NOT LISTED FOR SALE

27 Jackson Ave Winchester, VA 22601

Estimated Value: $235,000 - $308,000

2 Beds
1 Bath
1,134 Sq Ft
$255/Sq Ft Est. Value

Sale Details

Date Sold: November 14, 2025

Last sale price $181,000 $160 Per Sq Ft

Est. 60% increase in value since last sale

Current estimated payment $1,688 / mo

10 Days on Market

Highlights

  • View of Trees or Woods
  • No HOA
  • 2 Car Detached Garage
  • Backs to Trees or Woods
  • Cottage
  • Porch

About This Home

As of November 2025

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.

Last Agent to Sell the Property

Elizabeth Ide

(703) 763-1950 chrissi.chapman@cbmove.com Coldwell Banker Realty License #0225090308 Listed on: 10/20/2025

Coldwell Banker Realty

Co-Listed By

Ally Goldwater

(703) 763-1950 chrissi.chapman@cbmove.com Coldwell Banker Realty License #0225246916

Last Buyer's Agent

Mikiala Whitacre

(540) 665-0360 info@oakcrestrealty.com ERA Oakcrest Realty, Inc. License #0225260357

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $1,725

Year Built

  • Built in 1933

Lot Details

  • 6,665 Sq Ft Lot
  • Backs to Trees or Woods
  • Property is zoned HR1

Parking

  • 2 Car Detached Garage
  • Front Facing Garage
  • Off-Street Parking

Property Views

  • Woods
  • Garden

Home Design

  • Cottage
  • Fixer Upper
  • Slab Foundation

Interior Spaces

  • 1,134 Sq Ft Home
  • Property has 3 Levels
  • Living Room
  • Dining Room
  • Basement
  • Interior Basement Entry

Bedrooms and Bathrooms

  • 1 Full Bathroom

Schools

  • Virginia Avenue Charlotte Dehart Elementary School
  • Daniel Morgan Middle School
  • John Handley High School

Utilities

  • Central Heating and Cooling System
  • Heating System Uses Oil
  • Electric Water Heater
  • Public Septic

Additional Features

  • Doors swing in
  • Porch

Community Details

  • No Home Owners Association
  • Winchester City Subdivision

Listing and Financial Details

  • Tax Lot 20A
  • Assessor Parcel Number 134-03-20A

Home Details

Home Type

Single Family

Est. Annual Taxes

$1,725

Year Built

Built in 1933

Lot Details

6,665 Sq Ft Lot

Parking

2

Listing Details

  • Property Type: Residential
  • Structure Type: Detached
  • Architectural Style: Cottage
  • Accessibility Features: Doors - Swing In
  • Ownership: Fee Simple
  • New Construction: No
  • Story List: Main, Upper 1
  • Federal Flood Zone: No
  • Year Built: 1933
  • Automatically Close On Close Date: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Fireplace: No
  • Foundation Details: Slab
  • Levels Count: 3
  • Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Kitchen, Basement
  • Basement: Yes
  • Basement Type: Interior Access
  • Total Sq Ft: 1134
  • Living Area Sq Ft: 1134
  • Price Per Sq Ft: 145.50
  • Above Grade Finished Sq Ft: 1134
  • Above Grade Finished Area Units: Square Feet

Beds/Baths

  • Bedrooms: 2
  • Main Level Bedrooms: 1
  • Total Bathrooms: 1
  • Full Bathrooms: 1
  • Main Level Bathrooms: 1.00
  • Main Level Full Bathrooms: 1

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Construction Materials: Combination
  • Exterior Features: Street Lights
  • View: Garden/Lawn, Trees/Woods
  • Water Access: No
  • Waterfront: No
  • Water Oriented: No
  • Pool: No Pool
  • Tidal Water: No
  • Water View: No

Garage/Parking

  • Garage Spaces: 2.00
  • Garage: Yes
  • Garage Features: Garage - Front Entry
  • Number Of Detached Garage Spaces: 2
  • Total Garage And Parking Spaces: 2
  • Type Of Parking: Detached Garage, Off Street

Utilities

  • Central Air Conditioning: Yes
  • Cooling Fuel: Electric
  • Cooling Type: Central A/C
  • Heating Fuel: Oil
  • Heating Type: Central
  • Heating: Yes
  • Hot Water: Electric
  • Sewer/Septic System: Public Septic
  • Water Source: Public

