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Winnetka 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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$525,000

1095 Willow Road

Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 3bath 1,998sq ft $263 / sq ft SFR
Lot SizeN/Asq ft Built1952 On Site172days
Colonial close to schools, Skokie Playfield, golf, tennis, ice rink. Bright Living Rm w/frplc, Dining Rm opens to glass-walled 3 season Porch, paneled Family Rm, Powder Rm on... more
Colonial close to schools, Skokie Playfield, golf, tennis, ice rink. Bright Living Rm w/frplc, Dining Rm opens to glass-walled 3 season Porch, paneled Family Rm, Powder Rm on 1st. 4 BR's, 1.5 baths on 2nd floor. Rec rm w/frplc & office area in basement. Hardwood floors, attic. Enclosed yard w/alley access. Terrific Winnetka move-in opportunity. less
Listing Provided Courtesy of Coldwell Banker Residential
Popularity
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$979,000

35 Brier Street

Winnetka, IL 60093
Kenilworth School District 38, New Trier Township High...
4bed 4bath N/Asq ft N/A / sq ft SFR
Lot SizeN/Asq ft BuiltN/A On Site174days
Looking for an oversize yard and a home in perfect condition?.....This is it!!!....Distinctive home that has been beautifully updated with all the amenities for today's buyer!... more
Looking for an oversize yard and a home in perfect condition?.....This is it!!!....Distinctive home that has been beautifully updated with all the amenities for today's buyer! Outstanding gourmet kitchen, gracious liv rm with fplc, din rm and sunroom overlooking the yard. Spacious fam rm. Walk to sears school (jr kdg-8th gd),new trier, train and the lake...Kenilworth school district...Winnetka park district! less
Listing Provided Courtesy of Coldwell Banker Residential
Popularity N/A
$6,775,000

657 Sheridan Road

Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 7bath 11,000sq ft $616 / sq ft SFR
Lot SizeN/Asq ft Built1999 On Site175days
Beautiful lakefront property in East Winnetka. One of a kind home has large prvt sandy beach - one of the best on the North Shore. Breathtaking lake views! 6 BR, 6.1 bath,... more
Beautiful lakefront property in East Winnetka. One of a kind home has large prvt sandy beach - one of the best on the North Shore. Breathtaking lake views! 6 BR, 6.1 bath, 7,500+ sq. ft on 1st & 2nd floors and app.3,500 sq. ft of finished English bsmnt. Cherry library & master BR have balconies overlooking lake. Gourmet kitchen w/ granite countertops, 4 fireplaces, movie theater, exercise rm w/sauna and much more. less
Listing Provided Courtesy of @properties
Popularity
$1,725,000

630 Maple Street

Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 5bath 4,690sq ft $368 / sq ft SFR
Lot SizeN/Asq ft Built1909 On Site184days
Gracious old world charm in every room. Terrific location on a corner lot. Walk to town,train,beach,park and more. LR w FP adjoins the FAM RM. The charming DR has a window seat... more
Gracious old world charm in every room. Terrific location on a corner lot. Walk to town,train,beach,park and more. LR w FP adjoins the FAM RM. The charming DR has a window seat and FP. Eat-in kitchen adjoins den and enclosed porch. Master BR has lots of closets and updated bath. The 2nd floor has three other family BRs and a bath. The 3rd floor has 2 bedrooms, office and bath. 2nd floor laundry. less
Listing Provided Courtesy of Jean Wright Real Estate
Popularity
$3,399,000

1323 Holly Lane

Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 6bath 10,500sq ft $324 / sq ft SFR
Lot SizeN/Asq ft Built2003 On Site186days
Magnificent custom hm blt in 2004 on aprox 2/3 acre. Prvt/country club living-hse at end of 600 ft prvt ln w/only 4 hms. 10,500 sq ft of living space done w/finest custom... more
Magnificent custom hm blt in 2004 on aprox 2/3 acre. Prvt/country club living-hse at end of 600 ft prvt ln w/only 4 hms. 10,500 sq ft of living space done w/finest custom finishes & millwork. 10' to 16' ceilings, magazine featured neff kitchen, 5 frplces, 2 lundry rms, 2 staircases, finished 3500 sq ft windowed ll w/10ft ceilings, 3 car garage w/htd flrs, pro landscaped w/secluded bckyrd terraces, pool, dog run +++ less
Listing Provided Courtesy of Berkshire Hathaway Homeservices Koenigrubloff
Popularity N/A
$1,050,000

