Chesapeake, VA homes for sale & real estate

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3D WALKTHROUGH

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
There’s something special about living in Culpepper Landing, where charming streets, welcoming neighbors, and an incredible sense of community make everyday life feel a little different. Welcome to 616 Big Bear Lane! Beyond your front door, discover a neighborhood designed for connection and enjoyment. Spend summer afternoons at the resort-style pool, stay active at the fitness center, enjoy the walking paths, or gather with friends at the clubhouse. From neighborhood celebrations to regular social events, there’s always something bringing this community together. Tree-lined streets, sidewalks, playgrounds, and dog parks add to the appeal, while convenient access to shopping, di

$565,000

4 beds2.5 baths2,417 sq ft

616 Big Bear Ln, Chesapeake, VA 23321

Dog parks • Fitness center • Clubhouse

NEW CONSTRUCTION

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Madison model at Riverview Landing by Wetherington Homes. Main-level living with added flexibility, featuring a loft, bedroom, and private bath on the upper level. Thoughtfully designed with versatile spaces for a variety of needs, offering the convenience of first-floor living with additional bonus space. A well-balanced layout combining comfort, function, and flexibility. Ask about our incentive.

$695,000

4 beds3 baths2,552 sq ft

MM Madison 2, Chesapeake, VA 23322

2 garage spots • Built 2026 • Listed 4 days

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
THREE BRICK DUPLEXES | SIX-UNIT INVESTMENT OPPORTUNITY! 1000–1010 Ohio Street | South Norfolk, Chesapeake Expand your rental portfolio with three matching brick duplexes in a convenient South Norfolk location! Each two-story residence offers two bedrooms, one bathroom, a living room, pantry, and a spacious eat-in kitchen. Front porches, private off-street parking, an actual private parking lot, and generous backyard space add everyday appeal. All six units are occupied, offering an established rental operation for the next owner. Selected units offer opportunities for improvements, allowing you to enhance the properties over time. Offered individually at $269,900 each, or purchase all

$268,900

2 beds1 bath945 sq ft

1008 Ohio St, Chesapeake, VA 23324

Two story residence • Living room • 6,500 sq ft lot

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Fresh updates and easy single-level living welcome you to 205 Gale Ave! Enjoy a freshly painted interior, new carpet in the living room and bedrooms, tile flooring in the foyer and hallway, and new luxury vinyl tile in the kitchen. The refreshed kitchen features touched-up cabinetry and a ceramic-top range with a convection oven. The home also includes a refrigerator, microwave, washer, and dryer. The backyard invites you to relax or gather around the fire pit with surrounding swings, enclosed by a six-foot privacy fence. A large storage shed provides extra space for tools, hobbies, and outdoor gear. Additional highlights include convenient tilt-in windows, a roof less than three years old,

$245,000

3 beds1 bath792 sq ft

205 Gale Ave, Chesapeake, VA 23323

New carpet • Ceramic-top range • Tile flooring

3D WALKTHROUGH

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Rare Dual Primary Suites in the top-rated Grassfield High zone! Built in 2021, this pristine craftsman single family detached condo welcomes you into a light-filled main level tailored for modern living. Here, a gourmet kitchen with quartz countertops, a massive central island, and premium cabinetry flows into the main family room and a fully finished, heated sunroom—use for a home office. From there, step out to a huge back patio and private yard. The main floor is rounded out by a stunning first-floor primary suite with a spa-like bath. Upstairs, a fantastic loft-type second living space can be for for movie nights or gaming. This level features three bedrooms, including the second

$599,900

4 beds3.5 baths2,652 sq ft

2065 Shipyard Rd, Chesapeake, VA 23323

Quartz countertops • Huge back patio • Gourmet kitchen

Property at 3435 Collins Blvd, Chesapeake, VA 23321, 3 beds, 1.5 baths

$349,000

3 beds1.5 baths1,188 sq ft

3435 Collins Blvd, Chesapeake, VA 23321

Property at 3924 Ahoy Dr, Chesapeake, VA 23321, 3 beds, 2 baths

$335,000

3 beds2 baths1,323 sq ft

3924 Ahoy Dr, Chesapeake, VA 23321

Property at MM Cedar Tree (ambler On 5) Ct, Chesapeake, VA 23323, 4 beds, 2.5 baths

