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Windsor › WINDSOR › 32 N Court Street✓ Source: REIN MLS #10555920 · record updated Nov 18, 2025 · synced every 2 min · your inquiry is never resold
32 N Court Street, Windsor VA 23487 - Main photo
32 N Court Street, Windsor VA 23487 - Photo 2
32 N Court Street, Windsor VA 23487 - Photo 3
32 N Court Street, Windsor VA 23487 - Photo 4
32 N Court Street, Windsor VA 23487 - Photo 5
4beds
2.1baths
2,876sqft
222days on market

32 N Court Street, Windsor, VA 23487

Under ContractResidential · built 1955 · WINDSOR

Facts & features

Type

Residential

Year built

1955

Price / sqft

$151

HOA

None

Taxes

$3,034/yr

County

Isle of Wight County VA

MLS #

10555920

Interior

Bedrooms
4
Full baths
2
Half baths
1
Approx. sqft
2,876
Stories
2
Flooring
Ceramic, Wood
Total rooms
8
Other rooms
Attic, Breakfast Area, Foyer, PBR with Bath, Office/Study, Utility Room, Workshop
Appliances
220 V Elec, Dishwasher, Dryer, Gas Range, Washer
Equipment
Cable Hookup, Ceiling Fan

Construction & exterior

Style
Colonial
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick
Pool
No Pool
Fencing
Partial,Privacy

Utilities & systems

Heating
Heat Pump
Cooling
Central Air, Heat Pump, Other
Water heater
Electric
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.4100
Subdivision
WINDSOR
Ownership
Fee Simple
Garage
Yes
Parking
Garage Det 2 Car, Carport, Driveway Spc, Street
Possession
CLOSING
Disclosures
Disclosure Statement, Owner Agent

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

About this home

DO NOT LET THIS OPPORTUNITY GET AWAY! This home has LOTS of potential to customize and make it personal for your taste. This is a well built home with steel beam under the home and lots of quality! 4 Bedroom BRICK Colonial with 2 car attached brick carport, copper gutters, large yard and deck etc. on the exterior and Large kitchen, lots of cabinets, eat in area, utility room, hardwood floors, wood paneled study other items too numerous to list! Recent updates to include all new windows, roof, HVAC to name a few. Large outbuilding/garage.

Listing courtesy of S Dane Scott · Scott & Assoc. Inc. Realtors · REIN MLS #10555920

Tom & Dariya's overview

Our read on this home

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

At a glance

32 N Court Street is a four-bedroom, 1955-built home on nearly half an acre in the heart of Windsor, Virginia — offering generous square footage, a half-bath bonus, and a walkable downtown location that few Isle of Wight addresses can match.

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

Nearly 2,900 square feet on a 0.41-acre lot puts 32 N Court Street in a different class for Windsor. Built in 1955, the home carries the solid bones of mid-century construction — thicker walls, larger rooms, and a lot footprint that gives you real breathing room in a walkable downtown setting. It's the kind of scale that's genuinely hard to find this close to Windsor's town center.

About the Windsor real estate market

Windsor is a small, unhurried town in Isle of Wight County — the kind of place where neighbors actually know each other and the pace of life feels intentional. N Court Street sits right in the middle of it all, within a short walk of parks, restaurants, and everyday errands. The town's historic downtown core is compact and easy to navigate on foot, and the surrounding residential streets have a quiet, established character that newer subdivisions rarely replicate. Isle of Wight County as a whole tends to attract buyers who want a genuine small-town feel without sacrificing reasonable access to Hampton Roads. Windsor itself is growing steadily, but it hasn't lost the low-key charm that makes it appealing in the first place. For families comparing Windsor homes for sale, the town's central location — roughly equidistant from Suffolk, Franklin, and Smithfield — makes it a practical hub for commuters heading in multiple directions.

