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 Terrace Chesterfield, VA Welcome to 8519 Sunningdale Terrace! Nestled on a quiet cul-de-sac in the highly desirable...	4 beds \| 3 baths \| 2,153 sq.ft.	$479,950	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%
7000 Whisperwood Drive Chesterfield, VA !!! PRICED TO SELL- Stunning Move-In Ready Home! !!! Welcome to this beautifully maintaine...	4 beds \| 3 baths \| 2,880 sq.ft.	$485,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 4.48% Airbnb Rental Income: $1568 Traditional Rental Income: $2967 Airbnb ROI: 0.41% Traditional ROI: 4.48%
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%
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: 1.11% Traditional cash on cash: 4.1% Airbnb Rental Income: $1556 Traditional Rental Income: $2160 Airbnb ROI: 1.11% Traditional ROI: 4.1%
8203 Gates Bluff Place Chesterfield, VA Welcome to 8203 Gates Bluff Place, a stunning Chesterfield residence that effortlessly ble...	4 beds \| 3 baths \| 2,656 sq.ft.	$579,950	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 Court Chesterfield, VA Welcome to 12040 Hunters Hawk Ct! This beautifully maintained move-in ready home offers sp...	4 beds \| 3 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%
2305 Turtle Hill Court Chesterfield, VA Welcome to 2305 Turtle Hill Court, a beautifully updated home tucked away on a quiet cul-d...	4 beds \| 3 baths \| 2,052 sq.ft.	$455,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 4.72% Airbnb Rental Income: $1568 Traditional Rental Income: $2839 Airbnb ROI: 0.68% Traditional ROI: 4.72%
4329 Village Creek Drive Chesterfield, VA There are homes buyers like and then there are homes buyers emotionally attach themselves ...	4 beds \| 3 baths \| 2,876 sq.ft.	$449,950	Airbnb cash on cash: 0.04% Traditional cash on cash: 4.26% Airbnb Rental Income: $1568 Traditional Rental Income: $2894 Airbnb ROI: 0.04% Traditional ROI: 4.26%
8418 Macandrew Ter Chesterfield, VA Beautifully maintained 4-bedroom transitional home in The Highlands with approx. 3,620 sq ...	4 beds \| 5 baths \| N/A	$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%
15612 Cambria Cove Boulevard Chesterfield, VA Welcome to this stunning home in sought-after Cambria Cove, where spacious living, thought...	3 beds \| 3 baths \| 2,444 sq.ft.	$574,900	Airbnb cash on cash: 0.18% Traditional cash on cash: 2.99% Airbnb Rental Income: $1556 Traditional Rental Income: $2620 Airbnb ROI: 0.18% Traditional ROI: 2.99%
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 Road Chesterfield, VA Move right into this beautifully updated home featuring stylish finishes, modern upgrades,...	4 beds \| 2 baths \| 1,866 sq.ft.	$379,000	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%
6407 Bear Trace Way Chesterfield, VA Model home perfection meets modern living! Originally built as a Ryan Homes model in 2019 ...	4 beds \| 5 baths \| 4,349 sq.ft.	$849,900	Airbnb cash on cash: -0.56% Traditional cash on cash: 3.65% Airbnb Rental Income: $1568 Traditional Rental Income: $4455 Airbnb ROI: -0.56% Traditional ROI: 3.65%
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%
10716 Chalkley Road Chesterfield, VA Looking for a private home with acreage, a pool, and easy access to Chesterfield and Richm...	4 beds \| 3 baths \| 2,789 sq.ft.	$500,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 4.46% Airbnb Rental Income: $1568 Traditional Rental Income: $3028 Airbnb ROI: 0.37% Traditional ROI: 4.46%
13613 Bundle Road Chesterfield, VA Welcome to 13613 Bundle Road, a spacious4 bedroom home set on 2.64 private acres in the he...	4 beds \| 3 baths \| 2,179 sq.ft.	$399,000	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%
13325 Master Stag Drive Chesterfield, VA Have you been looking for home on a quiet cul-de-sac with mature trees and no HOA, but min...	3 beds \| 2 baths \| 1,424 sq.ft.	$372,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 3.78% Airbnb Rental Income: $1556 Traditional Rental Income: $2042 Airbnb ROI: 1.11% Traditional ROI: 3.78%
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 Place Chesterfield, VA Investor Opportunity! Unlock the potential of this spacious home in the highly sought-afte...	4 beds \| 3 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%
5510 Kingsland Road Chesterfield, VA Welcome to 5510 Kingsland Road - a beautifully maintained brick rancher where every detail...	3 beds \| 2 baths \| 1,560 sq.ft.	$389,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 4.14% Airbnb Rental Income: $1556 Traditional Rental Income: $2212 Airbnb ROI: 1.11% Traditional ROI: 4.14%
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 Drive Chesterfield, VA Set on 1.77 acres in The Highlands, this 4-bedroom, 2.5 bath home delivers the kind of fee...	4 beds \| 3 baths \| 2,806 sq.ft.	$599,500	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%
12406 Carnoustie Lane #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.	$440,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.71% Airbnb Rental Income: $null Traditional Rental Income: $1808 Airbnb ROI: N/A Traditional ROI: 1.71%
9367 Springmount Terrace Chesterfield, VA Welcome to this beautifully maintained 4-bedroom, 3.5-bath home nestled on a quiet dead-en...	4 beds \| 4 baths \| 2,999 sq.ft.	$502,400	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%
1617 Colehollow Drive Chesterfield, VA Breathe in. Breathe out. Welcome to your renovated hideaway in the Four Seasons neighborho...	3 beds \| 3 baths \| 1,723 sq.ft.	$424,950	Airbnb cash on cash: 0.88% Traditional cash on cash: 4.06% Airbnb Rental Income: $1556 Traditional Rental Income: $2377 Airbnb ROI: 0.88% Traditional ROI: 4.06%
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 Terrace Chesterfield, VA Welcome to 12713 Erinton Terrace, a move-in ready home located at the end of a quiet cul-d...	5 beds \| 5 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%
1504 Ewing Park Loop #201 Chesterfield, VA Just reduced, priced to sell, instant equity! Turnkey two bedroom condo with two full bath...	2 beds \| 2 baths \| 1,158 sq.ft.	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.34% Airbnb Rental Income: $null Traditional Rental Income: $1754 Airbnb ROI: N/A Traditional ROI: 4.34%

Real Estate investment in Chesterfield, VA

There are 289 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 July 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 289 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 Terrace

Chesterfield, VA

4 beds | 3 baths | 2,153 sq.ft.

$479,950

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%

7000 Whisperwood Drive

Chesterfield, VA

4 beds | 3 baths | 2,880 sq.ft.

$485,000

Airbnb cash on cash: 0.41%

Traditional cash on cash: 4.48%

Airbnb Rental Income: $1568

Traditional Rental Income: $2967

Airbnb ROI: 0.41%

Traditional ROI: 4.48%

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%

15806 Wind Seeker Court

Chesterfield, VA

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

$375,000

Airbnb cash on cash: 1.11%

Traditional cash on cash: 4.1%

Airbnb Rental Income: $1556

Traditional Rental Income: $2160

Airbnb ROI: 1.11%

Traditional ROI: 4.1%

8203 Gates Bluff Place

Chesterfield, VA

4 beds | 3 baths | 2,656 sq.ft.

$579,950

Airbnb cash on cash: 0.24%

Traditional cash on cash: 3.51%

Airbnb Rental Income: $1568

Traditional Rental Income: $2889

Airbnb ROI: 0.24%