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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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$4,695,000
$16,615/mo
Monthly Payment:
$16,615
Principal & Interest:
$16,615
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $939,000 down)
Winnetka, IL 60093
Avoca School District 37, New Trier Township High...
6bed 8bath 8,825sq ft $532 / sq ft SFR
Lot Size40,511sq ft Built1926 On Site53days
An outdoor oasis awaits you! Renovated beyond perfection by notable LA based designer Ruthie Sommers, this true English Country estate complete w/pool and amazing grounds is one... more
An outdoor oasis awaits you! Renovated beyond perfection by notable LA based designer Ruthie Sommers, this true English Country estate complete w/pool and amazing grounds is one to be treasured. Enter this secluded property on the graveled driveway lined w/ boxwood through the high stucco wall entrance. This stunning home spreads across four levels of living w/6 bedrms, a conservatory dining rm, spacious & unique formal rms & master suite wing. less
Listing Provided Courtesy of @PROPERTIES
Popularity
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$675,000
$2,388/mo
Monthly Payment:
$2,388
Principal & Interest:
$2,388
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $135,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 3bath 2,204sq ft $306 / sq ft SFR
Lot SizeN/Asq ft Built1926 On Site53days
This charming architectural interest is a wonderful opportunity to live in Hubbard Woods. The first floor features gracious formal rooms, an elegant living room with wood... more
This charming architectural interest is a wonderful opportunity to live in Hubbard Woods. The first floor features gracious formal rooms, an elegant living room with wood burning fireplace, formal dining room, Large family room open to kitchen with slate floors, French doors that open to your wonderful wood deck and large back yard, arched windows/doors, hardwood floors, renovated kitchen, with granite counter tops, glass tiled backslash and stainless steel appliances. The second floor has 4 bedrooms, 2.5 fully remodeled bathrooms. There is a Washer & dryer on the 2nd floor as well as the basement. The attached garage is heated and there is plenty of driveway space for all your guests. This elegant home has two brand new central A/C units and a new 200 amp electric service. less
Listing Provided Courtesy of DREAM TOWN REALTY
Popularity
$1,775,000
$6,281/mo
Monthly Payment:
$6,281
Principal & Interest:
$6,281
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $355,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 6bath 5,000sq ft $355 / sq ft SFR
Lot Size8,851sq ft Built2015 On Site53days
Gorgeous new construction designed by local award winning architect and built by a local award winning builder! Amazing gourmet kitchen with high end appliances, large island,... more
Gorgeous new construction designed by local award winning architect and built by a local award winning builder! Amazing gourmet kitchen with high end appliances, large island, walk-in pantry and gorgeous breakfast area that opens to the family room. The first floor office has built-ins and french doors, then step into the formal dining room with beautiful ceiling details and moldings. Relax in the formal living room in front of the fireplace. Incredible master suite with large his and her closets, and luxurious bath. The second floor has 2 additional ensuite bedrooms, and nicely appointed laundry room. The 3rd floor is light filled and offers a 4th bedroom and 4th full bath. The fantastic lower level has it all, recreation room, 5th bedroom,exercise/media room, wine room, and 5th full bath. Still time to customize and make your own! Great location to walk to school, tennis,golf,playfields, and train. less
Listing Provided Courtesy of @PROPERTIES
Popularity
$2,299,900
$8,139/mo
Monthly Payment:
$8,139
Principal & Interest:
$8,139
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $459,980 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 6bath 6,600sq ft $348 / sq ft SFR
Lot SizeN/Asq ft Built2016 On Site54days
Great value! Huge price reduction on this fantastic new construction situated on a wide private lot located in desirable east winnetka location near beach, schools, train and... more
Great value! Huge price reduction on this fantastic new construction situated on a wide private lot located in desirable east winnetka location near beach, schools, train and town. The house offers a light-filled open floor plan with great kitchen open to the family room w/separate eating area; 5 bedrooms above grade and 5.1 baths; 2 mudrooms; 1st fl paneled office; large finished 3rd level and 3-car garage! Spectacular lower level with a large rec room, fireplace and wet bar, 6th bedroom & exercise room. High end finishes and extraordinary detail throughout! less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL
Popularity
$650,000
$2,686/mo
Monthly Payment:
$2,686
Principal & Interest:
$2,300
HOA Dues:
$386
(Based on a 30 year fixed loan at 3.38% with $130,000 down)
Winnetka, IL 60093
Glencoe School District 35, New Trier Township High...
