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Exceptional 34-Acre Equestrian Estate in Charming Midway, Kentucky Discover the perfect blend of luxury living and premier equestrian amenities on this exceptional 34-acre farm in the heart of picturesque Midway, Kentucky. Thoughtfully designed for both the serious equestrian and those seeking a peaceful Bluegrass lifestyle, this remarkable property offers outstanding facilities, a custom-built residence, and endless possibilities. The equestrian amenities are truly impressive, beginning with a 19-stall barn featuring a heated tack room, feed room, half bath, and both indoor and outdoor wash stalls. A spectacular 80' x 160' indoor arena with premium TruTek footing provides an exceptional year-round training environment, while the expansive 100' x 200' outdoor arena, completely redone in 2025 with upgraded footing and drainage, offers an equally impressive space for riding and training. An additional equipment barn provides ample storage and the potential for six additional stalls, ideal for quarantine. There are six fully fenced paddocks with automatic waterers. There is also a 50 AMP RV Hookup and ample space for visiting trailers. Equally impressive is the custom-designed residence, thoughtfully created with multigenerational living in mind. The main level features a spacious primary suite, two additional bedrooms connected by a Jack-and-Jill bath, and a beautifully appointed chef's kitchen. An upper-level guest suite provides additional privacy and comfort. The bright, expansive walkout lower level is a retreat of its own, complete with a second full chef's kitchen, bedroom, full bath, and generous living, dining, and entertaining spaces. With its own private entrance, this beautifully designed space is ideal for extended family, guests, or farm staff, offering independence without sacrificing connection. A theatre room completes this amazing family home! Whether your vision includes a private equestrian retreat, a professional training operation, or a multigenerational family estate, this extraordinary Midway property offers the rare opportunity to enjoy sophisticated country living alongside exceptional equestrian infrastructure. A truly special offering in the heart of Kentucky's celebrated horse country, where luxury, lifestyle, and functionality come together. Priced well below recent appraisal!

5 Beds ⋅ 5 Baths ⋅ 26028502 MLS

Exceptional 34-Acre Equestrian Estate in Charming Midway, Kentucky Discover the perfect blend of luxury living and premier equestrian amenities on this exceptional 34-acre farm in the heart of picturesque Midway, Kentucky. Thoughtfully designed for both the serious equestrian and those seeking a peaceful Bluegrass lifestyle, this remarkable property offers outstanding facilities, a custom-built residence, and endless possibilities. The equestrian amenities are truly impressive, beginning with a 19-stall barn featuring a heated tack room, feed room, half bath, and both indoor and outdoor wash stalls. A spectacular 80' x 160' indoor arena with premium TruTek footing provides an exceptional year-round training environment, while the expansive 100' x 200' outdoor arena, completely redone in 2025 with upgraded footing and drainage, offers an equally impressive space for riding and training. An additional equipment barn provides ample storage and the potential for six additional stalls, ideal for quarantine. There are six fully fenced paddocks with automatic waterers. There is also a 50 AMP RV Hookup and ample space for visiting trailers. Equally impressive is the custom-designed residence, thoughtfully created with multigenerational living in mind. The main level features a spacious primary suite, two additional bedrooms connected by a Jack-and-Jill bath, and a beautifully appointed chef's kitchen. An upper-level guest suite provides additional privacy and comfort. The bright, expansive walkout lower level is a retreat of its own, complete with a second full chef's kitchen, bedroom, full bath, and generous living, dining, and entertaining spaces. With its own private entrance, this beautifully designed space is ideal for extended family, guests, or farm staff, offering independence without sacrificing connection. A theatre room completes this amazing family home! Whether your vision includes a private equestrian retreat, a professional training operation, or a multigenerational family estate, this extraordinary Midway property offers the rare opportunity to enjoy sophisticated country living alongside exceptional equestrian infrastructure. A truly special offering in the heart of Kentucky's celebrated horse country, where luxury, lifestyle, and functionality come together. Priced well below recent appraisal!

