419 Winchester Dr, Hampton, VA 23666
OFF MARKET

419 Winchester Dr
Hampton, VA 23666

Northampton
  • 3 Beds
  • 1 Bath
  • 1,152 sqft

$254,900

Trulia Estimate
as of May 12, 2026
Est. Refi. Payment $1,500/mo*
Refinance Your Home

$254,900

Trulia Estimate
as of May 12, 2026
Est. Refi. Payment $1,500/mo*
Refinance Your Home
3 Beds
1 Bath
1,152 sqft

Homes for sale near 419 Winchester Dr

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Apartments for Rent

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Nice size 3-bedroom house in Great Area. Close to shopping, bases, parks and I-64 Interstate. Fresh painted and updated, Hardwood floors, All package Kitchen and laundry appliances... Ready for move in.
Please Text Agent for more info and private showing.

Rent/Lease on 12-month term.
Owner/Landlord managing own property in rental term.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from January 16, 2026

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
133 days ago

Home Details for 419 Winchester Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Price History for 419 Winchester Dr

DatePriceEventSource
01/17/2026$1,700ListingRemovedZillow Rentals
12/30/2025$1,700Listed For RentZillow Rentals
09/27/2018$1,100ListingRemovedAgent Provided
09/17/2018$1,100Listed For RentAgent Provided
01/10/2018$88,000Sold
WMLS #1742145
12/18/2017$92,000PendingToActiveAgent Provided
12/18/2017$92,000PendingAgent Provided
12/14/2017$92,000Listed For SaleAgent Provided
08/22/2013$1,100ListingRemovedAgent Provided
07/31/2013$1,100Listed For RentAgent Provided
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Property Tax and Assessment

Year2025
Tax$2,312
Assessment$193,500
Home facts updated by county records

Comparable Sales for 419 Winchester Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
45 Londonshire Ter, Hampton, VA
0.43
Single-Family Home
$155,000
03/31/26
3
1
1,200
826 Headrow Ter, Hampton, VA
0.36
Single-Family Home
$265,000
09/30/25
3
1
1,000
401 Patrician Dr, Hampton, VA
0.19
Single-Family Home
$310,000
07/02/25
3
2
1,152
303 Dover Rd, Hampton, VA
0.51
Single-Family Home
$187,000
02/27/26
3
1
1,204
830 Burton St, Hampton, VA
0.42
Single-Family Home
$250,000
07/07/25
3
1
1,000
3 Mountain Ashe Pl, Hampton, VA
0.37
Single-Family Home
$166,610
03/12/26
3
2
1,335
140 Lynnhaven Dr, Hampton, VA
0.62
Single-Family Home
$160,000
05/30/25
3
1
1,114
161 Winchester Dr, Hampton, VA
0.54
Single-Family Home
$240,000
08/28/25
3
1
1,152
307 Dover Rd, Hampton, VA
0.50
Single-Family Home
$233,000
03/13/26
3
1
1,000
809 Thames Dr, Hampton, VA
0.30
Single-Family Home
$230,000
08/14/25
3
2
988

Assigned Schools

These are the assigned schools for 419 Winchester Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Northampton
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Northampton

At least 225 Trulia users voted on each feature.

