Melisa Casacuberta
Coldwell Banker Elite
(540) 701-4588
25 Total Sales
1 in Winchester
$163,500 Price
27 Jackson Ave Winchester, VA 22601
Winchester Area
2
Beds
1
Bath
1,134
Sq Ft
6,665
Sq Ft Lot
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 2025Great 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
(703) 763-1950 chrissi.chapman@cbmove.com Coldwell Banker Realty License #0225090308 Listed on: 10/20/2025
Co-Listed By
(703) 763-1950 chrissi.chapman@cbmove.com Coldwell Banker Realty License #0225246916
Last Buyer's Agent
(540) 665-0360 info@oakcrestrealty.com ERA Oakcrest Realty, Inc. License #0225260357
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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
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
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
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
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$103,803
Avg. Annual Appreciation
71.54%
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
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Winchester, VA
-
Melisa Casacuberta
-
Ned Stock
Ned Stock
Responds QuicklyBerkshire Hathaway HomeServices PenFed Realty
(844) 768-6744
168 Total Sales
16 in Winchester
$190K - $800K Price Range
-
Jim Downs
Jim Downs
MYVAHOME.COM LLC
(301) 778-2729
80 Total Sales
1 in Winchester
$480,000 Price
-
Dorothy Vance
Dorothy Vance
The KW Collective
(855) 631-8979
64 Total Sales
8 in Winchester
$7K - $425K Price Range
-
Susan Loizou
Susan Loizou
Samson Properties
(571) 520-4566
16 Total Sales
1 in Winchester
$285,000 Price
-
Cathy Kane
Cathy Kane
Samson Properties
(202) 791-4043
168 Total Sales
1 in Winchester
$299,900 Price
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $181,000 | Fidelity National Title | |
| Deed | $82,830 | First American Title |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $88,000 | Adjustable Rate Mortgage/ARM |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 |
|---|---|---|---|---|
| 2026 | $1,725 | $217,020 | $58,500 | $158,520 |
| 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
76 Total Sales
-
Ally Goldwater
Seller Co-Listing Agent in 2025
Ally Goldwater
Coldwell Banker (NRT-Southeast-MidAtlantic)
(571) 991-0935
61 Total Sales
-
Mikiala Whitacre
Buyer's Agent in 2025
Mikiala Whitacre
ERA Oakcrest Realty, Inc.
(540) 336-8091
27 Total Sales
Map
Source: Bright MLS
MLS Number: VAWI2009294
APN: 134-03-20A
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