Cook, IL Homes

/35
$1,225,000 Pending
- 4 Beds
- 3.5 Baths
1218 Cherry St, Winnetka, IL 60093

Stunningly updated and maintained 4 bedroom/3.1 bath home in the ideal Tree Streets location! Perfect brick georgian has been extensively upgraded by the current owners! Classic main level floorplan with formal living room with fireplace, completely renovated kitchen with great storage and massive island open to dining room, family room with built ins. New mudroom addition with storage leading to

Mary Egebrecht Jameson Sotheby's Intl Realty

1218 Cherry St, Winnetka, IL 60093
/76
$1,650,000 Sold Jun 26, 2025
- 3,756 Sq Ft
- $439/SF
- 6 Days On Market
- 4 Beds
- 3 Baths
- Built 1984
938 Old Green Bay Rd, Winnetka, IL 60093

Your own private retreat on a lush, expansive 4/10 acre property! This open, soft contemporary design offers large, light-filled rooms on a idyllic wooded lot plus a 3 car attached garage. An ideal combination of light, and space with an excellent floor plan creates an incredible living experience. Beautiful renovations include a new kitchen and 3 renovated bathrooms, new pitched roofs (2025)

Joanne Hudson Compass

938 Old Green Bay Rd, Winnetka, IL 60093

/48
Est $2,933,044 Not Listed For Sale
- 5 Beds
- 6.5 Baths
- 4,600 Sq Ft
1016 Westmoor Rd, Winnetka, IL 60093

1016 Westmoor Rd, Winnetka, IL 60093

/41
$989,000 Pending
- 4 Beds
- 3 Baths
- 1,704 Sq Ft
674 Foxdale Ave, Winnetka, IL 60093

Final and best offer by 11am Saturday, June 21st. No escalation clause. Amazing in-town location for this handsome 4 bedroom, three bath home! Beautiful living room with fireplace...hardwood floors, plantation shutters and wall of windows. Separate formal dining room for family dinner or holiday celebrations. Open kitchen with quartz countertops, stainless steel appliances and plenty of room

Carol Munro Jameson Sotheby's International Realty

674 Foxdale Ave, Winnetka, IL 60093
/35
$1,505,000 Sold Jun 26, 2025
- 2,511 Sq Ft
- $599/SF
- 4 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1986
989 Ash St, Winnetka, IL 60093

Showings begin Friday, May 2nd. Discover an exceptional 5-bedroom, 3.1-bath Colonial located in a prime area. Step onto the newly installed bluestone walkway, leading to an inviting foyer with a formal dining room and a living room featuring floor-to-ceiling windows. The kitchen is thoughtfully designed with a sitting counter, stainless steel Bosch appliances, and a planning desk. Adjacent is a

John Phillips Compass

989 Ash St, Winnetka, IL 60093

/42
Est $1,600,169 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,354 Sq Ft
1041 Elm St, Winnetka, IL 60093

1041 Elm St, Winnetka, IL 60093

/28
$849,000 Pending
- 2 Beds
- 2 Baths
640 Winnetka Mews Unit 105, Winnetka, IL 60093

Easy, turnkey living in the desirable Winnetka Mews - plus the COVETED private, spacious garden patio and balcony! These don't come on the market often!! ONE FLOOR living...elegant and renovated with custom upgrades throughout. White Chef's kitchen with high-end-appliances, granite countertops, barstool area and plenty of storage space - a wall was opened up so you have an open concept feel to

Megan Mawicke @properties Christie's International Real Estate

640 Winnetka Mews Unit 105, Winnetka, IL 60093
/33
$1,381,000 Sold Jun 25, 2025
- 3,029 Sq Ft
- $456/SF
- 5 Days On Market
- 4 Beds
- 4 Baths
- Built 1930
1413 Tower Rd, Winnetka, IL 60093

California Cool meets classic Tudor-style architecture in this effortlessly stylish home. Nestled in Hubbard Woods, this home radiates retro vibes, creating the perfect fusion of old-world charm and laid-back West Coast living. Step inside to discover a spacious, sunlit interior where graceful archways are paired with mid-century modern accents. The living room features a dramatic retro

Cricket King @properties Christie's International Real Estate

1413 Tower Rd, Winnetka, IL 60093

/20
Est $609,396 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,544 Sq Ft
711 Oak St Unit 401, Winnetka, IL 60093

711 Oak St Unit 401, Winnetka, IL 60093

/31
$1,699,000 Pending
- 4 Beds
- 5.5 Baths
- 4,700 Sq Ft
11 Longmeadow Rd, Winnetka, IL 60093

Spectacular home situated on 1/2 acre with lush landscaping on one of Winnetka's prettiest streets. This inviting home offers generous living rm w/fireplace, dining rm w/ fireplace, family rm w/fireplace, updated kitchen with quartz countertops, office with built-ins and screened-in porch overlooking gorgeous salt water pool. Beautifully updated, freshly painted, hardwood floors, new carpeting

