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Cozy Bedford Stone Gem in Historic Midway! Welcome to 113 Highview Drive—a delightful, low-maintenance single-family home nestled in the heart of scenic Midway, Kentucky. This inviting residence blends vintage character with a quiet, neighborhood-friendly setting just minutes from Midway's charming downtown shops, local restaurants, and bourbon country heritage. A gardener's paradise with six raised beds, cedar greenhouse and plentiful flower beds throughout. Relax in nature on the multi-level decks with the backyard overlooking an 80-acre agriculture field. Have the feeling of living in the country right in town. This home has many updates throughout yet offers great opportunity for your own creativity. The primary bedroom addition was built in 2019 and designed to have a "treehouse" feel as it overlooks the backyard and is greeted by a beautiful and strong Pin Oak tree along with its own deck access.

2 Beds ⋅ 2 Baths ⋅ 26029817 MLS

Cozy Bedford Stone Gem in Historic Midway! Welcome to 113 Highview Drive—a delightful, low-maintenance single-family home nestled in the heart of scenic Midway, Kentucky. This inviting residence blends vintage character with a quiet, neighborhood-friendly setting just minutes from Midway's charming downtown shops, local restaurants, and bourbon country heritage. A gardener's paradise with six raised beds, cedar greenhouse and plentiful flower beds throughout. Relax in nature on the multi-level decks with the backyard overlooking an 80-acre agriculture field. Have the feeling of living in the country right in town. This home has many updates throughout yet offers great opportunity for your own creativity. The primary bedroom addition was built in 2019 and designed to have a "treehouse" feel as it overlooks the backyard and is greeted by a beautiful and strong Pin Oak tree along with its own deck access.

113 Highview Dr, Midway

$629,000

Enjoy the best of Bluegrass living in this custom-built, all-brick ranch home, offered for the first time on the market in 48 years! Beautifully situated on over half an acre with gorgeous views overlooking the surrounding horse farms of Midway, this property offers a special opportunity to own a home with a long history and a beautiful setting. Inside, the home features an updated kitchen and bathrooms, newer appliances, and updated flooring, offering comfortable, move-in-ready living. A newer roof adds peace of mind, while the attached two-car garage provides everyday convenience. One of the standout features is the approximately 400-square-foot detached garage, complete with heating and air conditioning. Whether you envision a workshop, home office, fitness room, hobby space, or additional flex space, the possibilities are endless. Outside, the beautifully landscaped grounds and brick patio create a wonderful setting for relaxing, entertaining, or simply enjoying the scenic surroundings. Located in the heart of Kentucky horse country, Midway offers a charming historic downtown filled with locally owned restaurants, unique boutiques, and inviting places to gather. Enjoy the character of historic Main Street while being just approximately 15 minutes from Versailles, Lexington, and Frankfort. Truly Midway! With its custom-built quality, thoughtful updates, versatile additional space, and picturesque Bluegrass setting, this is a rare opportunity to make a special property your own.

3 Beds ⋅ 2 Baths ⋅ 26029624 MLS

Enjoy the best of Bluegrass living in this custom-built, all-brick ranch home, offered for the first time on the market in 48 years! Beautifully situated on over half an acre with gorgeous views overlooking the surrounding horse farms of Midway, this property offers a special opportunity to own a home with a long history and a beautiful setting. Inside, the home features an updated kitchen and bathrooms, newer appliances, and updated flooring, offering comfortable, move-in-ready living. A newer roof adds peace of mind, while the attached two-car garage provides everyday convenience. One of the standout features is the approximately 400-square-foot detached garage, complete with heating and air conditioning. Whether you envision a workshop, home office, fitness room, hobby space, or additional flex space, the possibilities are endless. Outside, the beautifully landscaped grounds and brick patio create a wonderful setting for relaxing, entertaining, or simply enjoying the scenic surroundings. Located in the heart of Kentucky horse country, Midway offers a charming historic downtown filled with locally owned restaurants, unique boutiques, and inviting places to gather. Enjoy the character of historic Main Street while being just approximately 15 minutes from Versailles, Lexington, and Frankfort. Truly Midway! With its custom-built quality, thoughtful updates, versatile additional space, and picturesque Bluegrass setting, this is a rare opportunity to make a special property your own.

