Sold
Last Sold Price
6 beds3,452 sqft$147/sqft
2721 Middle Rd, Winchester, VA 22601
Single FamilyProperty Type
0.37 acresLot Size
2002Year Built
$147/sq ftPrice per sq ft
2 carsParking Spaces

Description

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,...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
  • Listed by: Charles Donaldson Lesman 540.539.8362 closewithchad@gmail.com • RE/MAX Roots
Listing closed: 03/14/2025 12:00 AM • Source: BRIGHT, MLS#: VAWI2006284

Recent comparable sales

Median sold price

$495,000

Avg days on market

64

Sale-to-list ratio

97.6%

Winchester, VA

9 comparable properties found

1

$489,900

Sold 03/12/25

6
Bedrooms
3
Bathrooms
3,806
Square Feet
0.20
Acres
a front view of a house with a yard
1/15
2

$460,000

Sold 08/07/25

5
Bedrooms
2,974
Square Feet
0.18
Acres
$424,000 | 2250 Roosevelt Boulevard, Winchester, VA 22601
1/62
3

$424,000

Sold 08/10/26

6
Bedrooms
1,552
Square Feet
0.35
Acres
a front view of a house with a yard and porch
1/81
4

$429,000

Sold 06/05/25

5
Bedrooms
3,128
Square Feet
0.36
Acres
5

$600,000

Sold 11/21/25

5
Bedrooms
3
Bathrooms
2,945
Square Feet
0.29
Acres
a front view of a house with a yard
1/62
6

$600,000

Sold 08/27/25

5
Bedrooms
2,898
Square Feet
0.18
Acres
a view of backyard of house with outdoor seating
1/48
7

$555,000

Sold 12/22/25

5
Bedrooms
3,280
Square Feet
0.46
Acres
a front view of a house with a yard and garage
1/73
8

$495,000

Sold 01/20/26

5
Bedrooms
3,330
Square Feet
Unavailable
Acres
$525,000 | 2853 Packer Street, Winchester, VA 22601
1/50
9

$525,000

Sold 03/14/25

5
Bedrooms
3,284
Square Feet
0.20
Acres

Location

Listing Courtesy of RE/MAX Roots

Sold By ERA Oakcrest Realty, Inc.

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Property Information for 2721 Middle Road

