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 113 Townhouse listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1016 Thoroughgood Way #307 Chesapeake, VA Beautifully maintained, one-owner, 3rd-floor condo with elevator access in a secure-entry ...	2 beds \| 2 baths \| 1,255 sq.ft.	$245,000	Airbnb cash on cash: 0% Traditional cash on cash: 6.28% Airbnb Rental Income: $888 Traditional Rental Income: $2004 Airbnb ROI: 0% Traditional ROI: 6.28%
801 Poindexter Street #314 Chesapeake, VA Spacious, move-in ready condo just minutes from Norfolk Naval Base, Portsmouth Shipyard, a...	1 beds \| 1 baths \| 1,135 sq.ft.	$155,000	Airbnb cash on cash: 2.04% Traditional cash on cash: 8.57% Airbnb Rental Income: $1059 Traditional Rental Income: $1661 Airbnb ROI: 2.04% Traditional ROI: 8.57%
536 Cristfield Road Chesapeake, VA If owning a stunning former model home, with all the bells and whistles, is on your radar....	3 beds \| 3 baths \| 2,003 sq.ft.	$455,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 3.58% Airbnb Rental Income: $2162 Traditional Rental Income: $2412 Airbnb ROI: 1.7% Traditional ROI: 3.58%
4306 Thomas Lane Chesapeake, VA Welcome to 4306 Thomas Ln in Chesapeake! This well-cared-for home offers many updates comp...	3 beds \| 2 baths \| 1,408 sq.ft.	$275,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 5.04% Airbnb Rental Income: $1305 Traditional Rental Income: $1901 Airbnb ROI: 1.17% Traditional ROI: 5.04%
221 Cedar Creek Terrace Chesapeake, VA This Great bridge, move in ready, end-unit townhouse home has a large, fenced yard and on ...	2 beds \| 3 baths \| 1,304 sq.ft.	$299,465	Airbnb cash on cash: 0.32% Traditional cash on cash: 3.96% Airbnb Rental Income: $1090 Traditional Rental Income: $1746 Airbnb ROI: 0.32% Traditional ROI: 3.96%
1523 Pucknall Drive Chesapeake, VA Easy living awaits in this 3-bedroom, 2.5-bath condo in the heart of Greenbrier. The livin...	3 beds \| 3 baths \| 1,870 sq.ft.	$349,900	Airbnb cash on cash: 2.73% Traditional cash on cash: 4.76% Airbnb Rental Income: $2162 Traditional Rental Income: $2280 Airbnb ROI: 2.73% Traditional ROI: 4.76%
705 Basnight Court Chesapeake, VA No condo or HOA fees! Location is key when buying this brick townhome in Chesapeake. Only ...	2 beds \| 3 baths \| 1,600 sq.ft.	$315,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 4.37% Airbnb Rental Income: $1090 Traditional Rental Income: $1974 Airbnb ROI: 0.13% Traditional ROI: 4.37%
602 Lacy Oak Drive Chesapeake, VA Seller to contribute $5000.00 Closing Cost Asst. Desirable Greenbrier Condo featuring 3 be...	3 beds \| 3 baths \| 1,870 sq.ft.	$325,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 4.86% Airbnb Rental Income: $1311 Traditional Rental Income: $2185 Airbnb ROI: 0.67% Traditional ROI: 4.86%
3004 Big Bend Drive Chesapeake, VA Welcome to 3004 Big Bend Dr, where an open living, dining, and kitchen layout creates an e...	3 beds \| 3 baths \| 1,633 sq.ft.	$355,000	Airbnb cash on cash: 0.49% Traditional cash on cash: 3.8% Airbnb Rental Income: $1305 Traditional Rental Income: $2001 Airbnb ROI: 0.49% Traditional ROI: 3.8%
4336 Whitfield Lane Chesapeake, VA Experience refined living in this elegant end-unit corner townhome, where thoughtful desig...	3 beds \| 3 baths \| 2,534 sq.ft.	$350,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 5.54% Airbnb Rental Income: $1432 Traditional Rental Income: $2578 Airbnb ROI: 0.75% Traditional ROI: 5.54%
1623 Orchard Grove Drive Chesapeake, VA Welcome to this beautifully updated condo offering space, style, and an unbeatable locatio...	3 beds \| 2 baths \| 1,629 sq.ft.	$297,500	Airbnb cash on cash: 3.53% Traditional cash on cash: 4.77% Airbnb Rental Income: $2162 Traditional Rental Income: $1961 Airbnb ROI: 3.53% Traditional ROI: 4.77%
708 Tiffany Green Court Chesapeake, VA This is the one buyers wait for... and the one they regret missing. This beautifully maint...	3 beds \| 3 baths \| 1,804 sq.ft.	$365,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 4.57% Airbnb Rental Income: $1311 Traditional Rental Income: $2326 Airbnb ROI: 0.42% Traditional ROI: 4.57%
585 Marc Smiley Road Chesapeake, VA Welcome to this beautifully maintained 3-story condo in the Reunion neighborhood of Chesap...	2 beds \| 3 baths \| 1,442 sq.ft.	$305,500	Airbnb cash on cash: -0.31% Traditional cash on cash: 5.07% Airbnb Rental Income: $888 Traditional Rental Income: $2098 Airbnb ROI: -0.31% Traditional ROI: 5.07%
