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Winnetka, IL Real Estate — Homes For Sale in Winnetka, IL

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Winnetka Real Estate Overview

An affluent suburb in Cook County that's known for its lavish homes, plentiful recreational activities and for one of the finest high schools in the country (New Trier High School), Winnetka was also the site of the house that was made famous by the movie, "Home Alone." The North Shore suburb is located 18 miles north of Chicago's...
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$940,000
$3,536/mo
Monthly Payment:
$3,536
Principal & Interest:
$3,536
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $188,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 3bath 2,979sq ft $316 / sq ft SFR
Lot Size8,250sq ft Built1913 On Site132days
East Winnetka! The perfect location for this solidly built, 5 bedroom & office, Prairie style home - close to Greeley school, NT, Train and Beach. A brick pavered walk, among... more
East Winnetka! The perfect location for this solidly built, 5 bedroom & office, Prairie style home - close to Greeley school, NT, Train and Beach. A brick pavered walk, among mature trees, leads to the front door. This beautifully maintained home greets you to a warm and light living rm w/frplc, built-ins, hardwd floors and spacious dining rm. A cozy Knotty Pine paneled den w/bookcases is conveniently located off the living rm. The great circular flr plan leads to kitchen with handsome antique maple cabinets. The light filled family rm, w/a stunning brick frplc is adjacent to the living rm and kitchen and overlooks the backyard. The second floor includes a large private master suite w/bath and fabulous closet area, 4 add'l bedrooms - PLUS a perfect home office and updated bath. The LL offers a spacious and light paneled rec rm, laundry, project rm and great storage. The private backyard is surrounded by mature trees...a year round treat! Move in and Enjoy. less
Listing Provided Courtesy of BERKSHIRE HATHAWAY HOMESERVICES KOENIGRUBLOFF
Popularity
We show you every available listing. Here's how
$1,669,000
$6,278/mo
Monthly Payment:
$6,278
Principal & Interest:
$6,278
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $333,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 6bath 4,660sq ft $358 / sq ft SFR
Lot SizeN/Asq ft Built2014 On Site133days
This is a must research all new to be built, luxury home in East Winnetka with the outstanding amenities discerning North Shore clients desire in a residence. It is just steps... more
This is a must research all new to be built, luxury home in East Winnetka with the outstanding amenities discerning North Shore clients desire in a residence. It is just steps to schools , town, the Beaches of Lake Michigan & easy trains to Downtown Chicago. The great room has a Cathedral ceiling & full masonry fireplace with custom mantle & trim detail. Smartly designed, custom Chef's Kitchen w/ Wolf & Subzero appliances. Large breakfast nook & mudroom. Private den w/ custom ceiling & wainscot trim. Six Bedroom & 5.5 tiled baths, plus site finished oak floors and stairways on first, second & third floors. Master Suite w/ large closet, Deluxe bathroom with all amenities you would expect. Four floors of well planned, stylish finished space including the lower level basement Rec room with wet bar, game room, bath and bedroom. Photos are of a similar completed home on Hawthorne in Winnetka less
Listing Provided Courtesy of GARY JANKO
Popularity
$1,675,000
$6,301/mo
Monthly Payment:
$6,301
Principal & Interest:
$6,301
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $335,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 6bath 3,990sq ft $420 / sq ft SFR
Lot SizeN/Asq ft Built2007 On Site137days
Nantucket meets Winnetka! Absolute perfection in this 2007 home. Thoughtfully laid out, this home has perfect finishes on 4 floors. Ideal floor plan has LR w/ gas fireplace &... more
Nantucket meets Winnetka! Absolute perfection in this 2007 home. Thoughtfully laid out, this home has perfect finishes on 4 floors. Ideal floor plan has LR w/ gas fireplace & large dining room. The light kitchen w/ center island opens to breakfast room & mudroom. The large family room features a WB stone fireplace, coffered ceiling & French doors that open to the deep yard. 4 family BRs on the 2nd floor are all en-suite. The 3rd floor is an ideal retreat. The lower level has exceptionally tall ceilings - room enough for a basketball hoop! A stone fireplace anchors the entertainment area. 5th BR & full bath are also on this level. There's a wet bar & serious wine room. You don't find a back yard as large as this one in new construction. Professional landscaping includes heated walkways, in-ground sprinklers & lighting. The Trexx deck has seating for all, & the bluestone patio provides the perfect spot for an after-dinner bonfire! One of the few houses on the Tree Streets w/ a driveway. less
