1056 Winding Oak Trail Lexington, KY $ 299,000
1056 Winding Oak Trail
$ 299,000
Recently Listed
Open House 8/23 2pm - 4pm
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1056 Winding Oak Trail

Lexington, KY, 40511
$ 299,000
Bedrooms3 Baths2.0 Sq 1,116

Monthly Estimate*

$ 1,888

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Single Family Home for sale in Lexington, KY

for $299,000 with 3 bedrooms and 2 full baths. This 1,116 square foot home was built in 2005 on a lot size of 0.12.

There's a lot to love inside this home, but the backyard may steal the show. Backing to the equestrian section of Masterson Station Park, this home offers an uncommon sense of openness and privacy, along with beautiful sunset views and direct backyard access to a park walking trail. An expanded patio gives you even more space to take advantage of the setting. Inside, the updates go well beyond the obvious. Herringbone-pattern LVP flooring runs throughout the home, and thoughtful improvements have been carried from room to room—from updated lighting and plumbing fixtures to coordinated interior hardware, including door handles and hinges. Even the toilets have been replaced. The result is a home that feels fresh, cohesive and exceptionally well finished. The upgraded kitchen features a quartz-topped island, black farmhouse sink with touch faucet, soft-close cabinetry and convenient pull-out drawers. All LG kitchen appliances were replaced in 2024, and the all-in-one washer/dryer conveys. The location also puts shopping, dining and everyday conveniences along the Leestown Road corridor within easy reach. Updated from the finishes you immediately notice to the small details you normally don't, this is a home where much of the work has already been done. And with Masterson Station Park just beyond the backyard, the setting may be the upgrade you appreciate most.

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Open House

8/23/2026 2:00 PM - 4:00 PM
1056 Winding Oak Trail Lexington, KY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 299,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 0

Style

Ranch

Lot Size

0.12

Year Built

2005

Town/City

Lexington

County/Region

Fayette

MLS | Web ID

26021752

Features
Interior
Interior Amenities Breakfast Bar Ceiling Fan(s) Eat-in Kitchen Entrance Foyer Primary Downstairs Walk-In Closet(s)
Basement (Y/N) N
Air Conditioning Y/N Y
Heating Y/N Y
Window Features Blinds
Fireplace Y/N N
Above Grade Finished Area 1116.0
Half Baths 0
Laundry Features Electric Dryer Hookup Main Level Washer Hookup
Total Bedrooms 3
Below Grade Finished Area 0.0
Total Baths 2
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General
Sewer Public Sewer
Heating Electric
Cooling Electric
Possession Close Of Escrow
Roof Shingle
Appliances Dishwasher Disposal Dryer Microwave Oven Range Refrigerator Washer
HOA Fee 120.0
Garage Spaces 1.0
Association Fee Includes Other
Patio/Porch Features Patio Rear Patio
Architectural Style Ranch
Construction Materials Vinyl Siding Brick Veneer
Year Built 2005
View Farm Neighborhood Trees/Woods
Levels One
Property Subtype Single Family Residence
Parcel Number 38128200
Community Features Park Pool
Assoc Fee Paid Per Annually
County Fayette
New Construction N
Property Type Residential
HOA Y
Attached Garage N
Subdivision Name Masterson Station
Garage Y/N Y
Total Rooms 2
Full Baths 2
Status Active
Directions Leestown Rd away from downtown. Right on Masterson Station Drive left on Sandersville Rd left on Prichard Drive right at the second Winding Oak Trail house on left.
High School Bryan Station
City Lexington
High School District Fayette County - 1
MLS Area 001 - Fayette County NW
Lot Size Units Acres
Lot Size Square Feet 5040.0
Carport Y/N N
Elementary School Sandersville
Land Lease Y/N N
Home Warranty Y/N N
Middle/Junior High School Leestown
MLS Area Minor 001 - Fayette County NW
Lease Considered Y/N N
Rent Control Y/N N
Structure Type House
Standard Status Active
Senior Community None
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Exterior
Fencing Partial
Parking Features Attached Garage Driveway Garage Faces Front Off Street
Water Source Public
Lot Size Area 0.12
Foundation Details Slab
Building Area Total 1116.0
Lot Size Acres 0.12
Lot Size Source Public Records
Waterfront Y/N N
Crops Included Y/N N
Horse Y/N N
Irrigation Water Rights Y/N N
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Internal Only
Street Number 1 1056
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* Excluded Features
List By
United Real Estate Bluegrass

Broker

laurab.united@gmail.com

Email

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Nearby
3290053 Elementary School
3292751 Middle School
Bryan Station High School High School
Pricing History
DatePricePrice ChangeDescription
8/21/2026$299,000 Listed Price

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1056 Winding Oak Trail, Lexington, KY, 40511 is a Single Family Home for sale at $299,000 with 1,116 sqft and a lot size of 0.12. 1056 Winding Oak Trail has 3 bedrooms, 2.0 baths, and was built in 2005. The property's zip code is 40511 which is in Lexington, KY