Greenbrier Homes for Sale in Chesapeake, VA
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.
20 homes for sale in Greenbrier right now.
“Greenbrier is central Chesapeake convenience — established streets minutes from the region's biggest retail corridor and the interstate. Homes here move on practicality more than drama, which makes it one of the easier places in the city to buy well if you're patient about condition.”
20
Active Listings
$286,750
Median List Price
$149
Avg. $ / Sq. Ft.
19
Avg. Days on Market
1d ago
Newest Listing
Live from the REIN MLS, refreshed continuously. Stats reflect active for-sale inventory in Greenbrier.
Neighborhood71
Sold · last 12 mo
$329,000
Median sale price
$229
Median sold $/sq ft
12
Median days on market
$504,500
527 Windward DR, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$495,000
800 Broad Reach RD, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$494,500
1431 Thistlewood LN, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$375,000
1109 Hearthstone LNDG, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$349,900
1523 Pucknall DR, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$349,500
1016 Winged Foot CT #B, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$334,900
1513 Pucknall DR, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$300,000
1311 Eagles Path Trace PATH #A, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$299,900
1313 Quail Creek HOLW #C, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$288,500
106 Greenbrier RD, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$285,000
939 Still Harbor CIR, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$264,900
500 Judah WAY #123, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$254,900
918 Seabreeze CT, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$2,650
1104 Brandon CT, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$2,450
912 Saint Andrews RCH #A, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$2,300
829 Shoal Creek TRL, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$2,300
1483 Titchfield DR, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$1,995
935 Still Harbor CIR, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$1,895
1310 River Birch RN S, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$1,495
1084 Kempsville RD, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
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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.
What Greenbrier homes actually sell for
Computed from REIN MLS closed sales over the trailing 12 months — updates with every MLS sync, not a third-party monthly aggregate.
$329,000
Median sale price · 12 mo
71 closed sales
$229
Median sold $ / sq ft
closed sales with recorded sq ft
12 days
Median days on market
for homes that closed
$1K–$505K
Active listing range
20 on the market today
| Property type | Sold · 12 mo | Median sale price |
|---|---|---|
| Detached homes | 21 | $416,250 |
| Townhomes & condos | 50 | $296,500 |
Source: REIN MLS closed sales, trailing 12 months, computed by VaHome.
What buyers should know
Neutral counts from the 150 Greenbrier homes VaHome has mapped against federal and state hazard layers — shown the same way for every neighborhood.
0%
of mapped homes sit in FEMA high-risk flood zones
X · 150
0 of 146
mapped homes inside a Navy jet-noise (AICUZ) contour
Every VaHome listing shows its exact noise zone and Accident Potential Zone.
Zone NONE
hurricane evacuation zone
Va. Dept. of Emergency Management — Know Your Zone.
Sources: FEMA National Flood Hazard Layer · U.S. Navy AICUZ via city GIS · Virginia Dept. of Emergency Management.
Census profile of the Greenbrier area
$87,794
Median household income
41.4
Median age
76.1%
Owner-occupied households
41.3%
Bachelor's degree or higher
Source: U.S. Census Bureau, American Community Survey 2024 5-Year Estimates (2020–2024), census-tract level for the Greenbrier area. Shown identically for every neighborhood.
Bases & commutes
Straight-line distances from the center of Greenbrier. Every listing page shows live drive times with traffic.
Listings & market data updated July 2026 · Live REIN MLS data
Greenbrier real estate FAQ
Where is Greenbrier located in Chesapeake, VA?+
Greenbrier is a central Chesapeake area built around Greenbrier Mall and the Greenbrier Parkway corridor, just off Interstate 64 on the city's north side. It lies near the I-64/I-464 interchange, with Route 168 (Battlefield Boulevard) and US-17 among the major routes nearby. The area combines established residential streets with shopping centers, office parks, lakes, and golf courses.
What kinds of homes are in Greenbrier?+
Greenbrier has a varied mix of housing, including single-family homes, townhomes, condominiums, quadravillas, and duplexes. Architectural styles range from brick ranch homes to two-story houses, with communities such as The Retreat at Greenbrier, the Villas at Greenbrier (Cedar Glen), and Lakes of Greenbrier. Many subdivisions were developed from the 1970s through the early 2000s, so much of the housing stock is established rather than new construction.
What schools serve the Greenbrier area?+
Greenbrier is served by Chesapeake Public Schools, with Greenbrier Primary and Greenbrier Intermediate handling the earlier grades and Greenbrier Middle School serving grades 6-8. Depending on the specific address, the assigned high school is typically Indian River High School or Oscar Smith High School. Attendance zones depend on a home's exact location, so buyers should confirm the assigned schools and current GreatSchools ratings before purchasing.
How far is Greenbrier from the interstates and the naval bases?+
Greenbrier has direct access to Interstate 64 via the Greenbrier Parkway interchange, with Interstate 464 and Route 168 also nearby for north-south travel. Naval Station Norfolk is roughly 16 to 19 miles away, typically a 25 to 35 minute drive depending on traffic. The location also provides connections toward downtown Norfolk, Portsmouth, and Virginia Beach.
What lakes and golf options are around Greenbrier?+
Greenbrier includes several lakes, and a number of residential communities are built around these waters. Greenbrier Country Club, on Volvo Parkway, offers a private 18-hole course (designed by Rees Jones, opened 1987) and clubhouse. To the southeast, along the Chesapeake-Virginia Beach boundary, the Stumpy Lake Natural Area in Virginia Beach features a 278-acre lake, an 18-hole public golf course originally designed by Robert Trent Jones, plus surrounding greenspace, trails, and a canoe and kayak launch.
What shopping, dining, and offices are in Greenbrier?+
Greenbrier is one of Chesapeake's main commercial hubs, anchored by Greenbrier Mall and surrounded by retail centers, restaurants, hotels, and the Greenbrier Circle and Greenbrier Towne Center office and business parks. Medical offices and major employers cluster along the corridor, placing day-to-day shopping and services within a short drive of most homes.
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 2 minutes from the REIN feed.
Schools serving Chesapeake
Browse Chesapeake homes by CPS attendance zone. Zoning is assigned by address and can change — always confirm a specific home’s zoned schools with the school division.
Explore more Chesapeake real estate
What residents say about Greenbrier
Honest, moderated reviews from people who’ve lived in Greenbrier. Share your own experience to help future neighbors decide.
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