919 Winding Oak Trail, Lexington, KY 40511

New Listing
$420,000
Property Type: Residential Bedrooms: 5 Baths: 4 Square Footage: 3,300 Lot Size (sq. ft.): 5,227 Status: Active
Current Price: $420,000 List Date: 5/09/2026 Last Modified: 5/09/2026

Description

Spacious and beautifully designed two-story home offering 5 bedrooms, 3.5 bathrooms, and approximately 3,300 square feet of comfortable living space. Step inside to a welcoming entrance foyer that leads into an open and functional layout perfect for everyday living and entertaining. The eat-in kitchen provides plenty of space for gatherings, while the cozy gas log fireplace adds warmth and charm to the main living area. Upstairs and throughout the home, you'll find generously sized bedrooms with walk-in closets, offering ample storage and flexibility. The home also features a 2-car garage and a private deck—ideal for relaxing or hosting outdoors. With its combination of space, comfort, and thoughtful design, this home is ready to meet a variety of lifestyle needs.

Supplements: ********

More Information MLS# 26007554

Listing Information

Comp Sale YN: No Property Sub Type: Single Family Residence

Status Change Information

Back on Market Date: 2026-05-09 Status Change Timestamp: 2026-05-09

Address

Directions: From Leestown Rd, turn left onto Citation Blvd, turn right onto Sandersville Rd, turn left onto Maddie Ln, turn right onto Winding Oak Trail, home will be on your right. Parcel Number: 38127170 County: Fayette Street Number: 919 Street Name: Winding Oak Street Suffix: Trail State: KY Zip Code: 40511

Contract

Start Showing Date: 2026-04-10 Listing Agreement: Exclusive Right To Sell Occupant Type: Vacant Office Exclusive YN: No List Price/SqFt: 127.27 Current Price: $420,000 Original List Price: 420000 Status: Active Listing Contract Date: 2026-04-08 List Price: $420,000

Currently Not Used

List Price/Acre: 3500000

Tax & Legal

Elementary School: Sandersville Middle Or Junior School: Leestown High School: Bryan Station Tax Rate: 1.277 Inside New Circle Road YN: No

Association/Community

Association YN: Yes Association Mandatory YN: Yes Association Fee: 120 Association Fee Frequency: Annually

Interior

Living Area: 3300 Living Area Source: Public Records Bathrooms Half: 1 Above Grade Finished Area: 2165 Below Grade Finished Area: 1135 Above Grade Unfinished Area: 0 Below Grade Unfinished Area: 289 Basement YN: Yes Fireplace YN: Yes Fireplaces Total: 1 Bedrooms Total: 5 Bathrooms Total: 4 Bathrooms Full: 3

Parking Information

Garage YN: Yes Garage Spaces: 2 Carport YN: No

Building

Home Warranty YN: No Accessibility Features YN: No Year Built: 2005

Lot

Lot Size Source: Public Records Lot Size Acres: 0.12 Lot Size Square Feet: 5227 Pool Private YN: No View YN: Yes Waterfront YN: No Water Body Access YN: No Horse YN: No

Utilities

Cooling YN: Yes Heating YN: Yes Electricity Available: 1 Sewer Available: 1 Water Available: 1

Remarks

Public Remarks: Spacious and beautifully designed two-story home offering 5 bedrooms, 3.5 bathrooms, and approximately 3,300 square feet of comfortable living space. Step inside to a welcoming entrance foyer that leads into an open and functional layout perfect for everyday living and entertaining. The eat-in kitchen provides plenty of space for gatherings, while the cozy gas log fireplace adds warmth and charm to the main living area. Upstairs and throughout the home, you'll find generously sized bedrooms with walk-in closets, offering ample storage and flexibility. The home also features a 2-car garage and a private deck—ideal for relaxing or hosting outdoors. With its combination of space, comfort, and thoughtful design, this home is ready to meet a variety of lifestyle needs.

