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$580,000
4 Beds 3 Baths 100554831 MLS
This updated four bedroom home in Sandhurst is ideally located just minutes to downtown Southern Pines, Pinehurst, and Aberdeen, with an easy commute to Ft Bragg. Major updates provide peace of mind, including a whole-house GENERAC generator (2024), new upstairs HVAC (Dec. 2024), new downstairs HVAC (Dec. 2025), and new windows (Feb.2025). Upstairs features the primary bedroom with an en-suite bath, an additional bedroom, a second full bath, and two generously sized living areas with abundant natural light provide flexible spaces for both formal and casual living. The lower level features 2 bedrooms, a full bath, and a bonus room. The layout provides space, and privacy for everyone. The kitchen shines with quartz countertops and stainless steel appliances, while the primary bath offers heated floors, a soaking tub, and a zero-entry shower with rainfall shower head and body sprays. Step outside to enjoy a large Trex deck and concrete saltwater pool, perfect for entertaining and relaxing. Schedule your showing today!

102 Canterbury Rd, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Keller Williams Pinehurst

$725,000
5 Beds 4 Baths 100554816 MLS
Nestled in the prestigious gated golf course community of Mid South Club, this stunning 5-bedroom, 3,120 sq ft home offers an unbeatable location perfectly situated between the charming boutiques and dining of downtown Southern Pines and the world-renowned golf village of Pinehurst. The thoughtfully designed floor plan features a spacious primary suite on the main level for ultimate convenience, while four additional bedrooms, a media/bonus room, (with built in surround speakers) and generous attic storage await upstairs -- ideal for family, guests, or flexible living. Step outside to your screened-in porch and take in breathtaking views of the 12th hole, the perfect backdrop for morning coffee or evening entertaining. This home is truly move-in ready with a suite of 2025 upgrades including a new refrigerator, dishwasher, propane stove top, water heater and washer/dryer. All appliances included. A whole-house water filtration system ensures clean, quality water throughout. And the value doesn't stop there -- washer, dryer, and a golf cart, with new in 2025 lithium batteries, are all included. The propane is used for the gas fireplace and cooktop, and the tank is owned! Other 2025 updates include new walak in showers in both upstairs bathrooms. Life at Mid South Club means gated-security, and world-class golf right outside your door. Don't miss this rare opportunity to own a slice of the Sandhills lifestyle. Furnishings are negotiable. Property is deed restricted meaning buyer must maintain at least a social membership, and pay applicable transfer fees and dues for membership level chosen.

21 Deacon Palmer Dr, Southern Pines

Courtesy of Coldwell Banker Advantage-Southern Pines

Buyer Representative Talamore Properties, INC.

$400,000
3 Beds 2 Baths 100554794 MLS
Updated, well-maintained all brick home in Highland Trails awaits new owner! Heated and cooled sunroom, covered deck and bonus room offers plenty of additional living space. 3 spacious bedrooms. All New Kitchen Appliances in 2024 and New Washing Machine in 2025! New architectural roof in 2021, gas fireplace for cozy evenings, New whole house generator; partially fenced back yard! Seller installed an underground drainage system to keep water diverted from the front of home. Beautiful lush green yard and exceptional landscaping with garden shed make this a perfect private retreat for young couples, families or retirees. Weymouth Foundation trails are a block away from this established, friendly neighborhood and just minutes from downtown Southern Pines. Family Room is 259 sq ft and unheated. Reduced from original sq footage. Inspections done and repairs completed. *Furniture does not convey but can be purchased separately.

