Chesapeake, VA homes for sale & real estate

852 homes

Sort:

Recommended

NEW CONSTRUCTION

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
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 closet and Spa-like Bathroom. Large laundry room, mudroom with lots of storage space and wash area. Bedrooms 2, 3, 4 share a bathroom with rec/bonus space. Best spot may just be the huge covered back porch with lovely nature views and access from the kitchen great room. Pics of previously built Aspen and may sho

$799,900

4 beds2.5 baths2,400 sq ft

2907 Seven Eleven Rd, Chesapeake, VA 23322

Covered front porch • Open great room • Granite counters

3D WALKTHROUGH

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Make this your first stop! This beautifully updated brick ranch in the desirable Oak Manor neighborhood was fully remodeled in 2022 and offers the perfect combination of style, space, and functionality. Featuring 4 spacious bedrooms, 2 full bathrooms, and an attached garage, this move-in-ready home has room for everyone. The thoughtful renovation included updated flooring, paint, lighting, and fixtures, creating a clean and modern feel throughout. In addition to the generous bedroom count, you'll find a dedicated office, a large bonus/rec room, and a workshop space—offering endless possibilities for working from home, hobbies, entertaining, or extra storage. Conveniently located near

$399,700

4 beds2 baths2,460 sq ft

624 Rock Dr, Chesapeake, VA 23323

Workshop space • Large bonus rec room • Updated flooring

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Move in ready 2 bedroom 1 bath condo in Western Branch. Open layout with spacious living room with vaulted ceiling and skylight. Large utility room with washer and dryer that convey. Renovated in 2025 with new HVAC 2025 and hot water heater 2026. New carpet, LVP, and paint in 2025. Newer appliances to include dryer (2025), dishwasher (2025), and electric range (2026). Exterior storage shed next to front door. One assigned parking spot and plenty of guest parking. Close to interstate and military bases.

$147,900

2 beds1 bath897 sq ft

3331 Clover Meadows Dr, Chesapeake, VA 23321

Renovated • Vaulted ceiling • New hvac

3D WALKTHROUGH

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Welcome to this fantastic opportunity in the desirable Norfolk Highlands neighborhood! This versatile property features a spacious 3-bedroom, 2-bath main home plus a detached studio-style in-law suite complete with its own kitchen, full bath, and a new mini split system (2024)for heating and cooling great for multigenerational living, guests, or a private office. Enjoy a fully fenced backyard great for entertaining, pets, or relaxing outdoors. Two powered storage sheds provide ample space for storage, hobbies, or a workshop. Updates include a new HVAC system (2016) and new roofs on both the main home and detached suite (2016), offering added peace of mind. Conveniently located near shoppin

$382,500

4 beds3 baths1,605 sq ft

1415 Willow Ave, Chesapeake, VA 23325

New roofs • New hvac system • 7,492 sq ft lot

FLOOR PLAN

ABOUT THIS HOME
Chesapeake, VA Homes for Sale
This meticulously maintained home in the sought-after Grassfield area of Chesapeake is waiting for you! Featuring 5 bedrooms and 4 full bathrooms, this spacious home offers plenty of room for everyday living and entertaining. The upstairs primary suite provides a relaxing retreat with two closets, a double vanity, stand-up shower, and garden tub. Three additional bedrooms and two full bathrooms complete the upstairs living space. The downstairs bedroom with an en-suite bathroom offers flexibility for guests, an in-law suite, or home office. The well-appointed kitchen features granite countertops, a breakfast bar, and updated appliances. The spacious living room is warmed by a gas

