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
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: -0.28% Traditional cash on cash: 5.26% Airbnb Rental Income: $1115 Traditional Rental Income: $3201 Airbnb ROI: -0.28% Traditional ROI: 5.26%
9737 Graves Road South Chesterfield, VA Spacious 4-bedroom, 2 full bath home offering 2,136 sq ft, on a .57 acre corner lot, with ...	4 beds \| 2 baths \| 2,136 sq.ft.	$250,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 7.5% Airbnb Rental Income: $1115 Traditional Rental Income: $2350 Airbnb ROI: 0.68% Traditional ROI: 7.5%
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: -0.03% Traditional cash on cash: 6.42% Airbnb Rental Income: $1115 Traditional Rental Income: $3035 Airbnb ROI: -0.03% 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: 2.2% Traditional cash on cash: 5.7% Airbnb Rental Income: $1335 Traditional Rental Income: $1668 Airbnb ROI: 2.2% Traditional ROI: 5.7%
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.	$179,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 6.6% Airbnb Rental Income: $847 Traditional Rental Income: $1532 Airbnb ROI: 0.64% Traditional ROI: 6.6%
3807 Dupuy Road South Chesterfield, VA Great New Construction waiting for you to move in. Great location with easy access to High...	3 beds \| 3 baths \| N/A	$350,000	Airbnb cash on cash: 1.42% Traditional cash on cash: 5.53% Airbnb Rental Income: $1335 Traditional Rental Income: $2274 Airbnb ROI: 1.42% Traditional ROI: 5.53%
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.	$214,950	Airbnb cash on cash: 2.44% Traditional cash on cash: 6.47% Airbnb Rental Income: $1335 Traditional Rental Income: $1745 Airbnb ROI: 2.44% Traditional ROI: 6.47%
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.	$298,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 5.39% Airbnb Rental Income: $1335 Traditional Rental Income: $2079 Airbnb ROI: 1.27% Traditional ROI: 5.39%
21104 Matoaca Road South Chesterfield, VA Cute, comfortable, and move-in ready - discover relaxed ranch living in Matoaca. This invi...	3 beds \| 2 baths \| 1,056 sq.ft.	$245,000	Airbnb cash on cash: 1.86% Traditional cash on cash: 5.56% Airbnb Rental Income: $1335 Traditional Rental Income: $1780 Airbnb ROI: 1.86% Traditional ROI: 5.56%
3807 Totty Street South Chesterfield, VA BACK ON MARKET AT NO FAULT OF SELLER. Come check out this beautifully renovated and move-i...	3 beds \| 3 baths \| 1,598 sq.ft.	$290,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 6.53% Airbnb Rental Income: $1335 Traditional Rental Income: $2242 Airbnb ROI: 1.71% Traditional ROI: 6.53%
20501 Hickory Court South Chesterfield, VA Now priced under $300K, welcome to 20501 Hickory Court - a move-in ready and beautifully r...	4 beds \| 2 baths \| 1,176 sq.ft.	$299,900	Airbnb cash on cash: 0.72% Traditional cash on cash: 3.86% Airbnb Rental Income: $1115 Traditional Rental Income: $1627 Airbnb ROI: 0.72% Traditional ROI: 3.86%
20104 Starr Court South Chesterfield, VA Beautifully Updated Tri-Level with Garage, Outdoor Living, and Flexible Space Welcome home...	4 beds \| 2 baths \| 1,855 sq.ft.	$375,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 4.64% Airbnb Rental Income: $1115 Traditional Rental Income: $2301 Airbnb ROI: 0.2% Traditional ROI: 4.64%
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: 1.09% Traditional cash on cash: 4.65% Airbnb Rental Income: $1335 Traditional Rental Income: $1927 Airbnb ROI: 1.09% Traditional ROI: 4.65%
4301 Greenbriar Drive South Chesterfield, VA Welcome to this beautifully maintained ranch nestled on nearly an acre in the desirable Gr...	3 beds \| 3 baths \| 1,630 sq.ft.	$355,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 4.27% Airbnb Rental Income: $1335 Traditional Rental Income: $2128 Airbnb ROI: 0.66% Traditional ROI: 4.27%
2717 Tinstree Drive South Chesterfield, VA Welcome to this spacious and versatile 5-BEDROOM home designed to fit the way you live! Wi...	5 beds \| 4 baths \| 2,140 sq.ft.	$379,500	Airbnb cash on cash: N/A Traditional cash on cash: 6.42% Airbnb Rental Income: $null Traditional Rental Income: $3038 Airbnb ROI: N/A Traditional ROI: 6.42%
2901 Tipton Street South Chesterfield, VA Back on the market through no fault of the Seller! This is your chance to own your own cus...	4 beds \| 2 baths \| 2,352 sq.ft.	$380,000	Airbnb cash on cash: -0.16% Traditional cash on cash: 4.52% Airbnb Rental Income: $1115 Traditional Rental Income: $2409 Airbnb ROI: -0.16% Traditional ROI: 4.52%
3536 Betz Court South Chesterfield, VA Charming Updated Rancher with Modern Upgrades and Effortless One-Level Living. Welcome to ...	3 beds \| 2 baths \| 1,601 sq.ft.	$345,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 4.14% Airbnb Rental Income: $1335 Traditional Rental Income: $2041 Airbnb ROI: 0.69% Traditional ROI: 4.14%
15100 Fairen Ln South Chesterfield, VA This home is located in the Southcreek neighborhood. It sits on a desirable corner lot, wh...	3 beds \| 3 baths \| N/A	$350,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 4.98% Airbnb Rental Income: $1335 Traditional Rental Income: $2322 Airbnb ROI: 0.73% Traditional ROI: 4.98%
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.	$299,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 4.47% Airbnb Rental Income: $1335 Traditional Rental Income: $1921 Airbnb ROI: 0.93% Traditional ROI: 4.47%
19707 Walker Avenue South Chesterfield, VA Discover this beautifully fully renovated 3-bedroom, 2.5-bath home offering 1,554 sq ft of...	3 beds \| 3 baths \| 1,554 sq.ft.	$315,000	Airbnb cash on cash: 1.16% Traditional cash on cash: 3.58% Airbnb Rental Income: $1335 Traditional Rental Income: $1642 Airbnb ROI: 1.16% Traditional ROI: 3.58%
19515 Julep Circle South Chesterfield, VA Welcome home to this thoughtfully renovated home. Featuring a brand new primary and second...	3 beds \| 2 baths \| 1,200 sq.ft.	$297,500	Airbnb cash on cash: 1.31% Traditional cash on cash: 4.5% Airbnb Rental Income: $1335 Traditional Rental Income: $1817 Airbnb ROI: 1.31% Traditional ROI: 4.5%
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: 1.24% Traditional cash on cash: 4.05% Airbnb Rental Income: $1335 Traditional Rental Income: $1732 Airbnb ROI: 1.24% Traditional ROI: 4.05%
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: 0.22% Traditional cash on cash: 3.27% Airbnb Rental Income: $1335 Traditional Rental Income: $2170 Airbnb ROI: 0.22% Traditional ROI: 3.27%
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: 0.37% Traditional cash on cash: 3.79% Airbnb Rental Income: $1335 Traditional Rental Income: $2224 Airbnb ROI: 0.37% Traditional ROI: 3.79%