3200 Fishers Mill Rd, Midway

$825,000

Spacious, well-maintained home situated on the bank of the South Elkhorn Creek just outside of historic Midway, KY. Enjoy the convenience of being located 20 minutes +/- from downtown Lexington, Georgetown, Frankfort, Versailles, Keeneland, and the Bluegrass airport. The entrance to South Elkhorn Bend subdivision winds through an active horse farm, leading to the end of a Cul-de-sac where you will find 120 Elkhorn Bend Drive, a beautiful, 4800 sq ft plus brick home. The main floor features spectacular views of the creek and surrounding farmland from the primary bedroom, living room, and a large eat-in kitchen that leads to a partially covered deck, perfect for entertaining and enjoying sunset family meals. The primary suite includes two walk-in closets, a large bathroom with double bowl vanities, linen closet, jacuzzi tub, and a walk-in shower with two shower heads. Also located on the first floor is a secondary bedroom, adjoining full bathroom, first floor laundry room, and an impressive 2.5+ car garage with ample storage, perfect for the car enthusiast. The walkout basement features a generous open floor plan with lots of natural light highlighted by a stunning stone fireplace, and a large patio accessed by two separate entrances. Other features include a finished half bathroom that could easily be converted into a full bathroom, mechanical room (with a built in safe), and a fully roughed in secondary bathroom, making the entire package a plug and play canvas to add an in-law suite, additional bedroom/rooms, or the perfect entertaining space. Whether you enjoy fishing, kayaking, or birdwatching, this property offers amazing private access to one of the best smallmouth fisheries in Central Kentucky mere steps from the back door. Houses in this lovely neighborhood and incredible location do not come available very often. Make an appointment to view this truly special listing today! New roof as of 2023, and new HVAC system as of 2022. * Exact square footage and property lines to be verified by buyer or buyer's agent. Property to be sold in as is condition, with inspections welcome.

2 Beds ⋅ 3 Baths ⋅ 26027774 MLS

Spacious, well-maintained home situated on the bank of the South Elkhorn Creek just outside of historic Midway, KY. Enjoy the convenience of being located 20 minutes +/- from downtown Lexington, Georgetown, Frankfort, Versailles, Keeneland, and the Bluegrass airport. The entrance to South Elkhorn Bend subdivision winds through an active horse farm, leading to the end of a Cul-de-sac where you will find 120 Elkhorn Bend Drive, a beautiful, 4800 sq ft plus brick home. The main floor features spectacular views of the creek and surrounding farmland from the primary bedroom, living room, and a large eat-in kitchen that leads to a partially covered deck, perfect for entertaining and enjoying sunset family meals. The primary suite includes two walk-in closets, a large bathroom with double bowl vanities, linen closet, jacuzzi tub, and a walk-in shower with two shower heads. Also located on the first floor is a secondary bedroom, adjoining full bathroom, first floor laundry room, and an impressive 2.5+ car garage with ample storage, perfect for the car enthusiast. The walkout basement features a generous open floor plan with lots of natural light highlighted by a stunning stone fireplace, and a large patio accessed by two separate entrances. Other features include a finished half bathroom that could easily be converted into a full bathroom, mechanical room (with a built in safe), and a fully roughed in secondary bathroom, making the entire package a plug and play canvas to add an in-law suite, additional bedroom/rooms, or the perfect entertaining space. Whether you enjoy fishing, kayaking, or birdwatching, this property offers amazing private access to one of the best smallmouth fisheries in Central Kentucky mere steps from the back door. Houses in this lovely neighborhood and incredible location do not come available very often. Make an appointment to view this truly special listing today! New roof as of 2023, and new HVAC system as of 2022. * Exact square footage and property lines to be verified by buyer or buyer's agent. Property to be sold in as is condition, with inspections welcome.

120 Elkhorn Bend Dr, Midway

$1,250,000

Welcome to 136 Seahawk Trail, where refined living meets the unmistakable beauty of Kentucky's Bluegrass. Perfectly positioned between the historic downtowns of Midway and Georgetown, with Lexington and Frankfort just a short drive away, this beautifully reimagined residence offers the rare combination of privacy, convenience and resort-inspired living. Recently and extensively remodeled, the home showcases a gorgeous new kitchen designed to become the heart of everyday living and entertaining. The coveted main-level primary suite provides a private retreat, highlighted by a beautifully remodeled ensuite bath. Upstairs, three additional bedrooms and two full baths provide generous accommodations, while the finished lower level offers the flexibility of a fifth bedroom with an additional full bath. Yet it may be what lies beyond the walls that truly sets this property apart. Situated on a private two-acre setting with a wooded backdrop adjoining picturesque horse country, the views deliver a quintessential Kentucky experience. The sellers thoughtfully expanded the outdoor living spaces to create a private resort of their own, anchored by a luxurious pool with a striking modern waterfall feature and sun shelf—perfect for relaxing in the water while soaking up a little Kentucky sunshine. The finished walkout basement was made for entertaining, featuring a spacious gathering area and wet bar with full-size refrigerator that transitions effortlessly to the covered patio. Step outside to the hot tub, catch the game on the outdoor TV, lounge poolside, or simply enjoy an evening overlooking the surrounding countryside. From summer afternoons by the pool to cool evenings under the covered patio, this is a home designed to be enjoyed in every season. Two private acres. Horse-country views. Beautifully remodeled interiors. Exceptional outdoor living. And a location that puts some of Central Kentucky's most beloved communities within easy reach. 136 Seahawk Trail isn't simply a place to come home to, t's a place you'll rarely want to leave.

