Refine Search
Map
Sort by
20 Cypress Cir, Southern Pines
$312,000
3 Beds ⋅ 3 Baths ⋅ 100611947 MLS ⋅ ACTIVE Status ⋅ 1,514 SqFt. ⋅ 2010 Year Built
A main-level owner's suite, fresh interior paint, and no carpet throughout make this 3-bedroom, 2.5-bath Aberdeen townhome an easy choice for comfortable, low-maintenance living. Move right in without a long to-do list! The kitchen features stainless steel appliances, including a recently purchased refrigerator, while the separate laundry room includes a washer and dryer that convey with the home. Upstairs, two additional bedrooms and a full bath provide flexible space for guests, family, or a home office. The attached one-car garage offers parking and additional storage. Enjoy your morning coffee on the covered front porch or relax on the covered rear deck overlooking the trees, offering a peaceful setting with plenty of privacy. Spend your free time enjoying the community pool instead of worrying about yard work. The HOA maintains the exterior of the townhomes and landscaping, giving you more time to enjoy the things you love. Conveniently located just minutes from shopping, restaurants, and medical facilities, with an easy commute to Fort Bragg. Whether you're relocating to the area or simply looking for a home that requires less maintenance, this townhome offers a practical floor plan, privacy, and a location that makes everyday living easier.

20 Cypress Cir, Southern Pines
27 Plantation Dr, Southern Pines
$749,000
3 Beds ⋅ 3 Baths ⋅ 100610304 MLS ⋅ ACTIVE Status ⋅ 2,403 SqFt. ⋅ 1994 Year Built
Located in the gated Mid South Club community in Southern Pines, this 3-bedroom, 3-bath home offers a thoughtful split-bedroom floor plan with comfortable living spaces and plenty of room to entertain. The main living area is filled with natural light and opens easily to the surrounding spaces, while a formal dining room and separate breakfast nook provide options for both everyday meals and larger gatherings. The primary suite offers a spacious retreat with two walk-in closets, while the secondary bedrooms are positioned separately for added privacy. The kitchen provides generous cabinetry and workspace and connects conveniently to the dining and living areas. Outdoor living is a standout feature, with an expansive rear deck offering plenty of room for dining, relaxing or entertaining, along with a screened-in porch for enjoying the wooded surroundings throughout much of the year.

27 Plantation Dr, Southern Pines
126 Triple Crown Cir, Southern Pines
$519,000
3 Beds ⋅ 2 Baths ⋅ 100609526 MLS ⋅ ACTIVE Status ⋅ 2,262 SqFt. ⋅ 2000 Year Built
The Longleaf Community nestled off historic Midland Road in Southern Pines, North Carolina is a uniquely charming semi-private club that blends equestrian history with modern golf innovation seamlessly. Built on the scenic 457-acre site of the former Starland Farms horse training estate, the facility honors its past by incorporating original white rail fences and remnants of the old racetrack into the landscape. The 18-hole championship course, originally designed by architect Dan Maples and later refined by Bill Bergin, offers two distinct experiences: the front nine in a wide-open, Scottish links style with gently rolling fairways, and the back nine through heavily tree-lined corridors featuring significant elevation changes. Celebrated by Golf Digest as the ''most playable course in the Sandhills,'' the property acts as a living laboratory for golf, utilizing the data-driven Longleaf Tee System to mathematically tailor the course for all ages and skill levels. Besides its pristine Mini Verde Bermuda greens, the club boasts the world-class U.S. Kids Golf Academy, a rugged six-hole short course named Bottlebrush, and the lively Heartwood Restaurant, creating a vibrant, family-friendly atmosphere that embodies the timeless charm of North Carolina Golf. Peacefully situated on a desirable cul-de-sac, this patio home offers inviting curb appeal, convenient single-story living and access to over 40 public local golf courses! Built in 2000, all the maintenance and updates have been done. With three bedrooms, two bathrooms and 2,262 heated square feet of living space and Carolina Room, this home sits on a natural 0.19-acre lot. The interior features an open, split-bedroom layout with spacious living areas, including formal dining and living rooms with all-natural hardwood flooring. The kitchen is equipped with granite countertops, new stainless-steel appliances, a pantry, under-cabinet lighting, and a touch-activated sink faucet. Adjacent to the kitchen is a large, comfortable den or family room with custom built-ins and a natural gas log fireplace. The heated and cooled Carolina Room offers additional entertaining space and serves as an ideal space for relaxing with a good book and coffee. The master suite offers a nice walk-in closet with a stylish barn door and an en-suite bathroom featuring a Jacuzzi tub, a walk-in shower and a private water closet. Two additional bedrooms include double-door closets, and the hall bathroom has a tub/shower combination. The spacious laundry room contains a storage closet, built-in ironing board, and provides access to an oversized two-car garage with shelving and utility sink. The back deck offers ample space for outdoor furniture, overlooking the fenced backyard with a raised garden bed and stacked stone walkway. The Rainbird irrigation system is housed in the garage. The most recent improvements have been new flooring, fresh paint, new electrical fixtures, new plumbing fixtures, new hardware, fresh landscaping, new crawlspace vapor barrier, new master shower, new ceiling fans, and a deep cleaning. Public pickleball courts are just a few miles away as well as the Southern Pines Greenway Trail for biking and walking, which is directly linked to this neighborhood and leads to the Southern Pines Reservoir Park as well as the recent public project of a bike lane for connecting the greenways. We are around the corner from Sandhills Community College, the Moore County Airport and downtown Pinehurst and Southern Pines artisan local eateries and boutiques. Please wear the booties provided at the front door to protect the new flooring for the new buyers. Please wear booties provided at the front door to protect the new flooring for the new buyers