Condo/Co-op/Association

  • Condo Co-Op Association: No
  • HOA: No
  • Senior Community: No

Schools

  • Elementary School Source: Listing Agent
  • High School Source: Listing Agent
  • Middle School Source: Listing Agent
  • School District Source: Listing Agent
  • Elementary School: VIRGINIA AVENUE CHARLOTTE DEHART
  • High School: JOHN HANDLEY
  • Middle Or Junior School: DANIEL MORGAN

Lot Info

  • Lot Features: Backs To Trees
  • Lot Size Acres: 0.15
  • Lot Size Units: Square Feet
  • Lot Sq Ft: 6665.00
  • Outdoor Living Structures: Porch(es)
  • Property Condition: Major Rehab Needed
  • Zoning: HR1
  • In City Limits: Yes

Rental Info

  • Ground Rent Exists: No
  • Ground Rent Pymnt Freq: Annually
  • Vacation Rental: No

Tax Info

  • Tax Annual Amount: 1725.00
  • Assessor Parcel Number: 134-03-20A
  • Tax Lot: 20A
  • County Tax Payment Frequency: Annually
  • Tax Year: 2025

MLS Schools

  • School District Name: WINCHESTER CITY PUBLIC SCHOOLS

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Oct 20, 2025
Closed on
Nov 10, 2025
Sold by
3Sels Properties Llc
Bought by
Grams Michael
Seller's Agent
Elizabeth Ide
Coldwell Banker Realty
Buyer's Agent
Mikiala Whitacre
ERA Oakcrest Realty, Inc.
List Price
$165,000
Sold Price
$181,000
Premium/Discount to List
$16,000
9.7%
Views
62
Current Estimated Value
$289,290

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$108,290
Avg. Annual Appreciation
190.30%

Purchase Details

Listed on
Oct 20, 2025
Closed on
Oct 2, 2025
Sold by
Oliveto Richard J
Bought by
3Sels Properties Llc
Seller's Agent
Elizabeth Ide
Coldwell Banker Realty
Buyer's Agent
Mikiala Whitacre
ERA Oakcrest Realty, Inc.
List Price
$165,000
Sold Price
$181,000
Premium/Discount to List
$16,000
9.7%
Views
62
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Purchase History

Date Buyer Sale Price Title Company
Grams Michael $181,000 Fidelity National Title
3Sels Properties Llc $82,830 First American Title
Source: Public Records

Mortgage History

Date Status Borrower Loan Amount
Closed Grams Michael $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
11/14/2025 11/14/25 Sold $181,000 +9.7% $160 / Sq Ft
10/20/2025 10/20/25 For Sale $165,000 -- $146 / Sq Ft
Source: Bright MLS

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $1,725 $217,020 $58,500 $158,520
2024 $1,635 $197,020 $58,500 $138,520
2023 $1,635 $197,020 $58,500 $138,520
2022 $1,354 $145,600 $58,500 $87,100
2021 $1,354 $145,600 $58,500 $87,100
2020 $1,194 $128,400 $58,500 $69,900
2019 $1,194 $128,400 $58,500 $69,900
2018 $1,168 $128,400 $58,500 $69,900
2017 $1,168 $128,400 $58,500 $69,900
2016 $1,044 $114,700 $58,500 $56,200
2015 $1,044 $114,700 $58,500 $56,200
2014 $1,055 $111,000 $58,500 $52,500
Source: Public Records

Agents Affiliated with this Home

  • Elizabeth Ide

    Seller's Agent in 2025

    Elizabeth Ide

    Coldwell Banker (NRT-Southeast-MidAtlantic)

    (703) 217-0192

    1 in this area

    80 Total Sales

    Elizabeth Ide
    Section Image
  • Ally Goldwater

    Seller Co-Listing Agent in 2025

    Ally Goldwater

    Coldwell Banker (NRT-Southeast-MidAtlantic)

    (571) 991-0935

    1 in this area

    50 Total Sales

    Ally Goldwater
    Section Image
  • Mikiala Whitacre

    Buyer's Agent in 2025

    Mikiala Whitacre

    ERA Oakcrest Realty, Inc.

    (540) 336-8091

    1 in this area

    25 Total Sales

    Mikiala Whitacre
    Section Image
See All Agents

Map

Source: Bright MLS

MLS Number: VAWI2009294

Bright MLS

APN: 134-03-20A

Virginia Winchester County Winchester 22601

27 Jackson Ave, Winchester, VA

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