Winnetka, IL Homes for Sale under $1,500,000

Privately tucked on an extra wide 1/3rd acre property, this fully re-imagined mid-century modern home offers exceptional design and incredible vistas of its lushly landscaped property. Thoughtfully curated with attention to detail and a sophisticated eye for design, the home blends timeless architecture with abundant natural beauty, right in the heart of Winnetka. A super chic, modern kitchen

Paige Dooley Compass

Ideally located in coveted East Winnetka, just moments from Joseph Sears School, Lake Michigan beaches, the Metra train, and New Trier High School's East Campus, this beautifully updated home offers the perfect combination of charm, functionality, and an unbeatable location. Featuring 3 bedrooms, 4 full bathrooms, and a flexible first-floor office or optional 4th bedroom, the home is thoughtfully

Kathryn Mangel @properties Christie's International Real Estate

If you are looking for a right-size, upsize, or downsize home that can effortlessly adapt to your changing needs, you've found your dream home. 1087 Ash is pure perfection! There is so much more than meets the eye, as the substantial addition is beautifully tucked behind the original home. Step into the sunny three-season room - perfect for morning coffee or an afternoon mahj game - and sets the

Leslie Maguire @properties Christie's International Real Estate

Nestled in the heart of Winnetka's coveted " TREE STREETS" neighborhood sits the storybook home you've been waiting for. This special home is a sun-filled Mediterranean villa with an effortless blend of timeless architecture and a fresh, coastal-inspired aesthetic throughout. The home showcases airy interiors, soft neutral tones, and a well appointed floor plan that perfectly suits today's

Alyson Tesar @properties Christie's International Real Estate

Incredible opportunity to develop, customize, or thoughtfully renovate this traditional four-bedroom home situated on a picturesque half-acre lot backing directly to the Winnetka Golf Club on a quiet, tree-lined street. Whether you're envisioning a stunning custom new construction or transforming the existing residence into your dream home, this exceptional property offers endless possibilities

Axel Cohen Compass

Timeless Elegance Meets Modern Luxury with this prime Winnetka home on a large corner lot. Discover the perfect blend of historic character and contemporary living in this meticulously maintained residence. From the moment you step inside, rich vintage craftsmanship takes center stage, highlighted by striking coffered ceilings, multiple cozy fireplaces, and an exquisite built-in buffet. At the

Brian Grienenberger Baird & Warner

Traditional colonial meets resort style living. Set back from Linden Avenue for space and privacy. Light and bright interior with upgraded finishes and custom details throughout. This charming 4-bedroom, 3.5 bath home is nestled in a highly sought-after neighborhood. Enjoy the perfect blend of peaceful retreat and easy access, just a short stroll to vibrant Hubbard Woods, charming downtown

Suzanne Beu Jameson Sotheby's International Realty

Situated in the heart of Glencoe's most desirable neighborhood, this beautiful 4-bedroom, 2.1-bathroom home offers a rare blend of modern luxury and timeless elegance. Perched on a massive corner wooded lot, the property is not only beautiful and tranquil but also creates options galore for expansion should one choose. The main level of the home features hardwood floors, a gracious living room

Connie Grunwaldt @properties Christie's International Real Estate