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.	$720,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 2.17% Airbnb Rental Income: $1999 Traditional Rental Income: $2792 Airbnb ROI: 0.21% Traditional ROI: 2.17%
642 Redwood Drive Southern Pines, NC Beautiful townhome in the desirable Knollwood Village! This 2-bedroom, 2-bath home offers ...	2 beds \| 2 baths \| 2,100 sq.ft.	$380,000	Airbnb cash on cash: 0.81% Traditional cash on cash: 3.6% Airbnb Rental Income: $1275 Traditional Rental Income: $1870 Airbnb ROI: 0.81% Traditional ROI: 3.6%
465 E Hedgelawn Way Southern Pines, NC Welcome home to this charming 3-bedroom, plus bonus w/closet, 2 full and 2 half bath home ...	3 beds \| 4 baths \| 2,409 sq.ft.	$520,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 4.04% Airbnb Rental Income: $1309 Traditional Rental Income: $2703 Airbnb ROI: 0.33% Traditional ROI: 4.04%
440 N Ashe Street Southern Pines, NC Discover the charm and potential of this adorable downtown Southern Pines cottage, perfect...	1 beds \| 1 baths \| 803 sq.ft.	$299,000	Airbnb cash on cash: 0.66% Traditional cash on cash: -1.4% Airbnb Rental Income: $1071 Traditional Rental Income: $125 Airbnb ROI: 0.66% Traditional ROI: -1.4%
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: 1.15% Traditional cash on cash: 3.48% Airbnb Rental Income: $1275 Traditional Rental Income: $1553 Airbnb ROI: 1.15% Traditional ROI: 3.48%
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: 1.12% Traditional cash on cash: 4.04% Airbnb Rental Income: $1309 Traditional Rental Income: $1792 Airbnb ROI: 1.12% Traditional ROI: 4.04%
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: 1.34% Traditional cash on cash: 3.7% Airbnb Rental Income: $1309 Traditional Rental Income: $1558 Airbnb ROI: 1.34% 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: -0.86% Traditional cash on cash: 1.65% Airbnb Rental Income: $1309 Traditional Rental Income: $2043 Airbnb ROI: -0.86% Traditional ROI: 1.65%
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: 1.02% Traditional cash on cash: 3.22% Airbnb Rental Income: $2053 Traditional Rental Income: $2749 Airbnb ROI: 1.02% Traditional ROI: 3.22%
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: -0.44% Traditional cash on cash: 3.57% Airbnb Rental Income: $1309 Traditional Rental Income: $2237 Airbnb ROI: -0.44% 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: 0.65% Traditional cash on cash: 3.77% Airbnb Rental Income: $1309 Traditional Rental Income: $1916 Airbnb ROI: 0.65% 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.	$448,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 4.48% Airbnb Rental Income: $1999 Traditional Rental Income: $2665 Airbnb ROI: 1.64% Traditional ROI: 4.48%
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: 0.57% Traditional cash on cash: 3.72% Airbnb Rental Income: $1309 Traditional Rental Income: $1966 Airbnb ROI: 0.57% Traditional ROI: 3.72%
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: 0.61% Traditional cash on cash: 2.52% Airbnb Rental Income: $2053 Traditional Rental Income: $2763 Airbnb ROI: 0.61% 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: 0.06% Traditional cash on cash: 0.87% Airbnb Rental Income: $1999 Traditional Rental Income: $2295 Airbnb ROI: 0.06% Traditional ROI: 0.87%
931 W Connecticut Avenue Southern Pines, NC MOTIVATED SELLER* Just minutes from downtown Southern Pines, this freshly updated home is ...	4 beds \| 4 baths \| 1,572 sq.ft.	$308,000	Airbnb cash on cash: 2.94% Traditional cash on cash: 4.91% Airbnb Rental Income: $1999 Traditional Rental Income: $2047 Airbnb ROI: 2.94% Traditional ROI: 4.91%
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: -0.42% Traditional cash on cash: 1.53% Airbnb Rental Income: $1999 Traditional Rental Income: $3378 Airbnb ROI: -0.42% 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: 0.33% Traditional cash on cash: 3.54% Airbnb Rental Income: $1309 Traditional Rental Income: $2102 Airbnb ROI: 0.33% 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: 1.58% Traditional cash on cash: 4.86% Airbnb Rental Income: $1999 Traditional Rental Income: $2542 Airbnb ROI: 1.58% Traditional ROI: 4.86%
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: 1.74% Traditional cash on cash: 3.89% Airbnb Rental Income: $1071 Traditional Rental Income: $1071 Airbnb ROI: 1.74% Traditional ROI: 3.89%
