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: 0.19% Traditional cash on cash: 2.39% Airbnb Rental Income: $1941 Traditional Rental Income: $2845 Airbnb ROI: 0.19% 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: 0.01% Traditional cash on cash: 2.86% Airbnb Rental Income: $1118 Traditional Rental Income: $1746 Airbnb ROI: 0.01% 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: 0.59% Traditional cash on cash: 2.89% Airbnb Rental Income: $1941 Traditional Rental Income: $2878 Airbnb ROI: 0.59% Traditional ROI: 2.89%
216 Plantation Drive Southern Pines, NC Located inside the gates of Mid South Club, this well-crafted all-brick home offers a comf...	4 beds \| 5 baths \| 3,312 sq.ft.	$1,075,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 1.76% Airbnb Rental Income: $1941 Traditional Rental Income: $3384 Airbnb ROI: -0.2% Traditional ROI: 1.76%
124 W Chelsea Court Southern Pines, NC Effortless elegance meets resort-style living in this 1,683 sq ft condominium nestled with...	2 beds \| 2 baths \| 1,683 sq.ft.	$489,000	Airbnb cash on cash: -1.59% Traditional cash on cash: 1.43% Airbnb Rental Income: $1118 Traditional Rental Income: $2126 Airbnb ROI: -1.59% Traditional ROI: 1.43%
215 Canterbury Road Southern Pines, NC Huge In-Ground Pool! Beautiful home in the desirable Sandhurst South neighborhood of South...	3 beds \| 3 baths \| 2,440 sq.ft.	$540,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 3.29% Airbnb Rental Income: $1423 Traditional Rental Income: $2431 Airbnb ROI: 0.45% Traditional ROI: 3.29%
147 Knollwood Drive Southern Pines, NC Tucked away in the desirable Knollwood subdivision, this charming two-bedroom home with en...	2 beds \| 2 baths \| 1,933 sq.ft.	$399,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 3.02% Airbnb Rental Income: $1118 Traditional Rental Income: $1938 Airbnb ROI: -0.18% Traditional ROI: 3.02%
22 Cypress Circle Southern Pines, NC Welcome home to this beautifully freshly painted, cleaned & well maintained 3-bedroom, 2.5...	3 beds \| 3 baths \| 1,460 sq.ft.	$319,500	Airbnb cash on cash: 0.88% Traditional cash on cash: 2.24% Airbnb Rental Income: $1423 Traditional Rental Income: $1405 Airbnb ROI: 0.88% Traditional ROI: 2.24%
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: 0.02% Traditional cash on cash: 4.75% Airbnb Rental Income: $1941 Traditional Rental Income: $5619 Airbnb ROI: 0.02% Traditional ROI: 4.75%
26 Ashley Court Southern Pines, NC This Middleton Place Townhome is located in the middle of the community with a peaceful qu...	2 beds \| 2 baths \| 2,349 sq.ft.	$565,000	Airbnb cash on cash: -1.23% Traditional cash on cash: 0.93% Airbnb Rental Income: $1118 Traditional Rental Income: $1882 Airbnb ROI: -1.23% Traditional ROI: 0.93%
80 Station Avenue Southern Pines, NC Welcome to 80 Station Ave, a charming condo nestled in the highly desirable Walker Station...	3 beds \| 4 baths \| N/A	$540,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 4.08% Airbnb Rental Income: $1423 Traditional Rental Income: $2951 Airbnb ROI: 0.21% Traditional ROI: 4.08%
174 Holly Springs Court Southern Pines, NC Welcome to 174 Holly Springs Court, located in the sought-after Eagle Point Cottages withi...	3 beds \| 3 baths \| 2,490 sq.ft.	$744,220	Airbnb cash on cash: -0.77% Traditional cash on cash: 1.32% Airbnb Rental Income: $1423 Traditional Rental Income: $2450 Airbnb ROI: -0.77% Traditional ROI: 1.32%
580 W Maine Avenue Southern Pines, NC Charming brick home on a double corner lot just blocks from the heart of downtown Southern...	3 beds \| 2 baths \| 1,158 sq.ft.	$330,000	Airbnb cash on cash: 1.41% Traditional cash on cash: 3.36% Airbnb Rental Income: $1423 Traditional Rental Income: $1600 Airbnb ROI: 1.41% Traditional ROI: 3.36%
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.	$525,000	Airbnb cash on cash: 0.28% Traditional cash on cash: 6.88% Airbnb Rental Income: $1423 Traditional Rental Income: $4237 Airbnb ROI: 0.28% Traditional ROI: 6.88%
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: 2.25% Traditional cash on cash: 3.91% Airbnb Rental Income: $2748 Traditional Rental Income: $2993 Airbnb ROI: 2.25% Traditional ROI: 3.91%
240 Maples Road Southern Pines, NC Builder's personal home, with saltwater pool, on over an acre of land in the highly desira...	4 beds \| 3 baths \| 3,271 sq.ft.	$975,000	Airbnb cash on cash: 0.15% Traditional cash on cash: 1.23% Airbnb Rental Income: $1941 Traditional Rental Income: $2407 Airbnb ROI: 0.15% Traditional ROI: 1.23%
30 Station Avenue Southern Pines, NC Golf course views in Walker Station! Beautifully maintained three bedroom home with a part...	3 beds \| 4 baths \| 2,337 sq.ft.	$555,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 2.92% Airbnb Rental Income: $1423 Traditional Rental Income: $2505 Airbnb ROI: 0.01% Traditional ROI: 2.92%
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: 0.77% Traditional cash on cash: 5.57% Airbnb Rental Income: $1941 Traditional Rental Income: $4763 Airbnb ROI: 0.77% 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.	$479,900	Airbnb cash on cash: 0.71% Traditional cash on cash: 1.25% Airbnb Rental Income: $1423 Traditional Rental Income: $1237 Airbnb ROI: 0.71% Traditional ROI: 1.25%
