Chesapeake, VA homes for sale & real estate

963 homes

Sort:

Recommended

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Welcome to 3901 Cannon Point Drive, where timeless elegance meets modern comfort! This beautifully maintained 3-bedroom, 2-bath brick ranch offers 1,575 square feet of stylish single-level living on a gorgeous, landscaped corner lot in Western Branch. Step inside to discover gleaming hardwood floors, elegant plantation shutters throughout, and a stunning updated kitchen featuring quartz countertops, custom cabinetry, and newer appliances. Both bathrooms have been tastefully remodeled with beautiful tile finishes. Relax in the inviting den featuring a cozy gas fireplace and brand-new carpeting. Additional improvements include replacement windows, a newer roof, and a professionally inspected

$445,000

3 beds2 baths1,575 sq ft

3901 Cannon Point Drive Dr, Chesapeake, VA 23321

Custom cabinetry • Newer appliances • Updated kitchen

OPEN SAT, 11AM TO 2PM

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Join 757 Building Company for our Fall Barndo Experience on Saturday, November 7th, from 11 AM to 2 PM at 8464 Rolfe Highway in Surry! Tour two completed barndominiums, meet our building team, and enjoy a petting zoo, kettle corn, apple cider, giveaways, and prizes. Free admission and everyone is welcome! The Aspen Barndominium! Customize this 4b/ 2.5b barndo with your style, colors and finishes with the builder. Stunning Covered Front Porch leads to the Open Great Room designed with 18ft vaulted ceiling for the perfect open Living, Dining and Kitchen space. Kitchen with Stainless Steel Appliances, granite counters, tile backsplash, and walk-in pantry. Large Primary with huge walk-in close

$799,900

4 beds2.5 baths2,400 sq ft

2907 Seven Eleven Rd, Chesapeake, VA 23322

Covered front porch • Huge walk-in closet • Spa-like bathroom

FLOOR PLAN

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Welcome to Las Gaviotas! This spacious 3-bedroom townhome in the desirable Grassfield High School district offers a wonderful combination of space, functionality, and valuable updates. Major improvements include a new roof, energy efficient windows, sliding glass door and exterior doors in 2022 along with new appliances in 2024, fresh paint and new carpet. The kitchen offers ample space for everyday cooking and dining, while 2 generously sized upstairs bedrooms each feature their own private full bathroom. Go outside to enjoy the large backyard , perfect for relaxing, entertaining or fishing in the lake. With its spacious layout and important updates already completed this home offers an op

$330,000

3 beds2.5 baths1,528 sq ft

428 San Roman Dr, Chesapeake, VA 23322

Large backyard • Sliding glass door • Exterior doors

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Seller offering 12 month home warranty to buyer. Lender offering 1% lender credit when using Homespire home loan to purchase home. BEAUTIFUL DETACHED and updated home in Western Branch Commons offering over 2,000 sq ft, 3 bedrooms and 2.5 baths. Features include a converted garage providing additional living space, a cozy fireplace, new flooring, newer appliances and water heater, and updated electrical. Enjoy the gorgeous backyard with two patio areas, including a brick paver patio and a deck with bench seating. A great combination of updated features, versatile living space and inviting outdoor areas.

$399,000

3 beds2.5 baths2,093 sq ft

3023 Big Bend Dr, Chesapeake, VA 23321

$147 HOA • Garage • Built 1998

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Welcome to this beautifully updated 4-bedroom, 2.5-bath home in the heart of Chesapeake's Greenbrier area. Enjoy fresh paint, new LVP flooring, and new carpet throughout. The spacious, open floor plain is great for entertaining, hosting gatherings, and everyday living. The generous kitchen features granite countertops and stainless-steel appliances, making meal preparation a pleasure. Head outdoors to your large paver patio and enjoy the privacy of a fenced backyard, desirable for relaxing or entertaining outdoors. The attached garage offers added convenience with a new garage door opener. Centrally located near military bases, beaches, medical facilities, shopping, restaurants, and major i

