Winnetka, IL 3-Story Homes for Sale

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

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

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

Exceptional architecture meets thoughtful in this spectacular home with original design by Thomas Eddy Tallmadge and renovation design by Paul Konstant, all perfectly set in a park-like setting just steps from the shops, restaurants, train, and Hubbard Woods park and town. Four levels of beautifully imagined living spaces invite both grand entertaining and relaxed everyday living. Step inside

Joanne Hudson 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

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

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 @properties Christie's International Real Estate

Tucked away on almost half an acre in East Glencoe, this pristine 5 bedroom, 4.2 bath light-filled Georgian brick home blends timeless architecture with thoughtfully designed interiors that balance sophistication and comfort. Inside, a dramatic two-story foyer sets the tone with gleaming stone and hardwood floors, and two elegant formal spaces: a refined living room with a fireplace and a

Susan Maman @properties Christie's International Real Estate

Welcome to your serene oasis nestled on a private .85-acre lot in the heart of Winnetka. This enchanting home greets you with a gated drive and is surrounded by mature trees, offering unmatched privacy. Inside, the living room boasts a cozy fireplace, while the updated kitchen flows into a adjacent dining room. The family room, also with a fireplace, opens to a patio and spacious yard, offering

Joanne Hudson Compass

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

This exceptional residence is nestled on one of Winnetka's most sought after "tree" streets in a walk to everything location, offering unparalleled convenience and charm. Ideally located just blocks from the train, schools and all the coveted Winnetka shops and restaurants, this in-town gem is a newer custom built 5 bedroom, 4.1 bath home offering 4 levels of flexible living space with

Anne Rodia @properties Christie's International Real Estate

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

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

Stunning new construction transitional home with approximately 7,500 square feet of meticulously finished space, the home is located on one of the most picturesque streets in East Winnetka in an unbeatable location. The home is close to town, walking distance to the beach, schools and train. This home features 6 bedrooms, 7 full baths, a show room worthy kitchen with luxury appliances including

Matan Aharoni Coldwell Banker Realty