$595,000

5 beds4 baths3,000 sq ft

705 Creekwood Dr, Chesapeake, VA 23323

Wooded backyard • Gas fireplace • Bright sunroom

Property at 1916 Orangewood Rd, Chesapeake, VA 23323, 4 beds, 2.5 baths

$565,000

4 beds2.5 baths2,414 sq ft

1916 Orangewood Rd, Chesapeake, VA 23323

Property at 4111 Williamson St, Chesapeake, VA 23324, 3 beds, 2 baths

$325,000

3 beds2 baths1,200 sq ft

4111 Williamson St, Chesapeake, VA 23324

Property at 1417 Gust Ln, Chesapeake, VA 23323, 5 beds, 3.5 baths

$314,000

5 beds3.5 baths2,354 sq ft

1417 Gust Ln, Chesapeake, VA 23323

Property at 2537 Number Ten Ln, Chesapeake, VA 23323, 6 beds, 4.5 baths

$849,800

6 beds4.5 baths3,251 sq ft

2537 Number Ten Ln, Chesapeake, VA 23323

Property at 808 Monroe Ct, Chesapeake, VA 23320, 3 beds, 2.5 baths

$429,900

3 beds2.5 baths2,225 sq ft

808 Monroe Ct, Chesapeake, VA 23320

Property at 1540 Eldwick Drive #204, Chesapeake, VA 23320, 2 beds, 2 baths

$290,130

2 beds2 baths1,355 sq ft

1540 Eldwick Drive #204, Chesapeake, VA 23320

Property at 614 Middleton Way, Chesapeake, VA 23322, 4 beds, 2.5 baths

$594,000

4 beds2.5 baths2,456 sq ft

614 Middleton Way, Chesapeake, VA 23322

Property at 3931 Port Rd, Chesapeake, VA 23321, 4 beds, 2 baths

$277,500

4 beds2 baths1,275 sq ft

3931 Port Rd, Chesapeake, VA 23321

Property at 3909 Bruce Rd, Chesapeake, VA 23321, 5 beds, 3 baths

$799,900

5 beds3 baths3,125 sq ft

3909 Bruce Rd, Chesapeake, VA 23321

Property at 1520 Jimmy Ln, Chesapeake, VA 23322, 5 beds, 3 baths

$699,990

5 beds3 baths3,010 sq ft

1520 Jimmy Ln, Chesapeake, VA 23322

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

$424,900

3 beds2.5 baths2,151 sq ft

458 Blue Beech Way, Chesapeake, VA 23320

Property at 711 Pile Ave, Chesapeake, VA 23320, 3 beds, 2.5 baths

$420,000

3 beds2.5 baths2,058 sq ft

711 Pile Ave, Chesapeake, VA 23320

Property at 357 Dexter St E, Chesapeake, VA 23324, 3 beds, 2.5 baths

$409,500

3 beds2.5 baths2,250 sq ft

357 Dexter St E, Chesapeake, VA 23324

Property at 811 Twin Peak Ct Ct, Chesapeake, VA 23320, 4 beds, 3 baths

$620,000

4 beds3 baths2,900 sq ft

811 Twin Peak Ct Ct, Chesapeake, VA 23320

Property at 4700 Harlequin Way, Chesapeake, VA 23321, 4 beds, 2.5 baths

$560,000

4 beds2.5 baths2,710 sq ft

4700 Harlequin Way, Chesapeake, VA 23321

Property at 1804 Portlock Rd, Chesapeake, VA 23324, 2 beds, 1.5 baths

$199,900

2 beds1.5 baths792 sq ft

1804 Portlock Rd, Chesapeake, VA 23324

Property at 4607 Longleaf Pl, Chesapeake, VA 23321, 3 beds, 2.5 baths

$449,900

3 beds2.5 baths2,557 sq ft

4607 Longleaf Pl, Chesapeake, VA 23321

Property at 509 Ballahack Rd, Chesapeake, VA 23322, 5 beds, 3.5 baths

$1,199,000

5 beds3.5 baths3,714 sq ft

509 Ballahack Rd, Chesapeake, VA 23322

Property at 2704 Faulkner Dr, Chesapeake, VA 23321, 2 beds, 2.5 baths

$278,000

2 beds2.5 baths1,314 sq ft

2704 Faulkner Dr, Chesapeake, VA 23321

Property at 716 Hillwell Rd Unit B, Chesapeake, VA 23322, 3 beds, 2 baths

$380,000

3 beds2 baths1,356 sq ft

716 Hillwell Rd Unit B, Chesapeake, VA 23322

