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
10115 Bayham Drive Chesterfield, VA Highly sought-after Robious Corridor location! This one checks all the boxes - 3 bedrooms,...	3 beds \| 2 baths \| 1,536 sq.ft.	$375,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 4.31% Airbnb Rental Income: $912 Traditional Rental Income: $2227 Airbnb ROI: -0.39% Traditional ROI: 4.31%
9024 Spyglass Hill Turn Chesterfield, VA Come home to Birkdale for the New Year! This phenomenal Chesterfield County home offers a ...	4 beds \| 3 baths \| 2,091 sq.ft.	$450,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 3.87% Airbnb Rental Income: $870 Traditional Rental Income: $2455 Airbnb ROI: -0.68% Traditional ROI: 3.87%
5325 Meadoway Road Chesterfield, VA Welcome to 5325 Meadoway Rd. a 3 bedroom, 1.5 baths rancher. Some of the highlights are: -...	3 beds \| 2 baths \| 1,821 sq.ft.	$344,900	Airbnb cash on cash: -0.22% Traditional cash on cash: 5.46% Airbnb Rental Income: $912 Traditional Rental Income: $2413 Airbnb ROI: -0.22% Traditional ROI: 5.46%
10204 Stonecrest Road Chesterfield, VA This beautifully maintained, move-in-ready Colonial sits on a generously landscaped lot wi...	3 beds \| 3 baths \| 1,995 sq.ft.	$364,900	Airbnb cash on cash: -0.41% Traditional cash on cash: 5.32% Airbnb Rental Income: $912 Traditional Rental Income: $2533 Airbnb ROI: -0.41% Traditional ROI: 5.32%
7018 Whistlers Cove Drive Chesterfield, VA Adorable and affordable! Wonderful starter home in the very sought after Deer Run, Midloth...	3 beds \| 2 baths \| 1,512 sq.ft.	$315,000	Airbnb cash on cash: -0.3% Traditional cash on cash: 5.07% Airbnb Rental Income: $912 Traditional Rental Income: $2161 Airbnb ROI: -0.3% Traditional ROI: 5.07%
13830 Crosstimbers Road Chesterfield, VA Welcome to 13830 Crosstimbers Road, a beautifully maintained Colonial in the heart of Bran...	4 beds \| 3 baths \| 1,814 sq.ft.	$364,999	Airbnb cash on cash: -0.55% Traditional cash on cash: 5.81% Airbnb Rental Income: $870 Traditional Rental Income: $2715 Airbnb ROI: -0.55% Traditional ROI: 5.81%
9214 Groundhog Drive Chesterfield, VA It's your chance to call it home within the highly sought-after Edgehill Townhouses-this c...	4 beds \| 4 baths \| 2,231 sq.ft.	$324,900	Airbnb cash on cash: -0.31% Traditional cash on cash: 7.15% Airbnb Rental Income: $870 Traditional Rental Income: $2815 Airbnb ROI: -0.31% Traditional ROI: 7.15%
9910 Husting Court Chesterfield, VA Welcome to 9910 Husting Ct., a beautifully maintained rancher-style home tucked away on a ...	3 beds \| 1 baths \| 1,160 sq.ft.	$299,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 4.19% Airbnb Rental Income: $912 Traditional Rental Income: $1769 Airbnb ROI: -0.07% Traditional ROI: 4.19%
7705 Offshore Drive Chesterfield, VA Back on the Market, Fully Refreshed and Ready to Impress! The wait is over! This adorable ...	3 beds \| 2 baths \| 1,334 sq.ft.	$290,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 4.86% Airbnb Rental Income: $912 Traditional Rental Income: $1907 Airbnb ROI: -0.03% Traditional ROI: 4.86%
3115 S Battlebridge Drive Chesterfield, VA	2 beds \| 2 baths \| 1,120 sq.ft.	$235,000	Airbnb cash on cash: 2.21% Traditional cash on cash: 1.2% Airbnb Rental Income: $1621 Traditional Rental Income: $937 Airbnb ROI: 2.21% Traditional ROI: 1.2%