5 Royal Birkdale Court Southern Pines, NC Beautiful custom home located on 0.624 acres in a quiet cul-de-sac within Mid South Club, ...	4 beds \| 4 baths \| 3,000 sq.ft.	$800,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 2.04% Airbnb Rental Income: $1941 Traditional Rental Income: $3035 Airbnb ROI: -0.12% Traditional ROI: 2.04%
155 E Sheldon Road Southern Pines, NC Experience effortless living in this thoughtfully designed cottage, ideally situated near ...	3 beds \| 2 baths \| 1,399 sq.ft.	$518,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 1.22% Airbnb Rental Income: $1423 Traditional Rental Income: $1411 Airbnb ROI: 0.37% Traditional ROI: 1.22%
1659 E Indiana Avenue Southern Pines, NC Welcome to this stunning 4-bedroom, 3.5-bath home in Southern Pines, built in 2020. As you...	4 beds \| 4 baths \| 2,390 sq.ft.	$699,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 2.45% Airbnb Rental Income: $1941 Traditional Rental Income: $2666 Airbnb ROI: 0.55% Traditional ROI: 2.45%
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: 1.84% Traditional cash on cash: 3.49% Airbnb Rental Income: $1423 Traditional Rental Income: $1472 Airbnb ROI: 1.84% 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: -0.44% Traditional cash on cash: 3.66% Airbnb Rental Income: $1423 Traditional Rental Income: $2305 Airbnb ROI: -0.44% Traditional ROI: 3.66%
513 Pommel Lane Southern Pines, NC Welcome to golf front living at 513 Pommel Lane, a beautifully maintained 2022-built home ...	4 beds \| 3 baths \| 3,135 sq.ft.	$785,000	Airbnb cash on cash: 0.28% Traditional cash on cash: 1.89% Airbnb Rental Income: $1941 Traditional Rental Income: $2609 Airbnb ROI: 0.28% Traditional ROI: 1.89%
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: 0.33% Traditional cash on cash: 1.99% Airbnb Rental Income: $1423 Traditional Rental Income: $1690 Airbnb ROI: 0.33% 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: 0.93% Traditional cash on cash: 2.61% Airbnb Rental Income: $1423 Traditional Rental Income: $1548 Airbnb ROI: 0.93% Traditional ROI: 2.61%
1171 N Fort Bragg Road Southern Pines, NC Welcome to 1171 N Fort Bragg Road in Southern Pines, NC. This 3 bedroom, 2 bathroom home o...	3 beds \| 2 baths \| 1,963 sq.ft.	$410,000	Airbnb cash on cash: 1.04% Traditional cash on cash: 3.91% Airbnb Rental Income: $1423 Traditional Rental Income: $2102 Airbnb ROI: 1.04% Traditional ROI: 3.91%
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.	$320,000	Airbnb cash on cash: 1.6% Traditional cash on cash: 3.61% Airbnb Rental Income: $1941 Traditional Rental Income: $2034 Airbnb ROI: 1.6% Traditional ROI: 3.61%
1360 Midland Road Southern Pines, NC Welcome to this charming Southern Pines ranch, perfectly positioned on a desirable corner ...	4 beds \| 3 baths \| 1,948 sq.ft.	$399,000	Airbnb cash on cash: 2.09% Traditional cash on cash: 4.66% Airbnb Rental Income: $1941 Traditional Rental Income: $2389 Airbnb ROI: 2.09% Traditional ROI: 4.66%
4084 Youngs Road Southern Pines, NC Extensively refreshed and thoughtfully updated, this Southern Pines property offers the ch...	5 beds \| 2 baths \| 1,736 sq.ft.	$549,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 1.52% Airbnb Rental Income: $2748 Traditional Rental Income: $1544 Airbnb ROI: 2.6% Traditional ROI: 1.52%
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: -0.73% Traditional cash on cash: 2.18% Airbnb Rental Income: $1941 Traditional Rental Income: $4945 Airbnb ROI: -0.73% 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: -1.26% Traditional cash on cash: 1.54% Airbnb Rental Income: $1423 Traditional Rental Income: $2519 Airbnb ROI: -1.26% 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: -0.56% Traditional cash on cash: 3.58% Airbnb Rental Income: $1423 Traditional Rental Income: $2531 Airbnb ROI: -0.56% Traditional ROI: 3.58%
455 W New Hampshire Avenue Southern Pines, NC Priced way below comps!! You will not find a better value in downtown Southern Pines! Welc...	3 beds \| 3 baths \| 2,758 sq.ft.	$699,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 1.64% Airbnb Rental Income: $1423 Traditional Rental Income: $1862 Airbnb ROI: 0.31% Traditional ROI: 1.64%
160 Tray Street Southern Pines, NC Seller is offering $5k towards closing costs and a 1 year home warranty Beautifully ...	4 beds \| 2 baths \| 1,248 sq.ft.	$315,000	Airbnb cash on cash: 3.26% Traditional cash on cash: 4.97% Airbnb Rental Income: $1941 Traditional Rental Income: $1934 Airbnb ROI: 3.26% Traditional ROI: 4.97%
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: 1.82% Traditional cash on cash: 3.98% Airbnb Rental Income: $1423 Traditional Rental Income: $1656 Airbnb ROI: 1.82% Traditional ROI: 3.98%
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: 2.19% Traditional cash on cash: 3.41% Airbnb Rental Income: $1941 Traditional Rental Income: $1879 Airbnb ROI: 2.19% Traditional ROI: 3.41%
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: 0.77% Traditional cash on cash: 2.42% Airbnb Rental Income: $1423 Traditional Rental Income: $1516 Airbnb ROI: 0.77% 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: 0.77% Traditional cash on cash: 2.65% Airbnb Rental Income: $1423 Traditional Rental Income: $1588 Airbnb ROI: 0.77% Traditional ROI: 2.65%

