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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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$165,000
$996/mo
Monthly Payment:
$996
Principal & Interest:
$620
HOA Dues:
$376
(Based on a 30 year fixed loan at 3.88% with $33,000 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 Site98days
Great hubbard woods/winnetka location near train, lake, restaurants, shopping and park. Two bedroom condo has brand new kitchen with all stainless appliances and eat in counter... more
Great hubbard woods/winnetka location near train, lake, restaurants, shopping and park. Two bedroom condo has brand new kitchen with all stainless appliances and eat in counter seating. End unit with great living space and sunny southern and western exposure. Hardwood floors through out. less
Listing Provided Courtesy of The Hudson Company
Popularity
Your search results are current and complete. Learn more
$1,579,000
$5,940/mo
Monthly Payment:
$5,940
Principal & Interest:
$5,940
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $315,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 5bath N/Asq ft N/A / sq ft SFR
Lot Size14,519sq ft Built1914 On Site98days
This beautifully renovated classic home sits high on professionally landscaped grounds. The welcoming porch and entry presents the charm and detail of the past with the... more
This beautifully renovated classic home sits high on professionally landscaped grounds. The welcoming porch and entry presents the charm and detail of the past with the functionality and desires of today's buyer. Fabulous space and lifestyle, the home includes 4 bdrms, 4.1 bths, spacious dining room with inviting butlers pantry, which opens to a beautiful bluestone patio, a gracious living room with wood burning fp! less
Listing Provided Courtesy of Coldwell Banker Residential
Popularity
$3,295,000
$12,420/mo
Monthly Payment:
$12,420
Principal & Interest:
$12,395
HOA Dues:
$25
(Based on a 30 year fixed loan at 3.88% with $659,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 6bath 5,277sq ft $624 / sq ft SFR
Lot Size21,780sq ft Built1999 On Site98days
Outstanding English manor home in move-in condition. Built by prominent builder on a 1/2 acre, this residence offers the finest construction and unique finishes. Large flowing... more
Outstanding English manor home in move-in condition. Built by prominent builder on a 1/2 acre, this residence offers the finest construction and unique finishes. Large flowing formal rooms open to a spectacular veranda with ravine views. Basement includes: media/theater room, exercise rm, bedroom and bath. On a private road east of town this home is ready for the discerning buyer looking for a quiet elegant home. less
Listing Provided Courtesy of Berkshire Hathaway Homeservices Koenigrubloff
Popularity
$2,495,000
$9,385/mo
Monthly Payment:
$9,385
Principal & Interest:
$9,385
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $499,000 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 Built2000 On Site100days
Like new and much improved classic Colonial on nearly one-half acre lot in desireable east location. Three floors of living and entertaining space plus outdoor living w/dining... more
Like new and much improved classic Colonial on nearly one-half acre lot in desireable east location. Three floors of living and entertaining space plus outdoor living w/dining space, outdoor kitchen, and seating around gas fire pit. Formal rooms, library, media rm, FR, & eat-in kitchen on main floor. 4BR's/3BA's on 2nd floor & 3rd fl loft play space. Great LL with kitchen, rec rm, BR/BA, & exer rm. 4-car garage. less
Listing Provided Courtesy of The Hudson Company
Popularity
$1,395,000
$5,247/mo
Monthly Payment:
$5,247
Principal & Interest:
$5,247
HOA Dues:
$0
(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...
5bed 5bath 3,492sq ft $399 / sq ft SFR
Lot Size9,348sq ft Built2012 On Site100days
Quality custom energy efficient home w/ beautiful hardwood & woodwork. Liv rm w/fp, formal dining rm, eat-in marble granite kitchen w/ highend appliances. Fam rm w/ built-ins &... more
Quality custom energy efficient home w/ beautiful hardwood & woodwork. Liv rm w/fp, formal dining rm, eat-in marble granite kitchen w/ highend appliances. Fam rm w/ built-ins & fp overlooks patio & lush yard. Rare 2 c. att garage. Master suite w/ marble bath & walk-in closets. Lower level - 5th Br & 4th full bth, rec room & bonus rm. Builder willing to customize floor plan. Blocks to town, train, parks & schools. less
Listing Provided Courtesy of Coldwell Banker Residential
Popularity
$3,575,000
$13,451/mo
Monthly Payment:
$13,451
Principal & Interest:
$13,448
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.88% with $715,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 4bath 4,230sq ft $845 / sq ft SFR
Lot Size26,572sq ft Built1966 On Site103days
Solid, custom, one-owner home built by Hemphill. 1st fl features gorgeous lake views,dramatic entrance hall, large LR w/soaring ceilings and fireplc, DR, kitchen, FR, 4-season... more
Solid, custom, one-owner home built by Hemphill. 1st fl features gorgeous lake views,dramatic entrance hall, large LR w/soaring ceilings and fireplc, DR, kitchen, FR, 4-season sunrm. Also on 1st is master BR, bth, 2nd BR and mudrm/ldy. 2nd floor has 3 add'l BRs and large hall bath. LL offers rec rm and loads of storage. Excellent construction quality, great flow, 2 car attached gar. - beautiful private beach! less
Listing Provided Courtesy of The Hudson Company
Popularity
$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...
