Winnetka, IL Homes

/74
Est $1,600,781 Not Listed For Sale
- 4 Beds
- 5 Baths
- 4,384 Sq Ft
216 Myrtle St, Winnetka, IL 60093

216 Myrtle St, Winnetka, IL 60093

/29
$1,400,000 Sold Nov 08, 2024
- 3,182 Sq Ft
- $440/SF
- 11 Days On Market
- 5 Beds
- 6 Baths
- Built 1923
1046 Dinsmore Rd, Winnetka, IL 60093

Quintessential colonial located on one of Winnetka's most desirable streets, Dinsmore road where community and neighbors come together for block parties, parades and everyday life. The location is ideal, a quiet street just blocks from town, train, parks and beach. Delightful family home with renovated custom Kitchen, dining area, living rm and Family rm overlooking deck and luscious yard,

Margaret Murphy Burton @properties Christie's International Real Estate

1046 Dinsmore Rd, Winnetka, IL 60093

/36
Est $1,461,630 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,360 Sq Ft
516 Meadow Rd, Winnetka, IL 60093

516 Meadow Rd, Winnetka, IL 60093

/10
$1,700,000 Sold Nov 08, 2024
- 2,908 Sq Ft
- $585/SF
- 1 Day On Market
- 4 Beds
- 4.5 Baths
- Built 2025
925 Willow Rd, Winnetka, IL 60093

Introducing 925 Willow Road, an opportunity to customize this 3800 sq. ft. dream home in the heart of Winnetka. Conveniently located only blocks from local favorite boutiques and restaurants including Pomeroy, 501 Local, La Taquiza and Tocco. This gorgeous property will feature 5 bedrooms, 4.5 bathrooms, finished lower level and a chef's kitchen ready for your personal touches. Located on a quiet

Grace Goro Compass

925 Willow Rd, Winnetka, IL 60093

/28
Est $2,110,585 Not Listed For Sale
- 5 Beds
- 5 Baths
- 5,216 Sq Ft
977 Ash St, Winnetka, IL 60093

977 Ash St, Winnetka, IL 60093

/36
$5,300,000 Sold Nov 05, 2024
- 4,200 Sq Ft
- $1262/SF
- 11 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1968
499 Sheridan Rd, Winnetka, IL 60093

Rare opportunity to own a private lakefront oasis in the most desirable community of Winnetka. This remarkable property is perfectly situated on over three-quarters of an acre with magnificent vistas overlooking Lake Michigan. Enjoy 73 feet of pristine lake frontage and a private sandy beach, perfect for swimming, boating, or simply relaxing by the water. Your expansive multi- terraced decks

Mary Ann Kollar Berkshire Hathaway HomeServices Chicago

499 Sheridan Rd, Winnetka, IL 60093

/36
Est $1,696,811 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 2,880 Sq Ft
564 Arbor Vitae Rd, Winnetka, IL 60093

564 Arbor Vitae Rd, Winnetka, IL 60093

/23
$950,000 Sold Nov 04, 2024
- 1,955 Sq Ft
- $486/SF
- 1 Day On Market
- 3 Beds
- 3 Baths
- Built 1973
660 Winnetka Mews Unit 214, Winnetka, IL 60093

A fantastically refreshed 3-bedroom, 3-bathroom + den condo in the coveted Winnetka Mews spans 1,955 sq. ft., this modern, smartly designed residence with an open floorplan is perfect for contemporary living. Enter into a clean, crisp foyer opening to the bright spacious living room with large newer windows(2024), crown molding, a fireplace, and green vistas. Adjacent a fabulous family room/den

Paige Dooley Compass

660 Winnetka Mews Unit 214, Winnetka, IL 60093

/36
Est $1,763,025 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,906 Sq Ft
876 Foxdale Ave, Winnetka, IL 60093

876 Foxdale Ave, Winnetka, IL 60093

/23
$1,195,000 Sold Nov 04, 2024
- 3,384 Sq Ft
- $353/SF
- 13 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1928
542 Meadow Rd, Winnetka, IL 60093

Welcome to this spectacular 4 bedroom, 3.1 bath home in sought after Winnetka location on an oversized lot 50 x 190 with the benefits of Joseph Sears School in Kenilworth. Charm abounds when you step into this beautiful brick tudor home. With oversized rooms and hardwood floors, this home has it all! The gracious foyer welcomes you to the home and step into the spacious formal living room with

