390 days on market
$275,000
15+Ac Courthouse Hwy
Windsor, Virginia 23487
MLS# 10578657 · WINDSOR · Isle of Wight County VA
Updated Mar 13, 2026 · Source: REIN MLS
Est. payment
$1,552/mo
Edit below
Price / sq ft
$0
0 sq ft
Days on market
390
HOA
None
Year built
N/A
Beds
0
Full Baths
0
Half Baths
0
Sq Ft
0
Garage
N/A
Schools
- ElementaryWindsor Elementary—
- MiddleWindsor—
- HighWindsor—
Info provided by GreatSchools
About this home
Great opportunity to purchase almost 20 acres of land in the town of Windsor VA. There is an easement that gives 50' of road frontage the land is zoned Residential.
Listed by JR Doughty · 1st Class Real Estate Norfolk
VaHome Team property overview
Fifteen-plus acres of open land in Isle of Wight County, Virginia — this 17.69-acre parcel along Courthouse Highway in Windsor offers serious room to build, farm, or simply hold ground in one of Hampton Roads' quietest, most accessible rural corridors.
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Why this home stands out
Raw acreage this size is genuinely hard to find within easy reach of Hampton Roads. At 17.69 acres, this Courthouse Highway parcel gives you the canvas to design from scratch — whether that means a custom homestead, agricultural operation, or a long-term land investment. There's no structure to work around, no existing layout to compromise with. You start with the land and build exactly what you want.
About the Windsor real estate market
Windsor sits in Isle of Wight County, a jurisdiction that balances genuine small-town character with surprisingly convenient access to the broader Hampton Roads metro. The town itself is compact and unpretentious — neighbors know each other, the pace is slower, and the landscape opens up into fields and tree lines the moment you leave the main corridor. If you've been searching for deerfield homes for sale or larger rural parcels in this part of Virginia, Windsor keeps coming up for good reason: the land is affordable relative to the coast, the county is stable, and the commute corridors to Suffolk, Chesapeake, and beyond are well-established. Courthouse Highway runs right through the heart of town, connecting Windsor to Route 460 and putting the rest of the region within reach. Isle of Wight County has a reputation for thoughtful growth — it hasn't been overrun, and that's part of the appeal for buyers who want space without total isolation.
What's nearby
Daily life in Windsor is low-key but covered. Within a mile of this parcel you'll find a Dollar General for quick household runs, a Dairy Queen Grill & Chill and Burger King for fast meals, and Checkers Family Restaurant when you want something a little more local. Fizz Fusion handles your coffee stop at under a mile out. Robinson Park and Garris Event Park are both within a mile, giving you green space and community gathering spots close by. Coastal Point Gymnastics and Sports Centre rounds out the options for families with active kids — all of it reachable in minutes from Courthouse Highway.
For different buyers
For military families relocating
Joint Staff J7 Suffolk is roughly 22 minutes from this parcel, and NSA Northwest Annex sits about 43 minutes out — both manageable for Hampton Roads commutes. If you're using a VA loan to finance a land purchase or eventual construction, Isle of Wight County land like this can be a strong fit for military families who want space, stability, and a shorter drive than the oceanfront alternatives.
For buyers drawn to character
For buyers weighing the city vs suburb question and landing firmly on 'neither,' this parcel answers with something different entirely. Seventeen-plus acres in Windsor means you're trading density for depth — room for a custom build, outbuildings, gardens, or livestock, all within a county that still feels like Virginia rather than a suburb of somewhere else.
Frequently asked questions
How far is 15+AC Courthouse HWY from Joint Staff J7 Suffolk?
The drive to Joint Staff J7 Suffolk from this Windsor parcel is approximately 22 minutes via Route 460. That's a straightforward commute with no major congestion points along the way.
What can you build on 17.69 acres in Isle of Wight County?
Isle of Wight County zoning and land-use regulations govern what's permissible on this parcel — uses can range from single-family residential construction to agricultural operations depending on the current zoning classification. A local land-use attorney or the county planning office can confirm exactly what's allowed before you commit.
Is this Windsor parcel in a flood zone?
Flood zone status for this parcel is determined by FEMA mapping and should be verified through the Isle of Wight County GIS portal or a licensed surveyor. Your lender or title company will typically confirm flood zone designation during due diligence.
Are there utilities available at 15+AC Courthouse HWY in Windsor?
Utility availability — including water, sewer, and electrical service — should be confirmed directly with Isle of Wight County and the relevant utility providers, as raw land parcels vary significantly in what's already stubbed to the property line versus what requires extension.
Does this Windsor land parcel have road frontage on Courthouse Highway?
The property address references Courthouse Highway directly, which indicates frontage on that corridor — but exact access points, curb-cut permissions, and VDOT requirements should be confirmed through a survey and county review before planning any driveway or entrance construction.
Curious about this Windsor acreage? Tom and Dariya Milan at LPT Realty know Isle of Wight County land well — reach out and let's talk through what this parcel could mean for you.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Location & Street View
15+AC Courthouse HWY, 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
0
Full Baths
0
Half Baths
0
Approx Sq Ft
0
Stories
0
Fireplaces
0
Flooring
N/A
Heating
Cooling
Laundry
Interior Features
N/A
Sale & Tax History
List Price
$275,000
Price / Sq Ft
$0
Annual Taxes
$534
Monthly Tax
$45
HOA
None
Tax Rate (effective)
0.19%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Apr 14, 2025 | $275,000 | — |
| Currently listed | — | $275,000 | — |
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:
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
$1,552/moPrincipal & interest
$1,427
Property tax
$45
Home insurance
$80
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 1st Class Real Estate Norfolk · MLS# 10578657
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$275,000
15+AC Courthouse HWY, WINDSOR VA 23487
Windsor, Virginia 23487
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