944 Winding Oak Trail, Lexington, KY 40511

$287,500
Property Type: Residential Bedrooms: 3 Baths: 2 Square Footage: 1,222 Lot Size (sq. ft.): 5,663 Status: Active
Current Price: $287,500 List Date: 6/24/2026 Last Modified: 8/04/2026

Overview

Description

Welcome to 944 Winding Oak Trail, a charming ranch-style home in the heart of Masterson Station with all new appliances and upgraded HVAC. The single-level layout provides an effortless flow for relaxing or gathering, paired with well-proportioned bedrooms and practical storage throughout. Outside, the partially fenced yard creates a potential private space for pets, play, or unwinding at the end of the day. With quick access to Masterson Station Park, neighborhood trails, and the conveniences of Citation and Georgetown Road, this home delivers a balanced lifestyle in one of Lexington's most accessible corridors.

Listing Details MLS# 26014728

Listing Information

Comp Sale YN
No
Property Sub Type
Single Family Residence

Status Change Information

Price Change Timestamp
2026-08-04T03:42:26Z
Status Change Timestamp
2026-06-23

Address

County
Fayette
Street Number
944
Street Name
Winding Oak
Street Suffix
Trail
State
KY
Zip Code
40511
Directions
Leestown Rd. to Sandersville Rd. to Prichard, Right on Winding Oak Trail.
Parcel Number
38129950
Tax District
Yes

Contract

Original List Price
309000
Start Showing Date
2026-06-23
Listing Contract Date
2026-06-23
Listing Agreement
Exclusive Right To Sell
Occupant Type
Occupied
Occupant Name
Stacie Scott
Office Exclusive YN
No
List Price/SqFt
235.27

Tax Legal

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

Interior

Bedrooms Total
3
Bathrooms Total
2
Bathrooms Full
2
Above Grade Finished Area
1222
Living Area
1222
Living Area Source
Appraiser
Basement YN
No
Fireplace YN
No
Bathrooms Half
0
Below Grade Finished Area
0
Above Grade Unfinished Area
0
Below Grade Unfinished Area
0

More Information

Parking Information

Garage YN
Yes
Garage Spaces
Yes
Carport YN
No

Building

Year Built
2007
Home Warranty YN
No
Accessibility Features YN
No

Lot

Lot Size Source
Assessor
Lot Size Acres
0.13
Lot Size Square Feet
5662.8
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 Connected
Yes
Sewer Connected
Yes
Water Connected
Yes

Remarks

Public Remarks
Welcome to 944 Winding Oak Trail, a charming ranch-style home in the heart of Masterson Station with all new appliances and upgraded HVAC. The single-level layout provides an effortless flow for relaxing or gathering, paired with well-proportioned bedrooms and practical storage throughout. Outside, the partially fenced yard creates a potential private space for pets, play, or unwinding at the end of the day. With quick access to Masterson Station Park, neighborhood trails, and the conveniences of Citation and Georgetown Road, this home delivers a balanced lifestyle in one of Lexington's most accessible corridors.

Amenity Fee Details

Amenity Fee YN
No

Room Types

Bedroom 2 Level
First
Bedroom 3 Level
First
Kitchen Level
First
Living Room Level
First
Primary Bedroom Level
First
Bedroom 2
Yes
Bedroom 3
Yes
Kitchen
Yes
Living Room
Yes
Primary Bedroom
Yes

Currently Not Used

List Price/Acre
2211538.46

Tax & Legal

Elementary School
Sandersville
Middle Or Junior School
Leestown
High School
Bryan Station
Tax Rate
1.2638
Design Review District YN
No
Inside New Circle Road YN
No

Association/Community

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

Appliances

Dishwasher
Yes
Microwave
Yes
Range
Yes
Refrigerator
Yes

Architectural Style

Ranch
Yes

Association Amenities

None
Yes

Association Fee Includes

Other
Yes

Attic Features

Access Only
Yes

Community Features

Park
Yes

Construction Materials

Brick Veneer
Yes
Vinyl Siding
Yes

Cooling

Central Air
Yes
Electric
Yes
Heat Pump
Yes

Fencing

Partial
Yes
Wood
Yes

Flooring

Carpet
Yes
Vinyl
Yes

Foundation Details

Slab
Yes

Heating

Electric
Yes
Heat Pump
Yes

Interior Features

Eat-in Kitchen
Yes

Laundry Features

Common Area
Yes
Electric Dryer Hookup
Yes
Main Level
Yes
Washer Hookup
Yes

Levels

One
Yes

Parking Features

Attached Garage
Yes
Driveway
Yes
Garage Door Opener
Yes

Patio And Porch Details

Rear Patio
Yes

Patio And Porch Features

Patio
Yes

Possession

Close Of Escrow
Yes

Roof

Shingle
Yes

Security Features

Security System Owned
Yes

Sewer

Public Sewer
Yes

Structure Type

House
Yes

View

Neighborhood
Yes

Water Heater

Electric
Yes

Water Source

Public
Yes

Window Features

Blinds
Yes

Showing Requirements

Call Listing Agent
Yes
Restricted Hours
Yes
Showing Service
Yes

Property Features

Utilities: Electricity Connected; Sewer Connected; Water Connected; Electricity Connected; Sewer Connected; Water Connected Appliances: Dishwasher; Microwave; Range; Refrigerator Architectural Style: Ranch Association Amenities: None Association Fee Includes: Other Attic Features: Access Only Community Features: Park Construction Materials: Brick Veneer; Vinyl Siding Cooling: Central Air; Electric; Heat Pump Fencing: Partial; Wood Flooring: Carpet; Vinyl Foundation Details: Slab Heating: Electric; Heat Pump Interior Features: Eat-in Kitchen Laundry Features: Common Area; Electric Dryer Hookup; Main Level; Washer Hookup Levels: One Parking Features: Attached Garage; Driveway; Garage Door Opener Patio And Porch Details: Rear Patio Patio And Porch Features: Patio Possession: Close Of Escrow Roof: Shingle Security Features: Security System Owned Sewer: Public Sewer Structure Type: House View: Neighborhood Water Heater: Electric Water Source: Public Window Features: Blinds Showing Requirements: Call Listing Agent; Restricted Hours; Showing Service Room Types: Bedroom 2; Bedroom 3; Kitchen; Living Room; Primary Bedroom

Room Information

Room Name Level
Primary Bedroom First
Kitchen First
Living Room First
Bedroom 2 First
Bedroom 3 First
Listing Office: Bluegrass Sotheby's International Realty
Last Updated: August - 04 - 2026
Information deemed reliable but not guaranteed.