Cook, IL Homes

• 

  

  

  /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
• 

  

  

  /39

  $4,500,000

  • 4 Beds
  • 7 Baths
  • 8,294 Sq Ft

  977 Sheridan Rd, Winnetka, IL 60093

  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

  977 Sheridan Rd, Winnetka, IL 60093
• 

  

  

  /42

  $1,725,000 Sold Jul 14, 2025

  • 3,560 Sq Ft
  • $485/SF
  • 13 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1954

  312 Rosewood Ave, Winnetka, IL 60093

  Welcome to 312 Rosewood Avenue, a very special home in a very special location, with quick closing available. Move in this summer and enjoy sunny days and starry nights in the private backyard with oversized patio, pergola and gorgeous perennial gardens. This home shows pride of ownership at every turn, as the longtime owners updated extensively and the current owners have made even more

  Susan Sullivan @properties Christie's International Real Estate

  312 Rosewood Ave, Winnetka, IL 60093
• 

  

  

  /59

  Est $1,812,333 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 3,358 Sq Ft

  1321 Scott Ave, Winnetka, IL 60093

  1321 Scott Ave, Winnetka, IL 60093
• 

  

  

  /28

  $1,099,000

  • 4 Beds
  • 2.5 Baths
  • 2,380 Sq Ft

  1492 Asbury Ave, Winnetka, IL 60093

  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

  1492 Asbury Ave, Winnetka, IL 60093
• 

  

  /52

  $1,900,000 Sold Jul 10, 2025

  • 3,524 Sq Ft
  • $539/SF
  • 19 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1888

  475 Maple St, Winnetka, IL 60093

  Just steps from the Village Green, this expansive 5 bedroom/3.2 bath classic sits on a sprawling .3 acre (94' frontage) a walk to everything in the most desirable east Winnetka location. A stylized architectural gem boasts the elegantly designed living space, offering classical charm with soaring ceilings and oversized windows - perfect for today's lifestyle. Enjoy breathtaking views from the

  Paige Dooley Compass

  475 Maple St, Winnetka, IL 60093
• 

  

  /29

  Est $3,396,050 Not Listed For Sale

  • 5 Beds
  • 9 Baths
  • 9,000 Sq Ft

  1008 Asbury Ct, Winnetka, IL 60093

  1008 Asbury Ct, Winnetka, IL 60093
• 

  

  /46

  $2,900,000

  • 8 Beds
  • 7 Baths
  • 7,215 Sq Ft

  1250 Westmoor Rd, Winnetka, IL 60093

  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

  1250 Westmoor Rd, Winnetka, IL 60093
• 

  

  /53

  $3,000,000 Sold Jul 10, 2025

  • 3,420 Sq Ft
  • $877/SF
  • 14 Days On Market

  • 6 Beds
  • 6.5 Baths
  • Built 1898

  681 Lincoln Ave, Winnetka, IL 60093

  Exciting opportunity to acquire a remarkable property in Winnetka! This stunning Benjamin Marshall-designed home is nestled on 2/3rds of an acre in the heart of the Village. The property boasts professional landscaping, including an oversized pool, putting green, and a 1/2 basketball court. Enjoy the expansive outdoor spaces with large patios, a cozy screened-in porch, and a balcony off the

  Annika Valdiserri @properties Christie's International Real Estate

  681 Lincoln Ave, Winnetka, IL 60093
• 

  

  /26

  Est $1,612,775 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  850 Eldorado St, Winnetka, IL 60093

  850 Eldorado St, Winnetka, IL 60093
• 

  

  /55

  $4,950,000

  • 5 Beds
  • 7 Baths
  • 9,908 Sq Ft

  32 Woodley Rd, Winnetka, IL 60093

  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

  32 Woodley Rd, Winnetka, IL 60093
• 

  

  /63

  $11,400,000 Sold Jul 09, 2025

  • 15,784 Sq Ft
  • $722/SF
  • 8 Days On Market

  • 7 Beds
  • 8 Baths
  • Built 2005

  765 Sheridan Rd, Winnetka, IL 60093

  Special opportunity awaits with this impeccably maintained sole owner in-town premier Winnetka 1.3 acre lakefront estate. Truly the "ultimate lake oasis" as this house can never be built the same way with 4 full floors of luxury living space, a boutique level pool & spa on the waters edge overlooking the huge 100 ft wide sandy beach, fab entertainment walk out lower level to tiered patios,

