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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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$1,579,000
$5,588/mo
Monthly Payment:
$5,588
Principal & Interest:
$5,588
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $315,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 5bath 4,390sq ft $360 / sq ft SFR
Lot SizeN/Asq ft Built2015 On Site34days
Exceptional new construction home designed by award winning city architect Pappageorge Haymes situated on a coveted cul-de-sac street in Hubbard Woods. Natural cedar & stone... more
Exceptional new construction home designed by award winning city architect Pappageorge Haymes situated on a coveted cul-de-sac street in Hubbard Woods. Natural cedar & stone embellish this sophisticated home which includes an open floor plan, exquisite architectural detailing and high-quality finishes throughout - hand selected by an interior designer. Stunning two-story staircase in foyer. Large cook's kitchen with coffered ceiling, marble counter tops, top-of-the-line professional appliances, breakfast area, and butler's pantry. Adjoining family room with wood-burning stone fireplace. Large dining room for entertaining. Den/office and adjoining living room with fireplace. Spacious beautifully appointed master bedroom/bathroom suite. Exercise room, recreation room, 5th bedroom on lower level. 2 laundry rms. Recently completed. Move right in to this thoughtfully designed home filled with natural light! Incredible location near schools, Hubbard Woods shopping district, train, beach. less
Listing Provided Courtesy of THE HUDSON COMPANY
Popularity
We show you every available listing. Here's how
$2,050,000
$7,254/mo
Monthly Payment:
$7,254
Principal & Interest:
$7,254
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $410,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 7bath 5,739sq ft $357 / sq ft SFR
Lot SizeN/Asq ft Built1981 On Site34days
Reminiscent of a Connecticut country home, this house boasts beautifully proportioned rooms, teaming with natural light, a spacious country kitchen, formal living and dining... more
Reminiscent of a Connecticut country home, this house boasts beautifully proportioned rooms, teaming with natural light, a spacious country kitchen, formal living and dining rooms, a warm panelled family room, cozy library and grand screened porch. The enormous master suite occupies one end of the second floor, with room for anything your heart desires. The large ensuite bath has a separate tub, double sinks and vanity, and a separate shower; His and Hers walk-in closets plus a wall of additional closets completes your personal paradise.There are 5 additional bedrooms; 2 ensuite and 1 on the main level, currently used as an office.A full finished basement includes an expansive rec room with wet bar, a half bath,large cedar closet, utility rooms and plenty of storage. The grounds include a 2 car attachd garage, a 2 car detached garage, lovely pool, large brick paver patio with lanon stone retaining walls and professionally landscaped yard. This custom built brick and cedar home is be less
Listing Provided Courtesy of DREAM TOWN REALTY
Popularity
$2,399,000
$8,490/mo
Monthly Payment:
$8,490
Principal & Interest:
$8,490
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $479,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 8bath 5,800sq ft $414 / sq ft SFR
Lot Size24,829sq ft Built2002 On Site34days
** 2015 tax liability estimated to be $63,591.02** new roof & new carpeting** amazing location east of sheridan road** for this classic newer brick home w/5800 sf on 1st & 2nd... more
** 2015 tax liability estimated to be $63,591.02** new roof & new carpeting** amazing location east of sheridan road** for this classic newer brick home w/5800 sf on 1st & 2nd floors plus huge lower level on .569 acre property. Top quality construction features fine architectural details, high ceilings, large light filled rooms, 7 fireplaces and views of the lake and ravines! Beautiful woodmode kitchen w/island adjoins breakfast room w/fp and huge family rm w/fp & vaulted ceiling and doors to deck. 5 bedrooms w/ensuite baths including huge master w/spa bath and extensive closets. Lower level has heated floors, 6th bedroom & bath and rec rm, play rm, exercise rm and storage. 2 laundry rms & attached 3 car garage. *2015 tax liability estimated to be $63,591.02 using 2014 equalization factor and tax rate and new assessed value.* new viking appliances will be installed this week. Fabulous opportunity for luxury living 1 house from lake! See additional information for tax documentation less
Listing Provided Courtesy of THE HUDSON COMPANY
Popularity
$1,300,000
$4,600/mo
Monthly Payment:
$4,600
Principal & Interest:
$4,600
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $260,000 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 Built1920 On Site35days
Perfection! Quintessential Red Brick Colonial on darling Prvt Lane. It's all here - cook's kitchen, huge family room, first floor office, screened porch, extra large bedrooms.... more
