Real Estate Investment Properties for Sale in Chester, VA

Looking for investment property in Chester, VA with high ROI ?

Explore a variety of short-term homes & houses in Chester, VA. Invest wisely with VRBO & Chester, VA Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Chester, VA

Search for Single Family Residential for Sale in Chester, Virginia. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 93 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
11901 Warfield Estates Drive Chester, VA Welcome to 11901 Warfield Estates Drive, where timeless charm meets beautifully updated in...	4 beds \| 3 baths \| 2,014 sq.ft.	$415,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.54% Airbnb Rental Income: $null Traditional Rental Income: $2558 Airbnb ROI: N/A Traditional ROI: 4.54%
700 Dove Path Lane Chester, VA Welcome to this Beautiful maintained home is truly move-in ready. Inside, you'll find hard...	4 beds \| 3 baths \| 2,382 sq.ft.	$430,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.96% Airbnb Rental Income: $null Traditional Rental Income: $2819 Airbnb ROI: N/A Traditional ROI: 4.96%
3924 Belspring Road Chester, VA Colonial home in Hidden Valley Estates, 4 generous bedrooms and 2 full bathroom upstairs, ...	4 beds \| 3 baths \| 2,460 sq.ft.	$412,800	Airbnb cash on cash: N/A Traditional cash on cash: 5.21% Airbnb Rental Income: $null Traditional Rental Income: $2785 Airbnb ROI: N/A Traditional ROI: 5.21%
5112 Beachmere Court Chester, VA Welcome home to the perfect blend of luxury, comfort, and thoughtful design. This beautifu...	4 beds \| 3 baths \| 2,810 sq.ft.	$510,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.76% Airbnb Rental Income: $null Traditional Rental Income: $3222 Airbnb ROI: N/A Traditional ROI: 4.76%
2436 Old Bermuda Hundred Road Chester, VA Welcome to easy one-level living in Bermuda Place! This brick-and-vinyl ranch saves its be...	3 beds \| 2 baths \| 1,040 sq.ft.	$319,950	Airbnb cash on cash: 2.29% Traditional cash on cash: 3.85% Airbnb Rental Income: $1784 Traditional Rental Income: $1767 Airbnb ROI: 2.29% Traditional ROI: 3.85%
4512 Wraywood Avenue Chester, VA Charming Brick Rancher with Full Basement and In-Law Suite Potential Welcome home to this ...	4 beds \| 3 baths \| 2,733 sq.ft.	$435,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.84% Airbnb Rental Income: $null Traditional Rental Income: $2755 Airbnb ROI: N/A Traditional ROI: 4.84%
13413 Bradley Bridge Road Chester, VA Meticulously maintained and thoughtfully updated, this exceptional 3-bedroom ranch offers ...	3 beds \| 2 baths \| 2,726 sq.ft.	$550,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 2.4% Airbnb Rental Income: $1784 Traditional Rental Income: $2292 Airbnb ROI: 0.46% Traditional ROI: 2.4%
13401 Greenham Court Chester, VA Opportunity, location, and value come together in this inviting 3-bedroom, 2.5-bath home. ...	3 beds \| 3 baths \| 1,728 sq.ft.	$329,950	Airbnb cash on cash: 2.1% Traditional cash on cash: 4.65% Airbnb Rental Income: $1784 Traditional Rental Income: $2088 Airbnb ROI: 2.1% Traditional ROI: 4.65%
518 Greymont Lane Chester, VA Agent Remarks: Welcome to 518 Greymont Lane, a beautifully maintained custom home that...	4 beds \| 3 baths \| 2,776 sq.ft.	$530,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.87% Airbnb Rental Income: $null Traditional Rental Income: $2880 Airbnb ROI: N/A Traditional ROI: 3.87%
12337 Villas Dr Chester, VA Back on the market at no fault of sellers. Beautiful 2-story home featuring 4 spacious bed...	4 beds \| 3 baths \| N/A	$459,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.39% Airbnb Rental Income: $null Traditional Rental Income: $2754 Airbnb ROI: N/A Traditional ROI: 4.39%
13506 Green Spire Court Chester, VA Quickly back on market, no fault to either party.... Cul-de-sac setting, open main level, ...	4 beds \| 3 baths \| 2,154 sq.ft.	$398,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.79% Airbnb Rental Income: $null Traditional Rental Income: $2551 Airbnb ROI: N/A Traditional ROI: 4.79%
1520 Rustling Cedar Lane Chester, VA Nestled on 2.76 private acres in Henrico County, 1520 Rustling Cedar Lane offers a rare bl...	4 beds \| 4 baths \| 2,533 sq.ft.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.88% Airbnb Rental Income: $null Traditional Rental Income: $3097 Airbnb ROI: N/A Traditional ROI: 2.88%
