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ChesapeakeWESTERN BRANCH4245 Taylor Rd✓ Source: REIN MLS #10635156 · record updated Jul 2, 2026 · synced every 2 min · your inquiry is never resold
4245 Taylor RD, CHESAPEAKE VA 23321 - Main photo
4245 Taylor RD, CHESAPEAKE VA 23321 - Photo 2
4245 Taylor RD, CHESAPEAKE VA 23321 - Photo 3
4245 Taylor RD, CHESAPEAKE VA 23321 - Photo 4
4245 Taylor RD, CHESAPEAKE VA 23321 - Photo 5
3beds
1.1baths
1,668sqft
47days on market

4245 Taylor Rd, Chesapeake, VA 23321

Under ContractResidential · built 1900 · WESTERN BRANCH

Facts & features

Type

Residential

Year built

1900

Price / sqft

$270

HOA

None

Taxes

$3,126/yr

County

Chesapeake VA

MLS #

10635156

Interior

Bedrooms
3
Full baths
1
Half baths
1
Approx. sqft
1,668
Stories
2
Flooring
Carpet, Laminate/LVP
Total rooms
7
Other rooms
Pantry
Appliances
220 V Elec, Dryer, Washer
Equipment
Security Sys

Construction & exterior

Style
Traditional
Subtype
Detached
Foundation
Crawl
Roof
Tar and Gravel
Exterior
Vinyl
Pool
No Pool

Utilities & systems

Heating
Heat Pump
Cooling
Central Air, Heat Pump
Water heater
Electric
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.5500
Subdivision
WESTERN BRANCH
Zoning
RES
Ownership
Timeshare
Garage
No
Parking
Lot, Close to Mass Transit
Possession
NEGOTIABLE
Disclosures
Disclosure Statement

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

About this home

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' 4249 Taylor Rd MLS#10635157 & 4261 Taylor Rd MLS#10635158

Listing courtesy of Phil Black · CENTURY 21 Nachman Realty · REIN MLS #10635156

Tom & Dariya's overview

Our read on this home

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

At a glance

Built in 1900 and sitting on Taylor Road in Chesapeake, Virginia, this 3-bedroom, 1.1-bath home brings over a century of character to a location that puts NSA Northwest Annex nine minutes away and a full lineup of everyday conveniences within a mile.

Read the full overview ↓

Why this home stands out

Homes this old are genuinely rare in Chesapeake's 23321 zip code, and that age tells a story you can feel in the bones of the structure. At 1,668 square feet, there's real room to live without the sprawl that makes newer builds feel impersonal. The Taylor Road address also sits at a quiet crossroads between two military installations and a walkable cluster of restaurants, parks, and fitness options — a combination that's harder to find than it looks.

WESTERN BRANCH and the Chesapeake real estate market

Taylor Road sits in the western reaches of Chesapeake, a city that consistently ranks among the safest and most livable in Virginia. This part of town has an unhurried, established feel — tree-lined streets, older homes with real lot depth, and neighbors who tend to stick around. The Western Branch corridor runs nearby, giving the area a suburban backbone without the cookie-cutter sameness of newer master-planned communities. Chesapeake itself spans more than 350 square miles, but this corner of it keeps things human-scaled. You're close enough to Portsmouth and Suffolk to have options, yet far enough from the waterfront density of Norfolk or Virginia Beach to enjoy genuine breathing room. For anyone comparing Chesapeake homes for sale across the region, the western side of the city offers a distinct character — quieter, greener, and anchored by long-established residential streets.

What's nearby

Daily life runs smoothly from Taylor Road. Waffle House, Sakura Sushi and Grill, and Sonic Drive-In are all within three-tenths of a mile — breakfast, sushi, and a quick drive-through covered before you've left the neighborhood. Coffee is just as close: McDonald's is 0.4 miles, and both Wawa and Dunkin' land at 0.5. Grocery runs are easy with Royal Farms, Dollar General, and Grocery Outlet all under a mile. Dunedin Park is a 0.3-mile walk when you need fresh air. For fitness, Roaming Yoga VA LLC is 0.4 miles, Full Potential Fitness and Wellness is 0.8, and Planet Fitness rounds things out at 0.9.