405 Merrywood Dr, Midway

$785,000

A grand dame of historic Midway, this stately 1888 Victorian/Queen Anne residence offers beautiful architectural details along with elegant proportions of the era. Distinguished by its Blue Grass Trust designation, this four-bedroom, two-and-a-half-bath home features stained glass windows & doors throughout, generously sized bedrooms, two staircases—including a beautifully refinished formal staircase—and an exceptional abundance of closets and storage rarely found in a historic home. All windows have been replaced with custom-fitted storm windows and screens throughout, improving energy efficiency, reducing outside noise, and providing a tighter seal against drafts. Formal living and dining rooms offer space for entertaining, while a comfortable den with a gas fireplace just off the kitchen provides a welcoming spot for everyday gathering. Two additional flex spaces on the first floor offer possibilities for home offices, guest accommodations, or additional bedrooms. The large primary suite boasts two cedar-lined closets and a spacious bath with a soaring ceiling, soaking tub, double vanity, and walk-in shower. A convenient second-floor laundry room with utility sink adds everyday practicality, while a generous attic with pull-down stairs provides additional storage and houses a second HVAC unit. Expansive covered porches at the front and rear invite a slower pace—morning coffee overlooking the garden, a quiet afternoon with a book, or evening conversations as the landscape lighting illuminates the grounds. The rear patio incorporates salvaged brick from renowned Dixiana Farm, adding another distinctive connection to the Bluegrass. The backyard, fully enclosed by iron fencing, features lush, established plantings of hydrangeas, holly, clematis, viburnum, and magnolia, complemented by dry-stacked raised stone planting beds and an irrigation system on a separate water meter. Freshly painted siding, predominantly made of durable Hardie board, copper gutters and downspouts, a detached one-car garage, and a Ring security system complete this remarkable residence—a gracious setting for enjoying the charm and rhythms of a beautiful life lived in historic Midway.

4 Beds ⋅ 3 Baths ⋅ 26028276 MLS

A grand dame of historic Midway, this stately 1888 Victorian/Queen Anne residence offers beautiful architectural details along with elegant proportions of the era. Distinguished by its Blue Grass Trust designation, this four-bedroom, two-and-a-half-bath home features stained glass windows & doors throughout, generously sized bedrooms, two staircases—including a beautifully refinished formal staircase—and an exceptional abundance of closets and storage rarely found in a historic home. All windows have been replaced with custom-fitted storm windows and screens throughout, improving energy efficiency, reducing outside noise, and providing a tighter seal against drafts. Formal living and dining rooms offer space for entertaining, while a comfortable den with a gas fireplace just off the kitchen provides a welcoming spot for everyday gathering. Two additional flex spaces on the first floor offer possibilities for home offices, guest accommodations, or additional bedrooms. The large primary suite boasts two cedar-lined closets and a spacious bath with a soaring ceiling, soaking tub, double vanity, and walk-in shower. A convenient second-floor laundry room with utility sink adds everyday practicality, while a generous attic with pull-down stairs provides additional storage and houses a second HVAC unit. Expansive covered porches at the front and rear invite a slower pace—morning coffee overlooking the garden, a quiet afternoon with a book, or evening conversations as the landscape lighting illuminates the grounds. The rear patio incorporates salvaged brick from renowned Dixiana Farm, adding another distinctive connection to the Bluegrass. The backyard, fully enclosed by iron fencing, features lush, established plantings of hydrangeas, holly, clematis, viburnum, and magnolia, complemented by dry-stacked raised stone planting beds and an irrigation system on a separate water meter. Freshly painted siding, predominantly made of durable Hardie board, copper gutters and downspouts, a detached one-car garage, and a Ring security system complete this remarkable residence—a gracious setting for enjoying the charm and rhythms of a beautiful life lived in historic Midway.