Property Details
  • Taxes: $3,740 / year
  • MLS Type: Residential / Fee Simple
  • Tax ID Number: 289-04-C- 85-
  • Ownership: Fee Simple
  • Condo Coop Association: No
  • HOA: No
  • Structure Type: Detached
  • Style: Ranch/Rambler
  • Levels/Stories: 2
  • Furnished: Unfurnished
  • Waterfront: No
  • Views: Trees/Woods, Street
  • Garage: Yes
  • Expected On Market Date: 09-19-2024
  • Subdivision: WESTRIDGE
  • Subdivision: WESTRIDGE (WINCHESTER CITY VA)
  • Total Parking Spaces: 2
  • Central Air: Yes
  • Basement: Yes
  • Above Grade Finished SQFT: 2,052.00
  • Above Grade Fin SQFT Source: Assessor
  • Above Grade Unfinished SQFT: .00
  • Above Grade Unfin SQFT Source: Estimated
  • Below Grade Finished SQFT: 1,400.00
  • Below Grade Fin SQFT Source: Estimated
  • Below Grade Unfinished SQFT: 652.00
  • Below Grade Unfin SQFT Source: Estimated
  • Total Below Grade SQFT: 2,052.00
  • Total Below Grade SQFT Source: Estimated
  • New Construction: No
  • Property Condition: Good
Building Information
  • Stories: 2
  • Year Built: 2002
  • Lot Size: 0.37 AC / 15,987 SF
Location
Location
  • In City Limits: Yes
  • School District Name: WINCHESTER CITY PUBLIC SCHOOLS
  • School District County ID: 121141714472
  • SchoolDistrictSource: Listing Agent
  • Middle Or Junior School: DANIEL MORGAN (WINCHESTER CITY VA)
  • MiddleSchoolSource: Listing Agent
  • High School: JOHN HANDLEY (WINCHESTER CITY VA)
  • HighSchoolSource: Listing Agent
  • County: WINCHESTER CITY
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
  • Association Recreation Fee Y/N: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2024
  • Tax Assessed Value: $543,900
  • Year Assessed: 2024
  • County Tax: $0
  • City Town Tax: $4,514
  • Land Assessed Value: $65,000
  • Clean Green Assessed: No
  • Land Use Code: 1
  • Zoning: LR
  • Tax Lot: 85
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 4
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 2
All Lower Levels
  • # Bedrooms All Lower Levels: 2
  • # Bathrooms All Lower Levels: 1
  • # Bathrooms Full All Lower Levels: 1
Lower Level 1
  • # Bedrooms Lower Level: 2
  • # Bathrooms Lower Level: 1
  • # Bathrooms Full Lower Level: 1
Rooms
  • Stories: Lower 1, Main
Building Info
Building Info
  • Builder Name: Butler Builders
  • Total Finished SQFT: 3,452.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: 2,052.00
  • Total SQFT: 4,104.00
  • Total SQFT Source: Estimated
  • Construction Materials: Vinyl Siding
  • Roof: Architectural Shingle
  • Wall and Ceiling Types: Dry Wall, Vaulted Ceilings
  • Flooring Type: Carpet, Hardwood
  • Basement Type: Connecting Stairway, Partially Finished, Rear Entrance, Windows, Space For Rooms, Outside Entrance, Interior Access, Heated
  • Basement Finished Percent: 75.00
  • Basement Footprint Percent: 100.00
  • Foundation Details: Permanent
  • Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bedrooms-Main Level-3, Bedrooms-Main Level-4, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bedrooms-Lower Level 1-1, Bedrooms-Lower Level 1-2, Bathrooms Full-Lower Level 1-1
  • # Bathrooms Full: 3
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Rear Yard
  • Road Surface Type: Paved
  • Road Responsibility: City/County
  • Parcel ID: 19878110
  • Additional Parcels: No
Parking
Parking
  • Type Of Parking: Attached Garage
  • Num of Attached Garage Spaces: 2
  • Total Garage Spaces: 2
  • Parking Features: Asphalt Driveway
  • Garage Features: Garage - Front Entry, Inside Access
Interior Features
Interior Features
  • Interior Features: 2nd Kitchen, Built-Ins, Breakfast Area, Carpet, Ceiling Fan(s), Crown Moldings, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Open, Formal/Separate Dining Room, Primary Bath(s), Recessed Lighting, Bathroom - Soaking Tub, Walk-in Closet(s), Window Treatments, Wood Floors
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Fireplace Features: Gas/Propane, Mantel(s)
  • Appliances: Built-In Microwave, Oven/Range - Electric, Dishwasher, Disposal, Dryer, Icemaker, Refrigerator, Washer, Water Heater
  • Accessibility Features: Chairlift
  • Window Features: Double Pane
  • Laundry Type: Main Floor
Exterior Features
Exterior Features
  • Pool: No Pool
Utilities
Utilities
  • Utilities: Cable Available
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Forced Air, Programmable Thermostat
  • Heating Fuel: Natural Gas
  • Hot Water: Natural Gas
  • Water Source: Public
  • Sewer Septic: Public Sewer
  • Electric Service: Underground
  • Internet Services: Cable
Confidential Data
Listing Office
  • List Agent AOR: Blue Ridge Association of REALTORS

Property History for 2721 Middle Road

DateEvent & SourcePriceAppreciation
Mar 14, 2025

Closed

Williamsburg Multiple Listing Service #BMTVAWI2006284

$508,000
Mar 14, 2025

Closed

BRIGHT #VAWI2006284

$508,000
Mar 13, 2025

Closed (Public Record)

Public Record #1553401164

$508,000
DateEvent & SourcePrice
03/14/2025

Closed

Williamsburg Multiple Listing Service #BMTVAWI2006284

$508,000
03/14/2025

Closed

BRIGHT #VAWI2006284

$508,000
03/13/2025

Closed (Public Record)

Public Record #1553401164

$508,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 2721 Middle Road

Taxable ValueLand$65,000Additions$555,900Total$620,900
Tax Record2026$4,936 ($411 / month)
Home Facts
Beds3Baths3Total Finished SqFt2,052 SqFtAbove Grade Finished SqFt2,052 SqFtUnfinished Basement SqFt2,052 SqFtStories1Lot Size15,987 SqFtStyleSingle Family ResidenceYear Built2002Year Renovated2016ZoningLRCountyWINCHESTER CITYAPN289-04-C- 85-

Schools near 2721 Middle Road

This home is within Winchester City Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 4
Public - 7 to 8
Public - 9 to 12
Public - PK to 4
Rating
School
Distance
Frederick Douglass Elementary School
PublicPK to 4

Daniel Morgan Middle School
Public7 to 8

John Handley High School
Public9 to 12

John Kerr Elementary
PublicPK to 4

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 2721 Middle Road, Winchester, VA 22601
$508,000
6
3,452
15,987
$530,000
4
3,408
12,014
$335,000
3
2,340
22,076
2
1
1,824
28,358
$450,000
3
2,068
12,589
$402,500
4
3,028
0

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of RE/MAX Roots

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 03/14/2025 04:17 PM