5,261

Winnetka, IL Homes

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  • /26

    $1,150,000 Sold Jul 01, 2024

    • 2,536 Sq Ft
    • $453/SF
    • 4 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1916

    503 Rosewood Ave, Winnetka, IL 60093

    Classic Winnetka beauty with a premier tree street location and an exceptionally wide (100 ft) lushly landscaped lot offers a warm and inviting home with grandly scaled sun-filled rooms. The gracious living room featuring a fireplace with built-in shelves is perfect for entertaining or quiet moments. The freshly painted dining room leads to a nicely renovated kitchen overlooking a private deck

    Eileen Collins Compass

    503 Rosewood Ave, Winnetka, IL 60093
    • /2

      Est $2,722,463 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 5,637 Sq Ft

      1045 Pine St, Winnetka, IL 60093

      1045 Pine St, Winnetka, IL 60093
  • /44

    $1,950,000 Sold Jul 01, 2024

    • 4,253 Sq Ft
    • $458/SF
    • 5 Beds
    • 3.5 Baths
    • Built 1936

    854 Boal Pkwy, Winnetka, IL 60093

    Beautiful center entry five bedroom brick colonial in sought after Winnetka location on nearly 1/2 acre lot. Lovely entry with pretty staircase as you walk in, oversized formal living room featuring wood burning fireplace & nice bookshelves - access to charming screened in porch. Gracious formal dining room. Chef's kitchen with custom cabinets, double oven, breakfast bar, large pantry overlooking

    Katharine Hackett @properties Christie's International Real Estate

    854 Boal Pkwy, Winnetka, IL 60093
    • /25

      Est $888,982 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,672 Sq Ft

      1044 Tower Rd, Winnetka, IL 60093

      1044 Tower Rd, Winnetka, IL 60093
  • /13

    $210,000 Sold Jun 28, 2024

    • 13 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1993

    1095 Merril St Unit D2, Winnetka, IL 60093

    Upon entering, you're immediately greeted by meticulous attention to detail and a seamless flow throughout the living spaces.This impressive renovation was just completed by the present owner. Starting in the kitchen a wall was opened up that expanded the space, new custom cabinetry by "Form" were installed, along with fabulous quartz countertops and back splash, designer lighting plus

    Hilde Wheeler Carter Coldwell Banker Realty

    1095 Merril St Unit D2, Winnetka, IL 60093
    • /29

      Est $1,062,275 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,998 Sq Ft

      189 Ridge Ave, Winnetka, IL 60093

      189 Ridge Ave, Winnetka, IL 60093
  • /35

    $2,625,000 Sold Jun 28, 2024

    • 4,327 Sq Ft
    • $607/SF
    • 28 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 1937

    44 Woodley Rd, Winnetka, IL 60093

    Casual elegance is beautifully interwoven throughout this classic estate set on an acre of mature grounds professionally landscaped by Scott Byron. Recent renovations and enhancements of approximately $1.5 million. The fenced-in property also features a SWIMMING POOL with expansive bluestone and brick paver patios, a newer hot tub and an out door kitchen. Exceptional finishes, custom moldings and

    Susan Maman @properties Christie's International Real Estate

    44 Woodley Rd, Winnetka, IL 60093
    • /14

      Est $502,593 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,500 Sq Ft

      608 Lincoln Ave Unit 608, Winnetka, IL 60093

      608 Lincoln Ave Unit 608, Winnetka, IL 60093
  • /38

    $2,175,000 Sold Jun 27, 2024

    • 4,399 Sq Ft
    • $494/SF
    • 4 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2001

    920 Pine St, Winnetka, IL 60093

    If you want to be close to the action in Winnetka and you are thinking that you might miss the city... then there is no better address than 920 Pine! Nestled on a corner lot just a block away from downtown Winnetka, this meticulously crafted home has a picture-perfect exterior featuring timeless cedar shingle siding, a cedar shake roof, and high-end Kolbe windows, all framed by mature landscaping

    Bonnie Tripton @properties Christie's International Real Estate

    920 Pine St, Winnetka, IL 60093
    • /14

      Est $328,636 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,402 Sq Ft

      134 Green Bay Rd Unit 301, Winnetka, IL 60093

      134 Green Bay Rd Unit 301, Winnetka, IL 60093
  • /27

    $1,400,000 Sold Jun 24, 2024

    • 1,944 Sq Ft
    • $720/SF
    • 3 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1924

