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
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: 4.09% Traditional cash on cash: 3.81% Airbnb Rental Income: $3068 Traditional Rental Income: $2259 Airbnb ROI: 4.09% Traditional ROI: 3.81%
6639 Cyrus Street Chesterfield, VA Welcome home to this beautifully remodeled 4-bedroom, 3 full bath Cape Cod nestled in a cu...	4 beds \| 3 baths \| 1,659 sq.ft.	$334,900	Airbnb cash on cash: 7.46% Traditional cash on cash: 6.17% Airbnb Rental Income: $3781 Traditional Rental Income: $2556 Airbnb ROI: 7.46% Traditional ROI: 6.17%
4415 Cara Hill Lane Chesterfield, VA This immaculate 4BR, 2.5BA home offers over 2,000 sq. ft. of inviting living space. Featur...	4 beds \| 3 baths \| 2,082 sq.ft.	$390,000	Airbnb cash on cash: 6.07% Traditional cash on cash: 5.11% Airbnb Rental Income: $3781 Traditional Rental Income: $2612 Airbnb ROI: 6.07% Traditional ROI: 5.11%
5616 Heatherhill Drive Chesterfield, VA Price Reduced.......Split Level 4 Bedroom, 2 Full baths! Great Location! Large laundry roo...	4 beds \| 2 baths \| 1,688 sq.ft.	$269,999	Airbnb cash on cash: 9.33% Traditional cash on cash: 7.08% Airbnb Rental Income: $3781 Traditional Rental Income: $2389 Airbnb ROI: 9.33% Traditional ROI: 7.08%
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.	$349,000	Airbnb cash on cash: 5.25% Traditional cash on cash: 5.39% Airbnb Rental Income: $3068 Traditional Rental Income: $2413 Airbnb ROI: 5.25% Traditional ROI: 5.39%
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.	$375,000	Airbnb cash on cash: 6.33% Traditional cash on cash: 5.63% Airbnb Rental Income: $3781 Traditional Rental Income: $2715 Airbnb ROI: 6.33% Traditional ROI: 5.63%
11118 Sunfield Drive Chesterfield, VA Welcome to 11118 Sunfield Drive, a charming brick rancher tucked away on nearly half an ac...	3 beds \| 2 baths \| 1,275 sq.ft.	$325,000	Airbnb cash on cash: 5.59% Traditional cash on cash: 4.37% Airbnb Rental Income: $3068 Traditional Rental Income: $1995 Airbnb ROI: 5.59% Traditional ROI: 4.37%
5313 Sandy Ridge Court Chesterfield, VA Better than new in Brown's Bluff at Colony Pointe. Welcome to your only 6 year old home in...	4 beds \| 3 baths \| 1,944 sq.ft.	$429,500	Airbnb cash on cash: 5.41% Traditional cash on cash: 4.62% Airbnb Rental Income: $3781 Traditional Rental Income: $2645 Airbnb ROI: 5.41% Traditional ROI: 4.62%
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: 4.87% Traditional cash on cash: 5.64% Airbnb Rental Income: $3068 Traditional Rental Income: $2631 Airbnb ROI: 4.87% Traditional ROI: 5.64%
7000 Autumn Point Drive Chesterfield, VA Welcome to this beautifully maintained 2-story single-family home, ideally located in the ...	3 beds \| 3 baths \| 1,800 sq.ft.	$380,000	Airbnb cash on cash: 4.63% Traditional cash on cash: 4.72% Airbnb Rental Income: $3068 Traditional Rental Income: $2399 Airbnb ROI: 4.63% Traditional ROI: 4.72%
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.	$304,950	Airbnb cash on cash: 6.18% Traditional cash on cash: 4.57% Airbnb Rental Income: $3068 Traditional Rental Income: $1907 Airbnb ROI: 6.18% Traditional ROI: 4.57%
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.	$375,000	Airbnb cash on cash: 4.72% Traditional cash on cash: 5.21% Airbnb Rental Income: $3068 Traditional Rental Income: $2539 Airbnb ROI: 4.72% Traditional ROI: 5.21%
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.	$635,000	Airbnb cash on cash: 3.14% Traditional cash on cash: 2.71% Airbnb Rental Income: $3781 Traditional Rental Income: $2709 Airbnb ROI: 3.14% Traditional ROI: 2.71%
