OFF MARKET

Off market jun 2024 for $320K

$339,331

Est. refi paymentEst. refi $2,437/mo

•

1,620

sq ft

104 N Pleasant Valley Rd, Winchester, VA 22601

About this home

Location is Key!! This property is close to everything Winchester has to offer. Just minutes from Old Town Winchester Walking Mall, restaurants, shops, attractions, Jim Barnett Park, Shenandoah University, Daniel Morgan Middle School and Virginia Elementary. The home offers 4 bedrooms, 2 full bathrooms, unfinished basement, eat in kitchen, 3 season rear porch, large front porch, Oak hardwood floors downstairs and pine upstairs. New within the past 10 years: Architectural shingles, double pane vinyl windows, updated bathrooms, privacy fenced yard & walkway, natural gas furnace, freshly painted walls, refinished original hardwood floors, parking pad for 3 vehicles and a Radon mitigation system. Wooden shed with electricity located in the backyard. The backyard also has new privacy fencing and is the perfect spot for summertime entertaining.

Single-familyProperty Type

1938Year Built

3,598 sq ftLot Size

$209Est. Price/Sq.Ft.

3 spacesParking

Listed by Jeff Konrady • Realty ONE Group Old Towne

•540-773-8475 (broker)

•admin@realtyonegroupoldtowne.com (broker)

Bought with Jeff Konrady • Realty ONE Group Old Towne

•540-773-8475 (broker)

•admin@realtyonegroupoldtowne.com (broker)

Redfin checked: a minute ago

•Source:BRIGHT MLS #VAWI2005410

Redfin Estimate

$339,331

$19K since sold in June 2024$10K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7% lower than the average sale price ($365K) of 6 comparable homes.

SOLD JUL 14, 2026
$326,000
A
4 beds2 baths1,273 sq ft
629 National Ave, Winchester, VA 22601
SOLD APR 17, 2026
$375,000
B
3 beds2 baths1,764 sq ft
320 E Piccadilly St, Winchester, VA 22601
SOLD AUG 24, 2026
$305,000
C
3 beds2 baths1,474 sq ft
406 Highland Ave, Winchester, VA 22601
SOLD AUG 25, 2026
$325,000
D
3 beds2 baths1,465 sq ft
632 Watson Ave, Winchester, VA 22601
SOLD AUG 21, 2026
$360,000
E
4 beds2 baths1,347 sq ft
236 Shawnee Ave, Winchester, VA 22601
SOLD JUN 26, 2026
$499,000
F
4 beds2.5 baths1,798 sq ft
720 S Kent St, Winchester, VA 22601

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Earn from this home

Sell

$72,769

Est. take-home

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Refinance

Est. cash available

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Rent

$1,428/mo

Redfin rental estimate

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Market trends in 22601, VA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.3%

0.1% MoM

Median sale price

$375K

$162 MoM

Avg. days on market

57d

2 days MoM

Recently sold homes

3 MoM

New listings for sale

COMING SOON
$850,000
4 beds4.5 baths3,213 sq ft
637 Treys Dr, Winchester, VA 22601
(540) 259-4090
NEW 17 HRS AGO
$535,000
5 beds3 baths2,540 sq ft
306 Longview Ave, Winchester, VA 22601
(301) 831-5099
NEW 21 HRS AGO
$255,000
3 beds2 baths1,386 sq ft
329 Fairview Ave, Winchester, VA 22601
(480) 462-5392
$749,000
4 beds4 baths3,809 sq ft
220 Amherst St, Winchester, VA 22601
(540) 662-0323
COMING SOON
$289,900
4 beds2.5 baths1,484 sq ft
322 Highland Ave, Winchester, VA 22601
(866) 825-7169
3D WALKTHROUGH
$719,000
5 beds4.5 baths4,539 sq ft
961 Meadow Ct, Winchester, VA 22601
(540) 662-0323
OPEN OCT 17, 10:30AM TO 12:30PM
$305,500
3 beds2 baths1,350 sq ft
3 S Euclid Ave, Winchester, VA 22601
(703) 625-4269
FOR SALE BY OWNER
$650,000
5 beds3 baths1,752 sq ft
432 N Loudoun St, Winchester, VA 22601
COMING SOON
$335,000
2 beds1.5 baths1,352 sq ft
2660 Daniel Ter, Winchester, VA 22601
(540) 450-2747
$299,900
3 beds1 bath2,228 sq ft
1308 Commerce, Winchester, VA 22601
(540) 662-0323
See all