5108 Oakforest Drive Chesterfield, VA Beautiful home ,4 bedrooms , 2.5 baths .Totally renovated 6 years ago. New 30 year roof, n...	4 beds \| 3 baths \| 1,457 sq.ft.	$349,950	Airbnb cash on cash: -0.38% Traditional cash on cash: 4.97% Airbnb Rental Income: $870 Traditional Rental Income: $2295 Airbnb ROI: -0.38% Traditional ROI: 4.97%
13637 Langford Drive Chesterfield, VA Elegant All-Brick Home in Tarrington on the James This all-brick home is ideally located o...	5 beds \| 4 baths \| 5,047 sq.ft.	$870,000	Airbnb cash on cash: 2.76% Traditional cash on cash: 2.18% Airbnb Rental Income: $4877 Traditional Rental Income: $3409 Airbnb ROI: 2.76% Traditional ROI: 2.18%
149 N Courthouse Road Chesterfield, VA PROPERTY HAS COMMERCIAL POTENTIAL. OVER 4 ACRES ON COURTHOUSE ROAD. OLDER HOME NEEDS FULL ...	2 beds \| 1 baths \| 1,080 sq.ft.	$335,000	Airbnb cash on cash: 2.04% Traditional cash on cash: 2.79% Airbnb Rental Income: $1621 Traditional Rental Income: $1398 Airbnb ROI: 2.04% Traditional ROI: 2.79%
10417 Melissa Mill Road Chesterfield, VA Welcome to this beautifully maintained 4-bedroom, 2-bath Cape Cod offering nearly 2,000 sq...	4 beds \| 2 baths \| 1,970 sq.ft.	$385,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 4.8% Airbnb Rental Income: $870 Traditional Rental Income: $2499 Airbnb ROI: -0.64% Traditional ROI: 4.8%
7025 Swanhaven Drive Chesterfield, VA Welcome to an extraordinary residence where timeless elegance meets modern luxury. This ho...	5 beds \| 4 baths \| 4,417 sq.ft.	$649,900	Airbnb cash on cash: 4.42% Traditional cash on cash: N/A Airbnb Rental Income: $4877 Traditional Rental Income: $0 Airbnb ROI: 4.42% Traditional ROI: N/A
1509 Enon Church Road Chesterfield, VA This charming ranch-style home in the Forest Glenn neighborhood is ready to welcome its ne...	3 beds \| 1 baths \| 864 sq.ft.	$220,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 5.76% Airbnb Rental Income: $912 Traditional Rental Income: $1666 Airbnb ROI: 0.5% Traditional ROI: 5.76%
10927 DECOY Lane Chesterfield, VA THIS CLASSIC, CHIC CAPE COD STYLE HOME IS WARM AND INVITING. YOU FEEL AT HOME THE MINUTE Y...	4 beds \| 2 baths \| 1,536 sq.ft.	$349,900	Airbnb cash on cash: -0.49% Traditional cash on cash: 4.55% Airbnb Rental Income: $870 Traditional Rental Income: $2194 Airbnb ROI: -0.49% Traditional ROI: 4.55%
9620 Shiloh Drive Chesterfield, VA Welcome to this updated 4-bedroom, 1.5-bath home offering 1,404 square feet of charm and f...	4 beds \| 2 baths \| 1,404 sq.ft.	$339,900	Airbnb cash on cash: -0.37% Traditional cash on cash: 6.81% Airbnb Rental Income: $870 Traditional Rental Income: $2830 Airbnb ROI: -0.37% Traditional ROI: 6.81%
8419 Hartridge Drive Chesterfield, VA Welcome home to this stunning 2017 Craftsman in the highly sought-after Harpers Mill commu...	4 beds \| 3 baths \| 3,096 sq.ft.	$650,000	Airbnb cash on cash: -1.07% Traditional cash on cash: 2.97% Airbnb Rental Income: $870 Traditional Rental Income: $2981 Airbnb ROI: -1.07% Traditional ROI: 2.97%
6430 Cassia Loop Chesterfield, VA This beautiful former Eastwood Homes model, located in the highly sought-after Fox Creek c...	4 beds \| 4 baths \| 1,862 sq.ft.	$409,777	Airbnb cash on cash: -1.11% Traditional cash on cash: 4.29% Airbnb Rental Income: $870 Traditional Rental Income: $2610 Airbnb ROI: -1.11% Traditional ROI: 4.29%
