Real Estate Investment Properties for Sale in South Chesterfield, VA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
5900 River Rd South Chesterfield, VA ""SPACIOUS brick home nicely landscaped located on a corner lot in Matoaca - MUST SEE TO A...	4 beds \| 3 baths \| N/A	$379,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.42% Airbnb Rental Income: $null Traditional Rental Income: $3035 Airbnb ROI: N/A Traditional ROI: 6.42%
5114 Hickory Rd South Chesterfield, VA Investor special. This 3 bedroom, 1 1/2 bathroom, 1728 sq ft home is the gem in South Che...	3 beds \| 2 baths \| N/A	$249,950	Airbnb cash on cash: 0.19% Traditional cash on cash: 5.85% Airbnb Rental Income: $948 Traditional Rental Income: $1937 Airbnb ROI: 0.19% Traditional ROI: 5.85%
20117 Laurel Road South Chesterfield, VA Welcome home to this charming three bed, one and a half bath bungalow in Chesterfield. Thi...	3 beds \| 2 baths \| 1,080 sq.ft.	$235,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 5.42% Airbnb Rental Income: $948 Traditional Rental Income: $1668 Airbnb ROI: 0.62% Traditional ROI: 5.42%
3807 Totty Street South Chesterfield, VA Come check out this beautifully renovated and move-in ready home in South Chesterfield! Th...	3 beds \| 3 baths \| 1,598 sq.ft.	$295,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 6.41% Airbnb Rental Income: $948 Traditional Rental Income: $2242 Airbnb ROI: 0.5% Traditional ROI: 6.41%
21210 Chesterfield Avenue South Chesterfield, VA Chesterfield Schools! Great investment / rental property. Brick home, metal roof, wood flo...	2 beds \| 1 baths \| 1,080 sq.ft.	$189,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 6.21% Airbnb Rental Income: $967 Traditional Rental Income: $1532 Airbnb ROI: 1.12% Traditional ROI: 6.21%
21622 Beverley Street South Chesterfield, VA *Price Improvement*Situated on a .56 acre lot in the well established community of Riv...	3 beds \| 1 baths \| 960 sq.ft.	$270,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 4.24% Airbnb Rental Income: $948 Traditional Rental Income: $1575 Airbnb ROI: 0.42% Traditional ROI: 4.24%
17416 Chemin Road South Chesterfield, VA Come discover this beautifully reimagined home where modern elegance meets timeless comfor...	3 beds \| 3 baths \| 1,462 sq.ft.	$328,500	Airbnb cash on cash: 0% Traditional cash on cash: 4.87% Airbnb Rental Income: $948 Traditional Rental Income: $2105 Airbnb ROI: 0% Traditional ROI: 4.87%
9943 Peacefield Lane South Chesterfield, VA THIS AMAZING HOME IN SOUTH CHESTERFIELD just became even more accessible, priced at $485K ...	5 beds \| 3 baths \| 2,556 sq.ft.	$485,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.87% Airbnb Rental Income: $null Traditional Rental Income: $2777 Airbnb ROI: N/A Traditional ROI: 3.87%
6223 Glenlivet Drive South Chesterfield, VA Extra care was put into making this tri-level home look like a new home. The outside has a...	4 beds \| 2 baths \| 1,584 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.2% Airbnb Rental Income: $null Traditional Rental Income: $2127 Airbnb ROI: N/A Traditional ROI: 4.2%
20501 Hickory Court South Chesterfield, VA SELLER FINANCING AVAILABLE WHAT A DEAL!! Welcome to this charming handyman special. Of...	3 beds \| 1 baths \| 1,176 sq.ft.	$179,900	Airbnb cash on cash: 1.02% Traditional cash on cash: 7.01% Airbnb Rental Income: $948 Traditional Rental Income: $1627 Airbnb ROI: 1.02% Traditional ROI: 7.01%
3008 Plumtree Street South Chesterfield, VA This smartly designed home offers spacious living on a starter home level. You will be liv...	3 beds \| 2 baths \| 1,152 sq.ft.	$319,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 4.13% Airbnb Rental Income: $948 Traditional Rental Income: $1921 Airbnb ROI: -0.27% Traditional ROI: 4.13%
2901 Tipton Street South Chesterfield, VA This custom-built, traditional-style, one level home is everything but traditional. When t...	4 beds \| 2 baths \| 2,352 sq.ft.	$380,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.52% Airbnb Rental Income: $null Traditional Rental Income: $2409 Airbnb ROI: N/A Traditional ROI: 4.52%
