Southern Pines Homes under $250,000

Welcome to Southern Pines, North Carolina – a charming town that beautifully blends Southern hospitality with a vibrant community spirit. Nestled in Moore County, Southern Pines is renowned for its picturesque landscapes, rich history, and a plethora of outdoor activities. With its tree-lined streets, historic architecture, and a thriving downtown area, this delightful town offers a unique lifestyle that appeals to families, retirees, and everyone in between.

Southern Pines is particularly well-known for its exceptional golf courses and access to nature, making it a haven for outdoor enthusiasts. Whether you enjoy hiking the scenic trails of nearby parks or perfecting your swing on the greens, this area has something for everyone. The town also hosts a variety of cultural events, art galleries, and quaint shops that add to its charm and community feel.

For those looking to call Southern Pines home, there are fantastic opportunities to find affordable housing options. With homes priced under $250,000, buyers can discover a range of properties that suit their needs and budgets. From cozy cottages to charming bungalows, the real estate market in Southern Pines offers a delightful selection for first-time homebuyers and those seeking a peaceful retreat.

With its friendly atmosphere, rich cultural heritage, and affordable housing, Southern Pines invites you to explore the possibilities of making this enchanting town your new home. Experience the warmth and charm of Southern Pines – where your dream home awaits!

Newest Southern Pines Homes under $250,000

$199,000

2 Beds ⋅ 3 Baths ⋅ 100607122 MLS ⋅ ACTIVE Status ⋅ 2,337 SqFt. ⋅ 1971 Year Built

Investors looking to flip or add to your portfolio - great northern Southern Pines location - easy access to RT 1 , set in a quiet neighborhood on a cul de sac street. Some renovations have been started much more is needed. Being sold as is. no inspections have been done 2 bedroom septic permit in documents.

212 Skyline Manor Rd, Southern Pines

$145,000

3 Beds ⋅ 1 Baths ⋅ 100597361 MLS ⋅ ACTIVE Status ⋅ 690 SqFt. ⋅ 1968 Year Built

Turnkey Investment Opportunity -- Brand-New Roof. Looking for an investment property that's already working for you? This three-bedroom, one-bath home is currently a stable, long-term rental with a Section 8 tenant in place -- offering an easy, seamless transfer to the new owner and immediate income from day one. A brand-new roof was just installed last week, giving you (and your tenant) years of worry-free coverage right out of the gate -- one major expense already checked off the list. Whether you're an investor looking to add a low-maintenance asset to your portfolio, someone eyeing a value-add opportunity to raise rents to market rate, or a flipper looking for your next project, this property offers flexibility to match your strategy. Keep the reliable rental income flowing, reposition it for higher returns, or renovate and resell -- the choice is yours. The neighborhood is on the move, with newer construction homes going up right across the street, adding to the long-term upside of the location. Don't miss your chance to see it in person -- showings begin August 22nd. Tenant to have 90 days to leave. Owners are RE BROKERS.

590 S Glover St, Southern Pines

$249,900

2 Beds ⋅ 2 Baths ⋅ 100594117 MLS ⋅ ACTIVE Status ⋅ 1,303 SqFt. ⋅ 1980 Year Built ⋅ Hyland Hills BLDG.

Enjoy breathtaking, sweeping views of Hyland Hills Golf Course from this beautifully updated Second-floor golf-front condo. This turnkey property has been a successful investment with an excellent rental history, while also offering the perfect opportunity as a full-time residence or vacation retreat. Conveniently located with an easy commute to Fort Bragg, the condo is being sold fully furnished and includes all appliances, making it truly move-in or rental ready. Don't miss this exceptional opportunity to own a low-maintenance golf-front property in a desirable location!

703 Dover St, Southern Pines

$239,900

2 Beds ⋅ 2 Baths ⋅ 100594116 MLS ⋅ ACTIVE Status ⋅ 1,303 SqFt. ⋅ 1980 Year Built ⋅ Hyland Hills BLDG.

Enjoy breathtaking, sweeping views of Hyland Hills Golf Course from this beautifully updated third-floor golf-front condo. Completely remodeled in 2020, this turnkey property has been a successful investment with an excellent rental history, while also offering the perfect opportunity as a full-time residence or vacation retreat. Conveniently located with an easy commute to Fort Bragg, the condo is being sold fully furnished and includes all appliances, making it truly move-in or rental ready. Don't miss this exceptional opportunity to own a low-maintenance golf-front property in a desirable location! Seller offering $5,000 in buyer closing costs!

702 Dover St, Southern Pines

$199,000

3 Beds ⋅ 1 Baths ⋅ 100588969 MLS ⋅ ACTIVE Status ⋅ 988 SqFt. ⋅ 1940 Year Built

Don't miss this rare opportunity to own an adorable cottage just minutes from the heart of downtown Southern Pines! This charming 3-bedroom, 1-bath home is filled with natural light, creating a warm and inviting atmosphere throughout. Whether you're searching for the perfect starter home or a smart investment property, this home offers incredible value at a price that's becoming harder and harder to find. Enjoy the convenience of nearby shops, restaurants, parks, and all that downtown Southern Pines has to offer while making this cozy cottage your own.

