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$415,000
5 Beds ⋅ 3 Baths ⋅ 100574397 MLS
*Recent updates include a new deck, new water heater and laundry box, fresh paint, new counter tops in the kitchen, and the crawlspace cleared out with plastic.* Welcome to 140 One Down Street, where style, space, and flexibility come together in one incredible property. This expansive home offers over 2,800 square feet in the main house, and 300 plus square feet in the guest suite, complete with brand-new flooring, modern kitchen cabinets, and high-end Café appliances that elevate everyday living. Step outside to your private backyard oasis featuring a sparkling freshwater pool, a spacious deck for entertaining, and a covered area perfect for relaxing in the shade. Whether you're hosting guests or enjoying a quiet evening, this outdoor space delivers, and fenced too! Inside the main home, you'll find five bedrooms and three full bathrooms, thoughtfully designed to suit a variety of lifestyles. But that's not all, this property also offers a one bedroom, one bath guest suite. Ideal for multigenerational living, hosting guests, or generating rental income with a private setup that offers both comfort and privacy. Situated just minutes from downtown Southern Pines, 140 One Down Street is a rare opportunity to own a home that checks every box. Come see it for yourself! *Guest house is separate and can be rented out so perfect for income producing opportunity! Detached garage has hookups to turn into a separate full living space!*

140 One Down St, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative ONNIT Realty Group

$412,500
3 Beds ⋅ 2 Baths ⋅ 100581340 MLS
Charming single-level brick ranch in the desirable Knollwood community! Ideally located within walking distance of downtown Southern Pines, this well-maintained home offers convenient access to local shops, restaurants, and entertainment. Thoughtfully updated throughout, improvements include fresh interior and exterior paint, beautiful quartz kitchen countertops, a new stove and refrigerator, under-cabinet lighting, updated bathroom vanities, and new tile flooring in the bathrooms. (A complete list of updates is available in the associated documents section.) The functional floor plan provides comfortable living and an easy flow between spaces. Outside, you'll find a spacious carport and a convenient storage building, offering additional room for tools, hobbies, or seasonal items. This move-in-ready home combines classic charm with modern updates in a prime Southern Pines location. **Home is being sold furnished**

197 Midland Rd, Southern Pines

Courtesy of The Gentry Team

Buyer Representative Realty World Properties of the Pines

$410,000
3 Beds ⋅ 2 Baths ⋅ 100576126 MLS
Completely renovated brick ranch in the heart of downtown Southern Pines. Set on a spacious, flat corner lot just under half an acre, this one-level home offers 3 bedrooms, 2 full bathrooms, a fully fenced backyard, garage, and a bright sunroom that adds flexible living space. The home has undergone a massive renovation with thoughtful updates throughout, including new HVAC and ductwork (2025), new interior and exterior doors and trim (2026), fresh interior paint, exterior wood painting (2026), refinished hardwood floors (2026), new lighting (2026), and updated receptacles (2026). The kitchen features new cabinets, granite countertops, and new appliances (2026). Both bathrooms have been updated with new toilets, new shower/tub shower doors, and refreshed finishes -(2026). Additional improvements include new insulation and vapor barrier in the crawlspace, along with re-insulation in the attic (2026), adding peace of mind behind the scenes. With its classic brick exterior, flat lot, fenced yard, and major system and cosmetic updates already completed, this home is move-in ready while still offering the charm of an established Southern Pines property. Located close to downtown shops, restaurants, parks, and local amenities, 865 N Page Street offers a rare combination of location, renovation, and value in one of Southern Pines' most desirable areas.

