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 108 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
426 San Roman Drive Chesapeake, VA Discover this stunning, renovated townhouse in the sought-after Las Gaviotas community, 1,...	3 beds \| 3 baths \| 1,540 sq.ft.	$359,900	Airbnb cash on cash: 0.23% Traditional cash on cash: 4.77% Airbnb Rental Income: $1214 Traditional Rental Income: $2357 Airbnb ROI: 0.23% Traditional ROI: 4.77%
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: -0.21% Traditional cash on cash: 6.28% Airbnb Rental Income: $828 Traditional Rental Income: $2004 Airbnb ROI: -0.21% 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.	$159,900	Airbnb cash on cash: 1.74% Traditional cash on cash: 8.28% Airbnb Rental Income: $1020 Traditional Rental Income: $1661 Airbnb ROI: 1.74% Traditional ROI: 8.28%
317 Wimbledon Chase #F Chesapeake, VA Welcome to this beautiful 2BR/2BA well maintained and updated second story condo in the hi...	2 beds \| 2 baths \| 962 sq.ft.	$210,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 5.79% Airbnb Rental Income: $960 Traditional Rental Income: $1619 Airbnb ROI: 0.73% Traditional ROI: 5.79%
3615 Cinnamon Court Chesapeake, VA Beautiful condo located in the highly sought-after Miars Farms area and within a desirable...	3 beds \| 3 baths \| 1,554 sq.ft.	$270,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 5.52% Airbnb Rental Income: $1178 Traditional Rental Income: $1962 Airbnb ROI: 0.93% Traditional ROI: 5.52%
340 Middle Oaks Drive Chesapeake, VA 340 Middle Oaks Drive offers a functional layout and move-in ready condition in the desira...	2 beds \| 3 baths \| 1,238 sq.ft.	$290,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 3.88% Airbnb Rental Income: $761 Traditional Rental Income: $1678 Airbnb ROI: -0.64% Traditional ROI: 3.88%
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: -0.66% Traditional cash on cash: 3.96% Airbnb Rental Income: $761 Traditional Rental Income: $1746 Airbnb ROI: -0.66% Traditional ROI: 3.96%
4332 Hillingdon Bend #104 Chesapeake, VA Discover this BEAUTIFUL 2-bedroom home in the sought-after Western Branch area! This gem f...	2 beds \| 2 baths \| 1,367 sq.ft.	$232,700	Airbnb cash on cash: 0.89% Traditional cash on cash: 6.62% Airbnb Rental Income: $1092 Traditional Rental Income: $1982 Airbnb ROI: 0.89% Traditional ROI: 6.62%
327 Esplanade Place Chesapeake, VA Discover this stunning 3-bedroom, 2.5-bath townhome in the highly desirable Riverwalk neig...	3 beds \| 3 baths \| 2,100 sq.ft.	$370,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 5.11% Airbnb Rental Income: $1360 Traditional Rental Income: $2639 Airbnb ROI: 0.23% Traditional ROI: 5.11%
4314 Farringdon Way Chesapeake, VA RARE 1,870 sq ft layout with dual-primary suites! Two full upstairs suites provide privacy...	3 beds \| 3 baths \| 1,870 sq.ft.	$305,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 5.82% Airbnb Rental Income: $1178 Traditional Rental Income: $2244 Airbnb ROI: 0.77% Traditional ROI: 5.82%
1 Newstead Circle Chesapeake, VA Beautiful home tucked away on a tree-lined street on a cul-de-sac. This Home offers privac...	3 beds \| 3 baths \| 1,300 sq.ft.	$310,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 4.11% Airbnb Rental Income: $980 Traditional Rental Income: $1869 Airbnb ROI: -0.14% Traditional ROI: 4.11%
3502 Clover Meadows Drive Chesapeake, VA Low maintenance second floor condo with vaulted ceilings! This freshly painted unit is per...	2 beds \| 2 baths \| 960 sq.ft.	$149,900	Airbnb cash on cash: 2.3% Traditional cash on cash: 9.44% Airbnb Rental Income: $1092 Traditional Rental Income: $1745 Airbnb ROI: 2.3% Traditional ROI: 9.44%
602 Lacy Oak Drive Chesapeake, VA DON'T MISS OUT!! WON'T LAST LONG!! Charming 3 Bedroom 2.5 Bathroom 1,870 Sq Ft. Condo. Loc...	3 beds \| 3 baths \| 1,870 sq.ft.	$335,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 4.69% Airbnb Rental Income: $1360 Traditional Rental Income: $2185 Airbnb ROI: 0.75% Traditional ROI: 4.69%
2644 Leytonstone Drive Chesapeake, VA Welcome to this stunning corner condo, featuring four spacious bedrooms and two and a half...	4 beds \| 3 baths \| 1,870 sq.ft.	$309,000	Airbnb cash on cash: 2.87% Traditional cash on cash: 6.28% Airbnb Rental Income: $2026 Traditional Rental Income: $2491 Airbnb ROI: 2.87% Traditional ROI: 6.28%
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: 0.8% Traditional cash on cash: 5.54% Airbnb Rental Income: $1450 Traditional Rental Income: $2578 Airbnb ROI: 0.8% Traditional ROI: 5.54%
3010 Trappers Run Chesapeake, VA Beautifully maintained one-level, move-in ready home in the highly sought-after Western Br...	3 beds \| 2 baths \| 1,245 sq.ft.	$264,900	Airbnb cash on cash: 0.94% Traditional cash on cash: 4.59% Airbnb Rental Income: $1178 Traditional Rental Income: $1704 Airbnb ROI: 0.94% Traditional ROI: 4.59%
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: 0.54% Traditional cash on cash: 4.57% Airbnb Rental Income: $1360 Traditional Rental Income: $2326 Airbnb ROI: 0.54% Traditional ROI: 4.57%
213 Cedar Creek Terrace Chesapeake, VA SOLAR PANEL LOAN TO BE PAID AT SETTLEMENT!!!Townhouse in the heart of Great Bridge with ma...	2 beds \| 2 baths \| 1,141 sq.ft.	$299,900	Airbnb cash on cash: -0.57% Traditional cash on cash: 4.02% Airbnb Rental Income: $761 Traditional Rental Income: $1742 Airbnb ROI: -0.57% Traditional ROI: 4.02%