    152 Bertling Ln, Winnetka, IL 60093

    Offers due by Monday, 5/20, at noon. Welcome to this charming three-story Winnetka home filled with natural light and a totally redone backyard that opens directly to Indian Hill Park via a backyard gate. Renderings of the backyard are for the current yard renovation that is underway including new driveway extension, patio, sod and trees/plantings. The main level boasts an open floor plan with a

    Lauren Mitrick Wood Compass

    152 Bertling Ln, Winnetka, IL 60093
    • /52

      Est $2,136,582 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 7,950 Sq Ft

      195 Ridge Ave, Winnetka, IL 60093

      195 Ridge Ave, Winnetka, IL 60093
  • /31

    $935,000 Sold Jun 21, 2024

    • 2,165 Sq Ft
    • $432/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1926

    1082 Cherry St, Winnetka, IL 60093

    The welcoming front porch and sunlit entry set the stage for this adorable home that will capture your heart. A bright and sunny living room with gleaming hardwood floors and a wood burning FP gives a hint of what is to come as you access the pretty Dining Room that opens to the well-appointed kitchen. You will be amazed at what lies beyond... a spectacular oversized, light filled FR with a

    Leslie Maguire @properties Christie's International Real Estate

    1082 Cherry St, Winnetka, IL 60093
    • /47

      Est $3,268,615 Not Listed For Sale

      • 6 Beds
      • 6.5 Baths
      • 7,800 Sq Ft

      1230 Westmoor Rd, Winnetka, IL 60093

      1230 Westmoor Rd, Winnetka, IL 60093
  • /35

    $1,215,000 Sold Jun 21, 2024

    • 3,345 Sq Ft
    • $363/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1927

    70 Warwick Rd, Winnetka, IL 60093

    Charming & completely renovated 3 bedroom 2.1 bath home in sought after Winnetka location. Step into perfection when you walk into the gracious foyer and oversized family room with beautiful beamed ceilings. The cozy gas fireplace seating area is a perfect gathering point and opens into a designer kitchen and eating area. This chef's dream kitchen boasts stainless steel appliances, Viking range &

    Kathryn Mangel @properties Christie's International Real Estate

    70 Warwick Rd, Winnetka, IL 60093
    • /26

      Est $2,105,325 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 6,130 Sq Ft

      1225 Pine St, Winnetka, IL 60093

      1225 Pine St, Winnetka, IL 60093
  • /59

    $1,750,000 Sold Jun 20, 2024

    • 3,868 Sq Ft
    • $452/SF
    • 1 Day On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2000

    1224 Asbury Ave, Winnetka, IL 60093

    Just in time for summer! This wonderful newer construction home has been lovingly updated and maintained, ensuring a blend of modern comforts with timeless appeal. Located on Asbury Avenue, a sought after street in the Hubbard Woods area, you will be steps from town, train, schools and parks.The charming covered front porch welcomes you to this finely built home with a large entrance foyer that

    Joanne Hudson Compass

    1224 Asbury Ave, Winnetka, IL 60093
    • /44

      Est $1,721,280 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,079 Sq Ft

      902 Pine St, Winnetka, IL 60093

      902 Pine St, Winnetka, IL 60093
  • /36

    $1,835,000 Sold Jun 20, 2024

    • 2,975 Sq Ft
    • $617/SF
    • 6 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1940

    609 Cedar St, Winnetka, IL 60093

    Sought after East Winnetka location on a lushly landscaped wide lot (75x100). Walk to Maple swimming beach, LLoyd sailing beach, downtown Winnetka, the Metra and the Village Green. Bike to Greeley Elementary & New Trier Main Campus. The location just does not get any better if you want to be able to walk to everything. This beautiful center entry home features a large formal living room w/

    Sonia Madden @properties Christie's International Real Estate

    609 Cedar St, Winnetka, IL 60093
    • /40

      Est $1,774,184 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 6,375 Sq Ft

      1305 Forest Glen Dr S, Winnetka, IL 60093

      1305 Forest Glen Dr S, Winnetka, IL 60093
  • /51

    $2,450,000 Sold Jun 20, 2024

    • 7,115 Sq Ft
    • $344/SF
    • 2 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 1995

