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
1 Village Green Circle Southern Pines, NC Welcome to easy living in the sought-after 55+ Village Green community, just minutes from ...	2 beds \| 1 baths \| 1,310 sq.ft.	$235,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 1.98% Airbnb Rental Income: $1232 Traditional Rental Income: $1270 Airbnb ROI: 0.03% Traditional ROI: 1.98%
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.	$665,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 2.51% Airbnb Rental Income: $2603 Traditional Rental Income: $2845 Airbnb ROI: 1.12% Traditional ROI: 2.51%
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.	$349,995	Airbnb cash on cash: 0.37% Traditional cash on cash: 3.13% Airbnb Rental Income: $1232 Traditional Rental Income: $1746 Airbnb ROI: 0.37% Traditional ROI: 3.13%
255 Midland Road Southern Pines, NC Tucked on a quiet wooded lot just minutes from downtown Southern Pines, this 4-bedroom, 3....	4 beds \| 4 baths \| 2,718 sq.ft.	$649,900	Airbnb cash on cash: 1.56% Traditional cash on cash: 3.04% Airbnb Rental Income: $2603 Traditional Rental Income: $2878 Airbnb ROI: 1.56% Traditional ROI: 3.04%
285 N Bethesda Road Southern Pines, NC Set on 3.21 private acres in Weymouth Heights, this 1929 estate offers architectural chara...	4 beds \| 4 baths \| 5,232 sq.ft.	$1,375,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 1.45% Airbnb Rental Income: $2603 Traditional Rental Income: $3758 Airbnb ROI: 0.06% Traditional ROI: 1.45%
216 Plantation Drive Southern Pines, NC Located inside the gates of Mid South Club, this well-crafted all-brick home offers a comf...	4 beds \| 5 baths \| 3,312 sq.ft.	$1,075,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 1.76% Airbnb Rental Income: $2603 Traditional Rental Income: $3384 Airbnb ROI: 0.36% Traditional ROI: 1.76%
215 Canterbury Road Southern Pines, NC Huge In-Ground Pool! Beautiful home in the desirable Sandhurst South neighborhood of South...	3 beds \| 3 baths \| 2,440 sq.ft.	$525,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 3.41% Airbnb Rental Income: $1428 Traditional Rental Income: $2431 Airbnb ROI: 0.5% Traditional ROI: 3.41%
22 Cypress Circle Southern Pines, NC Welcome home to this beautifully freshly painted, cleaned & well maintained 3-bedroom, 2.5...	3 beds \| 3 baths \| 1,460 sq.ft.	$319,500	Airbnb cash on cash: 0.9% Traditional cash on cash: 2.24% Airbnb Rental Income: $1428 Traditional Rental Income: $1405 Airbnb ROI: 0.9% Traditional ROI: 2.24%
340 Clearfield Lane Southern Pines, NC Welcome to 340 Clearfield Lane in Southern Pines, a move-in-ready cottage-style home offer...	4 beds \| 4 baths \| 2,778 sq.ft.	$449,000	Airbnb cash on cash: 2.89% Traditional cash on cash: 5.43% Airbnb Rental Income: $2603 Traditional Rental Income: $3049 Airbnb ROI: 2.89% Traditional ROI: 5.43%
1425 Central Drive Southern Pines, NC Set on over an acre just minutes from downtown Southern Pines, this spacious ranch-style p...	3 beds \| 3 baths \| 2,769 sq.ft.	$549,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 3.07% Airbnb Rental Income: $1428 Traditional Rental Income: $2417 Airbnb ROI: 0.31% Traditional ROI: 3.07%
80 Station Avenue Southern Pines, NC Welcome to 80 Station Ave, a charming condo nestled in the highly desirable Walker Station...	3 beds \| 4 baths \| 2,600 sq.ft.	$540,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 4.08% Airbnb Rental Income: $1428 Traditional Rental Income: $2951 Airbnb ROI: 0.22% Traditional ROI: 4.08%
174 Holly Springs Court Southern Pines, NC Welcome to 174 Holly Springs Court, located in the sought-after Eagle Point Cottages withi...	3 beds \| 3 baths \| 2,490 sq.ft.	$724,999	Airbnb cash on cash: -0.76% Traditional cash on cash: 1.38% Airbnb Rental Income: $1428 Traditional Rental Income: $2450 Airbnb ROI: -0.76% Traditional ROI: 1.38%
580 W Maine Avenue Southern Pines, NC Charming brick home on a double corner lot just blocks from the heart of downtown Southern...	3 beds \| 2 baths \| 1,158 sq.ft.	$315,000	Airbnb cash on cash: 1.54% Traditional cash on cash: 3.56% Airbnb Rental Income: $1428 Traditional Rental Income: $1600 Airbnb ROI: 1.54% Traditional ROI: 3.56%