948 Saint Andrews Reach #B Chesapeake, VA Welcome home! This tastefully renovated condo has recently been updated with fresh floorin...	1 beds \| 1 baths \| 900 sq.ft.	$219,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 4.92% Airbnb Rental Income: $963 Traditional Rental Income: $1495 Airbnb ROI: 0.67% Traditional ROI: 4.92%
1233 Parkley Drive Chesapeake, VA Like-new and beautifully maintained, this phenomenal Chesapeake townhome offers style, spa...	3 beds \| 3 baths \| 1,774 sq.ft.	$386,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 4.09% Airbnb Rental Income: $1311 Traditional Rental Income: $2282 Airbnb ROI: 0.29% Traditional ROI: 4.09%
729 Lacy Oak Drive Chesapeake, VA A beautifully designed condo in Chesapeake's Greenbrier area, this home features two spaci...	3 beds \| 3 baths \| 1,870 sq.ft.	$325,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 4.99% Airbnb Rental Income: $1311 Traditional Rental Income: $2229 Airbnb ROI: 0.66% Traditional ROI: 4.99%
655 Mill Creek Parkway Chesapeake, VA Positioned as a desirable end-unit with water views, this former model townhome showcases ...	3 beds \| 3 baths \| 2,120 sq.ft.	$439,999	Airbnb cash on cash: -0.22% Traditional cash on cash: 3.82% Airbnb Rental Income: $1304 Traditional Rental Income: $2564 Airbnb ROI: -0.22% Traditional ROI: 3.82%
449 Heartfield Drive Chesapeake, VA Experience low-maintenance living at its finest in this beautifully appointed home in the ...	3 beds \| 3 baths \| 1,982 sq.ft.	$469,900	Airbnb cash on cash: -0.61% Traditional cash on cash: 2.83% Airbnb Rental Income: $1371 Traditional Rental Income: $2463 Airbnb ROI: -0.61% Traditional ROI: 2.83%
712 Inlet Quay #A Chesapeake, VA Move-in ready and one-level living! This spacious 2-bedroom, 2-bath home offers 1,304 sq f...	2 beds \| 2 baths \| 1,304 sq.ft.	$275,000	Airbnb cash on cash: -0.3% Traditional cash on cash: 4.8% Airbnb Rental Income: $872 Traditional Rental Income: $1859 Airbnb ROI: -0.3% Traditional ROI: 4.8%
457 E Lake Circle Chesapeake, VA Welcome to 457 E Lake Circle in the heart of Chesapeake's highly sought-after Great Bridge...	3 beds \| 2 baths \| 1,570 sq.ft.	$299,999	Airbnb cash on cash: 1.3% Traditional cash on cash: 5.12% Airbnb Rental Income: $1435 Traditional Rental Income: $2086 Airbnb ROI: 1.3% Traditional ROI: 5.12%
1441 Scoonie Pointe Drive Chesapeake, VA Welcome home to this beautifully updated Kilmarnoch plan in Eagle Pointe, Chesapeake's pre...	3 beds \| 3 baths \| 1,742 sq.ft.	$415,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 3.31% Airbnb Rental Income: $1435 Traditional Rental Income: $2112 Airbnb ROI: 0.47% Traditional ROI: 3.31%
4335 Whitfield Lane #A Chesapeake, VA Stunning, highly updated end-unit condo in Reunion Condominiums offering 2,334 sq ft of st...	4 beds \| 4 baths \| 2,334 sq.ft.	$381,999	Airbnb cash on cash: 0.16% Traditional cash on cash: 5.17% Airbnb Rental Income: $1244 Traditional Rental Income: $2643 Airbnb ROI: 0.16% Traditional ROI: 5.17%
2833 Estella Way Chesapeake, VA Welcome to this beautifully maintained townhome in the heart of Chesapeake. This home offe...	3 beds \| 3 baths \| 1,478 sq.ft.	$339,898	Airbnb cash on cash: 0.92% Traditional cash on cash: 4.2% Airbnb Rental Income: $1398 Traditional Rental Income: $2024 Airbnb ROI: 0.92% Traditional ROI: 4.2%
4341 Farringdon Way Chesapeake, VA Two primary suites make this Western Branch corner unit a rare find. Two full bedrooms ups...	3 beds \| 3 baths \| 1,776 sq.ft.	$300,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 5.29% Airbnb Rental Income: $1305 Traditional Rental Income: $2136 Airbnb ROI: 0.91% Traditional ROI: 5.29%
907 Adventure Way Chesapeake, VA Welcome! Luxury condo located in the desirable Grassfield community of Bryan's Cove. This ...	3 beds \| 3 baths \| 2,404 sq.ft.	$445,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 4.14% Airbnb Rental Income: $1304 Traditional Rental Income: $2659 Airbnb ROI: -0.08% Traditional ROI: 4.14%
111 Esplanade Place Chesapeake, VA Welcome home to this beautiful townhouse in Chesapeake's coveted Riverwalk community. This...	3 beds \| 3 baths \| 2,041 sq.ft.	$399,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 3.55% Airbnb Rental Income: $1311 Traditional Rental Income: $2190 Airbnb ROI: 0.11% Traditional ROI: 3.55%
