Real Estate Investment Properties for Sale in South Boston, VA

Looking for investment property in South Boston, VA with high ROI ?

Explore a variety of short-term homes & houses in South Boston, VA. Invest wisely with VRBO & South Boston, VA 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 South Boston, VA

Search for Single Family Residential for Sale in South Boston, Virginia. 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 16 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
20 STEEP ROCK PL South Boston, VA PRESALE 2026 delivery. The MULBERRY showcases an open concept design with three bedrooms e...	4 beds \| 4 baths \| 2,652 sq.ft.	$859,390	Airbnb cash on cash: N/A Traditional cash on cash: 2.03% Airbnb Rental Income: $null Traditional Rental Income: $3357 Airbnb ROI: N/A Traditional ROI: 2.03%
2504 Halifax Rd South Boston, VA Classic colonial-style home located along Halifax Road in South Boston, situated on 1.05 a...	4 beds \| 3 baths \| 2,508 sq.ft.	$264,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.47% Airbnb Rental Income: $null Traditional Rental Income: $3271 Airbnb ROI: N/A Traditional ROI: 11.47%
509 Forest Dr South Boston, VA Looking for a deal in one of South Boston's best neighborhoods? This spacious 1-story home...	3 beds \| 3 baths \| 1,935 sq.ft.	$275,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 8.2% Airbnb Rental Income: $1247 Traditional Rental Income: $2689 Airbnb ROI: 1.11% Traditional ROI: 8.2%
404 Yates St South Boston, VA This renovated multi-level home offers traditional charm with modern updates. Located in t...	4 beds \| 3 baths \| 2,044 sq.ft.	$365,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.62% Airbnb Rental Income: $null Traditional Rental Income: $3326 Airbnb ROI: N/A Traditional ROI: 7.62%
306 Forest Dr South Boston, VA Impeccably maintained one-owner home with a virtually maintenance-free exterior! This spac...	4 beds \| 2 baths \| 2,620 sq.ft.	$405,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.95% Airbnb Rental Income: $null Traditional Rental Income: $2843 Airbnb ROI: N/A Traditional ROI: 5.95%
1340 Jeffress St South Boston, VA CUSTOM BUILT HOME IN THE HEART OF SOUTH BOSTON IS WAITING FOR YOU! THE PROPERTY HAS OVER 2...	4 beds \| 2 baths \| 2,856 sq.ft.	$259,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.73% Airbnb Rental Income: $null Traditional Rental Income: $2831 Airbnb ROI: N/A Traditional ROI: 9.73%
2700 Halifax Rd South Boston, VA This stunning split-level brick home sits proudly on .96 of an acre (corner lot) right in ...	4 beds \| 3 baths \| 2,055 sq.ft.	$339,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.17% Airbnb Rental Income: $null Traditional Rental Income: $3724 Airbnb ROI: N/A Traditional ROI: 10.17%
509 Bellwood Ln South Boston, VA $10,000 PRICE DROP â A LOT OF HOUSE! Welcome to Brentwood, one of South Boston's most d...	4 beds \| 2 baths \| 1,798 sq.ft.	$369,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.55% Airbnb Rental Income: $null Traditional Rental Income: $2802 Airbnb ROI: N/A Traditional ROI: 6.55%
207 Yates St South Boston, VA Professional pictures are coming! Charming 3-bedroom, 2-bath brick home in one of the area...	3 beds \| 2 baths \| 2,450 sq.ft.	$254,900	Airbnb cash on cash: 0.91% Traditional cash on cash: 6.34% Airbnb Rental Income: $1247 Traditional Rental Income: $2357 Airbnb ROI: 0.91% Traditional ROI: 6.34%
1014 Washington Ave South Boston, VA Travel back to the age of elegance in this Victorian Italianate masterpiece, known locally...	5 beds \| 4 baths \| 4,608 sq.ft.	$398,500	Airbnb cash on cash: N/A Traditional cash on cash: 11.26% Airbnb Rental Income: $null Traditional Rental Income: $4979 Airbnb ROI: N/A Traditional ROI: 11.26%
302 Monroe St South Boston, VA Charming 2 story colonial in an established neighborhood-with a private pool! Welcome home...	3 beds \| 3 baths \| 2,776 sq.ft.	$395,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 6.65% Airbnb Rental Income: $1247 Traditional Rental Income: $3040 Airbnb ROI: 0.74% Traditional ROI: 6.65%
1023 Copley Springs Rd South Boston, VA This rustic home is conveniently located only minutes from town, but out in the county. L...	3 beds \| 2 baths \| 1,031 sq.ft.	$182,500	Airbnb cash on cash: 2.86% Traditional cash on cash: 10.15% Airbnb Rental Income: $1247 Traditional Rental Income: $2200 Airbnb ROI: 2.86% Traditional ROI: 10.15%
337 Wickham St South Boston, VA Looking for rental or investment, this may be the place for you. This property has 3 bedro...	3 beds \| 1 baths \| 1,136 sq.ft.	$89,900	Airbnb cash on cash: 6.53% Traditional cash on cash: 10.85% Airbnb Rental Income: $1247 Traditional Rental Income: $1242 Airbnb ROI: 6.53% Traditional ROI: 10.85%
3203 N Main St South Boston, VA Welcome home to this inviting family friendly residence featuring a bright, open floor pla...	3 beds \| 2 baths \| 1,762 sq.ft.	$349,900	Airbnb cash on cash: 0.49% Traditional cash on cash: 5.13% Airbnb Rental Income: $1247 Traditional Rental Income: $2374 Airbnb ROI: 0.49% Traditional ROI: 5.13%

