Winnetka, IL Homes

/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

/66
Est $2,248,779 Not Listed For Sale
- 6 Beds
- 4.5 Baths
- 3,235 Sq Ft
1283 Westmoor Trail, Winnetka, IL 60093

1283 Westmoor Trail, 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

/35
Est $1,571,005 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,000 Sq Ft
888 Cherry St, Winnetka, IL 60093

888 Cherry St, 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

/15
Est $1,510,850 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,498 Sq Ft
256 Woodlawn Ave, Winnetka, IL 60093

256 Woodlawn Ave, 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

/31
Est $865,555 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 1,769 Sq Ft
1137 Willow Rd, Winnetka, IL 60093

1137 Willow Rd, 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

/32
Est $1,693,288 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 3,379 Sq Ft
1509 Edgewood Ln, Winnetka, IL 60093

1509 Edgewood Ln, 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

/33
Est $1,622,242 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,142 Sq Ft
955 Vernon Ave, Winnetka, IL 60093

955 Vernon Ave, 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

/2
Est $2,133,889 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 5,616 Sq Ft
1412 Scott Ave, Winnetka, IL 60093

1412 Scott Ave, Winnetka, IL 60093

/89
$5,157,000 Sold Jun 09, 2025
- 3,117 Sq Ft
- $1,654/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

/36
Est $1,572,572 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,360 Sq Ft
516 Meadow Rd, Winnetka, IL 60093

516 Meadow Rd, Winnetka, IL 60093

/61
$9,575,000 Sold Jun 06, 2025
- 8,086 Sq Ft
- $1,184/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

/16
Est $742,506 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,230 Sq Ft
Unlisted Address

Unlisted Address

/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

/31
Est $2,024,456 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,867 Sq Ft
1044 Elm St, Winnetka, IL 60093

1044 Elm 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

/36
Est $1,744,086 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 2,880 Sq Ft
564 Arbor Vitae Rd, Winnetka, IL 60093

564 Arbor Vitae Rd, Winnetka, IL 60093

/28
$2,017,000 Sold Jun 05, 2025
- 3,170 Sq Ft
- $636/SF
- 4 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2008
1132 Oak St, Winnetka, IL 60093

Nestled in sought after in town location. The front porch welcomes you as you enter the home! Beautiful LR and DR with hardwood floors, detailed custom molding and window treatments. Light and airy kitchen, with quartz counters, stainless steel appliances, breakfast bar, table space, planning desk, walk in pantry. Family room with hardwood floors, fireplace. Fabulous mud room with built-in

Kathleen Doron Coldwell Banker Realty

1132 Oak St, Winnetka, IL 60093

/48
Est $2,400,764 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 4,954 Sq Ft
1148 Scott Ave, Winnetka, IL 60093

1148 Scott Ave, Winnetka, IL 60093

/51
$2,400,000 Sold Jun 03, 2025
- 5,300 Sq Ft
- $453/SF
- 1 Day On Market
- 4 Beds
- 5.5 Baths
- Built 2006
390 Hawthorn Ln, Winnetka, IL 60093

Nestled in the heart of East Winnetka, an exceptional, "better-than-new" sophisticated home on a wider lot (63') in the best in-town, walk-to-beach/park/train/schools location designed with distinction for the most discriminating buyer. Offering a harmonious blend of modern design and luxurious living with an acute attention to detail and the finest, high-end finishes. Crisp moldings, soaring

Paige Dooley Compass

390 Hawthorn Ln, Winnetka, IL 60093

/35
Est $1,364,139 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,400 Sq Ft
329 Rosewood Ave, Winnetka, IL 60093

329 Rosewood Ave, Winnetka, IL 60093

/40
$1,760,000 Sold Jun 03, 2025
- 3,708 Sq Ft
- $475/SF
- 3 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1890
815 Rosewood Ave, Winnetka, IL 60093

Situated in the most charming neighborhood between Winnetka and Hubbard Woods, this sunny, meticulously maintained 4+ bedroom, 3 and a half bath home is the perfect combination of vintage character and modern decor: full of classic architectural details, tall ceilings, lovely millwork and hardwood floors. Nestled on a generous double-wide lot with gorgeous green vistas in a serene setting, the

Paige Dooley Compass

815 Rosewood Ave, Winnetka, IL 60093

/42
Est $2,395,903 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,114 Sq Ft
520 Oak St, Winnetka, IL 60093

520 Oak St, Winnetka, IL 60093

/26
$75,000 Sold May 30, 2025
- 8 Days On Market
- 3 Beds
- 2 Baths
- Built 2017
84 N Branch Rd, Winnetka, IL 60093

Beautiful Regan model prefab home with spacious floor plan that accommodates the whole family and is perfect for hosting guests! Large living room and kitchen that's equipped with a full set of modern appliances, granite countertops, tons of cabinet space and an island. The cabinets compliment the rustic wood finish of the floor and kitchen island top, creating a harmonious, charming atmosphere.

