17

Midway, KY Homes 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
  • /15

    $864,000

    2639 Weisenberger Mill Rd, Midway, KY 40347

    A once in a lifetime opportunity to own prime farm land with an incredible homesite awaits. Nestled between downtown Lexington and Midway, this Lot boasts soil of statewide importance, as well as incredible views for your home... all tucked down a private (soon to be paved) driveway. This premier land offering backs up to the Elkhorn Creek, but is high enough ground to have no concerns.

    Sarah MacHarg Kentucky Land and Home

    2639 Weisenberger Mill Rd, Midway, KY 40347
  • /5

    $98,500

    • Land
    • 0.33 Acre
    • $298,485 per Acre

    2 Northside Dr, Midway, KY 40347

    Come and visit this rare opportunity to build your dream home in Historical Midway. These lots front on Northside Dr, just steps to the library, Walter Bradley Park, and Northside elementary school. This building site will have access to water, sewer, electric(underground) and gas. Mike Bradley is a licensed realtor in Ky and a partner in the Northside Homes LLC. Please do not drive up the

    E Missy Bradley KY Local

    2 Northside Dr, 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
  • /21

    $360,000

    • 3 Beds
    • 2 Baths
    • 1,349 Sq Ft

    131 Carriage Ln, Midway, KY 40347

    Beautifully maintained and updated ranch home in highly desired Midway .Many updates done in 2022 to include roof replaced, entire inside and outside of home painted, engineered wood floors throughout, kitchen and bathrooms remodeled, built-in closet organizers in all bedrooms, all lighting and ceiling fans replaced, fireplace remodel, ceilings refinished with smooth drywall, 5 1/4" base molding

    Darrell Lewis DIY Flat Fee.com

    131 Carriage Ln, Midway, KY 40347
  • /5

    $98,500

    • Land
    • 0.33 Acre
    • $298,485 per Acre

    Lot 3 Northside Dr, Midway, KY 40347

    Come and visit this rare opportunity to build your dream home in Historical Midway. These lots front on Northside Dr, just steps to the library, Walter Bradley Park, and Northside elementary school. This building site will have access to water, sewer, electric(underground) and gas. Mike Bradley is a licensed realtor in Ky and a partner in the Northside Homes LLC. Please do not drive up the

    E Missy Bradley KY Local

    Lot 3 Northside Dr, Midway, KY 40347
  • /34

    $340,000

    • 3 Beds
    • 2 Baths
    • 1,681 Sq Ft

    122 Old Towne Walk, Midway, KY 40347

    Move-in ready 3-bedroom, 2-bath ranch located in an HOA subdivision on approximately 0.31 acres. This well-maintained home offers comfortable single-level living with numerous updates throughout. The kitchen features suede granite countertops, a motion-sensor smart faucet, and updated cabinetry hardware. Major improvements include a newer roof, refreshed bathrooms, commercial-grade water heater,

    Jennifer Hazelrigg 606 Real Estate & Auctions

    122 Old Towne Walk, 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
  • /50

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,530 Sq Ft

    255 W Higgins St, Midway, KY 40347

    Beautifully remodeled three-bedroom, two-bathroom home in Historic Midway, KY. Conveniently located in the middle of horse country, enjoy the luxury of being within a 20+/- minute drive of Keenland, Fasig-Tipton, Lexington, the Bluegrass airport, Frankfort, Georgetown and Versailles. The home itself was fully remodeled in 2020, with a new roof, floors, ceilings, plumbing, drywall, electric,

    Nicholas Bentley Bentley & Co., REALTORS

    255 W Higgins St, Midway, KY 40347
  • /128

    $860,000

    • 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
  • /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
  • /15

    $528,000

    2639 Weisenberger Mill Rd, Midway, KY 40347

    A once in a lifetime opportunity to own prime farm land with an incredible homesite awaits. Nestled between downtown Lexington and Midway, this Lot boasts soil of statewide importance, as well as incredible views for your home... all tucked down a private (soon to be paved) driveway. This premier land offering backs up to the Elkhorn Creek, but is high enough ground to have no concerns.

    Sarah MacHarg Kentucky Land and Home

    2639 Weisenberger Mill Rd, 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
  • /18

    $360,000

    • 3 Beds
    • 2 Baths
    • 1,734 Sq Ft

    217 W Stephens St, Midway, KY 40347

    CLASSIC.......MIDWAY.....KENTUCKY describes this lovely property and neighborhood....quiet, simple Shaker like character that is immediately comfortable and attractive, very useable, not fussy or ostentatious, very livable and affordable, and with a bit of a Kentucky farmhouse vibe, all describe 217 West Stephens Street. This sweet house has had little alteration from it's original iteration and

    Markus Cross McCallie Real Estate

    217 W Stephens St, Midway, KY 40347
  • /37

    $299,900

    • 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

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 $614,421.
Are home prices dropping in Midway?
Yes, home prices in Midway are down 21% in the last 12 months.
How many homes have sold over the last 12 months in Midway, KY?
27 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, 40511 and 40601.
How much do you need to make to afford a house in Midway?
The median home price in Midway is $360,000. If you put a 20% down payment of $72,000 and had a 30-year fixed mortgage with an interest rate of 6.1%, your estimated principal and interest payment would be $1,750 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $75K 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
$340,000
Average Price Per Sq Ft
$252
Number of Homes for Sale
11
Last 12 months Home Sales
27
Months of Supply
4.90
Median List Price
$360,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-10%
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