Real Estate Investment Properties for Sale in Chesterfield, VA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
8113 Clancy Ct Chesterfield, VA Welcome to 8813 Clancy Ct , a better than new construction home on a quiet cul-de-sac in...	4 beds \| 3 baths \| N/A	$690,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 2.63% Airbnb Rental Income: $1170 Traditional Rental Income: $2930 Airbnb ROI: -0.7% Traditional ROI: 2.63%
11019 Blossomwood Road Chesterfield, VA Completely rebuilt and move-in ready, this newly completed home offers modern finishes and...	3 beds \| 3 baths \| 1,597 sq.ft.	$389,950	Airbnb cash on cash: 0.02% Traditional cash on cash: 4.08% Airbnb Rental Income: $1068 Traditional Rental Income: $2188 Airbnb ROI: 0.02% Traditional ROI: 4.08%
15806 Wind Seeker Court Chesterfield, VA Welcome to this well-maintained 3-bedroom, 2.5-bath home located on a quiet cul-de-sac in ...	3 beds \| 3 baths \| 1,585 sq.ft.	$375,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 4.1% Airbnb Rental Income: $1068 Traditional Rental Income: $2160 Airbnb ROI: -0.05% Traditional ROI: 4.1%
7813 Winding Ash Court Chesterfield, VA	3 beds \| 2 baths \| 1,400 sq.ft.	$365,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 3.39% Airbnb Rental Income: $1068 Traditional Rental Income: $1866 Airbnb ROI: -0.02% Traditional ROI: 3.39%
14512 Hockliffe Loop Chesterfield, VA Welcome to 14512 Hockliffe Loop in the highly desirable Collington community. This high-en...	4 beds \| 3 baths \| 2,573 sq.ft.	$565,000	Airbnb cash on cash: -0.48% Traditional cash on cash: 3.31% Airbnb Rental Income: $1170 Traditional Rental Income: $2787 Airbnb ROI: -0.48% Traditional ROI: 3.31%
13920 Woods Edge Road Chesterfield, VA Cute 3 bedroom, 2 bathroom home on over an acre land in Chesterfield County. Amazing start...	3 beds \| 2 baths \| 792 sq.ft.	$230,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 5.83% Airbnb Rental Income: $1068 Traditional Rental Income: $1712 Airbnb ROI: 1.18% Traditional ROI: 5.83%
11420 Glendevon Road Chesterfield, VA Experience nature-inspired, resort-style living in this beautifully maintained home locate...	4 beds \| 3 baths \| 2,225 sq.ft.	$499,950	Airbnb cash on cash: -0.33% Traditional cash on cash: 3.72% Airbnb Rental Income: $1170 Traditional Rental Income: $2676 Airbnb ROI: -0.33% Traditional ROI: 3.72%
6325 Oldbern Road Chesterfield, VA Adorable Rancher with attached garage situated on large, level lot! Home has been well mai...	3 beds \| 2 baths \| 1,114 sq.ft.	$319,950	Airbnb cash on cash: 0.31% Traditional cash on cash: 4.08% Airbnb Rental Income: $1068 Traditional Rental Income: $1834 Airbnb ROI: 0.31% Traditional ROI: 4.08%
13306 Naylors Blue Court Chesterfield, VA Back on market at no fault of sellers-buyer financing fell through. Home has been inspecte...	4 beds \| 3 baths \| 3,083 sq.ft.	$519,999	Airbnb cash on cash: -0.42% Traditional cash on cash: 3.76% Airbnb Rental Income: $1170 Traditional Rental Income: $2817 Airbnb ROI: -0.42% Traditional ROI: 3.76%
7801 Mill River Lane Chesterfield, VA Charming Three Bedroom Transitional home located in North Chesterfield in the Five Forks V...	3 beds \| 3 baths \| 2,361 sq.ft.	$420,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 4.37% Airbnb Rental Income: $1068 Traditional Rental Income: $2518 Airbnb ROI: -0.25% Traditional ROI: 4.37%
8313 Sherwood Forest Drive Chesterfield, VA Classic colonial charm on the outside, thoughtfully updated with modern amenities inside! ...	4 beds \| 3 baths \| 2,043 sq.ft.	$445,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 4.88% Airbnb Rental Income: $1170 Traditional Rental Income: $2822 Airbnb ROI: -0.01% Traditional ROI: 4.88%
8418 Macandrew Ter Chesterfield, VA ""This beautifully maintained transitional home in The Highlands offers 4 bedrooms, includ...	4 beds \| 5 baths \| N/A	$675,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 5.29% Airbnb Rental Income: $1170 Traditional Rental Income: $4510 Airbnb ROI: -0.63% Traditional ROI: 5.29%
10401 Reedy Branch Rd Chesterfield, VA RENOVATED AND EXPANDED RANCH ON 2+ ACRES!ÃÂ Taken down to the studs and reimagined in 202...	3 beds \| 2 baths \| N/A	$399,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 3.38% Airbnb Rental Income: $1068 Traditional Rental Income: $1985 Airbnb ROI: -0.06% Traditional ROI: 3.38%
