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 41 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
918 Seabreeze Court Chesapeake, VA Charming 2-bedroom townhome in the highly desirable Greenbrier area! The main level featur...	2 beds \| 2 baths \| 950 sq.ft.	$254,900	Airbnb cash on cash: 2.15% Traditional cash on cash: 4.37% Airbnb Rental Income: $1569 Traditional Rental Income: $1651 Airbnb ROI: 2.15% Traditional ROI: 4.37%
915 Harbour N Drive Chesapeake, VA Rare to find an end unit townhome on 0.16 Acre lot in Great Bridge area minutes to freeway...	5 beds \| 3 baths \| 1,916 sq.ft.	$268,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.29% Airbnb Rental Income: $null Traditional Rental Income: $2608 Airbnb ROI: N/A Traditional ROI: 8.29%
300 San Roman Drive Chesapeake, VA Move-in ready 2-bedroom, 1.5-bath townhome tucked away in a quiet cul-de-sac. Newly update...	2 beds \| 2 baths \| 1,136 sq.ft.	$298,000	Airbnb cash on cash: 2.23% Traditional cash on cash: 3.71% Airbnb Rental Income: $1749 Traditional Rental Income: $1683 Airbnb ROI: 2.23% Traditional ROI: 3.71%
1914 Woodgate Arch Chesapeake, VA Open House Saturday 7/18/26, 10 am - 2 pm. Welcome to this beautifully renovated 2-bedroom...	2 beds \| 2 baths \| 1,214 sq.ft.	$260,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 4.56% Airbnb Rental Income: $1267 Traditional Rental Income: $1709 Airbnb ROI: 1.13% Traditional ROI: 4.56%
3202 Clover Road E Chesapeake, VA Opportunity to love this affordable updated 2-bedroom, 1.5 bath townhome in desirable West...	2 beds \| 2 baths \| 1,020 sq.ft.	$245,000	Airbnb cash on cash: 2.48% Traditional cash on cash: 4.65% Airbnb Rental Income: $1522 Traditional Rental Income: $1580 Airbnb ROI: 2.48% Traditional ROI: 4.65%
509 Harbour N Drive Chesapeake, VA Affordable home in Great Bridge minutes to Greenbrier mall $10K+ below fair market for TLC...	2 beds \| 2 baths \| 1,164 sq.ft.	$195,000	Airbnb cash on cash: 3.88% Traditional cash on cash: 6.32% Airbnb Rental Income: $1569 Traditional Rental Income: $1571 Airbnb ROI: 3.88% Traditional ROI: 6.32%
1360 Mill Lake Quarter Chesapeake, VA no showings until 07/08.	3 beds \| 2 baths \| 1,301 sq.ft.	$315,000	Airbnb cash on cash: 2.22% Traditional cash on cash: 3.88% Airbnb Rental Income: $1824 Traditional Rental Income: $1823 Airbnb ROI: 2.22% Traditional ROI: 3.88%
3208 Clover Road E Chesapeake, VA Investor special with serious upside potential! This spacious property at 3208 Clover Stre...	2 beds \| 2 baths \| 1,020 sq.ft.	$202,000	Airbnb cash on cash: 3.18% Traditional cash on cash: 6.17% Airbnb Rental Income: $1522 Traditional Rental Income: $1654 Airbnb ROI: 3.18% Traditional ROI: 6.17%
600 Windmill Point Chesapeake, VA Tucked away on a quiet cul-de-sac in Chesapeake's highly desirable Cedar Lakes community, ...	3 beds \| 3 baths \| 1,621 sq.ft.	$360,000	Airbnb cash on cash: 2.58% Traditional cash on cash: 3.97% Airbnb Rental Income: $2189 Traditional Rental Income: $2102 Airbnb ROI: 2.58% Traditional ROI: 3.97%
4346 Stafford Drive Chesapeake, VA Charming 2-story townhome offering 2 spacious bedrooms with potential for a 3rd, 1.5 baths...	2 beds \| 2 baths \| 1,186 sq.ft.	$239,000	Airbnb cash on cash: 2.56% Traditional cash on cash: 3.85% Airbnb Rental Income: $1522 Traditional Rental Income: $1371 Airbnb ROI: 2.56% Traditional ROI: 3.85%