15910 Hill Street South Chesterfield, VA You'll love your newly updated home in this great South Chesterfield location. One level l...	4 beds \| 3 baths \| 1,568 sq.ft.	$349,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.71% Airbnb Rental Income: $null Traditional Rental Income: $3232 Airbnb ROI: N/A Traditional ROI: 7.71%
2702 Amherst Ridge Loop South Chesterfield, VA Move in ready home on large corner lot with great location!! Don't miss your chance to see...	3 beds \| 3 baths \| 1,484 sq.ft.	$338,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 4.53% Airbnb Rental Income: $948 Traditional Rental Income: $2081 Airbnb ROI: -0.13% Traditional ROI: 4.53%
1900 Walthall Creek Drive South Chesterfield, VA Totally irresistible at the price of $469,900, this lovely home is situated on almost 2 ac...	4 beds \| 3 baths \| 2,993 sq.ft.	$469,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.75% Airbnb Rental Income: $null Traditional Rental Income: $2986 Airbnb ROI: N/A Traditional ROI: 4.75%
19301 Varanda Ln South Chesterfield, VA RENOVATED Ranch in South Chesterfield! Welcome home to this beautifully updated ranch feat...	3 beds \| 2 baths \| N/A	$274,999	Airbnb cash on cash: 0.33% Traditional cash on cash: 4.96% Airbnb Rental Income: $948 Traditional Rental Income: $1800 Airbnb ROI: 0.33% Traditional ROI: 4.96%
16900 Lindberg Drive South Chesterfield, VA CALLING ALL INVESTORS and handy homeowners! Amazing opportunity to own a darling ranch in ...	3 beds \| 1 baths \| 1,102 sq.ft.	$172,500	Airbnb cash on cash: 1.53% Traditional cash on cash: 8.16% Airbnb Rental Income: $948 Traditional Rental Income: $1691 Airbnb ROI: 1.53% Traditional ROI: 8.16%
725 Cobbs Point Way South Chesterfield, VA Welcome to this move-in ready 4-bedroom, 2.5-bath home in Chesterfield, VA, offering loads...	4 beds \| 3 baths \| 1,989 sq.ft.	$387,950	Airbnb cash on cash: N/A Traditional cash on cash: 4.73% Airbnb Rental Income: $null Traditional Rental Income: $2456 Airbnb ROI: N/A Traditional ROI: 4.73%
15531 Saddlebrook Road South Chesterfield, VA Welcome to 15531 Saddlebrook Rd - beautifully renovated, truly turnkey living on nearly ha...	3 beds \| 2 baths \| 1,056 sq.ft.	$305,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 4.25% Airbnb Rental Income: $948 Traditional Rental Income: $1789 Airbnb ROI: 0.11% Traditional ROI: 4.25%
1798 River Vista Road South Chesterfield, VA Welcome to Chappell Creek in Prince George, VA! This established community offers spacious...	4 beds \| 2 baths \| 1,698 sq.ft.	$436,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.27% Airbnb Rental Income: $null Traditional Rental Income: $2173 Airbnb ROI: N/A Traditional ROI: 3.27%
1731 River Vista Road South Chesterfield, VA MOVE-IN READY! Welcome to Chappell Creek in Prince George, VA! This established community ...	4 beds \| 2 baths \| 1,698 sq.ft.	$389,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.87% Airbnb Rental Income: $null Traditional Rental Income: $2170 Airbnb ROI: N/A Traditional ROI: 3.87%
1775 River Vista Road South Chesterfield, VA MOVE-IN READY! Welcome to Chappell Creek in Prince George, VA! This established community ...	3 beds \| 3 baths \| 1,657 sq.ft.	$405,990	Airbnb cash on cash: -0.48% Traditional cash on cash: 3.79% Airbnb Rental Income: $948 Traditional Rental Income: $2224 Airbnb ROI: -0.48% Traditional ROI: 3.79%
1760 River Vista Road South Chesterfield, VA Welcome to Chappell Creek in Prince George, VA! This established community offers spacious...	4 beds \| 3 baths \| 1,953 sq.ft.	$451,740	Airbnb cash on cash: N/A Traditional cash on cash: 3.8% Airbnb Rental Income: $null Traditional Rental Income: $2469 Airbnb ROI: N/A Traditional ROI: 3.8%
1799 River Vista Road South Chesterfield, VA Welcome to Chappell Creek in Prince George, VA! This established community offers spacious...	4 beds \| 3 baths \| 1,953 sq.ft.	$451,990	Airbnb cash on cash: N/A Traditional cash on cash: 4.61% Airbnb Rental Income: $null Traditional Rental Income: $2472 Airbnb ROI: N/A Traditional ROI: 4.61%

