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515 Whinfield Pl, Southern Pines
$599,000
4 Beds ⋅ 4 Baths ⋅ 10170633 MLS ⋅ Montrose By Davidson Homes BLDG.
Wouldn't you love to own the model home? You can! Lease back opportunity available in our brand-new community Montrose. Our model has been professionally decorated, has custom paint and trim work, all appliances, irrigation, gorgeous landscaping and is located within steps of the playground, pavilion and putting green. Stunning 4-bedroom, 4-bathroom Beech Model Home. This impressive 3,789 sq ft home features a gourmet kitchen, cozy fireplace, and luxurious spa shower. The thoughtfully designed layout includes a convenient first-floor guest bedroom with full bath, perfect for visitors. The heart of the home showcases an open-concept design connecting the spacious gathering room, dining room, and gourmet kitchen with breakfast area - perfect for entertaining and daily living. Upstairs, discover a versatile loft area, great for movies or board games. The primary suite offers a private sitting room to relax with a book. Dream walk-in closet. Two additional bedrooms and full bath complete the second floor. The crown jewel is the third-floor media room with full bath - your personal entertainment retreat! We have it decorated as a hub for homework or home office. Home is a leaseback, you own the model, we pay rent.

515 Whinfield Pl, Southern Pines

550 N Leak St, Southern Pines
$310,000
3 Beds ⋅ 2 Baths ⋅ 100559006 MLS
Welcome to 550 N Leak St., a stunning all brick residence in the heart of Southern Pines. This 3 bedroom, 2 bathroom home features an inviting great room that separates from a well appointed kitchen and dining area, complete with rich wood cabinetry and warm wood floors. The kitchen displays a dishwasher, a refrigerator, an electric range and vent hood. The master suite offers a private retreat with a beautifully tiled walk in shower. The second guest bedroom also features timeless wood floors, while the third bedroom offers a cozy atmosphere with soft carpeting and a sparkling chandelier. Outside, the property is designed for ease and reliability, boasting a covered carport, a fenced backyard, and a brick patio perfect for entertaining. Most notably, the home offers ultimate peace of mind with a Generac Guardian Standby Generator and an automatic transfer switch. Combining timeless character with modern security, this Southern Pines gem is a rare find and ready to welcome its next owners.

550 N Leak St, Southern Pines

1810 E Indiana Ave, Southern Pines
$445,000
3 Beds ⋅ 3 Baths ⋅ 100583140 MLS
Set on a generous 0.45-acre lot with a large fenced backyard, this bright and airy Southern Pines home offers the perfect blend of modern finishes, functional living space, and everyday convenience. Featuring 4 bedrooms (3 bedroom septic), 2.5 bathrooms, and 1,932 square feet, the thoughtfully designed floor plan includes a desirable first-floor primary suite, while three additional bedrooms and a full bath are located upstairs. The open-concept living area is filled with natural light and showcases soaring ceilings, a cozy fireplace, and seamless flow into the bright kitchen featuring quartz countertops, stainless steel appliances, and a breakfast bar--ideal for both daily living and entertaining. The spacious primary suite offers privacy and convenience on the main level, while the upstairs layout creates a comfortable separation of space. Step outside to enjoy the expansive fenced backyard with plenty of room for pets, play, gardening, outdoor gatherings, or simply relaxing at the end of the day. With nearly half an acre, there's ample space to enjoy the outdoors while still being close to everything Southern Pines has to offer. Conveniently located with an easy commute to Fort Bragg, downtown Southern Pines, Pinehurst, and area shopping and dining, this home combines comfort, space, and accessibility in one inviting package. MOVE-IN READY and full of charm, this is one you won't want to miss.

1810 E Indiana Ave, Southern Pines

355 Serpentine Dr, Southern Pines
$579,000
3 Beds ⋅ 3 Baths ⋅ 100577106 MLS
Nestled in the peaceful neighborhood of Knollwood Heights, you will find this beautifully renovated all brick bungalow. Set on a spacious lot of over half an acre, this home offers plenty of outdoor space for relaxation and entertainment. Step inside to find an inviting atmosphere accentuated by all new windows that fill the space with natural light. Gorgeous bamboo floors throughout is just one of the many amazing features that have been added. In the living area you will find a wood-burning fireplace for the perfect cozy setting. The heart of the home features a stunning kitchen with nicely designed finishes, making it a delightful space for cooking and gathering. This charming 70's bungalow boasts three bedrooms each with its own private bath, ensuring comfort and privacy for family and guests. The garage has been enclosed to accommodate a laundry room as well as an office/gym area equipped with a mini-split for heating and cooling. This property provides the perfect backdrop for privacy and still is so very close to downtown Southern Pines and the many amazing amenities that this great town offers. Don't miss the opportunity to own this meticulously renovated gem!

