Cook, IL Homes

/63
$1,895,000 Pending
- 5 Beds
- 5 Baths
- 5,675 Sq Ft
350 Elder Ln, Winnetka, IL 60093

Situated just a stones throw from Winnetka's Elder beach, sits the classically beautiful brick colonial you've been waiting for! Meticulously maintained with many recent updates, this handsome 5 bed/4.1BA home features 4 floors of well-designed and well-built living space. Beautiful millwork and original character can be found throughout the home showcasing highly-detailed craftsmanship, with the

Alyson Tesar @properties Christie's International Real Estate

350 Elder Ln, Winnetka, IL 60093
/19
$2,395 per month
- 1 - 2 Beds
- 1 Bath
- 900 Sq Ft
- Condo for Rent
545 Chestnut St Unit 209, Winnetka, IL 60093

Wonderful Vintage Landmark Building in WinnetkaIn the heart of downtown Winnetka, these units are surrounded by some incredible restaurants and shops including Peet’s Coffee and the Book Stall. This location is within walking distance of local schools and parks.Amenities:- Hardwood Floors- Separate Kitchen and Dining Area- Updated Bathroom- Miniblinds- Ceiling

545 Chestnut St Unit 209, Winnetka, IL 60093
/3
$1,190,000 Sold Jul 22, 2025
- 3,100 Sq Ft
- $384/SF
- 2 Days On Market
- 5 Beds
- 3.5 Baths
- Built 2021
880 Willow Rd, Winnetka, IL 60093

Rare opportunity in today's market to find an almost-new, move-in-ready home offering comfort, convenience and a contemporary vibe. This spacious 5-bedroom, 3.5-bath home features a bright, open layout with natural oak floors and a designer kitchen outfitted with a 9-foot island, quartz Calacatta Laza countertops, and premium KitchenAid stainless steel appliances. The great room off of the

Karen Arenson Engel & Voelkers Chicago North Shore

880 Willow Rd, Winnetka, IL 60093

/29
Est $880,362 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,637 Sq Ft
1103 Willow Rd, Winnetka, IL 60093

1103 Willow Rd, Winnetka, IL 60093

/30
$2,150,000 Pending
- 6 Beds
- 5 Baths
600 Ash St, Winnetka, IL 60093

Nestled on .4 idyllic acres in the heart of Winnetka, this mindfully reimagined 1917 Tudor-style manor designed by SS Beman blends historic charm with modern luxury. The grand foyer leads to open, light, grandly-scaled spaces with tall ceilings. The formal living room, with its inviting seating nook and original fireplace, flows seamlessly into the expansive dining and family rooms, each

Annie Lenzke Coldwell Banker Realty

600 Ash St, Winnetka, IL 60093
/20
$1,895 per month
- 1 Bed
- 1 Bath
- 700 Sq Ft
- Condo for Rent
902 Green Bay Rd Unit 2D, Winnetka, IL 60093

918 Green BayGreen Bay + TowerWinnetka$1895 per MonthAvailable: 8/1/2025Peaceful one bedroom, one bathroom in Winnetka features rehabbed kitchen with modern white cabinets, stainless steel appliances, dishwasher, large combined living and dining rooms with decorative fireplace, ceiling fan, spacious bedroom, great closet space, hardwood floors, rehabbed bathroom, laundry

902 Green Bay Rd Unit 2D, Winnetka, IL 60093
/50
$1,725,000 Sold Jul 21, 2025
- 4,381 Sq Ft
- $394/SF
- 59 Days On Market
- 6 Beds
- 4.5 Baths
- Built 1966
770 Prospect Ave, Winnetka, IL 60093

Exceptional opportunity on one of the most coveted locations in prime East Winnetka! Solidly-built and sunny 5+ bed , 4.1 bath home with unique floor plan and tons of charm - walk to beach, town, train and more. Beautiful boxwood garden with bluestone pathway and front patio welcome you home! The fresh kitchen with breakfast area features new quartz countertops, and has potential to be opened to

