944 Winding Oak Trail, Lexington, KY 40511
Masterson Station · Fayette County
Key Facts
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.
Property Information
Property Type
Residential
Sub-Type
Single Family Residence
Structure Type
House
Year Built
2007
Living Area
1,222 sq ft
Lot Size
0.13 acres
Garage Spaces
1
MLS® Listing#
26014728
Property Features
Interior
Appliances
Cooling
Heating
Flooring
Parking
Laundry
Fencing
Construction
Foundation
Roof
Windows
Security
Community
Utilities
Sewer
Water Source
Rooms
- First
- Bedroom 2First
- Bedroom 3First
- KitchenFirst
- Living RoomFirst
Schools
- Elementary:
- Sandersville
- Middle:
- Leestown
- High:
- Bryan Station
Financial Details
HOA
$120 / Annually
Parcel Number
38129950
Directions
Leestown Rd. to Sandersville Rd. to Prichard, Right on Winding Oak Trail.
Affordability Calculator
$59,500
Estimated monthly payment
$1,583/mo
Principal $238,000 · Est. interest $332,031 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in Lexington, KY
- $440,000
- Median Listing Price
- 42
- Median Days on Market
- 2,177
- Median Sq Ft
- $208
- Median Price / Sq Ft
- 606
- Active Listings
- This home’s price is 32% below the area median.
- Its price per sq ft is 17% above the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in Lexington, KY.
Location
Points of Interest in Lexington, KY
Showing the Lexington area map.
Nearby Schools
Sandersville Elementary School
Elementary · 0.5 mi away
Coventry Oak Elementary
Elementary · 1.6 mi away
Bracktown Academy Learning Center
School · 1.7 mi away
Meadowthorpe Elementary School
Elementary · 2.7 mi away
Leestown Middle School
Secondary · 2.7 mi away
Kentucky Tech - Central Campus
School · 3.0 mi away
Booker T Washington Academy-Intermediate
School · 3.3 mi away
Building Institute of Central Kentucky
Secondary · 3.5 mi away
Booker T Washington Elementary
Elementary · 3.5 mi away
Providence Montessori School
Elementary · 3.6 mi away
Winburn Middle School
Secondary · 3.8 mi away
BCTC Fayette County Adult Education
School · 3.8 mi away
Cardinal Valley Elementary School
Elementary · 3.9 mi away
Mini Movers
School · 4.3 mi away
Providence Montessori Middle School
Elementary · 4.3 mi away
Harrison Elementary School
Elementary · 4.5 mi away
Arlington Elementary School
Elementary · 4.9 mi away
Bluegrass Montessori School
Elementary · 4.9 mi away
Lexington Traditional Magnet School
Secondary · 5.0 mi away
Montessori High School
Secondary · 5.0 mi away
Commute Calculator
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Similar Home Values
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|---|---|---|---|---|
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| 2507 Knightsbridge Lane, Lexington, KY | $218,000 | 2 | 2 | 1,078 |
| 1100 Turkey Foot Road #3, Lexington, KY | $219,000 | 2 | 2 | 784 |
Moving Cost Estimate
EXIT Agents in Lexington
Listing Courtesy: Bluegrass Sotheby's International Realty - 8592680099
Last Updated: 2026-06-23