$300,000
$20K PRICE DROP

27 Jackson Ave Winchester, VA 22601

Estimated payment $1,722/month

Total Views 121,435
3 Beds
1 Bath
1,134 Sq Ft
$265 Price per Sq Ft

Highlights

  • Wood Flooring
  • Loft
  • Cottage
  • Main Floor Bedroom
  • No HOA
  • 2 Car Detached Garage

About This Home

Completely renovated and move-in ready, this charming 3 bedroom, 1 bath home is ideally located just minutes from downtown Winchester's shops, dining, and entertainment. Inside, you'll find beautiful hardwood floors throughout and a brand new kitchen and fully renovated bathroom. Major updates to the home include a new roof, new windows, new HVAC system, new hot water heater and new electric all installed in 2025. Outside there is an oversized garage with ample storage and a spacious backyard with privacy. A rare opportunity to own a turnkey home in a prime location - schedule your showing today!

Listing Agent

Mikiala Whitacre

(540) 665-0360 info@oakcrestrealty.com ERA Oakcrest Realty, Inc. Brokerage Phone: 5406650360 License #WVS210301588 Listed on: 12/27/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $1,725

Year Built

  • Built in 1933 | Remodeled in 2025

Lot Details

  • 6,534 Sq Ft Lot
  • Back Yard
  • Property is in excellent condition
  • Property is zoned HR1

Parking

  • 2 Car Detached Garage
  • Oversized Parking
  • Driveway

Home Design

  • Cottage
  • Block Foundation
  • Shingle Roof

Interior Spaces

  • 1,134 Sq Ft Home
  • Property has 2 Levels
  • Living Room
  • Combination Kitchen and Dining Room
  • Loft
  • Wood Flooring
  • Unfinished Basement
  • Interior Basement Entry

Kitchen

  • Eat-In Kitchen
  • Stove
  • Dishwasher

Bedrooms and Bathrooms

  • 1 Full Bathroom
  • Bathtub with Shower

Laundry

  • Laundry Room
  • Laundry on main level
  • Washer and Dryer Hookup

Outdoor Features

  • Shed
  • Outbuilding
  • Porch

Utilities

  • Central Heating and Cooling System
  • Electric Water Heater

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 | Remodeled in 2025

Lot Details

6,534 Sq Ft Lot

Parking

2

Listing Details

  • Property Type: Residential
  • Structure Type: Detached
  • Architectural Style: Cottage
  • Ownership: Fee Simple
  • New Construction: No
  • Story List: Main, Upper 1
  • Federal Flood Zone: No
  • Year Built: 1933
  • Year Renovated: 2025
  • Special Features: NewHome
  • Property Sub Type: Detached

Interior Features

  • Appliances: Dishwasher, Refrigerator, Stove
  • Flooring Type: Hardwood
  • Interior Amenities: Bathroom - Tub Shower, Combination Kitchen/Dining, Entry Level Bedroom, Kitchen - Eat-In, Wood Floors
  • Fireplace: No
  • Foundation Details: Block
  • Levels Count: 2
  • Room List: Living Room, Bedroom 2, Kitchen, Bedroom 1, Laundry, Loft, Bathroom 1
  • Basement: Yes
  • Basement Type: Interior Access, Unfinished
  • Laundry Type: Hookup, Main Floor
  • Total Sq Ft: 1134
  • Living Area Sq Ft: 1134
  • Price Per Sq Ft: 264.55
  • Above Grade Finished Sq Ft: 1134
  • Above Grade Finished Area Units: Square Feet

Beds/Baths

  • Bedrooms: 3
  • Main Level Bedrooms: 2
  • Total Bathrooms: 1
  • Full Bathrooms: 1
  • Main Level Bathrooms: 1.00
  • Main Level Full Bathrooms: 1

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Other Structures List: Garage(s), Shed
  • Construction Materials: Combination
  • Exterior Features: Outbuilding(s)
  • Roof: Shingle
  • Spa: No
  • 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: Oversized
  • Number Of Detached Garage Spaces: 2
  • Total Garage And Parking Spaces: 2
  • Type Of Parking: Detached Garage, Driveway

Utilities

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

Condo/Co-op/Association

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

Lot Info

  • Horses: No
  • Lot Features: Rear Yard
  • Lot Size Acres: 0.15
  • Lot Size Units: Square Feet
  • Lot Sq Ft: 6534.00
  • Outdoor Living Structures: Porch(es)
  • Property Condition: Excellent
  • Zoning: HR1
  • In City Limits: No

Rental Info

  • Lease Considered: No
  • 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

Map

Range of Values:

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

Source: Public Records

Average Home Value in this Area

Source: Public Records

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

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
03/09/2026 03/09/26 Price Changed $300,000 -3.2% $265 / Sq Ft
02/15/2026 02/15/26 Price Changed $310,000 -3.1% $273 / Sq Ft
12/27/2025 12/27/25 For Sale $320,000 +76.8% $282 / Sq Ft
11/14/2025 11/14/25 Sold $181,000 +9.7% $160 / Sq Ft View Prior Sale
10/20/2025 10/20/25 For Sale $165,000 -- $146 / Sq Ft
Source: Bright MLS

Purchase History

Date Type Sale Price Title Company
Deed $181,000 Fidelity National Title
Deed $82,830 First American Title
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Closed $0 Credit Line Revolving
Source: Public Records

About the Listing Agent

Mikiala Whitacre
Mikiala Whitacre

ERA Oakcrest Realty, Inc.

(540) 590-5591

Section Image

Licensed in Virginia and West Virginia, Mikiala specializes in helping buyers, sellers, and investors navigate the real estate market with confidence. Before transitioning into real estate, she built an extensive background in home construction and worked in residential and commercial inspections. This hands-on experience gives her a deep understanding of what makes a property safe, functional and valuable. With a strong foundation in both real estate and construction she brings a unique blend

View Mikiala's Profile

Mikiala's Other Listings

  • 494 Cayuga Trail, Hedgesville, WV 25427

    $60,000 Sold Sep 05, 2025

    • Land
    • 0.92 Acre Lot
    • 494 Cayuga Trail
    • Hedgesville, WV

    Build your dream home and enjoy a peaceful retreat in The Woods Subdivision. This lot is just under 1 acre and ready to be cleared for your forever home. Property has public water and sewer.

    Mikiala Whitacre ERA Oakcrest Realty, Inc.

Source: Bright MLS

MLS Number: VAWI2009632

Bright MLS

APN: 134-03-20A

Virginia Winchester County Winchester 22601

27 Jackson Ave, Winchester, VA

For Sale

Detached

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Mikiala Whitacre
Mikiala Whitacre
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ERA Oakcrest Realty, Inc.
(540) 590-5591
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