355 Serpentine Dr, Southern Pines

30 Station Ave, Southern Pines
$555,000
3 Beds ⋅ 4 Baths ⋅ 100569900 MLS
Golf course views in Walker Station! Beautifully maintained three bedroom home with a partially screened wrap around porch facing the home of USKids Golf. Located between Southern Pines and Pinehurst with quick access to both, Walker Station is a unique community centered on open green spaces, a community pool and access to the Southern Pines Greenway. Primary suite on the main level with custom closet, fully tiled shower, water closet and coffee bar! The kitchen features plenty of granite counters, an island with a beverage fridge and stainless steel appliances. There is a spacious laundry room and 1/2 bath as well as generous pantry space. Two expansive bedrooms upstairs - each with its own luxurious bath and walk-in closet. There is a little flex room -currently being used as a sweet and cozy nursery. Additional storage space off the upstairs hallway. Fenced backyard and covered walkway to a 2 car garage ** with a Level 2 EV Charger** Above the garage is spacious unfinished storage space. Come home to Energy Star efficiency: natural gas fireplace, stove and tankless water heater; sealed crawlspace, energy efficient windows....all for your comfort in this wonderfully convenient community!

30 Station Ave, Southern Pines

628 Chambers Dr, Southern Pines
$407,900
4 Beds ⋅ 3 Baths ⋅ 100540111 MLS
**$5,000 Seller Concession** Welcome to Shaw Landing, just a stones throw away from Downtown Southern Pines. This prime location is conveniently located just blocks away from all the parks, shops, and restaurants that Southern Pines has to offer. Community Pool now open! Introducing the stunning Lyon plan, a 4 bedroom 2.5 bath home. As soon as you step inside, you will be welcomed by stylish mudroom, equipped with a drop zone for coat and shoe storage, and a partial bathroom. The lower level also features a spacious living room with an electric fireplace, a large dining area that opens up to the covered back porch, and a well-appointed kitchen with pantry. Upstairs, the Lyon plan boasts a spacious owner's suite with two walk-in closet and a beautiful owner's bathroom with double sinks. The upper level also features three additional bedrooms, a laundry room, and another full bathroom. Included features in this home are quartz kitchen and bath countertops, tiled owners shower, LVP on main floor, fully sodded back yard and once side of rear privacy fencing.This home is move in ready. Come make Shaws landing your home today!

628 Chambers Dr, Southern Pines

330 N Page St, Southern Pines
$729,250
3 Beds ⋅ 4 Baths ⋅ 100569438 MLS
Welcome to this charming home nestled in the heart of downtown Southern Pines. Just two short blocks from local shops, restaurants, and everything that makes this area so special This home offers the perfect blend of convenience and quiet neighborhood living. From the moment you arrive, the inviting wraparound porch and mature landscaping create a warm, welcoming first impression. Inside, you'll find a thoughtfully designed floorplan with exceptional flow, filled with natural light from oversized windows that brighten every space. The kitchen is both stylish and functional, featuring quartz countertops, stainless steel appliances, a gas stove, and a spacious pantry--perfect for everyday living or entertaining. A cozy natural gas fireplace anchors the main living area, adding comfort and character. Each of the three generously sized bedrooms includes its own en-suite bath, offering flexibility for guests or the option of multiple primary suites. With 3.5 baths total and abundant storage throughout, the home is as practical as it is beautiful. Step outside to enjoy a peaceful, fenced-in backyard retreat complete with a brick patio and back porch--ideal for relaxing or hosting gatherings. A detached garage and additional storage add even more convenience. Additional highlights include a Rinnai tankless water heater, natural gas service, and architectural details throughout that truly make this home stand out. This is a rare opportunity to own a beautifully maintained home in one of Southern Pines' most desirable downtown locations. Come check out this one owner home.

330 N Page St, Southern Pines

16 Masters Rdg, Southern Pines
$2,260,000
5 Beds ⋅ 7 Baths ⋅ 100564776 MLS
Set along the 18th hole of Mid South, an Arnold Palmer designed course with water views, this true custom built home is one you don't come across often. From the moment you walk in, your eye is pulled straight through the home to the outdoors. Tall ceilings and expansive Pella windows bring in natural light, while bifold doors open to the covered porch, creating a seamless connection between inside and out. The living room sits at the center of it all, anchoring the home with soaring ceilings and an open to above design that carries through to the second floor. The kitchen and dining areas connect effortlessly, with a large island that keeps everything feeling open and connected. The primary suite is on the main level, along with an additional bedroom. Upstairs, three more bedrooms are complemented by a layout that looks down into the main living space, adding both light and dimension. A dedicated study and separate office provide flexibility for work, quiet space, or additional use depending on your needs. Step outside to a covered porch with a wood burning fireplace, overlooking the pool and the 18th hole. The setting feels open and intentional, with the golf course and water always in view and the light changing throughout the day. An exterior half bath adds convenience for anyone enjoying the outdoor space. Downstairs, the basement is set up for flexibility. Gym, bar, game room, and additional living space. A future media room is already framed, along with plenty of storage. The home is wired for a smart system and finished with thoughtful details throughout, including a dedicated dog wash station, along with the added benefit of a 4 car garage. A home where design, setting, and function come together without compromise.

