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.

28 homes for sale in Greenbrier right now.

1431 Thistlewood LN, CHESAPEAKE VA 23320

$499,000

1431 Thistlewood LN, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2 ba2,248 sqft
1501 Rosehill DR #46, CHESAPEAKE VA 23320

$495,000

1501 Rosehill DR #46, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd3 ba2,062 sqft
929 Thatcher WAY, CHESAPEAKE VA 23320

$448,000

929 Thatcher WAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd2.1 ba2,166 sqft
1213 Saddleback LNDG, CHESAPEAKE VA 23320

$365,000

1213 Saddleback LNDG, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2 ba1,320 sqft
1359 Cypress PL, CHESAPEAKE VA 23320

$359,900

1359 Cypress PL, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd1 ba1,332 sqft
1428 Leckford DR, CHESAPEAKE VA 23320

$345,000

1428 Leckford DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,870 sqft
1513 Pucknall DR, CHESAPEAKE VA 23320

$344,900

1513 Pucknall DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd2.1 ba1,870 sqft
1301 Tuckaway RCH #D, CHESAPEAKE VA 23320

$334,000

1301 Tuckaway RCH #D, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2 ba1,591 sqft
1309 Fairways LKT #B, CHESAPEAKE VA 23320

$329,000

1309 Fairways LKT #B, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd2 ba1,589 sqft
1440 Rollesby WAY, CHESAPEAKE VA 23320

$320,000

1440 Rollesby WAY, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd2.1 ba1,704 sqft
1307 Eagles Trace PATH #A, CHESAPEAKE VA 23320

$315,000

1307 Eagles Trace PATH #A, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd2 ba1,420 sqft
1307 Eagles Trace PATH #C, CHESAPEAKE VA 23320

$300,000

1307 Eagles Trace PATH #C, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd2 ba1,141 sqft
1363 Cypress PL, CHESAPEAKE VA 23320

$300,000

1363 Cypress PL, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

4 bd3 ba2,054 sqft
1258 Mill Lake QTR, CHESAPEAKE VA 23320

$299,700

1258 Mill Lake QTR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd1.1 ba1,301 sqft
526 Windward DR, CHESAPEAKE VA 23320

$290,000

526 Windward DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2.1 ba1,471 sqft
1420 Hambledon LOOP, CHESAPEAKE VA 23320

$289,000

1420 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
901 Seabreeze CT, CHESAPEAKE VA 23320

$270,000

901 Seabreeze CT, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd1.1 ba1,064 sqft
1718 Rock Bridge MEWS #B, CHESAPEAKE VA 23320

$225,000

1718 Rock Bridge MEWS #B, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd2 ba978 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
948 Saint Andrews RCH #B, CHESAPEAKE VA 23320

$219,000

948 Saint Andrews RCH #B, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

1 bd1 ba900 sqft
1601 Stone Moss RCH #C, CHESAPEAKE VA 23320

$218,900

1601 Stone Moss RCH #C, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd1 ba822 sqft
1032 Volvo PW, CHESAPEAKE VA 23320

$120,000

1032 Volvo PW, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2,000 sqft
No photo provided

$2,450

912 Saint Andrews RCH #A, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2 ba1,300 sqft
1301 Cypress PL, CHESAPEAKE VA 23320

$2,400

1301 Cypress PL, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

3 bd2 ba1,204 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
935 Still Harbor CIR, CHESAPEAKE VA 23320

$2,000

935 Still Harbor CIR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd1 ba1,064 sqft
964 Saint Andrews RCH #A, CHESAPEAKE VA 23320

$1,995

964 Saint Andrews RCH #A, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

2 bd2 ba1,272 sqft

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 hourly from the REIN feed.

See all Chesapeake homes for sale →

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