Southern Pines Homes with Fenced Fencing

Welcome to Southern Pines, North Carolina – a charming town nestled in the heart of Moore County, where Southern hospitality meets a vibrant community spirit. Known for its picturesque landscapes, Southern Pines boasts a rich history and a unique blend of small-town charm and modern conveniences. With its tree-lined streets, quaint shops, and delightful eateries, this town is a haven for those seeking a relaxed lifestyle.

Southern Pines is renowned for its beautiful parks and recreational opportunities, making it an ideal place for families and outdoor enthusiasts. The area is surrounded by stunning golf courses, scenic trails, and the breathtaking beauty of the Sandhills region. Whether you’re strolling through the historic downtown or exploring the lush green spaces, there’s always something to enjoy in this delightful community.

For those considering a move to Southern Pines, you'll find an array of homes that cater to diverse lifestyles, including properties featuring fenced yards. Imagine having your own private oasis, where children can play freely, pets can roam safely, and you can entertain friends and family in a secure environment. Homes with fenced yards are not only practical but also offer a sense of privacy and comfort in this welcoming community.

With its excellent schools, friendly neighbors, and a strong sense of community, Southern Pines is more than just a place to live; it’s a place to thrive. Explore the possibilities of making Southern Pines your home, and discover the joys of life in this enchanting town!

Newest Southern Pines Homes with Fenced Fencing

$537,900

3 Beds ⋅ 3 Baths ⋅ 100586306 MLS

Look no further! This charming cottage-style home perfectly blends timeless character with modern convenience. Relax on the inviting front porch before stepping inside to an open floor plan designed for comfortable everyday living and effortless entertaining. The gourmet kitchen is a chef's dream, featuring quartz countertops, a beautiful designer backsplash, pantry, a pot filler, stainless steel appliances, including a gas stove, and plenty of workspace. The spacious living room is centered around a cozy fireplace, creating the perfect gathering space. Upstairs, the primary suite offers a private retreat with its own balcony and a custom closet organization system designed for optimal storage. Throughout the home, you'll find luxury vinyl plank flooring and no carpet. One secondary bedroom features custom built-in desks and shelving, making it ideal for a home office or study space. Additional highlights include a functional mudroom complete with a dog wash station, an oversized detached garage equipped with its own heating and cooling unit, and a fenced backyard with a patio that's perfect for entertaining, grilling, or simply relaxing outdoors. Offering 3 bedrooms and 2.5 bathrooms, this beautifully designed home is nestled in a highly desired community featuring a neighborhood pool, clubhouse, and playground. Combining timeless cottage charm, upscale finishes, and thoughtful upgrades throughout, this move-in-ready home is one you won't want to miss!

261 Springwood Way, Southern Pines

Listing courtesy of Keller Williams Realty-Fayetteville. Contact:

$449,000

4 Beds ⋅ 4 Baths ⋅ 100582801 MLS

Welcome to 340 Clearfield Lane in Southern Pines, a move-in-ready cottage-style home offering 4 bedrooms with potential for a 5th bedroom, 3.5 bathrooms, and 2,778 square feet of flexible living space on a generous 0.54-acre lot. Designed for comfortable family living and effortless entertaining, this home features a highly desirable finished walk-out basement that serves as an ideal guest suite, multigenerational living space, home office, recreation area, or potential fifth bedroom. The fenced backyard provides privacy and room to play, while the screened porch and freshly painted deck create inviting spaces to enjoy the wooded surroundings year-round. Extensively updated, this home offers peace of mind with a new roof (2026), fresh interior paint throughout (2026), refinished deck paint (2026), new flooring throughout including hardwood floors on the main and upper levels, luxury vinyl plank flooring in the basement (2025), a new dishwasher (2025), and washer and dryer (2024). The thoughtful layout supports today's lifestyle needs, whether you're working from home, hosting gatherings, or accommodating a growing family. An attached one-car garage and abundant additional parking provide convenience for residents and guests alike. Located in an established, walkable, family-friendly neighborhood, you'll enjoy easy access to downtown Southern Pines and the convenience of walking to Sandhurst Park. Combining charm, space, updates, and location, this home offers exceptional value in one of Southern Pines' most desirable settings.

