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.

Marfa Investment Property for Sale in Chesapeake, VA

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

Showing 350 Marfa Investment Property 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
2856 Flag Road Chesapeake, VA Welcome Home! This charming 3-bedroom, 1-bathroom ranch-style home is in the heart of Deep...	3 beds \| 1 baths \| 1,319 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.52% Airbnb Rental Income: $null Traditional Rental Income: $1695 Airbnb ROI: N/A Traditional ROI: 3.52%
1439 Thistlewood Lane Chesapeake, VA BACK ON MARKET due to the buyer not being able to close. Beautifully maintained and update...	2 beds \| 2 baths \| 1,727 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.31% Airbnb Rental Income: $null Traditional Rental Income: $2208 Airbnb ROI: N/A Traditional ROI: 2.31%
627 Emerald Court Chesapeake, VA Discover a special surprise on a quiet cul-de-sac in the heart of Greenbrier. This charmin...	4 beds \| 3 baths \| 2,887 sq.ft.	$560,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.98% Airbnb Rental Income: $null Traditional Rental Income: $3176 Airbnb ROI: N/A Traditional ROI: 3.98%
2220 Ardmore Avenue Chesapeake, VA If you've been waiting for something that feels easy, updated, and livable in Chesapeake, ...	4 beds \| 2 baths \| 1,600 sq.ft.	$349,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.52% Airbnb Rental Income: $null Traditional Rental Income: $2516 Airbnb ROI: N/A Traditional ROI: 5.52%
641 Gallbush Road Chesapeake, VA Come View your new home in HICKORY! Spacious 4 bedroom 2 1/2 baths. Open floor plan featur...	4 beds \| 3 baths \| 2,200 sq.ft.	$534,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.7% Airbnb Rental Income: $null Traditional Rental Income: $2385 Airbnb ROI: N/A Traditional ROI: 2.7%
1024 Middle Street Chesapeake, VA What a find! Spacious and modern colonial style home in a great location near shopping, s...	3 beds \| 3 baths \| 1,500 sq.ft.	$329,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.93% Airbnb Rental Income: $null Traditional Rental Income: $1900 Airbnb ROI: N/A Traditional ROI: 3.93%
3204 Bruno Drive Chesapeake, VA Make this your first stop! This beautiful brick ranch blends modern updates with classic c...	4 beds \| 2 baths \| 1,800 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.95% Airbnb Rental Income: $null Traditional Rental Income: $2148 Airbnb ROI: N/A Traditional ROI: 3.95%
1016 Thoroughgood Way #307 Chesapeake, VA Make this your first stop! Beautiful Balcony Views. Well maintained, low maintenance, open...	2 beds \| 2 baths \| 1,255 sq.ft.	$239,999	Airbnb cash on cash: N/A Traditional cash on cash: 6.55% Airbnb Rental Income: $null Traditional Rental Income: $2004 Airbnb ROI: N/A Traditional ROI: 6.55%
2712 Mark Street Chesapeake, VA Charming ranch-style home offering one-level living! The kitchen flows into the family roo...	4 beds \| 2 baths \| 1,550 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.2% Airbnb Rental Income: $null Traditional Rental Income: $2263 Airbnb ROI: N/A Traditional ROI: 5.2%
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.	$159,500	Airbnb cash on cash: N/A Traditional cash on cash: 8.31% Airbnb Rental Income: $null Traditional Rental Income: $1661 Airbnb ROI: N/A Traditional ROI: 8.31%
2218 Vicker Avenue Chesapeake, VA Fully remodeled in 2018. This contemporary open floor plan has 2 large living areas and 26...	4 beds \| 2 baths \| 2,692 sq.ft.	$445,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.54% Airbnb Rental Income: $null Traditional Rental Income: $2730 Airbnb ROI: N/A Traditional ROI: 4.54%
1664 Teton Court Chesapeake, VA Beautiful pond-front home showcasing exceptional upgrades and thoughtful design throughout...	4 beds \| 3 baths \| 2,523 sq.ft.	$630,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.26% Airbnb Rental Income: $null Traditional Rental Income: $3135 Airbnb ROI: N/A Traditional ROI: 3.26%
1108 Anne Avenue Chesapeake, VA Cute ranch home in Southern Chesapeake with new paint thought out. Incredible backyard for...	3 beds \| 1 baths \| 900 sq.ft.	$288,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.21% Airbnb Rental Income: $null Traditional Rental Income: $1736 Airbnb ROI: N/A Traditional ROI: 4.21%