126 Triple Crown Cir, Southern Pines
667 Yadkin Rd, Southern Pines
$3,200,000
5 Beds ⋅ 5 Baths ⋅ 100608157 MLS ⋅ ACTIVE Status ⋅ 7,705 SqFt. ⋅ 1966 Year Built
Set on more than 15 acres bordering the Walthour-Moss Foundation, this distinctive Southern Pines estate offers a rare combination of timeless architecture, privacy and natural beauty. Designed by renowned New York architect William McKnight Bowman, the over 5000 square-foot main residence features a classic slate roof, grand entrance and graciously proportioned living spaces. The home offers five bedrooms and four-and-a-half baths, including a main-level primary suite. The back patio is flanked by a stone water feature that provides a tranquil setting for birdwatching and views of pasture and pond. The separate 2,100-square-foot guest house is ideal for entertaining and recreation. It was originally built as a pool house and has two dressing rooms with showers and a laundry room. The space offers so much more with its expansive great room, spacious kitchen and stone-faced wood-burning fireplace. In addition, there are two bedrooms. This the perfect space to accommodate pool side gatherings, social functions or overnight guests. A separate one bedroom apartment offers additional flexibility for a farm manager or guest accommodation. The beautifully landscaped grounds include fenced pasture, a private pond, a bocce ball court and ample room for a custom barn. An equestrian easement over the property provides direct access to the Foundation. With its architectural character, versatile accommodations and exceptional setting, this is a rare opportunity to own a private estate in the heart of Southern Pines horse country.

667 Yadkin Rd, Southern Pines
1680 Midland Rd, Southern Pines
$3,150,000
4 Beds ⋅ 4 Baths ⋅ 100606510 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
525 Pommel Ln, 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
103 Steeplechase Way, Southern Pines
$520,000
3 Beds ⋅ 3 Baths ⋅ 100603425 MLS ⋅ ACTIVE Status ⋅ 2,563 SqFt. ⋅ 1995 Year Built
Welcome to 103 Steeplechase Way, a beautifully maintained custom brick ranch in the desirable Longleaf neighborhood of Southern Pines. Offering 2,500+ square feet of thoughtfully designed, one-level living, this inviting 3-bedroom, 2.5-bath home combines classic character with meaningful updates and an exceptionally comfortable floor plan. Freshly painted throughout, the home showcases beautiful Bruce hardwood flooring, slate flooring, plantation shutters, cathedral ceilings and skylights that fill the main living spaces with natural light. The updated kitchen features attractive cabinetry, granite countertops, a designer tile backsplash and stainless-steel appliances, including a high-end Wolf gas range. The living and dining areas provide an elegant setting for entertaining, while the adjoining family room offers a warm and inviting gathering space with custom built-ins and a distinctive two-sided fireplace shared with the living room--an architectural feature that gives both spaces wonderful character. The spacious primary suite includes a well-appointed bath and two generous walk-in closets. Two additional bedrooms provide flexibility for guests, a home office, library, hobbies or other personal spaces. Outside, mature landscaping surrounds the home and creates a peaceful backyard setting with a brick patio ideal for morning coffee, gardening or outdoor entertaining. An attached two-car garage offers generous parking and storage, with a new garage door installed in 2026. Recent improvements include a new heat pump installed in 2024 and a roof replacement in 2018, providing valuable peace of mind for the next owner. Ideally situated in Longleaf, the home is just minutes from downtown Southern Pines, with convenient access to local shopping, dining, recreation and entertainment. With its classic brick construction, spacious one-level floor plan, beautiful hardwood floors, distinctive architectural details and thoughtful updates, 103 Steeplechase Way offers a wonderful opportunity to enjoy the best of Southern Pines living.

