4 days on market
$950,000
4249 Taylor Rd
Chesapeake, Virginia 23321
MLS# 10635157 · WESTERN BRANCH · Chesapeake VA
Updated 2 days ago · Source: REIN MLS
Est. payment
$5,771/mo
Edit below
Price / sq ft
$418
2,272 sq ft
Days on market
4
New listing
HOA
None
Year built
2020
6 yrs old
Beds
1
Full Baths
0
Half Baths
0
Sq Ft
2,272
Garage
No
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…
Listed by Phil Black · CENTURY 21 Nachman Realty
VaHome Team property overview
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 full property overview ↓Show less ↑
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.
Frequently asked 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.
Location & Neighborhood
Location & Street View
4249 Taylor RD, Chesapeake
Map and Street View imagery © Google. Imagery may not be current.
Map data ©Google. Click and drag inside the map to explore the surrounding area.
Flood Risk
Property Details
Bedrooms
1
Full Baths
0
Half Baths
0
Approx Sq Ft
2,272
Stories
1
Fireplaces
0
Flooring
Ceramic, Laminate/LVP
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
220 V Elec, Dryer, Elec Range, Refrigerator, Washer
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)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | May 15, 2026 | $950,000 | — |
| Currently listed | — | $950,000 | — |
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:
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.
About buying in Chesapeake
Chesapeake is Virginia's second-largest city by area and offers a mix of suburban subdivisions, rural acreage, and waterfront properties along the Intracoastal Waterway. Western Branch, Greenbrier, and Great Bridge are among the most sought-after neighborhoods, with top-rated public schools and easy access to I-64 and the Chesapeake Expressway. The city is known for lower property taxes and larger lot sizes compared to neighboring Virginia Beach and Norfolk, which makes it especially attractive to families looking for more space.
Military Commute
Drive times to nearest basesDrive 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.
Estimate your monthly payment
$5,771/moPrincipal & 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.
Listed by CENTURY 21 Nachman Realty · MLS# 10635157
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$950,000
4249 Taylor RD, CHESAPEAKE VA 23321
Chesapeake, Virginia 23321
Request InfoQuick Facts
Schedule a tour
In-person or videoClick a day to pick a time