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
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.	$399,950	Airbnb cash on cash: 0.18% Traditional cash on cash: 3.96% Airbnb Rental Income: $1152 Traditional Rental Income: $2188 Airbnb ROI: 0.18% Traditional ROI: 3.96%
11906 Lockett Ridge Place Chesterfield, VA Welcome one level rancher that you've been waiting for! Great opportunity to make it your ...	3 beds \| 2 baths \| 1,152 sq.ft.	$325,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 4.17% Airbnb Rental Income: $1152 Traditional Rental Income: $1908 Airbnb ROI: 0.45% Traditional ROI: 4.17%
4743 Fordham Road Chesterfield, VA Location - Location - Location ... this gorgeous, cozy colonial home, sits on a 1/2 acre l...	3 beds \| 3 baths \| 1,728 sq.ft.	$347,500	Airbnb cash on cash: 0.46% Traditional cash on cash: 5.52% Airbnb Rental Income: $1152 Traditional Rental Income: $2423 Airbnb ROI: 0.46% Traditional ROI: 5.52%
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: 0.15% Traditional cash on cash: 4.1% Airbnb Rental Income: $1152 Traditional Rental Income: $2160 Airbnb ROI: 0.15% Traditional ROI: 4.1%
15831 Haggis Drive Chesterfield, VA You are going to LOVE this immaculately maintained home that is tucked away on a spacious ...	4 beds \| 3 baths \| 2,204 sq.ft.	$399,900	Airbnb cash on cash: -0.21% Traditional cash on cash: 4.81% Airbnb Rental Income: $1080 Traditional Rental Income: $2593 Airbnb ROI: -0.21% Traditional ROI: 4.81%
3209 Fox Chase Road Chesterfield, VA Welcome to this move in ready 1,512 square foot home. This stunning traditional gem nestle...	3 beds \| 2 baths \| 1,512 sq.ft.	$344,999	Airbnb cash on cash: 0.36% Traditional cash on cash: 4.66% Airbnb Rental Income: $1152 Traditional Rental Income: $2167 Airbnb ROI: 0.36% Traditional ROI: 4.66%
7813 Winding Ash Court Chesterfield, VA	3 beds \| 2 baths \| 1,400 sq.ft.	$365,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 3.39% Airbnb Rental Income: $1152 Traditional Rental Income: $1866 Airbnb ROI: 0.19% Traditional ROI: 3.39%
9113 Quinnford Boulevard Chesterfield, VA You're going to love this fully remodeled rancher, this home is equipped with 3 Bedrooms a...	3 beds \| 2 baths \| 1,249 sq.ft.	$324,500	Airbnb cash on cash: 0.54% Traditional cash on cash: 4.74% Airbnb Rental Income: $1152 Traditional Rental Income: $2054 Airbnb ROI: 0.54% Traditional ROI: 4.74%
8512 Centerline Drive Chesterfield, VA Come fall in love in the Chapel Sound section of Harpers Mill! This well-designed 3 bedroo...	3 beds \| 3 baths \| 2,112 sq.ft.	$525,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 2.99% Airbnb Rental Income: $1152 Traditional Rental Income: $2497 Airbnb ROI: -0.53% Traditional ROI: 2.99%
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: -0.49% Traditional cash on cash: 3.72% Airbnb Rental Income: $1080 Traditional Rental Income: $2676 Airbnb ROI: -0.49% Traditional ROI: 3.72%
3306 Margo Lane Chesterfield, VA Welcome to 3306 Margo Lane in the established Oakdale community of North Chesterfield. Bui...	3 beds \| 3 baths \| 1,440 sq.ft.	$350,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 4.82% Airbnb Rental Income: $1152 Traditional Rental Income: $2234 Airbnb ROI: 0.37% Traditional ROI: 4.82%
13306 Naylors Blue Court Chesterfield, VA Welcome to elevated living in Chester. This beautifully updated 4-bedroom, 3-bath transiti...	4 beds \| 3 baths \| 3,083 sq.ft.	$519,999	Airbnb cash on cash: -0.57% Traditional cash on cash: 3.76% Airbnb Rental Income: $1080 Traditional Rental Income: $2817 Airbnb ROI: -0.57% 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: -0.07% Traditional cash on cash: 4.37% Airbnb Rental Income: $1152 Traditional Rental Income: $2518 Airbnb ROI: -0.07% 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: -0.19% Traditional cash on cash: 4.88% Airbnb Rental Income: $1080 Traditional Rental Income: $2822 Airbnb ROI: -0.19% Traditional ROI: 4.88%
