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ChesapeakeDOCK LANDING4057 Woodland Dr✓ Source: REIN MLS #10652901 · record updated Sep 11, 2026 · synced every 2 min · your inquiry is never resold
4057 Woodland DR, CHESAPEAKE VA 23321 - Main photo
4057 Woodland DR, CHESAPEAKE VA 23321 - Photo 2
4057 Woodland DR, CHESAPEAKE VA 23321 - Photo 3
4057 Woodland DR, CHESAPEAKE VA 23321 - Photo 4
4057 Woodland DR, CHESAPEAKE VA 23321 - Photo 5
3beds
3baths
2,020sqft
1days on market

4057 Woodland Dr, Chesapeake, VA 23321

New ListingResidential · built 1952 · DOCK LANDING

Facts & features

Type

Residential

Year built

1952

Price / sqft

$218

HOA

None

Taxes

$3,938/yr

County

Chesapeake VA

MLS #

10652901

Interior

Bedrooms
3
Full baths
3
Approx. sqft
2,020
Stories
2
Flooring
Laminate/LVP
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Total rooms
7
Other rooms
1st Floor BR, 1st Floor Primary BR, Attic, PBR with Bath, Porch, Utility Room
Appliances
Dishwasher, Disposal, Microwave, Gas Range, Refrigerator, Washer

Construction & exterior

Style
Cottage
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool
Fencing
Back Fenced,Chain Link

Utilities & systems

Heating
Forced Hot Air, Programmable Thermostat
Cooling
Central Air, Zoned
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.7580
Subdivision
DOCK LANDING
Zoning
R15S
Ownership
Fee Simple
Garage
Yes
Parking
Garage Det 2 Car, Oversized Gar, 4 Space, Off Street
Possession
SETTLE
Disclosures
Disclosure Statement

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

About this home

Welcome home to this stunningly renovated farmhouse, where modern design meets classic charm in the heart of Chesapeake. Completely rebuilt from the studs up, this 3-bedroom, 3-bathroom gem offers 1,963 square feet of thoughtfully designed living space across two stories on 3/4th an acre. Step inside to an open-concept kitchen featuring striking black-and-white countertops, statement lighting, and modern farmhouse accents throughout. The main-level primary suite is a true retreat, boasting two generous closets and a spa-inspired bathroom with a sleek, step-in tiled shower. Sophisticated gray-toned flooring flows seamlessly throughout the home, adding warmth and cohesive style to every room. Outside, a detached garage provides excellent storage or workshop potential. Come make your dreams your reality! This one will not last long!

Listing courtesy of Brian Merritt · Merritt Realty Inc. · REIN MLS #10652901

Tom & Dariya's overview

Our read on this home

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

At a glance

Meet 4057 Woodland Drive — a three-bedroom, three-bath home in Chesapeake spanning nearly 2,000 square feet on a lot built with room to breathe. Dating to 1952, it carries the kind of solid bones that newer construction rarely matches, sitting minutes from two major military installations.

Read the full overview ↓

Why this home stands out

What sets 4057 Woodland Drive apart is the combination of mid-century construction quality and a genuinely convenient western Chesapeake location. Three full bathrooms across 1,963 square feet is a ratio you don't often find in homes of this era and price tier — it means no morning traffic jams in the hallway, and real flexibility for guests, a home office, or multigenerational living. The 1952 build year signals thick walls, larger lot dimensions, and a neighborhood street pattern that feels established rather than stamped out.

DOCK LANDING and the Chesapeake real estate market

Woodland Drive sits in the western reaches of Chesapeake, a city that consistently ranks among the most livable in Virginia for its low density, strong infrastructure, and access to both the water and the interstate. This part of the 23321 zip code has a quietly residential feel — tree-lined streets, mature landscaping, and neighbors who tend to stay put. It's not a flashy, master-planned community; it's the kind of block that anchors homes for sale in 23321 searches for buyers who want substance over spectacle. Chesapeake as a whole offers something rare in Hampton Roads: genuine space. No towering condos next door, no paper-thin lot lines. Western Branch in particular draws families and professionals who want quick access to Portsmouth and Norfolk without actually living in either. If you're comparing Chesapeake homes for sale across the region, this corridor tends to hold its character well across market cycles.

