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.	$700,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 2.26% Airbnb Rental Income: $1652 Traditional Rental Income: $2792 Airbnb ROI: -0.2% Traditional ROI: 2.26%
114 Cypress Circle Southern Pines, NC Welcome to 114 Cypress Creek Circle - a beautifully updated townhome in one of Southern Pi...	3 beds \| 3 baths \| 1,425 sq.ft.	$349,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 2.64% Airbnb Rental Income: $1065 Traditional Rental Income: $1475 Airbnb ROI: 0.27% Traditional ROI: 2.64%
415 W Vermont Avenue Southern Pines, NC Live the life you've been imagining in this charming two-story home perfectly positioned i...	3 beds \| 3 baths \| 1,479 sq.ft.	$475,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 2.6% Airbnb Rental Income: $1065 Traditional Rental Income: $1917 Airbnb ROI: -0.14% Traditional ROI: 2.6%
24 Cypress Circle Southern Pines, NC Come home to Cypress Creek Southern Pines! Conveniently located right in the heart of the ...	3 beds \| 3 baths \| 1,451 sq.ft.	$325,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 4.04% Airbnb Rental Income: $1065 Traditional Rental Income: $1792 Airbnb ROI: 0.46% Traditional ROI: 4.04%
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.	$1,050,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 1.25% Airbnb Rental Income: $1652 Traditional Rental Income: $2726 Airbnb ROI: -0.33% Traditional ROI: 1.25%
625 W Maine Avenue Southern Pines, NC Say "Welcome Home" to this charming recently updated bungalow. Let's first talk about the ...	3 beds \| 1 baths \| 1,010 sq.ft.	$295,000	Airbnb cash on cash: 0.61% Traditional cash on cash: 3.7% Airbnb Rental Income: $1065 Traditional Rental Income: $1558 Airbnb ROI: 0.61% Traditional ROI: 3.7%
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: -1.31% Traditional cash on cash: 1.65% Airbnb Rental Income: $1065 Traditional Rental Income: $2043 Airbnb ROI: -1.31% Traditional ROI: 1.65%
575 S Valley Road lot: 36 Southern Pines, NC Discover exceptional living in this impressive 4-bedroom, 3-bath, 2-half-bath home located...	4 beds \| 5 baths \| 4,510 sq.ft.	$725,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 4.94% Airbnb Rental Income: $1652 Traditional Rental Income: $4567 Airbnb ROI: -0.06% Traditional ROI: 4.94%
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: 0.63% Traditional cash on cash: 3.28% Airbnb Rental Income: $1745 Traditional Rental Income: $2749 Airbnb ROI: 0.63% Traditional ROI: 3.28%
312 Edinboro Drive Southern Pines, NC Rare opportunity for investor or sweat equity homebuyer! 3 bed/2.5 bath home on large .74 ...	3 beds \| 2 baths \| 1,750 sq.ft.	$299,900	Airbnb cash on cash: 0.7% Traditional cash on cash: 5.45% Airbnb Rental Income: $1065 Traditional Rental Income: $2041 Airbnb ROI: 0.7% Traditional ROI: 5.45%
13 Village Green Circle Southern Pines, NC Known as the Gem of Southern Pines, the Village Green is a welcoming 55+ community tucked ...	2 beds \| 1 baths \| 1,288 sq.ft.	$225,000	Airbnb cash on cash: -1.47% Traditional cash on cash: 4.06% Airbnb Rental Income: $875 Traditional Rental Income: $1717 Airbnb ROI: -1.47% Traditional ROI: 4.06%
218 Starland Lane 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: 0.01% Traditional cash on cash: 2.29% Airbnb Rental Income: $1652 Traditional Rental Income: $2090 Airbnb ROI: 0.01% Traditional ROI: 2.29%
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: 0.03% Traditional cash on cash: 3.77% Airbnb Rental Income: $1065 Traditional Rental Income: $1916 Airbnb ROI: 0.03% Traditional ROI: 3.77%
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: 0.01% Traditional cash on cash: 3.88% Airbnb Rental Income: $1065 Traditional Rental Income: $1966 Airbnb ROI: 0.01% Traditional ROI: 3.88%
207 Bump A Long Lane Southern Pines, NC In and Out Farm - a private equestrian oasis in the heart of Southern Pines Horse Country!...	3 beds \| 4 baths \| 3,145 sq.ft.	$2,345,000	Airbnb cash on cash: -1% Traditional cash on cash: -0.04% Airbnb Rental Income: $1065 Traditional Rental Income: $2802 Airbnb ROI: -1% Traditional ROI: -0.04%
380 Grove Road Southern Pines, NC Welcome to 380 Grove Rd, a beautifully crafted Bundy Homes custom build in the highly soug...	4 beds \| 3 baths \| 2,896 sq.ft.	$699,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 2.52% Airbnb Rental Income: $1652 Traditional Rental Income: $2763 Airbnb ROI: 0.1% Traditional ROI: 2.52%
260 N Ridge Street Southern Pines, NC Step into this classic 1920s home filled with character and space. The main floor offers g...	4 beds \| 2 baths \| 2,473 sq.ft.	$1,095,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 0.88% Airbnb Rental Income: $1652 Traditional Rental Income: $2295 Airbnb ROI: -0.21% Traditional ROI: 0.88%
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: -0.71% Traditional cash on cash: 1.53% Airbnb Rental Income: $1652 Traditional Rental Income: $3378 Airbnb ROI: -0.71% 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: -0.21% Traditional cash on cash: 3.54% Airbnb Rental Income: $1065 Traditional Rental Income: $2102 Airbnb ROI: -0.21% Traditional ROI: 3.54%
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.	$179,500	Airbnb cash on cash: -0.26% Traditional cash on cash: 3.89% Airbnb Rental Income: $661 Traditional Rental Income: $1071 Airbnb ROI: -0.26% Traditional ROI: 3.89%
