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Windsor › WINDSOR › 25092 Tyler Dr✓ Source: REIN MLS #10632433 · record updated Aug 24, 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
3beds
2.1baths
2,567sqft
116days on market

25092 Tyler Dr, Windsor, VA 23487

ActiveResidential · built 1994 · WINDSOR

Facts & features

Type

Residential

Year built

1994

Price / sqft

$214

HOA

None

Taxes

$3,759/yr

County

Isle of Wight County VA

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

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

About this home

Make this your home with your personal touches! $25,000 credit paid at closing to be used at buyers discretion for property upgrades/flooring/paint/closing costs (subject to lender approval) etc. One year home warranty of buyers choice up to $700. 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

Tom & Dariya's overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · Brokered by LPT Realty

At a glance

Twenty-five acres shy of five, 25092 Tyler Drive gives you a genuine slice of Isle of Wight County — nearly five private acres, a 2,567-square-foot home built in 1994, three bedrooms, two and a half baths, and small-town Windsor convenience just steps from your door.

Keep searching in Windsor

See homes for sale zoned for Windsor High School and homes for sale zoned for Windsor Elementary School. Nearby, look at Deerfield / Windsor homes for sale.

Read the full overview ↓

Why this home stands out

What sets 25092 Tyler Drive apart is the land — 4.71 acres in a county where that kind of breathing room is increasingly hard to find close to town. You're not trading convenience for space here; Food Lion, local restaurants, and a gym are all within half a mile. The 1994 construction gives you a solid structural foundation without the quirks of a much older home, and the half-bath adds everyday practicality that smaller floor plans skip.

About the Windsor real estate market

Windsor is the kind of small Virginia town that still feels like a real community — a place where neighbors wave, the pace slows down, and Isle of Wight County's rural character is part of daily life. The town sits along US-460, which keeps it connected to Suffolk and the broader Hampton Roads region without the congestion of the coast. Tyler Drive itself sits in a quiet residential pocket where larger lots are the norm, giving the street a spacious, unhurried feel. Windsor's compact downtown puts essentials within easy reach, and the town's parks — including Centennial Park and Garris Event Park — give families and outdoor enthusiasts genuine gathering places. For buyers comparing Windsor homes for sale in Isle of Wight County, the combination of acreage, affordability relative to the coast, and small-town character makes Windsor a consistently compelling option.

What's nearby

Daily errands are genuinely easy from Tyler Drive. Food Lion is just 0.4 miles away, and a BP station is under a mile for quick stops. When you want to eat out, Subway, El Mexa Mexican Restaurant, and Hong Kong Chinese Restaurant are all within 0.4 miles — real variety for a small town. The Rusted Root Cafe is the local coffee spot at the same distance, and Anytime Fitness is right there too if you like to keep a workout routine close to home. Centennial Park and Garris Event Park are both under a mile, giving you green space and community events without a long drive.

For different buyers

For military families relocating

Joint Staff J7 in Suffolk is about 19 minutes from Tyler Drive — a manageable commute that keeps you well outside the congestion belt. The 4.71-acre lot gives military families the space and privacy that base housing simply can't offer, and a VA loan can make a property like this more accessible than you might expect. NSA Northwest Annex is roughly 43 minutes out for dual-military households weighing options.

For families upgrading

Families comparing homes for sale zoned for Windsor High School and homes for sale zoned for Windsor Elementary School will find that Tyler Drive checks a lot of boxes — nearly five acres for kids to roam, a floor plan with 2,567 square feet across three bedrooms and two and a half baths, and a tight-knit town where community events at Centennial Park and Garris Event Park are part of the rhythm of life.

More buyer questions

How far is 25092 Tyler Drive from Joint Staff J7 Suffolk?

The drive to Joint Staff J7 in Suffolk runs about 19 minutes under normal conditions, making Tyler Drive a practical choice for personnel assigned there.

What is the lot size at 25092 Tyler Drive?

The property sits on 4.71 acres — a substantial parcel for a home this close to Windsor's town center and everyday amenities.

Is 25092 Tyler Drive in a flood zone?

Flood zone designation for this address is covered in the FloodRisk tile on this page, which pulls current FEMA map data for the parcel.

Does 25092 Tyler Drive have an HOA?

The Windsor neighborhood at this address does not carry a mandatory HOA, so there are no association dues or governing covenants tied to the property.

Where is Windsor, Virginia relative to the rest of Hampton Roads?

Windsor sits in Isle of Wight County along US-460, roughly 30 minutes west of downtown Suffolk and about an hour from Virginia Beach — close enough to access the region's amenities while staying well clear of coastal traffic and density.

Tom and Dariya Milan at LPT Realty know Isle of Wight County well — reach out to talk through what 25092 Tyler Drive could look like for your family.

Summary generated by AI from public records and publicly available information.

Homes like this one sell fast — see the next one first

Windsor$465K – $635K3+ beds

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Schools

VaHome School Score

Our own 1–10 rating, scored from Virginia Department of Education data.

VaHome School Score — calculated by VaHome.com from Virginia Department of Education assessment, progress, and attendance data. Attendance zones come from the MLS listing record; confirm the current zone with the school division before making an offer.

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

$3,325/mo

Principal & interest

$2,851

Property tax

$313

Home insurance

$160

PMI

None

HOA/Condo (paid separately)

None

Estimate only. Association (HOA/condo) fees are paid separately and are not included in the payment above. 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

Price context — similar nearby homes

$248,000 – $602,902

The 6 most similar homes nearby (same city, within ~20% of this size, ~2.5 mi; 6 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
12348 Ava LN · 0.9 mi · 2,701 sqft$602,902 sold 2026-08
29 N Court ST · 1.1 mi · 2,729 sqft$248,000 sold 2026-09

Own a home nearby? See what it is worth today — What's your Windsor home worth?

Sale & Tax History

List Price

$549,500

Price / Sq Ft

$214

Annual Taxes

$3,759

Monthly Tax

$313

HOA

None

Tax Rate (effective)

0.68%

Sale Timeline (this listing)

EventDatePriceDetail
ListedApr 30, 2026$549,500—
Price reducedAug 24, 2026$549,500−$400
Currently listed—$549,500—

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

116 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

Is 25092 Tyler Dr in a good school zone?+
The assigned zones on the listing record are Windsor Elementary (VaHome School Score 4.6/10), Georgie D. Tyler Middle School (VaHome School Score 7.4/10), Windsor (VaHome School Score 5.8/10). 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

Brokered by 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.

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