence offers an exercise room, central vac, large windows for panoramic views, large walk-in closets, gas fireplaces, and many more amenities. The Primary Suite boasts a large sitting area with a gas fireplace and panoramic ceiling-to-floor windows for an amazing view, a Jacuzzi, a large walk-in shower and huge walk-in closet. High-end appliances adorn the kitchen with a 6-burner gas stove, a built-in microwave, a warming drawer, a SubZero refrigerator/freezer with an ice maker, a wine refrigerator, and an island with a prep sink. You will never worry about losing power during a storm with the full-house generator and two 500-gallon connected LP tanks. And as you continue through the property, you will next see the brick 7 stall barn with a two bedroom two bath apartment above. And meandering farther along the drive you approach a 4 stall barn and kennel which are more wonderful perks of this very well planned property. And to top off the grandeur, next you will have a close-up view of the impressive, 75' x 200' covered arena with viewing lounge, kitchen and bathroom. As you make the final bend you approach the 5 bay garage, adjacent to the aerated pond, below. Each barn has automatic waterers, fans, and a fly system. The covered arena has GGT footing supplied by Premier Equestrian ''Big Ass'' fans, lighting and a sprinkler system. This is the quintessential horse farm for the equestrian enthusiast or professional and located a short hack to The Walthour-Moss Foundation or Weymouth Woods. Make an appointment today to see this elegant equestrian estate! See survey & additional Special Features in Documents.

509 Cross Country Ln, Southern Pines

$2,999,000
5 Beds ⋅ 7 Baths ⋅ 100588228 MLS ⋅ ACTIVE Status ⋅ 8,260 SqFt. ⋅ 1998 Year Built
In the heart of Southern Pines Horse Country, just around the corner from downtown Southern Pines and offering direct access to the treasured Walthour-Moss Foundation, 765 Yadkin Road presents a rare 5.21-acre estate with a fully reimagined main residence, private 2-bedroom, 2-bath guest house, pool, equestrian amenities, four-bay storage building, RV garage, and exceptional garage/workshop space. The personal residence of the owners of Latitude Builders, one of the area's premier custom builders, this property reflects the craftsmanship, detail, and finish one would expect from a builder's own home. The main residence is an architectural showpiece, where soaring cathedral ceilings, custom millwork, Australian Cypress hardwood flooring with inlay details, designer lighting, and beautiful natural light create a refined yet inviting atmosphere. The chef's kitchen blends beauty and function with Taj Mahal quartzite countertops, custom cabinetry, hidden pantry, Sub-Zero refrigeration, Wolf dual-fuel range, and gas cooking. The private primary suite is beautifully color-drenched, creating a rich and intimate retreat with a spa-inspired marble bath, statement soaking tub, and dual closets. Designed for both everyday comfort and effortless entertaining, the home offers multiple living spaces, a formal dining room, dedicated office, expansive laundry room, lower-level family room, kitchenette/bar, fitness room, pool bath with changing area, and generous storage. Outdoor living is equally impressive, with a pool overlooking mature landscaping, a rear deck, fire pit, built-in gas grill, raised garden beds with irrigation, and peaceful acreage designed to be enjoyed. The private 2-bedroom, 2-bath guest house features a full kitchen, living room, private deck, and its own two-car garage. Additional garage and workspace areas include an oil pad, office space, and half bath, creating a uniquely functional setup for vehicle storage, workshop use, or hands-on automotive projects. Additional features include a four-bay storage building, RV garage, paddocks, tack room, run-in shed, whole-house generator, whole-house water filtration system, two wells, irrigation, mature landscaping, and horse-friendly grounds. With details and amenities too numerous to capture fully, this is a property that must be experienced in person; a truly rare Horse Country offering just minutes from the shops, restaurants, and charm of downtown Southern Pines.

765 Yadkin Rd, Southern Pines

$2,198,000
4 Beds ⋅ 5 Baths ⋅ 100590322 MLS ⋅ ACTIVE Status ⋅ 7,200 SqFt. ⋅ 2012 Year Built
25 Masters Ridge, Southern Pines, NC! This sophisticated home in the highly desirable gated community of Mid South Country Club with luxurious interiors overlooks the 18th golf hole with lake views. 4 BR/4.5BA, 4 Car Garage. Builders personal home attractively priced at just $305. per SF. New hardwoods in master suite, all hardwoods have been refinished (natural oak), also new paint. Main level has open concept Chef's Kitchen, luxurious Master suite and two additional main level bedrooms with ensuites, Living room, Carolina room, Formal dining room, Breakfast room, Screened in porch, Laundry room and a 4 car garage. Ideal home for multi-generational living, large family or corporate retreat. Lower level has a separate exterior entrance, open porch with hot tub, spacious entertainment area including ample room for billiards, media room with room for all. Also a full second kitchen with bar, range, microwave, and refrigerator. Private fourth bedroom with ensuite, a study, home gym, hobby room, office/flex space/finished conditioned storage. Garage boasts epoxy floor and custom storage; second floor walkup floored attic can be additional living area if needed. Media/Music room (insulated for sound) has 7 speakers and blue ray technology. Lower level has Superior wall system. Humidifier on main level with dehumidifier on lower level. Whole house surge protection, energy management system and Sonos whole house audio system. Generator operates the majority of the home. Both fireplaces are vented to the exterior, lush fescue lawn, 3 cameras convey also CPI security system.

