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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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$775,000
$2,915/mo
Monthly Payment:
$2,915
Principal & Interest:
$2,915
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $155,000 down)

1258 Pine Street NEW Added to the site in the last 3 days

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 Built1956 On Site2days
Professional staging showcases this appealing ranch home on a half acre in a popular winnetka location. Three bedrooms, two baths is the perfect size for a smaller family or... more
Professional staging showcases this appealing ranch home on a half acre in a popular winnetka location. Three bedrooms, two baths is the perfect size for a smaller family or empty nest profile. Recent improvements by the current owner include hardwood floors, a new roof, furnace and ac, waterproofing in the basement, additional landscaping and more. Today's popular colors are seen throughout. The main rooms include a charming living/dining rm with fireplace and picture window, a vaulted ceiling family rm with built-in bookcases which opens to the terrace and spacious backyard. The southern exposure for this room and several others soothe the soul! The full size lower level allows a new owner to customize to their needs - a rec rm, exercise, lots of storage, whatever you wish! A first floor laundry and two car attached garage off the circular drive are other desirable features. Very convenient to the tennis center and other park district facilities. less
Listing Provided Courtesy of BERKSHIRE HATHAWAY HOMESERVICES KOENIGRUBLOFF
Popularity N/A
Your search results are current and complete. Learn more
$699,000
$2,629/mo
Monthly Payment:
$2,629
Principal & Interest:
$2,629
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $139,800 down)

900 Gordon Terrace NEW Added to the site in the last 3 days

Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
3bed 2bath 1,717sq ft $407 / sq ft SFR
Lot SizeN/Asq ft Built1962 On Site3days
Cheerful sunny mid-century style home with great space and energy. 3 ample bedrooms, with 2 full baths, family room, plus a finished dry basement. Kitchen opens to screened... more
Cheerful sunny mid-century style home with great space and energy. 3 ample bedrooms, with 2 full baths, family room, plus a finished dry basement. Kitchen opens to screened porch and family rooms opens to outdoor deck. Fenced yard, plenty of storage, hardwood floors, wet bar, in-ground sprinklers, and attached heated garage. NEW roof in 2015 - home has been well taken care of and maintained. Miele dishwasher and Whirlpool washer dryer just a few years old. Great location near downtown Hubbard Woods, train, and schools. less
Listing Provided Courtesy of BAIRD & WARNER
Popularity
$2,350,000
$8,840/mo
Monthly Payment:
$8,840
Principal & Interest:
$8,840
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $470,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 5bath 6,000sq ft $392 / sq ft SFR
Lot Size19,558sq ft Built2000 On Site4days
Over 6000 sq ft gorgeous brick georgian on a fenced almost 1/2 acre lot two blocks from both tower and lloyd beaches in east winnetka. Close to town & train. Plenty of room for... more
Over 6000 sq ft gorgeous brick georgian on a fenced almost 1/2 acre lot two blocks from both tower and lloyd beaches in east winnetka. Close to town & train. Plenty of room for cars and toys in the 4 car garage. Top of the line outdoor kitchen and fire pit! Newer construction.... Recently updated for today's lifestyle! Fabulous family room opens to cook's delight gourmet kitchen with island, drink cooler and sun filled breakfast area , 1st flr mud rm w/laundry, soaring staircase to 2nd floor w/gracious master suite w/balcony to enjoy lake breezes, spacious mbath w/his & her closets, 1 br w/ba en suite, 2 bedrooms sparkling jack n jill bath, 3rd fl bonus retreat. Lower level must see to believe-high ceilings, rec rm w/fireplace, pool area, 5th bedroom & bath, 2nd kitchen, exercise rm, play area-a wow! Newer bluestone patio, seating wall, gorgeous large yard with sport area! Fab location close to it all! less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL
Popularity
$649,900
$2,444/mo
Monthly Payment:
$2,444
Principal & Interest:
$2,444
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $129,980 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 4bath 2,336sq ft $278 / sq ft SFR
