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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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$475,000
$1,786/mo
Monthly Payment:
$1,786
Principal & Interest:
$1,786
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $95,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
3bed 1bath 1,800sq ft $264 / sq ft SFR
Lot SizeN/Asq ft Built1917 On Site22days
There are 159 homes for sale in winnetka & just 4 offered under $500,000. This just renovated charmer with new eat in kitchen & bathroom, refinished hardwood floors throughout,... more
There are 159 homes for sale in winnetka & just 4 offered under $500,000. This just renovated charmer with new eat in kitchen & bathroom, refinished hardwood floors throughout, all freshly painted & many new windows is the best of what is always a very limited bunch. Ideally located just a stone's throw to the hubbard woods train station, the hubbard woods shopping area & the hubbard woods elementary school, you will find nicely sized living spaces, a coveted first floor family room/den & a large unfinished basement that offers great potential & could be used in a variety of different ways. The long driveway easily parks three cars & the professionally fenced rear yard with patio is secluded & peaceful. Also offered for rent. less
Listing Provided Courtesy of @properties
Popularity
We show you every available listing. Here's how
$750,000
$2,821/mo
Monthly Payment:
$2,821
Principal & Interest:
$2,821
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $150,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 3bath 2,622sq ft $286 / sq ft SFR
Lot Size11,918sq ft BuiltN/A On Site22days
Gracious, sunny charmer in prime east locale near train, schools, lake & parks. Spacious living rm w/fireplace & adjacent sunroom. Formal dining rm. Kitchen w/granite counters &... more
Gracious, sunny charmer in prime east locale near train, schools, lake & parks. Spacious living rm w/fireplace & adjacent sunroom. Formal dining rm. Kitchen w/granite counters & SS appliances opens to deck & expansive fenced yard. Many newer mechanicals. Recently refinished hardwood. floors, new carpet & freshly painted. Just move in and enjoy! less
Listing Provided Courtesy of Baird & Warner
Popularity
$679,000
$2,554/mo
Monthly Payment:
$2,554
Principal & Interest:
$2,554
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $135,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
4bed 3bath N/Asq ft N/A / sq ft SFR
Lot Size8,102sq ft Built1909 On Site22days
Picture perfect classic Winnetka home that lives large, has many improvements and is located on a favorite street near village and train. Welcoming enclosed front porch with... more
Picture perfect classic Winnetka home that lives large, has many improvements and is located on a favorite street near village and train. Welcoming enclosed front porch with generous space and polished hardwood floor. Living room features pretty details including 9 ft. ceiling, hardwood floors, large windows, gracious foyer and French doors opening to spacious dining room. Large high-end kitchen with Viking stove, handsome granite counters, white cabinets and breakfast area overlooking huge backyard. Plenty of space to play, garden and relax in the green privacy of this exceptional yard! Second floor has 3 family bedrooms (main BR with walk-in closet) and a stylish, renovated bath w/double sinks. Fourth bedroom is tandem, offering a quiet retreat for a teen. Renovated basement living areas: rec room, large laundry/utility room, secluded office and full bath. Nearby are schools from nursery through eighth grade, 2 golf courses, tennis courts, bike trails and Forest Preserve. less
Listing Provided Courtesy of @properties
Popularity
$1,089,000
$4,096/mo
Monthly Payment:
$4,096
Principal & Interest:
$4,096
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $217,800 down)
Winnetka, IL 60093
Avoca School District 37, New Trier Township High...
4bed 4bath N/Asq ft N/A / sq ft SFR
Lot Size40,511sq ft Built1962 On Site23days
Excellent construction quality and wonderful floor plan in this custom built home. First floor has lovely entrance foyer, spacious formal living and dining rooms, kitchen opens... more
Excellent construction quality and wonderful floor plan in this custom built home. First floor has lovely entrance foyer, spacious formal living and dining rooms, kitchen opens to breakfast room and large family room, office (could be first floor bedroom), full bath, laundry and mudroom. Second floor features four large bedrooms including master suite with large bath and closets. Two additional baths on second floor plus large attic space. Lower level has rec room, play area and storage. Attached 3 car garage! less
Listing Provided Courtesy of The Hudson Company
Popularity
$1,549,000
$5,827/mo
Monthly Payment:
$5,827
Principal & Interest:
$5,827
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $309,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
N/Asq ft N/A / sq ft LND
Lot SizeN/Asq ft BuiltN/A On Site25days
Lushly landscaped 104' x 167'.......A great opportunity to build the home of your choice in an area of beautiful homes in the heart of Winnetka!...Call for details...
