OFF MARKET

Off Market Dec 2022 for $205K

$283,716

Est. refi paymentEst. refi $1,337/mo

•

1,367

sq ft

20 S Pleasant Valley Rd, Winchester, VA 22601

About this home

Welcome to 20 South Pleasant Valley Road, a charming colonial located minutes from Downtown Winchester and a few blocks from Shenandoah University. This home has so much character with hardwood floors and built ins! Upon entry, don't miss all the space that this home has to offer including a large family room, dining room and kitchen. Upstairs offers 3 large bedrooms and a full bath. This home has newer windows, central air conditioning along with a heat pump! Out back you will find a wooden porch for entertaining, a private driveway with parking and large storage shed. Owner is a licensed VA Realtor.

Single-familyProperty Type

1927Year Built

$208Est. Price/Sq.Ft.

Listed by Chris Roszko • Colony Realty

•540-662-0323 (broker)

Bought with Sadie Marino • Realty FC, LLC

•540-931-0144 (broker)

•info@realtyfc.com (broker)

Redfin checked: 4 minutes ago

•Source:BRIGHT MLS #VAWI2002728

Redfin Estimate

$283,716

$79K since sold in December 2022$6,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1% higher than the average sale price ($281K) of 6 comparable homes.

SOLD AUG 13, 2026
$285,000
A
2 beds1 bath1,458 sq ft
102 N Purcell Ave, Winchester, VA 22601
SOLD JUN 29, 2026
$299,900
B
3 beds1 bath1,086 sq ft
126 S Euclid Ave, Winchester, VA 22601
SOLD JUL 14, 2026
$326,000
C
4 beds2 baths1,273 sq ft
629 National Ave, Winchester, VA 22601
SOLD MAR 20, 2026
$349,900
D
3 beds1 bath1,196 sq ft
249 West Street St, Winchester, VA 22601
SOLD MAY 28, 2026
$175,000
E
3 beds1 bath1,266 sq ft
253 Opequon Ave, Winchester, VA 22601
SOLD JUL 9, 2026
$249,500
F
2 beds1 bath1,472 sq ft
323 Fairview Ave, Winchester, VA 22601

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

Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$1,488/mo

Redfin rental estimate

List your home for rent

Market trends in 22601, VA

Last updated August 2026

Buyer's Market

Seller's Market

Balanced 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

$325,000
4 beds2 baths1,592 sq ft
805 S Kent St, Winchester, VA 22601
(703) 264-0000
$450,000
4 beds2 baths2,493 sq ft
501 Fox Dr, Winchester, VA 22601
(540) 662-9937
$359,000
3 beds1.5 baths1,710 sq ft
812 Appleseed Ct, Winchester, VA 22601
(540) 931-0144
$355,000
2 beds2 baths1,234 sq ft
1847 Melvor Ln, Winchester, VA 22601
(540) 259-4090
$409,000
4 beds1 bath1,768 sq ft
322 E Piccadilly, Winchester, VA 22601
(540) 662-3484
$374,900
3 beds2.5 baths1,696 sq ft
1957 Cidermill Ln, Winchester, VA 22601
(540) 348-4911
$699,000
7 beds5 baths4,736 sq ft
2700 Loyalty Ct, Winchester, VA 22601
(540) 662-0323
OPEN TODAY, 12PM TO 2PM
$575,000
3 beds2 baths2,205 sq ft
123 Harvest Ridge Dr, Winchester, VA 22601
(540) 773-8475
$230,000
2 beds1 bath1,112 sq ft
214 Molden Dr, Winchester, VA 22601
(855) 450-0442
$350,000
3 beds1.5 baths1,507 sq ft
1048 Woodland Ave, Winchester, VA 22601
(540) 686-7362
See all