25 Masters Rdg, Southern Pines

$1,990,000
4 Beds ⋅ 4 Baths ⋅ 100601078 MLS ⋅ ACTIVE Status ⋅ 3,443 SqFt. ⋅ 1966 Year Built
One of the last opportunities of its kind--47+ acres in the heart of Southern Pines Horse Country. This rare farm combines the charm of a mid-century ranch home with direct equestrian amenities, including an attached 6-stall center aisle barn with tack and feed rooms, keeping your horses just steps away. A second 6-stall center aisle barn features a 1BR/1BA guest apartment, perfect for visitors or staff. Expansive pastures, a shared pond, and a short hack to the 4,000+ acre Walthour Moss Foundation make this property a true equestrian haven. The rolling topography and exceptional privacy are preserved under a land conservation agreement with Three Rivers Land Trust, which not only protects the land's natural beauty but also provides valuable tax benefits for farm owners. While the home and facilities are in need of updates, the potential is extraordinary--ready for someone with the vision to create a truly remarkable Southern Pines estate.

292 Bump A Long Ln, Southern Pines

$1,900,000
5 Beds ⋅ 5 Baths ⋅ 100598385 MLS ⋅ ACTIVE Status ⋅ 4,177 SqFt. ⋅ 2027 Year Built
New construction home in Mid South Club built by local builders, Formyduval Homes LLC, offering timeless architecture and thoughtfully designed living spaces inside and out. This 4,177sf home blends classic brick detailing with modern functionality, creating a warm yet sophisticated presence from the moment you arrive. Located on a cul de sac on the golf course gives this home the perfect space for outdoor living and is a true highlight. The covered porch and dedicated outdoor kitchen area ideal for gathering year-round or just relaxing. The main level is designed for both everyday living and exceptional entertainment. A spacious family room flows seamlessly into the kitchen and dining areas, anchored by a large island and generous prep space. Expansive windows bring in natural light and overlook the covered porch and outdoor living areas which face the golf course. A private study sits just off the foyer, while the primary suite offers a quiet retreat with a spa-like ensuite bathroom and oversized walk-in closet. Upstairs, you'll find 4 additional bedrooms, 2 well-designed jack-n-jill bathrooms, half bath and a large bonus/media room with a wet bar. Additional features include a 3-car garage, Generac generator, irrigation sprinkler system, tankless hot water heater, functional mudroom and laundry spaces on both floors, and carefully planned storage throughout. With classic exterior appeal, a highly functional floor plan, and seamless indoor-outdoor living, this home offers the perfect balance of comfort, style, and livability. Come check out everything Mid South Club has to offer.

210 Eagle Point Ln, Southern Pines

$1,560,000
4 Beds ⋅ 5 Baths ⋅ 100575295 MLS ⋅ ACTIVE Status ⋅ 3,970 SqFt. ⋅ 1935 Year Built
Nestled on two private acres along prestigious Midland Road, this storybook 1928 white brick English Cottage offers a rare blend of timeless charm, nature, and thoughtful modern updates. Surrounded by mature dogwoods, blooming azaleas, perennial gardens, and trellised vines, the setting feels secluded and serene while remaining convenient to all Southern Pines has to offer. Located in the sought-after Knollwood neighborhood, known for its stately homes, large lots, and close proximity to Pine Needles, Mid Pines, and Knollwood golf courses, this home also carries a unique piece of local history as it was originally built for the son of famed Oakmont designer Henry Fownes. Inside, curated designer finishes and European influences create warmth and character throughout. Features include imported Portuguese tile, European light fixtures, Carrara Mist quartz countertops, and a Fulgor Milano 5-burner gas range. Original details such as marble flooring imported from England, hand-hewn beams, deep moldings, and hardwood floors blend beautifully with stylish additions made over the years. Offering close to 4,000 square feet with an additional 1,400 square feet of unheated living areas, the home provides an impressive amount of flexible space while still feeling inviting and comfortable. The outdoor spaces are equally impressive with a heated 40-foot in-ground pool, expansive patio areas, pool house with half bath, workshop space, and multiple private courtyards designed for relaxing or entertaining. The spacious primary suite features dual walk-in closets, a window seat with built-in storage, heated bubble tub, walk-in shower, and a stunning handmade beveled glass window. Just blocks from Whitehall Nature Preserve, this one-of-a-kind property offers privacy, history, character, and a lifestyle rarely found in Southern Pines

1335 Midland Rd, Southern Pines

$1,499,000
6 Beds ⋅ 5 Baths ⋅ 100577823 MLS ⋅ ACTIVE Status ⋅ 4,700 SqFt. ⋅ 2008 Year Built
Custom Beauty in the Heart of Southern Pines! This stunning Craftsman-style home truly has it all! From the gorgeous mahogany double front doors to the incredible custom finishes throughout. Featuring 6 bedrooms, 4.5 baths, beautiful pine plank floors, granite & marble surfaces, travertine and slate baths, plus a dream kitchen opening to a dramatic two-story family room with exposed beams and a full masonry fireplace. The luxurious primary suite is a true retreat with radiant heated floors, steam shower, air-jet soaking tub for two, and custom espresso cabinetry. Upstairs offers additional bedrooms and bonus space, while thoughtful upgrades include three heat pumps, tankless water heaters, Anderson 400 Series windows, and more. And the location? Absolutely unbeatable -- directly across from the beautiful Weymouth Nature Preserve & Equestrian Trails! A rare combination of craftsmanship, character, and location all wrapped into one extraordinary property.

