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WindsorWINDSOR25092 Tyler Dr✓ Source: REIN MLS #10632433 · record updated Jul 13, 2026 · synced every 2 min · your inquiry is never resold
25092 Tyler DR, WINDSOR VA 23487 - Main photo
25092 Tyler DR, WINDSOR VA 23487 - Photo 2
25092 Tyler DR, WINDSOR VA 23487 - Photo 3
25092 Tyler DR, WINDSOR VA 23487 - Photo 4
25092 Tyler DR, WINDSOR VA 23487 - Photo 5
$549,900
$214 / sqft · est. $3,327/mo →
3beds
2.1baths
2,567sqft
73days on market

25092 Tyler Dr, Windsor, VA 23487

ActiveResidential · built 1994 · WINDSOR

About this home

The listing, in the seller's words

Instant equity potential! Appraised 2026 $600K. 4.71 acres & no HOA in Windsor VA. 1994 brick home offering classic durability & modern efficiency. Features an eco-friendly geothermal HVAC system (unit replaced just last year) ensuring astonishingly low utility bills year-round. 3 bedrooms, 2.5 baths, study & a bright sunroom. Large, new deck. Mudroom for ideal transition zone from outdoors. 2 car attached garage with large room & wet bar area above offer endless possibilities! Massive detached 2 story garage/workshop. 2nd floor is a blank canvas for potential to build private in-law suite, guest house or art studio. Priced to let you customize & build immediate equity!

Listing courtesy of Tracy Pudder · World Class Realty · REIN MLS #10632433

VaHome team overview

Our read on this home

At a glance

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.

Read the full overview ↓

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.

More buyer 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.

Schools

  • ElementaryWindsor Elementary
  • MiddleGeorgie D. Tyler Middle School
  • HighWindsor

Info provided by GreatSchools

Facts & features

The record, sourced

Type

Residential

Year built

1994

Price / sqft

$214

HOA

None

Taxes

$3,759/yr

County

Isle of Wight County VA

Waterfront

Yes

MLS #

10632433

Interior

Bedrooms
3
Full baths
2
Half baths
1
Approx. sqft
2,567
Stories
2
Flooring
Carpet, Vinyl
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Total rooms
9
Other rooms
1st Floor BR, 1st Floor Primary BR, Attic, Fin. Rm Over Gar, Foyer, PBR with Bath, Office/Study, Porch, Rec Room, Sun Room, Workshop
Interior features
Fireplace Gas-propane, Walk-In Closet
Appliances
220 V Elec, Dishwasher, Dryer, Elec Range, Refrigerator, Trash Compactor, Washer
Equipment
Gar Door Opener, Generator Hookup

Construction & exterior

Style
Ranch
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick
Exterior features
Deck, Wooded
Pool
No Pool
Waterfront
Not Waterfront

Utilities & systems

Heating
Geo Thermal
Cooling
Geo Thermal
Water heater
Electric
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
4.7100
Approx. acres
4.71
Subdivision
WINDSOR
Zoning
TOWN
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Oversized Gar, Off Street, Driveway Spc
Possession
SETTLE
Disclosures
Disclosure Statement

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

Flood & environment

FEMA flood zone X · outside the high-risk area · FIRM 51093C

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Not in a designated hurricane evacuation zone.

Source: Virginia Dept. of Emergency Management — Know Your Zone

In the Deerfield / Windsor neighborhood of Windsor.

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

$3,327/mo

Principal & interest

$2,853

Property tax

$313

Home insurance

$160

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.

Value & history

Judge value on real ground

Why we show no algorithmic estimate.

National AVMs misprice homes whose value drivers they can't see. Instead: the sourced assessment above, the carrying cost, real price history, and honest comparables below.

Price context — similar nearby homes

$340,000$589,900

The 6 most similar homes nearby (same city, within ~20% of this size, ~2.5 mi; 2 sold). Context for judging the asking price — not an appraisal or an estimate of this home's value.

11492 Savannah ST · 0.8 mi · 2,456 sqft$445,000 sold 2026-04
25 E Griffin ST · 0.6 mi · 2,133 sqft$340,000 sold 2026-05
25253 KELSIE ST · 0.9 mi · 2,500 sqft$459,999 active

Sale & Tax History

List Price

$549,900

Price / Sq Ft

$214

Annual Taxes

$3,759

Monthly Tax

$313

HOA

None

Tax Rate (effective)

0.68%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMay 1, 2026$549,900
Price reducedJun 12, 2026$549,900−$65,100
Currently listed$549,900

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:

Windsor Assessor (Google)

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.

Market tempo

73 days on market — read it in context

Days on market reflects pricing, season, and inventory — compare it against similar nearby homes below before reading anything into it.

Questions buyers ask

Real questions, answered from the record

Is 25092 Tyler Dr in a good school zone?+
The assigned zones on the listing record are Windsor Elementary (GreatSchools 4/10), Georgie D. Tyler Middle School, Windsor (GreatSchools 4/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 25092 Tyler Dr 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 25092 Tyler Dr?+
Yes — Anytime Fitness is about 0.5 miles away, per the cached nearby-places record for this address.
Are there parks near 25092 Tyler Dr?+
Centennial Park is about 0.9 miles away.
Where is the nearest grocery store to 25092 Tyler Dr?+
Food Lion is about 0.6 miles away. The closest dining on record is Annas Pizza (0.5 mi).
Does 25092 Tyler Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 25092 Tyler Dr built?+
It was built in 1994, 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

LPT Realty · Hampton Roads · answer their own phone

✓ Your inquiry goes to Tom & Dariya — never sold to strangers

Listing courtesy of Tracy Pudder · World Class Realty · REIN MLS #10632433

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

Free, no obligation — your inquiry goes to Tom & Dariya, never resold.

25092 Tyler Dr, Windsor — photo

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

Call or text (757) 777-7577

25092 Tyler Dr, Windsor, Virginia 23487 · MLS #10632433 · 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.