$854,161

4 beds2.5 baths3,057 sq ft

MM Cedar Tree (ambler On 5) Ct, Chesapeake, VA 23323

Property at 1000 Ohio St, Chesapeake, VA 23324, 2 beds, 1 bath

$268,900

2 beds1 bath945 sq ft

1000 Ohio St, Chesapeake, VA 23324

Property at MM Wescott, Chesapeake, VA 23322, 3 beds, 2 baths

$729,990

3 beds2 baths2,020 sq ft

MM Wescott, Chesapeake, VA 23322

Property at 661 Allery Rd, Chesapeake, VA 23320, 3 beds, 2.5 baths

$429,900

3 beds2.5 baths2,100 sq ft

661 Allery Rd, Chesapeake, VA 23320

Property at 1516 Caden Ln #36, Chesapeake, VA 23322, 3 beds, 2.5 baths

$699,900

3 beds2.5 baths2,175 sq ft

1516 Caden Ln #36, Chesapeake, VA 23322

Property at 904 Koonce Ln, Chesapeake, VA 23322, 4 beds, 3.5 baths

$612,500

4 beds3.5 baths2,700 sq ft

904 Koonce Ln, Chesapeake, VA 23322

Property at 1060 Butte Ln, Chesapeake, VA 23320, 4 beds, 3.5 baths

$479,900

4 beds3.5 baths1,900 sq ft

1060 Butte Ln, Chesapeake, VA 23320

Property at 2110 Edwin Dr, Chesapeake, VA 23322, 2 beds, 2 baths

$499,000

2 beds2 baths1,471 sq ft

2110 Edwin Dr, Chesapeake, VA 23322

Property at 917 Railroad Ave, Chesapeake, VA 23324, 5 beds, 3 baths

$439,900

5 beds3 baths1,862 sq ft

917 Railroad Ave, Chesapeake, VA 23324

Property at 649 Allery Rd, Chesapeake, VA 23320, 4 beds, 3.5 baths

$452,900

4 beds3.5 baths2,082 sq ft

649 Allery Rd, Chesapeake, VA 23320

Property at 701 Flatrock Ln, Chesapeake, VA 23320, 4 beds, 2.5 baths

$565,248

4 beds2.5 baths2,145 sq ft

701 Flatrock Ln, Chesapeake, VA 23320

Property at 703 Flatrock Ln, Chesapeake, VA 23320, 3 beds, 2.5 baths

$474,698

3 beds2.5 baths1,740 sq ft

703 Flatrock Ln, Chesapeake, VA 23320

Property at MM Sonoma, Chesapeake, VA 23322, 4 beds, 3.5 baths

$740,000

4 beds3.5 baths2,935 sq ft

MM Sonoma, Chesapeake, VA 23322

Property at 705 Flatrock Ln, Chesapeake, VA 23320, 4 beds, 2.5 baths

$567,088

4 beds2.5 baths2,145 sq ft

705 Flatrock Ln, Chesapeake, VA 23320

Property at 1102 Loxdell Ct, Chesapeake, VA 23322, 4 beds, 2 baths

$555,000

4 beds2 baths2,100 sq ft

1102 Loxdell Ct, Chesapeake, VA 23322

Property at 5013 Oriole Dr, Chesapeake, VA 23321, 4 beds, 2.5 baths

$585,000

4 beds2.5 baths2,946 sq ft

5013 Oriole Dr, Chesapeake, VA 23321

Property at 641 Ravenwoods Dr, Chesapeake, VA 23322, 6 beds, 4.5 baths

$1,499,000

6 beds4.5 baths5,648 sq ft

641 Ravenwoods Dr, Chesapeake, VA 23322

Property at 5001 Clifton St, Chesapeake, VA 23321, 3 beds, 1 bath

$199,900

3 beds1 bath960 sq ft

5001 Clifton St, Chesapeake, VA 23321

Property at 1505 Head Of River Rd, Chesapeake, VA 23322, 4 beds, 3.5 baths

$1,150,000

4 beds3.5 baths3,538 sq ft

1505 Head Of River Rd, Chesapeake, VA 23322

Property at 2708 Cedar Rd, Chesapeake, VA 23323, 5 beds, 4.5 baths

$620,000

5 beds4.5 baths2,884 sq ft

2708 Cedar Rd, Chesapeake, VA 23323

Property at 801 Drawbridge Dr, Chesapeake, VA 23323, 4 beds, 2.5 baths

$239,900

4 beds2.5 baths2,318 sq ft

