SOLD JUL 14, 2026

Sold on Jul 2026

$332,500

•

1,600

sq ft

16 S Pleasant Valley Rd, Winchester, VA 22601

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About this home

Welcome to 16 S Pleasant Valley Rd, a beautifully maintained home offering a bright and inviting layout filled with natural light throughout. Enjoy your morning coffee on the rear patio and unwind in the evenings on the welcoming front porch while taking in the sunset views. The private fenced backyard provides the perfect space for relaxing, entertaining, or gathering around a fire pit with friends and family. For buyers seeking additional parking, a section of the fence could easily be removed to expanded parking options. This home has been thoughtfully updated for peace of mind, featuring a new HVAC system (2025), new hot water heater and dishwasher (2026), and new refrigerator, washer, and dryer (2024). The roof was replaced in 2019, offering added confidence for years to come. Conveniently located just minutes from Historic Downtown Winchester, the Walking Mall, restaurants, shops, the Museum of the Shenandoah Valley, and Apple Blossom Festival events. Outdoor enthusiasts will love being close to Jim Barnett Park, one of Winchester's premier recreation destinations featuring indoor and outdoor pools, pickleball and tennis courts, walking trails, disc golf, sports fields, playgrounds, a dog park, skate park, and year-round recreational activities. Offering comfort, convenience, and an exceptional location, this home is a wonderful opportunity to enjoy everything Winchester has to offer.

Single-familyProperty Type

2006Year Built

3,485 sq ftLot Size

$208Price/Sq.Ft.

4 spacesParking

Listed by Vanessa Couture • Samson Properties

•540-348-4911 (broker)

•dsamson@samsonproperties.net (broker)

Bought with Cathi Anne • Nest Realty Harrisonburg

•540-910-6378 (broker)

•chris.rooker@nestrealty.com (broker)

Redfin checked: 5 minutes ago

•Source:BRIGHT MLS #VAWI2010240

Redfin Estimate

$335,602

$3,102 since sold in July 2026$8,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 2.2% higher than the average sale price ($328K) of 5 comparable homes.

SOLD JUN 29, 2026
$299,900
A
3 beds1 bath1,086 sq ft
126 S Euclid Ave, Winchester, VA 22601
BOUGHT WITH REDFIN MAY 15, 2026
$340,000
B
3 beds2.5 baths1,680 sq ft
707 E Cork St, Winchester, VA 22601
SOLD JUL 6, 2026
$350,000
C
3 beds1.5 baths1,890 sq ft
113 Christopher Dr, Winchester, VA 22601
SOLD JAN 13, 2026
$376,250
D
3 beds3 baths2,016 sq ft
7 N Purcell Ave, Winchester, VA 22601
SOLD JUN 26, 2026
$275,000
E
3 beds1 bath1,404 sq ft
332 Opequon Ave, Winchester, VA 22601

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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

NEW 11 HRS AGO
$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

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Rental estimate

Est. $1,875 per month, based on comparable rentals

Sale and tax history for 16 S Pleasant Valley Rd

Sale History
Tax History

Date

Event

Price

BRIGHT MLS #VAWI2010240

Jul 14, 2026

Sold

$332,500

$208/sq ft

Jul 1, 2026

Pending

—

Jun 23, 2026

Contingent

—

May 27, 2026

Price Changed

$349,900

$219/sq ft

May 8, 2026

Price Changed

$354,999

$222/sq ft

Apr 1, 2026

Listed

$360,000

$225/sq ft

Mar 26, 2026

Coming Soon

$360,000

$225/sq ft

BRIGHT MLS #VAWI113328

Dec 6, 2019

Sold

$182,965

$114/sq ft

Oct 31, 2019

Pending

—

Oct 9, 2019

Listed

$189,900

$119/sq ft

+17

MRIS #WI8447412

Jan 31, 2015

Delisted

—

Dec 18, 2014

Relisted

—

Nov 22, 2014

Pending

—

Sep 26, 2014

Price Changed

Sep 4, 2014

Listed

MRIS #WI8331117

Sep 1, 2014

Delisted

—

Aug 9, 2014

Price Changed

Jun 24, 2014

Price Changed

May 22, 2014

Price Changed

Apr 27, 2014

Listed

BRIGHT MLS #1007073754

Apr 27, 2014

Listing Removed

—

Apr 27, 2014

Listed

$177,428

$111/sq ft

MRIS #WI6868428

Jul 15, 2009

Delisted

—

Sep 9, 2008

Listed

$99/sq ft

MRIS #WI6157318

Dec 21, 2007

Delisted

—

Aug 15, 2006

Listed

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2026

$2,537

$50,000 + $269,100

$319,100

2025

$2,537 (+9.1%)

$50,000 + $269,100

$319,100

2024

$2,326

$50,000 + $230,200

$280,200

2023

$2,326 (+20.9%)

