Winnetka, IL 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

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

Beautifully situated on beloved Indian Hill Road this pristine & well cared for 1-acre property is a true sanctuary. Surrounded by mature landscaping & tucked off the street, a sun-filled atrium foyer sets the tone for the bright interior & circular floor plan. The inviting office with custom built-ins and desk with thick granite & oversized picture window is the perfect perch to watch the

Jena Radnay @properties Christie's International Real Estate

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

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

The iconic front porch has you at hello...welcoming you to this exceptionally updated classic on an oversized (100' wide) professionally landscaped yard on one of East Winnetka's most desirable streets! Masterful renovations have enhanced the home's historic charm with an air of elevated contemporary aesthetic, preserving the timeless elegance while seamlessly incorporating updates to exceed

Paige Dooley Compass

Reminiscent of the timeless white painted Colonial retreats off the East Coast of Hyannis Port, this Winnetka estate set on 1.4 acres of gracious grounds captures that same coastal charm right here in the North Shore. Set on premier Woodley Road with a beautiful natural canopy of mature trees, this 8 beds, 5.2-bath home seamlessly blends grand entertaining with casual living through a

Jena Radnay @properties Christie's International Real Estate

Incredible Coveted Home with 5 bedrooms, 5.2 bathrooms, 3 garages on 1/3 acre property boasts Winnetka address and Kenilworth School District. Built in 2004, this beautiful brick home feels like new construction with a complete first floor renovation in 2019 and upgrades throughout the home. As you enter the sun filled foyer, you are greeted with an open floor plan and 9'.5" ceilings. Flanking

Kathryn Mangel @properties Christie's International Real Estate

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

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

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

Better Than New - A Stunning Custom Renovation with Timeless Charm Welcome to this spectacular, fully reimagined home where high-end design meets everyday comfort. A complete gut renovation plus a spacious new addition have transformed this residence into a light-filled, luxurious retreat with soaring ceilings, expansive new windows, and thoughtfully curated custom finishes throughout. Step

Sarah Lyons @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

Here's your chance to get into one of the most sought-after neighborhoods. Located at 1858 Grove Dr, you'll love the quiet and accessible community while still being close to schools, parks, and everyday conveniences. This 4-bedroom, 2.5-bath home has been well cared for and is in excellent shape where it matters most- new roof, HVAC with condenser, and major systems have all been properly

Daniel O'Donoghue Compass

Beautiful colonial home located on a deep lot in prime Winnetka location, walk to schools, town, Metra. Architectural detail and charm abound throughout. Gracious entrance hall, living room with custom built in shelving and fireplace. Fantastic high end kitchen opens to spacious family room featuring lovely built ins, vaulted ceiling & fireplace. French doors from both the family room and dining

Mary Haight Himes Compass

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

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 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

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

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.

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

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.

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

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

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

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