15430 River Road Chesterfield, VA Custom-built 4 bedroom, 3.5 bath Craftsman on over 24 acres offering a rare combination of...	4 beds \| 4 baths \| 3,550 sq.ft.	$950,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 2.62% Airbnb Rental Income: $1170 Traditional Rental Income: $3872 Airbnb ROI: -0.87% Traditional ROI: 2.62%
10325 Centralia Station Road Chesterfield, VA Welcome to 10325 Centralia Station Road - a stunning 2020-built home offering four bedroom...	4 beds \| 3 baths \| 2,726 sq.ft.	$509,000	Airbnb cash on cash: -0.32% Traditional cash on cash: 4.11% Airbnb Rental Income: $1170 Traditional Rental Income: $2898 Airbnb ROI: -0.32% Traditional ROI: 4.11%
3115 S Battlebridge Drive Chesterfield, VA Welcome to 3115 S Battlebridge Dr in Chesterfield, VA, a fully renovated home that blends ...	2 beds \| 2 baths \| 1,120 sq.ft.	$229,000	Airbnb cash on cash: 0.58% Traditional cash on cash: 1.25% Airbnb Rental Income: $1177 Traditional Rental Income: $937 Airbnb ROI: 0.58% Traditional ROI: 1.25%
8300 Shagreen Ct Chesterfield, VA Lovely Traditional Home situated on Over an Acre Lot in The Highlands*Home offers Refined ...	4 beds \| 3 baths \| N/A	$589,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 3.29% Airbnb Rental Income: $1170 Traditional Rental Income: $2880 Airbnb ROI: -0.51% Traditional ROI: 3.29%
20120 River Road Chesterfield, VA Step through the front door into a welcoming entryway with a coat closet. To the left, the...	3 beds \| 3 baths \| 2,722 sq.ft.	$550,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 1.58% Airbnb Rental Income: $1068 Traditional Rental Income: $1792 Airbnb ROI: -0.54% Traditional ROI: 1.58%
4013 Litchfield Drive Chesterfield, VA Welcome home to this freshly renovated colonial in Creekwood that is ready for your person...	4 beds \| 3 baths \| 2,032 sq.ft.	$439,950	Airbnb cash on cash: -0.11% Traditional cash on cash: 4.44% Airbnb Rental Income: $1170 Traditional Rental Income: $2661 Airbnb ROI: -0.11% Traditional ROI: 4.44%
18307 Sagamore Drive Chesterfield, VA Locaated in highly sought after Magnolia Green, this home offers luxury and resort style l...	5 beds \| 3 baths \| 3,017 sq.ft.	$654,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.65% Airbnb Rental Income: $null Traditional Rental Income: $2914 Airbnb ROI: N/A Traditional ROI: 2.65%
11400 Coalboro Rd Chesterfield, VA Tucked away on 5 peaceful acres in highly desirable Chesterfield County, this beautifully ...	4 beds \| 2 baths \| 2,630 sq.ft.	$539,500	Airbnb cash on cash: -0.26% Traditional cash on cash: 3.13% Airbnb Rental Income: $1170 Traditional Rental Income: $2492 Airbnb ROI: -0.26% Traditional ROI: 3.13%
12406 Carnoustie Lane #B Chesterfield, VA Move right in to this fully updated maintenance-free home, ideally located within a mile o...	2 beds \| 2 baths \| 1,948 sq.ft.	$475,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 1.51% Airbnb Rental Income: $1177 Traditional Rental Income: $1808 Airbnb ROI: -0.77% Traditional ROI: 1.51%
10711 Darby Circle Chesterfield, VA WATER ACCESS + CUSTOM BUILT HOME-A rare lifestyle offering with "exclusive, community-only...	4 beds \| 4 baths \| 3,312 sq.ft.	$849,900	Airbnb cash on cash: -0.76% Traditional cash on cash: 2.63% Airbnb Rental Income: $1170 Traditional Rental Income: $3472 Airbnb ROI: -0.76% Traditional ROI: 2.63%
4020 Ambergrove Ave Chesterfield, VA Nestled in the rolling hills of Chesterfield County is a small, idyllic community known as...	3 beds \| 3 baths \| N/A	$544,360	Airbnb cash on cash: -1.17% Traditional cash on cash: 2.03% Airbnb Rental Income: $1068 Traditional Rental Income: $2328 Airbnb ROI: -1.17% Traditional ROI: 2.03%
10448 Centralia Station Road Chesterfield, VA This spacious, well-maintained home is a must-see! The first floor features an open floor ...	4 beds \| 3 baths \| 3,060 sq.ft.	$515,000	Airbnb cash on cash: -0.42% Traditional cash on cash: 4.14% Airbnb Rental Income: $1170 Traditional Rental Income: $2981 Airbnb ROI: -0.42% Traditional ROI: 4.14%
21313 Sparta Drive Chesterfield, VA PHOTOS TO BE POSTED SOON! Fully renovated interiors, a spacious layout, and a fenced backy...	4 beds \| 3 baths \| 2,054 sq.ft.	$325,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 6.45% Airbnb Rental Income: $1170 Traditional Rental Income: $2635 Airbnb ROI: 0.4% Traditional ROI: 6.45%
8404 Copperpenny Terrace Chesterfield, VA Custom brick home on a quiet cul-de-sac lot in Ashley Grove with partial pond views. New r...	5 beds \| 3 baths \| 2,936 sq.ft.	$545,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.21% Airbnb Rental Income: $null Traditional Rental Income: $3148 Airbnb ROI: N/A Traditional ROI: 4.21%
