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
1 Village Green Circle Southern Pines, NC Welcome home to this charming two-bedroom gem nestled in the sought-after 55+ Village Gree...	2 beds \| 1 baths \| 1,310 sq.ft.	$249,500	Airbnb cash on cash: 2.18% Traditional cash on cash: 2.03% Airbnb Rental Income: $1792 Traditional Rental Income: $1270 Airbnb ROI: 2.18% Traditional ROI: 2.03%
300 Midland Road Southern Pines, NC Charming home in the heart of Southern Pines! Welcome to this beautifully updated 3-be...	3 beds \| 3 baths \| 1,990 sq.ft.	$479,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 2.64% Airbnb Rental Income: $2009 Traditional Rental Income: $2098 Airbnb ROI: 1.27% Traditional ROI: 2.64%
250 East Delaware Avenue Southern Pines, NC Experience low-maintenance living with style and comfort in this beautifully maintained br...	2 beds \| 3 baths \| 1,200 sq.ft.	$310,000	Airbnb cash on cash: 2.62% Traditional cash on cash: 3.48% Airbnb Rental Income: $1792 Traditional Rental Income: $1553 Airbnb ROI: 2.62% Traditional ROI: 3.48%
3 Drayton Court Southern Pines, NC Located in one of the area's most coveted townhome neighborhoods & convenient to Southern ...	3 beds \| 3 baths \| 2,192 sq.ft.	$500,000	Airbnb cash on cash: 0.38% Traditional cash on cash: 1.58% Airbnb Rental Income: $2009 Traditional Rental Income: $2043 Airbnb ROI: 0.38% Traditional ROI: 1.58%
575 S Valley Road Southern Pines, NC Welcome to 575 S Valley Road, a 4,500 sq. ft. home that blends space, comfort, and timeles...	4 beds \| 5 baths \| 4,579 sq.ft.	$749,900	Airbnb cash on cash: 2.56% Traditional cash on cash: 4.74% Airbnb Rental Income: $3878 Traditional Rental Income: $4567 Airbnb ROI: 2.56% Traditional ROI: 4.74%
460 Clark Street Southern Pines, NC **SELLER IS OFFERING a 2.6 VA ASSUMABLE loan to VA buyers**!!Modern Charm Meets Downto...	3 beds \| 3 baths \| 1,883 sq.ft.	$499,800	Airbnb cash on cash: 1.14% Traditional cash on cash: 2.43% Airbnb Rental Income: $2009 Traditional Rental Income: $2087 Airbnb ROI: 1.14% Traditional ROI: 2.43%
620 Clark Street Southern Pines, NC The seller is offering an assumable VA loan with an interest rate of 2.625 to VA buyers ...	4 beds \| 3 baths \| 1,979 sq.ft.	$479,000	Airbnb cash on cash: 5.07% Traditional cash on cash: 3.23% Airbnb Rental Income: $3878 Traditional Rental Income: $2220 Airbnb ROI: 5.07% Traditional ROI: 3.23%
175 Longleaf Road Southern Pines, NC NO HOA! Large Corner Lot + Dream Garage Just minutes from McDeeds Creek Elementary or a g...	3 beds \| 3 baths \| 2,782 sq.ft.	$899,900	Airbnb cash on cash: 0.28% Traditional cash on cash: 1.73% Airbnb Rental Income: $2009 Traditional Rental Income: $2707 Airbnb ROI: 0.28% Traditional ROI: 1.73%
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.	$599,000	Airbnb cash on cash: 5.43% Traditional cash on cash: 3.22% Airbnb Rental Income: $5011 Traditional Rental Income: $2749 Airbnb ROI: 5.43% Traditional ROI: 3.22%
353 N Stephens Street Southern Pines, NC Welcome to this light-filled, modern home just one mile from downtown Southern Pines! This...	3 beds \| 3 baths \| 1,610 sq.ft.	$340,000	Airbnb cash on cash: 2.81% Traditional cash on cash: 4.55% Airbnb Rental Income: $2009 Traditional Rental Income: $2041 Airbnb ROI: 2.81% Traditional ROI: 4.55%
