Real Estate Investment Properties for Sale in Southern Pines, NC

Looking for investment property in Southern Pines, NC with high ROI ?

Explore a variety of short-term homes & houses in Southern Pines, NC. Invest wisely with VRBO & Southern Pines, NC Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Southern Pines, NC

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
86 Plantation Drive Southern Pines, NC Welcome to this stunning golf front home located in Mid South Golf Club. Perfectly positio...	4 beds \| 3 baths \| 2,954 sq.ft.	$690,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 2.39% Airbnb Rental Income: $1632 Traditional Rental Income: $2845 Airbnb ROI: -0.21% Traditional ROI: 2.39%
642 Redwood Drive Southern Pines, NC Beautiful townhome in the desirable Knollwood Village! This 2-bedroom, 2-bath home offers ...	2 beds \| 2 baths \| 2,100 sq.ft.	$375,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 2.86% Airbnb Rental Income: $1039 Traditional Rental Income: $1746 Airbnb ROI: -0.18% Traditional ROI: 2.86%
255 Midland Road Southern Pines, NC Tucked on a quiet wooded lot just minutes from downtown Southern Pines, this 4-bedroom, 3....	4 beds \| 4 baths \| 2,718 sq.ft.	$675,900	Airbnb cash on cash: 0.18% Traditional cash on cash: 2.89% Airbnb Rental Income: $1632 Traditional Rental Income: $2878 Airbnb ROI: 0.18% Traditional ROI: 2.89%
380 Manning Square Southern Pines, NC The home you've been picturing in your head; actually exists. You know the one. A storyboo...	5 beds \| 3 baths \| 2,737 sq.ft.	$589,900	Airbnb cash on cash: 0.64% Traditional cash on cash: 3.53% Airbnb Rental Income: $1800 Traditional Rental Income: $2902 Airbnb ROI: 0.64% Traditional ROI: 3.53%
114 Cypress Circle Southern Pines, NC Welcome to 114 Cypress Circle -- one of the most updated and move-in-ready homes in the Cy...	3 beds \| 3 baths \| 1,425 sq.ft.	$329,899	Airbnb cash on cash: -0.17% Traditional cash on cash: 2.07% Airbnb Rental Income: $1065 Traditional Rental Income: $1391 Airbnb ROI: -0.17% Traditional ROI: 2.07%
177 Cross Country Lane Southern Pines, NC Follow the winding, tree-lined driveway to discover a breathtaking lakeside retreat nestle...	4 beds \| 5 baths \| 5,521 sq.ft.	$1,988,000	Airbnb cash on cash: -0.52% Traditional cash on cash: 2.98% Airbnb Rental Income: $1632 Traditional Rental Income: $7621 Airbnb ROI: -0.52% Traditional ROI: 2.98%
22 Cypress Circle Southern Pines, NC Welcome home to this beautifully maintained 3-bedroom, 2.5-bath townhouse offering comfort...	3 beds \| 3 baths \| 1,460 sq.ft.	$325,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 2.19% Airbnb Rental Income: $1065 Traditional Rental Income: $1405 Airbnb ROI: -0.13% Traditional ROI: 2.19%
125 Williams Road Southern Pines, NC Fabulous Pinehurst Home in private location which is minutes to Pinehurst Country Club, sh...	4 beds \| 5 baths \| 4,700 sq.ft.	$950,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 4.75% Airbnb Rental Income: $1632 Traditional Rental Income: $5619 Airbnb ROI: -0.28% Traditional ROI: 4.75%
480 Clark Street Southern Pines, NC Beautifully maintained and truly move-in ready, this stunning home is just a short stroll ...	3 beds \| 4 baths \| 2,100 sq.ft.	$535,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 6.74% Airbnb Rental Income: $1065 Traditional Rental Income: $4237 Airbnb ROI: -0.34% Traditional ROI: 6.74%
