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$475,000
3 Beds ⋅ 2 Baths ⋅ 100585593 MLS
Come see this beautiful brick home in desirable Southern Pines, NC! This inviting 3-bedroom, 2-bath home features a spacious open-concept kitchen that flows seamlessly into the main living areas, creating the perfect space for everyday living, family gatherings, and entertaining. Step outside to the large deck, ideal for grilling, relaxing, or hosting friends and family while enjoying the privacy of your backyard. With its timeless brick exterior, functional floor plan, and welcoming atmosphere, this home offers the perfect blend of comfort, style, and everyday convenience. Located just minutes from the heart of downtown Southern Pines, you'll enjoy easy access to locally owned boutiques, unique restaurants, coffee shops, breweries, art galleries, parks, and year-round community events. The charming, walkable downtown district is known for its historic character, vibrant dining scene, and welcoming small-town atmosphere. For commuters and military families, this home also offers convenient access to Fort Bragg, making it an excellent choice for those seeking a peaceful community while remaining within approximately a 40-minute drive of the installation. Whether you're looking for your first home, your next home, or an investment in one of the Sandhills' most sought-after communities, this property is one you won't want to miss. Schedule your private showing today!

130 Landis Ct, Southern Pines

Listing courtesy of Lin Hutaff's Pinehurst Realty Group. Contact:

$165,000
2 Beds ⋅ 1 Baths ⋅ 100585301 MLS
Welcome to 944 W. Wisconsin Ave., Southern Pines, NC, where charm, opportunity, and convenience come together! Built in 1930, this well-maintained 2-bedroom, 1-bath home offers approximately 920 square feet of comfortable living space on a spacious 0.31-acre lot. Whether you're looking to expand your investment portfolio with a rental property or searching for a place to call your own, this home offers endless potential. Lovingly cared for over the years, it has been kept in great condition while maintaining its timeless character. Gas heat provides efficient comfort, and the generous lot offers room to enjoy outdoor living, gardening, or future possibilities. Conveniently located near shopping, dining, parks, golf courses, and all that Southern Pines has to offer, you'll enjoy easy access to local amenities while still feeling at home in an established neighborhood. Don't miss this fantastic opportunity to own a charming property in the heart of Southern Pines. Schedule your private showing today and discover all the possibilities this home has to offer!

944 W Wisconsin Ave, Southern Pines

Listing courtesy of Exit Realty Preferred. Contact:

$225,000
1 Beds ⋅ 1 Baths ⋅ 100585254 MLS ⋅ Longleaf CC BLDG.
Enjoy the panoramic golf views from the balcony of this one bedroom, one bathroom condo within the Club Cottages of Longleaf Country Club. A few highlight features include vaulted living room and bedroom ceilings, gas logs fireplace, walk-in closet, jetted bath tub, separate shower, clothes washer and dryer and kitchen dining bar. Easy to show.

56 N Knoll Rd Unit 56, Southern Pines

Listing courtesy of Elite Properties & Services. Contact:

$204,900
2 Beds ⋅ 1 Baths ⋅ 100584839 MLS ⋅ Knollwood BLDG.
A rare and affordable find in Southern Pines. Completely remodeled and modernized 2 bedroom 1 bath, ground floor condominium in Knollwood Village. Multiple upgrades throughout create a look of understated elegance you would expect to find in upscale living. The bedrooms and living areas have LVT flooring and all new fashionable light fixtures and hardware. All walls and trim as well as the new sheetrock ceilings are painted in warm neutral tones. The condo has golf course views in the back and is across the parking lot from the village pool complex. The fully redesigned and renovated kitchen has new Whirlpool & Frigidaire appliances and Kraus fixtures with a pull down faucet and Purita water filter. This stylish look is enhanced by a beautiful granite countertop, tiled backsplash, solid wood soft-close cabinetry and tiled flooring. The refurbished bathroom has a new vanity, fixtures and tiled flooring. The restored original tub is surrounded by stunning new tilework. Knollwood is conveniently located minutes from downtown, a hospital and multiple medical facilities.