304 S Winter St, Midway

$869,900

Set on 2.38 private acres in Fishers Mill Landing, this 5-bedroom, 4.5-bath brick two-story pairs a quiet country setting and views of the surrounding horse farms with an easy drive to Midway, Lexington, Georgetown and Frankfort. Special features include: Two-story foyer * Step-down family room with a cozy raised mantel wood-burning fireplace * Kitchen with center island, walk-in pantry and breakfast nook opening to the deck * Wraparound covered deck with new Trex decking and roof * Primary suite with sitting room, walk-in closet, soaking tub, separate shower and double vanities * All bedrooms upstairs, one with a private bath * Upper-level laundry * Walk-out lower level opening to a brick patio, with 31x19 recreation room, full bath, flex room and second fireplace * 3-car side-entry garage * Upgraded upstairs furnace in 2024 * New gutters and expanded driveway in 2026. Plenty of room to spread out inside and out, just minutes from the shops and restaurants of downtown Midway.

5 Beds ⋅ 5 Baths ⋅ 26029134 MLS

Set on 2.38 private acres in Fishers Mill Landing, this 5-bedroom, 4.5-bath brick two-story pairs a quiet country setting and views of the surrounding horse farms with an easy drive to Midway, Lexington, Georgetown and Frankfort. Special features include: Two-story foyer * Step-down family room with a cozy raised mantel wood-burning fireplace * Kitchen with center island, walk-in pantry and breakfast nook opening to the deck * Wraparound covered deck with new Trex decking and roof * Primary suite with sitting room, walk-in closet, soaking tub, separate shower and double vanities * All bedrooms upstairs, one with a private bath * Upper-level laundry * Walk-out lower level opening to a brick patio, with 31x19 recreation room, full bath, flex room and second fireplace * 3-car side-entry garage * Upgraded upstairs furnace in 2024 * New gutters and expanded driveway in 2026. Plenty of room to spread out inside and out, just minutes from the shops and restaurants of downtown Midway.

130 Lighthouse Way, Midway

$850,000

Historic Victorian Character in the Heart of Midway Step into Midway history at The Teacherage, a distinctive brick residence dating to 1873. Rich in architectural character, this remarkable property features a Victorian-era flair, a mansard-roofed tower, and an ornate cast-iron porch. Originally known as the Midway Hotel, the property later became known as The Teacherage, serving as a boarding house for faculty of Midway College through approximately 1942. Offering over 4,200 square feet of living space, the home features four bedrooms, including a first-floor primary suite with an ensuite bath. The flexible floor plan also includes a front office that could offer the potential for a fifth bedroom, subject to buyer needs and applicable requirements. Jack-and-Jill-style bathroom arrangements provide connections between additional bedrooms. Outside, enjoy a charming landscaped walkway along the side of the home and a welcoming backyard. A former detached garage has been converted into a workshop, offering additional space for hobbies, creative pursuits, or projects. Located within walking distance of Midway's business district, the property is near the community's restaurants, boutiques, gift shops, and coffee shops. The property is zoned B-2, Central Business District, offering an opportunity to explore its potential within this established commercial area. Buyers should independently verify zoning, permitted uses, building details, and any intended modifications with the appropriate authorities. With its historic significance, distinctive architecture, generous interior space, and location near downtown Midway, The Teacherage presents a unique opportunity to own a memorable piece of local history. A one year 2-10 home warranty is provided by the seller.