Kevin Roy HomeSmart Connect LLC

84 N Branch Rd, Winnetka, IL 60093

/42
Est $1,340,671 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 2,204 Sq Ft
525 Sunset Rd, Winnetka, IL 60093

525 Sunset Rd, Winnetka, IL 60093

/54
$2,520,000 Sold May 30, 2025
- 4,819 Sq Ft
- $523/SF
- 3 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1888
800 Lincoln Ave, Winnetka, IL 60093

Come see this classic Winnetka beauty: packed with both vintage charm and all the updates of today! 800 Lincoln Avenue is a beautiful home perfectly situated in sought after East Winnetka location where you can walk to town and the lake. Enter through the charming front porch to a lovely foyer with hand-stenciled floor. Enjoy the bright living and dining room overlooking the tree-lined street,

Katharine Hackett @properties Christie's International Real Estate

800 Lincoln Ave, Winnetka, IL 60093

/55
Est $1,305,338 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,344 Sq Ft
290 Poplar St, Winnetka, IL 60093

290 Poplar St, Winnetka, IL 60093

/37
$2,650,000 Sold May 30, 2025
- 4,536 Sq Ft
- $584/SF
- 6 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1901
822 Bryant Ave, Winnetka, IL 60093

One of Winnetka's most extraordinary retreats in the most desired walk to location reminiscent of the iconic homes of the era with a stylized full house renovation and addition in 2004. This "better than new" meticulous lovingly restored Historical Home that blends all of life's comforts from the dreamlike screened porches over 1/2 acre of breathtaking grounds and spectacular kitchen//family room

Paige Dooley Compass

822 Bryant Ave, Winnetka, IL 60093

/27
Est $1,692,494 Not Listed For Sale
- 5 Beds
844 Prospect Ave, Winnetka, IL 60093

844 Prospect Ave, Winnetka, IL 60093

/41
$1,950,000 Sold May 29, 2025
- 4,206 Sq Ft
- $464/SF
- 2 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1961
54 Indian Hill Rd, Winnetka, IL 60093

Situated handsomely on beautifully manicured and professionally landscaped 1/3 acre grounds, this elegant 4-bedroom, 3.1-bath home offers timeless charm and exceptional living in one of the most sought-after locations-Indian Hill. The fabulous floor plan unfolds with a grand entryway leading to a generous living room adorned with beautiful millwork, architectural details, and a cozy gas-burning

Paige Dooley Compass

54 Indian Hill Rd, Winnetka, IL 60093

/12
Est $964,336 Not Listed For Sale
- 2 Beds
- 3 Baths
- 1,800 Sq Ft
111 Church Rd, Winnetka, IL 60093

111 Church Rd, Winnetka, IL 60093

/45
$2,400,000 Sold May 29, 2025
- 5,073 Sq Ft
- $473/SF
- 3 Days On Market
- 4 Beds
- 5 Baths
- Built 1938
1170 Oakley Ave, Winnetka, IL 60093

Exquisitely maintained and masterfully designed, this stunning residence on one of Winnetka's most beloved lanes offers the perfect blend of luxury, functionality, and charm. Nestled on an oversized .32-acre, park-like lot, the home is ideally located within walking distance to Hubbard Woods School, Sacred Heart, the Metra, parks, boutique shops, restaurants, coffee houses, the Green Bay Trail,

Laura Fitzpatrick @properties Christie's International Real Estate

1170 Oakley Ave, Winnetka, IL 60093

/46
Est $1,269,799 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,181 Sq Ft
268 Auburn Ave, Winnetka, IL 60093

268 Auburn Ave, Winnetka, IL 60093

/22
$1,200,000 Sold May 28, 2025
- 2,300 Sq Ft
- $522/SF
- 5 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1997
812 Oak St Unit 200, Winnetka, IL 60093

If you've been looking for single floor living in the heart of Winnetka, you found it! The unbeatable location is within walking distance of the best restaurants, shops, the train, and more. This 3-bed 2.5-bath condo in a highly sought-after boutique elevator building has over 2300 square feet so you can really spread out. After entering through a gracious foyer you are ushered into this lovely

Cricket King @properties Christie's International Real Estate

812 Oak St Unit 200, Winnetka, IL 60093

/39
Est $2,154,146 Not Listed For Sale
- 4 Beds
- 5.5 Baths
- 3,249 Sq Ft
601 Cherry St, Winnetka, IL 60093

601 Cherry St, Winnetka, IL 60093

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