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 Dr 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.	$700,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 2.26% Airbnb Rental Income: $1710 Traditional Rental Income: $2792 Airbnb ROI: -0.13% Traditional ROI: 2.26%
642 Redwood Dr Southern Pines, NC Beautiful townhome in the desirable Knollwood Village! This 2-bedroom, 2-bath home offers ...	2 beds \| 2 baths \| 2,113 sq.ft.	$375,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 3.21% Airbnb Rental Income: $723 Traditional Rental Income: $1870 Airbnb ROI: -0.93% Traditional ROI: 3.21%
114 Cypress Cir Southern Pines, NC Updated, move-in-ready townhome in Southern Pines offering a low-maintenance lifestyle and...	3 beds \| 2 baths \| 1,425 sq.ft.	$340,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 2.24% Airbnb Rental Income: $1004 Traditional Rental Income: $1475 Airbnb ROI: -0.35% Traditional ROI: 2.24%
125 Williams Rd Southern Pines, NC Fabulous Pinehurst Home in private location which is minutes to Pinehurst Country Club, sh...	4 beds \| 3 baths \| 4,700 sq.ft.	$995,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 3.18% Airbnb Rental Income: $1710 Traditional Rental Income: $4402 Airbnb ROI: -0.24% Traditional ROI: 3.18%
264 E Indiana Ave 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: 0.05% Traditional cash on cash: 3.46% Airbnb Rental Income: $1330 Traditional Rental Income: $2749 Airbnb ROI: 0.05% Traditional ROI: 3.46%
401 Crestview Rd Southern Pines, NC Located in the heart of downtown Southern Pines, this beautifully updated home offers the ...	3 beds \| 1 baths \| 1,453 sq.ft.	$379,000	Airbnb cash on cash: 0.1% Traditional cash on cash: -1.21% Airbnb Rental Income: $1004 Traditional Rental Income: $180 Airbnb ROI: 0.1% Traditional ROI: -1.21%
440 Kensington Rd Southern Pines, NC Discover the perfect blend of space, charm, and convenience in this sought-after Southern ...	4 beds \| 3 baths \| 2,187 sq.ft.	$689,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 2.71% Airbnb Rental Income: $1710 Traditional Rental Income: $2759 Airbnb ROI: 0.34% Traditional ROI: 2.71%
430 N May Street Southern Pines, NC This adorable downtown Southern Pines cottage is the kind of place buyers fall for fast. C...	3 beds \| 3 baths \| 1,540 sq.ft.	$545,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 1.98% Airbnb Rental Income: $1004 Traditional Rental Income: $1903 Airbnb ROI: -0.49% Traditional ROI: 1.98%
218 Starland Ln 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: 0.13% Traditional cash on cash: 2.29% Airbnb Rental Income: $1710 Traditional Rental Income: $2090 Airbnb ROI: 0.13% Traditional ROI: 2.29%
925 W Massachusetts Ave Southern Pines, NC Welcome to this beautifully built home in the heart of Southern Pines! This charming 3-bed...	3 beds \| 2 baths \| 1,780 sq.ft.	$349,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 3.88% Airbnb Rental Income: $1004 Traditional Rental Income: $1966 Airbnb ROI: -0.14% Traditional ROI: 3.88%
260 N Ridge St Southern Pines, NC Now priced to reflect the current market, this well-maintained Downtown Southern Pines hom...	4 beds \| 2 baths \| 2,473 sq.ft.	$925,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 1.22% Airbnb Rental Income: $1710 Traditional Rental Income: $2295 Airbnb ROI: -0.01% Traditional ROI: 1.22%
100 S Ridge St Southern Pines, NC Step into the charm and history of the Artist's Cottage, a unique English country-style ho...	4 beds \| 3 baths \| 2,471 sq.ft.	$1,050,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 1.53% Airbnb Rental Income: $1710 Traditional Rental Income: $3378 Airbnb ROI: -0.66% Traditional ROI: 1.53%
44 Village Green Cir 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: 0.84% Traditional cash on cash: 4.93% Airbnb Rental Income: $1710 Traditional Rental Income: $2542 Airbnb ROI: 0.84% Traditional ROI: 4.93%
1360 Midland Road Southern Pines, NC This fabulous Southern Pines ranch is conveniently located on a corner lot. The outdoor en...	4 beds \| 3 baths \| 1,948 sq.ft.	$399,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 4.3% Airbnb Rental Income: $1710 Traditional Rental Income: $2389 Airbnb ROI: 1.22% Traditional ROI: 4.3%