Kathryn Mangel @properties Christie's International Real Estate

542 Meadow Rd, Winnetka, IL 60093

/51
Est $2,000,216 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,860 Sq Ft
1291 Forest Glen Dr N, Winnetka, IL 60093

1291 Forest Glen Dr N, Winnetka, IL 60093

/39
$1,151,000 Sold Nov 01, 2024
- 3,100 Sq Ft
- $371/SF
- 4 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1942
1156 Cherry St, Winnetka, IL 60093

Welcome to the charm and elegance perfectly located on the prestigious "Tree Streets" of Winnetka. Step inside to find a beautifully UPDATED home that still gives homage to the original architecture for which Winnetka is esteemed. The first floor boasts a spacious WHITE KITCHEN, perfect for entertaining guests or enjoying a quiet family dinner overlooking the lush and professionally manicured

Melissa Dondalski @properties Christie's International Real Estate

1156 Cherry St, Winnetka, IL 60093

/48
Est $2,274,268 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 4,954 Sq Ft
1148 Scott Ave, Winnetka, IL 60093

1148 Scott Ave, Winnetka, IL 60093

/45
$1,750,000 Sold Oct 31, 2024
- 5,000 Sq Ft
- $350/SF
- 5 Days On Market
- 3 Beds
- 5 Baths
- Built 2008
547 Hawthorn Ln, Winnetka, IL 60093

Experience the pinnacle of East Winnetka living in this exquisite all-brick custom home, ideally situated just steps from Greeley Elementary & New Trier High School. Walk to pristine Michigan beaches, convenient train access, and the bustling downtown Winnetka. This residence features a chef's dream kitchen with top-of-the-line appliances and elegant hardwood floors. Modern comforts include

Raad Eshoo Coldwell Banker Realty

547 Hawthorn Ln, Winnetka, IL 60093

/103
Est $6,288,075 Not Listed For Sale
- 6 Beds
- 6 Baths
- 17,197 Sq Ft
720 Ardsley Rd, Winnetka, IL 60093

720 Ardsley Rd, Winnetka, IL 60093

/24
$1,400,000 Sold Oct 30, 2024
- 3,157 Sq Ft
- $443/SF
- 131 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1966
1099 Fisher Ln, Winnetka, IL 60093

This Mid-Century Modern Masterpiece by noted architect Don Erickson is set on an extremely private .71-acre lot with wooded ravine views, but plenty of table land. Original details are all intact with beautiful wood beamed ceiling that soars over the living areas. Strategically placed skylights and window walls allow light and air to circulate throughout the house. The Living Room is centered

Blanche Romey @properties Christie's International Real Estate

1099 Fisher Ln, Winnetka, IL 60093

/46
Est $2,365,273 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 5,266 Sq Ft
912 Cherry St, Winnetka, IL 60093

912 Cherry St, Winnetka, IL 60093

/2
$510,000 Sold Oct 28, 2024
- 1,426 Sq Ft
- $358/SF
- 23 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1910
940 Cherry St, Winnetka, IL 60093

Renovation opportunity for the right buyer- bring your contractor if you want. First floor features kitchen, powder room and a dining room that opens into the living room. 3 bedrooms, a full bath and a den are on the 2nd floor. Fabulous sought after neighborhood close to town, train and award winning schools! Being sold "as is".

Maryann Burke Coldwell Banker Realty

940 Cherry St, Winnetka, IL 60093

/32
Est $1,713,942 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 5,105 Sq Ft
176 Forest St, Winnetka, IL 60093

176 Forest St, Winnetka, IL 60093

/48
$1,700,000 Sold Oct 28, 2024
- 4,521 Sq Ft
- $376/SF
- 3 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1976
850 Bell Ln, Winnetka, IL 60093

Gloriously set on a sensational half acre lot with the beautiful natural backdrop of Bell Woods & the Winnetka golf course in the distance, this private sanctuary is all about tranquil living. A custom home with a flexible floor plan lends to many options making this a unique opportunity as there is a huge office & full bath on main level that can easily be a first floor primary suite! Soaring

Jena Radnay @properties Christie's International Real Estate

850 Bell Ln, Winnetka, IL 60093

/42
Est $1,234,370 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 2,204 Sq Ft
525 Sunset Rd, Winnetka, IL 60093