680 N Bethesda Rd, Southern Pines

$1,450,000
6 Beds ⋅ 7 Baths ⋅ 100547272 MLS ⋅ ACTIVE Status ⋅ 7,207 SqFt. ⋅ 2002 Year Built
Beautiful Southern estate with timeless charm, exceptional craftsmanship, and endless possibilities! Custom built by the original owner with meticulous attention to detail, this stunning 6-bedroom home offers 5 full baths and 2 half baths with a thoughtfully designed floor plan that is ideal for everyday living, entertaining, and multigenerational lifestyles. Originally designed to accommodate extended family, the upper level offers a private living area complete with a spacious den, two bedrooms, a full bath, a laundry room, and an oversized bonus room, creating the perfect retreat for guests, extended family, or flexible living arrangements. The custom kitchen is a chef's dream, featuring a walk-in pantry, premium appliances, a gas Viking range, and a wine cooler. Additional highlights include five fireplaces with gas logs, 10-foot ceilings on the main level, 9-foot ceilings upstairs, laundry rooms on both levels, and an oversized attached garage with a separate golf cart bay. Step outside and enjoy your own private resort. The beautifully landscaped backyard features a heated swimming pool for year-round enjoyment, a fire pit, tranquil fish pond, and exceptional privacy. Situated at the end of a quiet cul-de-sac on 1.46 acres, this unique property also includes an additional building lot, offering outstanding flexibility for future construction, a guest home (subject to local zoning and approvals), investment potential, or the opportunity to sell the lot separately. Ideally located just one mile from the Fort Bragg Connecticut Avenue Gate and directly across from Weymouth Woods State Park with miles of scenic walking trails, this extraordinary property truly offers luxury, flexibility, and location in one remarkable package. This is a home you simply must experience in person!

307 Lazar Ln, Southern Pines

$1,440,000
5 Beds ⋅ 4 Baths ⋅ 100598381 MLS ⋅ ACTIVE Status ⋅ 3,584 SqFt. ⋅ 2026 Year Built
Stunning contemporary home built and thoughtfully designed for modern living by local builders, Formyduval Homes LLC. This 3,584 sf home features a bright, open-concept layout with expansive living and dining areas centered around a chef-inspired kitchen with a large island, walk in pantry and ample storage. With 5 bedrooms, 4 full bathrooms, office, dining space, and 2 living/entertainment spaces there will be plenty of space for everyone. Tucked away on 1.42 acres with no HOA and just minutes from downtown Southern Pines. Seamless indoor-outdoor living is showcased with direct access to an expansive patio and a beautifully designed backyard, ideal for relaxing or hosting gatherings. Additional highlights include a dedicated office space, high-end finishes throughout, Generac generator, tankless hot water heater, abundant storage throughout, and a convenient 2-car garage. Clean architectural lines, warm flooring, and abundant natural light create a timeless yet inviting atmosphere. Perfectly suited for both everyday living and entertaining, this home blends functionality, style, and comfort in one exceptional property.

243 Hill Rd, Southern Pines

$1,325,000
4 Beds ⋅ 4 Baths ⋅ 100583485 MLS ⋅ ACTIVE Status ⋅ 5,232 SqFt. ⋅ 1924 Year Built
Set on 3.21 private acres in Weymouth Heights, this 1924 estate offers architectural character, established gardens, and a detached guest cottage in one of Southern Pines' most treasured neighborhoods. Historic brick fencing lines portions of the drive, while mature pines, hardwoods, evergreens, and more than 300 flowering azaleas create a setting that has evolved beautifully over generations, just moments from downtown Southern Pines and Weymouth Woods. The 4-bedroom main residence blends thoughtful updates with original character, featuring hardwood floors, extensive mill work, custom built-ins, and four working fireplaces. Large windows frame views of the surrounding grounds, while multiple gathering spaces--including a spacious Great Room, dedicated office, and light-filled Carolina Room--provide flexibility for everyday living and entertaining. The kitchen is appointed with custom Rutt cherry cabinetry, Sub-Zero refrigeration, Dacor double ovens, a five-burner gas cook top, generous workspace, and abundant storage. The main-level primary suite offers a spacious bath, walk-in closet, fireplace, and direct connection to the Carolina Room and outdoor living spaces. Outside, flagstone walkways, stone terraces, expansive lawn areas, and a brick fireplace courtyard create inviting spaces to enjoy the property's exceptional landscape. A detached 659-square-foot guest cottage with a bedroom, full bath, living area, and fireplace provides additional flexibility for guests, extended family, or a private workspace. A rare opportunity to own a significant Weymouth Heights property with privacy, character, and convenience in the heart of Southern Pines.

285 N Bethesda Rd, Southern Pines

$1,299,000
4 Beds ⋅ 4 Baths ⋅ 100594970 MLS ⋅ ACTIVE Status ⋅ 3,266 SqFt. ⋅ 2026 Year Built
Welcome to your one-of-a-kind new construction home by local builders, Formyduval Homes LLC. This 3,266 sf home is centrally located in Southern Pines & privately tucked away on 1.71 acres with no HOA! The open-concept main floor shares a spacious living area with a cozy fireplace, your dream kitchen with oversized pantry and dining area. An inviting private office & stylish powder room add convenience & flexibility to the main level. There are also multiple closets throughout for extra storage convenience. The main-floor primary suite is a true retreat, featuring a spa-inspired ensuite. Indulge in the soaking tub, curbless walk-in shower, double vanity, & a massive walk-in closet designed for luxury & practicality. Upstairs, you'll find 3 spacious bedrooms, 2 full bathrooms, a versatile loft area, & a charming balcony--ideal for morning coffee or evening stargazing. With thoughtful details throughout & a layout designed for both everyday living & entertaining, this home offers the perfect balance of style & substance. Also included, you will have a tankless hot water heater & a Generac whole home generator. Don't miss this opportunity to own a stunning one-of-a-kind brand new home built with pride by Formyduval Homes! A pool can be added for an additional cost.

