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
21217 Trojan Drive South Chesterfield, VA Welcome to 21217 Trojan Dr, in the quiet Trojan Woods subdivision of Chesterfield County! ...	3 beds \| 2 baths \| 1,721 sq.ft.	$260,000	Airbnb cash on cash: 4.91% Traditional cash on cash: 6.56% Airbnb Rental Income: $2320 Traditional Rental Income: $2148 Airbnb ROI: 4.91% Traditional ROI: 6.56%
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%
17617 Thornwood Lane South Chesterfield, VA Welcome to this absolutely stunning custom brick home, perfectly situated in Matoaca on 1....	3 beds \| 3 baths \| 2,626 sq.ft.	$519,900	Airbnb cash on cash: 1.64% Traditional cash on cash: 3.54% Airbnb Rental Income: $2320 Traditional Rental Income: $2670 Airbnb ROI: 1.64% Traditional ROI: 3.54%
4221 Butler Lane South Chesterfield, VA Welcome to 4221 Butler Lane - A Hidden Gem in South Chesterfield! This charming and meticu...	5 beds \| 2 baths \| 2,180 sq.ft.	$349,990	Airbnb cash on cash: N/A Traditional cash on cash: 4.31% Airbnb Rental Income: $null Traditional Rental Income: $2047 Airbnb ROI: N/A Traditional ROI: 4.31%
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.	$338,000	Airbnb cash on cash: 3.57% Traditional cash on cash: 4.71% Airbnb Rental Income: $2320 Traditional Rental Income: $2105 Airbnb ROI: 3.57% Traditional ROI: 4.71%
17513 Kathleen Court South Chesterfield, VA NEW Construction that is Complete & Move In Ready! This Home sits on 1.6 acres in a culdes...	3 beds \| 2 baths \| 1,657 sq.ft.	$389,000	Airbnb cash on cash: 3.49% Traditional cash on cash: 4.35% Airbnb Rental Income: $2320 Traditional Rental Income: $2058 Airbnb ROI: 3.49% Traditional ROI: 4.35%
20000 Oak River Drive South Chesterfield, VA Welcome to Eagle Cove-one of Chesterfield's most desirable neighborhoods-where this stunni...	4 beds \| 4 baths \| 4,226 sq.ft.	$591,950	Airbnb cash on cash: N/A Traditional cash on cash: 3.99% Airbnb Rental Income: $null Traditional Rental Income: $3328 Airbnb ROI: N/A Traditional ROI: 3.99%
4305 Lakeview Road South Chesterfield, VA Welcome Home! Discover the perfect blend of comfort, space, and thoughtful updates in this...	3 beds \| 3 baths \| 2,247 sq.ft.	$315,000	Airbnb cash on cash: 3.78% Traditional cash on cash: 6.95% Airbnb Rental Income: $2320 Traditional Rental Income: $2685 Airbnb ROI: 3.78% Traditional ROI: 6.95%
7930 Hickory Road South Chesterfield, VA Welcome to this CUTE, newly updated 3-bedroom, 2-full-bath home situated on a spacious .82...	3 beds \| 2 baths \| 1,147 sq.ft.	$229,950	Airbnb cash on cash: 5.87% Traditional cash on cash: 6.21% Airbnb Rental Income: $2320 Traditional Rental Income: $1818 Airbnb ROI: 5.87% Traditional ROI: 6.21%
8809 River Road South Chesterfield, VA Don't miss this beautiful Transitional 2 story on a wooded 2.69 acre lot. Move in ready! F...	4 beds \| 3 baths \| 2,318 sq.ft.	$500,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.46% Airbnb Rental Income: $null Traditional Rental Income: $2710 Airbnb ROI: N/A Traditional ROI: 4.46%
1900 Walthall Creek Drive South Chesterfield, VA Wow this lovely home just had a price improvement of $15,000 to help make your dream home ...	4 beds \| 3 baths \| 2,993 sq.ft.	$524,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.18% Airbnb Rental Income: $null Traditional Rental Income: $2986 Airbnb ROI: N/A Traditional ROI: 4.18%
19301 Varanda Ln South Chesterfield, VA Newly Renovated Ranch in South Chesterfield! Welcome home to this beautifully updated ranc...	3 beds \| 2 baths \| N/A	$279,999	Airbnb cash on cash: 4.64% Traditional cash on cash: 4.85% Airbnb Rental Income: $2320 Traditional Rental Income: $1800 Airbnb ROI: 4.64% Traditional ROI: 4.85%
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.	$435,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.28% Airbnb Rental Income: $null Traditional Rental Income: $2173 Airbnb ROI: N/A Traditional ROI: 3.28%
1731 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.	$435,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.27% Airbnb Rental Income: $null Traditional Rental Income: $2170 Airbnb ROI: N/A Traditional ROI: 3.27%
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 Welcome to Chappell Creek in Prince George, VA! This established community offers one-thir...	3 beds \| 3 baths \| 1,657 sq.ft.	$435,990	Airbnb cash on cash: 2.23% Traditional cash on cash: 3.4% Airbnb Rental Income: $2320 Traditional Rental Income: $2224 Airbnb ROI: 2.23% Traditional ROI: 3.4%
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%
16904 Lansmill Drive South Chesterfield, VA This adorable three bedroom two bathroom home is truly a hidden gem in South Chesterfield!...	3 beds \| 2 baths \| 1,648 sq.ft.	$169,900	Airbnb cash on cash: 8.63% Traditional cash on cash: 9.44% Airbnb Rental Income: $2320 Traditional Rental Income: $1875 Airbnb ROI: 8.63% Traditional ROI: 9.44%
21311 West Street South Chesterfield, VA Come see this beautiful home with great outdoor entertainment options on nearly a half acr...	3 beds \| 2 baths \| 1,317 sq.ft.	$325,000	Airbnb cash on cash: 3.65% Traditional cash on cash: 4.26% Airbnb Rental Income: $2320 Traditional Rental Income: $1931 Airbnb ROI: 3.65% Traditional ROI: 4.26%
6615 Johnston St South Chesterfield, VA Charming Cottage Bungalow with Pool & Outdoor Retreat! This 3-bedroom, 2-bath, 1,651 sq. f...	3 beds \| 2 baths \| N/A	$279,500	Airbnb cash on cash: 4.49% Traditional cash on cash: 5.63% Airbnb Rental Income: $2320 Traditional Rental Income: $2043 Airbnb ROI: 4.49% Traditional ROI: 5.63%
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.	$305,000	Airbnb cash on cash: 4.44% Traditional cash on cash: 6.17% Airbnb Rental Income: $2320 Traditional Rental Income: $2242 Airbnb ROI: 4.44% Traditional ROI: 6.17%

