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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Southern Pines Market — Move-Up Homes Comparison

Live MLS data — citywide vs. Move-Up Homes

Southern Pines
Move-Up Homes
inventory
Active Listings
226
8
Sold (Past 6 Mo.)
260
8
Under Contract
20
0
pricing
Avg. List Price
$636,885
$481,588 ↓ 24%
Cost / Sq. Ft.
$250
$255
typical home
Living Area
2,509 ft²
1,850 ft² ↓ 26%
Avg. Beds
3.5
3.5
Avg. Baths
3.1
3.1
Days on Market
107
54 ↓ 50%

Move-Up Homes in Southern Pines: Market Data

Data as of (MLS snapshot; listings below update live)

As of October 20, 2026, Dark Horse Group's review of MLS data shows 8 active listings for Southern Pines move-up homes. That is about 4% of the 226 active listings in Southern Pines across every property type. Over the past six months, 8 listings in this search sold.

Move-Up Homes in Southern Pines, NC, October 20, 2026
MeasureValue
Active listings8
All active listings in Southern Pines, every property type226
Sold, past six months8

Move-Up Homes in other cities

Market questions

How many Southern Pines move-up homes are on the market?

There were 8 Southern Pines move-up homes for sale as of October 20, 2026, based on Dark Horse Group's review of MLS data.

How do Southern Pines move-up homes compare with other cities?

As of October 20, 2026, there were 8 Southern Pines move-up homes for sale. In the same search, Sanford had 14 move-up homes for sale at a median list price of $325,000, Spring Lake had 13 move-up homes for sale at a median list price of $380,000 and Vass had 9 move-up homes for sale.

How many Southern Pines move-up homes sold recently?

8 Southern Pines move-up homes sold in the six months before October 20, 2026.

How do Southern Pines move-up homes compare with all active listings in Southern Pines?

As of October 20, 2026, there were 8 Southern Pines move-up homes for sale, out of 226 active listings in Southern Pines across every property type.

Listing data courtesy of the local Multiple Listing Service.

Next Steps in Southern Pines, NC

View All Southern Pines NC Move-Up Homes Listings

323 Blantons St, Southern Pines
$530,000
3 Beds ⋅ 3 Baths ⋅ 100608523 MLS
Freshly painted & Move-in Ready! Nearly new - built in 2020 - This 3-bedroom, 3-bath home with a bonus room sits on a corner lot in The Cottages on May, just outside downtown Southern Pines. Its vaulted ceilings, abundant natural light, and a gas-log fireplace create a welcoming place to gather or settle in for a quiet evening. The gourmet kitchen has a luxurious feel and features quartz countertops, a large center island, abundant prep space, and seating that keeps the conversation going. You won't find any carpet and a tankless water heater adds everyday convenience for those long hot showers! The gorgeous main-level primary suite is a relaxing retreat, complete with a large walk-in shower and a Japanese soaking tub made for those ''Calgon, take me away'' days. A second bedroom and full bath downstairs offer flexibility, while the laundry room/mudroom is a handy spot to drop bags and kick off shoes. Upstairs, a third bedroom, full bath, and separate bonus room open up the possibilities!! Create a guest getaway, home office, movie room, workout space, or maybe a hangout with room to spread out - your vision can come alive! The fully fenced backyard is ready for more than a quick trip outside. Enjoy coffee on the covered rear porch, dinner on the newly added stone patio, or an evening under the stars, with HOA-included lawn care keeping weekend upkeep to a minimum. The insulated detached garage adds space for storage, hobbies, or a workshop. The neighborhood pool and clubhouse are a short walk away, with a playground and streets to explore on foot or by bike. Head downtown for coffee, shopping, or dinner, explore the trails at nearby Weymouth Woods, or enjoy the surrounding horse country. Convenient access to Fort Bragg rounds out the location. This is the one you've been searching for!

