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Winnetka Homes for Sale

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  • /63

    $2,575,000

    • 4 Beds
    • 4.5 Baths
    • 3,973 Sq Ft

    1300 Hackberry Ln, Winnetka, IL 60093

    This is the quintessential All-American Beauty nestled on private lane in desirable Winnetka on a half acre with a pool! This home was completely rebuilt and redsigned for today's lifestyle in (2003-2004) - it is impeccable inside and out! Not much remains of the original home. The attention detail is everywhere...outstanding craftmanship and exceptional millwork throughout. A large foyer with

    Megan Mawicke @properties Christie's International Real Estate

    1300 Hackberry Ln, Winnetka, IL 60093
  • /33

    $2,199,000

    • 5 Beds
    • 4.5 Baths
    • 4,544 Sq Ft

    355 Myrtle St, Winnetka, IL 60093

    Timeless Elegance in the Heart of East Winnetka! Set on an expansive, professionally landscaped lot, this East Winnetka residence exudes timeless elegance and exceptional curb appeal. A grand foyer welcomes you into a home where classic architecture meets modern comfort. The richly paneled family room offers a sophisticated retreat, while the formal living room, bathed in natural light, features

    Mary Grant @properties Christie's International Real Estate

    355 Myrtle St, Winnetka, IL 60093
  • /49

    $2,499,000

    • 6 Beds
    • 7 Baths
    • 5,350 Sq Ft

    1423 Asbury Ave, Winnetka, IL 60093

    Better than NEW! Impeccably renovated 6BR/5.2BA center-entry colonial set on an oversized (66 x 159) professionally landscaped lot. This four-level home features abundant natural light, oversized windows, wide room openings, custom millwork and gleaming hardwood floors throughout. Spacious rooms, a current layout, high-end finishes and thoughtful design exist at every turn. First floor includes a

    Laura McCain Compass

    1423 Asbury Ave, Winnetka, IL 60093
  • /85

    $2,799,000

    • 4 Beds
    • 4.5 Baths

    1098 Fisher Ln, Winnetka, IL 60093

    Welcome to your dream home, just steps from the Hubbard Woods shops restaurants, park and train, and Lake Michigan. Set on over an acre with lush lawns and ravine views, this property offers a tranquil setting like no other. Enjoy an outdoor spa with a fireplace and outdoor shower, all with breathtaking views and privacy. Inside, find a beautiful kitchen with a center island which opens to the

    Joanne Hudson Compass

    1098 Fisher Ln, Winnetka, IL 60093
  • /39

    $4,500,000

    • 4 Beds
    • 7 Baths
    • 8,294 Sq Ft

    977 Sheridan Rd, Winnetka, IL 60093

    Perfectly situated in a discreet upscale enclave east of Sheridan road. Beautifully tucked away is where you'll find this gorgeous estate on a professionally landscaped .659 acre. With exceptional quality, elegance and design throughout there are many updates that have been done over the last 3 years. Upon entering the foyer you'll see 12-14 ceilings and gorgeous marble floors. New Kitchen with

    Kim Kelley Baird & Warner

    977 Sheridan Rd, Winnetka, IL 60093
  • /64

    $3,299,000

    • 6 Beds
    • 5.5 Baths
    • 6,384 Sq Ft

    646 Prospect Ave, Winnetka, IL 60093

    Spectacular East Winnetka in-town oasis on almost 1/2 acre of lushly landscaped grounds offers a singular opportunity to walk everywhere from a private, fully renovated classic located in a premier location with 150 ft frontage, just steps to town, train, and beach. Meticulously transformed and completely reimagined inside and out with one of the best first floor living spaces, this 6 bedrooms

    Paige Dooley Compass

    646 Prospect Ave, Winnetka, IL 60093
  • /46

    $2,900,000

    • 8 Beds
    • 7 Baths
    • 7,215 Sq Ft

    1250 Westmoor Rd, Winnetka, IL 60093

    Upon entering the grounds of this remarkable English Manor Home through the grand stone circular driveway adorned with pillars, you're greeted by an impressive foyer featuring Paradiso marble flooring inlaid with creamy travertine. This area provides access to the first-floor rooms and leads to a 1,500-square-foot elevated bluestone terrace. The elegant living room, with its bay window, offers

