Courtesy: Key 2 Close Realty, LLC
859-338-7519
Welcome home to this beautifully updated 2-bedroom gem in the heart of Midway! Thoughtfully remodeled with modern touches, this home offers comfort, style, and easy living. Step outside to a large, fully fenced backyard—ideal for gatherings, gardening, or simply unwinding in your own private space. Just minutes from Midway's charming downtown, shops, and restaurants, this home blends small-town charm with everyday convenience.
Courtesy: Indigo & Co
502-735-7475
Situated on 2.41 breathtaking acres just minutes from Georgetown, Frankfort and Lexington, 101 Sandpiper Court offers over 5,500 square feet of beautifully appointed living space in a setting that captures the very best of the Bluegrass. Backing to an Elkhorn Creek tributary and located just a mile from Elkhorn Creek itself, this property blends privacy, recreation and natural beauty. The main level features a generously sized kitchen with cherry cabinetry, granite and GE Profile appliances, spacious living and formal dining rooms, an executive-style primary suite, with heated tile floors and a private office complete with its own bar. Upstairs, three well-designed bedrooms and two baths provide ideal guest accommodations. The finished lower level expands the home's versatility with a bar, kitchenette, home theater, abundant storage, a fifth bedroom and full bath - perfect for in-law or extended guest living. Thoughtful upgrades include newer systems, a two-year-old roof, central vacuum, new garage doors, custom closet systems, plantation shutters and three gas fireplaces. Outdoors, this spectacular lot is the true showpiece with views to be enjoyed from the covered porch or lower level patio. The back yard is completed with an expansive garden space, a fire pit and a scenic creek, with the rare opportunity to enjoy acreage living while remaining conveniently close to town. Do not hesitate on this gorgeous home!
Courtesy: The Brokerage
859-983-7365
This Midway home has a story to tell - it's a joy to show. It is a beautifully cared-for home that is more than a century old yet has updates for modern living. Definitely rich with character and detail, let it tell you it's story when you visit. There are 3 well sized bedrooms, and 2 1/2 baths. The primary and a full bath are on the first level - with the ability for someone to live all on one floor if needed, only limited steps to garage. The primary en-suite even has a walk-in closet, rare for a home of this era. You will also find a delightful cozy library nook that invites quiet reading or a cozy workspace, along with a generously sized living room and dining room (both with fireplaces) perfectly suited for memorable dinners and gatherings. The kitchen truly speaks to the period of origin —featuring an original butler's pantry with second farmhouse sink. This kitchen has handcrafted cabinetry rarely found today, complete with thoughtful details like a flour sifter and built-in cabinet pull-out organizers. A charming pass-through connects the space to the finished keeping area, while a newer gas vintage stove compliments the home's historic vibe. Enjoy peaceful mornings on the screened side porch with a cup of coffee while listening to the sounds of the neighborhood waking up. Outside, a serene patio tucked behind a privacy fence creates the perfect setting for relaxing evenings or entertaining in the quiet backyard. Location is everything with this one, it is just a short stroll from the heart of downtown Midway and Midway University, this historic gem offers the rare opportunity to enjoy small-town charm, walkability, and a home filled with authentic character too. Don't miss a chance to take a look and add your chapter to the story of this home.
Courtesy: CENTURY 21 Simpson & Associates
502-223-1600
Historic Midway Charm located in the heart of Midway. This 3 bedroom 2 bath home offers 1726 sq ft with original hardwood floors, a brick fireplace, and spacious room sizes throughout. The solid brick construction and classic layout provides excellent potential for updates and added value. Ideal for local buyers, first-time homeowners looking to build sweat equity or investors seeking a strong long-term or short-term rental opportunity in a highly desirable location. This is a chance to own in one of Woodford County's most sought-after areas.
Courtesy: Real Broker LLC
855-450-0442
Set across 34 picturesque acres in the heart of Kentucky Horse Country, this exquisite equestrian estate offers the perfect fusion of world-class facilities and refined country living. Located minutes from the Kentucky Horse Park, this facility is designed for professional-level training and competition across disciplines. The centerpiece of the farm is a 19-stall barn featuring 12' x 12' rubber-matted stalls, tongue-and-groove wood finishes, indoor and outdoor wash bays, a heated tack room and bathroom, washer/dryer hookups, and a fully guttered drainage system. The 80' x 160' indoor arena is outfitted with premium Trutek footing and large windows that provide natural light and cross ventilation. The 100' x 200' outdoor arena was completely rebuilt in 2025 with a 7-inch crushed limestone base and 3 inches of mortar sand for exceptional drainage and rideability. Six fenced paddocks, each with individual automatic waterers, are laid out for efficient turnout and easy access to the barn. Additional facilities include a 24' x 60' equipment barn with water and electric, a run-in shed, full RV hookup, and separate utilities for the home and farm—ideal for flexible management or future expansion. Beyond the equestrian facilities, the property's custom five-bedroom home features a walk-out basement, home theater, and expansive living spaces with sweeping views of the pastures, offering the perfect blend of comfort and functionality. Located in one of the most desirable equestrian regions in the country, this property is perfectly suited for professionals, competitors, or discerning enthusiasts seeking a turnkey facility with close proximity to top-tier events, veterinary services, and training circuits.
