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27 Jackson Ave, 
Winchester, VA 22601

$165,000


2

Beds


1

Bath


1,134

Sq Ft


Single Family

Pending

Last updated:

November 6, 2025, 08:42 AM

MLS#

VAWI2009294

Source:

BRIGHTMLS

Company Logo

About This Home

27 Jackson Ave

Great investor opportunity in the heart of Winchester! The LOWEST priced detached house within a 10-mile radius!! This 3-level home with a 2-car detached garage on a level treed lot is ideal for investors looking to fix and flip or fix and hold, with Shenandoah University only 3 miles away and Winchester Medical Center only 4 miles away. This detached 1933 front porch Cottage home on .20 acre lot sold strictly 'As-Is.' The house has one bedroom on the main level with a full bathroom, living room, and kitchen, plus a finished upper level with a 2nd large bedroom and an unfinished basement on public water and sewer with no HOA. Fabulous location just minutes to the historic city center and major commuting routes. Walking distance to historic Winchester shops, restaurants, and breweries. Close to Jim Barnett Park and the MSV hiking trails.

Home Facts

Single Family

1 Bath

2 Bedrooms

Built in 1933

Price Summary

165,000

$145 per Sq. Ft.

MLS #:

VAWI2009294

Last Updated:

November 6, 2025, 08:42 AM

Added:

17 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

2

Bathrooms

Total Bathrooms:

1

Full Bathrooms:

1

Interior

Living Area:

1,134 Sq. Ft.


Structure

Structure

Architectural Style:

Cottage

Building Area:

1,134 Sq. Ft.

Year Built:

1933


Lot

Lot Size (Sq. Ft):

6,534


Finances & Disclosures

Finances

Price:

$165,000

Price per Sq. Ft:

$145 per Sq. Ft.

27 Jackson Ave
Source:BRIGHTMLS
The information being provided by Bright Mls 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. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2025 Bright Mls All rights reserved.

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By clicking Contact I agree a Coldwell Banker Agent may contact me by phone or text message including by automated means and prerecorded messages about real estate services, and that I can access real estate services without providing my phone number. I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.