Chesapeake, VA homes for sale & real estate

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SHORT SALEFLOOR PLAN

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Opportunity awaits at this Chesapeake property! With a little TLC and updating, this home has the potential to truly shine. Offering a functional floor plan, spacious living areas, and a desirable location, it's an excellent option for buyers looking to build equity or customize a home to their own style. Whether you're an investor or a homebuyer with a vision, this property is full of possibilities. Conveniently located near shopping, dining, schools, and major commuter routes. Being sold as-is.

$210,000

3 beds2 baths1,254 sq ft

1012 Sir Gawaine Dr, Chesapeake, VA 23323

Garage • Built 1983 • Listed 12 days

3D WALKTHROUGH

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
All-brick home offering over 5,000 sq. ft. of versatile living space and exceptional indoor–outdoor amenities. With 6 bedrooms, 5.5 bathrooms, and an additional first-floor flex room perfect as a 7th bedroom, home office, or formal living area, this home adapts beautifully to your lifestyle. Five of the bedrooms include private en-suite bathrooms, giving everyone their own comfortable retreat. A bright, oversized sunroom—equipped with heating and cooling but not included in the home’s total square footage—adds even more year-round living space. Step outside to your own backyard oasis. Brick pool house with heating/cooling + full bathroom. In-ground saltwater pool wit

$950,000

6 beds5.5 baths5,000 sq ft

844 Greenfield Ln, Chesapeake, VA 23322

Oversized sunroom • Backyard oasis • All brick home

OPEN SAT, 1PM TO 3PMFLOOR PLAN

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Welcome to a rare opportunity in Chesapeake's sought-after Hickory school district! Set on a full acre, this beautifully transformed 5-bedroom, 2-bath home offers the space and setting to enjoy a touch of country living while staying near the conveniences of the city. The renovation goes far beyond cosmetics, with a new roof, siding, windows, HVAC, flooring, carpet, plumbing, septic tank, appliances and more. Inside, fresh modern finishes create a bright, move-in-ready home with room for everyone. Outside, the expansive acre lot opens the door to gardens, outdoor entertaining, hobbies, animals or simply having more room to enjoy the outdoors. With golf courses nearby and easy access to ever

$445,000

5 beds2 baths1,800 sq ft

1441 Whittamore Rd, Chesapeake, VA 23322

New siding • New hvac • Full acre

3D WALKTHROUGH

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Prepare to fall in love with this well maintained home sitting on 1.63 acres. Viwinco impact-resistant windows with sound reduction, gas tankless water heater, gas grill hookup, new refrigerator, new water system and so much more! Spacious living space and generously sized bedrooms and bathrooms. 1,232-square-foot metal pole barn with 3 garage doors, a separate meter, multi 220 outlets, a heater, and an air compressor. It's perfect for someone who needs a separate workshop or storage for extra vehicles and boats. The possibilities are endless! Septic has been maintained regularly by R & K. Seller also has a netted batting cage available for installation! Convenient country living! Exc

$624,900

4 beds2.5 baths2,354 sq ft

408 Wenger Rd, Chesapeake, VA 23322

New water system • New refrigerator • Metal pole barn

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Property being sold "AS IS". Appliances convey "AS IS". Contents and debris in and on the property at settlement convey. Due diligence should be completed prior to submitting offer. No contingencies please. Property is being sold by a Conservator and, as a result, requires approval by a Commissioner of Accounts before any contract can be ratified.

