Real Estate Investment Properties for Sale in Chesapeake, VA

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

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

Townhouses for Sale in Chesapeake, VA

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

Showing 35 Townhouse 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
14 Keswick Circle Chesapeake, VA Welcome to this charming End Unit Townhome in Ipswich. This 3-bedroom, 2.5-bath townhome ...	3 beds \| 3 baths \| 1,428 sq.ft.	$300,000	Airbnb cash on cash: -0.3% Traditional cash on cash: 4.29% Airbnb Rental Income: $922 Traditional Rental Income: $1878 Airbnb ROI: -0.3% Traditional ROI: 4.29%
508 Rue Saint La Rogue Chesapeake, VA Welcome to 508 Rue Saint La Rogue, Chesapeake! Located in the desirable **Les Chateau...	2 beds \| 3 baths \| 1,158 sq.ft.	$214,990	Airbnb cash on cash: -0.61% Traditional cash on cash: 7.12% Airbnb Rental Income: $677 Traditional Rental Income: $1950 Airbnb ROI: -0.61% Traditional ROI: 7.12%
1402 Shortleaf Lane Chesapeake, VA Welcome home to this spacious 2BR, 2.5BA two-story condo in the heart of Greenbrier! The f...	2 beds \| 3 baths \| 1,251 sq.ft.	$255,000	Airbnb cash on cash: -0.65% Traditional cash on cash: 5.22% Airbnb Rental Income: $708 Traditional Rental Income: $1813 Airbnb ROI: -0.65% Traditional ROI: 5.22%
409 Faire Chase Chesapeake, VA Move-in ready Great Bridge townhouse located in the heart of Great Bridge and near shoppin...	2 beds \| 3 baths \| 1,341 sq.ft.	$299,900	Airbnb cash on cash: -1.04% Traditional cash on cash: 4.51% Airbnb Rental Income: $643 Traditional Rental Income: $1912 Airbnb ROI: -1.04% Traditional ROI: 4.51%
929 Stanhope Gardens Chesapeake, VA Welcome to 929 Stanhope Gardensâan elegant 3-bedroom (loft can be converted as the 3rd b...	3 beds \| 3 baths \| 2,100 sq.ft.	$395,000	Airbnb cash on cash: -0.52% Traditional cash on cash: 4.18% Airbnb Rental Income: $1039 Traditional Rental Income: $2418 Airbnb ROI: -0.52% Traditional ROI: 4.18%
1830 Whelp Way Chesapeake, VA Live easy in this beautifully updated 3-bedroom, 2.5-bath end-unit townhome offering 1,975...	3 beds \| 3 baths \| 1,975 sq.ft.	$430,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 4.22% Airbnb Rental Income: $1182 Traditional Rental Income: $2572 Airbnb ROI: -0.19% Traditional ROI: 4.22%
517 Seahorse Run Chesapeake, VA Welcome to this beautifully cared for 3 bedroom, 2 & 1/2 bath townhouse! Offering a comfor...	3 beds \| 3 baths \| 1,670 sq.ft.	$289,999	Airbnb cash on cash: 0.04% Traditional cash on cash: 5.49% Airbnb Rental Income: $1039 Traditional Rental Income: $2168 Airbnb ROI: 0.04% Traditional ROI: 5.49%
809 Huntly Drive Chesapeake, VA Wonderful opportunity for first-time homebuyers, downsizers, and investors at a phenomenal...	2 beds \| 2 baths \| 1,080 sq.ft.	$245,000	Airbnb cash on cash: -0.96% Traditional cash on cash: 4.04% Airbnb Rental Income: $677 Traditional Rental Income: $1534 Airbnb ROI: -0.96% Traditional ROI: 4.04%
1000 Lil Walnut Lane Chesapeake, VA Welcome to Sommerton..this end unit condo offers private location..beautiful transoms & mi...	4 beds \| 3 baths \| 2,900 sq.ft.	$529,900	Airbnb cash on cash: -0.35% Traditional cash on cash: 3.69% Airbnb Rental Income: $1288 Traditional Rental Income: $2884 Airbnb ROI: -0.35% Traditional ROI: 3.69%
41 King George Quay Chesapeake, VA	2 beds \| 3 baths \| 1,282 sq.ft.	$220,000	Airbnb cash on cash: 2.37% Traditional cash on cash: 5.65% Airbnb Rental Income: $1444 Traditional Rental Income: $1698 Airbnb ROI: 2.37% Traditional ROI: 5.65%
4227 Meander Way Chesapeake, VA THIS HOME IS LIKE NEW BUILT IN 2023 4 BEDROOM, 3.5 BATH, UPGRADED LIGHTING, CABINETS, APPL...	4 beds \| 4 baths \| 2,034 sq.ft.	$395,000	Airbnb cash on cash: 9.33% Traditional cash on cash: 4.77% Airbnb Rental Income: $5351 Traditional Rental Income: $2581 Airbnb ROI: 9.33% Traditional ROI: 4.77%