5 Beds ⋅ 5 Baths ⋅ 26024375 MLS

Welcome to 136 Seahawk Trail, where refined living meets the unmistakable beauty of Kentucky's Bluegrass. Perfectly positioned between the historic downtowns of Midway and Georgetown, with Lexington and Frankfort just a short drive away, this beautifully reimagined residence offers the rare combination of privacy, convenience and resort-inspired living. Recently and extensively remodeled, the home showcases a gorgeous new kitchen designed to become the heart of everyday living and entertaining. The coveted main-level primary suite provides a private retreat, highlighted by a beautifully remodeled ensuite bath. Upstairs, three additional bedrooms and two full baths provide generous accommodations, while the finished lower level offers the flexibility of a fifth bedroom with an additional full bath. Yet it may be what lies beyond the walls that truly sets this property apart. Situated on a private two-acre setting with a wooded backdrop adjoining picturesque horse country, the views deliver a quintessential Kentucky experience. The sellers thoughtfully expanded the outdoor living spaces to create a private resort of their own, anchored by a luxurious pool with a striking modern waterfall feature and sun shelf—perfect for relaxing in the water while soaking up a little Kentucky sunshine. The finished walkout basement was made for entertaining, featuring a spacious gathering area and wet bar with full-size refrigerator that transitions effortlessly to the covered patio. Step outside to the hot tub, catch the game on the outdoor TV, lounge poolside, or simply enjoy an evening overlooking the surrounding countryside. From summer afternoons by the pool to cool evenings under the covered patio, this is a home designed to be enjoyed in every season. Two private acres. Horse-country views. Beautifully remodeled interiors. Exceptional outdoor living. And a location that puts some of Central Kentucky's most beloved communities within easy reach. 136 Seahawk Trail isn't simply a place to come home to, t's a place you'll rarely want to leave.

136 Seahawk Trl, Midway

$1,420,000

Exceptional Brick Ranch with Expansive Walk-Out Basement on 11.14 Private Acres — Just Minutes from Downtown Midway, KY! Welcome to your private retreat — a rare opportunity to own a beautifully constructed, approximately 5,000 SF custom brick ranch home situated on over 11 tranquil acres located just 4 miles from the vibrant and historic downtown Midway. This estate with its panoramic views offers the perfect blend of timeless charm, privacy, and flexible living spaces — including potential for multi-generational living, equestrian use, and future expansion. Step through the front door into an expansive, light-filled open floor plan designed for both comfortable living and elegant entertaining. At the heart of the home is a truly breathtaking two-story natural stone fireplace, serving as both a visual centerpiece and cozy gathering spot in the vaulted great room. One of the most exciting and valuable aspects of this property is the approx. 5,700 square ft walk-out basement. It is already partially finished with drywall, electrical, roughed-in plumbing for 2 full baths & kitchenette, also has a functioning laundry room. The basement is a blank canvas for you to make it your own! Some photos are VIRTUALLY STAGED for inspiration purposes only. Note: Sellers require 48 hours notice for showings and a preapproval letter, please.

4 Beds ⋅ 4 Baths ⋅ 26012411 MLS

Exceptional Brick Ranch with Expansive Walk-Out Basement on 11.14 Private Acres — Just Minutes from Downtown Midway, KY! Welcome to your private retreat — a rare opportunity to own a beautifully constructed, approximately 5,000 SF custom brick ranch home situated on over 11 tranquil acres located just 4 miles from the vibrant and historic downtown Midway. This estate with its panoramic views offers the perfect blend of timeless charm, privacy, and flexible living spaces — including potential for multi-generational living, equestrian use, and future expansion. Step through the front door into an expansive, light-filled open floor plan designed for both comfortable living and elegant entertaining. At the heart of the home is a truly breathtaking two-story natural stone fireplace, serving as both a visual centerpiece and cozy gathering spot in the vaulted great room. One of the most exciting and valuable aspects of this property is the approx. 5,700 square ft walk-out basement. It is already partially finished with drywall, electrical, roughed-in plumbing for 2 full baths & kitchenette, also has a functioning laundry room. The basement is a blank canvas for you to make it your own! Some photos are VIRTUALLY STAGED for inspiration purposes only. Note: Sellers require 48 hours notice for showings and a preapproval letter, please.

1599 Woodlake Rd, Midway

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