$420,000

4 beds2.5 baths2,000 sq ft

1325 Debbs Ln, Chesapeake, VA 23320

Attached garage • Updated home • Granite countertops

Property at 910 Rue Marseille, Chesapeake, VA 23320, 2 beds, 2 baths

$229,900

2 beds2 baths1,015 sq ft

910 Rue Marseille, Chesapeake, VA 23320

Property at 1213 Fentress Airfield Rd, Chesapeake, VA 23322, 3 beds, 2 baths

$489,900

3 beds2 baths1,820 sq ft

1213 Fentress Airfield Rd, Chesapeake, VA 23322

Property at 509 Dinwiddie Ct, Chesapeake, VA 23322, 3 beds, 2 baths

$490,000

3 beds2 baths1,906 sq ft

509 Dinwiddie Ct, Chesapeake, VA 23322

Property at 1618 Berkley Ave, Norfolk, VA 23523, 4 beds, 2 baths

$199,900

4 beds2 baths1,258 sq ft

1618 Berkley Ave, Norfolk, VA 23523

Property at 3141 Guenevere Dr, Chesapeake, VA 23323, 4 beds, 2 baths

$365,000

4 beds2 baths1,690 sq ft

3141 Guenevere Dr, Chesapeake, VA 23323

Property at 2220 Capri Cir, Chesapeake, VA 23321, 4 beds, 3 baths

$425,000

4 beds3 baths2,122 sq ft

2220 Capri Cir, Chesapeake, VA 23321

Property at 1129 Hazel Ave, Chesapeake, VA 23325, 4 beds, 3.5 baths

$379,900

4 beds3.5 baths2,000 sq ft

1129 Hazel Ave, Chesapeake, VA 23325

Property at 3532 Parr Ln, Chesapeake, VA 23323, 4 beds, 2 baths

$350,000

4 beds2 baths1,400 sq ft

3532 Parr Ln, Chesapeake, VA 23323

Property at 733 Big Bear Ln, Chesapeake, VA 23323, 5 beds, 3.5 baths

$749,900

5 beds3.5 baths3,642 sq ft

733 Big Bear Ln, Chesapeake, VA 23323

Property at 821 Redleafe Cir, Chesapeake, VA 23320, 6 beds, 4 baths

$980,000

6 beds4 baths4,800 sq ft

821 Redleafe Cir, Chesapeake, VA 23320

Property at 1108 Shell Rd, Chesapeake, VA 23323, 5 beds, 3 baths

$558,000

5 beds3 baths2,323 sq ft

1108 Shell Rd, Chesapeake, VA 23323

Property at 3365 Benefit Rd, Chesapeake, VA 23322, 2 beds, 1 bath

$324,999

2 beds1 bath1,230 sq ft

3365 Benefit Rd, Chesapeake, VA 23322

Property at 1500 Elder Ave, Chesapeake, VA 23325, 2 beds, 2 baths

$298,000

2 beds2 baths1,089 sq ft

1500 Elder Ave, Chesapeake, VA 23325

Property at 628 Gladesdale Dr, Chesapeake, VA 23322, 4 beds, 2 baths

$499,900

4 beds2 baths1,913 sq ft

628 Gladesdale Dr, Chesapeake, VA 23322

Property at 2020 Sanderson Rd, Chesapeake, VA 23322, 4 beds, 3 baths

$798,900

4 beds3 baths3,223 sq ft

2020 Sanderson Rd, Chesapeake, VA 23322

Property at 2013 Athens Ct, Chesapeake, VA 23323, 5 beds, 2.5 baths

$419,900

5 beds2.5 baths3,376 sq ft

2013 Athens Ct, Chesapeake, VA 23323

Property at 1112 Orville Ave, Chesapeake, VA 23324, 3 beds, 2 baths

$315,000

3 beds2 baths1,665 sq ft

1112 Orville Ave, Chesapeake, VA 23324

Property at 2044 Charwood Dr, Chesapeake, VA 23320, 4 beds, 3.5 baths

$776,315

4 beds3.5 baths3,555 sq ft

2044 Charwood Dr, Chesapeake, VA 23320

Property at 1324 Cambridge Way, Chesapeake, VA 23320, 3 beds, 2.5 baths

$615,000

3 beds2.5 baths2,674 sq ft

1324 Cambridge Way, Chesapeake, VA 23320

Property at 4009 Santa Maria Dr, Chesapeake, VA 23321, 3 beds, 1.5 baths

$395,000

3 beds1.5 baths1,578 sq ft

4009 Santa Maria Dr, Chesapeake, VA 23321

Property at 1924 Land Of Promise Rd, Chesapeake, VA 23322, 4 beds, 2.5 baths

$639,900

4 beds2.5 baths2,000 sq ft

1924 Land Of Promise Rd, Chesapeake, VA 23322

Property at 4009 San Salvador Dr, Chesapeake, VA 23321, 3 beds, 1.5 baths

$375,000