Paige Dooley Compass

770 Prospect Ave, Winnetka, IL 60093

/16
Est $586,021 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
680 Green Bay Rd Unit 201, Winnetka, IL 60093

680 Green Bay Rd Unit 201, Winnetka, IL 60093

/48
$1,795,000 Open Sun 1PM - 3PM
- 5 Beds
- 4.5 Baths
- 5,445 Sq Ft
1118 Mount Pleasant Rd, Winnetka, IL 60093

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

1118 Mount Pleasant Rd, Winnetka, IL 60093
/25
$2,145 per month
- 1 Bed
- 1 Bath
- 750 Sq Ft
- Condo for Rent
910 Green Bay Rd, Winnetka, IL 60093

910 Green Bay Rd, Winnetka, IL 60093
/44
$1,400,000 Sold Jul 21, 2025
- 3,611 Sq Ft
- $388/SF
- 2 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1939
1166 Cherry St, Winnetka, IL 60093

Longtime homeowners have meticulously maintained (and added onto) this exceptionally large 3600 square foot home. It's so much bigger than it looks! Get ready to have your homebuyer wish list boxes checked. Fabulous Winnetka location on a favorite tree-lined street, just 1-2 blocks from all schools, Skokie Playfield Park District facilities, and under a mile to town, Metra, shopping, and dining.

Chris Veech @properties Christie's International Real Estate

1166 Cherry St, Winnetka, IL 60093

/6
Est $1,060,839 Not Listed For Sale
- 4 Beds
1580 Tower Rd, Winnetka, IL 60093

1580 Tower Rd, Winnetka, IL 60093

/28
$849,000
- 3 Beds
- 3 Baths
- 2,187 Sq Ft
640 Winnetka Mews Unit 108, Winnetka, IL 60093

Rarely available, beautiful 3bed/3bath plus 3 balconies "Maisonette" unit on first floor of the highly desired Winnetka Mews! The gracious foyer welcomes you into the open, sunny living room with a handsome fireplace (electric) and multiple windows overlooking wonderful outdoor views. The separate dining room conveniently connects through to the spacious bright kitchen and accesses the back

Paige Dooley Compass

640 Winnetka Mews Unit 108, Winnetka, IL 60093
/25
$1,895 per month
- 1 Bed
- 1 Bath
- 750 Sq Ft
- Condo for Rent
910 Green Bay Rd, Winnetka, IL 60093

910 Green Bay Rd, Winnetka, IL 60093
/70
$2,360,000 Sold Jul 18, 2025
- 4,600 Sq Ft
- $513/SF
- 10 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2023
385 Rosewood Ave, Winnetka, IL 60093

Discover an exquisite blend of architectural brilliance and top-tier craftsmanship in this stunning home, newly constructed in 2023 in the heart of town. This home is adorned with fabulous upgrades including premium appliances, hardwood flooring throughout, extensive custom millwork (coffered ceilings, paneling, moldings, and wainscoting), 10 foot ceilings, advanced technology for seamless

Joanne Hudson Compass

385 Rosewood Ave, Winnetka, IL 60093

/2
Est $1,707,129 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 5,300 Sq Ft
1133 Scott Ave, Winnetka, IL 60093

1133 Scott Ave, Winnetka, IL 60093

/35
$875,000
- 3 Beds
- 1.5 Baths
- 2,571 Sq Ft
38 Brier St, Winnetka, IL 60093

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

38 Brier St, Winnetka, IL 60093
/40
$1,995 per month
- 1 - 2 Beds
- 1 Bath
- 700 Sq Ft
- Condo for Rent
894 Green Bay Rd, Winnetka, IL 60093

Renovated vintage courtyard building in the heart of the Hubbard Woods district of Winnetka.