Listing Provided Courtesy of @PROPERTIES
Popularity
$1,950,000
$7,335/mo
Monthly Payment:
$7,335
Principal & Interest:
$7,335
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $390,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 5bath 4,860sq ft $401 / sq ft SFR
Lot Size21,780sq ft Built1989 On Site139days
Built in 1989 by the current owner with a delightful open, airy floor plan that brings the sun inside every day of the year. The shingle style exterior is particularly... more
Built in 1989 by the current owner with a delightful open, airy floor plan that brings the sun inside every day of the year. The shingle style exterior is particularly appropriate for this east location with seasonal lake views. Generous spaces include a Living Room, Dining Room, Library with marble-faced fireplace, inviting Family Room with fireplace, Conservatory with pond and tile floor, Kitchen with island, and separate Breakfast Room. The second floor includes a beautiful Master Suite with bath and ample closet, three bedrooms and 2 more baths, and another room that can be 5th bedroom or sitting room for the Master. Beautifully finished lower level with Rec Room, Playroom, Laundry and Exercise Room, wine cellar. 3 car attached garage. Remarkable outdoor "rooms" for outdoor dining, gardening, play and soaking in all the nature that surrounds you. Fabulous house for entertaining. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL
Popularity
$1,395,000
$5,289/mo
Monthly Payment:
$5,289
Principal & Interest:
$5,247
HOA Dues:
$42
(Based on a 30 year fixed loan at 3.88% with $279,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
3bed 4bath 3,367sq ft $414 / sq ft SFR
Lot Size21,780sq ft Built1976 On Site139days
Enter this secluded setting down a private stone driveway. Custom built by present owner this home features huge window walls with amazing views of the ravines. There is... more
Enter this secluded setting down a private stone driveway. Custom built by present owner this home features huge window walls with amazing views of the ravines. There is wonderful wrap around deck with entrances from all major rooms. Fabulous flexible and open floor plan with very high ceilings and natural materials. Enjoy the lake breezes in the screened porch. First floor master suite with office & door to deck. Two family bedrooms w/ensuite baths on the 2nd floor. Large scale rec room in lower level. First floor laundry. less
Listing Provided Courtesy of @PROPERTIES
Popularity
$1,739,000
$6,541/mo
Monthly Payment:
$6,541
Principal & Interest:
$6,541
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $347,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 6bath N/Asq ft N/A / sq ft SFR
Lot Size21,780sq ft BuiltN/A On Site139days
Beautiful, thorough renovations combine w/ original charm and elegance to create a wonderful home on a large, lush lot in an ideal east Winnetka location just steps from Lake... more
Beautiful, thorough renovations combine w/ original charm and elegance to create a wonderful home on a large, lush lot in an ideal east Winnetka location just steps from Lake Michigan, town, train. 1st fl features a large reception foyer which opens to an elegant living rm w/ fplc, beamed ceiling and adjacent screened porch; formal dining rm w/ fplc opening to porch, family rm w/ fplc and large kitchen w/ center island and breakfast area overlooking gorgeous back yard. Also off kitchen is a mudroom entrance, laundry and informal powder rm. A guest powder rm is located off the front hall. 2nd floor incl. a luxurious master ste w/ fabulous bth, abundant closet space and gorgeous views; 3 add'l BRs off the main hall w/ 2 beautiful new bths. Also on the 2nd floor off the back stairs is a 5th BR w/ cheery en suite bth. Lower level offers play rm, arts and crafts area, storage, mechanicals. Large lush lot offers great play, gardening space + future potential. Location, location, location! less
Listing Provided Courtesy of THE HUDSON COMPANY
Popularity
$1,650,000
$6,207/mo
Monthly Payment:
$6,207
Principal & Interest:
$6,207
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $330,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 6bath N/Asq ft N/A / sq ft SFR