103 Steeplechase Way, Southern Pines
339 Braden Rd, Southern Pines
$675,000
4 Beds ⋅ 3 Baths ⋅ 100602185 MLS ⋅ ACTIVE Status ⋅ 2,179 SqFt. ⋅ 2023 Year Built
Welcome to one of Southern Pines' most desirable new residential communities! Ideally located on the edge of Horse Country and just minutes from downtown, this beautifully maintained 2023-built Energy Star Qualified Home with a HERS 48 rating offers the perfect blend of privacy, convenience, and country living. Set among established landscaping with wonderful neighbors and an abundance of opportunities for leisurely walks, this inviting property provides a peaceful retreat while keeping you close to everything Southern Pines has to offer. Equestrian enthusiasts may even have the opportunity to find boarding for a horse directly across the street! From the welcoming front porch, step inside to a bright, open-concept floor plan filled with natural light. The spacious kitchen flows seamlessly into the living and dining areas, while the dining room opens to an expansive, partially covered back deck--ideal for outdoor dining, entertaining, or simply enjoying the tranquil surroundings. A secondary deck provides convenient access to the two-car garage and backyard. The first floor includes a full bath and a fourth bedroom, currently used as a comfortable home office. Upstairs, you'll find a spacious laundry room, two guest bedrooms, and a generous primary suite featuring a walk-in closet and beautifully appointed bath with a tile d walk-in shower, double vanity, and water closet. Outside, the thoughtfully landscaped backyard provides both beauty and privacy, with a firepit, built-in irrigation system, and clever under-deck storage adding to the home's functionality and appeal. Home comes with transferable termite bond. The seller has made numerous thoughtful upgrades to the home, detailed separately, making this move-in-ready property an exceptional opportunity in Southern Pines.

339 Braden Rd, Southern Pines
509 Cross Country Ln, 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
117 Steeplechase Way, Southern Pines
$835,000
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
140 Broom Sedge Ln, Southern Pines
$679,900
6 Beds ⋅ 5 Baths ⋅ 100593281 MLS ⋅ ACTIVE Status ⋅ 3,690 SqFt. ⋅ 2015 Year Built
LISTED OVER 50K BELOW APPRAISED VALUE! This is a steal! AND Preferred lender 1-0 Buy-Down! Ask listing agent for details. Meticulously maintained and thoughtfully upgraded, 140 Broom Sedge Lane offers nearly 3,700 square feet on over a quarter-acre lot in The Arboretum. The rare Savannah floor plan provides exceptional flexibility and is ideal for multigenerational living, featuring six bedrooms, 4 full bathrooms, 1 powder room, two primary suites, a separate guest/in-law suite with its own full bathroom and walk-in closet, and a dedicated laundry room on each floor**. The spacious interior is designed for both everyday living and entertaining, with a welcoming living room centered around the fireplace, formal dining, breakfast area, and butler's pantry. Coffered ceilings, crown molding, and wainscoting add architectural character, while the dual-primary layout allows for true main-level living without sacrificing a private second primary suite upstairs. In addition to the upstairs primary suite, the finished room over the garage creates a true sixth bedroom and highly functional guest or in-law suite with its own full bathroom and walk-in closet. This added separation makes the home especially well suited for multigenerational living, extended-stay guests, older children, or anyone looking for added privacy and flexibility within the home. The home's upgrades continue outdoors with multiple living spaces designed to be enjoyed throughout the seasons. A screened porch leads to a multi-level deck and a natural gas-connected outdoor kitchen with built-in grill, two-burner cooktop, granite countertops, and stainless-steel drawers. A pergola, paver patio, and fire pit provide additional spaces for dining, gathering, and relaxing, all within the fenced backyard. Additional highlights include a three-car attached garage with epoxy flooring, generous storage throughout, covered front porch, generator hookup, smart lighting, French drains, gutter guards, Roof Maxx treatment, updated flashing, fresh interior paint, fiber cement siding, and established landscaping. The Arboretum offers a wonderful community lifestyle with sidewalks, clubhouse, community pool, fitness room, and playground, all conveniently located near downtown Southern Pines, Pinehurst, and the surrounding Sandhills. Priced below appraised value, this standout property brings together generous living space, a highly functional floor plan, extensive upgrades, and exceptional indoor-outdoor living in one beautifully maintained home.

