View All Southern Pines NC Move-Up Homes Listings

$330,000
3 Beds 3 Baths LP764592 MLS
A pristine three-bedroom townhouse in the Cypress Creek subdivision of Southern Pines . A property that delivers two things most buyers believe they have to choose between: the energy of in town living and the quiet of waking up to open water. This is not a home that has been worn in. The single owner is active duty military and has spent the majority of the past several years deployed, meaning 84 Cypress Circle has been maintained with discipline and inhabited with care. What you walk into is a townhouse that feels nearly untouched -- two stories, three bedrooms, two-and-a-half baths, 1,443 square feet of well-kept, move-in-ready space. ''You don't find pond views in Midtown Southern Pines. You certainly don't find them alongside a dry, roomy crawl space big enough for kayaks, paddleboards, and every piece of gear that fits your outdoor life. This one is different.'' Step through the back door and the pace of the day changes. Powell's Pond sits just beyond the property line, and the view it offers is the kind that gets photographed on morning walks, green tree canopies heavy with Carolina summer, white egrets moving slowly across the water, deer slipping in and out of the treeline as the light shifts. Squirrels, rabbits, and songbirds fill the nature. It is a backyard that reminds you why you moved to the Sandhills. Yet this address keeps you inside Southern Pines' most convenient location. Cypress Creek sits squarely in the Midtown stretch, placing residents within easy reach of the restaurants, hardware stores, boutiques, and community gathering places that give this town its character. The parade route runs close. The train that cuts through historic downtown is minutes away. This is the rare address where you can watch herons from your own back patio and still be a 5 minute drive to dinner. Under the townhouse sits one of the most practical and unusual features on the market right now: a clean, dry, roomy crawl space purpose-built for serious storage. The current owner has used it throughout his ownership to stow outdoor gear -- kayaks, camping equipment, sporting goods, and it shows. Well maintained and genuinely accessible, this is the kind of space that changes how an active household actually lives. Your outdoor life has a home here.

84 Cypress Cir, Southern Pines

Seller Representative LOVE PINES REALTY

$330,000
3 Beds 3 Baths 764592 MLS
A pristine three-bedroom townhouse in the Cypress Creek subdivision of Southern Pines . A property that delivers two things most buyers believe they have to choose between: the energy of in town living and the quiet of waking up to open water. This is not a home that has been worn in. The single owner is active duty military and has spent the majority of the past several years deployed, meaning 84 Cypress Circle has been maintained with discipline and inhabited with care. What you walk into is a townhouse that feels nearly untouched -- two stories, three bedrooms, two-and-a-half baths, 1,443 square feet of well-kept, move-in-ready space. ''You don't find pond views in Midtown Southern Pines. You certainly don't find them alongside a dry, roomy crawl space big enough for kayaks, paddleboards, and every piece of gear that fits your outdoor life. This one is different.'' Step through the back door and the pace of the day changes. Powell's Pond sits just beyond the property line, and the view it offers is the kind that gets photographed on morning walks, green tree canopies heavy with Carolina summer, white egrets moving slowly across the water, deer slipping in and out of the treeline as the light shifts. Squirrels, rabbits, and songbirds fill the nature. It is a backyard that reminds you why you moved to the Sandhills. Yet this address keeps you inside Southern Pines' most convenient location. Cypress Creek sits squarely in the Midtown stretch, placing residents within easy reach of the restaurants, hardware stores, boutiques, and community gathering places that give this town its character. The parade route runs close. The train that cuts through historic downtown is minutes away. This is the rare address where you can watch herons from your own back patio and still be a 5 minute drive to dinner. Under the townhouse sits one of the most practical and unusual features on the market right now: a clean, dry, roomy crawl space purpose-built for serious storage. The current owner has used it throughout his ownership to stow outdoor gear -- kayaks, camping equipment, sporting goods, and it shows. Well maintained and genuinely accessible, this is the kind of space that changes how an active household actually lives. Your outdoor life has a home here.