340 Clearfield Ln, Southern Pines

Listing courtesy of eXp Realty. Contact:

$730,000

4 Beds ⋅ 3 Baths ⋅ 100581732 MLS

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

335 Swoope Dr, Southern Pines

Listing courtesy of Sandhill Realty/Aberdeen. Contact:

$2,750,000

4 Beds ⋅ 6 Baths ⋅ 100581549 MLS

James Creek Farm is one of the most magnificent Luxury Equestrian Estates in the Sandhills and is attractively priced for a quick sale at $2,750,000. 40 tranquil acres of established pastures, woodlands & native plantings, up to 3 miles of private trails once existed, contiguous to Weymouth Woods Nature Preserve State Park trails with easy access to the Walthour Moss Foundation trail system. This is one of several RE zoned properties surrounded by R-30 zoned parcels. Extensive renovations of the 5,000+ SF (5BR's/4+BA's) main house over the years, 14-16 stall barn, 2 guest cottages: 3BR/2BA 1,800 SF on second floor with raised deck and 2BR/1BA with 800+ SF on main level (they share washer and dryer inside attached garage) equipment storage, pool, and old tennis court. Formerly owned by the RJ Reynolds family this property has quite a history. The beauty of the property and landscape are truly extraordinary. Superb English courtyard style barn with hand forged hardware has: 14 (12x12) stalls, 2 additional foaling stalls (12x16), paneled tack room, feed room, washroom, lavatory, wash stall, and 5,000 Sq. Ft. hay loft/storage. 4 paddocks with room for more, run-in shed, shavings bin, water to all pastures. This farm was once used for carriage training with a large ring, cross country trails and hazards. Ample room for all disciplines. The main residence is set up for privacy with both formal and informal living areas and a 48' x 24' vaulted great room with massive wood-burning fireplace that is perfect for entertaining. Both guest cottages have received extensive renovations over the years. A generator serves one wing of the main house and also supplies power for the refrigerator and water heater. Other great features include cedar lined closets, built-ins in closets, double oven, drawer microwave, steam shower, brick floors, oak floors, original great room chandeliers, 30- and 50-amp hookups in equipment/horse trailer storage building. Main house heat pump is approx. 2-3 yo; all FP's have had the dampers replaced, newer flue liners and chimney caps; some windows have been replaced; water heater in guest cottage is approx. 4-5 yo; barn water heater is newer; newer stall floors and rubber mats; lower-level guest cottage has newer heat pump and ducts. No town taxes. Showings to pre-qualified, serious buyers begin on 06-19-26. New photos and drone will be added when available.

180 Valleyfield Ln, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$390,000

3 Beds ⋅ 3 Baths ⋅ 100577086 MLS

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

195 Pinebranch Ct, Southern Pines

Listing courtesy of Sandhill Realty/Aberdeen. Contact:

$1,560,000

4 Beds ⋅ 5 Baths ⋅ 100575295 MLS

Nestled on two private acres along prestigious Midland Road, this storybook 1928 white brick English Cottage offers a rare blend of timeless charm, nature, and thoughtful modern updates. Surrounded by mature dogwoods, blooming azaleas, perennial gardens, and trellised vines, the setting feels secluded and serene while remaining convenient to all Southern Pines has to offer. Located in the sought-after Knollwood neighborhood, known for its stately homes, large lots, and close proximity to Pine Needles, Mid Pines, and Knollwood golf courses, this home also carries a unique piece of local history as it was originally built for the son of famed Oakmont designer Henry Fownes. Inside, curated designer finishes and European influences create warmth and character throughout. Features include imported Portuguese tile, European light fixtures, Carrara Mist quartz countertops, and a Fulgor Milano 5-burner gas range. Original details such as marble flooring imported from England, hand-hewn beams, deep moldings, and hardwood floors blend beautifully with stylish additions made over the years. Offering close to 4,000 square feet with an additional 1,400 square feet of unheated living areas, the home provides an impressive amount of flexible space while still feeling inviting and comfortable. The outdoor spaces are equally impressive with a heated 40-foot in-ground pool, expansive patio areas, pool house with half bath, workshop space, and multiple private courtyards designed for relaxing or entertaining. The spacious primary suite features dual walk-in closets, a window seat with built-in storage, heated bubble tub, walk-in shower, and a stunning handmade beveled glass window. Just blocks from Whitehall Nature Preserve, this one-of-a-kind property offers privacy, history, character, and a lifestyle rarely found in Southern Pines

