1 days on market
$445,000
4220 Duke Of Gloucester Dr
Chesapeake, Virginia 23321
MLS# 10641409 · WESTERN BRANCH · Chesapeake VA
Updated 2 days ago · Source: REIN MLS
Est. payment
$2,749/mo
Edit below
Price / sq ft
$243
1,828 sq ft
Days on market
1
New listing
HOA
None
Year built
1978
48 yrs old
Beds
3
Full Baths
2
Half Baths
0
Sq Ft
1,828
Garage
Yes
About this home
Beautifully maintained 3-bedroom, 2-bath home offering comfortable living spaces inside and out. The updated kitchen features custom cabinetry, quartz countertops, stainless steel appliances, abundant storage, a built-in window seat, and a spacious breakfast bar overlooking the family room with a cozy fireplace. Separate living and dining areas provide flexibility for entertaining and everyday living. Enjoy the brigh…
Listed by Mary Ross Ellsworth · BHHS RW Towne Realty
VaHome Team property overview
A three-bedroom, two-bath ranch-style home in western Chesapeake, built in 1978 and spanning 1,828 square feet. Ten minutes from NSA Northwest Annex and eleven from Naval Medical Center Portsmouth, this address puts military families and everyday commuters in a genuinely convenient spot.
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Why this home stands out
What sets 4220 Duke of Gloucester Drive apart is its combination of single-level living and a location that quietly punches above its weight. Ranch homes from this era tend to offer generous room proportions and solid construction, and this one sits in a part of Chesapeake that feels established and unhurried without being far from anything you actually need. Two full baths across three bedrooms is a practical layout that works for a wide range of households.
WESTERN BRANCH and the Chesapeake real estate market
Duke of Gloucester Drive sits in the western reaches of Chesapeake, Virginia — specifically in the Churchland-adjacent corridor that straddles the Portsmouth city line and feeds into the broader network of western Hampton Roads. The street itself has the character of a mature residential neighborhood: tree-lined, quietly trafficked, and made up largely of single-family homes built during the 1970s and 1980s when this part of the region was filling in fast. Neighbors tend to stay a while, which gives the area a settled feel that newer subdivisions rarely replicate. Chesapeake as a city is one of the largest by land area in the United States, and living on this side of it means you get the city's low-density, suburban-to-rural character without sacrificing access to the rest of Hampton Roads. Major corridors like Route 17 and the Western Freeway keep you connected north into Portsmouth and Norfolk or south deeper into Chesapeake proper.
What's nearby
Daily errands are straightforward from this address. A Walmart Supercenter and Food Lion are both within a short drive, and the Churchland area along George Washington Highway offers a full lineup of pharmacies, fast-casual dining, and service businesses. For coffee, local spots and national chains alike are easy to reach. Western Branch Regional Park and the Northwest River Park system give you genuine outdoor options — walking trails, water access, and open space — without a long drive. Portsmouth's waterfront and downtown dining scene are also close enough for a casual weeknight out.
For different buyers
For military families relocating
NSA Northwest Annex is roughly ten minutes away, and Naval Medical Center Portsmouth is just eleven — making 4220 Duke of Gloucester Drive one of the more strategically located addresses in western Hampton Roads for active-duty households. A VA loan can make ownership here straightforward, and the single-level layout means no stairs to navigate during a busy PCS move or after a long shift.
For first-time buyers
If you're stepping into homeownership for the first time, a 1,828-square-foot ranch with two full baths and three bedrooms is a solid foundation. The 1978 build year means the home has already weathered decades of Hampton Roads seasons, and the established neighborhood around it gives you a real sense of community from day one. Western Chesapeake is approachable without feeling like a compromise.
Frequently asked questions
How far is 4220 Duke of Gloucester Drive from NSA Northwest Annex?
The drive is approximately ten minutes under normal traffic conditions, making this one of the closer residential streets to the base in the area.
How far is 4220 Duke of Gloucester Drive from Naval Medical Center Portsmouth?
Naval Medical Center Portsmouth is about eleven minutes away, accessible via the Western Freeway and Route 17 corridor.
Is 4220 Duke of Gloucester Drive in a flood zone?
Flood zone information for this address is displayed in the FloodRisk tile on this page — check there for the current FEMA designation and any relevant details.
What is the property type and size at 4220 Duke of Gloucester Drive?
It's a single-family residential home with 1,828 square feet of living space, three bedrooms, and two full baths, built in 1978 on a single level.
What city and county is 4220 Duke of Gloucester Drive located in?
The address is in Chesapeake, Virginia 23321 — Chesapeake is an independent city, so it functions as both the city and the county-equivalent jurisdiction.
Tom and Dariya Milan at LPT Realty know this part of Chesapeake well. Reach out to get honest answers about 4220 Duke of Gloucester Drive and what ownership here could look like for you.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Places within ~1 mile, ordered by distance from this property. Powered by Google Places.
Flood Risk
Property Details
Bedrooms
3
Full Baths
2
Half Baths
0
Approx Sq Ft
1,828
Stories
2
Fireplaces
0
Flooring
Carpet, Ceramic, Laminate/LVP
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Disposal, Dryer Hookup, Microwave, Gas Range, Refrigerator, Washer Hookup
Sale & Tax History
List Price
$445,000
Price / Sq Ft
$243
Annual Taxes
$3,725
Monthly Tax
$310
HOA
None
Tax Rate (effective)
0.84%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Jun 25, 2026 | $445,000 | — |
| Currently listed | — | $445,000 | — |
Looking for multi-year tax assessments or prior sales? REIN MLS only ships data for the current listing. For full property history, check the city assessor record:
Tax data above from REIN public-records sync. Sale timeline tracked from this listing's first appearance in our feed forward; prior owner sales are not included.
Comparable Properties
Comps are selected by city, bed count, square footage and price proximity. Composite similarity score weights bed match, sqft variance, price variance, and straight-line distance.
About buying in 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.
Military Commute
Drive times to nearest basesDrive times via Google Maps with current traffic patterns. Times are typical and may vary by time of day. Use the "Analyze" button up top to see live drive time to your saved base.
Estimate your monthly payment
$2,749/moPrincipal & interest
$2,309
Property tax
$310
Home insurance
$130
PMI
None
HOA
None
Estimate only. Insurance assumed at 0.35% of home value annually. Actual taxes, insurance, and rate will vary by lender, credit, and property. Contact a lender for a personalized quote.
Listed by BHHS RW Towne Realty · MLS# 10641409
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$445,000
4220 Duke Of Gloucester DR, CHESAPEAKE VA 23321
Chesapeake, Virginia 23321
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