84 Cypress Circle, Southern Pines

Courtesy of LOVE PINES REALTY

$760,000
5 Beds 3 Baths 100569748 MLS
Tucked into the established James Creek community in Southern Pines, this five bedroom plus bonus room home sits on 1.35 acres and offers a rare blend of privacy, flexibility, and everyday livability, set against a backdrop of mature pines and natural landscape that immediately feels like an escape. If you have been searching for homes for sale in Southern Pines NC that offer space, privacy, and a functional layout, this one stands out. From the moment you arrive, the home's classic exterior and inviting front entry set a quiet, welcoming tone. Inside, the foyer opens to light filled spaces with clean lines, detailed trim work, and a layout that balances openness with defined living areas. Just off the entry, a cozy sitting room creates the perfect place to unwind or gather, while the main living area opens up to a spacious, connected flow designed for both everyday living and entertaining. The living room is anchored by a fireplace with custom built ins, creating a natural focal point, while expansive windows bring in soft, filtered light from the surrounding trees. At the heart of the home, the kitchen is both functional and inviting, featuring granite countertops, ample cabinetry, stainless steel appliances, and a large center island with bar seating. It seamlessly connects to a casual dining area framed by windows overlooking the backyard, making it a space that truly lives well day to day. For buyers looking for a move in ready home in Southern Pines with an open concept kitchen and living space, this layout delivers. For more formal gatherings, a dedicated dining room offers a refined setting with timeless details and natural light. The main level primary suite provides a comfortable and private retreat, complete with an en suite bath and easy access to the main living areas, ideal for both convenience and long term flexibility. Homes with a primary suite on the main level in Southern Pines NC are always in demand, and this one offers both function and privacy. Upstairs, additional bedrooms are thoughtfully spaced, offering room for family, guests, or work from home needs. In addition to the five bedrooms, the bonus room provides even more flexibility and features custom built ins, currently used as a playroom but easily adaptable as a media room, office, or additional living space. Outside, the setting truly shines. Set on 1.35 acres and surrounded by mature trees, the property offers a level of privacy that is increasingly hard to find, while still providing usable space to relax, play, or entertain. Thoughtfully designed landscape lighting enhances the exterior in the evening, creating a warm and inviting atmosphere that extends the living experience beyond the interior. Ideally positioned, the home is also walkable to Weymouth Woods Sandhills Nature Preserve, offering easy access to miles of scenic trails and one of the area's most loved outdoor escapes. If you are looking for a home with a private, wooded lot in Southern Pines, this setting is hard to replicate. With a layout that adapts to the way you live, five bedrooms plus a bonus room, custom built ins, and a setting that feels tucked away yet close to everything Southern Pines has to offer, this home delivers a balance of space, comfort, and lifestyle that is hard to replicate

108 James Creek Rd, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Pineland Property Group LLC

$650,000
4 Beds 4 Baths 100564324 MLS
Welcome home to 980 W Hedgelawn Way--where modern style meets everyday comfort with a little extra flair. Built in 2023, this meticulously kept, turn key, 4-bedroom, 3.5-bath home offers over 2,900 square feet that feels both fresh and functional. From the moment you step inside, you will notice the elevated touches--durable LVP flooring, stylish finishes, and a layout that just flows. The kitchen is truly the heart of the home, featuring a massive island, with a gorgeous porcelain farm house sink, that makes both cooking and cleaning feel a little more luxurious. You will love the gas stove, with a sleek retractable vent hood. Add in smart upgrades like fan timers and a dual-zone heating and air system, and you have got comfort dialed in year-round. Hosting guests? You're covered with a private guest en suite, giving visitors their own comfortable retreat. And outside--this one's special; a fully fenced in yard, with the backyard gate that leads directly to the Weymouth Woods trails. This upgrade makes it incredibly easy to step out for a walk, run, or peaceful nature escape anytime. Plus, the Weymouth trailhead is just up the street! This backyard also features already built garden beds, perfect for anyone ready to grow their own herbs, flowers, or vegetables from day one! Additional perks you will love: Hardie siding for durability and curb appeal, Owned propane tank, The garage floor is professionally epoxied and flaked. Garage storage racks already installed for easy organization, Doggy door has been installed for your furry friend, Location? It doesn't get much better. You're perfectly positioned for an easy commute to Southern Pines, Pinehurst, and Fort Bragg--close to everything, yet tucked into a peaceful setting. This like new home is equal parts stylish, practical, and fun--ready for you to move in and make it your own!

