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Chesapeake › DOCK LANDING › 4057 Woodland Dr✓ Source: REIN MLS #10652901 · record updated Sep 26, 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
16days on market

4057 Woodland Dr, Chesapeake, VA 23321

Under ContractResidential · 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 · city assessor · 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 in Chesapeake—a three-bedroom, three-bath home built in 1952 with 2,020 square feet of living space. You're about 13 minutes from Naval Medical Center Portsmouth and 14 minutes from Norfolk Naval Shipyard. Chesapeake homes for sale in this location offer solid bones and convenient access to both bases and everyday amenities.

Keep searching in Chesapeake

See all Chesapeake homes for sale, including homes for sale in 23321, homes for sale zoned for Western Branch High School, and homes for sale zoned for Edwin W. Chittum Elementary School. Browse every listing among homes for sale in Chesapeake — updated from the REIN MLS every few minutes. Nearby, look at Dock Landing homes for sale, Chesapeake waterfront homes for sale, Chesapeake condos and townhomes for sale, and new construction homes in Chesapeake.

Read the full overview ↓

Why this home stands out

This mid-century home sits on a residential block with good bones and straightforward layout. Three bedrooms and three full baths give you flexibility for a home office, guest space, or personal retreat. The 2,020-square-foot floor plan feels open and livable. You'll find grocery stores, restaurants, and the Western Branch Softball fields all within a mile. The location keeps you close to two major military installations without the hustle of a dense urban corridor.

DOCK LANDING and the Chesapeake real estate market

Woodland Drive runs through a quiet Chesapeake neighborhood where tree-lined streets and single-family homes set a relaxed pace. The area has the feel of an established residential community—neighbors know the block, and there's room to breathe. Chesapeake itself is Virginia's largest city by land area, blending suburban calm with urban conveniences. Getting around is straightforward: major roads connect you to shopping, dining, and employment centers across the region. If you're comparing homes for sale in Chesapeake, note that this zip code puts you in a well-served corridor. Naval Medical Center Portsmouth lies about 13 minutes away, and Norfolk Naval Shipyard is roughly 14 minutes out. Daily life here is easy—grocery stores like ALDI and BJ's Wholesale Club are under a mile away, and casual dining options (Zero's Subs, Panda Express, Taco Bell) cluster nearby. Anyone comparing homes for sale zoned for Western Branch High School and homes for sale zoned for Edwin W. Chittum Elementary School will find both serving this neighborhood.

What's nearby

You're minutes from essential errands and recreation. ALDI and BJ's Wholesale Club sit less than a mile away for groceries and bulk shopping. Dining options—Zero's Subs, Panda Express, and Taco Bell—are all within a mile, so weeknight dinner is quick and close. The Western Branch Softball fields offer outdoor recreation and community gathering space just 0.8 miles from your door. Schools, parks, and retail all sit within easy reach, making daily routines efficient and low-stress.

For different buyers

Base commute and VA loan notes

About 13 minutes to Naval Medical Center Portsmouth and 14 minutes to Norfolk Naval Shipyard puts this address in a convenient commute band for active-duty and civilian personnel. VA loan financing is common in this zip code, and the home's three-bedroom layout works well for move-in readiness. Established neighborhood means no waiting for new construction—you can settle in right away.

Room to grow

Three bedrooms give you a master suite plus two additional rooms for a home office, hobby space, or guest quarters. Three full baths mean morning routines run smoothly. The 2,020-square-foot layout spreads across the home without feeling cramped. A fenced yard and mature trees offer outdoor space for play and relaxation. Storage and flexibility are built into this floor plan.

More buyer questions

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

About 13 minutes by car. It's a straightforward commute for active-duty and civilian personnel stationed there.

What are the zoned schools for homes for sale zoned for Western Branch High School and homes for sale zoned for Edwin W. Chittum Elementary School at this address?

Both institutions serve this address in the Chesapeake area.

Where can I find grocery shopping near 4057 Woodland Drive?

ALDI and BJ's Wholesale Club are both under a mile away, making errands quick and convenient.

Is there a park or recreation area nearby?

Yes—the Western Branch Softball fields are just 0.8 miles away, offering outdoor space for games and community events.

How far is Norfolk Naval Shipyard from this address?

About 14 minutes by car, making it accessible for commuters working at the shipyard.

Ready to explore 4057 Woodland Drive? Reach out to Tom & Dariya Milan at LPT Realty to schedule a tour and learn more about homes for sale in 23321.

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

By subscribing you agree to receive listing emails from Tom & Dariya Milan, Realtors, at most one a day. Unsubscribe anytime · Privacy PolicyBrokered by LPT Realty

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

Dock Landing

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

$568K

Median sale · 12 mo

$221

Sold $/sq ft

32d

Days on market

1

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

Asking vs. assessment

113% of $389,900

City assessment record · taxes $3,938/yr

Land share of assessed value

42% — $165,000

Improvements $224,900 · assessor record ✓

Price context — similar nearby homes

$318,000 – $478,000

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.

4116 Emberhill Lane LN · 0.5 mi · 1,978 sqft$318,000 sold 2026-08
4267 White Cap CRST · 0.7 mi · 2,062 sqft$380,000 sold 2026-09
4227 Meander WAY · 1.1 mi · 2,034 sqft$370,000 sold 2026-02

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 11, 2026$440,000—
Currently listed—$440,000—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

13% above assessment

Total Assessed

$389,900

Land

$165,000

Improvement

$224,900

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 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

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

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.

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