304 Selkirk Trl, Southern Pines

Courtesy of DeSell & Co Realty Group

Buyer Representative A Non Member

$625,000
3 Beds 2 Baths 100554769 MLS
Spectacular golf front in Talamore!! Original owner had this lovely home built to capture the views! Current owner has used as a second home (gently loved and maintained to perfection). The view happens when you come in the front door with glass spanning the majority of the rear of the home. Light bounces from all directions! Enjoy a ranch style home with an open concept. Living room with 2 sided gas fireplace and overlooking the 11th hole. Separate dining room with built-ins and windows w/an unobstructed course view! Wonderful functional kitchen with center island and gas cooktop for the chef in the household. While cooking enjoy the quaint breakfast nook, golf view or fireplace. Just off the kitchen is a large laundry/mudroom. The master suite has soaring ceilings with an upper circle head window adding extra light. The master bath has been updated with new tile, vanity and tile shower. Home upgrades also include additional flooring, paint and some newer appliances. Guest bedroom also features high ceilings allowing for a bright and airy feel. Ample closet space and access to a full bath. Next is a cozy den separating the master and guest area. This could be used as a 3rd bedroom or office. Enjoy the large rear deck! Spacious enough for a large outdoor get together and cookouts. This home has over a 1/2 A with 100' of prime golf front property....Talamore's popular Rees Jones designed course. Termite bond in place with Bug Out, SAMS maintenance agreement with Four Seasons Htg/AC Leased tank with Ferrel Gas Roof and HVAC 2013 Membership to Talamore & Mid South is transferrable w/buyer paying applicable transfer fee and dues. Members also have playing privileges at the newest addition '' Legacy Golf course''. The membership package is phenomenal for those interested. Location is fantastic within close proximity to the downtown areas of Pinehurst, Southern Pines, area restaurants, medical, schools and area amenities.

24 Talamore Dr, Southern Pines

Courtesy of Talamore Properties, INC.

Buyer Representative Berkshire Hathaway HS Pinehurst Realty Group/PH

$739,000
4 Beds 3 Baths 100554344 MLS
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

Courtesy of Mary M. Wilson-Wittenstrom

$695,000
4 Beds 4 Baths 100554209 MLS
Tucked into the established and sought-after James Creek subdivision of Southern Pines, 106 James Creek Road is a beautifully updated home offering just over 3100 square feet of thoughtfully renovated living space on a spacious lot! Step through the front door into a welcoming foyer with coat closet, where new flooring and fresh paint set the tone for the updates found throughout. To your right, the spacious living room centers around a functional wood-burning fireplace with built-ins, flowing into a bright breakfast nook and a brand-new kitchen. The kitchen shines with all-new cabinetry, quartz countertops, new appliances, a beverage fridge, pull-out trash, spice rack, and a large pantry. The dining room sits just off the foyer, and a laundry room with added utility sink connects to a powder room with new vanity. A cedar-lined linen closet and coat closet add everyday practicality. Down the hall, two secondary bedrooms offer generous closet space, and the downstairs primary suite features multiple closets and a private ensuite. Steps lead down to a rec room with its own wood-burning fireplace and access to a covered patio with awning — a perfect bonus space for entertaining or unwinding. Head outside to a large, open backyard with room to roam on nearly a full acre. A charming dutch door leads into the screened porch, and a deck completes the outdoor living picture. Re-leveled patio and outdoor storage round out the exterior. Back inside and up the stairs — past new carpet treads — to the showstopping upstairs primary suite, reimagined by Cohesive Home Concepts. Exposed brick, a coffee bar, dual closets, and a spa-style bath with soaking tub, large shower, double vanity, and toilet nook make this retreat truly one of a kind. A reading nook and walk-in attic access complete the upper level. Classic Southern Pines charm — fully reimagined for the way you live today.