Margaret Murphy Burton @properties Christie's International Real Estate

11 Longmeadow Rd, Winnetka, IL 60093
/16
$700,000 Sold Jun 24, 2025
- 2,000 Sq Ft
- $350/SF
- 4 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2004
518 Winnetka Ave Unit 203, Winnetka, IL 60093

Discover this incredible 2-bedroom, 2-bathroom home with a versatile den! Step into the inviting foyer that leads to a wonderfully laid out home featuring a spacious dining room and a cozy, oversized family room. The family room is beautifully lined with patio doors and windows, creating a bright and airy atmosphere. Both bedrooms are en-suite, and the primary bedroom is generously sized to

Diana Radosta Compass

518 Winnetka Ave Unit 203, Winnetka, IL 60093

/40
Est $2,941,852 Not Listed For Sale
- 5 Beds
- 6.5 Baths
- 6,689 Sq Ft
566 Willow Rd, Winnetka, IL 60093

566 Willow Rd, Winnetka, IL 60093

/36
$1,549,000 Pending
- 5 Beds
- 4.5 Baths
- 3,747 Sq Ft
567 Provident Ave, Winnetka, IL 60093

Welcome to 567 Provident. Ideally located just blocks from the train, schools, and all your favorite Winnetka shops and restaurants, this stylish in-town gem is the one you've been waiting for. With 5 bedrooms, 4.1 baths, and a terrific floorplan spread across four levels, this home offers unexpected space, flexibility, and charm. Originally taken down to the studs and rebuilt in 2002, the

Kathryn Moor Compass

567 Provident Ave, Winnetka, IL 60093
/32
$899,000 Sold Jun 23, 2025
- 2,420 Sq Ft
- $371/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 1919
154 Glenwood Ave, Winnetka, IL 60093

Rare Find! Move-In Ready in Prime East Winnetka location. Welcome to a beautifully renovated home nestled in one of the most desirable neighborhoods on the North Shore. Perfectly situated next to a picturesque and quiet park, this exceptional property seamlessly blends original architectural character with fresh, contemporary elegance. Step into a bright and airy open-concept living space,

Lisa Miceli Jameson Sotheby's International Realty

154 Glenwood Ave, Winnetka, IL 60093

/18
Est $327,847 Not Listed For Sale
- 2 Beds
- 1 Bath
- 787 Sq Ft
555 Hill Terrace Unit 207, Winnetka, IL 60093

555 Hill Terrace Unit 207, Winnetka, IL 60093

/35
$2,595,000 Pending
- 5 Beds
- 5.5 Baths
- 5,000 Sq Ft
891 Spruce St, Winnetka, IL 60093

Striking stucco and stone home offers luxurious living in a highly desirable in-town location. From the moment you step inside, the elegant entryway welcomes you with timeless details and a sense of warmth. The formal living room, anchored by a beautifully crafted remote-control gas fireplace, opens to a sophisticated dining room-perfect for both intimate dinners and holiday gatherings. At the

Annie Cobb Challenger Baird & Warner

891 Spruce St, Winnetka, IL 60093
/23
$950,000 Sold Jun 20, 2025
- 2,008 Sq Ft
- $473/SF
- 3 Days On Market
- 3 Beds
- 2 Baths
- Built 1926
283 Ridge Ave, Winnetka, IL 60093

Two thousand square feet of Winnetka charm, graciousness and elegance. A center entry Dutch colonial in a prime location in Winnetka, walk to schools, town, Metra, etc. A big beautiful semi-circle of windows ushers daylight into the large living room, the foyer grandly separates the living room & dining room, efficient kitchen has easy access to all areas, and additionally, the adorable three

Marilee Moyer @properties Christie's International Real Estate

283 Ridge Ave, Winnetka, IL 60093

/22
Est $907,789 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,668 Sq Ft
130 Woodland Ave, Winnetka, IL 60093

130 Woodland Ave, Winnetka, IL 60093

/6
$2,999,900 Pending
- 5 Beds
- 7 Baths
- 5,174 Sq Ft
647 Garland Ave, Winnetka, IL 60093

Another state of the art build by TREND Construction. Top notch construction, fab custom design interiors with finely crafted details all backed by a solid builder who delivers the best of the best time after time. Traditional mixed with transitional elements with 4 stories of finished luxe living. Sold before list.

