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 along Courthouse Highway in Windsor, Virginia — a rare opportunity to build, farm, or simply hold a substantial piece of Isle of Wight County's countryside. At nearly 18 acres, this parcel gives you genuine room to shape something entirely your own.
Read full property overview ↓Show less ↑
Why this home stands out
Parcels this size are genuinely hard to come by in Isle of Wight County. At 17.69 acres along a well-traveled highway corridor, this land offers the kind of flexibility that smaller lots simply can't match — whether you're envisioning a custom homesite with room to breathe, a working farm operation, a multi-generational compound, or a long-term land investment. The acreage, the road frontage, and the Windsor location all work together here.
About the Windsor real estate market
Windsor is a small, close-knit town in Isle of Wight County — the kind of place where the pace is unhurried but the connections to the broader Hampton Roads region are surprisingly strong. Courthouse Highway runs right through the heart of town, putting you within easy reach of Franklin to the west and Suffolk to the east. Windsor land for sale of this scale is genuinely uncommon, which speaks to why buyers from across the region take notice when acreage like this becomes available. The town itself has a quiet, rural character with a real sense of community — local events, green spaces, and a Main Street feel that larger suburbs simply don't replicate. Isle of Wight County is known for its agricultural roots and its careful stewardship of open land, and this parcel fits squarely into that tradition. For buyers who want space, privacy, and a slower rhythm without sacrificing access to jobs, bases, and amenities, Windsor consistently delivers.
What's nearby
Day-to-day errands are easier than the rural setting might suggest. A Dollar General sits less than a mile away for quick household needs, and when it's time to eat, Dairy Queen Grill & Chill, Burger King, and Checkers Family Restaurant are all within 0.9 miles. Fizz Fusion coffee shop is right in the mix for your morning routine. Coastal Point Gymnastics and Sports Centre is under a mile away if you have active kids or want a local fitness option. Robinson Park and Garris Event Park — both within a mile — offer green space and community gathering spots that make Windsor feel more connected than its size might imply.
For different buyers
For military families relocating
Joint Staff J7 in Suffolk is roughly 22 minutes from this parcel, and NSA Northwest Annex is about 43 minutes out. For military families looking to put down roots — and potentially use a VA loan to finance a construction-to-permanent build on private acreage — this location threads the needle between commute distance and genuine elbow room. Isle of Wight County offers a calmer lifestyle without pushing you far from base.
For families upgrading
If your family has outgrown a standard subdivision lot and you're ready to design a property from the ground up, 17.69 acres gives you the canvas to do it right. Think a custom home with a detached workshop, a barn, a garden, space for animals, or simply a long private driveway lined with trees. Windsor's Isle of Wight County setting means you're not trading convenience for land — you're gaining both.
Frequently asked questions
How far is 15+ AC Courthouse HWY from Joint Staff J7 Suffolk?
The drive to Joint Staff J7 in Suffolk runs approximately 22 minutes under normal conditions. That makes this parcel a realistic option for personnel stationed there who want acreage without a long daily commute.
What can you build or do on 17.69 acres in Windsor, Virginia?
Isle of Wight County's rural zoning typically allows for residential construction, agricultural use, and accessory structures on parcels this size, though buyers should verify current zoning and any applicable county ordinances with Isle of Wight County Planning and Zoning directly before making plans.
Is this parcel in a flood zone?
Flood zone status for this address is displayed in the FloodRisk tile on this page. Buyers are encouraged to review that information and consult with their lender or insurance agent as part of due diligence.
Can a VA loan be used to purchase raw land in Virginia?
VA loans are generally not available for the purchase of raw land on its own, but they can sometimes be used for a construction-to-permanent loan that includes the land purchase as part of a build. Eligible veterans should speak with a VA-approved lender to understand current program options.
Where is Windsor, Virginia located relative to the rest of Hampton Roads?
Windsor sits in Isle of Wight County in the western portion of the Hampton Roads region, roughly 30 to 40 minutes from Suffolk and within driving range of Chesapeake, Franklin, and the broader metro area — offering a rural feel with reasonable access to urban amenities.
Curious whether this acreage fits your plans? Tom and Dariya Milan at LPT Realty know Isle of Wight County land well — reach out and let's talk through what's possible here.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Places within ~1 mile, ordered by distance from this property. Powered by Google Places.
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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