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Windy Hills, KY Homes for Sale

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  • /47

    $445,000

    • 4 Beds
    • 2.5 Baths
    • 2,501 Sq Ft

    4402 Rudy Ln, Louisville, KY 40207

    Welcome to 4402 Rudy Lane. This home checks ALL of the boxes! Completely renovated from top to bottom, this stunning property is packed with upgrades, character, and thoughtfully designed spaces both inside and out. Even better, it's priced to sell below the 2025 appraised value of $475,000, offering an amazing opportunity for fast equity. From the moment you walk in, the open-concept layout and

    Taylor Maupin Segrest Flaherty Realtors LLC

    4402 Rudy Ln, Louisville, KY 40207
  • /26

    $417,500

    $8K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,019 Sq Ft

    422 Kaelin Dr, Louisville, KY 40207

    Welcome to 422 Kaelin Drive in Louisville — a beautifully maintained home offering the perfect blend of comfort, style, and space in a highly desirable location. Priced at $425,000, this move-in ready property features spacious living areas, an inviting layout, and thoughtful updates throughout. Inside, the home offers generous natural light, comfortable gathering spaces, and a functional floor

    Brian Stocker PML Real Estate Group LLC

    422 Kaelin Dr, Louisville, KY 40207
  • /45

    $400,000

    • 3 Beds
    • 2 Baths
    • 3,071 Sq Ft

    7016 Chippenham Rd, Louisville, KY 40222

    Welcome to 7016 Chippenham Road located in desirable Windhurst Acres. Conveniently situated near shopping, dining, and everyday amenities, this updated 3-bedroom, 2-full-bath ranch home offers flexible living space and outstanding outdoor features. The main level features a comfortable layout with a family room, dining room, and an updated kitchen complete with updated appliances, abundant

    Judie Parks BERKSHIRE HATHAWAY HomeServices, Parks & Weisberg Realtors

    7016 Chippenham Rd, Louisville, KY 40222
  • /115

    $1,100,000

    • 5 Beds
    • 4 Baths
    • 4,773 Sq Ft

    427 Twinbrook Rd, Louisville, KY 40207

    Gorgeous St. Matthews Ranch, newly remodeled, 5 Bedrooms (including 3 Primary Suites), 4 Full Baths, 4 Living Room/Family Rooms, an All-Seasons Sunroom, 2-car attached spacious rear patio, on a very private 1.4 acres lot - not to mention 9' ceilings, beautiful hardwood floors, and a Generac whole-home generator. This home as so much to offer to you, your family and friends! You enter the large

    Phil Moffett Edelen & Edelen REALTORS

    427 Twinbrook Rd, Louisville, KY 40207
  • /60

    $649,900

    $40K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,399 Sq Ft

    5206 Moccasin Trail, Louisville, KY 40207

    Welcome to 5206 Moccasin Trail, located in the highly sought-after Indian Hills neighborhood. Nestled on a spacious lot, this stately white-brick Colonial makes a memorable first impression—from its regal pillared facade to the one-of-a-kind artistic mailbox. Walk through the double front doors and into a bright, sun-drenched foyer anchored by a modern glass chandelier. The main level is designed

    Jason Catlett Weichert Realtors-H. Barry Smith Co.

    5206 Moccasin Trail, Louisville, KY 40207
  • /31

    $450,000

    Open Sat 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 2,300 Sq Ft

    1800 Rudy Ln, Louisville, KY 40207

    Welcome to 1800 Rudy Lane with the main entry conveniently located on the side of the home facing Rudy Lane. This 3 bedroom, 2 bathroom ranch offers a functional layout, generous living space, and an unbeatable location. The front foyer welcomes you and opens to a formal dining room on the right, with plenty of room for a large dining table. The perfect place for large family meals! A pocket door

    Katie Esterle White Picket Real Estate

    1800 Rudy Ln, Louisville, KY 40207
  • /28

    $350,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,395 Sq Ft

    1414 Carlimar Ln, Louisville, KY 40222

    Explore this delightful 3-bedroom, 2-bathroom residence conveniently located off Westport Road. This well-kept home boasts a cozy kitchen with dining space. It also includes a spacious unfinished basement, allowing for customization to meet your preferences—whether you envision additional living space, a home gym, or extra storage. The fully fenced backyard creates a great space for all kinds of

    Coury Walker Keller Williams Collective

    1414 Carlimar Ln, Louisville, KY 40222

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, 40241, 40206 and 40242.
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 Sacred Heart Academy, Norton Elementary School and Trinity High School. Browse all the schools in Windy Hills, KY to learn more.
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