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Midway, KY Houses for Sale

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  • /78

    $1,450,000

    • 4 Beds
    • 3.5 Baths
    • 5,033 Sq Ft

    1599 Woodlake Rd, Midway, KY 40347

    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

    Christal Browning Four Seasons Realty

    1599 Woodlake Rd, Midway, KY 40347
  • /52

    $489,000

    • 4 Beds
    • 2 Baths
    • 2,829 Sq Ft

    2722 Leestown Rd, Midway, KY 40347

    Spacious 4-bedroom, 2-bath home on 1.98 acres in Frankfort, KY, offering the perfect blend of privacy and convenience. Located only minutes from Frankfort dining/shopping/recreation or downtown Lexington, this property provides easy access to city amenities while maintaining a peaceful, country setting. The home features a functional layout with multiple living areas and a Murphy bed in the

    David Dooley CENTURY 21 Simpson & Associates

    2722 Leestown Rd, Midway, KY 40347
  • /24

    $260,000

    • 3 Beds
    • 1 Bath

    421 Elkton Place, Midway, KY 40347

    Welcome to 421 Elkton Place in Midway, KY - a beautifully renovated 3-bedroom, 1-bath home offering 1,056 square feet of modern, move-in-ready living space. Recently relisted with a brand new HVAC system, this home now offers even greater value and long-term peace of mind for its next owner. Inside, you'll find stylish modern updates throughout, including updated flooring, fresh paint,

    Hunter Miller GSP Homes

    421 Elkton Place, Midway, KY 40347
  • /37

    $269,900

    • 3 Beds
    • 2 Baths
    • 1,726 Sq Ft

    224 E Cross St, Midway, KY 40347

    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

    Lisa Prather CENTURY 21 Simpson & Associates

    224 E Cross St, Midway, KY 40347
  • /79

    $2,725,000

    • 5 Beds
    • 6 Baths
    • 6,152 Sq Ft

    3200 Fishers Mill Rd, Midway, KY 40347

    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'

    Kenny Whalen Real Broker LLC

    3200 Fishers Mill Rd, Midway, KY 40347
  • /97

    $1,550,000

    • 2 Beds
    • 1.5 Baths
    • 1,914 Sq Ft

    106 Sand Piper Ct, Midway, KY 40347

    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

    Mohamed Mahmoud Keller Williams Bluegrass Realty

    106 Sand Piper Ct, Midway, KY 40347
  • /108

    $2,200,000

    • 2 Beds
    • 1.5 Baths
    • 1,914 Sq Ft

    140 Seahawk Trail, Midway, KY 40347

    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/

    Mohamed Mahmoud Keller Williams Bluegrass Realty

    140 Seahawk Trail, Midway, KY 40347

Why Live in Midway

Midway, Kentucky, is a historical rural township founded in the 1830s, known for its charming railroad town architecture and vibrant community festivals. The town features a variety of home styles, including Craftsman, Colonial Revival, Cape Cod, and ranch-style homes, with prices ranging from $150,000 to $680,000. The countryside also offers horse farms and farmhouses on large lots. Main Street, locally known as Railroad Street, is lined with small shops and dining options such as The Brown Barrel & Blind Harry’s, The Goose & Gander, and Heirloom. For outdoor activities, Walter Bradley Park provides 4 miles of walking trails, a picnic area, and a dog park. Midway University offers athletic facilities and the Thoroughbred Theatre hosts plays and live music. The town is renowned for its seasonal festivals, including the Midway Fall Festival and the Midway Bourbon & Blues Festival. Families have access to highly rated schools like Northside Elementary School, Royal Spring Middle School, and Woodford County High School. Midway is centrally located, being 7.7 miles from Versailles, 10 miles from Georgetown, and 15 miles from Downtown Lexington.

Home Trends in Midway, KY

Housing Trends

Median Sale Price
$350,000
Median Single Family Sale Price
$350,000
Median Townhouse Sale Price
$260,000
Average Price Per Sq Ft
$258
Number of Homes for Sale
7
Last 12 months Home Sales
27
Months of Supply
3.10
Median List Price
$372,500
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
5%
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