6711 Gills Gate Drive Chesterfield, VA Welcome to 6711 Gills Gate Drive, a spacious 4-bedroom, 2.5-bath home offering 2,434 squar...	4 beds \| 3 baths \| 2,434 sq.ft.	$399,950	Airbnb cash on cash: -0.62% Traditional cash on cash: 5.5% Airbnb Rental Income: $870 Traditional Rental Income: $2830 Airbnb ROI: -0.62% Traditional ROI: 5.5%
5860 Heathers Crossing Drive Chesterfield, VA Come see this LIKE NEW Four Bedroom and Two and half bath home! Off of the foyer is the li...	4 beds \| 3 baths \| 2,132 sq.ft.	$396,900	Airbnb cash on cash: -0.65% Traditional cash on cash: 4.88% Airbnb Rental Income: $870 Traditional Rental Income: $2594 Airbnb ROI: -0.65% Traditional ROI: 4.88%
13628 Baycraft Ter Chesterfield, VA ""PRICE REDUCED! END UNIT townhome in highly desired Brandermill/Harbour Pointe. The townh...	3 beds \| 3 baths \| N/A	$329,900	Airbnb cash on cash: -0.28% Traditional cash on cash: 5.53% Airbnb Rental Income: $912 Traditional Rental Income: $2371 Airbnb ROI: -0.28% Traditional ROI: 5.53%
8406 Capernwray Dr Chesterfield, VA ""Pristine and beautiful, just four years old, with established green lawn, extensive land...	4 beds \| 3 baths \| N/A	$696,000	Airbnb cash on cash: -1.08% Traditional cash on cash: 2.66% Airbnb Rental Income: $870 Traditional Rental Income: $2962 Airbnb ROI: -1.08% Traditional ROI: 2.66%
1407 Sycamore Ridge Court Chesterfield, VA Welcome to your Midlothian retreat in the sought-after Sycamore Ridge neighborhood! This b...	3 beds \| 3 baths \| 1,953 sq.ft.	$399,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 4.76% Airbnb Rental Income: $912 Traditional Rental Income: $2519 Airbnb ROI: -0.45% Traditional ROI: 4.76%
11400 Coalboro Road Chesterfield, VA Beautifully updated all-brick home on 5 private acres in Winterpock! This spacious two-lev...	4 beds \| 2 baths \| 2,630 sq.ft.	$667,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 2.38% Airbnb Rental Income: $870 Traditional Rental Income: $2492 Airbnb ROI: -0.77% Traditional ROI: 2.38%
10237 Centralia Station Road Chesterfield, VA DISCOVER YOUR DREAM HOME LOCATED AT 10237 CENTRALIA STATION ROAD! With its unbeatable loca...	4 beds \| 3 baths \| 2,757 sq.ft.	$499,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 4.22% Airbnb Rental Income: $870 Traditional Rental Income: $2895 Airbnb ROI: -0.84% Traditional ROI: 4.22%
10508 Rollingway Court Chesterfield, VA There is something magical about a house on a cul-de-sac. The sounds of kids playing stree...	3 beds \| 3 baths \| 1,248 sq.ft.	$320,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 4.74% Airbnb Rental Income: $912 Traditional Rental Income: $2018 Airbnb ROI: -0.07% Traditional ROI: 4.74%
4611 Melody Court Chesterfield, VA Move into your dream home before the holidays! This stately brick Colonial boasts 5 bedroo...	5 beds \| 4 baths \| 4,244 sq.ft.	$489,900	Airbnb cash on cash: 6.5% Traditional cash on cash: 6.45% Airbnb Rental Income: $4877 Traditional Rental Income: $3852 Airbnb ROI: 6.5% Traditional ROI: 6.45%
13536 Green Spire Court Chesterfield, VA This will be tops of your list. Great open floor plan. Four bedrooms and 2.5 baths. LVP fl...	4 beds \| 3 baths \| 1,997 sq.ft.	$410,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 4.61% Airbnb Rental Income: $870 Traditional Rental Income: $2542 Airbnb ROI: -0.61% Traditional ROI: 4.61%