317 Driftwood Cir Unit B, Southern Pines

Listing courtesy of Collective Realty LLC. Contact:

$475,000
3 Beds ⋅ 3 Baths ⋅ 764769 MLS
Welcome home to this beautifully maintained 4-bedroom, 3-bath residence in the heart of Southern Pines! Offering a spacious and functional floor plan, this home features a warm and inviting living room complete with a cozy fireplace and custom built-in shelving—perfect for relaxing or entertaining. Enjoy year-round natural light in the bright sunroom, an ideal space for a home office, reading nook, or morning coffee. Step outside to a nicely fenced backyard, providing plenty of room for pets, play, and outdoor gatherings. Conveniently located near shopping, dining, golf, and all that Southern Pines has to offer, this home combines comfort, charm, and an excellent location. Don't miss your opportunity to make it yours!

235 Clearfield Lane, Southern Pines

Listing courtesy of REDFIN CORP.. Contact:

$635,000
4 Beds ⋅ 3 Baths ⋅ 100584411 MLS
Welcome to Mid South Club, one of the Sandhills' premier gated golf communities, where resort-style amenities, an active social atmosphere, and a championship golf course create a lifestyle that residents enjoy year-round. Perfectly positioned along the 4th fairway, this impeccably maintained golf-front home offers nearly 2,500 square feet of thoughtfully designed living space with beautiful views and a floor plan that lives comfortably every day. The open-concept kitchen serves as the heart of the home, featuring white cabinetry, quartz countertops, generous workspace, and seamless flow into the main living and dining areas, making it ideal for both entertaining and everyday living. Natural light fills the dedicated front office, creating an inviting space for working from home, while four spacious bedrooms provide flexibility for family, guests, or hobbies. Ample closet space throughout the home ensures storage is never a concern. Step outside to the covered rear porch and enjoy peaceful golf course views overlooking the 4th fairway, the perfect setting for morning coffee or relaxing evenings. The impeccably clean garage is equally impressive, complete with epoxy floors and extensive built-in storage that keeps everything organized and easily accessible. Located just minutes from downtown Southern Pines, downtown Pinehurst, FirstHealth Moore Regional Hospital, and Fort Bragg, this home offers the perfect balance of convenience and community. Whether you're an avid golfer, a growing family, or simply looking for a low-maintenance home in one of the area's most desirable neighborhoods, this property delivers exceptional value, quality, and lifestyle. Experience golf-front living in Mid South Club, where beautiful surroundings, outstanding amenities, and a strong sense of community come together in one exceptional address.

132 Plantation Dr, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$349,000
2 Beds ⋅ 2 Baths ⋅ 100584396 MLS
Welcome to the easy, active lifestyle you've been searching for in the highly sought-after 55+ community of Knollwood Village! This beautifully updated 2-bedroom, 2-bath home offers the perfect blend of modern finishes, comfortable living, and exceptional indoor and outdoor entertaining spaces. Inside, you'll immediately appreciate the open floor plan, where the renovated kitchen flows seamlessly into the dining and living areas, creating an inviting space for gatherings with family and friends. The kitchen features gorgeous quartz countertops, updated appliances, a stylish tile backsplash, refreshed cabinetry, and abundant workspace for cooking and entertaining. The spacious Carolina room, fills the home with natural light and provides even more flexible living space. Nearly every inch of this home has been thoughtfully updated, including luxury vinyl plank flooring, completely renovated bathrooms, fresh interior paint, updated lighting and plumbing fixtures, and much more. Major improvements such as the 2019 roof and updated HVAC provide peace of mind for years to come. Step outside and discover what truly makes this home special. With three distinct outdoor living spaces--including a welcoming front patio, a private courtyard, and an additional patio perfect for relaxing or entertaining--you'll have endless opportunities to enjoy North Carolina's beautiful weather. Whether you're hosting family and friends, enjoying your morning coffee, tending to your favorite plants, or unwinding with an evening glass of wine, there's an outdoor space for every occasion. Beyond your front door, you'll enjoy everything that makes Knollwood Village such a desirable place to call home. Membership provides access to a vibrant country club lifestyle featuring golf, an all-grass driving range and practice facilities, a community pool, clubhouse, walking trails, and a full calendar of social activities designed to help neighbors connect and stay active. Whether your passion is golf, or simply enjoying an active and welcoming community, Knollwood Village offers something for everyone. Ideally located just minutes from downtown Southern Pines, Pinehurst, shopping, dining, healthcare, and all the charm of the Sandhills, this move-in-ready home combines quality updates, exceptional indoor and outdoor living spaces, and an outstanding lifestyle. Come experience why so many are proud to call Knollwood Village home! Club membership $4000 buyer transfer fee due at closing. Membership is $155 per month for single or $185 per month for dual membership.