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: 1.09% Traditional cash on cash: 4.3% Airbnb Rental Income: $1652 Traditional Rental Income: $2389 Airbnb ROI: 1.09% Traditional ROI: 4.3%
130 Martin Trail Southern Pines, NC Beautiful 1.96-acre lot with mature trees and privacy in a peaceful setting-no HOA! Cute 3...	3 beds \| 2 baths \| 1,234 sq.ft.	$390,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 2.17% Airbnb Rental Income: $1065 Traditional Rental Income: $1557 Airbnb ROI: -0.18% Traditional ROI: 2.17%
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: 0.18% Traditional cash on cash: 2.65% Airbnb Rental Income: $1652 Traditional Rental Income: $2915 Airbnb ROI: 0.18% 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: -1.19% Traditional cash on cash: 3.3% Airbnb Rental Income: $1065 Traditional Rental Income: $2547 Airbnb ROI: -1.19% 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: 0.47% Traditional cash on cash: 3.53% Airbnb Rental Income: $1652 Traditional Rental Income: $2639 Airbnb ROI: 0.47% 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 \| N/A	$485,000	Airbnb cash on cash: 0.86% Traditional cash on cash: 3.3% Airbnb Rental Income: $1652 Traditional Rental Income: $2293 Airbnb ROI: 0.86% Traditional ROI: 3.3%
21 Village In The Woods Circle Southern Pines, NC Lovely, one-owner townhouse with Williamsburg charm. Formal entrance hall with flagstone f...	3 beds \| 3 baths \| 2,371 sq.ft.	$350,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 3.74% Airbnb Rental Income: $1065 Traditional Rental Income: $2182 Airbnb ROI: -0.78% Traditional ROI: 3.74%
2185 E Indiana Avenue Southern Pines, NC Freshly Updated Southern Pines Home with Pool This freshly updated home has been beautiful...	3 beds \| 2 baths \| 1,659 sq.ft.	$399,000	Airbnb cash on cash: 0.28% Traditional cash on cash: 3.49% Airbnb Rental Income: $1065 Traditional Rental Income: $1901 Airbnb ROI: 0.28% Traditional ROI: 3.49%
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: -0.93% Traditional cash on cash: 0.63% Airbnb Rental Income: $1652 Traditional Rental Income: $3069 Airbnb ROI: -0.93% 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.	$615,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 2.74% Airbnb Rental Income: $1065 Traditional Rental Income: $2718 Airbnb ROI: -0.78% Traditional ROI: 2.74%
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: -1.79% Traditional cash on cash: 1.82% Airbnb Rental Income: $1065 Traditional Rental Income: $2708 Airbnb ROI: -1.79% Traditional ROI: 1.82%
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: 0.07% Traditional cash on cash: 6.38% Airbnb Rental Income: $1065 Traditional Rental Income: $3037 Airbnb ROI: 0.07% Traditional ROI: 6.38%
205 Sundew Court Southern Pines, NC PRICE IMPROVEMENT! Seller now offering $5000 towards closing costs with full price offer. ...	4 beds \| 3 baths \| 2,318 sq.ft.	$565,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 2.87% Airbnb Rental Income: $1652 Traditional Rental Income: $2414 Airbnb ROI: 0.54% Traditional ROI: 2.87%
245 W Connecticut Avenue Southern Pines, NC To be completed in time to move in for Christmas! This new Downtown Southern Pines Connect...	4 beds \| 4 baths \| 2,578 sq.ft.	$875,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 1.53% Airbnb Rental Income: $1652 Traditional Rental Income: $2836 Airbnb ROI: -0.49% Traditional ROI: 1.53%
5368 Niagara Carthage Road Southern Pines, NC Incredible remodel located minutes from historic downtown Southern Pines and convenient to...	2 beds \| 2 baths \| 1,304 sq.ft.	$279,900	Airbnb cash on cash: 0.51% Traditional cash on cash: 4.93% Airbnb Rental Income: $875 Traditional Rental Income: $1706 Airbnb ROI: 0.51% Traditional ROI: 4.93%
455 W New Hampshire Avenue Southern Pines, NC Welcome home to 455 West New Hampshire, in downtown Southern Pines! This professionally de...	3 beds \| 3 baths \| 2,758 sq.ft.	$795,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 2.19% Airbnb Rental Income: $1065 Traditional Rental Income: $2504 Airbnb ROI: -0.25% Traditional ROI: 2.19%
201 N Leak Street Southern Pines, NC Welcome to this freshly updated 3-bedroom, 2-bathroom home just three blocks from the hear...	3 beds \| 2 baths \| 1,050 sq.ft.	$289,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 4.21% Airbnb Rental Income: $1065 Traditional Rental Income: $1739 Airbnb ROI: 0.39% Traditional ROI: 4.21%
160 Tray Street Southern Pines, NC Ranch home ready for updating and remodeling to make it yours. This home has so much poten...	4 beds \| 2 baths \| 1,248 sq.ft.	$200,000	Airbnb cash on cash: 4.38% Traditional cash on cash: 8.31% Airbnb Rental Income: $1652 Traditional Rental Income: $1934 Airbnb ROI: 4.38% Traditional ROI: 8.31%
135 Steeplechase Way Southern Pines, NC Nestled in the highly desirable Longleaf Country Club neighborhood, this immaculately main...	3 beds \| 3 baths \| 2,080 sq.ft.	$525,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 2.53% Airbnb Rental Income: $1065 Traditional Rental Income: $2282 Airbnb ROI: -0.7% Traditional ROI: 2.53%
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: 0.84% Traditional cash on cash: 4.93% Airbnb Rental Income: $1065 Traditional Rental Income: $1947 Airbnb ROI: 0.84% Traditional ROI: 4.93%