5 Beds ⋅ 5 Baths ⋅ 26028882 MLS

Historic Victorian Character in the Heart of Midway Step into Midway history at The Teacherage, a distinctive brick residence dating to 1873. Rich in architectural character, this remarkable property features a Victorian-era flair, a mansard-roofed tower, and an ornate cast-iron porch. Originally known as the Midway Hotel, the property later became known as The Teacherage, serving as a boarding house for faculty of Midway College through approximately 1942. Offering over 4,200 square feet of living space, the home features four bedrooms, including a first-floor primary suite with an ensuite bath. The flexible floor plan also includes a front office that could offer the potential for a fifth bedroom, subject to buyer needs and applicable requirements. Jack-and-Jill-style bathroom arrangements provide connections between additional bedrooms. Outside, enjoy a charming landscaped walkway along the side of the home and a welcoming backyard. A former detached garage has been converted into a workshop, offering additional space for hobbies, creative pursuits, or projects. Located within walking distance of Midway's business district, the property is near the community's restaurants, boutiques, gift shops, and coffee shops. The property is zoned B-2, Central Business District, offering an opportunity to explore its potential within this established commercial area. Buyers should independently verify zoning, permitted uses, building details, and any intended modifications with the appropriate authorities. With its historic significance, distinctive architecture, generous interior space, and location near downtown Midway, The Teacherage presents a unique opportunity to own a memorable piece of local history. A one year 2-10 home warranty is provided by the seller.

128 E Bruen St, Midway

$2,420,000

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

$2,420,000

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 ⋅ 26028495 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

$275,000

Enjoy the charm of Midway in this inviting home featuring a large, fully fenced backyard with additional storage sheds. The property offers plenty of off-street parking, including an extra-long driveway and a spacious four car carport. Inside, flexible living spaces provide endless possibilities to customize the home to fit your lifestyle and make it truly your own. Become part of the Midway community and enjoy the convenience of walking to local dinging, shopping, parks, and all that this charming town has to offer. Also existing USDA loan may be assumable, subject to lender/USDA approval and buyer qualification. Buyer to verify all terms and eligibility.

3 Beds ⋅ 2 Baths ⋅ 26023757 MLS

Enjoy the charm of Midway in this inviting home featuring a large, fully fenced backyard with additional storage sheds. The property offers plenty of off-street parking, including an extra-long driveway and a spacious four car carport. Inside, flexible living spaces provide endless possibilities to customize the home to fit your lifestyle and make it truly your own. Become part of the Midway community and enjoy the convenience of walking to local dinging, shopping, parks, and all that this charming town has to offer. Also existing USDA loan may be assumable, subject to lender/USDA approval and buyer qualification. Buyer to verify all terms and eligibility.

237 W Higgins St, Midway

$875,000

Welcome to Fishers Mill Landing, where rural Kentucky charm meets everyday convenience — large lots, horse farms, and the beauty of Elkhorn Creek, yet just minutes to Midway's quaint downtown shops and restaurants. Easy access to Georgetown, Frankfort, and Lexington via I-64, US 421, and US 460. This 4 BR, 4.5 BA home offers over 4,500 finished sq ft plus 1,600+ sq ft of garage and basement storage. The main floor features tall ceilings, a huge primary suite with bath featuring heated tile floors, soaking tub and tile shower, a second en-suite bedroom, separate office with French doors for privacy, formal dining, and an eat-in kitchen that opens to a covered patio overlooking the beautiful backyard. Upstairs, a spacious rec room with window seat joins two more bedrooms and full bath. The basement adds a bar area, fireplace, full bath also with heated tile floors, a clever Murphy bed, and abundant storage. With living rooms on all three levels, there is room for fun and togetherness no matter where you are in this home. Amenities like a 500 gallon buried propane tank, central vac, whole house water filtration, built-ins and upgraded trim are here as expected in a home this well planned. Outside, enjoy fruit trees, a raised bed garden, a play set, and room to relax by the koi pond, under the covered front or back porches, or on the patio by the firepit. A rare blend of space, character, and unbeatable location.

