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
25 Natural Bridge Court Chesterfield, VA Welcome to 25 Natural Bridge Court! Nestled on a quiet cul-de-sac in Shenandoah Hills, thi...	4 beds \| 2 baths \| 1,400 sq.ft.	$339,900	Airbnb cash on cash: 1.45% Traditional cash on cash: 4.88% Airbnb Rental Income: $1568 Traditional Rental Income: $2213 Airbnb ROI: 1.45% Traditional ROI: 4.88%
4716 Junilla Lane Chesterfield, VA COMPLETE PROFESSIONAL RENOVATION! Entirely new kitchen and bathrooms with real hardwood fl...	3 beds \| 2 baths \| 1,265 sq.ft.	$342,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 3.81% Airbnb Rental Income: $1556 Traditional Rental Income: $1873 Airbnb ROI: 1.43% Traditional ROI: 3.81%
8519 Sunningdale Ter Chesterfield, VA Welcome to 8519 Sunningdale Terrace! Nestled on a quiet cul-de-sac in the highly desirable...	4 beds \| 2 baths \| 2,153 sq.ft.	$469,950	Airbnb cash on cash: 0.57% Traditional cash on cash: 4.27% Airbnb Rental Income: $1568 Traditional Rental Income: $2779 Airbnb ROI: 0.57% Traditional ROI: 4.27%
3300 Margo Lane Chesterfield, VA Welcome to this thoughtfully designed ranch-style home featuring an inviting open-concept ...	3 beds \| 2 baths \| 1,574 sq.ft.	$365,900	Airbnb cash on cash: 1.17% Traditional cash on cash: 3.89% Airbnb Rental Income: $1556 Traditional Rental Income: $2042 Airbnb ROI: 1.17% Traditional ROI: 3.89%
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.	$384,950	Airbnb cash on cash: 1.16% Traditional cash on cash: 4.15% Airbnb Rental Income: $1556 Traditional Rental Income: $2188 Airbnb ROI: 1.16% Traditional ROI: 4.15%
8203 Gates Bluff Pl Chesterfield, VA Welcome to 8203 Gates Bluff Place, a stunning Chesterfield residence that effortlessly ble...	4 beds \| 2 baths \| 2,656 sq.ft.	$559,950	Airbnb cash on cash: 0.24% Traditional cash on cash: 3.51% Airbnb Rental Income: $1568 Traditional Rental Income: $2889 Airbnb ROI: 0.24% Traditional ROI: 3.51%
14421 Mission Hills Circle Chesterfield, VA Welcome to 14421 Mission Hills Circle, an exceptional former model home ideally situated o...	4 beds \| 3 baths \| 2,438 sq.ft.	$499,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 3.59% Airbnb Rental Income: $1568 Traditional Rental Income: $2603 Airbnb ROI: 0.4% Traditional ROI: 3.59%
12040 Hunters Hawk Ct Chesterfield, VA Welcome to 12040 Hunters Hawk Ct! This beautifully maintained move-in ready home offers sp...	4 beds \| 2 baths \| 1,890 sq.ft.	$475,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 4.11% Airbnb Rental Income: $1568 Traditional Rental Income: $2631 Airbnb ROI: 0.71% Traditional ROI: 4.11%
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: 3.05% Traditional cash on cash: 5.83% Airbnb Rental Income: $1556 Traditional Rental Income: $1712 Airbnb ROI: 3.05% Traditional ROI: 5.83%
5819 Hereld Green Drive Chesterfield, VA Welcome to this beautifully updated, move-in-ready two-story transitional home in the hear...	4 beds \| 3 baths \| 2,199 sq.ft.	$434,950	Airbnb cash on cash: 0.73% Traditional cash on cash: 4.19% Airbnb Rental Income: $1568 Traditional Rental Income: $2527 Airbnb ROI: 0.73% Traditional ROI: 4.19%
9025 Quinnford Boulevard Chesterfield, VA Like-new custom built craftsman ranch style home with seamless flow and airy feel. Follow ...	3 beds \| 2 baths \| 1,254 sq.ft.	$319,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 4.47% Airbnb Rental Income: $1556 Traditional Rental Income: $1971 Airbnb ROI: 1.59% Traditional ROI: 4.47%
8418 Macandrew Ter Chesterfield, VA Beautifully maintained 4-bedroom transitional home in The Highlands with approx. 3,620 sq ...	4 beds \| 3 baths \| 3,620 sq.ft.	$625,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 5.79% Airbnb Rental Income: $1568 Traditional Rental Income: $4510 Airbnb ROI: -0.03% Traditional ROI: 5.79%
11030 Whistling Swan Pl Chesterfield, VA Beautifully updated, exceptionally maintained, and set on 1.20 private acres, 11030 Whistl...	4 beds \| 3 baths \| N/A	$775,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 2.18% Airbnb Rental Income: $1568 Traditional Rental Income: $2859 Airbnb ROI: -0.23% Traditional ROI: 2.18%
