Briarwood Homes for Sale in Chesapeake, VA
Briarwood is an established residential neighborhood in the Great Bridge area of southern Chesapeake, Virginia, within the 23322 ZIP code. It is made up of single-family homes, including many two-story, Colonial-style houses, with much of the construction dating to the 1980s. The neighborhood sits within reach of the Great Bridge corridor and Battlefield Boulevard (Route 168), a main north-south route through this part of the city.
4 homes for sale in Briarwood right now.
4
Active Listings
$467,400
Median List Price
$155
Avg. $ / Sq. Ft.
13
Avg. Days on Market
10d ago
Newest Listing
Live from the REIN MLS, refreshed continuously. Stats reflect active for-sale inventory in Briarwood.

$650,000
706 Tannahill CT, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322

$649,900
413 Wickwood DR, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322

$284,900
117 Briar LN, WILLIAMSBURG VA 23188
Williamsburg, Virginia 23188

$3,495
608 Hearndon CT, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
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Listings & market data updated July 2026 · Live REIN MLS data
Briarwood real estate FAQ
Where is Briarwood located in Chesapeake?+
Briarwood is in the Great Bridge area of southern Chesapeake, within the 23322 ZIP code. It is positioned near the Great Bridge corridor and the Battlefield Boulevard (Route 168) route that runs through this part of the city.
What kind of homes are in Briarwood?+
The neighborhood consists primarily of single-family homes, including many two-story, Colonial-style houses. Much of the construction dates to the 1980s, giving the neighborhood an established character.
What schools serve the Briarwood neighborhood?+
Briarwood is served by Chesapeake Public Schools and falls within the Great Bridge attendance area, including Great Bridge Primary, Great Bridge Intermediate, Great Bridge Middle, and Great Bridge High School. Confirm current attendance boundaries with the school division and review ratings on GreatSchools, as zoning can change.
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.
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 Briarwood
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