4 Beds ⋅ 5 Baths ⋅ 26022643 MLS

Welcome to Fishers Mill Landing, where rural Kentucky charm meets everyday convenience — large lots, horse farms, and the beauty of Elkhorn Creek, yet just minutes to Midway's quaint downtown shops and restaurants. Easy access to Georgetown, Frankfort, and Lexington via I-64, US 421, and US 460. This 4 BR, 4.5 BA home offers over 4,500 finished sq ft plus 1,600+ sq ft of garage and basement storage. The main floor features tall ceilings, a huge primary suite with bath featuring heated tile floors, soaking tub and tile shower, a second en-suite bedroom, separate office with French doors for privacy, formal dining, and an eat-in kitchen that opens to a covered patio overlooking the beautiful backyard. Upstairs, a spacious rec room with window seat joins two more bedrooms and full bath. The basement adds a bar area, fireplace, full bath also with heated tile floors, a clever Murphy bed, and abundant storage. With living rooms on all three levels, there is room for fun and togetherness no matter where you are in this home. Amenities like a 500 gallon buried propane tank, central vac, whole house water filtration, built-ins and upgraded trim are here as expected in a home this well planned. Outside, enjoy fruit trees, a raised bed garden, a play set, and room to relax by the koi pond, under the covered front or back porches, or on the patio by the firepit. A rare blend of space, character, and unbeatable location.

122 Lighthouse Way, Midway

$1,295,000

Beautiful 52± acres just minutes from downtown Midway with 9 stall horse barn, new fencing, auto waterers, and a spring fed pond. The barn has been recently renovated from top to bottom with new roof, metal siding, steel doors, stamped concrete aisle, 14x13 stalls with custom stall fronts, wash rack, 13x12 feed room, and 40x15 tack room with roughed-in bathroom. The barn loft could be converted to a barn apartment or there are several great build sites for a residence on the property. There is also a brand new 32x72 hoop barn perfect for hay or equipment storage. Just 5 minutes from Downtown Midway, 15 minutes from Frankfort, 20 minutes to the Kentucky Horse Park, and 25 minutes to Lexington. Don't miss out on this wonderful equestrian property!

26021296 MLS

Beautiful 52± acres just minutes from downtown Midway with 9 stall horse barn, new fencing, auto waterers, and a spring fed pond. The barn has been recently renovated from top to bottom with new roof, metal siding, steel doors, stamped concrete aisle, 14x13 stalls with custom stall fronts, wash rack, 13x12 feed room, and 40x15 tack room with roughed-in bathroom. The barn loft could be converted to a barn apartment or there are several great build sites for a residence on the property. There is also a brand new 32x72 hoop barn perfect for hay or equipment storage. Just 5 minutes from Downtown Midway, 15 minutes from Frankfort, 20 minutes to the Kentucky Horse Park, and 25 minutes to Lexington. Don't miss out on this wonderful equestrian property!

1625 Woodlake Rd, Midway

2639 Weisenberger Mill Rd Unit -001, Midway

$840,000

A once in a lifetime opportunity to own 20 acres of prime land in the heart of the bluegrass awaits! Nestled between downtown Lexington, Midway, and Georgetown, this ideal location boasts incredible views for your home or farm... all tucked down a shared paved driveway. This premier land offering backs up to the Elkhorn Creek, but is high enough ground to have no water concerns. Surrounded by boutique horse farms, hay fields, and beautiful new residences, this land has not been available for public purchase in over 100 years! * Water and electric are available.

26019967 MLS

A once in a lifetime opportunity to own 20 acres of prime land in the heart of the bluegrass awaits! Nestled between downtown Lexington, Midway, and Georgetown, this ideal location boasts incredible views for your home or farm... all tucked down a shared paved driveway. This premier land offering backs up to the Elkhorn Creek, but is high enough ground to have no water concerns. Surrounded by boutique horse farms, hay fields, and beautiful new residences, this land has not been available for public purchase in over 100 years! * Water and electric are available.

