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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

$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

$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

$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

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