16 Masters Rdg, Southern Pines

425 S Hardin St, Southern Pines
$300,000
3 Beds ⋅ 3 Baths ⋅ 100563215 MLS
NOW is your chance to own a beautiful home in West Southern Pines. Just minutes from downtown, and a short commute to Fort Bragg, you also have the opportunity to ASSUME a VA loan with a 2.99% interest rate. With a bright and airy layout, this 3 bedroom, 2.5 bath home is ideal for relaxation and entertaining. The fully fenced yard is perfect for pets and outdoor gatherings, providing a secure space for fun and play. For those with a green thumb, this home boasts a well-loved garden where the previous owners thrived growing tomatoes, eggplant, potatoes, squash, and a variety of herbs. You'll find a fragrant rosemary plant ready for your culinary adventures, a beautiful dogwood tree gracing the left corner, and infant magnolia trees on each side, poised to bloom and flourish. Additionally, a burgundy pot with a blueberry bush produces delicious berries--just be quick to pick them before the local birds do! The kitchen features a bespoke refrigerator that adds a splash of color and personality to the space, making cooking and entertaining even more enjoyable. Enjoy the vibrant atmosphere of downtown living while retreating to your peaceful home.

425 S Hardin St, Southern Pines

555 S Valley Rd, Southern Pines
$575,000
4 Beds ⋅ 3 Baths ⋅ 100578042 MLS
Tucked into the heart of downtown Southern Pines, this classic ranch-style home is the kind of place that reminds you what charm actually looks like. Set on nearly 3/4 of an acre with mature trees and a fully fenced yard offering remarkable privacy, this 2,200+ square foot, 4-bedroom retreat is a rare find in a market flooded with new construction. A large circular driveway welcomes you home, and from the moment you step inside, the character is unmistakable. Vaulted, exposed wood ceilings soar above the main living space, where a wood-burning fireplace with a brick hearth anchors the room and built-in bookcases flank it on either side, the kind of detail you simply don't find in a brand new build. Skylights bathe the space in warm, golden light throughout the day, and hardwood floors run through the main living areas, adding warmth underfoot. A dining area with a window seat is perfectly positioned to enjoy the view, and the well-lit kitchen features beautiful white cabinetry, stainless steel appliances, a new stove, dishwasher, vented range hood, and a semi-custom butler's pantry with a butcher block countertop, equal parts functional and lovely. One of the 4 bedrooms is generously sized and flexible enough to serve as a bonus room, home office, or creative space. And just when you think you've seen it all, the sunroom off the rear of the home stops you in your tracks. Floor-to-ceiling windows wrap the space in light and greenery, making it the kind of room you'll never want to leave. The sellers have invested thoughtfully throughout: a new EPDM roof, new carport (inspected and permitted), 6'' gutters with gutter guards, new paint inside and out, custom-fit blinds, all new light fixtures and fans, a new tongue and groove ceiling in the main hallway, refinished kitchen cabinets with undermount lighting and new hardware, new stove, dishwasher, vented range hood, and a semi-custom butler's pantry with a butcher block countertop. Outside, a large landscaped fire pit with a rock wall flower garden and 8 raised garden beds make the backyard a true extension of the living space. 2 storage buildings convey. And the location? Downtown Southern Pines is one of those places people discover and never want to leave. Local restaurants, boutique shopping, the farmers market, the Weymouth Center, and the Broad Street energy are all right there. For those commuting to Fort Bragg, Southern Pines sits conveniently in the heart of the Sandhills and offers a quality of life that's hard to beat anywhere in the region. Homes like this don't come along often. Come see it before someone else falls in love first.

