27 Ashland Avenue Winchester, KY $ 188,900
27 Ashland Avenue
$ 188,900
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27 Ashland Avenue

Winchester, KY, 40391
$ 188,900
Bedrooms3 Baths2.0 Sq 1,653

Monthly Estimate*

$ 1,178

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Single Family Home for sale in Winchester, KY

for $188,900 with 3 bedrooms and 2 full baths. This 1,653 square foot home was built in 1950 on a lot size of 0.47.

Motivated Seller! Move right in and enjoy this well-maintained 3-bed, 2-bath ranch in the heart of Massie Addition! Thoughtfully updated with a recent roof on both the home and garage, a brand-new hot water heater (2025), and a modern, fresh interior paint palette, this home is ready for you. A home warranty covering all major systems and appliances is included for added peace of mind. This stately older home has many original features, adding to its timeless character and charm. The generous ~half-acre lot offers room to garden, play, or relax under the trees, while the detached 2-car garage provides excellent storage and parking. With everything on one level and just a short stroll to downtown Winchester's refreshed shops, dining, and year-round events, this property is ready for its next chapter.

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Single Family Active

Price

$ 188,900

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 0

Style

Ranch

Lot Size

0.47

Year Built

1950

Town/City

Winchester

County/Region

Clark

MLS | Web ID

25501148

Features
Interior
Interior Amenities Ceiling Fan(s) Entrance Foyer Primary Downstairs Walk-In Closet(s)
Basement Unfinished Walk-Up Access
Flooring Ceramic Tile Vinyl
Basement (Y/N) Y
Air Conditioning Y/N Y
Heating Y/N Y
Window Features Blinds Insulated Windows
Fireplace Y/N N
Above Grade Finished Area 1653.1
Half Baths 0
Laundry Features Electric Dryer Hookup Main Level Washer Hookup
Total Bedrooms 3
Below Grade Finished Area 0.0
Total Baths 2
Heating-Forced Air True
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General
Sewer Public Sewer
Heating Electric Forced Air
Cooling Ceiling Fan(s) Central Air Heat Pump
Utilities Cable Available Electricity Available Natural Gas Available Phone Available Sewer Available Water Available
Possession Close Of Escrow
Roof Dimensional Style
Appliances Dishwasher Microwave Range Refrigerator
Garage Spaces 2.0
Patio/Porch Features Patio Porch Rear Patio Front Porch Side Porch
Architectural Style Ranch
Construction Materials Vinyl Siding
Year Built 1950
Levels One
Property Subtype Single Family Residence
Parcel Number LT13&14P/DB 056_406
County Clark
New Construction N
Property Type Residential
HOA N
Attached Garage N
Subdivision Name Downtown
Garage Y/N Y
Total Rooms 12
Full Baths 2
Status Active
Directions From I-64 via Veterans Memorial Parkway (Exit 94) Take Exit 94 for KY-1958 / Veterans Memorial Parkway. Turn left onto Veterans Memorial Parkway (KY-1958) and continue about 2.5 miles. Turn right on
High School GRC
City Winchester
High School District Clark County - 7
MLS Area 007 - Clark County
Lot Size Units Acres
Lot Size Square Feet 20654.0
Carport Y/N N
Elementary School Shearer
Land Lease Y/N N
Home Warranty Y/N N
Middle/Junior High School Robert Campbell
MLS Area Minor 007 - Clark County
Lease Considered Y/N N
Rent Control Y/N N
Structure Type House
Standard Status Active
Senior Community None
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Exterior
Fencing Chain Link Partial Wire
Parking Features Detached Garage Driveway Garage Faces Front Off Street
Lot Features Few Trees
Water Source Public
Lot Size Area 0.47
Foundation Details Block
Building Area Total 1653.1
Lot Size Acres 0.47
Lot Size Source Public Records
Waterfront Y/N N
Crops Included Y/N N
Horse Y/N N
Irrigation Water Rights Y/N N
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Internal Only
Street Number 1 27
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* Excluded Features
List By
Marshall Lane Real Estate - Lexington

Broker

mobleymosher@gmail.com

Email

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$1,178
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Monthly Principal & Interest
$1,178
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Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3289857 Elementary School
3291684 Middle School
GRC High School High School
Pricing History
DatePricePrice ChangeDescription
12/12/2025$188,900 -0.53% Price Down
11/2/2025$189,900 -5.00% Price Down
9/12/2025$199,900 Listed Price

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27 Ashland Avenue, Winchester, KY, 40391 is a Single Family Home for sale at $188,900 with 1,653 sqft and a lot size of 0.47. 27 Ashland Avenue has 3 bedrooms, 2.0 baths, and was built in 1950. The property's zip code is 40391 which is in Winchester, KY