Vintage homes for sale & real estate in Chesapeake, VA

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ABOUT THIS HOME
Vintage Home for sale in Chesapeake, VA:
This fully renovated home in Deep Creek sits on an oversized, private lot and blends modern upgrades with comfortable living. The heart of the home is the gorgeous, updated kitchen, featuring stylish finishes and plenty of space for cooking, gathering, and entertaining. Every detail has been refreshed to create a clean, move-in-ready feel, while large windows bring in natural light and highlight the home’s spacious layout. With four bedrooms (plus a bonus room) and three full bathrooms, this home offers flexibility for families, guests, or a home office setup. The massive detached garage provides abundant room for vehicles, storage, or hobbies, making it a standout feature of the prop

$420,000

4 beds3 baths1,820 sq ft

3501 Old Mill Rd, Chesapeake, VA 23323

Large windows • Updated kitchen • Detached garage

ABOUT THIS HOME
Vintage Home for sale in Chesapeake, VA:
Investor Opportunity in South Norfolk! This 1,216 sq ft home was damaged by a house fire and is ready for a complete renovation. The current floor plan includes 4 bedrooms and 1 bathroom, offering flexibility for redesign. Excellent opportunity for investors or experienced rehabbers. Property sold as-is with no repairs to be made by seller.

$125,000

4 beds1 bath1,216 sq ft

1712 Ohio St, Chesapeake, VA 23324

Built 1910 • Listed 6 days

ABOUT THIS HOME
Vintage Home for sale in Chesapeake, VA:
Step into the timeless charm of South Norfolk’s Historic District with this 1908 home! Boasting 4 bedrooms, 2 baths, and flexible living spaces, this residence blends character and comfort. Enjoy morning coffee on the inviting wraparound porch before stepping inside to a bright living room with a decorative fireplace and architectural details and built-ins. The kitchen features granite countertops, updated cabinetry, and easy flow to a formal dining room or office through the French doors. A first-floor bedroom, full bath, and large laundry room add convenience. Upstairs, find two more bedrooms including a spacious primary with his and hers closets, one of which is an oversized walk-i

$290,000

4 beds2 baths1,868 sq ft

1308 Chesapeake Ave, Chesapeake, VA 23324

Decorative fireplace • French doors • Wraparound porch

ABOUT THIS HOME
Vintage Home for sale in Chesapeake, VA:
New new new! Everything in the home has been remodeled brand new. This is a must come and see. Bring us an offer on your new home. Closing costs are negotiable.

$285,000

3 beds2 baths950 sq ft

3006 Menands Dr, Chesapeake, VA 23325

6,098 sq ft lot • 3 parking spots • Built 1958

ABOUT THIS HOME
Vintage Home for sale in Chesapeake, VA:
Fantastic 1st time Home Buyer Home. New Carpeting in bedrooms and interior Paint. Laminate flooring, Ceramic flooring in Kitchen & Bath, Granite Counter tops. Large Backyard with large shed AS IS. HVAC 2023, Roof 2019, Main Sewage water line replaced 2022

