Winnetka, IL Homes for Sale

Beautifully reimagined in 2023, this custom Hemphill-designed home blends modern elegance with timeless craftsmanship. This sophisticated Winnetka home is completely transformed, including new electrical and plumbing, an updated floor plan, bay windows, and new exterior doors, while maintaining the charm and character of original plaster crown moldings and Hemphill's signature wrought-iron

Marta Lazic Redfin Corporation

Fully Renovated 6BR 5.5BA Classic Home in Unbeatable East Kenilworth Location. This Elegant home sits on a large lot on one of Kenilworth's most serene streets. FIRST FLOOR: Elegant LR w/ Thibault Grasscloth Wallpaper & Custom Solid Wood Built Ins, Custom Handmade Mosaic Entry, Traditional DR w/ Brick Fireplace. Kitchen boasts both a Butler's Pantry and Prep Station, Quartz Countertops and

Paul Harb Wilmette Real Estate & Management Company LLC

Stunning French Manor house on one of East Kenilworth's most beautiful streets. Stylish and sophisticated, this unique home is perfectly situated near the lake, train, Sears School, and New Trier High School. Luxurious landscaping envelopes the property, highlighted by a serene backyard pool. Expansive marble foyer opens to gracious living room and charming dining room. Dramatic floating

Dayle Lively Baird & Warner

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

Beautifully renovated lannon stone luxury residence steps from town, train and the lake. Enter through the grand center hall that leads to both the dining room with floor to ceiling windows and an inviting living room with wood burning fireplace and views of the lush yard. The renovated Chef's kitchen features custom cabinets, high-end appliances including a La Cornue range, double oven, beverage

Nicole Hajdu Baird & Warner

Gracefully tucked away on 1.55 acres of lush manicured grounds, 62 Woodley Road is a true Southern-inspired masterpiece reimagined for today's living. From the moment you approach the iconic black lacquered screen door with its Chippendale detail, you're drawn into a world of classic sophistication. Step inside to a grand foyer entrance where timeless black and white checkered marble floors meet

Jena Radnay @properties Christie's International Real Estate

East Winnetka One-of-a-Kind Home with Private Beach Access. Tucked away on an exclusive private lane, this exceptional East Winnetka residence offers a rare opportunity to enjoy privacy, luxury, and direct access to your own private beach. Recently renovated, 5 bedrooms, 3 baths + 2 half baths home seamlessly blends timeless elegance with modern sophistication, featuring premium finishes and

Kathleen Whalen @properties Christie's International Real Estate

Storybook Cape Cod set on enchanting Apple Tree Road complete with that magical sidewalk to Crow Island School 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 fantastic curb appeal. Inside, the formal entry opens to a cozy wood-paneled

Jena Radnay @properties Christie's International Real Estate

Perfectly nestled on one of Winnetka's finest enclaves, this stately 6-bedroom, 5.2-bath Georgian estate offers a rare fusion of architectural elegance, exceptional craftsmanship, and resort-style amenities. Set on nearly an acre of meticulously manicured grounds, the estate is introduced by a sweeping circular drive that highlights the home's classic brick facade, brand-new DaVinci slate roof,

Susan Maman @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

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

Transitional, sun-filled newer construction home on an oversized lot (110 x 175) in a PRIME East Kenilworth location! This stunning home is on one of the best blocks in town, boasting over 6,000 square feet of living space with grandly scaled rooms, amazing natural light, high ceilings, beautiful windows, walnut floors throughout and 4 floors of fabulous living for today's lifestyle! The

Megan Mawicke Jameson Sotheby's International Realty

Built in 2003 by Greystone Builders, this custom-designed stucco French Tudor residence blends timeless old-world craftsmanship with modern luxury. Offering 6 bedrooms and 7 baths, every detail has been thoughtfully curated to evoke warmth, character, and elegance throughout its gracious floor plan. Step inside to discover 10-foot coffered ceilings, rich crown moldings, arched doorways, and

Cynthia Poulakidas Tobin @properties Christie's International Real Estate

New magnificent transitional home with approximately 11,000 square feet finished space. Exterior is constructed of brick and limestone with slate roof which represents timeless construction. Close to Plaza del Lago with its numerous shops and restaurants, Kenilworth beach, schools and train the house features 7 bedrooms, 8.1 bath, 3 fireplaces, spectacular kitchen with top-of-the-line appliances

Milena Birov @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

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 a few blocks to Tower Road Park/ beach - Lake Michigan and Lloyd Park Boat Launch.. Steps to Green Bay Train - for biking, running, and casual strolls. Plus

Vernon Spence Jason Mitchell Real Estate IL

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 pond

Margaret Goss @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

Affordable 3-bedroom, 2-bath mobile home with tons of potential! This home offers a functional layout with a separate kitchen and living area. The primary bedroom features its own bathroom and a spacious closet. This charming home is located with a school bus stop right out front-perfect for busy mornings. Located close to shopping, schools, and main roads-come take a look and imagine the

Diana Gonzalez Luna Real Estate Inc.

Beautiful 3 bed 2 bath Almost New Mobile Home Built in 2015, in Glenview School district. Home features an open concept kitchen with a big island, recessed lighting, full bath in master bathroom, big laundry room, stainless steel appliances. With a bigger driveway and big back yard with patio for all your summer gatherings. Community has clubhouse, fitness center and park near walking path. Lot

Virgilio Arreguin-Solorio My Casa Realty Corp.

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

Nestled down a winding, private road on 1.9 meticulous park-like acres, this grand, almost 10,000 square foot residence exudes luxury and timeless elegance. The front entrance is set apart from the road by a sweeping circular drive bordered by private hedges and mature trees. Upon entering the stately, two-story foyer with a 25' ceiling, bridal staircase, black and white marble floor, formal

Katharine Hackett @properties Christie's International Real Estate

Just completed October 28th, this breezy, bright, and beautifully coastal new construction by one of the North Shore's premier builders captures the essence of modern beachy living. From the moment you arrive the sea salt blue shutters set the tone for what's inside: a sun-kissed sanctuary where craftsmanship meets coastal charm. Soaring ceilings, hand-beveled wide-plank white oak floors, Marvin

Jena Radnay @properties Christie's International Real Estate

Beautifully renovated 3-bedroom, 3-bath single-family home on a quiet, tree-lined street in prime Glencoe! This move-in ready home features an open floor plan perfect for entertaining, highlighted by a stunning chef's kitchen with a large island, Vicostone waterfall countertops, and Greenguard-certified Executive Cabinetry. Enjoy premium stainless steel Bosch and Whirlpool appliances and

Anne Kavanaugh Compass

Proposed New Construction~ Sophisticated farmhouse with a welcoming front porch with a metal roof and approximately 4500 sq ft of finished space situated on a deep 55 X 180 lot. Get in while there is still time to customize and make this your dream home. Super desirable location with close proximity to town, parks, schools, public transportation and the beach for both Hubbard Woods and Glencoe.

Susan Maman @properties Christie's International Real Estate