Perfection! Quintessential Red Brick Colonial on darling Prvt Lane. It's all here - cook's kitchen, huge family room, first floor office, screened porch, extra large bedrooms. The double lot has been beautifully landscaped. Meticulously maintained: new windows, roof, tuck pointing & driveway. Fantastic location close to the train, schools, parks and town. This is what you've been looking for! less
Listing Provided Courtesy of @PROPERTIES
Popularity
$1,499,000
$5,304/mo
Monthly Payment:
$5,304
Principal & Interest:
$5,304
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $299,800 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 Site36days
This is the deal of the "tree" streets! Incredible value for this caliber of home... all stone masonary. Move right into this outstanding newer 5 bed/4.5 bath home that lives... more
This is the deal of the "tree" streets! Incredible value for this caliber of home... all stone masonary. Move right into this outstanding newer 5 bed/4.5 bath home that lives large and has a fabulous floor-plan. White Chef's kitchen w/over-sized island opens to family and brkfst rm. Mudroom with cubbies and built-in moms desk. Other fine details incl. 12 ft ceilings, beautiful mill-work & moldings throughout. Serene master suite w/deck. LL w/5th BR, rec and fitness room. Impeccably landscaped property with wonderful stone patio for entertaining and watching kids play in the yard! Located in favorite Tree Street location! Walk to K-8th. This is an impossible house to beat at this incredible price. Won't last long! less
Listing Provided Courtesy of @PROPERTIES
Popularity
$798,000
$2,824/mo
Monthly Payment:
$2,824
Principal & Interest:
$2,824
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $159,600 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
3bed 4bath 2,600sq ft $307 / sq ft SFR
Lot SizeN/Asq ft Built1932 On Site36days
Welcome to the North Shore "Fairy-tale House." Oozing with uniqueness from the outside in. Home was featured in "An Architectural Album: Chicago's North Shore" as the "Swedish... more
Welcome to the North Shore "Fairy-tale House." Oozing with uniqueness from the outside in. Home was featured in "An Architectural Album: Chicago's North Shore" as the "Swedish Village House." Exterior features include curved shingle roof with copper gutters and bouldered walls. Interior features include stunning boulder fireplace to match the exterior, cathedral ceilings, grand staircase with hand-carved balustrade, an interior princess balcony coming off the master bedroom, a sliding ladder in the master bed leading up to a loft, and a his and her master bath with heated floors. Kitchen has been perfectly remodeled by current owners with granite countertops, stone backsplash, top of the line appliances including Jenn-Air oven with industrial strength cooking range, and heated floors. In New Trier township near the forest preserve, golf course, beach, train station and free way. Owners tastefully put $120K of upgrades, while maintaining the character of the home. less
Listing Provided Courtesy of BAIRD & WARNER
Popularity
$1,119,000
$3,960/mo
Monthly Payment:
$3,960
Principal & Interest:
$3,960
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $223,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 3bath N/Asq ft N/A / sq ft SFR
Lot Size12,075sq ft Built1922 On Site37days
Pristine renovation and addition in the heart of Hubbard Woods includes fabulous kitchen and breakfast room opening to family room and both screened and open porches. Formal... more
Pristine renovation and addition in the heart of Hubbard Woods includes fabulous kitchen and breakfast room opening to family room and both screened and open porches. Formal living room w/fplc, dining room, music room and office all on 1st fl. 2nd fl offers luxurious master suite with elegant marble bath, three add'l bedrooms with bright hall bath and laundry room. 3rd fl attic has appreciated bonus space. Lower level has huge rec room area and abundant storage. Professionally landscaped large lot and 3 car garage. Charm, exceptional design and quality combine to create home sweet home! less
Listing Provided Courtesy of THE HUDSON COMPANY
Popularity
$439,000
$1,998/mo
Monthly Payment:
$1,998
Principal & Interest:
$1,553
HOA Dues:
$445
(Based on a 30 year fixed loan at 3.38% with $87,800 down)
Winnetka, IL 60093
3bed 2bath N/Asq ft N/A / sq ft CND
Lot SizeN/Asq ft Built1975 On Site37days
Desirable 3 bedroom, 2 bath Condo located in one of Winnetka's most convenient locations. Top floor unit with large (6x13) balcony. Well laid out floor plan. Great walk-in... more
Desirable 3 bedroom, 2 bath Condo located in one of Winnetka's most convenient locations. Top floor unit with large (6x13) balcony. Well laid out floor plan. Great walk-in closets, gas fireplace in living room, separate dining room. Extra storage closet. less
Listing Provided Courtesy of JEAN WRIGHT REAL ESTATE
Popularity
$2,190,000
$7,903/mo
Monthly Payment:
$7,903
Principal & Interest:
$7,750
HOA Dues:
$153
(Based on a 30 year fixed loan at 3.38% with $438,000 down)
Winnetka, IL 60093
Avoca School District 37, New Trier Township High...
