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
8330 Scottingham Drive Chesterfield, VA This beautiful home presents a rare opportunity for contemporary living, all on one story....	3 beds \| 2 baths \| 1,150 sq.ft.	$299,500	Airbnb cash on cash: -0.1% Traditional cash on cash: 5.01% Airbnb Rental Income: $912 Traditional Rental Income: $2012 Airbnb ROI: -0.1% Traditional ROI: 5.01%
11960 Nash Road Chesterfield, VA Timeless elegance meets modern comfort in this stunning Victorian retreat in the heart of ...	5 beds \| 3 baths \| 3,191 sq.ft.	$579,950	Airbnb cash on cash: 5.21% Traditional cash on cash: 3.79% Airbnb Rental Income: $4877 Traditional Rental Income: $3104 Airbnb ROI: 5.21% Traditional ROI: 3.79%
12605 Long Branch Court Chesterfield, VA THIS UPDATED RANCH BOASTS A FIRST FLOOR OWNERS SUITE WITH WALK IN CLOSET AND GARDEN TUB IN...	3 beds \| 2 baths \| 1,928 sq.ft.	$415,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 3.81% Airbnb Rental Income: $912 Traditional Rental Income: $2259 Airbnb ROI: -0.53% Traditional ROI: 3.81%
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%
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%
2218 Providence Creek Rd Chesterfield, VA Welcome to this beautiful 3-bedroom, 1.5-bath home that perfectly combines comfort, style,...	3 beds \| 2 baths \| N/A	$349,000	Airbnb cash on cash: -0.16% Traditional cash on cash: 3.42% Airbnb Rental Income: $912 Traditional Rental Income: $1745 Airbnb ROI: -0.16% Traditional ROI: 3.42%
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%
3206 Meadow Glen Lane Chesterfield, VA Motivated Seller and PRICED TO SELL!!! This move-in-ready, spacious 4-bedroom home offers ...	4 beds \| 3 baths \| 2,384 sq.ft.	$415,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 5.58% Airbnb Rental Income: $870 Traditional Rental Income: $2976 Airbnb ROI: -0.69% Traditional ROI: 5.58%
10324 Natural Bridge Road Chesterfield, VA Check out this gorgeous and meticulously maintained home filled with character and modern ...	3 beds \| 2 baths \| 1,436 sq.ft.	$325,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 4.69% Airbnb Rental Income: $912 Traditional Rental Income: $2066 Airbnb ROI: -0.2% Traditional ROI: 4.69%
7407 Sunswyck Ct Chesterfield, VA This charming 4 bed, 2.5 bath home located in the desirable Creekwood Neighborhood is now ...	4 beds \| 3 baths \| N/A	$375,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 6.21% Airbnb Rental Income: $870 Traditional Rental Income: $2886 Airbnb ROI: -0.47% Traditional ROI: 6.21%
9165 Chatham Grove Lane Chesterfield, VA PRICE ADJUSTMENT! This is your chance to own a home in the Fernbrook neighborhood! This be...	3 beds \| 3 baths \| 1,996 sq.ft.	$359,900	Airbnb cash on cash: -0.45% Traditional cash on cash: 5.64% Airbnb Rental Income: $912 Traditional Rental Income: $2631 Airbnb ROI: -0.45% Traditional ROI: 5.64%
16512 Thornapple Aly #5D Chesterfield, VA Welcome to 16512 Thornapple Aly in the sought-after Wynwood at Foxcreek community! This be...	3 beds \| 3 baths \| N/A	$359,950	Airbnb cash on cash: -0.36% Traditional cash on cash: 5.04% Airbnb Rental Income: $912 Traditional Rental Income: $2398 Airbnb ROI: -0.36% Traditional ROI: 5.04%
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%
8300 Bendahl Valley Dr Chesterfield, VA Welcome to this spacious and inviting 4-bedroom, 2.5-bath home offering 2,788 sq. ft. of c...	4 beds \| 3 baths \| N/A	$450,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 4.95% Airbnb Rental Income: $870 Traditional Rental Income: $2943 Airbnb ROI: -0.76% Traditional ROI: 4.95%
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%
4407 Green Cedar Lane Chesterfield, VA Welcome to 4407 Green Cedar Ln. This beautifully updated & well-maintained home is full of...	3 beds \| 3 baths \| 1,818 sq.ft.	$358,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 5.5% Airbnb Rental Income: $912 Traditional Rental Income: $2539 Airbnb ROI: -0.36% Traditional ROI: 5.5%
4320 Sharonridge Drive Chesterfield, VA One of a kind, delightful residence on a half-acre lot in Mayfair Estates! Impossible not ...	5 beds \| 4 baths \| 2,876 sq.ft.	$519,000	Airbnb cash on cash: 6.02% Traditional cash on cash: 4.77% Airbnb Rental Income: $4877 Traditional Rental Income: $3266 Airbnb ROI: 6.02% Traditional ROI: 4.77%
15306 Traley Court Chesterfield, VA Welcome home to 15306 Traley Ct, tucked away on a quiet cul-de-sac in the sought-after Har...	4 beds \| 3 baths \| 2,482 sq.ft.	$625,000	Airbnb cash on cash: -0.96% Traditional cash on cash: 2.77% Airbnb Rental Income: $870 Traditional Rental Income: $2709 Airbnb ROI: -0.96% Traditional ROI: 2.77%
3800 Grizzard Dr Chesterfield, VA Welcome home to this charming and move-in ready ranch at 3800 Grizzard Drive. Tucked away ...	3 beds \| 1 baths \| N/A	$274,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 4.42% Airbnb Rental Income: $912 Traditional Rental Income: $1688 Airbnb ROI: 0.1% Traditional ROI: 4.42%
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.	$880,000	Airbnb cash on cash: 2.71% Traditional cash on cash: 2.15% Airbnb Rental Income: $4877 Traditional Rental Income: $3409 Airbnb ROI: 2.71% Traditional ROI: 2.15%
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%
11407 Shorecrest Court Chesterfield, VA Welcome Home to 11407 Shorecrest Court! This wonderful MULTI-GENERATIONAL custom home offe...	4 beds \| 4 baths \| 3,545 sq.ft.	$749,000	Airbnb cash on cash: -1.14% Traditional cash on cash: 2.88% Airbnb Rental Income: $870 Traditional Rental Income: $3344 Airbnb ROI: -1.14% Traditional ROI: 2.88%
4241 Daniels Street Chesterfield, VA 4241 Daniels Street in Chester Va. will be perfect you and your family!! This home offers ...	3 beds \| 3 baths \| 2,055 sq.ft.	$345,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 5.51% Airbnb Rental Income: $912 Traditional Rental Income: $2484 Airbnb ROI: -0.39% Traditional ROI: 5.51%
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.	$225,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 5.61% Airbnb Rental Income: $912 Traditional Rental Income: $1666 Airbnb ROI: 0.47% Traditional ROI: 5.61%
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%
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%
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.	$416,900	Airbnb cash on cash: -0.67% Traditional cash on cash: 4.6% Airbnb Rental Income: $870 Traditional Rental Income: $2594 Airbnb ROI: -0.67% Traditional ROI: 4.6%
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%
15624 Corte Castle Terrace Chesterfield, VA Brand new home near Lake Chesdin in the desirable Rivers Trace community.This beautifully ...	4 beds \| 4 baths \| 2,173 sq.ft.	$434,500	Airbnb cash on cash: -0.61% Traditional cash on cash: 4.55% Airbnb Rental Income: $870 Traditional Rental Income: $2638 Airbnb ROI: -0.61% Traditional ROI: 4.55%
6373 Amasis Court Chesterfield, VA Welcome to Kings Forest! This charming ranch-style home sits on a fantastic lot and offers...	3 beds \| 2 baths \| 1,248 sq.ft.	$310,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 4.98% Airbnb Rental Income: $912 Traditional Rental Income: $2063 Airbnb ROI: -0.14% Traditional ROI: 4.98%
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.	$674,700	Airbnb cash on cash: -0.77% Traditional cash on cash: 2.34% Airbnb Rental Income: $870 Traditional Rental Income: $2492 Airbnb ROI: -0.77% Traditional ROI: 2.34%
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.	$325,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 4.65% Airbnb Rental Income: $912 Traditional Rental Income: $2018 Airbnb ROI: -0.09% Traditional ROI: 4.65%
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.	$499,900	Airbnb cash on cash: 6.35% Traditional cash on cash: 6.3% Airbnb Rental Income: $4877 Traditional Rental Income: $3852 Airbnb ROI: 6.35% Traditional ROI: 6.3%
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 UNDER APPRAISAL! FULLY UPDATED home with private backyard in The Highlands! Blocks ...	4 beds \| 4 baths \| 3,102 sq.ft.	$810,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 3.82% Airbnb Rental Income: $870 Traditional Rental Income: $4123 Airbnb ROI: -0.94% Traditional ROI: 3.82%

