Welcome to this elevated farmhouse classic-refined yet unpretentious, elegant yet entirely inviting. The kind of home that feels just as suited for quiet family life as it does for hosting gatherings that spill effortlessly from indoors to out with the wrap around porch, deck, outdoor kitchen & grill, POOL and hot tub spa, firepit & so much more...Welcome to 905 Pretty Run Road! Greeted by a two-story foyer & rich hardwood floors throughout the first floor you will want to see more. Make your way to the heart of the home- the beautiful kitchen and hearth room with a wood burning fireplace. 3 Bedrooms & 3.5 baths along with a full finished basement w/LVP flooring that has space to relax, game, or work! Option for a 4th bedroom in the basement as it has a connected full bath and access to the back making it a great flexible space. Outside the landscaping consists of low manicured shrubs and soft flowering plants that add texture & color. The green lawn stretches over 2 acres reinforcing the homes sense of space and privacy while offering picture-perfect views of the nearby horse farm. Come see why this home will check all of your boxes! Easy access to the Interstate and just a 30-minute drive to downtown Lexington
Pending
$600,000
905 Pretty Run Rd, Winchester, KY 40391
3beds
3,391sqft
Est.: Get pre-qualified
Single Family Residence
Built in 1997
2.19 Acres Lot
$578,300 Zestimate®
$177/sqft
$-- HOA
What's special
Outdoor kitchen and grillBeautiful kitchenTwo-story foyerHot tub spaWrap around porch
- 45 days |
- 186 |
- 1 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Niki Wiley 859-536-3212,
Bluegrass Sotheby's International Realty
Source: Imagine MLS,MLS#: 26008251
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Level: Second
Bedroom 1
- Level: Second
Primary bathroom
- Level: Second
Bathroom 1
- Level: Second
Bathroom 2
- Level: Second
Bathroom 2
- Level: Second
Bathroom 3
- Level: Lower
Bathroom 4
- Level: First
Den
- Level: Lower
Dining room
- Level: First
Foyer
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Other
- Level: First
Other
- Level: Lower
- Length: 4 Feet
Utility room
- Level: First
Heating
- Electric, Heat Pump
Cooling
- Ceiling Fan(s), Heat Pump, Zoned
Appliances
- Included: Dryer, Disposal, Dishwasher, Microwave, Refrigerator, Washer, Range
- Laundry: Electric Dryer Hookup, Main Level, Washer Hookup
Features
- Entrance Foyer, Walk-In Closet(s), Ceiling Fan(s)
- Flooring: Carpet, Hardwood, Tile
- Doors: Storm Door(s)
- Windows: Blinds
- Basement: Finished,Full,Interior Entry,Walk-Out Access
- Number of fireplaces: 2
- Fireplace features: Family Room, Great Room, Propane, Wood Burning
Interior area
- Total structure area: 3,391
- Total interior livable area: 3,391 sqft
- Finished area above ground: 2,383
- Finished area below ground: 1,008
Property
Parking
- Total spaces: 2
- Parking features: Attached Garage, Driveway, Garage Door Opener, Garage Faces Side
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: Two
- Exterior features: Fire Pit, Outdoor Grill
- Has private pool: Yes
- Pool features: In Ground
- Fencing: Other
- Has view: Yes
- View description: Rural, Trees/Woods, Farm
Lot
- Size: 2.19 Acres
- Features: Landscaped, Many Trees
Details
- Additional structures: Shed(s)
- Parcel number: 061000001401
- Horses can be raised: Yes
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Brick Veneer, Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- Year built: 1997
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Electricity Connected, Sewer Connected, Water Connected
Community & HOA
Community
- Subdivision: Rural
HOA
- Has HOA: No
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $177/sqft
- Tax assessed value: $399,900
- Annual tax amount: $3,999
- Date on market: 4/17/2026
Estimated market value
$578,300
$549,000 - $607,000
$3,384/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/1/2026 | Pending sale | $600,000$177/sqft |
Source: | ||
| 4/20/2026 | Contingent | $600,000$177/sqft |
Source: | ||
| 4/17/2026 | Listed for sale | $600,000+50%$177/sqft |
Source: | ||
| 9/17/2021 | Sold | $399,900$118/sqft |
Source: | ||
| 9/3/2021 | Pending sale | $399,900$118/sqft |
Source: | ||
| 9/1/2021 | Listed for sale | $399,900+32.2%$118/sqft |
Source: | ||
| 6/24/2019 | Sold | $302,500-2.4%$89/sqft |
Source: | ||
| 5/20/2019 | Pending sale | $309,900$91/sqft |
Source: Rector Hayden, Realtors #1910904 Report a problem | ||
| 5/17/2019 | Listed for sale | $309,900+25%$91/sqft |
Source: Rector Hayden, Realtors #1910904 Report a problem | ||
| 10/27/2009 | Sold | $248,000+35.5%$73/sqft |
Source: | ||
| 12/17/2001 | Sold | $183,000$54/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $3,999 +1.5% | $399,900 |
| 2023 | $3,939 | $399,900 |
| 2022 | $3,939 +32.6% | $399,900 +32.2% |
| 2021 | $2,971 -0.2% | $302,500 |
| 2020 | $2,977 +16.7% | $302,500 +17.2% |
| 2019 | $2,552 +1.2% | $258,000 |
| 2018 | $2,521 +5.8% | $258,000 |
| 2017 | $2,383 | $258,000 |
| 2016 | $2,383 | $258,000 +4% |
| 2015 | $2,383 +4.9% | $248,000 |
| 2013 | $2,272 | $248,000 |
| 2011 | -- | $248,000 |
| 2010 | -- | $248,000 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 40391
Nearby schools
GreatSchools rating
- 4/10Conkwright Elementary SchoolGrades: K-4Distance: 4.6 mi
- 5/10Robert D Campbell Junior High SchoolGrades: 7-8Distance: 6.7 mi
- 5/10George Rogers Clark High SchoolGrades: 9-12Distance: 8.3 mi
Schools provided by the listing agent
- Elementary: Conkwright
- 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.
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.
- Kentucky
- Clark County
- Winchester
- 40391
- 905 Pretty Run Rd





