Cheshire Forest Homes for Sale in Chesapeake, VA
Cheshire Forest is a settled neighborhood of detached homes in the Great Bridge area of Chesapeake, VA. Its tree-lined streets sit in the 23322 ZIP code. The community was established in 1987. It was the Tidewater Builders Association Homearama site in 1989. Its roughly 500 homes reflect that late-1980s-through-1990s era. Homes here tend to be larger and classic in style, with varied looks and big yards. Mature trees and several ponds surround them. An HOA keeps up the shared features. Battlefield Boulevard is an easy reach. Cheshire Forest is a well-rooted address in southern Chesapeake.
7 homes for sale in Cheshire Forest right now.
7
Active Listings
$610,000
Median List Price
$189
Avg. $ / Sq. Ft.
40
Avg. Days on Market
14d ago
Newest Listing
Live from the REIN MLS, refreshed continuously. Stats reflect active for-sale inventory in Cheshire Forest.
Neighborhood14
Sold · last 12 mo
$627,500
Median sale price
$217
Median sold $/sq ft
4
Median days on market
$719,900
804 Wakedale ARCH, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$698,000
608 Archer CT, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$682,500
810 Hedgerow CT, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$610,000
609 Edgewood ARCH, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$589,699
746 Yorkshire TRL, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$565,000
641 Edgewood ARCH, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$3,500
756 Yorkshire TRL, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
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Living in Cheshire Forest
Day-to-day life in Cheshire Forest centers on its features and walkable layout. There is a pool with lifeguards on duty. It is open from Memorial Day weekend through the weekend after Labor Day. There is also a clubhouse you can reserve. Two night-lit tennis and pickleball courts, a sand volleyball court, and two playgrounds round it out. Cheshire Forest Park, north of Parker Road, adds a pond, a playground, a playing field, and picnic areas. Three ponds draw ducks, geese, herons, and other wildlife. Wide streets with sidewalks make for pleasant dog walks and strolls. The neighborhood sits near Battlefield Boulevard. Everyday shopping, dining, and grocery stores in the Great Bridge area are a short drive. Greenbrier's larger retail centers are a bit farther north. For commuters, Battlefield Boulevard links across Hampton Roads. It also leads toward I-64, the Chesapeake Expressway, and the military bases in Norfolk and Virginia Beach.
Cheshire Forest is mature and built out, not a new-construction area. So its homes are mostly detached houses from the late 1980s and 1990s. Many sit on sizable lots with grown-in landscaping. Inventory is usually thin. Often only a small handful of homes are active at once, which reflects modest turnover. Demand is supported by its shared features, the Great Bridge spot, and commuting access across Hampton Roads. So well-kept or updated homes tend to draw interest when they list. Because turnover is modest, buyers who want Cheshire Forest often benefit from watching new listings closely.
What Cheshire Forest 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.
$627,500
Median sale price · 12 mo
14 closed sales
$217
Median sold $ / sq ft
closed sales with recorded sq ft
4 days
Median days on market
for homes that closed
$4K–$720K
Active listing range
7 on the market today
| Property type | Sold · 12 mo | Median sale price |
|---|---|---|
| Detached homes | 14 | $627,500 |
Source: REIN MLS closed sales, trailing 12 months, computed by VaHome.
Recently sold in Cheshire Forest
The latest 10 closings from the REIN MLS. Each opens the home's full sold record.
819 Keeling DR, CHESAPEAKE VA 23322
4 bd · 3 ba · 2,673 sqft
$620,000
Sold Sep 2026
604 Glasgow ST, CHESAPEAKE VA 23322
5 bd · 4 ba · 3,420 sqft
$710,700
Sold Aug 2026
656 Parker RD, CHESAPEAKE VA 23322
4 bd · 2.1 ba · 2,820 sqft
$695,000
Sold Aug 2026
601 Guisborne CT, CHESAPEAKE VA 23322
4 bd · 2.1 ba · 2,464 sqft
$595,000
Sold Jul 2026
1004 Marlbank CT, CHESAPEAKE VA 23322
4 bd · 2.1 ba · 3,218 sqft
$645,000
Sold Jul 2026
616 Royal Grant DR, CHESAPEAKE VA 23322
4 bd · 3.1 ba · 2,386 sqft
$630,000
Sold Jun 2026
817 Satinwood CT, CHESAPEAKE VA 23322
6 bd · 4.1 ba · 4,142 sqft
$750,000
Sold Jun 2026
920 Keeling DR, CHESAPEAKE VA 23322
4 bd · 3 ba · 2,838 sqft
$625,000
Sold Jun 2026
517 Liverpool CT, CHESAPEAKE VA 23322
4 bd · 2.1 ba · 2,520 sqft
$585,000
Sold Jun 2026
511 Ashforth WAY, CHESAPEAKE VA 23322
4 bd · 2.1 ba · 2,400 sqft
$570,000
Sold Jun 2026
What buyers should know
Neutral counts from the 22 Cheshire Forest 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 · 22
0 of 25
mapped homes inside a Navy jet-noise (AICUZ) contour
Every VaHome listing shows its exact noise zone and Accident Potential Zone.
