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Windy Hills, KY Homes for Sale

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  • /48

    $425,000

    • 3 Beds
    • 3 Baths
    • 2,537 Sq Ft

    1204 Wellington Place, Louisville, KY 40207

    Welcome to your next home in St. Matthews...1204 Wellington Place! This spacious and comfortable patio home has plenty of room to spread out, with three inviting bedrooms — including a generously sized primary suite — and three full bathrooms, so everyone has their own space to get ready and unwind. The layout makes everyday living easy, with a mix of cozy and practical spaces. There's a formal

    Crystal Dries RE/MAX Properties East

    1204 Wellington Place, Louisville, KY 40207
  • /55

    $419,900

    • 3 Beds
    • 2 Baths
    • 2,335 Sq Ft

    504 Kinglan Rd, Louisville, KY 40207

    Welcome to 504 Kinglan Avenue, a classic Windy Hills ranch that blends charm, functionality, and a prime location. With three bedrooms, two full baths, and a thoughtful layout, this home offers the ease of single-story living with plenty of bonus space to spread out.Step inside to find FRESHLY refinished hardwood floors, fresh neutral paint, and an updated eat-in kitchen featuring rich

    Zach Fry Fry Realty Collective

    504 Kinglan Rd, Louisville, KY 40207
  • /44

    $785,000

    • 4 Beds
    • 2.5 Baths
    • 3,882 Sq Ft

    712 Rudy Ln, Louisville, KY 40207

    Experience timeless design and unparalleled space in this mid-century modern brick ranch, perfectly situated on a breathtaking 2-acre lot adjacent to a scenic park. Mature trees and expansive green space create a private, park-like setting rarely found in such a prime location—just a short walk to shopping, dining, and everyday conveniences. Inside, the home offers 4 spacious bedrooms and 2.5

    Kathie Hill & Paula Barmore Parker & Klein Real Estate

    712 Rudy Ln, Louisville, KY 40207
  • /24

    $300,000

    • 2 Beds
    • 2 Baths
    • 1,592 Sq Ft

    5701 Coach Gate Wynde Unit 57, Louisville, KY 40207

    Welcome to your exquisite, maintenance-free living residence located in the heart of St. Matthews, in the prestigious Royal Coach. This residence boasts high ceilings, freshly painted interiors, cement stained flooring, stone archway, brick wall, and reclaimed wood finishes throughout that seamlessly marries timeless charm with modern convenience. Stepping through the stone archway into the

    Faith Shepherd White Picket Real Estate

    5701 Coach Gate Wynde Unit 57, Louisville, KY 40207
  • /7

    $650,500

    • 2 Beds
    • 1 Bath
    • 1,580 Sq Ft

    4305 Westport Rd, Louisville, KY 40207

    Fantastic LOCATION !!!! Rare find... 1.92 acres located on Westport rd in Windy Hills right next door to St.Matthews. Three blocks from Hubbards ln. with easy access to watterson expressway. This property is located on a beautiful park like setting. Desirable area -close to shopping . All brick ranch with attached 2 car garage and nice size out building. Unfinished basement. Breezeway has been

    Kim Padgett Padgett REALTORS

    4305 Westport Rd, Louisville, KY 40207
  • /33

    $499,000

    • 3 Beds
    • 3.5 Baths
    • 2,796 Sq Ft

    6011 Windsong Ct, Louisville, KY 40207

    Nestled in a highly sought-after St. Matthews neighborhood where homes rarely hit the market, this beautiful residence offers the perfect blend of comfort and convenience. With three spacious bedrooms and two full bathrooms upstairs, there?s room for everyone to spread out and enjoy. The updated kitchen is a standout, featuring granite countertops, stainless steel appliances, and a cozy eat-in

    Meridith Hamilton Coldwell Banker McMahan

    6011 Windsong Ct, Louisville, KY 40207
  • /49

    $484,900

    • 4 Beds
    • 2.5 Baths
    • 2,613 Sq Ft

    6700 Tottenham Rd, Louisville, KY 40207

    Welcome to your perfect family home in the St. Matthews area! This beautifully updated quad-level contemporary is ready for you to move right in. With 4 comfortable bedrooms, 2.5 bathrooms and a brand new 50 year roof. This home is designed for years of worry free living. The bright, open floor plan makes it easy to spend time together. The kitchen is a true gathering spot, featuring granite

    Diana Tufaro Coldwell Banker McMahan

    6700 Tottenham Rd, Louisville, KY 40207
  • /36

    $495,000

    • 4 Beds
    • 3 Baths
    • 3,346 Sq Ft

    5220 Moccasin Trail, Louisville, KY 40207

    MOTIVATED SELLER!! Located in the prestigious Indian Hills, this beautiful ranch home is ready to move in! With 4 bedrooms, 3 full baths, the home was renovated back in 2018 and features gorgeous hardwood floors on the first level with an open floor plan. There is a formal living room, a formal dining room, which leads to the large eat-in kitchen. The home boosts tons of natural light from

    Teri Hall Robert Massey Company

    5220 Moccasin Trail, Louisville, KY 40207
  • /45

    $1,380,000

    • 3 Beds
    • 3.5 Baths
    • 2,925 Sq Ft

    401 Stonehaven Commons Ct, Louisville, KY 40207

    Welcome to the last available lot in the highly sought-after Stonehaven Commons! This exquisite new construction home offers a perfect blend of luxury and functionality, featuring 3 spacious bedrooms, 3 full baths, and 1 half bath, all within an impressive 2,925 square feet of thoughtfully designed living space. Step inside to discover an open concept layout that seamlessly connects the living,

    John Stough Kentucky Select Properties

    401 Stonehaven Commons Ct, Louisville, KY 40207

Why Live in Windy Hills

Windy Hills, Kentucky, established in 1952, is a small city known for its historic homes and friendly atmosphere. Located approximately 8 miles from downtown Louisville, Windy Hills features sprawling, hilly streets lined with manicured lawns and tree-shaded sidewalks. The architectural landscape includes 19th-century colonial homes built by early pioneer families from Virginia and Pennsylvania, alongside 20th-century developments like the Herr-Rudy House. Predominant home styles include ranch and colonial, with townhouses and condominiums fitting seamlessly among stand-alone homes. Children in Windy Hills attend highly rated Jefferson County Public Schools, starting at Greathouse Shryock Traditional Elementary School, advancing to Barret Traditional Middle School, and finishing at Ballard High School, which boasts Kentucky's largest visual arts program. Windy Hills Green, a small but picturesque park, features benches, winding paths, and the statue of Rudy the Bear, reflecting the community's close-knit nature. The Loop offers a 3-mile path for more active residents, while Sojourn Community Church provides playgrounds and picnic areas. Dining options at Brownsboro Road Shopping Center range from casual bites at Noosh Nosh to upscale American cuisine at Anoosh Bistro. Grocery stores like The Fresh Market, Kroger, and Paul’s Fruit Market are conveniently located. Windy Hills is safer than the national average, and its proximity to Interstate 264 and Brownsboro Road ensures a 15-minute drive to downtown Louisville and a 12-minute trip to Louisville International Airport.

Frequently Asked Questions

What are the most popular zip codes in Windy Hills, KY?
The most popular zip codes in Windy Hills, KY include 40207, 40222, 40242, 40241 and 40025.
How are the schools in Windy Hills, KY?
Windy Hills, KY has highly rated public and private schools. Some of the best schools in Windy Hills based on Niche Grades are Greathouse Shryock Traditional Elementary School, Louisville Male High School and Norton Elementary School. Browse all the schools in Windy Hills, KY to learn more.
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