980 W Hedgelawn Way, Southern Pines

Courtesy of Pineland Property Group LLC

Buyer Representative Keller Williams Pinehurst

$313,000
4 Beds 3 Baths 100545274 MLS
Charming 4BR/3BA Townhome in Village Green - Freshly Updated, Perfectly Located, and Ready to Move In! Welcome to a carefree lifestyle! Outside maintenance and yard is taken care of, allowing you more time to do the things you want to do! This beautiful townhome in the sought-after Village Green 55+ community is on the market with fresh updates that truly elevate its charm. Just minutes from Southern Pines, Pinehurst, the local senior center, and the Sandhills Community College Performing Arts Center, this home now features new flooring in select areas and a fresh coat of paint where it counts, giving it a bright and welcoming feel. Step inside to find a host of upgrades, including custom cabinets with soft-close doors, pull out drawers, stainless steel appliances, and wireless blinds. The kitchen and climate-controlled Carolina room boast stylish tile flooring, and you can unwind with beautiful sunsets from both the Carolina room and the living room. The main-level master suite offers a low-entry walk-in shower with a seat for easy access. The second downsatirs bedroom is ample in size w/ a large closet and adjoins the guest bath. Upstairs you'll find two spacious bedrooms and a full bath—ideal for guests, grandkids, or flexible living space. The community's concrete sidewalks connect beautifully landscaped areas, making it easy to stroll and meet your neighbors without walking in the street. For those coming from up north, say goodbye to shoveling snow and enjoy a milder climate without the intense heat of Florida. Plus, you'll love Southern Pines' charming, locally sourced restaurants, family-owned shops, and a calendar full of events—think live music, parades, and wine tastings. This is the perfect spot to experience the best of an active, social 55+ lifestyle in a vibrant and welcoming community. Don't miss out on this spacious and inviting home—schedule your visit today and see why Village Green living is truly something special!

44 Village Green Cir, Southern Pines

Courtesy of eXp Realty

$563,000
3 Beds 2 Baths 100397768 MLS
Welcome to your dream home on the Longleaf Country Club golf course! This stunning one-story brick residence boasts timeless elegance and modern upgrades, making it a true gem in the neighborhood. With 3 bedrooms and 2 baths, this home offers the perfect blend of luxury and comfort for you and your family. Step inside to discover a world of sophistication and class. The interior has been thoughtfully designed with exquisite taste, featuring tile showers that add a touch of opulence to your daily routine. Prepare to be enchanted by the charm of plantation shutters, which not only enhance privacy but also add a touch of Southern grace to each room. The seamless flow between the rooms and wide doorways create a welcoming environment, making it an ideal home for aging in place. One of the standout features of this property is the convenience of an elevator in the garage, providing easy access to the main level. This thoughtful addition ensures you can effortlessly move between levels, offering unparalleled convenience for all ages. Imagine waking up every morning to breathtaking views of the Longleaf Country Club golf course from your tiered back deck with a brick patio and Trex style decking. This picture-perfect setting invites you to relax and unwind, whether you're sipping your morning coffee or enjoying a sunset with loved ones. This home has been meticulously maintained and updated, boasting all the upgrades you desire. Its immaculate condition makes it better than new, saving you the time and effort of renovations. From the elegant kitchen with an induction range top to the charming plantation shutters, every detail has been carefully considered. Don't miss this opportunity to own your slice of paradise on the Longleaf Country Club golf course. Experience the epitome of luxury living in a beautiful one-story brick home with all the modern comforts and scenic golf course views.

104 Steeplechase Way, Southern Pines

Courtesy of Nexthome In The Pines

Buyer Representative Front Runner Realty Group

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Southern Pines, NC · Curated MLS Search

Move-Up Homes in Southern Pines, NC

An editorially curated view of every active move-up homes listing in Southern Pines, NC. Updated in real time from the local MLS, presented without the noise.

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