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Deer Crossing Homes for Sale in Chesapeake, VA

Deer Crossing is a settled neighborhood in the Grassfield/Deep Creek part of western Chesapeake, Virginia. It sits in the 23323 ZIP code, off Cedar Road. The homes went up in the mid-to-late 1990s. There are roughly 160 detached houses on streets such as Sunset Maple Lane. A homeowners association governs the neighborhood. It keeps up a pool and a playground. The area is near Grassfield-area schools.

Map of Deer Crossing with neighborhood boundaryNeighborhood

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Recently sold in Deer Crossing

The latest 4 closings from the REIN MLS. Each opens the home's full sold record.

  1. 2107 Sunset Maple LN, CHESAPEAKE VA 23323

    4 bd · 2.1 ba · 2,059 sqft

    $529,900

    Sold Aug 2026

  2. 2016 Sunset Maple LN, CHESAPEAKE VA 23323

    4 bd · 2.1 ba · 2,390 sqft

    $480,150

    Sold Aug 2026

  3. 2016 Coral Ivy LN, CHESAPEAKE VA 23323

    4 bd · 2.1 ba · 2,701 sqft

    $555,000

    Sold May 2026

  4. 808 Winter King CT, CHESAPEAKE VA 23323

    3 bd · 2.1 ba · 1,700 sqft

    $445,000

    Sold Apr 2026

Census profile of the Deer Crossing area

$160,833

Median household income

37.7

Median age

95.2%

Owner-occupied households

46.1%

Bachelor's degree or higher

Source: U.S. Census Bureau, American Community Survey 2024 5-Year Estimates (2020–2024), census-tract level for the Deer Crossing area. Shown identically for every neighborhood.

Bases & commutes

Norfolk Naval Shipyard · ~6 miNaval Station Norfolk · ~15 miJEB Little Creek–Fort Story · ~16 miNAS Oceana · ~17 mi

Straight-line distances from the center of Deer Crossing. Every listing page shows live drive times with traffic.

Listings & market data updated September 2026 · Live REIN MLS data

Deer Crossing real estate FAQ

Where is Deer Crossing located in Chesapeake?+

Deer Crossing is in the Grassfield/Deep Creek section of western Chesapeake. It sits in the 23323 ZIP code, off Cedar Road. Homes line streets such as Sunset Maple Lane.

What kind of homes are in Deer Crossing?+

The neighborhood is made up of detached houses. Most were built in the mid-to-late 1990s. There are roughly 160 homes in all. A homeowners association keeps up the pool and playground.

Which schools is Deer Crossing zoned for?+

Homes in Deer Crossing usually go to Grassfield Elementary and Hugo A. Owens Middle. That is based on Chesapeake City Public Schools attendance zones. The high school is usually Grassfield High School. Always confirm current zoning with the school division, as zone lines can change.

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.

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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.

All Chesapeake school profiles and scores →

Looking for a realtor for Deer Crossing?

Looking for a realtor for Deer Crossing? Tom & Dariya Milan, Realtors know Deer Crossing street by street. Brokered by LPT Realty. As Chesapeake real estate agents, they track every Deer Crossing sale. Every sale recorded here is on their board. They watch each new listing as it comes to market. They also know what Deer Crossing buyers and sellers should expect next.

Need a Deer Crossing buyer’s agent to find the right home? Or a listing agent to sell your Deer Crossing 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 Deer Crossing. It is instant, built from REIN closed sales. A hand-built report follows within 24 hours.

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What residents say about Deer Crossing

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