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Windsor › WINDSOR › 26 N Court St✓ Source: REIN MLS #10639208 · record updated Aug 28, 2026 · synced every 2 min · your inquiry is never resold
26 N Court ST, WINDSOR VA 23487 - Main photo
$355,000
$204 / sqft · est. $2,122/mo →
4beds
2baths
1,739sqft
31days on market

26 N Court St, Windsor, VA 23487

SoldResidential · built 1951 · WINDSOR

Facts & features

Type

Residential

Year built

1951

Price / sqft

$204

HOA

None

Taxes

$2,123/yr

County

Isle of Wight County VA

MLS #

10639208

Interior

Bedrooms
4
Full baths
2
Approx. sqft
1,739
Stories
2
Flooring
Concrete, Vinyl, Wood
First-floor bed & full bath
Yes
Total rooms
10
Appliances
Dishwasher, Disposal, Dryer Hookup, Gas Range, Refrigerator, Washer Hookup

Construction & exterior

Style
Cape Cod
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool
Fencing
Full,Wood Fence

Utilities & systems

Heating
Basebd, Electric
Cooling
Other, Window/Wall, Zoned
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.9400
Subdivision
WINDSOR
Zoning
TOWN
Ownership
Fee Simple
Garage
No
Parking
2 Space, Off Street, Driveway Spc
Possession
CLOSING
Disclosures
Disclosure Statement

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

About this home

This house has it all - land, charm and updates throughout! On just under an acre of land, the whimsy of this house, coupled with the thoughtful updates throughout, make this the perfect place to call home. Freshly painted, new refrigerator, new dishwasher, and curated updates, all you have to do is bring your toothbrush. Picture starting your morning with coffee in the sunroom or reading a book by the cozy fireplace; either way, it'll likely be the best part of your day. Schedule your showing today.

Listing courtesy of Margo Savage · A Better Way Realty Inc. · REIN MLS #10639208

VaHome team overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · LPT Realty

At a glance

26 N Court Street is a four-bedroom, two-bath home built in 1951 in the small town of Windsor, Virginia. At 1,739 square feet, it offers genuine room to spread out in a quiet, close-knit community in Isle of Wight County.

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

Homes with four bedrooms in a town as compact and walkable as Windsor are genuinely hard to come by. This 1951-built residence gives you the square footage — 1,739 feet across four bedrooms and two full baths — without the sprawl of a large suburban subdivision. The lot sits right in the heart of town, meaning errands, green space, and neighbors are all within easy reach on foot or a short drive.

About the Windsor real estate market

Windsor, Virginia is a small incorporated town in Isle of Wight County, roughly midway between Suffolk and Smithfield along Route 460. It has the kind of unhurried, small-town character that's increasingly rare in Hampton Roads — tree-lined streets, a genuine town center, and a pace of life that feels deliberate rather than rushed. 26 N Court Street Windsor Virginia 23487 sits right in the core of that town fabric, close to the municipal buildings, local parks, and the handful of shops and eateries that give Windsor its identity. Isle of Wight County is known for strong local governance and a rural-to-suburban balance that attracts buyers who want space without total isolation. For anyone weighing Hampton Roads options, Windsor offers a quieter alternative to Virginia Beach or Chesapeake while still keeping you connected to the broader metro via Route 460.

What's nearby

Day-to-day life in Windsor is straightforward. The town's small commercial corridor puts basic conveniences within a few minutes of N Court Street. Smithfield, about 15 minutes east, expands your options considerably — you'll find grocery stores, pharmacies, restaurants, and the charming historic downtown along Main Street. Suffolk is roughly 20 minutes west and brings a full range of big-box retail, dining, and services. Windsor Community Park is close by for outdoor time, and the Isle of Wight County Museum in Smithfield is worth the short drive for local history. Regional access to I-664 is manageable from this location.

For different buyers

For military families relocating

Joint Staff J7 in Suffolk is about 21 minutes from 26 N Court Street — a reasonable daily commute that keeps you out of the densest Hampton Roads traffic corridors. NSA Northwest Annex is roughly 43 minutes away. For service members using a VA loan, Isle of Wight County offers more square footage per dollar than many closer-in markets, and four bedrooms gives the whole family genuine breathing room.

For first-time buyers

If you're stepping into homeownership for the first time, Windsor offers something rare: a four-bedroom home in a real town center at a price point that's more accessible than comparable square footage in Virginia Beach or Chesapeake. The 1951 construction means solid bones, and the walkable town layout means you won't feel isolated. A VA loan can make the numbers work especially well for buyers with military ties in the region.

More buyer questions

How far is 26 N Court Street from Joint Staff J7 Suffolk?

The drive from 26 N Court Street to Joint Staff J7 in Suffolk is approximately 21 minutes via Route 460 West, making it one of the more manageable commutes in the region without the congestion of the I-64 corridor.

What is the flood risk at 26 N Court Street, Windsor, VA?

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

Is there an HOA at 26 N Court Street in Windsor?

This property is not part of a homeowners association, so there are no HOA rules or dues attached to the home.

What is the lot and property type at 26 N Court Street?

26 N Court Street is a single-family residential property built in 1951, offering 1,739 square feet across four bedrooms and two full baths within the town limits of Windsor, Virginia.

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

Windsor sits in Isle of Wight County along Route 460, roughly 20 minutes west of Smithfield and about 20–25 minutes from Suffolk, placing it on the western edge of the Hampton Roads metro area with straightforward access to the broader region.

Want to know more about 26 N Court Street or Windsor's market? Tom and Dariya Milan at LPT Realty are happy to walk you through everything — reach out anytime.

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

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

Windsor$300K – $410K4+ beds

Listings refresh every 2 minutes, straight from the MLS. At most one email a day. Unsubscribe anytime.

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

$2,122/mo

Principal & interest

$1,842

Property tax

$177

Home insurance

$104

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

Asking vs. assessment

132% of $268,700

City assessment record · taxes $2,123/yr

Land share of assessed value

20% — $55,000

Improvements $213,700 · assessor record ✓

Price context — similar nearby homes

$315,000 – $384,999

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.

24 N Court ST · 0 mi · 1,785 sqft$370,000 sold 2026-04
10176 Bank ST · 0.5 mi · 1,725 sqft$384,999 sold 2026-07
10174 Bank ST · 0.5 mi · 1,725 sqft$384,999 sold 2026-03

Sale & Tax History

List Price

$355,000

Price / Sq Ft

$204

Annual Taxes

$2,123

Monthly Tax

$177

HOA

None

Tax Rate (effective)

0.60%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJul 28, 2026$355,000—
SoldAug 26, 2026$355,000—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

32% above assessment

Total Assessed

$268,700

Land

$55,000

Improvement

$213,700

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 26 N Court St 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 26 N Court St 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 26 N Court St?+
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 26 N Court St?+
Robinson Park is about 0.1 miles away.
Where is the nearest grocery store to 26 N Court St?+
bp is about 0.2 miles away. The closest dining on record is Redd's Filling Station (0.1 mi).
Does 26 N Court St have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 26 N Court St built?+
It was built in 1951, 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 Margo Savage · A Better Way Realty Inc. · REIN MLS #10639208

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.

This home has sold

Curious what it means for your own plans? Ask about similar homes nearby, or what your home might sell for in this market.

🏡 Similar homes for saleWhat's my home worth?
26 N Court St, Windsor — photo

This one's sold — the next one doesn't have to be.

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26 N Court St, Windsor, Virginia 23487 · MLS #10639208 · 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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