865 N Page St, Southern Pines

Courtesy of Pines Sotheby's International Realty

Buyer Representative Nest Realty

$410,000
3 Beds ⋅ 2 Baths ⋅ LP760290 MLS
PRICED BELOW APPRAISAL VALUE, this brick cottage in Southern Pines coveted downtown district is a standout opportunity.With 3 bedrooms, 1.5 baths, and nearly 1,200 square feet on a 0.25 acre lot, you will love the sidewalks and quick walkability to restaurants, parks, shops, Red's Corner, and other local hot spots. The fully fenced backyard features a wooden privacy fence, screened porch, back brick patio, and beautifully landscaped front and rear grounds. An attached carport with custom built storage, work shop with electricity plus garden storage and an additional shed in backyard make it ideal for hobbyists and anyone with a green thumb. The concrete floor crawl space adds practical storage and maintenance friendly access, and the recently enlarged driveway offers extra parking and ease of always pulling out of driveway. Major infrastructure updates include sewer lines and electrical lines recently replaced by the city.Inside, enjoy meticulously maintained hardwood floors, a ceramic tiled kitchen with stackable natural gas washer and dryer, gas range and oven, cast iron farmhouse sink, and granite countertops. All appliances convey. The full bath has been fully renovated, and the half bath features an updated vanity and fixtures while keeping the original tile walls for added charm. Craftsman molding, an updated glass entry door, and built in bookshelves surrounding the craftsman fireplace mantel with natural gas logs highlight the character throughout. Mechanical systems include a natural gas tankless hot water heater and a natural gas HVAC system.The iron water fountain, iron animal statues, and butcher block island DO NOT CONVEY with purchase of home.Opportunities like this in downtown Southern Pines do not last. Buyers and investors alike should take notice and act quickly before it is gone.

605 S May St S, Southern Pines

Seller Representative LPT REALTY LLC

Buyer Representative

$410,000
3 Beds ⋅ 2 Baths ⋅ 760290 MLS
PRICED BELOW APPRAISAL VALUE, this brick cottage in Southern Pines coveted downtown district is a standout opportunity. With 3 bedrooms, 1.5 baths, and nearly 1,200 square feet on a 0.25 acre lot, you will love the sidewalks and quick walkability to restaurants, parks, shops, Red's Corner, and other local hot spots. The fully fenced backyard features a wooden privacy fence, screened porch, back brick patio, and beautifully landscaped front and rear grounds. An attached carport with custom built storage, work shop with electricity plus garden storage and an additional shed in backyard make it ideal for hobbyists and anyone with a green thumb. The concrete floor crawl space adds practical storage and maintenance friendly access, and the recently enlarged driveway offers extra parking and ease of always pulling out of driveway. Major infrastructure updates include sewer lines and electrical lines recently replaced by the city. Inside, enjoy meticulously maintained hardwood floors, a ceramic tiled kitchen with stackable natural gas washer and dryer, gas range and oven, cast iron farmhouse sink, and granite countertops. All appliances convey. The full bath has been fully renovated, and the half bath features an updated vanity and fixtures while keeping the original tile walls for added charm. Craftsman molding, an updated glass entry door, and built in bookshelves surrounding the craftsman fireplace mantel with natural gas logs highlight the character throughout. Mechanical systems include a natural gas tankless hot water heater and a natural gas HVAC system. The iron water fountain, iron animal statues, and butcher block island DO NOT CONVEY with purchase of home. Opportunities like this in downtown Southern Pines do not last. Buyers and investors alike should take notice and act quickly before it is gone.

605 S MAY Street S, Southern Pines

Courtesy of LPT REALTY LLC

Buyer Representative KELLER WILLIAMS REALTY (PINEHURST)

$410,000
3 Beds ⋅ 2 Baths ⋅ 100566177 MLS
PRICED BELOW APPRAISAL VALUE, this brick cottage in Southern Pines coveted downtown district is a standout opportunity. With 3 bedrooms, 1.5 baths, and nearly 1,200 square feet on a 0.25 acre lot, you will love the sidewalks and quick walkability to restaurants, parks, shops, Red's Corner, and other local hot spots. The fully fenced backyard features a wooden privacy fence, screened porch, back brick patio, and beautifully landscaped front and rear grounds. An attached carport with custom built storage, work shop with electricity plus garden storage and an additional shed in backyard make it ideal for hobbyists and anyone with a green thumb. The concrete floor crawl space adds practical storage and maintenance friendly access, and the recently enlarged driveway offers extra parking and ease of always pulling out of driveway. Major infrastructure updates include sewer lines and electrical lines recently replaced by the city. Inside, enjoy meticulously maintained hardwood floors, a ceramic tiled kitchen with stackable natural gas washer and dryer, gas range and oven, cast iron farmhouse sink, and granite countertops. All appliances convey. The full bath has been fully renovated, and the half bath features an updated vanity and fixtures while keeping the original tile walls for added charm. Craftsman molding, an updated glass entry door, and built in bookshelves surrounding the craftsman fireplace mantel with natural gas logs highlight the character throughout. Mechanical systems include a natural gas tankless hot water heater and a natural gas HVAC system. The iron water fountain, iron animal statues, urns at end of driveway and butcher block island in kitchen DO NOT CONVEY with purchase of home. Shed, picnic table on screen in porch and ALL appliances DO CONVEY with purchase of home. Opportunities like this in downtown Southern Pines do not last. Buyers and investors alike should take notice and act quickly before it is gone.

