Greenbrier Homes for Sale

Chesapeake, Virginia

Greenbrier is a residential neighborhood located in Chesapeake, Virginia, offering a suburban setting with tree-lined streets and well-maintained homes. The area features a mix of single-family residences and established properties that reflect the character of the region. The neighborhood benefits from its proximity to local amenities while maintaining a quiet, residential atmosphere.

29 homes for sale in Greenbrier right now.

1426 Carrolton WAY, CHESAPEAKE VA 23320

$539,900

1426 Carrolton WAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd3 ba2,347 sqft
1431 Thistlewood LN, CHESAPEAKE VA 23320

$499,000

1431 Thistlewood LN, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2 ba2,248 sqft
1028 BRANDON QUAY, CHESAPEAKE VA 23320

$445,000

1028 BRANDON QUAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,061 sqft
1361 Cypress PL, CHESAPEAKE VA 23320

$425,000

1361 Cypress PL, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,750 sqft
1514 Waylen LOOP, CHESAPEAKE VA 23320

$420,000

1514 Waylen LOOP, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd2 ba1,442 sqft
1340 Cypress Pl NONE, CHESAPEAKE VA 23320

$400,000

1340 Cypress Pl NONE, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,861 sqft
1359 Cypress PL, CHESAPEAKE VA 23320

$359,900

1359 Cypress PL, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd1 ba1,332 sqft
1317 Eagles Trace Path NONE #E, CHESAPEAKE VA 23320

$353,800

1317 Eagles Trace Path NONE #E, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,707 sqft
1123 Shoal Creek TRL, CHESAPEAKE VA 23320

$350,000

1123 Shoal Creek TRL, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd2.1 ba1,684 sqft
1523 Pucknall DR, CHESAPEAKE VA 23320

$349,900

1523 Pucknall DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,870 sqft
1016 Winged Foot CT #B, CHESAPEAKE VA 23320

$349,500

1016 Winged Foot CT #B, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,472 sqft
1513 Pucknall DR, CHESAPEAKE VA 23320

$344,900

1513 Pucknall DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd2.1 ba1,870 sqft
1428 Leckford DR, CHESAPEAKE VA 23320

$338,000

1428 Leckford DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,870 sqft
1005 Winged Foot CT #A, CHESAPEAKE VA 23320

$330,000

1005 Winged Foot CT #A, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd2 ba1,589 sqft
1304 Sand Bunker ARCH #A, CHESAPEAKE VA 23320

$309,500

1304 Sand Bunker ARCH #A, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd2 ba1,360 sqft
1507 Hambledon LOOP, CHESAPEAKE VA 23320

$285,000

1507 Hambledon LOOP, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd2.1 ba1,350 sqft
500 Judah WAY #123, CHESAPEAKE VA 23320

$270,000

500 Judah WAY #123, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd2 ba1,215 sqft
952 Saint Andrews RCH #B, CHESAPEAKE VA 23320

$225,000

952 Saint Andrews RCH #B, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

1 bd1 ba900 sqft
967 Saint Andrews RCH #D, CHESAPEAKE VA 23320

$224,900

967 Saint Andrews RCH #D, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd2 ba1,026 sqft
964 Saint Andrews RCH #B, CHESAPEAKE VA 23320

$214,900

964 Saint Andrews RCH #B, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

1 bd1 ba900 sqft
912 Saint Andrews RCH #A, CHESAPEAKE VA 23320

$2,450

912 Saint Andrews RCH #A, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2 ba1,300 sqft
1121 Shoal Creek TRL, CHESAPEAKE VA 23320

$2,400

1121 Shoal Creek TRL, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,684 sqft
1301 Cypress PL, CHESAPEAKE VA 23320

$2,400

1301 Cypress PL, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2 ba1,204 sqft
1533 rollesby WAY, CHESAPEAKE VA 23320

$2,395

1533 rollesby WAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,870 sqft
1420 HAMBLEDON LOOP, CHESAPEAKE VA 23320

$2,295

1420 HAMBLEDON LOOP, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd2.1 ba1,350 sqft
935 Still Harbor CIR, CHESAPEAKE VA 23320

$2,000

935 Still Harbor CIR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd1 ba1,064 sqft
1119 Shoal Creek TRL, CHESAPEAKE VA 23320

$1,995

1119 Shoal Creek TRL, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd2 ba1,500 sqft
1315 River Birch RN S, CHESAPEAKE VA 23320

$1,950

1315 River Birch RN S, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd1.1 ba1,244 sqft
964 Saint Andrews RCH #A, CHESAPEAKE VA 23320

$1,895

964 Saint Andrews RCH #A, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd2 ba1,272 sqft

Get new Greenbrier-area listings by email

Be first to know when homes hit the market in Chesapeake. Free alerts from the VaHome Team.

Free new-listing alerts from the VaHome Team. No spam — unsubscribe anytime.

Living in Greenbrier

Residents enjoy access to parks, recreational facilities, and shopping areas within a reasonable distance. The community supports outdoor activities and family-oriented living with nearby green spaces and community gathering spots. Daily life in Greenbrier offers a balance between suburban convenience and neighborhood connectivity.

Greenbrier appeals to families and individuals seeking an established neighborhood with stable residential character in Chesapeake. The area's location and housing options make it accessible to those looking for suburban living with community infrastructure nearby. Buyers considering the neighborhood typically value its residential setting and established community presence.

About Chesapeake

Homes for sale in Chesapeake, VA appeal to buyers who want suburban space, top-rated schools, and easy access to Virginia Beach and Norfolk. The city's geography splits roughly into five corridors: Greenbrier (23320) with newer construction and shopping near the mall; Great Bridge (23320, 23322) with the historic Battlefield district and excellent schools; Hickory (23322) with large-lot family homes and Hickory High; Western Branch (23321) near the Portsmouth border with mature trees and starter homes; and Deep Creek / South Norfolk (23323, 23324) with affordable inventory and waterfront access. Buyer demand is anchored by Chesapeake Public Schools — among the highest-rated in Hampton Roads — including Hickory High, Grassfield High, Great Bridge High, and Western Branch High. Median home prices range from $300K starter homes in Deep Creek to $600K+ Great Bridge family homes and $1M+ luxury estates in Hickory's gated communities. Chesapeake's commute is excellent for buyers working in Virginia Beach, Norfolk Naval Shipyard, or Newport News Shipbuilding via the I-664 and I-64 corridors. Below you'll find every active Chesapeake MLS listing pulled every 5 minutes from the REIN feed.

See all Chesapeake homes for sale →

What residents say about Greenbrier

Honest, moderated reviews from people who’ve lived in Greenbrier. Share your own experience to help future neighbors decide.

No published reviews of Greenbrier yet. Be the first to share your experience.

Write a review of Greenbrier

Your review helps other Hampton Roads families decide where to live. We review every submission before publishing.

By submitting you agree your review may be displayed publicly with your first name. Your email will only be used for moderation and is never shown.

Other Chesapeake neighborhoods