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.

Single Family Homes for Sale in Southern Pines, NC

Search for Single Family Residential for Sale in Southern Pines, North Carolina. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 98 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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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%
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.	$679,900	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%
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%
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%
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%
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%
5368 Niagara Carthage Rd Southern Pines, NC Incredible remodel located minutes from historic downtown Southern Pines and convenient to...	2 beds \| 2 baths \| 1,304 sq.ft.	$269,900	Airbnb cash on cash: 0.05% Traditional cash on cash: 5.04% Airbnb Rental Income: $723 Traditional Rental Income: $1706 Airbnb ROI: 0.05% Traditional ROI: 5.04%
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.	$749,000	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.	$499,000	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%
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%
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%
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%
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.	$460,000	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.	$524,997	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%
131 N Hardin St Southern Pines, NC Welcome home! This inviting 2-bedroom, 1-bath home in Southern Pines is less than a mile f...	2 beds \| 1 baths \| 1,058 sq.ft.	$229,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.52% Airbnb Rental Income: $723 Traditional Rental Income: $1479 Airbnb ROI: N/A Traditional ROI: 4.52%
620 Chambers Dr Southern Pines, NC $5,000 Builder Concession Welcome to Shaw Landing, just a stone's throw away from Down...	3 beds \| 2 baths \| 1,551 sq.ft.	$367,900	Airbnb cash on cash: -0.61% Traditional cash on cash: 3.36% Airbnb Rental Income: $1004 Traditional Rental Income: $2020 Airbnb ROI: -0.61% Traditional ROI: 3.36%
628 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: 3.61% Airbnb Rental Income: $1710 Traditional Rental Income: $2308 Airbnb ROI: 0.81% Traditional ROI: 3.61%
435 W Connecticut Ave Southern Pines, NC Marketing/Public Remarks: Situated in Southern Pines, this property offers an opportunity ...	2 beds \| 1 baths \| 990 sq.ft.	$275,000	Airbnb cash on cash: -0.32% Traditional cash on cash: 3.83% Airbnb Rental Income: $723 Traditional Rental Income: $1490 Airbnb ROI: -0.32% Traditional ROI: 3.83%
292 Bump A Long Ln Southern Pines, NC One of the last opportunities of its kind-47+ acres in the heart of Southern Pines Horse C...	4 beds \| 2 baths \| 3,443 sq.ft.	$2,150,000	Airbnb cash on cash: -0.55% Traditional cash on cash: 0.47% Airbnb Rental Income: $1710 Traditional Rental Income: $3258 Airbnb ROI: -0.55% Traditional ROI: 0.47%
145 Park Hill Rd Southern Pines, NC This stunning home built in the early 1900s sitting on 1.15 acres is tucked into a quiet p...	5 beds \| 2 baths \| 3,650 sq.ft.	$515,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 3.25% Airbnb Rental Income: $1330 Traditional Rental Income: $2252 Airbnb ROI: 0.48% Traditional ROI: 3.25%
645 N Page St Southern Pines, NC Fabulous home in a wonderful location! Situated on a double lot with a total of .55 acres ...	3 beds \| 2 baths \| 1,671 sq.ft.	$399,000	Airbnb cash on cash: -0.04% Traditional cash on cash: 2.99% Airbnb Rental Income: $1004 Traditional Rental Income: $1780 Airbnb ROI: -0.04% Traditional ROI: 2.99%
257 Champions Ridge Dr Southern Pines, NC Enjoy Resort-Style Living in Champions Ridge at Mid South Club! Experience luxury and conv...	3 beds \| 2 baths \| 2,272 sq.ft.	$645,000	Airbnb cash on cash: -1.48% Traditional cash on cash: 1.02% Airbnb Rental Income: $1004 Traditional Rental Income: $2183 Airbnb ROI: -1.48% Traditional ROI: 1.02%
705 N Leak St Southern Pines, NC WITHIN WALKING DISTANCE TO DOWNTOWN SOUTHERN PINES - just 3 blocks to Broad Street! This b...	5 beds \| 3 baths \| 1,959 sq.ft.	$657,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 2.74% Airbnb Rental Income: $1330 Traditional Rental Income: $2693 Airbnb ROI: -0.15% Traditional ROI: 2.74%
475 W Maine Ave Southern Pines, NC Discover this charming, fully renovated one-story ranch tucked in the heart of downtown So...	4 beds \| 2 baths \| 1,536 sq.ft.	$499,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 2.91% Airbnb Rental Income: $1710 Traditional Rental Income: $2100 Airbnb ROI: 1.06% Traditional ROI: 2.91%
435 W New Jersey Ave Southern Pines, NC Discover the perfect blend of comfort and convenience in this charming brand new build, do...	3 beds \| 2 baths \| 1,617 sq.ft.	$449,750	Airbnb cash on cash: -0.52% Traditional cash on cash: 2.84% Airbnb Rental Income: $1004 Traditional Rental Income: $2062 Airbnb ROI: -0.52% Traditional ROI: 2.84%
425 W New Jersey Ave Southern Pines, NC Don't miss this incredible opportunity to own a home in the heart of downtown Southern Pin...	3 beds \| 1 baths \| 1,353 sq.ft.	$295,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 4% Airbnb Rental Income: $1004 Traditional Rental Income: $1670 Airbnb ROI: 0.32% Traditional ROI: 4%

Your search for investment property begins and ends here

Single Family Homes 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%

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.

$679,900

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%

Traditional ROI: 1.98%

925 W Massachusetts Ave

Southern Pines, NC

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

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%