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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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$3,975,000
$14,953/mo
Monthly Payment:
$14,953
Principal & Interest:
$14,953
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $795,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
7bed 9bath 6,300sq ft $631 / sq ft SFR
Lot SizeN/Asq ft Built2015 On Site52days
Another outstanding house in Winnetka! App. 9,500 sq.ft of finished space with 6 Bedrooms & 6.3 Baths. Special features include gourmet Kitchen w/top of the line appliances... more
Another outstanding house in Winnetka! App. 9,500 sq.ft of finished space with 6 Bedrooms & 6.3 Baths. Special features include gourmet Kitchen w/top of the line appliances including espresso/cappuccino machine, cherry wood custom library, fully equipped movie theater, refrigerated wine room, back-up generator, enclosed porch, sports court, great lower level and much, more less
Listing Provided Courtesy of @properties
Popularity
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$675,000
$2,539/mo
Monthly Payment:
$2,539
Principal & Interest:
$2,539
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $135,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
N/Asq ft N/A / sq ft MFR
Lot Size5,663sq ft BuiltN/A On Site53days
Amazing investment opportunity to earn possible 7% roi. Very rare 3-flat classic home totally renovated on tree lined residential st. Located 2 blocks to village & train.... more
Amazing investment opportunity to earn possible 7% roi. Very rare 3-flat classic home totally renovated on tree lined residential st. Located 2 blocks to village & train. Designer finishes & showcase kitchens & baths in 2 larger units. 3rd flr-cozy charmer. Each unit has porch & parking spaces. Building in excellent condition. Private paver patio. Professionally landscaped. Expected rent-unit 2 $2,095/mo; less
Listing Provided Courtesy of Coldwell Banker Residential
Popularity
$1,649,000
$6,203/mo
Monthly Payment:
$6,203
Principal & Interest:
$6,203
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $329,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 5bath 4,630sq ft $356 / sq ft SFR
Lot Size8,851sq ft Built2002 On Site53days
Beautifully built newer brick home. Exquisite mill work, arched doorways, sky lite entry, custom built ins, 9 & 10 ft ceilings even in the ll. Fabulous skylight eat-in kitchen... more
Beautifully built newer brick home. Exquisite mill work, arched doorways, sky lite entry, custom built ins, 9 & 10 ft ceilings even in the ll. Fabulous skylight eat-in kitchen opens to sunny family room w/doors to raised deck overlooking lawn. Ideally located off/lib off the entry hall. You'll love the master ste w/fireplace, laundry on 2nd flr. Ll has rec room w/wet bar & custom built ins 5th br, & 4th full bath., hobby/craft area, exercise room & large storage room w/built ins. 2/3 blks to k-8th schools & 4 blks to town & train. less
Listing Provided Courtesy of @properties
Popularity
$1,390,000
$5,229/mo
Monthly Payment:
$5,229
Principal & Interest:
$5,229
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $278,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 4bath 3,400sq ft $409 / sq ft SFR
Lot Size16,291sq ft Built1924 On Site53days
Distinctive and Charming! Classic 3 story brick Georgian on prestigious Sheridan Rd. Open floor plan is perfect for entertaining. South east exposure provides wonderful light.... more
Distinctive and Charming! Classic 3 story brick Georgian on prestigious Sheridan Rd. Open floor plan is perfect for entertaining. South east exposure provides wonderful light. Large sun/family room opening to back yard boasting English gardens. 4+ bedrooms on the 2nd floor. Hardwood floors throughout 1st and 2nd floors. Large recreation room, possible 5th bedroom and office on 3rd floor. Great location! Walk to Elder Beach & Park, Greeley and New Trier HS. Larger lot with alley access allows countless possibilities! less
Listing Provided Courtesy of Baird & Warner
Popularity
$839,000
$3,156/mo
Monthly Payment:
$3,156
Principal & Interest:
$3,156
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $167,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 4bath N/Asq ft N/A / sq ft SFR
Lot SizeN/Asq ft Built1930 On Site53days
Storybook Curb Appeal! This charmer is located in the heart of East Winnetka. Steps to town, train & beach! Fabulous circular flow perfect for entertaining. The elegant living... more
Storybook Curb Appeal! This charmer is located in the heart of East Winnetka. Steps to town, train & beach! Fabulous circular flow perfect for entertaining. The elegant living room is flooded with sunlight, crown moldings, arched doorways, built-ins & gas starter wood burning fireplace. Separate dining room off of the kitchen. Hardwood floors throughout. Gorgeous kitchen overlooks huge family room with vaulted ceilings. Glass french doors open up to deck with fully fenced-in professionally landscaped backyard. Spacious finished basement with full bath. Award winning schools... This home has it all! less
Listing Provided Courtesy of Coldwell Banker Residential
Popularity
$4,550,000
$17,116/mo
Monthly Payment:
$17,116
Principal & Interest:
$17,116
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $910,000 down)
Winnetka, IL 60093
Avoca School District 37, New Trier Township High...
