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Midway, KY Homes for Sale

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  • /112

    $1,045,000

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

    101 Sand Piper Ct, Midway, KY 40347

    Situated on 2.41 breathtaking acres just minutes from Georgetown, Frankfort and Lexington, 101 Sandpiper Court offers over 5,500 square feet of beautifully appointed living space in a setting that captures the very best of the Bluegrass. Backing to an Elkhorn Creek tributary and located just a mile from Elkhorn Creek itself, this property blends privacy, recreation and natural beauty. The main

    Agent Photo

    Kristine Cassata

    Indigo & Co

    (859) 659-7872

    101 Sand Piper Ct, Midway, KY 40347
  • /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
  • /94

    $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
  • /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
  • /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
  • /3

    $209,999

    • Land
    • 1.5 Acres
    • $139,999 per Acre

    1120 Duckers Rd, Midway, KY 40347

    Perfect location near Frankfort, Scott County, Woodford County and Lexington. Build a home that meets your needs. Property at one time had a business on it. It is currently zoned residential. Seller is working to change the zoning back to commercial.

    Elizabeth Betty White Keller Williams Bluegrass Realty

    1120 Duckers Rd, Midway, KY 40347
  • /5

    $99,900

    • Land
    • 0.33 Acre
    • $302,727 per Acre

    275 Northside Dr, Midway, KY 40347

    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)

    April Byers RE/MAX Elite Lexington

    275 Northside Dr, 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
  • /37

    $460,000

    • 3 Beds
    • 2.5 Baths
    • 2,670 Sq Ft

    301 S Turner St, Midway, KY 40347

    This Midway home has a story to tell - it's a joy to show. It is a beautifully cared-for home that is more than a century old yet has updates for modern living. Definitely rich with character and detail, let it tell you it's story when you visit. There are 3 well sized bedrooms, and 2 1/2 baths. The primary and a full bath are on the first level - with the ability for someone to live all on one

    Diane K Scott The Brokerage

    301 S Turner St, 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
  • /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
  • /33

    $235,000 Open Sat 1PM - 3PM

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

    329 1st St, Midway, KY 40347

    Welcome home to this beautifully updated 2-bedroom gem in the heart of Midway! Thoughtfully remodeled with modern touches, this home offers comfort, style, and easy living. Step outside to a large, fully fenced backyard—ideal for gatherings, gardening, or simply unwinding in your own private space. Just minutes from Midway's charming downtown, shops, and restaurants, this home blends small-town

    Jana Hooten Key 2 Close Realty, LLC

    329 1st St, 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.

Frequently Asked Questions

What is the average home price in Midway, KY?
Homes for sale in Midway, KY have an average home price of $662,577.
Are home prices dropping in Midway?
Yes, home prices in Midway are down 15% in the last 12 months.
How many homes have sold over the last 12 months in Midway, KY?
25 homes have sold in Midway, KY over the last 12 months.
What are the most popular zip codes in Midway, KY?
The most popular zip codes in Midway, KY include 40347, 40324, 40383, 40601 and 40356.
How much do you need to make to afford a house in Midway?
The median home price in Midway is $422,000. If you put a 20% down payment of $84,400 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $2,070 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $89K a year to afford the median home price in Midway. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Midway, KY?
Midway, KY has highly rated public and private schools. Some of the best schools in Midway based on Niche Grades are Woodford County High School, Royal Spring Middle School and Northside Elementary School. Browse all the schools in Midway, KY to learn more.

Home Trends in Midway, KY

Housing Trends

Median Sale Price
$325,000
Median Single Family Sale Price
$417,000
Median Townhouse Sale Price
$260,000
Average Price Per Sq Ft
$255
Number of Homes for Sale
9
Last 12 months Home Sales
25
Months of Supply
4.30
Median List Price
$422,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-3%
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