Midway Real Estate

Midway Real Estate

Welcome to Midway, Kentucky – a charming small town that beautifully blends rich history with modern living. Nestled in the heart of the Bluegrass region, Midway is renowned for its picturesque landscapes, friendly community, and vibrant local culture. With a population of just over 1,500 residents, it offers a tight-knit community feel while still being conveniently located near larger cities like Lexington and Frankfort.

Midway's historic downtown area is a delightful mix of quaint shops, delightful eateries, and beautifully preserved architecture, making it a perfect spot for leisurely strolls and weekend outings. The town is also home to the Midway University, which adds an educational vibrancy to the community and hosts various events throughout the year, fostering a sense of camaraderie among residents and visitors alike.

Nature enthusiasts will appreciate the surrounding lush greenery and scenic horse farms that define the Bluegrass region. With numerous parks and trails nearby, outdoor activities such as hiking, biking, and horseback riding are easily accessible. Additionally, Midway is known for its equestrian culture, and horse lovers will find plenty to admire in the rolling pastures and stables that dot the landscape.

Whether you're looking to settle down in a peaceful environment or seeking a charming getaway, Midway offers a unique blend of Southern hospitality and modern conveniences. With its rich history, community spirit, and breathtaking surroundings, Midway, Kentucky, is not just a place to live – it’s a place to call home.

Newest Listings in Midway

120 Elkhorn Bend Dr, Midway
$849,900
2 Beds ⋅ 3 Baths ⋅ 26027774 MLS
Spacious, well-maintained home situated on the bank of the South Elkhorn Creek just outside of historic Midway, KY. Enjoy the convenience of being located 20 minutes +/- from downtown Lexington, Georgetown, Frankfort, Versailles, Keeneland, and the Bluegrass airport. The entrance to South Elkhorn Bend subdivision winds through an active horse farm, leading to the end of a Cul-de-sac where you will find 120 Elkhorn Bend Drive, a beautiful, 4800 sq ft plus brick home. The main floor features spectacular views of the creek and surrounding farmland from the primary bedroom, living room, and a large eat-in kitchen that leads to a partially covered deck, perfect for entertaining and enjoying sunset family meals. The primary suite includes two walk-in closets, a large bathroom with double bowl vanities, linen closet, jacuzzi tub, and a walk-in shower with two shower heads. Also located on the first floor is a secondary bedroom, adjoining full bathroom, first floor laundry room, and an impressive 2.5+ car garage with ample storage, perfect for the car enthusiast. The walkout basement features a generous open floor plan with lots of natural light highlighted by a stunning stone fireplace, and a large patio accessed by two separate entrances. Other features include a finished half bathroom that could easily be converted into a full bathroom, mechanical room (with a built in safe), and a fully roughed in secondary bathroom, making the entire package a plug and play canvas to add an in-law suite, additional bedroom/rooms, or the perfect entertaining space. Whether you enjoy fishing, kayaking, or birdwatching, this property offers amazing private access to one of the best smallmouth fisheries in Central Kentucky mere steps from the back door. Houses in this lovely neighborhood and incredible location do not come available very often. Make an appointment to view this truly special listing today! * Exact square footage and property lines to be verified by buyer or buyer's agent. Property to be sold in as is condition, with inspections welcome.

120 Elkhorn Bend Dr, Midway
136 Seahawk Trail, Midway
$1,250,000
5 Beds ⋅ 5 Baths ⋅ 1730415 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.

136 Seahawk Trail, Midway
136 Seahawk Trl, Midway
$1,250,000
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
237 W Higgins St, Midway
$282,500
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. Also existing USDA loan may be assumable, subject to lender/USDA approval and buyer qualification. Buyer to verify all terms and eligibility.

237 W Higgins St, Midway
122 Lighthouse Way, Midway
$875,000
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
1625 Woodlake Rd, Midway
$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
2639 Weisenberger Mill Rd Unit -001, Midway
$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
2639 Weisenberger Mill Rd, 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
3945 W Leestown Rd, Midway
$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
212 W Main St, Midway
$385,000
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
275 Northside Dr, 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
595 Moores Mill Rd, 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
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