Jena Radnay @properties Christie's International Real Estate

647 Garland Ave, Winnetka, IL 60093
/23
$525,000 Sold Jun 17, 2025
- 1,234 Sq Ft
- $425/SF
- 2 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1955
444 Winnetka Ave, Winnetka, IL 60093

Freshly painted end-unit townhome with hardwood floors throughout, a dedicated deeded parking space, and lovely private yard with brick patio. The kitchen offers granite counters, stainless GE appliances, room for a small table, and sliders to the yard. Upstairs find two large bedrooms and a wonderfully remodeled full bath. The floored attic is accessible via an interior staircase and offers

Debbie Croft @properties Christie's International Real Estate

444 Winnetka Ave, Winnetka, IL 60093

/59
Est $1,841,648 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,868 Sq Ft
1224 Asbury Ave, Winnetka, IL 60093

1224 Asbury Ave, Winnetka, IL 60093

/35
$1,100,000 Pending
- 4 Beds
- 3.5 Baths
- 2,534 Sq Ft
886 Willow Rd, Winnetka, IL 60093

Recently renovated home (2021) close to everything! This four bedroom plus an office and three and half bathroom home has been thoughtfully rehabbed with beautiful finishes. The gracious open floor plan allows for easy living and entertaining with ample natural light flooding in the windows. The white oak hardwood floors are found throughout the home. Walk into your large living room, which opens

Carly Jones Engel & Voelkers Chicago North Shore

886 Willow Rd, Winnetka, IL 60093
/36
$2,675,000 Sold Jun 17, 2025
- 4,251 Sq Ft
- $629/SF
- 67 Days On Market
- 6 Beds
- 4.5 Baths
- Built 1937
474 Sheridan Rd, Winnetka, IL 60093

Welcome to sophisticated living on Sheridan Road, where elegance meets comfort in the heart of East Winnetka. This exquisite 6-bedroom, 4.1-bathroom home is a true oasis, offering a sanctuary from the hustle and bustle of everyday life. Step inside to discover a gracious living room bathed in natural sunlight, featuring hardwood floors, original plaster moldings, and views of the expansive

Carrie Healy Compass

474 Sheridan Rd, Winnetka, IL 60093

/24
Est $983,997 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 1,615 Sq Ft
882 Willow Rd, Winnetka, IL 60093

882 Willow Rd, Winnetka, IL 60093

/15
$1,700,000 Pending
- 4 Beds
- 5 Baths
- 4,352 Sq Ft
917 Willow Rd, Winnetka, IL 60093

Enjoy a completely custom home in the heart of Winnetka. Conveniently located only blocks from Crow Island Elementary and walking distance to local favorite boutiques and restaurants including Pomeroy, 501 Local, La Taquiza and Tocco. Built by fourth generation custom home builders, this thoughtful floorplan features 5 bedrooms, 5 bathrooms, a finished lower level and a chef's kitchen ready for

Grace Goro Compass

917 Willow Rd, Winnetka, IL 60093
/92
$12,000,000 Sold Jun 17, 2025
- 9,653 Sq Ft
- $1243/SF
- 10 Days On Market
- 6 Beds
- 10 Baths
- Built 2020
973 Sheridan Rd, Winnetka, IL 60093

Secluded from it all with only the sound of the waves from Lake Michigan, this immaculate, turn-key lakefront property will make every day feel like a vacation. Behind the gated entrance, you are instantly transported to a private oasis on 1.75 acres with 100 feet of beachfront, and a residence that spans over 18,000 square feet. Built in 2020 by a best-in-class collaboration between Paul

Cricket King @properties Christie's International Real Estate

973 Sheridan Rd, Winnetka, IL 60093

/46
Est $1,907,395 Not Listed For Sale
- 5 Beds
- 6 Baths
- 5,581 Sq Ft
1357 Sunview Ln, Winnetka, IL 60093

1357 Sunview Ln, Winnetka, IL 60093

/64
$2,350,000 Sold Jun 16, 2025
- 3,434 Sq Ft
- $684/SF
- 4 Beds
- 7 Baths
- Built 2007
384 Hawthorn Ln, Winnetka, IL 60093

Ideally situated in the heart of East Winnetka, within the coveted radius of New Trier, Greeley, Sheridan Road, and Lake Michigan, this stunning newer-construction home-refinished by renowned Heritage Luxury Builders in 2010-offers timeless elegance and modern comfort. The stately stone and stucco exterior with classic center entry warmly welcomes you inside. Throughout all three finished levels,

Kelly Dunn Rynes Berkshire Hathaway HomeServices Chicago

384 Hawthorn Ln, Winnetka, IL 60093

/22
Est $1,241,386 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,869 Sq Ft
707 Hill Rd, Winnetka, IL 60093

707 Hill Rd, Winnetka, IL 60093

/34
$110,000 Sold Jun 16, 2025
- 13 Days On Market
- 4 Beds
- 2 Baths
- Built 2017
99 S Branch Rd, Winnetka, IL 60093

Beautiful 4 bedroom 2 bath mobile home, located within the Glenview school district! This beautifully maintained home welcomes you with a cozy family room & open-concept kitchen, stainless steel appliances, smart refrigerator, beautiful wood cabinetry & large island, perfect for hosting family and friends! The primary suite has a walk-in closet & refreshed full bath. Newer luxury vinyl tile

