28 days on market
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$615,000
25092 Tyler Dr
Windsor, Virginia 23487
MLS# 10632433 · WINDSOR · Isle of Wight County VA
Updated May 28, 2026 · Source: REIN MLS
Est. payment
$3,684/mo
Edit below
Price / sq ft
$240
2,567 sq ft
Days on market
28
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 private acres in Windsor, Virginia, offering a three-bedroom, two-and-a-half-bath home with over 2,500 square feet of living space — room to breathe, room to grow, and a genuine sense of distance from the everyday rush.
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Why this home stands out
Nearly five acres in Isle of Wight County is the headline here. Built in 1994, this 2,567-square-foot home gives you the square footage of a suburban build with the elbow room of a rural retreat — all without leaving the conveniences of Windsor's small-town core. Three bedrooms, two full baths, and a half bath round out a layout that works equally well for families and anyone who simply values space.
About the Windsor real estate market
Windsor is a small, tight-knit town in Isle of Wight County that punches well above its size when it comes to livability. The town sits along Route 460 in the western reaches of Hampton Roads, which means you get a quieter pace of life without being cut off from the broader region. Neighbors here tend to know each other, yards are generous, and the landscape shifts from tidy residential streets to open fields within minutes. Windsor homes for sale in this price range often sit on larger lots than you'd find closer to the coast, and 25092 Tyler Drive is a strong example of that pattern — nearly five acres where the nearest neighbor isn't on top of you. Isle of Wight County is consistently recognized for its quality of life, low traffic, and strong sense of community identity. Whether you're commuting toward Suffolk, working remotely, or simply looking for a place where the kids can run, Windsor delivers a grounded, unhurried lifestyle that's increasingly hard to find this close to a major metro.
What's nearby
Day-to-day errands are easy from Tyler Drive. Food Lion is just 0.6 miles away for grocery runs, and a BP station sits within a mile for quick stops. Dinner options are right around the corner — 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. Coffee and a quiet morning? The Rusted Root Cafe is 0.6 miles away. Anytime Fitness at 0.5 miles keeps your routine intact. For outdoor time, Centennial Park, Garris Event Park, and Robinson Park are all under a mile — a nice cluster of green space for weekend walks or afternoon outings.
For different buyers
For military families relocating
Joint Staff J7 in Suffolk is about 19 minutes from Tyler Drive, making this a realistic daily commute without the stress of heavy traffic. NSA Northwest Annex is reachable in roughly 43 minutes. For service members using a VA loan to maximize their buying power, nearly five acres and over 2,500 square feet in Isle of Wight County represents strong long-term value in a low-congestion corridor.
For families upgrading
If your current home feels like the walls are closing in, 25092 Tyler Drive offers a genuine reset. Nearly five acres means room for a garden, a playset, a workshop, or simply open air. Three bedrooms and 2,567 square feet give everyone their own space indoors, while the lot size means outdoor life here is on a completely different scale than a standard subdivision.
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 Route 460 toward Suffolk — a manageable daily commute with minimal traffic compared to coastal Hampton Roads corridors.
What is the lot size at 25092 Tyler Drive?
The property sits on 4.71 acres, which is significantly larger than most residential lots in the Windsor area and provides substantial privacy and outdoor space.
Is 25092 Tyler Drive in a flood zone?
Flood zone designation for this property is displayed in the FloodRisk tile on this page — check there for the most current FEMA mapping data specific to this parcel.
What county is 25092 Tyler Drive in?
The property is located in Isle of Wight County, Virginia, which governs zoning, permits, and property taxes for this address.
Does 25092 Tyler Drive have a garage?
Garage details and structural features for this home are best confirmed through the current listing data or a direct walkthrough — contact Tom or Dariya Milan for specifics.
Curious whether 25092 Tyler Drive fits your next chapter? Tom and Dariya Milan know this corridor well — reach out and they'll walk you through everything.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Places within ~1 mile, ordered by distance from this property. Powered by Google Places.
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
$615,000
Price / Sq Ft
$240
Annual Taxes
$3,759
Monthly Tax
$313
HOA
None
Tax Rate (effective)
0.61%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Apr 30, 2026 | $615,000 | — |
| Currently listed | — | $615,000 | — |
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
$3,684/moPrincipal & interest
$3,191
Property tax
$313
Home insurance
$179
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.
$615,000
25092 Tyler DR, WINDSOR VA 23487
Windsor, Virginia 23487
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