Google street view image for 4644 Winston Rd, Portsmouth, VA 23703

Off market

$344,342

—

•

2 ba

•

2,019

sq ft

4644 Winston Rd, Portsmouth, VA 23703

About this home

4644 Winston Rd is a 2,019 square foot house on a 0.37 acre lot with 2 bathrooms. Based on Redfin's Portsmouth data, we estimate the home's value is $344,342.

Single-familyProperty Type

1948Year Built

0.37 acresLot Size

$171Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$344,342

$13K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 8.5% lower than the average sale price ($376K) of 6 comparable homes.

SOLD MAR 10, 2026
$378,000
A
3 beds2 baths2,046 sq ft
4614 High St W, Portsmouth, VA 23703
SOLD SEP 30, 2026
$330,000
B
3 beds2 baths1,540 sq ft
4624 Kemp Dr, Portsmouth, VA 23703
SOLD AUG 12, 2026
$424,999
C
3 beds2 baths1,936 sq ft
4409 Gannon Rd, Portsmouth, VA 23703
SOLD AUG 14, 2026
$390,000
D
3 beds2 baths1,700 sq ft
3105 Verne Ave, Portsmouth, VA 23703
SOLD AUG 12, 2026
$415,000
E
4 beds2 baths2,080 sq ft
5005 Fable Ave, Portsmouth, VA 23703
SOLD OCT 9, 2026
$319,000
F
4 beds2 baths1,918 sq ft
2300 Bidgood Dr, Portsmouth, VA 23703

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$325,831

Est. take-home

List your home with Redfin and save $3,443

Market trends in 23703, VA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.5%

0.1% MoM

Median sale price

$342K

$8K MoM

Avg. days on market

25d

1 days MoM

Recently sold homes

121

1 MoM

New listings for sale

$259,900
2 beds2.5 baths2,034 sq ft
4385 Point West Dr #44, Portsmouth, VA 23703
$375,000
4 beds2.5 baths1,820 sq ft
5400 Lilac Cres, Portsmouth, VA 23703
$230,000
2 beds2.5 baths1,240 sq ft
3807 Banister River Reach Unit C, Portsmouth, VA 23703
3D WALKTHROUGH
$365,000
3 beds1.5 baths1,558 sq ft
3521 Doerr Rd, Portsmouth, VA 23703
3D WALKTHROUGH
$345,000
3 beds1.5 baths1,469 sq ft
4904 Briarwood Ln, Portsmouth, VA 23703
$389,900
4 beds2.5 baths1,942 sq ft
5817 Craneybrook Ln, Portsmouth, VA 23703
$195,000
2 beds1 bath1,044 sq ft
3841 Peachtree Ln E, Portsmouth, VA 23703
$325,000
3 beds2 baths1,213 sq ft
5720 Dunkin St, Portsmouth, VA 23703
$550,000
4 beds4 baths3,454 sq ft
4533 Wake Forest Rd, Portsmouth, VA 23703
$240,000
3 beds2.5 baths1,553 sq ft
3344 Clover Hill Dr, Portsmouth, VA 23703
See all

Provided by Redfin

Sale history for 4644 Winston Rd

As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2026

$3,811 (+0.5%)

$109,800 + $197,500

$307,300

2025

$3,793 (+1.3%)

$109,800 + $197,500

$307,300

2024

$3,744 (+4.0%)

$109,800 + $196,050

$305,850

2023

$3,598 (+13.5%)

$109,800 + $194,600

$304,400

2022

$3,172 (+11.4%)

$109,800 + $167,000

$276,800

2021

$2,846 (+4.4%)

$91,500 + $152,480

$243,980

2020

$2,725 (+0.7%)

$73,720 + $145,220

$218,940

2019

$2,706

$70,210 + $139,410

$209,620

2018

$2,706

$70,210 + $137,960

$208,170

2017

$2,706

$70,210 + $137,960

$208,170

2016

$2,706

$70,210 + $137,960

$208,170

2015

$2,706 (+2.4%)

$70,210 + $137,960

$208,170

2014

$2,643 (−4.1%)

$70,210 + $137,960

$208,170

2013

$2,755 (−1.9%)

$70,210 + $137,960

$208,170

2012

$2,808

$70,210 + $137,960

$208,170

Tax history for 4644 Winston Rd

Year

Property tax

Land + Additions

Assessment*

2026

$3,811 (+0.5%)

$109,800 + $197,500

$307,300

2025

$3,793 (+1.3%)

$109,800 + $197,500

$307,300

2024

$3,744 (+4.0%)

$109,800 + $196,050

$305,850

2023

$3,598 (+13.5%)

$109,800 + $194,600

$304,400

2022

$3,172 (+11.4%)

$109,800 + $167,000

$276,800

2021

$2,846 (+4.4%)

$91,500 + $152,480

$243,980

2020

$2,725 (+0.7%)

$73,720 + $145,220

$218,940

2019

$2,706

$70,210 + $139,410

$209,620

2018

$2,706

$70,210 + $137,960

$208,170

2017

$2,706

$70,210 + $137,960

$208,170

2016

$2,706

$70,210 + $137,960

$208,170

2015

$2,706 (+2.4%)

$70,210 + $137,960

$208,170

2014

$2,643 (−4.1%)

$70,210 + $137,960

$208,170

2013

$2,755 (−1.9%)

$70,210 + $137,960

$208,170

2012

$2,808

$70,210 + $137,960

$208,170

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Zoning

General Residential District

The General Residential GR district is established to accommodate primarily single-family detached, attached residential, and two-to four-family dwellings, subject to design standards to ensure their compatibility with the single-family character of the district, at moderate densities. District regulations are intended to discourage any use that substantially interferes with the development of single-family, two-family, or three-to-four family dwellings, or that is detrimental to the quiet residential nature of the district.

