944 Winding Oak Trail, Lexington, KY 40511

New Listing
$309,000
Property Type: Residential Bedrooms: 3 Baths: 2 Square Footage: 1,222 Lot Size (sq. ft.): 5,663 Status: Active
Current Price: $309,000 List Date: 6/24/2026 Last Modified: 6/24/2026

Description

Welcome to 944 Winding Oak Trail, a charming ranch-style home in the heart of Masterson Station, offering comfort, simplicity, and easy everyday living. 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.

Supplements: ********

More Information MLS# 26014728

Listing Information

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

Address

Directions: Leestown Rd. to Sandersville Rd. to Prichard, Right on Winding Oak Trail. Parcel Number: 38129950 Tax District: 1 County: Fayette Street Number: 944 Street Name: Winding Oak Street Suffix: Trail State: KY Zip Code: 40511

Contract

Start Showing Date: 2026-06-23 Listing Agreement: Exclusive Right To Sell Occupant Type: Occupied Occupant Name: Stacie Scott Office Exclusive YN: No List Price/SqFt: 252.86 Current Price: $309,000 Original List Price: 309000 Status: Active Listing Contract Date: 2026-06-22 List Price: $309,000

Currently Not Used

List Price/Acre: 2376923.08

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

Interior

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

Parking Information

Garage YN: Yes Garage Spaces: 1 Carport YN: No

Building

Home Warranty YN: No Accessibility Features YN: No Year Built: 2007

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: 1 Sewer Connected: 1 Water Connected: 1

Remarks

Public Remarks: Welcome to 944 Winding Oak Trail, a charming ranch-style home in the heart of Masterson Station, offering comfort, simplicity, and easy everyday living. 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

Appliances

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

Architectural Style

Ranch: 1

Association Amenities

None: 1

Association Fee Includes

Other: 1

Attic Features

Access Only: 1

Community Features

Park: 1

Construction Materials

Brick Veneer: 1 Vinyl Siding: 1

Cooling

Central Air: 1 Electric: 1 Heat Pump: 1

Fencing

Partial: 1 Wood: 1

Flooring

Carpet: 1 Vinyl: 1

Foundation Details

Slab: 1

Heating

Electric: 1 Heat Pump: 1

Interior Features

Eat-in Kitchen: 1

Laundry Features

Common Area: 1 Electric Dryer Hookup: 1 Main Level: 1 Washer Hookup: 1

Levels

One: 1

Parking Features

Attached Garage: 1 Driveway: 1 Garage Door Opener: 1

Patio And Porch Details

Rear Patio: 1

Patio And Porch Features

Patio: 1

Possession

Close Of Escrow: 1

Roof

Shingle: 1

Security Features

Security System Owned: 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 Restricted Hours: 1 Showing Service: 1

Room Types

Bedroom 2: 1 Bedroom 2 Level: First Bedroom 3: 1 Bedroom 3 Level: First Kitchen: 1 Kitchen Level: First Living Room: 1 Living Room Level: First Primary Bedroom: 1 Primary Bedroom Level: First

Status Change Information

Status Change Timestamp: 2026-06-23

Tax Legal

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

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

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

Documents

Listing Office: Bluegrass Sotheby's International Realty
Last Updated: June - 24 - 2026
Information deemed reliable but not guaranteed.
Search powered by FBS Products