Lot Size14,401sq ft Built1937 On Site146days
Stately red brick center entrance Colonial across from Village Green designed by Benjamin Marshall, architect of the Drake and Blackstone hotels. Gracious living with many... more
Stately red brick center entrance Colonial across from Village Green designed by Benjamin Marshall, architect of the Drake and Blackstone hotels. Gracious living with many custom details, large inviting foyer, living room with fireplace and custom built-ins, year round sunroom, dining room with bay, paneled study with built-ins. Second floor includes master suite with dressing room, 4 additional bedrooms and 3 more full baths. Back stairway to 2nd floor. Finished lower level with bar, fireplace and half bath. 2 car attached garage and mudroom. Only the 2nd family to own this home. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL
Popularity
$719,900
$2,708/mo
Monthly Payment:
$2,708
Principal & Interest:
$2,708
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $143,980 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 3bath 2,151sq ft $335 / sq ft SFR
Lot Size8,416sq ft Built1890 On Site148days
Charming east Winnetka home in a prime location.From the front porch swing to the gracious entry & flow to the huge deck, patio & fenced yard, charm galore fills this delightful... more
Charming east Winnetka home in a prime location.From the front porch swing to the gracious entry & flow to the huge deck, patio & fenced yard, charm galore fills this delightful 4 bed family home. Formal DR & LR flows into the FR w/WBFP, newer kitchen & brkfst rm w/ granite counters & SS appliances. Master suite w/private bath, 3 add'l bedrooms w/shared hall bath all w/cathedral ceilings. Basement features home office/guest suite, laundry, shower. Walk 2 all! Property is also available for a corporate rental for $4000/month less
Listing Provided Courtesy of BAIRD & WARNER
Popularity
$924,000
$3,475/mo
Monthly Payment:
$3,475
Principal & Interest:
$3,475
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $184,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 3bath 3,400sq ft $272 / sq ft SFR
Lot SizeN/Asq ft Built1950 On Site153days
Custom all brick home, first time ever on market! 4bdrm, 2.1bth on almost 1/3 acre. Spacious & open floor plan, including large FR, LIB, & 4 fireplaces. Hardwood flrs... more
Custom all brick home, first time ever on market! 4bdrm, 2.1bth on almost 1/3 acre. Spacious & open floor plan, including large FR, LIB, & 4 fireplaces. Hardwood flrs throughout. 2002 addition included huge MBR with His/Her walk-in closets, all new windows, & 2-Zoned heating & air conditioning. Kitchen has granite counters & stainless steel appliances with easy expansion potential. Abundance of storage & closet space.Beautiful private backyard w bluestone walkway & patio. Only steps to schools K-8! less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL
Popularity
$490,000
$2,820/mo
Monthly Payment:
$2,820
Principal & Interest:
$1,843
HOA Dues:
$977
(Based on a 30 year fixed loan at 3.88% with $98,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
3bed 3bath 1,751sq ft $280 / sq ft CND
Lot SizeN/Asq ft Built1971 On Site153days
Motivated seller. Property taxes do not reflect deductions. Desirable Winnetka Mews Condominium...Larger first floor 1 level end unit with 3 bedroom, 3 bath, separate balcony,... more
Motivated seller. Property taxes do not reflect deductions. Desirable Winnetka Mews Condominium...Larger first floor 1 level end unit with 3 bedroom, 3 bath, separate balcony, private terrace with garden, in unit laundry, indoor heated parking and 2 storage units. Amenities include on site management, outdoor pool, private elevator, in-town location close to stores, restaurants, public transportation, beach and parks. less
Listing Provided Courtesy of JAMESON SOTHEBY'S INTERNATIONAL REALTY
Popularity
$795,000
$2,990/mo
Monthly Payment:
$2,990
Principal & Interest:
$2,990
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $159,000 down)
Winnetka, IL 60093
Winnetka School District 36
4bed 4bath 2,693sq ft $295 / sq ft SFR
Lot Size7,950sq ft Built1958 On Site154days
Eight Rooms Four Bedroom Plus Office/Den 3.5 Bath Hardwood floors, Unfinished basement. Attached two Car Garage, Needs Updating but in a great location.
Eight Rooms Four Bedroom Plus Office/Den 3.5 Bath Hardwood floors, Unfinished basement. Attached two Car Garage, Needs Updating but in a great location. less
Listing Provided Courtesy of TEMPO REAL ESTATE, INC.