140 Broom Sedge Ln, Southern Pines
25 Masters Rdg, 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
79 Plantation Dr, Southern Pines
$579,000
3 Beds ⋅ 3 Baths ⋅ 100588812 MLS ⋅ ACTIVE Status ⋅ 2,225 SqFt. ⋅ 2026 Year Built
Gorgeous new construction in the desirable Mid South Club! This stunning cottage-style home offers 3 bedrooms, 2.5 bathrooms, a spacious loft, and a dedicated office. Designed with both style and functionality in mind, the open-concept main living area features beautiful LVP flooring, a cozy gas fireplace, and views overlooking a pond. The thoughtfully designed kitchen showcases high-end finishes, a gas cooktop, and a walk-in pantry with custom wood shelving, creating the perfect space for everyday living and entertaining. Relax and unwind on the covered screened-in back deck while enjoying the peaceful surroundings. You can take advantage of the versatile crawlspace for additional storage or future possibilities. From the stone-accented exterior and welcoming foyer with tray ceiling to the custom details found throughout, this home offers the quality, comfort, and craftsmanship of a custom build. Located in the sought-after Mid South Club community, this exceptional home is a must-see!

79 Plantation Dr, Southern Pines
765 Yadkin Rd, 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
160 Hunter Trl, Southern Pines
$485,000
3 Beds ⋅ 3 Baths ⋅ 100586487 MLS ⋅ ACTIVE Status ⋅ 2,293 SqFt. ⋅ 1994 Year Built
Welcome to The Longleaf Country Club Neighborhood, where this beautifully situated single-level Golf Front home, sits just off the 2nd hole of the Long Leaf Golf Course, now home to the US Kids Golf. This home offers peaceful golf course frontage and beautiful golf course views. This home offers Vaulted ceilings and abundant natural light creating an open, airy atmosphere throughout the spacious living room, dining area, and inviting Carolina room. The kitchen blends retro character with today's trendy style and features updated appliances for modern convenience. Its open connection to the main living and dining spaces makes the home especially well suited for entertaining. The kitchen, living room, Carolina room, and primary suite all enjoy picturesque views of the course. Step outside onto the spacious deck, conveniently accessible from both the kitchen and Carolina room. It is the perfect setting for hosting friends, enjoying outdoor meals, relaxing with a morning coffee, or watching golfers make their way down the fairway. The thoughtfully designed split-bedroom floor plan provides added privacy, with the primary suite tucked away on one side of the home and the guest bedrooms located on the other. The primary suite features beautiful golf course views, a custom walk-in closet, a spacious soaking tub, a walk-in shower with sliding glass doors, and a double-sink vanity. Beautiful hardwood floors flow through the living room, dining area, and primary bedroom, while the kitchen and bathrooms feature durable tile flooring. Located just off historic Midland Road, Longleaf Country Club offers convenient access to downtown Southern Pines, the Village of Pinehurst, local boutiques, cafés, dining, and nearby medical facilities. This home combines comfortable one-level living, updated features, exceptional entertaining space, and serene golf course surroundings in one of the area's most desirable locations. With the latest price reduction you have room to update this home to your particular taste.

160 Hunter Trl, Southern Pines
285 N Bethesda 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
107 W Chelsea Ct, Southern Pines
$590,000
3 Beds ⋅ 3 Baths ⋅ 100575585 MLS ⋅ ACTIVE Status ⋅ 2,324 SqFt. ⋅ 2013 Year Built
Tucked within the private, gated community of Mid South Club, this beautifully appointed Camden Villas residence blends timeless elegance with effortless comfort. The sought-after Canterbury floor plan offers an open, airy layout enhanced by soaring cathedral ceilings, rich hardwood flooring, recessed lighting, and thoughtfully designed living spaces throughout. A sunlit flex room wrapped in windows and a refined study with dramatic arched detailing provide ideal spaces for relaxing or working from home. At the heart of the home, the stunning kitchen showcases dark-stained custom cabinetry with glass display accents, under-cabinet lighting, granite countertops, decorative tile backsplash, stainless steel appliances, a breakfast bar, skylight, and tile flooring -- all opening seamlessly to the main living and dining areas. The inviting living room is anchored by a beautiful gas fireplace with elegant tile surround and custom millwork accents. The spacious primary suite features cathedral ceilings, a walk-in closet, and a luxurious bath complete with dual vanities, granite finishes, and a beautifully tiled walk-in shower. A private guest suite on the main level and an expansive upstairs bonus room with its own full bath provide exceptional flexibility for guests or additional living space. Outdoor living is equally impressive with a charming brick patio, stone wall accents, and a natural gas fire pit overlooking the beautifully landscaped grounds. Ideally situated just across from the Camden Villas clubhouse with fitness center and gathering spaces, this move-in-ready home also offers a transferable membership to Mid South Club and Talamore Golf Resort for an exceptional lifestyle experience.

