Sold
Last Sold Price
2 beds1.5 baths1,666 sqft$300/sqft
4253 Middle Rd, Winchester, VA 22602
OtherProperty Type
21.07 acresLot Size
1889Year Built
$300/sq ftPrice per sq ft
Listing closed: 12/16/2022 07:00 AM

Recent comparable sales

Median sold price

$405,000

Avg days on market

29

Sale-to-list ratio

100.3%

Winchester, VA

9 comparable properties found

$439,900 | 121 Doonbeg Court, Winchester, VA 22602
1/2
1

$439,900

Sold 02/27/25

2
Bedrooms
1,504
Square Feet
0.11
Acres
a front view of a house with garden
1/2
2

$425,000

Sold 04/17/25

2
Bedrooms
1,881
Square Feet
0.11
Acres
$400,000 | 100 Candlewick Drive, Winchester, VA 22602
1/37
3

$400,000

Sold 09/15/25

2
Bedrooms
1,664
Square Feet
0.11
Acres
$435,000 | 101 Calico Court, Winchester, VA 22602
1/66
4

$435,000

Sold 10/24/25

2
Bedrooms
1,919
Square Feet
0.12
Acres
5

$395,000

Sold 08/29/25

2
Bedrooms
2
Bathrooms
1,746
Square Feet
0.17
Acres
$405,000 | 209 Cranberry Court, Winchester, VA 22602
1/21
6

$405,000

Sold 02/23/26

2
Bedrooms
1,658
Square Feet
0.09
Acres
a house view with a outdoor space
1/46
7

$389,000

Sold 10/09/25

2
Bedrooms
1,558
Square Feet
0.11
Acres
8

$395,000

Sold 07/15/25

2
Bedrooms
2
Bathrooms
1,658
Square Feet
0.14
Acres
a front view of a house with a yard and garage
1/43
9

$415,000

Sold 09/30/25

2
Bedrooms
1,692
Square Feet
Unavailable
Acres

Location

Add your commute

Payment Calculator

Get preapproved with
OriginPoint Mortgage or Rocket Mortgage1

$2,671 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,541

Property Taxes

$130

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 4253 Middle Road

Property Details
Building Information
  • Stories: 2
  • Year Built: 1889
  • Lot Size: 21.07 AC / 917,809 SF

Property History for 4253 Middle Road

DateEvent & SourcePriceAppreciation
Dec 16, 2022

Closed (Public Record)

Public Record #1503503430

$500,000
DateEvent & SourcePrice
12/16/2022

Closed (Public Record)

Public Record #1503503430

$500,000

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

Public Records for 4253 Middle Road

Taxable ValueLand$99,800Additions$193,640Total$293,440
Tax Record2026$1,555 ($130 / month)
Home Facts
Beds2Baths1.5Total Finished SqFt2,367 SqFtAbove Grade Finished SqFt1,666 SqFtFinished Basement SqFt701 SqFtStories2Lot Size917,809 SqFtStyleMiscellaneous ResidentialYear Built1889Year Renovated1972ZoningRACountyFREDERICKAPN74A-4A

Schools near 4253 Middle Road

This home is within Frederick County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Orchard View Elementary School
PublicPK to 5

James Wood Middle School
Public6 to 8

Sherando High School
Public9 to 12

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.

Similar Homes

New listings in 22602

$240,000 | 187 Valley Mill Road, Winchester, VA 22602
1/17
New

$240,000

2
Bedrooms
997
Square Feet
0.18
Acres
$674,000 | 337 Canyon Road, Winchester, VA 22602
Coming Soon

$674,000

5
Bedrooms
4,623
Square Feet
0.23
Acres
$439,900 | 142 Sequoia Drive, Winchester, VA 22602
1/74
New

$439,900

3
Bedrooms
2,239
Square Feet
0.11
Acres
$2,599,000 | 144 Robinson Drive, Winchester, VA 22602
1/111
New

$2,599,000

4
Bedrooms
4,753
Square Feet
5.38
Acres
$435,000 | 144 Solara Drive, Winchester, VA 22602
1/50
Open: 8/30 11:00AM - 01:00PMNew

$435,000

3
Bedrooms
2,541
Square Feet
0.1
Acres
$375,000 | 147 Doe Trail, Winchester, VA 22602
1/39
New

$375,000

3
Bedrooms
1,660
Square Feet
0.32
Acres
$439,000 | 114 Meadow Way, Winchester, VA 22602
1/27
Open: 8/29 12:00PM - 03:00PMNew

$439,000

3
Bedrooms
1,711
Square Feet
0.34
Acres
$659,900 | 291 Huntersridge Road, Winchester, VA 22602
1/70
New

$659,900

4
Bedrooms
4,271
Square Feet
0.35
Acres
$1,025,000 | 632 Stonymeade Drive, Winchester, VA 22602
1/80
New

$1,025,000

5
Bedrooms
3,870
Square Feet
3.2
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 4253 Middle Road, Winchester, VA 22602
$500,000
2
1.5
1,666
917,809
27
74,898
1,626,966
$2,706,469
2
2,442
13,939,200
$428,000
5
4,556
122,404
2
20,546
1
9,510
757,944

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.

© 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