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.	$749,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 2.65% Airbnb Rental Income: $1710 Traditional Rental Income: $2915 Airbnb ROI: 0.25% Traditional ROI: 2.65%
176 Starland Lane Southern Pines, NC Enjoy golf course living at its finest in this charming, well-maintained end-unit condomin...	3 beds \| 3 baths \| 2,184 sq.ft.	$439,500	Airbnb cash on cash: -1.31% Traditional cash on cash: 3.3% Airbnb Rental Income: $1004 Traditional Rental Income: $2547 Airbnb ROI: -1.31% Traditional ROI: 3.3%
201 Lazar Ln Southern Pines, NC A tranquil nature retreat awaits! Nestled against the Weymouth Woods Nature Preserve, this...	4 beds \| 2 baths \| 2,128 sq.ft.	$485,000	Airbnb cash on cash: 0.97% Traditional cash on cash: 3.3% Airbnb Rental Income: $1710 Traditional Rental Income: $2293 Airbnb ROI: 0.97% Traditional ROI: 3.3%
239 Hill Rd Southern Pines, NC Welcome to your one-of-a-kind new construction home by local builders, Formyduval Homes LL...	4 beds \| 3 baths \| 3,266 sq.ft.	$1,299,900	Airbnb cash on cash: -0.89% Traditional cash on cash: 0.63% Airbnb Rental Income: $1710 Traditional Rental Income: $3069 Airbnb ROI: -0.89% Traditional ROI: 0.63%
105 E Chelsea Ct Southern Pines, NC Prime 2nd-hole fairway views define effortless luxury in this maintenance-free condominium...	3 beds \| 3 baths \| 2,395 sq.ft.	$607,000	Airbnb cash on cash: -1.78% Traditional cash on cash: 1.88% Airbnb Rental Income: $1004 Traditional Rental Income: $2718 Airbnb ROI: -1.78% Traditional ROI: 1.88%
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.	$595,000	Airbnb cash on cash: -1.89% Traditional cash on cash: 1.82% Airbnb Rental Income: $1004 Traditional Rental Income: $2708 Airbnb ROI: -1.89% Traditional ROI: 1.82%
175 N Knoll Rd Southern Pines, NC Welcome to this spacious 3-bedroom, 3.5-bath condo located in the desirable Longleaf commu...	3 beds \| 3 baths \| 2,787 sq.ft.	$395,000	Airbnb cash on cash: -1.5% Traditional cash on cash: 4.95% Airbnb Rental Income: $1004 Traditional Rental Income: $3037 Airbnb ROI: -1.5% Traditional ROI: 4.95%
205 Sundew Ct Southern Pines, NC HUGE PRICE IMPROVEMENT! Don't miss this one! Check out this spacious and beautifully maint...	4 beds \| 3 baths \| 2,318 sq.ft.	$545,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 2.78% Airbnb Rental Income: $1710 Traditional Rental Income: $2414 Airbnb ROI: 0.47% Traditional ROI: 2.78%
455 W New Hampshire Ave Southern Pines, NC Welcome home to 455 West New Hampshire, in downtown Southern Pines! This professionally de...	3 beds \| 2 baths \| 2,758 sq.ft.	$795,000	Airbnb cash on cash: -0.32% Traditional cash on cash: 2.19% Airbnb Rental Income: $1004 Traditional Rental Income: $2504 Airbnb ROI: -0.32% Traditional ROI: 2.19%
201 N Leak St Southern Pines, NC Welcome to this freshly updated 3-bedroom, 2-bathroom home just three blocks from the hear...	3 beds \| 1 baths \| 1,050 sq.ft.	$289,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 4.21% Airbnb Rental Income: $1004 Traditional Rental Income: $1739 Airbnb ROI: 0.21% Traditional ROI: 4.21%
135 Steeplechase Way Southern Pines, NC Nestled in the highly desirable Longleaf Country Club neighborhood, this immaculately main...	3 beds \| 2 baths \| 2,080 sq.ft.	$525,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 2.53% Airbnb Rental Income: $1004 Traditional Rental Income: $2282 Airbnb ROI: -0.8% Traditional ROI: 2.53%
1100 W Massachusetts Ave Southern Pines, NC Charming and Move-In Ready! Enjoy the ease of new construction close to shopping, dining, ...	3 beds \| 2 baths \| 1,494 sq.ft.	$325,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 4.93% Airbnb Rental Income: $1004 Traditional Rental Income: $1947 Airbnb ROI: 0.68% Traditional ROI: 4.93%
241 Townhome Ln #241 Southern Pines, NC A light, bright end unit of these new townhomes in downtown Southern Pines! Close to all t...	3 beds \| 2 baths \| 1,305 sq.ft.	$345,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 2.92% Airbnb Rental Income: $1004 Traditional Rental Income: $1799 Airbnb ROI: -0.63% Traditional ROI: 2.92%