1040 Trestle Way Chesapeake, VA Welcome to 1040 Trestle Way, where comfort, style, and convenience come together in the he...	3 beds \| 3 baths \| 1,443 sq.ft.	$320,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.12% Airbnb Rental Income: $null Traditional Rental Income: $1900 Airbnb ROI: N/A Traditional ROI: 4.12%
1436 Scoonie Pointe Drive Chesapeake, VA Located in Eagle Pointe, Chesapeakeâs premier gated 55+ community, this private neighbor...	3 beds \| 2 baths \| 1,748 sq.ft.	$420,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.26% Airbnb Rental Income: $null Traditional Rental Income: $2115 Airbnb ROI: N/A Traditional ROI: 3.26%
627 Luray Terrace Chesapeake, VA Discover storybook charm and modern luxury in this Glenwood home on a picturesque corner l...	4 beds \| 4 baths \| 1,973 sq.ft.	$500,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.24% Airbnb Rental Income: $null Traditional Rental Income: $2906 Airbnb ROI: N/A Traditional ROI: 4.24%
1312 Bunker Ridge Arch #B Chesapeake, VA Welcome home to your new condo in Greenbrier! Located just minutes from I-64, this single ...	3 beds \| 2 baths \| 1,591 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.26% Airbnb Rental Income: $null Traditional Rental Income: $2292 Airbnb ROI: N/A Traditional ROI: 5.26%
4000 Hamilton Street Chesapeake, VA This stunning 3-bed, 2-bath single-family home was completely transformed in 2023 â new ...	3 beds \| 2 baths \| 1,235 sq.ft.	$340,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.34% Airbnb Rental Income: $null Traditional Rental Income: $1722 Airbnb ROI: N/A Traditional ROI: 3.34%
1127 Norcova Court Chesapeake, VA Beautiful single family detached home in convenient Greenbrier area of Chesapeake, with pl...	4 beds \| 3 baths \| 2,410 sq.ft.	$489,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.81% Airbnb Rental Income: $null Traditional Rental Income: $3135 Airbnb ROI: N/A Traditional ROI: 4.81%
122 Grant Street Chesapeake, VA Updated 2-bedroom, 1-bath ranch in Chesapeake â move-in ready and packed with updates! C...	2 beds \| 1 baths \| 832 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.92% Airbnb Rental Income: $null Traditional Rental Income: $1430 Airbnb ROI: N/A Traditional ROI: 3.92%
325 Oak Lake Run Chesapeake, VA Welcome to this well-maintained 3-bedroom, 2-bath detached home in Chesapeakeâs desirabl...	3 beds \| 2 baths \| 1,446 sq.ft.	$365,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.59% Airbnb Rental Income: $null Traditional Rental Income: $2292 Airbnb ROI: N/A Traditional ROI: 4.59%
3932 Pierce Lane Chesapeake, VA	2 beds \| 2 baths \| 1,176 sq.ft.	$295,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.33% Airbnb Rental Income: $null Traditional Rental Income: $1541 Airbnb ROI: N/A Traditional ROI: 3.33%
1327 HAZEL AVE Chesapeake, VA Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 2 baths \| 1,176 sq.ft.	$291,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.8% Airbnb Rental Income: $null Traditional Rental Income: $1866 Airbnb ROI: N/A Traditional ROI: 4.8%
2041 Lockard Avenue Chesapeake, VA Great investment opportunity! This 3 bedroom, 1 bath ranch comes with a tenant in place th...	3 beds \| 1 baths \| 1,000 sq.ft.	$230,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.18% Airbnb Rental Income: $null Traditional Rental Income: $2085 Airbnb ROI: N/A Traditional ROI: 7.18%
3408 Albury CT Chesapeake, VA Over 3,400 sq ft on a quiet cul-de-sac in Western Branch! Featuring new floors, fresh pain...	4 beds \| 3 baths \| N/A	$515,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.43% Airbnb Rental Income: $null Traditional Rental Income: $3146 Airbnb ROI: N/A Traditional ROI: 4.43%
1016 Thoroughgood Way #101 Chesapeake, VA	2 beds \| 2 baths \| 1,166 sq.ft.	$230,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.19% Airbnb Rental Income: $null Traditional Rental Income: $1856 Airbnb ROI: N/A Traditional ROI: 6.19%
942 Brigantine Court Chesapeake, VA Welcome to 942 Brigantine Ct! This beautifully updated end-unit townhouse in the highly de...	3 beds \| 2 baths \| 1,140 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.21% Airbnb Rental Income: $null Traditional Rental Income: $1818 Airbnb ROI: N/A Traditional ROI: 4.21%