239 Hill Rd, Southern Pines

$1,249,000
4 Beds ⋅ 4 Baths ⋅ 100586562 MLS ⋅ ACTIVE Status ⋅ 4,479 SqFt. ⋅ 2008 Year Built
Sprawling, golf-front estate home in the gated community of Mid South Club. This home has been lovingly cared for by its original owner. Designed with entertaining in mind, you'll find a wonderful layout perfect for hosting. Entering into the grand foyer, there are soaring ceilings and extensive mouldings throughout this home. The main floor has an oversized owners suite with an adjoining sitting room, two custom closets and a well appointed bath complete with heated floor. Two other bedrooms on the main floor share a Jack & Jill bath. There is a formal dining room plus a breakfast nook in the kitchen. Walls of windows across the back of the home to take in the views of the 14th fairway. In addition to the more formal living room space that accesses the enclosed Carolina Room, this home also has a keeping room off the kitchen complete with gas fireplace. A large patio spans the rear of the home, perfect for sunset watching and visiting with friends. There is also a half bath on the main level, plus a spacious laundry room. Upstairs you'll find a cozy living room with wet bar, beverage fridge, mini-fridge, full guest suite, tons of storage areas and a room perfect for a home office, crafting or kids play area. Whole house Generac Generator. All appliances to convey as well as gas grill. Natural Gas is available, but owner currently uses a 450 gallon buried propane tank. Schedule a private tour of this home to see all it has to offer its new owners.

38 E Augusta Ln, Southern Pines

$1,200,000
4 Beds ⋅ 4 Baths ⋅ 100593637 MLS ⋅ ACTIVE Status ⋅ 3,441 SqFt. ⋅ 2005 Year Built
Exceptional golf-front living in the prestigious MidSouth Club with one of the best golf views in the neighborhood. Perfectly positioned along the Arnold Palmer-designed course, this home overlooks the entire 14th hole, offering incredible views from sunrise to sunset. Large picture windows fill the living room and Carolina room with natural light while showcasing the beautiful fairway. The main living area features soaring 12-foot coffered ceilings and flows into a beautifully remodeled gourmet kitchen with updated appliances, custom finishes, and a newly added dry bar. The Carolina room opens to a spacious Trex deck, creating the perfect place to relax, entertain, or enjoy the view. The main-level primary suite offers soaring ceilings, a spa-like bath with a soaking tub, frameless glass walk-in steam shower, private water closet, and a large walk-in closet. Two additional bedrooms and a full bath complete the main level. Upstairs you'll find two more bedrooms with walk-in closets, a beautifully updated full bath, and an approximately 500-square-foot flex room above the garage, perfect for a media room, home office, or fitness space. This home has been extensively updated with a 2022 architectural shingle roof, 2023 heat pump, remodeled kitchen and bathrooms, refinished hardwood floors, updated appliances, tankless water heater, Trex deck, custom blinds throughout, updated irrigation, a whole-house generator, and an encapsulated crawl space. Enjoy all that MidSouth Club has to offer, including championship golf, a community pool, and one of the area's premier gated communities.

2 Augusta Dr, Southern Pines

$895,000
4 Beds ⋅ 3 Baths ⋅ 100584261 MLS ⋅ ACTIVE Status ⋅ 2,591 SqFt. ⋅ 1920 Year Built
A rare piece of Southern Pines history, this extraordinary residence is located in the Historic Weymouth District and represents the last remaining portion of what was once a four-lot estate designed in 1920 by noted New York architect George Cooke. Having studied art in Italy, Cooke envisioned the property as a guest residence within his larger estate, which once occupied much of the surrounding land. The main mansion, located on the adjacent property, was lost to a fire in the early 1940s, while the remaining estate structures were eventually removed to accommodate new development, leaving this home as the sole surviving piece of the original compound. Originally built as guest quarters, the home was designed without a kitchen, as meals were prepared in the main residence and delivered by household staff. The basement served as servant quarters, buggy storage, and a tack room. The home also showcased Cooke's personal art collection, complete with hand-painted murals, and welcomed distinguished guests and European dignitaries, making it a significant part of Southern Pines' architectural and cultural heritage. After decades of neglect, the current owners purchased the property in 2016 and embarked on an extensive restoration that thoughtfully preserved its historic character while seamlessly incorporating modern comforts. The home was taken down to the studs and meticulously rebuilt with restoration of the foundation walls and original basement posts and beams, all-new insulation, electrical, plumbing, and drywall completed between 2018 and 2019. Hardwoods throughout the home allow for a clean and easy flow. The beautifully designed custom kitchen and fully remodeled bathrooms were added in 2020, along with a new HVAC system (2020), creating a home that honors its past while meeting today's standards of comfort and functionality. The lower basement level is ideal for a shop with plenty of work space and/or storage. The extensive renovations were completed with such attention to detail that the updated spaces blend naturally with the original architecture, making it difficult to distinguish between old and new. Outside, mature azaleas, established shrubs, and thoughtfully maintained landscaping frame the home, adding seasonal color and complementing its historic setting. This one-of-a-kind residence offers an exceptionally rare opportunity to own a beautifully restored historic home with remarkable provenance and architectural significance. Nestled in one of Southern Pines' most sought-after historic neighborhoods and just a short walk to downtown, it effortlessly blends timeless character, rich history, and modern living.