165 Sandhurst Pl Southern Pines, NC Nestled in, at the end of a quiet Cul-De-Sac, this 3 bedroom, 2.5 bath home has so much to...	3 beds \| 2 baths \| 2,000 sq.ft.	$449,000	Airbnb cash on cash: -0.16% Traditional cash on cash: 3.57% Airbnb Rental Income: $1004 Traditional Rental Income: $2217 Airbnb ROI: -0.16% Traditional ROI: 3.57%
608 Chambers Dr Southern Pines, NC $5,000 Seller Concession Welcome to Shaw Landing, just a stones throw away from Downto...	4 beds \| 2 baths \| 1,906 sq.ft.	$407,900	Airbnb cash on cash: 0.81% Traditional cash on cash: 3.36% Airbnb Rental Income: $1710 Traditional Rental Income: $2212 Airbnb ROI: 0.81% Traditional ROI: 3.36%
320 Aiken Rd 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: 1.67% Traditional cash on cash: 4.53% Airbnb Rental Income: $1710 Traditional Rental Income: $2294 Airbnb ROI: 1.67% Traditional ROI: 4.53%
240 E Ohio Ave Southern Pines, NC Discover this beautifully renovated 3-bedroom, 2.5-bathroom home at 240 East Ohio Avenue, ...	3 beds \| 2 baths \| 1,583 sq.ft.	$458,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 2.77% Airbnb Rental Income: $1004 Traditional Rental Income: $1874 Airbnb ROI: -0.09% Traditional ROI: 2.77%
1060 Valley View Rd Southern Pines, NC Zoned for McDeeds Creek Elementary! New Construction Home featuring 3 bedrooms and 2.5 bat...	3 beds \| 2 baths \| 2,439 sq.ft.	$499,999	Airbnb cash on cash: 0.13% Traditional cash on cash: 3.88% Airbnb Rental Income: $1004 Traditional Rental Income: $2453 Airbnb ROI: 0.13% Traditional ROI: 3.88%
544 Burgundy Dr Southern Pines, NC $5,000 Seller Concession Welcome to Shaw Landing, just a stones throw away from Downto...	3 beds \| 2 baths \| 1,551 sq.ft.	$365,900	Airbnb cash on cash: -0.61% Traditional cash on cash: 3.19% Airbnb Rental Income: $1004 Traditional Rental Income: $1950 Airbnb ROI: -0.61% Traditional ROI: 3.19%
247 Townhome Ln #247 Southern Pines, NC One of the few remaining new construction Bradford Village townhouses in downtown Southern...	3 beds \| 2 baths \| 1,305 sq.ft.	$335,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 3.32% Airbnb Rental Income: $1004 Traditional Rental Income: $1800 Airbnb ROI: -0.34% Traditional ROI: 3.32%
167 Hunter Trail Southern Pines, NC Welcome to 167 Hunter Trail! This immaculately maintained single level home is located on ...	3 beds \| 2 baths \| 2,746 sq.ft.	$575,000	Airbnb cash on cash: -0.52% Traditional cash on cash: 2.6% Airbnb Rental Income: $1004 Traditional Rental Income: $2325 Airbnb ROI: -0.52% Traditional ROI: 2.6%
251 Townhome Ln #251 Southern Pines, NC One of the few remaining new construction Bradford Village townhouses in downtown Southern...	3 beds \| 2 baths \| 1,305 sq.ft.	$335,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 3.32% Airbnb Rental Income: $1004 Traditional Rental Income: $1800 Airbnb ROI: -0.34% Traditional ROI: 3.32%
255 Townhome Ln #255 Southern Pines, NC Just a few remaining new construction Bradford Village townhouses in downtown Southern Pin...	3 beds \| 2 baths \| 1,305 sq.ft.	$335,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 3.32% Airbnb Rental Income: $1004 Traditional Rental Income: $1800 Airbnb ROI: -0.34% Traditional ROI: 3.32%
205 Canterbury Rd Southern Pines, NC $10,000 USE AS YOU CHOOSE CREDIT! Step inside this stunning home, designed with a bright a...	4 beds \| 3 baths \| 2,044 sq.ft.	$465,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 3.54% Airbnb Rental Income: $1710 Traditional Rental Income: $2431 Airbnb ROI: 0.79% Traditional ROI: 3.54%
263 Champions Ridge Dr 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.	$645,000	Airbnb cash on cash: -1.55% Traditional cash on cash: 1.08% Airbnb Rental Income: $1004 Traditional Rental Income: $2231 Airbnb ROI: -1.55% Traditional ROI: 1.08%
114 Tower St Southern Pines, NC This Oakley Floor Plan, built by Legacy Homes, is perfectly situated on a spacious lot and...	4 beds \| 3 baths \| 2,508 sq.ft.	$524,998	Airbnb cash on cash: 0.5% Traditional cash on cash: 3.58% Airbnb Rental Income: $1710 Traditional Rental Income: $2748 Airbnb ROI: 0.5% Traditional ROI: 3.58%