  • 91 % Say car is needed

  • 82 % Say parking is easy

  • 81 % Say it's dog friendly

  • 77 % Say there are sidewalks

  • 75 % Say yards are well-kept

  • 74 % Say there's holiday spirit

  • 65 % Say streets are well-lit

  • 60 % Say it's quiet

  • 56 % Say kids play outside

  • 48 % Say it's walkable to grocery stores

  • 46 % Say people would walk alone at night

  • 45 % Say neighbors are friendly

  • 44 % Say they plan to stay for at least 5 years

  • 35 % Say it's walkable to restaurants

  • 35 % Say there's wildlife

  • 18 % Say there are community events

Learn more about our methodology.
  • Melsevcik
    "It is a nice area, residents have lived here awhile. Everyone knows eqch other. It is friendly. Most take care of their lawn well "
    0
    Flag
  • Marquita Smith
    "My commute is fine depending on what time of the day that I leave out for work. 95%of the time is a clear commute "
    3
    Flag
  • Mary Jo Mcconville
    "Great family neighborhood. I have raised my children here. There are parks and grocery stores and pharmacies nearby. Also a new public school just outside of the neighborhood."
    2
    Flag
  • Mmks9xn5yx
    "There are sidewalks to walk your dogs as well as great street lighting if you walk them at night. The streets are also wide enough if there isn’t a sidewalk you won’t have to worry about cars"
    0
    Flag
  • Trulia User
    "there are dog walkers and plenty of loose dogs also. I don't feel comfortable walking the block qith my children because of it."
    3
    Flag
  • Trulia User
    "quiet neighborhood, people normally stay to themselves. alot of car break ins a few blocks over. close to everything. only downside is that you are really close to your neighbors so you can hear everything outside."
    2
    Flag
  • Trulia User
    "There are a lot of elementary and middle school kids in our area. It’s fun to watch them play ball or ride bikes together. "
    1
    Flag
  • Trulia User
    "Close to everything you need or want. Food, clothing, coffee, restaurants, and great community focus. "
    0
    Flag
  • Karen D. .
    "We have lived here for 12 years and it’s been nice and friendly neighbors and convenient to shopping and the interstate."
    4
    Flag
  • Mykab2003
    "i live here for 3 years peaceful . Packages sometime lost due to mail handlers and wrong number sequence out here !! Good to raise kids "
    30
    Flag
  • Susanhazelwood8430
    "most all of my neighbors are very friendly and look out for each other. we all have cameras as well "
    1
    Flag
  • Brandon A. A. L.
    "My neighbors are great, but there is quite a bit of crime that keeps becoming more frequent. It’s a convenient place to live pretty close to everything. "
    26
    Flag
  • Travone.hamilton
    "The new businesses developing in the area make my neighborhood unique to live in. You should definitely check it it "
    4
    Flag
  • Brittbrat4.bd
    "I’ve lived here for 10 years and it is not, nor has it ever been parking in the evenings or weekends!"
    6
    Flag
  • Austinkmartin97
    "I’ve lived in the neighborhood for a year, and it’s so quiet compared to other parts of Hampton or Newport News. I rarely hear gunshots (which is saying a lot for the city we live in) and I don’t worry about people trying to run my car."
    11
    Flag
  • Trulia User
    "It’s a pretty nice neighborhood for the most part. I don’t think I would walk alone at dusk or in the dark, but I feel like that’s most places now days. "
    7
    Flag
  • Kelly O.
    "Having a car is pretty imperative, but we’re very close to the highway which is extremely convenient"
    3
    Flag
  • Kelly O.
    "Very friendly neighbors in general. The nicer and not so nice areas around here run right into each other, so it can be a little tricky to find the right area."
    4
    Flag
  • Anthonybrown35
    "They would not have a problem with this neighborhood. The area is nice and quiet. I see neighbors with walking their pets all the time. "
    2
    Flag
  • Bengill7
    "We’ve loved this neighborhood for 18 years - it’s family oriented and close to everything including all the military installations, shopping and entertainment. Best neighborhood in Hampton."
    7
    Flag
  • Viciousdove
    "My neighborhood has great access to transportation, there is a school across the street through the woods. There’s a walk path to get to it. It’s close to shopping centers and many other things such as the park and War museum."
    0
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  • Trulia User
    "it's relatively quiet at night. everyone knows someone and law enforcement are in the community so its not that much crime in the area."
    2
    Flag

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Homes for rent near 419 Winchester Dr

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Off Market Homes Near 419 Winchester Dr

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419 Winchester Dr, Hampton, VA 23666 is a 3 bedroom, 1 bathroom, 1,152 sqft single-family home. 419 Winchester Dr is located in Northampton, Hampton. This property is not currently available for sale. 419 Winchester Dr was last sold on Jan 10, 2018 for $88,000 (5,076% higher than the asking price of $1,700). The current Trulia Estimate for 419 Winchester Dr is $254,900.