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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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$598,000
$2,249/mo
Monthly Payment:
$2,249
Principal & Interest:
$2,249
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $119,600 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
2bed 2bath 1,990sq ft $301 / sq ft SFR
Lot Size10,019sq ft Built1967 On Site37days
Priced at teardown value for its wooded 50'x200' lot, this L-shaped mid-century contemporary ranch is a great buy. The living room and both bedrooms have walls of glass facing... more
Priced at teardown value for its wooded 50'x200' lot, this L-shaped mid-century contemporary ranch is a great buy. The living room and both bedrooms have walls of glass facing the private patio. Condo alternative with low maintenance and no steps. Newer mechanicals, five walk-in closets, some with built-ins. Quiet neighborhood, one-half block to park. Taxes do not reflect homeowner's exemption. less
Listing Provided Courtesy of Jameson Sotheby's International Realty
Popularity
Your search results are current and complete. Learn more
$2,099,900
$7,899/mo
Monthly Payment:
$7,899
Principal & Interest:
$7,899
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $419,980 down)
Winnetka, IL 60093
Avoca School District 37, New Trier Township High...
5bed 6bath N/Asq ft N/A / sq ft SFR
Lot Size34,412sq ft Built2015 On Site37days
Complete rebuild and new second story addition on an idyllic 3/4 acre setting with majestic trees and lush landscaping. Open floor plan includes custom finishes throughout.... more
Complete rebuild and new second story addition on an idyllic 3/4 acre setting with majestic trees and lush landscaping. Open floor plan includes custom finishes throughout. Kitchen flows beautifully to great room, hearth room and dining room and opens to gorgeous back terrace and yard. The first floor master suite is luxurious and also enjoys tranquil views of lovely setting. The second floor offers five additional bedrooms, three additional full baths and second floor family room with kitchen/casual entertaining area. The third floor includes a bonus space which is ideal for an at-home office. Mudroom/laundry room on first floor, attached three car garage - all brand new with high-end custom finishes. Move right in! less
Listing Provided Courtesy of The Hudson Company
Popularity
$598,000
$2,249/mo
Monthly Payment:
$2,249
Principal & Interest:
$2,249
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $119,600 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
N/Asq ft N/A / sq ft LND
Lot Size10,019sq ft BuiltN/A On Site37days
Great family location in Hubbard Woods: 50' x 200' lot just east of Corwin park. Taxes do not reflect homeowner's exemption. Teardown is vacant and ready to go.
Great family location in Hubbard Woods: 50' x 200' lot just east of Corwin park. Taxes do not reflect homeowner's exemption. Teardown is vacant and ready to go. less
Listing Provided Courtesy of Jameson Sotheby's International Realty
Popularity N/A
$1,699,000
$6,391/mo
Monthly Payment:
$6,391
Principal & Interest:
$6,391
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $339,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 5bath 4,200sq ft $405 / sq ft SFR
Lot Size8,851sq ft Built2001 On Site40days
Beautiful stone center entry with Mahogany door!Gorgeous gourmet kitchen w/hi-end appliances,island & eating area opens to spacious family room w/fireplace and coffered ceiling.... more
Beautiful stone center entry with Mahogany door!Gorgeous gourmet kitchen w/hi-end appliances,island & eating area opens to spacious family room w/fireplace and coffered ceiling. The first floor offers an office with built-ins and french doors to the formal living room with pillars, the perfect dining room for entertaining,& a custom mud room with lockers and storage.The master suite includes vaulted ceilings, a fireplace, great closets, and a luxurious bath with a clawfoot tub & separate shower.The 3 other bedrooms are spacious with professionally organized closets & 2 full baths.Incredible lower level includes a rec room with custom built-ins,a bar, & stone fireplace, plus a game/exercise room, 5th bedroom, 4th full bath with steam, and laundry room with chute from the 2nd floor and storage.Professionally landscaped yard with a deck, blue stone patio and putting green. Newly painted and refinished hardwood floors in 2013! less
