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✓ Source: REIN MLS #10658762 · record updated Oct 30, 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
4beds
2.1baths
2,567sqft
8days on market

25092 Tyler Dr, Windsor, VA 23487

ActiveResidential · built 1994 · WINDSOR

About this home

Just 5 minutes from downtown Windsor, this spacious all-brick rancher offers 4.7 acres of privacy, flexibility, and room to grow! Featuring 4 bedrooms with the option for a 5th bedroom or office, 2.5 baths, and a massive FROG, there's plenty of space to fit your needs. Major updates include a geothermal HVAC system installed in 2024, a newer water heater and refrigerator, an approximately 8-year-old roof, and a deck replaced in 2025. The possibilities continue outside with a huge detached garage featuring potential for finished space upstairs, plus an expansive walk-in attic that could be finished for even more usable square footage. Whether you're looking for extra room to spread out, storage for hobbies and equipment, or future expansion possibilities, this property offers a rare combination of acreage, space, and convenience just minutes from town! Call today for your private showing!

Listing courtesy of Jacob Jansen · LPT Realty LLC · REIN MLS #10658762

Facts & features

Type

Residential

Year built

1994

Price / sqft

$195

HOA

None

Taxes

$3,759/yr

County

Isle of Wight County VA

MLS #

10658762

Interior

Bedrooms
4
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, PBR with Bath, Office/Study, Porch, Sun Room, Workshop
Appliances
Disposal, Dryer, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer, Washer Hookup
Equipment
Attic Fan, Ceiling Fan, Jetted Tub
Accessibility
Casement/Crank Windows, Main Floor Laundry

Construction & exterior

Style
Ranch
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick
Pool
No Pool

Utilities & systems

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

Lot, parking & ownership

Lot size
4.7100
Subdivision
WINDSOR
Zoning
TOWN
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Garage Det 2 Car, 4 Space
Possession
SETTLE
Miscellaneous
Fixer Upper
Disclosures
Disclosure Statement

Sources: REIN MLS record

Tom & Dariya's overview

Our read on this home

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

At a glance

25092 Tyler Drive sits on 4.71 acres in Windsor, Virginia — giving you four bedrooms, two and a half baths, and 2,567 square feet of living space built in 1994. The lot is the story here. Wide open land, room to breathe, and a quiet address that still puts groceries and dining within half a mile.

Keep searching in Windsor

See all Windsor homes for sale, including 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

Most homes near Windsor town center sit on standard suburban lots. This one gives you 4.71 acres. That is the kind of land that opens up real options — a detached workshop, a garden, space for animals, or simply a backyard with no neighbors crowding the fence line. The 1994 construction means solid bones without the quirks of an older build. Four bedrooms and 2,567 square feet round out a layout that has room for everyone and everything.

About the Windsor real estate market

Tyler Drive is a quiet residential road on the edge of Windsor, Virginia, in Isle of Wight County. The streets here are lined with single-family homes on generous lots, and the pace is noticeably slower than the suburban sprawl closer to Hampton Roads. Windsor itself is a small town with a tight-knit feel and a Main Street that still functions as a real gathering place. Isle of Wight County is known for low density and strong community character. Getting around is easy — US-460 connects Windsor to Suffolk in about 20 minutes and to the broader Hampton Roads metro beyond that. Anyone browsing Windsor homes for sale will notice that acreage properties like this one are increasingly rare as the town grows. The town has invested in parks and community events, and Centennial Park is less than a mile away. Windsor keeps a small-town rhythm while staying genuinely connected to the region.

What's nearby

Daily errands are easier than the rural setting suggests. Food Lion is just 0.4 miles away for grocery runs, and a bp station sits less than a mile out. Subway, El Mexa Mexican Restaurant, and Hong Kong Chinese Restaurant are all within 0.4 miles — real variety without a long drive. The Rusted Root Cafe is right there too, a local coffee shop worth knowing. Anytime Fitness is 0.4 miles away for workouts. Centennial Park and Garris Event Park are both under a mile, giving you green space and community events close to home.

