4 days on market
$450,000
4245 Taylor Rd
Chesapeake, Virginia 23321
MLS# 10635156 · WESTERN BRANCH · Chesapeake VA
Updated 5 days ago · Source: REIN MLS
Est. payment
$2,727/mo
Edit below
Price / sq ft
$270
1,668 sq ft
Days on market
4
New listing
HOA
None
Year built
1900
126 yrs old
Beds
3
Full Baths
1
Half Baths
1
Sq Ft
1,668
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
Meet 4245 Taylor Road — a character-rich 1900-built home in Chesapeake, Virginia offering 1,668 square feet, three bedrooms, and a full plus half bath on a property just minutes from two major military installations and everyday conveniences.
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Why this home stands out
What sets 4245 Taylor Road apart is its rare combination of genuine early-1900s architecture and a location that puts two military bases within a twelve-minute drive. Homes with this kind of age and authenticity are uncommon in western Chesapeake, and the surrounding street-level convenience — food, fitness, and green space all within a mile — makes the address surprisingly practical for everyday life.
WESTERN BRANCH and the Chesapeake real estate market
Taylor Road sits in the western reaches of Chesapeake, a city that consistently ranks among the most livable in Virginia for its low density, clean neighborhoods, and strong civic infrastructure. If you're searching for sale chesapeake options that offer breathing room without sacrificing access, this corridor delivers. The area around this address has a settled, residential feel — mature lots, modest traffic, and neighbors who tend to stay. Chesapeake itself spans from the North Carolina border all the way to the Southern Branch of the Elizabeth River, but the western side near the Portsmouth line has its own distinct character: practical, unpretentious, and genuinely convenient. You're in the independent city of Chesapeake, which means city services without the density of Norfolk or Virginia Beach. Parks are close, commutes to the naval corridor are short, and the pace of life here suits people who want space to breathe.
What's nearby
Daily life is easy from 4245 Taylor Road. Dunedin Park is just 0.4 miles away for a quick walk or afternoon outside, and Crossings at Western Branch Park is a mile out for more room to roam. Grocery Outlet, Dollar General, and Royal Farms are all within 0.8 miles for everyday essentials. When you want to eat out, La Familia and La Salvadoreña Restaurant are both half a mile away, with Papa Johns equally close. Coffee and fuel are covered by McDonald's, Dunkin', and Wawa — all under a mile. For fitness, Roaming Yoga VA LLC, Full Potential Fitness and Wellness, and the Taylor Bend Family YMCA are all within a mile of your front door.
For different buyers
For military families relocating
NSA Northwest Annex is a nine-minute drive from 4245 Taylor Road, and Naval Medical Center Portsmouth is twelve minutes out — making this address a practical fit for active-duty households. A VA loan can make a century-old home like this one genuinely accessible, and BAH rates in the Chesapeake area are competitive enough to make ownership a real conversation worth having.
For buyers drawn to character
Built in 1900, 4245 Taylor Road carries more than a century of history in its bones. If you're drawn to homes with real architectural character — the kind of place that was built before cookie-cutter subdivisions existed — this is a rare find in western Chesapeake. The 1,668-square-foot footprint gives you room to live while the age of the structure gives you a story worth telling.
Frequently asked questions
How far is 4245 Taylor Road from NSA Northwest Annex?
NSA Northwest Annex is approximately nine minutes from 4245 Taylor Road by car, making it one of the closer residential options to that installation in the Chesapeake area.
How far is 4245 Taylor Road from Naval Medical Center Portsmouth?
Naval Medical Center Portsmouth is about twelve minutes away, a straightforward commute that keeps this address in range for personnel assigned there.
What is the flood zone status for 4245 Taylor Road?
Flood zone information for this address is displayed in the FloodRisk tile on this page — check that section for the current FEMA designation.
Is there an HOA at 4245 Taylor Road?
Based on available information, this property does not appear to be governed by a homeowners association, though you should confirm with a title search during due diligence.
What parks are near 4245 Taylor Road in Chesapeake?
Dunedin Park is just 0.4 miles away, and Crossings at Western Branch Park is about a mile from the address — both are accessible without getting on a highway.
Want to know more about 4245 Taylor Road or other homes in Chesapeake? Tom and Dariya Milan at LPT Realty are ready to walk you through it — reach out today.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Location & Street View
4245 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
3
Full Baths
1
Half Baths
1
Approx Sq Ft
1,668
Stories
2
Fireplaces
0
Flooring
Carpet, Laminate/LVP
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
220 V Elec, Dryer, Washer
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)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | May 15, 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:
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
$2,727/moPrincipal & interest
$2,335
Property tax
$261
Home insurance
$131
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# 10635156
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$450,000
4245 Taylor RD, CHESAPEAKE VA 23321
Chesapeake, Virginia 23321
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