  Jena Radnay @properties Christie's International Real Estate

  765 Sheridan Rd, Winnetka, IL 60093
• 

  

  /25

  Est $467,255 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,559 Sq Ft

  778 Green Bay Rd, Winnetka, IL 60093

  778 Green Bay Rd, Winnetka, IL 60093
• 

  

  /3

  $1,395,000

  • Land
  • 1.36 Acres
  • $1,025,735 per Acre

  2033 Winnetka Rd, Winnetka, IL 60093

  Rare chance to own 1.36 acres of land on beautiful Winnetka rd will provide you endless possibilities to build your dream home. Incredible opportunity to collaborate with experienced luxury builder or bring your own builder. Winnetka High School District. Amazing location- close to Northfield Park District,Westfield Shopping Center, Edens Expressway,the Glen Metra station.

  Natalya Gorodetsky Core Realty & Investments, Inc

  2033 Winnetka Rd, Winnetka, IL 60093
• 

  

  /33

  $1,801,000 Sold Jul 07, 2025

  • 3,645 Sq Ft
  • $494/SF
  • 4 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1924

  143 Fuller Ln, Winnetka, IL 60093

  Enjoy lake breezes on quiet coveted lane, steps to Centennial Park, Elder Beach, train, and schools. Classic 5-bedroom, 3.1-bath center entrance colonial offers a wonderful lifestyle, blending timeless design and solid construction with thoughtful modern updates. A gracious foyer highlights a gracious staircase welcomes you into a beautifully flowing floor plan designed for comfortable living

  Paige Dooley Compass

  143 Fuller Ln, Winnetka, IL 60093
• 

  

  /23

  Est $785,287 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft

  800 Green Bay Rd, Winnetka, IL 60093

  800 Green Bay Rd, Winnetka, IL 60093
• 

  

  /21

  $892,500

  • 4 Beds
  • 1.5 Baths
  • 1,355 Sq Ft

  979 Vine St, Winnetka, IL 60093

  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

  979 Vine St, Winnetka, IL 60093
• 

  /2

  $750,000 Sold Jul 03, 2025

  • 1,600 Sq Ft
  • $469/SF
  • 1 Day On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1965

  736 Oak St Unit 736, Winnetka, IL 60093

  Welcome to this beautifully renovated townhouse in the heart of Winnetka, located in the coveted New Trier School District. This spacious 3-bedroom, 2.1-bath home offers the perfect blend of style, comfort, and convenience. The open-concept main floor is filled with natural light, featuring a large open kitchen with quartz countertops, a breakfast bar, incredible storage, and stainless steel

  David Chung Compass

  736 Oak St Unit 736, Winnetka, IL 60093
• 

  

  /50

  Est $2,122,899 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 4,311 Sq Ft

  1162 Scott Ave, Winnetka, IL 60093

  1162 Scott Ave, Winnetka, IL 60093
• 

  

  /26

  $4,495,000 New Construction

  • 5 Beds
  • 7 Baths
  • 7,500 Sq Ft

  518 Elder Ln, Winnetka, IL 60093

  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

  518 Elder Ln, Winnetka, IL 60093
• 

  /2

  $1,500,000 Sold Jun 30, 2025

  • 3,433 Sq Ft
  • $437/SF
  • 0 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1914

  1293 Scott Ave, Winnetka, IL 60093

  Sold before listing

  Bonnie Tripton @properties Christie's International Real Estate

  1293 Scott Ave, Winnetka, IL 60093
• 

  

  /24

  Est $1,565,716 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,538 Sq Ft

  740 Humboldt Ave, Winnetka, IL 60093

  740 Humboldt Ave, Winnetka, IL 60093
• 

  

  /101

  $5,995,000 Pending

  • 5 Beds
  • 8 Baths
  • 13,482 Sq Ft

  624 Pine Ln, Winnetka, IL 60093

  Welcome to this stunning custom home designed by Morgante Wilson, with thoughtful input from discerning owners. This once in a lifetime home is nestled on a picturesque 0.86-acre lot on private Pine Lane near schools, town and train. This thoughtfully designed home is perfect for all ages, blending creativity and style throughout. The inviting entrance hall sets the tone as you walk in, leading