Lushly landscaped 104' x 167'.......A great opportunity to build the home of your choice in an area of beautiful homes in the heart of Winnetka!...Call for details... less
Listing Provided Courtesy of Coldwell Banker Residential
Popularity
$3,475,000
$13,072/mo
Monthly Payment:
$13,072
Principal & Interest:
$13,072
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $695,000 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 8bath 5,800sq ft $599 / sq ft SFR
Lot SizeN/Asq ft Built2007 On Site26days
Charming English Tudor in East Winnetka.Walk to schools, train,beach & town. Total approximate square footage 8,600 of finished space. App. 5,800sq.ft above ground and... more
Charming English Tudor in East Winnetka.Walk to schools, train,beach & town. Total approximate square footage 8,600 of finished space. App. 5,800sq.ft above ground and additional 2800sq.ft finished basement. This 3-story home offers 6 bdrms & 6.2 bths.Gourmet eat-in kit w/top of the line appls & sep. eat-in breakfast area.Cherry wood library, 4 frpls. Finished English bsmt w/entertainment, exersize rm, refrigerated wine celar & fully equipped media rms.Heated flrs in all 2nd and 3d floor bathrooms.Wonderful family home.Built by a premier NS builder. less
Listing Provided Courtesy of @properties
Popularity
$4,400,000
$16,631/mo
Monthly Payment:
$16,631
Principal & Interest:
$16,552
HOA Dues:
$79
(Based on a 30 year fixed loan at 3.88% with $880,000 down)
Winnetka, IL 60093
Avoca School District 37, New Trier Township High...
4bed 6bath 7,200sq ft $611 / sq ft SFR
Lot SizeN/Asq ft Built2008 On Site26days
McAlpine and Tankersley of Atlanta design in this custom 7200 square foot European country home goes to city. Handsome in size yet designed not to overwhelm but to welcome.... more
McAlpine and Tankersley of Atlanta design in this custom 7200 square foot European country home goes to city. Handsome in size yet designed not to overwhelm but to welcome. Enter thru floor to ceiling gated windows and stone floor with beautiful vistas. Double height pecky cypress ceiling in the great room anchored by stone fireplace at one end set the tone. Large open plan kitchen with fireplace and custom cabinetry flanked by matching French doors leading to herb garden on one side and the serene pool, patio and gardens. Sumptuous Master bedroom suite with his and her dressing rooms and adjoining one of the two executive offices. Second floor includes 3 bedrooms with kitchenette, possible In-Law Suite. Perfection in design, location, and decor. less
Listing Provided Courtesy of Coldwell Banker Residential
Popularity
$1,849,000
$6,955/mo
Monthly Payment:
$6,955
Principal & Interest:
$6,955
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $369,800 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
6bed 6bath 4,788sq ft $386 / sq ft SFR
Lot Size19,001sq ft Built1925 On Site29days
This incredible home has been updated to perfection! Gorgeous white eat-in kitchen with chef grade Viking/Bosch appliances as well as a large pantry. All the floors have been... more
This incredible home has been updated to perfection! Gorgeous white eat-in kitchen with chef grade Viking/Bosch appliances as well as a large pantry. All the floors have been completely redone on the first floor, there is a gorgeous addition including a master suite, family room, wine bar and oversized screened in porch which leads to a beautiful paved patio and fabulous fenced in yard just waiting for a hockey rink! There is also fresh paint throughout the home and the list goes on! Large third floor with family room, bedrooms and bath. Finished lower level with game room. There is a 2.5 car attached garage with spacious adjacent mudroom as well as circular drive in the front of the home. This is a fantastic opportunity to own almost half of an acre just steps from downtown Winnetka, Metra, the Community House and is on a coveted street. A wonderful and inviting home that is made for entertaining family and friends. This home is not to be missed! less
Listing Provided Courtesy of @properties
Popularity
$748,500
$2,815/mo
Monthly Payment:
$2,815
Principal & Interest:
$2,815
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.88% with $149,700 down)
Winnetka, IL 60093
Winnetka School District 36, New Trier Township High...
5bed 5bath 2,480sq ft $302 / sq ft SFR
Lot Size9,500sq ft Built1926 On Site31days
Setting & Locale, Sunset Rd, East Winnetka. Close enough to the Elder Lane Beach that on a still night you will hearing the waves gently crashing upon the shore. Approach from... more
Setting & Locale, Sunset Rd, East Winnetka. Close enough to the Elder Lane Beach that on a still night you will hearing the waves gently crashing upon the shore. Approach from Sheridan Rd to Elder Lane and then down Essex Rd to the lovely boulevard/park setting of Sunset Rd. Imagine setting out for your day and passing the beautiful lakefront parks at Elder Lane and driving south on Sheridan Rd along with the rising sun. Carpe Diem. This vintage home was designed in 1925 by L.M. Mitchell and completed in 1926. It may be described as Tudor Revival set on a lush deep lot. A 1 story family room was added in 1966. To be sold in "as is" condition. Opportunity to build new, or renovate and expand. Features large French windows, 3 fireplaces, 5 BR, 3 full, 2 1/2 baths. Room to expand up and out. Garage has a loft. Wonderful place to open the floor plan, expand and renovate! Or build a new home! Local amenities; walk to Greeley or New Trier, Metra, parks and beach, North Shore bike trail, PAC less
Listing Provided Courtesy of @properties
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...
2bed 2bath 1,990sq ft $301 / sq ft SFR
Lot Size10,019sq ft Built1967 On Site33days
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
$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 Site33days
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 Site33days
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 Site36days
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 Site38days
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 Site39days
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
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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: Thursday, August 27, 2015 at 8:47 PM. Properties in listings may have been sold or may no longer be available.