2312 Meadows Landing Chesapeake, VA Welcome to 2312 Meadows Landing in the heart of Western Branch! This beautifully maintaine...	3 beds \| 2 baths \| 1,472 sq.ft.	$310,000	Airbnb cash on cash: 1.42% Traditional cash on cash: 4.2% Airbnb Rental Income: $1495 Traditional Rental Income: $1866 Airbnb ROI: 1.42% Traditional ROI: 4.2%
2101 Belden Avenue Chesapeake, VA Bright, better-than-new end-unit townhome with an exceptional layout: all three bedrooms f...	3 beds \| 4 baths \| 1,993 sq.ft.	$399,900	Airbnb cash on cash: 1.07% Traditional cash on cash: 4.27% Airbnb Rental Income: $1788 Traditional Rental Income: $2503 Airbnb ROI: 1.07% Traditional ROI: 4.27%
2510 King Court Chesapeake, VA This remodeled townhome shines with a brand-new water heater, sleek new appliances, a semi...	3 beds \| 2 baths \| 1,462 sq.ft.	$262,570	Airbnb cash on cash: 3.43% Traditional cash on cash: 5.59% Airbnb Rental Income: $1824 Traditional Rental Income: $1866 Airbnb ROI: 3.43% Traditional ROI: 5.59%
4725 Mahogany Run Chesapeake, VA Move-in ready end-unit Nansemond floorplan with first-floor primary suite and 2-car garage...	3 beds \| 3 baths \| 2,557 sq.ft.	$454,900	Airbnb cash on cash: 0.18% Traditional cash on cash: 4.07% Airbnb Rental Income: $1495 Traditional Rental Income: $2714 Airbnb ROI: 0.18% Traditional ROI: 4.07%
4122 Riverside Drive Chesapeake, VA Welcome to modern living at its finest on Riverside Drive in Chesapeake! Built in 2024, th...	3 beds \| 3 baths \| 1,916 sq.ft.	$369,900	Airbnb cash on cash: 1.06% Traditional cash on cash: 4.41% Airbnb Rental Income: $1788 Traditional Rental Income: $2463 Airbnb ROI: 1.06% Traditional ROI: 4.41%
957 Gabion Way Chesapeake, VA Assumable loan at 3.375%Welcome to 957 Gabion Way in Chesapeake, where style, function, an...	3 beds \| 3 baths \| 2,376 sq.ft.	$440,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 3.45% Airbnb Rental Income: $1947 Traditional Rental Income: $2523 Airbnb ROI: 0.8% Traditional ROI: 3.45%
4061 Holly Cove Drive Chesapeake, VA Great Investment! 3 bedroom, 1 1/2 bath townhouse located in the Western Branch section of...	3 beds \| 2 baths \| 1,280 sq.ft.	$179,900	Airbnb cash on cash: 5.31% Traditional cash on cash: 8.02% Airbnb Rental Income: $1788 Traditional Rental Income: $1764 Airbnb ROI: 5.31% Traditional ROI: 8.02%
2010 Fawnwood Common Chesapeake, VA Welcome home to this charming end-unit townhome nestled in a peaceful cul-de-sac! Featurin...	3 beds \| 3 baths \| 1,252 sq.ft.	$275,000	Airbnb cash on cash: 2.7% Traditional cash on cash: 5.09% Airbnb Rental Income: $1824 Traditional Rental Income: $1952 Airbnb ROI: 2.7% Traditional ROI: 5.09%
4336 Stafford Drive Chesapeake, VA Welcome to 4336 Stafford Drive! This beautifully updated home offers 1186 sq ft of comfort...	2 beds \| 2 baths \| 1,186 sq.ft.	$239,900	Airbnb cash on cash: 2.56% Traditional cash on cash: 4.86% Airbnb Rental Income: $1522 Traditional Rental Income: $1600 Airbnb ROI: 2.56% Traditional ROI: 4.86%
812 S Lake Circle Chesapeake, VA REMODELED, NEW TILE IN BATHROOM, NEW GRANITE COUNTER TOPS IN BATHROOMS, NEW GRANITE KITCHE...	2 beds \| 3 baths \| 1,900 sq.ft.	$337,500	Airbnb cash on cash: 1.76% Traditional cash on cash: 5.17% Airbnb Rental Income: $1749 Traditional Rental Income: $2350 Airbnb ROI: 1.76% Traditional ROI: 5.17%