650 E Indiana Ave, Southern Pines

$880,000
4 Beds ⋅ 2 Baths ⋅ 100578609 MLS ⋅ ACTIVE Status ⋅ 2,473 SqFt. ⋅ 1920 Year Built
**NOW OFFERING A SELLER-PAID 2/1 RATE BUYDOWN** plus a **$2,500 lender credit** when financing through Rita Hairston with CrossCountry Mortgage, making this exceptional Downtown Southern Pines property even more affordable. 260 N Ridge Street is a well-maintained **1920 Dutch Colonial Revival**, thoughtfully expanded by Butler Constructs while preserving its original scale and character. The main floor flows naturally between a living room with a vented gas fireplace, separate dining room, spacious family room, and a cook's eat-in kitchen designed by ASID designer Denis McCullough, featuring eco-friendly countertops and Bosch appliances that remain with the home. A private main-floor office, newer mud/laundry room, and a full bath complete the 1,431-square-foot main level. Upstairs, four bedrooms, a bonus office nook, and a full bath offer peaceful, private space true to the home's 1920 character. A sketch is available illustrating the option to add a primary suite. Outside, a fully fenced patio and garden provide an exceptional, private space for entertaining, while the oversized detached garage offers flexibility as a workshop, gym, studio, or garage. The Town of Southern Pines has confirmed this corner lot can be split into **two additional buildable lots**--a rare, documented opportunity for a family compound, spec build, or income-producing investment in the heart of Downtown Southern Pines, just steps from shops and restaurants. Whether you are drawn to the character of the home, the private outdoor living, the confirmed development potential, or all three, this is a rare opportunity in Downtown Southern Pines. A recent home inspection is available, and all minor repairs have been completed.

260 N Ridge St, Southern Pines

$875,000
6 Beds ⋅ 5 Baths ⋅ 100601127 MLS ⋅ ACTIVE Status ⋅ 4,965 SqFt. ⋅ 1967 Year Built
Welcome to this classic beauty in the Historic Weymouth Heights area of Southern Pines with an expansive view of the state nature preserve, Weymouth Woods. Originally built as an architectural retreat to showcase the mastery of John J. McGovern, the owner of the historical McGovern Cedar Millworks Company, this 6-bedroom, 4.5-bathroom estate is on 1.98 private acres. It is a house to make a home for you and your family with a unique blend of historic allure, urban farmhouse style, and custom craftsmanship, making it a true work of art. Exposed cedar plank ship-lap and rustic brick floors create a feeling of urban farmhouse with a touch of Picasso. Stepping inside this one-of-a-kind architecture, the many windows let natural light pour in, making you feel fully connected to the beautiful surrounding nature in almost every room. The heart of the home is the magnificent Grand Den. Picture a contemporary rustic lodge experience, with a wall of geometric windows, soaring cathedral ceilings with exposed beams, wood floors, a massive brick wood-burning fireplace, and unique raw cedar wood surrounding you. Suspended above are two stunning large brass chandeliers, salvaged and repurposed from the original 1885 Saint Anthony's Catholic Church. It is warm and inviting with enough space to create many lounging and entertainment areas. The main level features a spacious master suite with a fireplace and a private office, while the upstairs houses the additional bedrooms, bathrooms, and a storage room. The expansive kitchen features a large center island with a built-in farmhouse table, and excellent potential to open walls into the formal dining space. Every bedroom radiates its own personality with cozy nooks and built-in cedar shelving, while the farmhouse-inspired bathrooms feature rustic flooring, natural light, and barn doors. Outside, a massive brick patio provides a private, peaceful oasis surrounded by mature-growth pine and hardwood trees. The space provides plenty of opportunity for outdoor entertainment and simply enjoying the gorgeous scenery. Situated directly across from the 900+ acre Weymouth Woods State Park and its extensive trail system, this property enjoys a breathtaking natural backdrop from both the home and patio. Miles of scenic trails offer exceptional opportunities for hiking and horseback riding, while the protected woodlands provide a peaceful, picturesque setting that will remain largely untouched by future development. An exceptional opportunity to acquire this lovely estate home at a compelling value. Priced significantly below its current appraised value, which thoughtfully reflects the opportunity for repairs and updates, the property offers tremendous potential to create a truly exceptional home while building in substantial value. It's a must-see. A recent home inspection is available for buyers to review, providing valuable insight as they envision the possibilities. Offered As Is, this is a rare opportunity for a buyer looking for space, quality, and the ability to make a home uniquely their own at an attractive price point. Note: The seller has approval for subdivision of the 4.7 acre lot into 3 lots, main house on 1.98 and two adjacent lots 1.35 acres each. Lots 1A and 1C are available for purchase WITH Lot B for an additional cost, call the Listing Agent for pricing. Lots 1A and 1C WILL NOT be sold prior to Lot 1B being sold.