1335 Midland Rd, Southern Pines

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

$525,000

5 Beds ⋅ 2 Baths ⋅ 100574105 MLS

Extensively renovated home with a private in-ground pool, sunroom, finished basement and fenced backyard just minutes from Downtown Southern Pines. This move-in ready home offers the perfect combination of comfort, space, and entertainment. This home is filled with natural light and features a beautifully updated kitchen, modern finishes throughout, and flexible living areas ideal for today's lifestyle. Step outside to your own private backyard retreat with a sparkling in-ground pool, spacious fenced yard, and plenty of room for relaxing or entertaining family and friends. The finished basement provides additional living space perfect for a media room, home office, gym, or playroom. Conveniently located just minutes from Downtown Southern Pines, shopping, restaurants, golf courses, and everything the area has to offer, this home is a rare opportunity for buyers looking for a truly move-in ready property with exceptional outdoor living.

4084 Youngs Rd, Southern Pines

Listing courtesy of Compass Carolinas LLC. Contact:

$2,495,000

4 Beds ⋅ 5 Baths ⋅ 100567176 MLS

This is the one you have been searching for, an architectural masterpiece that redefines the very concept of a luxury estate. The crown jewel of Mid South, this property offers a level of curated sophistication and raw natural beauty that is simply irreplaceable; it is an ultra exclusive retreat where every line and every view has been engineered to take your breath away. The estate presence is immediate as you pull into the circular driveway, a private peninsula tucked at the end of a culdesac where the warm glow of gas lights on the front porch welcomes you home. Step through the grand entrance into a main level of over 3,000 square feet where soaring 12 foot coffered ceilings and rich 9 inch hardwoods meet vast windows that frame the landscape. The home is so flooded with natural light you will rarely need to turn the lights on, allowing the outdoors to serve as your primary decor. The kitchen serves as a culinary masterpiece featuring Thermador appliances, a hidden scullery, and an additional walk in pantry so every possession has its own dedicated place. A custom dumbwaiter serves the home, ensuring seamless service between levels for streamlined entertaining. The main living area flows beautifully from the kitchen into the family room and then directly out to the definitive highlight of the property, The Observatory. This unique circular, screened in retreat with integrated heaters and invisible cable railings suspends you above the landscape, providing a 250 degree panoramic sweep that looks down and out over the 16th tee and the shimmering water views. The main floor features a primary suite with dual walk in closets and a direct connection to the private laundry center. A sophisticated guest bedroom is tucked away to ensure total seclusion for your visitors. Descend to the basement walkout level entertainment hub where you will find a second full kitchen and the ultimate connoisseur's retreat: a temperature controlled wine cellar behind stunning glass arched doors, meticulously designed to house 648 bottles of your finest collection. This level features two additional bedrooms, both with attached full bathrooms, and a game room alongside a media area. The walkout level also features a premier fitness studio with a panoramic view of the golf course for serene morning workouts. Step out to your private oasis featuring a heated saltwater pool with a tanning ledge, a therapeutic hot tub, and a professional outdoor kitchen designed for grand scale hosting. The experience is anchored by over 1,200 square feet of garage space featuring extra large doors specifically designed for large vehicles and electric vehicle charging. This technical powerhouse is further protected by a whole home Generac generator, ensuring the estate remains fully operational in any conditions. Living in Mid South Club provides more than a home; it grants access to a world class lifestyle defined by a premier clubhouse and a vibrant social calendar. Residents enjoy the ultimate golf cart friendly community with access to championship courses and resort style amenities including tennis and swimming. This legacy entertaining estate offers a front row seat to the finest sunrise and sunset in the Sandhills.

