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
6612 Madison Street South Chesterfield, VA Welcome to 6612 Madison St, located in the heart of South Chesterfield. This inviting home...	3 beds \| 2 baths \| 1,104 sq.ft.	$240,000	Airbnb cash on cash: 2.72% Traditional cash on cash: 5.73% Airbnb Rental Income: $1582 Traditional Rental Income: $1811 Airbnb ROI: 2.72% Traditional ROI: 5.73%
20710 Bass Street South Chesterfield, VA Start-Up or Investment Opportunity Welcome to a single-story home built in 1940, located i...	2 beds \| 1 baths \| 800 sq.ft.	$135,000	Airbnb cash on cash: 4.51% Traditional cash on cash: 9.39% Airbnb Rental Income: $1344 Traditional Rental Income: $1564 Airbnb ROI: 4.51% Traditional ROI: 9.39%
5900 River Rd South Chesterfield, VA ""SPACIOUS brick home nicely landscaped located on a corner lot in Matoaca - 2 car detache...	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%
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: 1.95% Traditional cash on cash: 4.25% Airbnb Rental Income: $1582 Traditional Rental Income: $1789 Airbnb ROI: 1.95% Traditional ROI: 4.25%
17617 Thornwood Lane South Chesterfield, VA PRICE IMPROVEMENT BY $10,000 ON 11/17/2025. Welcome to this absolutely stunning custom bri...	3 beds \| 3 baths \| 2,626 sq.ft.	$509,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 3.64% Airbnb Rental Income: $1582 Traditional Rental Income: $2670 Airbnb ROI: 0.4% Traditional ROI: 3.64%
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.	$330,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 4.85% Airbnb Rental Income: $1582 Traditional Rental Income: $2105 Airbnb ROI: 1.7% Traditional ROI: 4.85%
17513 Kathleen Court South Chesterfield, VA Start the NEW YEAR in YOUR NEW HOME! Open Floor Plan with Vaulted Ceilings in Kitchen & Fa...	3 beds \| 2 baths \| 1,657 sq.ft.	$359,900	Airbnb cash on cash: 1.95% Traditional cash on cash: 4.7% Airbnb Rental Income: $1582 Traditional Rental Income: $2058 Airbnb ROI: 1.95% Traditional ROI: 4.7%
7930 Hickory Road South Chesterfield, VA ***WE IMPROVED THE PRICE!!!! Welcome to this CUTE, newly updated 3-bedroom, 2-full-bath ho...	3 beds \| 2 baths \| 1,147 sq.ft.	$219,950	Airbnb cash on cash: 3.22% Traditional cash on cash: 6.53% Airbnb Rental Income: $1582 Traditional Rental Income: $1818 Airbnb ROI: 3.22% Traditional ROI: 6.53%
1900 Walthall Creek Drive South Chesterfield, VA No, you are not dreaming...this fabulous home has now been reduced a total of $45,000 and ...	4 beds \| 3 baths \| 2,993 sq.ft.	$494,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.49% Airbnb Rental Income: $null Traditional Rental Income: $2986 Airbnb ROI: N/A Traditional ROI: 4.49%
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: 2.37% Traditional cash on cash: 4.96% Airbnb Rental Income: $1582 Traditional Rental Income: $1800 Airbnb ROI: 2.37% Traditional ROI: 4.96%
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.	$409,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.59% Airbnb Rental Income: $null Traditional Rental Income: $2170 Airbnb ROI: N/A Traditional ROI: 3.59%
1721 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.	$444,890	Airbnb cash on cash: N/A Traditional cash on cash: 3.89% Airbnb Rental Income: $null Traditional Rental Income: $2470 Airbnb ROI: N/A Traditional ROI: 3.89%
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.	$415,990	Airbnb cash on cash: 0.85% Traditional cash on cash: 3.65% Airbnb Rental Income: $1582 Traditional Rental Income: $2224 Airbnb ROI: 0.85% Traditional ROI: 3.65%
1751 River Vista Road South Chesterfield, VA Welcome to Chappell Creek in Prince George, VA! This established community offers one-thir...	5 beds \| 3 baths \| 2,511 sq.ft.	$485,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.98% Airbnb Rental Income: $null Traditional Rental Income: $2725 Airbnb ROI: N/A Traditional ROI: 3.98%
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.	$300,000	Airbnb cash on cash: 2.35% Traditional cash on cash: 6.29% Airbnb Rental Income: $1582 Traditional Rental Income: $2242 Airbnb ROI: 2.35% Traditional ROI: 6.29%
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.	$451,740	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%
3413 Foster Avenue South Chesterfield, VA Nice brick tri-level home in College Park neighborhood. Former VSU professors' home sits o...	3 beds \| 3 baths \| 1,995 sq.ft.	$265,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 7.76% Airbnb Rental Income: $1582 Traditional Rental Income: $2502 Airbnb ROI: 2.27% Traditional ROI: 7.76%
21134 Warren Avenue South Chesterfield, VA Thoughtfully renovated rancher on over half an acre level lot, featuring three bedrooms, t...	3 beds \| 2 baths \| 1,344 sq.ft.	$299,000	Airbnb cash on cash: 2.01% Traditional cash on cash: 4.56% Airbnb Rental Income: $1582 Traditional Rental Income: $1847 Airbnb ROI: 2.01% Traditional ROI: 4.56%
15212 FAIREN Lane South Chesterfield, VA Beautiful, large, brick-front colonial in an absolutely spectacular location and for such ...	5 beds \| 3 baths \| 3,154 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.31% Airbnb Rental Income: $null Traditional Rental Income: $3091 Airbnb ROI: N/A Traditional ROI: 4.31%
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%
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: 2.87% Traditional cash on cash: 6.21% Airbnb Rental Income: $1344 Traditional Rental Income: $1532 Airbnb ROI: 2.87% Traditional ROI: 6.21%
3601 Julep Drive South Chesterfield, VA Discover this beautifully maintained, low-maintenance rancher set on a spacious lot perfec...	3 beds \| 2 baths \| 1,080 sq.ft.	$249,900	Airbnb cash on cash: 2.7% Traditional cash on cash: 5.76% Airbnb Rental Income: $1582 Traditional Rental Income: $1851 Airbnb ROI: 2.7% Traditional ROI: 5.76%
18531 Twisted Oak Ter South Chesterfield, VA Ready for a home to make your own? You don't have to wait - this is the one! Just reduce...	3 beds \| 3 baths \| N/A	$310,000	Airbnb cash on cash: 1.68% Traditional cash on cash: 6.03% Airbnb Rental Income: $1582 Traditional Rental Income: $2398 Airbnb ROI: 1.68% Traditional ROI: 6.03%