605 S May St, Southern Pines

Courtesy of LPT Realty

Buyer Representative Keller Williams Pinehurst

$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

Courtesy of Ascot Realty Inc.

Buyer Representative Non Member Office

$407,900
4 Beds ⋅ 3 Baths ⋅ 100525420 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. *Some of the photos have been virtually staged. *Must close on or before 02/28/2026 to receive the seller concession

608 Chambers Dr, Southern Pines

Courtesy of Ascot Realty Inc.

Buyer Representative A Non Member

$404,000
3 Beds ⋅ 3 Baths ⋅ 100581304 MLS
Situated on a private .83-acre lot backing to undeveloped wooded land, this thoughtfully renovated 1970s ranch offers a rare combination of privacy, character, and modern design in Southern Pines' established Highland Trails neighborhood. Surrounded by mature pines and natural Sandhills beauty, the property feels connected to its setting while remaining convenient to the amenities, shops, dining, and golf that define the area. Inside, the home blends mid-century inspiration with vibrant contemporary updates. Crisp white walls provide a bright backdrop for rich hickory hardwood flooring that flows throughout the home, while carefully curated pops of color add personality and visual interest at every turn. The kitchen combines function and style with striking lime-green glass tile, sleek white quartz countertops, warm walnut veneer cabinetry, and Bosch stainless steel appliances, including an induction cook top, built-in convection oven, and a versatile microwave that converts to a second convection oven. Just beyond, a Sputnik-style chandelier defines the dining area and complements the home's modern aesthetic. The spacious living room is filled with natural light from large bay windows, offering peaceful views of the surrounding landscape and creating a welcoming space for everyday living and entertaining. The primary suite enjoys serene views of the wooded backyard and includes an updated bath featuring a blue mosaic tile walk-in shower, floating vanity, and contemporary finishes. Two additional bedrooms are bright and airy, with large casement windows that bring in natural light and views of the surrounding pines. The guest bath continues the home's distinctive design approach with vibrant orange glass tile, penny-round flooring, and a floating vanity that adds both function and character. Outside, mature longleaf pines create a peaceful backdrop where wildlife is a regular part of daily life. Woodpeckers, bluebirds, cardinals, deer, and even the occasional eagle can often be spotted from the property, reinforcing the connection to the surrounding landscape. Combining architectural character, thoughtful updates, and a setting that is increasingly difficult to find, this Highland Trails home offers a distinctive ownership opportunity in one of Southern Pines' most established neighborhoods.

228 Heather Ln, Southern Pines

Courtesy of Everything Pines Partners LLC

Buyer Representative Everything Pines Partners LLC

$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

$400,000
3 Beds ⋅ 3 Baths ⋅ 100543762 MLS
AMAZING PRICE AND OPPORTUNITY! This charming home in the desirable James Creek neighborhood offers an incredible opportunity with a spacious and versatile floorplan, including a main-level office that can easily function as a fourth bedroom. Set on a large, beautifully landscaped lot, the property features mature trees and multiple patios and sitting areas that create the perfect backdrop for entertaining or quiet outdoor living. Inside, you'll find generously sized rooms, a formal dining area, and an adorable breakfast nook that adds warmth and character to the home. While the property could benefit from some updating, it's priced accordingly--presenting an excellent chance to add your personal touch and build instant equity. With its abundant space, thoughtful layout, and prime location, this home has all the makings of something truly special. With a little love and vision, it can become a standout residence in one of the area's most sought-after neighborhoods. Home is being sold AS IS with no repairs with rights of inspections . We have a home inspection on file and will share with buyers. Home is priced to reflect repairs needed.