For different buyers

For military families relocating

NSA Northwest Annex is nine minutes from the front door, and Naval Medical Center Portsmouth is twelve — two of the region's key installations within a short commute. VA loan eligibility makes a century-old home like this one surprisingly accessible, and the Western Branch area gives military households a stable, community-rooted place to land between deployments or duty station changes.

For first-time buyers

A home built in 1900 carries the kind of craftsmanship and lot presence that newer construction rarely matches at any price point. Families comparing homes for sale zoned for Western Branch High School and homes for sale zoned for Western Branch Primary School will find Taylor Road sits squarely in that zone — a meaningful anchor for households making a long-term commitment to this part of Chesapeake.

For buyers drawn to character

If you've been scrolling past identical floor plans and vinyl-clad exteriors, 4245 Taylor Road is a different conversation entirely. A 1900 build in this condition is a genuine artifact — the kind of address that rewards buyers who value history, proportion, and a home that already has a personality before you unpack a single box.

More buyer questions

How far is 4245 Taylor Road from NSA Northwest Annex?

NSA Northwest Annex is approximately nine minutes from the property by car. Naval Medical Center Portsmouth is about twelve minutes, making this address a practical choice for personnel assigned to either installation.

What zip code does 4245 Taylor Road fall in?

The property is in the 23321 zip code, which covers the Western Branch area of Chesapeake. Buyers browsing homes for sale in 23321 will find this part of the city offers an established, lower-density residential character compared to Chesapeake's eastern corridors.

Is 4245 Taylor Road in a flood zone?

Flood zone status for this property is detailed in the FloodRisk tile on this page, which pulls current FEMA map data. It's worth reviewing before making any decisions, as flood designations in Chesapeake can vary block by block.

What is the square footage and layout of the home?

The home offers 1,668 square feet of living space across three bedrooms and one and a half baths. Built in 1900, the layout reflects the proportions and room structure of early twentieth-century residential construction.

Are there parks or green spaces near 4245 Taylor Road?

Dunedin Park is just 0.3 miles away — an easy walk for morning routines or afternoon downtime. The broader Western Branch area also has pockets of green space woven through its residential streets.

Tom and Dariya Milan at LPT Realty know this part of Chesapeake well. Reach out to get a straight answer on anything this page didn't cover — they're happy to help.

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

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

Chesapeake$380K – $520K3+ 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 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.

$400K

Median sale · 12 mo

$202

Sold $/sq ft

33d

Days on market

50

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

homes 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

$2,727/mo

Principal & interest

$2,335

Property tax

$261

Home insurance

$131

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

$300,000$530,000

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.

4100 Mystic CV · 2.5 mi · 1,739 sqft$530,000 sold 2026-05
4332 FARRINGDON WAY · 2.4 mi · 1,776 sqft$310,500 sold 2026-05
2432 Lakewood LN · 2.1 mi · 1,887 sqft$425,000 sold 2026-05

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

Sale & Tax History

List Price

$450,000

Price / Sq Ft

$270

Annual Taxes

$3,126

Monthly Tax

$261

HOA

None

Tax Rate (effective)

0.69%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJun 18, 2026$450,000
Currently listed$450,000

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

Is 4245 Taylor Rd in a good school zone?+
The assigned zones on the listing record are Western Branch Primary, 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 4245 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 4245 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 4245 Taylor Rd?+
Dunedin Park is about 0.4 miles away.
Where is the nearest grocery store to 4245 Taylor Rd?+
Grocery Outlet is about 0.8 miles away. The closest dining on record is La familia (0.5 mi).
Does 4245 Taylor Rd have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 4245 Taylor Rd built?+
It was built in 1900, 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 Phil Black · CENTURY 21 Nachman Realty · REIN MLS #10635156

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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4245 Taylor Rd, Chesapeake — photo

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

Call or text (757) 777-7577

4245 Taylor Rd, Chesapeake, Virginia 23321 · MLS #10635156 · 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.