Jennifer Comeaux Redfin Corporation

99 S Branch Rd, Winnetka, IL 60093

/31
Est $1,978,015 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,542 Sq Ft
386 Fairview Ave, Winnetka, IL 60093

386 Fairview Ave, Winnetka, IL 60093

/44
$4,625,000 Sold Jun 16, 2025
- 8,025 Sq Ft
- $576/SF
- 84 Days On Market
- 6 Beds
- 8 Baths
- Built 1926
66 Fox Ln, Winnetka, IL 60093

Deck the halls with boughs of holly at this magical English manor estate nestled down one of Winnetka's most cherished private lanes close to it all! Decorated in full holiday cheer, this is the home you want to come home to. When an estate can illustrate its own story without words, then you know you have discovered something truly unique. This English manor masterpiece by renowned Jazz Age

Jena Radnay @properties Christie's International Real Estate

66 Fox Ln, Winnetka, IL 60093

/31
Est $507,937 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,242 Sq Ft
772 Green Bay Rd, Winnetka, IL 60093

772 Green Bay Rd, Winnetka, IL 60093

/62
$1,865,000 Sold Jun 13, 2025
- 3,600 Sq Ft
- $518/SF
- 11 Days On Market
- 4 Beds
- 8 Baths
- Built 2003
1522 Edgewood Ln, Winnetka, IL 60093

STUNNING HOME REBUILT IN 2024-25 ACROSS FROM NICK CORWIN PARK - UNBELIEVABLE FINISHES IN THIS STATELY BRICK AND LIMESTONE HOME IN HUBBARD WOODS. NOTE THE 2C GARAGE IS DETACHED. LIVE ACROSS FROM THE PARK, PLAYGROUND & SOCCER FIELDS. EXQUISITE DETAILS INCLUDE HANDSOME MILLWORK, TALL CEILINGS, 4 FIREPLACES, SO MUCH NEW! NEW KITCHEN, APPLIANCES, GRANITE AND STONE SURFACES, PREP ISLAND WITH

Robin Wilson @properties Christie's International Real Estate

1522 Edgewood Ln, Winnetka, IL 60093

/5
Est $1,246,670 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,348 Sq Ft
1136 Cherry St, Winnetka, IL 60093

1136 Cherry St, Winnetka, IL 60093

/18
$1,400,000 Sold Jun 12, 2025
- 2,466 Sq Ft
- $568/SF
- 18 Days On Market
- 3 Beds
- 2 Baths
- Built 1952
1215 Hill Rd, Winnetka, IL 60093

This wonderful and hard-to-find 3-bedroom, 2-bathroom RANCH home sits on an expansive 110 x 200 lot. As you enter, you'll be greeted by the warmth of a sun-filled living room featuring a large bay window, built-in bookshelves, a beautiful fireplace, and a large wet bar. Adjacent to the living room is the family room, with walls of windows, a hidden dry bar, and ample closet space. The bright

Shelley Shelly @properties Christie's International Real Estate

1215 Hill Rd, Winnetka, IL 60093

/29
Est $1,755,358 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,751 Sq Ft
1216 Scott Ave, Winnetka, IL 60093

1216 Scott Ave, Winnetka, IL 60093

/2
$2,550,000 Sold Jun 12, 2025
- 4,460 Sq Ft
- $572/SF
- 133 Days On Market
- 4 Beds
- 5.5 Baths
- Built 1912
1155 Chatfield Rd, Winnetka, IL 60093

Gorgeous new construction home on a quiet street in Hubbard Woods! Close to town, schools, train and the lake! Best value for new construction in Winnetka! First floor includes an open floor plan including a Chef's kitchen with high end appliances, custom cabinetry & spacious island. Kitchen flows into the family room with fireplace and French doors to patio. Too much to mention! Tons of

Annie flanagan @properties Christie's International Real Estate

1155 Chatfield Rd, Winnetka, IL 60093

/50
Est $1,823,350 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,262 Sq Ft
780 Rosewood Ave, Winnetka, IL 60093

780 Rosewood Ave, Winnetka, IL 60093

/40
$2,400,000 Sold Jun 11, 2025
- 6,000 Sq Ft
- $400/SF
- 2 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1921
495 Willow Rd, Winnetka, IL 60093

Steps from Lake Michigan, this stunning 5BR+/4.1BA brick home is ideally situated on an expansive extra-wide lot (70x186) in a prime walk-to-everything east Winnetka location. Renovated down to the studs with an addition in 2002 plus a kitchen refresh in 2019, this home combines timeless architecture, modern sophistication and thoughtfully designed interiors boasting soaring ceilings, arched

Paige Dooley Compass

495 Willow Rd, Winnetka, IL 60093

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