500 Judah Way #123 Chesapeake, VA Gated Community! Elevator! Move in ready for serene living. Bright and modern condo with e...	2 beds \| 2 baths \| 1,215 sq.ft.	$270,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 4.55% Airbnb Rental Income: $872 Traditional Rental Income: $1741 Airbnb ROI: -0.18% Traditional ROI: 4.55%
2469 Leytonstone Drive #106 Chesapeake, VA Welcome to beautiful Kings Pointe ! Just a convenient quick walk from an assigned parking ...	2 beds \| 2 baths \| 1,367 sq.ft.	$225,900	Airbnb cash on cash: 1.74% Traditional cash on cash: 5.81% Airbnb Rental Income: $1296 Traditional Rental Income: $1762 Airbnb ROI: 1.74% Traditional ROI: 5.81%
4620 Longleaf Place Chesapeake, VA Prepare to fall in love with this Beauty in the 55+ community of Retreat at Western Branch...	4 beds \| 3 baths \| 2,842 sq.ft.	$467,900	Airbnb cash on cash: 2.71% Traditional cash on cash: 4.24% Airbnb Rental Income: $2795 Traditional Rental Income: $2814 Airbnb ROI: 2.71% Traditional ROI: 4.24%
712 Inlet Quay #F Chesapeake, VA Welcome to this spacious condo in the desirable Riverwalk community!! This home features a...	3 beds \| 2 baths \| 1,523 sq.ft.	$285,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 5.21% Airbnb Rental Income: $1311 Traditional Rental Income: $2050 Airbnb ROI: 0.94% Traditional ROI: 5.21%
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.	$315,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 4.11% Airbnb Rental Income: $1305 Traditional Rental Income: $1866 Airbnb ROI: 0.85% Traditional ROI: 4.11%
613 Mill Landing Road Chesapeake, VA WOW - this townhome is truly the most UNIQUE home ever offered in this subdivision! Renova...	3 beds \| 2 baths \| 1,300 sq.ft.	$324,900	Airbnb cash on cash: 1.38% Traditional cash on cash: 4.46% Airbnb Rental Income: $1435 Traditional Rental Income: $1947 Airbnb ROI: 1.38% Traditional ROI: 4.46%
1601 Mary Lou Lane Chesapeake, VA Welcome to 1601 Mary Lou Ln! Step into effortless living with this beautifully upgraded ho...	3 beds \| 3 baths \| 2,292 sq.ft.	$499,900	Airbnb cash on cash: -0.19% Traditional cash on cash: 3.45% Airbnb Rental Income: $1304 Traditional Rental Income: $2603 Airbnb ROI: -0.19% Traditional ROI: 3.45%
967 Saint Andrews Reach #D Chesapeake, VA Two story corner unit within the Saint Andrews Condo neighborhood. One of the closest unit...	2 beds \| 2 baths \| 1,026 sq.ft.	$224,900	Airbnb cash on cash: 0.27% Traditional cash on cash: 5.76% Airbnb Rental Income: $872 Traditional Rental Income: $1706 Airbnb ROI: 0.27% Traditional ROI: 5.76%
661 Lacy Oak Drive Chesapeake, VA Welcome Home! This stunning, remolded end-unit townhome offers breathtaking pond views rig...	3 beds \| 3 baths \| 1,870 sq.ft.	$349,000	Airbnb cash on cash: 0.57% Traditional cash on cash: 5.26% Airbnb Rental Income: $1311 Traditional Rental Income: $2439 Airbnb ROI: 0.57% Traditional ROI: 5.26%
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.	$449,900	Airbnb cash on cash: 2.82% Traditional cash on cash: 4.94% Airbnb Rental Income: $2795 Traditional Rental Income: $3036 Airbnb ROI: 2.82% Traditional ROI: 4.94%
102 Diamond Avenue #D Chesapeake, VA A Diamond Condo with NO FEES! Located in the highly sought-after Grassfield school distric...	2 beds \| 1 baths \| 988 sq.ft.	$245,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 4.16% Airbnb Rental Income: $736 Traditional Rental Income: $1452 Airbnb ROI: -0.28% Traditional ROI: 4.16%
4317 Salt Marsh Lane Chesapeake, VA Welcome home to this beautifully maintained condo offering style, comfort and convenience ...	3 beds \| 3 baths \| 1,960 sq.ft.	$342,900	Airbnb cash on cash: 0.89% Traditional cash on cash: 5.32% Airbnb Rental Income: $1432 Traditional Rental Income: $2430 Airbnb ROI: 0.89% Traditional ROI: 5.32%
816 Great Marsh Avenue Chesapeake, VA Tucked beneath mature trees in a charming amenity-filled community, this adorable brick en...	3 beds \| 3 baths \| 2,315 sq.ft.	$450,000	Airbnb cash on cash: 1.53% Traditional cash on cash: 3.78% Airbnb Rental Income: $2162 Traditional Rental Income: $2558 Airbnb ROI: 1.53% Traditional ROI: 3.78%
2 Harbor Watch Drive #718 Chesapeake, VA Welcome to Harbor Watch! This well maintained top floor condo offers 3 bedrooms, 2 full ba...	3 beds \| 2 baths \| 1,764 sq.ft.	$309,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 6.41% Airbnb Rental Income: $1311 Traditional Rental Income: $2513 Airbnb ROI: 0.87% Traditional ROI: 6.41%

