For sale

$369,999

Est. $2,290/mo —

•

1,387

sq ft

2919 S Pleasant Valley Rd, Winchester, VA 22601

About this home

Home Warranty for the Buyer + Bonus for the Buyer’s Agent with a Ratified Contract in September! Welcome to this adorable and beautifully refreshed Cape Cod, ideally located on a quiet street in Winchester City with no HOA! This move-in-ready home offers a comfortable and versatile floor plan, featuring a primary suite on the main level, plus two spacious bedrooms and a second full bathroom upstairs. Enjoy the peace of mind that comes with numerous recent updates and renovations completed in 2024, including architectural shingles, carport soffit, central heating and air conditioning with a dual-zone electric heat pump, crawl space sump pump and poly, and fresh paint throughout. Inside, you’ll find refinished real hardwood floors in the living areas and bedrooms, updated flooring in the kitchen and bathrooms, and numerous updated plumbing and light fixtures, vanities, outlets and switches. The Kitchen and primary bathroom feature a quartz countertop, an undermount sink with beautiful tiled shower with a glass door. This home offers a wonderful opportunity to move right in and enjoy.

Single-familyProperty Type

1990Year Built

0.37 acresLot Size

$267Price/Sq.Ft.

3 spacesParking

Listed by patricia rivas plata • Keller Williams Realty Dulles

•571-313-5831 (broker)

Listing updated: Sep 16, 2026 at 06:35am

Redfin checked: a minute ago

•Source:BRIGHT MLS #VAWI2011384

Payment calculator

$2,290 per month

Principal and interest$2,019

Property taxes

$203

HOA dues

Home insurance

$68

Utilities

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Affordability tools

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Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN SAT, 10AM TO 1PM
$635,000
4 beds2.5 baths3,437 sq ft
104 Yarrow Ct, Winchester, VA 22602
(703) 669-0099
OPEN SAT, 11AM TO 2PM
$735,000
3 beds2.5 baths2,572 sq ft
1748 Handley Ave, Winchester, VA 22601
(703) 754-4341
OPEN SAT, 11AM TO 2PM3D WALKTHROUGH
$349,999
4 beds2 baths1,812 sq ft
120 Comanche Trl, Winchester, VA 22602
(540) 667-9097
OPEN SAT, 12PM TO 2PM
$674,000
5 beds4 baths4,623 sq ft
337 Canyon Rd, Winchester, VA 22602
(540) 773-8475
OPEN SAT, 1PM TO 3PM
$620,000
3 beds3 baths3,513 sq ft
100 Walleye Ct, Lake Frederick, VA 22630
(703) 222-3300
OPEN SAT, 2PM TO 4PM
$650,000
4 beds3.5 baths3,528 sq ft
132 Darby Dr, Winchester, VA 22602
(540) 869-2964
OPEN SAT, 2PM TO 4PM
$342,000
3 beds2.5 baths1,220 sq ft
292 Sage Cir, Winchester, VA 22603
(703) 443-1757
OPEN SUN, 12PM TO 2PM
$629,900
3 beds2 baths2,077 sq ft
222 Summerfield, Winchester, VA 22602
(540) 773-8475
OPEN SUN, 1PM TO 3PM
$640,000
3 beds3.5 baths3,889 sq ft
118 Harvester Dr, Lake Frederick, VA 22630
(703) 430-9008
OPEN SUN, 2PM TO 4PM
$550,000
4 beds2.5 baths2,904 sq ft
111 Alliance Ct, Winchester, VA 22602
(571) 386-1075

Around this home

Schools

K - 12
Preschool & daycare

Frederick Douglass Elementary School

Public PreK-4 • Assigned • 0.3mi

6/10

Daniel Morgan Middle School

Public 7-8 • Assigned • 2.6mi

4/10

John Handley High School

Public 9-12 • Assigned • 2.0mi

3/10

Provided by GreatSchools

About

Kernstown

Kernstown, located between Winchester’s West End and the rural edges of Frederick County, is a residential and semi-rural Winchester neighborhood with rolling farmland views and Civil War-era landmarks. The neighborhood’s character concentrates around the Valley Pike (US-11) corridor near the Kernstown Battlefield area, where farm stands, local diners, and small service shops set a steady, lived-in rhythm. Stonewall Jackson’s Headquarters Museum and the Kernstown Battlefield anchor the area’s historic identity, while nearby Winchester Little Theatre adds a cultural counterpoint. Housing leans toward detached homes on larger lots, with pockets of newer subdivisions. Back roads and open fields shape a quieter pace, while downtown Winchester’s brick-lined blocks sit a short drive away. Trails and green space around the battlefield and nearby parks keep the landscape front and center.

Provided by Walk Score and Local Logic

Offer insights

2919 S Pleasant Valley Rd · $369,999

Strong offer

$371K and above

75% chance or better to win

Why $371K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 51 days.

