About Home value Property history Market statistics Schools Neighborhood Places of interest

27 Jackson Ave, Winchester, VA 22601

$181,000
Last sold 11/14/2025 after 25 Days
2
bed
1
bath
1,134
Sqft ($160/Sqft)

House not for sale

Movoto is helping 35 homebuyers near you

About 27 Jackson Ave

Property type House

Neighborhood

Year built 1933

HOA fee $0/month

Lot size 6,665 Sqft

Parking 2 garage spaces

Rental estimate

Property description

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.

Listed by

Listing Agent - Constance Elizabeth Ide

Listing Office - Coldwell Banker Realty

Source: Bright MLS

MLS#VAWI2009294 • last updated 7 months ago

Movoto checked Bright MLS for data 5 minutes ago

Overview
Cooling/AC	Central A/C, Electric
Heating	Oil
Levels/Style	Cottage
Type	Residential
Status	Closed
SqFt	1134
Lot Size (SqFt)	6665
Lot Size (Acres)	0.15
County Tax	0, Annually
City/ Town Tax	1725
Tax: Assessed Value	217020
Annual Property Tax	1725
Year Built	1933
Condition	Major Rehab Needed
New Construction (Y/N)	N
Foreclosure (Y/N)	N

Interior
Total # of Bathrooms	1
# Full Baths	1
Total # of Bedrooms	2
Basement	Interior Access
Other Room(s)	Living Room, Dining Room, Primary Bedroom, Bedroom 2, Kitchen, Basement
Accessibility Features	Doors - Swing In

Exterior
Construction	Combination
Foundation	Slab
Garage Desc	Garage - Front Entry
# Garage Spaces	2
# Parking Spaces	2
# Detached Garage Spaces	2
Parking Desc	Detached Garage, Off Street
Exterior Features	Street Lights
Existing Structures	Above Grade, Below Grade, Porch(es)
Lot Desc	Backs To Trees

Amenities / Utilities
Sewer/ Septic	Public Septic
Pool	No Pool

Location
Subdivision	WINCHESTER CITY
Water Source	Public
Senior Community (Y/N)	N
High School	JOHN HANDLEY
Elementary School	VIRGINIA AVENUE CHARLOTTE DEHART
School District	WINCHESTER CITY PUBLIC SCHOOLS
Middle School	DANIEL MORGAN
Directions	From DC/NOVA, Take I-66 West To Exit 6 Onto US 340/US 522 North, Continue Onto Stonewall Jackson Hwy (US 522) To Millwood Pike/ US 17/50W Then Turn Right Onto Millwood Avenue To A Right On S Cameron, Then Turn Right Onto N Loudoun St, Then Left On Jackson Avenue To 27 Jackson Avenue On The Left.
Zoning	HR1

Rental est.: $1,407/month

• Gross rent multiplier: 10.7

Lower your payment with the loan terms that fit you.

Mar 2026
MLS # VAWI2009632
Mar 9, 2026 Price Change
$300,000 (-3.2%)
Feb 15, 2026 Price Change
$310,000 (-3.1%)
Dec 27, 2025 Listed
$320,000 (+76.8%)
Nov 2025
MLS # VAWI2009294
Nov 14, 2025 Sold
$181,000 (+9.7%)
Oct 30, 2025 Active
—
Oct 20, 2025 Listed
$165,000

27 Jackson Ave
$181K
Winchester City
—
22601
$391K -10% y/y
Winchester
$459K -3% y/y

No chart available

Statistics calculated by Movoto

	Est. value	Bed/bath	Sqft	mi
25 Jackson Ave, Winchester, VA 22601	$180,300	2/1	919	0.01
23 1/2 Jackson Ave, Winchester, VA 22601	$208,700	3/1	1,098	0.02
23 Jackson Ave, Winchester, VA 22601	$222,616	3/1	1,152	0.02
28 Jackson Ave, Winchester, VA 22601	$167,000	2/1	780	0.02
30 Jackson Ave, Winchester, VA 22601	$179,700	2/1	836	0.02
26 Jackson Ave, Winchester, VA 22601	$222,000	3/1	1,474	0.02
32 Jackson Ave, Winchester, VA 22601	$164,500	3/1	791	0.02
37 Jackson Ave, Winchester, VA 22601	$224,400	2/1	995	0.03

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.