Listing Provided Courtesy of @properties
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
N/Asq ft N/A / sq ft LND
Lot Size1.1acre BuiltN/A On Site42days
A very rare opportunity to buy 1.06 acres on coveted DeWindt Road in Crow Island school district. Build your own private home set on a spectacular lush lot. This lot exudes... more
A very rare opportunity to buy 1.06 acres on coveted DeWindt Road in Crow Island school district. Build your own private home set on a spectacular lush lot. This lot exudes endless possibilities with mature trees and landscaped grounds which creates the perfect setting for a new construction home. Survey available. ( 2 pin numbers for land which equal to 1.06 acres) less
Listing Provided Courtesy of @properties
Popularity
$1,550,000
$5,830/mo
Monthly Payment:
$5,830
Principal & Interest:
$5,830
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $310,000 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 Built2003 On Site43days
Stunning all brick georgian. Fabulous chef's kitchen with custom cherry cabinets, 2 wolf commercial ovens, huge luxury master suite, his & her closets with custom wood... more
Stunning all brick georgian. Fabulous chef's kitchen with custom cherry cabinets, 2 wolf commercial ovens, huge luxury master suite, his & her closets with custom wood built-ins. First floor office, 3 fireplaces, 4-zoned radiant heat, 2 zoned a/c, 2nd floor laundry plus laundry in basement. Snow melt and security systems, brick terrace, 2 car garage. Plasma tv's in family room and recreation room and pool table are included. Convenient to town, train, schools and parks. less
Listing Provided Courtesy of Baird & Warner
Popularity
$363,000
$2,087/mo
Monthly Payment:
$2,087
Principal & Interest:
$1,365
HOA Dues:
$722
(Based on a 30 year fixed loan at 3.88% with $72,600 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
2bed 2bath 1,500sq ft $242 / sq ft CND
Lot SizeN/Asq ft Built1971 On Site44days
Lovingly maintained, pristine two bedroom, two bathroom condo in the Winnetka Mews - a premier building - located in the heart of downtown Winnetka. Open floor plan features... more
Lovingly maintained, pristine two bedroom, two bathroom condo in the Winnetka Mews - a premier building - located in the heart of downtown Winnetka. Open floor plan features living room, dining room, kitchen and two bedrooms, each with an en suite bath, private balcony, and custom crown molding. Currently, one bedroom is being used as a family room. In-unit washer/dryer. One heated garage space, storage, exercise room, outdoor pool. Two units per floor, resident engineer and on-site manager. New roof. Ideal location near restaurants, shopping, Starbucks, Metra train and more. Secure, care-free living! less
Listing Provided Courtesy of The Hudson Company
Popularity
$1,799,000
$6,767/mo
Monthly Payment:
$6,767
Principal & Interest:
$6,767
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $359,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 6bath 4,269sq ft $421 / sq ft SFR
Lot Size22,002sq ft Built1954 On Site44days
Special home on lovely 1/2 acre property. First floor living in a country-like setting. Wonderful mature landscaping, perrenial gardens, gorgeous rear yard w/gunnite pool, hot... more
Special home on lovely 1/2 acre property. First floor living in a country-like setting. Wonderful mature landscaping, perrenial gardens, gorgeous rear yard w/gunnite pool, hot tub & patio seating. Move in condition. Two 1st fl en-suite br - including master suite. Renovated kitch & ba's. Frml lr & dr, 1st fl library/office, sunny fr w/skylight, sunroom w/full ba w/handicap finishes and private exterior access - possible in-law or nanny suite. 2 en-suite br on 2nd fl & large closets & walk-in attic storage. Ll features 2nd office, rec rm, ex rm & more storage. 4 fireplaces. Hardwood fl thru most of 1st fl. Heated fl in sunroom, mudroom, 2nd fl ba's & ll. Special features: custom millwork, crown molding & built-ins. Programed sound system, security, co, fire & sprinkler systems. 1st fl hardwired wi-fi, generator, updated elec, plumbing, hvac less