914 Avast Way Chesapeake, VA Immaculate move in ready condition, 1 owner condo! This unit is the The Strauss model whic...	3 beds \| 4 baths \| 2,089 sq.ft.	$440,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 5.11% Airbnb Rental Income: $824 Traditional Rental Income: $2986 Airbnb ROI: -0.93% Traditional ROI: 5.11%
4646 Longleaf Place Chesapeake, VA Welcome to easy living in this beautifully upgraded, better than new condo in a vibrant 55...	4 beds \| 3 baths \| 2,842 sq.ft.	$515,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 4.2% Airbnb Rental Income: $1256 Traditional Rental Income: $3036 Airbnb ROI: -0.33% Traditional ROI: 4.2%
1801 Honey Milk Road Chesapeake, VA Discover easy, elevated living in the heart of the highly desirable community of Grassfiel...	4 beds \| 4 baths \| 2,653 sq.ft.	$560,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 3.3% Airbnb Rental Income: $1304 Traditional Rental Income: $2818 Airbnb ROI: -0.37% Traditional ROI: 3.3%
1604 Redwing Arch Chesapeake, VA Welcome to sought-after Cardinal Meadows in Chesapeakeâs outstanding Grassfield area! Yo...	3 beds \| 3 baths \| 1,776 sq.ft.	$421,900	Airbnb cash on cash: -0.81% Traditional cash on cash: 3.9% Airbnb Rental Income: $824 Traditional Rental Income: $2363 Airbnb ROI: -0.81% Traditional ROI: 3.9%
924 Wickford Drive Chesapeake, VA Attention, all buyers beautifully remodeled townhome. This is a must come and see. Seller ...	2 beds \| 2 baths \| 1,193 sq.ft.	$259,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 5.21% Airbnb Rental Income: $677 Traditional Rental Income: $1786 Airbnb ROI: -0.56% Traditional ROI: 5.21%
301 Sikeston Lane Chesapeake, VA Welcome home to this luxurious 4-bed, 3 full bath home located in the highly sought-after ...	4 beds \| 3 baths \| 2,206 sq.ft.	$454,990	Airbnb cash on cash: 0.17% Traditional cash on cash: 4.11% Airbnb Rental Income: $1425 Traditional Rental Income: $2676 Airbnb ROI: 0.17% Traditional ROI: 4.11%
4611 Longleaf Place Chesapeake, VA Discover the Lafayette floor plan in our vibrant 55+ community! This thoughtfully designed...	4 beds \| 3 baths \| 2,880 sq.ft.	$506,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 3.81% Airbnb Rental Income: $1256 Traditional Rental Income: $2842 Airbnb ROI: -0.39% Traditional ROI: 3.81%
1837 Honey Milk Road Chesapeake, VA Welcome to your dream home in the highly sought-after Grassfield Meadows community of Ches...	4 beds \| 4 baths \| 2,316 sq.ft.	$558,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 4.22% Airbnb Rental Income: $1304 Traditional Rental Income: $3237 Airbnb ROI: -0.27% Traditional ROI: 4.22%
1808 Aft Way Chesapeake, VA Welcome home to the beautiful Mendelssohn model home in Bryan's Cove that features a 2-car...	3 beds \| 3 baths \| 2,036 sq.ft.	$419,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 4.27% Airbnb Rental Income: $824 Traditional Rental Income: $2507 Airbnb ROI: -0.85% Traditional ROI: 4.27%
1528 Long Parish Way Chesapeake, VA Welcome to this spacious and beautiful 3 bedroom 2 1/2 bath condo in the desirable Hampshi...	3 beds \| 3 baths \| 1,881 sq.ft.	$364,900	Airbnb cash on cash: -0.1% Traditional cash on cash: 4.25% Airbnb Rental Income: $1099 Traditional Rental Income: $2215 Airbnb ROI: -0.1% Traditional ROI: 4.25%
4331 Oneford Place Chesapeake, VA Welcome to your next chapter in this charming two-bedroom, 2 1/2 bath home, thoughtfully d...	2 beds \| 3 baths \| 1,875 sq.ft.	$295,000	Airbnb cash on cash: 1.66% Traditional cash on cash: 5.64% Airbnb Rental Income: $1530 Traditional Rental Income: $2193 Airbnb ROI: 1.66% Traditional ROI: 5.64%
632 Sedgefield Court Chesapeake, VA Well maintained townhome, is very clean and ready to move in. Updates include, granite kit...	2 beds \| 3 baths \| 1,361 sq.ft.	$295,900	Airbnb cash on cash: -0.78% Traditional cash on cash: 4.88% Airbnb Rental Income: $643 Traditional Rental Income: $1924 Airbnb ROI: -0.78% Traditional ROI: 4.88%