520 N Bethesda Rd, Southern Pines

$875,000
4 Beds ⋅ 3 Baths ⋅ 100598170 MLS ⋅ ACTIVE Status ⋅ 3,071 SqFt. ⋅ 2026 Year Built
Beautifully situated in the sought-after Longleaf Country Club community, this exceptional new-construction home by quality builder Pandich Construction combines charm with impressive craftsmanship and luxurious finishes throughout. From the moment you arrive, the home makes a statement. Gorgeous curb appeal, a side-entry garage, professional landscaping and a welcoming staircase lead to an expansive front porch finished with classic brick flooring and wood ceiling. A striking double entry door sets the tone for the grand interior beyond. Step inside to a spectacular family room where 19-foot vaulted ceilings, an oversized chandelier and a dramatic floor-to-ceiling fireplace immediately capture your attention. This impressive space flows beautifully into the well appointed kitchen. At the heart of the kitchen is a large center island offering generous prep space and casual seating. A 36-inch gas range and cooktop, pot filler, custom range hood, beautiful cabinetry and carefully selected finishes create a kitchen that is as functional as it is stunning. Enjoy casual meals at the island or entertain in the formal dining room at the front of the home, highlighted by an elegant coffered ceiling. The attention to detail continues throughout the first floor with 10-foot ceilings, 8-foot doors and beautiful wood flooring. Custom wood shelving in the closets and marble tile in the bathrooms further reflect the level of craftsmanship and quality found in this exceptional property. The primary suite is truly a showstopper, featuring a soaring 15-foot vaulted ceiling accented with wood beams. The adjoining spa-inspired bathroom is equally impressive, with a large walk-in shower, deep soaking tub, double vanity and a dedicated makeup area. Custom mirrors extend from the vanity all the way to the ceiling, complemented by beautiful sconce lighting for a polished, luxurious finish. The thoughtfully designed floor plan offers the convenience of three bedrooms on the main level, along with a dedicated home office, with an expansive recreation room, additional guest bedroom and full bathroom on the second floor, creating a wonderfully private space that is perfect for overnight guests, a teenager, or extended family. Indoor and outdoor living come together effortlessly through the large covered rear porch off the family room. Finished with brick paver flooring, this inviting space overlooks the beautifully landscaped yard. With its dramatic ceiling heights, beautiful architectural details, custom finishes and exceptional craftsmanship, this Pandich Construction home offers the combination of luxury, warmth and thoughtful design in the beautiful setting of Longleaf Country Club. A truly special new-construction home that is every bit as impressive in person as it is from the curb.

117 Steeplechase Way, Southern Pines

$825,000
5 Beds ⋅ 4 Baths ⋅ 100602802 MLS ⋅ ACTIVE Status ⋅ 3,994 SqFt. ⋅ 1965 Year Built
Come see this a striking Connecticut stone facade home located on a circular drive with 5 bedrooms and 3.5 baths. Home features hardwood floors throughout the first floor. Double doors greet you as you enter - there is a step down formal living room with gas log fireplace and step up dining room. Gourmet kitchen has both quarte & granite counterstops, pot rack with bayed eat-in area. Large welcoming deck is perfect for entertaining family and friends - all overlooking a beautifully landscaped backyard with water feature and gazebo. You'll enoy sitting in the sunny Carolina room just off the family room. Family room has a wood burning fireplace and ample bookshelves. Spacious main level primary bedroom suite has a newly remodeled bath - and 2 closets - one of which is a walk- in. 2 bedrooms are located on the main level with shared remodeled bath. Downstairs are 2 additional bedrooms -again - with remodeled shared bathroom, large laundry room with utility sink . laundry shoot and closet. Office/den is downstairs with bookshelves flanking the Vermont cast iron inset in the 3rd fireplace. All downstairs rooms open to a slate covered porch. Plenty of storage in the 2 car-garage with Gladiator storage cabinets. Hard to find this blend of classic charm and modern updates located in one of Southern Pines most sought after neighborhoods. Make your appointment today!

105 Canterbury Rd, Southern Pines

$799,000
4 Beds ⋅ 3 Baths ⋅ 100604435 MLS ⋅ ACTIVE Status ⋅ 2,700 SqFt. ⋅ 2026 Year Built
Right house in right location. New construction in Longleaf CC. Centrally located between Pinehurst and Southern Pines. 2700 ft with Primary and 2nd BR/Flex on main floor. 2 additional BRs on 2nd floor with large bath and massive unfinished walk-in storage that could be converted to additional living space. Open Living/Dining area with upgraded kitchen and true hardwood floors. Home offers screen porch with adjacent patio, 2 car garage with utility sink, prewired for EV charger, Sealed crawl space, Natural gas with tankless hot water, gas FP, and gas cooking. Fully landscaped and sodded lawn with irrigation. Easy access to Southern Pines trail system. Please note: Present taxes based on pre-construction values. Occasional airport related noises. Builder reserves the right for some modifications to base plan.

