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ChesapeakeGREEN MEADOW POINT4257 Meadow Wood Dr✓ Source: REIN MLS #10644750 · record updated Sep 3, 2026 · synced every 2 min · your inquiry is never resold
4257 Meadow Wood DR, CHESAPEAKE VA 23321 - Main photo
4257 Meadow Wood DR, CHESAPEAKE VA 23321 - Photo 2
4257 Meadow Wood DR, CHESAPEAKE VA 23321 - Photo 3
4257 Meadow Wood DR, CHESAPEAKE VA 23321 - Photo 4
4257 Meadow Wood DR, CHESAPEAKE VA 23321 - Photo 5
4beds
2.1baths
2,621sqft
39days on market

4257 Meadow Wood Dr, Chesapeake, VA 23321

Under ContractResidential · built 1971 · GREEN MEADOW POINT

Facts & features

Type

Residential

Year built

1971

Price / sqft

$187

HOA

None

Taxes

$4,071/yr

County

Chesapeake VA

MLS #

10644750

Interior

Bedrooms
4
Full baths
2
Half baths
1
Approx. sqft
2,621
Stories
2
Flooring
Carpet, Laminate/LVP
Total rooms
9
Other rooms
Attic, Foyer, Sun Room
Appliances
Dishwasher, Range, Refrigerator
Equipment
Ceiling Fan

Construction & exterior

Style
Transitional
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick
Pool
No Pool
Fencing
Chain Link

Utilities & systems

Heating
Forced Hot Air
Cooling
Central Air
Water heater
Electric
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.3400
Subdivision
GREEN MEADOW POINT
Zoning
R15S
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Off Street, Driveway Spc
Possession
SETTLEMENT
Disclosures
Disclosure Statement

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

About this home

Beautifully renovated and move-in ready, this spacious 4-bedroom, 2.5-bath home offers approximately 2,621 square feet, including an addition that provides extra living space. The open and inviting main level features fresh luxury vinyl plank flooring, updated lighting, and a bright sunroom. The updated kitchen offers granite countertops, stainless steel appliances, and attractive cabinetry. Upstairs, you'll find four comfortably sized bedrooms with new carpeting and updated bathrooms featuring modern ceramic tile. The home is equipped with gas heat and central air conditioning on the first floor and a heat pump serving the second floor. Additional features include an attached garage, a generous lot, and a roof replaced approximately in 2021. Conveniently located in Western Branch near shopping, dining, schools, and major roadways with access throughout Hampton Roads. Schedule your showing and see all this home has to offer.

Listing courtesy of Darryl Ward · The Real Estate Group · REIN MLS #10644750

Tom & Dariya's overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · Brokered by LPT Realty

At a glance

4257 Meadow Wood Drive is a four-bedroom, two-and-a-half-bath single-family home in Chesapeake, Virginia, offering 2,621 square feet of living space built in 1971. It sits minutes from NSA Northwest Annex and a walkable cluster of groceries, restaurants, and parks.

Read the full overview ↓

Why this home stands out

What sets 4257 Meadow Wood Drive apart is the combination of generous square footage — 2,621 feet across four bedrooms — and a location that quietly overdelivers. You're under ten minutes to NSA Northwest Annex, under fifteen to Naval Medical Center Portsmouth, and within a mile of a Walmart Supercenter, a Target, and a local farm stand. That kind of everyday convenience is harder to find than it looks among Chesapeake homes for sale.

GREEN MEADOW POINT and the Chesapeake real estate market

Meadow Wood Drive sits in the Western Branch corridor of Chesapeake — one of the city's most established residential stretches, where mature tree canopies shade wide streets and neighbors tend to stay for decades. The 23321 zip code has a settled, suburban character: single-family homes on real lots, proximity to the Elizabeth River tributaries, and quick access to both the Military Highway corridor and Interstate 664. Chesapeake itself is Virginia's second-largest city by land area, which means you get genuine breathing room without sacrificing urban amenities. The Western Branch area in particular draws families and military households alike for its central position between Norfolk, Portsmouth, and Suffolk — a triangle that puts most of Hampton Roads within a practical commute. If you are comparing homes for sale in Chesapeake, the Western Branch pocket consistently stands out for its balance of space, access, and neighborhood stability.

