4442 Winchester Drive
Portsmouth, VA 23707
- 4 beds
- 2 baths
- 1,925 sqft
- ~1/2 acre lot
- $191 per sqft
- 1947 build
- – on site
Step into this ELEGANTLY RENOVATED 4-bedroom, 2-full-bath CAPE COD, blending timeless nostalgia with modern style. The open floor plan boasts beautifully refinished hardwood floors & luxury vinyl plank. It's stunningly grand kitchen features GRANITE COUNTERTOPS, stainless steel appliances, & white shaker soft-close cabinets. The large primary suite offers a spa-like retreat with a DOUBLE VANITY SINKS while both bathrooms feature beautifully tiled shower surrounds & sophisticated finishes. The cozy & functional spare room or office/study gleams with natural light. Sitting on a MASSIVE CORNER LOT, this home includes a detached garage, two driveways, a NEW ROOF, new windows, NEW HVAC, and a new water heater. Every inch of this quality renovation is detailed and thoughtful. Nestled in a quiet, established neighborhood, this home offers serenity, style and plenty of space. This truly is a gem that should be first on your list—Schedule your tour today & don't miss out on this amazing home!
Last checked:
As a licensed real estate brokerage, Estately has access to the same database professional Realtors use: the Multiple Listing Service (or MLS). That means we can display all the properties listed by other member brokerages of the local Association of Realtors—unless the seller has requested that the listing not be published or marketed online.
The MLS is widely considered to be the most authoritative, up-to-date, accurate, and complete source of real estate for-sale in the USA.
Estately updates this data as quickly as possible and shares as much information with our users as allowed by local rules. Estately can also email you updates when new homes come on the market that match your search, change price, or go under contract.
Checking…
•
Last updated Mar 28, 2025
•
MLS# 10573564 —
The Building
-
Year Built:1947
-
Style:Cape Cod
-
Roof:Asphalt Shingle
-
Exterior Siding:Aluminum, Brick
-
Foundation Type:Crawl
-
# of Stories:2
-
SqFt:1,925 Sqft
Interior
-
Interior Features:Fireplace Wood, Primary Sink-Double, Walk-In Closet
-
Rooms Number:7
-
Rooms Other:1st Floor BR, Attic, PBR with Bath, Office/Study, Spare Room, Sun Room
-
Flooring Type:Laminate/LVP, Wood
-
Fireplaces Number:1
Financial & Terms
-
Ownership Type:Simple
Location
-
Area:21 - Central Portsmouth
The Property
-
Property Type:Residential
-
Property Subtype:Detached
-
Lot Front:83'
-
Lot Depth:201'
-
Lot Dimensions:83' X 201'
-
Approx Acres:0.4000
-
Zoning:UR
-
Waterfront Description:Not Waterfront
-
Exterior Features:Corner
-
Fence:1
-
Fence Description:Back Fenced, Chain Link, Full
-
Miscellaneous:Rehabilitated
Listing Agent
- Contact info:
- Office phone:
- (757) 797-9511
Taxes
-
Tax Amount Approx:$3,067
Beds
-
Beds Total:4
-
# of Beds With Ensuite:1
-
First Floor Bed Full Bath:Yes
Baths
-
Total Baths:2.00
-
Full Baths:2
The Listing
-
Disclosures:Disclosure Statement
Heating & Cooling
-
Heating:Heat Pump
-
Cooling:Central Air
Utilities
-
Water Type:City/County
-
Sewer Type:City/County
Appliances
-
Appliances:Dishwasher, Dryer Hookup, Elec Range, Refrigerator, Washer Hookup
-
Water Heater Type:Electric
-
Equipment:Ceiling Fan, Gar Door Opener
Schools
-
Elementary School:Westhaven Elementary
-
Middle School:William E. Waters Middle
-
High School:Manor High
The Community
-
Subdivision Name:GROVE PARK - 022
-
Pool:No Pool
-
HOA:No
-
Assoc Mgmt Co:N/A
Parking
-
Parking:Garage Det 1 Car, Multi Car, Off Street, Driveway Spc
-
Garage:1
-
Garage SqFt:396
Monthly cost estimate

Asking price
$369,000
Expense | Monthly cost |
---|---|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$1,975
|
Taxes | $255 |
Insurance | $101 |
Utilities | $201 See report |
Total | $2,532/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Transit Score®
Provided by WalkScore® Inc.
Transit Score measures a location's access to public transit. It is based on nearby transit routes frequency, type of route (bus, rail, etc.), and distance to the nearest stop on the route. Transit Scores range from 0 (Minimal Transit) to 100 (Rider’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
Date | Event | Source | Price | % Change |
---|---|---|---|---|
3/28/25
Mar 28, 2025
|
Price Changed | REIN | $369,000 | -1.6% |
3/12/25
Mar 12, 2025
|
Listed / Active | REIN | $375,000 | 87.5% |
11/14/24
Nov 14, 2024
|
REIN | $200,000 |