For different buyers

Base commute and VA loan notes

Joint Staff J7 in Suffolk is about 19 minutes from Tyler Drive — a manageable daily commute. VA loan financing is commonly used for properties in this price range and county, and the 4.71-acre lot means no tight HOA restrictions to navigate. The four-bedroom layout and extra half bath give you flexibility from day one without waiting on a renovation timeline.

For buyers drawn to character

Four bedrooms, a half bath, and nearly 2,600 square feet on 4.71 private acres — that combination is hard to find anywhere close to Hampton Roads. The 1994 build gives you a solid structure with room to put your own stamp on it. If you are comparing homes for sale zoned for Windsor High School and homes for sale zoned for Windsor Elementary School, this address checks both boxes while offering land that most in-town options simply cannot match.

More buyer questions

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

The drive to Joint Staff J7 in Suffolk is about 19 minutes under normal conditions. US-460 is the primary route and stays clear of major congestion for most of the day.

Is there an HOA at 25092 Tyler Drive?

There is no HOA associated with this property. The 4.71-acre lot gives you significant flexibility without association restrictions.

What is the lot size at 25092 Tyler Drive?

The lot measures 4.71 acres. That is well above the typical suburban lot size for the Windsor area and gives you meaningful outdoor space.

Is 25092 Tyler Drive in a flood zone?

Flood zone information for this address is covered in the FloodRisk tile on this page. Review that section for the current FEMA designation.

Where is the nearest grocery store to 25092 Tyler Drive?

Food Lion is 0.4 miles from the property — the closest full grocery option. A bp station with convenience items is about 0.9 miles out.

Tom and Dariya Milan at LPT Realty know Windsor and Isle of Wight County well. Reach out to schedule a walkthrough of the property and the land.

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

How Far Is?

Driving distance by road and typical drive time via Google Maps, to the nearest location of each.

Also nearby

Distances are straight-line (as the crow flies) from this property, not driving miles. Places within ~1 mile, nearest first. Powered by Google Places.

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

Windsor$420K – $575K4+ beds

By subscribing you agree to receive listing emails from Tom & Dariya Milan, Realtors, at most one a day. Unsubscribe anytime · Privacy PolicyBrokered by LPT Realty

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 (FEMA)

Source: FEMA National Flood Hazard Layer · FIRM 51093C

Low / Moderate Risk

FEMA flood zone

X (low to moderate risk)

Base flood elevation

Not applicable in low-risk zones

Zone X is outside the Special Flood Hazard Area; FEMA doesn\u2019t define a BFE here.

Property elevation

75.8 ft above sea level

USGS 3DEP digital elevation model

Outside the high-risk Special Flood Hazard Area. Federal flood insurance is NOT required, though optional preferred-rate NFIP coverage is still worth considering in coastal Hampton Roads.

Data sources: Flood zone and base flood elevation come from FEMA\u2019s National Flood Hazard Layer. Property elevation is sampled from a single point on the parcel using the USGS National Map elevation service \u2014 actual elevations across a single property can vary by several feet higher or lower than the figure shown. Use these numbers as a starting reference and do your own due diligence (a professional survey or elevation certificate) before relying on them for any financial, insurance, or construction decision.

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. homes for sale in Windsor →

Military Commute

Drive times to nearest bases

J7 Suffolk

Joint

18min·11.1mi

NMCP

Navy

35min·27.8mi

NSA HR

Navy

52min·35.9mi

NNSY

Navy

33min·27.5mi

USCG Portsmouth

Coast Guard

35min·28.7mi

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

Payment Calculator

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

$3,053/mo

Principal & interest

$2,594

Property tax

$313

Home insurance

$146

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

Comparables

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

$499,999

Price / Sq Ft

$195

Annual Taxes

$3,759

Monthly Tax

$313

HOA

None

Tax Rate (effective)

0.75%

Sale Timeline (this listing)

EventDatePriceDetail
ListedOct 22, 2026$499,999—
Currently listed—$499,999—

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

8 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 5.3/10), Georgie D. Tyler Middle School (VaHome School Score 7/10), Windsor (VaHome School Score 6.6/10). 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

Listing courtesy of Jacob Jansen · LPT Realty LLC · REIN MLS #10658762

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 #10658762 · 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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