555 S Valley Rd, Southern Pines

170 Broom Sedge Ln, Southern Pines
$645,750
5 Beds ⋅ 3 Baths ⋅ 100574859 MLS
OPEN HOUSE CANCELED DUE TO PENDING CONTRACT!!! SUMMER MOVE-IN READY and beautifully maintained by its original owner! This exceptional home has been freshly painted throughout in modern neutral tones, with all carpets professionally cleaned and the exterior recently soft-washed, making it truly move-in ready. The thoughtfully designed floor plan offers a first-floor guest suite or home office, an open-concept kitchen featuring granite countertops, a Butler's Pantry, stainless steel appliances, Bosch dishwasher, double ovens, upgraded natural gas cooktop, luxury wide-plank LVP flooring, and a whole-house water filtration system. The spacious great room includes surround sound connectivity, making it perfect for entertaining and everyday living. Additional highlights include: Formal dining room with coffered ceilings and wainscoting Two-car garage with built-in shelving and workbench Emergency power subpanel with power cord and 3kW generator Screened porch overlooking a fully fenced backyard Private natural area backdrop for added tranquility. Upstairs, you'll find a generous media loft, three spacious secondary bedrooms, two full baths, and an enormous primary suite featuring dual vanities, a walk-in shower, soaking tub, oversized walk-in closet, and conveniently located laundry room. For added peace of mind, a pre-listing home inspection has already been completed, and all recommended repairs have been addressed. Community Amenities: Resort-Style Swimming Pool with Expansive Sunning Deck Splash Pad Clubhouse Fitness Center Playground Lighted Sidewalks for Evening Strolls Conveniently located between Southern Pines and the Village of Pinehurst with an easy commute to Fort Bragg, this home offers the lifestyle today's buyers are searching for. Schedule your private showing today and discover why so many families love calling Arboretum home! Preferred Lender is Justin Price Motto Mortgage- 919-895-1769

170 Broom Sedge Ln, Southern Pines

405 N May St, Southern Pines
$790,000
4 Beds ⋅ 3 Baths ⋅ 100574153 MLS
Welcome to 405 N May Street, where the charm of historic downtown Southern Pines meets the comfort and peace of mind of a newer-construction home. Originally built in 2020 by Latitude and meticulously cared for ever since, this residence offers the rare combination of timeless character and modern efficiency, all just a couple of blocks from the heart of one of North Carolina's most beloved small towns. From the moment you arrive, the home's curb appeal sets the tone. Two generous covered front porches, one on each level, invite you to slow down, sip your morning coffee, and wave to neighbors strolling by. They are the kind of porches Southern Pines is famous for, perfect for rocking chairs and unwinding after a day exploring downtown. Step inside to gleaming hardwood floors that flow throughout, paired with gorgeous designer tile selections that elevate every bathroom. The open main level is anchored by a warm living area featuring a natural gas fireplace, ideal for cozy evenings. The kitchen is a show-stopper, complete with a natural gas range any home chef will appreciate, beautiful finishes, and thoughtful flow into the dining and gathering spaces. A first-floor bedroom with private ensuite offers exceptional flexibility, whether for guests, multigenerational living, or a quiet home office. Upstairs, the spacious primary suite is a true sanctuary with a luxurious ensuite and plenty of room to relax. Two additional bedrooms and another full bath complete the upper level, providing ample space for family, guests, or a work-from-home setup. Out back, enjoy your own private retreat. A newly installed hot tub awaits for stargazing soaks, and the yard offers a quiet escape just steps from all the downtown action. Adding to the rare appeal is a true oversized 1 car garage with its own mini split unit. Whether you need secure parking, a workshop, a home gym, or the ultimate man cave, this versatile space delivers something almost unheard of in downtown homes. Modern conveniences add the finishing touches: natural gas service for both the fireplace and kitchen range, plus an energy-efficient tankless water heater for endless hot water on demand. You get architectural charm that complements Southern Pines' historic streetscape paired with the systems and efficiency of a 2020 build, an unbeatable combination. The location is simply unmatched. A short walk to Broad Street puts you minutes from acclaimed restaurants, boutique shopping, coffee shops, breweries, the weekly farmers market, and the lively events that make downtown Southern Pines so special. World-class golf, the Walthour-Moss Foundation, Weymouth Woods, top-rated schools, and easy access to Fort Bragg and the Raleigh-Durham area are all within easy reach. Pull up the map and see just how effortlessly connected this location is to everything that makes life in the Sandhills so wonderful. Homes of this caliber, in this location, with this level of care and these rare features, do not come along often. 405 N May Street is your chance to step into the Southern Pines lifestyle in a home built for the way you want to live.

405 N May St, Southern Pines

513 Cottage Ln, Southern Pines
$552,000
4 Beds ⋅ 3 Baths ⋅ 100565790 MLS
Charming golf front townhome in the Meadows Cottages at Longleaf Country Club offering a convenient and easy lifestyle. This beautifully appointed home is ideal as a lock and leave retreat or full-time residence, featuring a great kitchen that flows seamlessly into inviting living spaces perfect for entertaining. Vaulted ceilings and a sunlit Carolina room create a bright, airy feel throughout. Enjoy peaceful golf course views from the private deck, ideal for morning coffee or evening gatherings. Additional highlights include a whole house generator, new HVAC, Anderson door in back with retractable screen, and convenient guest parking just across the street. Ideally located just minutes from downtown Southern Pines and the Village of Pinehurst, this home blends comfort, style, and convenience.