9749 Hoke Brady Road Chester, VA Exceptionally unique in every way, this custom home checks all the boxes. Walk to the Rive...	4 beds \| 4 baths \| 3,600 sq.ft.	$969,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.47% Airbnb Rental Income: $null Traditional Rental Income: $2991 Airbnb ROI: N/A Traditional ROI: 1.47%
812 Bermuda Hundred Road Chester, VA Rare 2.31-acre assemblage in Chesterfield's proven Bermuda/Meadowville commercial corridor...	3 beds \| 1 baths \| 1,080 sq.ft.	$510,000	Airbnb cash on cash: 1.39% Traditional cash on cash: 2.02% Airbnb Rental Income: $1784 Traditional Rental Income: $1596 Airbnb ROI: 1.39% Traditional ROI: 2.02%
4537 Wellington Farms Dr Chester, VA BRING YOUR OFFERS NOW...PRICED BELOW 2026 ASSESSMENT!!! This stunning all-brick home offer...	4 beds \| 4 baths \| N/A	$615,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.85% Airbnb Rental Income: $null Traditional Rental Income: $3384 Airbnb ROI: N/A Traditional ROI: 3.85%
2720 Osborne Road Chester, VA Welcome to this charming Cape Cod, where timeless character and modern updates come togeth...	3 beds \| 2 baths \| 1,352 sq.ft.	$349,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 4.88% Airbnb Rental Income: $1784 Traditional Rental Income: $2262 Airbnb ROI: 1.94% Traditional ROI: 4.88%
11938 Sternwalk Ct Chester, VA Welcome to the charming community of Meadowville Landing! This highly sought after neighbo...	5 beds \| 4 baths \| N/A	$645,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.76% Airbnb Rental Income: $null Traditional Rental Income: $3454 Airbnb ROI: N/A Traditional ROI: 3.76%
12601 Poplar Village Place Chester, VA The Stafford by Shurm Homes offers over 2,400 square feet of beautifully designed living s...	4 beds \| 3 baths \| 2,503 sq.ft.	$521,361	Airbnb cash on cash: N/A Traditional cash on cash: 3.26% Airbnb Rental Income: $null Traditional Rental Income: $2575 Airbnb ROI: N/A Traditional ROI: 3.26%
4508 Edenton Place Chester, VA Tucked away in a quiet pocket of Chester's Greenbriar neighborhood, this thoughtfully upda...	4 beds \| 2 baths \| 1,788 sq.ft.	$395,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.71% Airbnb Rental Income: $null Traditional Rental Income: $2468 Airbnb ROI: N/A Traditional ROI: 4.71%
13225 Old Happy Hill Road Chester, VA Prime 35.87-Acre Development Opportunity - Heart of Chester, VA! Exceptional opportunity t...	3 beds \| 4 baths \| 2,376 sq.ft.	$1,499,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 0.56% Airbnb Rental Income: $1784 Traditional Rental Income: $2598 Airbnb ROI: -0.37% Traditional ROI: 0.56%
13624 Thornhill Place Chester, VA Welcome home to this beautifully updated, move-in-ready residence in the highly desirable ...	4 beds \| 3 baths \| 1,946 sq.ft.	$435,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.31% Airbnb Rental Income: $null Traditional Rental Income: $2595 Airbnb ROI: N/A Traditional ROI: 4.31%
4325 Poplar Village Dr Chester, VA Welcome to 4325 Poplar Village Dr in Poplar Village! This beautiful 4-bedroom, 2-bath ranc...	4 beds \| 2 baths \| N/A	$509,950	Airbnb cash on cash: N/A Traditional cash on cash: 3.5% Airbnb Rental Income: $null Traditional Rental Income: $2350 Airbnb ROI: N/A Traditional ROI: 3.5%
4119 White Cir Chester, VA Meet the Hudson in Wellspring - designed to fit the way you live, even when the way you li...	4 beds \| 3 baths \| N/A	$516,620	Airbnb cash on cash: N/A Traditional cash on cash: 3.87% Airbnb Rental Income: $null Traditional Rental Income: $2839 Airbnb ROI: N/A Traditional ROI: 3.87%
12713 Dell Hill Court Chester, VA Refined elegance meets modern comfort in this stately custom-built home, featuring 4 spaci...	4 beds \| 4 baths \| 3,707 sq.ft.	$949,950	Airbnb cash on cash: N/A Traditional cash on cash: 1.98% Airbnb Rental Income: $null Traditional Rental Income: $3292 Airbnb ROI: N/A Traditional ROI: 1.98%
305 Redbird Drive Chester, VA Immaculately maintained and full of character, this GEORGIAN-INSPIRED gem at 305 Redbird D...	5 beds \| 4 baths \| 2,892 sq.ft.	$585,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.98% Airbnb Rental Income: $null Traditional Rental Income: $3243 Airbnb ROI: N/A Traditional ROI: 3.98%
9537 Fuchsia Drive Chester, VA QUICK MOVE-IN! Welcome to the Hayden model, offering a modern open-concept living space de...	5 beds \| 3 baths \| 2,974 sq.ft.	$579,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.72% Airbnb Rental Income: $null Traditional Rental Income: $3091 Airbnb ROI: N/A Traditional ROI: 3.72%