Real Estate investment in South-chesterfield, VA

There are 25 properties for sale in the city of South Chesterfield . The median list price in South Chesterfield is $349,000 and the average price per square foot is $218. In February 2026, the average monthly cash on cash return in South Chesterfield is 5.00%. The average monthly rental income in South Chesterfield is $2,149.

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

There are 25 investment properties available for sale in South-chesterfield.

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

The ROI for Short-Term is higher than the Long-Term in South-chesterfield with average rental income of $948.

Your search for investment property begins and ends here

Investment Property for Sale in South Chesterfield, VA

5900 River Rd

South Chesterfield, VA

4 beds | 3 baths | N/A

$379,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.42%

Airbnb Rental Income: $null

Traditional Rental Income: $3035

Airbnb ROI: N/A

Traditional ROI: 6.42%

5114 Hickory Rd

South Chesterfield, VA

3 beds | 2 baths | N/A

$249,950

Airbnb cash on cash: 0.19%

Traditional cash on cash: 5.85%

Airbnb Rental Income: $948

Traditional Rental Income: $1937

Airbnb ROI: 0.19%

Traditional ROI: 5.85%

20117 Laurel Road

South Chesterfield, VA

3 beds | 2 baths | 1,080 sq.ft.

$235,000

Airbnb cash on cash: 0.62%

Traditional cash on cash: 5.42%

Airbnb Rental Income: $948

Traditional Rental Income: $1668

Airbnb ROI: 0.62%

Traditional ROI: 5.42%

3807 Totty Street

South Chesterfield, VA

3 beds | 3 baths | 1,598 sq.ft.

$295,000

Airbnb cash on cash: 0.5%

Traditional cash on cash: 6.41%

Airbnb Rental Income: $948

Traditional Rental Income: $2242

Airbnb ROI: 0.5%

Traditional ROI: 6.41%

21210 Chesterfield Avenue

South Chesterfield, VA

2 beds | 1 baths | 1,080 sq.ft.

$189,000

Airbnb cash on cash: 1.12%

Traditional cash on cash: 6.21%

Airbnb Rental Income: $967

Traditional Rental Income: $1532

Airbnb ROI: 1.12%

Traditional ROI: 6.21%

21622 Beverley Street

South Chesterfield, VA

3 beds | 1 baths | 960 sq.ft.

$270,000

Airbnb cash on cash: 0.42%

Traditional cash on cash: 4.24%

Airbnb Rental Income: $948

Traditional Rental Income: $1575

Airbnb ROI: 0.42%

Traditional ROI: 4.24%

17416 Chemin Road

South Chesterfield, VA

3 beds | 3 baths | 1,462 sq.ft.

$328,500

Airbnb cash on cash: 0%

Traditional cash on cash: 4.87%

Airbnb Rental Income: $948

Traditional Rental Income: $2105

Airbnb ROI: 0%

Traditional ROI: 4.87%

9943 Peacefield Lane

South Chesterfield, VA

5 beds | 3 baths | 2,556 sq.ft.

$485,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.87%

Airbnb Rental Income: $null

Traditional Rental Income: $2777

Airbnb ROI: N/A