605 S May Street Southern Pines, NC PRICED BELOW APPRAISAL VALUE, this brick cottage in Southern Pines coveted downtown distri...	3 beds \| 2 baths \| 1,162 sq.ft.	$415,000	Airbnb cash on cash: 0.04% Traditional cash on cash: 2.4% Airbnb Rental Income: $1065 Traditional Rental Income: $1619 Airbnb ROI: 0.04% Traditional ROI: 2.4%
268 N Hale Street Southern Pines, NC Welcome home to this 3 bedroom, 2.5 bath cottage style house located near downtown Souther...	3 beds \| 3 baths \| 1,719 sq.ft.	$423,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 1.95% Airbnb Rental Income: $1065 Traditional Rental Income: $1495 Airbnb ROI: -0.06% Traditional ROI: 1.95%
264 E Indiana Avenue Southern Pines, NC Charming Duplex in Prime Southern Pines Location! This versatile duplex offers a fantastic...	5 beds \| 3 baths \| 2,471 sq.ft.	$575,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 3.91% Airbnb Rental Income: $1800 Traditional Rental Income: $2993 Airbnb ROI: 0.78% Traditional ROI: 3.91%
240 Maples Road Southern Pines, NC Builder's personal home on over an acre of land in the highly desirable Weymouth Heights a...	4 beds \| 3 baths \| 3,271 sq.ft.	$975,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 1.23% Airbnb Rental Income: $1632 Traditional Rental Income: $2407 Airbnb ROI: -0.14% Traditional ROI: 1.23%
535 Vintage Lane Southern Pines, NC Introducing the ''Alexis'' plan, offering approximately 2,896 heated square feet with a de...	4 beds \| 4 baths \| 2,896 sq.ft.	$744,999	Airbnb cash on cash: 0.4% Traditional cash on cash: 5.57% Airbnb Rental Income: $1632 Traditional Rental Income: $4763 Airbnb ROI: 0.4% Traditional ROI: 5.57%
312 Edinboro Drive Southern Pines, NC Check out this eye pleasing renovation! Convenient to downtown Southern Pines, Fort Bragg,...	3 beds \| 3 baths \| 1,805 sq.ft.	$489,900	Airbnb cash on cash: 0.03% Traditional cash on cash: 1.2% Airbnb Rental Income: $1065 Traditional Rental Income: $1237 Airbnb ROI: 0.03% Traditional ROI: 1.2%
395 N Gaines Street Southern Pines, NC Welcome to this charming 3-bedroom, 2-bath brick ranch located in the desirable Southern P...	3 beds \| 2 baths \| 1,423 sq.ft.	$305,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 3.49% Airbnb Rental Income: $1065 Traditional Rental Income: $1472 Airbnb ROI: 0.8% Traditional ROI: 3.49%
227 N Knoll Road Southern Pines, NC Live right on the golf course in Longleaf Golf and Family Club, where easy living meets be...	3 beds \| 3 baths \| 2,329 sq.ft.	$340,000	Airbnb cash on cash: -1.37% Traditional cash on cash: 3.66% Airbnb Rental Income: $1065 Traditional Rental Income: $2305 Airbnb ROI: -1.37% Traditional ROI: 3.66%
218 Starland Lane Southern Pines, NC This 4 bedroom unit is right on the 17th green of Longleaf CC. It is the first unit in the...	4 beds \| 2 baths \| 2,150 sq.ft.	$422,500	Airbnb cash on cash: -0.03% Traditional cash on cash: 2.1% Airbnb Rental Income: $1632 Traditional Rental Income: $2018 Airbnb ROI: -0.03% Traditional ROI: 2.1%
110 Stornoway Drive Southern Pines, NC Experience the ultimate retreat in this beautiful, charming home located in the quiet and ...	3 beds \| 3 baths \| 1,850 sq.ft.	$445,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 1.99% Airbnb Rental Income: $1065 Traditional Rental Income: $1690 Airbnb ROI: -0.39% Traditional ROI: 1.99%