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.	$310,500	Airbnb cash on cash: -0.49% Traditional cash on cash: 4.97% Airbnb Rental Income: $828 Traditional Rental Income: $2098 Airbnb ROI: -0.49% Traditional ROI: 4.97%
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: -1.15% Traditional cash on cash: 4.92% Airbnb Rental Income: $510 Traditional Rental Income: $1495 Airbnb ROI: -1.15% Traditional ROI: 4.92%
1233 Parkley Drive Chesapeake, VA Like-new and built in 2022, this amazing townhome offers modern style and low-maintenance ...	3 beds \| 3 baths \| 1,774 sq.ft.	$386,500	Airbnb cash on cash: 0.4% Traditional cash on cash: 4.09% Airbnb Rental Income: $1360 Traditional Rental Income: $2282 Airbnb ROI: 0.4% 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: 0.79% Traditional cash on cash: 4.99% Airbnb Rental Income: $1360 Traditional Rental Income: $2229 Airbnb ROI: 0.79% 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.	$470,000	Airbnb cash on cash: -1.25% Traditional cash on cash: 3.52% Airbnb Rental Income: $788 Traditional Rental Income: $2564 Airbnb ROI: -1.25% Traditional ROI: 3.52%
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: -0.78% Traditional cash on cash: 2.83% Airbnb Rental Income: $1282 Traditional Rental Income: $2463 Airbnb ROI: -0.78% Traditional ROI: 2.83%
1940 Woodgate Arch #A Chesapeake, VA Welcome Home! This beautiful 3-bedroom, 2-bath home in the heart of Greenbrier has so much...	3 beds \| 2 baths \| 1,212 sq.ft.	$295,550	Airbnb cash on cash: -0.05% Traditional cash on cash: 4.16% Airbnb Rental Income: $980 Traditional Rental Income: $1800 Airbnb ROI: -0.05% Traditional ROI: 4.16%
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: -0.02% Traditional cash on cash: 4.8% Airbnb Rental Income: $960 Traditional Rental Income: $1859 Airbnb ROI: -0.02% Traditional ROI: 4.8%
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: -0.01% Traditional cash on cash: 3.31% Airbnb Rental Income: $1214 Traditional Rental Income: $2112 Airbnb ROI: -0.01% 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: -0.09% Traditional cash on cash: 5.17% Airbnb Rental Income: $1138 Traditional Rental Income: $2643 Airbnb ROI: -0.09% Traditional ROI: 5.17%
4348 Stafford Drive Chesapeake, VA Move-in ready 2-bedroom, 1.5-bath townhouse with no association fees-a rare find! Major up...	2 beds \| 2 baths \| 1,268 sq.ft.	$245,000	Airbnb cash on cash: 1.24% Traditional cash on cash: 5.18% Airbnb Rental Income: $1092 Traditional Rental Income: $1634 Airbnb ROI: 1.24% Traditional ROI: 5.18%
2114 Steiner Street Chesapeake, VA Welcome to this like-new end-unit luxury townhome in sought-after Western Branch! This bea...	3 beds \| 4 baths \| 1,950 sq.ft.	$399,900	Airbnb cash on cash: -0.27% Traditional cash on cash: 4% Airbnb Rental Income: $1186 Traditional Rental Income: $2401 Airbnb ROI: -0.27% Traditional ROI: 4%
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.	$339,999	Airbnb cash on cash: -0.17% Traditional cash on cash: 4.2% Airbnb Rental Income: $980 Traditional Rental Income: $2024 Airbnb ROI: -0.17% Traditional ROI: 4.2%
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: -1.11% Traditional cash on cash: 4.14% Airbnb Rental Income: $788 Traditional Rental Income: $2659 Airbnb ROI: -1.11% 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: 0.22% Traditional cash on cash: 3.55% Airbnb Rental Income: $1360 Traditional Rental Income: $2190 Airbnb ROI: 0.22% 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: 0.11% Traditional cash on cash: 4.55% Airbnb Rental Income: $960 Traditional Rental Income: $1741 Airbnb ROI: 0.11% 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.	$228,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 5.75% Airbnb Rental Income: $1092 Traditional Rental Income: $1762 Airbnb ROI: 0.93% Traditional ROI: 5.75%
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: 1.24% Traditional cash on cash: 4.24% Airbnb Rental Income: $2026 Traditional Rental Income: $2814 Airbnb ROI: 1.24% Traditional ROI: 4.24%
41 King George Quay Chesapeake, VA This 2 bedroom, 2.5 bathroom townhouse style home in Chesapeake is waiting for you! With n...	2 beds \| 3 baths \| 1,292 sq.ft.	$225,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 5.44% Airbnb Rental Income: $1105 Traditional Rental Income: $1698 Airbnb ROI: 0.9% Traditional ROI: 5.44%
1301 Tuckaway Reach #D Chesapeake, VA GRAB THIS DIAMOND -This second-level condo offers an open-concept layout with 3 bedrooms a...	3 beds \| 2 baths \| 1,591 sq.ft.	$334,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 4.21% Airbnb Rental Income: $1360 Traditional Rental Income: $2029 Airbnb ROI: 0.75% Traditional ROI: 4.21%
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: 1.1% Traditional cash on cash: 5.21% Airbnb Rental Income: $1360 Traditional Rental Income: $2050 Airbnb ROI: 1.1% Traditional ROI: 5.21%
728 W Lake Circle Chesapeake, VA Step into easy, modern living with this turn-key 2 bedroom condo Designed for both comfort...	2 beds \| 2 baths \| 1,462 sq.ft.	$310,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 3.95% Airbnb Rental Income: $761 Traditional Rental Income: $1791 Airbnb ROI: -0.66% Traditional ROI: 3.95%