Your search for investment property begins and ends here

Townhouses for Sale in Chesapeake, VA

1016 Thoroughgood Way #307

Chesapeake, VA

2 beds | 2 baths | 1,255 sq.ft.

$245,000

Airbnb cash on cash: 0%

Traditional cash on cash: 6.28%

Airbnb Rental Income: $888

Traditional Rental Income: $2004

Airbnb ROI: 0%

Traditional ROI: 6.28%

801 Poindexter Street #314

Chesapeake, VA

1 beds | 1 baths | 1,135 sq.ft.

$155,000

Airbnb cash on cash: 2.04%

Traditional cash on cash: 8.57%

Airbnb Rental Income: $1059

Traditional Rental Income: $1661

Airbnb ROI: 2.04%

Traditional ROI: 8.57%

536 Cristfield Road

Chesapeake, VA

3 beds | 3 baths | 2,003 sq.ft.

$455,000

Airbnb cash on cash: 1.7%

Traditional cash on cash: 3.58%

Airbnb Rental Income: $2162

Traditional Rental Income: $2412

Airbnb ROI: 1.7%

Traditional ROI: 3.58%

4306 Thomas Lane

Chesapeake, VA

3 beds | 2 baths | 1,408 sq.ft.

$275,000

Airbnb cash on cash: 1.17%

Traditional cash on cash: 5.04%

Airbnb Rental Income: $1305

Traditional Rental Income: $1901

Airbnb ROI: 1.17%

Traditional ROI: 5.04%

221 Cedar Creek Terrace

Chesapeake, VA

2 beds | 3 baths | 1,304 sq.ft.

$299,465

Airbnb cash on cash: 0.32%

Traditional cash on cash: 3.96%

Airbnb Rental Income: $1090

Traditional Rental Income: $1746

Airbnb ROI: 0.32%

Traditional ROI: 3.96%

1523 Pucknall Drive

Chesapeake, VA

3 beds | 3 baths | 1,870 sq.ft.

$349,900

Airbnb cash on cash: 2.73%

Traditional cash on cash: 4.76%

Airbnb Rental Income: $2162

Traditional Rental Income: $2280

Airbnb ROI: 2.73%

Traditional ROI: 4.76%

705 Basnight Court

Chesapeake, VA

2 beds | 3 baths | 1,600 sq.ft.

$315,000

Airbnb cash on cash: 0.13%

Traditional cash on cash: 4.37%

Airbnb Rental Income: $1090

Traditional Rental Income: $1974

Airbnb ROI: 0.13%

Traditional ROI: 4.37%

602 Lacy Oak Drive

Chesapeake, VA

3 beds | 3 baths | 1,870 sq.ft.

$325,000

Airbnb cash on cash: 0.67%

Traditional cash on cash: 4.86%

Airbnb Rental Income: $1311

Traditional Rental Income: $2185

Airbnb ROI: 0.67%