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: 0.24% Traditional cash on cash: 2.26% Airbnb Rental Income: $1999 Traditional Rental Income: $2792 Airbnb ROI: 0.24% Traditional ROI: 2.26%
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.	$372,500	Airbnb cash on cash: 0.78% Traditional cash on cash: 3.7% Airbnb Rental Income: $1247 Traditional Rental Income: $1870 Airbnb ROI: 0.78% Traditional ROI: 3.7%
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: 0.4% Traditional cash on cash: 2.6% Airbnb Rental Income: $1357 Traditional Rental Income: $1917 Airbnb ROI: 0.4% Traditional ROI: 2.6%
380 N Bracken Fern Lane Southern Pines, NC Fantastic opportunity to own a pristine home in the popular Arboretum neighborhood. This a...	4 beds \| 4 baths \| 2,574 sq.ft.	$589,900	Airbnb cash on cash: 1.4% Traditional cash on cash: 3.71% Airbnb Rental Income: $1999 Traditional Rental Income: $2752 Airbnb ROI: 1.4% Traditional ROI: 3.71%
1610 Midland Road Southern Pines, NC Welcome to 1610 Midland Road-a rare opportunity to own a luxury home in Southern Pines min...	5 beds \| 5 baths \| 4,100 sq.ft.	$1,500,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 2.29% Airbnb Rental Income: $1806 Traditional Rental Income: $4980 Airbnb ROI: -0.34% Traditional ROI: 2.29%
250 East Delaware Avenue Southern Pines, NC Enjoy low-maintenance living with style and comfort in this beautifully maintained brick t...	2 beds \| 3 baths \| N/A	$310,000	Airbnb cash on cash: 0.72% Traditional cash on cash: 3.13% Airbnb Rental Income: $1247 Traditional Rental Income: $1553 Airbnb ROI: 0.72% Traditional ROI: 3.13%
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: 1.26% Traditional cash on cash: 4.04% Airbnb Rental Income: $1357 Traditional Rental Income: $1792 Airbnb ROI: 1.26% 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: 1.48% Traditional cash on cash: 3.7% Airbnb Rental Income: $1357 Traditional Rental Income: $1558 Airbnb ROI: 1.48% 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: -0.77% Traditional cash on cash: 1.65% Airbnb Rental Income: $1357 Traditional Rental Income: $2043 Airbnb ROI: -0.77% Traditional ROI: 1.65%
575 S Valley Road lot: 36 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: 0.32% Traditional cash on cash: 4.74% Airbnb Rental Income: $1999 Traditional Rental Income: $4567 Airbnb ROI: 0.32% Traditional ROI: 4.74%
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: 0.72% Traditional cash on cash: 3.28% Airbnb Rental Income: $1806 Traditional Rental Income: $2749 Airbnb ROI: 0.72% 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.	$329,900	Airbnb cash on cash: 1.33% Traditional cash on cash: 4.87% Airbnb Rental Income: $1357 Traditional Rental Income: $2041 Airbnb ROI: 1.33% Traditional ROI: 4.87%
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: -0.01% Traditional cash on cash: 4.06% Airbnb Rental Income: $1247 Traditional Rental Income: $1717 Airbnb ROI: -0.01% Traditional ROI: 4.06%
440 Kensington Road Southern Pines, NC This Charming home 4-bedroom, 3- bedroom , crafted with exceptional quality and attention ...	4 beds \| 3 baths \| 3,532 sq.ft.	$705,000	Airbnb cash on cash: 0.82% Traditional cash on cash: 2.77% Airbnb Rental Income: $1999 Traditional Rental Income: $2759 Airbnb ROI: 0.82% Traditional ROI: 2.77%
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: 0.74% Traditional cash on cash: 2.29% Airbnb Rental Income: $1999 Traditional Rental Income: $2090 Airbnb ROI: 0.74% Traditional ROI: 2.29%
9 Scots Glen Drive lot: 5 Southern Pines, NC Surround yourself with quality in this attractive, well-maintained home surrounded by beau...	5 beds \| 4 baths \| 3,732 sq.ft.	$995,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 2.05% Airbnb Rental Income: $1806 Traditional Rental Income: $3355 Airbnb ROI: -0.15% Traditional ROI: 2.05%
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: 0.77% Traditional cash on cash: 3.77% Airbnb Rental Income: $1357 Traditional Rental Income: $1916 Airbnb ROI: 0.77% 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: 0.76% Traditional cash on cash: 3.88% Airbnb Rental Income: $1357 Traditional Rental Income: $1966 Airbnb ROI: 0.76% 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: -0.89% Traditional cash on cash: -0.04% Airbnb Rental Income: $1357 Traditional Rental Income: $2802 Airbnb ROI: -0.89% Traditional ROI: -0.04%
380 Grove Road lot: 137 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: 0.54% Traditional cash on cash: 2.52% Airbnb Rental Income: $1999 Traditional Rental Income: $2763 Airbnb ROI: 0.54% 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: 0.44% Traditional cash on cash: 3.54% Airbnb Rental Income: $1357 Traditional Rental Income: $2102 Airbnb ROI: 0.44% 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: 1.47% Traditional cash on cash: 3.89% Airbnb Rental Income: $1016 Traditional Rental Income: $1071 Airbnb ROI: 1.47% 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: 1.87% Traditional cash on cash: 4.3% Airbnb Rental Income: $1999 Traditional Rental Income: $2389 Airbnb ROI: 1.87% 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: 0.49% Traditional cash on cash: 2.17% Airbnb Rental Income: $1357 Traditional Rental Income: $1557 Airbnb ROI: 0.49% 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: 0.59% Traditional cash on cash: 2.65% Airbnb Rental Income: $1999 Traditional Rental Income: $2915 Airbnb ROI: 0.59% 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: -0.6% Traditional cash on cash: 3.3% Airbnb Rental Income: $1357 Traditional Rental Income: $2547 Airbnb ROI: -0.6% 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: 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 \| N/A	$485,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 3.3% Airbnb Rental Income: $1999 Traditional Rental Income: $2293 Airbnb ROI: 1.5% 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: -0.04% Traditional cash on cash: 3.74% Airbnb Rental Income: $1357 Traditional Rental Income: $2182 Airbnb ROI: -0.04% 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: 0.93% Traditional cash on cash: 3.49% Airbnb Rental Income: $1357 Traditional Rental Income: $1901 Airbnb ROI: 0.93% 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: -0.69% 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.	$615,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 2.74% Airbnb Rental Income: $1357 Traditional Rental Income: $2718 Airbnb ROI: -0.36% 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: -1.36% Traditional cash on cash: 1.82% Airbnb Rental Income: $1357 Traditional Rental Income: $2708 Airbnb ROI: -1.36% Traditional ROI: 1.82%
173 S Hardin Street Southern Pines, NC A true gem under 400k, in the desirable area of Southern Pines. Beautifully restored brick...	4 beds \| 3 baths \| 2,016 sq.ft.	$389,900	Airbnb cash on cash: 2.57% Traditional cash on cash: 5.41% Airbnb Rental Income: $1999 Traditional Rental Income: $2515 Airbnb ROI: 2.57% Traditional ROI: 5.41%
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: 0.72% Traditional cash on cash: 6.38% Airbnb Rental Income: $1357 Traditional Rental Income: $3037 Airbnb ROI: 0.72% Traditional ROI: 6.38%
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%

