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$375,000
26 N Court St
Windsor, Virginia 23487
MLS# 10635713 · WINDSOR · Isle of Wight County VA
Updated 10 hours ago · Source: REIN MLS
Est. payment
$2,232/mo
Edit below
Price / sq ft
$192
1,955 sq ft
Days on market
0
New listing
HOA
None
Year built
1951
75 yrs old
Beds
4
Full Baths
2
Half Baths
0
Sq Ft
1,955
Garage
No
Schools
- ElementaryWestside Elementary—
- MiddleGeorgie D. Tyler Middle School—
- HighWindsor—
Info provided by GreatSchools
About this home
Looking for more land, a house with charm and plenty of space for entertaining? Well - look no further! This 4 bedroom property has all of that and more! 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. Pi…
Listed by Margo Savage · A Better Way Realty Inc.
VaHome Team property overview
26 N Court Street is a four-bedroom, two-bath home in Windsor, Virginia, offering 1,955 square feet of living space on a historic small-town street. Built in 1951, it carries the kind of solid mid-century bones that hold up decade after decade in Isle of Wight County.
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Why this home stands out
What sets 26 N Court Street apart is the combination of genuine mid-century construction and a walkable downtown Windsor location that most Isle of Wight County properties simply can't match. Four bedrooms and two full baths across nearly 2,000 square feet gives you real flexibility — whether that's a dedicated home office, a guest room, or space for a growing household — all within a block or two of parks, food, and everyday conveniences.
About the Windsor real estate market
Windsor is one of those small Virginia towns that still feels like a real community — the kind where neighbors wave from front porches and the downtown is genuinely walkable. Incorporated in 1902, the town sits in Isle of Wight County, about midway between Suffolk and Franklin along Route 460. Court Street itself is close to Windsor's historic core, which means you're surrounded by older homes with character and a street grid that actually invites an evening walk. The town is small enough that things stay quiet, but it's not isolated — Suffolk is roughly 20 minutes east, and the broader Hampton Roads metro is well within reach. For buyers looking for the 26 N Court Street Windsor Virginia lifestyle, the appeal is clear: a genuine small-town pace with reasonable access to larger employment centers. Isle of Wight County has been growing steadily, and Windsor's position along the 460 corridor keeps it connected without sacrificing the calm that drew people here in the first place.
What's nearby
Daily errands are genuinely easy from 26 N Court Street. Redd's Filling Station is just a tenth of a mile away — perfect for a quick bite without getting in the car. Fizz Fusion coffee shop is two-tenths of a mile out, and Shun Xing and Domino's Pizza are both within the same short radius. For quick grocery or household runs, a BP and Dollar General are each within three-tenths of a mile. Coastal Point Gymnastics and Sports Centre is right in the neighborhood at 0.2 miles. Best of all, Robinson Park is just a block away, and both Garris Event Park and Centennial Park are within two-tenths of a mile — Windsor punches well above its size when it comes to green space.
For different buyers
For military families relocating
Joint Staff J7 in Suffolk is about 21 minutes from 26 N Court Street, making this a practical home base for service members stationed there. Isle of Wight County's lower cost of living stretches a BAH allowance further than many Hampton Roads zip codes, and eligible buyers can put a VA loan to work here — no down payment required, with competitive rates that make ownership straightforward.
For first-time buyers
If you're stepping into homeownership for the first time, 26 N Court Street offers a lot to work with. Four bedrooms and nearly 2,000 square feet in a quiet small town means you're not compromising on space to get an approachable entry point into Isle of Wight County real estate. The walkable location — parks, coffee, and food all within a few minutes on foot — adds everyday quality of life that's hard to put a number on.
Frequently asked 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 under normal traffic conditions, heading east on Route 460. That's a manageable daily commute by Hampton Roads standards.
What is the square footage and layout of 26 N Court Street?
The home offers 1,955 square feet of living space with four bedrooms and two full bathrooms. Built in 1951, it's a mid-century residential property in Windsor's historic downtown core.
Is 26 N Court Street in a flood zone?
Flood zone information for 26 N Court Street is displayed in the FloodRisk tile on this page, which pulls current FEMA map data for the property's specific parcel.
What parks are near 26 N Court Street in Windsor?
Robinson Park is just 0.1 miles away, making it essentially a backyard extension for outdoor time. Garris Event Park and Centennial Park are both within 0.2 miles, giving the neighborhood an unusually strong concentration of green space for a town this size.
Can a VA loan be used to purchase 26 N Court Street?
Yes — as a single-family residential property in Virginia, 26 N Court Street is generally eligible for VA loan financing, which allows qualified service members and veterans to purchase with no down payment. A VA-experienced lender can confirm eligibility based on your specific service record and the property's appraisal.
Curious whether 26 N Court Street fits your timeline and goals? Tom and Dariya Milan know Isle of Wight County well — reach out and get a straight answer.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Location & Street View
26 N Court ST, Windsor
Map and Street View imagery © Google. Imagery may not be current.
Map data ©Google. Click and drag inside the map to explore the surrounding area.
Flood Risk
Property Details
Bedrooms
4
Full Baths
2
Half Baths
0
Approx Sq Ft
1,955
Stories
2
Fireplaces
0
Flooring
Concrete, Vinyl, Wood
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Disposal, Dryer Hookup, Gas Range, Refrigerator, Washer Hookup
Sale & Tax History
List Price
$375,000
Price / Sq Ft
$192
Annual Taxes
$2,123
Monthly Tax
$177
HOA
None
Tax Rate (effective)
0.57%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | May 22, 2026 | $375,000 | — |
| Currently listed | — | $375,000 | — |
Public-Records Assessment
Source: City Assessor via Hampton Roads Regional Parcels. Fetched May 22, 2026.
Total Assessed
$268,700
Land
$55,000
Improvement
$213,700
Parcel ID: 54B-01-030
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:
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.
Military Commute
Drive times to nearest basesDrive 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.
Estimate your monthly payment
$2,232/moPrincipal & interest
$1,946
Property tax
$177
Home insurance
$109
PMI
None
HOA
None
Estimate only. 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.
Listed by A Better Way Realty Inc. · MLS# 10635713
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$375,000
26 N Court ST, WINDSOR VA 23487
Windsor, Virginia 23487
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