13401 Drake Mallard Court Chesterfield, VA Welcome to this stunning 2021 Craftsman in The Masters (55+ section) of Chesdin Landing! O...	4 beds \| 4 baths \| 2,942 sq.ft.	$824,950	Airbnb cash on cash: -1.18% Traditional cash on cash: 2.43% Airbnb Rental Income: $870 Traditional Rental Income: $3305 Airbnb ROI: -1.18% Traditional ROI: 2.43%
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: -0.88% Traditional cash on cash: 2.57% Airbnb Rental Income: $912 Traditional Rental Income: $2328 Airbnb ROI: -0.88% Traditional ROI: 2.57%
11802 Glendevon Road Chesterfield, VA PRICED $30,000 BELOW APPRAISAL SO INSTANT EQUITY! Appraisal / Full list of upgrades & befo...	4 beds \| 4 baths \| 3,102 sq.ft.	$785,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 3.97% Airbnb Rental Income: $870 Traditional Rental Income: $4123 Airbnb ROI: -0.93% Traditional ROI: 3.97%
5324 Sandy Ridge Court Chesterfield, VA Fantastic 4 Bedroom 2.5 Bathroom with attached garage home in Highly Desired part of Chest...	4 beds \| 3 baths \| 2,144 sq.ft.	$424,990	Airbnb cash on cash: -0.7% Traditional cash on cash: 4.44% Airbnb Rental Income: $870 Traditional Rental Income: $2580 Airbnb ROI: -0.7% Traditional ROI: 4.44%
8404 Copperpenny Terrace Chesterfield, VA Welcome to this stunning brick home perfectly situated on a peaceful cul-de-sac in the des...	5 beds \| 3 baths \| 2,936 sq.ft.	$550,000	Airbnb cash on cash: 5.58% Traditional cash on cash: 4.16% Airbnb Rental Income: $4877 Traditional Rental Income: $3148 Airbnb ROI: 5.58% Traditional ROI: 4.16%
4501 Sandy Oak Terrace Chesterfield, VA Step into this beautiful Colonial-style home featuring generous room sizes and bright, ope...	4 beds \| 3 baths \| 2,829 sq.ft.	$399,000	Airbnb cash on cash: -0.91% Traditional cash on cash: 5.66% Airbnb Rental Income: $870 Traditional Rental Income: $2995 Airbnb ROI: -0.91% Traditional ROI: 5.66%
2307 Krossridge Court Chesterfield, VA Welcome home to 2307 Krossridge Ct! Come check out this adorable colonial nestled in a cul...	4 beds \| 3 baths \| 1,864 sq.ft.	$329,900	Airbnb cash on cash: -0.47% Traditional cash on cash: 6.47% Airbnb Rental Income: $870 Traditional Rental Income: $2688 Airbnb ROI: -0.47% Traditional ROI: 6.47%
5101 Blossomwood Cir Chesterfield, VA Welcome to this charming 3-bedroom, 2-bath Cape in Sunnybrook featuring a comfortable fami...	3 beds \| 2 baths \| N/A	$335,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 4.23% Airbnb Rental Income: $912 Traditional Rental Income: $1977 Airbnb ROI: -0.24% Traditional ROI: 4.23%
7100 Wynnewood Court Chesterfield, VA Beautifully Maintained Brick Ranch in a Quiet Cul-de-Sac. This beautifully updated 3-bedro...	3 beds \| 2 baths \| 1,962 sq.ft.	$389,900	Airbnb cash on cash: -0.45% Traditional cash on cash: 3.47% Airbnb Rental Income: $912 Traditional Rental Income: $2002 Airbnb ROI: -0.45% Traditional ROI: 3.47%
16019 Maclear Drive Chesterfield, VA Welcome to The Montauk, a one-story, ranch home, to be built by Schell Brothers in NewMark...	3 beds \| 2 baths \| 1,661 sq.ft.	$579,900	Airbnb cash on cash: -1.1% Traditional cash on cash: 1.71% Airbnb Rental Income: $912 Traditional Rental Income: $2094 Airbnb ROI: -1.1% Traditional ROI: 1.71%