131 Crestview Road Southern Pines, NC Located in the heart of Downtown Southern Pines, this beautifully maintained home offers t...	3 beds \| 3 baths \| 2,172 sq.ft.	$525,000	Airbnb cash on cash: 1.66% Traditional cash on cash: 3.72% Airbnb Rental Income: $2009 Traditional Rental Income: $2495 Airbnb ROI: 1.66% Traditional ROI: 3.72%
395 N Gaines Street Southern Pines, NC Charm meets comfort in this Southern Pines gem! Experience classic Southern living in this...	3 beds \| 2 baths \| 1,423 sq.ft.	$349,900	Airbnb cash on cash: 2.96% Traditional cash on cash: 5.26% Airbnb Rental Income: $2009 Traditional Rental Income: $2241 Airbnb ROI: 2.96% Traditional ROI: 5.26%
1670 W Massachusetts Avenue Southern Pines, NC Motivated Seller Just reduced their asking Price! Nice 3 Bedroom ,2 Bath home sitting on t...	3 beds \| 2 baths \| 1,200 sq.ft.	$189,900	Airbnb cash on cash: 5.88% Traditional cash on cash: 6.62% Airbnb Rental Income: $2009 Traditional Rental Income: $1619 Airbnb ROI: 5.88% Traditional ROI: 6.62%
1090 W MAINE Avenue Southern Pines, NC Have you been looking for a remodeled property with privacy but still close to everything?...	3 beds \| 1 baths \| 986 sq.ft.	$264,900	Airbnb cash on cash: 4.35% Traditional cash on cash: 3.27% Airbnb Rental Income: $2009 Traditional Rental Income: $1215 Airbnb ROI: 4.35% Traditional ROI: 3.27%
227 Knoll Road Southern Pines, NC Golf Front in Longleaf - Home of US Kids Golf and minutes from Pinehurst. Turn key with ne...	3 beds \| 3 baths \| 2,205 sq.ft.	$355,000	Airbnb cash on cash: 1.31% Traditional cash on cash: 3.57% Airbnb Rental Income: $2009 Traditional Rental Income: $2237 Airbnb ROI: 1.31% Traditional ROI: 3.57%
655 W Iowa Avenue Southern Pines, NC Welcome to The Hawthorne Plan from Legacy Home Construction, Inc in Dowtown-ish Southern P...	3 beds \| 3 baths \| 1,575 sq.ft.	$346,500	Airbnb cash on cash: 2.44% Traditional cash on cash: 3.77% Airbnb Rental Income: $2009 Traditional Rental Income: $1916 Airbnb ROI: 2.44% Traditional ROI: 3.77%
420 S Ashe Street Southern Pines, NC MOTIVATED SELLER - RENOVATED GEM IN THE HEART OF SOUTHERN PINES! This beautifully updat...	3 beds \| 3 baths \| 2,295 sq.ft.	$675,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 2.26% Airbnb Rental Income: $2009 Traditional Rental Income: $2368 Airbnb ROI: 0.85% Traditional ROI: 2.26%
2 Hunter Court Southern Pines, NC Charming Brick home in Longleaf Country Club Community. Original Owner, house plans and s...	4 beds \| 3 baths \| 2,440 sq.ft.	$465,000	Airbnb cash on cash: 5.15% Traditional cash on cash: 4.28% Airbnb Rental Income: $3878 Traditional Rental Income: $2665 Airbnb ROI: 5.15% Traditional ROI: 4.28%
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.	$359,000	Airbnb cash on cash: 2.3% Traditional cash on cash: 3.72% Airbnb Rental Income: $2009 Traditional Rental Income: $1966 Airbnb ROI: 2.3% Traditional ROI: 3.72%
207 Bump A Long Lane Southern Pines, NC Welcome to In-N-Out Farm! Owned by only one family, this Southern Pines horse country farm...	3 beds \| 3 baths \| 2,422 sq.ft.	$2,495,000	Airbnb cash on cash: -0.67% Traditional cash on cash: -0.1% Airbnb Rental Income: $2009 Traditional Rental Income: $2802 Airbnb ROI: -0.67% Traditional ROI: -0.1%