106 James Creek Rd, Southern Pines

Courtesy of Everything Pines Partners LLC

Buyer Representative Realty World Properties of the Pines

$525,000
2 Beds 3 Baths 100554113 MLS
Wonderful downtown MidCentury cottage. Notice the character of the geometric double doors, painted to accentuate the details and adorned with decorative antique hardware. As you enter, you are welcomed with a natural stone tile foyer and a flood of light from the distinctive center courtyard, truly the heart of the home and visible from every room. To the right is the combination living and dining room with hardwood floors and a wood burning fireplace. Just beyond is the updated kitchen with new appliances and new slate tile floors that extend into the adjoining gathering space. The floor to ceiling bookcase is ideal for showing off artwork, books and storing games—a wonderful spot for a cup of tea and a good book. Also next to the kitchen is a laundry room with 1/2 bath and door leading to the generous carport with enclosed storage. Tucked in next to the den is the perfect spot for a small study— keeping paperwork hidden but still at your fingertips. The bedroom suites are located on the left side of the foyer. The guest room conveniently connects to the updated hall bath. The Primary features a modern bath with double sinks and a walk in shower with large oversized shower head. Connected to the bedroom is a private owners retreat which leads to a screened in porch and back patio. The back yard is fenced in on three sides and could easily be fully enclosed. Located just steps to downtown Southern Pines, this home would make an ideal pied a terre, or full time residence for those looking for a unique, charming home. Phots showing furniture and fire in fireplace were virtually added. Current owner never used the fireplace.

140 Duffers Ln, Southern Pines

Courtesy of Pines Sotheby's International Realty

Buyer Representative Realty World Properties of the Pines

$445,000
3 Beds 3 Baths 757297 MLS
Experience the ultimate retreat in this beautiful, charming home located in the quiet and peaceful Southern Pines. This home offers 3 bedrooms and 2.5 bathrooms. A den, a family room where you can enjoy a family movie on weekends or a rainy day, it also offers an upgraded kitchen where you can enjoy cooking meals with top-of-the-line stainless steel appliances, and beautiful hardwood floors throughout the home. Also, enjoy the back patio where you can gather on summer nights or for family and friends gatherings. In the formal dining room, you can enjoy the view of wildlife and peaceful scenery on a cold day. Don't overthink it, make it your home today and start enjoying the life you deserve!

110 Stornoway Drive, Southern Pines

Courtesy of EVOLVE REALTY

$648,000
5 Beds 4 Baths 100554025 MLS
Pristine 2024 Mid-South Club home on an elevated lot with thick woods behind and views of hole #4 in the front. This stunning Clark plan is nearly 3,500 square feet and is priced to sell @ $192 per sq. ft. Additionally, there is a third-floor bonus area (currently unfinished storage) that could be finished to make this home nearly 4,000 sq. ft. Two master suites (one downstairs and one upstairs) provide flexibility for family and guests and are both upfitted with stunning bathroom counters, fixtures and walk-in showers. The screened-in porch in the backyard is the perfect place for morning coffee and takes advantage of the privacy and sounds of nature provided by the adjacent woods. Mid-South Club HOA includes Spectrum internet and cable, security and a meticulously maintained community. One of Moore County's finest. Preferred lender credit of one percent or a one year interest rate provides HUGH savings.

127 Plantation Dr, Southern Pines

Courtesy of Coldwell Banker Advantage-Fayetteville

$608,000
4 Beds 3 Baths 100553996 MLS
EASY Commute to FT Bragg, this stunning 4-bedroom, 3-bath home with basement bonus space is situated on over half an acre, offering space, functionality, and refined finishes throughout. The open-concept main living area is designed for both everyday comfort and entertaining, featuring stainless steel appliances, quartz countertops, a large center island, and waterproof Pergo flooring across the primary living spaces. Abundant natural light enhances the seamless flow between the kitchen, dining, and living areas. The spacious primary suite provides a private retreat with dual vanities, a glass-enclosed walk-in shower, and an oversized walk-in closet. Secondary bedrooms are generously sized with ample storage. The fully finished downstairs walk-out level offers exceptional flexibility -- ideal for a separate living quarters, in-law suite, or private guest space. Complete with a kitchenette, full bath, and additional flex room, it can easily function as a family recreation area, home office, gym, or apartment-style setup. Enjoy the privacy of a large lot while still benefiting from a convenient commute to Ft. Bragg and being just minutes from downtown Southern Pines with dining, boutique shopping, and vibrant nightlife. This property delivers the perfect balance of comfort, versatility, and location -- truly a must-see. Many of the furnishings can be sold separately from the sale of the home.