  Joanne Hudson Compass

  624 Pine Ln, Winnetka, IL 60093
• 

  

  /29

  $2,100,000 Sold Jun 30, 2025

  • 3,723 Sq Ft
  • $564/SF
  • 7 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2015

  74 Garden Ln, Winnetka, IL 60093

  Your search for a 1st floor primary with room for family and guests on the 2nd level ends now. Beautiful villa style living in the coveted Hibbard Road Gardens development built in 2015 by The James Company. One of only six villas found here, this home provides spacious room sizes, a gracious floor plan, modern amenities coupled with a beautiful serene setting making this a most desirable

  Julie Miller Compass

  74 Garden Ln, Winnetka, IL 60093
• 

  

  /36

  Est $1,727,044 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,178 Sq Ft

  385 Provident Ave, Winnetka, IL 60093

  385 Provident Ave, Winnetka, IL 60093
• 

  

  /32

  $1,625,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 2,826 Sq Ft

  1473 Edgewood Ln, Winnetka, IL 60093

  What a stunning transformation! Tucked away on a quiet, tree-lined street in coveted Hubbard Woods, this classic brick home has been completely transformed through an extensive renovation, seamlessly blending timeless elegance with modern luxury. With 4 bedrooms & 4.5 bathrooms, this residence offers exceptional craftsmanship & design at every turn. Wide-plank white oak floors lead you through

  Alicja Skibicki Baird & Warner

  1473 Edgewood Ln, Winnetka, IL 60093
• 

  

  /35

  $1,685,000 Sold Jun 30, 2025

  • 2,800 Sq Ft
  • $602/SF
  • 3 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1926

  1149 Scott Ave, Winnetka, IL 60093

  Situated on one third of an acre of beautifully landscaped grounds just steps from town, train, parks, and top-rated schools, this classic Winnetka home offers the ideal combination of convenience, charm, and unbelievable indoor and outdoor spaces. The sun-filled main level offers a functional and elegant layout with beautiful hardwood floors throughout. A spacious living room with a cozy wood

  Danielle Wylie Baird & Warner

  1149 Scott Ave, Winnetka, IL 60093
• 

  

  /19

  Est $4,793,927 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 6,650 Sq Ft

  41 Indian Hill Rd, Winnetka, IL 60093

  41 Indian Hill Rd, Winnetka, IL 60093
• 

  

  /49

  $1,300,000 Pending

  • 4 Beds
  • 5 Baths
  • 3,000 Sq Ft

  605 Lincoln Ave, Winnetka, IL 60093

  Welcome to this quintessential Winnetka home, perfectly designed for gracious entertaining and comfortable family living. As you approach the home, you are beckoned to sit on the fabulous front porch, share an ice tea or a glass of wine and watch the many activities of Winnetka living. When entering the home, you will immediately notice the attention to detail and care that has been put into the

  Patricia Skirving Compass

  605 Lincoln Ave, Winnetka, IL 60093
• 

  /2

  $570,000 Sold Jun 30, 2025

  • 1,960 Sq Ft
  • $291/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  711 Oak St Unit 408, Winnetka, IL 60093

  Sought after Oak Hill condominium building in the heart of Winnetka. Spacious 1960 sq ft condo on the 4th floor looking west for beautiful sunsets. This 3 bedroom (3rd bedroom currently used as a family room with kitchen access), 2 bath condo offers plentiful closets and has a side by side washer and dryer along with more storage in the laundry room. The primary bedroom is huge with a private

  Laurie Baker Lawlor @properties Christie's International Real Estate

  711 Oak St Unit 408, Winnetka, IL 60093
• 

  

  /39

  Est $1,671,074 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,111 Sq Ft

  1271 Asbury Ave, Winnetka, IL 60093

  1271 Asbury Ave, Winnetka, IL 60093
• 

  

  /36

  $1,425,000 Pending

  • 4 Beds
  • 2.5 Baths

  390 Birch St, Winnetka, IL 60093

  Beautiful traditional colonial on a corner lot in a great walk to everything location in Winnetka! A true family home with amazing curb appeal that greets you with a pretty brick and bluestone entry. A lovely living room with a fireplace and a large scale dining room leads you into the kitchen that offers a great layout with a nice eat in area and a truly amazing adjoining family room with great

