• Business - 502.420.5000
  • Mobile Phone - 502.298.5674

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Listing provided courtesy of Bluegrass Sotheby's International Realty- MLS# 26014728MLS Provider

944 Winding Oak TrailLexington, KY 40511

Single Family · 3 Beds · 2 Full Baths · 1,222 Sq. ft. | 0.13 Acres
$309,000 Active

944 Winding Oak Trail Overview

Time on Site:
8 days
Visits:
2

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.

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944 Winding Oak Trail Facts & Features

  • Type Single Family
  • Sq. ft. 1,222
  • Price/Sq.ft. $253
  • Lot 0.13 Acres

Details

General

Association/HOA

  • Association Amenities: None
  • Association Fee: 120.0
  • Association Fee Frequency: Annually
  • Association Fee Includes: Other
  • Association: true

School Information

  • Elementary School: Sandersville
  • Middle Or Junior School: Leestown
  • High School: Bryan Station

Building Information

  • Year Built: 2007

Location/Region

  • County Or Parish: Fayette
  • MLS Area Major: 001 - Fayette County NW
  • MLS Area Minor: 001 - Fayette County NW
  • Subdivision Name: Masterson Station

Community/Development

  • Community Features: Park

General Information

  • Parcel Number: 38129950
  • Property Sub Type: Single Family Residence
  • Property Type: Residential

Interior

Parking Information

  • Garage Spaces: 1.0
  • Garage: true

Beds/Baths

  • Bathrooms Full: 2
  • Bathrooms Half: 0
  • Bathrooms Total: 2
  • Bedrooms Total: 3

Building Interior

  • Above Grade Finished Area: 1222.0
  • Building Area Total: 1222.0

General Information

  • Appliances: Dishwasher,Microwave,Refrigerator,Range
  • Basement: false
  • Fireplace: false
  • Flooring: Carpet,Vinyl
  • Foundation Details: Slab
  • Interior Features: Eat-in Kitchen
  • Laundry Features: Electric Dryer Hookup,Main Level,Washer Hookup,Common Area
  • Levels: One
  • Living Area: 1222.0
  • Living Area Source: Appraiser
  • Rooms Total: 5
  • Security Features: Security System Owned
  • Window Features: Blinds

Exterior

Parking Information

  • Parking Features: Attached Garage,Driveway,Garage Door Opener

Lot Information

  • Lot Size Acres: 0.13
  • Lot Size Area: 0.13
  • Lot Size Source: Assessor
  • Lot Size Square Feet: 5662.8
  • Lot Size Units: Acres
  • Water Source: Public

Waterfront/View

  • Waterfront: false

Building Exterior/Construction

  • Architectural Style: Ranch
  • Attached Garage: false
  • Construction Materials: Brick Veneer,Vinyl Siding
  • Roof: Shingle
  • Structure Type: House

General Information

  • Carport: false
  • Fencing: Partial,Wood
  • Horse: false
  • Pool Private: false
  • Sewer: Public Sewer
  • Utilities: Electricity Connected,Sewer Connected,Water Connected

944 Winding Oak Trail Neighborhood

Community

40511 (Lexington) Demographics

36
Median Age
380
Population Density (per sq. mile)
43%
College Educated
$66,188
Estimated Median Income
8,023
Estimated Total Home Owners
4,532
Estimated Total Renters
64% / 36%
Estimated Owner / Renter Divide
3
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

944 Winding Oak Trail Monthly Cost

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$ %
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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

944 Winding Oak Trail Market Data

Based on the last 30 days in this zip code

$423,232
Average List Price
$184
Average Price per Square Foot
48
Properties Sold
70
Average Days on Market
173
Properties for Sale
Calculations provided by Reliance Network

944 Winding Oak Trail History

Date Event Value Agent
6/23/2026Source: Imagine MLS/Bluegrass Added to Database
June 23, 2026
8/12/2025Source: Imagine MLS/Bluegrass Added to Database
August 12, 2025