180 One Down St, Southern Pines

Courtesy of Carolina Property Sales

Buyer Representative Pineland Property Group LLC

$648,000
5 Beds 4 Baths 757209 MLS
Pristine 2024 Mid-South Club home on an elevated lot with thick woods behind and views of hole #4 in the front. This stunning Clark plan is nearly 3,500 square feet and is priced to sell @ $192 per sq. ft. Additionally, there is a third-floor bonus area (currently unfinished storage) that could be finished to make this home nearly 4,000 sq. ft. Two master suites (one downstairs and one upstairs) provide flexibility for family and guests and are both upfitted with stunning bathroom counters, fixtures and walk-in showers. The screened-in porch in the backyard is the perfect place for morning coffee and takes advantage of the privacy and sounds of nature provided by the adjacent woods. Mid-South Club HOA includes Spectrum internet and cable, security and a meticulously maintained community. One of Moore County's finest.

127 Plantation Drive, Southern Pines

Courtesy of COLDWELL BANKER ADVANTAGE - FAYETTEVILLE

$570,000
5 Beds 4 Baths 100553565 MLS
Extensive updates and immaculate condition make this stunning home a stand out star in Walker Station. 5 bedrooms, 4 baths, plenty of closets and a large bonus room above the garage provide ample space and multiple possibilities. New LPV flooring and paint throughout the entire residence. New stove, microwave and dishwasher grace the supremely functional kitchen with granite counters and breakfast bar that opens to a dining room. plenty of cabinet space and a separate pantry. Built in bookcases surround the gas fireplace. The owners suite has double sinks and a fully tiled glass shower and connects to the washer/dryer. An additional bedroom on the main level adds even more possibilities. Upstairs are 3 more bedrooms, full baths and large closets. The breezeway provides an excellent opportunity for entertaining and outdoor dining, and the garage has epoxy flooring. A separate walk up, newly renovated bonus space is heated and cooled andcan be used as an office, craft room, man cave and more. Nothing to do but move in and enjoy this relaxing home and friendly neighborhood with a community pool and open central park area.

330 Manning Sq, Southern Pines

Courtesy of Coldwell Banker Advantage-Southern Pines

Buyer Representative Coldwell Banker Advantage-Southern Pines

$875,000
5 Beds 3 Baths 100553493 MLS
A rare blend of architectural craftsmanship, resort-style outdoor living, and premier golf-front positioning in Talamore Country Club! Stunning custom brick golf-front residence in the prestigious Talamore Country Club, thoughtfully designed to maximize panoramic fairway views from both the upper balcony and the lower covered patio. The elevated terrace features a retractable Sunsetter awning, while the ground-level outdoor living space is enhanced by Phantom remote-controlled screens -- creating a seamless blend of indoor and outdoor living in every season. The main level showcases rich hickory hardwood flooring throughout, elegant tray ceilings, and a refined smart-home experience with integrated sound system, security system, and remote-controlled custom window treatments. The chef-inspired kitchen boasts quartz countertops and a Frigidaire Gallery gas range, flowing effortlessly into the open living and dining areas. This level offers three generously sized bedrooms including the master, and two beautifully appointed baths. The walk-out finished lower level expands the home's versatility with two additional bedrooms, a full bath, spacious living room, and a well-equipped kitchenette -- ideal for guests, extended family, or private retreat living. One of the lower-level bedrooms spans approximately 600 square feet, making it equally suited as a media room, private studio, fitness suite, home office, or luxury guest retreat. A covered patio extends the living space outdoors with serene golf course views. Situated on a quiet, dead-end cul-de-sac with a new roof, oversized gutters and gutter guards in 2024, this exceptional residence delivers privacy, sophistication, and the ultimate Talamore lifestyle.