Permitted uses

Include but are not limited to:

Religious facility
Garden center
Housing-Group
Housing-Single unit
Housing-Student
Public service
Educational/school
Recreation
Golf related
Park & open space

Property details

Interior

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Hot Water

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 6

Exterior

Exterior Information
Building Style Type: Cape Cod
Exterior Wall: Brick
Roof Covering Type: Asphalt
Roof Shape Type: Asphalt

Property Information
Subdivision Name: PINEHURST 02
Living Sq. Ft: 2,019
Building Sq. Ft: 2,342
# of Stories: 1
Legal Description: 3 PINEHURST 2

Parking & Garage Information
Parking Type: Attached Garage
Garage/Parking Sq. Ft: 323
Garage / Carport Type: Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 16,117
Legal Lot Number: 3
Acres: 0.37
Depth Footage: 160
Front Footage: 100
Zoning Code: GR
County Use Description: RESDCAPE COD

Financial

Assessor Information
Assessment Year: 2026

Public facts

Beds: —
Baths: 2.0
Sq. Ft.: 2,019
Stories: 1.0
Lot Size: 0.37 acres
Style: Single Family Residential
Year Built: 1948
Year Renovated: —
County: Portsmouth
APN: 07590 040

Home facts updated by county records on Oct 6, 2026

Around this home

Schools

Churchland Elementary School

Public K-6 • Assigned • 0.9mi

6/10

Churchland Middle School

Public 7-8 • Assigned • 2.2mi

3/10

Churchland High School

Public 9-12 • Assigned • 2.2mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

4/10 Flood Factor

Estimated 10-16% chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

9/10 Heat Factor

7 days above 106° expected this year, 16 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

2/10 Air Factor

2 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Portsmouth, VA • 23703

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.4 hours in June and 5.1 hours in December, which is comparable to the U.S. average for solar exposure.

9.4 hrs

5.1 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$328,000 – $396,000

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Nearby similar homes

$375,000

4 beds2.5 baths1,820 sq ft

5400 Lilac Cres, Portsmouth, VA 23703

$312,500

4 beds3 baths1,687 sq ft

4304 Columbia St, Portsmouth, VA 23707

3D WALKTHROUGH

$599,000

3 beds2.5 baths2,600 sq ft

200 Park Rd, Portsmouth, VA 23707

$347,900

3 beds2 baths1,500 sq ft

5612 Bingham Dr, Portsmouth, VA 23703

SHORT SALE3D WALKTHROUGH

$227,000

3 beds2 baths950 sq ft

218 Florida Ave, Portsmouth, VA 23707

$355,900

3 beds1.5 baths1,508 sq ft

3741 Linnet Ln, Portsmouth, VA 23703

New listings for sale in 23703

$259,900

2 beds2.5 baths2,034 sq ft

4385 Point West Dr #44, Portsmouth, VA 23703

$375,000

4 beds2.5 baths1,820 sq ft

5400 Lilac Cres, Portsmouth, VA 23703

$230,000

2 beds2.5 baths1,240 sq ft

3807 Banister River Reach Unit C, Portsmouth, VA 23703

3D WALKTHROUGH

$365,000

3 beds1.5 baths1,558 sq ft

3521 Doerr Rd, Portsmouth, VA 23703

3D WALKTHROUGH

$345,000

3 beds1.5 baths1,469 sq ft

4904 Briarwood Ln, Portsmouth, VA 23703

$389,900

4 beds2.5 baths1,942 sq ft

5817 Craneybrook Ln, Portsmouth, VA 23703

$195,000

2 beds1 bath1,044 sq ft

3841 Peachtree Ln E, Portsmouth, VA 23703

$325,000

3 beds2 baths1,213 sq ft

5720 Dunkin St, Portsmouth, VA 23703

$550,000

4 beds4 baths3,454 sq ft

4533 Wake Forest Rd, Portsmouth, VA 23703

Home values near 4644 Winston Rd

Data from public records.

Address	Redfin Estimate
4632 Winston Road, Portsmouth, VA - Beds \| 1.5 Baths \| 2324 Sq. Ft.	$359,714
4648 Winston Road, Portsmouth, VA - Beds \| 2.5 Baths \| 2064 Sq. Ft.	$379,880

Address	Redfin Estimate
4636 Winston Road, Portsmouth, VA - Beds \| 2 Baths \| 2215 Sq. Ft.	$403,768
4640 Winston Road, Portsmouth, VA 4 Beds \| 3 Baths \| 3226 Sq. Ft.	$455,411

Address	Redfin Estimate
4628 Winston Road, Portsmouth, VA - Beds \| 1 Baths \| 1036 Sq. Ft.	$312,864
4613 Winston Road, Portsmouth, VA 2 Beds \| 2 Baths \| 1846 Sq. Ft.	$363,959

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 23703, VA

Sale history for 4644 Winston Rd

Tax history for 4644 Winston Rd

Zoning

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 23703

Home values near 4644 Winston Rd

More real estate resources