1513 Longparish Way Chesapeake, VA Located in the desirable Hampshires community of Chesapeake, this beautiful townhome-style...	3 beds \| 3 baths \| 1,835 sq.ft.	$350,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 4.25% Airbnb Rental Income: $2021 Traditional Rental Income: $2141 Airbnb ROI: 2.29% Traditional ROI: 4.25%
1123 Shoal Creek Trail Chesapeake, VA Come see this well-maintained 2-bedroom, 2.5-bath end-unit townhome in the heart of Greenb...	2 beds \| 3 baths \| 1,684 sq.ft.	$340,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 4.25% Airbnb Rental Income: $1569 Traditional Rental Income: $2086 Airbnb ROI: 1.22% Traditional ROI: 4.25%
63 Colonial Way Chesapeake, VA Welcome home to this charming 3BR, 1.5BA townhome nestled in the highly sought after Georg...	3 beds \| 2 baths \| 1,212 sq.ft.	$279,500	Airbnb cash on cash: 2.92% Traditional cash on cash: 4.64% Airbnb Rental Income: $1824 Traditional Rental Income: $1786 Airbnb ROI: 2.92% Traditional ROI: 4.64%
508 Long Point Chesapeake, VA Move-in ready 3-bedroom, 2.5-bath townhouse in sought after Cedar Lakes. This home is offe...	3 beds \| 3 baths \| 1,328 sq.ft.	$329,900	Airbnb cash on cash: 3.17% Traditional cash on cash: 4.18% Airbnb Rental Income: $2189 Traditional Rental Income: $1947 Airbnb ROI: 3.17% Traditional ROI: 4.18%
4603 Longleaf Place Chesapeake, VA An incredible value opportunity. This Lafayette floorplan is priced to move and offers spa...	4 beds \| 3 baths \| 2,880 sq.ft.	$449,900	Airbnb cash on cash: 1.4% Traditional cash on cash: 4.4% Airbnb Rental Income: $2079 Traditional Rental Income: $2805 Airbnb ROI: 1.4% Traditional ROI: 4.4%
2421 Trafton Place Chesapeake, VA Modern style meets low-maintenance living in this beautifully maintained townhome in the s...	3 beds \| 3 baths \| 1,750 sq.ft.	$374,000	Airbnb cash on cash: 1.56% Traditional cash on cash: 3.98% Airbnb Rental Income: $1824 Traditional Rental Income: $2181 Airbnb ROI: 1.56% Traditional ROI: 3.98%
1213 Killington Square Chesapeake, VA MOVE-IN READY! Desirable END UNIT townhome in sought after Greenbrier. Fresh paint and new...	2 beds \| 3 baths \| 1,582 sq.ft.	$337,500	Airbnb cash on cash: 1.18% Traditional cash on cash: 4.7% Airbnb Rental Income: $1495 Traditional Rental Income: $2175 Airbnb ROI: 1.18% Traditional ROI: 4.7%
3611 Radford Circle Chesapeake, VA Welcome HOME to this charming & affordable interior-unit townhouse located in highly desir...	2 beds \| 2 baths \| 1,254 sq.ft.	$228,000	Airbnb cash on cash: 2.71% Traditional cash on cash: 5.3% Airbnb Rental Income: $1522 Traditional Rental Income: $1637 Airbnb ROI: 2.71% Traditional ROI: 5.3%
909 Long Beeches Avenue Chesapeake, VA Welcome home to the community of Warrington Hall! This spacious townhome features 4 bedroo...	4 beds \| 3 baths \| 2,188 sq.ft.	$440,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 3.87% Airbnb Rental Income: $2879 Traditional Rental Income: $2527 Airbnb ROI: 3.1% Traditional ROI: 3.87%
3615 Whitechapel Arch Chesapeake, VA Don't miss your chance to call this charming 3 Bedroom townhouse w attached garage, HOME! ...	3 beds \| 3 baths \| 1,566 sq.ft.	$299,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 4.86% Airbnb Rental Income: $1495 Traditional Rental Income: $1999 Airbnb ROI: 1.52% Traditional ROI: 4.86%