102 James Creek Rd, Southern Pines

Courtesy of Realty World Properties of the Pines

Buyer Representative Pinnacle Realty

$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

Courtesy of Keller Williams Pinehurst

Buyer Representative Everything Pines Partners LLC

$399,000
3 Beds ⋅ 2 Baths ⋅ 100561738 MLS
Wonderfully maintained all brick home located in the highly sought after Highland Trails Subdivision. Upon arrival you will find a perfectly landscaped yard featuring a covered porch with beautiful white columns just awaiting some cozy outside furniture. Enter into a nice foyer with a perfect sized family room featuring a brick facade gas log fireplace with mantle, interior shutters and all natural hardwood flooring. Recently updated eat in kitchen hosts built in breakfast area with tile walls and a coffee bar. All stainless appliances, soft close cabinetry, granite countertops, tile backsplash and lots of storage. Adjacent to kitchen is a back door entrance with storage cabinetry and doggie door. Nice sized laundry room located off kitchen with washer and dryer connections. Formal dining room can easily convert into a closed office/study/playroom. Great sized secondary bedrooms with all natural hardwood flooring and lighted ceiling fans. Hall bath features tiled tub/shower combo with his and her sinks, storage cabinetry and linen closet. Master suite with updated master bath featuring single vanity and walk-in shower, walk-in closet and standard size closet. Don't miss out on the large screened in back porch setup for outdoor entertainment. TV installation perfect for summer evenings to sit outdoors and relax to your favorite show. Fully fenced in backyard with plenty of room for your furry friends and a great area for children to play. Back patio with tons of space for outdoor cookouts. Second garage can be converted into the perfect gym/workout area.

204 Haldane Dr, Southern Pines

Courtesy of Exclusive Realty & Property Management, LLC

Buyer Representative Meese Property Group, LLC

$396,400
4 Beds ⋅ 3 Baths ⋅ 100523259 MLS
Brand New Construction Just Minutes from Downtown Southern Pines! Positioned in an emerging area with strong potential for growth Welcome to 544 S Stephens Street — a beautifully designed 4-bedroom, 3-bath home offering over 2,350 heated sq ft of stylish living space. Conveniently located just minutes from downtown and right around the corner from the new Target shopping center, community pool, park, and baseball fields — this home offers both lifestyle and location. The main floor features a spacious open-concept layout with a 16'x20'6'' great room, modern kitchen with island, and a guest bedroom with full bath — perfect for visitors or a home office. The kitchen is equipped with a stainless steel appliance package, including a gas cooktop and oven. Upstairs, the large primary suite includes a private bath and walk-in closet. Two additional bedrooms share a full bath, and the laundry room is centrally located for convenience. Relax on the covered screened in back porch, ideal for enjoying cool North Carolina evenings. Nestled on a wooded lot with a 2-car garage, this energy-efficient home checks all the boxes. No HOA City water & sewer Energy-efficient construction

544 S Stephens St, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Compass North Carolina, LLC The Coley Group Inc

$395,000
4 Beds ⋅ 3 Baths ⋅ 100581119 MLS
Discover the perfect combination of space, comfort, and location in this beautiful brick home just a few blocks from Downtown Southern Pines. Nestled on a quiet street in a desirable neighborhood, this home offers room for everyone with a flexible floor plan and plenty of indoor and outdoor living space. Priced more than $10,000 below appraised value, in its current condition, this home offers exceptional value and an opportunity to remodel the home to your specifications and budget. The home is being sold ''as is''. The main level features four bedrooms and two full bathrooms, along with a spacious living room, dining room, and family room. Whether you're hosting family gatherings or enjoying a quiet evening at home, you'll appreciate the multiple living areas designed for everyday comfort. An oversized two-car garage provides plenty of room for vehicles, storage, and hobbies. The full basement offers incredible additional space and endless possibilities. Here you'll find a huge recreation room perfect for a game room, home theater, fitness area, or playroom. The lower level also includes a craft room or workshop and a private office that could easily serve as a fifth bedroom, and a full bathroom, making it ideal for guests, working from home, or multi-generational living. Step outside to enjoy the private backyard featuring a large deck and attractive slate patio. These outdoor spaces are perfect for grilling, entertaining, gardening, or simply relaxing in a peaceful setting. Location is one of this home's greatest features. Just minutes from Downtown Southern Pines, you'll enjoy convenient access to locally owned restaurants, coffee shops, breweries, boutique shopping, parks, and community events. Golf courses, schools, grocery stores, and healthcare facilities are all nearby. Schedule your private showing today! Seller owns the lot BEHIND the house. They will sell with a first right of refusal to the buyer of the house, PID # 00032636, asking $150,000.