2bed 2bath N/Asq ft N/A / sq ft CND
Lot SizeN/Asq ft Built1994 On Site54days
Coveted Hedgerow 2 bedroom / 2 bathroom unit with large entry foyer and outdoor patio overlooking green space. Lovely open dining / living room with gas log fireplace and... more
Coveted Hedgerow 2 bedroom / 2 bathroom unit with large entry foyer and outdoor patio overlooking green space. Lovely open dining / living room with gas log fireplace and western exposure from the terrace. Separate kitchen with room for an eat-in table, pantry cabinets and all white appliances. Laundry room with additional storage off of the kitchen. Master suite boasts a walk-in closet and an over-sized master bath with double sinks, jacuzzi tub, separate shower. The second bedroom also has its own bathroom. The unit has two indoor parking spaces and a storage unit. The proximity to town, train and schools and the amazing condition of the unit and building make this a very special offering. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL
Popularity
$699,000
$2,473/mo
Monthly Payment:
$2,473
Principal & Interest:
$2,473
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $139,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
3bed 3bath N/Asq ft N/A / sq ft SFR
Lot SizeN/Asq ft Built1930 On Site54days
Motivated seller says "make an offer!" Amazing location and sophisticated 1st floor remodel for this price point. Stunning living room that flows into the open concept kitchen... more
Motivated seller says "make an offer!" Amazing location and sophisticated 1st floor remodel for this price point. Stunning living room that flows into the open concept kitchen that rivals those found in more expensive homes. Master bedroom and two additional bedrooms and full bath on the 2nd floor. Basement has high ceilings and ready for next owners own touches. Deep yard with great patio and a new 2 car garage. Per village over 1100 sqft could be added to the home. Great buy! less
Listing Provided Courtesy of @PROPERTIES
Popularity
$799,000
$2,827/mo
Monthly Payment:
$2,827
Principal & Interest:
$2,827
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $159,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 3bath 2,646sq ft $302 / sq ft SFR
Lot SizeN/Asq ft Built1905 On Site54days
Charming Dutch Colonial with spacious rooms, high ceilings. Wood burning FP in living room. Handsome paneled dining room. Updated kitchen with adjoining family room. Master BR... more
Charming Dutch Colonial with spacious rooms, high ceilings. Wood burning FP in living room. Handsome paneled dining room. Updated kitchen with adjoining family room. Master BR with updated bath, 3 more BR's with updated hall bath, plus laundry room all on second floor. Heated, enclosed porch with French doors to living room. Bright foyer with skylight. Lovely hardwood floors throughout the first floor. Deep lot. Ideal location, just steps to town, train, parks and schools. less
Listing Provided Courtesy of BERKSHIRE HATHAWAY HOMESERVICES KOENIGRUBLOFF
Popularity
$949,000
$3,358/mo
Monthly Payment:
$3,358
Principal & Interest:
$3,358
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $189,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 3bath 2,139sq ft $444 / sq ft SFR
Lot SizeN/Asq ft Built1947 On Site54days
This wonderfully classic Hemphill colonial sits on beautiful Cherry Street in Crow Island. Light, bright & a pleasure to see, this updated and current 4 bedroom/2.1 bath home... more
This wonderfully classic Hemphill colonial sits on beautiful Cherry Street in Crow Island. Light, bright & a pleasure to see, this updated and current 4 bedroom/2.1 bath home sits on a deep, fenced 50x180 lot. Gracious living room w/wood burning fireplace & bay window, nicely scaled with pretty architectural details. Separate dining room and open kitchen to expansive family room w/eating area, sunny southern exposure with view of backyard. Custom ebony stained hardwood floors. Efficient kitchen w/stainless appliances, quartzite counters and chef's sink. This home has a great floor plan and exceptional flow. The second floor offers 4 bedrooms, a tandem office and 2 full, updated baths appointed with marble, porcelain and granite. The lower level has a large recreation room as well as storage & laundry areas. Walk to school pre-K thru 8th grade and golf course, play fields and tennis courts. Continuously updated & maintained you will not be disappointed in this home! See agent remarks. less
