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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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$435,000
$1,993/mo
Monthly Payment:
$1,993
Principal & Interest:
$1,636
HOA Dues:
$357
(Based on a 30 year fixed loan at 3.88% with $87,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
1bed 2bath 1,217sq ft $357 / sq ft CND
Lot SizeN/Asq ft Built2007 On Site78days
CELEBRATE!Move up to a carefree lifestyle@ the WINNGATE!This newer Tudor style condominium mirrors traditional Winnetka homes!It enjoys an A+"walk-about" to... more
CELEBRATE!Move up to a carefree lifestyle@ the WINNGATE!This newer Tudor style condominium mirrors traditional Winnetka homes!It enjoys an A+"walk-about" to shops,services&restaurants in the Village and to Metra train & Pace bus, Library&Community House! Deeded,heated parking is included & pets are welcome!!2E's split floor plan & two full baths, lives like a two-bedroom with guests. Plus a generous 25'x4'balcony! less
Listing Provided Courtesy of Baird & Warner
Popularity
We show you every available listing. Here's how
$665,000
$3,046/mo
Monthly Payment:
$3,046
Principal & Interest:
$2,501
HOA Dues:
$545
(Based on a 30 year fixed loan at 3.88% with $133,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
2bed 3bath 1,800sq ft $369 / sq ft CND
Lot SizeN/Asq ft Built2007 On Site79days
CELEBRATE!Move up to a carefree lifestyle@ the WINNGATE! This newer Tudor style condominium mirrors traditional Winnetka homes.It enjoys an A+"walk-about"to the shops,services... more
CELEBRATE!Move up to a carefree lifestyle@ the WINNGATE! This newer Tudor style condominium mirrors traditional Winnetka homes.It enjoys an A+"walk-about"to the shops,services and restaurants in the Village,and, to Metra train & Pace bus,the library&Community House.Two deeded parking spaces are included&pets are welcome!This penthouse location features a grand 22'x17' deck-your Summer living room!See it for yourself! less
Listing Provided Courtesy of Baird & Warner
Popularity
$5,995,000
$22,552/mo
Monthly Payment:
$22,552
Principal & Interest:
$22,552
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $1,199,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 7bath 11,000sq ft $545 / sq ft SFR
Lot Size34,848sq ft Built1999 On Site79days
Extraordinary lakefront property located on private lane in east Winnetka. Beautiful interior w/ excellent flr plan w/ gorgeous views of Lake Michigan thruout. 1st fl. includes... more
Extraordinary lakefront property located on private lane in east Winnetka. Beautiful interior w/ excellent flr plan w/ gorgeous views of Lake Michigan thruout. 1st fl. includes grand foyer opening to LR, DR, elegant kitchen, FR and sunrm. 2nd fl has luxurious MBR suite + 4 BRs w/private baths, library, ldy. LL w/ 3 entertaining areas, plush theatre, BR, BA, wine cellar,sauna. Exceptional terraces and lakefront! less
Listing Provided Courtesy of The Hudson Company
Popularity
$875,000
$3,291/mo
Monthly Payment:
$3,291
Principal & Interest:
$3,291
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $175,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 3bath 2,861sq ft $306 / sq ft SFR
Lot SizeN/Asq ft Built1914 On Site80days
Charming, updated traditional home in a favorite east Winnetka neighborhood. Walk to 2 train stations, 2 business districts, beach & Winnetka Community House! Wonderful floor... more
Charming, updated traditional home in a favorite east Winnetka neighborhood. Walk to 2 train stations, 2 business districts, beach & Winnetka Community House! Wonderful floor plan for everyday living & entertaining. Gracious formal living & dining rms., crisp white kitchen opens to cheerful breakfast area & family rm. Spacious master bdrm. w/WIC & full bath w/sep. tub & shower. Top schools & outstanding community. No sign. less
Listing Provided Courtesy of Baird & Warner
Popularity
$1,749,000
$6,579/mo
Monthly Payment:
$6,579
Principal & Interest:
$6,579
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $349,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 5bath N/Asq ft N/A / sq ft SFR
Lot SizeN/Asq ft Built2007 On Site80days
Sensational "like new" transitional stone home on beautiful, manicured landscaped lot. Incredible construction w/meticulous, fine details including 12 ft ceilings, beautiful... more
Sensational "like new" transitional stone home on beautiful, manicured landscaped lot. Incredible construction w/meticulous, fine details including 12 ft ceilings, beautiful millwork & moldings & double atrium foyer. Stunning Chef's kitchen w/oversized island opens to family rm, brkfst rm & stone patio. Serene master suite w/deck & spa bath. LL w/5th bed & gym. Three full flrs of living space of turn key perfection! less
Listing Provided Courtesy of @properties
Popularity
$945,000
$3,554/mo
Monthly Payment:
$3,554
Principal & Interest:
$3,554