925 W Massachusetts Avenue Southern Pines, NC Welcome to this beautifully built home in the heart of Southern Pines! This charming 3-bed...	3 beds \| 3 baths \| 1,780 sq.ft.	$349,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 2.61% Airbnb Rental Income: $1065 Traditional Rental Income: $1548 Airbnb ROI: 0.01% Traditional ROI: 2.61%
100 S Ridge Street Southern Pines, NC Step into the charm and history of the Artist's Cottage, a unique English country-style ho...	4 beds \| 4 baths \| 2,471 sq.ft.	$975,000	Airbnb cash on cash: -0.65% Traditional cash on cash: 0.91% Airbnb Rental Income: $1632 Traditional Rental Income: $2587 Airbnb ROI: -0.65% Traditional ROI: 0.91%
44 Village Green Circle Southern Pines, NC Charming 4BR/3BA Townhome in Village Green - Freshly Updated, Perfectly Located, and Ready...	4 beds \| 3 baths \| 2,441 sq.ft.	$340,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 3.34% Airbnb Rental Income: $1632 Traditional Rental Income: $2034 Airbnb ROI: 0.64% Traditional ROI: 3.34%
239 Hill Road Southern Pines, NC Welcome to your one-of-a-kind new construction home by local builders, Formyduval Homes LL...	4 beds \| 4 baths \| 3,266 sq.ft.	$1,299,900	Airbnb cash on cash: -0.94% Traditional cash on cash: 2.18% Airbnb Rental Income: $1632 Traditional Rental Income: $4945 Airbnb ROI: -0.94% Traditional ROI: 2.18%
123 W Chelsea Court Southern Pines, NC Whether this is your primary residence or a high-end second home, the Canterbury unit is e...	3 beds \| 3 baths \| 2,214 sq.ft.	$582,500	Airbnb cash on cash: -1.81% Traditional cash on cash: 1.54% Airbnb Rental Income: $1065 Traditional Rental Income: $2519 Airbnb ROI: -1.81% Traditional ROI: 1.54%
175 N Knoll Road Southern Pines, NC Welcome to this spacious 3-bedroom, 3.5-bath condo located in the desirable Longleaf commu...	3 beds \| 4 baths \| 2,787 sq.ft.	$395,000	Airbnb cash on cash: -1.37% Traditional cash on cash: 3.58% Airbnb Rental Income: $1065 Traditional Rental Income: $2531 Airbnb ROI: -1.37% Traditional ROI: 3.58%
455 W New Hampshire Avenue Southern Pines, NC Welcome home to 455 West New Hampshire, in downtown Southern Pines! This professionally de...	3 beds \| 3 baths \| 2,758 sq.ft.	$749,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 1.46% Airbnb Rental Income: $1065 Traditional Rental Income: $1862 Airbnb ROI: -0.2% Traditional ROI: 1.46%
160 Tray Street Southern Pines, NC Beautifully renovated 4-bedroom, 2-bath home, offering modern updates and a warm, inviting...	4 beds \| 2 baths \| 1,248 sq.ft.	$320,000	Airbnb cash on cash: 2.34% Traditional cash on cash: 4.87% Airbnb Rental Income: $1632 Traditional Rental Income: $1934 Airbnb ROI: 2.34% Traditional ROI: 4.87%
1100 W Massachusetts Avenue Southern Pines, NC Charming and Move-In Ready! Enjoy the ease of new construction close to shopping, dining, ...	3 beds \| 3 baths \| 1,494 sq.ft.	$325,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 3.98% Airbnb Rental Income: $1065 Traditional Rental Income: $1656 Airbnb ROI: 0.84% Traditional ROI: 3.98%
608 Chambers Drive Southern Pines, NC $5,000 Seller Concession Welcome to Shaw Landing, just a stones throw away from Downto...	4 beds \| 3 baths \| 1,906 sq.ft.	$407,900	Airbnb cash on cash: 0.64% Traditional cash on cash: 2.52% Airbnb Rental Income: $1632 Traditional Rental Income: $1890 Airbnb ROI: 0.64% Traditional ROI: 2.52%
320 Aiken Road Southern Pines, NC 1.39 Acres!!! 4 BEDROOMS!! Building ready to be an accessory dwelling!! If you want a home...	4 beds \| 2 baths \| 2,259 sq.ft.	$395,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 3.41% Airbnb Rental Income: $1632 Traditional Rental Income: $1879 Airbnb ROI: 1.5% Traditional ROI: 3.41%