7bed 5bath 4,511sq ft $443 / sq ft SFR
Lot Size18,700sq ft Built1928 On Site104days
Stately Georgian on almost half an acre. Close to schools, both Winnetka downtowns & trains. 7 Bedrooms all on the 2nd floor, 4.1 Baths, 4 Fireplaces. Gracious room sizes &... more
Stately Georgian on almost half an acre. Close to schools, both Winnetka downtowns & trains. 7 Bedrooms all on the 2nd floor, 4.1 Baths, 4 Fireplaces. Gracious room sizes & bridal staircase. Huge Eat-in de Giulio Kitchen features radiant heat floors, spacious center island & ample storage throughout. Attached/heated 2 car garage. Enormous unfinished 3rd floor space. Spectacular property w/Bluestone Patio and Porch. less
Listing Provided Courtesy of @properties
Popularity
$1,795,000
$6,752/mo
Monthly Payment:
$6,752
Principal & Interest:
$6,752
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $359,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
7bed 6bath 4,826sq ft $372 / sq ft SFR
Lot Size21,954sq ft Built1906 On Site106days
Beautiful Greene and Greene style shingled Arts and Crafts home is notable for its 7 bedrooms , 5 .1 bathrooms, 6 fireplaces. An expansive foyer sets the tone for the nicely... more
Beautiful Greene and Greene style shingled Arts and Crafts home is notable for its 7 bedrooms , 5 .1 bathrooms, 6 fireplaces. An expansive foyer sets the tone for the nicely proportioned living spaces and beautiful living, family and dining rooms. Enjoy views of the lovely front lawn from the gourmet eat-in kitchen with 2 walk-in pantries, access to outdoor deck and mudroom. Library/7th BR suite is on 1st floor. less
Listing Provided Courtesy of Jameson Sotheby's International Realty
Popularity
$935,000
$3,517/mo
Monthly Payment:
$3,517
Principal & Interest:
$3,517
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $187,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 4bath N/Asq ft N/A / sq ft SFR
Lot Size11,326sq ft Built1898 On Site107days
Pristine home near train, town & schools. LR w/French doors, hdwd flrs & fplc. Formal DR. FR opens to kit & deck & inclds custom built-ins & fplc. Kit w/work space & bkfst area.... more
Pristine home near train, town & schools. LR w/French doors, hdwd flrs & fplc. Formal DR. FR opens to kit & deck & inclds custom built-ins & fplc. Kit w/work space & bkfst area. Mstr ste w/ updated mstr bth and washer/dryer. Laundry, 2 addtl fam bdrms & hall bth 2nd flr. Bsmt includes 4th BR, full bath, & storage. Fabulous yard w/pool & jacuzzi. Rear staircase & oversize 1 car gar w/storage less
Listing Provided Courtesy of Jean Wright Real Estate
Popularity
$2,600,000
$9,822/mo
Monthly Payment:
$9,822
Principal & Interest:
$9,780
HOA Dues:
$42
(Based on a 30 year fixed loan at 3.88% with $520,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 7bath 7,909sq ft $329 / sq ft SFR
Lot Size36,155sq ft Built1925 On Site107days
Enchanting English country estate tucked down a coveted lane on a breathtakingly beautiful piece of lushly landscaped property atop the ravines exudes timeless personality &... more
Enchanting English country estate tucked down a coveted lane on a breathtakingly beautiful piece of lushly landscaped property atop the ravines exudes timeless personality & charm that can't be replicated today. The current owners have made thoughtful renovations which seamlessly blend old world grandeur with today's modern amenities, resulting in a home that lives perfectly for entertaining and family living. Unique architectural features abound throughout , including the magnificent 2 story reception hall flanked by a bank of leaded glass windows on the landing. The thoughtfully designed chef's kitchen is pure perfection, and has an island with seating, a separate large table area, a walk in pantry,top of the line appliances and the most exquisite butler's pantry w/ peeks of the lake. The handsome Master BR suite has a FP, his and her walk in closets, a newer, spa like BA overlooking the ravines & an adjacent office. 4.5 car attached garage. Dream location! Walk to lake & town. less
Listing Provided Courtesy of @properties
Popularity
$1,760,000
$6,620/mo
Monthly Payment:
$6,620
Principal & Interest:
$6,620
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $352,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 6bath N/Asq ft N/A / sq ft SFR
Lot SizeN/Asq ft Built1926 On Site108days
Gorgeous red brick georgian colonial. Large scale floor plan, beautiful architectural details, hardwood floors, high ceilings. Classic center entrance, living/dining rooms with... more
Gorgeous red brick georgian colonial. Large scale floor plan, beautiful architectural details, hardwood floors, high ceilings. Classic center entrance, living/dining rooms with 7' windows, family room w/fireplace, stunning designer kitchen. Huge master suite w/study, dress rm, updated bath, fireplace. Large family bedrooms. 3rd floor bedroom, bath, playroom. less
Listing Provided Courtesy of Berkshire Hathaway Homeservices Koenigrubloff
Popularity
$3,795,000
$14,355/mo
Monthly Payment:
$14,355
Principal & Interest:
$14,276
HOA Dues:
$79
(Based on a 30 year fixed loan at 3.88% with $759,000 down)
Winnetka, IL 60093
Avoca School District 37, New Trier Township High...