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	$289,000	Airbnb cash on cash: 6.64% Traditional cash on cash: 4.15% Airbnb Rental Income: $3068 Traditional Rental Income: $1688 Airbnb ROI: 6.64% Traditional ROI: 4.15%
2217 Courthouse Road Chesterfield, VA Lovely 3 bedroom, 1.5 bath, classic brick rancher conveniently located on Courthouse Road....	3 beds \| 2 baths \| 1,425 sq.ft.	$309,900	Airbnb cash on cash: 6.1% Traditional cash on cash: 5.13% Airbnb Rental Income: $3068 Traditional Rental Income: $2086 Airbnb ROI: 6.1% Traditional ROI: 5.13%
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: N/A Traditional cash on cash: 2.79% Airbnb Rental Income: $null Traditional Rental Income: $1398 Airbnb ROI: N/A Traditional ROI: 2.79%
5843 Autumnleaf Drive Chesterfield, VA Charming, open concept 3-bedroom, 2-bath home in the heart of Chesterfield offering a perf...	3 beds \| 3 baths \| 1,926 sq.ft.	$395,000	Airbnb cash on cash: 4.33% Traditional cash on cash: 5.13% Airbnb Rental Income: $3068 Traditional Rental Income: $2663 Airbnb ROI: 4.33% Traditional ROI: 5.13%
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: 2.33% Traditional cash on cash: 2.88% Airbnb Rental Income: $3781 Traditional Rental Income: $3344 Airbnb ROI: 2.33% 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.	$349,900	Airbnb cash on cash: 5.07% Traditional cash on cash: 5.43% Airbnb Rental Income: $3068 Traditional Rental Income: $2484 Airbnb ROI: 5.07% Traditional ROI: 5.43%
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.	$358,000	Airbnb cash on cash: 6.71% Traditional cash on cash: 4.43% Airbnb Rental Income: $3781 Traditional Rental Income: $2194 Airbnb ROI: 6.71% Traditional ROI: 4.43%
15907 Twisted Cedar Drive Chesterfield, VA You're going to fall in love with this 4 bedroom, 2.5 bathroom home tucked away on a quiet...	4 beds \| 3 baths \| 1,870 sq.ft.	$399,500	Airbnb cash on cash: 5.86% Traditional cash on cash: 4.43% Airbnb Rental Income: $3781 Traditional Rental Income: $2426 Airbnb ROI: 5.86% Traditional ROI: 4.43%
8613 Beyer Road Chesterfield, VA IMMACULATELY MAINTAINED home with first floor primary and outdoor living space that you dr...	4 beds \| 4 baths \| 3,206 sq.ft.	$639,000	Airbnb cash on cash: 2.98% Traditional cash on cash: 3.77% Airbnb Rental Income: $3781 Traditional Rental Income: $3436 Airbnb ROI: 2.98% Traditional ROI: 3.77%
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: 5.2% Traditional cash on cash: 4.29% Airbnb Rental Income: $3781 Traditional Rental Income: $2610 Airbnb ROI: 5.2% Traditional ROI: 4.29%
15631 Corte Castle Terrace Chesterfield, VA Welcome to 15631 Corte Castle Terrace. Located in a quiet, desirable neighborhood with acc...	4 beds \| 3 baths \| 2,043 sq.ft.	$434,995	Airbnb cash on cash: 5.22% Traditional cash on cash: 4.21% Airbnb Rental Income: $3781 Traditional Rental Income: $2550 Airbnb ROI: 5.22% Traditional ROI: 4.21%
13628 Baycraft Ter Chesterfield, VA ""Pristine move-in ready END UNIT townhome in highly desired Brandermill/Harbour Pointe. T...	3 beds \| 3 baths \| N/A	$339,000	Airbnb cash on cash: 5.34% Traditional cash on cash: 5.35% Airbnb Rental Income: $3068 Traditional Rental Income: $2371 Airbnb ROI: 5.34% Traditional ROI: 5.35%
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.	$459,500	Airbnb cash on cash: 5.01% Traditional cash on cash: 4.26% Airbnb Rental Income: $3781 Traditional Rental Income: $2638 Airbnb ROI: 5.01% Traditional ROI: 4.26%