2639 Weisenberger Mill Rd Unit -001, Midway

$897,900

Coming home never felt so good! This beautiful 10 acre parcel with an open concept 3 bed 2 bath ranch home is yours to love as is or customize to suit. With privacy at its heart, this prime location offering is only minutes from Midway, Lexington, Georgetown, and the highway, making it the ideal blend of accessibility and seclusion. Boasting rich bluegrass soils, flat open spaces, treelined boarders, and paved driveway, this acreage is ready to become the boutique farm of your dreams. Move in and change nothing, or develop it into the estate you never thought you could find! A 2680 sq foot unfishished basement, with 9 foot ceilings is already plumbed for a bathroom and could double your square footage. Additional acreage possible.

3 Beds ⋅ 2 Baths ⋅ 26019997 MLS

Coming home never felt so good! This beautiful 10 acre parcel with an open concept 3 bed 2 bath ranch home is yours to love as is or customize to suit. With privacy at its heart, this prime location offering is only minutes from Midway, Lexington, Georgetown, and the highway, making it the ideal blend of accessibility and seclusion. Boasting rich bluegrass soils, flat open spaces, treelined boarders, and paved driveway, this acreage is ready to become the boutique farm of your dreams. Move in and change nothing, or develop it into the estate you never thought you could find! A 2680 sq foot unfishished basement, with 9 foot ceilings is already plumbed for a bathroom and could double your square footage. Additional acreage possible.

2639 Weisenberger Mill Rd, Midway

$4,999,999

A thoughtfully designed, gated, turnkey horse farm w 121 immaculate, lush acres, with 17, V mesh fenced paddocks and 5 fields, large run in sheds, and automatic waterers. Updated farm managers house and 2 updated tenant houses, 3 barns with a total 54 stalls. Tobacco barn converted into 18 (14 x 14) stalls, covered hay storage, attached office, breeding shed, lab, studio apartment, and additional storage. 2 other barns with 12x12 stalls, and 4 foaling stalls totaling another 36 stalls, large storage barn. Kraft covered euro-cisor, round pen and brand new state of the art, 110 x 220, GGT footing, Fully insulated Indoor arena w/ large viewing room and roll up windows and big ass fans for awesome ventilation. This farm is incredibly well updated from housing to barns to fencing. For history buffs, this farm has ties to Thomas Jefferson and Benjamin Franklin. Indoor arena completed in July, Main house, farm managers house and tenant houses updated 2020, roads paved and over coated in 2019, best soils-double seeded and treated for virtually weed free fields.Barn #1 updated w new stain powder coated stall doors and windows. Kraft covered equicisor 2019. Large barn #3 has a studio apartment connected to the insemination breeding complex. There is ample room to include more apartments, if needed, in this space. Farm is completely move in ready and immaculate.

3 Beds ⋅ 4 Baths ⋅ 26020214 MLS

A thoughtfully designed, gated, turnkey horse farm w 121 immaculate, lush acres, with 17, V mesh fenced paddocks and 5 fields, large run in sheds, and automatic waterers. Updated farm managers house and 2 updated tenant houses, 3 barns with a total 54 stalls. Tobacco barn converted into 18 (14 x 14) stalls, covered hay storage, attached office, breeding shed, lab, studio apartment, and additional storage. 2 other barns with 12x12 stalls, and 4 foaling stalls totaling another 36 stalls, large storage barn. Kraft covered euro-cisor, round pen and brand new state of the art, 110 x 220, GGT footing, Fully insulated Indoor arena w/ large viewing room and roll up windows and big ass fans for awesome ventilation. This farm is incredibly well updated from housing to barns to fencing. For history buffs, this farm has ties to Thomas Jefferson and Benjamin Franklin. Indoor arena completed in July, Main house, farm managers house and tenant houses updated 2020, roads paved and over coated in 2019, best soils-double seeded and treated for virtually weed free fields.Barn #1 updated w new stain powder coated stall doors and windows. Kraft covered equicisor 2019. Large barn #3 has a studio apartment connected to the insemination breeding complex. There is ample room to include more apartments, if needed, in this space. Farm is completely move in ready and immaculate.

