Keystokentucky.com Search Results

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

$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

$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

How much is your home worth?

How much is your home worth?