Real Estate investment in Chesterfield, VA

There are 292 properties for sale in the city of Chesterfield . The median list price in Chesterfield is $434,090 and the average price per square foot is $186. In January 2026, the average monthly cash on cash return in Chesterfield is 4.00%. The average monthly rental income in Chesterfield is $2,669.

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

There are 292 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 $912.

Your search for investment property begins and ends here

Investment Property for Sale in Chesterfield, VA

10115 Bayham Drive

Chesterfield, VA

3 beds | 2 baths | 1,536 sq.ft.

$375,000

Airbnb cash on cash: -0.39%

Traditional cash on cash: 4.31%

Airbnb Rental Income: $912

Traditional Rental Income: $2227

Airbnb ROI: -0.39%

Traditional ROI: 4.31%

9024 Spyglass Hill Turn

Chesterfield, VA

4 beds | 3 baths | 2,091 sq.ft.

$450,000

Airbnb cash on cash: -0.68%

Traditional cash on cash: 3.87%

Airbnb Rental Income: $870

Traditional Rental Income: $2455

Airbnb ROI: -0.68%

Traditional ROI: 3.87%

5325 Meadoway Road

Chesterfield, VA

3 beds | 2 baths | 1,821 sq.ft.

$344,900

Airbnb cash on cash: -0.22%

Traditional cash on cash: 5.46%

Airbnb Rental Income: $912

Traditional Rental Income: $2413

Airbnb ROI: -0.22%

Traditional ROI: 5.46%

10204 Stonecrest Road

Chesterfield, VA

3 beds | 3 baths | 1,995 sq.ft.

$364,900

Airbnb cash on cash: -0.41%

Traditional cash on cash: 5.32%

Airbnb Rental Income: $912

Traditional Rental Income: $2533

Airbnb ROI: -0.41%

Traditional ROI: 5.32%

7018 Whistlers Cove Drive

Chesterfield, VA

3 beds | 2 baths | 1,512 sq.ft.

$315,000

Airbnb cash on cash: -0.3%

Traditional cash on cash: 5.07%

Airbnb Rental Income: $912

Traditional Rental Income: $2161

Airbnb ROI: -0.3%

Traditional ROI: 5.07%

13830 Crosstimbers Road

Chesterfield, VA

4 beds | 3 baths | 1,814 sq.ft.

$364,999

Airbnb cash on cash: -0.55%

Traditional cash on cash: 5.81%

Airbnb Rental Income: $870

Traditional Rental Income: $2715

Airbnb ROI: -0.55%

Traditional ROI: 5.81%

9214 Groundhog Drive

Chesterfield, VA

4 beds | 4 baths | 2,231 sq.ft.

$324,900

Airbnb cash on cash: -0.31%

Traditional cash on cash: 7.15%

Airbnb Rental Income: $870

Traditional Rental Income: $2815

Airbnb ROI: -0.31%

Traditional ROI: 7.15%

9910 Husting Court

Chesterfield, VA

3 beds | 1 baths | 1,160 sq.ft.

$299,000

Airbnb cash on cash: -0.07%

Traditional cash on cash: 4.19%

Airbnb Rental Income: $912

Traditional Rental Income: $1769

Airbnb ROI: -0.07%