380 Grove Road Southern Pines, NC New paint color for the kitchen and eat in area! It is gorgeous! SW Muslin paint color. ...	5 beds \| 3 baths \| 2,906 sq.ft.	$715,000	Airbnb cash on cash: 4.27% Traditional cash on cash: 2.44% Airbnb Rental Income: $5011 Traditional Rental Income: $2763 Airbnb ROI: 4.27% Traditional ROI: 2.44%
260 N Ridge Street Southern Pines, NC Perfect Downtown Southern Pines Location! Enjoy a short walk to the Saturday Farmers Marke...	4 beds \| 2 baths \| 2,473 sq.ft.	$1,095,000	Airbnb cash on cash: 1.6% Traditional cash on cash: 0.87% Airbnb Rental Income: $3878 Traditional Rental Income: $2295 Airbnb ROI: 1.6% Traditional ROI: 0.87%
161 Lakeview Drive Southern Pines, NC Located on the scenic Hyland Hills Golf Course-designed by Carolinas Golf Hall of Fame arc...	3 beds \| 3 baths \| 2,420 sq.ft.	$344,900	Airbnb cash on cash: 2.47% Traditional cash on cash: 4.93% Airbnb Rental Income: $2009 Traditional Rental Income: $2283 Airbnb ROI: 2.47% Traditional ROI: 4.93%
931 W Connecticut Avenue Southern Pines, NC $8,000 Buyer Concession!! This beautiful Southern Pines charm is a must see! This home is ...	4 beds \| 4 baths \| 1,572 sq.ft.	$328,999	Airbnb cash on cash: 7.71% Traditional cash on cash: 4.49% Airbnb Rental Income: $3878 Traditional Rental Income: $2047 Airbnb ROI: 7.71% Traditional ROI: 4.49%
306 Selkirk Trail Southern Pines, NC Located in beautiful Southern Pines! This home was built back in the '70s so you know it h...	3 beds \| 2 baths \| 2,109 sq.ft.	$325,000	Airbnb cash on cash: 3.19% Traditional cash on cash: 5.55% Airbnb Rental Income: $2009 Traditional Rental Income: $2205 Airbnb ROI: 3.19% Traditional ROI: 5.55%
1171 N Fort Bragg Road Southern Pines, NC Welcome HOME to this inviting 3-bedroom, 2-bath ranch-style home in the Highland Trails ne...	3 beds \| 2 baths \| 2,015 sq.ft.	$409,000	Airbnb cash on cash: 1.8% Traditional cash on cash: 3.41% Airbnb Rental Income: $2009 Traditional Rental Income: $2102 Airbnb ROI: 1.8% Traditional ROI: 3.41%
44 Village Green Circle Southern Pines, NC Beautifully updated 4 Bedroom, 3 Full Bath condo in desirable Village Green! Over the last...	4 beds \| 3 baths \| 2,441 sq.ft.	$349,900	Airbnb cash on cash: 6.31% Traditional cash on cash: 4.78% Airbnb Rental Income: $3878 Traditional Rental Income: $2542 Airbnb ROI: 6.31% Traditional ROI: 4.78%
1450 S Fort Bragg Road Southern Pines, NC Step inside this huge custom built home that is ready for your updates to make it yours. T...	4 beds \| 5 baths \| 4,517 sq.ft.	$478,000	Airbnb cash on cash: 4.82% Traditional cash on cash: 8.65% Airbnb Rental Income: $3878 Traditional Rental Income: $4759 Airbnb ROI: 4.82% Traditional ROI: 8.65%
313A Driftwood Circle Southern Pines, NC Welcome to carefree living in Knollwood Village! this beautifully remodeled First Floor Go...	1 beds \| 1 baths \| 704 sq.ft.	$185,000	Airbnb cash on cash: 4.51% Traditional cash on cash: 3.72% Airbnb Rental Income: $1677 Traditional Rental Income: $1071 Airbnb ROI: 4.51% Traditional ROI: 3.72%
1450 Fort Bragg Road Southern Pines, NC Unique one of a kind home ready for updating to make it yours. All bedrooms each have thei...	4 beds \| 5 baths \| 4,517 sq.ft.	$478,000	Airbnb cash on cash: 4.76% Traditional cash on cash: 8.45% Airbnb Rental Income: $3878 Traditional Rental Income: $4691 Airbnb ROI: 4.76% Traditional ROI: 8.45%