$230,000

3 beds2 baths1,398 sq ft

2921 Hilton Ave, Chesapeake, VA 23324

8,712 sq ft lot • Garage • Built 1968

Property at 1301 Goose Creek Ct, Chesapeake, VA 23321, 3 beds, 2.5 baths

$499,999

3 beds2.5 baths2,288 sq ft

1301 Goose Creek Ct, Chesapeake, VA 23321

Property at 1421 Saint Brides Road West, Chesapeake, VA 23322, 4 beds, 3.5 baths

$849,900

4 beds3.5 baths2,720 sq ft

1421 Saint Brides Road West, Chesapeake, VA 23322

Property at 744 Norcova Dr, Chesapeake, VA 23320, 4 beds, 2 baths

$499,400

4 beds2 baths2,286 sq ft

744 Norcova Dr, Chesapeake, VA 23320

Property at 208 Leicester Ct, Chesapeake, VA 23322, 5 beds, 3 baths

$760,000

5 beds3 baths4,160 sq ft

208 Leicester Ct, Chesapeake, VA 23322

Property at 3317 N Radcliffe Ln, Chesapeake, VA 23321, 2 beds, 2.5 baths

$249,900

2 beds2.5 baths1,364 sq ft

3317 N Radcliffe Ln, Chesapeake, VA 23321

Property at 333 Greens Edge Dr, Chesapeake, VA 23322, 4 beds, 3.5 baths

$749,900

4 beds3.5 baths3,300 sq ft

333 Greens Edge Dr, Chesapeake, VA 23322

Property at 145 Sinclair Ln, Chesapeake, VA 23322, 5 beds, 3 baths

$650,000

5 beds3 baths3,436 sq ft

145 Sinclair Ln, Chesapeake, VA 23322

Property at 1128 Plantation Lakes Cir, Chesapeake, VA 23320, 5 beds, 3 baths

$635,000

5 beds3 baths2,765 sq ft

1128 Plantation Lakes Cir, Chesapeake, VA 23320

Property at 1103 Madison Lynn Way, Chesapeake, VA 23322, 5 beds, 2.5 baths

$640,000

5 beds2.5 baths2,557 sq ft

1103 Madison Lynn Way, Chesapeake, VA 23322

Property at 1620 Sandy Pines Way, Chesapeake, VA 23321, 3 beds, 2.5 baths

$375,000

3 beds2.5 baths1,628 sq ft

1620 Sandy Pines Way, Chesapeake, VA 23321

Property at 732 Washington Dr, Chesapeake, VA 23322, 4 beds, 2 baths

$639,900

4 beds2 baths2,863 sq ft

732 Washington Dr, Chesapeake, VA 23322

Property at 1909 Chesapeake Dr, Chesapeake, VA 23324, 5 beds, 3 baths

$419,000

5 beds3 baths2,200 sq ft

1909 Chesapeake Dr, Chesapeake, VA 23324

Property at 303 Diamond Ave, Chesapeake, VA 23323, 3 beds, 2 baths

$325,000

3 beds2 baths1,500 sq ft

303 Diamond Ave, Chesapeake, VA 23323

Property at 2428 Armor Ln, Chesapeake, VA 23325, 4 beds, 2 baths

$399,900

4 beds2 baths1,614 sq ft

2428 Armor Ln, Chesapeake, VA 23325

Property at 1300 Jackie Dr, Chesapeake, VA 23324, 3 beds, 1 bath

$250,000

3 beds1 bath1,580 sq ft

1300 Jackie Dr, Chesapeake, VA 23324

Property at 948 Shoal Creek Trl Unit A, Chesapeake, VA 23320, 2 beds, 2 baths

$314,999

2 beds2 baths1,589 sq ft

948 Shoal Creek Trl Unit A, Chesapeake, VA 23320

Property at 544 Wickwood Dr, Chesapeake, VA 23322, 4 beds, 2.5 baths

$574,900

4 beds2.5 baths2,389 sq ft

544 Wickwood Dr, Chesapeake, VA 23322

Property at 4116 Emberhill Ln, Chesapeake, VA 23321, 5 beds, 2 baths

$425,000

5 beds2 baths1,978 sq ft

4116 Emberhill Ln, Chesapeake, VA 23321

Property at 1505 Waitsel Dr #306, Chesapeake, VA 23320, 2 beds, 2 baths

$310,000

2 beds2 baths1,327 sq ft

1505 Waitsel Dr #306, Chesapeake, VA 23320

Property at 817 Wickford Dr, Chesapeake, VA 23320, 3 beds, 2 baths