544 Burgundy Drive Southern Pines, NC $5,000 Seller Concession Welcome to Shaw Landing, just a stones throw away from Downto...	3 beds \| 3 baths \| 1,551 sq.ft.	$365,900	Airbnb cash on cash: -0.46% Traditional cash on cash: 2.38% Airbnb Rental Income: $1065 Traditional Rental Income: $1674 Airbnb ROI: -0.46% Traditional ROI: 2.38%
247 Townhome Lane #247 Southern Pines, NC One of the few remaining new construction Bradford Village townhouses in downtown Southern...	3 beds \| 3 baths \| 1,305 sq.ft.	$335,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 2.42% Airbnb Rental Income: $1065 Traditional Rental Income: $1516 Airbnb ROI: -0.18% Traditional ROI: 2.42%
251 Townhome Lane #251 Southern Pines, NC One of the few remaining new construction Bradford Village townhouses in downtown Southern...	3 beds \| 3 baths \| 1,305 sq.ft.	$335,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 2.65% Airbnb Rental Income: $1065 Traditional Rental Income: $1588 Airbnb ROI: -0.18% Traditional ROI: 2.65%
255 Townhome Lane #255 Southern Pines, NC Just a few remaining new construction Bradford Village townhouses in downtown Southern Pin...	3 beds \| 3 baths \| 1,305 sq.ft.	$335,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 1.76% Airbnb Rental Income: $1065 Traditional Rental Income: $1309 Airbnb ROI: -0.18% Traditional ROI: 1.76%
263 Champions Ridge Drive Southern Pines, NC Nestled within the exclusive, gated enclave of Champions Ridge at Mid South Club, this exc...	3 beds \| 2 baths \| 2,225 sq.ft.	$625,000	Airbnb cash on cash: -1.48% Traditional cash on cash: 1.5% Airbnb Rental Income: $1065 Traditional Rental Income: $2436 Airbnb ROI: -1.48% Traditional ROI: 1.5%
114 Tower Street Southern Pines, NC NOW INCLUDING IRRIGATION SYSTEM, SODDED YARD, AND FENCED BACK YARD! This Oakley Floor Plan...	4 beds \| 4 baths \| 2,508 sq.ft.	$524,996	Airbnb cash on cash: 0.36% Traditional cash on cash: 6.43% Airbnb Rental Income: $1632 Traditional Rental Income: $4146 Airbnb ROI: 0.36% Traditional ROI: 6.43%
620 Chambers Drive Southern Pines, NC $5,000 Builder Concession Welcome to Shaw Landing, just a stone's throw away from Down...	3 beds \| 3 baths \| 1,551 sq.ft.	$367,900	Airbnb cash on cash: -0.47% Traditional cash on cash: 1.64% Airbnb Rental Income: $1065 Traditional Rental Income: $1426 Airbnb ROI: -0.47% Traditional ROI: 1.64%
628 Chambers Drive Southern Pines, NC $5,000 Seller Concession Welcome to Shaw Landing, just a stones throw away from Downto...	4 beds \| 3 baths \| 1,906 sq.ft.	$407,900	Airbnb cash on cash: 0.64% Traditional cash on cash: 1.84% Airbnb Rental Income: $1632 Traditional Rental Income: $1633 Airbnb ROI: 0.64% Traditional ROI: 1.84%
292 Bump A Long Lane Southern Pines, NC One of the last opportunities of its kind--47+ acres in the heart of Southern Pines Horse ...	4 beds \| 4 baths \| 3,443 sq.ft.	$2,150,000	Airbnb cash on cash: -0.58% Traditional cash on cash: 1.05% Airbnb Rental Income: $1632 Traditional Rental Income: $4429 Airbnb ROI: -0.58% Traditional ROI: 1.05%
145 E Vermont Avenue Southern Pines, NC Welcome to 145 E. Vermont! This investment property has many options....long term, short t...	6 beds \| 2 baths \| 2,490 sq.ft.	$620,000	Airbnb cash on cash: 0.6% Traditional cash on cash: 3.93% Airbnb Rental Income: $1800 Traditional Rental Income: $3234 Airbnb ROI: 0.6% Traditional ROI: 3.93%

