Welcome to 25 Oliver Street, an affordable 3 bedroom, 1 bathroom ranch home in Winchester offering a practical blend of charm and investment potential. With 900 sq ft of first-floor living space, this home features a comfortable layout with vinyl flooring and a manageable single-level design that works well for homeowners, renters, or buyers looking to build equity. The unfinished basement with interior and exterior access adds valuable storage, utility space, and future potential. With under-utilized *R-4 Zoning*, an intelligent investor may uncover additional return on investment. The front porch and rear deck create simple outdoor spaces to relax and enjoy. This property offers the everyday essentials buyers look for at an approachable price point. Whether you are searching for a personal home, a rental property, or your next value-add opportunity in Winchester, this Oliver Street home is worth a closer look.
For sale
$125,000
25 Oliver St, Winchester, KY 40391
3beds
900sqft
Single Family Residence
Built in 1940
3,484 Square Feet Lot
$121,200 Zestimate®
$139/sqft
$-- HOA
What's special
Comfortable layoutSingle-level designVinyl flooringRear deckFront porch
- 20 days |
- 907 |
- 60 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Jacob Jones 859-800-6606,
Keller Williams Bluegrass Realty
Source: Imagine MLS,MLS#: 26014899
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
Primary bedroom
- Level: First
Bedroom 2
- Level: First
Bedroom 3
- Level: First
Bathroom 1
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Heating
- Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Laundry: Electric Dryer Hookup, Washer Hookup, Lower Level
Features
- Flooring: Vinyl
- Basement: Concrete,Exterior Entry,Interior Entry,Unfinished,Walk-Out Access,Walk-Up Access
- Number of fireplaces: 1
- Fireplace features: Living Room
Interior area
- Total structure area: 900
- Total interior livable area: 900 sqft
- Finished area above ground: 900
- Finished area below ground: 0
Property
Features
- Levels: One
Lot
- Size: 3,484 Square Feet
Details
- Parcel number: 054301001000
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Solid Masonry
- Foundation: Block
- Roof: Shingle
Condition
- Year built: 1940
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
Community & HOA
Community
- Subdivision: Oliver Addition
HOA
- Has HOA: No
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $139/sqft
- Tax assessed value: $107,000
- Annual tax amount: $1,070
- Date on market: 6/26/2026
Estimated market value
$121,200
$115,000 - $127,000
$1,159/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/26/2026 | Listed for sale | $125,000+16.8%$139/sqft |
Source:  Imagine MLS #26014899 Report a problem | ||
| 4/1/2026 | Listing removed | $1,000$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 3/11/2026 | Listed for rent | $1,000$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 2/17/2023 | Sold | $107,000-1.8%$119/sqft |
Source: Imagine MLS #23001724 Report a problem | ||
| 2/8/2023 | Pending sale | $109,000$121/sqft |
Source: Imagine MLS #23001724 Report a problem | ||
| 2/6/2023 | Listed for sale | $109,000$121/sqft |
Source: Imagine MLS #23001724 Report a problem | ||
| 1/30/2023 | Listing removed | -- |
Source: Imagine MLS #23001313 Report a problem | ||
| 1/24/2023 | Listed for sale | $109,000-22.1%$121/sqft |
Source: Imagine MLS #23001313 Report a problem | ||
| 8/12/2022 | Listing removed | -- |
Source: Imagine MLS #22014055 Report a problem | ||
| 6/29/2022 | Listed for sale | $139,900-0.1%$155/sqft |
Source: Imagine MLS #22014055 Report a problem | ||
| 1/3/2022 | Listing removed | -- |
Source: Imagine MLS #20117964 Report a problem | ||
| 8/23/2021 | Listed for sale | $140,000+483.3%$156/sqft |
Source: Imagine MLS #20117964 Report a problem | ||
| 2/8/2019 | Sold | $24,000-22.6%$27/sqft |
Source: Imagine MLS #1816226 Report a problem | ||
| 1/10/2019 | Pending sale | $31,000$34/sqft |
Source: ERA Select Real Estate #1816226 Report a problem | ||
| 1/2/2019 | Listed for sale | $31,000$34/sqft |
Source: ERA Select Real Estate #1816226 Report a problem | ||
| 12/7/2018 | Pending sale | $31,000$34/sqft |
Source: ERA Select Real Estate #1816226 Report a problem | ||
| 11/26/2018 | Listed for sale | $31,000$34/sqft |
Source: ERA Select Real Estate #1816226 Report a problem | ||
| 11/8/2018 | Pending sale | $31,000$34/sqft |
Source: ERA Select Real Estate #1816226 Report a problem | ||
| 10/29/2018 | Price change | $31,000-10.1%$34/sqft |
Source: ERA Select Real Estate #1816226 Report a problem | ||
| 10/14/2018 | Price change | $34,500-10.4%$38/sqft |
Source: ERA Select Real Estate #1816226 Report a problem | ||
| 9/27/2018 | Price change | $38,500-8.3%$43/sqft |
Source: ERA Select Real Estate #1816226 Report a problem | ||
| 9/21/2018 | Price change | $42,000-11.6%$47/sqft |
Source: ERA Select Real Estate #1816226 Report a problem | ||
| 9/5/2018 | Price change | $47,500-10.2%$53/sqft |
Source: ERA Select Real Estate #1816226 Report a problem | ||
| 8/21/2018 | Price change | $52,900-11.7%$59/sqft |
Source: ERA Select Real Estate #1816226 Report a problem | ||
| 7/17/2018 | Listed for sale | $59,900$67/sqft |
Source: ERA Select Real Estate #1816226 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $1,070 +203.4% | $107,000 +198.9% |
| 2023 | $353 | $35,800 |
| 2022 | $353 +0.3% | $35,800 |
| 2021 | $352 -0.2% | $35,800 |
| 2020 | $352 +905.5% | $35,800 +49.2% |
| 2019 | $35 | $24,000 -51% |
| 2018 | $35 -51% | $49,000 |
| 2017 | $72 | $49,000 |
| 2016 | $72 | $49,000 |
| 2015 | $72 | $49,000 |
| 2013 | $72 | $49,000 |
| 2011 | -- | $49,000 |
| 2010 | -- | $49,000 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 40391
Nearby schools
GreatSchools rating
- 5/10Willis H Justice ElementaryGrades: K-4Distance: 0.9 mi
- 5/10Robert D Campbell Junior High SchoolGrades: 7-8Distance: 1.3 mi
- 5/10George Rogers Clark High SchoolGrades: 9-12Distance: 3 mi
Schools provided by the listing agent
- Elementary: Justice
- Middle: Robert Campbell
- High: GRC
Source: Imagine MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
- $124,5004 bd2 ba1.7k sqft23 Oliver St, Winchester, KY 40391Off Market
- $101,3003 bd1 ba1.1k sqft17 Oliver St, Winchester, KY 40391Off Market
- $157,6003 bd1 ba931 sqft29 Oliver St, Winchester, KY 40391Off Market
- $99,0002 bd2 ba1.2k sqft27 Oliver St, Winchester, KY 40391Sold
- $113,3002 bd1 ba800 sqft15 Oliver St, Winchester, KY 40391Off Market
- $125,3003 bd2 ba4.4k sqft31 Oliver St, Winchester, KY 40391Off Market
- $194,9002 bd1 ba1.3k sqft13 Oliver St, Winchester, KY 40391Off Market
- $152,5002 bd1 ba1.3k sqft13 Oliver St, Lexington, KY 40509Off Market
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
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