Midway Real Estate

Midway Real Estate

Welcome to Midway, Kentucky – a charming gem nestled in the heart of the Bluegrass State! This picturesque city, with a population of just over 1,600 residents, offers a delightful blend of small-town charm and rich history, making it an ideal place to call home.

Founded in the 1830s as a railroad town, Midway has maintained its historic allure while embracing modern conveniences. The city is renowned for its beautifully preserved architecture, including the iconic Midway Depot, which serves as a reminder of its vibrant past. Strolling through the tree-lined streets, you’ll discover a variety of quaint shops, inviting cafes, and delightful eateries that reflect the warmth and friendliness of the community.

Midway is also home to several annual events that bring residents together, such as the Midway Fall Festival and the Midway Music Festival, showcasing local talent and fostering a strong sense of community spirit. For nature enthusiasts, the nearby parks and trails offer ample opportunities for outdoor recreation, from hiking and biking to picnicking under the shade of towering trees.

Education is a priority in Midway, with access to quality schools and the nearby Midway University, which contributes to the city’s vibrant atmosphere. With its ideal location just a short drive from Lexington, residents enjoy the tranquility of small-town living while being close to the amenities of a larger city.

Midway, Kentucky, is more than just a place to live; it’s a community that embraces its heritage while looking forward to a bright future. Discover the charm of Midway and find your perfect home in this delightful city!

Newest Listings in Midway

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

3 Beds ⋅ 1 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.

237 W Higgins St, Midway

5 Beds ⋅ 4 Baths ⋅ 26022885 MLS

Set on 2.88 acres—one of the largest lots in Fisher Mill, 119 Seahawk Trail offers the space, setting and floor plan that are increasingly hard to find. Built in 2003, this well-established home is ready for its next owner to bring a fresh perspective and make it their own. The main level features both the primary suite and a guest suite, offering flexibility for everyday living, guests or multigenerational needs. Upstairs, you'll find two additional bedrooms connected by a Jack-and-Jill bath, along with a generously sized bonus room. The basement adds even more versatility with an additional bedroom and bath, living and flex space plus a storm shelter. With nearly three acres, there's plenty of room to enjoy the outdoors, create gardens, entertain or simply appreciate a little more privacy between neighbors. Fisher Mill is known for its large homesites, executive feel and convenient location between Midway, Georgetown and Lexington. For the buyer willing to add their own updates and style, this property offers an exceptional opportunity to create something special in a setting worth investing in.

119 Seahawk Trl, Midway

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

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

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

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

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

2 Beds ⋅ 2 Baths ⋅ 26020088 MLS

The newly renovated Nave-Werhle House is available for purchase. This charming cottage dates to 1877 and is beautifully situated on S. Winter Street in Midway Kentucky. The location is superb, just steps from the Downtown Midway and all of the amenities offered there. The home has been tastefully renovated recently with a new Kitchen and high quality appliances, new primary bathroom with large walk in shower, and newly painted inside and out! Other features include very nice hardwood floors, 10ft ceilings, vaulted ceiling in the primary bedroom, large walk in closet, built in cabinetry in the family room, a charming front porch and side deck/porch, a 1 car detached garage with carport and basement storage area. While technically a two bedroom, two bath residence, it is currently configured as three bedrooms. Take your pick...either way this a great house in an awesome location.

208 S Winter St, Midway

2 Beds ⋅ 2 Baths ⋅ 26019469 MLS

One of Midway's oldest homes has been updated throughout and features a new porch overlooking a private garden area with lots of landscaping. The updated, chef's kitchen is open to the living room with French doors onto the large private deck. There is also a 1st floor primary bedroom and bathroom. The second floor features a bedroom, full bathroom, and an office or third bedroom area. The private yard is fenced and has a large storage building with room for a workshop and storage. The house has plenty of it's own off-street parking.

212 W Main St, Midway

4 Beds ⋅ 3 Baths ⋅ 26018990 MLS

Welcome to 419 Mill Street, where the charm of Midway meets the peaceful beauty of Kentucky farm country. Nestled on a quiet cul-de-sac and backing to picturesque farmland, this thoughtfully built home offers the perfect blend of small-town character, quality craftsmanship, and everyday comfort. Designed for convenient one-level living, the home features a first-floor primary suite and first-floor laundry, making daily life effortless. Upstairs, you'll find three additional bedrooms and a full bath, providing plenty of room for family and guests. A spacious unfinished bonus room offers abundant storage or the opportunity to create a home office, media room, playroom, or additional living space tailored to your needs. Well maintained and built with lasting quality, this home provides an exceptional foundation while offering the opportunity to add your own personal style over time. Step outside to enjoy peaceful farm views, quiet evenings, and the kind of setting that reminds you why so many people dream of living in Midway. Just minutes from Midway's historic downtown, you'll enjoy locally owned restaurants, charming boutiques, and the welcoming community that has made this one of Central Kentucky's most beloved small towns. Conveniently located between Lexington, Georgetown, and Frankfort, 419 Mill Street offers the best of Kentucky living—where life feels a little slower, a little quieter, and a little more connected to what matters most. Property is under contract with contingency and 24 hour kickout.

419 Mill Rd, Midway

3 Beds ⋅ 3 Baths ⋅ 26017279 MLS

Rare opportunity to own a charming home in the highly sought-after town of Midway, KY! This beautiful home is nestled against picturesque farmland, and offers peaceful views where you can relax and watch the cows graze from your own backyard. Step inside the entry to discover beautiful new engineered hardwood flooring throughout the main level & a new front storm door that welcomes you home. Fresh new carpet has been installed in all 3 bedrooms, creating a warm and comfortable retreat. The beautifully renovated primary bathroom on the first level, features a stunning new tiled walk-in shower, stylish vanity w/granite countertop, faucets, fixtures, and toilet, as well as new wallpaper. Enjoy entertaining in the open vaulted living and kitchen area. Upstairs, you'll find a bonus room that's perfect for a home office, fitness, playroom or flex space to fit your lifestyle. The second floor bath has also been tastefully updated with new tile flooring, vanity, countertop, faucet and towel fixtures. New water heater and garage door replaced , along with a fairly new HV/AC to give a new owner peace of mind. If you have been searching for small town charm with modern updates and serene countryside views, this exceptional home is one you won't want to miss.!!! Call for a showing today.

130 Carriage Ln, Midway

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