640 Redwood Dr, Southern Pines

Listing courtesy of Maison Realty Group. Contact:

$3,350,000
4 Beds ⋅ 4 Baths ⋅ 100584270 MLS
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

Listing courtesy of Pines Sotheby's International Realty. Contact:

$895,000
4 Beds ⋅ 3 Baths ⋅ 100584261 MLS
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

Listing courtesy of Pines Sotheby's International Realty. Contact:

$494,997
4 Beds ⋅ 3 Baths ⋅ 100583935 MLS
Welcome to the Thorne, a beautifully crafted custom home built by trusted builder Legacy Homes, offering timeless design, quality construction, and thoughtful functionality. This 2-story, 2,281 SF residence features 4 bedrooms & 3 baths. The open-concept Great Room has vaulted ceilings and is anchored by a cozy gas fireplace. The space flows seamlessly into the dining room and kitchen, which boasts Quartz countertops, large center island with seating, corner pantry, and ample cabinetry--perfect for entertaining and everyday living! The first-floor Master Suite is a true retreat, showcasing a spa-inspired private en suite with 2 walk-in closets, dual-sink vanity, tiled walk-in shower, and separate water closet. Downstairs you'll also find a guest bedroom and full bath, as well as the laundry room. Upstairs has a spacious Loft, 2 more bedrooms, a full bath, and an 11'x22' unfinished bonus room. A covered back porch, and 2 car garage rounds out this gorgeous home! Situated in a quiet part of town with no HOA, this home provides peaceful living with a quick commute to Fort Bragg, Pinehurst, and Southern Pines. Enjoy easy access to world-renowned Pinehurst golf, charming downtown shops, dining, and events, and all the lifestyle amenities the Sandhills area has to offer. A perfect blend of comfort, efficiency, and location--this home is a must-see!

454 Hyland Hills Rd, Southern Pines

Listing courtesy of Everything Pines Partners LLC. Contact:

$464,997
3 Beds ⋅ 4 Baths ⋅ 100583920 MLS
Welcome to the Reed, a beautifully crafted custom home built by trusted builder Legacy Homes, offering timeless design, quality construction, and thoughtful functionality. This 2-story, 2,101 SF residence features 3 bedrooms & 3.5 baths. The open-concept main living area is anchored by a cozy gas fireplace in the family room and flows seamlessly into the kitchen, which boasts Quartz countertops, center island with seating, pantry, and ample cabinetry--perfect for entertaining and everyday living! A Drop Zone and powder room are located conveniently at the garage entrance. The Master Suite is a true retreat, showcasing a vaulted ceiling and a private en suite with walk-in closet, dual-sink vanity, tiled walk-in shower, and separate water closet. Also upstairs are 2 additional bedrooms, each with their own full bath, and a laundry room. Rounded out with a covered back porch, and 2 car garage, and situated in a quiet part of town with no HOA, this home provides peaceful living with a quick commute to Fort Bragg, Pinehurst, and Southern Pines. Enjoy easy access to world-renowned Pinehurst golf, charming downtown shops, dining, and events, and all the lifestyle amenities the Sandhills area has to offer. A perfect blend of comfort, efficiency, and location--this home is a must-see!

442 Hyland Hills Rd, Southern Pines

Listing courtesy of Everything Pines Partners LLC. Contact:

$510,997
4 Beds ⋅ 3 Baths ⋅ 100583907 MLS
Welcome to the Elm 2, a beautifully crafted custom home built by trusted builder Legacy Homes, offering timeless design, quality construction, and thoughtful functionality. This 2-story, 2,445 SF residence features 4 bedrooms, 3 full baths, plus a loft, office, and mud room, providing flexible space for today's lifestyle. The open-concept main living area is anchored by a cozy gas fireplace in the family room and flows seamlessly into the kitchen, which boasts granite countertops, center island, pantry, and ample cabinetry--perfect for entertaining and everyday living! The primary suite is conveniently located on the main level, showcasing a trey ceiling and a private en suite with walk-in closet, tiled walk-in shower, and separate water closet. Upstairs offers two additional bedrooms, a full bath, and a spacious loft. Rounded out with a covered back porch, and 2 car garage. Situated in a quiet part of town with no HOA, this home provides peaceful living with a quick commute to Fort Bragg, Pinehurst, and Southern Pines. Enjoy easy access to world-renowned Pinehurst golf, charming downtown shops, dining, and events, and all the lifestyle amenities the Sandhills area has to offer. A perfect blend of comfort, efficiency, and location--this home is a must-see!