525 Sunset Rd, Winnetka, IL 60093

/49
$3,480,000 Sold Oct 25, 2024
- 2 Days On Market
- 6 Beds
- 4.5 Baths
- Built 1906
1080 Fisher Crescent Ln, Winnetka, IL 60093

Stately home located in the coveted east Winnetka Fisher Crescent Lane neighborhood, this elegant residence offers the perfect combination of luxury, tranquility and convenience. Situated on over half an acre, the home is nestled in a nature-filled setting that provides a serene escape from the hustle and bustle of daily life. Just three blocks from Lake Michigan, you can enjoy the beauty of the

Klopas Stratton Team Jameson Sotheby's Int'l Realty

1080 Fisher Crescent Ln, Winnetka, IL 60093

/10
Est $445,221 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,073 Sq Ft
747 Cherry St Unit 747, Winnetka, IL 60093

747 Cherry St Unit 747, Winnetka, IL 60093

/39
$1,802,722 Sold Oct 25, 2024
- 3,000 Sq Ft
- $601/SF
- 20 Days On Market
- 4 Beds
- 6 Baths
- Built 1923
38 Essex Rd, Winnetka, IL 60093

Elegant brick Tudor home seamlessly blends historic elegance with contemporary updates. Built-in 1923, this move-in-ready home has been carefully updated to suit today's lifestyle while preserving its original details. Enjoy the best of both worlds with a Winnetka address and access to the highly regarded Kenilworth school system, including Joseph Sears (JK-8th grade), and within walking distance

Christie Ascione @properties Christie's International Real Estate

38 Essex Rd, Winnetka, IL 60093

/55
Est $1,204,020 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,344 Sq Ft
290 Poplar St, Winnetka, IL 60093

290 Poplar St, Winnetka, IL 60093

/2
$1,403,000 Sold Oct 22, 2024
- 4,684 Sq Ft
- $300/SF
- 20 Days On Market
- 6 Beds
- 4.5 Baths
- Built 1905
687 Hill Rd, Winnetka, IL 60093

Full of authentic character and charm, this one-of-a-kind country farmhouse offers over 4600 square feet of living space spread over three floors. Situated on over 1/3 of an acre in the heart of Winnetka, it is much larger than it appears from the street. While maintaining the original integrity of the home, an exceptional addition resulted in a great room, family room, master suite, home

Margaret Jacoby Berkshire Hathaway HomeServices Chicago

687 Hill Rd, Winnetka, IL 60093

/27
Est $1,452,420 Not Listed For Sale
- 5 Beds
844 Prospect Ave, Winnetka, IL 60093

844 Prospect Ave, Winnetka, IL 60093

/50
$1,795,000 Sold Oct 15, 2024
- 3,123 Sq Ft
- $575/SF
- 2 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2003
1509 Asbury Ave, Winnetka, IL 60093

This modern, all-brick home in the popular Hubbard Woods neighborhood offers luxurious and functional living spaces. The main floor features an open layout with a high-end chef's kitchen equipped with a Viking oven and Sub-Zero refrigerator. The kitchen connects seamlessly to a spacious family room centered around a large island, ideal for casual family gatherings and formal entertaining.

Nathan Freeborn Redfin Corporation

1509 Asbury Ave, Winnetka, IL 60093

/12
Est $896,089 Not Listed For Sale
- 2 Beds
- 3 Baths
- 1,800 Sq Ft
111 Church Rd, Winnetka, IL 60093

111 Church Rd, Winnetka, IL 60093

/37
$3,010,000 Sold Oct 15, 2024
- 3,768 Sq Ft
- $799/SF
- 2 Days On Market
- 4 Beds
- 6.5 Baths
- Built 2004
502 Willow Rd, Winnetka, IL 60093

Exquisite East Winnetka Beauty, picture-perfect inside and out! Perfectly positioned on a manicured, oversized corner lot, this sun-filled classic 6-bed, 6.5 bath home enjoys an attached 2 car garage and a free standing 1 car garage for all of the bikes, paddle boards (for the beach down the street!), and toys you could want! The welcoming interior has a crisp and fresh design, creating a

Bridget Orsic @properties Christie's International Real Estate

502 Willow Rd, Winnetka, IL 60093

/46
Est $1,253,109 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,181 Sq Ft
268 Auburn Ave, Winnetka, IL 60093