1360 Midland Road Southern Pines, NC This fabulous Southern Pines ranch is conveniently located on a corner lot. The outdoor e...	4 beds \| 3 baths \| 1,948 sq.ft.	$409,900	Airbnb cash on cash: 5.84% Traditional cash on cash: 4.14% Airbnb Rental Income: $3878 Traditional Rental Income: $2389 Airbnb ROI: 5.84% Traditional ROI: 4.14%
145 Glenmoor Drive Southern Pines, NC Welcome to an exquisite four-bedroom, 3.5 bath residence nestled in the prestigious Scot's...	4 beds \| 4 baths \| 3,649 sq.ft.	$715,000	Airbnb cash on cash: 2.59% Traditional cash on cash: 2.57% Airbnb Rental Income: $3878 Traditional Rental Income: $3031 Airbnb ROI: 2.59% Traditional ROI: 2.57%
130 Martin Trail Southern Pines, NC Beautiful 1.96-acre lot with mature trees and privacy in a peaceful settingâno HOA! Cute...	3 beds \| 2 baths \| 1,200 sq.ft.	$475,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 1.46% Airbnb Rental Income: $2009 Traditional Rental Income: $1557 Airbnb ROI: 1.3% Traditional ROI: 1.46%
51 Village Green Circle Southern Pines, NC This charming 55+ community near Downtown Southern Pines offers a low-maintenance lifestyl...	3 beds \| 3 baths \| 2,426 sq.ft.	$289,000	Airbnb cash on cash: 2.17% Traditional cash on cash: 4.67% Airbnb Rental Income: $2009 Traditional Rental Income: $2164 Airbnb ROI: 2.17% Traditional ROI: 4.67%
865 N Page Street Southern Pines, NC Charming all-brick ranch in the heart of highly desirable downtown Southern Pines! This on...	3 beds \| 2 baths \| 1,220 sq.ft.	$350,000	Airbnb cash on cash: 2.77% Traditional cash on cash: 3.67% Airbnb Rental Income: $2009 Traditional Rental Income: $1781 Airbnb ROI: 2.77% Traditional ROI: 3.67%
525 Fairway Drive Southern Pines, NC Nestled in the desirable Knollwood Heights neighborhood, this elegant 3-bedroom, 3-bathroo...	3 beds \| 3 baths \| 2,252 sq.ft.	$670,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 2.57% Airbnb Rental Income: $2009 Traditional Rental Income: $2566 Airbnb ROI: 0.84% Traditional ROI: 2.57%
455 S Gaines Street Southern Pines, NC Southern Pines Cutie with Charm and Space! $10,000 in Builder Incentives + Additional Lend...	3 beds \| 3 baths \| 1,699 sq.ft.	$360,750	Airbnb cash on cash: 3.06% Traditional cash on cash: 4.54% Airbnb Rental Income: $2009 Traditional Rental Income: $1984 Airbnb ROI: 3.06% Traditional ROI: 4.54%
515 S Valley Road S Southern Pines, NC Captivating Southern Pines Retreat: Your Dream Home Awaits! Welcome to a serene oasis nest...	4 beds \| 3 baths \| 2,940 sq.ft.	$800,000	Airbnb cash on cash: 2.59% Traditional cash on cash: 2.42% Airbnb Rental Income: $3878 Traditional Rental Income: $2915 Airbnb ROI: 2.59% Traditional ROI: 2.42%
305 N Saylor Street Southern Pines, NC Downtown Southern Pines living, easy walk to all downtown has to offer! Lovely two story h...	3 beds \| 3 baths \| 1,785 sq.ft.	$399,000	Airbnb cash on cash: 1.89% Traditional cash on cash: 3.3% Airbnb Rental Income: $2009 Traditional Rental Income: $2013 Airbnb ROI: 1.89% Traditional ROI: 3.3%
355 Stoneyfield Drive Southern Pines, NC Location, location, location! Backing directly to the scenic Paint Hill Preserve, this ful...	3 beds \| 3 baths \| 2,313 sq.ft.	$540,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 2.57% Airbnb Rental Income: $2009 Traditional Rental Income: $2316 Airbnb ROI: 0.92% Traditional ROI: 2.57%