430 Hyland Hills Rd, Southern Pines

Listing courtesy of Everything Pines Partners LLC. Contact:

$1,325,000
4 Beds ⋅ 4 Baths ⋅ 100583485 MLS
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

Listing courtesy of Everything Pines Partners LLC. Contact:

$485,000
3 Beds ⋅ 2 Baths ⋅ 100582267 MLS ⋅ Mid South Club BLDG.
WOW! A three-bedroom Canterbury model all on one level! Great opportunity to own the original model condo at Camden Villas! Beautifully situated next to the private clubhouse in a community that is surrounded by the Arnold Palmer Signature Golf Course. Located inside of the gated community of the Mid South Club. Very open floor plan with cathedral ceilings and featuring stainless steel appliances, hardwood floors in living room, dining room and Carolina room, LVP flooring in kitchen area and master bathroom. Note the original wood floors are underneath the LVP in the kitchen area. Natural gas heat, fireplace, kitchen stove and water heater. New HEIL HVAC system installed in May, 2023. System still under warranty. Details can be verified with 4 Seasons Heating and Air 910-235-0606. The refrigerator, washer and dryer and dishwasher have been purchased since 2020. UV window film has been added to every window. New roof and painting have been projected for this building. Camden Villas is Carefree Living at its best. There is no other community in the Sandhills that offers the amenities with the style that Camden Villas does. The beautiful private clubhouse features a large room for entertaining, a kitchen and fitness center. The monthly dues include the use of the CV clubhouse, master insurance, professional management and accounting, landscaping, irrigation, termite bond, gutter cleaning, exterior painting, power washing the exterior and roof repairs! See more detailed list in Documents. The Mid South Club POA dues include security, front gate, road maintenance internet and cable TV. There is a deed-restricted Mid-Tal transferable membership with buyer paying prevailing fees. The beautiful amenities give you access to Mid South Club, Talamore and Legacy Golf Club, featuring clubhouses, swimming pools, tennis courts and premier golf courses! Call today to view this home!

103 W Chelsea Ct, Southern Pines

Listing courtesy of Mary M. Wilson-Wittenstrom. Contact:

$699,000
5 Beds ⋅ 4 Baths ⋅ 764441 MLS
Located just a short distance from downtown Southern Pines, this 1925 home presents a rare opportunity to restore a piece of local history in the highly desirable Weymouth Heights community. The property has been partially demoed and is ready for renovation, offering a blank canvas for investors, builders, or buyers with a vision. The kitchen has been stripped down to the rough finish stage, with all cabinets and appliances removed, allowing you to design and customize the space to your preferences. While the home is currently in poor condition and requires extensive renovation, its character, location, and potential make it a standout opportunity. Enjoy the charm and convenience of downtown Southern Pines, with its unique shops, restaurants, parks, and outdoor recreation just minutes away. Bring this historic home back to its former beauty and create something truly special in one of the area’s most sought-after neighborhoods.

145 Highland Road, Southern Pines

Listing courtesy of RE/MAX SOUTHERN PROPERTIES LLC.. Contact:

$699,000
5 Beds ⋅ 4 Baths ⋅ 100582154 MLS
Located just a short distance from downtown Southern Pines, this 1925 home presents a rare opportunity to restore a piece of local history in the highly desirable Weymouth Heights community. The property has been partially demoed and is ready for renovation, offering a blank canvas for investors, builders, or buyers with a vision. The kitchen has been stripped down to the rough finish stage, with all cabinets and appliances removed, allowing you to design and customize the space to your preferences. While the home is currently in poor condition and requires extensive renovation, its character, location, and potential make it a standout opportunity. Enjoy the charm and convenience of downtown Southern Pines, with its unique shops, restaurants, parks, and outdoor recreation just minutes away. Bring this historic home back to its former beauty and create something truly special in one of the area's most sought-after neighborhoods.