Real Estate investment in Southern-pines, NC

There are 140 properties for sale in the city of Southern Pines . The median list price in Southern Pines is $475,000 and the average price per square foot is $224. In February 2026, the average monthly cash on cash return in Southern Pines is 3.00%. The average monthly rental income in Southern Pines is $2,268.

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

There are 140 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 $1,004.

Your search for investment property begins and ends here

Investment Property for Sale in Southern Pines, NC

86 Plantation Dr

Southern Pines, NC

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

$700,000

Airbnb cash on cash: -0.13%

Traditional cash on cash: 2.26%

Airbnb Rental Income: $1710

Traditional Rental Income: $2792

Airbnb ROI: -0.13%

Traditional ROI: 2.26%

642 Redwood Dr

Southern Pines, NC

2 beds | 2 baths | 2,113 sq.ft.

$375,000

Airbnb cash on cash: -0.93%

Traditional cash on cash: 3.21%

Airbnb Rental Income: $723

Traditional Rental Income: $1870

Airbnb ROI: -0.93%

Traditional ROI: 3.21%

114 Cypress Cir

Southern Pines, NC

3 beds | 2 baths | 1,425 sq.ft.

$340,000

Airbnb cash on cash: -0.35%

Traditional cash on cash: 2.24%

Airbnb Rental Income: $1004

Traditional Rental Income: $1475

Airbnb ROI: -0.35%

Traditional ROI: 2.24%

125 Williams Rd

Southern Pines, NC

4 beds | 3 baths | 4,700 sq.ft.

$995,000

Airbnb cash on cash: -0.24%

Traditional cash on cash: 3.18%

Airbnb Rental Income: $1710

Traditional Rental Income: $4402

Airbnb ROI: -0.24%

Traditional ROI: 3.18%

264 E Indiana Ave

Southern Pines, NC

5 beds | 3 baths | 2,471 sq.ft.

$575,000

Airbnb cash on cash: 0.05%

Traditional cash on cash: 3.46%

Airbnb Rental Income: $1330

Traditional Rental Income: $2749

Airbnb ROI: 0.05%

Traditional ROI: 3.46%

401 Crestview Rd

Southern Pines, NC

3 beds | 1 baths | 1,453 sq.ft.

$379,000

Airbnb cash on cash: 0.1%

Traditional cash on cash: -1.21%

Airbnb Rental Income: $1004

Traditional Rental Income: $180

Airbnb ROI: 0.1%

Traditional ROI: -1.21%

440 Kensington Rd

Southern Pines, NC

4 beds | 3 baths | 2,187 sq.ft.

$689,000

Airbnb cash on cash: 0.34%

Traditional cash on cash: 2.71%

Airbnb Rental Income: $1710

Traditional Rental Income: $2759

Airbnb ROI: 0.34%

Traditional ROI: 2.71%

430 N May Street

Southern Pines, NC

3 beds | 3 baths | 1,540 sq.ft.

$545,000

Airbnb cash on cash: -0.49%

Traditional cash on cash: 1.98%

Airbnb Rental Income: $1004

Traditional Rental Income: $1903

Airbnb ROI: -0.49%