22 Glen Devon Dr, Southern Pines

Courtesy of eXp Realty

Buyer Representative Pines Sotheby's International Realty

$970,000
4 Beds 4 Baths 100553398 MLS
Updated 4-5BR Colonial with saltwater pool in desirable James Creek subdivision in Southern Pines, NC. The location is ideally close to Fort Bragg, downtown, Weymouth Woods Nature Preserve, schools and support facilities. This well-maintained 3,700 SF home has a 1st floor master suite with updated ensuite with walk-in shower and soaking tub. The 2nd floor has 2 full baths with new granite sinks (2025). The main level has 9 ft smooth ceilings, formal and informal living areas, oak floors, screened porch, gas log fireplace w/semi-open floor plan. The kitchen has all newer appliances, cabinetry and granite counters with soft-close drawers, a 5-burner gas range, and walk-in pantry. Built-ins on the main level and 2nd floor. All new windows in 2021, roof is 13 years old with extra-heavy shingles, most all light fixtures have been replaced as well as can lights added. Plantation shutters, new septic system in 2021 (fiberglass tank), outdoor brick fireplace with gas logs, irrigation system with 5 zones, heat pumps are 8 and 9 years old. The pool liner is 9 years old, pool pump is 4 years old, encapsulated crawlspace with dehumidifier, ample floored attic storage, 2 newer exterior doors, garage door has been replaced along with garage door opener and operates via Wi-Fi. Newer Trex back deck, gas line to grill and outdoor fireplace. BugOut termite warranty. Whole-house water cut-off. All bedrooms are spacious with walk-in closets. Pool table conveys, and 2 large wall mount TV's convey (purchased 2024). Garden benches and large pots in yard convey. Bose speakers in house lviing area and pool side convey. Crown molding in many rooms, security system with Ring doorbell and cameras, fenced yard. Beautifully landscaped with plants that bloom throughout the year. 4 outdoor solar area lights installed 2025, 500 gallon propane tank installed 2025, 28 KW Kohler generator installed 2025. Entire interior of home painted in 2025. All appliances convey. Showings begin March 3rd.

113 James Creek Rd, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Old Glory Realty LLC

$150,000
3 Beds 1 Baths 100552767 MLS
Located on a double lot (.37 acres) down a cozy sleepy street, this 3-bedroom, 1-bath home offers exceptional potential for renovation and or rental income income. Built in the 1950s, the property features hardwood floors, a carport, and a functional layout with classic cottage charm. Some updates may be needed, making this an ideal opportunity for investors, flippers, or buyers looking to add value and create their own vision. Just minutes from vibrant downtown Southern Pines, the spacious lot provides plenty of outdoor space for gardening and entertaining. The cozy interior offers great natural light and a solid foundation ready for improvements and personalization. Enjoy a prime location close to local shops, dining, parks, and all the character Southern Pines is known for. Whether you're seeking a flip project, rental property, or long-term investment, this property delivers strong upside potential in a highly desirable area.

1657 W New York Ave, Southern Pines

Courtesy of Carolina Property Sales

Buyer Representative EPP Richmond County

$749,500
4 Beds 4 Baths 100552733 MLS
This beautiful property is back on the market due to no fault of its own. The buyers plans changed! BARGAIN Once priced well over $1 million, now attractively priced at $749,500 and offered with a recently surveyed extra building lot suitable for a duplex! Circa 1890 3-4BR/3.5BA 3,200+SF extensively renovated home on a large lot in the highly desired downtown Southern Pines. This unique home offers numerous options. An additional home can be constructed on this lot, or even a duplex! Perhaps a garage with an apartment above, or it can be used as a single-family home with an in-law suite, or even multi-family (3 units total). The family room upstairs could easily be changed back to a 4th bedroom. The main floor boasts a beautifully updated kitchen with ZLINE appliances, gas cooktop dual fuel range, granite counters, and black walnut trim built-in cabinets. The first floor has a new luxurious master bath with a spacious primary bedroom, solid shelving in the walk-in closet and direct access to the laundry/mudroom. The outdoor living space is amazing with a wraparound porch, 2 screened porches, rear deck and wood fencing. The upstairs includes 2/3 spacious bedrooms (2 full baths), a family room (4th BR) that also includes a kitchenette+ an additional spacious laundry room and beautifully hand-tiled full bath with walk-in shower. The basement is dry and adds lots of storage space, accessible from exterior stairs in rear of house. Note the home has 3 electric meters, 3 water heaters and two heat pumps (first floor unit is <10 yr old). The current owner has spent hundreds of thousands $ to carefully restore this home to its current splendor. Anderson windows 2022, Hardie Plank siding 2022, plumbing and electrical updates 2022-2024, Carolina Basements added additional support to basement 2022. New or newer: fixtures, paint, gutters, kitchen, laundry, baths, flooring, insulation, gas lines, fence, and appliances. Shown by appointment to pre-qualified buyers.

