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ChesapeakeTANGLEWOOD4021 Tanglewood Trl✓ Source: REIN MLS #10637502 · record updated Jul 10, 2026 · synced every 2 min · your inquiry is never resold
4021 Tanglewood TRL, CHESAPEAKE VA 23325 - Main photo
$375,000
$251 / sqft · est. $2,315/mo →
3beds
2baths
1,494sqft
5days on market

4021 Tanglewood Trl, Chesapeake, VA 23325

SoldResidential · built 1958 · TANGLEWOOD

About this home

The listing, in the seller's words

Move-in ready today! The big-ticket items are already completed for you at 4021 Tanglewood Trail. This beautiful corner lot in a quiet, established neighborhood has seen all the large items updated recently. Brand new kitchen in 2026; new HVAC and ductwork in 2025; new roof and plumbing (including sewer line to the street) in 2024. Enjoy original hardwood floors and updated bathrooms as well. The converted garage is fully connected for heat and cooling, giving an extra space for the family to entertain, while the three-season room on the back of the house is another bonus to enjoy viewing the spacious yard. Lots of extra storage in the utility/laundry room and attached storage area as well as the shed in backyard. Easy access to the highways, military bases, shopping, dinning and more. Make it an easy day and come see this one now!

Listing courtesy of Jerry Trickie · KW Coastal Virginia Chesapeake · REIN MLS #10637502

VaHome team overview

Our read on this home

At a glance

4021 Tanglewood Trail is a 3-bedroom, 2-bath, 1,494-square-foot home built in 1958 in Chesapeake, Virginia. Sitting close to multiple green spaces and just minutes from two major military installations, it offers a grounded, established neighborhood feel with everyday conveniences close at hand.

Read the full overview ↓

Why this home stands out

What sets Tanglewood Trail apart is the combination of mid-century bones and a location that genuinely delivers on convenience. Three parks are within a mile, a local farm market is under a mile away, and both USCG Base Portsmouth and Norfolk Naval Shipyard are a seven-minute drive. For a 1,494-square-foot home on a quiet residential street, the access-to-footprint ratio is hard to beat in this part of Chesapeake.

TANGLEWOOD and the Chesapeake real estate market

4021 Tanglewood Trail sits in an established residential pocket of Chesapeake, Virginia — a city that consistently ranks among the safest and most livable in the mid-Atlantic. This part of Chesapeake carries the quiet, tree-lined character you'd expect from a neighborhood built out in the late 1950s: mature landscaping, wide lots, and streets where neighbors actually know each other. It's not a flashy new-construction corridor, and that's exactly the point. The homes here have history, and the community around them has settled into something comfortable and real. Chesapeake itself spans from the Dismal Swamp to the Elizabeth River, giving residents access to both natural escapes and urban amenities without the density of neighboring Norfolk or Virginia Beach. The 23325 zip code places you close to the city's northern edge, which means quick access into Portsmouth and Norfolk while still enjoying Chesapeake's comparatively relaxed pace. Daily life here moves at a human speed — walkable green space, local flavor, and a genuine sense of place.

What's nearby

Lecove Park is just 0.7 miles away, and Blue Heron Landing Park is only slightly farther at 0.8 miles — both easy walks or quick bike rides for anyone who likes to start the day outside. Poplar Hall Park rounds out the trio at a flat mile. For groceries and fresh produce, Beasley's Farm is 0.9 miles away — a local option that beats a big-box run on most days. When you're ready to eat out, Levels Lounge and A Taste of the Caribbean are both under a mile, giving you solid variety without a long drive. A 7-Eleven nearby covers quick coffee and convenience stops.

For different buyers

For military families relocating

USCG Base Portsmouth and Norfolk Naval Shipyard are each about seven minutes from the front door — an unusually short commute that makes rotation planning a lot less stressful. A VA loan can make purchasing a home like this straightforward, and the established neighborhood means you're not waiting on new infrastructure to catch up. Short drives, real community, and a home with room to settle in.

For first-time buyers

A 3-bedroom, 2-bath home built in 1958 means you're getting real square footage — 1,494 feet — in a neighborhood that's already proven itself over decades. There's no guesswork about how the street will develop; it's been here. For a first purchase, that kind of stability matters. Add three parks within a mile and local dining close by, and daily life feels comfortable from day one.

More buyer questions

How far is 4021 Tanglewood Trail from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is approximately seven minutes from 4021 Tanglewood Trail by car. The route is straightforward and avoids most of the congestion that affects longer cross-city commutes in Hampton Roads.

How far is 4021 Tanglewood Trail from USCG Base Portsmouth?