6bed 6bath N/Asq ft N/A / sq ft SFR
Lot Size1.5acre Built1925 On Site56days
Much admired estate situated approximately 1.5 acres surrounded by pool, pool house & exquisite gardens. Home has been meticulously updated & expanded throughout with no detail... more
Much admired estate situated approximately 1.5 acres surrounded by pool, pool house & exquisite gardens. Home has been meticulously updated & expanded throughout with no detail over looked. Better than new construction. Total of rooms, 6 bedrooms & 5.1 baths. Home blends old world elegance with all of today's amenities. Large reception hall, large wine rm, dog rm, heated floors in baths, 3 car garage and much more. This home compares to new construction. less
Listing Provided Courtesy of Berkshire Hathaway Homeservices Koenigrubloff
Popularity
$160,000
$977/mo
Monthly Payment:
$977
Principal & Interest:
$601
HOA Dues:
$376
(Based on a 30 year fixed loan at 3.88% with $32,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
2bed 1bath N/Asq ft N/A / sq ft CND
Lot SizeN/Asq ft Built1920 On Site57days
Make Winnetka your new home. Wonderful opportunity to own vintage charm and newness all in one. This corner 2 bedroom condo is bright and sunny in a fabulous in-town location.... more
Make Winnetka your new home. Wonderful opportunity to own vintage charm and newness all in one. This corner 2 bedroom condo is bright and sunny in a fabulous in-town location. Enjoy newer kitchen with granite counters and breakfast bar for four. Pretty hardwood floors and 8 newer windows plus in-unit laundry. View Hubbard Woods Park across the street. New Trier High school, train, restaurants, beach, bike path make this a stellar location. This pet friendly building is in great condition with many updates. Come see! less
Listing Provided Courtesy of Coldwell Banker Residential
Popularity
$749,900
$2,821/mo
Monthly Payment:
$2,821
Principal & Interest:
$2,821
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $149,980 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 3bath 2,151sq ft $349 / sq ft SFR
Lot Size8,416sq ft Built1890 On Site57days
From the front porch swing 2 the gracious entry & flow 2 the huge deck, patio & fenced yard, charm galore fills this GR8 4 bed east Winnetka family hm. Formal DR & LR flows into... more
From the front porch swing 2 the gracious entry & flow 2 the huge deck, patio & fenced yard, charm galore fills this GR8 4 bed east Winnetka family hm. Formal DR & LR flows into the FR w/WBFP, newer kitchen & brkfst rm w/ granite counters & SS appliances. Master Ste 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! less
Listing Provided Courtesy of Baird & Warner
Popularity
$2,498,000
$9,397/mo
Monthly Payment:
$9,397
Principal & Interest:
$9,397
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $499,600 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 6bath 5,800sq ft $431 / sq ft SFR
Lot SizeN/Asq ft Built2015 On Site58days
Elegant new construction in East Winnetka using the highest quality materials with the greatest of taste in a neighborhood of families with nearby schools, transportation, parks... more
Elegant new construction in East Winnetka using the highest quality materials with the greatest of taste in a neighborhood of families with nearby schools, transportation, parks and beaches. Featuring, 6 beds, 5.1 baths, cust kitch & brkfst area w/ coffered ceilings, top of the line applncs, 3 limestn frplcs, 2nd flr lux Mstr ste w/mstrbth Italian marble heated flr, marble counters & steam shower. Loaded LL+much more less
Listing Provided Courtesy of Berkshire Hathaway Homeservices Koenigrubloff
Popularity
$1,595,000
$6,000/mo
Monthly Payment:
$6,000
Principal & Interest:
$6,000
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $319,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 4bath N/Asq ft N/A / sq ft SFR
Lot Size24,420sq ft BuiltN/A On Site59days
Traditional home on over 1/2 acre. Incredible plantings, deck & covered porch. Foyer/leaded glass and benches. LR w/blt-ins & fplc. Banquet size DR. FR/3 exposures opens to deck... more
Traditional home on over 1/2 acre. Incredible plantings, deck & covered porch. Foyer/leaded glass and benches. LR w/blt-ins & fplc. Banquet size DR. FR/3 exposures opens to deck & yard. Kit w/access to porch has island, granite counters & bkfst area. Mstr ste w/dress area, walk-in closet & updated bath. 2nd flr lib, 2nd flr ste w/tandem bedroom.3r flr loft area, BR w/sit area, built-ins, exercise, bath. less
Listing Provided Courtesy of Jean Wright Real Estate
Popularity
$389,000
$1,984/mo
Monthly Payment:
$1,984
Principal & Interest:
$1,463
HOA Dues:
$521
(Based on a 30 year fixed loan at 3.88% with $77,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