107 W Chelsea Court Southern Pines, NC Tucked within the private, gated community of Mid South Club, this beautifully appointed C...	3 beds \| 3 baths \| 2,324 sq.ft.	$595,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 2.41% Airbnb Rental Income: $1428 Traditional Rental Income: $2300 Airbnb ROI: 0.07% Traditional ROI: 2.41%
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.	$575,000	Airbnb cash on cash: 1.92% Traditional cash on cash: 3.91% Airbnb Rental Income: $2534 Traditional Rental Income: $2993 Airbnb ROI: 1.92% Traditional ROI: 3.91%
140 Steeplechase Way Southern Pines, NC Live the golf course lifestyle in this beautifully maintained one-level home overlooking t...	3 beds \| 2 baths \| 2,466 sq.ft.	$590,000	Airbnb cash on cash: 0.04% Traditional cash on cash: 2.17% Airbnb Rental Income: $1428 Traditional Rental Income: $2175 Airbnb ROI: 0.04% Traditional ROI: 2.17%
535 Vintage Lane Southern Pines, NC $15,000 BUILDER INCENTIVE!!!! Introducing the ''Alexis'' plan, offering approximately 2,89...	4 beds \| 4 baths \| 2,896 sq.ft.	$744,998	Airbnb cash on cash: 1.56% Traditional cash on cash: 5.57% Airbnb Rental Income: $2603 Traditional Rental Income: $4763 Airbnb ROI: 1.56% Traditional ROI: 5.57%
640 Redwood Drive Southern Pines, NC Welcome to the easy, active lifestyle you've been searching for in the highly sought-after...	2 beds \| 2 baths \| 1,819 sq.ft.	$349,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 2.22% Airbnb Rental Income: $1232 Traditional Rental Income: $1440 Airbnb ROI: 0.39% Traditional ROI: 2.22%
312 Edinboro Drive Southern Pines, NC Check out this eye pleasing renovation! Convenient to downtown Southern Pines, Fort Bragg,...	3 beds \| 3 baths \| 1,805 sq.ft.	$474,900	Airbnb cash on cash: 1.37% Traditional cash on cash: 1.27% Airbnb Rental Income: $1762 Traditional Rental Income: $1237 Airbnb ROI: 1.37% Traditional ROI: 1.27%
5 Royal Birkdale Court Southern Pines, NC Beautiful custom home located on 0.624 acres in a quiet cul-de-sac within Mid South Club, ...	4 beds \| 4 baths \| 3,000 sq.ft.	$800,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 2.04% Airbnb Rental Income: $2603 Traditional Rental Income: $3035 Airbnb ROI: 0.62% Traditional ROI: 2.04%
155 E Sheldon Road Southern Pines, NC Experience effortless living in this thoughtfully designed cottage, ideally situated near ...	3 beds \| 2 baths \| 1,399 sq.ft.	$498,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 1.31% Airbnb Rental Income: $1428 Traditional Rental Income: $1411 Airbnb ROI: 0.43% Traditional ROI: 1.31%
1659 E Indiana Avenue Southern Pines, NC Welcome to this stunning 4-bedroom, 3.5-bath home in Southern Pines, built in 2020. As you...	4 beds \| 4 baths \| 2,390 sq.ft.	$699,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 2.45% Airbnb Rental Income: $2603 Traditional Rental Income: $2666 Airbnb ROI: 1.4% Traditional ROI: 2.45%
175 Wiregrass Lane Southern Pines, NC A Custom Home Built for the Way You Live 175 Wiregrass Lane is not a production build. Eve...	4 beds \| 3 baths \| 2,680 sq.ft.	$595,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 2.96% Airbnb Rental Income: $2603 Traditional Rental Income: $2680 Airbnb ROI: 1.7% Traditional ROI: 2.96%
395 N Gaines Street Southern Pines, NC Welcome to this charming 3-bedroom, 2-bath brick ranch located in the desirable Southern P...	3 beds \| 2 baths \| 1,423 sq.ft.	$300,000	Airbnb cash on cash: 1.9% Traditional cash on cash: 3.56% Airbnb Rental Income: $1428 Traditional Rental Income: $1472 Airbnb ROI: 1.9% Traditional ROI: 3.56%
287 N Knoll Road Southern Pines, NC This charming two-story townhome in Southern Pines features an inviting downstairs with ha...	3 beds \| 3 baths \| 2,205 sq.ft.	$340,000	Airbnb cash on cash: -0.42% Traditional cash on cash: 3.21% Airbnb Rental Income: $1428 Traditional Rental Income: $2162 Airbnb ROI: -0.42% Traditional ROI: 3.21%
513 Pommel Lane Southern Pines, NC Welcome to golf front living at 513 Pommel Lane, a beautifully maintained 2022-built home ...	4 beds \| 3 baths \| 3,135 sq.ft.	$785,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 1.89% Airbnb Rental Income: $2603 Traditional Rental Income: $2609 Airbnb ROI: 1.03% Traditional ROI: 1.89%
110 Stornoway Drive Southern Pines, NC Experience the ultimate retreat in this beautiful, charming home located in the quiet and ...	3 beds \| 3 baths \| 1,850 sq.ft.	$445,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 1.99% Airbnb Rental Income: $1428 Traditional Rental Income: $1690 Airbnb ROI: 0.34% Traditional ROI: 1.99%