5104 LOMBARD Street Chesapeake, VA ORIGINAL OWNER now selling this 3 story townhome with one car garage (rear load). 2 BR's o...	3 beds \| 3 baths \| 1,850 sq.ft.	$364,900	Airbnb cash on cash: -1.03% Traditional cash on cash: 4.13% Airbnb Rental Income: $818 Traditional Rental Income: $2258 Airbnb ROI: -1.03% Traditional ROI: 4.13%
3912 Holly Cove Drive Chesapeake, VA NEW WINDOWS INSTALLED 2023, ROOF (2020), HOT WATER HEATER (2021), AC (2019) NO HOA. SOLD A...	3 beds \| 2 baths \| 1,360 sq.ft.	$175,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 8.42% Airbnb Rental Income: $998 Traditional Rental Income: $1778 Airbnb ROI: 1.61% Traditional ROI: 8.42%
1940 Woodgate Arch Chesapeake, VA Discover the potential in this centrally located Greenbrier property is perfect for anyone...	2 beds \| 2 baths \| 1,256 sq.ft.	$250,000	Airbnb cash on cash: 1.89% Traditional cash on cash: 5.46% Airbnb Rental Income: $1444 Traditional Rental Income: $1858 Airbnb ROI: 1.89% Traditional ROI: 5.46%
923 Captains Court Chesapeake, VA This 2 bedroom, 1.5 bath, end unit townhouse is a must see! Renovated throughout... Kitche...	2 beds \| 2 baths \| 1,026 sq.ft.	$265,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 4.37% Airbnb Rental Income: $677 Traditional Rental Income: $1710 Airbnb ROI: -0.97% Traditional ROI: 4.37%
995 Gabion Way Chesapeake, VA Come see this like-new townhouse style condo in popular Bryan's Cove! This home was built ...	3 beds \| 3 baths \| 2,100 sq.ft.	$405,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 4.16% Airbnb Rental Income: $824 Traditional Rental Income: $2402 Airbnb ROI: -0.85% Traditional ROI: 4.16%
2109 Belden Avenue Chesapeake, VA Like new and beautifully maintained, this one-owner townhome is located in one of Chesapea...	3 beds \| 3 baths \| 1,650 sq.ft.	$359,900	Airbnb cash on cash: -0.58% Traditional cash on cash: 3.69% Airbnb Rental Income: $998 Traditional Rental Income: $2084 Airbnb ROI: -0.58% Traditional ROI: 3.69%
1234 Mill Stream Way Chesapeake, VA Rare opportunity to own a beautifully maintained end-unit townhome in the highly sought-af...	2 beds \| 3 baths \| 1,301 sq.ft.	$290,000	Airbnb cash on cash: 1.23% Traditional cash on cash: 4.82% Airbnb Rental Income: $1444 Traditional Rental Income: $1995 Airbnb ROI: 1.23% Traditional ROI: 4.82%
802 Sutherland Arch Chesapeake, VA Welcome home to this beautifully maintained Chesapeake property featuring major updates al...	2 beds \| 2 baths \| 1,200 sq.ft.	$240,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 4.88% Airbnb Rental Income: $677 Traditional Rental Income: $1697 Airbnb ROI: -0.94% Traditional ROI: 4.88%
2435 Fieldsway Drive Chesapeake, VA Welcome to this beautifully maintained, modern townhome-style condo in the highly sought-a...	3 beds \| 3 baths \| 1,765 sq.ft.	$389,900	Airbnb cash on cash: -0.6% Traditional cash on cash: 4.01% Airbnb Rental Income: $922 Traditional Rental Income: $2264 Airbnb ROI: -0.6% Traditional ROI: 4.01%
3105 Lantern Place Chesapeake, VA Why wait for a new build when this 2022 home is already upgraded and move-in ready? With 2...	4 beds \| 3 baths \| 2,653 sq.ft.	$499,000	Airbnb cash on cash: -0.32% Traditional cash on cash: 3.96% Airbnb Rental Income: $1256 Traditional Rental Income: $2854 Airbnb ROI: -0.32% Traditional ROI: 3.96%
2002 Woodgate Arch Chesapeake, VA Nestled in the heart of Greenbrier this beautifully updated townhome offers 3 bedrooms, 1....	3 beds \| 2 baths \| 1,156 sq.ft.	$265,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 4.85% Airbnb Rental Income: $922 Traditional Rental Income: $1805 Airbnb ROI: -0.05% Traditional ROI: 4.85%
801 Sutherland Arch Chesapeake, VA Welcome home to this bright and beautifully updated end-unit townhome offering 3 bedrooms ...	3 beds \| 3 baths \| 1,360 sq.ft.	$280,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 5.03% Airbnb Rental Income: $1039 Traditional Rental Income: $1958 Airbnb ROI: 0.17% Traditional ROI: 5.03%