Provided by Redfin

Sale history for 104 N Pleasant Valley Rd

Date

Event

Price

BRIGHT MLS #VAWI2005410

Jun 7, 2024

Sold

$320,000

$198/sq ft

May 24, 2024

Pending

—

Apr 26, 2024

Contingent

—

Apr 16, 2024

Listed

$329,900

$204/sq ft

Apr 4, 2024

Coming Soon

$329,900

$204/sq ft

MRIS #WI8373523

Nov 1, 2014

Delisted

—

Oct 31, 2014

Sold

$99,000

$61/sq ft

Oct 12, 2014

Pending

—

Oct 8, 2014

Price Changed

$61/sq ft

Oct 8, 2014

Price Changed

$74/sq ft

Sep 11, 2014

Price Changed

$74/sq ft

Aug 20, 2014

Price Changed

$77/sq ft

Aug 6, 2014

Relisted

—

Jul 8, 2014

Pending

—

Jun 10, 2014

Listed

$78/sq ft

+16

BRIGHT MLS #1003049628

Oct 31, 2014

Sold

$99,000

$61/sq ft

Oct 11, 2014

Listing Removed

—

Jun 10, 2014

Listed

$119,900

$74/sq ft

+16

MRIS #WI7915851

Dec 26, 2012

Sold

$74,900

$46/sq ft

Nov 14, 2012

Pending

—

Oct 30, 2012

Relisted

—

Oct 2, 2012

Delisted

—

Aug 29, 2012

Listed

$48/sq ft

BRIGHT MLS #1004139424

Dec 26, 2012

Sold

$74,900

$46/sq ft

Nov 10, 2012

Listing Removed

—

Aug 29, 2012

Listed

$77,700

$48/sq ft

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2026

$1,801

$50,000 + $176,600

$226,600

2025

$1,801 (+7.0%)

$50,000 + $176,600

$226,600

2024

$1,683

$50,000 + $152,800

$202,800

2023

$1,683 (+19.6%)

$50,000 + $152,800

$202,800

2022

$1,407

$50,000 + $101,300

$151,300

2021

$1,407 (+18.8%)

$50,000 + $101,300

$151,300

2020

$1,185

$50,000 + $77,400

$127,400

2019

$1,185 (+30.2%)

$50,000 + $77,400

$127,400

2018

$910

$50,000 + $50,000

$100,000

2016

$910

$50,000 + $50,000

$100,000

2015

$910 (−9.4%)

$50,000 + $50,000

$100,000

2014

$1,004

$50,000 + $55,700

$105,700

2013

$1,004

$50,000 + $55,700

$105,700

2012

$1,004 (+10.5%)

$50,000 + $55,700

$105,700

2011

$909

$50,000 + $55,700

$105,700

Tax history for 104 N Pleasant Valley Rd

Year

Property tax

Land + Additions

Assessment*

2026

$1,801

$50,000 + $176,600

$226,600

2025

$1,801 (+7.0%)

$50,000 + $176,600

$226,600

2024

$1,683

$50,000 + $152,800

$202,800

2023

$1,683 (+19.6%)

$50,000 + $152,800

$202,800

2022

$1,407

$50,000 + $101,300

$151,300

2021

$1,407 (+18.8%)

$50,000 + $101,300

$151,300

2020

$1,185

$50,000 + $77,400

$127,400

2019

$1,185 (+30.2%)

$50,000 + $77,400

$127,400

2018

$910

$50,000 + $50,000

$100,000

2016

$910

$50,000 + $50,000

$100,000

2015

$910 (−9.4%)

$50,000 + $50,000

$100,000

2014

$1,004

$50,000 + $55,700

$105,700

2013

$1,004

$50,000 + $55,700

$105,700

2012

$1,004 (+10.5%)

$50,000 + $55,700

$105,700

2011

$909

$50,000 + $55,700

$105,700

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

Public record

Public record
Zoning
Permits

Beds

Baths

Stories

1.4

Lot width

—

Lot depth

—

Lot size

3,598 Sq. Ft.

Year renovated

1965

Sq. Ft.

1,156

Year built

1938

Style

Single Family Residential

County

Winchester

APN

195-10-B- 65-

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 21, 2026.

Medium Density Residential District

This district is intended as a single family residential area with medium population density. The regulations for this district are designed to stabilize and protect the essential characteristics of the district, to promote and encourage a suitable environment for family life where there are children. To these ends, development is limited to a relatively low concentration and permitted uses are limited basically to providing homes for the residents plus certain additional uses, such as schools, parks, churches, and certain public facilities that serve the residents of the district.

Permitted uses

Include but are not limited to:

Housing-Group
Housing-Single unit
Housing-Senior
Infrastructure
Educational/school
Fire house
Police station
Park & open space

Property details

Parking

Parking Information
# of Total Garage and Parking Spaces: 3
Off Street - # of Spaces: 3
Alley, Off Street

Interior

Bedroom Information
# of Bedrooms On 1st Upper Level: 2
# of Bedrooms On Main Level: 2

Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 1
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Full) On All Upper Levels: 1
# of Bathrooms (Full): 2

Interior Information
Living Area Sq.Ft. Source: Estimated

Basement Information
Basement: Yes
Connecting Stairway, Partial, Side Entrance, Sump Pump, Unfinished

Exterior

Property Information
Total Below Grade Sq. Ft.: 800
Improvement Assessed Value: $101,300
Ownership Interest: Fee Simple
Year Built Source: Assessor

