OFF MARKET

Off Market Mar 2025 for $508K

$601,598

Est. refi paymentEst. refi $2,184/mo

•

3,452

sq ft

2721 Middle Rd, Winchester, VA 22601

About this home

Move-in ready with endless possibilities! This large home is just minutes from downtown Winchester. Enjoy hardwood floors on the main level which includes 4 bedrooms, 2 full baths, and laundry. The lower level offers over 1000 square feet of living space that includes 2 additional bedrooms and 1 full bath. The lower level has a separate entrance and a sink and wiring in place to complete a full kitchen if desired. This space could easily become a small separate rental to provide additional income, or an in-law suite! Other details: -new HVAC installed 2023 -new hot water heater installed 2021 -no HOA

Single-familyProperty Type

2002Year Built

0.37 acresLot Size

$174Est. Price/Sq.Ft.

2 car garageParking

Listed by Chad Lesman • RE/MAX Roots

•540-686-7362 (broker)

Bought with Teresa Strohmeyer • ERA Oakcrest Realty, Inc.

•540-665-0360 (broker)

•info@oakcrestrealty.com (broker)

Redfin checked: 2 minutes ago

•Source:BRIGHT MLS #VAWI2006284

Redfin Estimate

$601,598

$94K since sold in March 2025$4,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.2% higher than the average sale price ($577K) of 6 comparable homes.

SOLD JUL 9, 2026
$615,000
A
4 beds3.5 baths3,944 sq ft
926 Meadow Ct, Winchester, VA 22601
SOLD JUL 20, 2026
$490,000
B
5 beds3 baths2,632 sq ft
3017 Saratoga Dr, Winchester, VA 22601
SOLD JAN 21, 2026
$650,000
C
5 beds3.5 baths3,552 sq ft
2708 Cassidy Ct, Winchester, VA 22601
SOLD JUN 19, 2026
$549,900
D
3 beds2.5 baths3,083 sq ft
3013 Saratoga Dr, Winchester, VA 22601
SOLD JUL 28, 2026
$560,000
E
5 beds3 baths2,182 sq ft
813 Chelsea Dr, Winchester, VA 22601
SOLD AUG 5, 2026
$600,000
F
5 beds3.5 baths4,292 sq ft
974 Wayne Dr, Winchester, VA 22601

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Earn from this home

Sell

$168,982

Est. take-home

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Refinance

Est. cash available

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Rent

$2,741/mo

Redfin rental estimate

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Market trends in 22601, VA

Last updated July 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

99.2%

+0.8% MoM

Median sale price

$380K

$9K MoM

Avg. days on market

49d

1 days MoM

Recently sold homes

2 MoM

New listings for sale

NEW 26 HRS AGO
$399,900
4 beds2 baths1,682 sq ft
21 E Germain St, Winchester, VA 22601
(703) 378-8810
NEW 34 HRS AGO
$345,000
3 beds2 baths1,680 sq ft
124 Dinkle Dr, Winchester, VA 22601
(202) 386-6330
$379,900
2 beds2 baths1,578 sq ft
1414 S Braddock St, Winchester, VA 22601
(540) 662-3484
$499,900
4 beds2.5 baths2,317 sq ft
938 Wayne Dr, Winchester, VA 22601
(540) 348-4911
3D WALKTHROUGH
$260,000
2 beds1.5 baths1,068 sq ft
103 E Germain St, Winchester, VA 22601
(540) 686-7362
$325,000
3 beds1.5 baths1,368 sq ft
2159 Harvest Dr, Winchester, VA 22601
(540) 665-0360
3D WALKTHROUGH
$240,000
2 beds1 bath757 sq ft
17 Glaize Ave, Winchester, VA 22601
(571) 386-1075
$250,000
2 beds1 bath870 sq ft
1125 Conway St, Winchester, VA 22601
(540) 667-9097
$359,000
3 beds2 baths1,344 sq ft
700 Green St, Winchester, VA 22601
(540) 662-0323
$409,900
3 beds2 baths2,326 sq ft
63 Riflemen Ln, Winchester, VA 22601
(540) 686-7362
See all

Provided by Redfin

Sale history for 2721 Middle Rd

** Price available after signing in.

Join or sign in to view all info

Year

Property tax

Land + Additions

Assessment*

2026

$4,936

$65,000 + $555,900

$620,900

2025

$4,936 (+9.3%)

$65,000 + $555,900

$620,900

2024

$4,514

$65,000 + $478,900

$543,900

2023

$4,514 (+20.7%)

$65,000 + $478,900

$543,900

2022

$3,740

$65,000 + $337,100

$402,100

2021

$3,740 (+9.0%)

$65,000 + $337,100

$402,100

2020

$3,432

$65,000 + $304,000

$369,000

2019

$3,432 (+2.2%)