280 W Connecticut Ave, Southern Pines

Courtesy of Keller Williams Pinehurst

$765,000
4 Beds 3 Baths 100458428 MLS
McKee Homes presents the Brooks floorplan with open-concept living area, kitchen and formal dining room on the first level as well as a guest suite with full bath. The dining room can also function as a flex room and be used as an office, study, den, playroom or whatever suits your family's lifestyle. The second floor boasts a beautifully appointed owner's suite with a large walk-in closet and private bath with dual sinks and large shower with seat. This lovely home also features two additional bedrooms upstairs along with a huge game room and large laundry room. This Brooks floorplan includes an optional sunroom and the deluxe kitchen layout on the first floor. The third floor does have the option to be finished with a full bath but this one is unfinished for now. On the exterior it does include the option of a three car garage.

140 Plantation Dr, Southern Pines

Courtesy of McKee Realty

Buyer Representative McKee Realty

$384,000
3 Beds 3 Baths 100552507 MLS
**$5,000 Builder Concession** Welcome to Shaw Landing, just a stone's throw from Downtown Southern Pines. This prime location is conveniently located blocks away from all of the parks, shops and restaurants that Southern Pines has to offer. Welcome home to the Grenoble. An inviting single family craftsman-style open floorplan home. Upon entering the lower-level of the home you pass through the foyer and into a sizable living room. The first floor also includes a large modern kitchen with plenty of cabinet space for storage including a peninsula island that also doubles as additional casual dining space, and a rear outdoor living space which is conveniently accessible from the dining area. Perfect for enjoying an evening sunset, morning coffee, or entertaining! Other lower-level features include a half bathroom, laundry room, pantry, and a drop zone. This home includes plenty of storage space, ensuring your new home remains clutter free! On the upper-level you will find a spacious owners suite featuring a bathroom that includes dual vanity sinks, a walk-in-shower, and a generous walk-in-closet. Other upper-level features include a cozy loft area, two additional bedrooms with separate walk-in-closets, a jack-in-jill bathroom suite, as well as an additional linen closet. This home comes with a sodded backyard and partial privacy fence on the rear property line. *Some images have been virtually staged. Come make Shaws Landing your home today!

632 Chambers Dr, Southern Pines

Courtesy of Ascot Realty Inc.

Buyer Representative Keller Williams Realty-Fayetteville

$805,000
4 Beds 3 Baths 100552490 MLS
Stunning all-brick home in Mid-South! Beautifully maintained 4-bedroom, 3-bathroom home nestled in a culdesac on a generous ¾-acre lot in the prestigious Mid South Club. This elegant residence offers timeless curb appeal with lush, mature landscaping and a fenced backyard perfect for both relaxation and entertaining. Step inside to discover a thoughtfully designed floor plan featuring hardwood floors, abundant natural light, and a spacious primary suite on the main level with his and hers walk-in closets offering ample space and a luxuriously upgraded bathroom. The heart of the home features a chef's kitchen with granite countertops, stainless steel appliances, and a seamless flow into the bright and open living areas—ideal for everyday living and entertaining. A dedicated study adds character and versatility, featuring soaring built-in bookshelves and a custom sliding door for added privacy and charm. Upstairs, you'll find new carpet and a beautifully updated bathroom with a dual quartz vanity and modern finishes, along with a standout feature— an upstairs bedroom boasts elegant glass doors that opens to a Juliet balcony, perfect for enjoying morning coffee or evening breezes. Additional highlights include a tankless gas water heater (2022), whole-home generator(2022), new roof (2023), encapsulated crawlspace with dehumidifier(2022), offering both comfort and peace of mind, New Stainless Steel appliances, New Samsung washer & dryer convey. Enjoy resort-style living with access to world-class golf, tennis, and amenities—all in the serene, gated setting of Mid South Club. Membership not required to live in Mid South. HOA does cover Spectrum interenet & basic cable! Close to shopping, 12 minutes to Pinehurst resort & Village of Pinehurst, 10 minutes to First Health, 1 hour to RDU & 45 minutes to Ft. Bragg Schedule your showing today!

