Skip to main content
VaHome.com
✓ Source: REIN MLS #10659839 · record updated Oct 29, 2026 · synced every 2 min · your inquiry is never resold
149 Winchester DR, HAMPTON VA 23666 - Main photo
149 Winchester DR, HAMPTON VA 23666 - Photo 2
149 Winchester DR, HAMPTON VA 23666 - Photo 3
149 Winchester DR, HAMPTON VA 23666 - Photo 4
149 Winchester DR, HAMPTON VA 23666 - Photo 5
3beds
1baths
1,152sqft
0days on market

149 Winchester Dr, Hampton, VA 23666

New ListingResidential · built 1953 · WINCHESTER PARK

About this home

Investor Opportunity! 1 Level Rambler Situated on a .25 Acre Lot, Featuring Spacious Bedrooms, Hardwood Floors, a Large Driveway, and a Detached Garage. Property Needs Cosmetics And Updating, Offering Excellent Value-Add Potential for Investors Looking to Renovate, Resell, or Hold as a Long Term Rental. Homeowners Will Also Appreciate the Opportunity to Add Personal Touches, Modernize the Interior, and Create a Home That Reflects Their Style. Conveniently Located in Hampton with Access to Shopping, Dining, and Everyday Essentials. Enjoy Outdoor Recreation at Nearby Sandy Bottom Nature Park, Featuring Walking Trails, Scenic Views, and Nature Activities. Peninsula Town Center and Coliseum Crossing Offer Convenient Shopping, Restaurants, and Entertainment Options. Bring Your Vision and Unlock the Full Potential of This Property! Sold As-Is.

Listing courtesy of Ana Ron · ANR Realty LLC · REIN MLS #10659839

Facts & features

Type

Residential

Year built

1953

Price / sqft

$174

HOA

None

Taxes

$2,448/yr

County

Hampton VA

MLS #

10659839

Interior

Bedrooms
3
Full baths
1
Approx. sqft
1,152
Stories
1
Flooring
Carpet, Vinyl
First-floor bed & full bath
Yes
Total rooms
6
Appliances
Refrigerator

Construction & exterior

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

Utilities & systems

Heating
Forced Hot Air
Cooling
Central Air
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.2462
Subdivision
WINCHESTER PARK
Zoning
R11
Ownership
Fee Simple
Garage
Yes
Parking
Garage Det 1 Car
Possession
CLOSING

See more Hampton homes under $200K.

Sources: REIN MLS record

Keep searching in Hampton

See all Hampton homes for sale, including homes for sale in 23666, homes for sale zoned for Bethel High School, and homes for sale zoned for Christopher C. Kraft Elementary School. Nearby, look at Aberdeen Gardens homes for sale, Hampton waterfront homes for sale, Hampton condos and townhomes for sale, and new construction homes in Hampton.

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

Hampton$165K – $230K3+ beds

By subscribing you agree to receive listing emails from Tom & Dariya Milan, Realtors, at most one a day. Unsubscribe anytime · Privacy PolicyBrokered by LPT Realty

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 515527

Flood Risk (FEMA)

Source: FEMA National Flood Hazard Layer · FIRM 515527

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\u2019t define a BFE here.

Property elevation

17.9 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\u2019s National Flood Hazard Layer. Property elevation is sampled from a single point on the parcel using the USGS National Map elevation service \u2014 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.

Explore this neighborhood

Aberdeen Gardens

Aberdeen Gardens is a historic neighborhood of homes in Hampton, Virginia. Its roots go back to the early 20th century. The area is known for tree-lined streets.

$267K

Median sale · 12 mo

$182

Sold $/sq ft

22d

Days on market

5

For sale now

$58K

HH income

67.4%

Owner-occupied

REIN MLS closed sales, trailing 12 mo · U.S. Census ACS 2024 5-year

Explore Aberdeen Gardens →
Map of Aberdeen Gardens with neighborhood boundaryNeighborhood

houses for sale in Hampton →

Military Commute

Drive times to nearest bases

JBLE Langley

Air Force

23min·9mi

NSA HR

Navy

38min·19.5mi

MARFORCOM

Marines

35min·18.9mi

NS Norfolk

Navy

32min·18mi

JBLE Ft Eustis

Army

23min·17.4mi

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

Payment 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

$1,300/mo

Principal & interest

$1,037

Property tax

$204

Home insurance

$58

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

Comparables

Price context — similar nearby homes

$185,000 – $310,000

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.

15 Big Bethel RD · 1.8 mi · 1,298 sqft$310,000 sold 2026-02
820 Pocahontas PL · 2.8 mi · 1,133 sqft$185,000 sold 2026-04
806 Pocahontas PL · 2.9 mi · 1,130 sqft$190,000 sold 2026-07

Own a home nearby? See what it is worth today — What's your Hampton home worth?

Sale & Tax History

List Price

$199,900

Price / Sq Ft

$174

Annual Taxes

$2,448

Monthly Tax

$204

HOA

None

Tax Rate (effective)

1.22%

Sale Timeline (this listing)

EventDatePriceDetail
ListedOct 29, 2026$199,900—
Currently listed—$199,900—

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:

Hampton Real Estate Assessor

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.

Market tempo

0 days on market — read it in context

Days on market reflects pricing, season, and inventory — compare it against similar nearby homes below before reading anything into it.

Questions buyers ask

Is 149 Winchester Dr in a good school zone?+
The assigned zones on the listing record are Christopher C. Kraft Elementary (VaHome School Score 6.5/10), Cesar Tarrant Middle (VaHome School Score 6/10), Bethel (VaHome School Score 7/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 149 Winchester Dr 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 149 Winchester Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 149 Winchester Dr built?+
It was built in 1953, 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

Brokered by LPT Realty · Hampton Roads

Listing courtesy of Ana Ron · ANR Realty LLC · REIN MLS #10659839

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.

Schedule a private tour

Free, no obligation — your inquiry goes to Tom & Dariya, never resold.

149 Winchester Dr, Hampton — photo

See it in person — the record only says so much.

Call or text (757) 777-7577

149 Winchester Dr, Hampton, Virginia 23666 · MLS #10659839 · 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.

✆