Property at 1012 Rue Marseille, Chesapeake, VA 23320, 2 beds, 2 baths

$219,900

2 beds2 baths919 sq ft

1012 Rue Marseille, Chesapeake, VA 23320

Property at 4 Harbor Watch Dr #520, Chesapeake, VA 23320, 3 beds, 2 baths

$308,500

3 beds2 baths1,668 sq ft

4 Harbor Watch Dr #520, Chesapeake, VA 23320

Property at 825 Waterfall Way, Chesapeake, VA 23322, 4 beds, 3 baths

$829,900

4 beds3 baths3,134 sq ft

825 Waterfall Way, Chesapeake, VA 23322

Property at 1908 Benefit Rd, Chesapeake, VA 23322, 5 beds, 3 baths

$935,000

5 beds3 baths3,252 sq ft

1908 Benefit Rd, Chesapeake, VA 23322

Property at 1435 Seaboard Ave, Chesapeake, VA 23324, 3 beds, 2.5 baths

$379,900

3 beds2.5 baths1,530 sq ft

1435 Seaboard Ave, Chesapeake, VA 23324

Property at 145 Hurdle Dr Dr, Chesapeake, VA 23322, 4 beds, 2 baths

$469,900

4 beds2 baths1,852 sq ft

145 Hurdle Dr Dr, Chesapeake, VA 23322

Property at 858 Waters Rd, Chesapeake, VA 23322, 4 beds, 2 baths

$525,000

4 beds2 baths1,736 sq ft

858 Waters Rd, Chesapeake, VA 23322

Property at 901 Railroad Ave, Chesapeake, VA 23324, 5 beds, 2.5 baths

$436,500

5 beds2.5 baths1,862 sq ft

901 Railroad Ave, Chesapeake, VA 23324

Property at 1625 Redwing Arch, Chesapeake, VA 23323, 3 beds, 2.5 baths

$419,900

3 beds2.5 baths1,744 sq ft

1625 Redwing Arch, Chesapeake, VA 23323

Property at 746 Yorkshire Trl, Chesapeake, VA 23322, 4 beds, 2.5 baths

$589,699

4 beds2.5 baths2,612 sq ft

746 Yorkshire Trl, Chesapeake, VA 23322

Property at 2505 Sylvia Ct, Chesapeake, VA 23322, 4 beds, 4 baths

$1,750,000

4 beds4 baths5,707 sq ft

2505 Sylvia Ct, Chesapeake, VA 23322

Property at 810 Hedgerow Ct, Chesapeake, VA 23322, 5 beds, 3 baths

$682,500

5 beds3 baths3,200 sq ft

810 Hedgerow Ct, Chesapeake, VA 23322

Property at 4141 3rd St, Chesapeake, VA 23324, 3 beds, 2 baths

$319,600

3 beds2 baths1,154 sq ft

4141 3rd St, Chesapeake, VA 23324

Property at 4004 Oak Dr, Chesapeake, VA 23321, 4 beds, 2 baths

$429,000

4 beds2 baths1,655 sq ft

4004 Oak Dr, Chesapeake, VA 23321

Property at 1928 Rockwood Dr, Chesapeake, VA 23323, 4 beds, 2.5 baths

$645,000

4 beds2.5 baths3,146 sq ft

1928 Rockwood Dr, Chesapeake, VA 23323

Property at 4985 Boone Rd, Chesapeake, VA 23321, 2 beds, 2.5 baths

$330,900

2 beds2.5 baths1,464 sq ft

4985 Boone Rd, Chesapeake, VA 23321

Viewing page 12 of 21

Average home prices near Chesapeake, VA

Cities

Counties

Isle of Wight County homes for sale
$515,000
York County homes for sale
$549,900
Norfolk homes for sale
$340,000

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)

$435,443

+3.1% YoY | Aug 2026

1 year
3 year
5 year

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

Location

Data

Aug 2026

Growth

% YoY

Chesapeake, VA

$435,443

+3.1%

See more Chesapeake, VA market insights

More to explore in Chesapeake, VA

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

10 Redfin agents serving Chesapeake

298

Deals*

4.8

Satisfaction

1470

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.

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.