Provided by Redfin

Sale history for 20 S Pleasant Valley Rd

Date

Event

Price

Public Records

Dec 19, 2022

Sold

$205,000

$150/sq ft

BRIGHT MLS #VAWI2002728

Dec 19, 2022

Listing Removed

—

Dec 19, 2022

Sold

$205,000

$150/sq ft

Dec 5, 2022

Pending

—

Nov 23, 2022

Price Changed

$224,900

$165/sq ft

Nov 8, 2022

Listed

$234,900

$172/sq ft

Public Records

Oct 17, 2022

Sold

$168,000

$123/sq ft

BRIGHT MLS #VAWI2000222

Dec 1, 2021

Listing Removed

—

Oct 28, 2021

Relisted

—

Oct 19, 2021

Contingent

—

Aug 31, 2021

Price Changed

$209,900

$154/sq ft

Aug 30, 2021

Relisted

—

Aug 20, 2021

Contingent

—

Aug 12, 2021

Relisted

—

Jul 31, 2021

Contingent

—

Jul 29, 2021

Price Changed

$219,900

$161/sq ft

Jul 17, 2021

Listed

$224,900

$165/sq ft

BRIGHT MLS #VAWI115290

Dec 3, 2020

Listing Removed

—

Dec 2, 2020

Sold

$175,000

$128/sq ft

Oct 27, 2020

Contingent

—

Oct 22, 2020

Listed

$175,000

$128/sq ft

+34

Charming Colonial located in quaint downtown Winchester! This home has been recently renovated including items such as windows, electrical, HVAC, reconstructed front porch, new cabinets and counter tops in the kitchen and baths, new light fixtures and freshly refinished hardwood flooring! Offering 3 Bedrooms and 1.5 baths. Main level houses the Living Room with brick fireplace, dining room, kitchen, and laundry. Rear yard has privacy fencing. An absolutely charming home and a MUST SEE! - Additional photos coming soon-

BRIGHT MLS #VAWI114310

May 14, 2020

Listing Removed

—

May 7, 2020

Price Changed

$169,900

$124/sq ft

Apr 29, 2020

Price Changed

$175,000

$128/sq ft

Apr 22, 2020

Listed

$180,000

$132/sq ft

BRIGHT MLS #VAWI112812

Sep 5, 2019

Sold

$100,000

$73/sq ft

Aug 23, 2019

Pending

—

Aug 15, 2019

Price Changed

$110,000

$80/sq ft

Aug 15, 2019

Relisted

—

Aug 1, 2019

Contingent

—

Jul 28, 2019

Relisted

—

Jul 17, 2019

Pending

—

Jul 7, 2019

Price Changed

$120,000

$88/sq ft

Jul 3, 2019

Listed

$150,000

$110/sq ft

BRIGHT MLS #VAWI112402

May 31, 2019

Listing Removed

—

May 6, 2019

Contingent

—

May 2, 2019

Price Changed

$142,500

$104/sq ft

Apr 25, 2019

Listed

$150,000

$110/sq ft

MRIS #WI6482631

Oct 17, 2007

Delisted

—

Jul 20, 2007

Listed

MRIS #WI6157996

Jun 5, 2007

Delisted

—

Aug 15, 2006

Listed

Year

Property tax

Land + Additions

Assessment*

2026

$1,849

$50,000 + $182,600

$232,600

2025

$1,849 (+7.1%)

$50,000 + $182,600

$232,600

2024

$1,726

$50,000 + $158,000

$208,000

2023

$1,726 (+8.4%)

$50,000 + $158,000

$208,000

2022

$1,593

$50,000 + $121,300

$171,300

2021

$1,593 (+20.2%)

$50,000 + $121,300

$171,300

2020

$1,325

$50,000 + $92,500

$142,500

2019

$1,325 (+11.2%)

$50,000 + $92,500

$142,500

2018

$1,192

$50,000 + $81,000

$131,000

2016

$1,192

$50,000 + $81,000

$131,000

2015

$1,192 (+11.3%)

$50,000 + $81,000

$131,000

2014

$1,071

$50,000 + $62,800

$112,800

2013

$1,072

$50,000 + $62,800

$112,800

2012

$1,072 (+10.5%)

$50,000 + $62,800

$112,800

2011

$970

$50,000 + $62,800

$112,800

Tax history for 20 S Pleasant Valley Rd

Year

Property tax

Land + Additions

Assessment*

2026

$1,849

$50,000 + $182,600

$232,600

2025

$1,849 (+7.1%)

$50,000 + $182,600

$232,600

2024

$1,726

$50,000 + $158,000

$208,000

2023

$1,726 (+8.4%)

$50,000 + $158,000

$208,000

2022

$1,593

$50,000 + $121,300

$171,300

2021

$1,593 (+20.2%)

$50,000 + $121,300

$171,300

2020

$1,325

$50,000 + $92,500

$142,500

2019

$1,325 (+11.2%)

$50,000 + $92,500

$142,500

2018

$1,192

$50,000 + $81,000

$131,000

2016

$1,192

$50,000 + $81,000

$131,000

2015

$1,192 (+11.3%)

$50,000 + $81,000

$131,000

2014

$1,071

$50,000 + $62,800

$112,800

2013

$1,072

$50,000 + $62,800

$112,800

2012

$1,072 (+10.5%)

$50,000 + $62,800

$112,800

2011

$970

$50,000 + $62,800

$112,800

*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

Lot width

—

Lot depth

—

Lot size

3,559 Sq. Ft.

Year renovated

1960

Sq. Ft.

