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.

Investment Property for Sale in South Boston, VA

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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.	$270,000	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%
305 Ellyson Ave South Boston, VA Don't miss out ? Rare opportunity to own 4 apt renting in the town of South Boston. All t...	N/A beds \| N/A baths \| 3,248 sq.ft.	$125,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 11.75% Airbnb Rental Income: $514 Traditional Rental Income: $1667 Airbnb ROI: -0.11% Traditional ROI: 11.75%
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%
1247 Sandy Beach Rd South Boston, VA Historic home with ties to Irvine's Ferry on Dan River offered with 5+Acres. This property...	N/A beds \| N/A baths \| 3,393 sq.ft.	$289,000	Airbnb cash on cash: -1.29% Traditional cash on cash: 4.07% Airbnb Rental Income: $514 Traditional Rental Income: $1727 Airbnb ROI: -1.29% Traditional ROI: 4.07%
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%
510 Forest Dr South Boston, VA Welcome home to classic, single-level living in Beechmont! This timeless brick ranch offer...	3 beds \| 2 baths \| 2,090 sq.ft.	$299,900	Airbnb cash on cash: 0.87% Traditional cash on cash: 2.26% Airbnb Rental Income: $1247 Traditional Rental Income: $1242 Airbnb ROI: 0.87% Traditional ROI: 2.26%
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%

Real Estate investment in South-boston, VA

There are 24 properties for sale in the city of South Boston . The median list price in South Boston is $259,900 and the average price per square foot is $58. In March 2026, the average monthly cash on cash return in South Boston is 8.00%. The average monthly rental income in South Boston is $2,450.

South-boston, VA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 24 investment properties available for sale in South-boston.

In 2026, the best neighborhood to buy investment property is South Boston.

The ROI for Long-Term is higher than the Short-Term in South-boston with average rental income of $2,450.

Your search for investment property begins and ends here

Investment Property 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.

$270,000

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%

305 Ellyson Ave

South Boston, VA

N/A beds | N/A baths | 3,248 sq.ft.

$125,000

Airbnb cash on cash: -0.11%

Traditional cash on cash: 11.75%

Airbnb Rental Income: $514

Traditional Rental Income: $1667

Airbnb ROI: -0.11%