Real Estate investment in Southern-pines, NC

There are 92 properties for sale in the city of Southern Pines . The median list price in Southern Pines is $461,500 and the average price per square foot is $218. In December 2025, the average monthly cash on cash return in Southern Pines is 3.00%. The average monthly rental income in Southern Pines is $2,253.

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

There are 92 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 $1,065.

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.

$700,000

Airbnb cash on cash: -0.2%

Traditional cash on cash: 2.26%

Airbnb Rental Income: $1652

Traditional Rental Income: $2792

Airbnb ROI: -0.2%

Traditional ROI: 2.26%

114 Cypress Circle

Southern Pines, NC

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

$349,000

Airbnb cash on cash: 0.27%

Traditional cash on cash: 2.64%

Airbnb Rental Income: $1065

Traditional Rental Income: $1475

Airbnb ROI: 0.27%

Traditional ROI: 2.64%

415 W Vermont Avenue

Southern Pines, NC

3 beds | 3 baths | 1,479 sq.ft.

$475,000

Airbnb cash on cash: -0.14%

Traditional cash on cash: 2.6%

Airbnb Rental Income: $1065

Traditional Rental Income: $1917

Airbnb ROI: -0.14%

Traditional ROI: 2.6%

24 Cypress Circle

Southern Pines, NC

3 beds | 3 baths | 1,451 sq.ft.

$325,000

Airbnb cash on cash: 0.46%

Traditional cash on cash: 4.04%

Airbnb Rental Income: $1065

Traditional Rental Income: $1792

Airbnb ROI: 0.46%

Traditional ROI: 4.04%

125 Williams Road

Southern Pines, NC

4 beds | 5 baths | 4,700 sq.ft.

$1,050,000

Airbnb cash on cash: -0.33%

Traditional cash on cash: 1.25%

Airbnb Rental Income: $1652

Traditional Rental Income: $2726

Airbnb ROI: -0.33%

Traditional ROI: 1.25%

625 W Maine Avenue

Southern Pines, NC

3 beds | 1 baths | 1,010 sq.ft.

$295,000

Airbnb cash on cash: 0.61%

Traditional cash on cash: 3.7%

Airbnb Rental Income: $1065

Traditional Rental Income: $1558

Airbnb ROI: 0.61%

Traditional ROI: 3.7%

3 Drayton Court

Southern Pines, NC

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

$485,000

Airbnb cash on cash: -1.31%

Traditional cash on cash: 1.65%

Airbnb Rental Income: $1065

Traditional Rental Income: $2043

Airbnb ROI: -1.31%

Traditional ROI: 1.65%

575 S Valley Road lot: 36

Southern Pines, NC

4 beds | 5 baths | 4,510 sq.ft.

$725,000

Airbnb cash on cash: -0.06%

Traditional cash on cash: 4.94%

Airbnb Rental Income: $1652

Traditional Rental Income: $4567

Airbnb ROI: -0.06%