74 Colonial Way Chesapeake, VA BEAUTIFUL ALL-BRICK END-UNIT TOWNHOME!Don't miss this exceptional opportunity to own this ...	3 beds \| 2 baths \| 1,292 sq.ft.	$255,000	Airbnb cash on cash: 3.23% Traditional cash on cash: 5.05% Airbnb Rental Income: $1824 Traditional Rental Income: $1768 Airbnb ROI: 3.23% Traditional ROI: 5.05%
4609 Longleaf Place Chesapeake, VA Hurry! Under construction and ready for you to personalize interior selections! Located in...	4 beds \| 3 baths \| 2,614 sq.ft.	$457,195	Airbnb cash on cash: 1.35% Traditional cash on cash: 3.97% Airbnb Rental Income: $2079 Traditional Rental Income: $2666 Airbnb ROI: 1.35% Traditional ROI: 3.97%
1404 River Birch Run Chesapeake, VA Welcome home to this charming and spacious interior townhome, perfectly located in the hea...	3 beds \| 3 baths \| 1,571 sq.ft.	$309,000	Airbnb cash on cash: 2.34% Traditional cash on cash: 4.69% Airbnb Rental Income: $1824 Traditional Rental Income: $2016 Airbnb ROI: 2.34% Traditional ROI: 4.69%
1 Bristol Circle Chesapeake, VA Opportunity knocks for this gorgeous, 3 BR, 2.5 bath, 1,488 SF move-in ready townhome with...	3 beds \| 3 baths \| 1,488 sq.ft.	$309,900	Airbnb cash on cash: 2.47% Traditional cash on cash: 4.77% Airbnb Rental Income: $1824 Traditional Rental Income: $2002 Airbnb ROI: 2.47% Traditional ROI: 4.77%
824 Huntly Drive Chesapeake, VA	3 beds \| 2 baths \| 1,268 sq.ft.	$239,900	Airbnb cash on cash: 3.72% Traditional cash on cash: 5.71% Airbnb Rental Income: $1866 Traditional Rental Income: $1818 Airbnb ROI: 3.72% Traditional ROI: 5.71%
316 ESPLANADE Place Chesapeake, VA INVESTMENT LOAN OR CASH - TENANTS IN THE PROPERTY UNTIL 31 JAN 2027. TWO PRIMARY SUITES EA...	2 beds \| 3 baths \| 1,352 sq.ft.	$315,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 4.03% Airbnb Rental Income: $1569 Traditional Rental Income: $1869 Airbnb ROI: 1.5% Traditional ROI: 4.03%
497 Cobblewood Bend Chesapeake, VA Welcome home! This cozy 2 bedroom 1 bathroom twin home is easy to maintain and ready for a...	2 beds \| 1 baths \| 940 sq.ft.	$239,900	Airbnb cash on cash: 2.63% Traditional cash on cash: 4.16% Airbnb Rental Income: $1569 Traditional Rental Income: $1465 Airbnb ROI: 2.63% Traditional ROI: 4.16%
709 Montrose Court Chesapeake, VA Welcome to 709 Montrose Ct., Chesapeake, VA! This well- maintained two-story townhome offe...	3 beds \| 3 baths \| 1,610 sq.ft.	$320,000	Airbnb cash on cash: 2.41% Traditional cash on cash: 4.63% Airbnb Rental Income: $1866 Traditional Rental Income: $2035 Airbnb ROI: 2.41% Traditional ROI: 4.63%
5247 Lombard Street Chesapeake, VA Welcome to 5247 Lombard Street in Chesapeake! This well-maintained home offers comfortable...	3 beds \| 3 baths \| 1,870 sq.ft.	$405,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 3.92% Airbnb Rental Income: $1495 Traditional Rental Income: $2302 Airbnb ROI: 0.64% Traditional ROI: 3.92%
824 Nottaway Drive Chesapeake, VA	2 beds \| 2 baths \| 1,292 sq.ft.	$275,000	Airbnb cash on cash: 2.11% Traditional cash on cash: 4.22% Airbnb Rental Income: $1569 Traditional Rental Income: $1665 Airbnb ROI: 2.11% Traditional ROI: 4.22%

