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ChesapeakeBRITTANY WOODS2949 Prince Of Wales Dr✓ Source: REIN MLS #10646268 · record updated Aug 23, 2026 · synced every 2 min · your inquiry is never resold
2949 Prince Of Wales DR, CHESAPEAKE VA 23321 - Main photo
2949 Prince Of Wales DR, CHESAPEAKE VA 23321 - Photo 2
2949 Prince Of Wales DR, CHESAPEAKE VA 23321 - Photo 3
2949 Prince Of Wales DR, CHESAPEAKE VA 23321 - Photo 4
2949 Prince Of Wales DR, CHESAPEAKE VA 23321 - Photo 5
$550,000
$175 / sqft · est. $3,420/mo →
5beds
2.1baths
3,138sqft
25days on market

2949 Prince Of Wales Dr, Chesapeake, VA 23321

ActiveResidential · built 1977 · BRITTANY WOODS

Facts & features

Type

Residential

Year built

1977

Price / sqft

$175

HOA

None

Taxes

$4,864/yr

County

Chesapeake VA

MLS #

10646268

Interior

Bedrooms
5
Full baths
2
Half baths
1
Approx. sqft
3,138
Stories
2
Flooring
Carpet, Ceramic, Wood
Ensuite bedrooms
1
Total rooms
9
Other rooms
Attic, Breakfast Area, Fin. Rm Over Gar, Foyer, Screened Porch
Appliances
Dishwasher, Microwave, Elec Range, Refrigerator
Equipment
Cable Hookup, Ceiling Fan

Construction & exterior

Style
Colonial
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick
Pool
No Pool

Utilities & systems

Heating
Forced Hot Air, Nat Gas
Cooling
Central Air
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.2490
Subdivision
BRITTANY WOODS
Zoning
R10S
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Oversized Gar, Driveway Spc, Street
Possession
SETTLEMENT
Disclosures
Disclosure Statement

Sources: REIN MLS record · null fields are suppressed, never faked

About this home

Welcome to this charming 5-bedroom home, perfectly situated in a wonderful, established neighborhood in Chesapeake. If you appreciate a home with character and room to grow, this is the perfect canvas for your vision. The heart of the home features a kitchen designed for those who love to cook, offering an abundance of counter and cabinet space, plus the convenience of a double oven. You'll love spending quiet evenings by one of the two cozy fireplaces or unwinding on the beautiful, screened-in porch that overlooks a private, tree-lined backyard. With spacious bedrooms throughout, this home offers plenty of room for everyone to enjoy. Bring your personal touch and make this well-loved house your own!

Listing courtesy of Eric Overmyer · Own Real Estate LLC · REIN MLS #10646268

VaHome team overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · LPT Realty

At a glance

2949 Prince of Wales Drive is a five-bedroom, 1977-built home in Chesapeake's western corridor, offering 3,138 square feet, 2.5 baths, and a location that puts NSA Northwest Annex and Naval Medical Center Portsmouth both within a short drive — a rare combination of space and base access.

Read the full overview ↓

Why this home stands out

Five bedrooms and over 3,100 square feet in a 1977 home means you're getting the kind of room counts and floor-plan generosity that newer construction in this price band rarely delivers. The western Chesapeake location is the other piece: two major installations within ten to eleven minutes, a local farm stand practically at the corner, and quick access to the broader Hampton Roads network without the congestion of the beach corridor.

BRITTANY WOODS and the Chesapeake real estate market

Prince of Wales Drive sits in western Chesapeake, a part of the city that tends to draw buyers who want elbow room without sacrificing convenience. The streets here are established — mature trees, larger lots, and a neighborhood rhythm that feels settled rather than rushed. Chesapeake itself is Virginia's second-largest city by land area, which means you get genuine suburban breathing space while still being wired into the region. The 23321 zip code covers a stretch of the Western Branch area, and families comparing homes for sale in 23321 often note how the neighborhood balances proximity to military installations with access to everyday retail along the Taylor Road and Portsmouth Boulevard corridors. It's not a flashy address, but it's a dependable one — the kind of western Chesapeake pocket where neighbors tend to stay put.

What's nearby

Lilley Farms Strawberries + More is just 0.2 miles away — a local farm stand that makes a Saturday morning errand feel like a small event. For sit-down meals, Surf Rider is under a mile out, and Plaza Azteca Mexican Restaurant at Dock Landing is right at a mile. Everyday errands along Portsmouth Boulevard are a short drive, and the broader Western Branch commercial corridor keeps grocery runs and pharmacy stops close. Getting onto Interstate 664 or Route 17 from here is straightforward, which matters when your week involves commuting across Hampton Roads.

For different buyers

For military families relocating

NSA Northwest Annex is roughly ten minutes from the front door, and Naval Medical Center Portsmouth is eleven — two of the region's key installations within easy reach without a bridge-tunnel in the equation. VA loan eligible buyers will find that five bedrooms and 3,138 square feet in western Chesapeake gives a growing military household genuine room to spread out, with a commute that doesn't punish you for it.

For families upgrading

If your current home has run out of room, five bedrooms and 3,138 square feet is a meaningful step up. Families comparing homes for sale zoned for Western Branch High School and homes for sale zoned for Western Branch Primary School will find this address sits squarely in that attendance zone, so the school question and the space question can be answered in one move.

More buyer questions

How far is 2949 Prince of Wales Drive from NSA Northwest Annex?

NSA Northwest Annex is approximately ten minutes from the property, making it one of the closer residential options to that installation in western Chesapeake.