Lot Size7,950sq ft Built1927 On Site4days
From a lovely, tree lined street, step into a home that reminds one of our colonial past with the added bonus of a updated kitchen and family room. The kitchen has stainless... more
From a lovely, tree lined street, step into a home that reminds one of our colonial past with the added bonus of a updated kitchen and family room. The kitchen has stainless appliances, a subzero refrigerator and granite countertops. It is open to the expansive family room with cathedral ceilings and a gorgeous view of the yard. Enter a large, welcoming foyer and then a paneled library with a warming fireplace. Continue into a large living room with an even bigger fireplace and wood beam ceilings. A powder room and formal dining room complete the first floor. Four bedrooms and three bathrooms are upstairs, Two bathrooms are en suite. Hardwood floors are throughout most of the home. There is also a two car attached garage. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL BROKERAGE
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 2,606sq ft $336 / sq ft SFR
Lot Size7,501sq ft Built1977 On Site4days
Open super bowl sunday! Handsome colonial in east winnetka steps to lake michigan, lloyd & tower beach, town, train and village green park. Perfect home with recent upgrades and... more
Open super bowl sunday! Handsome colonial in east winnetka steps to lake michigan, lloyd & tower beach, town, train and village green park. Perfect home with recent upgrades and classic features: refinished hardwood floors, freshly painted throughout, floor to ceiling newer windows, recessed lighting and elegant refurbished staircase. First floor offers spacious living room with wood-burning fireplace, loads of natural light and french doors to courtyard with bluestone patio. L/r flows to lovely dining room which connects to cook's kitchen and family room with vaulted ceiling. Bonus office/den with fireplace. First floor laundry/mudroom & powder rm. Second floor boasts large mastersuite with over-sized walk in closet. Three additional family bedrooms with hall bath complete this level. Basement includes large finished rec room, workroom & crawlspace w/good storage. Attached two car garage. Gorgeous landscaped front yard. less
Listing Provided Courtesy of THE HUDSON COMPANY
Popularity
$2,200,000
$8,276/mo
Monthly Payment:
$8,276
Principal & Interest:
$8,276
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $440,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 7bath N/Asq ft N/A / sq ft SFR
Lot Size12,197sq ft Built2005 On Site4days
Fabulous home built by Scott Simpson. Move in ready w/designer luxury appointments throughout including custom built-ins in family and office. Step down living rm is highlighted... more
Fabulous home built by Scott Simpson. Move in ready w/designer luxury appointments throughout including custom built-ins in family and office. Step down living rm is highlighted by fireplace. Elegant dining rm is perfect for all occasions. Family rm w/fireplace opens to sun rm. Updated mud rm w/bench area & ample closets. Gourmet kitchen featuring high-end appliances, island & spacious breakfast area. Extensive millwork & impressive staircase. Master suite is complete w/private roof deck, fireplace, double closets & deluxe bath including steam shower, whirlpool & double sinks. Three family bedrms and 2 baths on 2nd w/master suite. Terrific LL includes rec rm, bar area, laundry rm, playrm, wine rm, 5th bedrm & 1 half & 1 full bath. Additional features include circular drive, wood roof, radiant heat in bsmnt flr, attchd heated garage, Chalet Landscaped yard w/mature trees & original stone wall. Exterior damp proofing & interior & exterior drain tile system. Sump pump w/battery backup. less
Listing Provided Courtesy of JEAN WRIGHT REAL ESTATE
Popularity
$919,000
$3,457/mo
Monthly Payment:
$3,457
Principal & Interest:
$3,457
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $183,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 3bath 3,000sq ft $306 / sq ft SFR
Lot SizeN/Asq ft Built1925 On Site5days
Nicely updated*move in condition*ideal east winnetka location*close proximity to train, town & the lake*light and bright*a gem that offers so much for the money: classic... more