13712 Watkins Glen Road Chesterfield, VA Move-In Ready in popular Brandermill! Welcome to this charming and well-cared-for home nes...	3 beds \| 3 baths \| 1,414 sq.ft.	$337,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 4.79% Airbnb Rental Income: $1152 Traditional Rental Income: $2170 Airbnb ROI: 0.37% Traditional ROI: 4.79%
5749 Sara Kay Drive Chesterfield, VA Charming and family-friendly 4-bedroom, 2-bath home offering 1,296 square feet of comforta...	4 beds \| 2 baths \| 1,296 sq.ft.	$299,900	Airbnb cash on cash: 0.43% Traditional cash on cash: 5.49% Airbnb Rental Income: $1080 Traditional Rental Income: $2142 Airbnb ROI: 0.43% Traditional ROI: 5.49%
13424 Janeka Drive Chesterfield, VA Situated on over 2 acres in the desirable Second Branch neighborhood and just minutes from...	4 beds \| 3 baths \| 2,154 sq.ft.	$415,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 4.44% Airbnb Rental Income: $1080 Traditional Rental Income: $2536 Airbnb ROI: -0.25% Traditional ROI: 4.44%
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.	$554,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 1.56% Airbnb Rental Income: $1152 Traditional Rental Income: $1792 Airbnb ROI: -0.41% Traditional ROI: 1.56%
6637 Whisperwood Drive Chesterfield, VA Discover the perfect blend of style and efficiency in sought-after Watermark! Offered at $...	3 beds \| 3 baths \| 2,192 sq.ft.	$435,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 4.54% Airbnb Rental Income: $1152 Traditional Rental Income: $2735 Airbnb ROI: -0.28% Traditional ROI: 4.54%
6430 Cassia Loop Chesterfield, VA Welcome Home! This 2020, Former Eastwood Homes Model with all of the upgrades awaits your ...	4 beds \| 4 baths \| 1,862 sq.ft.	$384,900	Airbnb cash on cash: -0.74% Traditional cash on cash: 4.52% Airbnb Rental Income: $1080 Traditional Rental Income: $2610 Airbnb ROI: -0.74% Traditional ROI: 4.52%
11042 Poachers Run Chesterfield, VA You are going to love this fully renovated cape-cod in Hunters Landing! Situated on a huge...	4 beds \| 2 baths \| 1,324 sq.ft.	$349,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 4.04% Airbnb Rental Income: $1080 Traditional Rental Income: $1974 Airbnb ROI: 0.19% Traditional ROI: 4.04%
18307 Sagamore Drive Chesterfield, VA Locaated in highly sought after Magnolia Green, this home offers luxury and resort style l...	4 beds \| 3 baths \| 3,017 sq.ft.	$669,900	Airbnb cash on cash: -0.96% Traditional cash on cash: 2.56% Airbnb Rental Income: $1080 Traditional Rental Income: $2914 Airbnb ROI: -0.96% Traditional ROI: 2.56%
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.	$549,000	Airbnb cash on cash: -0.42% Traditional cash on cash: 3.06% Airbnb Rental Income: $1080 Traditional Rental Income: $2492 Airbnb ROI: -0.42% Traditional ROI: 3.06%
4100 Maze Runner Drive unit: 102 Chesterfield, VA Great sunny end unit, this popular Sapphire floor-plan offers exceptional first-floor, one...	2 beds \| 2 baths \| 1,524 sq.ft.	$310,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 5.65% Airbnb Rental Income: $1216 Traditional Rental Income: $2705 Airbnb ROI: -0.8% Traditional ROI: 5.65%
10130 Wood Vale Ct Chesterfield, VA Experience the perfect suburban balance in North Chesterfield's Eaglewood neighborhood! Po...	4 beds \| 3 baths \| N/A	$410,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 5.6% Airbnb Rental Income: $1080 Traditional Rental Income: $2908 Airbnb ROI: -0.12% Traditional ROI: 5.6%
6020 Cascade Creek Place Chesterfield, VA Beautifully maintained 4-bedroom home offering style, comfort, and incredible flexibility....	4 beds \| 3 baths \| 3,391 sq.ft.	$529,950	Airbnb cash on cash: -0.58% Traditional cash on cash: 3.57% Airbnb Rental Income: $1080 Traditional Rental Income: $2767 Airbnb ROI: -0.58% Traditional ROI: 3.57%