    1325 Hackberry Ln, Winnetka, IL 60093

    A remarkable opportunity awaits in this recently updated, 5+BD/7BA retreat boasting over 7,000 sq ft of living space, nestled on a 1/2 acre in a premier location all while exemplifying exceptional craftsmanship and sophisticated design. Every detail of this home showcases unparalleled quality, starting with the grand entry foyer adorned with lofty ceilings, multiple windows, exquisite millwork,

    Jody Savino Compass

    1325 Hackberry Ln, Winnetka, IL 60093
    • /45

      Est $1,273,023 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,270 Sq Ft

      1427 Tower Rd, Winnetka, IL 60093

      1427 Tower Rd, Winnetka, IL 60093
  • /27

    $1,750,000 Sold Jun 18, 2024

    • 3,056 Sq Ft
    • $573/SF
    • 0 Days On Market
    • 6 Beds
    • 5 Baths
    • Built 1879

    315 Ridge Ave, Winnetka, IL 60093

    The ideal location, charm and amenities make this a Winnetka classic. When you step into the inviting foyer you are drawn to the high ceilings and thoughtful wood work. The formal living room is picture perfect and offers ample space for several sitting areas, expecially around the fire place. The well appointed and spacious kitchen has a peninsula as well as a great breakfast area for all those

    Kate Huff @properties Christie's International Real Estate

    315 Ridge Ave, Winnetka, IL 60093
    • /52

      Est $2,716,845 Not Listed For Sale

      • 6 Beds
      • 6 Baths
      • 7,000 Sq Ft

      62 Woodley Rd, Winnetka, IL 60093

      62 Woodley Rd, Winnetka, IL 60093
  • /15

    $1,400,000 Sold Jun 18, 2024

    • 2,498 Sq Ft
    • $560/SF
    • 74 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1925

    256 Woodlawn Ave, Winnetka, IL 60093

    East Winnetka classic! You will love everything this 4 bedroom, 2.5 bath brick home has to offer. A center entry leads you to a sun-filled first floor featuring a spacious living room with fireplace, private office with french doors, separate dining room with wet bar, and a gorgeous updated kitchen boasting a huge quartzite island and high end appliances open to the family room. On the second

    DiAnn Hillesland @properties Christie's International Real Estate

    256 Woodlawn Ave, Winnetka, IL 60093
    • /34

      Est $1,746,901 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 3,387 Sq Ft

      915 Forest Glen Dr E, Winnetka, IL 60093

      915 Forest Glen Dr E, Winnetka, IL 60093
  • /34

    $555,000 Sold Jun 17, 2024

    • 1,800 Sq Ft
    • $308/SF
    • 2 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1966

    475 Linden St Unit 475, Winnetka, IL 60093

    Come see this beautiful townhome in the heart of Winnetka. It's a great alternative to a single-family home without the upkeep. With a large floor plan, this home boasts a newer kitchen featuring 42" cherry cabinets, stainless steel appliances, granite countertops, and a hot water tap. Enjoy casual dining at the breakfast bar or gather in the separate dining area. Exposed brick walls in every

    Dawn Simmons RE/MAX Suburban

    475 Linden St Unit 475, Winnetka, IL 60093
    • /18

      Est $1,580,171 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 4,300 Sq Ft

      41 Longmeadow Rd, Winnetka, IL 60093

      41 Longmeadow Rd, Winnetka, IL 60093
  • /3

    $470,000 Sold Jun 13, 2024

    • Land
    • 0.39 Acre
    • $1,205,128 per Acre
    • 0 Days On Market

    860 Happ Rd, Northfield, IL 60093

    Rare Opportunity to Build Your Dream Home on the Prestigious NorthShore! This expansive lot, spanning just under 1/2 acre, presents the perfect canvas for creating your ideal living space. Embrace the freedom to customize your vision, with plans readily available for both a classic two-story design and a single-level ranch layout featuring a luxurious primary bedroom suite on the first floor.