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: 1.87% Traditional cash on cash: 4.3% Airbnb Rental Income: $1999 Traditional Rental Income: $2389 Airbnb ROI: 1.87% 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: 0.29% Traditional cash on cash: 2.67% Airbnb Rental Income: $1999 Traditional Rental Income: $3031 Airbnb ROI: 0.29% 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.	$390,000	Airbnb cash on cash: 0.38% Traditional cash on cash: 2.17% Airbnb Rental Income: $1309 Traditional Rental Income: $1557 Airbnb ROI: 0.38% Traditional ROI: 2.17%
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: 1.34% Traditional cash on cash: 4.54% Airbnb Rental Income: $1309 Traditional Rental Income: $1984 Airbnb ROI: 1.34% 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.	$749,000	Airbnb cash on cash: 0.59% Traditional cash on cash: 2.65% Airbnb Rental Income: $1999 Traditional Rental Income: $2915 Airbnb ROI: 0.59% Traditional ROI: 2.65%
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: 1.08% Traditional cash on cash: 3.53% Airbnb Rental Income: $1999 Traditional Rental Income: $2639 Airbnb ROI: 1.08% 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: 1.47% Traditional cash on cash: 3.24% Airbnb Rental Income: $1999 Traditional Rental Income: $2293 Airbnb ROI: 1.47% 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: -0.16% Traditional cash on cash: 3.74% Airbnb Rental Income: $1309 Traditional Rental Income: $2182 Airbnb ROI: -0.16% 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: -0.1% Traditional cash on cash: 1.85% Airbnb Rental Income: $1999 Traditional Rental Income: $3477 Airbnb ROI: -0.1% 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: 0.82% Traditional cash on cash: 3.49% Airbnb Rental Income: $1309 Traditional Rental Income: $1901 Airbnb ROI: 0.82% 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: 0.35% Traditional cash on cash: 2.23% Airbnb Rental Income: $2053 Traditional Rental Income: $2751 Airbnb ROI: 0.35% Traditional ROI: 2.23%
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: -0.69% Traditional cash on cash: 0.63% Airbnb Rental Income: $1999 Traditional Rental Income: $3069 Airbnb ROI: -0.69% 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: -0.45% Traditional cash on cash: 2.66% Airbnb Rental Income: $1309 Traditional Rental Income: $2718 Airbnb ROI: -0.45% 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.	$595,000	Airbnb cash on cash: -1.28% Traditional cash on cash: 1.97% Airbnb Rental Income: $1309 Traditional Rental Income: $2708 Airbnb ROI: -1.28% Traditional ROI: 1.97%
173 S Hardin Street Southern Pines, NC Property qualifies for up to $20K in lender credits with preferred lender! Beautifully ren...	4 beds \| 3 baths \| 2,016 sq.ft.	$419,800	Airbnb cash on cash: 2.32% Traditional cash on cash: 4.96% Airbnb Rental Income: $1999 Traditional Rental Income: $2515 Airbnb ROI: 2.32% Traditional ROI: 4.96%
320 Arbutus Road Southern Pines, NC Exquisite details abound in a light-filled, peaceful home nestled within Weymouth Heights....	5 beds \| 5 baths \| 4,808 sq.ft.	$1,199,000	Airbnb cash on cash: -0.3% Traditional cash on cash: 2.47% Airbnb Rental Income: $2053 Traditional Rental Income: $4611 Airbnb ROI: -0.3% Traditional ROI: 2.47%
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.	$399,000	Airbnb cash on cash: 0.6% Traditional cash on cash: 6.31% Airbnb Rental Income: $1309 Traditional Rental Income: $3037 Airbnb ROI: 0.6% Traditional ROI: 6.31%
205 Sundew Court Southern Pines, NC This spacious and beautifully maintained 4-bedroom, 3-bathroom home showcases a desirable ...	4 beds \| 3 baths \| 2,318 sq.ft.	$580,000	Airbnb cash on cash: 1.04% Traditional cash on cash: 2.77% Airbnb Rental Income: $1999 Traditional Rental Income: $2414 Airbnb ROI: 1.04% Traditional ROI: 2.77%
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: -0.14% Traditional cash on cash: 1.53% Airbnb Rental Income: $1999 Traditional Rental Income: $2836 Airbnb ROI: -0.14% 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.	$284,900	Airbnb cash on cash: 1.08% Traditional cash on cash: 4.18% Airbnb Rental Income: $1275 Traditional Rental Income: $1706 Airbnb ROI: 1.08% Traditional ROI: 4.18%