$260,000

3 beds2 baths1,100 sq ft

817 Wickford Dr, Chesapeake, VA 23320

Property at 816 Shenandoah River Rd, Chesapeake, VA 23320, 2 beds, 2 baths

$299,900

2 beds2 baths1,350 sq ft

816 Shenandoah River Rd, Chesapeake, VA 23320

Property at 1318 18th St, Chesapeake, VA 23324, 3 beds, 2 baths

$248,900

3 beds2 baths1,336 sq ft

1318 18th St, Chesapeake, VA 23324

Property at 1104 Wright Ave, Chesapeake, VA 23324, 4 beds, 2 baths

$270,000

4 beds2 baths1,447 sq ft

1104 Wright Ave, Chesapeake, VA 23324

Property at 822 Wickford Dr, Chesapeake, VA 23320, 3 beds, 2 baths

$258,500

3 beds2 baths1,100 sq ft

822 Wickford Dr, Chesapeake, VA 23320

Property at 306 Wildlife Trce, Chesapeake, VA 23320, 4 beds, 3 baths

$619,900

4 beds3 baths2,558 sq ft

306 Wildlife Trce, Chesapeake, VA 23320

Property at 2213 Wildwood Rd, Chesapeake, VA 23323, 4 beds, 2 baths

$398,222

4 beds2 baths2,188 sq ft

2213 Wildwood Rd, Chesapeake, VA 23323

Property at 2204 Ardmore Ave, Chesapeake, VA 23324, 3 beds, 2 baths

$349,999

3 beds2 baths1,399 sq ft

2204 Ardmore Ave, Chesapeake, VA 23324

Property at 543 Bright Red Run, Chesapeake, VA 23323, 3 beds, 2.5 baths

$399,900

3 beds2.5 baths1,776 sq ft

543 Bright Red Run, Chesapeake, VA 23323

Property at 4215 Surf Ave, Chesapeake, VA 23325, 5 beds, 3 baths

$489,900

5 beds3 baths2,550 sq ft

4215 Surf Ave, Chesapeake, VA 23325

Property at 1700 Oliver Ave, Chesapeake, VA 23324, 3 beds, 2.5 baths

$335,000

3 beds2.5 baths1,734 sq ft

1700 Oliver Ave, Chesapeake, VA 23324

Property at 2408 Drum Creek Rd, Chesapeake, VA 23321, 3 beds, 1.5 baths

$299,000

3 beds1.5 baths1,134 sq ft

2408 Drum Creek Rd, Chesapeake, VA 23321

Property at 1217 Club House Dr, Chesapeake, VA 23322, 4 beds, 2.5 baths

$600,000

4 beds2.5 baths2,493 sq ft

1217 Club House Dr, Chesapeake, VA 23322

Property at 401 Brougham Ct, Chesapeake, VA 23322, 4 beds, 2.5 baths

$569,000

4 beds2.5 baths3,038 sq ft

401 Brougham Ct, Chesapeake, VA 23322

Property at 409 Cairns Rd, Chesapeake, VA 23322, 4 beds, 2.5 baths

$729,900

4 beds2.5 baths2,547 sq ft

409 Cairns Rd, Chesapeake, VA 23322

Property at 210 Gregg St, Chesapeake, VA 23320, 4 beds, 2.5 baths

$313,000

4 beds2.5 baths1,350 sq ft

210 Gregg St, Chesapeake, VA 23320

Property at 2904 Sir Walter Cres, Chesapeake, VA 23321, 4 beds, 2.5 baths

$425,000

4 beds2.5 baths3,000 sq ft

2904 Sir Walter Cres, Chesapeake, VA 23321

Viewing page 4 of 24

Average home prices near Chesapeake, VA

Cities

Counties

Isle of Wight County homes for sale
$520,000
York County homes for sale
$550,000
Suffolk homes for sale
$460,158

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)

$430,552

+7.6% 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

$430,552

+7.6%

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9 Redfin agents serving Chesapeake

251

Deals*

4.8

Satisfaction

1126

Homes closed*

* Data from the last year

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