189

Recently Sold Homes near The Skokie School

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  • /44

    $3,750,000 Sold Aug 01, 2025

    • 5,735 Sq Ft
    • $654/SF
    • 2 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1930

    180 De Windt Rd, Winnetka, IL 60093

    Experience the best of Winnetka living on nearly an acre in one of the village's most picturesque and prestigious locations. Tucked away behind winding, tree-lined streets, this spectacular historic renovation sits proudly on nearly a full acre of beautifully landscaped grounds. Located on prestigious De Windt Road and walking distance to top-rated Crow Island Elementary, this fairytale-like

    Grace Goro Compass

    180 De Windt Rd, Winnetka, IL 60093
  • /35

    $1,100,000 Sold Aug 01, 2025

    • 2,534 Sq Ft
    • $434/SF
    • 19 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1910

    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
  • /21

    $640,000 Sold Jul 31, 2025

    • 1,976 Sq Ft
    • $324/SF
    • 3 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1973

    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
  • /2

    $1,375,000 Sold Jul 31, 2025

    • 2,170 Sq Ft
    • $634/SF
    • 12 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1975

    1101 Oak St, Winnetka, IL 60093

    Welcome to 1101 Oak Street - a beautifully updated home in the heart of the tree streets of Winnetka, offering the perfect blend of comfort, functionality, and fun. With 4 bedrooms, 2.1 baths, and an attached 2-car garage, this home is designed for easy everyday living and effortless entertaining. Step into a light-filled living room with gorgeous hardwood floors, seamlessly flowing into a

    David Chung Compass

    1101 Oak St, Winnetka, IL 60093
  • /2

    $935,000 Sold Jul 30, 2025

    • 2,264 Sq Ft
    • $413/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1925

    1442 Asbury Ave, Winnetka, IL 60093

    Located in one of Winnetka's most beloved neighborhoods, this classic Tudor offers timeless charm and endless potential. The spacious living room, featuring arched bookcases and fireplace, provides a cozy and inviting gathering space. An entertainment-sized dining room with built-ins adds both charm and functionality, The kitchen iwith table space, ample counter seating, and an adjacent family

    Sherry Molitor Compass

    1442 Asbury Ave, Winnetka, IL 60093
  • /40

    $2,200,000 Sold Jul 30, 2025

    • 4,800 Sq Ft
    • $458/SF
    • 26 Days On Market
    • 3 Beds
    • 4.5 Baths
    • Built 2004

    824 Humboldt Ave, Winnetka, IL 60093

    Tucked away on a serene cul-de-sac just steps from downtown Winnetka and Lake Michigan, this striking contemporary residence offers refined living in one of East Winnetka's most coveted locations. Designed by Gary Lee Partners and award-winning principal architect Sharlene Young, the home is a masterful expression of modern elegance, where innovative materials and meticulous craftsmanship create

    Michael Canzolino Chicago Properties Firm

    824 Humboldt Ave, Winnetka, IL 60093
  • /45

    $2,201,894 Sold Jul 29, 2025

    • 5,000 Sq Ft
    • $440/SF
    • 7 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1894

    550 Oak St, Winnetka, IL 60093

    Opportunity to own and enhance a once-in-a-generation architecturally rich East Winnetka home built in 1894 and set on a beautifully landscaped .42-acre corner lot just steps from town, train, schools, Lake Michigan beaches and the Village Green. Bring your contractor with you to see this solidly built 5000 plus square foot, 5+ bedrooms, 3.2 baths vintage beauty that is surrounded by an iconic

    Paige Dooley Compass

    550 Oak St, Winnetka, IL 60093
  • /86

    $3,175,000 Sold Jul 29, 2025

    • 5,651 Sq Ft
    • $562/SF
    • 3 Days On Market
    • 5 Beds
    • 9 Baths
    • Built 2004

    1575 Hickory Ln, Winnetka, IL 60093

    Welcome to this absolutely fabulous home nestled on a serene half-acre lot on picturesque Hickory Lane. Recently renovated, this residence offers three thoughtfully designed floors of luxurious living space, perfect for both relaxation and entertaining. As you enter, you're greeted by an impressive foyer that leads to the inviting living room, complete with a classic fireplace. The elegant dining

    Joanne Hudson Compass

    1575 Hickory Ln, Winnetka, IL 60093
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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

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