5bed 6bath 6,299sq ft $348 / sq ft SFR
Lot Size43,560sq ft BuiltN/A On Site38days
Handsome, newly-created in 2012, red brick colonial beautifully sited on a spectacular acre on idyllic Woodley Road. Exciting design combines the best of classic appeal with... more
Handsome, newly-created in 2012, red brick colonial beautifully sited on a spectacular acre on idyllic Woodley Road. Exciting design combines the best of classic appeal with large open living spaces, private areas and ultra-stylish finishes. Up-to-the-minute details include high ceilings, dark hardwood floors, large windows, lovely moldings and deluxe bathrooms. Grandly-scaled stunning kitchen has deluxe finishes and is fully open to large eating area & family room plus gorgeous, park-like backyard. First floor also features a second family room, a library plus a first floor bedroom. Expansive mudroom with full bath is the perfect landing space for an active family to store athletic equipment and all-weather gear. The heart of the second floor is an open loft area for lounging. Luxurious master retreat offers gorgeous bath, exercise room, and super closet. Three exceptional bedrooms and 2 more baths complete the 2nd floor. State-of-the-art mechanicals. And not in floodplain! less
Listing Provided Courtesy of @PROPERTIES
Popularity
$579,000
$2,049/mo
Monthly Payment:
$2,049
Principal & Interest:
$2,049
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $115,800 down)
Winnetka, IL 60093
Kenilworth School District 38, New Trier Township High...
2bed 2bath N/Asq ft N/A / sq ft SFR
Lot SizeN/Asq ft BuiltN/A On Site38days
Expandable Ranch in top location and in Sears School district. Wooded corner lot. Newly refinished hardwood floors. Extra large laundry room with work area. Floored attic with... more
Expandable Ranch in top location and in Sears School district. Wooded corner lot. Newly refinished hardwood floors. Extra large laundry room with work area. Floored attic with stairway. 3 Car attached garage. Short walk to train and New Trier. Just East of Indian Hill Club entrance. less
Listing Provided Courtesy of JEAN WRIGHT REAL ESTATE
Popularity
$1,549,000
$5,481/mo
Monthly Payment:
$5,481
Principal & Interest:
$5,481
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $309,800 down)
Winnetka, IL 60093
Kenilworth School District 38, New Trier Township High...
5bed 5bath 4,543sq ft $341 / sq ft SFR
Lot Size15,298sq ft Built1917 On Site38days
Elegant Paul Konstant renovation of classic Colonial on double lot(100 wide) in East Winnetka with exceptional natural light and windows throughout. Open expansive floor plan on... more
Elegant Paul Konstant renovation of classic Colonial on double lot(100 wide) in East Winnetka with exceptional natural light and windows throughout. Open expansive floor plan on 1st floor great for entertaining w/2 family rooms, one adjacent to the designer white eat-in kitchen, classic butlers pantry, formal LR/DR and dramatic galleries. 5 BRs and 3 BAs up w/full 3rd flr. Great LL w/finished rec rm, laundry, full bath and mudroom. Private professionally landscaped yard (1/3 acre), deck and bluestone patio. Walk to Sears, NTHS, park and train. less
Listing Provided Courtesy of THE HUDSON COMPANY
Popularity
$1,795,000
$6,352/mo
Monthly Payment:
$6,352
Principal & Interest:
$6,352
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $359,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 4bath 4,000sq ft $449 / sq ft SFR
Lot Size18,909sq ft Built1917 On Site38days
Quintessential american colonial set on large lot - almost 1/2 acre - on private road in desirable in-town location. Details include high ceilings, hardwood floors, crown &... more
Quintessential american colonial set on large lot - almost 1/2 acre - on private road in desirable in-town location. Details include high ceilings, hardwood floors, crown & picture molding, original doors & hardware, wonderful built ins. Fabulous formal lr & dr w/french doors to brick patio. Spacious eat-in kitchen w/ office nook, large island w/seating, butler's station w/prep-sink. Fr next to kitchen w/ gorgeous windows looking over rear yard. 2nd fl has 4br including updated master suite & paneled office/study. 2 add'l br's on third fl & unfinished attic space for storage or expansion opportunity. Newly finished basement includes rec room, laundry/mud room, exercise room, work room & walk-in storage closet. Original details have been maintained, loved & cared for. Every room has been touched! Too many recent improvements to mention here! 2+ car garage w/3rd bay for storage. Lushly landscaped yard & gardens. Relo package: must have mortgage pre-approval letter. Ask laura for details. less