$65,000 + $304,000

$369,000

2018

$3,358 (+12.6%)

$65,000 + $304,000

$369,000

2016

$2,982

$65,000 + $304,000

$369,000

2015

$2,982 (+5.6%)

$65,000 + $262,700

$327,700

2014

$2,823

$65,000 + $232,200

$297,200

2013

$2,823 (+0.2%)

$65,000 + $232,200

$297,200

2012

$2,819 (+10.5%)

$65,000 + $231,700

$296,700

2011

$2,552

$65,000 + $231,700

$296,700

Tax history for 2721 Middle Rd

Year

Property tax

Land + Additions

Assessment*

2026

$4,936

$65,000 + $555,900

$620,900

2025

$4,936 (+9.3%)

$65,000 + $555,900

$620,900

2024

$4,514

$65,000 + $478,900

$543,900

2023

$4,514 (+20.7%)

$65,000 + $478,900

$543,900

2022

$3,740

$65,000 + $337,100

$402,100

2021

$3,740 (+9.0%)

$65,000 + $337,100

$402,100

2020

$3,432

$65,000 + $304,000

$369,000

2019

$3,432 (+2.2%)

$65,000 + $304,000

$369,000

2018

$3,358 (+12.6%)

$65,000 + $304,000

$369,000

2016

$2,982

$65,000 + $304,000

$369,000

2015

$2,982 (+5.6%)

$65,000 + $262,700

$327,700

2014

$2,823

$65,000 + $232,200

$297,200

2013

$2,823 (+0.2%)

$65,000 + $232,200

$297,200

2012

$2,819 (+10.5%)

$65,000 + $231,700

$296,700

2011

$2,552

$65,000 + $231,700

$296,700

*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

Lot width

—

Lot depth

—

Lot size

0.37 Acres

Year renovated

2016

Sq. Ft.

3,591

Year built

2002

Style

Single Family Residential

County

Winchester

APN

289-04-C- 85-

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 15, 2026.

Low Density Residential District

This district is intended as a single family residential area with low 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:

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

Oct 7, 2025 • Final

B - residential - remodel / additions

Work on gutters and a sump pump.

Grading

Plumbing

Sep 6, 2025 • Final

B - residential - remodel / additions

Install push piers for foundation support.

Remodel

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

Parking Information
# of Attached Garage Spaces: 2
Garage Features: Garage - Front Entry, Inside Access
# of Total Garage and Parking Spaces: 2
Has Garage
# of Garage Spaces: 2
Asphalt Driveway
Attached Garage

Interior

Bedroom Information
# of Bedrooms On Main Level: 4
# of Bedrooms On 1st Lower Level: 2

Bathroom Information
# of Bathrooms (Full) On Main Level: 2
# of Bathrooms (Full) On 1st Lower Level: 1
# of Bathrooms (Full) On All Lower Levels: 1
# of Bathrooms (Full): 3

Interior Information
Appliances: Built-In Microwave, Oven/Range - Electric, Dishwasher, Disposal, Dryer, Icemaker, Refrigerator, Washer, Water Heater
Flooring Type: Carpet, Hardwood
Not Furnished
Interior Features: 2nd Kitchen, Built-Ins, Breakfast Area, Carpet, CeilngFan(s), Crown Moldings, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Open, Formal/Separate Dining Room, Master Bath(s), Recessed Lighting, Soaking Tub, Walk-in Closet(s), Window Treatments, Wood Floors
Living Area Sq.Ft. Source: Estimated
Wall & Ceiling Types: Dry Wall, Vaulted Ceilings

Room Information
Laundry Type: Main Floor

Fireplace Information
Has Fireplace
# of Fireplaces: 1
Gas/Propane, Mantel(s)

Basement Information
Basement: Yes
Connecting Stairway, Partially Finished, Rear Entrance, Windows, Space For Rooms, Outside Entrance, Interior Access, Heated
Basement Footprint Percent: 100.00
Basement Finished Percent: 75.00

Exterior

Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 2052
Accessibility Features: Chairlift
Ownership Interest: Fee Simple
Property Condition: Good
Year Built Source: Assessor

Building Information
Builder Name: Butler Builders
Construction Materials: Vinyl Siding
Foundation Details: Permanent
Other Structures: Above Grade, Below Grade
Roof: Architectural Shingle
Structure Type: Detached
Window Features: Double Pane

Lot Information
Lot Features: Rear Yard
Tidal Water: No

Land Information
Land Assessed Value: $65,000

Above Grade Information
Unfinished Sq.Ft.: 0
Unfinished Sq.Ft. Source: Estimated
Finished Sq.Ft.: 2,052
Finished Sq.Ft. Source: Assessor

