314 Winchester Dr
Hampton, VA 23666
Northampton
4 Beds
2 Baths
1,632 sqft (on 0.26 acres)
4 Beds
2 Baths
1,632 sqft
(on 0.26 acres)
Local Information
- Map ViewExplore the area around 314 Winchester Dr.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
A Home Filled With Decades of Love: Now Ready for Its Next Chapter
Some homes are simply houses; This one is different. Cherished by the same family since 1962, this beautifully renovated Hampton gem carries 60+ years of warmth within its walls; and a thoughtful, top-to-bottom refresh that makes it feel brand new. Step inside to gleaming refinished hardwood floors that glow with their original luster, setting the tone throughout. The updated kitchen impresses immediately: new cabinetry, countertops, flooring, sink, disposal, SS stove, DW & an existing SS refrigerator; everything you need, nothing overlooked. Just beyond, a flexible dining area/den flows naturally into the expansive family room, where beautifully restored French doors add an elegant, inviting touch. The sun-filled living room anchors the original footprint with a picture window and rich hardwood floors. The original part of the house, offers three bedrooms, each with refinished hardwood floors, in a range of sizes to suit everyone. The largest bedroom provides plenty of space, a comfortable mid-sized room adapts easily to your needs & the cozy third bedroom is perfectly sized for a nuresery, home office, craft room or creative hideaway; just as the current owner used it. A full bath rounds out the original part of the home. When the family grew, so did the home: a 1970s addition brought the spacious family room & Primary Suite. A detached garage w/ large workshop & a large patio was added prior. Both garage doors are brand new, along with a new garage door opener. Don't miss the charming sunroom out back — a peaceful retreat that opens up to gentle breezes on beautiful spring and summer days. The backyard overlooks Kraft Elementary School playground, a sweet bonus. Location checks every box: minutes from Peninsula Town Center, Sandy Bottom Nature Park, Hampton Roads Center Parkway, I-64, Langley AFB and Ft Eustis. A rare opportunity to own a home with real history, real heart, and real move-in readiness. Homes like this don't come along often.
Some homes are simply houses; This one is different. Cherished by the same family since 1962, this beautifully renovated Hampton gem carries 60+ years of warmth within its walls; and a thoughtful, top-to-bottom refresh that makes it feel brand new. Step inside to gleaming refinished hardwood floors that glow with their original luster, setting the tone throughout. The updated kitchen impresses immediately: new cabinetry, countertops, flooring, sink, disposal, SS stove, DW & an existing SS refrigerator; everything you need, nothing overlooked. Just beyond, a flexible dining area/den flows naturally into the expansive family room, where beautifully restored French doors add an elegant, inviting touch. The sun-filled living room anchors the original footprint with a picture window and rich hardwood floors. The original part of the house, offers three bedrooms, each with refinished hardwood floors, in a range of sizes to suit everyone. The largest bedroom provides plenty of space, a comfortable mid-sized room adapts easily to your needs & the cozy third bedroom is perfectly sized for a nuresery, home office, craft room or creative hideaway; just as the current owner used it. A full bath rounds out the original part of the home. When the family grew, so did the home: a 1970s addition brought the spacious family room & Primary Suite. A detached garage w/ large workshop & a large patio was added prior. Both garage doors are brand new, along with a new garage door opener. Don't miss the charming sunroom out back — a peaceful retreat that opens up to gentle breezes on beautiful spring and summer days. The backyard overlooks Kraft Elementary School playground, a sweet bonus. Location checks every box: minutes from Peninsula Town Center, Sandy Bottom Nature Park, Hampton Roads Center Parkway, I-64, Langley AFB and Ft Eustis. A rare opportunity to own a home with real history, real heart, and real move-in readiness. Homes like this don't come along often.
Home Highlights
Parking
Garage
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
$196
Listed
13 days ago
Home Details for 314 Winchester Dr
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Interior Details Basement: Crawl SpaceNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Florida Room, Full Bath, Kitchen, Laundry, Living Room |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 1632 Square Feet |
Appliances & Utilities Utilities: Sewer Not AvailableAppliances: Dishwasher, Electric Cooking, Electric Water Heater, Disposal, Ice Maker, Microwave, Oven, Refrigerator, Stove, WasherDishwasherDisposalLaundry: Washer Hookup,Dryer HookupMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Electric,Forced AirHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Electric |
Windows, Doors, Floors & Walls Door: French Doors, Sliding DoorsFlooring: Vinyl, Wood |
Levels, Entrance, & Accessibility Stories: 1Number of Stories: 1Levels: OneAccessibility: Accessibility Features, Grab BarsFloors: Vinyl, Wood |
Security Security: Security System |
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Exterior Home Features Roof: ShinglePatio / Porch: Rear Porch, Glass Enclosed, PatioFencing: Back Yard, Chain Link, Partial, FencedOther Structures: Shed(s), OutbuildingExterior: Out Building(s), Storage, Shed, Paved Driveway |
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1Has a GarageNo Attached GarageHas Open ParkingParking Spaces: 1Parking: Driveway,Detached,Garage,Garage Door Opener,Off Street,Paved,Storage,Workshop in Garage |
Pool Pool: None |
Frontage Not on Waterfront |
Water & Sewer Sewer: None |
Finished Area Finished Area (above surface): 1632 Square Feet |
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Days on Market: 13 |
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Year Built Year Built: 1954 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch |
Building Construction Materials: Frame, Plaster, Vinyl SidingNot a New ConstructionNot Attached Property |
Property Information Condition: ResaleParcel Number: 4001810 |
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Price List Price: $320,000Price Per Sqft: $196 |
Status Change & Dates Possession Timing: Close Of Escrow |
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MLS Status: Coming Soon |
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Direction & Address City: HamptonCommunity: Winchester Park |
School Information Elementary School: Christopher C. KraftJr High / Middle School: Cesar TarrantHigh School: Bethel |
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Listing Agent Listing ID: 2616349 |
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Community Features: Street Lights, Sidewalks |
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Association for this Listing: Central Virginia Regional MLS |
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Lot Area: 0.26 acres |
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Business Information Ownership: Individuals |
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Mls Number: 2616349Living Area Range Units: Square FeetAttic: None, Walk-upAttribution Contact: 804-269-1605Above Grade Unfinished Area: 1632Above Grade Unfinished Area Units: Square FeetActivation Date: Fri Jul 10 2026Below Grade Unfinished Area Units: Square FeetUniversal Property Id: US-51650-N-4001810-R-N |
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Street LightsSidewalks |
Last check for updates: about 21 hours ago
Listing courtesy of Karen Steen, (804) 269-1605
Long & Foster REALTORS
Originating MLS: Central Virginia Regional MLS
Source: CVRMLS, MLS#2616349
Also Listed on CVRMLS.
