Pending
Price CutPrice Drop: $10K (11/12)
Sale Pending at 1024 Flanagan Sta Rd, Winchester, KY 40391 | MLS# 26018911 | Listing updated on 2026-11-12
Photo 1 of Sale Pending at 1024 Flanagan Sta Rd, Winchester, KY 40391 | MLS# 26018911 | Listing updated on 2026-11-12
Photo 2 of Sale Pending at 1024 Flanagan Sta Rd, Winchester, KY 40391 | MLS# 26018911 | Listing updated on 2026-11-12
Photo 3 of Sale Pending at 1024 Flanagan Sta Rd, Winchester, KY 40391 | MLS# 26018911 | Listing updated on 2026-11-12
Photo 4 of Sale Pending at 1024 Flanagan Sta Rd, Winchester, KY 40391 | MLS# 26018911 | Listing updated on 2026-11-12
48+
Beds Icon

Street View

$419,000

Monthly Est:$2,086

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon2,942sqft

1024 Flanagan Sta Rd, Winchester, KY 40391

$2,086/moEst:

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  • Single Family Residence

  • Built in 1975

  • $-- HOA

  • 8.9 acres lot

  • $142/sq.ft

Description

Nestled on 8.9 picturesque acres just off Boonesboro Road, this one-of-a-kind property offers the perfect blend of character, privacy, and endless potential. Whether you're dreaming of a horse farm, hobby farm, or simply room to roam, this beautiful property provides plenty of space for horses, livestock, gardening, or enjoying peaceful country living. Inside, you'll find a spacious open-concept kitchen that flows into a stunning vaulted-ceiling living room, where a floor-to-ceiling rock fireplace creates a warm and inviting focal point. Expansive windows fill the home with natural light while framing beautiful views of the surrounding acreage. The thoughtfully designed layout features 3 bedrooms and 2 full bathrooms, including a private second-floor primary suite that offers a peaceful retreat from the rest of the home. Just off the back of the home, the sunroom is the perfect place to enjoy your morning coffee or relax while taking in the sunset over your property. The basement offers over 1,350 square feet of unfinished space and is already plumbed for an additional full bathroom, providing endless possibilities for future expansion. Whether you envision additional bedrooms, a second living area, a game room, home gym, or the ultimate entertaining space, it's ready for your personal touch. If you've been searching for a property that offers acreage, character, and room to grow, this rare opportunity is one you won't want to miss. Schedule your private showing today!

  • Houzeo last checked: 0 minutes ago
  • Listing updated: November 12, 2026 at 9:04 pm
  • Listing Provided by: Brooke Martin (606) 484-3844 | RO&CO Real Estate (859) 487-5670
  • Source: Lexington Bluegrass AOR (Imagine) MLS-KY | MLS#: 26018911 Lexington Bluegrass AOR (Imagine) MLS-KY

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Clark County

  • City

    Winchester

  • Neighborhood

    --

  • Year Built

    1975

  • HOA Fees

    -

  • Finished Area

    2,942 sqft

  • Lot Size

    8.9 acres lot

  • Basement Area

    - sqft

  • MLS Name

    Lexington Bluegrass AOR (Imagine) MLS

  • MLS Number

    26018911

  • MLS Status

    Contingent

  • Days on Market

    120

  • Cumulative Days on Market

    118

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

Interior

  • Window Features

    Skylight(s)

  • Sewer

    Septic Tank

  • Flooring

    Carpet, Hardwood, Laminate

  • Cooling

    Electric, Heat Pump

  • Interior Features

    Ceiling Fan(s), Eat In Kitchen

  • Appliances

    Dishwasher, Range

  • Heating

    Electric, Heat Pump

Construction

  • Year Built

    Year Built: 1975

  • Home type

    Single Family Residence

  • Construction Materials

    Wood Siding

  • Foundation Details

    Block

  • Architectural Style

    Contemporary

  • Roof

    Shingle

Utilities & Energy

  • Basement

    Partially Finished

  • Parking Features

    Attached Garage

  • Water Source

    Cistern, Public

  • Utilities

    Electricity Connected

  • Fireplace Features

    Living Room

Other Features

  • Lot Features

    Secluded

  • Subdivision Name

    Rural

Price History

DateEventPrice

11/12/2026

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #26018911

Pending

$419,000

$142/sqft

09/16/2026

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #26018911

Listed for Sale

$419,000 -2.33%

$142/sqft

08/18/2026

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #26018911

Price Decreased

$429,000 -4.45%

$146/sqft

08/04/2026

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #26018911

Price Decreased

$449,000 -3.44%

$153/sqft

07/17/2026

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #26018911

Listed for Sale

$465,000

$158/sqft

Nearby Homes

Based on information from the IMAGINE MLS® through Nov 14, 2026, 03:30PM. 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

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