Real Estate investment in Southern-pines, NC

There are 46 properties for sale in the city of Southern Pines . The median list price in Southern Pines is $424,000 and the average price per square foot is $194. In November 2025, the average monthly cash on cash return in Southern Pines is 4.00%. The average monthly rental income in Southern Pines is $2,293.

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

There are 46 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 $2,293.

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.

$720,000

Airbnb cash on cash: 0.21%

Traditional cash on cash: 2.17%

Airbnb Rental Income: $1999

Traditional Rental Income: $2792

Airbnb ROI: 0.21%

Traditional ROI: 2.17%

642 Redwood Drive

Southern Pines, NC

2 beds | 2 baths | 2,100 sq.ft.

$380,000

Airbnb cash on cash: 0.81%

Traditional cash on cash: 3.6%

Airbnb Rental Income: $1275

Traditional Rental Income: $1870

Airbnb ROI: 0.81%

Traditional ROI: 3.6%

465 E Hedgelawn Way

Southern Pines, NC

3 beds | 4 baths | 2,409 sq.ft.

$520,000

Airbnb cash on cash: 0.33%

Traditional cash on cash: 4.04%

Airbnb Rental Income: $1309

Traditional Rental Income: $2703

Airbnb ROI: 0.33%

Traditional ROI: 4.04%

440 N Ashe Street

Southern Pines, NC

1 beds | 1 baths | 803 sq.ft.

$299,000

Airbnb cash on cash: 0.66%

Traditional cash on cash: -1.4%

Airbnb Rental Income: $1071

Traditional Rental Income: $125

Airbnb ROI: 0.66%

Traditional ROI: -1.4%

250 East Delaware Avenue

Southern Pines, NC

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

$310,000

Airbnb cash on cash: 1.15%

Traditional cash on cash: 3.48%

Airbnb Rental Income: $1275

Traditional Rental Income: $1553

Airbnb ROI: 1.15%

Traditional ROI: 3.48%

24 Cypress Circle

Southern Pines, NC

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

$325,000

Airbnb cash on cash: 1.12%

Traditional cash on cash: 4.04%

Airbnb Rental Income: $1309

Traditional Rental Income: $1792

Airbnb ROI: 1.12%

Traditional ROI: 4.04%

625 W Maine Avenue

Southern Pines, NC

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

$295,000

Airbnb cash on cash: 1.34%

Traditional cash on cash: 3.7%

Airbnb Rental Income: $1309

Traditional Rental Income: $1558

Airbnb ROI: 1.34%

Traditional ROI: 3.7%

3 Drayton Court

Southern Pines, NC

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

$485,000

Airbnb cash on cash: -0.86%

Traditional cash on cash: 1.65%

Airbnb Rental Income: $1309

Traditional Rental Income: $2043

Airbnb ROI: -0.86%