12713 Erinton Terrace Chesterfield, VA Welcome to 12713 Erinton Terrace, a move-in ready home located at the end of a quiet cul-d...	5 beds \| 5 baths \| 4,699 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.73% Airbnb Rental Income: $null Traditional Rental Income: $4621 Airbnb ROI: N/A Traditional ROI: 2.73%
1504 Ewing Park Loop #201 Chesterfield, VA Turnkey two bedroom condo with two full bathrooms. Enter into the kitchen and family room ...	2 beds \| 2 baths \| 1,158 sq.ft.	$315,000	Airbnb cash on cash: 0.59% Traditional cash on cash: 3.84% Airbnb Rental Income: $1177 Traditional Rental Income: $1754 Airbnb ROI: 0.59% Traditional ROI: 3.84%
9261 Chester Road Chesterfield, VA Looking for a renovated one-level home with land and a detached studio near Richmond, VA? ...	2 beds \| 1 baths \| 768 sq.ft.	$232,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 4.52% Airbnb Rental Income: $1177 Traditional Rental Income: $1427 Airbnb ROI: 1.63% Traditional ROI: 4.52%
15712 Pypers Pointe Drive Chesterfield, VA Welcome to 15712 Pypers Pointe Drive. This home features four bedrooms and two and a half ...	4 beds \| 3 baths \| 1,932 sq.ft.	$400,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 4.5% Airbnb Rental Income: $1170 Traditional Rental Income: $2440 Airbnb ROI: 0.09% Traditional ROI: 4.5%
11640 River Road Chesterfield, VA Welcome home to easy one level living in Chesterfield. Recently renovated with thoughtful ...	3 beds \| 1 baths \| 1,232 sq.ft.	$299,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 3.61% Airbnb Rental Income: $1068 Traditional Rental Income: $1572 Airbnb ROI: 0.52% Traditional ROI: 3.61%
11601 Parrish Creek Lane Chesterfield, VA Welcome to this beautifully maintained home in Colony Pointe, where comfort and functional...	4 beds \| 3 baths \| 2,062 sq.ft.	$432,990	Airbnb cash on cash: -0.16% Traditional cash on cash: 4.13% Airbnb Rental Income: $1170 Traditional Rental Income: $2523 Airbnb ROI: -0.16% Traditional ROI: 4.13%
16318 Crossfell Place Chesterfield, VA Welcome to 16318 Crossfell Place, located in the highly desirable Petherwin section of Har...	4 beds \| 4 baths \| 2,944 sq.ft.	$659,900	Airbnb cash on cash: -0.68% Traditional cash on cash: 3.01% Airbnb Rental Income: $1170 Traditional Rental Income: $3058 Airbnb ROI: -0.68% Traditional ROI: 3.01%
9303 Amberleigh Circle Chesterfield, VA Stop looking! This one-owner, 1-story dream in Amberleigh offers perfect maintenance-free ...	3 beds \| 2 baths \| 1,738 sq.ft.	$489,900	Airbnb cash on cash: -1.12% Traditional cash on cash: 2.13% Airbnb Rental Income: $1068 Traditional Rental Income: $2191 Airbnb ROI: -1.12% Traditional ROI: 2.13%
13406 Drake Mallard Ct Chesterfield, VA This 2022 Clay Street Builders Parade of Homes award-winning residence blends thoughtful d...	4 beds \| 4 baths \| N/A	$799,999	Airbnb cash on cash: -1.15% Traditional cash on cash: 2.17% Airbnb Rental Income: $1170 Traditional Rental Income: $3265 Airbnb ROI: -1.15% Traditional ROI: 2.17%
5949 Dunnshire Road Chesterfield, VA This 2,122 sq. ft. tri-level in the sought-after Meadowbrook Manor is a high-yield powerho...	4 beds \| 3 baths \| 2,122 sq.ft.	$309,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 7.47% Airbnb Rental Income: $1170 Traditional Rental Income: $2833 Airbnb ROI: 0.43% Traditional ROI: 7.47%
5036 Edgemere Boulevard Chesterfield, VA Welcome to 5036 Edgemere Boulevard - This 1978-built home combines the rock-solid construc...	4 beds \| 3 baths \| 2,408 sq.ft.	$415,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 5.43% Airbnb Rental Income: $1170 Traditional Rental Income: $2891 Airbnb ROI: 0.02% Traditional ROI: 5.43%
9213 Moldova Road Chesterfield, VA Welcome to 9213 Moldova Rd! A charming home offering comfort, space, and an exceptional co...	5 beds \| 5 baths \| 4,347 sq.ft.	$765,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.61% Airbnb Rental Income: $null Traditional Rental Income: $3331 Airbnb ROI: N/A Traditional ROI: 2.61%
1633 Elmart Lane Chesterfield, VA Spacious 4+ -bedroom home with private in-law suite in the Surreywood community! This home...	4 beds \| 3 baths \| 2,416 sq.ft.	$490,700	Airbnb cash on cash: -0.21% Traditional cash on cash: 2.97% Airbnb Rental Income: $1170 Traditional Rental Income: $2247 Airbnb ROI: -0.21% Traditional ROI: 2.97%