Below Grade Information
Unfinished Sq.Ft.: 652
Unfinished Sq.Ft. Source: Estimated
Finished Sq.Ft.: 1,400
Finished Sq.Ft. Source: Estimated

Financial

Tax Information
City/Town Tax: $4,514
Tax Assessed Value: $543,900
Tax Year: 2024
Tax Annual Amount: $3,740

Assessments Information
Year Assessed: 2024

Utilities

Utilities Information
Cable
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Underground
Forced Air, Programmable Thermostat
Heating Fuel: Natural Gas
Hot Water: Natural Gas
Sewer Septic: Public Sewer
Water Source: Public

Location

School Information
Middle Or Junior School: DANIEL MORGAN
High School: JOHN HANDLEY
School District Name: WINCHESTER CITY PUBLIC SCHOOLS
Middle School Source: Listing Agent
High School Source: Listing Agent
School District Source: Listing Agent

Location Information
In City Limits
Directions: GPS
Road Responsibility: City/County
Road Surface Type: Paved

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 3,591
Stories: 1.0
Lot Size: 0.37 acres
Style: Single Family Residential
Year Built: 2002
Year Renovated: 2016
County: Winchester
APN: 289-04-C- 85-

Home facts updated by county records on Jun 15, 2026

Around this home

Schools

Frederick Douglass Elementary School

Public PreK-4 • Assigned • 0.8mi

6/10

Daniel Morgan Middle School

Public 7-8 • Assigned • 2.9mi

4/10

John Handley High School

Public 9-12 • Assigned • 1.8mi

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

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

In this area, properties receive around 8.8 hours in June and 3.7 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

3.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$572,000 – $692,000

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Nearby similar homes

$499,900

4 beds2.5 baths2,317 sq ft

938 Wayne Dr, Winchester, VA 22601

(540) 348-4911

$1,200,000

Land— sq ft

699 Front Royal Pike, Winchester, VA 22602

(540) 504-0787

$615,000

5 beds3.5 baths3,626 sq ft

922 Wayne Dr, Winchester, VA 22601

(540) 348-4911

NEW CONSTRUCTION3D WALKTHROUGH

$385,690

4 beds3.5 baths1,889 sq ft

660 Arden Ct, Winchester, VA 22601

(804) 510-9139

NEW CONSTRUCTION3D WALKTHROUGH

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(804) 510-9139

FOR SALE BY OWNER

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3 beds1.5 baths1,248 sq ft

2817 Papermill Rd, Winchester, VA 22601

New listings for sale in 22601

NEW 26 HRS AGO

$399,900

4 beds2 baths1,682 sq ft

21 E Germain St, Winchester, VA 22601

(703) 378-8810

NEW 34 HRS AGO3D WALKTHROUGH

$345,000

3 beds2 baths1,680 sq ft

124 Dinkle Dr, Winchester, VA 22601

(202) 386-6330

$379,900

2 beds2 baths1,578 sq ft

1414 S Braddock St, Winchester, VA 22601

(540) 662-3484

$499,900

4 beds2.5 baths2,317 sq ft

938 Wayne Dr, Winchester, VA 22601

(540) 348-4911

3D WALKTHROUGH

$260,000

2 beds1.5 baths1,068 sq ft

103 E Germain St, Winchester, VA 22601

(540) 686-7362

$325,000

3 beds1.5 baths1,368 sq ft

2159 Harvest Dr, Winchester, VA 22601

(540) 665-0360

3D WALKTHROUGH

$240,000

2 beds1 bath757 sq ft

17 Glaize Ave, Winchester, VA 22601

(571) 386-1075

$250,000

2 beds1 bath870 sq ft

1125 Conway St, Winchester, VA 22601

(540) 667-9097

$359,000

3 beds2 baths1,344 sq ft

700 Green St, Winchester, VA 22601

(540) 662-0323

Home values near 2721 Middle Rd

Data from public records.

Address	Redfin Estimate
2732 Middle Rd, Winchester, VA 4 Beds \| 4.5 Baths \| 3028 Sq. Ft.	$618,993
2847 Middle Rd, Winchester, VA 3 Beds \| 2.5 Baths \| 1920 Sq. Ft.	$446,801

Address	Redfin Estimate
2705 Middle Rd, Winchester, VA 4 Beds \| 3.5 Baths \| 3204 Sq. Ft.	$574,566
2720 Middle Rd, Winchester, VA 4 Beds \| 3 Baths \| 2273 Sq. Ft.	$445,337

Address	Redfin Estimate
2713 Middle Rd, Winchester, VA 3 Beds \| 2 Baths \| 2068 Sq. Ft.	$487,044
2709 Middle Rd, Winchester, VA 4 Beds \| 2.5 Baths \| 2966 Sq. Ft.	$558,691

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 2721 Middle Rd

Tax history for 2721 Middle 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 2721 Middle Rd

More real estate resources