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✓ Source: REIN MLS #10634365 · record updated Sep 10, 2026 · synced every 2 min · your inquiry is never resold
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$320,000
2beds
1baths
931sqft
$344per sqft
29days on market

14242 Trump Town Rd, Windsor, VA 23487

SoldResidential · built 1950 · 1.5 acres · WINDSOR · MLS #10634365

Price per sqft$344compare with nearby salesSchools
WindsorHigh6.6
Georgie D. TylerMiddle7
WindsorElementary6.1
VaHome School ScoreFlood
Low / moderate riskZone X
flood insurance not requiredHOANoneno HOA fee on the MLS recordSold for$320,000closed Jul 10, 2026Taxes$1,153/yrasking is 223% of assessmentCondo feeNAnot a condo

OverviewAbout this home

Modern Luxury Meets Country Living in Windsor! Experience the perfect blend of high-end style and rural tranquility on this stunning 1.5-acre home. This meticulously renovated 2-bedroom, 1-bath home offers "new everything," providing total peace of mind and upscale comfort. Step into a bright interior featuring a chef's kitchen with premium appliances and a spa-like bath. Thoughtfully designed for efficiency, the layout includes a dedicated laundry room and a functional mudroom. Move in with zero worries thanks to a new roof, HVAC, siding, and energy-efficient windows. Built for the hobbyist or craftsman, the property boasts a massive 3-stall pole barn with a spacious attached workshop. Whether you need room for equipment, animals, or creative projects, this acreage delivers. Don't miss out—schedule your private tour today and see this gem in person!

Listing courtesy of Stacy O'Neill · Fathom Realty · REIN MLS #10634365

Facts & features

TypeResidential
Year built1950
Price / sqft$344
HOANone
Taxes$1,153/yr
CountyIsle of Wight County VA
MLS #10634365

Interior

Bedrooms
2
Full baths
1
Approx. sqft
931
Stories
1
Flooring
Laminate/LVP
First-floor bed & full bath
Yes
Total rooms
5
Other rooms
1st Floor Primary BR, Porch, Utility Room
Appliances
Dishwasher, Dryer, Elec Range, Refrigerator, Washer
Equipment
Ceiling Fan

Construction & exterior

Style
Bungalow
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool

Utilities & systems

Heating
Electric
Cooling
Central Air
Water heater
Electric
Water
Well
Sewer
Septic

Lot, parking & ownership

Lot size
1.5000
Subdivision
WINDSOR
Ownership
Fee Simple
Garage
No
Parking
3 Space, Carport, Driveway Spc
Possession
SETTLEMENT
Miscellaneous
Rehabilitated
Disclosures
Disclosure Statement

Sources: REIN MLS record · city assessor

Keep searching in Windsor

See all Windsor homes for sale, including 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.

Schools · VaHome School ScoreAssigned schools

Our own 1–10 rating, scored from Virginia Department of Education data.

HighWindsor High School
6.6/10
Up 0.8 from 2024–25
MiddleGeorgie D. Tyler Middle School
7/10
Down 0.4 from 2024–25
ElementaryWindsor Elementary School
6.1/10
Down 0.4 from 2024–25

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.

How Far Is?

Driving distance by road and typical drive time via Google Maps, to the nearest location of each.

Also nearby

Distances are straight-line (as the crow flies) from this property, not driving miles. Places within ~1 mile, nearest first. Powered by Google Places.

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

Windsor$270K – $370K2+ beds

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Military Commute

Drive times to nearest bases

Typical drive times from Google Maps, without live traffic. Rush hour and tunnel backups can add time.

Flood & environmentFlood risk (FEMA)

FEMA flood zone X · outside the high-risk area · FIRM 51093C

Flood Risk (FEMA)

Source: FEMA National Flood Hazard Layer · FIRM 51093C

Low / Moderate Risk

FEMA flood zone

X (low to moderate risk)

Base flood elevation

Not applicable in low-risk zones

Zone X is outside the Special Flood Hazard Area; FEMA doesn’t define a BFE here.

Property elevation

86.1 ft above sea level

USGS 3DEP digital elevation model

Outside the high-risk Special Flood Hazard Area. Federal flood insurance is NOT required, though optional preferred-rate NFIP coverage is still worth considering in coastal Hampton Roads.

Data sources: Flood zone and base flood elevation come from FEMA’s National Flood Hazard Layer. Property elevation is sampled from a single point on the parcel using the USGS National Map elevation service — actual elevations across a single property can vary by several feet higher or lower than the figure shown. Use these numbers as a starting reference and do your own due diligence (a professional survey or elevation certificate) before relying on them for any financial, insurance, or construction decision.

Hurricane Evacuation Zone

Not in a designated hurricane evacuation zone.

Source: Virginia Dept. of Emergency Management — Know Your Zone

NeighborhoodDeerfield / Windsor

In the Deerfield / Windsor neighborhood of Windsor. Windsor real estate →

CostPayment calculator

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

$1,850/mo

Principal & interest

$1,660

Property tax

$96

Home insurance

$93

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 & historyComparables

Asking vs. assessment223% of $143,500City assessment record · taxes $1,153/yr
Land share of assessed value47% · $67,500Improvements $76,000 · assessor record ✓

Own a home nearby? See what it is worth today: What's your Windsor home worth?

Sale & Tax History

List Price

$320,000

Price / Sq Ft

$344

Annual Taxes

$1,153

Monthly Tax

$96

HOA

None

Tax Rate (effective)

0.36%

Sale Timeline (this listing)

EventDatePriceDetail
Price reducedMay 30, 2026$320,000−$45,000
ListedAug 12, 2026$320,000—
SoldJul 10, 2026$320,000—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

123% above assessment

Total Assessed

$143,500

Land

$67,500

Improvement

$76,000

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.

CompareThis home next to what else is for sale nearby

HomePriceBedsBathsSqft$ / sqft
14242 Trump Town Rdthis home$320,00021931$344
Loading nearby homes for sale…

Active comparables from the REIN MLS, the same homes shown under Comparable Properties. Context for judging the asking price, not an appraisal.

Questions buyers ask

Is 14242 Trump Town Rd in a good school zone?
The assigned zones on the listing record are Windsor Elementary (VaHome School Score 5.3/10), Georgie D. Tyler Middle School (VaHome School Score 7/10), Windsor (VaHome School Score 6.6/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 14242 Trump Town Rd 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.
Does 14242 Trump Town Rd have an HOA?
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 14242 Trump Town Rd built?
It was built in 1950, per the listing record.

Answers generated from the listing record, verified school zones, FEMA data, and cached nearby-places data. Never invented.

This home has soldThe next one doesn't have to be

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

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Listing courtesy of Stacy O'Neill · Fathom Realty · REIN MLS #10634365

14242 Trump Town Rd, Windsor, Virginia 23487 · MLS #10634365 · 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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