513 Cottage Ln, Southern Pines

21 Brownstone Ln, Southern Pines
$505,000
3 Beds ⋅ 3 Baths ⋅ 100577417 MLS ⋅ Brownstones BLDG.
Tucked onto a quiet lane just steps from the heart of downtown Southern Pines, 21 Brownstone Lane offers something increasingly rare: a high-quality, low-maintenance townhome where you can leave the car in the garage and simply walk to everything. In under five minutes on foot you can be sipping coffee on Broad Street, browsing the local shops and galleries, grabbing dinner at one of the village's beloved restaurants, or catching the train-side charm of the historic downtown district. This is true walk-to-town living--farmers markets, wine bars, boutiques, and weekend festivals all within an easy stroll--paired with quick, convenient access to Fort Bragg, Highway 1, FirstHealth Moore Regional, the equestrian community, and the world-class golf of Pinehurst just minutes away. Step inside to a bright, welcoming main level designed for the way people actually live. The foyer opens to a spacious living room that flows seamlessly into the dining area and a smartly appointed kitchen, complete with a gas range for the home cook, a generous pantry, and easy connection to the gathering spaces around it. Just off the dining area, the standout screened porch invites you to slow down--morning coffee, evening glass of wine, or simply enjoying the Sandhills breeze through three comfortable seasons. A convenient powder room rounds out the main floor, making entertaining effortless. Upstairs, all three bedrooms are thoughtfully tucked together on their own private level. The primary suite is a true retreat with its own en-suite bath, while two additional bedrooms share a full hall bath--ideal for family, guests, an office - the options are limitless. A dedicated upstairs laundry and walk-in closet add everyday ease right where you need it. The lower level is where this home's flexibility really shines. A spacious office gives you the perfect work-from-home setup or quiet study, and it opens to an attached two-car garage--a genuine luxury this close to downtown. Best of all, the lower-level storage closet is already plumbed for a future bathroom, so if you ever want to convert the office into a guest suite, in-law space, or flex room, the groundwork is already done. With three bedrooms, two and a half baths, a two-car garage, and a coveted walkable address, 21 Brownstone Lane delivers the lifestyle buyers dream about in Southern Pines--all at a price point that makes it one of the smartest opportunities in town. Homes that combine location, low maintenance, and this kind of upside don't last long. Come see it before it's gone.

21 Brownstone Ln, Southern Pines

501 Mcneill Rd, Southern Pines
$399,900
3 Beds ⋅ 2 Baths ⋅ 100572077 MLS
Come on in! Welcome home to this ''like-new'' cottage in Southern Pines on a generous 0.68-acre lot just outside the Highland Trails neighborhood. Perfect for a young family, retiree, or rental investment opportunity, this 3-bedroom, 2-bath home features quartz countertops and an island. The split floor plan includes a luxurious en suite attached to the primary bedroom, along with two sizable guest bedrooms and a guest bath. Relax in your fenced-in backyard on the concrete patio, perfect for grilling, or get your hands dirty in the garden harvesting this year's tomatoes and vegetables. Bring your hens and enjoy collecting fresh eggs each morning from the chicken coop that conveys with the property! Wander through your wooded backyard oasis, or take a short jog over to Weymouth Woods and experience miles of preserved trails and forests just outside your neighborhood. This home is also less than a 30-minute drive to Fort Bragg for active-duty military personnel and just minutes from downtown Southern Pines for boutique shopping, culinary treats, and nightlife. The owners have fully fenced a portion of the backyard and added a Watts Pure water filter and pH balancer to the well. They also added additional sod to the front yard, installed gutters on both the home and detached garage, and upgraded the kitchen with a desirable backsplash that beautifully accents the quartz countertops. The washer and dryer convey, and the property has NO city taxes! This home is also within a 15-minute drive of the world-renowned Pinehurst Resort and the equestrian haven of the Walthour-Moss Foundation. Enjoy economical vacations just 2.5 hours away in the majestic North Carolina mountains or along the beautiful coastal beaches. Book your showing today!

501 Mcneill Rd, Southern Pines

660 Redwood Dr, Southern Pines
$395,000
3 Beds ⋅ 2 Baths ⋅ 100563372 MLS
Welcome to this exceptional townhome nestled in the highly desired Knollwood Village community, where everyday living feels like a year-round retreat. This beautifully maintained 3-bedroom, 2-bath residence sits on an expansive lot and offers a two-car garage -- a rare find in townhouse living. Step inside to discover a cozy, spacious living room featuring a gas fireplace, perfectly complemented by elegant Hunter Douglas Comfort Made shutters adorning every window throughout the home. Classic Sun Control Vista Film on windows provides additional thoughtful protection against UV rays minimizing any glare, while a Velux Sun Tunnel floods the kitchen with gorgeous natural light from above. Both bathrooms have been beautifully renovated, showcasing modern finishes and thoughtful design. The finished basement presents endless possibilities -- craft room, home office, or dedicated workout space -- adding valuable flexibility to the floor plan. The true showstopper is over 500 feet of elevated Trex decking overlooking lush, towering evergreens that create an incredibly serene backdrop. Access the deck effortlessly through a sleek Pella sliding door from the living area or directly from one of the guest bedrooms. A Sunbrella retractable awning and Leaf Filter gutter protection ensure this outdoor oasis is as practical as it is stunning. Located just minutes from charming Downtown Southern Pines, world-renowned Pinehurst Resort, and FirstHealth Moore Regional Hospital, this home delivers the perfect blend of tranquility and convenience. Schedule your private showing today and experience the peaceful elegance this remarkable townhouse has to offer.