Real Estate investment in Southern-pines, NC

There are 45 properties for sale in the city of Southern Pines . The median list price in Southern Pines is $465,000 and the average price per square foot is $210. In September 2025, the average monthly cash on cash return in Southern Pines is 3.00%. The average monthly rental income in Southern Pines is $2,229.

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

There are 45 investment properties available for sale in Southern-pines.

In 2025, 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 $2,009.

Your search for investment property begins and ends here

Investment Property for Sale in Southern Pines, NC

1 Village Green Circle

Southern Pines, NC

2 beds | 1 baths | 1,310 sq.ft.

$249,500

Airbnb cash on cash: 2.18%

Traditional cash on cash: 2.03%

Airbnb Rental Income: $1792

Traditional Rental Income: $1270

Airbnb ROI: 2.18%

Traditional ROI: 2.03%

300 Midland Road

Southern Pines, NC

3 beds | 3 baths | 1,990 sq.ft.

$479,000

Airbnb cash on cash: 1.27%

Traditional cash on cash: 2.64%

Airbnb Rental Income: $2009

Traditional Rental Income: $2098

Airbnb ROI: 1.27%

Traditional ROI: 2.64%

250 East Delaware Avenue

Southern Pines, NC

2 beds | 3 baths | 1,200 sq.ft.

$310,000

Airbnb cash on cash: 2.62%

Traditional cash on cash: 3.48%

Airbnb Rental Income: $1792

Traditional Rental Income: $1553

Airbnb ROI: 2.62%

Traditional ROI: 3.48%

3 Drayton Court

Southern Pines, NC

3 beds | 3 baths | 2,192 sq.ft.

$500,000

Airbnb cash on cash: 0.38%

Traditional cash on cash: 1.58%

Airbnb Rental Income: $2009

Traditional Rental Income: $2043

Airbnb ROI: 0.38%

Traditional ROI: 1.58%

575 S Valley Road

Southern Pines, NC

4 beds | 5 baths | 4,579 sq.ft.

$749,900

Airbnb cash on cash: 2.56%

Traditional cash on cash: 4.74%

Airbnb Rental Income: $3878

Traditional Rental Income: $4567

Airbnb ROI: 2.56%

Traditional ROI: 4.74%

460 Clark Street

Southern Pines, NC

3 beds | 3 baths | 1,883 sq.ft.

$499,800

Airbnb cash on cash: 1.14%

Traditional cash on cash: 2.43%

Airbnb Rental Income: $2009

Traditional Rental Income: $2087

Airbnb ROI: 1.14%

Traditional ROI: 2.43%

620 Clark Street

Southern Pines, NC

4 beds | 3 baths | 1,979 sq.ft.

$479,000

Airbnb cash on cash: 5.07%

Traditional cash on cash: 3.23%

Airbnb Rental Income: $3878

Traditional Rental Income: $2220

Airbnb ROI: 5.07%

Traditional ROI: 3.23%

175 Longleaf Road

Southern Pines, NC

3 beds | 3 baths | 2,782 sq.ft.

$899,900

Airbnb cash on cash: 0.28%

Traditional cash on cash: 1.73%

Airbnb Rental Income: $2009

Traditional Rental Income: $2707

Airbnb ROI: 0.28%