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Chesapeake › WESTERN BRANCH › 4249 Taylor Rd✓ Source: REIN MLS #10635157 · record updated Jul 2, 2026 · synced every 2 min · your inquiry is never resold
4249 Taylor RD, CHESAPEAKE VA 23321 - Main photo
4249 Taylor RD, CHESAPEAKE VA 23321 - Photo 2
4249 Taylor RD, CHESAPEAKE VA 23321 - Photo 3
4249 Taylor RD, CHESAPEAKE VA 23321 - Photo 4
4249 Taylor RD, CHESAPEAKE VA 23321 - Photo 5
$950,000
$418 / sqft · est. $5,771/mo →
1beds
2,272sqft
47days on market

4249 Taylor Rd, Chesapeake, VA 23321

Under ContractResidential · built 2020 · WESTERN BRANCH

About this home

The listing, in the seller's words

Perfect for an apartment complex, condominiums or a large number of new homes. Near shopping in Western Branch, Churchland & Harbor View, as well as interstates that can take you anywhere. It is currently used as a day-care academy. This property must be sold with two (2) other properties - - 4249 & 4261 Taylor Road. The total listed price for all three (3) properties is One Million Seven Hundred Thousand dollars ($1,700,000). 4.68-acres of prime property in the heart of Western Branch. The street frontage of all three combined is 592-feet and the depth is 330-feet. Property adjoins the 'John DeTriqet Memorial Trail'. 4245 Taylor Rd MLS#10635156 / 4261 Taylor Rd MLS#10635158

Listing courtesy of Phil Black · CENTURY 21 Nachman Realty · REIN MLS #10635157

VaHome team overview

Our read on this home

At a glance

4249 Taylor Road is a 2,272-square-foot residential property built in 2020 in Chesapeake, Virginia 23321. Sitting close to NSA Northwest Annex and Naval Medical Center Portsmouth, it offers modern construction and everyday conveniences within a short drive.

Read the full overview ↓

Why this home stands out

What sets 4249 Taylor Road apart is the combination of recent 2020 construction and a generous 2,272 square feet of living space in a part of Chesapeake that keeps daily errands genuinely simple. The Western Branch corridor here balances suburban calm with quick access to two major military installations, making this address a practical anchor for a wide range of households.

WESTERN BRANCH and the Chesapeake real estate market

Taylor Road sits in the Western Branch area of Chesapeake — one of the city's most consistently sought-after corridors for its blend of newer development and established community feel. Chesapeake is Virginia's second-largest city by land area, and the 23321 zip code captures some of its most livable terrain: wide roads, mature tree lines, and neighborhoods where neighbors actually know each other. If you've been browsing real estate listings chesapeake va, Western Branch tends to surface quickly because it delivers on the fundamentals — proximity to work, access to green space, and a walkable pocket of local businesses that makes the day-to-day feel easy. The city itself sits at the heart of Hampton Roads, giving residents straightforward routes to Norfolk, Portsmouth, and Virginia Beach without the congestion of living inside those city limits. It's a location that rewards people who want space without sacrificing connectivity.

What's nearby

Daily life flows smoothly from Taylor Road. Grocery Outlet is just 0.8 miles away, with Dollar General and Royal Farms both under a mile for quick top-offs. When you want to eat out, Lovin' Oven Bakery is a half-mile stroll, and La Familia and La Salvadoreña Restaurant are both within 0.6 miles for a broader range of flavors. Morning coffee is covered by Dunkin' and Wawa at 0.7 miles, or McDonald's at 0.6 miles. For fitness, Taylor Bend Family YMCA, Full Potential Fitness and Wellness, and Roaming Yoga VA LLC are all under a mile. Dunedin Park is just 0.4 miles away, and Crossings at Western Branch Park rounds out the outdoor options at 0.9 miles.

For different buyers

For military families relocating

NSA Northwest Annex is a nine-minute drive from 4249 Taylor Road, and Naval Medical Center Portsmouth is roughly twelve minutes out — both well within a typical BAH radius for Hampton Roads. Military families using a VA loan will find that 2020 construction checks a lot of the condition boxes lenders look for, and the Western Branch location keeps base commutes predictable even on busy mornings.

For first-time buyers

Built in 2020, 4249 Taylor Road offers the kind of newer construction that first-time buyers often prioritize — fewer immediate maintenance surprises and systems that are still well within their useful life. The Western Branch area of Chesapeake is a welcoming entry point into homeownership, with parks, fitness options, and everyday shopping all within a mile of your front door.

