237

Recently Sold Winnetka, IL Homes

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  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /89

    $5,157,000 Sold Jun 09, 2025

    • 3,117 Sq Ft
    • $1654/SF
    • 0 Days On Market
    • 6 Beds
    • 10 Baths
    • Built 2009

    675 Blackthorn Rd, Winnetka, IL 60093

    Tucked away on idyllic Blackthorn Road in the heart of Winnetka, this stunning newer-construction home offers the rare combination of privacy and convenience. Secluded, yet so close to schools, town, train and all of your favorite Winnetka shops and restaurants, the location cannot be beat. With 7 en suite bedrooms, 7 full baths, 3 half-baths, and a generous lot size of nearly a half-acre, this

    Kathryn Moor Compass

    675 Blackthorn Rd, Winnetka, IL 60093
  • /61

    $9,575,000 Sold Jun 06, 2025

    • 8,086 Sq Ft
    • $1184/SF
    • 25 Days On Market
    • 5 Beds
    • 8 Baths
    • Built 2015

    381 Sheridan Rd, Winnetka, IL 60093

    Extremely RARE opportunity to own this premier in-town "Sheridan Road-to Shore" dreamy lakefront showstopper on the best lakefront block nestled between the most posh North Shore estates! Trend Construction hit it out of the park with this new phenomenal walk-out entertainment galore lower level with a low voltage Control 4 system to run the house from anywhere in the world. Luxe designer touches

    Jena Radnay @properties Christie's International Real Estate

    381 Sheridan Rd, Winnetka, IL 60093
  • /37

    $1,000,000 Sold Jun 05, 2025

    • 1,594 Sq Ft
    • $627/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1916

    340 Walnut St, Winnetka, IL 60093

    Welcome to this charming home in East Winnetka! The delightful home boasts a bright, open floor plan that offers exceptional living space. The inviting living room features a stunning white quartz fireplace and elegant shelving, seamlessly connecting to the adjacent dining area. The spacious dining room is perfect for enjoying meals, surrounded by windows, beautiful built-ins, and charming window

    Katie Hauser Compass

    340 Walnut St, Winnetka, IL 60093
  • /30

    $1,207,000 Sold Jun 05, 2025

    • 2,297 Sq Ft
    • $525/SF
    • 4 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1924

    867 Lincoln Ave, Winnetka, IL 60093

    Ideally located between downtown Hubbard Woods and Tower Road Beach, this beautifully maintained Colonial blends timeless charm with thoughtful modern updates. Step inside to find warm hardwood floors and sun-filled rooms that create an inviting, elegant atmosphere. The traditional floor plan offers a formal living room with a wood-burning fireplace, a spacious dining room perfect for gatherings,

    Cricket King @properties Christie's International Real Estate

    867 Lincoln Ave, Winnetka, IL 60093

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