145 Highland Rd, Southern Pines

Listing courtesy of RE/MAX Southern Properties. Contact:

$730,000
4 Beds ⋅ 3 Baths ⋅ 100581732 MLS
A hidden gem tucked away in the beautiful establish estate neighborhood of Knollwood Heights. This traditional home offers formal & informal living spaces & lovely outdoor spaces to enjoy throughout the year. An oversized lot with mature plantings offers privacy yet minimal upkeep. The primary bedroom suite is located on the main level of the home. Please see the attached addendum for a list of the 'seen' & 'unseen' improvements which reveal a home maintained & updated over the years. Note: only the gas logs & grill are attached to the natural gas line.

335 Swoope Dr, Southern Pines

Listing courtesy of Sandhill Realty/Aberdeen. Contact:

$2,150,000
5 Beds ⋅ 4 Baths ⋅ 764290 MLS
For Video Tour copy link to browser: https://drive.google.com/file/d/12-t5LcopymK23Ugsf2JfQ-hBmAp24ja-/view?ts=6a200068 Welcome to 125 Belfair Court, an exceptional custom-built residence with over 5,700 square feet of space overlooking the renowned Arnold Palmer-designed golf course with views of the 5th, 6th, and 7th holes in the prestigious Mid South community of Southern Pines. Perfectly positioned on nearly an acre, this three-level luxury home blends timeless architectural elegance, thoughtful design, and resort-caliber amenities with a breathtaking golf course views. From the moment you enter the foyer, the home sets a tone of sophistication and comfort. Soaring 16-foot ceilings, expansive windows, and an open floor plan create a bright and inviting interior designed for both everyday living and grand entertaining. The main living area is anchored by a beautiful fireplace, offering warmth and ambiance while natural light frames the manicured fairways beyond. At the heart of the home is a beautifully appointed kitchen designed for gathering. A generous size island serves as the centerpiece for cooking, conversation and connections. The seamless flow between the kitchen, dining, and living areas makes this home ideal for intimate dinners, family celebrations, and elegant entertaining. The private upper level primary suite is a true sanctuary, offering commanding views of the golf course and surrounding landscape. This luxurious retreat features an adjoining sitting room for relaxing; a beverage station for making morning coffee or a glass of wine for quiet evenings on your private balcony overlooking the fairways. With a touch of a button the motorized remote-control window shades offer effortless light control and privacy. The spa-inspired primary bath offers an expansive layout with a walk-in shower, luxurious air jetted tub with gentle streams of warm air that surround the body for a calming, full body massage experience, perfect for unwinding at the end of the day, and refined finishes that create a peaceful escape that adds a true resort style touch to the primary suite. The resort inspired terrace level is designed for elevated entertaining and relaxed luxury, offering an expansive lounge area, kitchenette, private guest accommodations, and effortless access to the heated in-ground pool and jacuzzi. This beautifully finished level creates the perfect setting for poolside gatherings, or quiet evenings that flow seamlessly from indoors to the outdoor retreat. Designed for modern luxury and convenience, the home features geothermal HVAC, a whole-house generator, Tesla EV charger, integrated inside/outside audio and intercom system, wired internet on every floor with WiFi boosters, and a comprehensive exterior 360-degree security system with cameras and smart monitoring. A three-car garage provides ample space for vehicles, storage, and lifestyle needs. The Mid South Community is more than a golf community! It is a private retreat. Mid South represents the best of golf course living; privacy, prestige, natural beauty, and a lifestyle centered around relaxation, recreation, and connection. It is a place where quiet mornings overlook pristine greens, afternoons are spent enjoying world class golf and club amenities, and evenings unfold with the understated sophistication that makes Southern Pines one of North Carolina's most desirable destinations. 25 Belfair Court is more than a home — it is an invitation to live with grace, comfort, and an unwavering connection to the beauty of Southern Pines.

125 Belfair Court, Southern Pines

Listing courtesy of ONYX REALTY, LLC.. Contact:

$386,250
100581176 MLS
Lot 7 at Southern Pines Corporate Park offers 3.09 +/- acres of versatile land on Air Tool Drive, just minutes from Downtown Southern Pines. The property is zoned for Planned Development (PD), suitable for a variety of business ventures. The established corporate park is home to well-known tenants such as Amazon, UPS, Ingersoll Rand, Donald Ross Sportswear, Longworth Industries, National Athletic Village, and Cardinal State Storage.