Real Estate investment in South-chesterfield, VA

There are 22 properties for sale in the city of South Chesterfield . The median list price in South Chesterfield is $379,000 and the average price per square foot is $186. In October 2025, the average monthly cash on cash return in South Chesterfield is 4.00%. The average monthly rental income in South Chesterfield is $2,173.

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

There are 22 investment properties available for sale in South-chesterfield.

In 2025, 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 $2,320.

Your search for investment property begins and ends here

Investment Property for Sale in South Chesterfield, VA

21217 Trojan Drive

South Chesterfield, VA

3 beds | 2 baths | 1,721 sq.ft.

$260,000

Airbnb cash on cash: 4.91%

Traditional cash on cash: 6.56%

Airbnb Rental Income: $2320

Traditional Rental Income: $2148

Airbnb ROI: 4.91%

Traditional ROI: 6.56%

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%

17617 Thornwood Lane

South Chesterfield, VA

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

$519,900

Airbnb cash on cash: 1.64%

Traditional cash on cash: 3.54%

Airbnb Rental Income: $2320

Traditional Rental Income: $2670

Airbnb ROI: 1.64%

Traditional ROI: 3.54%

4221 Butler Lane

South Chesterfield, VA

5 beds | 2 baths | 2,180 sq.ft.

$349,990

Airbnb cash on cash: N/A

Traditional cash on cash: 4.31%

Airbnb Rental Income: $null

Traditional Rental Income: $2047

Airbnb ROI: N/A

Traditional ROI: 4.31%

17416 Chemin Road

South Chesterfield, VA

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

$338,000

Airbnb cash on cash: 3.57%

Traditional cash on cash: 4.71%

Airbnb Rental Income: $2320

Traditional Rental Income: $2105

Airbnb ROI: 3.57%

Traditional ROI: 4.71%

17513 Kathleen Court

South Chesterfield, VA

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

$389,000

Airbnb cash on cash: 3.49%

Traditional cash on cash: 4.35%

Airbnb Rental Income: $2320

Traditional Rental Income: $2058

Airbnb ROI: 3.49%

Traditional ROI: 4.35%

20000 Oak River Drive

South Chesterfield, VA

4 beds | 4 baths | 4,226 sq.ft.

$591,950

Airbnb cash on cash: N/A

Traditional cash on cash: 3.99%

Airbnb Rental Income: $null

Traditional Rental Income: $3328

Airbnb ROI: N/A

Traditional ROI: 3.99%

4305 Lakeview Road

South Chesterfield, VA

3 beds | 3 baths | 2,247 sq.ft.

$315,000

Airbnb cash on cash: 3.78%

Traditional cash on cash: 6.95%

Airbnb Rental Income: $2320

Traditional Rental Income: $2685

Airbnb ROI: 3.78%