1801 Galley Place Chester, VA Welcome to Twin Rivers at Meadowville Landing-where resort-style living meets low-maintena...	3 beds \| 3 baths \| 1,695 sq.ft.	$439,900	Airbnb cash on cash: 0.84% Traditional cash on cash: 3.59% Airbnb Rental Income: $1784 Traditional Rental Income: $2431 Airbnb ROI: 0.84% Traditional ROI: 3.59%
4248 Poplar Village Drive Chester, VA UNDER CONSTRUCTION with SUMMER DELIVERY! Meet the Albany, 2963 sq ft, 4 bedrooms, 3.5 bath...	4 beds \| 4 baths \| 2,963 sq.ft.	$574,340	Airbnb cash on cash: N/A Traditional cash on cash: 1.67% Airbnb Rental Income: $null Traditional Rental Income: $1963 Airbnb ROI: N/A Traditional ROI: 1.67%
5501 Buxton Court Chester, VA THIS BEAUTIFUL 3446 SQFT HOME IN LAKEWOOD FARMS BOASTS A NEW 15 SEER CARRIER DUAL FUEL HVA...	4 beds \| 3 baths \| 3,446 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.92% Airbnb Rental Income: $null Traditional Rental Income: $3265 Airbnb ROI: N/A Traditional ROI: 4.92%
4313 Poplar Village Drive Chester, VA NEW PHOTOS: See inside the MOVE IN READY Potomac Farmhouse! Welcome to your dream home! Th...	5 beds \| 3 baths \| 2,624 sq.ft.	$534,733	Airbnb cash on cash: N/A Traditional cash on cash: 4.38% Airbnb Rental Income: $null Traditional Rental Income: $2841 Airbnb ROI: N/A Traditional ROI: 4.38%
5301 Krag Road Chester, VA "This home has been lovingly maintained and offers solid bones, spacious rooms, and a fant...	5 beds \| 5 baths \| 3,840 sq.ft.	$499,950	Airbnb cash on cash: N/A Traditional cash on cash: 8.04% Airbnb Rental Income: $null Traditional Rental Income: $4755 Airbnb ROI: N/A Traditional ROI: 8.04%
12606 Poplar Village Place Chester, VA NEW PICTURES! MOVE IN READY NEW CONSTRUCTION! The STAFFORD is just over 2,500 sq/ft of pur...	4 beds \| 3 baths \| 2,505 sq.ft.	$524,119	Airbnb cash on cash: N/A Traditional cash on cash: 4.46% Airbnb Rental Income: $null Traditional Rental Income: $2826 Airbnb ROI: N/A Traditional ROI: 4.46%
9556 Fuchsia Drive Chester, VA The Essex model offers a spacious open-concept living space, ideal for modern living and e...	3 beds \| 3 baths \| 1,333 sq.ft.	$419,990	Airbnb cash on cash: 0.99% Traditional cash on cash: 3.17% Airbnb Rental Income: $1784 Traditional Rental Income: $2153 Airbnb ROI: 0.99% Traditional ROI: 3.17%
9553 Fuchsia Drive Chester, VA Introducing the Galen model, offering a modern and spacious open-concept living space perf...	4 beds \| 3 baths \| 2,340 sq.ft.	$471,740	Airbnb cash on cash: N/A Traditional cash on cash: 2.47% Airbnb Rental Income: $null Traditional Rental Income: $2086 Airbnb ROI: N/A Traditional ROI: 2.47%
1713 Mainsail Ln Chester, VA Welcome to 1713 Mainsail Ln in Twin Rivers, a James River front community offering an exce...	3 beds \| 3 baths \| N/A	$449,000	Airbnb cash on cash: 0.59% Traditional cash on cash: 3.19% Airbnb Rental Income: $1784 Traditional Rental Income: $2390 Airbnb ROI: 0.59% Traditional ROI: 3.19%
4727 Rieves Pond Drive Chester, VA Welcome to this classic brick Cape Cod set on one of the most beautiful lots along Rieves ...	3 beds \| 3 baths \| 2,428 sq.ft.	$519,950	Airbnb cash on cash: 0.51% Traditional cash on cash: 4.01% Airbnb Rental Income: $1784 Traditional Rental Income: $2999 Airbnb ROI: 0.51% Traditional ROI: 4.01%
1769 Outrigger Drive Chester, VA MOVE-IN READY, SPACIOUS, TRANSISTIONAL RANCH IN SOUGHT-AFTER Twin Rivers at Meadowville La...	4 beds \| 3 baths \| 2,248 sq.ft.	$505,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.4% Airbnb Rental Income: $null Traditional Rental Income: $2699 Airbnb ROI: N/A Traditional ROI: 3.4%
12506 Ashton Dell Road Chester, VA There's a screened porch on the back of this home where you could sit on a July evening, l...	4 beds \| 4 baths \| 3,445 sq.ft.	$1,024,950	Airbnb cash on cash: N/A Traditional cash on cash: 2.23% Airbnb Rental Income: $null Traditional Rental Income: $3327 Airbnb ROI: N/A Traditional ROI: 2.23%
9413 Sherry Lane Chester, VA One acre. Brick rancher. Detached 2-car garage. One-level living. Welcome to a hard-to-fin...	3 beds \| 2 baths \| 1,482 sq.ft.	$329,950	Airbnb cash on cash: 2.08% Traditional cash on cash: 4.39% Airbnb Rental Income: $1784 Traditional Rental Income: $2017 Airbnb ROI: 2.08% Traditional ROI: 4.39%
14509 Mistwood Forest Court Chester, VA Welcome to 14509 Mistwood Forest Court in desirable Chester, VA! This contemporary-style s...	3 beds \| 2 baths \| 1,607 sq.ft.	$347,950	Airbnb cash on cash: 1.97% Traditional cash on cash: 4.53% Airbnb Rental Income: $1784 Traditional Rental Income: $2134 Airbnb ROI: 1.97% Traditional ROI: 4.53%