3bed 2bath 1,400sq ft $278 / sq ft CND
Lot SizeN/Asq ft Built1980 On Site60days
Freshly painted and carpeted south facing condo in popular building in downtown Winnetka, just steps to the train depot, library, and village shops. Remarkably large rooms,... more
Freshly painted and carpeted south facing condo in popular building in downtown Winnetka, just steps to the train depot, library, and village shops. Remarkably large rooms, spacious balcony with entry from kitchen and living room. Kitchen with eating area, Master with 2 walk-in closets, den (or BR 3) has parquet floor and is open to the kitchen. Full size laundry in unit. Common areas newly refurbished. less
Listing Provided Courtesy of Coldwell Banker Residential
Popularity
$1,890,000
$7,109/mo
Monthly Payment:
$7,109
Principal & Interest:
$7,109
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $378,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 5bath 4,648sq ft $407 / sq ft SFR
Lot SizeN/Asq ft Built1889 On Site60days
Location, location....Updated colonial with wrap around porch on the Village Green in the heart of town. The welcoming foyer with stained glass window leads to the beautiful,... more
Location, location....Updated colonial with wrap around porch on the Village Green in the heart of town. The welcoming foyer with stained glass window leads to the beautiful, classic living room overlooking the lovely Green. A newer kitchen with an adjacent family room with fireplace and vaulted ceilings is cozy and inviting. The first floor home theater is perfect for family entertainment. A large master with walk-in closet, big bathroom and loft area provide a private retreat. 4 more family bedrooms and 2 more baths complete the 2nd floor. The lower level features a fun playroom, rec room with climbing wall and ample storage. All near town, train, shops and the lake! less
Listing Provided Courtesy of Berkshire Hathaway Homeservices Koenigrubloff
Popularity
$1,295,000
$4,871/mo
Monthly Payment:
$4,871
Principal & Interest:
$4,871
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $259,000 down)
Winnetka, IL 60093
5bed 5bath N/Asq ft N/A / sq ft SFR
Lot Size10,890sq ft Built1952 On Site60days
Exceptional brick Georgian set on a lushly landscaped lot w/ English garden. 5BR, 4.1 BA. Kit w/eat area opens to conservatory Fam rm w/custom built-ins, F/P. French drs open to... more
Exceptional brick Georgian set on a lushly landscaped lot w/ English garden. 5BR, 4.1 BA. Kit w/eat area opens to conservatory Fam rm w/custom built-ins, F/P. French drs open to custom Limestone/granite patio. LR & Sep DR have HW flrs, Pwdr rm. Mstr BR w/custom walk-in closet/Spa BA,4 add BR's (1/en-suite) & 2 hall BA's on 2nd level. LL has Rec rm w/heated flr,utility & work rms. Mud rm, 2 car att/heat Gar.Ideal loc less
Listing Provided Courtesy of @properties
Popularity
$2,695,000
$10,138/mo
Monthly Payment:
$10,138
Principal & Interest:
$10,138
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $539,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
N/Asq ft N/A / sq ft LND
Lot Size1.9acre BuiltN/A On Site64days
Very rare opportunity to buy 1.9 acres on coveted Meadow Lane in Crow Island school district. Build your own estate as lot can handle over a 20,000 square ft home with existing... more
Very rare opportunity to buy 1.9 acres on coveted Meadow Lane in Crow Island school district. Build your own estate as lot can handle over a 20,000 square ft home with existing tennis court. lmprovements have been made to this lot and building can happen immediately. Also option to buy custom spec for $5,975,000 and can be delivered in 12 months. less
Listing Provided Courtesy of @properties
Popularity
$1,199,000
$4,510/mo
Monthly Payment:
$4,510
Principal & Interest:
$4,510
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $239,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 5bath N/Asq ft N/A / sq ft SFR
Lot Size8,529sq ft Built1938 On Site67days
Beautiful brick colonial on quiet cul-de-sac in premiere east location. Pristine condition. Custom millwork, fresh decor, fine finishes, refinished hardwood floors. Bright... more
Beautiful brick colonial on quiet cul-de-sac in premiere east location. Pristine condition. Custom millwork, fresh decor, fine finishes, refinished hardwood floors. Bright gourmet kitchen, lr w/fireplace, formal dr, fr addition & great master w/lux bath & closet. Wonderful finished basement & beautiful landscaping. Steps to hubbard woods, train, parks & beach. less
Listing Provided Courtesy of The Hudson Company
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: Thursday, September 3, 2015 at 6:23 AM. Properties in listings may have been sold or may no longer be available.