Your search for investment property begins and ends here

Townhouses for Sale in Chesapeake, VA

426 San Roman Drive

Chesapeake, VA

3 beds | 3 baths | 1,540 sq.ft.

$359,900

Airbnb cash on cash: 0.23%

Traditional cash on cash: 4.77%

Airbnb Rental Income: $1214

Traditional Rental Income: $2357

Airbnb ROI: 0.23%

Traditional ROI: 4.77%

1016 Thoroughgood Way #307

Chesapeake, VA

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

$245,000

Airbnb cash on cash: -0.21%

Traditional cash on cash: 6.28%

Airbnb Rental Income: $828

Traditional Rental Income: $2004

Airbnb ROI: -0.21%

Traditional ROI: 6.28%

801 Poindexter Street #314

Chesapeake, VA

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

$159,900

Airbnb cash on cash: 1.74%

Traditional cash on cash: 8.28%

Airbnb Rental Income: $1020

Traditional Rental Income: $1661

Airbnb ROI: 1.74%

Traditional ROI: 8.28%

317 Wimbledon Chase #F

Chesapeake, VA

2 beds | 2 baths | 962 sq.ft.

$210,000

Airbnb cash on cash: 0.73%

Traditional cash on cash: 5.79%

Airbnb Rental Income: $960

Traditional Rental Income: $1619

Airbnb ROI: 0.73%

Traditional ROI: 5.79%

3615 Cinnamon Court

Chesapeake, VA

3 beds | 3 baths | 1,554 sq.ft.

$270,000

Airbnb cash on cash: 0.93%

Traditional cash on cash: 5.52%

Airbnb Rental Income: $1178

Traditional Rental Income: $1962

Airbnb ROI: 0.93%

Traditional ROI: 5.52%

340 Middle Oaks Drive

Chesapeake, VA

2 beds | 3 baths | 1,238 sq.ft.

$290,000

Airbnb cash on cash: -0.64%

Traditional cash on cash: 3.88%

Airbnb Rental Income: $761

Traditional Rental Income: $1678

Airbnb ROI: -0.64%

Traditional ROI: 3.88%

221 Cedar Creek Terrace

Chesapeake, VA

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

$299,465

Airbnb cash on cash: -0.66%

Traditional cash on cash: 3.96%

Airbnb Rental Income: $761

Traditional Rental Income: $1746

Airbnb ROI: -0.66%

Traditional ROI: 3.96%

4332 Hillingdon Bend #104

Chesapeake, VA

2 beds | 2 baths | 1,367 sq.ft.

$232,700

Airbnb cash on cash: 0.89%

Traditional cash on cash: 6.62%

Airbnb Rental Income: $1092

Traditional Rental Income: $1982

Airbnb ROI: 0.89%