Nicely updated*move in condition*ideal east winnetka location*close proximity to train, town & the lake*light and bright*a gem that offers so much for the money: classic architectural details and charming curb appeal*newer white/ss kitchen with french doors leading to expansive backyard*formal living room with fireplace and access to quaint front porch*four bedrooms on second floor featuring master suite with vaulted ceiling and a spa quality master bathroom offering soaking tub, fireplace, big walk in closet, separate shower & ancillary laundry facilities*flexible third floor space that could be used as fifth bedroom, office or playroom* you access the attached two car garage from the partially finished lower level with full laundry facilities, recreation room potential and plenty of storage*great guts to seal the deal...New roof.....Start packing baby! less
Listing Provided Courtesy of @PROPERTIES
Popularity
$1,697,000
$6,383/mo
Monthly Payment:
$6,383
Principal & Interest:
$6,383
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $339,400 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 5bath 4,390sq ft $387 / sq ft SFR
Lot Size7,405sq ft Built2015 On Site6days
Exceptional new construction on a cul-de-sac street, half-a-block from Hubbard Woods school. Walk to train. Natural cedar & stone embellish this well-appointed home designed by... more
Exceptional new construction on a cul-de-sac street, half-a-block from Hubbard Woods school. Walk to train. Natural cedar & stone embellish this well-appointed home designed by award-winning city architect. Interior features include an open floor plan with high-quality finishes hand selected by an interior designer. Beautiful two-story staircase in foyer. Large cook's kitchen with coffered ceiling, marble counter tops, top-of-the-line 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. Exercise room, recreation room and 5th bedroom on lower level. Large master bedroom/bathroom suite. Recently completed. Move right in to this thoughtfully designed home! less
Listing Provided Courtesy of @PROPERTIES
Popularity
$999,000
$3,758/mo
Monthly Payment:
$3,758
Principal & Interest:
$3,758
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $199,800 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 BuiltN/A On Site6days
Gorgeous & very thoughtful gut renovation of Dutch Colonial in A+ (Crow Island) Winnetka location. 3 Bed/2 baths up +BR4, office & 3rd full bath in high/dry basement.... more
Gorgeous & very thoughtful gut renovation of Dutch Colonial in A+ (Crow Island) Winnetka location. 3 Bed/2 baths up +BR4, office & 3rd full bath in high/dry basement. Considerate floor plan for Family living, Liv Rm + Fam Rm + Rec Rm, ATTACHED 2 car garage, screen porch, huge yard and high end finishes throughout. Low taxes, storage galore. The rare hybrid of a move in ready house in a great location that's not a tear down McMansion or devoid of charm but all new: electrical, plumbing, flood control, HVAC, windows, roof and so much more! Fantastic location!! - easy walk to town, train, dining, retail, tennis center, playfields, golf course, sled hill, ice rink, elementary & middle schools! OH Sun 2/7 11-1. less
Listing Provided Courtesy of @PROPERTIES
Popularity
$2,990,000
$11,273/mo
Monthly Payment:
$11,273
Principal & Interest:
$11,248
HOA Dues:
$25
(Based on a 30 year fixed loan at 3.88% with $598,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 6bath 5,277sq ft $567 / sq ft SFR
Lot Size21780.0acre Built1999 On Site7days
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL
Popularity
$1,995,000
$7,504/mo
Monthly Payment:
$7,504
Principal & Interest:
$7,504
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $399,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 5bath N/Asq ft N/A / sq ft SFR
Lot SizeN/Asq ft Built1961 On Site7days
A most inviting 6-bedroom brick colonial home on gorgeous property in an ideal winnetka location.The floor plan is perfect for family and entertaining.The rooms are all... more
A most inviting 6-bedroom brick colonial home on gorgeous property in an ideal winnetka location.The floor plan is perfect for family and entertaining.The rooms are all generously proportioned.The kitchen is a great gathering spot w/an island and good eating area.The family room is a draw w/ much light+ a stone fireplace which then leads out to a superb screened porch overlooking breathtaking property. This house has it all and awaits you! less
Listing Provided Courtesy of @PROPERTIES
Popularity
$4,995,000
$18,790/mo
Monthly Payment:
$18,790
Principal & Interest:
$18,790
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $999,000 down)
Winnetka, IL 60093
Avoca School District 37, New Trier Township High...
