Winnetka Homes for Sale

Perfectly blending timeless character with thoughtful updates, this beautifully renovated and expanded home shines inside and out. Every detail has been selected for quality and style, creating a space that feels both elegant and effortlessly livable. Set on a fully fenced, landscaped, and hardscaped 1/3+ acre lot, the home welcomes you with its classic Nantucket shingle style. Inside, the

Megan Leadbetter Coldwell Banker Realty

This incredible & expansive 4 bedroom, 3.2 bathroom home is situated on .654 acres of spectacular property in an idyllic & private location. Surrounded by mature trees and beautiful foliage, the fantastic gardens & outdoor area boast three bluestone patios. The home brings the outdoors inside with oversized windows throughout the home. When you walk into the home, you are welcomed in the large

Kathryn Mangel @properties Christie's International Real Estate

Storybook Cape Cod set on enchanting Apple Tree Road complete with that magical sidewalk to Crow Island School, this red brick colonial accented with classic black shutters and white trim offers timeless comfort in a very special nook! Nestled on a lush half-acre lot with mature trees, a circular drive & attached 2-car garage accented by plantation shutter windows, this home radiates charm with

Jena Radnay @properties Christie's International Real Estate

Exquisitely crafted for luxurious living and effortless entertaining, this exceptional residence, custom designed by the homeowner and noted local architectural firm W.D. Murphy Associates, backs onto the serene golf course, offering picturesque views from every room and utmost privacy. Encompassing over 4,600 square feet of refined living space, this home lives like a ranch, with the vast

Janet Borden Compass

Extraordinary opportunity for an in town oasis in the heart of East Winnetka on ~ 1/2 acre of lushly landscaped grounds with walk to everywhere. A private, fully renovated classic located in a premier location with 150 ft frontage, just steps to town, train, beach, Community House and more. Meticulously transformed and completely reimagined inside and out with one of the best first floor living

Paige Dooley Compass

Welcome home! This beautifully updated 3-bedroom, 3-bath ranch rests on an sprawling half-acre lot with a circular driveway. Inside, a sun-filled living room with a fireplace and oversized windows offers serene views of the private backyard. A spacious family room with built-ins opens to the patio, while a separate office offers flexibility as a potential fourth bedroom. The renovated kitchen

Selma Nemeth @properties Christie's International Real Estate

Nestled just blocks from Winnetka's famed lakefront, this 4-bed/1.5-bath single-family home at 979 Vine St offers approximately 2,100 sq ft of living space, hardwood floors, a spacious kitchen, and thoughtful layout across levels. Located within walking distance to Beach Tower and downtown amenities. Homes within a one-mile radius average about $1.7-2.2 million, making this residence a rare

Vernon Spence Jason Mitchell Real Estate IL

Nestled on a private lane east of Sheridan Road, this distinguished residence combines timeless sophistication with everyday livability. With over 6 bedrooms (including an in-law/guest suite) and 7.1 baths, the home is designed to accommodate a variety of lifestyles - whether hosting large gatherings, working from home, or enjoying intimate quiet time. A sunlit two-story foyer with a sweeping

Linda Martin Coldwell Banker Realty

Exciting chance to refashion this light-filled ranch home to your personal vision. Large windows throughout the home offer beautiful views and light. The spacious kitchen opens to the vaulted family room. The master bedroom and second bedroom are on the first floor, plus two full baths, family room, living room, dining room, and screened porch. Outdoors, there is an expansive stone patio and

Margaret Goss @properties Christie's International Real Estate

Greeley and Winnetka schools!! Welcome to Meadowpool - a distinguished Tudor residence nestled on a meticulously landscaped and wooded one acre lot. Built in 1923, the home's design exudes classic Tudor charm with stucco and stone exterior and a slate roof. The entryway is adorned with leaded glass windows and rich woodwork and leads to a charming living room featuring a limestone fireplace. The

Deborah Richwine @properties Christie's International Real Estate

Set amidst a stunning wooded backdrop between the tranquil Skokie Lagoons and the lush Winnetka Golf Club, this remarkable home offers three bedrooms and 3.1 baths across more than 3,000 square feet of thoughtfully designed living space. Situated at the end of a peaceful lane, the setting is as serene as it is beautiful. The interiors feature exceptional open spaces with elegant hardwood floors

Gloria Matlin Compass

First Time on the Market - Coveted White Oak Lane Tucked away on a private 1/2 acre lot on one of Winnetka's most desirable private streets walkable to downtown Winnetka, train, schools, and Lake Michigan, this striking contemporary offers refined living in one of the North Shore's premier locations. For the retro enthusiast ...Designed by architect Bruce Johnson for the current owner, the

Paige Dooley Compass

Nestled in the heart of Winnetka and within the highly sought-after New Trier School District, this updated 3-bedroom, 2.1-bath end unit townhouse offers a rare combination of space, design, and walkability. The main level welcomes you with an abundance of natural light and an airy, open layout ideal for everyday living and entertaining. The kitchen impresses with quartz countertops, excellent

Danielle Wylie Baird & Warner

Welcome to this beautifully refreshed, rarely available 2-bedroom condominium perfectly situated in the vibrant heart of Hubbard Woods. Here, you're just steps from the train, boutiques, cafes, fine dining, and the sparkling shoreline of Lake Michigan-making it the ultimate in convenient, walkable living. Inside, the home blends timeless character with thoughtful updates. All-new windows flood

Hilde Wheeler Carter Coldwell Banker Realty

Discover an incredible opportunity to either construct a brand-new home or renovate this charming traditional residence situated on a picturesque half-acre lot. Step into the welcoming entrance hall, complete with a guest powder room and closet, leading to a spacious living room featuring a cozy fireplace and panoramic views of the property. The inviting dining room sits conveniently adjacent to

Dinny Dwyer Compass

Nestled privately amidst the prestigious landscape of Indian Hill Road, this magnificent English manor, designed by renowned architect Edwin Clark, presents an unparalleled opportunity to immerse yourself in the epitome of understated luxury living. From its commanding position on an expansive 1.7-acre grounds, this once-in-a-lifetime estate exudes timeless elegance and refinement at every turn.

Paige Dooley Compass

Rehabbers-Opportunity Awaits! Have you been searching for a home on one of Hubbard Woods' most cherished streets? A place where your family can grow, in a community known for its charm and friendly community? This is that rare opportunity. This solid 4 bed, 2.5 bath home is full of potential and perfectly situated in a sought-after neighborhood with top-rated schools. With thoughtful updates

Maria Welch Perennial Properties