13325 Thornridge Ln Chesterfield, VA Welcome to 13325 Thornridge Lane, nestled in the Thornridge section of Brandermill. This u...	3 beds \| 2 baths \| N/A	$315,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 4.76% Airbnb Rental Income: $1556 Traditional Rental Income: $2030 Airbnb ROI: 1.65% Traditional ROI: 4.76%
6420 Husting Rd Chesterfield, VA Move right into this beautifully updated home featuring stylish finishes, modern upgrades,...	4 beds \| 2 baths \| 1,866 sq.ft.	$350,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 4.22% Airbnb Rental Income: $1568 Traditional Rental Income: $2182 Airbnb ROI: 1.22% Traditional ROI: 4.22%
2000 Woodmont Drive Chesterfield, VA Welcome to this stunning brick rancher on a corner lot in beautiful Greenfield subdivision...	3 beds \| 2 baths \| 1,372 sq.ft.	$385,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 2.72% Airbnb Rental Income: $1556 Traditional Rental Income: $1750 Airbnb ROI: 0.94% Traditional ROI: 2.72%
13613 Bundle Rd Chesterfield, VA Welcome to 13613 Bundle Road, a spacious4 bedroom home set on 2.64 private acres in the he...	4 beds \| 2 baths \| 2,179 sq.ft.	$380,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 5.05% Airbnb Rental Income: $1568 Traditional Rental Income: $2667 Airbnb ROI: 0.91% Traditional ROI: 5.05%
4600 Landing Circle Chesterfield, VA Welcome to this beautifully maintained home tucked away on a quiet cul-de-sac in Chesterfi...	3 beds \| 3 baths \| 1,743 sq.ft.	$365,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 4.92% Airbnb Rental Income: $1556 Traditional Rental Income: $2394 Airbnb ROI: 1.17% Traditional ROI: 4.92%
10302 Gention Pl Chesterfield, VA Investor Opportunity! Unlock the potential of this spacious home in the highly sought-afte...	4 beds \| 2 baths \| 2,112 sq.ft.	$315,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 6.9% Airbnb Rental Income: $1568 Traditional Rental Income: $2713 Airbnb ROI: 1.52% Traditional ROI: 6.9%
5701 Hereld Green Dr Chesterfield, VA Welcome to this well-maintained one-level 3-bedroom, 2-bathroom ranch-style home. Welcomed...	3 beds \| 2 baths \| N/A	$385,000	Airbnb cash on cash: 1% Traditional cash on cash: 3.36% Airbnb Rental Income: $1556 Traditional Rental Income: $1960 Airbnb ROI: 1% Traditional ROI: 3.36%
6318 Manassas Drive Chesterfield, VA Welcome to Kingsland Glen!Priced at $415,000, this home offers an incredible opportunity t...	4 beds \| 3 baths \| 2,250 sq.ft.	$415,000	Airbnb cash on cash: 0.82% Traditional cash on cash: 4.82% Airbnb Rental Income: $1568 Traditional Rental Income: $2671 Airbnb ROI: 0.82% Traditional ROI: 4.82%
2412 Silver Lake Ter Chesterfield, VA Welcome to this beautifully maintained end-unit townhome in the desirable Watermill commun...	3 beds \| 3 baths \| N/A	$420,000	Airbnb cash on cash: 0% Traditional cash on cash: 3.15% Airbnb Rental Income: $1556 Traditional Rental Income: $2349 Airbnb ROI: 0% Traditional ROI: 3.15%
16203 Rowlett Road Chesterfield, VA Find your way to 16203 Rowlett Rd. You are going to LOVE this charming country rancher nes...	3 beds \| 2 baths \| 1,288 sq.ft.	$319,500	Airbnb cash on cash: 1.72% Traditional cash on cash: 4.83% Airbnb Rental Income: $1556 Traditional Rental Income: $2042 Airbnb ROI: 1.72% Traditional ROI: 4.83%
10912 Isadora Dr Chesterfield, VA Set on 1.77 acres in The Highlands, this 4-bedroom, 2.5 bath home delivers the kind of fee...	4 beds \| 2 baths \| 2,806 sq.ft.	$585,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 2.8% Airbnb Rental Income: $1568 Traditional Rental Income: $2667 Airbnb ROI: 0.03% Traditional ROI: 2.8%
9367 Springmount Ter Chesterfield, VA Welcome to this beautifully maintained 4-bedroom, 3.5-bath home nestled on a quiet dead-en...	4 beds \| 3 baths \| 2,999 sq.ft.	$495,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 4.62% Airbnb Rental Income: $1568 Traditional Rental Income: $3079 Airbnb ROI: 0.45% Traditional ROI: 4.62%
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: -0.37% Traditional cash on cash: 2.03% Airbnb Rental Income: $1556 Traditional Rental Income: $2328 Airbnb ROI: -0.37% 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.	$505,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 4.24% Airbnb Rental Income: $1568 Traditional Rental Income: $2981 Airbnb ROI: 0.3% Traditional ROI: 4.24%