3945 W Leestown Rd, Midway

$99,900

Build your dream home on this prime lot in Midway! Connected to water and sewer with a convenient location that is just a short drive into Lexington. (Lot 8)

25507441 MLS

Build your dream home on this prime lot in Midway! Connected to water and sewer with a convenient location that is just a short drive into Lexington. (Lot 8)

275 Northside Dr, Midway

$3,950,000

This expansive, private country farm property covers, 35.8 acres, divided into four distinct pastures of varying size. Property is well-suited for agricultural use, equestrian activities and rural living. Prime, secluded location, 11 miles from Lexington, 12 miles from Frankfort, 1.5 miles from Midway. Immediately adjacent to world-class thoroughbred foaling/boarding/breaking/training facility, Margaux Farm. The house has had a spectacular remodel done by Crawford Builders. It features a gourmet kitchen, with high-end appliances, open to the great room and 18 foot ceilings to complete the effect. The master suite is impeccable, including his and hers closets, fabulous bathroom, private sitting area, and exercise room. The home also features another first floor en suite bedroom. the two bedrooms upstairs are also en suite. There is a fabulous private Office, Butler's pantry, laundry room, covered porch, entertainment room and full bar with a game room. There are 15 deluxe stalls in 2 barns, hay storage, manager's house, run-in sheds, and gated and treelined driveway. Property entrance gate with advanced telephone entry and live streaming video. Whole house emergency generator fueled from underground propane storage. The house is completely integrated with remotely controlled audio/visual/heating control/security camera system!

4 Beds ⋅ 6 Baths ⋅ 26012123 MLS

This expansive, private country farm property covers, 35.8 acres, divided into four distinct pastures of varying size. Property is well-suited for agricultural use, equestrian activities and rural living. Prime, secluded location, 11 miles from Lexington, 12 miles from Frankfort, 1.5 miles from Midway. Immediately adjacent to world-class thoroughbred foaling/boarding/breaking/training facility, Margaux Farm. The house has had a spectacular remodel done by Crawford Builders. It features a gourmet kitchen, with high-end appliances, open to the great room and 18 foot ceilings to complete the effect. The master suite is impeccable, including his and hers closets, fabulous bathroom, private sitting area, and exercise room. The home also features another first floor en suite bedroom. the two bedrooms upstairs are also en suite. There is a fabulous private Office, Butler's pantry, laundry room, covered porch, entertainment room and full bar with a game room. There are 15 deluxe stalls in 2 barns, hay storage, manager's house, run-in sheds, and gated and treelined driveway. Property entrance gate with advanced telephone entry and live streaming video. Whole house emergency generator fueled from underground propane storage. The house is completely integrated with remotely controlled audio/visual/heating control/security camera system!

595 Moores Mill Rd, Midway

$3,950,000

This expansive, private country farm property covers, 35.8 acres, divided into four distinct pastures of varying size. Property is well-suited for agricultural use, equestrian activities and rural living. Prime, secluded location, 11 miles from Lexington, 12 miles from Frankfort, 1.5 miles from Midway. Immediately adjacent to world-class thoroughbred foaling/boarding/breaking/training facility, Margaux Farm. The house has had a spectacular remodel done by Crawford Builders. It features a gourmet kitchen, with high-end appliances, open to the great room and 18 foot ceilings to complete the effect. The master suite is impeccable, including his and hers closets, fabulous bathroom, private sitting area, and exercise room. The home also features another first floor en suite bedroom. the two bedrooms upstairs are also en suite. There is a fabulous private Office, Butler's pantry, laundry room, covered porch, entertainment room and full bar with a game room. There are 15 deluxe stalls in 2 barns, hay storage, manager's house, run-in sheds, and gated and treelined driveway.