15519 Saddlebrook Rd Chesterfield, VA Welcome to 15519 Saddlebrook Rd in Bright Oaks Estates in Chesterfield County, located jus...	3 beds \| 2 baths \| N/A	$329,950	Airbnb cash on cash: 0.55% Traditional cash on cash: 4.48% Airbnb Rental Income: $1152 Traditional Rental Income: $1989 Airbnb ROI: 0.55% Traditional ROI: 4.48%
12406 Carnoustie Lane unit: 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.	$499,000	Airbnb cash on cash: -0.71% Traditional cash on cash: 1.39% Airbnb Rental Income: $1216 Traditional Rental Income: $1808 Airbnb ROI: -0.71% Traditional ROI: 1.39%
7824 Falling Hill Terrace Chesterfield, VA Spacious 3-bedroom, 2.5-bath home with 1,754 square feet of comfortable living space! The ...	3 beds \| 3 baths \| 1,754 sq.ft.	$409,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 3.73% Airbnb Rental Income: $1152 Traditional Rental Income: $2224 Airbnb ROI: -0.06% Traditional ROI: 3.73%
11624 St Audries Drive Chesterfield, VA Looking for space, comfort, and a place to truly unwind? Welcome to 11624 St. Audries Driv...	4 beds \| 3 baths \| 2,056 sq.ft.	$429,900	Airbnb cash on cash: -0.25% Traditional cash on cash: 4.23% Airbnb Rental Income: $1080 Traditional Rental Income: $2516 Airbnb ROI: -0.25% Traditional ROI: 4.23%
5102 White Pickett Ln Chesterfield, VA Welcome home! This lovely, updated cape welcomes you. Situated on almost ÃÂ½ acre cul-de-...	3 beds \| 2 baths \| N/A	$325,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 4.91% Airbnb Rental Income: $1152 Traditional Rental Income: $2163 Airbnb ROI: 0.35% Traditional ROI: 4.91%
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: -1.03% Traditional cash on cash: 2.03% Airbnb Rental Income: $1152 Traditional Rental Income: $2328 Airbnb ROI: -1.03% 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.	$524,999	Airbnb cash on cash: -0.58% Traditional cash on cash: 4.05% Airbnb Rental Income: $1080 Traditional Rental Income: $2981 Airbnb ROI: -0.58% Traditional ROI: 4.05%
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: 4.56% Traditional cash on cash: 4.21% Airbnb Rental Income: $4220 Traditional Rental Income: $3148 Airbnb ROI: 4.56% Traditional ROI: 4.21%
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: -0.11% Traditional cash on cash: 4.5% Airbnb Rental Income: $1080 Traditional Rental Income: $2440 Airbnb ROI: -0.11% Traditional ROI: 4.5%
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.	$437,990	Airbnb cash on cash: -0.35% Traditional cash on cash: 4.07% Airbnb Rental Income: $1080 Traditional Rental Income: $2523 Airbnb ROI: -0.35% Traditional ROI: 4.07%
7601 Oban Drive Chesterfield, VA Welcome to this immaculately maintained transitional-ranch home located in The Highlands, ...	4 beds \| 3 baths \| 2,739 sq.ft.	$589,950	Airbnb cash on cash: -0.78% Traditional cash on cash: 2.91% Airbnb Rental Income: $1080 Traditional Rental Income: $2744 Airbnb ROI: -0.78% Traditional ROI: 2.91%
2006 Bethany Ridge Terrace Chesterfield, VA Welcome to 2006 Bethany Ridge Ter, a beautifully refreshed home located in a highly desira...	2 beds \| 2 baths \| 1,472 sq.ft.	$300,000	Airbnb cash on cash: 0.81% Traditional cash on cash: 4.82% Airbnb Rental Income: $1216 Traditional Rental Income: $1959 Airbnb ROI: 0.81% Traditional ROI: 4.82%
8337 Hunters Lake Turn Chesterfield, VA Welcome to 8337 Hunters Lake Turn, located in the desirable Shepherd's Watch subdivision! ...	4 beds \| 3 baths \| 2,351 sq.ft.	$435,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 4.27% Airbnb Rental Income: $1080 Traditional Rental Income: $2584 Airbnb ROI: -0.33% Traditional ROI: 4.27%
7835 Halyard Court Chesterfield, VA Tucked into the desirable Ashbrook community, this charming 3-bedroom, 2.5-bath home offer...	3 beds \| 3 baths \| 1,314 sq.ft.	$320,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 5.38% Airbnb Rental Income: $1152 Traditional Rental Income: $2271 Airbnb ROI: 0.39% Traditional ROI: 5.38%