1,367

Year built

1927

Style

Single Family Residential

County

Winchester

APN

195-10-C- 5-

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 15, 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
Driveway, Alley

Interior

Bedroom Information
# of Bedrooms On 1st Upper Level: 3

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

Interior Information
Living Area Sq.Ft. Source: Assessor

Room Information
Laundry Type: Main Floor, Washer In Unit, Dryer In Unit

Fireplace Information
# of Fireplaces: 1

Basement Information
Basement: Yes
Unfinished

Exterior

Property Information
Total Below Grade Sq. Ft.: 0
Improvement Assessed Value: $121,300
Ownership Interest: Fee Simple
Year Built Source: Assessor

Building Information
Construction Materials: Vinyl Siding
Foundation Details: Block
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.: 1,367
Finished Sq.Ft. Source: Assessor

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

Financial

Tax Information
City/Town Tax: $1,593
Tax Assessed Value: $171,300
Tax Year: 2022
Tax Annual Amount: $1,593

Assessments Information
Year Assessed: 2022

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C, Heat Pump(s)
Cooling Fuel: Electric
Heat Pump(s)
Heating Fuel: Electric
Hot Water: Electric
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: See GPS

Public facts

Beds: 3
Baths: 1.0
Sq. Ft.: 1,367
Stories: 2.0
Lot Size: 3,559 square feet
Style: Single Family Residential
Year Built: 1927
Year Renovated: 1960
County: Winchester
APN: 195-10-C- 5-

Home facts updated by county records on Jun 15, 2026

Around this home

Schools

Daniel Morgan Intermediate School

Public 5-6 • Assigned • 0.2mi

3/10

Daniel Morgan Middle School

Public 7-8 • Assigned • 0.2mi

4/10

John Handley High School

Public 9-12 • Assigned • 1.2mi

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, 15 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

$270,000 – $327,000

Sell confidently with a local market expert in Winchester. 3 minutes to get started.

Nearby similar homes

$325,000

4 beds2 baths1,592 sq ft

805 S Kent St, Winchester, VA 22601

(703) 264-0000

NEW CONSTRUCTION

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Listing provided by Zillow

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3 beds2.5 baths1,650 sq ft

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3 beds1 bath1,050 sq ft

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3 beds2 baths2,326 sq ft

63 Riflemen Ln, Winchester, VA 22601

(540) 686-7362

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3 beds2.5 baths2,277 sq ft

422 S Loudoun St, Winchester, VA 22601

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New listings for sale in 22601

$325,000

4 beds2 baths1,592 sq ft

805 S Kent St, Winchester, VA 22601

(703) 264-0000

$450,000

4 beds2 baths2,493 sq ft

501 Fox Dr, Winchester, VA 22601

(540) 662-9937

$359,000

3 beds1.5 baths1,710 sq ft

812 Appleseed Ct, Winchester, VA 22601

(540) 931-0144

$355,000

2 beds2 baths1,234 sq ft

1847 Melvor Ln, Winchester, VA 22601

(540) 259-4090

$409,000

4 beds1 bath1,768 sq ft

322 E Piccadilly, Winchester, VA 22601

(540) 662-3484

$374,900

3 beds2.5 baths1,696 sq ft

1957 Cidermill Ln, Winchester, VA 22601

(540) 348-4911

$699,000

7 beds5 baths4,736 sq ft

2700 Loyalty Ct, Winchester, VA 22601

(540) 662-0323

OPEN TODAY, 12PM TO 2PM3D WALKTHROUGH

$575,000

3 beds2 baths2,205 sq ft

123 Harvest Ridge Dr, Winchester, VA 22601

(540) 773-8475

$230,000

2 beds1 bath1,112 sq ft

214 Molden Dr, Winchester, VA 22601

(855) 450-0442

Home values near 20 S Pleasant Valley Rd

Data from public records.

Address	Redfin Estimate
124 S Pleasant Valley Road, Winchester, VA 3 Beds \| 2.5 Baths \| 1664 Sq. Ft.	$345,681
12 S Pleasant Valley Road, Winchester, VA 2 Beds \| 2.5 Baths \| 1600 Sq. Ft.	$335,542

Address	Redfin Estimate
14 N Pleasant Valley Road, Winchester, VA 3 Beds \| 1 Baths \| 1204 Sq. Ft.	$230,904
18 N Pleasant Valley Road, Winchester, VA 1 Beds \| 2 Baths \| 1985 Sq. Ft.	$283,491

Address	Redfin Estimate
16 S Pleasant Valley Road, Winchester, VA 3 Beds \| 2.5 Baths \| 1600 Sq. Ft.	$335,602
24 S Pleasant Valley Road, Winchester, VA 3 Beds \| 1.5 Baths \| 1254 Sq. Ft.	$300,303

Property information provided by BRIGHT MLS when last listed in 2022. 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 20 S Pleasant Valley Rd

Tax history for 20 S 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 20 S Pleasant Valley Rd

More real estate resources