4 Beds ⋅ 6 Baths ⋅ 26012105 MLS

This expansive, private country farm property covers, 35.8 acres, divided into four distinct pastures of varying size. Property is well-suited for agricultural use, equestrian activities and rural living. Prime, secluded location, 11 miles from Lexington, 12 miles from Frankfort, 1.5 miles from Midway. Immediately adjacent to world-class thoroughbred foaling/boarding/breaking/training facility, Margaux Farm. The house has had a spectacular remodel done by Crawford Builders. It features a gourmet kitchen, with high-end appliances, open to the great room and 18 foot ceilings to complete the effect. The master suite is impeccable, including his and hers closets, fabulous bathroom, private sitting area, and exercise room. The home also features another first floor en suite bedroom. the two bedrooms upstairs are also en suite. There is a fabulous private Office, Butler's pantry, laundry room, covered porch, entertainment room and full bar with a game room. There are 15 deluxe stalls in 2 barns, hay storage, manager's house, run-in sheds, and gated and treelined driveway.

595 Moores Mill Rd, Midway

$600,000

A nice opportunity for investors and developers for 8.04 acres in the heart of Midway. Property is currently zone R-1B and has access via 2nd Street. This land is within walking distance to downtown Midway and close to I-64 and only 15 minutes to Frankfort or Lexington. This is a prime location with lots of possibilities.

26009053 MLS

A nice opportunity for investors and developers for 8.04 acres in the heart of Midway. Property is currently zone R-1B and has access via 2nd Street. This land is within walking distance to downtown Midway and close to I-64 and only 15 minutes to Frankfort or Lexington. This is a prime location with lots of possibilities.

6888-A Midway Rd, 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

$590,000

Motivated Seller! This property has been in the same family since 1948. Beautiful setting in Franklin County near Versailles, Georgetown and Lexington. Enjoy the large country kitchen, the quiet and the spacious rooms. The house has stairs to a second-floor attic which could be converted into more than storage space. The basement could also be converted into living space. You will find new windows, new HVAC system, new hot water heater and new bathroom fixtures. On the property is a second building that was an apartment at one time and still has a septic tank connected and could have water connected. The home comes with a 1-year home warranty from America's Preferred Home Warranty, Inc which allows the new owner to pick their preferred repair companies. Selling the property AS IS. Inspections welcome.

2 Beds ⋅ 1 Baths ⋅ 26015758 MLS

Motivated Seller! This property has been in the same family since 1948. Beautiful setting in Franklin County near Versailles, Georgetown and Lexington. Enjoy the large country kitchen, the quiet and the spacious rooms. The house has stairs to a second-floor attic which could be converted into more than storage space. The basement could also be converted into living space. You will find new windows, new HVAC system, new hot water heater and new bathroom fixtures. On the property is a second building that was an apartment at one time and still has a septic tank connected and could have water connected. The home comes with a 1-year home warranty from America's Preferred Home Warranty, Inc which allows the new owner to pick their preferred repair companies. Selling the property AS IS. Inspections welcome.

1116 Duckers Rd, Midway

$175,000

Sweet home on First in Midway! Being sold as, family home for approx 45 years. Living room, dining room, two bedrooms, (one no closet) fully equipped kitchen, large bath, utility room, front porch and back deck with walkway to carport. Lovely perennials, storage shed and set up for a generator! This will sell quickly. No contingent offers. Priced for quick sale. Midway!!! Sold as is

2 Beds ⋅ 1 Baths ⋅ 26013223 MLS

Sweet home on First in Midway! Being sold as, family home for approx 45 years. Living room, dining room, two bedrooms, (one no closet) fully equipped kitchen, large bath, utility room, front porch and back deck with walkway to carport. Lovely perennials, storage shed and set up for a generator! This will sell quickly. No contingent offers. Priced for quick sale. Midway!!! Sold as is

318 First St, Midway

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