SALE-TO-LIST

Most homes are selling 2% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Interior features
Walk-in shower
Ceiling fans
Combination dining and living area
Entry-level bedroom
Eat-in kitchen
Kitchen table space
Master bath

Bedrooms
One bedroom on the main level
Two bedrooms on the upper level

Bathrooms
Two full bathrooms (one on main level, one on upper level)

Kitchen
Microwave
Stove
Refrigerator

Laundry & utility
Washer and dryer located on the main floor
Water heater included

Flooring
Hardwood floors

Heating & cooling
Central heating
Central air conditioning
Heat pump(s)
Electric hot water

Sale and tax history for 2919 S Pleasant Valley Rd

Sale History
Tax History

Date

Event

Price

BRIGHT MLS #VAWI2011384

Aug 20, 2026

Listed

$369,999

$267/sq ft

Aug 16, 2026

Coming Soon

$369,999

$267/sq ft

BRIGHT MLS #VAWI2005312

May 1, 2024

Sold

$355,000

$256/sq ft

Mar 24, 2024

Contingent

—

Mar 21, 2024

Listed

$339,900

$245/sq ft

Mar 18, 2024

Coming Soon

$339,900

$245/sq ft

+18

This adorable Cape Cod is move-in ready and in a great location if you're looking for a quiet street in Winchester City with no HOA. With a primary suite on the main level and 2 spacious bedrooms and a second full bath upstairs this home is sure to be a favorite for many! Recent upgrades/renos completed in the last 4 months include * Architectural shingles * carport soffitt * central heat and air dual zoned electric heat pump * crawl space sump pump and poly * paint throughout * refinished real hardwood floors in living areas and bedrooms * linoleum in kitchen * lvp in bathrooms * plumbing and light fixtures throughout * tile shower w/ glass door * vanities * plugs/switches throughout * quartz countertop and undermount sink * kitchen appliances

Public Records

Aug 25, 2023

Sold

$3,000,000

$2,163/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$2,440

$50,000 + $256,900

$306,900

2025

$2,440 (+15.7%)

$50,000 + $256,900

$306,900

2024

$2,108

$50,000 + $204,000

$254,000

2023

$2,108 (+19.7%)

$50,000 + $204,000

$254,000

2022

$1,761

$50,000 + $139,400

$189,400

2021

$1,761 (+14.6%)

$50,000 + $139,400

$189,400

2020

$1,537

$50,000 + $115,300

$165,300

2019

$1,537 (+10.3%)

$50,000 + $115,300

$165,300

2018

$1,394

$50,000 + $103,200

$153,200

2016

$1,394

$50,000 + $103,200

$153,200

2015

$1,394 (+8.7%)

$50,000 + $103,200

$153,200

2014

$1,283

$50,000 + $85,100

$135,100

2013

$1,283

$50,000 + $85,100

$135,100

2012

$1,283 (+10.5%)

$50,000 + $85,100

$135,100

2011

$1,162

$50,000 + $85,100

$135,100

Public record

Public record
Zoning
Permits

Beds

Baths

Stories

1.7

Lot width

80 ft.

Lot depth

200 ft.

Lot size

0.37 Acres

Year renovated

2002

Finished Sq. Ft.

1,387

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,387

Year built

1990

Style

Single Family Residential

County

Winchester

APN

311-07- - 1-

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

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

6/10 Heat Factor

7 days above 101° expected this year, 16 days in 30 years

2/10 Wind Factor

2% 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

99/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 11% for direct sun exposure in Winchester. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.9 hrs

6.2 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 2919 S Pleasant Valley Rd

$369,809

$190 under list price of $370K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $332K to $435K.

SOLD JUL 24, 2026
$332,000 Last sold price
2 beds1 bath1,132 sq ft
419 Stone Meadow Ct, Winchester, VA 22601
$26/sq ft
smaller lot
7 years newer
SOLD AUG 24, 2026
$435,000 Last sold price
4 beds2.5 baths2,100 sq ft
620 Crystal Ct, Winchester, VA 22601
$60/sq ft
smaller lot
14 years newer
SOLD DEC 29, 2025
$353,000 Last sold price
2 beds2 baths1,372 sq ft
105 Tanglewood Ln, Winchester, VA 22602
$10/sq ft
smaller lot
10 years newer
SOLD FEB 13, 2026
$385,000 Last sold price
3 beds2 baths1,580 sq ft
420 Russelcroft Rd, Winchester, VA 22601
$23/sq ft
smaller lot
6 years newer
SOLD DEC 9, 2025
$379,000 Last sold price
2 beds2 baths1,384 sq ft
221 Crestwood Ln, Winchester, VA 22602
$7/sq ft
smaller lot
10 years newer
SOLD JAN 21, 2026
$342,000 Last sold price
3 beds2 baths1,419 sq ft
309 W Tevis St, Winchester, VA 22601
$26/sq ft
smaller lot
5 years newer

Rental earnings

Est. $1,714 per month, based on comparable rentals

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Details provided by BRIGHT MLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

See this home in person

Nearby open houses (10)

Around this home

Schools

Offer insights

Property details

Sale and tax history for 2919 S Pleasant Valley Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 2919 S Pleasant Valley Rd

Early Access listings

Nearby similar homes

New listings for sale in 22601

More real estate resources