5 Wake Forest Ct, Southern Pines

Courtesy of Carolina Property Sales

Buyer Representative Keller Williams Pinehurst

$1,945,000
4 Beds 4 Baths 100552362 MLS
Twin Spires Farm represents the pinnacle of equestrian living, offering a rare blend of high-end luxury and robust agricultural utility in the heart of North Carolina's Horse Country. Nestled within the prestigious Hunting Hills and close vicinity to the 4,000 acre Walthour-Moss Foundation lands and the 500 acre Weymouth Preserve. This estate is engineered for the buyer who views the land not just as a backdrop, but as a lifestyle and a vocation. The property's professional infrastructure is anchored by an exceptional eight-stall center-aisle barn, featuring matted 12'x12' stalls, a wash and grooming stall with heat lamps, hot and cold water, a dedicated wash rack and a central vacuum system. For the buyer focused on the operational side of the land, the expansive 1,800-square-foot loft provides massive capacity for hay and equipment storage, while the detached Carriage House adds a two-car garage with a built-in workshop, perfect for managing estate projects, machinery, and daily maintenance. The residence itself is a testament to superior craftsmanship and architectural longevity. The open floor plan is defined by soaring 20'+ foot vaulted ceilings, exposed beams, and a gourmet Woodmode kitchen upgraded with commercial-grade Monogram appliances and a copper farmhouse sink, serving as the perfect retreat after a day on the farm. The layout is thoughtfully designed for multi-generational use, offering two large suites on the main level, two guest bedrooms on the upper level, including a dedicated office space. A separate, beautifully appointed one-bedroom apartment above the Carriage House. Additionally, with 500 square feet of unfinished attic space, there is significant potential to expand the living area to suit a growing operation or personal needs.Outdoor living at Twin Spires Farm is equally intentional, featuring a flagstone terraced pool area, an outdoor fireplace, and a fire pit that overlooks the irrigated, meticulously landscaped grounds. This seamless transition between the luxury of the home and the functionality of the pastures allows for year-round enjoyment of the estate's natural beauty. Whether you are hacking out directly to the nearby preserves, tending to horses in the professional-grade facility, or utilizing the dedicated workshop for your next project, this estate provides the privacy, scale, and specialized facilities necessary to cultivate a premier working farm. Situated just minutes from the world-class amenities of Southern Pines and the legendary golf of Pinehurst, Twin Spires Farm is a sophisticated sanctuary for those who demand excellence from both their home and their land.

185 Old Dewberry Ln, Southern Pines

Courtesy of Better Homes and Gardens Real Estate Lifestyle Property Partners

Buyer Representative Pines Sotheby's International Realty

$545,000
3 Beds 3 Baths 100552035 MLS
This adorable downtown Southern Pines cottage is the kind of place buyers fall for fast. Currently operating as a successful short-term rental, it offers the flexibility to purchase as an established STR or make it your own primary residence. Inside, you'll find durable LVP flooring, granite countertops, and a layout that's both cozy and functional. Outside, the covered porch invites slow mornings with coffee, while the fire pit sets the scene for relaxed evenings under the stars. Location is everything, and this one absolutely delivers—just a short walk to Southern Pines' favorite shops, pubs, parks, and restaurants. Guests (or future you) can park the car and enjoy the best of downtown living on foot. Whether you're looking for a turnkey investment or a charming home with serious character, this cottage checks all the boxes: style, walkability, and income potential wrapped into one irresistible package.