How far is 2949 Prince of Wales Drive from Naval Medical Center Portsmouth?

Naval Medical Center Portsmouth is about eleven minutes away, accessible via Route 17 or Portsmouth Boulevard without requiring a bridge-tunnel crossing.

Is 2949 Prince of Wales Drive in a flood zone?

Flood zone information for this address is covered in the FloodRisk tile on this page, which pulls the current FEMA designation directly.

What zip code is 2949 Prince of Wales Drive in?

The property is in the 23321 zip code, which covers the Western Branch area of Chesapeake, Virginia.

Does the Western Branch area of Chesapeake have good access to shopping and dining?

Yes — the Portsmouth Boulevard and Taylor Road corridors bring grocery stores, pharmacies, and a range of restaurants within a few minutes of Prince of Wales Drive, and the broader Chesapeake retail network is easily reachable via I-664.

Tom and Dariya Milan at LPT Realty know western Chesapeake well — reach out to get a straight answer on what 2949 Prince of Wales Drive could mean for your next move.

Summary generated by AI from public records and publicly available information.

Homes like this one sell fast — see the next one first

Chesapeake$465K – $635K5+ beds

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Schools

VaHome School Score

Our own 1–10 rating, scored from Virginia Department of Education data.

VaHome School Score — calculated by VaHome.com from Virginia Department of Education assessment, progress, and attendance data. Attendance zones come from the MLS listing record; confirm the current zone with the school division before making an offer.

Flood & environment

FEMA flood zone X · outside the high-risk area · FIRM 510034

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Evacuation Zone D

Source: Virginia Dept. of Emergency Management — Know Your Zone

Explore this neighborhood

Western Branch

Western Branch is a residential neighborhood in Chesapeake, Virginia, characterized by tree-lined streets and a mix of single-family homes. The area reflects the broader suburban character of Chesapeake while maintaining its own distinct identity.

$400K

Median sale · 12 mo

$203

Sold $/sq ft

33d

Days on market

50

For sale now

$95K

HH income

72%

Owner-occupied

REIN MLS closed sales, trailing 12 mo · U.S. Census ACS 2024 5-year

Explore Western Branch
Map of Western Branch with neighborhood boundaryNeighborhood

houses for sale in Chesapeake

Location intelligence

Minutes to real places, not a score

Location & Neighborhood

Places within ~1 mile, ordered by distance from this property. Powered by Google Places.

Military Commute

Drive times to nearest bases

Drive 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.

The numbers

Run the real carrying cost

Estimates only — taxes come from the public record; confirm rates with your lender. VA-eligible buyers: $0-down financing may apply.

Estimate your monthly payment

$3,420/mo

Principal & interest

$2,854

Property tax

$405

Home insurance

$160

PMI

None

HOA/Condo (paid separately)

None

Estimate only. Association (HOA/condo) fees are paid separately and are not included in the payment above. 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.

Value & history

Judge value on real ground

Price context — similar nearby homes

$473,000$680,000

The 6 most similar homes nearby (same city, within ~20% of this size, ~2.5 mi; 6 sold). Context for judging the asking price — not an appraisal or an estimate of this home's value.

2935 Bruce STA · 0.7 mi · 3,234 sqft$680,000 sold 2026-05
2900 Tyre Neck RD · 0.3 mi · 2,683 sqft$525,000 sold 2026-07
3618 Point Elizabeth DR · 0.8 mi · 3,000 sqft$620,000 sold 2026-08

Sale & Tax History

List Price

$550,000

Price / Sq Ft

$175

Annual Taxes

$4,864

Monthly Tax

$405

HOA

None

Tax Rate (effective)

0.88%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJul 29, 2026$550,000
Price reducedAug 12, 2026$550,000−$15,000
Currently listed$550,000

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:

Chesapeake Real Estate Assessor

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.

Market tempo

25 days on market — read it in context

Days on market reflects pricing, season, and inventory — compare it against similar nearby homes below before reading anything into it.

Questions buyers ask

Is 2949 Prince Of Wales Dr in a good school zone?+
The assigned zones on the listing record are Western Branch Primary, Western Branch Middle (VaHome School Score 6.7/10), Western Branch (VaHome School Score 6.2/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 2949 Prince Of Wales Dr in a flood zone?+
FEMA maps this parcel in Zone X, outside the high-risk Special Flood Hazard Area. See the flood section on this page for details and sources.
Does 2949 Prince Of Wales Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 2949 Prince Of Wales Dr built?+
It was built in 1977, per the listing record.

Answers generated from the listing record, verified school zones, FEMA data, and cached nearby-places data — never invented.

The people

You'll talk to a person, not a lead queue

TD

Tom & Dariya Milan

LPT Realty · Hampton Roads · answer their own phone

✓ Your inquiry goes to Tom & Dariya — never sold to strangers

Listing courtesy of Eric Overmyer · Own Real Estate LLC · REIN MLS #10646268

Call or text (757) 777-7577

Ask Dariya — instant answers

Schools, flood, drive times, what it really costs to own — answered from this page's data, by chat or voice.

Schedule a private tour

Free, no obligation — your inquiry goes to Tom & Dariya, never resold.

2949 Prince Of Wales Dr, Chesapeake — photo

See it in person — the record only says so much.

Call or text (757) 777-7577

2949 Prince Of Wales Dr, Chesapeake, Virginia 23321 · MLS #10646268 · Source: REIN MLS + public record. Information deemed reliable but not guaranteed — verify independently. School zones subject to change; confirm with the local school division. All locations are described by neutral geographic fact. Equal Housing Opportunity.