268 Auburn Ave, Winnetka, IL 60093

/2
$1,115,000 Sold Oct 11, 2024
- 2,458 Sq Ft
- $454/SF
- 12 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1899
372 Provident Ave, Winnetka, IL 60093

Don't miss this beautiful 4-bedroom, 2 1/2 bath home in the heart of Winnetka! Located at 372 Provident Avenue, this stunning home exudes classic farmhouse charm and is ideally situated on a large, lush lot, just a short stroll from town, the Metra, and schools. The welcoming front porch invites you into a warm and stylish interior. The formal living room provides a cozy space for relaxation and

David Chung Compass

372 Provident Ave, Winnetka, IL 60093

/39
Est $2,039,658 Not Listed For Sale
- 4 Beds
- 5.5 Baths
- 3,249 Sq Ft
601 Cherry St, Winnetka, IL 60093

601 Cherry St, Winnetka, IL 60093

/52
$2,995,000 Sold Oct 03, 2024
- 6,058 Sq Ft
- $494/SF
- 4 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1959
999 Hill Rd, Winnetka, IL 60093

Set in a prime location and lushly landscaped, 999 Hill Road is known as one of Winnetka's most impressive French country homes. Designed by renowned architect Jerome Cerny, and built to the highest standards, this pristine 5 bedroom, 4.1 bath home has undergone meticulous renovations and expansions to seamlessly blend formal and casual living spaces. The elegant facade, pea gravel courtyard

Mary Grant @properties Christie's International Real Estate

999 Hill Rd, Winnetka, IL 60093

/38
Est $1,859,614 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 2,696 Sq Ft
520 Provident Ave, Winnetka, IL 60093

520 Provident Ave, Winnetka, IL 60093

/2
$2,275,000 Sold Sep 30, 2024
- 5,638 Sq Ft
- $404/SF
- 384 Days On Market
- 5 Beds
- 5.5 Baths
- Built 1919
109 Fuller Ln, Winnetka, IL 60093

Distinctive. Gracious. Extraordinary. Unparalleled quality. Ideally located 2 blocks from the serene shores of Lake Michigan, close proximity to Greely Elementary School, New Trier East High School, parks, Metra train station, and a short walk to the town, this completely reimagined home by renowned architect Thomas Patrick Pins is virtually a new construction masterpiece of elegance and comfort

Susan Maman @properties Christie's International Real Estate

109 Fuller Ln, Winnetka, IL 60093

/74
Est $6,854,012 Not Listed For Sale
- 5 Beds
- 9 Baths
- 6,174 Sq Ft
445 Sheridan Rd, Winnetka, IL 60093

445 Sheridan Rd, Winnetka, IL 60093

/26
$1,640,000 Sold Sep 30, 2024
- 4,409 Sq Ft
- $372/SF
- 12 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1951
269 Locust Rd, Winnetka, IL 60093

Set back from the street, this 5 bedroom, 4.5 bath meticulously maintained cape cod sits on a picturesque, private half acre. There are two primary bedroom suites, one on main floor and the other on the second floor. As you enter through the front door, you find yourself in the foyer, which leads to the living room with gorgeous views of a lush backyard from huge picture window. The generous

Lisa Davis @properties Christie's International Real Estate

269 Locust Rd, Winnetka, IL 60093

/47
Est $2,173,211 Not Listed For Sale
- 4 Beds
- 5.5 Baths
- 5,055 Sq Ft
985 Ash St, Winnetka, IL 60093

985 Ash St, Winnetka, IL 60093

/29
$2,057,000 Sold Sep 30, 2024
- 4,592 Sq Ft
- $448/SF
- 18 Days On Market
- 5 Beds
- 5 Baths
- Built 1923
200 Linden St, Winnetka, IL 60093

This home was created to be lived in and enjoyed. It's a chance to experience all Winnetka has to offer. Beautifully designed classic brick traditional home located in desirable neighborhood on nearly 1/2 acre. 200 Linden offers an incredible opportunity with its' flexible floor plan overlooking an unparalleled Scott Bryon landscaped yard. The home's footprint has graciously scaled rooms, plenty

Margaret Murphy Burton @properties Christie's International Real Estate

200 Linden St, Winnetka, IL 60093

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