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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
  • /30

    $200,000

    • 2 Beds
    • 1 Bath
    • 1,013 Sq Ft

    329 1st St, Midway, KY 40347

    FINAL REDUCTION and last week on the market! 2-bedroom, 1-bath + unfinished basement home nestled on a quiet street in the heart of Midway. New HVAC 2024, Roof 5 years- Inside, the spacious living room offers plenty of natural light, fresh paint tones, and vinyl plank & hardwood throughout. This home features two well-sized bedrooms, each with good closet space and natural light. The full

    Sara Bentley Keller Williams Commonwealth

    329 1st St, Midway, KY 40347
  • /128

    $890,000

    • 4 Beds
    • 3 Baths
    • 3,166 Sq Ft

    425 N Winter St, Midway, KY 40347

    American Gothic beauty in the heart of horse country in storybook, Midway Kentucky. This ICONIC home on 2acres sits across from the Holly Hill Inn and 2mins from Hallmark Movie quaint downtown Midway. Updated for modern living blending the historic with thoughtful updating. Open floor plan with spacious great room, gourmet kitchen and butler's pantry. Soaring ceilings with floor to ceiling

    Meredith Walker Bluegrass Sotheby's International Realty

    425 N Winter St, Midway, KY 40347
  • /44

    $699,000

    • 6 Beds
    • 3 Baths
    • 2,604 Sq Ft

    170 Davistown Rd, Midway, KY 40347

    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,

    Katherine Jackson RO&CO Real Estate

    170 Davistown Rd, Midway, KY 40347
  • /52

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 3,778 Sq Ft

    401 Shady Ln, Midway, KY 40347

    Great location and Equestrian living opportunity in Midway KY! This 31± acre farm is suitable for any equine discipline. The 12 stall barn features a feed and tack room with full bath with a roughed in shower. There is a large hay loft with a roughed in apartment over the center aisle that could easily be finished into additional living space. The ranch style residence features parquet wood

    Tom Biederman Biederman Real Estate

    401 Shady Ln, Midway, KY 40347
  • /45

    $822,000

    • 5 Beds
    • 3 Baths
    • 4,202 Sq Ft

    136 King Fisher Way, Midway, KY 40347

    When only the best will do... From the moment you step from the front porch into the inviting foyer you will be amazed the space as well as the amenities this home brings. At the heart of the home a spacious great room with masonry fireplace and gas logs, flows seamlessly into a massive kitchen, an abundance of tall white cabinets, highlighted by an oversized island, plus bar quartz countertops.

    Diana Roark Rector Hayden Realtors

    136 King Fisher Way, Midway, KY 40347
  • /63

    $1,145,000 Open Sun 1PM - 4PM

    • 5 Beds
    • 4.5 Baths
    • 5,542 Sq Ft

    101 Sand Piper Ct, Midway, KY 40347

    Welcome to this stunning 5-bedroom, 4.5-bath home nestled on 2.5 beautifully landscaped acres in the highly desirable Fishers Mill Landing subdivision. Perfectly situated on a private corner lot, this property offers a serene escape with mature trees, a charming creek, and a firepit-ideal for relaxing evenings outdoors. Inside, you'll find thoughtful design and upscale features throughout. The

    Kathy Martini Signature Real Estate, LLC

    101 Sand Piper Ct, 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

    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
$378,500
Median Single Family Sale Price
$662,000
Average Price Per Sq Ft
$242
Number of Homes for Sale
8
Last 12 months Home Sales
28
Months of Supply
3.40
Median List Price
$674,500
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
17%
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