660 Hibbard Road

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 Built1949 On Site187days
Attractive lannon stone ranch on manicured 1/2 acre. Spacious living room with fireplace. Banquet size dining rm with fireplace. Master bedroom w/bath, 2 additional family... more
Attractive lannon stone ranch on manicured 1/2 acre. Spacious living room with fireplace. Banquet size dining rm with fireplace. Master bedroom w/bath, 2 additional family bedrooms & 2 full baths. Updated kitchen w/table space, laundry room, enclosed porch. Hardwood floors, paneled office. Beautifully maintained. Third bedroom currently used as a family room. less
Listing Provided Courtesy of Jean Wright Real Estate
Popularity
$2,395,000

1005 Pine Tree Lane

Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 7bath 6,032sq ft $397 / sq ft SFR
Lot SizeN/Asq ft Built2002 On Site195days
Don't overlook this one! A beautiful home in incredible condition w/ exceptional detailing throughout. Airy & super spacious. Features include: generously scaled LR, DR & FM rm;... more
Don't overlook this one! A beautiful home in incredible condition w/ exceptional detailing throughout. Airy & super spacious. Features include: generously scaled LR, DR & FM rm; grand mstr. suite; striking fireplaces; exceptional millwork; bsmnt. pub room; huge 3rd floor & private yard w/custom patio & built-in grill. The perfect setting in a much sought after neighborhood. Only 3 blocks to Corwin Park. 3 car garage. less
Listing Provided Courtesy of The Hudson Company
Popularity
$5,299,000

98 Woodley Road

Winnetka, IL 60093
Avoca School District 37, New Trier Township High...
5bed 9bath 8,250sq ft $642 / sq ft SFR
Lot SizeN/Asq ft Built2005 On Site202days
Unsurpassed luxury awaits you at this sensational "like new" limestone home on over an acre of land on coveted Woodley Rd. This home delivers the ultimate living experience... more
Unsurpassed luxury awaits you at this sensational "like new" limestone home on over an acre of land on coveted Woodley Rd. This home delivers the ultimate living experience outside as well as in! Phenomenal flr plan w/ gourmet Chef's kitchen, 5 bedrms w/ ensuite baths, knock out lower level w/theater rm, bar, gym, elevator, 4 car heated garage. Outdoor sports court, in ground hot tub, w/ blue stone patio. Pure bliss less
Listing Provided Courtesy of @properties
Popularity
$3,695,000

976 Sunset Road

Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 9bath N/Asq ft N/A / sq ft SFR
Lot SizeN/Asq ft Built1961 On Site202days
Exceptional renovation on over an acre of professionally landscaped grounds. 1st floor w/ formal entrance hall, grand LR, DR, library, kitchen, FR, office, ex. room and 1st fl... more
Exceptional renovation on over an acre of professionally landscaped grounds. 1st floor w/ formal entrance hall, grand LR, DR, library, kitchen, FR, office, ex. room and 1st fl BR suite, all with extraordinary views of lush grounds. 2nd fl with luxurious master ste, three add'l BRs and BAs, study, family den and laundry. LL includes rec room, wine cellar and storage. A truly extraordinary home in an idyllic setting! less
Listing Provided Courtesy of The Hudson Company
Popularity N/A
$3,495,000

335 Woodley Road

Winnetka, IL 60093
Avoca School District 37, New Trier Township High...
5bed 8bath 7,736sq ft $452 / sq ft SFR
Lot SizeN/Asq ft Built1970 On Site205days
Winner of 2003 Gold Key Award for whole house remodeling & winner of Environmental Improvement Award for landscaping by Martin & Assoc. Design flourishes abound, as evidenced by... more
Winner of 2003 Gold Key Award for whole house remodeling & winner of Environmental Improvement Award for landscaping by Martin & Assoc. Design flourishes abound, as evidenced by soaring & geometric ceilings, dramatic windows w garden views, accent lighting, extensive millwork, numerous built-ins, newer baths, elegant neutral decorating, cat 5 wiring, & located on a private Rd, within a gated, park-like setting. less
Listing Provided Courtesy of Coldwell Banker Residential
Popularity N/A
$2,495,000