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 $344,950 and the average price per square foot is $198. In December 2025, the average monthly cash on cash return in South Chesterfield is 5.00%. The average monthly rental income in South Chesterfield is $2,199.

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

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

In 2025, 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 $2,199.

Your search for investment property begins and ends here

Investment Property for Sale in South Chesterfield, VA

6612 Madison Street

South Chesterfield, VA

3 beds | 2 baths | 1,104 sq.ft.

$240,000

Airbnb cash on cash: 2.72%

Traditional cash on cash: 5.73%

Airbnb Rental Income: $1582

Traditional Rental Income: $1811

Airbnb ROI: 2.72%

Traditional ROI: 5.73%

20710 Bass Street

South Chesterfield, VA

2 beds | 1 baths | 800 sq.ft.

$135,000

Airbnb cash on cash: 4.51%

Traditional cash on cash: 9.39%

Airbnb Rental Income: $1344

Traditional Rental Income: $1564

Airbnb ROI: 4.51%

Traditional ROI: 9.39%

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%

15531 Saddlebrook Road

South Chesterfield, VA

3 beds | 2 baths | 1,056 sq.ft.

$305,000

Airbnb cash on cash: 1.95%

Traditional cash on cash: 4.25%

Airbnb Rental Income: $1582

Traditional Rental Income: $1789

Airbnb ROI: 1.95%

Traditional ROI: 4.25%

17617 Thornwood Lane

South Chesterfield, VA

3 beds | 3 baths | 2,626 sq.ft.

$509,000

Airbnb cash on cash: 0.4%

Traditional cash on cash: 3.64%

Airbnb Rental Income: $1582

Traditional Rental Income: $2670

Airbnb ROI: 0.4%

Traditional ROI: 3.64%

17416 Chemin Road

South Chesterfield, VA

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

$330,000

Airbnb cash on cash: 1.7%

Traditional cash on cash: 4.85%

Airbnb Rental Income: $1582

Traditional Rental Income: $2105

Airbnb ROI: 1.7%

Traditional ROI: 4.85%

17513 Kathleen Court

South Chesterfield, VA

3 beds | 2 baths | 1,657 sq.ft.

$359,900

Airbnb cash on cash: 1.95%

Traditional cash on cash: 4.7%

Airbnb Rental Income: $1582

Traditional Rental Income: $2058

Airbnb ROI: 1.95%

Traditional ROI: 4.7%

7930 Hickory Road

South Chesterfield, VA

3 beds | 2 baths | 1,147 sq.ft.

$219,950

Airbnb cash on cash: 3.22%

Traditional cash on cash: 6.53%

Airbnb Rental Income: $1582

Traditional Rental Income: $1818

Airbnb ROI: 3.22%