Real Estate investment in Southern-pines, NC

There are 152 properties for sale in the city of Southern Pines . The median list price in Southern Pines is $525,000 and the average price per square foot is $225. In April 2026, the average monthly cash on cash return in Southern Pines is 3.00%. The average monthly rental income in Southern Pines is $2,098.

Southern-pines, NC Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 152 investment properties available for sale in Southern-pines.

In 2026, the best neighborhood to buy investment property is Southern Pines.

The ROI for Short-Term is higher than the Long-Term in Southern-pines with average rental income of $1,065.

Your search for investment property begins and ends here

Investment Property for Sale in Southern Pines, NC

86 Plantation Drive

Southern Pines, NC

4 beds | 3 baths | 2,954 sq.ft.

$690,000

Airbnb cash on cash: -0.21%

Traditional cash on cash: 2.39%

Airbnb Rental Income: $1632

Traditional Rental Income: $2845

Airbnb ROI: -0.21%

Traditional ROI: 2.39%

642 Redwood Drive

Southern Pines, NC

2 beds | 2 baths | 2,100 sq.ft.

$375,000

Airbnb cash on cash: -0.18%

Traditional cash on cash: 2.86%

Airbnb Rental Income: $1039

Traditional Rental Income: $1746

Airbnb ROI: -0.18%

Traditional ROI: 2.86%

255 Midland Road

Southern Pines, NC

4 beds | 4 baths | 2,718 sq.ft.

$675,900

Airbnb cash on cash: 0.18%

Traditional cash on cash: 2.89%

Airbnb Rental Income: $1632

Traditional Rental Income: $2878

Airbnb ROI: 0.18%

Traditional ROI: 2.89%

380 Manning Square

Southern Pines, NC

5 beds | 3 baths | 2,737 sq.ft.

$589,900

Airbnb cash on cash: 0.64%

Traditional cash on cash: 3.53%

Airbnb Rental Income: $1800

Traditional Rental Income: $2902

Airbnb ROI: 0.64%

Traditional ROI: 3.53%

114 Cypress Circle

Southern Pines, NC

3 beds | 3 baths | 1,425 sq.ft.

$329,899

Airbnb cash on cash: -0.17%

Traditional cash on cash: 2.07%

Airbnb Rental Income: $1065

Traditional Rental Income: $1391

Airbnb ROI: -0.17%

Traditional ROI: 2.07%

177 Cross Country Lane

Southern Pines, NC

4 beds | 5 baths | 5,521 sq.ft.

$1,988,000

Airbnb cash on cash: -0.52%

Traditional cash on cash: 2.98%

Airbnb Rental Income: $1632

Traditional Rental Income: $7621

Airbnb ROI: -0.52%

Traditional ROI: 2.98%

22 Cypress Circle

Southern Pines, NC

3 beds | 3 baths | 1,460 sq.ft.

$325,000

Airbnb cash on cash: -0.13%

Traditional cash on cash: 2.19%

Airbnb Rental Income: $1065

Traditional Rental Income: $1405

Airbnb ROI: -0.13%

Traditional ROI: 2.19%

125 Williams Road

Southern Pines, NC

4 beds | 5 baths | 4,700 sq.ft.

$950,000

Airbnb cash on cash: -0.28%

Traditional cash on cash: 4.75%

Airbnb Rental Income: $1632

Traditional Rental Income: $5619

Airbnb ROI: -0.28%