What's nearby

Daily errands are genuinely easy from Meadow Wood Drive. Lilley Farms Strawberries + More is 0.7 miles away — a local favorite for fresh produce — and a Walmart Supercenter and Target Grocery are both within 0.8 miles for full shopping runs. When you'd rather not cook, It's Just Wings and Chili's Grill & Bar are 0.6 miles out, and Grill Kings Food Truck & Catering is just a bit farther. Coffee options include a Starbucks Coffee Company at 0.9 miles and the family-friendly Little Bean Play Cafe at the same distance. Crossings at Western Branch Park is only 0.6 miles away for weekend walks or afternoon play.

For different buyers

For military families relocating

NSA Northwest Annex is roughly ten minutes from the front door, and Naval Medical Center Portsmouth is about twelve — both well within the range most military families target for manageable commutes. A VA loan pairs naturally with a property this size, and four bedrooms give you the flexibility to set up a home office, a guest room, or space for family visiting on PCS orders.

For families upgrading

Families comparing homes for sale zoned for Western Branch High School and homes for sale zoned for Western Branch Intermediate School will find 4257 Meadow Wood Drive sits squarely in that zone. Four bedrooms and 2,621 square feet give growing households real room to spread out, and Crossings at Western Branch Park less than a mile away means weekend afternoons have an easy answer.

More buyer questions

How far is 4257 Meadow Wood Drive from NSA Northwest Annex?

The drive is approximately ten minutes under normal traffic conditions, making it one of the closer residential options to the base in this part of Chesapeake.

How far is 4257 Meadow Wood Drive from Naval Medical Center Portsmouth?

Naval Medical Center Portsmouth is roughly twelve minutes away, a straightforward commute that keeps both major installations within easy reach from the same address.

What is the flood zone status for 4257 Meadow Wood Drive?

Flood zone information for this address is detailed in the FloodRisk tile on this page — review that section for the current FEMA designation and what it means for insurance requirements.

Is there a park near 4257 Meadow Wood Drive?

Crossings at Western Branch Park is just 0.6 miles away, offering green space for walks, recreation, and outdoor time without a long drive.

Where can I find grocery stores near homes for sale in 23321?

The 23321 zip code is well-served: a Walmart Supercenter and a Target Grocery are both within 0.8 miles of Meadow Wood Drive, and Lilley Farms Strawberries + More offers a local farm-stand alternative at 0.7 miles.

Tom and Dariya Milan at LPT Realty know the Western Branch market inside and out — reach out to get a complete picture of what 4257 Meadow Wood Drive offers and what comparable properties are doing right now.

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

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

Chesapeake$415K – $565K4+ 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 C

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

52

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

$3,022/mo

Principal & interest

$2,540

Property tax

$339

Home insurance

$143

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

Asking vs. assessment

121% of $403,100

City assessment record · taxes $4,071/yr

Land share of assessed value

37% — $150,000

Improvements $253,100 · assessor record ✓

Price context — similar nearby homes

$335,000$581,680

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.

4632 Leeward DR · 1.8 mi · 2,721 sqft$539,000 sold 2026-02
2169 E Armada DR · 1.8 mi · 2,400 sqft$335,000 sold 2026-02
4701 Harlan CT · 2.5 mi · 2,569 sqft$530,000 sold 2026-05

Own a home nearby? See what it is worth today — What's your Chesapeake home worth?

Sale & Tax History

List Price

$489,500

Price / Sq Ft

$187

Annual Taxes

$4,071

Monthly Tax

$339

HOA

None

Tax Rate (effective)

0.83%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJul 26, 2026$489,500
Price reducedAug 20, 2026$489,500−$10,385
Currently listed$489,500

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

21% above assessment

Total Assessed

$403,100

Land

$150,000

Improvement

$253,100

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.

Questions buyers ask

Is 4257 Meadow Wood Dr in a good school zone?+
The assigned zones on the listing record are Western Branch Intermediate (VaHome School Score 5.5/10), 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 4257 Meadow Wood 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 4257 Meadow Wood Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 4257 Meadow Wood Dr built?+
It was built in 1971, 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

Brokered by LPT Realty · Hampton Roads · answer their own phone

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

Listing courtesy of Darryl Ward · The Real Estate Group · REIN MLS #10644750

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

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4257 Meadow Wood Dr, Chesapeake — photo

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Call or text (757) 777-7577

4257 Meadow Wood Dr, Chesapeake, Virginia 23321 · MLS #10644750 · 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.