What's nearby

Day-to-day life is genuinely convenient from N Court Street. Grab a quick fill-up or snacks at the BP just 0.2 miles away, with Dollar General at 0.5 miles and Food Lion about 0.9 miles out for a full grocery run. Dinner options are right around the corner — Stella's Kitchen, El Rodeo Mexican Restaurant Windsor, and Shun Xing are all within a few blocks. For coffee, Fizz Fusion is a half-mile away and The Rusted Root Cafe is under a mile. Coastal Point Gymnastics and Sports Centre and Anytime Fitness cover your fitness needs nearby. Garris Event Park, Robinson Park, and Centennial Park are all just 0.2 miles away — a rare cluster of green space this close to home.

For different buyers

For military families relocating

Joint Staff J7 in Suffolk is about 21 minutes from N Court Street — a manageable drive that keeps you well outside the congestion of base-adjacent neighborhoods. VA loan eligibility can make a home of this size more accessible than you might expect, and Isle of Wight County's lower property tax rate is a quiet bonus. Families comparing homes for sale zoned for Windsor High School and homes for sale zoned for Windsor Elementary School will find this address falls squarely within that zone.

For families upgrading

Nearly 2,900 square feet, four bedrooms, and a half-bath give a growing family genuine room to spread out — without the HOA restrictions that come with newer developments. The 0.41-acre lot means a real backyard, and three parks within 0.2 miles means kids have somewhere to go the moment they step outside. It's the kind of setup that makes everyday family life feel a little easier.

More buyer questions

How far is 32 N Court Street from Joint Staff J7 Suffolk?

The drive is approximately 21 minutes under normal traffic conditions, making it a reasonable daily commute for personnel assigned there.

What is the lot size at 32 N Court Street?

The lot measures 0.41 acres — a generous footprint for a downtown Windsor address that gives you meaningful outdoor space without the upkeep of a large rural property.

Is 32 N Court Street in a flood zone?

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

How walkable is N Court Street in Windsor?

Very walkable by small-town standards — three parks, multiple restaurants, a coffee shop, and convenience stores are all within half a mile, and the Windsor town center is essentially at your doorstep.

What year was 32 N Court Street built?

The home was built in 1955, giving it mid-century construction quality — typically characterized by larger room dimensions and solid structural framing compared to many homes built in later decades.

Tom and Dariya Milan at LPT Realty know Windsor's market well — reach out to get a clear picture of what 32 N Court Street means for your next move.

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

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

Windsor$365K – $505K4+ 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

$2,637/mo

Principal & interest

$2,257

Property tax

$253

Home insurance

$127

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.

29 N Court ST · 0 mi · 2,729 sqft$248,000 sold 2026-09
23068 Andrew CT · 1 mi · 2,797 sqft$456,500 sold 2026-02
11072 Wythe DR · 1.1 mi · 2,997 sqft$507,000 sold 2026-06

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

Sale & Tax History

List Price

$435,000

Price / Sq Ft

$151

Annual Taxes

$3,034

Monthly Tax

$253

HOA

None

Tax Rate (effective)

0.70%

Sale Timeline (this listing)

EventDatePriceDetail
ListedDec 25, 2025$435,000—
Currently listed—$435,000—

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:

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.

Questions buyers ask

Is 32 N Court Street 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 32 N Court Street 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 32 N Court Street?+
Yes — Coastal Point Gymnastics and Sports Centre is about 0.2 miles away, per the cached nearby-places record for this address.
Are there parks near 32 N Court Street?+
Robinson Park is about 0.2 miles away.
Where is the nearest grocery store to 32 N Court Street?+
Dollar General is about 0.3 miles away. The closest dining on record is Redd's Filling Station (0.2 mi).
Does 32 N Court Street have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 32 N Court Street built?+
It was built in 1955, 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 S Dane Scott · Scott & Assoc. Inc. Realtors · REIN MLS #10555920

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

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32 N Court Street, Windsor — photo

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

Call or text (757) 777-7577

32 N Court Street, Windsor, Virginia 23487 · MLS #10555920 · 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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