Courtesy: Real Broker LLC
855-450-0442
Set across 34 picturesque acres in the heart of Kentucky Horse Country, this exquisite equestrian estate offers the perfect fusion of world-class facilities and refined country living. Located minutes from the Kentucky Horse Park, this facility is designed for professional-level training and competition across disciplines. The centerpiece of the farm is a 19-stall barn featuring 12' x 12' rubber-matted stalls, tongue-and-groove wood finishes, indoor and outdoor wash bays, a heated tack room and bathroom, washer/dryer hookups, and a fully guttered drainage system. The 80' x 160' indoor arena is outfitted with premium Trutek footing and large windows that provide natural light and cross ventilation. The 100' x 200' outdoor arena was completely rebuilt in 2025 with a 7-inch crushed limestone base and 3 inches of mortar sand for exceptional drainage and rideability. Six fenced paddocks, each with individual automatic waterers, are laid out for efficient turnout and easy access to the barn. Additional facilities include a 24' x 60' equipment barn with water and electric, a run-in shed, full RV hookup, and separate utilities for the home and farm ideal for flexible management or future expansion. Beyond the equestrian facilities, is a beautifully designed custom five-bedroom home featuring expansive living areas, a walk-out basement, home theater, and sweeping views of the surrounding landscape. Large windows flood the interior with natural light, creating a warm and inviting atmosphere throughout. Thoughtfully designed for both everyday living and entertaining, the home balances comfort with elegance. Located in one of the most desirable equestrian regions in the country, this property is perfectly suited for professionals, competitors, or discerning enthusiasts seeking a turnkey facility with close proximity to top-tier events, veterinary services, and training circuits.
Courtesy: RO&CO Real Estate
859-487-5670
Welcome to 170 Davistown Rd — where timeless country charm meets everyday convenience! Nestled on just under 2+/- acres in the heart of Kentucky's famed horse country, this inviting home offers the best of both worlds: peaceful, scenic living just 5 minutes from historic downtown Midway and only 15 minutes to Lexington via I-64. Imagine hosting dinner parties in your open-concept kitchen, gathering around the fire pit with friends, or simply enjoying the expansive backyard with plenty of room to roam. Whether you're sipping coffee on the porch or entertaining loved ones under the stars, this home is made for connection and comfort. Here, you get the serenity of the countryside with quick access to all the shopping, dining, and amenities the city has to offer. Functional, stylish, and perfectly located—this is Midway living at its finest. Your big ticket items are already done! HVAC and water heater are all five years old, new roof in November 2024, detached garage that can fit all your outdoor equipment - with water and electric already there (Water needs to be connected). There is a cellar that can be used as a storm shelter or additional storage.
Courtesy: Four Seasons Realty
859-396-7295
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!
Courtesy: Keller Williams Bluegrass Realty
859-260-1444
Turnkey Equestrian Facility 16 Stalls 2 Arenas Eurociser 20 Min to KY Horse Park. Exceptional 12.59-acre equestrian farm in Midway, KY, designed for high-level training and year-round use. Features a 100x180 outdoor arena with glacier-sand footing and a fully insulated 80x180 indoor arena with low-dust polytrack. Equine amenities include a 10-stall pony/yearling barn, six 14x14 stalls in the main barn with surveillance, two 80-ft lunge pens, and a 4-bay Eurociser. A spacious 2-bedroom apartment above the barn offers comfortable on-site living or income potential. Additional highlights: fowl barn, stocked pond, 32x70 hoop barn, two 20x30 storage barns, three run-in sheds, 3-bay equipment shed, and pool house with above-ground pool. The property is fenced with 4-board and wire/top board, serviced by two wells, Bar Bar A field waterers, and offers top-grade soils. Zoned A-1 with no HOA. Additional acreage available.
Courtesy: Keller Williams Bluegrass Realty
859-260-1444
Coming in at just under 24 acres total, this Midway farm has it all! Thoughtfully designed by it's present owners, it is ready for some new love! Improvements on it's two parcels include: a 100x180 outdoor arena w/glacier sand, a 10 stall pony/yearling barn, (2) 80 ft lunge pins, a 4 bay Eurociser, a fowl barn, stocked pond, an 32x70 hoop barn, (2) 20x30 storage barns, an 80x180 indoor arena w/ polytrack footing, 6 run in sheds, and the main barn offers (6) 14x14 stalls equipped with surveillance cameras, and an ample two bedroom apartment living quarters up top. Rounding out the farm is a pool house and above ground pool and a 3 bay equipment shed. The property has varying top grade soils on it and combinations of wire/top board fencing to 4 board plank along with Bar Bar A field waterers. Lots of natural elements and is a current working farm. This is the best the Bluegrass has to offer and you owe it to yourself to put your stamp here!
Midway is located in Kentucky. Midway, Kentucky has a population of 1,786. Midway is more family-centric than the surrounding county with 34.5% of the households containing married families with children. The county average for households married with children is 30.26%.
The median household income in Midway, Kentucky is $69,464. The median household income for the surrounding county is $72,765 compared to the national median of $69,021. The median age of people living in Midway is 38.3 years.
The average high temperature in July is 86.2 degrees, with an average low temperature in January of 24.1 degrees. The average rainfall is approximately 45.3 inches per year, with 8.2 inches of snow per year.