Your search for investment property begins and ends here

Single Family Homes for Sale in Chester, VA

11901 Warfield Estates Drive

Chester, VA

4 beds | 3 baths | 2,014 sq.ft.

$415,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.54%

Airbnb Rental Income: $null

Traditional Rental Income: $2558

Airbnb ROI: N/A

Traditional ROI: 4.54%

700 Dove Path Lane

Chester, VA

4 beds | 3 baths | 2,382 sq.ft.

$430,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.96%

Airbnb Rental Income: $null

Traditional Rental Income: $2819

Airbnb ROI: N/A

Traditional ROI: 4.96%

3924 Belspring Road

Chester, VA

4 beds | 3 baths | 2,460 sq.ft.

$412,800

Airbnb cash on cash: N/A

Traditional cash on cash: 5.21%

Airbnb Rental Income: $null

Traditional Rental Income: $2785

Airbnb ROI: N/A

Traditional ROI: 5.21%

5112 Beachmere Court

Chester, VA

4 beds | 3 baths | 2,810 sq.ft.

$510,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.76%

Airbnb Rental Income: $null

Traditional Rental Income: $3222

Airbnb ROI: N/A

Traditional ROI: 4.76%

2436 Old Bermuda Hundred Road

Chester, VA

3 beds | 2 baths | 1,040 sq.ft.

$319,950

Airbnb cash on cash: 2.29%

Traditional cash on cash: 3.85%

Airbnb Rental Income: $1784

Traditional Rental Income: $1767

Airbnb ROI: 2.29%

Traditional ROI: 3.85%

4512 Wraywood Avenue

Chester, VA

4 beds | 3 baths | 2,733 sq.ft.

$435,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.84%

Airbnb Rental Income: $null

Traditional Rental Income: $2755

Airbnb ROI: N/A

Traditional ROI: 4.84%

13413 Bradley Bridge Road

Chester, VA

3 beds | 2 baths | 2,726 sq.ft.

$550,000

Airbnb cash on cash: 0.46%

Traditional cash on cash: 2.4%

Airbnb Rental Income: $1784

Traditional Rental Income: $2292

Airbnb ROI: 0.46%

Traditional ROI: 2.4%

13401 Greenham Court

Chester, VA

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

$329,950

Airbnb cash on cash: 2.1%

Traditional cash on cash: 4.65%

Airbnb Rental Income: $1784

Traditional Rental Income: $2088

Airbnb ROI: 2.1%