400 S Hardin St, Southern Pines

333 Driftwood Cir Unit C, Southern Pines

$159,500

1 Beds ⋅ 1 Baths ⋅ 100588857 MLS ⋅ ACTIVE Status ⋅ 560 SqFt. ⋅ 1966 Year Built ⋅ Knollwood BLDG.

Welcome to 333 Driftwood Circle, Unit C, a charming condominium in the desirable Knollwood Village. Offering low-maintenance living in a prime location, this home is perfect for those seeking comfort, convenience, and an active lifestyle. Inside, you'll find a bright and inviting floor plan with a spacious living area designed for both relaxing and entertaining. The well-appointed kitchen flows effortlessly into the dining and living space, while the generously sized bedroom provides peaceful retreat. Whether you're enjoying your morning coffee or unwinding after a long day, this home offers the ease and comfort you've been looking for overlooking the Knollwood's 5th hole off the balcony and view of the community pool from the bedroom. Residents of Knollwood Village enjoy a beautifull community golf course and community pool! Just minutes from historic downtown Southern Pines, world-renowned golf courses, shopping, dining, and FirstHealth Moore Regional Hospital. The neighborhood's convenient location makes commuting and everyday errands effortless while providing easy access to everything the Sandhills has to offer. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this move-in-ready condo offers the perfect blend of location, lifestyle, and value. HOA fees include: water, internet, cable and lawn care.

333 Driftwood Cir Unit C, Southern Pines

$165,000

2 Beds ⋅ 1 Baths ⋅ 100585301 MLS ⋅ ACTIVE Status ⋅ 920 SqFt. ⋅ 1930 Year Built

Welcome to 944 W. Wisconsin Ave., Southern Pines, NC, where charm, opportunity, and convenience come together! Built in 1930, this well-maintained 2-bedroom, 1-bath home offers approximately 920 square feet of comfortable living space on a spacious 0.31-acre lot. Whether you're looking to expand your investment portfolio with a rental property or searching for a place to call your own, this home offers endless potential. Lovingly cared for over the years, it has been kept in great condition while maintaining its timeless character. Gas heat provides efficient comfort, and the generous lot offers room to enjoy outdoor living, gardening, or future possibilities. Conveniently located near shopping, dining, parks, golf courses, and all that Southern Pines has to offer, you'll enjoy easy access to local amenities while still feeling at home in an established neighborhood. Don't miss this fantastic opportunity to own a charming property in the heart of Southern Pines. Schedule your private showing today and discover all the possibilities this home has to offer!

944 W Wisconsin Ave, Southern Pines

$195,000

1 Beds ⋅ 1 Baths ⋅ 100585254 MLS ⋅ ACTIVE Status ⋅ 900 SqFt. ⋅ 1989 Year Built ⋅ Longleaf CC BLDG.

Enjoy the panoramic golf views from the balcony of this one bedroom, one bathroom condo within the Club Cottages of Longleaf Country Club. A few highlight features include vaulted living room and bedroom ceilings, gas logs fireplace, walk-in closet, jetted bath tub, separate shower, clothes washer and dryer and kitchen dining bar. Easy to show.

56 N Knoll Rd Unit 56, Southern Pines

317 Driftwood Cir Unit B, Southern Pines

$204,900

2 Beds ⋅ 1 Baths ⋅ 100584839 MLS ⋅ ACTIVE Status ⋅ 920 SqFt. ⋅ 1966 Year Built ⋅ Knollwood BLDG.

A rare and affordable find in Southern Pines. Completely remodeled and modernized 2 bedroom 1 bath, ground floor condominium in Knollwood Village. Multiple upgrades throughout create a look of understated elegance you would expect to find in upscale living. The bedrooms and living areas have LVT flooring and all new fashionable light fixtures and hardware. All walls and trim as well as the new sheetrock ceilings are painted in warm neutral tones. The condo has golf course views in the back and is across the parking lot from the village pool complex. The fully redesigned and renovated kitchen has new Whirlpool & Frigidaire appliances and Kraus fixtures with a pull down faucet and Purita water filter. This stylish look is enhanced by a beautiful granite countertop, tiled backsplash, solid wood soft-close cabinetry and tiled flooring. The refurbished bathroom has a new vanity, fixtures and tiled flooring. The restored original tub is surrounded by stunning new tilework. Knollwood is conveniently located minutes from downtown, a hospital and multiple medical facilities.

317 Driftwood Cir Unit B, Southern Pines

$219,500

3 Beds ⋅ 1 Baths ⋅ 100567340 MLS ⋅ ACTIVE Status ⋅ 912 SqFt. ⋅ 1979 Year Built

Owner said SELL! We are now offering a $10,000.00 INCENTIVE for this home- Options include reduce the price, rate buydown, closing cost, or a combination- truly makes for the best deal in Southern Pines to acquire an affordable home! This move-in ready home in Southern Pines is in a prime location, just a few blocks from the new elementary school, medical offices, and plenty of nearby dining options. With fresh interior paint, new LVP flooring, and a new roof, it's perfect for keeping expenses low for first-time buyers or investors. A must-see at this price!

1240 W Michigan Ave, Southern Pines

$250,000

2 Beds ⋅ 1 Baths ⋅ 100550669 MLS ⋅ ACTIVE Status ⋅ 720 SqFt. ⋅ 1930 Year Built

Charming Cottage in the Heart of Southern Pines Welcome to this delightful 2-bedroom, 1-bath cottage located on desirable W Connecticut Avenue, just minutes from downtown Southern Pines. Built in the 1930s, this home offers classic charm paired with a functional layout, making it an excellent opportunity for homeowners, investors, or those looking to downsize. Situated on a spacious lot, the property provides ample outdoor space for gardening, entertaining, or future expansion. The home's cozy interior is filled with natural light and showcases the character of an earlier era, while offering potential for personalization or updates to suit your vision. Enjoy a prime location close to local shops, dining, parks, and all that Southern Pines has to offer. Whether you're seeking a primary residence, rental property, this charming cottage delivers location, character, and potential.

350 W Connecticut Ave, Southern Pines

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.

Southern Pines Homes under $250,000

Newest Southern Pines Homes under $250,000

How much is your home worth?

How much is your home worth?