660 Redwood Dr, Southern Pines

150 Hadley Ct, Southern Pines
$630,000
5 Beds ⋅ 4 Baths ⋅ 100564219 MLS
This stunning 5-bedroom, 3.5-bath home in the gated community of Mid South Club is the one you've been waiting for. Situated on a quiet cul-de-sac and built in 2012, this immaculate two-story residence offers the perfect blend of elegance, comfort, and functionality. Step inside to a bright, open floor plan with fresh paint throughout and an abundance of natural light. The main level showcases a spacious primary suite, a chef's kitchen equipped with a natural gas cooktop, a formal dining room, a sun-drenched breakfast nook, and an inviting living room anchored by a cozy gas fireplace. Upstairs, a second family room creates the ideal retreat, alongside four generously sized bedrooms, two full bathrooms, and exceptional storage -- including a full walk-in storage area accessible above the two-car garage. Efficiency and comfort continue with a natural gas water heater, making this home as practical as it is beautiful. Move-in ready and priced to sell, homes like this in Mid South Club simply do not last.

150 Hadley Ct, Southern Pines

125 Cliff Rd, Southern Pines
$541,000
4 Beds ⋅ 3 Baths ⋅ 100577127 MLS
Welcome to 125 Cliff Road -- a beautiful, low-maintenance brick home nestled on a lush 0.80-acre lot in one of Southern Pines' most sought-after neighborhoods. Classic curb appeal, and an unmatched outdoor living experience make this a truly special opportunity.. Inside, four generously sized bedrooms and 2.5 baths provide comfortable, flexible living for any lifestyle. Rich hardwood floors flow throughout the main living areas, while the family room anchors itself around a beautiful masonry fireplace with gas logs -- an inviting focal point through every season. Step into a kitchen that is equipped with stainless steel appliances, oak cabinets and breakfast bar area. The flow and layout are perfect for entertaining. The primary suite offers a nice retreat with his-and-her closets. The outdoor living space is nothing short of spectacular. A gorgeous pool takes center stage, surrounded by a spacious deck and patio that invite you to linger long after the sun begins to dip. The mature, established landscaping wraps the entire property in natural beauty, creating a sense of peace and serenity. Whether you're hosting a summer gathering or savoring a quiet morning with your coffee this yard delivers the peace and privacy you crave. As the temperatures cool, gather friends around the fire pit for warm evenings under the stars. The fully fenced backyard ensures a private, secure setting -- your own personal sanctuary just steps from the back door. This is outdoor living at its finest. The oversized two-car garage with insulated doors, a workshop area, and built-in storage cabinets offer exceptional utility. The encapsulated crawlspace is a great bonus feature for extra ease of mind and comfort. This home is perfectly located with easy access to downtown Southern Pines, parks, schools, shops, and a quick commute to Fort Bragg

125 Cliff Rd, Southern Pines

28 Augusta Dr, Southern Pines
$1,735,000
4 Beds ⋅ 4 Baths ⋅ 100566350 MLS
This stunning golf-front home, built in 2024, overlooks the 14th fairway of the Mid South Golf Course and offers the perfect blend of luxury, comfort, and thoughtful design. Featuring 4 bedrooms and 3.5 baths, the home includes a spacious upstairs space ideal for visitors, family entertainment or an additional home office space. The main level boasts a spacious and open floor plan with a gourmet kitchen equipped with premium Wolf, Sub-Zero, and Cove appliances, a custom pantry designed for both function and style, and a wet bar complete with wine refrigerator and drink cooler. The kitchen is further enhanced by a Ruvati 43'' workstation, adding both functionality and modern appeal. The large kitchen window provides exceptional views of the 14th fairway. The inviting living room centers around a natural gas fireplace, creating a warm and elegant gathering space. The dining room allows for large family gatherings to enjoy exquisite views of the garden that blends seamlessly into the natural beauty of the fairway. The primary suite is a true retreat, complete with a spa-like ensuite bath featuring a wet room design. Three additional bedrooms are conveniently located on the main level, along with a full bath and powder room. A large and functional laundry room along with a mud room complete the ground floor. Enjoy outdoor living at its finest with a large porch complete with phantom screens that overlooks the beautifully maintained golf course--perfect for relaxing or entertaining. The oversized 3-car garage is finished with epoxy floors, beadboard detailing, custom golf storage locker spaces, and ceiling fans. Additional premium features include a Generac generator, sealed crawlspace, dual HVAC systems (upstairs and downstairs), spray foam insulation, a climate-controlled locked storage room, and a full irrigation and drip system for the landscaping. This exceptional home offers luxury living in a serene golf course setting--be sure to review the full list of features in the associated documents.