107 W Chelsea Ct, Southern Pines
236 Claret Ct, Southern Pines
$549,000
4 Beds ⋅ 3 Baths ⋅ 100564346 MLS ⋅ ACTIVE Status ⋅ 2,421 SqFt. ⋅ 2019 Year Built
Welcome to your dream home! This exquisite four bedroom, 2.5 bath residence is located in the heart of Palmers Reserve nestled in the prestigious gated community of Mid South Club. This property offers both security and an upscale lifestyle loaded with fantastic amenities. With an impressive layout and exceptional details, this home is a perfect blend of comfort and style. The first level living space has a home office upon entering with an open-concept design seamlessly connecting the living, dining and kitchen areas, creating an inviting space for entertaining and family gatherings. You will find engineered hardwoods throughout the lower level providing a warm and inviting atmosphere. The spacious kitchen is connected with an eat-in breakfast nook that leads out to a screened-in porch. Upstairs is the primary retreat with tray ceilings and custom walk-in closet designed for optimal organization and style. There are also three additional bedrooms and a full bath. If you need additional space, the unfinished third floor offers 543sq. ft. of room for a fifth bedroom or flex area of your choice! Enjoy the serene surroundings from your private backyard area with over an acre lot. Home is supplied with natural gas and complete with leaf filter gutters. Schedule your appointment to tour this beautiful, well maintained home!

236 Claret Ct, Southern Pines
370 E Morganton Rd, Southern Pines
$499,000
3 Beds ⋅ 2 Baths ⋅ 100563447 MLS ⋅ ACTIVE Status ⋅ 1,590 SqFt. ⋅ 1935 Year Built
$8000 Seller Concession offered with acceptable offer! Welcome home to a hidden treasure in the heart of Downtown Southern Pines! The character and vibe of this 1930's cottage says it all from the original hardwood & brick floors to the craftsmanship of the Heart Pine wood-paneled LR walls, built-ins, rustic wood beams and slate roofs! The detached third-bedroom guest cottage offers a full bath, refrigerator & storage with privacy for family and guests. Perfect space for multipurpose use or an in-law suite! The charming main cottage offers 2 spacious BR's, each with walk in closets. A hallway butler's pantry houses kitchen items and other storage needs. Charming dining room overlooks a landscape filled with delightful seasonal colors and sounds! Outdoor living is an absolute treat on the spacious screened porch with quick access to living, dining and kitchen. Relax by the warmth of a natural gas fireplace, surrounded by cozy Heart Pine wood paneled living room walls. New energy efficient windows are found throughout the home! A secret English garden will delight your senses...where snapdragons keep company with ripening tomatoes on the vine. The home's gardens and lawn are beautifully maintained with an irrigation system throughout the landscape. Original brick lattice fencing frame heritage plantings, flowers and flowering shrubs and trees. Raised planting beds with young plants await summer's bountiful harvest. Enjoy an ever changing backdrop of lovely smells, colors and the sounds of nature from an inviting screened porch. A privacy fence surrounds the landscaped yard and detached storage shed, perfect for garden and/or workshop space. A brick lattice wall anchors the newer brick patio and was created to preserve the character of the original brick lattice fencing. Ample parking includes a circle drive and side parking for both the main & guest cottages! Enjoy all the conveniences of living within the vibrant Downtown community where shopping, restaurants and parks are just minutes away! Call for your personal tour of this unique property today! You'll leave with a feeling of home!

