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

separator

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.	$245,000	Airbnb cash on cash: 2.24% Traditional cash on cash: 2.09% Airbnb Rental Income: $1792 Traditional Rental Income: $1270 Airbnb ROI: 2.24% Traditional ROI: 2.09%
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.	$449,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 2.94% Airbnb Rental Income: $2009 Traditional Rental Income: $2098 Airbnb ROI: 1.48% Traditional ROI: 2.94%
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.	$485,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 1.65% Airbnb Rental Income: $2009 Traditional Rental Income: $2043 Airbnb ROI: 0.43% Traditional ROI: 1.65%
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%
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%
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%
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.	$519,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 3.77% Airbnb Rental Income: $2009 Traditional Rental Income: $2495 Airbnb ROI: 1.69% Traditional ROI: 3.77%
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%
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.	$699,000	Airbnb cash on cash: 4.39% Traditional cash on cash: 2.52% Airbnb Rental Income: $5011 Traditional Rental Income: $2763 Airbnb ROI: 4.39% Traditional ROI: 2.52%
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%
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.	$1,050,000	Airbnb cash on cash: 1.19% Traditional cash on cash: 1.53% Airbnb Rental Income: $3878 Traditional Rental Income: $3378 Airbnb ROI: 1.19% Traditional ROI: 1.53%
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.	$399,000	Airbnb cash on cash: 1.89% Traditional cash on cash: 3.54% Airbnb Rental Income: $2009 Traditional Rental Income: $2102 Airbnb ROI: 1.89% Traditional ROI: 3.54%
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.	$345,000	Airbnb cash on cash: 6.41% Traditional cash on cash: 4.86% Airbnb Rental Income: $3878 Traditional Rental Income: $2542 Airbnb ROI: 6.41% Traditional ROI: 4.86%
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 MOTIVATED SELLER!! Welcome to carefree living in Knollwood Village! this beautifully remod...	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.	$399,000	Airbnb cash on cash: 6.05% Traditional cash on cash: 4.3% Airbnb Rental Income: $3878 Traditional Rental Income: $2389 Airbnb ROI: 6.05% Traditional ROI: 4.3%
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.	$699,900	Airbnb cash on cash: 2.68% Traditional cash on cash: 2.67% Airbnb Rental Income: $3878 Traditional Rental Income: $3031 Airbnb ROI: 2.68% Traditional ROI: 2.67%
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 \| 1,234 sq.ft.	$430,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 1.8% Airbnb Rental Income: $2009 Traditional Rental Income: $1557 Airbnb ROI: 1.62% Traditional ROI: 1.8%
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%
1130 Valley View Road Southern Pines, NC 20k Builder Incentive or 2/1 Buy down option with preferred lender. Introducing the Vylee ...	4 beds \| 4 baths \| 2,415 sq.ft.	$507,150	Airbnb cash on cash: 4.39% Traditional cash on cash: 3.53% Airbnb Rental Income: $3878 Traditional Rental Income: $2639 Airbnb ROI: 4.39% Traditional ROI: 3.53%
201 Lazar Lane Southern Pines, NC A tranquil nature retreat awaits! Nestled against the Weymouth Woods Nature Preserve, this...	4 beds \| 3 baths \| 2,128 sq.ft.	$492,000	Airbnb cash on cash: 4.87% Traditional cash on cash: 3.24% Airbnb Rental Income: $3878 Traditional Rental Income: $2293 Airbnb ROI: 4.87% Traditional ROI: 3.24%
21 Village In The Woods Circle Southern Pines, NC Lovely, one-owner townhouse with Williamsburg charm. Formal entrance hall with flagstone ...	3 beds \| 3 baths \| 2,371 sq.ft.	$350,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 3.74% Airbnb Rental Income: $2009 Traditional Rental Income: $2182 Airbnb ROI: 1.62% Traditional ROI: 3.74%
120 Penn Carol Lane Southern Pines, NC If you have been dreaming of owning a home in the quaint town of Southern Pines, this is y...	4 beds \| 4 baths \| 3,287 sq.ft.	$1,100,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 1.85% Airbnb Rental Income: $3878 Traditional Rental Income: $3477 Airbnb ROI: 1.43% Traditional ROI: 1.85%
2185 E Indiana Avenue Southern Pines, NC Freshly Updated Southern Pines Home with Pool This freshly updated home has been beauti...	3 beds \| 2 baths \| 1,659 sq.ft.	$399,000	Airbnb cash on cash: 2.38% Traditional cash on cash: 3.49% Airbnb Rental Income: $2009 Traditional Rental Income: $1901 Airbnb ROI: 2.38% Traditional ROI: 3.49%
120 Hadley Court Southern Pines, NC Welcome to your dream home nestled in the highly sought-after Mid South gated community, w...	5 beds \| 3 baths \| 3,487 sq.ft.	$699,000	Airbnb cash on cash: 4.13% Traditional cash on cash: 2.23% Airbnb Rental Income: $5011 Traditional Rental Income: $2751 Airbnb ROI: 4.13% Traditional ROI: 2.23%
2243 E Connecticut Avenue Southern Pines, NC 'Must See' is an understatement for this Gorgeous and Impeccably kept Horse Country Estate...	5 beds \| 4 baths \| 3,721 sq.ft.	$2,550,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 0.25% Airbnb Rental Income: $5011 Traditional Rental Income: $3626 Airbnb ROI: 0.4% Traditional ROI: 0.25%
239 Hill Road Southern Pines, NC Welcome to your one-of-a-kind new construction home by local builders, Formyduval Homes. T...	4 beds \| 4 baths \| 3,266 sq.ft.	$1,299,900	Airbnb cash on cash: 0.61% Traditional cash on cash: 0.63% Airbnb Rental Income: $3878 Traditional Rental Income: $3069 Airbnb ROI: 0.61% Traditional ROI: 0.63%
105 E Chelsea Court Southern Pines, NC Enjoy maintenance free golf front living! This stunning 3-bedroom, 3-bath condo with a spa...	3 beds \| 3 baths \| 2,395 sq.ft.	$625,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 2.66% Airbnb Rental Income: $2009 Traditional Rental Income: $2718 Airbnb ROI: 0.55% Traditional ROI: 2.66%
123 W Chelsea Court Southern Pines, NC Effortless living awaits at your primary or second home in the Sandhills at the private Mi...	3 beds \| 3 baths \| 2,214 sq.ft.	$618,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 1.86% Airbnb Rental Income: $2009 Traditional Rental Income: $2708 Airbnb ROI: -0.26% Traditional ROI: 1.86%