Real Estate investment in Chesterfield, VA

There are 298 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 $206. In April 2026, the average monthly cash on cash return in Chesterfield is 4.00%. The average monthly rental income in Chesterfield is $2,538.

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

There are 298 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 $1,152.

Your search for investment property begins and ends here

Investment Property for Sale in Chesterfield, VA

11019 Blossomwood Road

Chesterfield, VA

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

$399,950

Airbnb cash on cash: 0.18%

Traditional cash on cash: 3.96%

Airbnb Rental Income: $1152

Traditional Rental Income: $2188

Airbnb ROI: 0.18%

Traditional ROI: 3.96%

11906 Lockett Ridge Place

Chesterfield, VA

3 beds | 2 baths | 1,152 sq.ft.

$325,000

Airbnb cash on cash: 0.45%

Traditional cash on cash: 4.17%

Airbnb Rental Income: $1152

Traditional Rental Income: $1908

Airbnb ROI: 0.45%

Traditional ROI: 4.17%

4743 Fordham Road

Chesterfield, VA

3 beds | 3 baths | 1,728 sq.ft.

$347,500

Airbnb cash on cash: 0.46%

Traditional cash on cash: 5.52%

Airbnb Rental Income: $1152

Traditional Rental Income: $2423

Airbnb ROI: 0.46%

Traditional ROI: 5.52%

15806 Wind Seeker Court

Chesterfield, VA

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

$375,000

Airbnb cash on cash: 0.15%

Traditional cash on cash: 4.1%

Airbnb Rental Income: $1152

Traditional Rental Income: $2160

Airbnb ROI: 0.15%

Traditional ROI: 4.1%

15831 Haggis Drive

Chesterfield, VA

4 beds | 3 baths | 2,204 sq.ft.

$399,900

Airbnb cash on cash: -0.21%

Traditional cash on cash: 4.81%

Airbnb Rental Income: $1080

Traditional Rental Income: $2593

Airbnb ROI: -0.21%

Traditional ROI: 4.81%

3209 Fox Chase Road

Chesterfield, VA

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

$344,999

Airbnb cash on cash: 0.36%

Traditional cash on cash: 4.66%

Airbnb Rental Income: $1152

Traditional Rental Income: $2167

Airbnb ROI: 0.36%

Traditional ROI: 4.66%

7813 Winding Ash Court

Chesterfield, VA

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

$365,000

Airbnb cash on cash: 0.19%

Traditional cash on cash: 3.39%

Airbnb Rental Income: $1152

Traditional Rental Income: $1866

Airbnb ROI: 0.19%

Traditional ROI: 3.39%

9113 Quinnford Boulevard

Chesterfield, VA

3 beds | 2 baths | 1,249 sq.ft.

$324,500

Airbnb cash on cash: 0.54%

Traditional cash on cash: 4.74%

Airbnb Rental Income: $1152

Traditional Rental Income: $2054

Airbnb ROI: 0.54%