Real Estate investment in Chesterfield, VA

There are 315 properties for sale in the city of Chesterfield . The median list price in Chesterfield is $445,056 and the average price per square foot is $211. In May 2026, the average monthly cash on cash return in Chesterfield is 4.00%. The average monthly rental income in Chesterfield is $2,584.

Chesterfield, VA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 315 investment properties available for sale in Chesterfield.

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

The ROI for Short-Term is higher than the Long-Term in Chesterfield with average rental income of $1,068.

Your search for investment property begins and ends here

Investment Property for Sale in Chesterfield, VA

8113 Clancy Ct

Chesterfield, VA

4 beds | 3 baths | N/A

$690,000

Airbnb cash on cash: -0.7%

Traditional cash on cash: 2.63%

Airbnb Rental Income: $1170

Traditional Rental Income: $2930

Airbnb ROI: -0.7%

Traditional ROI: 2.63%

11019 Blossomwood Road

Chesterfield, VA

3 beds | 3 baths | 1,597 sq.ft.

$389,950

Airbnb cash on cash: 0.02%

Traditional cash on cash: 4.08%

Airbnb Rental Income: $1068

Traditional Rental Income: $2188

Airbnb ROI: 0.02%

Traditional ROI: 4.08%

15806 Wind Seeker Court

Chesterfield, VA

3 beds | 3 baths | 1,585 sq.ft.

$375,000

Airbnb cash on cash: -0.05%

Traditional cash on cash: 4.1%

Airbnb Rental Income: $1068

Traditional Rental Income: $2160

Airbnb ROI: -0.05%

Traditional ROI: 4.1%

7813 Winding Ash Court

Chesterfield, VA

3 beds | 2 baths | 1,400 sq.ft.

$365,000

Airbnb cash on cash: -0.02%

Traditional cash on cash: 3.39%

Airbnb Rental Income: $1068

Traditional Rental Income: $1866

Airbnb ROI: -0.02%

Traditional ROI: 3.39%

14512 Hockliffe Loop

Chesterfield, VA

4 beds | 3 baths | 2,573 sq.ft.

$565,000

Airbnb cash on cash: -0.48%

Traditional cash on cash: 3.31%

Airbnb Rental Income: $1170

Traditional Rental Income: $2787

Airbnb ROI: -0.48%

Traditional ROI: 3.31%

13920 Woods Edge Road

Chesterfield, VA

3 beds | 2 baths | 792 sq.ft.

$230,000

Airbnb cash on cash: 1.18%

Traditional cash on cash: 5.83%

Airbnb Rental Income: $1068

Traditional Rental Income: $1712

Airbnb ROI: 1.18%

Traditional ROI: 5.83%

11420 Glendevon Road

Chesterfield, VA

4 beds | 3 baths | 2,225 sq.ft.

$499,950

Airbnb cash on cash: -0.33%

Traditional cash on cash: 3.72%

Airbnb Rental Income: $1170

Traditional Rental Income: $2676

Airbnb ROI: -0.33%

Traditional ROI: 3.72%

6325 Oldbern Road

Chesterfield, VA

3 beds | 2 baths | 1,114 sq.ft.

$319,950

Airbnb cash on cash: 0.31%

Traditional cash on cash: 4.08%

Airbnb Rental Income: $1068

Traditional Rental Income: $1834

Airbnb ROI: 0.31%