325 Lupin Pl, Southern Pines

Courtesy of Coldwell Banker Advantage-Southern Pines

Buyer Representative Keller Williams Pinehurst

$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

Courtesy of A Place in the Pines Realty LLC

Buyer Representative Love Pines Realty

$395,000
4 Beds ⋅ 4 Baths ⋅ 100563299 MLS ⋅ Longleaf CC BLDG.
Move right in! Open Floorplan with tall ceilings and wonderful windows to allow the natural light to fill the rooms with sunshine. Lots of upgrades and end unit with carport and storage closets. First floor foyer opens to long views of windows and outside vistas. Master bedroom and second bedroom/office on the first floor. Situated on a large pond (water currently drained and not yet repaired - no finish date available). First floor deck and lower level deck provide outdoor enjoyment for morning coffee or afternoon cocktails. Upstairs is the 3rd bedroom/bath, loft area and walk in storage for Christmas decorations, luggage etc. The lower level has second family room, 4th bedroom and bath, plus deck. Longleaf Country Club, home of U.S. Kids Golf, is perfectly situated between Pinehurst, NC and Southern Pines, NC. Just over a mile to the College, Library, Shopping etc. Easy drive to Fort Bragg. Floorplan including lower level will be online within the week. Call Longleaf CC for membership options. Longleaf CC membership NOT INCLUDED IN PURCHASE PRICE.

179 N Knoll Rd, Southern Pines

Courtesy of Lin Hutaff's Pinehurst Realty Group

Buyer Representative Maison Realty Group

$395,000
3 Beds ⋅ 3 Baths ⋅ 100548739 MLS
A RARE SINGLE FAMILY ON ACREAGE IN SOUTHERN PINES HORSE COUNTRY! Seldom do you find a 3BR/2.5BA home tucked away on 2.38 acres in a tranquil neighborhood of other homes & horse farms convenient to town, Fort Bragg & historic Weymouth Woods Nature Preserve. Enjoy the miles of maintained trails for hiking, bird watching, dog walking & simply enjoying nature in the Sandhills. Built in 1967, the brick home features oak hardwoods throughout much of the main Living Area & BR's. Tiled Kitchen has eating area & adjoins the Family Room with fireplace. A later addition has Office, which has been used as a 4th BR, Laundry/1/2 Bath & Mud Room. Glass-enclosed porch & deck overlook the backyard pasture which is fenced with 3-rail board fencing with no-climb wire (suitable for large-breed dogs) and 2 pasture gates for equipment access. Within the rear fenced pasture is a combination Barn/Workshop/Single Car Garage/Aluminum Mower Shed which was used by the previous owner to build custom horse carriages for his many friends & customers worldwide. New well in 2006. Septic permitting 3BR's is 1995. Plug-in professionally wired home generator. With some renovation & imagination, this well-loved home can be turned into an updated charmer. Seller is offering a $15,000 credit to Buyer at Settlement!

145 Valhalla Rd, Southern Pines

Courtesy of Innovate Real Estate and Auction, LLC.

Buyer Representative Innovate Real Estate and Auction, LLC.