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.	$312,000	Airbnb cash on cash: 5.98% Traditional cash on cash: 5.03% Airbnb Rental Income: $3068 Traditional Rental Income: $2090 Airbnb ROI: 5.98% Traditional ROI: 5.03%
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: 2.66% Traditional cash on cash: 2.66% Airbnb Rental Income: $3781 Traditional Rental Income: $2962 Airbnb ROI: 2.66% 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: 4.36% Traditional cash on cash: 4.76% Airbnb Rental Income: $3068 Traditional Rental Income: $2519 Airbnb ROI: 4.36% Traditional ROI: 4.76%
2000 Lindell Road Chesterfield, VA PRICE IMPROVEMENT! This beautiful colonial offers everything you could want and more in yo...	4 beds \| 3 baths \| 2,482 sq.ft.	$449,950	Airbnb cash on cash: 5.01% Traditional cash on cash: 5.21% Airbnb Rental Income: $3781 Traditional Rental Income: $3047 Airbnb ROI: 5.01% Traditional ROI: 5.21%
14718 Cobbs Point Drive Chesterfield, VA Improved Price*Say hello to this move in ready home located in Cobbs Point. This beaut...	4 beds \| 3 baths \| 2,076 sq.ft.	$359,900	Airbnb cash on cash: 6.67% Traditional cash on cash: 5.26% Airbnb Rental Income: $3781 Traditional Rental Income: $2485 Airbnb ROI: 6.67% Traditional ROI: 5.26%
12618 Capernwray Terrace Chesterfield, VA Located in The Highlands community, this wonderful property sits on 2.7 private acres at t...	4 beds \| 5 baths \| 3,607 sq.ft.	$795,900	Airbnb cash on cash: 2.06% Traditional cash on cash: 4.16% Airbnb Rental Income: $3781 Traditional Rental Income: $4519 Airbnb ROI: 2.06% Traditional ROI: 4.16%
6825 Fieldwood Road Chesterfield, VA Welcome to your dream home in the heart of Chester! This stunning 4-bedroom, 2.5-bathroom ...	4 beds \| 3 baths \| 2,724 sq.ft.	$514,000	Airbnb cash on cash: 4.05% Traditional cash on cash: 3.88% Airbnb Rental Income: $3781 Traditional Rental Income: $2879 Airbnb ROI: 4.05% Traditional ROI: 3.88%
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: 4.36% Traditional cash on cash: 3.71% Airbnb Rental Income: $3781 Traditional Rental Income: $2660 Airbnb ROI: 4.36% Traditional ROI: 3.71%
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.	$335,000	Airbnb cash on cash: 5.59% Traditional cash on cash: 4.48% Airbnb Rental Income: $3068 Traditional Rental Income: $2018 Airbnb ROI: 5.59% Traditional ROI: 4.48%
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: 1.98% Traditional cash on cash: 2.43% Airbnb Rental Income: $3781 Traditional Rental Income: $3305 Airbnb ROI: 1.98% 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: 2.65% Traditional cash on cash: 2.57% Airbnb Rental Income: $3068 Traditional Rental Income: $2328 Airbnb ROI: 2.65% Traditional ROI: 2.57%
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.	$435,000	Airbnb cash on cash: 5.25% Traditional cash on cash: 4.31% Airbnb Rental Income: $3781 Traditional Rental Income: $2580 Airbnb ROI: 5.25% Traditional ROI: 4.31%
8603 Boones Bluff Mews Chesterfield, VA This fantastic Cape Cod has the outdoor feel of being secluded in the woods yet inside is ...	3 beds \| 2 baths \| 1,540 sq.ft.	$345,000	Airbnb cash on cash: 5.22% Traditional cash on cash: 4.92% Airbnb Rental Income: $3068 Traditional Rental Income: $2271 Airbnb ROI: 5.22% Traditional ROI: 4.92%
2001 Castle Glen Circle Chesterfield, VA Charming 4-bedroom, 2 bath Cape Cod built in 1988, nestled in a quiet cul-de-sac. This mov...	4 beds \| 2 baths \| 1,588 sq.ft.	$355,000	Airbnb cash on cash: 6.95% Traditional cash on cash: 5.19% Airbnb Rental Income: $3781 Traditional Rental Income: $2374 Airbnb ROI: 6.95% Traditional ROI: 5.19%