$50,000 + $230,200

$280,200

2022

$1,923

$50,000 + $156,800

$206,800

2021

$1,923 (+21.9%)

$50,000 + $156,800

$206,800

2020

$1,577

$50,000 + $119,600

$169,600

2019

$1,577 (+15.9%)

$50,000 + $119,600

$169,600

2018

$1,360

$50,000 + $99,500

$149,500

2016

$1,360

$50,000 + $99,500

$149,500

2015

$1,360 (+12.9%)

$50,000 + $99,500

$149,500

2014

$1,205

$50,000 + $76,900

$126,900

2013

$1,206

$50,000 + $76,900

$126,900

2012

$1,206 (+10.7%)

$50,000 + $76,900

$126,900

2011

$1,089

$50,000 + $76,600

$126,600

Public record

Public record
Zoning
Permits

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

3,219 Sq. Ft.

Year renovated

2018

Sq. Ft.

1,600

Year built

2006

Style

Single Family Residential

County

Winchester

APN

195-10-C- 4-

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 10, 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: 4
Driveway - # of Spaces: 4
Asphalt Driveway
Driveway, Alley

Interior

Virtual Tour

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

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

Interior Information
Appliances: Built-In Microwave, Dishwasher, Dryer, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Washer
Flooring Type: Carpet, Laminate Plank
Not Furnished
Living Area Sq.Ft. Source: Estimated
Wall & Ceiling Types: 9'+ Ceilings, Dry Wall

Room Information
# of Rooms: 6
Bedroom 2, Bedroom 3, Bedroom 1, Bathroom 1, Bathroom 2, Half Bath
Laundry Type: Dryer In Unit, Washer In Unit

Basement Information
Basement: No

Exterior

Property Information
Horse: No
Improvement Assessed Value: $269,100
Ownership Interest: Fee Simple
Property Condition: Very Good
Year Built Source: Estimated

Building Information
Construction Materials: Vinyl Siding
Foundation Details: Crawl Space
Other Structures: Above Grade
Outdoor Living Structures: Deck(s), Porch(es), Roof
Pets Allowed: Yes
Pet Restrictions: No Pet Restrictions
Structure Type: Detached
Window Features: Double Pane, Screens

Exterior Information
Fencing: Fully, Privacy, Wood

Lot Information
Lot Features: Rear Yard, Level
Tidal Water: No

Land Information
Land Assessed Value: $50,000

Above Grade Information
Finished Sq.Ft.: 1,600
Finished Sq.Ft. Source: Estimated

Financial

Tax Information
City/Town Tax: $2,537
Tax Assessed Value: $319,100
Tax Year: 2025
Tax Annual Amount: $2,537

Assessments Information
Year Assessed: 2025

Lease Information
Lease Considered: No

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Forced Air
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: Public Sewer
Water Source: Public
Municipal Trash: Yes

Location

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

Location Information
In City Limits
Cross Street: Cork Street
Directions: GPS
Location Type: Urban
Road Responsibility: City/County
Road Surface Type: Paved, Alley, Access - On Grade

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 1,600
Stories: 2.0
Lot Size: 3,219 square feet
Style: Single Family Residential
Year Built: 2006
Year Renovated: 2018
County: Winchester
APN: 195-10-C- 4-

Home facts updated by county records on Aug 10, 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 • 1.3mi

3/10

Provided by GreatSchools

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

81/ 100

Very good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.8 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$319,000 – $386,000

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Nearby similar homes

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Listing provided by Zillow

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New listings for sale in 22601

NEW 11 HRS AGO

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812 Appleseed Ct, Winchester, VA 22601

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Home values near 16 S Pleasant Valley Rd

Data from public records.

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
20 S Pleasant Valley Road, Winchester, VA 3 Beds \| 1.5 Baths \| 1367 Sq. Ft.	$283,716
10 N Pleasant Valley Road, Winchester, VA 3 Beds \| 2.5 Baths \| 1344 Sq. Ft.	$326,173

Address	Redfin Estimate
12 S Pleasant Valley Road, Winchester, VA 2 Beds \| 2.5 Baths \| 1600 Sq. Ft.	$335,542
28 S Pleasant Valley Road, Winchester, VA - Beds \| - Baths \| - Sq. Ft.	$37,842

Property information provided by BRIGHT MLS when last listed in 2026. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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16 S Pleasant Valley Rd, Winchester, VA 22601

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About this home

Redfin Estimate

Market trends in 22601, VA

Homeowner tools

Sale and tax history for 16 S Pleasant Valley Rd

Public record

Property details

Parking

Interior

Exterior

Financial

Utilities

Location

Public facts

Around this home

Schools

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 22601

Home values near 16 S Pleasant Valley Rd

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