Your search for investment property begins and ends here

Single Family Homes for Sale in South Boston, VA

20 STEEP ROCK PL

South Boston, VA

4 beds | 4 baths | 2,652 sq.ft.

$859,390

Airbnb cash on cash: N/A

Traditional cash on cash: 2.03%

Airbnb Rental Income: $null

Traditional Rental Income: $3357

Airbnb ROI: N/A

Traditional ROI: 2.03%

2504 Halifax Rd

South Boston, VA

4 beds | 3 baths | 2,508 sq.ft.

$264,900

Airbnb cash on cash: N/A

Traditional cash on cash: 11.47%

Airbnb Rental Income: $null

Traditional Rental Income: $3271

Airbnb ROI: N/A

Traditional ROI: 11.47%

509 Forest Dr

South Boston, VA

3 beds | 3 baths | 1,935 sq.ft.

$275,000

Airbnb cash on cash: 1.11%

Traditional cash on cash: 8.2%

Airbnb Rental Income: $1247

Traditional Rental Income: $2689

Airbnb ROI: 1.11%

Traditional ROI: 8.2%

404 Yates St

South Boston, VA

4 beds | 3 baths | 2,044 sq.ft.

$365,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.62%

Airbnb Rental Income: $null

Traditional Rental Income: $3326

Airbnb ROI: N/A

Traditional ROI: 7.62%

306 Forest Dr

South Boston, VA

4 beds | 2 baths | 2,620 sq.ft.

$405,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.95%

Airbnb Rental Income: $null

Traditional Rental Income: $2843

Airbnb ROI: N/A

Traditional ROI: 5.95%

1340 Jeffress St

South Boston, VA

4 beds | 2 baths | 2,856 sq.ft.

$259,900

Airbnb cash on cash: N/A

Traditional cash on cash: 9.73%

Airbnb Rental Income: $null

Traditional Rental Income: $2831

Airbnb ROI: N/A

Traditional ROI: 9.73%

2700 Halifax Rd

South Boston, VA

4 beds | 3 baths | 2,055 sq.ft.

$339,900

Airbnb cash on cash: N/A

Traditional cash on cash: 10.17%

Airbnb Rental Income: $null

Traditional Rental Income: $3724

Airbnb ROI: N/A

Traditional ROI: 10.17%

509 Bellwood Ln

South Boston, VA

4 beds | 2 baths | 1,798 sq.ft.

$369,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.55%

Airbnb Rental Income: $null

Traditional Rental Income: $2802

Airbnb ROI: N/A