Midway Real Estate

Midway Real Estate

Welcome to Midway, Kentucky – a hidden gem that beautifully marries small-town charm with a vibrant community spirit. Nestled conveniently between the bustling cities of Lexington and Frankfort, Midway offers residents the perfect blend of tranquility and accessibility. Known for its picturesque landscapes and rich history, this quaint town is a delightful place to call home.

Midway is renowned for its historic downtown area, where you can stroll along tree-lined streets and admire beautifully preserved 19th-century buildings. The town’s unique character is further enhanced by an array of local boutiques, charming cafes, and family-owned shops that invite you to explore and enjoy the slower pace of life. The Midway Farmers Market, held weekly, showcases local produce and crafts, encouraging a strong sense of community and support for local artisans.

For nature enthusiasts, Midway is surrounded by rolling hills and scenic views, making it an ideal spot for outdoor activities. With access to nearby parks and trails, residents can enjoy hiking, biking, and leisurely walks while soaking in the beauty of Kentucky's countryside. The town also hosts various events throughout the year, including festivals and parades that bring residents together, fostering a sense of belonging and camaraderie.

Education is highly valued in Midway, with access to excellent schools and a commitment to nurturing the next generation. Whether you’re looking for a peaceful retreat or a close-knit community, Midway, KY, offers an inviting atmosphere that makes it a wonderful place to live, work, and play. Discover the charm of Midway and find your perfect home in this enchanting town today!

Newest Listings in Midway

$495,000
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
$435,000
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
$460,000
4 Beds ⋅ 3 Baths ⋅ 26018990 MLS
Professional photos coming soon! 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.

419 Mill Rd, Midway
$417,000
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
$99,900
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
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
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
$2,680,000
5 Beds ⋅ 5 Baths ⋅ 26008218 MLS
Minutes from the charming town of Midway and conveniently positioned for easy access to the Kentucky Horse Park, this 34-acre equine facility — complete with a custom five-bedroom home, a 19-stall barn and both indoor and outdoor arenas — is built for the serious equestrian. The farm infrastructure is extensive and well-appointed. The barn is finished to a high standard with quality stalls, a heated tack room and bathroom, and indoor and outdoor wash bays. The outdoor arena was completely rebuilt in 2025 with upgraded footing for exceptional performance in any weather, and the indoor arena is equipped with premium Trutek footing and designed to ride comfortably year-round. Six paddocks each have individual automatic waterers. Additional support facilities include a run-in shed, an oversized equipment barn with water and electric, and a full RV hookup. The custom home is designed for livability, with the primary suite, two additional bedrooms with a jack-and-jill bath, and a dedicated office all on the main floor. The lower level can function as a fully independent suite with its own living area, full kitchen, bedroom suite, home theater, and walk-out access — ideal for farm management, extended family, or guest accommodations. The home and farm are on separate utilities for easy management.

3200 Fishers Mill Rd, Midway
$900,000
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
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
$395,000
3 Beds ⋅ 3 Baths ⋅ 26009029 MLS
Take a look at this brick ranch home in the heart of Midway! Large kitchen with stainless appliances and granite countertops, 3 bedrooms, 2.5 bathrooms, large family room with fireplace, dining room and all on a large lot. Partial walkout basement for storage, crafting or man cave. Nice large garage and a very nice blacktop driveway. This one won't last long, call to schedule your showing today!

6888 Midway Rd, Midway
$614,500
2 Beds ⋅ 1 Baths ⋅ 26015758 MLS
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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