12713 Erinton Ter Chesterfield, VA Welcome to 12713 Erinton Terrace, a move-in ready home located at the end of a quiet cul-d...	5 beds \| 4 baths \| 4,699 sq.ft.	$1,035,899	Airbnb cash on cash: 3.92% Traditional cash on cash: 2.96% Airbnb Rental Income: $6880 Traditional Rental Income: $4621 Airbnb ROI: 3.92% Traditional ROI: 2.96%
13307 Queensgate Road Chesterfield, VA Welcome to 13307 Queensgate Rd in the family-friendly neighborhood of Queensmill! This hom...	4 beds \| 3 baths \| 2,357 sq.ft.	$531,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 3.66% Airbnb Rental Income: $1568 Traditional Rental Income: $2803 Airbnb ROI: 0.27% Traditional ROI: 3.66%
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.	$650,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 3.07% Airbnb Rental Income: $1568 Traditional Rental Income: $3058 Airbnb ROI: -0.13% Traditional ROI: 3.07%
13406 Drake Mallard Ct Chesterfield, VA This 2022 Clay Street Builders Parade of Homes award-winning residence blends thoughtful d...	4 beds \| 3 baths \| 2,702 sq.ft.	$799,999	Airbnb cash on cash: -0.71% Traditional cash on cash: 2.17% Airbnb Rental Income: $1568 Traditional Rental Income: $3265 Airbnb ROI: -0.71% Traditional ROI: 2.17%
9119 Moldova Rd Chesterfield, VA Welcome to 9119 Moldova Road in the highly sought-after Harper Mill community, zoned for t...	4 beds \| 3 baths \| 4,777 sq.ft.	$729,950	Airbnb cash on cash: -0.42% Traditional cash on cash: 3.24% Airbnb Rental Income: $1568 Traditional Rental Income: $3677 Airbnb ROI: -0.42% Traditional ROI: 3.24%
4304 Kempwood Place Chesterfield, VA Sweet Chesterfield County rancher with full country front porch conveniently located near ...	3 beds \| 2 baths \| 1,056 sq.ft.	$300,000	Airbnb cash on cash: 1.81% Traditional cash on cash: 4.43% Airbnb Rental Income: $1556 Traditional Rental Income: $1848 Airbnb ROI: 1.81% Traditional ROI: 4.43%
5812 Kings Grove Drive Chesterfield, VA Welcome home to this beautifully maintained 4-bedroom, 2.5-bathroom single-family residenc...	4 beds \| 3 baths \| 2,558 sq.ft.	$475,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 3.62% Airbnb Rental Income: $1568 Traditional Rental Income: $2487 Airbnb ROI: 0.54% Traditional ROI: 3.62%
2249 Waters Mill Circle Chesterfield, VA Welcome to 2249 Waters Mill Circle! This end unit home feature ample living space on the f...	3 beds \| 3 baths \| 2,162 sq.ft.	$433,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 2.28% Airbnb Rental Income: $1556 Traditional Rental Income: $2030 Airbnb ROI: 0.01% Traditional ROI: 2.28%
0 Canoe Pointe Loop Chesterfield, VA SINGLE FAMILY 55+: a true 55+ community designed exclusively for active adults! Welcome to...	2 beds \| 2 baths \| 2,039 sq.ft.	$583,490	Airbnb cash on cash: N/A Traditional cash on cash: 1.26% Airbnb Rental Income: $null Traditional Rental Income: $2013 Airbnb ROI: N/A Traditional ROI: 1.26%
9803 Gates Bluff Dr Chesterfield, VA Tucked away on a quiet street deep within Gates Bluff, this beautiful 2 1/2-story brick ho...	4 beds \| 3 baths \| 3,268 sq.ft.	$609,900	Airbnb cash on cash: -0.05% Traditional cash on cash: 3.24% Airbnb Rental Income: $1568 Traditional Rental Income: $3017 Airbnb ROI: -0.05% Traditional ROI: 3.24%
8100 Galatea Place Chesterfield, VA Experience elevated living in this beautifully designed 2021 home, tucked away in a quiet ...	4 beds \| 4 baths \| 3,000 sq.ft.	$499,950	Airbnb cash on cash: 0.26% Traditional cash on cash: 4.65% Airbnb Rental Income: $1568 Traditional Rental Income: $3168 Airbnb ROI: 0.26% Traditional ROI: 4.65%
4607 Chiswell Drive Chesterfield, VA Welcome to 4607 Chiswell Drive in Chesterfield's Meadowbrook community! This affordable 2-...	2 beds \| 2 baths \| 950 sq.ft.	$219,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.39% Airbnb Rental Income: $null Traditional Rental Income: $1687 Airbnb ROI: N/A Traditional ROI: 5.39%
9604 St Regis Court Chesterfield, VA Meticulously maintained and offering one of the most unique and functional floor plans in ...	5 beds \| 3 baths \| 3,262 sq.ft.	$614,950	Airbnb cash on cash: 7.73% Traditional cash on cash: 3.16% Airbnb Rental Income: $6880 Traditional Rental Income: $2918 Airbnb ROI: 7.73% Traditional ROI: 3.16%