525 Pommel Ln, Southern Pines

$789,999
4 Beds ⋅ 4 Baths ⋅ 100556307 MLS ⋅ ACTIVE Status ⋅ 2,622 SqFt. ⋅ 2026 Year Built
$15,000 BUILDER INCENTIVE!!!! Introducing the ''Emma'' floor plan offering 3 bedrooms, 3.5 baths, and approximately 2,629 square feet This modern design showcases clean architectural lines, elevated finishes, and thoughtfully planned living spaces throughout. The main level features an open layout anchored by a dramatic two-story dining room and a spacious great room with a gas fireplace. The kitchen is designed for both everyday living and entertaining, complete with a gas cooktop, wall microwave/oven combo, vented hood, and a wine fridge built into the island. Accordion doors off the main living area open to the covered deck, creating a seamless indoor-outdoor flow. The primary suite is located on the first floor and offers a spa-inspired bath with a freestanding tub, full tile shower, floating vanity, and a generous walk-in closet A mudroom, laundry room, powder room, and additional storage add convenience and functionality. Upstairs, you'll find two additional bedrooms, each with its own private bath, along with a versatile loft space. Accordion doors on the second level open to a covered balcony, extending the living area outdoors. A cable rail banister enhances the open feel and provides a sleek architectural detail overlooking the dining area below. Additional features include a tankless water heater and thoughtfully integrated storage throughout Don't miss this rare opportunity to own a modern, design-forward home in the heart of Southern Pines. . Ask about our Preferred Lender Incentive!

750 N Ashe St, Southern Pines

$789,000
4 Beds ⋅ 3 Baths ⋅ 100560951 MLS ⋅ ACTIVE Status ⋅ 3,391 SqFt. ⋅ 2021 Year Built
Welcome to this beautiful custom built home within 1 mile of downtown Southern Pines. The homes sits quietly tucked away on almost an acre. It boasts 4/5 bedrooms, 3 full baths, sprawling front porch, screened back porch, 3 car garage, newer LVP flooring on the first floor, and a fenced yard. A few of the custom features added during construction include: tankless water heater, granite counter tops throughout, Samsung appliances, huge walk-in master shower with 3 heads, marble in the master bath, transom windows throughout, adjustable soft lighting throughout, electric fireplace, pantry cabinet, farm sink, glass mosaic backsplash, and upgraded mirrors throughout. There is an optional 5th bedroom with built in shelves on the main floor. Huge walk in attic for storage and plumbing for a mini bar upstairs in place. Back on market due to VA assumption not taking place. bring offers!!!!

165 Riding Ln, Southern Pines

$770,000
4 Beds ⋅ 3 Baths ⋅ 100572686 MLS ⋅ ACTIVE Status ⋅ 3,135 SqFt. ⋅ 2022 Year Built
Welcome to golf front living at 513 Pommel Lane, a beautifully maintained 2022-built home in Saddlebrooke at Longleaf. Positioned along the fairway of the 8th hole at Longleaf Golf & Family Club, this 4-bedroom, 3-bath home combines thoughtful upgrades, great natural light, and flexible living spaces throughout. Plus! One of the few neighborhoods in Moore County with NATURAL GAS. Inside, you'll find finished-in-place hardwood floors, detailed crown molding, quartz countertops in the kitchen and bathrooms, a designated formal dining room/study, custom plantation shutters, and an encapsulated crawl space. The kitchen features a porcelain farmhouse sink with a gold faucet, artisan tile backsplash, natural gas range plus a wall oven and built-in microwave, designer lighting, and a quiet dishwasher. The main living areas are open and filled with natural light with a vaulted ceiling that makes the home feel even more spacious. The primary suite on the main level is expansive and luxurious - with separate closets, a soaking tub, water closet and a spacious all-tile shower. This home offers generous storage throughout, including custom wood shelving in every closet. Upstairs, bedrooms and flexible living space create endless possibilities -- guest quarters, media room, home office, hobby space, or additional lounge area. A built-in wet bar and temperature-controlled storage make the upstairs especially flexible. Outdoor living is just as inviting, with brick pavers on the front porch, screened porch, and patio, all overlooking the beautifully maintained green. Additional features include an irrigation system, alarm system, surveillance camera system, expanded paved parking pad for a third vehicle, 2-car garage. The garage is prewired for electric vehicles. Located in a golf course community with lower homeowners dues and easy access to Southern Pines, Pinehurst, Hwy 1, Fort Bragg, and Raleigh-Durham, this home offers comfort, convenience, and a rare view in one of the area's most desirable settings. This was a second home and has been lightly lived in.

513 Pommel Ln, Southern Pines

$765,000
4 Beds ⋅ 4 Baths ⋅ 100596116 MLS ⋅ ACTIVE Status ⋅ 2,419 SqFt. ⋅ 2026 Year Built
Thoughtfully designed new construction home built by local builders, Formyduval Homes LLC. Located in Southern Pines, set on a spacious half-acre lot in the Pine Needles community, this 4-bedroom, 3.5-bath home pairs a functional floor plan with elevated finishes and carefully selected details throughout. The main level features a spacious primary suite with a walk-in closet and beautifully appointed bath complete with dual vanities, a freestanding soaking tub, and a separate tiled shower. The open kitchen, dining, and living spaces are designed for both everyday living and entertaining, with a large kitchen island, walk-in pantry, gas range, workstation sink, pot filler, and gas fireplace. A dedicated pocket office and thoughtful command center add even more functionality to the main floor. Upstairs, you'll find three additional bedrooms, including a second primary bedroom, two full baths, a dedicated laundry room, and additional storage. Open-to-below spaces add architectural interest and an airy feel to the home's design. Outside, a 28-foot covered rear porch extends the living space and offers the perfect setting for relaxing or entertaining. A split three-car attached garage includes a side-facing two-car garage and a separate front-facing one-car garage, offering plenty of room for vehicles and storage, while a mix of board-and-batten siding, cedar details, stone accents, black windows, and thoughtfully selected exterior finishes create striking curb appeal. Conveniently located in Southern Pines with easy access to shopping, dining, recreation, and everything the area has to offer, 860 Central Drive brings together thoughtful design, generous space, and modern new construction in an established setting.

