19 days on market
$625,000
25092 Tyler Dr
Windsor, Virginia 23487
MLS# 10632433 · WINDSOR · Isle of Wight County VA
Updated 3 days ago · Source: REIN MLS
Est. payment
$3,739/mo
Edit below
Price / sq ft
$243
2,567 sq ft
Days on market
19
HOA
None
Year built
1994
32 yrs old
Beds
3
Full Baths
2
Half Baths
1
Sq Ft
2,567
Garage
Yes
Schools
- ElementaryWindsor Elementary—
- MiddleGeorgie D. Tyler Middle School—
- HighWindsor—
Info provided by GreatSchools
About this home
3 bed 2.5 bath brick home, wooded 4.71 ac lot. 2 car attached garage. Large, detached 2 story garage. Geo-thermal system keeps utilities low. System installed 1994. Unit replaced last year. New deck. Mud room, study, half bath off of kitchen. Kitchen opens to huge dining/great room with fireplace. Large sunroom on back of home. Front door foyer. Above garage finished rooms. Large enough for separate living area/rec r…
Listed by Tracy Pudder · World Class Realty
VaHome Team property overview
25092 Tyler Drive sits on nearly five acres in Windsor, Virginia — a 1994-built, 2,567-square-foot home with three bedrooms, two and a half baths, and the kind of breathing room that's genuinely hard to find this close to Hampton Roads.
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Why this home stands out
Nearly five acres in Isle of Wight County is the headline here. Most homes in this price range trade yard space for convenience, but 25092 Tyler Drive gives you both — a generously sized 2,567-square-foot layout with 3 beds and 2.5 baths, plus the sort of lot where you can park a boat, add a workshop, or simply let the kids run. Windsor's small-town pace comes standard.
About the Windsor real estate market
Windsor is a small, unincorporated community in Isle of Wight County that punches well above its size when it comes to livability. The streets are quiet, the lots are spacious, and neighbors tend to know each other by name — a texture that's increasingly rare in the broader Hampton Roads market. Windsor sits along the US-460 corridor, which means you're genuinely connected to Suffolk, Franklin, and the western reaches of the region without fighting the congestion that defines life closer to the coast. For anyone who has browsed outer banks homes for sale and dreamed of elbow room without the price premium of waterfront living, Windsor delivers a compelling alternative — acreage, privacy, and a slower rhythm, all within a reasonable commute of major employment centers. Isle of Wight County is well-regarded for its rural character and civic stability, and Windsor reflects both. The community has a genuine identity: local businesses, a walkable town center, and a pace of life that feels intentional rather than accidental.
What's nearby
Daily errands are easier than the zip code might suggest. Food Lion is just 0.6 miles away for your weekly grocery run, and a BP station sits only 0.9 miles out for quick stops. When you want to eat out, Anna's Pizza and Subway are both within half a mile, and El Mexa Mexican Restaurant adds a solid sit-down option at 0.6 miles. The Rusted Root Cafe — also 0.6 miles — is your neighborhood coffee anchor. Anytime Fitness is 0.5 miles away for morning workouts, and three parks (Centennial Park, Garris Event Park, and Robinson Park) cluster within a mile for weekend walks and outdoor time.
For different buyers
For military families relocating
Joint Staff J7 Suffolk is roughly 19 minutes from Tyler Drive — a straightforward commute that keeps your mornings manageable. The acreage gives military families room for vehicles, trailers, and gear storage that smaller lots simply can't accommodate. VA loan eligibility makes a property like this especially accessible, and BAH rates for the Suffolk area align well with Isle of Wight County's price range.
For families upgrading
If your current home feels like it's shrinking, 25092 Tyler Drive is the reset button. Nearly five acres means outdoor space for everyone — gardens, play areas, fire pits, whatever your family actually wants. Inside, 2,567 square feet across three bedrooms and two and a half baths gives everyone room to spread out without the maintenance overhead of a much larger house.
Frequently asked questions
How far is 25092 Tyler Drive from Joint Staff J7 Suffolk?
The drive is approximately 19 minutes under normal conditions, heading east on US-460 toward Suffolk. It's one of the more manageable commutes available from a property with this much acreage.
How far is 25092 Tyler Drive from NSA Northwest Annex?
NSA Northwest Annex is roughly 43 minutes away, making Tyler Drive a feasible base for personnel stationed there who prioritize space and a quieter lifestyle over a shorter commute.
What is the lot size at 25092 Tyler Drive?
The property sits on 4.71 acres — a substantial parcel that offers privacy, room for outbuildings or vehicles, and genuine separation from neighboring homes.
Is 25092 Tyler Drive in a flood zone?
Isle of Wight County has areas with varying flood designations; check the FloodRisk tile on this page for the specific FEMA flood zone classification assigned to this parcel.
What grocery stores and restaurants are close to 25092 Tyler Drive?
Food Lion is just 0.6 miles away, and within half a mile you'll find Anna's Pizza, Subway, and Anytime Fitness — so everyday convenience is well within reach despite the rural feel of the property.
Want to walk the full 4.71 acres and see the layout in person? Tom and Dariya Milan at LPT Realty know Windsor well — reach out and let's set something up.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Location & Street View
25092 Tyler DR, Windsor
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
2
Half Baths
1
Approx Sq Ft
2,567
Stories
2
Fireplaces
0
Flooring
Carpet, Vinyl
Heating
Geo Thermal
Cooling
Geo Thermal
Laundry
Interior Features
Fireplace Gas-propane, Walk-In Closet
Appliances
220 V Elec, Dishwasher, Dryer, Elec Range, Refrigerator, Trash Compactor, Washer
Sale & Tax History
List Price
$625,000
Price / Sq Ft
$243
Annual Taxes
$3,759
Monthly Tax
$313
HOA
None
Tax Rate (effective)
0.60%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Apr 30, 2026 | $625,000 | — |
| Currently listed | — | $625,000 | — |
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.
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
$3,739/moPrincipal & interest
$3,243
Property tax
$313
Home insurance
$182
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 World Class Realty · MLS# 10632433
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$625,000
25092 Tyler DR, WINDSOR VA 23487
Windsor, Virginia 23487
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