28 Augusta Dr, Southern Pines

335 E Connecticut Ave, Southern Pines
$799,000
4 Beds ⋅ 3 Baths ⋅ 100547937 MLS
Welcome to 335 E Connecticut Avenue, a rare opportunity to own a piece of Southern Pines history while enjoying the ultimate walkable lifestyle. This distinguished Dutch Colonial, built circa 1920 and listed on the National Register of Historic Places, sits in the heart of downtown Southern Pines—steps from charming wine bars, cocktail lounges, coffee shops, the library, and all the amenities that make small-town living so desirable. The home's thoughtfully preserved interior spans 2,312 heated square feet across three levels, with historic details lovingly maintained throughout. The first floor features a beautifully updated kitchen with new appliances (including natural gas stove!) and ample storage, a formal dining room with French doors, and a living room with decorative fireplace. The show-stopping main level primary suite offers exposed beams, a chandelier, walk-in closet, and stunning ensuite bathroom with clawfoot tub. Three additional bedrooms and another clawfoot tub bath occupy the upper level, while a first-floor half bath and charming herringbone brick mudroom complete the main living spaces. The versatility continues beyond the main house. The partially finished lower level provides 311 square feet of heated and cooled space—perfect for a media room, playroom, or home office—plus laundry and unfinished storage. Outside, a charming brick front path leads to a covered porch, while a brick side patio and large sunny deck, offering afternoon and evening shade and overlooking the low-maintenance turf backyard. The crown jewel is the detached 321-square-foot heated and cooled building, currently a gym but equally suited as a home office or sunny studio. Recent upgrades include foundation waterproofing, new appliances, fresh paint, new doors, window treatments, deck refresh, roof repairs, and an EV charger. Walk to everything while enjoying your private historic sanctuary.

335 E Connecticut Ave, Southern Pines

195 Little Rd, Southern Pines
$335,000
4 Beds ⋅ 2 Baths ⋅ 100579679 MLS
GRAB THIS 4BR/2BA ESTATE FIXER IN SOUGHT-AFTER SOUTHERN PINES COUNTRY CLUB NEIGHBORHOOD NEAR DOWNTOWN BEFORE IT'S GONE! The mid-century ranch is positioned on a high & private .82 acre wonderland of azaleas, camelias & mature plantings for gardeners plus iconic old growth longleaf pines, several of which show evidence of being tapped for the turpentine industry in the 1800's. 24X32 covered pavilion, screened porch & patio for entertaining & relaxing. Circular drive provides plenty of parking for guests. Quiet neighborhood perfect for dog walking is convenient to Horse Country & Fort Bragg & within biking distance to Weymouth Center, Weymouth Woods & Downtown. Walk to the nearby Southern Pines Golf Club course which was designed by Donald Ross in 1906 & acquired & restored in 2020 by the Ross Group which owns Pine Needles & Mid Pines. The home features plenty of open space to spread out with kitchen/family room combination with fireplace, skylight & peninsula, opening to screened porch & fenced yard. Formal area includes living room/dining room combination with 2nd fireplace. Flex Room off kitchen with french doors & two closets is optional fourth bedroom, study, craft or exercise room. Original oak hardwoods under carpeting 3 BR's. With some renovation & imagination you can make this Southern Pines retreat something special!

195 Little Rd, Southern Pines

390 E Indiana Ave, Southern Pines
$442,000
3 Beds ⋅ 2 Baths ⋅ 100575197 MLS
This beautiful updated ranch is located in the heart of Southern Pines. The downtown home blends timeless architectural character with comfortable everyday living. Featuring warm natural materials, expansive windows, and a functional single-level layout, this home offers inviting living spaces filled with natural light. The three bedroom, two full bath property has two fireplaces, a garage, separate laundry room and a covered back patio within a fenced in yard. The functionality of the home is showcased through beautiful built-ins in bedrooms and the hallway closet. The backyard is a true oasis - sit out back and smell the jasmine while enjoying the privacy and charm of the mid century build aesthetic, all while being just moments from downtown Southern Pines dining, shopping, golf, and recreation.