Listing Provided Courtesy of @PROPERTIES
Popularity
$1,139,000
$4,030/mo
Monthly Payment:
$4,030
Principal & Interest:
$4,030
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $227,800 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 Site54days
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
$1,589,000
$5,623/mo
Monthly Payment:
$5,623
Principal & Interest:
$5,623
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $317,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 4bath N/Asq ft N/A / sq ft SFR
Lot Size21,780sq ft Built1973 On Site54days
Beautifully renovated home set on a lush lot overlooking Bell Woods. 1st fl features a grand entrance hall which leads to LR, DR and fully renovated kitchen opening to family... more
Beautifully renovated home set on a lush lot overlooking Bell Woods. 1st fl features a grand entrance hall which leads to LR, DR and fully renovated kitchen opening to family room w/ fplc which spans the back of the house and opens to bluestone terrace and yard. Also on 1st is fabulous office w/fplc opening to sun porch. Mudroom/laundry room, full bath and powder room complete the 1st fl. 2nd fl has beautiful master suite with gorgeous renovated bath, walk-in closet and balcony. 3 add'l BRs and Jack and Jill 'plus' bath on the 2nd fl. Fully renovated lower level has huge rec room, ex. area, 5th BR, 4th full bath and storage. Attached 2 car garage. Walk to town, train schools and golf course! less
Listing Provided Courtesy of THE HUDSON COMPANY
Popularity
$1,895,000
$6,706/mo
Monthly Payment:
$6,706
Principal & Interest:
$6,706
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $379,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 5bath 5,200sq ft $364 / sq ft SFR
Lot SizeN/Asq ft Built2001 On Site54days
Outstanding custom built home completed in 2001 on oversized lot in a favorite Hubbard Woods neighborhood 1 block from train, near town, schools and the lake. This center entry... more
Outstanding custom built home completed in 2001 on oversized lot in a favorite Hubbard Woods neighborhood 1 block from train, near town, schools and the lake. This center entry colonial is classic and beautifully maintained throughout. The handsome foyer with stunning staircase is inviting to those who enter. An appropriate sized living room with fireplace is gracious and comfortable. The entertainment sized dining room leads to a convenient butlers pantry. A large eat-in kitchen with light cabinetry, center island and premium appliances is adjacent to the family room with fireplace. A private office allows for secluded work. The peaceful master with spa like bathroom provides a restful retreat. 4 additional well-sized family bedrooms and two baths complete the second floor. The lower level provides a sixth bedroom and bath, a large rec-room, media room, exercise room and ample storage. Set upon a professionally landscaped lot with patio and in ground sprinklers. Better than new! less
Listing Provided Courtesy of BERKSHIRE HATHAWAY HOMESERVICES KOENIGRUBLOFF
Popularity
$1,995,000
$7,060/mo
Monthly Payment:
$7,060
Principal & Interest:
$7,060
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $399,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 6bath 5,747sq ft $347 / sq ft SFR
Lot Size15,150sq ft Built2004 On Site54days
Spectacular 5+BR/5.2BA brick classic (2004) on double lot! Doug Reynolds masterpiece-fabulously designed to highest standard. Open floor plan w/soaring ceilings, extensive... more
Spectacular 5+BR/5.2BA brick classic (2004) on double lot! Doug Reynolds masterpiece-fabulously designed to highest standard. Open floor plan w/soaring ceilings, extensive millwork, 3 FPs, elevator & more. Grandly scaled LR w/handsome FP. Sun-filled DR w/adjacent Butler's pantry. Wonderful gourmet cooks kitchen w/custom cabinetry, top-of-the-line appliances, htd limestone flrs, custom island & spacious breakfast area open to expansive FR on one side and lovely sunroom on other - all overlooking outside patio "room". Gorgeous master ste w/cozy FP, sitting room, his/her walk-in closets & serene BA. Three more generously-scaled BRs on 2nd floor, plus 2 BAs. 2nd floor laundry. 3rd floor tree-top suite w/fabulous BR & BA. Expansive LL w/rec room, exercise room, playroom/media room, kitchen space, craft room, 6th BR & full BA. Beautiful 1/3 acre grounds (100' wide) w/mature landscaping, pond, fully fenced, expansive terraces. Att'd htd 2-car gar. Desirable tree-lined street close to parks less