7bed 11bath N/Asq ft N/A / sq ft SFR
Lot Size1.8acre Built1922 On Site8days
Extraordinary home on 2 acres of spectacular manicured grounds with pool, spa, guest house - all w/magnificent golf course views. Interior celebrates 25 rooms of masterful... more
Extraordinary home on 2 acres of spectacular manicured grounds with pool, spa, guest house - all w/magnificent golf course views. Interior celebrates 25 rooms of masterful design. DeGuilio cook's kitchen, grand entertaining rooms, warm, inviting family rooms. Screened porch w/ fplc, 6 BRs w/ bths en suite incl wonderful master ste, 3rd fl bonus space, bunk rm. Indoor current pool, 33 foot sport court. 6 car garage parking. An unparalleled experience near town, train and schools. The ultimate oasis for families and friends. less
Listing Provided Courtesy of THE HUDSON COMPANY
Popularity
$1,139,000
$4,284/mo
Monthly Payment:
$4,284
Principal & Interest:
$4,284
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $227,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 5bath 3,410sq ft $334 / sq ft SFR
Lot SizeN/Asq ft BuiltN/A On Site8days
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
$1,895,000
$7,128/mo
Monthly Payment:
$7,128
Principal & Interest:
$7,128
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $379,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 6bath N/Asq ft N/A / sq ft SFR
Lot SizeN/Asq ft Built2001 On Site8days
This newer construction house has it all!...The stunning open reception hall invites you into this traditional home that features !0'ceilings, glistening hardwood floors,arched... more
This newer construction house has it all!...The stunning open reception hall invites you into this traditional home that features !0'ceilings, glistening hardwood floors,arched doorways,expansive windows,custom millwork and gracious rooms throughout!...Lovely living room with fireplace,formal dining room and handsome library.Fully appointed cook's kitchen with butler's pantry,breakfast area and adjoining sun-filled family room with fireplace and doors to large deck.The 2nd floor has a spacious master br with beautiful bath,3 family brs and 2 additional baths. The versatile 3rd floor can be used as an office, 7th br or playroom.The open staircase takes you to the lower level with a large recreation room, 2nd kitchen, 2 bedrooms,full bath and great storage...A complete apartment!...Enjoy a wonderful home in a wonderful location...Close to greeley school, new trier high school, train and the beach!...It is 30 minutes by train to downtown chicago....And easy access to o'hare! less
Listing Provided Courtesy of @PROPERTIES
Popularity
$1,900,000
$7,147/mo
Monthly Payment:
$7,147
Principal & Interest:
$7,147
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $380,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 5bath 4,500sq ft $422 / sq ft SFR
Lot SizeN/Asq ft Built1925 On Site8days
Just wonderful! Brick with limestone, slate roof, copper gutters. Excellent traditional details combine with new bathrooms, beautiful cook's kitchen with abundant white... more
Just wonderful! Brick with limestone, slate roof, copper gutters. Excellent traditional details combine with new bathrooms, beautiful cook's kitchen with abundant white cabinets, granite counters, stainless steel appliances including two miele dishwashers, double ovens, 5 burner gas cooktop, wine frig & bar sink, breakfast bar and large breakfast room. Lovely, sun-filled living room, gracious dining room has french doors to bluestone terrace. Dramatic family room has fireplace, doors to large fenced yard. Den or office, screen porch and laundry complete the perfect floor plan-great for entertainment or family fun! Second floor features three corner ensuite bedrooms with new bathrooms. Super second floor deck. Third floor has bedroom, sitting area & new bathroom. Finished basement has huge recreation room, office & utility room. Lovely wide (75 ft) lot has fenced yard. Two car garage plus attached storage room. Located in a favorite winnetka neighborhood. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL
Popularity
1 2 3 4 5 ... 10
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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: Sunday, February 7, 2016 at 8:52 PM. Properties in listings may have been sold or may no longer be available.