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 50 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%
1303 Tigertail Drive Chesapeake, VA Beautiful 2-bedroom, 2.5-bath condo in a fantastic Chesapeake location! This well-maintain...	2 beds \| 3 baths \| 1,262 sq.ft.	$255,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 5.56% Airbnb Rental Income: $708 Traditional Rental Income: $1904 Airbnb ROI: -0.69% Traditional ROI: 5.56%
800 Sutherland Arch Chesapeake, VA Beautifully updated corner townhome ready to welcome you home! This move-in-ready property...	3 beds \| 3 baths \| 1,550 sq.ft.	$300,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 4.31% Airbnb Rental Income: $1039 Traditional Rental Income: $1890 Airbnb ROI: 0.01% Traditional ROI: 4.31%
1244 Mill Lake Quarter Chesapeake, VA Welcome to 1244 Mill Lake Quarter. A charming 3 bedroom, 1.5 bathroom townhome perfectly s...	3 beds \| 2 baths \| 1,300 sq.ft.	$284,900	Airbnb cash on cash: -0.31% Traditional cash on cash: 4.98% Airbnb Rental Income: $922 Traditional Rental Income: $1999 Airbnb ROI: -0.31% Traditional ROI: 4.98%
1900 Canning Place Chesapeake, VA Gorgeous end-unit condo in Hickory Manor offering modern updates and low-maintenance livin...	3 beds \| 3 baths \| 1,877 sq.ft.	$445,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.66% Airbnb Rental Income: $null Traditional Rental Income: $2518 Airbnb ROI: N/A Traditional ROI: 3.66%
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: -0.44% Traditional cash on cash: 4.22% Airbnb Rental Income: $1058 Traditional Rental Income: $2572 Airbnb ROI: -0.44% Traditional ROI: 4.22%
4449 Pepper Ridge Court Chesapeake, VA Welcome to this beautiful, spacious and well-maintained 3 bedroom, 2.5 bath townhome locat...	3 beds \| 3 baths \| 1,554 sq.ft.	$274,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 5.51% Airbnb Rental Income: $818 Traditional Rental Income: $2008 Airbnb ROI: -0.35% Traditional ROI: 5.51%
4418 Pepper Ridge Court Chesapeake, VA ALL BRICK END UNIT with Fresh Paint & New Flooring, Eat-In Kitchen with Granite Countertop...	3 beds \| 3 baths \| 1,554 sq.ft.	$273,900	Airbnb cash on cash: -0.39% Traditional cash on cash: 5.05% Airbnb Rental Income: $818 Traditional Rental Income: $1897 Airbnb ROI: -0.39% Traditional ROI: 5.05%
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%
1072 Cranberry Drive Chesapeake, VA Come see this spectacular Stephan Alexander Home in the 55+ Sommerton Community in Chesape...	3 beds \| 3 baths \| 2,467 sq.ft.	$519,900	Airbnb cash on cash: -0.62% Traditional cash on cash: 2.95% Airbnb Rental Income: $1099 Traditional Rental Income: $2464 Airbnb ROI: -0.62% Traditional ROI: 2.95%
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: 1.77% Traditional cash on cash: 4.77% Airbnb Rental Income: $1991 Traditional Rental Income: $2581 Airbnb ROI: 1.77% Traditional ROI: 4.77%
3105 Lantern Place #47 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: -0.29% Traditional cash on cash: 4.06% Airbnb Rental Income: $1256 Traditional Rental Income: $2889 Airbnb ROI: -0.29% Traditional ROI: 4.06%
949 Gabion Way Chesapeake, VA Don't miss this opportunity, VA and non-VA qualified buyers can take advantage of the ASSU...	3 beds \| 3 baths \| 2,000 sq.ft.	$445,000	Airbnb cash on cash: -1.35% Traditional cash on cash: 3.11% Airbnb Rental Income: $824 Traditional Rental Income: $2356 Airbnb ROI: -1.35% Traditional ROI: 3.11%
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%
333 Sikeston Lane Chesapeake, VA Move-in-ready townhome in Chesapeake! Gently lived in and well maintained, this home offer...	2 beds \| 3 baths \| 1,712 sq.ft.	$375,000	Airbnb cash on cash: -1.04% Traditional cash on cash: 4.28% Airbnb Rental Income: $721 Traditional Rental Income: $2284 Airbnb ROI: -1.04% Traditional ROI: 4.28%
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%
1634 Whistling Road Chesapeake, VA Fresh, modern, and move-in ready! This 2021-built townhome offers nearly 2000 sq ft of mod...	3 beds \| 3 baths \| 1,978 sq.ft.	$439,999	Airbnb cash on cash: -0.85% Traditional cash on cash: 3.76% Airbnb Rental Income: $824 Traditional Rental Income: $2395 Airbnb ROI: -0.85% Traditional ROI: 3.76%
816 Great Marsh Avenue Chesapeake, VA Here's your chance to move into well sought after community w/serene tree-lined views, pri...	3 beds \| 3 baths \| 2,315 sq.ft.	$479,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 3.49% Airbnb Rental Income: $1099 Traditional Rental Income: $2558 Airbnb ROI: -0.59% Traditional ROI: 3.49%
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: -0.44% Traditional cash on cash: 4.1% Airbnb Rental Income: $1113 Traditional Rental Income: $2676 Airbnb ROI: -0.44% Traditional ROI: 4.1%
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%
501 Track Crossing Chesapeake, VA Well maintained end unit condo, the bright and airy living room showcases cathedral ceilin...	3 beds \| 3 baths \| 1,461 sq.ft.	$299,900	Airbnb cash on cash: 0.23% Traditional cash on cash: 5.16% Airbnb Rental Income: $1039 Traditional Rental Income: $2067 Airbnb ROI: 0.23% Traditional ROI: 5.16%
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%
1441 Carrolton Way #165 Chesapeake, VA This inviting end unit condo offers three bedrooms, with the primary and secondary bedroom...	3 beds \| 3 baths \| 2,687 sq.ft.	$480,600	Airbnb cash on cash: -0.54% Traditional cash on cash: 3.61% Airbnb Rental Income: $1099 Traditional Rental Income: $2593 Airbnb ROI: -0.54% Traditional ROI: 3.61%
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%
405 Harbour North Drive Chesapeake, VA Welcome to 405 Harbour North Drive. This charming 3-bedroom, 1.5-bath home packed with upd...	3 beds \| 2 baths \| 1,216 sq.ft.	$229,000	Airbnb cash on cash: 1.16% Traditional cash on cash: 6% Airbnb Rental Income: $1039 Traditional Rental Income: $1727 Airbnb ROI: 1.16% Traditional ROI: 6%
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%
401 Camberley Way #A Chesapeake, VA Welcome to this beautifully updated townhome style end-unit condo in the highly sought-aft...	2 beds \| 2 baths \| 1,108 sq.ft.	$225,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 5.98% Airbnb Rental Income: $677 Traditional Rental Income: $1749 Airbnb ROI: -0.47% Traditional ROI: 5.98%
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: -0.54% Traditional cash on cash: 4.88% Airbnb Rental Income: $721 Traditional Rental Income: $1924 Airbnb ROI: -0.54% Traditional ROI: 4.88%
418 Middle Oaks Drive Chesapeake, VA Charming townhome in the desirable Middle Oaks community, located in the highly sought-aft...	2 beds \| 3 baths \| 1,278 sq.ft.	$265,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 5.12% Airbnb Rental Income: $721 Traditional Rental Income: $1863 Airbnb ROI: -0.68% Traditional ROI: 5.12%
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.	$374,900	Airbnb cash on cash: -1.03% Traditional cash on cash: 3.99% Airbnb Rental Income: $818 Traditional Rental Income: $2258 Airbnb ROI: -1.03% Traditional ROI: 3.99%
1801 Yardarm Way Chesapeake, VA Welcome home to this stunning 3-story end unit condo in Chesapeake! This spacious home off...	3 beds \| 3 baths \| 2,134 sq.ft.	$429,900	Airbnb cash on cash: -1.58% Traditional cash on cash: 3.26% Airbnb Rental Income: $824 Traditional Rental Income: $2448 Airbnb ROI: -1.58% Traditional ROI: 3.26%
929 Still Harbor Circle Chesapeake, VA This unique 3-bedroom, 1.5-bathroom townhouse offers modern living with charming kitchen f...	3 beds \| 2 baths \| 1,216 sq.ft.	$265,000	Airbnb cash on cash: 0.28% Traditional cash on cash: 5.05% Airbnb Rental Income: $1039 Traditional Rental Income: $1868 Airbnb ROI: 0.28% Traditional ROI: 5.05%
66 King George Quay Chesapeake, VA Welcome home to this charming brick end-unit townhouse featuring a fully fenced backyard, ...	2 beds \| 3 baths \| 1,251 sq.ft.	$275,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 5.02% Airbnb Rental Income: $1444 Traditional Rental Income: $1863 Airbnb ROI: 1.75% Traditional ROI: 5.02%