Your search for investment property begins and ends here

Townhouses for Sale in Chesapeake, VA

918 Seabreeze Court

Chesapeake, VA

2 beds | 2 baths | 950 sq.ft.

$254,900

Airbnb cash on cash: 2.15%

Traditional cash on cash: 4.37%

Airbnb Rental Income: $1569

Traditional Rental Income: $1651

Airbnb ROI: 2.15%

Traditional ROI: 4.37%

915 Harbour N Drive

Chesapeake, VA

5 beds | 3 baths | 1,916 sq.ft.

$268,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.29%

Airbnb Rental Income: $null

Traditional Rental Income: $2608

Airbnb ROI: N/A

Traditional ROI: 8.29%

300 San Roman Drive

Chesapeake, VA

2 beds | 2 baths | 1,136 sq.ft.

$298,000

Airbnb cash on cash: 2.23%

Traditional cash on cash: 3.71%

Airbnb Rental Income: $1749

Traditional Rental Income: $1683

Airbnb ROI: 2.23%

Traditional ROI: 3.71%

1914 Woodgate Arch

Chesapeake, VA

2 beds | 2 baths | 1,214 sq.ft.

$260,000

Airbnb cash on cash: 1.13%

Traditional cash on cash: 4.56%

Airbnb Rental Income: $1267

Traditional Rental Income: $1709

Airbnb ROI: 1.13%

Traditional ROI: 4.56%

3202 Clover Road E

Chesapeake, VA

2 beds | 2 baths | 1,020 sq.ft.

$245,000

Airbnb cash on cash: 2.48%

Traditional cash on cash: 4.65%

Airbnb Rental Income: $1522

Traditional Rental Income: $1580

Airbnb ROI: 2.48%

Traditional ROI: 4.65%

509 Harbour N Drive

Chesapeake, VA

2 beds | 2 baths | 1,164 sq.ft.

$195,000

Airbnb cash on cash: 3.88%

Traditional cash on cash: 6.32%

Airbnb Rental Income: $1569

Traditional Rental Income: $1571

Airbnb ROI: 3.88%

Traditional ROI: 6.32%

1360 Mill Lake Quarter

Chesapeake, VA

3 beds | 2 baths | 1,301 sq.ft.

$315,000

Airbnb cash on cash: 2.22%

Traditional cash on cash: 3.88%

Airbnb Rental Income: $1824

Traditional Rental Income: $1823

Airbnb ROI: 2.22%

Traditional ROI: 3.88%

3208 Clover Road E

Chesapeake, VA

2 beds | 2 baths | 1,020 sq.ft.

$202,000

Airbnb cash on cash: 3.18%

Traditional cash on cash: 6.17%

Airbnb Rental Income: $1522

Traditional Rental Income: $1654

Airbnb ROI: 3.18%