Windy Hills, KY homes for sale & real estate

Windy Hills, KY Homes for Sale

Easy single-level living on a quiet, tree-lined street in Indian Hills. This brick ranch keeps everything you need on the main floor, including the primary suite, laundry room, two additional bedrooms, and a second full bath. The kitchen opens to a living space that works well for entertaining and relaxing. It has granite counters, and a large island with a cooktop and seating for casual meals. A separate living room with a fireplace and built-in shelving, along with a formal dining room, gives everyone room to spread out. Hardwood floors run throughout the main level. The primary suite includes a walk-in closet and a bath with a double vanity, jetted tub, and separate tiled shower. Downsta

Windy Hills, KY Homes for Sale

Looking for newer construction and easy, elegant living in the heart of St. Matthews? Come see this incredible home in the boutique neighborhood of Kirkwood Glen, just off Rudy Lane; a charming village where neighbors greet one another from the front porch! This incredible home boasts 10' ceilings on the main floor, lovely trim work, a large gourmet kitchen with GE Cafe appliances open to the Great Room, granite or marble-topped cabinetry, solid hardwood floors, plus a 1st-floor Primary Suite and a spa-like bath with double vanities. Upstairs features 9' ceilings, hardwood floors and two secondary bedrooms sharing a Jack-n-Jill bath. The space expands in the lower level with a full kitchen,

Windy Hills, KY Homes for Sale

Great Location + Move-in Ready! Completely updated 3-bedroom, 2-full-bath ranch home offering modern finishes and comfortable living on a large . 33 acre lot! 2026 updates include a new roof, electrical panel, light fixtures, two new full bathrooms, refinished hardwood floors, fresh paint throughout, and new basement flooring and lighting. The living room features a fireplace and plenty of natural light, with a separate dining room and kitchen with an additional dining area. The primary bedroom includes an en-suite full bath. Two more spacious bedrooms, a full bath, and a sunroom overlooking the fenced backyard complete the 1,600 square feet main floor. The basement, with 600 finished squar

Windy Hills, KY Homes for Sale

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 for both effortless entertaining and comfortable daily living. Enjoy a seamless flow of light-toned hardwood flooring throughout. The formal living area is centered around a classic fireplace with a rich wood mantel. High-end plantation shutters adorn the large windows, providing a sophistica

Windy Hills, KY Homes for Sale

Welcome to this beautifully maintained home in the desirable Graymoor subdivision, offering timeless details, comfortable living spaces, and thoughtful updates throughout. Featuring four bedrooms and two and a half bathrooms, the home boasts hardwood floors and fresh paint throughout, creating a warm and refreshed interior. The inviting living room is anchored by a gas fireplace, while the family room provides additional gathering space with built-in shelving. The bright sunroom offers a welcoming place to relax year-round, with sliding glass doors that open to a brick patio for easy indoor-outdoor living. The first-floor laundry adds everyday convenience, and the spacious primary bedroom f

Windy Hills, KY Homes for Sale

Discover the timeless appeal of The Historic Rudy House, tucked away in the quiet enclave of Stonehaven Commons. Blending historic character with modern updates, this distinctive residence offers inviting living spaces and exceptional indoor-outdoor living all in a premier St. Matthews location. A gorgeous front porch framed by stately columns creates a memorable first impression. Inside, the gracious main level features a living room, formal dining room, and sunroom, providing a warm and versatile setting for everyday living and entertaining. The kitchen offers a charming breakfast nook, while a convenient powder room and dedicated laundry room add to the home's functionality. Upstairs, yo