1731 Woodmill Street Chesapeake, VA Located in the heart of Chesapeakeâs Greenbrier area, this meticulously maintained detac...	3 beds \| 3 baths \| 1,867 sq.ft.	$390,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.19% Airbnb Rental Income: $null Traditional Rental Income: $2280 Airbnb ROI: N/A Traditional ROI: 4.19%
1308 Seaboard Avenue Chesapeake, VA Remodeled in 2019, this updated home offers just over 2,000 sq ft of inviting living space...	4 beds \| 3 baths \| 2,021 sq.ft.	$360,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.63% Airbnb Rental Income: $null Traditional Rental Income: $2638 Airbnb ROI: N/A Traditional ROI: 5.63%
728 Luther Street Chesapeake, VA This beautiful home is nestled into a cozy neighborhood in the heart of Great Bridge. Boa...	3 beds \| 3 baths \| 1,810 sq.ft.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.82% Airbnb Rental Income: $null Traditional Rental Income: $2397 Airbnb ROI: N/A Traditional ROI: 3.82%
3401 Cricket Hollow Lane Chesapeake, VA Beautifully updated end-unit townhome with an open, airy feel. Freshly painted interior wi...	2 beds \| 3 baths \| 1,512 sq.ft.	$324,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.33% Airbnb Rental Income: $null Traditional Rental Income: $1662 Airbnb ROI: N/A Traditional ROI: 3.33%
1229 Decatur Street Chesapeake, VA This is such a lovely home with a fantastic backyard and oversized detached garage conveni...	3 beds \| 2 baths \| 1,332 sq.ft.	$270,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.47% Airbnb Rental Income: $null Traditional Rental Income: $1943 Airbnb ROI: N/A Traditional ROI: 5.47%
1108 Rockland Court Chesapeake, VA Welcome to this beautiful 4-bedroom, 2.5-bath home located in the highly sought-after Grea...	4 beds \| 3 baths \| 2,792 sq.ft.	$570,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.57% Airbnb Rental Income: $null Traditional Rental Income: $3040 Airbnb ROI: N/A Traditional ROI: 3.57%
700 CROSS Quay Chesapeake, VA Spacious and Open floor plan. Cathedral Ceilings & Sky Lights open to Large Eat-In Kitche...	4 beds \| 3 baths \| 3,295 sq.ft.	$709,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.02% Airbnb Rental Income: $null Traditional Rental Income: $2684 Airbnb ROI: N/A Traditional ROI: 2.02%
328 Alpine Drive Chesapeake, VA Beautifully updated 4-bedroom, 2-bath home in the heart of Great Bridge! Freshly painted w...	4 beds \| 2 baths \| 3,350 sq.ft.	$545,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.84% Airbnb Rental Income: $null Traditional Rental Income: $3040 Airbnb ROI: N/A Traditional ROI: 3.84%
1853 Rockwood Drive Chesapeake, VA Step into this beautiful home where rich hardwood floors warmly welcome you. The chefâs ...	4 beds \| 3 baths \| 3,050 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.29% Airbnb Rental Income: $null Traditional Rental Income: $3153 Airbnb ROI: N/A Traditional ROI: 3.29%
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.	$155,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.83% Airbnb Rental Income: $null Traditional Rental Income: $1705 Airbnb ROI: N/A Traditional ROI: 8.83%
1819 Martin Avenue Chesapeake, VA THIS IS A PLACE YOU CAN CALL HOME. Solid brick home in a cul-de-sac offering durability, t...	3 beds \| 2 baths \| 1,250 sq.ft.	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.71% Airbnb Rental Income: $null Traditional Rental Income: $2085 Airbnb ROI: N/A Traditional ROI: 7.71%
566 River Creek Road Chesapeake, VA Take a look at this charming 3 bedroom, 1.5 bath ranch! This home has been updated kitchen...	3 beds \| 2 baths \| 1,379 sq.ft.	$340,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.25% Airbnb Rental Income: $null Traditional Rental Income: $1734 Airbnb ROI: N/A Traditional ROI: 3.25%
431 Supplejack Court Chesapeake, VA This adorable, well maintained home is ready for its new owners. Enjoy 2 living areas - on...	4 beds \| 3 baths \| 2,180 sq.ft.	$470,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.6% Airbnb Rental Income: $null Traditional Rental Income: $2589 Airbnb ROI: N/A Traditional ROI: 3.6%