Listing Provided Courtesy of The Hudson Company
Popularity
$1,725,000
$6,489/mo
Monthly Payment:
$6,489
Principal & Interest:
$6,489
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $345,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 5bath N/Asq ft N/A / sq ft SFR
Lot Size23,087sq ft Built1957 On Site44days
Simply stunning!!This sophisticated raised ranch with complete southern exposure floor-to-ceiling windows will surprise and amaze you! Unparalleled craftsmanship and quality... more
Simply stunning!!This sophisticated raised ranch with complete southern exposure floor-to-ceiling windows will surprise and amaze you! Unparalleled craftsmanship and quality details. Exquisite new chef's kitchen!1st fl master suite feels like a 5 star hotel! Full and fabulous walk out lower level complete w/lovely guest suite. Beautiful rosewood pegged hardwood floors. Flexible floor plan perfect for entertaining. 3 fireplaces. Attached 2 car garage w/adjacent mudroom.1st fl office and library. 2 private bluestone patios- overlooking the lush and secluded 1/2 acre retreat. Steps from top rated schools. Tons of closets and expansive storage. Elegant one level living or full family home- perfect for any lifestyle! There is nothing out there like this!!Truly have to see to believe!! less
Listing Provided Courtesy of Coldwell Banker Residential
Popularity
$1,449,000
$5,450/mo
Monthly Payment:
$5,450
Principal & Interest:
$5,450
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $289,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 5bath 3,500sq ft $414 / sq ft SFR
Lot SizeN/Asq ft Built2007 On Site44days
Impeccably designed brick and stone, English inspired, 2-story home will impress you! Exquisite millwork and exceptional details, cherry floors, recessed lighting and custom... more
Impeccably designed brick and stone, English inspired, 2-story home will impress you! Exquisite millwork and exceptional details, cherry floors, recessed lighting and custom fixtures. Formal Living and Dining Rooms. Family Room with stone fireplace. Spectacular, high-end Kitchen with french-white, glazed cabinetry, island with prep sink and seating for four. Breakfast room overlooking private paver patio, complete with built-in grill & decorative pond. Master Bedroom Suite with fireplace and tray ceiling. Bath has whirlpool tub and separate steam shower and walk-in closet. Lower level is a whole house in itself with 5th bedroom, office, full bath and Rec-Room with fireplace, wet-bar and game alcove. 2 car detached brick garage with extra storage. Location is 3 blocks from town and train - and close to amenities like parks, schools, library, restaurants, grocery etc. less
Listing Provided Courtesy of Baird & Warner
Popularity
$795,000
$2,990/mo
Monthly Payment:
$2,990
Principal & Interest:
$2,990
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $159,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 4bath 3,000sq ft $265 / sq ft SFR
Lot Size9,348sq ft Built1892 On Site44days
Beautifully maintained, charming home in central Winnetka location. This bright 5 bedroom, 3.5 bath home includes a spacious combination kitchen/family room with an impressive... more
Beautifully maintained, charming home in central Winnetka location. This bright 5 bedroom, 3.5 bath home includes a spacious combination kitchen/family room with an impressive stone fireplace. Sliding doors open to a large deck and backyard with mature trees. A sizeable walk-in pantry off of the cook's kitchen provides plenty of room for storage. The lower level is comprised of finished rooms that may serve as bedrooms, a workout room, an office, or a play/craft room. The 20x19 master suite is stunning with a tiger cut oak mantel and marble surround fireplace, dual walk-in closets, and an 11-foot wood, cathedral ceiling with skylight. The master bath has a skylight, a separate soaking tub and double shower and steam room. Oversized 3+ 24x28 heated garage. Outstanding location; easy walk to schools, parks, transportation, library, and local shops! New roof July 2015. less
Listing Provided Courtesy of Orrington Realty
Popularity
$569,000
$2,140/mo
Monthly Payment:
$2,140
Principal & Interest:
$2,140
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $113,800 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 Built1931 On Site45days
