Duplexes for Sale in Chesapeake, VA

Looking for a smart investment or a creative housing solution in Chesapeake? Duplexes offer the perfect combination of income potential and flexible living arrangements. Whether you're an investor seeking steady rental cash flow, a homeowner looking to offset your mortgage by renting one unit, or someone searching for a multi-generational living option, Chesapeake's duplex market has something to offer. These properties typically feature side-by-side or stacked unit configurations, each with their own private entrances, living spaces, kitchens, and bathrooms, providing tenants or family members with comfortable, independent living quarters.

Chesapeake duplexes come in a variety of styles and locations, from charming historic properties with classic architectural details and high ceilings to updated modern units with contemporary finishes and amenities. Many properties sit on generous lots with outdoor space for recreation and gardening, and often include practical features like covered carports, detached storage sheds, and separately metered utilities that simplify landlord responsibilities. You'll find duplexes conveniently located near shopping, dining, and major transportation routes throughout the city, including in sought-after neighborhoods like Historic South Norfolk. With Chesapeake's strong rental market and quality of life, duplex ownership offers both immediate income potential and long-term value appreciation for savvy buyers.

 
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Price $275,000
Price/SqFt: 146.43
Status: New Listing
SqFt: 1,878
Subdivision: PLYMOUTH PARK
Fantastic opportunity to own this duplex with large first floor living area with 3 bedrooms and 1 full bath family room and dining room and eat-in kitchen. First floor unit A is a ranch on one level. Upstairs unit B is a one bedroom + 1 bath with a kitchen and living room. Access to unit B has wooden stairs on the exterior and a back...
Listing ID: 10612689
REIN
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r3707679701
Price $389,500
Price/SqFt: 181.5
Status: Active
SqFt: 2,146
Subdivision: BROADMOOR
INVESTORS!! This is the duplex you've been waiting for! Side by side duplex each side offering two bedrooms, two bathrooms, large living area, updated kitchen, NEW CARPET, two covered carports, and two detached sheds! Discover comfort, convenience, and income potential in this well-maintained duplex, perfect for owner-occupants or...
Listing ID: 10609448
REIN
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r3707679701
Price $265,900
Price/SqFt: 133.22
Status: Under Contract
SqFt: 1,996
Subdivision: SOUTH NORFOLK
Welcome to 1305 Chesapeake Avenue, a classic duplex located in Historic South Norfolk, offering both charm and investment opportunity. Unit 1 (downstairs) is approximately 1,050 sq. ft. and currently leased at $1,650/month through 4/30/26. Unit 2 (upstairs) is approximately 946 sq. ft. and is owner-occupied, providing flexibility for...
Listing ID: 10603498
REIN
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r3707679701
Price $295,000
Price/SqFt: 172.51
Status: Active
SqFt: 1,710
Subdivision: SOUTH NORFOLK
Listing ID: 10575591
REIN
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r3707679701
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