Your search for investment property begins and ends here

Marfa Investment Property for Sale in Chesapeake, VA

2856 Flag Road

Chesapeake, VA

3 beds | 1 baths | 1,319 sq.ft.

$325,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.52%

Airbnb Rental Income: $null

Traditional Rental Income: $1695

Airbnb ROI: N/A

Traditional ROI: 3.52%

1439 Thistlewood Lane

Chesapeake, VA

2 beds | 2 baths | 1,727 sq.ft.

$425,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.31%

Airbnb Rental Income: $null

Traditional Rental Income: $2208

Airbnb ROI: N/A

Traditional ROI: 2.31%

627 Emerald Court

Chesapeake, VA

4 beds | 3 baths | 2,887 sq.ft.

$560,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.98%

Airbnb Rental Income: $null

Traditional Rental Income: $3176

Airbnb ROI: N/A

Traditional ROI: 3.98%

2220 Ardmore Avenue

Chesapeake, VA

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

$349,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.52%

Airbnb Rental Income: $null

Traditional Rental Income: $2516

Airbnb ROI: N/A

Traditional ROI: 5.52%

641 Gallbush Road

Chesapeake, VA

4 beds | 3 baths | 2,200 sq.ft.

$534,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.7%

Airbnb Rental Income: $null

Traditional Rental Income: $2385

Airbnb ROI: N/A

Traditional ROI: 2.7%

1024 Middle Street

Chesapeake, VA

3 beds | 3 baths | 1,500 sq.ft.

$329,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.93%

Airbnb Rental Income: $null

Traditional Rental Income: $1900

Airbnb ROI: N/A

Traditional ROI: 3.93%

3204 Bruno Drive

Chesapeake, VA

4 beds | 2 baths | 1,800 sq.ft.

$375,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.95%

Airbnb Rental Income: $null

Traditional Rental Income: $2148

Airbnb ROI: N/A

Traditional ROI: 3.95%

1016 Thoroughgood Way #307

Chesapeake, VA

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

$239,999

Airbnb cash on cash: N/A

Traditional cash on cash: 6.55%

Airbnb Rental Income: $null

Traditional Rental Income: $2004

Airbnb ROI: N/A