More buyer questions

How far is 4249 Taylor Road from NSA Northwest Annex?

NSA Northwest Annex is approximately nine minutes by car from 4249 Taylor Road, making it one of the closer residential options to that installation in the Western Branch area of Chesapeake.

How far is 4249 Taylor Road from Naval Medical Center Portsmouth?

Naval Medical Center Portsmouth is about twelve minutes from 4249 Taylor Road via the Western Branch corridor, a manageable daily commute for medical staff and affiliated personnel.

What year was 4249 Taylor Road built?

The property was built in 2020, meaning the major systems — HVAC, roof, plumbing, and electrical — are relatively recent and still well within typical service-life expectations.

Is 4249 Taylor Road in a flood zone?

Flood zone designation for this address is detailed in the FloodRisk tile on this page, which pulls current FEMA map data for the specific parcel.

Are there parks near 4249 Taylor Road?

Yes — Dunedin Park is just 0.4 miles away, and Crossings at Western Branch Park is under a mile, giving you two accessible green spaces for walks, recreation, and outdoor time close to home.

Want to know more about 4249 Taylor Road or explore comparable properties in Chesapeake? Tom and Dariya Milan at LPT Realty are ready to help you take the next step.

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

2020

Price / sqft

$418

HOA

None

Taxes

$6,771/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10635157

Interior

Bedrooms
1
Approx. sqft
2,272
Stories
1
Flooring
Ceramic, Laminate/LVP
First-floor bed & full bath
Yes
Total rooms
4
Other rooms
Attic, Office/Study, Pantry
Appliances
220 V Elec, Dryer, Elec Range, Refrigerator, Washer

Construction & exterior

Style
Ranch
Subtype
Detached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Masonry,Other
Pool
No Pool
Fencing
Back Fenced,Chain Link
Waterfront
Not Waterfront

Utilities & systems

Heating
Heat Pump, Nat Gas
Cooling
Heat Pump
Water heater
Electric
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
3.6500
Subdivision
WESTERN BRANCH
Zoning
R8S
Ownership
Fee Simple
Garage
No
Parking
Lot, Close to Mass Transit
Possession
NEGOTIABLE
Disclosures
Disclosure Statement

Sources: REIN MLS record · city assessor · 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 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.

$388K

Median sale · 12 mo

$204

Sold $/sq ft

33d

Days on market

44

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

Chesapeake real estate →

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

$5,771/mo

Principal & interest

$4,929

Property tax

$564

Home insurance

$277

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

Asking vs. assessment

142% of $670,400

City assessment record · taxes $6,771/yr

Land share of assessed value

48% — $321,200

Improvements $349,200 · assessor record ✓

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

$310,000 – $575,762

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.

3909 Wedgewood DR · 2.5 mi · 2,062 sqft$500,000 sold 2026-05
2169 E Armada DR · 2.7 mi · 2,400 sqft$335,000 sold 2026-02
2229 CAPTIVA LN · 3.1 mi · 2,245 sqft$551,055 sold 2026-04

Sale & Tax History

List Price

$950,000

Price / Sq Ft

$418

Annual Taxes

$6,771

Monthly Tax

$564

HOA

None

Tax Rate (effective)

0.71%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMay 16, 2026$950,000—
Currently listed—$950,000—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

42% above assessment

Total Assessed

$670,400

Land

$321,200

Improvement

$349,200

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 4249 Taylor Rd in a good school zone?+
The assigned zones on the listing record are Western Branch Primary, Western Branch Middle, Western Branch. School attendance zones can change — always confirm enrollment with the local school division.
Is 4249 Taylor Rd 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.
Is there a gym near 4249 Taylor Rd?+
Yes — Roaming Yoga VA LLC is about 0.6 miles away, per the cached nearby-places record for this address.
Are there parks near 4249 Taylor Rd?+
Dunedin Park is about 0.4 miles away.
Where is the nearest grocery store to 4249 Taylor Rd?+
Grocery Outlet is about 0.8 miles away. The closest dining on record is Lovin' Oven Bakery (0.5 mi).
Does 4249 Taylor Rd have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 4249 Taylor Rd built?+
It was built in 2020, 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 Phil Black · CENTURY 21 Nachman Realty · REIN MLS #10635157

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.

4249 Taylor Rd, Chesapeake — photo

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

Call or text (757) 777-7577

4249 Taylor Rd, Chesapeake, Virginia 23321 · MLS #10635157 · 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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