Real Estate investment in Chesterfield, VA

There are 375 properties for sale in the city of Chesterfield . The median list price in Chesterfield is $424,995 and the average price per square foot is $188. In December 2025, the average monthly cash on cash return in Chesterfield is 5.00%. The average monthly rental income in Chesterfield is $2,629.

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

There are 375 investment properties available for sale in Chesterfield.

In 2025, 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

8330 Scottingham Drive

Chesterfield, VA

3 beds | 2 baths | 1,150 sq.ft.

$299,500

Airbnb cash on cash: -0.1%

Traditional cash on cash: 5.01%

Airbnb Rental Income: $912

Traditional Rental Income: $2012

Airbnb ROI: -0.1%

Traditional ROI: 5.01%

11960 Nash Road

Chesterfield, VA

5 beds | 3 baths | 3,191 sq.ft.

$579,950

Airbnb cash on cash: 5.21%

Traditional cash on cash: 3.79%

Airbnb Rental Income: $4877

Traditional Rental Income: $3104

Airbnb ROI: 5.21%

Traditional ROI: 3.79%

12605 Long Branch Court

Chesterfield, VA

3 beds | 2 baths | 1,928 sq.ft.

$415,000

Airbnb cash on cash: -0.53%

Traditional cash on cash: 3.81%

Airbnb Rental Income: $912

Traditional Rental Income: $2259

Airbnb ROI: -0.53%

Traditional ROI: 3.81%

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%

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%

2218 Providence Creek Rd

Chesterfield, VA

3 beds | 2 baths | N/A

$349,000

Airbnb cash on cash: -0.16%

Traditional cash on cash: 3.42%

Airbnb Rental Income: $912

Traditional Rental Income: $1745

Airbnb ROI: -0.16%

Traditional ROI: 3.42%

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%

3206 Meadow Glen Lane

Chesterfield, VA

4 beds | 3 baths | 2,384 sq.ft.

$415,000

Airbnb cash on cash: -0.69%

Traditional cash on cash: 5.58%

Airbnb Rental Income: $870

Traditional Rental Income: $2976

Airbnb ROI: -0.69%