390 E Indiana Ave, Southern Pines

313 A Driftwood Cir, Southern Pines
$165,000
1 Beds ⋅ 1 Baths ⋅ LP755292 MLS
MOTIVATED SELLER! Live where Others Vacation - Golf Front Condo in Prime Location! Welcome to easy living in Knollwood Village - your gateway to the Pinehurst lifestyle! This beautifully remodeled first-floor, golf-front 1-bedroom, 1-bath condo is a rare opportunity for buyers seeking a weekend getaway, or low-maintenance home. Just minutes from the historic charm of Southern Pines and a short 10-minute drive to world-renowned Pinehurst, this condo places you at the center of one of North Carolina's most sought-after destinations. Thoughtful updates include a modernized kitchen, stylish laminate flooring, fresh paint, new light fixtures, GFCI outlets, updated switches, cabinet hardware, a new toilet, and more. Enjoy access to the community golf course and pool in a serene, well-kept setting - perfect for relaxing or impressing guests. Whether you're investing or nesting, this is a smart move in a high-demand area.

313 A Driftwood Cir, Southern Pines

130 N Highland Rd, Southern Pines
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 100569607 MLS
This elegant and character-filled home on almost 1.3 acres is nestled in the heart of Historic Weymouth Heights. Winding roads draw you into a peaceful neighborhood with soaring pines & stunning gardens. Designed by Alfred Yeoman, Southern Pines' famed architect from the 1920's, each room is generously proportioned with hardwood flooring throughout. A slate roof and copper gutters stand the test of time. Multiple bricked patios and flagstone terraces provide endless entertaining areas with a lush private back yard. Natural Gas feeds the living and family room fireplaces, hot water heater and wolf Range, & 1 HVAC Unit. Additional Wall Oven, Sub Zero fridge, two Euro drawer freezers, Granite countertops & a charming electric fireplace round out the kitchen. Built-in bookshelves in the living and family rooms allow for plenty of reading pleasure. Outside you will discover a lush lawn and various seating areas from which to relax and enjoy the backyard paradise where you will enjoy curated plantings, a koi pond and a pretty fenced-in vegetable garden. This lovely house exudes elegance, old-world charm and the cozy feeling of home. Don't miss this chance to own a Southern Pines treasure.

130 N Highland Rd, Southern Pines

2 Masters Rdg, Southern Pines
$1,770,000
5 Beds ⋅ 6 Baths ⋅ 100557331 MLS
Welcome to 2 Masters Ridge -- where timeless design meets modern luxury in Mid South Club, one of the Sandhills' most coveted gated communities. Perfectly positioned on a spacious .77-acre lot, this all-brick estate offers a rare trifecta seldom found in one property: a quiet cul-de-sac setting, golf-front views of the 18th tee, and a private backyard retreat. With over 7,500 square feet under roof, the home balances grandeur and serenity in equal measure. Inside, 4750 square feet of thoughtfully designed space offers high-quality finishes and a flexible floor plan with 6 bedrooms and 5.5 baths. With over 3,500 square feet on the main level and an additional 1,200 upstairs--including a bonus kitchenette and cleverly concealed retreat--this home is built for both everyday comfort and unforgettable entertaining. The massive covered patio is an entertainer's dream, featuring an outdoor kitchen equipped with an XO grill, sink, and refrigerator--ideal for summer gatherings or quiet evenings at home. Accessible from the master suite's private sitting room, the main laundry room, and the living room, this outdoor space seamlessly connects indoor comfort with open-air luxury. The chef's kitchen is equally impressive, centered around an oversized leathered island and outfitted with a walk-in pantry (complete with a coveted ''Costco door'' to the garage), two dishwashers, and a pot filler--making meal prep a breeze. Every detail was thoughtfully planned, from the spacious 3-car garage and abundant hidden storage to the whole-home generator, fully fenced yard, and encapsulated crawl space. This home truly offers the best of Southern Pines living--classic, modern, and effortlessly functionality. March 13, 2026 home inspection report available to share.

2 Masters Rdg, Southern Pines

313 Driftwood Cir Unit A, Southern Pines
$165,000
1 Beds ⋅ 1 Baths ⋅ 100547123 MLS ⋅ Knlwd Vlg BLDG.
MOTIVATED SELLER! Live where people love to Vacation - Golf Front Condo in Prime Location! Welcome to easy living in Knollwood Village - your gateway to the Pinehurst lifestyle! This beautifully remodeled first-floor, golf-front 1-bedroom, 1-bath condo is a great low-maintenance home. Minutes from the historic charm of Southern Pines and a short 10-minute drive to world-renowned Pinehurst, this condo places you at the center of one of North Carolina's most sought-after destinations. Thoughtful updates include a modernized kitchen, stylish laminate flooring, fresh paint, new light fixtures, GFCI outlets, updated switches, cabinet hardware, a new toilet, and more. Enjoy access to the community golf course and pool in a serene, well-kept setting - perfect for relaxing or impressing guests. Whether you're investing or nesting, this is a smart move in a high-demand area.

313 Driftwood Cir Unit A, Southern Pines

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