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: 1.77% Traditional cash on cash: 6.42% Airbnb Rental Income: $1884 Traditional Rental Income: $3035 Airbnb ROI: 1.77% Traditional ROI: 6.42%
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.	$225,000	Airbnb cash on cash: 2.37% Traditional cash on cash: 5.7% Airbnb Rental Income: $1379 Traditional Rental Income: $1668 Airbnb ROI: 2.37% Traditional ROI: 5.7%
21609 Pannill Street South Chesterfield, VA This 1,256-square-foot traditional ranch features 3 bedrooms, 1 full bath, and lvp/vinyl f...	3 beds \| 1 baths \| 1,256 sq.ft.	$194,950	Airbnb cash on cash: 2.98% Traditional cash on cash: 7.22% Airbnb Rental Income: $1379 Traditional Rental Income: $1745 Airbnb ROI: 2.98% Traditional ROI: 7.22%
17306 Peacefield Court South Chesterfield, VA Welcome to 17306 Peacefield Ct where comfort, space, and peaceful living come together bea...	4 beds \| 3 baths \| 2,382 sq.ft.	$505,677	Airbnb cash on cash: 0.97% Traditional cash on cash: 3.7% Airbnb Rental Income: $1884 Traditional Rental Income: $2676 Airbnb ROI: 0.97% Traditional ROI: 3.7%
10449 Chesdin Ridge Drive South Chesterfield, VA Welcome home to this well-maintained 3-bedroom, 2-bath ranch featuring an open floor plan ...	3 beds \| 2 baths \| 1,412 sq.ft.	$370,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 3.47% Airbnb Rental Income: $1379 Traditional Rental Income: $1893 Airbnb ROI: 0.78% Traditional ROI: 3.47%
17909 Sandy Ford Road South Chesterfield, VA Welcome to 17909 Sandy Ford Rd in South Chesterfield, a unique property offering space, ve...	4 beds \| 3 baths \| 2,904 sq.ft.	$475,000	Airbnb cash on cash: 1.16% Traditional cash on cash: 5.26% Airbnb Rental Income: $1884 Traditional Rental Income: $3201 Airbnb ROI: 1.16% Traditional ROI: 5.26%
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.	$169,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 7.04% Airbnb Rental Income: $932 Traditional Rental Income: $1532 Airbnb ROI: 1.18% Traditional ROI: 7.04%
20304 Hickory Branch South Chesterfield, VA Welcome to this well maintained home. This beautiful all one level living ranch style home...	3 beds \| 2 baths \| 1,484 sq.ft.	$299,950	Airbnb cash on cash: 1.22% Traditional cash on cash: 4.65% Airbnb Rental Income: $1379 Traditional Rental Income: $1927 Airbnb ROI: 1.22% Traditional ROI: 4.65%
6101 River Road South Chesterfield, VA Welcome to 6101 River Rd, a thoughtfully revitalized home where timeless character meets m...	3 beds \| 2 baths \| 1,712 sq.ft.	$288,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 5.6% Airbnb Rental Income: $1379 Traditional Rental Income: $2079 Airbnb ROI: 1.48% Traditional ROI: 5.6%
8813 River Road South Chesterfield, VA Don't miss this beautiful Transitional 2 story on a wooded 2.125 acre lot. It's move-in re...	4 beds \| 3 baths \| 2,726 sq.ft.	$515,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 4.45% Airbnb Rental Income: $1884 Traditional Rental Income: $2774 Airbnb ROI: 1.55% Traditional ROI: 4.45%
19604 Woodpecker Road South Chesterfield, VA Charming 4-bedroom, 2-bath Cape-style home offering the perfect blend of comfort and funct...	4 beds \| 2 baths \| 1,970 sq.ft.	$340,000	Airbnb cash on cash: 2.13% Traditional cash on cash: 5.26% Airbnb Rental Income: $1884 Traditional Rental Income: $2383 Airbnb ROI: 2.13% Traditional ROI: 5.26%
9562 Graves Rd South Chesterfield, VA Custom farmhouse on 5 Acres in Chesterfield! This home is an exceptional example of design...	4 beds \| 4 baths \| N/A	$799,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 2.61% Airbnb Rental Income: $1884 Traditional Rental Income: $3278 Airbnb ROI: 0.06% Traditional ROI: 2.61%
14805 Fox Drive South Chesterfield, VA Spacious and inviting, this 4-bedroom, 2.5-bath home offers over 2,500 square feet of livi...	4 beds \| 3 baths \| 2,550 sq.ft.	$464,500	Airbnb cash on cash: 1.23% Traditional cash on cash: 4.82% Airbnb Rental Income: $1884 Traditional Rental Income: $2945 Airbnb ROI: 1.23% Traditional ROI: 4.82%
16113 Tipton Court South Chesterfield, VA This updated four bed, 2bath cape Cod sits near the end of a peaceful cul-de-sac. The hear...	4 beds \| 2 baths \| 1,296 sq.ft.	$350,000	Airbnb cash on cash: 2.35% Traditional cash on cash: 4.18% Airbnb Rental Income: $1884 Traditional Rental Income: $1982 Airbnb ROI: 2.35% Traditional ROI: 4.18%
20018 Roosevelt Avenue South Chesterfield, VA Welcome to this move-in ready tri-level home in the West Chesterfield Heights subdivision ...	3 beds \| 3 baths \| 1,688 sq.ft.	$290,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 6.23% Airbnb Rental Income: $1379 Traditional Rental Income: $2293 Airbnb ROI: 1.35% Traditional ROI: 6.23%
1740 River Vista Road South Chesterfield, VA Welcome to Chappell Creek in Prince George, VA! The Cabral is a 1,657 sq. ft. two-story ho...	3 beds \| 3 baths \| 1,657 sq.ft.	$435,740	Airbnb cash on cash: 0.31% Traditional cash on cash: 3.27% Airbnb Rental Income: $1379 Traditional Rental Income: $2170 Airbnb ROI: 0.31% Traditional ROI: 3.27%