7bed 9bath 8,000sq ft $474 / sq ft SFR
Lot Size1.5acre Built2004 On Site111days
Stately & elegant yet still warm & intimate on 1.5 tranquil acres*8000 sq. Ft. Of living space over three floors plus fully finished lower level*grand first floor master suite*6... more
Stately & elegant yet still warm & intimate on 1.5 tranquil acres*8000 sq. Ft. Of living space over three floors plus fully finished lower level*grand first floor master suite*6 additional bedrooms all w/en suite baths*4 car garage*elevator*generator*smart house components...The list goes on & on*custom designed & built by charles page taking full advantage of beautiful setting on winnetka's most prestigious street! less
Listing Provided Courtesy of @properties
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...
3bed 2bath N/Asq ft N/A / sq ft SFR
Lot Size21,780sq ft Built1952 On Site113days
Spectacular half-acre in quiet cul-de-sac of lovely homes ... gorgeous views of water & woods. Charming brick cottage on the property needs work and wide, deep lot makes it... more
Spectacular half-acre in quiet cul-de-sac of lovely homes ... gorgeous views of water & woods. Charming brick cottage on the property needs work and wide, deep lot makes it ideal for expanding or building new custom home. Great lot in favorite Hubbard Woods neighborhood enhanced by mature trees. House plans included for a shingle home designed by noted city architect. Ok to walk lot. Note: road work on Tower Rd.! less
Listing Provided Courtesy of @properties
Popularity
$1,025,000
$3,855/mo
Monthly Payment:
$3,855
Principal & Interest:
$3,855
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $205,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 3bath 3,737sq ft $274 / sq ft SFR
Lot Size16,100sq ft Built1949 On Site113days
New price on double wide lot-prime crow island location! Wow! Sunny-spacious home-115 ft frontage! Bright rooms-perfect flow. 4 bdrm, 2.5 bath-generous family room off ss &... more
New price on double wide lot-prime crow island location! Wow! Sunny-spacious home-115 ft frontage! Bright rooms-perfect flow. 4 bdrm, 2.5 bath-generous family room off ss & granite kitchen w/large eat-in. Huge mstr w/wic & mstr bath. 1st flr laundry/mdrm off attached 2 car garage. Hw floors-2 patios-sunroom-finished ll. Great yard! Ideal location-walk to jk-8 schools-train. Wonderful family block on quiet street. less
Listing Provided Courtesy of @properties
Popularity N/A
$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...
N/Asq ft N/A / sq ft LND
Lot Size21,780sq ft BuiltN/A On Site113days
Spectacular half-acre in quiet cul-de-sac of lovely homes ... gorgeous views of water & woods. Charming brick cottage on the property needs work and wide, deep lot makes it... more
Spectacular half-acre in quiet cul-de-sac of lovely homes ... gorgeous views of water & woods. Charming brick cottage on the property needs work and wide, deep lot makes it ideal for expanding or building new custom home. Great lot in favorite Hubbard Woods neighborhood enhanced by mature trees. House plans included for a shingle home designed by noted city architect. Ok to walk lot. Note: road work on Tower Rd.! less
Listing Provided Courtesy of @properties
Popularity N/A
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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.

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 Multiple Listing Service of Northern Illinois, Inc. 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: Tuesday, September 1, 2015 at 6:23 AM. Properties in listings may have been sold or may no longer be available.