Real Estate investment in Chesterfield, VA

There are 328 properties for sale in the city of Chesterfield . The median list price in Chesterfield is $431,500 and the average price per square foot is $208. In September 2026, the average monthly cash on cash return in Chesterfield is 4.00%. The average monthly rental income in Chesterfield is $2,617.

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

There are 328 investment properties available for sale in Chesterfield.

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

The ROI for Long-Term is higher than the Short-Term in Chesterfield with average rental income of $2,617.

Your search for investment property begins and ends here

Investment Property for Sale in Chesterfield, VA

25 Natural Bridge Court

Chesterfield, VA

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

$339,900

Airbnb cash on cash: 1.45%

Traditional cash on cash: 4.88%

Airbnb Rental Income: $1568

Traditional Rental Income: $2213

Airbnb ROI: 1.45%

Traditional ROI: 4.88%

4716 Junilla Lane

Chesterfield, VA

3 beds | 2 baths | 1,265 sq.ft.

$342,000

Airbnb cash on cash: 1.43%

Traditional cash on cash: 3.81%

Airbnb Rental Income: $1556

Traditional Rental Income: $1873

Airbnb ROI: 1.43%

Traditional ROI: 3.81%

8519 Sunningdale Ter

Chesterfield, VA

4 beds | 2 baths | 2,153 sq.ft.

$469,950

Airbnb cash on cash: 0.57%

Traditional cash on cash: 4.27%

Airbnb Rental Income: $1568

Traditional Rental Income: $2779

Airbnb ROI: 0.57%

Traditional ROI: 4.27%

3300 Margo Lane

Chesterfield, VA

3 beds | 2 baths | 1,574 sq.ft.

$365,900

Airbnb cash on cash: 1.17%

Traditional cash on cash: 3.89%

Airbnb Rental Income: $1556

Traditional Rental Income: $2042

Airbnb ROI: 1.17%

Traditional ROI: 3.89%

11019 Blossomwood Road

Chesterfield, VA

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

$384,950

Airbnb cash on cash: 1.16%

Traditional cash on cash: 4.15%

Airbnb Rental Income: $1556

Traditional Rental Income: $2188

Airbnb ROI: 1.16%

Traditional ROI: 4.15%

8203 Gates Bluff Pl

Chesterfield, VA

4 beds | 2 baths | 2,656 sq.ft.

$559,950

Airbnb cash on cash: 0.24%

Traditional cash on cash: 3.51%

Airbnb Rental Income: $1568

Traditional Rental Income: $2889

Airbnb ROI: 0.24%

Traditional ROI: 3.51%

14421 Mission Hills Circle

Chesterfield, VA

4 beds | 3 baths | 2,438 sq.ft.

$499,000

Airbnb cash on cash: 0.4%

Traditional cash on cash: 3.59%

Airbnb Rental Income: $1568

Traditional Rental Income: $2603

Airbnb ROI: 0.4%

Traditional ROI: 3.59%

12040 Hunters Hawk Ct

Chesterfield, VA

4 beds | 2 baths | 1,890 sq.ft.

$475,000

Airbnb cash on cash: 0.71%

Traditional cash on cash: 4.11%

Airbnb Rental Income: $1568

Traditional Rental Income: $2631

Airbnb ROI: 0.71%