894 Green Bay Rd, Winnetka, IL 60093
/54
$2,360,000 Sold Jul 18, 2025
- 5,354 Sq Ft
- $441/SF
- 7 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1938
1240 Hill Rd, Winnetka, IL 60093

Set on an acre of exquisitely landscaped grounds on iconic Hill Road, framed by mature trees and vibrant perennial gardens, this grand 5 bedroom, 4.1 bathrooms, Georgian estate masterfully blends timeless sophistication with modern luxury. Classic interiors and sweeping panoramic views create a serene backdrop for everyday living and elegant entertaining. Outside, abundant gardens reminiscent of

Paige Dooley Compass

1240 Hill Rd, Winnetka, IL 60093

/32
Est $5,657,472 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 4,368 Sq Ft
473 Sheridan Rd, Winnetka, IL 60093

473 Sheridan Rd, Winnetka, IL 60093

/20
$675,000
- 3 Beds
- 2.5 Baths
- 1,600 Sq Ft
730 Oak St Unit 730, Winnetka, IL 60093

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

730 Oak St Unit 730, Winnetka, IL 60093
/20
$1,845 per month
- 1 Bed
- 1 Bath
- Condo for Rent
918 Green Bay Rd Unit 2E, Winnetka, IL 60093

UNIT FEATURES:* Hardwood Floors* Restored Wood Trim* Updated Kitchen* SS Appliances* Washer/Dryer Combo* Quartz Countertop* Backsplash* Updated Bathroom* Mini Blinds* Ceiling Fans* Plenty of Closet SpaceSunshine dancing in little strips on the hardwood floors, elegant crown moldings, a fireplace, and airy living spaces - this apartment unit

918 Green Bay Rd Unit 2E, Winnetka, IL 60093
/26
$1,190,000 Sold Jul 17, 2025
- 2,646 Sq Ft
- $450/SF
- 96 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1917
812 Rosewood Ave, Winnetka, IL 60093

Lovely classic 4 square home on stellar street in walk-to town/Hubbard Woods location! Generous living room with wood-burning fireplace and built-in bookcases. Open to the sunroom, featuring three sides of windows. Formal dining room with 2 custom China cabinets. First floor den/family room. Separate, sunny kitchen with wood cabinets and stainless-steel appliances. Wonderful vintage details

Jackie Mack Jameson Sotheby's International Realty

812 Rosewood Ave, Winnetka, IL 60093

/9
Est $1,263,223 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,407 Sq Ft
338 Linden St, Winnetka, IL 60093

338 Linden St, Winnetka, IL 60093

/25
$1,195,000
- 5 Beds
- 3.5 Baths
- 2,714 Sq Ft
1288 Sunview Ln, Winnetka, IL 60093

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

1288 Sunview Ln, Winnetka, IL 60093
/7
$1,995 per month
- 1 Bed
- 1 Bath
- Condo for Rent
896 Green Bay Rd Unit 9, Winnetka, IL 60093

UNIT FEATURES:* Hardwood Floors* New Kitchen* Stainless Steel Appliances* Dishwasher* New Bathroom* Miniblinds* Ceiling Fans* Plenty of Closet Space* Laundry on site* Pet-Friendly BuildingDisclaimer: The Apartment SourceCall or text:

896 Green Bay Rd Unit 9, Winnetka, IL 60093
/15
$20,000 Sold Jul 16, 2025
- 50 Days On Market
- 2 Beds
- 1 Bath
1327 W Branch Rd, Winnetka, IL 60093

OWN YOUR OWN HOUSE & ENJOY YOUR PRIVACY! Fantastic MH opportunity at Sunset Village of Northfield (Glenview)! Low cost of living with $1,331.27 monthly lot rent. ------ This single-wide model with 2 parking spaces, has been updated inside & out, including new luxury vinyl plank flooring, appliances, fixtures, new ClimateGuard windows throughout, plus new exterior siding, skirting, gutters,

Bob Parris Manchester Realty

1327 W Branch Rd, Winnetka, IL 60093

/66
Est $3,119,263 Not Listed For Sale
- 6 Beds
- 8.5 Baths
- 6,298 Sq Ft
270 Birch St, Winnetka, IL 60093