Amenity Fee Details

Amenity Fee YN: Yes Amenity Fee Mandatory YN: Yes Amenity Fee: 48 Amenity Fee Frequency: Annually

Appliances

Dishwasher: 1 Microwave: 1 Range: 1 Refrigerator: 1

Association Amenities

Other: 1

Association Fee Includes

Other: 1

Basement

Finished: 1 Full: 1 Walk-Out Access: 1

Construction Materials

Brick Veneer: 1 Vinyl Siding: 1

Cooling

Electric: 1 Heat Pump: 1

Fencing

Wood: 1

Fireplace Features

Gas Log: 1

Flooring

Laminate: 1 Tile: 1

Foundation Details

Block: 1

Heating

Heat Pump: 1

Interior Features

Ceiling Fan(s): 1 Eat-in Kitchen: 1 Entrance Foyer: 1 Walk-In Closet(s): 1

Laundry Features

Electric Dryer Hookup: 1 Washer Hookup: 1

Levels

Two: 1

Parking Features

Attached Garage: 1 Driveway: 1

Patio And Porch Features

Deck: 1

Possession

Close Of Escrow: 1 Close Plus 3 to 5 Days: 1

Roof

Dimensional Style: 1

Sewer

Public Sewer: 1

Structure Type

House: 1

View

Neighborhood: 1

Water Heater

Electric: 1

Water Source

Public: 1

Window Features

Blinds: 1

Showing Requirements

Call Listing Agent: 1 Showing Service: 1

Room Types

Bathroom 1: 1 Bathroom 1 Level: Second Bathroom 2: 1 Bathroom 2 Level: Second Bathroom 3: 1 Bathroom 3 Level: Lower Bathroom 4: 1 Bathroom 4 Level: First Bedroom 1: 1 Bedroom 1 Level: Second Bedroom 2: 1 Bedroom 2 Level: Second Bedroom 3: 1 Bedroom 3 Level: Lower Bedroom 4: 1 Bedroom 4 Level: Lower Kitchen: 1 Kitchen Level: First Primary Bedroom: 1 Primary Bedroom Level: Second

Tax Legal

MLS Area Major: 001 - Fayette County NW Subdivision Name: Masterson Station High School District: Fayette County - 1

Property Features

Utilities: Electricity Available; Sewer Available; Water Available; Electricity Available; Sewer Available; Water Available Appliances: Dishwasher; Microwave; Range; Refrigerator Association Amenities: Other Association Fee Includes: Other Basement: Finished; Full; Walk-Out Access Construction Materials: Brick Veneer; Vinyl Siding Cooling: Electric; Heat Pump Fencing: Wood Fireplace Features: Gas Log Flooring: Laminate; Tile Foundation Details: Block Heating: Heat Pump Interior Features: Ceiling Fan(s); Eat-in Kitchen; Entrance Foyer; Walk-In Closet(s) Laundry Features: Electric Dryer Hookup; Washer Hookup Levels: Two Parking Features: Attached Garage; Driveway Patio And Porch Features: Deck Possession: Close Of Escrow; Close Plus 3 to 5 Days Roof: Dimensional Style Sewer: Public Sewer Structure Type: House View: Neighborhood Water Heater: Electric Water Source: Public Window Features: Blinds Showing Requirements: Call Listing Agent; Showing Service Room Types: Bathroom 1; Bathroom 2; Bathroom 3; Bathroom 4; Bedroom 1; Bedroom 2; Bedroom 3; Bedroom 4; Kitchen; Primary Bedroom

Room Information

Primary Bedroom Level: Second Bedroom 1 Level: Second Bedroom 2 Level: Second Bedroom 3 Level: Lower Bedroom 4 Level: Lower Bathroom 1 Level: Second Remarks: Full Bath Bathroom 2 Level: Second Remarks: Full Bath Bathroom 3 Level: Lower Remarks: Full Bath Bathroom 4 Level: First Remarks: Half Bath Kitchen Level: First

Documents

Listing Office: Commonwealth Real Estate Professionals
Last Updated: May - 09 - 2026
Information deemed reliable but not guaranteed.
Search powered by FBS Products