Real Estate investment in Southern-pines, NC

There are 163 properties for sale in the city of Southern Pines . The median list price in Southern Pines is $521,000 and the average price per square foot is $226. In May 2026, the average monthly cash on cash return in Southern Pines is 3.00%. The average monthly rental income in Southern Pines is $2,124.

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

There are 163 investment properties available for sale in Southern-pines.

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

The ROI for Long-Term is higher than the Short-Term in Southern-pines with average rental income of $2,124.

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: 0.19%

Traditional cash on cash: 2.39%

Airbnb Rental Income: $1941

Traditional Rental Income: $2845

Airbnb ROI: 0.19%

Traditional ROI: 2.39%

642 Redwood Drive

Southern Pines, NC

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

$375,000

Airbnb cash on cash: 0.01%

Traditional cash on cash: 2.86%

Airbnb Rental Income: $1118

Traditional Rental Income: $1746

Airbnb ROI: 0.01%

Traditional ROI: 2.86%

255 Midland Road

Southern Pines, NC

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

$675,900

Airbnb cash on cash: 0.59%

Traditional cash on cash: 2.89%

Airbnb Rental Income: $1941

Traditional Rental Income: $2878

Airbnb ROI: 0.59%

Traditional ROI: 2.89%

216 Plantation Drive

Southern Pines, NC

4 beds | 5 baths | 3,312 sq.ft.

$1,075,000

Airbnb cash on cash: -0.2%

Traditional cash on cash: 1.76%

Airbnb Rental Income: $1941

Traditional Rental Income: $3384

Airbnb ROI: -0.2%

Traditional ROI: 1.76%

124 W Chelsea Court

Southern Pines, NC

2 beds | 2 baths | 1,683 sq.ft.

$489,000

Airbnb cash on cash: -1.59%

Traditional cash on cash: 1.43%

Airbnb Rental Income: $1118

Traditional Rental Income: $2126

Airbnb ROI: -1.59%

Traditional ROI: 1.43%

215 Canterbury Road

Southern Pines, NC

3 beds | 3 baths | 2,440 sq.ft.

$540,000

Airbnb cash on cash: 0.45%

Traditional cash on cash: 3.29%

Airbnb Rental Income: $1423

Traditional Rental Income: $2431

Airbnb ROI: 0.45%

Traditional ROI: 3.29%

147 Knollwood Drive

Southern Pines, NC

2 beds | 2 baths | 1,933 sq.ft.

$399,000

Airbnb cash on cash: -0.18%

Traditional cash on cash: 3.02%

Airbnb Rental Income: $1118

Traditional Rental Income: $1938

Airbnb ROI: -0.18%

Traditional ROI: 3.02%

22 Cypress Circle

Southern Pines, NC

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

$319,500

Airbnb cash on cash: 0.88%

Traditional cash on cash: 2.24%

Airbnb Rental Income: $1423

Traditional Rental Income: $1405

Airbnb ROI: 0.88%