4 Weaver Ct, Southern Pines

Listing courtesy of Vivid Property Group. Contact:

$279,000

3 Beds ⋅ 2 Baths ⋅ 100564762 MLS

Motivated seller! Check out this charming end-unit townhouse just steps from downtown Southern Pines! This inviting home features a fenced-in backyard with a private shed--perfect for storage, hobbies, or outdoor entertaining. Tucked among the pines, the backyard offers a peaceful, serene retreat. Enjoy easy living with the primary bedroom conveniently located on the main level or you could make it an incredible office/den! Take advantage of a walkable location to shops, dining, and local attractions, along with two designated parking spots. Basic cable and internet are included, and the home offers an easy commute to Ft. Bragg. A rare find combining comfort, charm, and unbeatable location!

735 N Bennett St Unit Unit C, Southern Pines

Listing courtesy of Everything Pines Partners LLC. Contact:

$739,000

4 Beds ⋅ 3 Baths ⋅ 100564728 MLS

Lovely ''cottage'' in Saddlebrooke Close to shopping, restaurants, the College, and Medical Facilities. 4 bedrooms with Primary BR on the main floor. Open upgraded kitchen with GE appliances and natural gas available with large island and ''formal'' dining room. Primary bedroom has beautiful ceramic shower and a soaking tub. True hardwood flooring on main floor. Yard is fully sodded and landscaped with irrigation and fenced rear yard. Tankless gas hot water and garage wired for EV charger. ''Sealed Crawlspace'' Please note: Seller may alter base plans on site. Property taxes based on pre-construction values. Some occasional airport traffic.

613 Jumper Ct, Southern Pines

Listing courtesy of Fore Properties. Contact:

$499,000

3 Beds ⋅ 2 Baths ⋅ 100563447 MLS

$6,000 Price Improvement! Welcome home to a hidden treasure in the heart of Downtown Southern Pines! The character and vibe of this 1930's cottage says it all from the original hardwood & brick floors to the craftsmanship of the Heart Pine wood-paneled LR walls, built-ins, rustic wood beams and slate roofs! The detached third-bedroom guest cottage offers a full bath, refrigerator & storage with privacy for family and guests. Perfect space for multipurpose use or an in-law suite! The charming main cottage offers 2 spacious BR's, each with walk in closets. A hallway butler's pantry houses kitchen items and other storage needs. Charming dining room overlooks a landscape filled with delightful seasonal colors and sounds! Outdoor living is an absolute treat on the spacious screened porch with quick access to living, dining and kitchen. Relax by the warmth of a natural gas fireplace, surrounded by cozy Heart Pine wood paneled living room walls. New energy efficient windows are found throughout the home! A secret English garden will delight your senses...where snapdragons keep company with ripening tomatoes on the vine. The home's gardens and lawn are beautifully maintained with an irrigation system throughout the landscape. Original brick lattice fencing frame heritage plantings, flowers and flowering shrubs and trees. Raised planting beds with young plants await summer's bountiful harvest. Enjoy an ever changing backdrop of lovely smells, colors and the sounds of nature from an inviting screened porch. A privacy fence surrounds the landscaped yard and detached storage shed, perfect for garden and/or workshop space. A brick lattice wall anchors the newer brick patio and was created to preserve the character of the original brick lattice fencing. Ample parking includes a circle drive and side parking for both the main & guest cottages! Enjoy all the conveniences of living within the vibrant Downtown community where shopping, restaurants and parks are just minutes away! Call for your personal tour of this unique property today! You'll leave with a feeling of home!

370 E Morganton Rd, Southern Pines

Listing courtesy of Sandhill Realty/Aberdeen. Contact:

$499,000

3 Beds ⋅ 2 Baths ⋅ 100563440 MLS

Great location between Pinehurst and Southern Pines! This charming home is nestled in the Longleaf golfing community at the end of a quiet cul-de-sac. The spacious deck overlooks a beautifully landscaped, fenced backyard--perfect for kids or pets. The open floor plan is ideal for entertaining, and the master suite offers two closets and an updated bath. Two additional bedrooms and a bathroom are situated on the opposite side of the house for added privacy. The welcoming kitchen and breakfast room look out onto the deck, while the open living room features built-in cabinets framing the fireplace. Plus, the home is handicap accessible.

30 Steeplechase Ct, Southern Pines

Listing courtesy of Rhodes and Co LLC. Contact:

Start Your Search

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.