Real Estate investment in Southern-pines, NC

There are 96 properties for sale in the city of Southern Pines . The median list price in Southern Pines is $449,375 and the average price per square foot is $211. 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 $2,224.

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

There are 96 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 $2,224.

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: 0.24%

Traditional cash on cash: 2.26%

Airbnb Rental Income: $1999

Traditional Rental Income: $2792

Airbnb ROI: 0.24%

Traditional ROI: 2.26%

642 Redwood Drive

Southern Pines, NC

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

$372,500

Airbnb cash on cash: 0.78%

Traditional cash on cash: 3.7%

Airbnb Rental Income: $1247

Traditional Rental Income: $1870

Airbnb ROI: 0.78%

Traditional ROI: 3.7%

415 W Vermont Avenue

Southern Pines, NC

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

$475,000

Airbnb cash on cash: 0.4%

Traditional cash on cash: 2.6%

Airbnb Rental Income: $1357

Traditional Rental Income: $1917

Airbnb ROI: 0.4%

Traditional ROI: 2.6%

380 N Bracken Fern Lane

Southern Pines, NC

4 beds | 4 baths | 2,574 sq.ft.

$589,900

Airbnb cash on cash: 1.4%

Traditional cash on cash: 3.71%

Airbnb Rental Income: $1999

Traditional Rental Income: $2752

Airbnb ROI: 1.4%

Traditional ROI: 3.71%

1610 Midland Road

Southern Pines, NC

5 beds | 5 baths | 4,100 sq.ft.

$1,500,000

Airbnb cash on cash: -0.34%

Traditional cash on cash: 2.29%

Airbnb Rental Income: $1806

Traditional Rental Income: $4980

Airbnb ROI: -0.34%

Traditional ROI: 2.29%

250 East Delaware Avenue

Southern Pines, NC

2 beds | 3 baths | N/A

$310,000

Airbnb cash on cash: 0.72%

Traditional cash on cash: 3.13%

Airbnb Rental Income: $1247

Traditional Rental Income: $1553

Airbnb ROI: 0.72%

Traditional ROI: 3.13%

24 Cypress Circle

Southern Pines, NC

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

$325,000

Airbnb cash on cash: 1.26%

Traditional cash on cash: 4.04%

Airbnb Rental Income: $1357

Traditional Rental Income: $1792

Airbnb ROI: 1.26%

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: 1.48%

Traditional cash on cash: 3.7%

Airbnb Rental Income: $1357

Traditional Rental Income: $1558

Airbnb ROI: 1.48%