260 N Ridge Street Southern Pines, NC Enjoy quintessential Downtown Southern Pines life in this maintained 1920 Dutch Colonial R...	4 beds \| 2 baths \| 2,473 sq.ft.	$880,000	Airbnb cash on cash: 0.95% Traditional cash on cash: 0.71% Airbnb Rental Income: $2603 Traditional Rental Income: $1786 Airbnb ROI: 0.95% Traditional ROI: 0.71%
1171 N Fort Bragg Road Southern Pines, NC Welcome to 1171 N Fort Bragg Road in Southern Pines, NC. This 3 bedroom, 2 bathroom home o...	3 beds \| 2 baths \| 1,963 sq.ft.	$410,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 3.91% Airbnb Rental Income: $1428 Traditional Rental Income: $2102 Airbnb ROI: 1.05% Traditional ROI: 3.91%
44 Village Green Circle Southern Pines, NC Charming 4BR/3BA Townhome in Village Green - Freshly Updated, Perfectly Located, and Ready...	4 beds \| 3 baths \| 2,441 sq.ft.	$320,000	Airbnb cash on cash: 3.43% Traditional cash on cash: 3.61% Airbnb Rental Income: $2603 Traditional Rental Income: $2034 Airbnb ROI: 3.43% Traditional ROI: 3.61%
1360 Midland Road Southern Pines, NC Welcome to this charming Southern Pines ranch, perfectly positioned on a desirable corner ...	4 beds \| 3 baths \| 1,948 sq.ft.	$389,000	Airbnb cash on cash: 3.68% Traditional cash on cash: 4.8% Airbnb Rental Income: $2603 Traditional Rental Income: $2389 Airbnb ROI: 3.68% Traditional ROI: 4.8%
4084 Youngs Road Southern Pines, NC Extensively refreshed and thoughtfully updated, this Southern Pines property offers the ch...	5 beds \| 2 baths \| 1,736 sq.ft.	$548,000	Airbnb cash on cash: 2.26% Traditional cash on cash: 1.52% Airbnb Rental Income: $2534 Traditional Rental Income: $1544 Airbnb ROI: 2.26% Traditional ROI: 1.52%
123 W Chelsea Court Southern Pines, NC Personal belongings have been removed - unit is empty. Whether this is your primary resi...	3 beds \| 3 baths \| 2,214 sq.ft.	$565,000	Airbnb cash on cash: -1.26% Traditional cash on cash: 1.61% Airbnb Rental Income: $1428 Traditional Rental Income: $2519 Airbnb ROI: -1.26% Traditional ROI: 1.61%
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.	$389,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 3.65% Airbnb Rental Income: $1428 Traditional Rental Income: $2531 Airbnb ROI: -0.54% Traditional ROI: 3.65%
455 W New Hampshire Avenue Southern Pines, NC Sometimes a property comes along that simply doesn't fit the typical mold--and this is one...	3 beds \| 3 baths \| 2,758 sq.ft.	$699,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 1.64% Airbnb Rental Income: $1428 Traditional Rental Income: $1862 Airbnb ROI: 0.32% Traditional ROI: 1.64%
160 Tray Street Southern Pines, NC Stunning Fully Renovated Single-Family Home in Southern Pines - All Reasonable Offers Cons...	4 beds \| 2 baths \| 1,130 sq.ft.	$285,000	Airbnb cash on cash: 5.76% Traditional cash on cash: 5.58% Airbnb Rental Income: $2603 Traditional Rental Income: $1934 Airbnb ROI: 5.76% Traditional ROI: 5.58%
320 Aiken Road 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: 3.68% Traditional cash on cash: 3.41% Airbnb Rental Income: $2603 Traditional Rental Income: $1879 Airbnb ROI: 3.68% Traditional ROI: 3.41%
1335 Midland Road Southern Pines, NC Nestled on two private acres along prestigious Midland Road, this storybook 1928 white bri...	4 beds \| 5 baths \| 3,970 sq.ft.	$1,560,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 2.09% Airbnb Rental Income: $2603 Traditional Rental Income: $4982 Airbnb ROI: 0.02% Traditional ROI: 2.09%
247 Townhome Lane #247 Southern Pines, NC One of the few remaining new construction Bradford Village townhouses in downtown Southern...	3 beds \| 3 baths \| 1,305 sq.ft.	$335,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 2.42% Airbnb Rental Income: $1428 Traditional Rental Income: $1516 Airbnb ROI: 0.78% Traditional ROI: 2.42%
251 Townhome Lane #251 Southern Pines, NC One of the few remaining new construction Bradford Village townhouses in downtown Southern...	3 beds \| 3 baths \| 1,305 sq.ft.	$335,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 2.65% Airbnb Rental Income: $1428 Traditional Rental Income: $1588 Airbnb ROI: 0.78% Traditional ROI: 2.65%