USCG Base Portsmouth is also about seven minutes away, making this address unusually well-positioned for personnel assigned to either installation. Both bases are accessible without navigating major highway interchanges.

What parks are near 4021 Tanglewood Trail?

Three parks fall within a mile of the address: Lecove Park at 0.7 miles, Blue Heron Landing Park at 0.8 miles, and Poplar Hall Park at 1.0 mile. All three are reachable on foot or by bike from Tanglewood Trail.

Is 4021 Tanglewood Trail in a flood zone?

Flood zone information for this address is displayed in the FloodRisk tile on this page, which pulls current FEMA map data. It's worth reviewing before making any decisions, as flood zone designations can affect insurance requirements.

What is the neighborhood like around 4021 Tanglewood Trail?

The street sits in an established, mid-century residential neighborhood in northern Chesapeake — quiet, tree-lined, and close to both green space and local dining. It has the feel of a community that's been around long enough to have real character.

Tom and Dariya Milan at LPT Realty know this part of Chesapeake well. Reach out to get honest answers about the home, the neighborhood, and what buying here actually looks like.

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

Schools

Info provided by GreatSchools

Facts & features

The record, sourced

Type

Residential

Year built

1958

Price / sqft

$251

HOA

None

Taxes

$3,121/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10637502

Interior

Bedrooms
3
Full baths
2
Approx. sqft
1,494
Stories
1
Flooring
Carpet, Laminate/LVP, Wood
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Total rooms
7
Other rooms
1st Floor BR, 1st Floor Primary BR, Attic, Converted Gar, PBR with Bath, Porch, Spare Room, Utility Room
Appliances
Dishwasher, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan

Construction & exterior

Style
Ranch
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick
Pool
No Pool
Fencing
Back Fenced,Chain Link,Picket
Waterfront
Not Waterfront

Utilities & systems

Heating
Electric, Heat Pump
Cooling
16+ SEER A/C, Central Air, Heat Pump
Water heater
Electric
Water
City/County
Sewer
City/County

Lot, parking & ownership

Subdivision
TANGLEWOOD
Zoning
R10S
Ownership
Fee Simple
Garage
No
Parking
Off Street, Driveway Spc
Possession
SETTLEMENT
Disclosures
Disclosure Statement, Pet on Premises

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

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 A

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

Explore this neighborhood

Georgetown

Georgetown, also known as Georgetown Colony, is an established Chesapeake community in the Indian River area, located off Military Highway and Providence Road.

$282K

Median sale · 12 mo

$190

Sold $/sq ft

11d

Days on market

10

For sale now

$76K

HH income

64.9%

Owner-occupied

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

Explore Georgetown
Map of Georgetown with neighborhood boundaryNeighborhood

browse Chesapeake listings

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

$2,315/mo

Principal & interest

$1,946

Property tax

$260

Home insurance

$109

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.

Value & history

Judge value on real ground

Why we show no algorithmic estimate.

National AVMs misprice homes whose value drivers they can't see. Instead: the sourced assessment above, the carrying cost, real price history, and honest comparables below.

Price context — similar nearby homes

$212,200$350,000

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.

113 Commonwealth AVE · 0.3 mi · 1,300 sqft$345,000 sold 2026-04
717 Harway AVE · 0.7 mi · 1,423 sqft$263,000 sold 2026-04
2802 Canton AVE · 1 mi · 1,444 sqft$341,000 sold 2026-03

Sale & Tax History

List Price

$375,000

Price / Sq Ft

$251

Annual Taxes

$3,121

Monthly Tax

$260

HOA

None

Tax Rate (effective)

0.83%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJul 5, 2026$375,000
SoldJul 10, 2026$375,000

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.

Questions buyers ask

Real questions, answered from the record

Is 4021 Tanglewood Trl in a good school zone?+
The assigned zones on the listing record are Georgetown Primary (GreatSchools 3/10), Indian River Middle (GreatSchools 3/10), Indian River (GreatSchools 3/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 4021 Tanglewood Trl 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.
Are there parks near 4021 Tanglewood Trl?+
Lecove Park is about 0.7 miles away.
Where is the nearest grocery store to 4021 Tanglewood Trl?+
Beasley's Farm is about 0.9 miles away. The closest dining on record is Levels Lounge (0.8 mi).
Does 4021 Tanglewood Trl have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 4021 Tanglewood Trl built?+
It was built in 1958, 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 Jerry Trickie · KW Coastal Virginia Chesapeake · REIN MLS #10637502

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.

This home has sold

Curious what it means for your own plans? Ask about similar homes nearby, or what your home might sell for in this market.

This one's sold — the next one doesn't have to be.

4021 Tanglewood Trl, Chesapeake, Virginia 23325 · MLS #10637502 · 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.