$389,000
4 Beds ⋅ 3 Baths ⋅ 100570014 MLS
This beautiful 4-bedroom, 2.5-bath home offers modern comfort and stylish finishes throughout. Featuring durable luxury vinyl plank (LVP) flooring on the main level, the home combines elegance with easy maintenance. The kitchen is a standout with sleek granite countertops, stainless steel appliances, and an open-concept layout that flows seamlessly into the living and dining areas--perfect for entertaining. The main-level primary suite provides convenience and privacy, complete with ample space and a well-appointed ensuite bath. Relax in the inviting living room with a cozy gas fireplace, creating the ideal space for gatherings or quiet evenings at home. Upstairs, you'll find additional spacious bedrooms ideal for family, guests, or a home office and a full bath. Step outside to enjoy a fully fenced backyard, offering privacy and plenty of room for outdoor activities, pets, or gardening. This home blends functionality and charm, making it a must-see!

135 Wayland St, Southern Pines

Courtesy of Everything Pines Commercial

Buyer Representative Meese Property Group, LLC

$385,000
4 Beds ⋅ 3 Baths ⋅ 100575866 MLS
Built in 2023 and better than new, this stunning 4-bedroom, 3-bath home is tucked away on a quiet cul-de-sac in a beautiful neighborhood just minutes from Southern Pines and the Weymouth Trailhead. Thoughtfully designed with both comfort and functionality in mind, the main floor features a spacious flex room and private study--perfect for a home office, playroom, or guest space. The open-concept kitchen is the heart of the home, showcasing a large center island, abundant cabinetry, and an oversized pantry ideal for storage and entertaining. Upstairs, the luxurious primary suite offers a spa-like bath and generous walk-in closet. Step outside to enjoy the back deck and patio overlooking raised flower beds and a peaceful backyard setting. With modern finishes, like-new construction, and an unbeatable location near shopping, dining, and outdoor recreation, this home offers the perfect blend of style, convenience, and tranquility.

710 Hayworth Ct, Southern Pines

Courtesy of Maison Realty Group

Buyer Representative Everything Pines Partners LLC

$385,000
3 Beds ⋅ 3 Baths ⋅ 100570229 MLS
Discover the charm and convenience of downtown Southern Pines in this beautifully updated home offered at a great price. Freshly painted throughout, this property welcomes you with a bright, clean feel and a thoughtfully designed floorplan that flows effortlessly from room to room. The kitchen shines with granite countertops and ample space for cooking and gathering, while the attached garage adds everyday practicality. Step outside to a brand new deck--perfect for entertaining or relaxing--and enjoy the privacy of a fenced backyard complete with a handy storage shed.Inside, the spacious master suite offers a true retreat, featuring a large walk-in closet and room to unwind in comfort. Beyond the home itself, the lifestyle is what truly sets this property apart--just a short walk brings you to local shops, restaurants, parks, and pubs. Whether you're enjoying a morning coffee downtown or an evening out with friends, this location puts everything you love about Southern Pines right at your doorstep.

520 W Connecticut Ave, Southern Pines

Courtesy of Realty World Properties of the Pines

Buyer Representative Keller Williams Pinehurst

$384,000
2 Beds ⋅ 2 Baths ⋅ 100556273 MLS
Price Improvement of $20k! Welcome to 311 N Saylor! A property that represents the quaint cottage style so often seen throughout Southern Pines. This home was the primary residence of the current owners who then turned it into a profitable short-term rental. Proof of profitability available upon request. Whether you are looking to invest in a rental property or make this your primary residence, 311 N Saylor has the qualities to fit your needs. Being walkable to downtown Southern Pines, you or your guests will find some of Moore County's best restaurants and shops. On the property, you will find a well constructed, fully fenced in back yard which includes a detached single car garage - perfect for extra parking, storage, or other entertainment space. Additionally, there is a private patio looking over an expansive back yard not often seen in downtown properties. Inside, is a very modern layout with updated features and appliances. The floor plan is efficient where the living room, dinning, and kitchen flow right into own another and the bedrooms have just enough privacy. At the back of the home, you'll pass through a kitchen with a beautiful island to find that there is a dedicated laundry space just before you reach the access to the private patio. All furniture on the property will convey at closing and there is also an assumable VA loan available for qualified buyers.

311 N Saylor St, Southern Pines

Courtesy of Village of Pinehurst Rentals, LLC

Buyer Representative Keller Williams Pinehurst

$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

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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 .

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