Zone C
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 Cheshire Forest area
$146,912
Median household income
41.9
Median age
92.1%
Owner-occupied households
50.4%
Bachelor's degree or higher
Source: U.S. Census Bureau, American Community Survey 2024 5-Year Estimates (2020–2024), census-tract level for the Cheshire Forest area. Shown identically for every neighborhood.
Bases & commutes
Straight-line distances from the center of Cheshire Forest. Every listing page shows live drive times with traffic.
Listings & market data updated September 2026 · Live REIN MLS data
Cheshire Forest real estate FAQ
Where is Cheshire Forest located in Chesapeake, VA?+
Cheshire Forest is in the Great Bridge area of southern Chesapeake. It lies in the 23322 ZIP code near Battlefield Boulevard. Its streets wrap around several ponds. Cheshire Forest Park is north of Parker Road. Shopping in the Great Bridge and Greenbrier areas is close, and commuting routes run across Hampton Roads.
What kinds of homes are in Cheshire Forest?+
Cheshire Forest has roughly 500 detached homes. Most were built from the late 1980s through the 1990s, after the community was established in 1987. Homes tend to be larger and classic in style, with varied looks and big yards among mature trees. The neighborhood was the Tidewater Builders Association Homearama site in 1989.
What amenities does Cheshire Forest offer?+
The HOA maintains a swimming pool with lifeguards on duty. It is open Memorial Day weekend through the weekend after Labor Day. There is also a clubhouse you can reserve. Two night-lit tennis and pickleball courts, a sand volleyball court, and two playgrounds round it out. Cheshire Forest Park adds a pond, a playground, a playing field, and picnic areas. Three ponds attract local wildlife. Sidewalks and wide streets run through the area.
What schools serve Cheshire Forest?+
Cheshire Forest is part of Chesapeake Public Schools. School zones and GreatSchools ratings can change. So confirm the current zoned elementary, middle, and high schools for a specific address with Chesapeake Public Schools.
How far is Cheshire Forest from the interstates and military bases?+
Cheshire Forest sits along Battlefield Boulevard. That road links to I-64 and the Chesapeake Expressway for travel across Hampton Roads. From there, you can reach Norfolk and Virginia Beach, including their military bases. Still, the southern Chesapeake spot means commute times depend on traffic and destination.
What is the housing market like in Cheshire Forest?+
Cheshire Forest is a settled community with a full set of shared features. Homes vary in size, sit on mature lots, and have access to its recreation features. Inventory is usually thin, with only a small number of homes active at a time. So listings can move fast when they appear. Touring in person and reviewing the HOA's features and dues is the best way to judge fit.
About Chesapeake
Homes for sale in Chesapeake, VA offer suburban space, top-rated schools, and easy access to Virginia Beach and Norfolk. The city splits roughly into five corridors. Greenbrier, ZIP 23320, has newer construction and shopping near the mall. Great Bridge, in 23320 and 23322, has the historic Battlefield district and excellent schools. Hickory, in 23322, has large-lot homes and Hickory High. Western Branch, in 23321, sits near the Portsmouth border. It has mature trees and starter homes. Deep Creek and South Norfolk, in 23323 and 23324, have lower-priced homes and waterfront access. Chesapeake Public Schools anchor buyer demand. They rank among the highest-rated in Hampton Roads. Hickory High, Grassfield High, Great Bridge High, and Western Branch High are all here. Median home prices range from $300K starter homes in Deep Creek to $600K+ homes in Great Bridge. Luxury estates in Hickory's gated neighborhoods run $1M+. The commute to Virginia Beach, Norfolk Naval Shipyard, or Newport News Shipbuilding is easy via I-664 and I-64. Below you'll find every active Chesapeake MLS listing. It is 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.
Looking for a realtor for Cheshire Forest?
Looking for a realtor for Cheshire Forest? Tom & Dariya Milan, Realtors know Cheshire Forest street by street. Brokered by LPT Realty. As Chesapeake real estate agents, they track every Cheshire Forest sale. 14 homes have sold here in the last 12 months, at a median of $627,500. Right now 7 homes are on the market. They also know what Cheshire Forest buyers and sellers should expect next.
Need a Cheshire Forest buyer’s agent to find the right home? Or a listing agent to sell your Cheshire Forest house? The first conversation is free. There is never any pressure, just straight local answers. Thinking of selling? Start with a free home value estimate for Cheshire Forest. It is instant, built from REIN closed sales. A hand-built report follows within 24 hours.
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What residents say about Cheshire Forest
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