Midway Real Estate

Welcome to Midway, Kentucky – a charming gem nestled between the bustling cities of Lexington and Frankfort. This picturesque town, with a population of just over 1,500 residents, offers a unique blend of small-town warmth and rich history, making it an ideal place for those seeking a peaceful yet vibrant lifestyle.

Founded in 1830 as a railroad town, Midway has retained much of its historic charm, with beautifully preserved architecture lining its quaint streets. The town is renowned for its vibrant arts scene, local shops, and delightful eateries that showcase the best of Kentucky’s culinary offerings. Stroll through the charming downtown area and discover unique boutiques, antique stores, and art galleries that celebrate the creativity of local artisans.

Outdoor enthusiasts will find plenty to love about Midway. The town is surrounded by lush landscapes and scenic countryside, perfect for hiking, biking, and enjoying the natural beauty of the Bluegrass region. The nearby Elkhorn Creek offers opportunities for fishing and kayaking, while the rolling hills are ideal for horseback riding and exploring the local wildlife.

Midway is also home to the historic Midway University, which adds an educational vibrancy to the community. The university hosts various events throughout the year, fostering a sense of camaraderie among residents and students alike.

With its friendly atmosphere, rich history, and a strong sense of community, Midway is more than just a place to live; it’s a place to call home. Whether you’re looking for a cozy cottage or a charming family home, Midway invites you to experience the beauty and warmth of Kentucky living. Discover your dream property in this enchanting town today!

Newest Listings in Midway

$897,900

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

Listing courtesy of Sarah MacHarg of Kentucky Land and Home.

$4,999,999

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

Listing courtesy of Robin Owens of Kirkpatrick & Company.

$229,900

3 Beds ⋅ 2 Baths ⋅ 1349845 MLS

Brand New. Never Lived In. Move-In Ready. Welcome home to this brand-new 3-bedroom, 2-bath manufactured home situated on a spacious .68-acre lot in the heart of Midway. Thoughtfully designed with an open-concept floor plan, this home offers a bright living area, a functional kitchen, generous bedroom sizes, and ample closet space throughout. The private primary suite features a walk-in shower and plenty of room to unwind, while two additional bedrooms provide flexibility for family, guests, or a home office. Enjoy the peace of mind that comes with owning a home where everything is brand new--ready for its very first owners. Conveniently located about a mile from West Greene County High School, you'll enjoy the feel of country living with everyday conveniences just minutes away. The yard will be hydro-seeded prior to closing, making it easy to settle in and enjoy your outdoor space. Priced at just $229,900, this is an outstanding opportunity to own a brand-new home on nearly three-quarters of an acre. Seller is ready to close--schedule your showing today!

15 4th St, Midway

Listing courtesy of Alexandra Whitmill of Southern Charm Homes.

$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

Listing courtesy of Tom Biederman of Biederman Real Estate.

$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

Listing courtesy of F. Hill Parker of Turf Town Properties.

$239,000

3 Beds ⋅ 2 Baths ⋅ 1349219 MLS

Enjoy peaceful country living in this beautiful ''Sky Blue'' Champion Capstone manufactured home with over 1,800 sq ft of living space. Sitting on a spacious .6 acre lot, this 3BR 2BA home offers a great floorplan for a small family, with light neutral colors throughout and large rooms. Whether you're a first-time homebuyer, looking for space for your family or searching for a quiet place to call home, this property offers exceptional value in a desirable country setting. Home qualifies for FHA/VA/USDA loans. Seller will provide termite treatment for these loans upon request. Buyer or buyer agent to verify all information. *Seller to closing with Patriot title at 422 Shelby St Kingsport TN *

430 McDonald Rd, Midway

Listing courtesy of Jenny Summey of United Real Estate Solutions.

-$1

1348860 MLS

ONLINE LAND AUCTION -- WITH RESERVE • 114.44± ACRES • LITTLE CHUCKY CREEK • MIDWAY, GREENE COUNTY, TN • BIDDING JULY 20 - AUGUST 21 Creek-bottom crop ground, big hardwood ridges, and paved-road frontage -- one farm, every kind of East Tennessee land. Here's your shot at a true Greene County land tract that hasn't been offered to the public in over a decade. 114.44± acres on South Mohawk Road at Midway, Tennessee, selling by online auction, July 20 through August 21, 2026. Little Chucky Creek winds through fertile bottomland that's grown corn, beans, and hay for generations -- roughly 40 acres of Class 1 and 2 Staser, Hamblen, and Whitesburg silt loams, some of the best dirt in the valley. Above it, hardwood ridges climb to 1,280 feet with the kind of cover, water, and terrain that hold deer and turkey year-round. Paved county road frontage, public electric, A-1 agricultural zoning, and low Greenbelt taxes. No house, no clutter, no restrictions on your farming operation -- just land, the way you want to buy it. Sold by recorded survey with a 10% buyer's premium; 10% down at close of bidding, balance in 30 days. Preview days July 20 and August 21, or call and I'll walk it with you -- boots on, markers found. The farmer wants the bottom. The hunter wants the ridge. The builder wants the road frontage. Which tract is yours? Surveyed. Recorded. Ready. The hard part's already done -- all that's left is your bid. The soybean crop doesn't convey with the sale of the property; the seller reserves the rights for the lessee to harvest the soybean crop.

114 Acres S Mohawk Rd, Midway

Listing courtesy of Joey F Haun of Clinch Mountain Realty & Auction.

$439,000

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

Listing courtesy of Kristine Cassata of Indigo & Co.

$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

Listing courtesy of Trina Penn of RE/MAX Creative Realty.

$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

Listing courtesy of April Byers of RE/MAX Elite Lexington.

$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

Listing courtesy of F. Hill Parker of Turf Town Properties.

$3,950,000

4 Beds ⋅ 6 Baths ⋅ 26012105 MLS

595 Moores Mill Rd, Midway

Listing courtesy of F. Hill Parker of Turf Town Properties.

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Listings courtesy of Spartanburg Association of Realtors as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.