NOT LISTED FOR SALE

4442 Winchester Dr Portsmouth, VA 23707

Midtown Portsmouth Neighborhood

Estimated Value: $221,000 - $390,000

4 Beds
2 Baths
1,925 Sq Ft
$174/Sq Ft Est. Value

Last Sold April 18, 2025

Last sale price $365,000 $190 Per Sq Ft

Est. 8% decrease in value since last sale

Current estimated payment $2,106/month

28 Days on Market

Highlights

  • 0.4 Acre Lot
  • Wood Flooring
  • Attic
  • Cape Cod Architecture
  • Main Floor Bedroom
  • Sun or Florida Room

About This Home

As of April 2025

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 Agent to Sell the Property

Joseph Igana

1st Class Real Estate-Equity Group Listed on: 03/12/2025

Last Buyer's Agent

Virginia Cope

The Bryant Group

The Bryant Group

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $3,067

Year Built

  • Built in 1947

Lot Details

  • 0.4 Acre Lot
  • Lot Dimensions are 83' x 201'
  • Chain Link Fence
  • Back Yard Fenced
  • Corner Lot
  • Property is zoned UR

Home Design

  • Cape Cod Architecture
  • Substantially Remodeled
  • Brick Exterior Construction
  • Asphalt Shingled Roof
  • Aluminum Siding

Interior Spaces

  • 1,925 Sq Ft Home
  • 2-Story Property
  • Ceiling Fan
  • Wood Burning Fireplace
  • Home Office
  • Sun or Florida Room
  • Crawl Space
  • Washer and Dryer Hookup
  • Attic

Kitchen

  • Electric Range
  • Dishwasher

Flooring

  • Wood
  • Laminate

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Main Floor Bedroom
  • En-Suite Primary Bedroom
  • Walk-In Closet
  • 2 Full Bathrooms
  • Dual Vanity Sinks in Primary Bathroom

Parking

  • 1 Car Detached Garage
  • Parking Available
  • Garage Door Opener
  • Driveway
  • Off-Street Parking

Schools

  • Westhaven Elementary School
  • William E. Waters Middle School
  • Manor High School

Utilities

  • Central Air
  • Heat Pump System
  • Electric Water Heater

Community Details

  • No Home Owners Association
  • Grove Park 022 Subdivision

Home Details

Home Type

Single Family

Est. Annual Taxes

$3,067

Year Built

Built in 1947

Lot Details

0

Listing Details

  • HOA YN: No
  • Property Type: Residential
  • Property Sub Type: Detached
  • Property Type - Cross Property: Detached Residential
  • Style: Cape Cod
  • GarageYN: Yes
  • AICUZ - Crash: None
  • AICUZ - Noise: -65
  • Master Model: No
  • Miscellaneous: Rehabilitated
  • LP/ Sq Ft: 191.69
  • Estimated Year Built: 1947
  • Num Beds With Ensuite: 1
  • Address Street Name Website: Winchester
  • Address Street Num Website: 4442
  • Address Website: 4442 Winchester DR
  • Fence: Yes
  • Market Time: 28
  • Contingency Exists: Non Contingent
  • Special Features: None
  • Stories: 2
  • Year Built: 1947

Interior Features

  • Interior Amenities: Fireplace Wood, Primary Sink-Double, Walk-In Closet
  • Fireplaces Number: 1
  • Equipment: Ceiling Fan, Gar Door Opener
  • Flooring Type: Laminate/LVP, Wood
  • Total Bedrooms: 4
  • Full Bathrooms: 2
  • Total Bathrooms: 2.00
  • First Floor Bedroom/Full Bathrooms: Yes
  • Other Rooms: 1st Floor BR, Attic, PBR with Bath, Office/Study, Spare Room, Sun Room
  • Appliances: Dishwasher, Dryer Hookup, Elec Range, Refrigerator, Washer Hookup
  • Stories Number: 2.0000
  • Estimated Sq Ft: 1925

Exterior Features

  • Exterior Features: Corner
  • Exterior Siding: Aluminum, Brick
  • Fence Description: Back Fenced, Chain Link, Full
  • Foundation Type: Crawl
  • Pool: No Pool
  • Roof: Asphalt Shingle
  • Waterfront Description: Not Waterfront

Garage/Parking

  • Parking: Garage Det 1 Car, Multi Car, Off Street, Driveway Spc
  • Garage Sq Ft: 396

Utilities

  • Sewer Type: City/County
  • Water Heater Type: Electric
  • Water Type: City/County
  • Cooling: Central Air
  • Heating: Heat Pump

Schools

  • Elementary School: Westhaven Elementary
  • Middle School: William E. Waters Middle
  • High School: Manor High

Lot Info

  • Lot Depth: 201'
  • Lot Front: 83'
  • Waterfront YN: No
  • Lot Dimensions: 83' X 201'
  • Zoning: UR
  • Estimated Acres: 0.4000