Real Estate investment in South-chesterfield, VA

There are 16 properties for sale in the city of South Chesterfield . The median list price in South Chesterfield is $360,000 and the average price per square foot is $200. In June 2026, the average monthly cash on cash return in South Chesterfield is 5.00%. The average monthly rental income in South Chesterfield is $2,232.

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

There are 16 investment properties available for sale in South-chesterfield.

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

The ROI for Long-Term is higher than the Short-Term in South-chesterfield with average rental income of $2,232.

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: 1.77%

Traditional cash on cash: 6.42%

Airbnb Rental Income: $1884

Traditional Rental Income: $3035

Airbnb ROI: 1.77%

Traditional ROI: 6.42%

20117 Laurel Road

South Chesterfield, VA

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

$225,000

Airbnb cash on cash: 2.37%

Traditional cash on cash: 5.7%

Airbnb Rental Income: $1379

Traditional Rental Income: $1668

Airbnb ROI: 2.37%

Traditional ROI: 5.7%

21609 Pannill Street

South Chesterfield, VA

3 beds | 1 baths | 1,256 sq.ft.

$194,950

Airbnb cash on cash: 2.98%

Traditional cash on cash: 7.22%

Airbnb Rental Income: $1379

Traditional Rental Income: $1745

Airbnb ROI: 2.98%

Traditional ROI: 7.22%

17306 Peacefield Court

South Chesterfield, VA

4 beds | 3 baths | 2,382 sq.ft.

$505,677

Airbnb cash on cash: 0.97%

Traditional cash on cash: 3.7%

Airbnb Rental Income: $1884

Traditional Rental Income: $2676

Airbnb ROI: 0.97%

Traditional ROI: 3.7%

10449 Chesdin Ridge Drive

South Chesterfield, VA

3 beds | 2 baths | 1,412 sq.ft.

$370,000

Airbnb cash on cash: 0.78%

Traditional cash on cash: 3.47%

Airbnb Rental Income: $1379

Traditional Rental Income: $1893

Airbnb ROI: 0.78%

Traditional ROI: 3.47%

17909 Sandy Ford Road

South Chesterfield, VA

4 beds | 3 baths | 2,904 sq.ft.

$475,000

Airbnb cash on cash: 1.16%

Traditional cash on cash: 5.26%

Airbnb Rental Income: $1884

Traditional Rental Income: $3201

Airbnb ROI: 1.16%

Traditional ROI: 5.26%

21210 Chesterfield Avenue

South Chesterfield, VA

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

$169,000

Airbnb cash on cash: 1.18%

Traditional cash on cash: 7.04%

Airbnb Rental Income: $932

Traditional Rental Income: $1532

Airbnb ROI: 1.18%

Traditional ROI: 7.04%

20304 Hickory Branch

South Chesterfield, VA

3 beds | 2 baths | 1,484 sq.ft.

$299,950

Airbnb cash on cash: 1.22%

Traditional cash on cash: 4.65%

Airbnb Rental Income: $1379

Traditional Rental Income: $1927

Airbnb ROI: 1.22%