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WindsorWINDSOR32 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
$435,000
$151 / sqft · est. $2,637/mo →
4beds
2.1baths
2,876sqft
222days on market

32 N Court Street, Windsor, VA 23487

Under ContractResidential · built 1955 · WINDSOR

About this home

The listing, in the seller's words

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

VaHome team overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · LPT Realty

At a glance

32 N Court Street is a four-bedroom, two-and-a-half-bath home in the heart of Windsor, Virginia, sitting on a generous 0.41-acre lot with nearly 2,900 square feet of living space built in 1955 — a solid, spacious address in a small town that punches above its weight.

Read the full overview ↓

Why this home stands out

What sets 32 N Court Street apart is the combination of lot size, square footage, and location you rarely find together in a town like Windsor. At 0.41 acres on a named street just steps from parks and dining, this 1955-built home gives you room to spread out — inside and outside — without sacrificing the walkable, connected feel of a genuine town center. Four bedrooms and 2,876 square feet means everyone gets their own space.

About the Windsor real estate market

Windsor is the kind of small Virginia town that feels like it was designed for people who actually want to live there — not just pass through. Sitting in Isle of Wight County, it's compact enough to walk to dinner or a park on a Tuesday evening, yet connected enough to reach Suffolk, Hampton Roads, and beyond without a punishing commute. N Court Street sits right in the mix of it all, where the residential streets and the town's modest commercial core overlap in a comfortable, unhurried way. The neighborhood itself has the character of mid-century Virginia — established trees, varied home styles, sidewalks that actually get used — and a pace that's genuinely refreshing if you're coming from a busier part of the region. Isle of Wight County is known for its rural charm and fiscal stability, and Windsor is its incorporated town center, giving residents both small-town atmosphere and access to county services.

What's nearby

Day-to-day errands are easy from 32 N Court Street. A BP is just 0.2 miles away for quick stops, Dollar General is half a mile out, and Food Lion sits less than a mile away for a full grocery run. When you want to eat out, Stella's Kitchen, El Rodeo Mexican Restaurant, and Shun Xing are all within a few blocks. Coffee is covered by Fizz Fusion at 0.5 miles and The Rusted Root Cafe at 0.8 miles. Coastal Point Gymnastics and Sports Centre and Anytime Fitness are both within a mile for staying active. Garris Event Park, Robinson Park, and Centennial Park are all just 0.2 miles away — a rare cluster of green space that close to home.

For different buyers

For military families relocating

Joint Staff J7 Suffolk is about 21 minutes from 32 N Court Street — a reasonable daily drive that keeps you well outside the congestion closer to base. Isle of Wight County's lower cost of living stretches a housing allowance further than many Hampton Roads zip codes, and a VA loan is a natural fit for a home with this kind of square footage and lot size. NSA Northwest Annex is also reachable in under 45 minutes.

For families upgrading

If you've outgrown your current place, 2,876 square feet across four bedrooms gives everyone room to breathe — and a 0.41-acre lot means the backyard can actually do something. Windsor's walkable town center and the cluster of parks within a quarter mile make this the kind of address where kids can have a real childhood, and parents don't have to drive everywhere to make it happen.

More buyer questions

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

The drive to Joint Staff J7 Suffolk is approximately 21 minutes under normal conditions. NSA Northwest Annex is roughly 43 minutes away, making this address workable for personnel assigned to either installation.

What is the lot size at 32 N Court Street?

The lot is 0.41 acres, which is notably generous for a town-center location in Windsor — giving you meaningful outdoor space without the maintenance burden of a larger rural parcel.

Is 32 N Court Street in a flood zone?

Flood zone information for this address is displayed in the FloodRisk tile on this page, which pulls current FEMA map data for the most accurate and up-to-date designation.

What are the closest parks to 32 N Court Street?

Garris Event Park, Robinson Park, and Centennial Park are all within 0.2 miles — an unusually strong concentration of green space for a residential address in a small Virginia town.

Does Windsor have an HOA?

Windsor is an incorporated town in Isle of Wight County, and properties on N Court Street are not typically subject to a private homeowners association — though you should confirm HOA status for this specific address during the purchase process.

Tom and Dariya Milan at LPT Realty know Windsor and Isle of Wight County well — reach out to get the full picture on 32 N Court Street and what it takes to make it yours.

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

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

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

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

$265,900$569,990

The 6 most similar homes nearby (same city, within ~20% of this size, ~2.5 mi; 5 sold). Context for judging the asking price — not an appraisal or an estimate of this home's value.

23068 Andrew CT · 1 mi · 2,797 sqft$456,500 sold 2026-02
29 N Court ST · 0 mi · 2,729 sqft$265,900 under contract
11072 Wythe DR · 1.1 mi · 2,997 sqft$507,000 sold 2026-06

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

Real questions, answered from the record

Is 32 N Court Street 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 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

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

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

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.