Real Estate investment in Southern-pines, NC

There are 149 properties for sale in the city of Southern Pines . The median list price in Southern Pines is $539,677 and the average price per square foot is $235. In July 2026, the average monthly cash on cash return in Southern Pines is 3.00%. The average monthly rental income in Southern Pines is $2,166.

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

There are 149 investment properties available for sale in Southern-pines.

In 2026, 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 $2,166.

Your search for investment property begins and ends here

Investment Property for Sale in Southern Pines, NC

1 Village Green Circle

Southern Pines, NC

2 beds | 1 baths | 1,310 sq.ft.

$235,000

Airbnb cash on cash: 0.03%

Traditional cash on cash: 1.98%

Airbnb Rental Income: $1232

Traditional Rental Income: $1270

Airbnb ROI: 0.03%

Traditional ROI: 1.98%

86 Plantation Drive

Southern Pines, NC

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

$665,000

Airbnb cash on cash: 1.12%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $2603

Traditional Rental Income: $2845

Airbnb ROI: 1.12%

Traditional ROI: 2.51%

642 Redwood Drive

Southern Pines, NC

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

$349,995

Airbnb cash on cash: 0.37%

Traditional cash on cash: 3.13%

Airbnb Rental Income: $1232

Traditional Rental Income: $1746

Airbnb ROI: 0.37%

Traditional ROI: 3.13%

255 Midland Road

Southern Pines, NC

4 beds | 4 baths | 2,718 sq.ft.

$649,900

Airbnb cash on cash: 1.56%

Traditional cash on cash: 3.04%

Airbnb Rental Income: $2603

Traditional Rental Income: $2878

Airbnb ROI: 1.56%

Traditional ROI: 3.04%

285 N Bethesda Road

Southern Pines, NC

4 beds | 4 baths | 5,232 sq.ft.

$1,375,000

Airbnb cash on cash: 0.06%

Traditional cash on cash: 1.45%

Airbnb Rental Income: $2603

Traditional Rental Income: $3758

Airbnb ROI: 0.06%

Traditional ROI: 1.45%

216 Plantation Drive

Southern Pines, NC

4 beds | 5 baths | 3,312 sq.ft.

$1,075,000

Airbnb cash on cash: 0.36%

Traditional cash on cash: 1.76%

Airbnb Rental Income: $2603

Traditional Rental Income: $3384

Airbnb ROI: 0.36%

Traditional ROI: 1.76%

215 Canterbury Road

Southern Pines, NC

3 beds | 3 baths | 2,440 sq.ft.

$525,000

Airbnb cash on cash: 0.5%

Traditional cash on cash: 3.41%

Airbnb Rental Income: $1428

Traditional Rental Income: $2431

Airbnb ROI: 0.5%

Traditional ROI: 3.41%

22 Cypress Circle

Southern Pines, NC

3 beds | 3 baths | 1,460 sq.ft.

$319,500

Airbnb cash on cash: 0.9%

Traditional cash on cash: 2.24%

Airbnb Rental Income: $1428

Traditional Rental Income: $1405

Airbnb ROI: 0.9%