323 Blantons St, Southern Pines

Courtesy of LPT Realty

246 Luss Ln, Southern Pines
$579,000
4 Beds ⋅ 3 Baths ⋅ 100604428 MLS
Discover the charm and elegance of this stunning 4-bedroom, 3-full-bath cottage, nestled in The Cottages at Midland in the prestigious Talamore Golf Club. This property seamlessly blends comfort with luxury, showcasing exquisite details throughout. As you enter, you're greeted by the warmth of coffered ceilings that add a sophisticated touch to the living areas. The inviting living room features built-in cabinetry with a beautiful stacked stone fireplace which leads into a light filled Carolina room perfect for relaxing. This thoughtfully designed home offers three spacious bedrooms on the main level, ensuring convenience and accessibility. Upstairs, you'll find a private bedroom suite complete with a full bath, ideal for guests or as a serene retreat over the two-car garage. The heart of the home is the gourmet kitchen, equipped with a stunning island that serves as both a functional workspace and a gathering spot. Gorgeous cabinets with convenient pull-outs and elegant granite countertops enhance the culinary experience, making it a dream for any home chef. The dining area off of the kitchen with trey ceilings is the perfect spot for gathering and hosting guests. Plus, the home is hooked up to natural gas, providing efficient and reliable energy for cooking and heating. Retreat to the luxurious primary bedroom, featuring not just one, but two generous double walk-in closets for ample storage and organization. The attached primary bathroom is a true sanctuary, featuring double sinks, a beautifully tiled walk-in shower, and a separate water closet for added privacy and convenience. With its exceptional details and prime location, this cottage offers a lifestyle of comfort and elegance in Talamore Golf Club. This move-in ready Cottages at Midland home is ideal if you're looking for a mostly one level living property. Schedule your showing today!

246 Luss Ln, Southern Pines

Courtesy of Keller Williams Pinehurst

261 Springwood Way, Southern Pines
$524,900
3 Beds ⋅ 3 Baths ⋅ LP765308 MLS
Look no further! VA assumable loan at 5.75% 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!Up to $3,000 credit with preferred lender Rita Hairston with CrossCountry mortgage (910) 690-5511

261 Springwood Way, Southern Pines

Seller Representative KELLER WILLIAMS REALTY (FAYETTEVILLE)

261 Springwood Way, Southern Pines
$524,900
3 Beds ⋅ 3 Baths ⋅ 765308 MLS
Look no further! VA assumable loan at 5.75% 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! Up to $3,000 credit with preferred lender Rita Hairston with CrossCountry mortgage (910) 690-5511

261 Springwood Way, Southern Pines

Courtesy of KELLER WILLIAMS REALTY (FAYETTEVILLE)

785 N May St, Southern Pines
$689,000
4 Beds ⋅ 4 Baths ⋅ 100585657 MLS
LIMITED-TIME BUYER INCENTIVE! NOW THROUGH OCTOBER 11TH! SELLER IS OFFERING $25,000 TOWARD CLOSING COSTS, INTEREST RATE BUY-DOWN OR UPGRADES! Contact Listing Agent for complete details and preferred lender information. HOME IS COMPLETE & MOVE-IN READY! This beautiful NEW CONSTRUCTION home offers the perfect blend of modern comfort, flexible living space and an unbeatable Southern Pines location. Just minutes from Downtown Southern Pines, enjoy easy access to First Friday events, the Saturday Farmers Market, local shopping, dining, coffee shops, ice cream, Sunrise Theater, parks, playgrounds and tennis courts. Inside, the home features impressive 10-foot ceilings on the main level, a spacious open-concept layout, 2-inch faux wood blinds and a gourmet kitchen designed for both everyday living and entertaining. With 4 generously sized bedrooms and 3.5 bathrooms, this thoughtfully designed floor plan offers plenty of room for guests, a home office or additional flex space. The detached garage adds even more versatility and is perfect for a home gym, workshop, studio, hobby space or additional storage. The home also includes up to a 10-year home warranty, providing added peace of mind for the next owner. COMPLETE, MOVE-IN READY AND AVAILABLE NOW! Take advantage of this limited-time $25,000 seller incentive and enjoy brand-new construction just minutes from everything Downtown Southern Pines has to offer. Contact the Listing Agent today for complete incentive details and to schedule your private showing.

785 N May St, Southern Pines

Courtesy of Carolina Property Sales

84 Cypress Cir, Southern Pines
$315,000
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

Buyer Representative

84 Cypress Circle, Southern Pines
$315,000
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

Buyer Representative REALTY WORLD PROPERTIES OF THE PINES

84 Cypress Cir, Southern Pines
$315,000
3 Beds ⋅ 3 Baths ⋅ 100582552 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

Courtesy of Love Pines Realty

Buyer Representative Realty World Properties of the Pines

108 James Creek Rd, Southern Pines
$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

980 W Hedgelawn Way, Southern Pines
$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

44 Village Green Cir, Southern Pines
$290,000
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

Buyer Representative Fore Properties

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