Listing Provided Courtesy of THE HUDSON COMPANY
Popularity
$489,000
$2,279/mo
Monthly Payment:
$2,279
Principal & Interest:
$1,730
HOA Dues:
$549
(Based on a 30 year fixed loan at 3.38% with $97,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
3bed 2bath 1,970sq ft $248 / sq ft CND
Lot SizeN/Asq ft Built1980 On Site55days
This bright & sunny 3 bedroom condo with south and west views has large spacious rooms, two walk-in master closets, separate laundry room with a full sized washer & dryer. Newer... more
This bright & sunny 3 bedroom condo with south and west views has large spacious rooms, two walk-in master closets, separate laundry room with a full sized washer & dryer. Newer appliances include a double door refrigerator/freezer & range. This two elevator building is comfortably located giving access to winnetka's main shopping area, train and it is close to the lake. The 4th floor location affords a sense of quiet and privacy. There is an exercise room on the first floor as well as a party room. "oak hill" is an excellent name for this condo as it does seem to be one of the high spots in the village. One garage space comes with this unit (#9). The very best guest parking of all of winnetka's condos is entered from lincoln directly north of the building. It provides ample parking for the owner's friends & family! The entire lobby and all the common areas have had a recent total renovation with extensive use of marble, new neutral carpeting, new lighting and additional moldings less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL
Popularity
$6,850,000
$24,242/mo
Monthly Payment:
$24,242
Principal & Interest:
$24,242
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $1,370,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 8bath 7,987sq ft $858 / sq ft SFR
Lot Size38,507sq ft Built1966 On Site57days
Breathtaking lake views in every season from almost every room! Stunning renovation/addition completed 2015 w/10,000 square feet on 4 floors. Gorgeous moldings and woodwork... more
Breathtaking lake views in every season from almost every room! Stunning renovation/addition completed 2015 w/10,000 square feet on 4 floors. Gorgeous moldings and woodwork throughout; professionally & beautifully decorated. Elegant dining room features marble wet bar. High end white marble kitchen has island w/ sink, eating bar, walk in pantry, 2 dishwashers, 6 burner Viking stove. Family room adjacent opens to large lakefront terrace w/unparalled lake views and generous grassy yard. 2 family rooms, 5 bedrooms & 6.2 baths. Amazing 2nd floor terrace w/ fireplace and spa tub overlooks wonderful tableland and the lake. Newly added 3rd floor has large 2nd fam room, 5th BR & 5th full bath. Lower level features handsome wine cellar w/ tasting room, large rec room, billiards room, catering kitchen, office & 6th full bath. Wonderful tableland in back yard and on the sandy beach. Large wide unique beach w/a sand collecting cove-the best beach in Winnetka! Exclusion-see agent remarks. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL
Popularity N/A
$839,000
$2,969/mo
Monthly Payment:
$2,969
Principal & Interest:
$2,969
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $167,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 4bath N/Asq ft N/A / sq ft SFR
Lot SizeN/Asq ft Built1911 On Site57days
Gorgeous 3 story Cedar Shake home in Hubbard Woods. We just refinished all the hardwood floors and painted the entire house. Living room with large wood burning fireplace.... more
Gorgeous 3 story Cedar Shake home in Hubbard Woods. We just refinished all the hardwood floors and painted the entire house. Living room with large wood burning fireplace. Bright family room has sliding doors leading to deck and professionally landscaped yard. Updated kitchen with granite counters, breakfast bar and all stainless steal appliances. Updated baths and hardwood floors throughout. 2nd floor Master bedroom is complete with sitting room and full bath with separate tub and shower. Three additional bedrooms on the second floor and 2 bedrooms on the third floor. New detached 2 car garage. Wonderful location close to schools, shops, parks and public transportation. 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 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.

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Data last updated: Friday, April 29, 2016 at 5:37 AM. Properties in listings may have been sold or may no longer be available.