Real Estate investment in South-chesterfield, VA

There are 24 properties for sale in the city of South Chesterfield . The median list price in South Chesterfield is $310,000 and the average price per square foot is $195. In April 2026, the average monthly cash on cash return in South Chesterfield is 5.00%. The average monthly rental income in South Chesterfield is $2,104.

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

There are 24 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 $2,104.

Your search for investment property begins and ends here

Investment Property for Sale in South Chesterfield, VA

17909 Sandy Ford Road

South Chesterfield, VA

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

$475,000

Airbnb cash on cash: -0.28%

Traditional cash on cash: 5.26%

Airbnb Rental Income: $1115

Traditional Rental Income: $3201

Airbnb ROI: -0.28%

Traditional ROI: 5.26%

9737 Graves Road

South Chesterfield, VA

4 beds | 2 baths | 2,136 sq.ft.

$250,000

Airbnb cash on cash: 0.68%

Traditional cash on cash: 7.5%

Airbnb Rental Income: $1115

Traditional Rental Income: $2350

Airbnb ROI: 0.68%

Traditional ROI: 7.5%

5900 River Rd

South Chesterfield, VA

4 beds | 3 baths | N/A

$379,000

Airbnb cash on cash: -0.03%

Traditional cash on cash: 6.42%

Airbnb Rental Income: $1115

Traditional Rental Income: $3035

Airbnb ROI: -0.03%

Traditional ROI: 6.42%

20117 Laurel Road

South Chesterfield, VA

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

$225,000

Airbnb cash on cash: 2.2%

Traditional cash on cash: 5.7%

Airbnb Rental Income: $1335

Traditional Rental Income: $1668

Airbnb ROI: 2.2%

Traditional ROI: 5.7%

21210 Chesterfield Avenue

South Chesterfield, VA

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

$179,000

Airbnb cash on cash: 0.64%

Traditional cash on cash: 6.6%

Airbnb Rental Income: $847

Traditional Rental Income: $1532

Airbnb ROI: 0.64%

Traditional ROI: 6.6%

3807 Dupuy Road

South Chesterfield, VA

3 beds | 3 baths | N/A

$350,000

Airbnb cash on cash: 1.42%

Traditional cash on cash: 5.53%

Airbnb Rental Income: $1335

Traditional Rental Income: $2274

Airbnb ROI: 1.42%

Traditional ROI: 5.53%

21609 Pannill Street

South Chesterfield, VA

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

$214,950

Airbnb cash on cash: 2.44%

Traditional cash on cash: 6.47%

Airbnb Rental Income: $1335

Traditional Rental Income: $1745

Airbnb ROI: 2.44%

Traditional ROI: 6.47%

6101 River Road

South Chesterfield, VA

3 beds | 2 baths | 1,712 sq.ft.

$298,000

Airbnb cash on cash: 1.27%

Traditional cash on cash: 5.39%

Airbnb Rental Income: $1335

Traditional Rental Income: $2079

Airbnb ROI: 1.27%