Unique brick colonial on deep lot. Move right in ! 2 newer ba's on 2nd fl, newer powder rm, shiny hrdwd fls, granite counters, ss applcs. Frml lr & dr, 1st fl office, fr... more
Unique brick colonial on deep lot. Move right in ! 2 newer ba's on 2nd fl, newer powder rm, shiny hrdwd fls, granite counters, ss applcs. Frml lr & dr, 1st fl office, fr overlooks yard, 3br on 2nd fl. Abundant 3rd fl storage (pull down stairs). Clean ll w/lndry, drain tile, sump-pump w/battry bk-up & utilities. Newer hvac & hot water heater. Deck, gorgeous gardens. Fenced, deep lot. Convenient location near schools, play fields. Beautiful inside and out. less
Listing Provided Courtesy of The Hudson Company
Popularity
$950,000
$3,573/mo
Monthly Payment:
$3,573
Principal & Interest:
$3,573
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $190,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 4bath N/Asq ft N/A / sq ft SFR
Lot Size9,583sq ft Built1942 On Site46days
Endless opportunities abound on this handsome, well built and maintained white brick Colonial home in a coveted neighborhood just steps from Crow Island (K-4) School! Lovely... more
Endless opportunities abound on this handsome, well built and maintained white brick Colonial home in a coveted neighborhood just steps from Crow Island (K-4) School! Lovely architectural details, an abundance of natural light, hardwood floors and a great traffic flow are the hallmarks of this great home. Lovely, spacious formal LR & DR & cozy Library. Sun filled FR w/ panoramic views of the oversized, professionally landscaped yard has built ins & doors to pretty patio. Updated kitchen w/ island, table area & planning desk. True Master BR suite has updated BA w/ Carrera marble & tandem room. 3 additional Family BR's- 2 share a Jack & Jill BA & addtl hall BA. LL has a large carpeted Rec Rm, Workshop Rm (could be 5th BR) & Laundry Rm. Oversized 1.5 car ATT garage. Backyard shed w/ electricity. Numerous recent improvements, including new SS refrig, new SS Miele DW and Space Pak AC (2013). Lots of potential here as the home is located in an area w/ many higher priced homes. Truly a gem! less
Listing Provided Courtesy of @properties
Popularity
$1,149,000
$4,322/mo
Monthly Payment:
$4,322
Principal & Interest:
$4,322
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $229,800 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 Built1995 On Site47days
Centrally located on one of Winnetka's prettiest streets, this gorgeous home is a short walk to the elementary, middle & junior high schools, town & train. The welcoming front... more
Centrally located on one of Winnetka's prettiest streets, this gorgeous home is a short walk to the elementary, middle & junior high schools, town & train. The welcoming front porch opens to the spacious sunlit foyer, living room and dining room. Large eat-in kitchen has granite counters, high-end appliances (including double ovens) & center island. The kitchen opens to family room with " Ann Sacks" tiled fireplace and new "Marvin" French doors which open to deck overlooking the large fenced back yard. 1st floor also includes a new powder room and spacious mudroom. The 2nd floor master suite has lofted ceilings, walk-in closet and full bath, plus 3 additional large bedrooms, one with en-suite bathroom. An additional hall bath, laundry room & linen closets complete the 2nd floor. Finished basement has great living space with recreation room, bedroom w/walk-in closet, and full bath. Additionally, multiple storage rooms. Appliances, mechanicals & roof are newer. 2 car garage. GREAT VALUE! less
Listing Provided Courtesy of Baird & Warner
Popularity
$2,150,000
$8,088/mo
Monthly Payment:
$8,088
Principal & Interest:
$8,088
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $430,000 down)
Winnetka, IL 60093
Wilmette School District 39, New Trier Township High...
5bed 4bath N/Asq ft N/A / sq ft SFR
Lot SizeN/Asq ft Built1928 On Site47days
Listing Provided Courtesy of The Hudson Company
Popularity
1 2 3 4 5 6 7
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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: Monday, August 31, 2015 at 10:00 PM. Properties in listings may have been sold or may no longer be available.