Popularity
$2,599,000
$9,777/mo
Monthly Payment:
$9,777
Principal & Interest:
$9,777
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $519,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 8bath 6,000sq ft $433 / sq ft SFR
Lot Size21,728sq ft Built2004 On Site156days
Stunning, classic brick Georgian on 1/2 acre lot in country-like setting.This home has everything you need & more. Built in '04, the original owners have cared for & lovingly... more
Stunning, classic brick Georgian on 1/2 acre lot in country-like setting.This home has everything you need & more. Built in '04, the original owners have cared for & lovingly maintained the house & property: it feels brand new! Gorgeous setting,mature landscaping & perrenial gardens surround this sophisticated, comfortable home. Special features: Formal LR, DR & Library. Timeless Chef's kitchen, opens to spectacular FR, sunny breakfast room & bluestone patio/rear yard. Custom mud room, 2 powder rooms on 1st fl. 2nd fl features 5 large, en-suite BR including dynamite Master Suite with separate sitting room, private dressing room & spa bath. 2nd fl laundry room & back staircase. LL features 6th BR & BA, exercise rm, large recreation room with Bar/kitchenette, game area, homework/arts & crafts room, utility/storage room. Add'l storage in attic (Bessler stairs). 3 car attached, heated garage. Circular driveway, cedar shake roof, copper gutters, generator, alarm, sprinkler & sound systems. less
Listing Provided Courtesy of THE HUDSON COMPANY
Popularity
$7,750,000
$29,154/mo
Monthly Payment:
$29,154
Principal & Interest:
$29,154
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $1,550,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
10bed 14bath 14,670sq ft $528 / sq ft SFR
Lot Size1.8acre Built1991 On Site159days
Custom built for noted Chicago philanthropists, Ann and Robert Lurie, as their personal residence. This lakefront estate, inspired by the seaside architectural style of the... more
Custom built for noted Chicago philanthropists, Ann and Robert Lurie, as their personal residence. This lakefront estate, inspired by the seaside architectural style of the Mediterranean, blends old world charm into a relaxed domestic style perfect for modern living. This home marries both sun and water to comprise the ultimate lakefront retreat. less
Listing Provided Courtesy of DREAM TOWN REALTY
Popularity
$2,095,000
$7,881/mo
Monthly Payment:
$7,881
Principal & Interest:
$7,881
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $419,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 4bath 4,835sq ft $433 / sq ft SFR
Lot Size41,382sq ft Built1981 On Site159days
This spectacular architecturally significant post mid-century modern provides easy one-story living with in-ground pool on nearly 1 acre overlooking Winnetka Golf Club. Enter at... more
This spectacular architecturally significant post mid-century modern provides easy one-story living with in-ground pool on nearly 1 acre overlooking Winnetka Golf Club. Enter at the foyer with interior garden and circular domed skylights opening to the living room with stone wall, clerestory windows and rear yard views. A generous sized dining room with built-ins and recessed art lighting is perfect for entertaining. The updated kitchen has newer appliances, new quartzite counters, planning desk and breakfast room. An adjacent family room with stone fireplace affords casual relaxation. An isolated master suite with library, large closets and travertine bath provides a comforting, private retreat. Three more large family bedrooms, one en-suite, and hall bath complete the bedroom wing. The utility area has a large closet, washer, dryer, cabinetry, and drip rack leading to the heated 3 car attached garage. On the lower level there is an exercise room, dark room and extra storage. less
Listing Provided Courtesy of BERKSHIRE HATHAWAY HOMESERVICES KOENIGRUBLOFF
Popularity
$2,899,000
$10,905/mo
Monthly Payment:
$10,905
Principal & Interest:
$10,905
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $579,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 7bath N/Asq ft N/A / sq ft SFR
Lot Size16,108sq ft Built2015 On Site159days
Outstanding new custom residence-premier location across from village green park, beach, shops and transportation. Exquisite finishes thruout with a versatile floor plan. All... more
Outstanding new custom residence-premier location across from village green park, beach, shops and transportation. Exquisite finishes thruout with a versatile floor plan. All bedrooms en-suite incl a luxurious master with 2 walk-in closets and amazing spa. Finished lower level-has kitchen, bedroom, full bath, and space for theater and sports court. Remarkable details make this house the perfect place to call home. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL
Popularity
4 5 6 7 8 9 10 11
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Local real estate services provided by:
Coldwell Banker Residential Brokerage
Coldwell Banker Residential Brokerage
2215 Sanders Rd, Suite 300
Northbrook, IL 60062

844.662.5639
Website provided and owned by Coldwell Banker Residential Brokerage.
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The information being provided by Midwest Real Estate Data LLC is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Midwest Real Estate Data LLC. Coldwell Banker Residential Brokerage is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Coldwell Banker Residential Brokerage, a broker participant of Midwest Real Estate Data LLC. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. Listings marked with an icon are provided courtesy of the Midwest Real Estate Data LLC, Internet Data Exchange Database.

The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Midwest Real Estate Data LLC and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited.

Copyright 2016 Midwest Real Estate Data LLC. All rights reserved.

Data last updated: Saturday, February 13, 2016 at 2:01 PM. Properties in listings may have been sold or may no longer be available.