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

$110,000

2 Beds ⋅ 1 Baths ⋅ 1355514 MLS

Opportunity awaits with this 2-bedroom, 1-bath single-wide situated on approximately 1.3 acres! Built in 1960, this property offers plenty of potential for a buyer ready to bring their vision and make it their own. Several recent improvements have already been completed, including a metal roof installed in 2023, three new mini-split systems added in 2025, fresh exterior paint completed approximately three months ago, and a back deck built in 2025 surrounding the pool area. The stackable washer and dryer, stove, and refrigerator will remain with the property. With over an acre of land and room to add your own personal touches, this could be a great opportunity for an owner-occupant, investor, or renovation project. Property is being sold as-is.

246 Midway Circle, Midway

Listing courtesy of Amber Vittetoe of MG Rise Real Estate Group.

$1,295,000

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

Listing courtesy of The Prather Team - Michael Prather of Keller Williams Bluegrass Realty.

$290,000

3 Beds ⋅ 2 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

Listing courtesy of Nik Markovich of GSP Homes.

$799,000

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

Listing courtesy of Kristine Cassata of Indigo & Co.

$899,900

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

Listing courtesy of Joe Johnson of Bluegrass Realty & Investments.

$450,000

3 Beds ⋅ 2 Baths ⋅ 1350194 MLS

What an amazing opportunity to own a beautiful 13+ acres of mostly usable land. Ready for a garden, horses, chickens, cows etc. You even get a pond too. When you enter the home you walk into a very large kitchen, dining room and the biggest living room you will ever see. Great for a growing family or for a multi generational family. So much space throughout the entire home. You also get a 2nd kitchen, dining room, living room and bedrooms. Enter down to the finished basement with living area to be used as an office space, craft area or just a place to get away. There is an unfinished area in the basement to be used for whatever your heart desires. New roof and 10 vents installed with new gutters added in 2024, Carrier HVAC has been maintained by a professional and will be installing a new coil. Just bring your vision to make this home yours.

10890 Warrensburg Rd, Midway

Listing courtesy of Sarah Williams of Your Home Sold Guaranteed Real.

$1,295,000

26021296 MLS

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

Listing courtesy of Westin Osborn of Biederman Real Estate.

$840,000

26019967 MLS

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

Listing courtesy of Sarah MacHarg of Kentucky Land and Home.

$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.

$209,900

3 Beds ⋅ 2 Baths ⋅ 1349845 MLS

The yard will be hydro-seeded prior to closing, making it easy to settle in and enjoy your outdoor space. 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. 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.

$485,000

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.

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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.