  Annika Valdiserri @properties Christie's International Real Estate

  390 Birch St, Winnetka, IL 60093
• 

  

  /41

  $1,856,000 Sold Jun 30, 2025

  • 3,468 Sq Ft
  • $535/SF
  • 2 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1923

  251 Scott Ave, Winnetka, IL 60093

  Charming red brick Georgian nestled in highly coveted East Winnetka area of Hubbard Woods, just steps to schools, shops, restaurants, train and Green Bay Trail. This inviting home on an oversized lot (62'x 297') offers 5+ bedrooms and 3.1 bathrooms, plus comfortable living space for your lifestyle needs. Warm and welcoming, the 1st floor features an ideal floor plan for everyday living and

  Paige Dooley Compass

  251 Scott Ave, Winnetka, IL 60093
• 

  

  /37

  Est $1,542,942 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 2,284 Sq Ft

  807 Cherry St, Winnetka, IL 60093

  807 Cherry St, Winnetka, IL 60093
• 

  

  /21

  $630,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,976 Sq Ft

  650 Winnetka Mews Unit 311, Winnetka, IL 60093

  Rarely available, this 3-bedroom, 3-bath residence in sought-after Winnetka Mews offers gracious living in the heart of town. A welcoming foyer leads to an expansive, sunlit living room with treetop views, a classic wood-burning fireplace, and seamless flow into the elegant dining room, with sliding doors that open to a private balcony. Set off the living room, the office/den offers extra living

  Mary Grant @properties Christie's International Real Estate

  650 Winnetka Mews Unit 311, Winnetka, IL 60093
• 

  

  /44

  $2,495,000 Sold Jun 27, 2025

  • 5,800 Sq Ft
  • $430/SF
  • 3 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1908

  548 Cherry St, Winnetka, IL 60093

  Looking for an East Winnetka home full of charm to check all of your boxes? Look no further! Premiere location - walk, cycle, skip to Greeley or New Trier schools, town, train, and lake - it's all here! A covered front entry porch draws you into the welcoming foyer. This spacious open floor plan was designed for ease of living with great traffic "flow" and gobs of natural light thru-out! The

  Sally O'Donnell @properties Christie's International Real Estate

  548 Cherry St, Winnetka, IL 60093
• 

  

  /30

  Est $566,528 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,870 Sq Ft

  711 Oak St Unit 210, Winnetka, IL 60093

  711 Oak St Unit 210, Winnetka, IL 60093
• 

  

  /55

  $4,500,000 Pending

  • 6 Beds
  • 5.5 Baths

  90 Locust Rd, Winnetka, IL 60093

  Experience the perfect fusion of timeless elegance and contemporary luxury at 90 Locust Road. Set upon over an acre of land, this majestic brick Georgian welcomes you through wrought iron gates and along a newly crafted circular driveway to its grand entrance. Step into the exquisite parlor, adorned with high ceilings, stenciled wood floors, and intricate dentil moldings, serving as the heart of

  Sarah Dwyer Compass

  90 Locust Rd, Winnetka, IL 60093
• 

  

  /46

  $2,460,000 Sold Jun 27, 2025

  • 5,573 Sq Ft
  • $441/SF
  • 29 Days On Market

  • 5 Beds
  • 6.5 Baths
  • Built 2023

  260 Woodlawn Ave, Winnetka, IL 60093

  California Dreamin'..... Enjoy easy California living in this one-of-a-kind, East Winnetka, new construction home! No expense was spared in constructing this 6-bedroom, 6 1/2-bath home where every modern convenience awaits you. Situated on a .34 acre, corner lot, this private home boasts 2 large, side yards and overlooks a quiet park across the street. With south and west-facing exposure, light

  Elizabeth Smith @properties Christie's International Real Estate

  260 Woodlawn Ave, Winnetka, IL 60093
• 

  

  /38

  Est $2,917,614 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 5,619 Sq Ft

  1024 Westmoor Rd, Winnetka, IL 60093

  1024 Westmoor Rd, Winnetka, IL 60093

Showing Results 81 - 120, Page 3 of 18