Listing Provided Courtesy of THE HUDSON COMPANY
Popularity
$1,699,000
$6,012/mo
Monthly Payment:
$6,012
Principal & Interest:
$6,012
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $339,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 6bath 5,200sq ft $327 / sq ft SFR
Lot SizeN/Asq ft Built2015 On Site39days
Wow! A must see due to amazing value, quality and ideal location! Exceptional new construction in prime location! Designed for family & lifestyle, this home offers 4 levels of... more
Wow! A must see due to amazing value, quality and ideal location! Exceptional new construction in prime location! Designed for family & lifestyle, this home offers 4 levels of living with an open, bright floor plan. Built by premier builder, the home has 6 bedrooms / 5.1 bath, exquisite architectural details & quality throughout, beautiful reclaimed wood floors, incredible kitchen, office, retreat master suite, exercise room, 2 laundry & recreation rooms, bar, 2 stone patios, pergola & all the expected luxury amenities & more - including today's "smart home" technology! An ideal location just blocks to the village, shops, train, schools, parks, tennis, golf & playfields. A must see gem! less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL
Popularity
$5,675,000
$20,083/mo
Monthly Payment:
$20,083
Principal & Interest:
$20,083
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $1,135,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 9bath 11,000sq ft $516 / sq ft SFR
Lot Size1.9acre Built2017 On Site40days
Exceptional new construction on almost 2 acres in the Crow Island school district in premier location. Approximately 11,500 sq. ft finished space. 6 bedrooms, 7.2 bath. Special... more
Exceptional new construction on almost 2 acres in the Crow Island school district in premier location. Approximately 11,500 sq. ft finished space. 6 bedrooms, 7.2 bath. Special features include gourmet kitchen, cherry wood library, elevator, media room, wine cellar, central vac, security system, economical led lighting, enclosed porch, terrific lower level w/sport court and exercise room. Outstanding quality throughout, attention to detail. Still time to customized and make it your own! less
Listing Provided Courtesy of @PROPERTIES
Popularity N/A
$1,765,000
$6,246/mo
Monthly Payment:
$6,246
Principal & Interest:
$6,246
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $353,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
7bed 5bath 5,500sq ft $321 / sq ft SFR
Lot Size9,348sq ft Built2006 On Site41days
Wonderful Cedar and Stone home with room for the whole family. Four levels of living with many upgrades. Custom kitchen with 2 Bosch dishwashers and 2 over-sized ovens, Sub Zero... more
Wonderful Cedar and Stone home with room for the whole family. Four levels of living with many upgrades. Custom kitchen with 2 Bosch dishwashers and 2 over-sized ovens, Sub Zero refrigerator and wine chiller. Custom woodwork surround both fireplaces in living room and large family room. Second floor has large master suite and 3 additional bedrooms. Third floor available for bedroom/playroom/bonus room. LL has large rec room, kitchen, wine cellar, 2 bedrooms and full bath. Instant hot water, no need to keep it running. Professionally landscaped with front and back bluestone patios and paving stone driveway. Perfect location, walk to schools, town and train. less
Listing Provided Courtesy of KALE REALTY
Popularity
3 4 5 6 7 8 9 10 11 ... 16
ZipRealty helps you find current homes for sale in Winnetka, IL. We show up to 30% more MLS listings than other websites, including new homes for sale, condos for sale, townhomes for sale, foreclosed homes for sale and land for sale. Set up your unique Winnetka real estate search criteria to see results that match what you're looking for. Explore maps, photos, schools and more to get an idea of what your life would be like in a new neighborhood. Find a local Winnetka real estate agent to work with by reading realtor reviews left by buyers and sellers like you. If you want to know what your home is worth, you can instantly view home values for any address by visiting our Seller Center. If you're planning to sell your home, you can also see how much similar homes are selling for in Winnetka to get an idea of how to price your home.
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: Wednesday, May 25, 2016 at 4:55 AM. Properties in listings may have been sold or may no longer be available.