370 E Morganton Rd, Southern Pines
30 Steeplechase Ct, Southern Pines
$499,000
3 Beds ⋅ 2 Baths ⋅ 100563440 MLS ⋅ ACTIVE Status ⋅ 2,047 SqFt. ⋅ 1999 Year Built
Great location between Pinehurst and Southern Pines! This charming home is nestled in the Longleaf golfing community at the end of a quiet cul-de-sac. The spacious deck overlooks a beautifully landscaped, fenced backyard--perfect for kids or pets. The open floor plan is ideal for entertaining, and the master suite offers two closets and an updated bath. Two additional bedrooms and a bathroom are situated on the opposite side of the house for added privacy. The welcoming kitchen and breakfast room look out onto the deck, while the open living room features built-in cabinets framing the fireplace. Plus, the home is handicap accessible.

30 Steeplechase Ct, Southern Pines
3 Drayton Ct, Southern Pines
$325,000
3 Beds ⋅ 3 Baths ⋅ 100561578 MLS ⋅ ACTIVE Status ⋅ 2,236 SqFt. ⋅ 1985 Year Built
Now priced at only $145 SF. Middleton Place is a prestigious 55+community in Southern Pines close to downtown. This perfect lock-and-leave lifestyle ensures most aspects of home ownership are included in the HOA dues: exterior maintenance; yard maintenance; private road maintenance; common area maintenance; termite protection contract; and Spectrum cable, high speed internet and phone service (close to $200 per month if paying on your own). This beautifully updated home exudes elegance and style with ample space for caregivers and multi-generational living. Two-story foyer; hardwood floors; gas log masonry fireplace in the living room; formal dining room; bright and efficient kitchen. The main level primary suite with large walk-in closet has direct access to the private patio/terrace. The second floor also has a second large suite with a shared (Jack and Jill style) bathroom and wood burning fireplace (can be converted to gas logs); and a guest room which shares the bath and is great flex/office space. This home has a 2022 natural gas furnace with heat pump, 2019 roof, 2021 gas water heater, fresh paint, designer wallpaper, updated appliances, light fixtures, carpet, paint and more. Middleton Place is known for its carefree lifestyle, friendly residents, lush landscape, serene setting, and convenient location. The gas log fireplace is a great heat source in the rare instance of a power outage. This lovely home is priced to sell and ready for your next phase of life. Price is firm.

3 Drayton Ct, Southern Pines
500 Pommel Ln, 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
123 W Chelsea Ct, Southern Pines
$518,000
3 Beds ⋅ 3 Baths ⋅ 100529669 MLS ⋅ ACTIVE Status ⋅ 2,214 SqFt. ⋅ 2014 Year Built ⋅ Mid South Club BLDG.
Move-in ready, main level primary suite, convenient location - must see! Equidistant to the Village of Pinehurst and downtown Southern Pines, Camden Villas puts you in close proximity to a variety of restaurants, services and events. Enjoy the vibrant sense of community and effortless lifestyle offered by this low-maintenance Canterbury home, perfectly situated to take full advantage of the active Mid South Club and Camden Villas. With landscaping, exterior upkeep, cable, internet, and gated security managed by the HOA, residents gain more time to get together with neighbors and host events within a peaceful, well-cared-for environment. Enjoy private access to two distinct community hubs. The nearby Camden Villas clubhouse provides dedicated event spaces for neighborhood gatherings and a modern fitness center, while the broader Mid South Club offers access to a sparkling pool, tennis courts, clubhouse dining, and an Arnold Palmer signature golf course with a transferable golf membership. The expansive layout--featuring three bedrooms, an office, a sunroom, and an open-concept living area--delivers exceptional flexibility for hosting friends, accommodating multi-generational visits, or supporting work-from-home needs. Mature crape myrtle trees frame the home to create natural privacy from the street, allowing you to enjoy a serene, personal retreat inside or by the gas fire pit on your private stone paver patio, while remaining fully connected to a thriving resort community. Move-In Ready Low-Maintenance Living Between Pinehurst & Southern Pines Discover effortless Sandhills living in this single-story Canterbury residence inside Camden Villas at Mid South Club. Perfectly positioned equidistant to the historic Village of Pinehurst and charming downtown Southern Pines, this turnkey home offers prime access to world-class golf, dining, boutique shopping, and regional healthcare.

123 W Chelsea Ct, Southern Pines

Copyright 2026 NCRMLS. All rights reserved. North Carolina Regional Multiple Listing Service, (NCRMLS), provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. NCRMLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of NCRMLS.

How much is your home worth?

Get instant property value now!