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%

1303 Tigertail Drive

Chesapeake, VA

2 beds | 3 baths | 1,262 sq.ft.

$255,000

Airbnb cash on cash: -0.69%

Traditional cash on cash: 5.56%

Airbnb Rental Income: $708

Traditional Rental Income: $1904

Airbnb ROI: -0.69%

Traditional ROI: 5.56%

800 Sutherland Arch

Chesapeake, VA

3 beds | 3 baths | 1,550 sq.ft.

$300,000

Airbnb cash on cash: 0.01%

Traditional cash on cash: 4.31%

Airbnb Rental Income: $1039

Traditional Rental Income: $1890

Airbnb ROI: 0.01%

Traditional ROI: 4.31%

1244 Mill Lake Quarter

Chesapeake, VA

3 beds | 2 baths | 1,300 sq.ft.

$284,900

Airbnb cash on cash: -0.31%

Traditional cash on cash: 4.98%

Airbnb Rental Income: $922

Traditional Rental Income: $1999

Airbnb ROI: -0.31%

Traditional ROI: 4.98%

1900 Canning Place

Chesapeake, VA

3 beds | 3 baths | 1,877 sq.ft.

$445,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.66%

Airbnb Rental Income: $null

Traditional Rental Income: $2518

Airbnb ROI: N/A

Traditional ROI: 3.66%

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: -0.44%

Traditional cash on cash: 4.22%

Airbnb Rental Income: $1058

Traditional Rental Income: $2572

Airbnb ROI: -0.44%