# 1024 Flanagan Station Road, Winchester, KY 40391 > **TL;DR:** 3bd/2ba single family, $419,000 ($142/sqft), built 1975, 2,942 sqft. > Fireplace, Hardwood, A/C, 2-car garage. Est. $2,241/mo. Listed 108 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $419,000 | | Price/sqft | $142 | | Bedrooms | 3 | | Bathrooms | 2 full | | Square Feet | 2,942 | | Year Built | 1975 | | Lot Size | 387,684 sqft (8.90 acres) | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 108 | ## Why This Home Stands Out - **Hardwood Floors** - Hardwood flooring listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,119 | | Estimated Insurance | $122 | | **Total** | **$2,241** | ## Nearby Schools - **Elementary:** Providence - **Middle:** Clark(Legacy) - **High:** GRC ## Key Amenities - Fireplace - Hardwood - A/C - 2-car garage ## Property Highlights - Built in 1975 - 8.90 acre lot - Fireplace ## Description ### Agent 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! ## Location - **Address:** 1024 Flanagan Station Road, Winchester, KY 40391 - **County:** Clark - **Neighborhood:** Rural - **Coordinates:** 37.937181, -84.210815 - **Google Maps:** https://www.google.com/maps?q=37.937181,-84.210815 ## Listing Agent - **Name:** Brooke Martin - **Brokerage:** Ro&Co Real Estate - **Broker Phone:** (859) 212-6737 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/1024-Flanagan-Station-Rd_Winchester_KY_40391_M31650-37658?f=listhub&s=LBARKY&m=26018911&c=propsimple) ## Photos ![1024 Flanagan Station Road - Photo 1](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f1107415554r.jpg) ![1024 Flanagan Station Road - Photo 2](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f222941112r.jpg) ![1024 Flanagan Station Road - Photo 3](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f4040712379r.jpg) ![1024 Flanagan Station Road - Photo 4](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f3829763366r.jpg) ![1024 Flanagan Station Road - Photo 5](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f2090591097r.jpg) ![1024 Flanagan Station Road - Photo 6](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f2922334891r.jpg) ![1024 Flanagan Station Road - Photo 7](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f4218621497r.jpg) ![1024 Flanagan Station Road - Photo 8](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f1210065790r.jpg) ![1024 Flanagan Station Road - Photo 9](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f582612691r.jpg) ![1024 Flanagan Station Road - Photo 10](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f3450505588r.jpg) ![1024 Flanagan Station Road - Photo 11](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f2912268969r.jpg) ![1024 Flanagan Station Road - Photo 12](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f1688470914r.jpg) ![1024 Flanagan Station Road - Photo 13](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f4248817705r.jpg) ![1024 Flanagan Station Road - Photo 14](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f2332159649r.jpg) ![1024 Flanagan Station Road - Photo 15](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f2827513855r.jpg) ![1024 Flanagan Station Road - Photo 16](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f436268416r.jpg) ![1024 Flanagan Station Road - Photo 17](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f2075017668r.jpg) ![1024 Flanagan Station Road - Photo 18](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f1622719865r.jpg) ![1024 Flanagan Station Road - Photo 19](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f3609906463r.jpg) ![1024 Flanagan Station Road - Photo 20](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f1424560020r.jpg) ![1024 Flanagan Station Road - Photo 21](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f3878117958r.jpg) ![1024 Flanagan Station Road - Photo 22](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f387536506r.jpg) ![1024 Flanagan Station Road - Photo 23](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f3772699643r.jpg) ![1024 Flanagan Station Road - Photo 24](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f1604365891r.jpg) ![1024 Flanagan Station Road - Photo 25](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f2275646590r.jpg) ![1024 Flanagan Station Road - Photo 26](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f520364711r.jpg) ![1024 Flanagan Station Road - Photo 27](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f1777108932r.jpg) ![1024 Flanagan Station Road - Photo 28](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f4222045150r.jpg) ![1024 Flanagan Station Road - Photo 29](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f4181818114r.jpg) ![1024 Flanagan Station Road - Photo 30](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f3450361636r.jpg) ![1024 Flanagan Station Road - Photo 31](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f4207233763r.jpg) ![1024 Flanagan Station Road - Photo 32](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f3693333179r.jpg) ![1024 Flanagan Station Road - Photo 33](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f190837848r.jpg) ![1024 Flanagan Station Road - Photo 34](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f1866789919r.jpg) ![1024 Flanagan Station Road - Photo 35](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f458280375r.jpg) ![1024 Flanagan Station Road - Photo 36](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f2355437292r.jpg) ![1024 Flanagan Station Road - Photo 37](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f2290407302r.jpg) ![1024 Flanagan Station Road - Photo 38](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f3230804649r.jpg) ![1024 Flanagan Station Road - Photo 39](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f3808260996r.jpg) ![1024 Flanagan Station Road - Photo 40](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f593164056r.jpg) ![1024 Flanagan Station Road - Photo 41](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f1617088838r.jpg) ![1024 Flanagan Station Road - Photo 42](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f616342060r.jpg) ![1024 Flanagan Station Road - Photo 43](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f1715084945r.jpg) ![1024 Flanagan Station Road - Photo 44](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f4157947208r.jpg) ![1024 Flanagan Station Road - Photo 45](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f3166347519r.jpg) ![1024 Flanagan Station Road - Photo 46](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f981638524r.jpg) ![1024 Flanagan Station Road - Photo 47](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f883968427r.jpg) ![1024 Flanagan Station Road - Photo 48](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f4168131006r.jpg) ![1024 Flanagan Station Road - Photo 49](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f2463473056r.jpg) ![1024 Flanagan Station Road - Photo 50](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f2867774631r.jpg) ![1024 Flanagan Station Road - Photo 51](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f3706480246r.jpg) ![1024 Flanagan Station Road - Photo 52](http://lh.rdcpix.com/8649870aaed7cd0d29cf5fa100becf21l-f2211503018r.jpg) --- **MLS#:** 26018911 | **Updated:** 2026-10-30 **Source:** listhub *Copyright © 2026 ImagineMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://staging.propertysimple.ai/listing/1024-flanagan-station-road-winchester-ky-40391-c9f52fe46a6740158046df67381e1b53) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/1024-flanagan-station-road-winchester-ky-40391-c9f52fe46a6740158046df67381e1b53#listing", "url": "https://staging.propertysimple.ai/listing/1024-flanagan-station-road-winchester-ky-40391-c9f52fe46a6740158046df67381e1b53", "name": "1024 Flanagan Station Road, Winchester, KY 40391", "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. 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