860 Central Dr, Southern Pines

$749,000
4 Beds ⋅ 3 Baths ⋅ 100580757 MLS ⋅ ACTIVE Status ⋅ 2,260 SqFt. ⋅ 1915 Year Built
A rare historic downtown Southern Pines home with genuine soul, thoughtful updates, and a story. A contributing structure within the National Register-listed Southern Pines Historic District, this circa-1915 home offers the rare combination of historic craftsmanship, thoughtful updates, generous storage, and walkable downtown living in the heart of Southern Pines. The National Register continuation sheet lists 360 S. Ashe St. as a contributing structure and specifically notes the screened porch, French doors, sash windows, rear additions, and central corbelled-cap chimney. Lovingly cared for and updated over the years as both a real home and an artist's studio, the home retains the warmth and craftsmanship that make older Southern Pines homes so special -- original hardwood floors, high ceilings, three fireplaces, French doors, built-ins, oversized windows, and architectural details that simply cannot be replicated in newer construction. This is not a neglected historic house waiting to be rescued; it is a soulful, livable home with original details still intact. For added buyer confidence, a professional pre-listing appraisal was completed on June 9, 2026 and valued the property at $781,000. The home's history adds another layer of charm. Local historians have connected the property to Dr. Ernest Poate, a physician, psychiatrist, and mystery novelist who wrote under the pen name Arthur Mallory -- a fitting 1930s chapter for a home in a town long loved by doctors, writers, artists, and creative professionals. That same creative spirit continues today in a house that has been home to an award-winning photographer for the past 20 years and has served as both a private residence and a place of inspiration. Inside, the home offers four spacious bedrooms, 2.5 bathrooms, and flexible living spaces with abundant built-in storage throughout. One of the most memorable features is the large banquette beside a dramatic wall of leaded-glass windows that open to the screened porch; an ideal spot for morning coffee, reading, casual dining, or gathering with friends. French doors connect the main living areas to the porch, while additional French doors from the primary suite open directly to the backyard, creating a graceful indoor-outdoor flow rarely found in historic downtown homes. The primary suite features a fireplace and large infinity tub, while the second main bath offers a classic clawfoot tub -- blending comfort, charm, and timeless Southern Pines style. Outside, the property reveals one of its most special features: a private and peaceful fenced backyard retreat in the middle of downtown. A picket-fenced front garden creates storybook curb appeal, while the backyard offers mature trees, garden space, and room to entertain, relax, or enjoy time with pets beneath the Carolina pines. As downtown living becomes increasingly dense, this property stands out for its sense of space - a setting that feels tucked away and serene while still being just a block from restaurants, coffee shops, Gulley's Garden Center, and downtown shops, with parks and the Sunrise Theater just a little farther beyond. A large basement provides valuable storage space not included in the heated square footage, adding practical flexibility that is especially rare in a historic home. More than just a house, this is a lovingly cared-for piece of Southern Pines history -- a warm, creative, and deeply livable home with original soul, thoughtful updates, rare outdoor space, and a story that belongs to the town itself.

360 S Ashe St, Southern Pines

$739,000
4 Beds ⋅ 3 Baths ⋅ 100554344 MLS ⋅ ACTIVE Status ⋅ 2,701 SqFt. ⋅ 2023 Year Built
Beautiful home located in Saddlebrooke at Longleaf Country Club. Awesome location and convenient to Southern Pines and Pinehurst. Very open floor plan with the primary living area on the main level including master bedroom and guest room/office. Large screened in porch overlooking the beautiful landscaping. Very desirable end location with fenced yard. Exquisite finishes include hardwoods throughout, including upstairs, crown molding, stainless steel appliances, newly painted, plantation shutters. Upstairs you will find 2 more large bedrooms and full bath. Huge walk-in storage room. The large two car garage has sealed floor, utility sink with wrap around back splash and pre-wired for EV charging. Encapsulated crawl space and tankless water heater. This is a rare chance to own one of the nicest homes in Saddlebrooke with a prime location! Call today to see it before it gets gone!

500 Pommel Ln, Southern Pines

$725,000
5 Beds ⋅ 4 Baths ⋅ 100594186 MLS ⋅ ACTIVE Status ⋅ 3,454 SqFt. ⋅ 2012 Year Built
**Lender credit of $3,500 for using preferred lender Ashley Donovan with Main Street Home Loans. Can be used towards closing costs or rate buy-down.** Located behind the gates of Mid South Club, this home is filled with the features that matter most: open gathering spaces, a main-level primary suite, an incredible outdoor entertaining area, and the added peace of mind of a whole-house generator. Inside, you'll find five bedrooms, three-and-a-half bathrooms, a dedicated office, formal dining room, and a kitchen featuring a large island, natural gas cooktop, double ovens, a walk-in pantry, and a breakfast area. Just off the kitchen are the laundry room and a convenient drop zone. Upstairs offers four additional bedrooms, two full bathrooms, a spacious bonus room, and unfinished storage. Outside, the expansive patio is the kind of space you'll find yourself using every chance you get, whether it's a quiet morning with a cup of coffee or dinner outdoors on a Carolina evening. Life in Mid South Club means more than just a beautiful home. Enjoy gated golf community living with easy access to Pinehurst, Southern Pines, shopping, dining, healthcare, and everything that makes Moore County one of North Carolina's most desirable places to call home.

155 Hadley Ct, Southern Pines

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