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 $478,000 and the average price per square foot is $200. In October 2025, the average monthly cash on cash return in Southern Pines is 3.00%. The average monthly rental income in Southern Pines is $2,402.

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 Long-Term is higher than the Short-Term in Southern-pines with average rental income of $2,402.

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.

$245,000

Airbnb cash on cash: 2.24%

Traditional cash on cash: 2.09%

Airbnb Rental Income: $1792

Traditional Rental Income: $1270

Airbnb ROI: 2.24%

Traditional ROI: 2.09%

300 Midland Road

Southern Pines, NC

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

$449,000

Airbnb cash on cash: 1.48%

Traditional cash on cash: 2.94%

Airbnb Rental Income: $2009

Traditional Rental Income: $2098

Airbnb ROI: 1.48%

Traditional ROI: 2.94%

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.

$485,000

Airbnb cash on cash: 0.43%

Traditional cash on cash: 1.65%

Airbnb Rental Income: $2009

Traditional Rental Income: $2043

Airbnb ROI: 0.43%

Traditional ROI: 1.65%

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%

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%

264 E Indiana Avenue

Southern Pines, NC

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%

131 Crestview Road

Southern Pines, NC

3 beds | 3 baths | 2,172 sq.ft.

$519,000

Airbnb cash on cash: 1.69%

Traditional cash on cash: 3.77%

Airbnb Rental Income: $2009

Traditional Rental Income: $2495

Airbnb ROI: 1.69%