Tbd Air Tool Dr, Southern Pines

Listing courtesy of Carolina Summit Group, LLC. Contact:

$799,000
5 Beds ⋅ 4 Baths ⋅ 100580821 MLS
Life in downtown Southern Pines is all about convenience, connection, and charm, and 460 N. May Street places you right in the heart of it. Just moments from local restaurants, coffee shops, boutiques, parks, and community events, this nearly new home offers the rare opportunity to enjoy a walkable downtown lifestyle without sacrificing space. Built just two years ago, this beautifully designed five-bedroom, four-bathroom home offers more than 2,600 square feet of thoughtfully planned living space. Filled with natural light and warm, inviting finishes, the home combines timeless style with the flexibility today's lifestyles demand. The open-concept main living area features engineered hardwood flooring, Visual Comfort lighting, and seamless flow between the living, dining, and kitchen spaces. The kitchen is both beautiful and functional, showcasing white cabinetry, a contrasting wood-tone island, quartz countertops, stainless steel appliances, a gas range with decorative hood, and a generous walk-in pantry. One of the home's most desirable features is its flexible first-floor layout. The spacious primary suite is conveniently located on the main level and includes a walk-in closet customized by Closets by Design along with a well-appointed bath featuring dual vanities, a fully tiled shower, and linen storage. A second bedroom and full bath on the main level offer excellent accommodations for guests, currently staged as an office and provides the flexibility for a guest room, workspace, or multi-generational living arrangement. Upstairs, you'll find 3 additional bedrooms and 2 full bathrooms, including a versatile room currently styled as a moody media space, perfect for movie nights, gaming, or a private retreat. Practical features abound, including a laundry room with built-in cabinetry, folding counter, and storage, an encapsulated crawlspace with commercial-grade dehumidifier, detached garage for additional storage, ample parking along the extended concrete driveway, and a screened porch that invites year-round enjoyment. New sod was installed last year, and a private paver patio behind the garage creates the perfect setting for grilling and outdoor gatherings. In a downtown market where homes with five true bedrooms are exceptionally rare, 460 N. May Street stands apart by offering the space, flexibility, and modern amenities so many buyers are searching for, all in one of Southern Pines' most sought-after locations. This is downtown living at its finest: close to everything, beautifully maintained, and designed for the way you live today.

460 N May St, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$749,000
4 Beds ⋅ 3 Baths ⋅ 764169 MLS
A rare gem nestled in the heart of downtown Southern Pines, this gorgeous home which is listed on the National Historic Registry, offers the perfect blend of charm, privacy and walkable downtown living. Just steps from local boutiques, restaurants, coffee shops, and everything downtown has to offer, you'll love the convenience of being able to walk almost everywhere. Inside, High Ceilings, Original hardwood floors, Three Fireplaces, Four spacious Bedrooms, 2.5 bathrooms, and a screened in porch showcase the character and craftsmanship of a bygone era. Step outside to discover a truly one-of-a-kind private backyard, a retreat in downtown Southern Pines that's ideal for entertaining, gardening, or simply relaxing beneath the Carolina pines. More than just a home, this is a chance to own a piece of Southern Pines history and enjoy one of the area's most sought after locations.

360 S Ashe Street, Southern Pines

Listing courtesy of NORTHGROUP REAL ESTATE. Contact:

$749,000
4 Beds ⋅ 3 Baths ⋅ 100580757 MLS
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

Listing courtesy of NorthGroup. Contact:

$335,000
3 Beds ⋅ 3 Baths ⋅ 764091 MLS
This charming two-story townhome in Southern Pines features an inviting downstairs with hardwood floors throughout the living and dining areas. The kitchen is equipped with stainless steel appliances and includes a cozy breakfast nook. The master bedroom, located on the main floor, offers a spacious walk-in closet. You will also find a second bedroom on the main floor. Upstairs, you'll find a versatile loft area, an additional bedroom, and a convenient storage room. The home also includes a deck off the back, providing a view of the golf course.

