Recently Sold Winnetka, IL Homes

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  /25

  $979,000 Sold Jul 25, 2025

  • 25 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1997

  380 Green Bay Rd Unit 4D, Winnetka, IL 60093

  Coveted Hedge Row Penthouse, HARD TO FIND ONE FLOOR living in the Heart of Winnetka! This Northwest *End unit - is on the market for the first time! This is one of only a few on the top floor that are on the *BACK* side of the building - so you don't face Green Bat Road and the train tracks - and no one is above you - so it is quiet!! This 2 bedroom, 2 bath + den condo is spacious and neutral.

  Megan Mawicke @properties Christie's International Real Estate

  380 Green Bay Rd Unit 4D, Winnetka, IL 60093
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  /39

  $1,860,000 Sold Jul 25, 2025

  • 3,500 Sq Ft
  • $531/SF
  • 32 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2004

  384 Provident Ave, Winnetka, IL 60093

  Sophisticated Living in the Heart of Winnetka Step into timeless elegance with this meticulously crafted custom home, ideally located on a picturesque tree-lined street in one of Winnetka's most desirable neighborhoods. Built in 2005, 384 Provident Avenue offers nearly 3,500 square feet of thoughtfully designed living space with quality craftsmanship, architectural character, and exceptional

  Scott Fishman Worth Clark Realty

  384 Provident Ave, Winnetka, IL 60093
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  /28

  $1,525,000 Sold Jul 24, 2025

  • 3,440 Sq Ft
  • $443/SF
  • 3 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1924

  720 Willow Rd, Winnetka, IL 60093

  Introducing a stunning blend of timeless sophistication and modern functionality in the heart of Winnetka. This sun-drenched 5-bedroom, 4.1-bathroom home spans 3,440 square feet of thoughtfully designed living space, perfect for today's lifestyle. Step inside to discover hardwood floors, a striking stone fireplace, and Marvin windows that flood the home with natural light. The chef's kitchen is a

  Marlene Rubenstein Baird & Warner

  720 Willow Rd, Winnetka, IL 60093
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  /51

  $9,499,900 Sold Jul 22, 2025

  • 9,723 Sq Ft
  • $977/SF
  • 29 Days On Market

  • 5 Beds
  • 8 Baths
  • Built 2021

  139 Sheridan Rd, Winnetka, IL 60093

  Summer is right around the corner, and 139 Sheridan is the ultimate lakefront escape. Built into the bluff and just steps to the water, this turnkey Morgante Wilson custom home is designed for effortless lake living. One of the last new construction homes allowed to build into the bluff, it offers a front-row seat to beach days, boat rides, and unforgettable summer memories. Incredible panoramic

  Jena Radnay @properties Christie's International Real Estate

  139 Sheridan Rd, Winnetka, IL 60093
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  /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
• 

  

  /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
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  /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
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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
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  /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
• 

  

  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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

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