Building Info

  • New Construction YN: No

Tax Info

  • Tax Amount Approx: 3067

MLS Schools

  • Elementary School: Westhaven Elementary
  • School High School: Manor High
  • Middle School: William E. Waters Middle

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Mar 12, 2025
Closed on
Apr 18, 2025
Sold by
Azizkhani Zahra
Bought by
Cox Andrew Thomas and Cox Sara Kaitlin
Seller's Agent
Joseph Igana
1st Class Real Estate-Equity Group
Buyer's Agent
Virginia Cope
The Bryant Group
List Price
$375,000
Sold Price
$365,000
Premium/Discount to List
-$10,000
-2.67%
Views
130
Current Estimated Value
$334,020

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$30,980
Avg. Annual Appreciation
-33.18%
Original Mortgage
$372,847
Outstanding Balance
$372,847
Interest Rate
6.65%
Mortgage Type
New Conventional
Estimated Equity
-$38,827

Purchase Details

Listed on
Oct 25, 2024
Closed on
Nov 14, 2024
Sold by
Virginia Yee Kwan Lee Tam Irrevocable Tr and Tam Lotus
Bought by
Azizkhani Zahra
Seller's Agent
Chris Faircloth
Swell Realty Co
Buyer's Agent
Joseph Igana
1st Class Real Estate-Equity Group
List Price
$205,000
Sold Price
$200,000
Premium/Discount to List
-$5,000
-2.44%
Views
36

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
318.85%

Purchase Details

Closed on
Aug 12, 2022
Sold by
Lee Tam Virginia Yee Kwan
Bought by
Virginia Yee Kwan Lee Tam Irrevocable Trust
Source: Public Records

Range of Values:

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Average Value
Not Available
List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Purchase History

Date Buyer Sale Price Title Company
Cox Andrew Thomas $365,000 Fidelity National Title
Azizkhani Zahra $200,000 Fidelity National Title
Azizkhani Zahra $200,000 Fidelity National Title
Virginia Yee Kwan Lee Tam Irrevocable Trust -- Associates Plc
Source: Public Records

Mortgage History

Date Status Borrower Loan Amount
Open Cox Andrew Thomas $372,847
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
04/18/2025 04/18/25 Sold $365,000 -1.1% $190 / Sq Ft
04/09/2025 04/09/25 Pending -- -- --
03/28/2025 03/28/25 Price Changed $369,000 -1.6% $192 / Sq Ft
03/12/2025 03/12/25 For Sale $375,000 +87.5% $195 / Sq Ft
11/14/2024 11/14/24 Sold $200,000 -2.4% $110 / Sq Ft
10/31/2024 10/31/24 Pending -- -- --
10/25/2024 10/25/24 For Sale $205,000 -- $113 / Sq Ft
Source: Real Estate Information Network (REIN)

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $3,067 $249,350 $84,000 $165,350
2023 $2,898 $231,830 $84,000 $147,830
2022 $2,802 $215,500 $70,000 $145,500
2021 $2,554 $196,490 $61,500 $134,990
2020 $2,516 $193,560 $58,570 $134,990
2019 $2,501 $192,390 $58,570 $133,820
2018 $2,501 $192,390 $58,570 $133,820
2017 $2,501 $192,390 $58,570 $133,820
2016 $2,501 $192,390 $58,570 $133,820
2015 $2,501 $192,390 $58,570 $133,820
2014 $2,443 $192,390 $58,570 $133,820
Source: Public Records

Agents Affiliated with this Home

  • Joseph Igana

    Seller's Agent in 2025

    Joseph Igana

    1st Class Real Estate-Equity Group

    (757) 401-4334

    4 in this area

    59 Total Sales

    Joseph Igana
    Section Image
  • Virginia Cope

    Buyer's Agent in 2025

    Virginia Cope

    The Bryant Group

    (757) 286-4860

    3 in this area

    101 Total Sales

    Virginia Cope
    Section Image
  • Chris Faircloth

    Seller's Agent in 2024

    Chris Faircloth

    Swell Realty Co

    (757) 288-0983

    1 in this area

    67 Total Sales

    Chris Faircloth
    Section Image
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Map

Source: Real Estate Information Network (REIN)

MLS Number: 10573564

Real Estate Information Network (REIN)

APN: 0321-0010

Virginia Portsmouth County Portsmouth 23707 Midtown Portsmouth

4442 Winchester Dr, Portsmouth, VA

This home is located at 4442 Winchester Dr, Portsmouth, VA 23707 since 12 March 2025 and is currently estimated at $334,020, approximately $173 per square foot. This property was built in 1947. 4442 Winchester Dr is a home located in Portsmouth City with nearby schools including Westhaven Elementary School, Wm. E. Waters Middle School, and Manor High School.

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