801 Drawbridge Dr, Chesapeake, VA 23323

Property at 3153 Trumpet Rd, Chesapeake, VA 23321, 5 beds, 3 baths

$400,000

5 beds3 baths2,414 sq ft

3153 Trumpet Rd, Chesapeake, VA 23321

Property at 609 Saber Dr, Chesapeake, VA 23322, 4 beds, 2.5 baths

$550,000

4 beds2.5 baths3,200 sq ft

609 Saber Dr, Chesapeake, VA 23322

Property at 720 Paula Dr, Chesapeake, VA 23322, 5 beds, 3.5 baths

$670,000

5 beds3.5 baths3,901 sq ft

720 Paula Dr, Chesapeake, VA 23322

Property at 1228 Destiny Way, Chesapeake, VA 23320, 3 beds, 2.5 baths

$469,900

3 beds2.5 baths2,019 sq ft

1228 Destiny Way, Chesapeake, VA 23320

Property at 4199 Taught Line Loop, Chesapeake, VA 23321, 4 beds, 2.5 baths

$299,900

4 beds2.5 baths2,160 sq ft

4199 Taught Line Loop, Chesapeake, VA 23321

Property at 102 Harbor Watch Dr, Chesapeake, VA 23320, 3 beds, 2.5 baths

$305,000

3 beds2.5 baths2,100 sq ft

102 Harbor Watch Dr, Chesapeake, VA 23320

Property at 1004 Saint Brides Rd W, Chesapeake, VA 23322, 6 beds, 4.5 baths

$3,650,000

6 beds4.5 baths5,566 sq ft

1004 Saint Brides Rd W, Chesapeake, VA 23322

Property at 309 Barcelona Dr, Chesapeake, VA 23320, 4 beds, 3 baths

$530,000

4 beds3 baths2,485 sq ft

309 Barcelona Dr, Chesapeake, VA 23320

Property at 909 Sydenham Blvd, Chesapeake, VA 23322, 6 beds, 3 baths

$700,000

6 beds3 baths3,204 sq ft

909 Sydenham Blvd, Chesapeake, VA 23322

Property at 1322 Sebastian Ct, Chesapeake, VA 23322, 5 beds, 3.5 baths

$819,900

5 beds3.5 baths3,480 sq ft

1322 Sebastian Ct, Chesapeake, VA 23322

Property at 1249 E Eva Blvd, Chesapeake, VA 23320, 4 beds, 2 baths

$378,900

4 beds2 baths1,800 sq ft

1249 E Eva Blvd, Chesapeake, VA 23320

Property at 903 Willow Brook Ct, Chesapeake, VA 23320, 4 beds, 2.5 baths

$539,900

4 beds2.5 baths2,746 sq ft

903 Willow Brook Ct, Chesapeake, VA 23320

Property at 1112 Walnut Neck Ave, Chesapeake, VA 23320, 4 beds, 2.5 baths

$625,000

4 beds2.5 baths2,596 sq ft

1112 Walnut Neck Ave, Chesapeake, VA 23320

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Average home prices near Chesapeake, VA

Cities

Neighborhoods
Zip Codes

Greenbrier homes for sale
$457,000
Ghent homes for sale
$457,500
Western Branch homes for sale
$409,500
Deep Creek homes for sale
$414,900
Cavalier Manor homes for sale
$259,900
Great Bridge homes for sale
$549,900
West Ghent homes for sale
$202,950
Eagle Pointe homes for sale
$505,000
Kempsville homes for sale
$400,000
Pungo-Blackwater homes for sale
$792,411

Chesapeake, VA real estate trends

All Home Types trends in Chesapeake, VA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$424,705

+1.8% YoY | Oct 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Oct 2026

Growth

% YoY

Chesapeake, VA

$424,705

+1.8%

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251

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Satisfaction

1126

Homes closed*

* Data from the last year

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