3 beds1.5 baths1,771 sq ft

4009 San Salvador Dr, Chesapeake, VA 23321

Property at 4012 Santa Maria Dr, Chesapeake, VA 23321, 3 beds, 2 baths

$395,000

3 beds2 baths1,334 sq ft

4012 Santa Maria Dr, Chesapeake, VA 23321

Property at 2868 Flag Rd, Chesapeake, VA 23323, 4 beds, 2 baths

$395,000

4 beds2 baths1,448 sq ft

2868 Flag Rd, Chesapeake, VA 23323

Property at 549 Dunning Ln, Chesapeake, VA 23322, 3 beds, 2 baths

$510,000

3 beds2 baths1,936 sq ft

549 Dunning Ln, Chesapeake, VA 23322

Property at 321 Wimbledon Chase Unit E, Chesapeake, VA 23320, 2 beds, 2 baths

$225,000

2 beds2 baths905 sq ft

321 Wimbledon Chase Unit E, Chesapeake, VA 23320

Property at 1421 Gemstone Ln, Chesapeake, VA 23320, 5 beds, 3.5 baths

$699,900

5 beds3.5 baths2,852 sq ft

1421 Gemstone Ln, Chesapeake, VA 23320

Property at 1329 George Washington Hwy N, Chesapeake, VA 23323, 3 beds, 2 baths

$315,000

3 beds2 baths1,730 sq ft

1329 George Washington Hwy N, Chesapeake, VA 23323

Property at 1824 Kathleen Ct, Virginia Beach, VA 23464, 3 beds, 2.5 baths

$389,900

3 beds2.5 baths1,313 sq ft

1824 Kathleen Ct, Virginia Beach, VA 23464

Property at MM Bellhaven-multi-gen, Chesapeake, VA 23322, 5 beds, 3.5 baths

$800,000

5 beds3.5 baths3,240 sq ft

MM Bellhaven-multi-gen, Chesapeake, VA 23322

Property at 708 Sail Fish Quay, Chesapeake, VA 23320, 2 beds, 2 baths

$239,900

2 beds2 baths1,236 sq ft

708 Sail Fish Quay, Chesapeake, VA 23320

Property at 458 Blue Beech Way, Chesapeake, VA 23320, 3 beds, 2.5 baths

$415,000

3 beds2.5 baths2,151 sq ft

458 Blue Beech Way, Chesapeake, VA 23320

Property at 1307 Channing Way, Chesapeake, VA 23322, 5 beds, 3.5 baths

$629,900

5 beds3.5 baths3,445 sq ft

1307 Channing Way, Chesapeake, VA 23322

Property at 1268 Kidbrooke St, Chesapeake, VA 23322, 6 beds, 5 baths

$899,990

6 beds5 baths4,409 sq ft

1268 Kidbrooke St, Chesapeake, VA 23322

Property at 501 Seahorse Run, Chesapeake, VA 23320, 2 beds, 2 baths

$235,500

2 beds2 baths1,236 sq ft

501 Seahorse Run, Chesapeake, VA 23320

Property at 1906 Mccoy Rd, Chesapeake, VA 23323, 4 beds, 4 baths

$728,900

4 beds4 baths2,500 sq ft

1906 Mccoy Rd, Chesapeake, VA 23323

Viewing page 5 of 24

Average home prices near Chesapeake, VA

Cities

Neighborhoods
Zip Codes

Greenbrier homes for sale
$449,900
Ghent homes for sale
$450,000
Western Branch homes for sale
$439,900
Deep Creek homes for sale
$414,900
Cavalier Manor homes for sale
$259,450
Great Bridge homes for sale
$547,450
West Ghent homes for sale
$202,950
Eagle Pointe homes for sale
$499,999
Kempsville homes for sale
$408,500
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)

$429,795

+2.8% YoY | Sep 2026

1 year
3 year
5 year

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

Location

Data

Sep 2026

Growth

% YoY

Chesapeake, VA

$429,795

+2.8%

See more Chesapeake, VA market insights

More to explore in Chesapeake, VA

Featured
Price
Bedroom

How to buy a house in Chesapeake, VA

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

9 Redfin agents serving Chesapeake

248

Deals*

4.8

Satisfaction

1122

Homes closed*

* Data from the last year

Popular Markets in Virginia

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

Redfin Brokerage Licenses

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.