For Sale
Single family home for sale at 919 Winding Oak Trl, Lexington, KY 40511 | MLS# 26022611 | Listing updated on 2026-10-13
Photo 1 of Single family home for sale at 919 Winding Oak Trl, Lexington, KY 40511 | MLS# 26022611 | Listing updated on 2026-10-13
Photo 2 of Single family home for sale at 919 Winding Oak Trl, Lexington, KY 40511 | MLS# 26022611 | Listing updated on 2026-10-13
Photo 3 of Single family home for sale at 919 Winding Oak Trl, Lexington, KY 40511 | MLS# 26022611 | Listing updated on 2026-10-13
Photo 4 of Single family home for sale at 919 Winding Oak Trl, Lexington, KY 40511 | MLS# 26022611 | Listing updated on 2026-10-13
34+
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Street View

$380,000

Monthly Est:$1,891

  • Beds Icon5 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,300sqft

919 Winding Oak Trl, Lexington, KY 40511

$1,891/moEst:

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  • Single Family Residence

  • Built in 2005

  • $10/mo HOA

  • 0.12 acre lot

  • $115/sq.ft

Description

This Ball Homes Montego floor plan is the perfect blend of space, comfort, and versatility! Offering approximately 3,300 square feet of finished living space, 5 bedrooms, 3.5 baths, a finished walk-out basement, and a 2-car garage, this home provides plenty of room for family, guests, and entertaining. A welcoming two-story foyer with a custom front door opens to the spacious great room, featuring beautiful hardwood floors and a stunning tumbled-marble gas log fireplace—perfect for cozy evenings. The open kitchen offers plenty of room for a table or island, newer upgraded appliances, a nice pantry, crown molding, and a sink overlooking the backyard. A formal dining room provides ample space for family meals and a hutch, while the first-floor bonus/formal living room offers the flexibility to serve as an office, playroom, or additional gathering space. The main level features desirable 9-foot ceilings and updated laminate flooring. Upstairs, you'll find three generously sized bedrooms, including a huge primary suite with a private bath, garden tub, and large walk-in closet. The additional bedrooms also offer excellent space and storage. The finished walk-out basement takes this home to another level, featuring two additional bedrooms, One is non complying, a full bathroom, kitchenette, and spacious family room—an ideal setup for guests, extended family, a mother-in-law suite, or a private recreation area. Outside, enjoy the oversized deck and fenced backyard, creating a wonderful space for relaxing, grilling, and entertaining. With its flexible floor plan, abundant living space, finished walk-out basement, and convenient features, this is so much home for the money! HOA is mandatory but pool membership is optional. The A/C is not working. We are getting a quote to fix. This cost may be added to the offer price. Sold As-Is. Inspections are welcome.

  • Houzeo last checked: 0 minutes ago
  • Listing updated: October 13, 2026 at 8:21 am
  • Listing Provided by: Roger Browning (859) 396-7295 , Christal Browning | Four Seasons Realty (859) 396-7295
  • Source: Lexington Bluegrass AOR (Imagine) MLS-KY | MLS#: 26022611 Lexington Bluegrass AOR (Imagine) MLS-KY

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Fayette County

  • City

    Lexington

  • Neighborhood

    --

  • Year Built

    2005

  • HOA Fees

    $10/mo

  • Finished Area

    3,300 sqft

  • Lot Size

    0.12 acre lot

  • Basement Area

    - sqft

  • MLS Name

    Lexington Bluegrass AOR (Imagine) MLS

  • MLS Number

    26022611

  • MLS Status

    Active

  • Days on Market

    58

  • Cumulative Days on Market

    55

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Location

HOA Management

N/A

HOA Fees

$120/ Annually

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Park Playground Park Playground

Other 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: 5

    Bathrooms: 4

Interior

  • Sewer

    Public Sewer

  • Interior Features

    Ceiling Fan(s), Eat In Kitchen, Entrance Foyer, Walk In Closet(s)

  • Heating

    Heat Pump

  • Flooring

    Laminate, Tile

  • Cooling

    Electric, Heat Pump

  • Window Features

    Blinds

  • Appliances

    Dishwasher, Microwave, Range, Refrigerator

Construction

  • Year Built

    Year Built: 2005

  • Home type

    Single Family Residence

  • Roof

    Dimensional Style

  • Construction Materials

    Vinyl Siding, Brick Veneer

  • Foundation Details

    Concrete Perimeter

Utilities & Energy

  • Water Source

    Public

  • Association Amenities

    Playground, Other

  • Parking Features

    Attached Garage, Driveway

  • Basement

    Finished, Full, Walk Out Access

  • Fireplace Features

    Gas Log, Great Room

  • Laundry Features

    Electric Dryer Hookup, Washer Hookup

Other Features

  • Patio And Porch Features

    Deck

  • Community Features

    Park, Pool

  • Subdivision Name

    Masterson Station

Price History

DateEventPrice

08/20/2026

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #26022611

Price Increased

$399,900 +5.24%

$121/sqft

08/20/2026

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #26022611

Price Decreased

$380,000 -9.52%

$115/sqft

05/09/2026

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #26007554

Listed for Sale

$420,000

$127/sqft

04/16/2026

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #26007554

Pending

$420,000 +13.51%

$127/sqft

05/27/2023

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #23006659

Price Decreased

$370,000 -1.60%

$112/sqft

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Nearby Homes

Based on information from the IMAGINE MLS® through Oct 17, 2026, 10:15PM. 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.

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