$223,000

3 beds1 bath875 sq ft

2913 Berkley Ave, Chesapeake, VA 23325

Ceramic flooring • Laminate flooring • New carpeting

Property at 103 Swain Ave, Chesapeake, VA 23323, 3 beds, 1 bath

$265,000

3 beds1 bath1,115 sq ft

103 Swain Ave, Chesapeake, VA 23323

Property at 1402 Earle Ave, Chesapeake, VA 23324, 3 beds, 2 baths

$275,000

3 beds2 baths1,595 sq ft

1402 Earle Ave, Chesapeake, VA 23324

Property at 501 Fernwood Farms Rd, Chesapeake, VA 23320, 4 beds, 2 baths

$485,000

4 beds2 baths1,873 sq ft

501 Fernwood Farms Rd, Chesapeake, VA 23320

Property at 509 Head Of River Rd, Chesapeake, VA 23322, 4 beds, 3 baths

$579,000

4 beds3 baths1,711 sq ft

509 Head Of River Rd, Chesapeake, VA 23322

Property at 4049 Oak Dr, Chesapeake, VA 23321, 2 beds, 1.5 baths

$354,900

2 beds1.5 baths1,355 sq ft

4049 Oak Dr, Chesapeake, VA 23321

Property at 2029 Battery Park Rd, Chesapeake, VA 23323, 3 beds, 1.5 baths

$299,900

3 beds1.5 baths1,400 sq ft

2029 Battery Park Rd, Chesapeake, VA 23323

Property at 511 Appomattox St, Norfolk, VA 23523, 3 beds, 1.5 baths

$259,900

3 beds1.5 baths1,400 sq ft

511 Appomattox St, Norfolk, VA 23523

Property at 1848 Ballahack Rd, Chesapeake, VA 23322, 4 beds, 2.5 baths

$569,000

4 beds2.5 baths2,600 sq ft

1848 Ballahack Rd, Chesapeake, VA 23322

Property at 1014 Rowland Ave, Chesapeake, VA 23324, 3 beds, 2 baths

$299,800

3 beds2 baths1,400 sq ft

1014 Rowland Ave, Chesapeake, VA 23324

Property at 6 Worden Pl, Portsmouth, VA 23702, 3 beds, 1 bath

$185,000

3 beds1 bath1,144 sq ft

6 Worden Pl, Portsmouth, VA 23702

Property at 123 Ridgewood Rd, Chesapeake, VA 23325, 4 beds, 2 baths

$374,900

4 beds2 baths1,785 sq ft

123 Ridgewood Rd, Chesapeake, VA 23325

Property at 4032 Georgia Rd, Chesapeake, VA 23321, 5 beds, 3 baths

$500,000

5 beds3 baths3,119 sq ft

4032 Georgia Rd, Chesapeake, VA 23321

Property at 4201 Nautilus Ave, Chesapeake, VA 23325, 3 beds, 1 bath

$205,000

3 beds1 bath1,186 sq ft

4201 Nautilus Ave, Chesapeake, VA 23325

Property at 1420 Anne Ave, Chesapeake, VA 23324, 4 beds, 1 bath

$309,900

4 beds1 bath1,200 sq ft

1420 Anne Ave, Chesapeake, VA 23324

Property at 3005 Scotia Dr, Chesapeake, VA 23325, 3 beds, 2 baths

$295,000

3 beds2 baths950 sq ft

3005 Scotia Dr, Chesapeake, VA 23325

Property at 5311 Libertyville Rd, Chesapeake, VA 23320, 3 beds, 2 baths

$309,900

3 beds2 baths1,092 sq ft

5311 Libertyville Rd, Chesapeake, VA 23320

Property at 1005 Chesapeake Ave, Chesapeake, VA 23324, 2 baths

$400,000

— beds2 baths3,177 sq ft

1005 Chesapeake Ave, Chesapeake, VA 23324

Property at 1208 Edgewood Ave, Chesapeake, VA 23324, 3 beds, 2 baths

$310,000

3 beds2 baths1,541 sq ft

1208 Edgewood Ave, Chesapeake, VA 23324

Property at 701 Wingfield Ave, Chesapeake, VA 23325, 4 beds, 2 baths

$275,000

4 beds2 baths1,878 sq ft

701 Wingfield Ave, Chesapeake, VA 23325

Property at 2609 Harling Dr, Chesapeake, VA 23325, 2 beds, 1 bath

$199,000

2 beds1 bath1,230 sq ft

2609 Harling Dr, Chesapeake, VA 23325

Property at 1322 Hoover Ave, Chesapeake, VA 23324, 3 beds, 1.5 baths

$224,900

3 beds1.5 baths1,300 sq ft

1322 Hoover Ave, Chesapeake, VA 23324

Property at 700 Stewart St, Chesapeake, VA 23324, 3 beds, 2 baths

$279,990

3 beds2 baths1,966 sq ft

700 Stewart St, Chesapeake, VA 23324