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $189,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
N/Asq ft N/A / sq ft LND
Lot SizeN/Asq ft BuiltN/A On Site85days
This lovely 3-story,5-bedroom,3.1-bath home is situated on an oversized 60.82 X 170 lot in E Winnetka, near shopping, schools, transportation & the beach. Blocks to Greeley... more
This lovely 3-story,5-bedroom,3.1-bath home is situated on an oversized 60.82 X 170 lot in E Winnetka, near shopping, schools, transportation & the beach. Blocks to Greeley School and in sought after New Trier High School district. Expand or build your dream home in this prime East Winnetka location! See MLS #08873857. less
Listing Provided Courtesy of Coldwell Banker Residential
Popularity
$1,175,000
$4,420/mo
Monthly Payment:
$4,420
Principal & Interest:
$4,420
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $235,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 5bath N/Asq ft N/A / sq ft SFR
Lot SizeN/Asq ft BuiltN/A On Site85days
Meticulously maintained brick Mediterranean in prime S.E. Winnetka has been greatly enlarged over the years for today's lifestyles.1st fl Lvng,dining,family,cooks kit,brkfst &... more
Meticulously maintained brick Mediterranean in prime S.E. Winnetka has been greatly enlarged over the years for today's lifestyles.1st fl Lvng,dining,family,cooks kit,brkfst & pwdr rm.2nd flr has 4 bdrms,2 full bths,mstr w/spa,his/hers walk in clsts & enclsd porch.LL has huge rec rm,ofc,laundry,wine,bonus & Utility rms.4th full bth.2.5 car garage w/ attic,yard w/ patio & deck.Walk to New Trier,park,beach,train & town less
Listing Provided Courtesy of @properties
Popularity
$3,925,000
$14,765/mo
Monthly Payment:
$14,765
Principal & Interest:
$14,765
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $785,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 9bath 8,000sq ft $491 / sq ft SFR
Lot SizeN/Asq ft Built1998 On Site87days
Stunning custom home w/unobstructed views of Centennial Park & Lake Michigan. Exquisitely designed & full of rich architectural details: crown moldings, custom millwork, hardwd... more
Stunning custom home w/unobstructed views of Centennial Park & Lake Michigan. Exquisitely designed & full of rich architectural details: crown moldings, custom millwork, hardwd flrs, oversized windows. 2-story FR w/18' windows & ceilings, banquet-sized DR. Elegant LR w/fireplace opens to a loggia that melds indoors & out. 6 en-suite BR's. Fenced .7 acres w/gated circular drive, pool, cabana & gorgeous paver patio. less
Listing Provided Courtesy of Coldwell Banker Residential
Popularity
$895,000
$3,366/mo
Monthly Payment:
$3,366
Principal & Interest:
$3,366
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $179,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 3bath N/Asq ft N/A / sq ft SFR
Lot Size12,153sq ft Built1949 On Site87days
Listing Provided Courtesy of The Hudson Company
Popularity
$1,099,000
$4,134/mo
Monthly Payment:
$4,134
Principal & Interest:
$4,134
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $219,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 3bath N/Asq ft N/A / sq ft SFR
Lot Size15,246sq ft Built1983 On Site87days
Open, refreshingly unique design combines w/ light-filled interior space to create an oasis amidst the trees. Large rms w/ soaring ceilings create convenient flow throughout. LR... more
Open, refreshingly unique design combines w/ light-filled interior space to create an oasis amidst the trees. Large rms w/ soaring ceilings create convenient flow throughout. LR w/ fplc, DR w/ fplc, kitchen opens to FR, convenient 1st fl BR and full BA, large mudrm. 2nd fl has huge master ste w/large BA, loft/sitting rm, 2 add'l BRs, large hall BA. LL unfinished, great space. 3 car att. garage. Make it yours! less
Listing Provided Courtesy of The Hudson Company
Popularity
$1,024,000
$3,852/mo
Monthly Payment:
$3,852
Principal & Interest:
$3,852
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $204,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 4bath N/Asq ft N/A / sq ft SFR
Lot Size10,019sq ft Built1925 On Site89days
Tastefully decorated & well maintained E Winnetka home ideal for everyday living. Flexible & spacious layout accommodates large gatherings. 1st floor 5th BR suite used as office... more
Tastefully decorated & well maintained E Winnetka home ideal for everyday living. Flexible & spacious layout accommodates large gatherings. 1st floor 5th BR suite used as office w access to main part of home or from beautiful terrace. Formal LR off of heated/AC sunroom. Formal DR expands to adjacent family room thru beautiful French doors. Bonus sunny spa room w hot tub, wet bar and fireplace. less
Listing Provided Courtesy of Jameson Sotheby's International Realty
Popularity
$1,325,000
$5,068/mo
Monthly Payment:
$5,068
Principal & Interest:
$4,984
HOA Dues:
$84
(Based on a 30 year fixed loan at 3.88% with $265,000 down)
Winnetka, IL 60093
Avoca School District 37, New Trier Township High...