Your search for investment property begins and ends here

Townhouses for Sale in Chesapeake, VA

14 Keswick Circle

Chesapeake, VA

3 beds | 3 baths | 1,428 sq.ft.

$300,000

Airbnb cash on cash: -0.3%

Traditional cash on cash: 4.29%

Airbnb Rental Income: $922

Traditional Rental Income: $1878

Airbnb ROI: -0.3%

Traditional ROI: 4.29%

508 Rue Saint La Rogue

Chesapeake, VA

2 beds | 3 baths | 1,158 sq.ft.

$214,990

Airbnb cash on cash: -0.61%

Traditional cash on cash: 7.12%

Airbnb Rental Income: $677

Traditional Rental Income: $1950

Airbnb ROI: -0.61%

Traditional ROI: 7.12%

1402 Shortleaf Lane

Chesapeake, VA

2 beds | 3 baths | 1,251 sq.ft.

$255,000

Airbnb cash on cash: -0.65%

Traditional cash on cash: 5.22%

Airbnb Rental Income: $708

Traditional Rental Income: $1813

Airbnb ROI: -0.65%

Traditional ROI: 5.22%

409 Faire Chase

Chesapeake, VA

2 beds | 3 baths | 1,341 sq.ft.

$299,900

Airbnb cash on cash: -1.04%

Traditional cash on cash: 4.51%

Airbnb Rental Income: $643

Traditional Rental Income: $1912

Airbnb ROI: -1.04%

Traditional ROI: 4.51%

929 Stanhope Gardens

Chesapeake, VA

3 beds | 3 baths | 2,100 sq.ft.

$395,000

Airbnb cash on cash: -0.52%

Traditional cash on cash: 4.18%

Airbnb Rental Income: $1039

Traditional Rental Income: $2418

Airbnb ROI: -0.52%

Traditional ROI: 4.18%

1830 Whelp Way

Chesapeake, VA

3 beds | 3 baths | 1,975 sq.ft.

$430,000

Airbnb cash on cash: -0.19%

Traditional cash on cash: 4.22%

Airbnb Rental Income: $1182

Traditional Rental Income: $2572

Airbnb ROI: -0.19%

Traditional ROI: 4.22%

517 Seahorse Run

Chesapeake, VA

3 beds | 3 baths | 1,670 sq.ft.

$289,999

Airbnb cash on cash: 0.04%

Traditional cash on cash: 5.49%

Airbnb Rental Income: $1039

Traditional Rental Income: $2168

Airbnb ROI: 0.04%

Traditional ROI: 5.49%

809 Huntly Drive

Chesapeake, VA

2 beds | 2 baths | 1,080 sq.ft.

$245,000

Airbnb cash on cash: -0.96%

Traditional cash on cash: 4.04%

Airbnb Rental Income: $677

Traditional Rental Income: $1534

Airbnb ROI: -0.96%