Property at 4440 S Military Hwy, Chesapeake, VA 23321, 3 beds, 1 bath

$185,000

3 beds1 bath900 sq ft

4440 S Military Hwy, Chesapeake, VA 23321

Property at 2900 Mayon Dr, Chesapeake, VA 23325, 3 beds, 1 bath

$210,000

3 beds1 bath950 sq ft

2900 Mayon Dr, Chesapeake, VA 23325

Property at 2402 Sunset Dr, Chesapeake, VA 23323, 2 beds, 1 bath

$290,000

2 beds1 bath825 sq ft

2402 Sunset Dr, Chesapeake, VA 23323

Property at 2320 Battery Park Rd, Chesapeake, VA 23323, 3 beds, 1 bath

$348,000

3 beds1 bath1,973 sq ft

2320 Battery Park Rd, Chesapeake, VA 23323

Property at 1441 Boxwood Dr, Chesapeake, VA 23323, 3 beds, 2 baths

$365,000

3 beds2 baths1,739 sq ft

1441 Boxwood Dr, Chesapeake, VA 23323

Property at 1513 Manson St, Norfolk, VA 23523, 3 beds, 2 baths

$180,000

3 beds2 baths1,350 sq ft

1513 Manson St, Norfolk, VA 23523

Property at 802 Decatur St, Chesapeake, VA 23324, 6 beds, 2.5 baths

$550,000

6 beds2.5 baths4,056 sq ft

802 Decatur St, Chesapeake, VA 23324

Property at 212 George Washington Hwy N, Chesapeake, VA 23323, 3 beds, 2 baths

$324,900

3 beds2 baths1,875 sq ft

212 George Washington Hwy N, Chesapeake, VA 23323

Property at 611 Lafayette Ave, Chesapeake, VA 23324, 3 beds, 2 baths

$259,000

3 beds2 baths1,456 sq ft

611 Lafayette Ave, Chesapeake, VA 23324

Property at 727 Sparrow Rd, Chesapeake, VA 23325, 3 beds, 1 bath

$345,000

3 beds1 bath1,491 sq ft

727 Sparrow Rd, Chesapeake, VA 23325

Property at 2761 Cedar Rd, Chesapeake, VA 23323, 3 beds, 2 baths

$369,900

3 beds2 baths1,590 sq ft

2761 Cedar Rd, Chesapeake, VA 23323

Property at 1004 Mayfield Ave, Chesapeake, VA 23324, 3 beds, 1 bath

$275,000

3 beds1 bath1,005 sq ft

1004 Mayfield Ave, Chesapeake, VA 23324

Property at 4121 Everett St, Chesapeake, VA 23324, 4 beds, 2 baths

$324,999

4 beds2 baths1,809 sq ft

4121 Everett St, Chesapeake, VA 23324

Property at 1007 Holly Ave, Chesapeake, VA 23324, 3 beds, 2 baths

$282,000

3 beds2 baths1,586 sq ft

1007 Holly Ave, Chesapeake, VA 23324

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Vintage Homes for Sale in Chesapeake

There are currently 73 vintage homes for sale in Chesapeake at a median listing price of $450K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chesapeake stay on the market for 52 days and receive 5 offers. Popular neighborhoods include Ghent, Western Branch, West Ghent, Kempsville, and Pungo-Blackwater. This map is refreshed with the newest listings in Chesapeake every 15 minutes.

In the past month, 249 homes have been sold in Chesapeake. In addition to houses in Chesapeake, there were also 205 condos, 54 townhouses, and 1 multi-family unit for sale in Chesapeake last month. Chesapeake is a not walkable city in Virginia with a Walk Score of 21. Chesapeake is home to approximately 222,581 people and 98,255 jobs. Find your dream home in Chesapeake using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Chesapeake are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chesapeake. Our Chesapeake real estate stats and trends will give you more information about home buying and selling trends in Chesapeake. If you're looking to sell your home in the Chesapeake area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chesapeake with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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