5bed 5bath 5,800sq ft $228 / sq ft SFR
Lot Size40,075sq ft Built1962 On Site91days
This beautifully updated and recently expanded home includes all the amenities for today's high-end living set on a gorgeous acre parcel. With an exemplary first-floor master... more
This beautifully updated and recently expanded home includes all the amenities for today's high-end living set on a gorgeous acre parcel. With an exemplary first-floor master suite, stunning kitchen and family room, guest or nanny quarters, two offices and a large library, the home affords considerable livability and flexibility for all buyers. Three bedrooms on second level, attached 2.1-car garage and lower level. less
Listing Provided Courtesy of @properties
Popularity
$2,250,000
$8,485/mo
Monthly Payment:
$8,485
Principal & Interest:
$8,464
HOA Dues:
$21
(Based on a 30 year fixed loan at 3.88% with $450,000 down)
Winnetka, IL 60093
Avoca School District 37, New Trier Township High...
5bed 5bath 4,000sq ft $563 / sq ft SFR
Lot Size1.1acre Built1939 On Site94days
Family owned for over 60 years this Stunning Country Home with Deco influences opens up onto 1.14 serene acres with pool. Large family room flows onto the terraces overlooking... more
Family owned for over 60 years this Stunning Country Home with Deco influences opens up onto 1.14 serene acres with pool. Large family room flows onto the terraces overlooking the pool. Gracious rooms throughout also include stunning living room, formal dining room, 5 bedrooms and 4.1 baths, eat-in Kit. In 1999 the home was expanded and renovated to include a two story octagonal library designed by Richard Gibbons. less
Listing Provided Courtesy of @properties
Popularity
$1,500,000
$5,642/mo
Monthly Payment:
$5,642
Principal & Interest:
$5,642
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $300,000 down)
Winnetka, IL 60093
Winnetka School District 36
N/Asq ft N/A / sq ft LND
Lot Size1.6acre BuiltN/A On Site94days
Important tax information reassessed from 196,236 to 78,494 with estimated taxes of $17,160. Fabulous opportunity to build the home of your dreams on over 1 acre. Also can have... more
Important tax information reassessed from 196,236 to 78,494 with estimated taxes of $17,160. Fabulous opportunity to build the home of your dreams on over 1 acre. Also can have 2.5 acre parcel see MLS listing #08674615 less
Listing Provided Courtesy of Jean Wright Real Estate
Popularity N/A
Home Photo
$1,999,000
$7,520/mo
Monthly Payment:
$7,520
Principal & Interest:
$7,520
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $399,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
N/Asq ft N/A / sq ft LND
Lot Size40,511sq ft BuiltN/A On Site94days
Important tax information reassessed from 199,276 to 66,866 with estimated taxes of $14,618. Wonderful property to build the home of your dreams on 41,697.06 square feet. Also... more
Important tax information reassessed from 199,276 to 66,866 with estimated taxes of $14,618. Wonderful property to build the home of your dreams on 41,697.06 square feet. Also can have 2.5 acre parcel see MLS listing #08674626 less
Listing Provided Courtesy of Jean Wright Real Estate
Popularity
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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 Multiple Listing Service of Northern Illinois, Inc. 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 Multiple Listing Service of Northern Illinois, Inc.. 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 Multiple Listing Service of Northern Illinois, Inc.. 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 Multiple Listing Service of Northern Illinois, Inc., Internet Data Exchange Database.

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Data last updated: Wednesday, September 2, 2015 at 4:09 AM. Properties in listings may have been sold or may no longer be available.