Building Information
Construction Materials: Aluminum Siding
Foundation Details: Other, Slab
Other Structures: Above Grade, Below Grade
Structure Type: Detached

Lot Information
Tidal Water: No

Land Information
Land Assessed Value: $50,000

Above Grade Information
Finished Sq.Ft.: 1,620
Finished Sq.Ft. Source: Estimated

Below Grade Information
Unfinished Sq.Ft.: 800
Unfinished Sq.Ft. Source: Estimated
Finished Sq.Ft. Source: Assessor

Financial

Tax Information
City/Town Tax: $1,407
Tax Assessed Value: $151,300
Tax Year: 2022
Tax Annual Amount: $1,407

Assessments Information
Year Assessed: 2022

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Central
Heating Fuel: Natural Gas
Hot Water: Natural Gas
Sewer Septic: Public Sewer
Water Source: Public

Location

School Information
School District Name: WINCHESTER CITY PUBLIC SCHOOLS
School District Source: Listing Agent

Location Information
In City Limits
Directions: From Downtown travel east on Cork, Left on S. Pleasant Valley, property on the right. To park travel past the house and turn right on Woodstock, right into the alley, and park in rear.

Public facts

Beds: 4
Baths: 1.0
Sq. Ft.: 1,156
Stories: 1.4
Lot Size: 3,598 square feet
Style: Single Family Residential
Year Built: 1938
Year Renovated: 1965
County: Winchester
APN: 195-10-B- 65-

Home facts updated by county records on Sep 21, 2026

Around this home

Schools

Daniel Morgan Intermediate School

Public 5-6 • Assigned • 0.3mi

3/10

Daniel Morgan Middle School

Public 7-8 • Assigned • 0.3mi

4/10

John Handley High School

Public 9-12 • Assigned • 1.3mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk 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

5/10 Heat Factor

7 days above 102° expected this year, 16 days in 30 years

2/10 Wind Factor

1% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Winchester, VA • 22601

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 8.9 hours in June and 3.7 hours in December, placing it below the U.S. average for solar exposure.

8.9 hrs

3.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$323,000 – $391,000

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NEW CONSTRUCTION

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Listing provided by Zillow

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New listings for sale in 22601

COMING SOON

$850,000

4 beds4.5 baths3,213 sq ft

637 Treys Dr, Winchester, VA 22601

(540) 259-4090

NEW 17 HRS AGO3D WALKTHROUGH

$535,000

5 beds3 baths2,540 sq ft

306 Longview Ave, Winchester, VA 22601

(301) 831-5099

NEW 21 HRS AGO

$255,000

3 beds2 baths1,386 sq ft

329 Fairview Ave, Winchester, VA 22601

(480) 462-5392

$749,000

4 beds4 baths3,809 sq ft

220 Amherst St, Winchester, VA 22601

(540) 662-0323

COMING SOON

$289,900

4 beds2.5 baths1,484 sq ft

322 Highland Ave, Winchester, VA 22601

(866) 825-7169

3D WALKTHROUGH

$719,000

5 beds4.5 baths4,539 sq ft

961 Meadow Ct, Winchester, VA 22601

(540) 662-0323

OPEN OCT 17, 10:30AM TO 12:30PM

$305,500

3 beds2 baths1,350 sq ft

3 S Euclid Ave, Winchester, VA 22601

(703) 625-4269

FOR SALE BY OWNER

$650,000

5 beds3 baths1,752 sq ft

432 N Loudoun St, Winchester, VA 22601

COMING SOON

$335,000

2 beds1.5 baths1,352 sq ft

2660 Daniel Ter, Winchester, VA 22601

(540) 450-2747

Home values near 104 N Pleasant Valley Rd

Data from public records.

Address	Redfin Estimate
14 N Pleasant Valley Road, Winchester, VA 3 Beds \| 1 Baths \| 1204 Sq. Ft.	$227,496
116 N Pleasant Valley Road, Winchester, VA 3 Beds \| 1 Baths \| 1856 Sq. Ft.	$244,056

Address	Redfin Estimate
18 N Pleasant Valley Road, Winchester, VA 1 Beds \| 2 Baths \| 1985 Sq. Ft.	$305,597
100 N Pleasant Valley Road, Winchester, VA 3 Beds \| 1.5 Baths \| 1239 Sq. Ft.	$308,049

Address	Redfin Estimate
34 N Pleasant Valley Road, Winchester, VA 3 Beds \| 1.5 Baths \| 1208 Sq. Ft.	$311,471
22 N Pleasant Valley Road, Winchester, VA 3 Beds \| 1.5 Baths \| 1490 Sq. Ft.	$359,302

Property information provided by BRIGHT MLS when last listed in 2024. This data may not match . Learn more.

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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 22601, VA

Sale history for 104 N Pleasant Valley Rd

Tax history for 104 N Pleasant Valley Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 22601

Home values near 104 N Pleasant Valley Rd

More real estate resources