287 N Knoll Road, Southern Pines

Listing courtesy of KELLER WILLIAMS REALTY (PINEHURST). Contact:

$335,000
3 Beds ⋅ 3 Baths ⋅ 100580347 MLS ⋅ Longleaf CC BLDG.
This charming two-story townhome in Southern Pines features an inviting downstairs with hardwood floors throughout the living and dining areas. The kitchen is equipped with stainless steel appliances and includes a cozy breakfast nook. The master bedroom, located on the main floor, offers a spacious walk-in closet. You will also find a second bedroom on the main floor. Upstairs, you'll find a versatile loft area, an additional bedroom, and a convenient storage room. The home also includes a deck off the back, providing a view of the golf course.

287 N Knoll Rd, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$315,000
3 Beds ⋅ 3 Baths ⋅ 100580156 MLS
Looking for easy maintenance living in Southern Pines? This townhome has much to offer! No outside maintenance is required. Just come home and enjoy an evening swim in the community pool or sit on your back deck and relax. The main level features a living area open to the kitchen, owner's suite, laundry and half bath. The dining area and owner's suite opens to the back deck. Upstairs you will find 2 guest rooms along with a guest bath. A garage adds extra storage space or gym area. Located near downtown Southern Pines this townhome is convenient to dining, shopping and all Southern Pines has to offer.

26 Cypress Cir, Southern Pines

Listing courtesy of Premier Real Estate of the Sandhills LLC. Contact:

$515,000
3 Beds ⋅ 3 Baths ⋅ 100579085 MLS
Enjoy single-level living at its finest in this charming golf-front patio home. The welcoming entryway and cozy kitchen feature beautiful hardwood flooring, while the living room, family room, and bedrooms offer the comfort of plush carpeting. Tile flooring in the bathrooms provides both style and durability. Step outside to a lovely rear deck and take in the stunning golf course views--an ideal spot for morning coffee, outdoor dining, or simply relaxing in a peaceful setting. With its comfortable layout, scenic backdrop, and tranquil location, this home offers the perfect blend of convenience and charm. **Seller needs occupancy until Mid-September**

122 Belmont Ct, Southern Pines

Listing courtesy of The Gentry Team. Contact:

$880,000
4 Beds ⋅ 2 Baths ⋅ 100578609 MLS
**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

Listing courtesy of Everything Pines Partners LLC. Contact:

$1,499,000
6 Beds ⋅ 5 Baths ⋅ 100577823 MLS
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

Listing courtesy of Coldwell Banker Advantage-Southern Pines. Contact:

$390,000
3 Beds ⋅ 3 Baths ⋅ 100577086 MLS
$20,000 price improvement!!! Move in Ready, 3BR, 2 &1/2 bath neatly maintained Townhome in Hunters Ridge subdivision in Downtown Southern Pines! Enjoy an open-concept design, offering a perfect blend of comfort and style. The cathedral living room boasts soaring ceilings and a cozy gas fireplace, creating an inviting atmosphere for relaxing and entertaining. The custom kitchen is a chef's dream, equipped with a large prep island and breakfast bar, stainless steel appliances, and beautiful granite countertops. Hardwood floors adorn the foyer, living room, kitchen, and half bath on the main level, adding warmth and elegance to all the common living spaces. Enjoy tiled showers and baths throughout, complemented by an efficient tankless water heater for endless hot water. The walk-in attic provides ample storage space, while a separate loft or media room offers versatile living options. The main level master suite features a spacious walk-in closet, double sinks, a tiled shower, and a garden tub--perfect for unwinding after a busy day. The fenced rear yard provides privacy and a safe space for outdoor activities. Enjoy grilling and dawning on exterior concrete patio. Large one vehicle garage fitslarger trucks and works beautifully for a gym. There's also an additional parking space around the corner from the town home. Don't miss this very spacious town home with plenty of room for all your storage and privacy for entertaining. Located with easy access to Fort Bragg via Connecticut Avenue, this home is within walking distance to downtown shops, parks, and restaurants. Comfortable, convenient, and stylish--this townhome is ready to welcome you home!

195 Pinebranch Ct, Southern Pines

Listing courtesy of Sandhill Realty/Aberdeen. Contact:

$590,000
3 Beds ⋅ 3 Baths ⋅ 762976 MLS
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 Court, Southern Pines

Listing courtesy of MEESE PROPERTY GROUP. Contact:

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