- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
- Getting Around
- Nearby Homes





Street View
$299,000
Monthly Est:$1,488
3 Beds
- 2 Baths
2 full baths
1,116sqft
1056 Winding Oak Trl, Lexington, KY 40511
$299,000
$1,488/moEst:
Get Pre-Approved
Single Family Residence
Built in 2005
$10/mo HOA
0.12 acre lot
$268/sq.ft
Description
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.
- Houzeo last checked: 12 hours ago
- Listing updated: September 2, 2026 at 10:01 am
- Listing Provided by: Laura Broyles (859) 230-9542 , Lisa L Peel | United Real Estate Bluegrass (859) 800-7355
- Source: Lexington Bluegrass AOR (Imagine) MLS-KY | MLS#: 26021752

Property Details
Status
Pending
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
2005
HOA Fees
$10/mo
Finished Area
1,116 sqft
Lot Size
0.12 acre lot
Basement Area
- sqft
MLS Name
Lexington Bluegrass AOR (Imagine) MLS
MLS Number
26021752
MLS Status
Pending
Days on Market
50
Cumulative Days on Market
11

Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Download App
Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Location
HOA Management
N/A
HOA Fees
$120/ Annually
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Other
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 2
Interior
Window Features
Blinds
Interior Features
Breakfast Bar, Ceiling Fan(s), Eat In Kitchen, Entrance Foyer, Primary Downstairs, Walk In Closet(s)
Appliances
Dishwasher, Disposal, Dryer, Microwave, Oven, Range, Refrigerator, Washer
Sewer
Public Sewer
Heating
Electric
Cooling
Electric
Construction
Year Built
Year Built: 2005
Home type
Single Family Residence
Architectural Style
Ranch
Foundation Details
Slab
Construction Materials
Vinyl Siding, Brick Veneer
Roof
Shingle
Utilities & Energy
Laundry Features
Electric Dryer Hookup, Main Level, Washer Hookup
Parking Features
Attached Garage, Driveway, Garage Faces Front, Off Street
Water Source
Public
Other Features
Subdivision Name
Masterson Station
Community Features
Park, Pool
Patio And Porch Features
Patio, Rear Patio
Price History
| Date | Event | Price |
|---|---|---|
09/02/2026 Source: | Pending | $299,000 $268/sqft |
08/21/2026 Source: | Listed for Sale | $299,000 +12.83% $268/sqft |
05/09/2024 Source: | Price Increased | $265,000 +60.90% $237/sqft |
07/24/2018 Source: | Price Increased | $164,697 +45.11% $148/sqft |
03/01/2016 Source: | Sold | $113,500 $102/sqft |
Getting Around 1056 Winding Oak Trl
Bike Score®
Somewhat Bikeable
22/100
Walk Score®
Car-Dependent
2/100
Transit Score®
Minimal Transit
22/100
Data provided by Redfin
Nearby Homes
Find Homes by Property Features in Lexington, KY
Nearby New Homes For Sale
Based on information from the IMAGINE MLS® through Oct 09, 2026, 02:30PM. Copyrighted by the Imagine MLS®. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data on this website is deemed reliable but is not guaranteed accurate by the MLS. © 2026 IMAGINE MLS®. All Rights Reserved.
Advertising Broker: Donna Mink | Mink Realty









