Winnetka, IL Houses 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

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

This is the quintessential All-American Beauty nestled on private lane in desirable Winnetka on a half acre with a pool! This home was completely rebuilt and redsigned for today's lifestyle in (2003-2004) - it is impeccable inside and out! Not much remains of the original home. The attention detail is everywhere...outstanding craftmanship and exceptional millwork throughout. A large foyer with

Megan Mawicke @properties Christie's International Real Estate

This estate delivers the ultimate outdoor summer experience. It's time to sip 5pm summer cocktails in a true country club setting with gorgeous vistas of precisely manicured grounds from the tiered entertaining bluestone patios with the soothing sounds of the fountain trickling in the background. And as the sun sets, enjoy evenings under the stars in the tasteful, boutique hotel level hot tub

Jena Radnay @properties Christie's International Real Estate

Better than NEW! Impeccably renovated 6BR/5.2BA center-entry colonial set on an oversized (66 x 159) professionally landscaped lot. This four-level home features abundant natural light, oversized windows, wide room openings, custom millwork and gleaming hardwood floors throughout. Spacious rooms, a current layout, high-end finishes and thoughtful design exist at every turn. First floor includes a

Laura McCain 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

Welcome to your dream home, just steps from the Hubbard Woods shops restaurants, park and train, and Lake Michigan. Set on over an acre with lush lawns and ravine views, this property offers a tranquil setting like no other. Enjoy an outdoor spa with a fireplace and outdoor shower, all with breathtaking views and privacy. Inside, find a beautiful kitchen with a center island which opens to the

Joanne Hudson Compass

Perfectly situated in a discreet upscale enclave east of Sheridan road. Beautifully tucked away is where you'll find this gorgeous estate on a professionally landscaped .659 acre. With exceptional quality, elegance and design throughout there are many updates that have been done over the last 3 years. Upon entering the foyer you'll see 12-14 ceilings and gorgeous marble floors. New Kitchen with

Kim Kelley Baird & Warner

Spectacular East Winnetka in-town oasis on almost 1/2 acre of lushly landscaped grounds offers a singular opportunity to walk everywhere from a private, fully renovated classic located in a premier location with 150 ft frontage, just steps to town, train, and beach. Meticulously transformed and completely reimagined inside and out with one of the best first floor living spaces, this 6 bedrooms

Paige Dooley Compass

Upon entering the grounds of this remarkable English Manor Home through the grand stone circular driveway adorned with pillars, you're greeted by an impressive foyer featuring Paradiso marble flooring inlaid with creamy travertine. This area provides access to the first-floor rooms and leads to a 1,500-square-foot elevated bluestone terrace. The elegant living room, with its bay window, offers

Dinny Dwyer Compass

Privately nestled on a beautifully landscaped half-acre in East Glencoe just steps from the lake, this striking contemporary home designed by renowned architect Tony Grunsfeld seamlessly blends architectural pedigree with modern sophistication. Elegantly reimagined with timeless upgrades, the home's airy, open-concept layout embraces natural light and the surrounding landscape through walls of

Susan Maman @properties Christie's International Real Estate

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

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

Welcome to this beautifully maintained 5 bedroom, 4.1 bathroom Colonial home with circular driveway nestled on a half acre at the end of a quiet street in Crow island offering privacy, space, and convenience. Enjoy the hard-to-find grand first-floor primary suite featuring a well designed bathroom, spacious walk-in closet and serene views of the professionally landscaped yard. Designed for easy

Kelly Lundin Compass

Charming Tudor home in ideal location! Picturesque, storybook home with a steep gabled roof. Spacious living room with prominent fireplace, a formal dining room, and a grand cathedral ceiling family room are just a few of the special features. Great for entertaining. Beautifully refinished hardwood floors throughout. Amazing location situated in the prestigious Sears School and New Trier School

Joseph Nash @properties Christie's International Real Estate

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

Motivated seller! A beautiful red brick home, center entrance colonial, in a prime Winnetka location that gushes with natural sunlight. The combination of a prime location coupled with a superb floor plan and great bones puts this in a unique category all by itself. Walk to Crow Island, Skokie, Washburne and park district field/sports complex.: two fireplaces, wood burning and gas, walk up attic

Misael Chacon Beycome brokerage realty LLC

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

Handsome Georgian home underwent a complete restoration and remodel (2016) to preserve its antique charm and vintage details. Fantastic east Winnetka location - walk to Greeley, New Trier, Lake Michigan, and commuter train. Beautiful brick exterior with slate roof sets the tone for the entire home. kitchen with Decora cabinets, two spacious pantries, eat-in bar plus table space. 3 fireplaces,

Margaret Goss @properties Christie's International Real Estate

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

Winnetka introduces a nostalgic bungalow perfectly appointed between Hubbard elementary school, shops, entertainment and restaurants! A charming fenced in yard allures guests to a beautiful entry where the floor plan unveils an open concept with a sprawling family room filled with an abundance of natural light. The family overshadows a separate sitting room with a gorgeous brick fireplace and

Rob Morrison Coldwell Banker Realty

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

Move right into this picturesque center-entry 4-bedroom white colonial home in sought after Kenilworth location. This home boasts an open floor plan with a fabulous white kitchen, high end stainless steel appliances (Sub-zero and Wolf), quartz countertops and spacious eat-in area. Cooking in this sun-filled kitchen with custom cabinetry and a large island is a dream and opens to a wonderful

Kathryn Mangel @properties Christie's International Real Estate

Nestled in the heart of Glencoe's most desirable neighborhood, this beautifully renovated four-bedroom, 2.1-bathroom home offers a rare blend of modern luxury and timeless elegance. Meticulously updated from top to bottom, this turnkey residence presents an exceptional living opportunity in one of the North Shore's premier communities. At the center of the home lies the stunning kitchen,

Kean Chew Kale Realty

After a sun-soaked day at the beach and a quick stroll home, the evening unfolds effortlessly-fire up the BBQ, let the spa heat up, and get ready for a magical night swim under the stars. This is the perfect way to end the perfect day at this incredible and rare East Kenilworth compound. A stunning shingle-style beauty just fully outfitted with a brand new cedar composite roof is tucked away on

Jena Radnay @properties Christie's International Real Estate

Back on the market! Buyer's change of plans is your opportunity. Property appraised for $1.2m. This sun-filled 4 bedroom, 3 full bath farmhouse style home has been extensively renovated with two brand new 2nd floor bathrooms and much, much more! The exceptional layout of this home lives larger than one would expect, offering many places for family members to retreat to and gather: a sun porch

Diana Peterson AW Properties Global/Auction Works

Life is Short. Seize the rare opportunity to custom build your dream home on one of the most coveted and private streets in East Kenilworth-just steps from Sears School and New Trier HS, the beach, and town/train. Construction is already underway, with completion projected for the end of 2026. This exceptional transitional-style residence blends timeless elegance with modern luxury, featuring a

Steven Aisen @properties Christie's International Real Estate