Market trends in Northampton
Last updated May 2026
Avg. sale price
$279K
Sale-to-List Price
—
Price per sq ft
$177
Available listings
79
9MoM
Price History for 314 Winchester Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 06/01/1962 | $13,200 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $2,988 |
| Assessment | $252,800 |
Home facts updated by county records
Comparable Sales for 314 Winchester Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.27 | Single-Family Home | $233,000 | 04/24/26 | 4 | 2 | 1,650 | |
0.17 | Single-Family Home | $275,000 | 05/13/26 | 3 | 2 | 1,714 | |
0.26 | Single-Family Home | $300,000 | 10/24/25 | 4 | 2 | 1,404 | |
0.21 | Single-Family Home | $330,000 | 08/25/25 | 4 | 2.5 | 1,784 | |
0.31 | Single-Family Home | $319,900 | 05/19/26 | 3 | 1.5 | 1,569 | |
0.40 | Single-Family Home | $345,000 | 02/23/26 | 4 | 2 | 1,800 | |
0.40 | Single-Family Home | $235,000 | 04/27/26 | 5 | 2 | 1,803 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKET- FOR SALENEW
3D VIEW 
OFF MARKET
OFF MARKET
SOLDAPR 30, 2026
OFF MARKETLong & Foster Real Estate-James River, Chesapeake Bay & Rivers AOR
Assigned Schools
These are the assigned schools for 314 Winchester Dr.
- Bethel High School
- 9-12
- Public
- 1769 Students
7/10GreatSchools RatingParent Rating AverageBHS has been the worst high school I've ever been to.From students CONSTANTLY fighting weekly to students TRYING to get suspended to get time off. I WISH I had done virtual Virginia and not went to HCS.If you are considering putting you're child into HCS think twice. Some students don't show up most days (In my classes). If students do show up they smoke out the bathrooms and cause issues in class. Im a student and I had to put my school over my Mental health and have had episodes due to stress since middle school. All of HCS has a roach problem too. (But what school doesn't)MOST teachers are respectful enough to students. But the issue lies with the students constantly (Excuse my language) causing sh!t everywhere! I mean for gods sake they don't deal with students smoking in class or in the bathrooms.From fights all the time to a stabbing happening in 2023. Most if not ALL of HCS is this bad. I would rather have paid the 2.5K to go to VVA and went online. SOME teachers (NOT ALL) will push grades over mental health and put students alone to have them "Focus" or something like that.I have had 4 different math teachers in my 3 years at HCS and have only passed ONE semester of math overall. If that doesn't say something then I don't know what does. The highschools are the issue though (And some of the middle schools) the elementary schools are fine in HCS. The highschools are purely chaos 24/7. I mean its constantly hell. Im constantly stressed 24/7 365.My final verdict:Dont enroll you're kids here unless its the last option. Dont put them through what I had to put up with for 3 years.Student Review2mo ago - Christopher C. Kraft Elementary School
- K-5
- Public
- 452 Students
6/10GreatSchools RatingParent Rating AverageThis school has gone so far downhill over the years after Ms. Wyatt and Mr. Dagley left. There are nothing but lazy staff and teachers here.Parent Review1mo ago - Cesar Tarrant Middle School
- 6-8
- Public
- 737 Students
5/10GreatSchools RatingParent Rating AverageI cant speak on the education aspect because my child hasnt started yet, but the 2 young black women that work in the office are so rude. The first day I went there to get the paperwork to register my child and it was super awkward , they dont even say hello. Then the next day I went back to return the paperwork and i hear one of the women in the office say " how am I supposed to tell her to go away? " throught the doorbell speaker. Idk what the issue is but they need to do better.Parent Review10mo ago 
Check out schools near 314 Winchester Dr.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about Northampton
At least 226 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
36 % Say it's walkable to restaurants
35 % Say there's wildlife
18 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Karen Steen, Long & Foster REALTORS
Agent Phone: (804) 269-1605
All or a portion of the multiple Listing information is provided by the Central Virginia Regional Multiple Listing Service, LLC, from a copyrighted compilation of Listing s. All CVR MLS information provided is deemed reliable but is not guaranteed accurate. The compilation of Listings and each individual Listing are ©2026 Central Virginia Regional Multiple Listing Service, LLC. All rights reserved.
314 Winchester Dr, Hampton, VA 23666 is a 4 bedroom, 2 bathroom, 1,632 sqft single-family home built in 1954. 314 Winchester Dr is located in Northampton, Hampton. This property is currently available for sale and was listed by CVRMLS on Jun 15, 2026. The MLS # for this home is MLS# 2616349.