942 Pine Tree Lane

Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 9bath N/Asq ft N/A / sq ft SFR
Lot SizeN/Asq ft Built2001 On Site212days
Center entrance Colonial on over 1/2 acre w/brick courtyard entrance. Entry w/curved staircase. LR w/fpl leads to paneled lib w/fpl. DR is the perfect setting and is adj to... more
Center entrance Colonial on over 1/2 acre w/brick courtyard entrance. Entry w/curved staircase. LR w/fpl leads to paneled lib w/fpl. DR is the perfect setting and is adj to butler's pantry. Kit; granite counters, high end applcs, island & sep bkfst rm. FR w/fpl overlooks yard w/brk terrace & seating wall. Master suite;fpl, sit rm w/deck & deluxe bath. 2nd flr has 4 addtl fam BRS w/ensuite baths. Heated bathroom flrs. less
Listing Provided Courtesy of Jean Wright Real Estate
Popularity N/A
$7,195,000

722 Prospect Avenue

Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 10bath N/Asq ft N/A / sq ft SFR
Lot SizeN/Asq ft Built2011 On Site229days
Custom built in 2011 on one plus acre in heart of east winnetka* exquisite in style, design & finishes inside & out*latest smart house & av features*pool/spa & outdoor... more
Custom built in 2011 on one plus acre in heart of east winnetka* exquisite in style, design & finishes inside & out*latest smart house & av features*pool/spa & outdoor kitchen/bar*incredible landscaped grounds & motor court*lower level basketball/sport court, 3d theater, bar, golf simulator & exercise rooms*5 2nd floor suites*3 car attached garage*finished third floor*elevator*grand but comfortable easy living*heaven less
Listing Provided Courtesy of @properties
Popularity
$939,000

706 Foxdale Avenue

Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 3bath N/Asq ft N/A / sq ft SFR
Lot SizeN/Asq ft Built1995 On Site244days
Attractive red brick Colonial in convenient location near schls, beach, trn & town. This newer home features open flr plan & hdwd flrs. FR w/stone fplc. & vaulted ceil is... more
Attractive red brick Colonial in convenient location near schls, beach, trn & town. This newer home features open flr plan & hdwd flrs. FR w/stone fplc. & vaulted ceil is adjacent to breakfast area & kitchen. Kitchen inclludes wood cabinetry & island. The 2nd flr is complete w/master bedroom & bath & three addtl. fam brs & hall bath. Lower level includes rec room and game room. First floor laundry. 2 car att. garage. less
Listing Provided Courtesy of Jean Wright Real Estate
Popularity
$2,650,000

1016 Westmoor Road

Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 7bath 4,600sq ft $576 / sq ft SFR
Lot SizeN/Asq ft Built2005 On Site247days
Beautiful newer construction Fr Colonial with attention to detail! This cstm built home offers over 4600 sf of +2300 add'l LL sf. 6 BRs, 6.1 bths,Grmt Kit w/ brkfst rm overlooks... more
Beautiful newer construction Fr Colonial with attention to detail! This cstm built home offers over 4600 sf of +2300 add'l LL sf. 6 BRs, 6.1 bths,Grmt Kit w/ brkfst rm overlooks lg. gorgeous yrd w/bluestone patio, fplc & blt/in grill station. Bkfst rm adjoins lrg FR w/custom cabs, limestone fplc & soaring coffered ceils. Huge LL w/wine cellar, rec, ex & media rm w/6th BR/BTH. A walk to town,train,beach,schools! less
Listing Provided Courtesy of Coldwell Banker Residential
Popularity N/A
$1,350,000

270 Locust Road

Winnetka, IL 60093
Avoca School District 37, New Trier Township High...
5bed 4bath N/Asq ft N/A / sq ft SFR
Lot SizeN/Asq ft Built1950 On Site268days
This special 5 bdrm home features 1st flr formal LivRm w/lovely parquet flrs & handsome stone fplc. Adjacent FR w/2nd stone fplc overlooks spacious, prof lndscpd garden pool &... more
This special 5 bdrm home features 1st flr formal LivRm w/lovely parquet flrs & handsome stone fplc. Adjacent FR w/2nd stone fplc overlooks spacious, prof lndscpd garden pool & patio. Beautiful panelled private 1st flr office/den w/built-in shelving, unique parquet flrs, powder rm, full bth & 5th BR. Kit w/table space & views. 2nd flr w/mstr ste, 3 add'l BRs & hall bth. LL Rec w/bar, stor. Att 2 c gar, Crow Island. less
Listing Provided Courtesy of Coldwell Banker Residential
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
1.844.662.5639
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Data last updated: Saturday, September 20, 2014 at 2:24 PM