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Windy Hills, KY Homes for Sale

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  • /65

    $465,000

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

    4402 Rudy Ln, Louisville, KY 40207

    Welcome to 4402 Rudy Lane. This one checks all the boxes. The list of upgrades and finishes is unmatched. This entire home has been completely updated top to bottom, inside and out. As soon as you enter the home, the open concept immediately catches your attention. The updated kitchen comes with a fantastic quartz center island countertop, newer cabinets, new hardware and so much more. Gorgeous

    Agent Photo

    Scott Radcliff

    RE/MAX Premier Properties

    (502) 369-7139

    4402 Rudy Ln, Louisville, KY 40207
  • /30

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,213 Sq Ft

    5800 Coach Gate Wynde Unit 306, Louisville, KY 40207

    Welcome to resort-style living in this beautifully maintained 2-bedroom, 2-bath condo offering comfort, convenience, and exceptional amenities. From the moment you arrive, you'll be impressed by the elegant, hotel-like entrance and welcoming covered drive, setting the tone for the entire community. Inside, this spacious unit features a bright and neutral interior, generously sized bedrooms, and a

    Aleksandra Dovedan Realty Advanced

    5800 Coach Gate Wynde Unit 306, Louisville, KY 40207
  • /45

    $358,000

    • 2 Beds
    • 2 Baths
    • 1,837 Sq Ft

    5701 Coach Gate Wynde Unit 58, Louisville, KY 40207

    A very convenient location! Sellers have made several updates including: New comfort height commodes in both baths, a walk-in shower in the guest bathroom, several fans with LED lighting, and the entire interior painted. A wonderful floor plan, with a dining area, large living room with the balcony off, E/I kitchen include all appliances, family room with fireplace, 2 spacious bedrooms and lovely

    Nancy Lage BERKSHIRE HATHAWAY HomeServices, Parks & Weisberg Realtors

    5701 Coach Gate Wynde Unit 58, Louisville, KY 40207
  • /55

    $373,995

    • 4 Beds
    • 2.5 Baths
    • 2,179 Sq Ft

    6802 Chepstow Ct, Louisville, KY 40207

    NEW PRICE & new flooring on first and second floors. Ready to sell and priced to sell immediately. This is a lot of property in a great area for under $375K. Welcome home to this spacious brick 4 bedroom 2.5 bath home looking for its new owner. You will love this home the moment you arrive as it is located in the desirable Windy Hills Neighborhood, conveniently located off Westport Road near St.

    Derrick Stewart DREAM J P Pirtle REALTORS

    6802 Chepstow Ct, Louisville, KY 40207
  • /31

    $249,000 Open Sun 2PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,540 Sq Ft

    5800 Coach Gate Wynde Unit 319C, Louisville, KY 40207

    Welcome to this spacious and open 2 bedroom, 2 full bathroom condo located on the top floor in the Coach Gate Community. Upon entering, there is an eat in kitchen with ample countertop space and cabinet storage. Enjoy the large and open dining room, living room and family room area- perfect for entertaining or relaxing. The large balcony has a beautiful view of the well maintained grounds. Easy

    Jill Tabor Keller Williams Collective

    5800 Coach Gate Wynde Unit 319C, Louisville, KY 40207
  • /53

    $244,500

    • 2 Beds
    • 2 Baths
    • 1,213 Sq Ft

    5800 Coach Gate Wynde Unit 268, Louisville, KY 40207

    Experience refined living in this beautifully renovated two-bedroom, two-bathroom condominium, thoughtfully updated to offer modern comfort and timeless appeal. Freshly painted throughout and featuring brand-new carpet, this residence is truly move-in ready. The open and inviting living space is designed for both relaxation and entertaining, flowing seamlessly into a dedicated dining area.

    Aleksandra Dovedan Realty Advanced

    5800 Coach Gate Wynde Unit 268, Louisville, KY 40207
  • /16

    $439,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,786 Sq Ft

    5800 Coach Gate Wynde Unit 289, Louisville, KY 40207

    Beautifully updated and remodeled, this rare first-floor condo in desirable Coach Gate offers modern style, comfort, and convenience. Featuring three bedrooms and two full bathrooms, this open and spacious condominium welcomes you with an inviting layout designed for easy living and entertaining. As you enter, you'll love the open kitchen that flows seamlessly into the large dining and living

    Jill Tabor Keller Williams Collective

    5800 Coach Gate Wynde Unit 289, Louisville, KY 40207
  • /55

    $539,000

    • 3 Beds
    • 3.5 Baths
    • 2,574 Sq Ft

    1320 Navajo Ct, Louisville, KY 40207

    Carefree living INSIDE THE WATTERSON X-WAY in this stylish townhome community of Indian Hills Village! Enjoy a 'lock the door and leave' lifestyle where everything outside is taken care of for you! Lovely millwork throughout! Charming entry hall with turned staircase, eat in kitchen, living room with fireplace, dining room, den and half bath make up the first floor, while upstairs you have three

    Nanette Tafel Kentucky Select Properties

    1320 Navajo Ct, Louisville, KY 40207
  • /41

    $750,000

    • 5 Beds
    • 2.5 Baths
    • 3,784 Sq Ft

    5204 Moccasin Trail, Louisville, KY 40207

    Located in the serene and highly regarded Indian Hills neighborhood, 5204 Moccasin Trail is a beautifully maintained and thoughtfully updated home offering exceptional livability in one of Louisville's most premier communities. With five bedrooms and 2 full plus 1 half bath, the residence combines timeless design with a relaxed, welcoming feel. Each room has been intentionally curated with the

    Bradley Bringardner Lenihan Sotheby's Int'l Realty

    5204 Moccasin Trail, Louisville, KY 40207
  • /58

    $689,500

    • 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 Sun 2PM - 4PM

    • 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
  • /46

    $1,380,000 Open Sun 2PM - 4PM

    • 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
  • /46

    $450,000

    • 2 Beds
    • 2.5 Baths
    • 2,566 Sq Ft

    1330 Navajo Ct Unit 1330, Louisville, KY 40207

    Located in coveted Indian Hills Village, this charming townhome offers beautiful treetop views and over 2,500 square feet of finished living space, including a walk-out lower level. A welcoming foyer and classic staircase create an inviting first impression, with hardwood floors leading into the cozy wood-paneled family room featuring a fireplace flanked by built-ins and a bright bay window. The

    Elizabeth Boland Skelton Company REALTORS

    1330 Navajo Ct Unit 1330, 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, 40203 and 40241.
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 Louisville Male High School, Sacred Heart Academy and Trinity High School. Browse all the schools in Windy Hills, KY to learn more.
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