    Missy Jerfita Compass

    860 Happ Rd, Northfield, IL 60093
    • /76

      Est $5,036,450 Not Listed For Sale

      • 5 Beds
      • 7 Baths
      • 9,686 Sq Ft

      808 Hill Rd, Winnetka, IL 60093

      808 Hill Rd, Winnetka, IL 60093
  • /36

    $1,800,000 Sold Jun 10, 2024

    • 3,811 Sq Ft
    • $472/SF
    • 0 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1966

    1134 Pine St, Winnetka, IL 60093

    Sold before processing. This custom-built brick Hemphill home with 5+ bedrooms is meticulously maintained and welcomes you with a grand circular driveway. As you enter through the brand-new front door with a new side panel, you'll find yourself in the foyer, which leads to the gracious and expansive living room. The living room features a fireplace on one wall and a wall of bookcases on the

    Marlene Rubenstein Baird & Warner

    1134 Pine St, Winnetka, IL 60093
    • /10

      Est $1,440,089 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,718 Sq Ft

      1030 Oak St, Winnetka, IL 60093

      1030 Oak St, Winnetka, IL 60093
  • /42

    $3,000,000 Sold Jun 10, 2024

    • 5,967 Sq Ft
    • $503/SF
    • 19 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 2023

    200 Fuller Ln, Winnetka, IL 60093

    A Modernist Dream is Realized in East Winnetka! This unexpected luxe modern masterpiece represents a brilliant fusion of space, light, design, and the breathtaking beauty of Lake Michigan. The custom-built home, completed in 2023, unites six bedrooms and 5.5 baths across four levels of artfully designed living space. A warm, neutral palette of artisan materials and bespoke details feature

    Dawn McKenna Coldwell Banker Realty

    200 Fuller Ln, Winnetka, IL 60093
    • /59

      Est $2,111,897 Not Listed For Sale

      • 4 Beds
      • 7 Baths
      • 3,526 Sq Ft

      882 Elm St, Winnetka, IL 60093

      882 Elm St, Winnetka, IL 60093
  • /2

    $1,725,000 Sold Jun 07, 2024

    • 5,300 Sq Ft
    • $325/SF
    • 4 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1923

    1133 Scott Ave, Winnetka, IL 60093

    Nestled in a coveted location, this home seamlessly blends timeless charm and character with modern convenience through a thoughtfully designed three-level addition. Larger than it appears and more sizeable than what could be built today, this family home offers an expansive 5300 square feet of living space. The ideal location near town, train, restaurants, shopping, schools, parks, and the lake

    Sherry Molitor Compass

    1133 Scott Ave, Winnetka, IL 60093
    • /41

      Est $2,670,253 Not Listed For Sale

      • 4 Beds
      • 7 Baths
      • 4,010 Sq Ft

      249 Mary St, Winnetka, IL 60093

      249 Mary St, Winnetka, IL 60093
  • /54

    $1,500,000 Sold Jun 07, 2024

    • 3,674 Sq Ft
    • $408/SF
    • 18 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 1909

    1114 Merril St, Winnetka, IL 60093

    Exciting new listing in Hubbard Woods! Center-entry Winnetka gem has been thoughtfully updated and expanded. This 6-bedroom home seamlessly blends timeless elegance and modern comfort with 9-foot ceilings, hardwood floors, custom molding and trim and circular flow. Enter through the inviting front screened-in porch, where a gentle breeze welcomes you into the warmth of this home. Inside,

    Kiki Clark Jameson Sotheby's International Realty

    1114 Merril St, Winnetka, IL 60093
    • /28

      Est $1,973,171 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 3,800 Sq Ft

      598 Birch St, Winnetka, IL 60093

      598 Birch St, Winnetka, IL 60093
  • /46

    $2,135,000 Sold Jun 03, 2024

    • 4,914 Sq Ft
    • $434/SF
    • 6 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 2016

    300 Fairview Ave, Winnetka, IL 60093

    HEIRLOOM NANTUCKET STYLE HOME-RECENT CONSTRUCTION (2016) STONE+HARDIE BOARD SIDING EXTERIOR ON EXTRA WIDE LOT IN PREMIERE TREE LINED LOCATION STEPS FROM SCHOOLS, BEACH, TOWN AND TRAIN. 6BED+FAM RM+REC RM+MUD RM/6 BATH 3-STORY HOME WITH CONTEMPORARY OPEN FLOOR PLAN W/10FT+ CEILINGS T/O MAIN LEVEL; PRIVATE FIRST FLOOR OFFICE W/CUSTOM MILLWORK PERFECT FOR WORK FROM HOME SCENARIO; PROF GRADE

    Mario Greco Compass

    300 Fairview Ave, Winnetka, IL 60093
    • /54

      Est $2,168,515 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 3,571 Sq Ft

      651 Lincoln Ave, Winnetka, IL 60093

      651 Lincoln Ave, Winnetka, IL 60093

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