What's nearby

Day-to-day errands are genuinely easy from Woodland Drive. An ALDI sits just 0.8 miles away for quick grocery runs, and a BJ's Wholesale Club at 0.9 miles handles the bulk shopping trips. When you'd rather not cook, Zero's Subs, Panda Express, and Taco Bell are all within a mile — solid weeknight options without a long drive. For outdoor time, the Western Branch Softball Fields are 0.8 miles from your door, offering open green space and recreational leagues that give the neighborhood a real community anchor. Most of these stops are reachable without touching a highway.

For different buyers

For military families relocating

Naval Medical Center Portsmouth is a 13-minute drive from 4057 Woodland Drive, and Norfolk Naval Shipyard is just 14 minutes out — making this address one of the more commute-friendly options in western Chesapeake for active-duty households. Three full baths handle rotating schedules and visiting family without friction, and VA loan eligibility makes the path to ownership here straightforward for qualifying buyers.

For families upgrading

Families comparing homes for sale zoned for Western Branch High School and homes for sale zoned for Edwin W. Chittum Elementary School will find 4057 Woodland Drive squarely in that zone. Nearly 2,000 square feet across three bedrooms and three full baths gives a growing household real room to expand — and the established neighborhood means kids can actually use the sidewalks and nearby Western Branch Softball Fields.

More buyer questions

How far is 4057 Woodland Drive from Naval Medical Center Portsmouth?

Naval Medical Center Portsmouth is approximately 13 minutes from 4057 Woodland Drive under typical traffic conditions. Norfolk Naval Shipyard is similarly close at about 14 minutes, making this address a practical choice for personnel assigned to either installation.

What zip code is 4057 Woodland Drive in?

The property falls in zip code 23321, which covers the western branch area of Chesapeake, Virginia. It's one of the more sought-after zip codes in the city for buyers looking at homes for sale in Chesapeake who want space and convenience in equal measure.

Is 4057 Woodland Drive in a flood zone?

Flood zone information for this address is detailed in the FloodRisk tile on this page, which pulls current FEMA map data. We recommend reviewing that section and discussing it with your agent before making any decisions.

What is the square footage and layout of 4057 Woodland Drive?

The home offers 1,963 square feet of living space with three bedrooms and three full bathrooms — an unusually generous bath count for a home of this vintage and size. The 1952 construction date suggests solid structural bones and room dimensions that feel more generous than comparable newer builds.

Are there grocery stores and restaurants close to 4057 Woodland Drive?

Yes — an ALDI and a BJ's Wholesale Club are both within 0.9 miles, and several quick-service restaurants including Zero's Subs and Panda Express are under a mile away. Most daily errands can be handled without getting on a major highway.

Want to walk through 4057 Woodland Drive or talk through what this part of Chesapeake looks like right now? Tom and Dariya Milan are here to help — reach out anytime.

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

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

Chesapeake$370K – $510K3+ 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…

Explore this neighborhood

Dock Landing

Dock Landing is a residential community in the Western Branch area of Chesapeake, Virginia, centered along Dock Landing Road in the 23321 ZIP code.

$536K

Median sale · 12 mo

$222

Sold $/sq ft

18d

Days on market

2

For sale now

$169K

HH income

95.3%

Owner-occupied

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

Explore Dock Landing
Map of Dock Landing with neighborhood boundaryNeighborhood

Chesapeake houses for sale

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

$2,740/mo

Principal & interest

$2,283

Property tax

$328

Home insurance

$128

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

$312,000$480,000

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.

4232 Valencia RD · 0.7 mi · 2,100 sqft$363,000 sold 2026-02
4063 Maple DR · 0.1 mi · 1,625 sqft$400,000 sold 2026-06
4225 Coffman BLVD · 1 mi · 1,720 sqft$390,000 sold 2026-05

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

Sale & Tax History

List Price

$440,000

Price / Sq Ft

$218

Annual Taxes

$3,938

Monthly Tax

$328

HOA

None

Tax Rate (effective)

0.90%

Sale Timeline (this listing)

EventDatePriceDetail
ListedSep 10, 2026$440,000
Currently listed$440,000

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

1 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 4057 Woodland Dr in a good school zone?+
The assigned zones on the listing record are Edwin W. Chittum Elementary (VaHome School Score 7.9/10), Jolliff Middle (VaHome School Score 8.2/10), Western Branch (VaHome School Score 6.2/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 4057 Woodland 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 4057 Woodland Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 4057 Woodland Dr built?+
It was built in 1952, 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 Brian Merritt · Merritt Realty Inc. · REIN MLS #10652901

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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4057 Woodland Dr, Chesapeake — photo

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

Call or text (757) 777-7577

4057 Woodland Dr, Chesapeake, Virginia 23321 · MLS #10652901 · 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.