430 N May St, Southern Pines

Courtesy of Realty World Properties of the Pines

Buyer Representative Keller Williams Pinehurst

$225,000
2 Beds 2 Baths 100549273 MLS Hyland Hills BLDG.
Nestled beneath a canopy of mature longleaf pines, this charming 2-bedroom, 2-bath ground-level condo offers a rare blend of privacy and golf front living. Enjoy the view of the 8th fairway of Hyland Golf Course from the peaceful screened porch or off the private patio. Inside, the layout is comfortable and functional. Kitchen features granite countertops and stainless steel appliances. Ample storage can be found through the separate laundry room and a split bedroom floor plan. Located just minutes from everything Southern Pines has to offers golf, dining, shopping, and downtown amenities, this condo combines convenience with serenity. Whether you're seeking a personal escape, a short-term rental opportunity, or a smart investment, this property delivers versatility, location, and timeless Southern charm.

805 Dover St, Southern Pines

Courtesy of Berkshire Hathaway HS Pinehurst Realty Group/PH

Buyer Representative Carolina Property Sales

$515,000
5 Beds 4 Baths 100551573 MLS
This custom mid-century home feels special the moment you arrive. The sidewalk entrance draws you in like a hidden oasis, and once inside, the character really shines—exposed wood beams, a sunken living room, and thoughtful details that give the home a warm, lived-in feel. The pull-down dry bar in the living room is a fun throwback that's perfect for hosting, and the two fireplaces add comfort and charm. Every space feels intentional, with custom features throughout that make this home anything but ordinary. With five bedrooms, there's room to spread out and make it your own. Two are full primary suites, including one with a private entrance that works perfectly as an in-law suite, guest space, or something more flexible. Outside, the partially covered patio is made for gathering, complete with a built-in pizza grill that feels like part of the home itself. A screened porch adds another place to relax and unwind. This is a house designed for real life—full of personality, space, and timeless style.

280 Midland Rd, Southern Pines

Courtesy of Realty World Properties of the Pines

Buyer Representative Pines Sotheby's International Realty

$521,000
3 Beds 4 Baths 100551525 MLS
**8,000 Seller concession** Discover the Townhomes on Bennett. Conveniently ocated in the heart of downtown Southern Pines with it's beautiful upscale brick exterior and a 2 car garage. Stepping inside the first floor you'll find a bedroom, full en-suite bathroom, drop zone and entry to your garage. Moving to the second floor of the home you can enjoy an open concept living room, kitchen, and dining area. The living room includes upgraded features such as a trey ceiling. The deluxe kitchen includes wall oven, electric cooktop, beautiful quartz countertops and a natural stone backsplash. Off the kitchen is a beautiful covered balcony that is perfect for relaxing or entertaining. Other second floor features include a pantry, coat closet, and half bathroom. As you move to the third floor of this townhome you will find the remaining two bedrooms. The primary bedroom and the second guest bedroom. The second guest bedroom serves as a dual primary suite with an en-suite bathroom. As you move down the hall you will encounter the full size laundry room. Finally arriving in the primary suite with a large walk in closet and primary bathroom. The upscale bathroom is complete with a frameless walk-in shower, and dual vanity sinks. This home has upscale finishes and LVP throughout, Come see all that Townhomes on Bennet has to offer!

102 Lexington Ln, Southern Pines

Courtesy of Ascot Realty Inc.

Buyer Representative Fore Properties

IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS.  The MLS may, at its discretion, require use of other disclaimers as necessary to protect participants and/or the MLS from liability. 

Listings provided by LERA MLS

All information should be verified by the recipient and none is guaranteed as accurate by ARMLS. Copyright 2026 Arizona Regional Multiple Listing Service, Inc. All rights reserved.

Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .

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.