This cute 3 bedroom and 2 bath home is waiting for you in the quiet neighborhood of Holiday Hills. You will enjoy the convenience to all the things Winchester has to offer as well as easy access to I64 for commuting to Mount Sterling and Lexington. The inside is waiting for you to add your personal touches and the yard is only waiting for those pets or kids to come play. The easy maintenance and minimal updates needed make this a great first time buyer house. Call or text for any questions. Set your showing up today.
Sold for $270,000
$270,000
102 Ashley Dr, Winchester, KY 40391
3beds
1,132sqft
Single Family Residence
Built in 1994
10,018 Square Feet Lot
$275,200 Zestimate®
$239/sqft
$1,529 Estimated rent
Home value
$275,200
$215,000 - $355,000
$1,529/mo
Zestimate® history
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Quiet neighborhood
Zillow last checked:
Listing updated:
Listed by:
Kimberli Fister 502-370-6819,
Kentucky Land and Home
Bought with:
Marcus D Hammond, 219704
Bluegrass Sotheby's International Realty
Source: Imagine MLS,MLS#: 25503270
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Level: First
- Area: 180.88 Square Feet
- Dimensions: 14.67 x 12.33
Bedroom 2
- Level: First
- Area: 125.9 Square Feet
- Dimensions: 10.58 x 11.9
Bedroom 3
- Level: First
- Area: 145.24 Square Feet
- Dimensions: 10.25 x 14.17
Primary bathroom
- Level: First
- Area: 47.58 Square Feet
- Dimensions: 6.1 x 7.8
Bathroom 2
- Level: First
- Area: 40.5 Square Feet
- Dimensions: 8.1 x 5
Kitchen
- Level: First
- Area: 78 Square Feet
- Dimensions: 10.17 x 7.67
Living room
- Level: First
- Area: 316.59 Square Feet
- Dimensions: 15.58 x 20.32
Heating
- Electric
Cooling
- Ceiling Fan(s), Electric
Appliances
- Included: Dishwasher, Microwave, Refrigerator, Range
- Laundry: Electric Dryer Hookup, Washer Hookup, Lower Level
Features
- Eat-in Kitchen, Walk-In Closet(s), Ceiling Fan(s)
- Flooring: Vinyl
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 1,132
- Total interior livable area: 1,132 sqft
- Finished area above ground: 1,132
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Attached Garage, Driveway, Garage Door Opener, Off Street, Garage Faces Front
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: One
- Fencing: Privacy,Wood
Lot
- Size: 10,018 Square Feet
- Features: Few Trees
Details
- Additional structures: Shed(s)
- Parcel number: 043300502402
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1994
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected, Phone Available, Sewer Connected, Water Connected
Community & HOA
Community
- Subdivision: Holiday Hills
HOA
- Has HOA: No
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $239/sqft
- Tax assessed value: $240,000
- Annual tax amount: $2,400
- Date on market: 10/9/2025
Price history
| Date | Event | Price |
|---|---|---|
| 12/5/2025 | Sold | $270,000+1.9%$239/sqft |
Source:  Imagine MLS #25503270 Report a problem | ||
| 10/28/2025 | Contingent | $265,000$234/sqft |
Source: Imagine MLS #25503270 Report a problem | ||
| 10/9/2025 | Listed for sale | $265,000$234/sqft |
Source: Imagine MLS #25503270 Report a problem | ||
| 8/12/2024 | Listing removed | -- |
Source: Imagine MLS #24016346 Report a problem | ||
| 8/6/2024 | Listed for sale | $265,000+10.4%$234/sqft |
Source: Imagine MLS #24016346 Report a problem | ||
| 10/3/2023 | Sold | $240,000-3.6%$212/sqft |
Source: Imagine MLS #23013004 Report a problem | ||
| 8/22/2023 | Pending sale | $249,000$220/sqft |
Source: Imagine MLS #23013004 Report a problem | ||
| 7/31/2023 | Price change | $249,000-3.9%$220/sqft |
Source: Imagine MLS #23013004 Report a problem | ||
| 7/11/2023 | Listed for sale | $259,000$229/sqft |
Source: Imagine MLS #23013004 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $2,400 +162.6% | $240,000 +80% |
| 2023 | $914 | $133,300 |
| 2022 | $914 +0.3% | $133,300 |
| 2021 | $912 -1.5% | $133,300 |
| 2020 | $925 +574.1% | $133,300 |
| 2019 | $137 | $133,300 |
| 2018 | $137 -1.8% | $133,300 |
| 2017 | $140 -0.7% | $133,300 |
| 2016 | $141 | $133,300 |
| 2015 | $141 -27.7% | $133,300 |
| 2013 | $195 | $133,300 |
| 2011 | -- | $133,300 |
| 2010 | -- | $133,300 |
Find assessor info on the county website
Neighborhood: 40391
Nearby homes
- $256,000-- bd-- ba1.8k sqft104 Ashley Dr, Winchester, KY 40391Off Market
- $250,500-- bd-- ba1.3k sqft100 Ashley Dr, Winchester, KY 40391Off Market
- $275,6003 bd2 ba1.8k sqft106 Ashley Dr, Winchester, KY 40391Off Market
- $289,4003 bd2 ba1.7k sqft405 Skylark Dr, Winchester, KY 40391Off Market
- $297,8003 bd3 ba1.9k sqft407 Skylark Dr, Winchester, KY 40391Off Market
- $164,0002 bd2 ba1.1k sqft872 Harkins Dr, Winchester, KY 40391Sold
- $211,6003 bd1 ba1.5k sqft870 Harkins Dr, Winchester, KY 40391Off Market
- $313,6004 bd3 ba2.2k sqft403 Skylark Dr, Winchester, KY 40391Off Market
Nearby schools
GreatSchools rating
- 5/10Rev. Henry E. Baker Sr. Interm. SchoolGrades: 5-6Distance: 1 mi
- 5/10Robert D Campbell Junior High SchoolGrades: 7-8Distance: 1.3 mi
- 5/10George Rogers Clark High SchoolGrades: 9-12Distance: 2.4 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.
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- Kentucky
- Clark County
- Winchester
- 40391
- 102 Ashley Dr
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