270 Birch St, Winnetka, IL 60093

/11
$899,000
- 3 Beds
- 3 Baths
- 1,920 Sq Ft
1253 Cherry St, Winnetka, IL 60093

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

1253 Cherry St, Winnetka, IL 60093
/44
$1,300,000 Sold Jul 15, 2025
- 1,488 Sq Ft
- $874/SF
- 4 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1913
310 Fairview Ave, Winnetka, IL 60093

Effortlessly sophisticated and meticulously updated, this East Winnetka residence merges timeless character with contemporary refinement just moments from the lake, schools, Metra and village. A marble-floored foyer sets the tone and introduces a layout that flows seamlessly from formal to casual living spaces. The living room boasts hardwood flooring, a wood-burning fireplace with brick surround

Connie Dornan @properties Christie's International Real Estate

310 Fairview Ave, Winnetka, IL 60093

/22
Est $1,476,746 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,711 Sq Ft
1028 Cherry St, Winnetka, IL 60093

1028 Cherry St, Winnetka, IL 60093

/71
$4,250,000
- 8 Beds
- 7 Baths
- 7,168 Sq Ft
5 Woodley Rd, Winnetka, IL 60093

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

5 Woodley Rd, Winnetka, IL 60093
/45
$1,075,000 Sold Jul 15, 2025
- 2,600 Sq Ft
- $413/SF
- 2 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1933
1487 Tower Rd, Winnetka, IL 60093

Once upon a time, in the picturesque village of Winnetka, a charming storybook home was crafted, now awaiting its next fortunate owner. This delightful cottage boasts enchanting details: arched & painted doorways reminiscent of a fairy tale entrance, and a grand, carved wood double staircase that gracefully connects the home's levels. The original sconces add a warm glow to the ambiance, with a

Katie Hauser Compass

1487 Tower Rd, Winnetka, IL 60093

/31
Est $2,688,939 Not Listed For Sale
- 5 Beds
- 7 Baths
- 6,300 Sq Ft
824 Boal Pkwy, Winnetka, IL 60093

824 Boal Pkwy, Winnetka, IL 60093

/11
$100,000
- 3 Beds
- 2 Baths
804 8th St, Winnetka, IL 60093

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.

804 8th St, Winnetka, IL 60093
/46
$2,630,000 Sold Jul 15, 2025
- 5,026 Sq Ft
- $523/SF
- 10 Days On Market
- 4 Beds
- 5.5 Baths
- Built 2009
953 Spruce St, Winnetka, IL 60093

The one you've been waiting for-this Nantucket-style stunner checks every box and then some. Welcome to 953 Spruce Street, a picture-perfect, custom-built home by Orchard Glen Homes, nestled in the heart of Winnetka. Just steps from the train, town, restaurants, parks, and top-rated schools, this newer construction (2009) gem combines timeless design with thoughtful updates and everyday

Bonnie Tripton @properties Christie's International Real Estate

953 Spruce St, Winnetka, IL 60093

/5
Est $1,470,042 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,462 Sq Ft
1501 Tower Rd, Winnetka, IL 60093

1501 Tower Rd, Winnetka, IL 60093

/72
$4,599,000
- 6 Beds
- 6 Baths
- 6,639 Sq Ft
22 Indian Hill Rd, Winnetka, IL 60093

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

22 Indian Hill Rd, Winnetka, IL 60093
/22
$726,000 Sold Jul 15, 2025
- 1,674 Sq Ft
- $434/SF
- 8 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2005
518 Winnetka Ave Unit 301, Winnetka, IL 60093

Luxurious light-filled top floor updated 2 bedroom 2.1 bath condo with 3 large private decks in an elevator building. Walls of windows and high-end finishes throughout. Updated kitchen with stainless steel appliances, stone back splash, undermount lighting and quartz counter tops. New dining room and family room lighting fixtures, freshly painted, including doors and ceilings. High ceilings,

Susan Maman @properties Christie's International Real Estate

518 Winnetka Ave Unit 301, Winnetka, IL 60093

/28
Est $1,224,494 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,970 Sq Ft
1476 Scott Ave, Winnetka, IL 60093

1476 Scott Ave, Winnetka, IL 60093

Showing Results 41 - 80, Page 2 of 18

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