Real Estate investment in Chesterfield, VA

There are 327 properties for sale in the city of Chesterfield . The median list price in Chesterfield is $419,000 and the average price per square foot is $186. In October 2025, the average monthly cash on cash return in Chesterfield is 4.00%. The average monthly rental income in Chesterfield is $2,580.

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

There are 327 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 $3,781.

Your search for investment property begins and ends here

Investment Property for Sale in Chesterfield, VA

12605 Long Branch Court

Chesterfield, VA

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

$415,000

Airbnb cash on cash: 4.09%

Traditional cash on cash: 3.81%

Airbnb Rental Income: $3068

Traditional Rental Income: $2259

Airbnb ROI: 4.09%

Traditional ROI: 3.81%

6639 Cyrus Street

Chesterfield, VA

4 beds | 3 baths | 1,659 sq.ft.

$334,900

Airbnb cash on cash: 7.46%

Traditional cash on cash: 6.17%

Airbnb Rental Income: $3781

Traditional Rental Income: $2556

Airbnb ROI: 7.46%

Traditional ROI: 6.17%

4415 Cara Hill Lane

Chesterfield, VA

4 beds | 3 baths | 2,082 sq.ft.

$390,000

Airbnb cash on cash: 6.07%

Traditional cash on cash: 5.11%

Airbnb Rental Income: $3781

Traditional Rental Income: $2612

Airbnb ROI: 6.07%

Traditional ROI: 5.11%

5616 Heatherhill Drive

Chesterfield, VA

4 beds | 2 baths | 1,688 sq.ft.

$269,999

Airbnb cash on cash: 9.33%

Traditional cash on cash: 7.08%

Airbnb Rental Income: $3781

Traditional Rental Income: $2389

Airbnb ROI: 9.33%

Traditional ROI: 7.08%

5325 Meadoway Road

Chesterfield, VA

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

$349,000

Airbnb cash on cash: 5.25%

Traditional cash on cash: 5.39%

Airbnb Rental Income: $3068

Traditional Rental Income: $2413

Airbnb ROI: 5.25%

Traditional ROI: 5.39%

13830 Crosstimbers Road

Chesterfield, VA

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

$375,000

Airbnb cash on cash: 6.33%

Traditional cash on cash: 5.63%

Airbnb Rental Income: $3781

Traditional Rental Income: $2715

Airbnb ROI: 6.33%

Traditional ROI: 5.63%

11118 Sunfield Drive

Chesterfield, VA

3 beds | 2 baths | 1,275 sq.ft.

$325,000

Airbnb cash on cash: 5.59%

Traditional cash on cash: 4.37%

Airbnb Rental Income: $3068

Traditional Rental Income: $1995

Airbnb ROI: 5.59%

Traditional ROI: 4.37%

5313 Sandy Ridge Court

Chesterfield, VA

4 beds | 3 baths | 1,944 sq.ft.

$429,500

Airbnb cash on cash: 5.41%

Traditional cash on cash: 4.62%

Airbnb Rental Income: $3781

Traditional Rental Income: $2645

Airbnb ROI: 5.41%