    Dinny Dwyer Compass

    1250 Westmoor Rd, Winnetka, IL 60093
  • /26

    $4,495,000 New Construction

    • 5 Beds
    • 7 Baths
    • 7,500 Sq Ft

    518 Elder Ln, Winnetka, IL 60093

    Stunning new construction transitional home with approximately 7,500 square feet of meticulously finished space, the home is located on one of the most picturesque streets in East Winnetka in an unbeatable location. The home is close to town, walking distance to the beach, schools and train. This home features 6 bedrooms, 7 full baths, a show room worthy kitchen with luxury appliances including

    Matan Aharoni Coldwell Banker Realty

    518 Elder Ln, Winnetka, IL 60093
  • /48

    $1,795,000

    • 5 Beds
    • 4.5 Baths
    • 5,445 Sq Ft

    1118 Mount Pleasant Rd, Winnetka, IL 60093

    Welcome to this beautifully maintained 5 bedroom, 4.1 bathroom Colonial home with circular driveway nestled on a half acre at the end of a quiet street in Crow island offering privacy, space, and convenience. Enjoy the hard-to-find grand first-floor primary suite featuring a well designed bathroom, spacious walk-in closet and serene views of the professionally landscaped yard. Designed for easy

    Kelly Lundin Compass

    1118 Mount Pleasant Rd, Winnetka, IL 60093
  • /28

    $849,000

    • 3 Beds
    • 3 Baths
    • 2,187 Sq Ft

    640 Winnetka Mews Unit 108, Winnetka, IL 60093

    Rarely available, beautiful 3bed/3bath plus 3 balconies "Maisonette" unit on first floor of the highly desired Winnetka Mews! The gracious foyer welcomes you into the open, sunny living room with a handsome fireplace (electric) and multiple windows overlooking wonderful outdoor views. The separate dining room conveniently connects through to the spacious bright kitchen and accesses the back

    Paige Dooley Compass

    640 Winnetka Mews Unit 108, Winnetka, IL 60093
  • /20

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    730 Oak St Unit 730, Winnetka, IL 60093

    Nestled in the heart of Winnetka and within the highly sought-after New Trier School District, this updated 3-bedroom, 2.1-bath end unit townhouse offers a rare combination of space, design, and walkability. The main level welcomes you with an abundance of natural light and an airy, open layout ideal for everyday living and entertaining. The kitchen impresses with quartz countertops, excellent

    Danielle Wylie Baird & Warner

    730 Oak St Unit 730, Winnetka, IL 60093
  • /25

    $1,195,000

    • 5 Beds
    • 3.5 Baths
    • 2,714 Sq Ft

    1288 Sunview Ln, Winnetka, IL 60093

    Discover an incredible opportunity to either construct a brand-new home or renovate this charming traditional residence situated on a picturesque half-acre lot. Step into the welcoming entrance hall, complete with a guest powder room and closet, leading to a spacious living room featuring a cozy fireplace and panoramic views of the property. The inviting dining room sits conveniently adjacent to

    Dinny Dwyer Compass

    1288 Sunview Ln, Winnetka, IL 60093
  • /11

    $899,000

    • 3 Beds
    • 3 Baths
    • 1,920 Sq Ft

    1253 Cherry St, Winnetka, IL 60093

    Motivated seller! A beautiful red brick home, center entrance colonial, in a prime Winnetka location that gushes with natural sunlight. The combination of a prime location coupled with a superb floor plan and great bones puts this in a unique category all by itself. Walk to Crow Island, Skokie, Washburne and park district field/sports complex.: two fireplaces, wood burning and gas, walk up attic

    Misael Chacon Beycome brokerage realty LLC

    1253 Cherry St, Winnetka, IL 60093
  • /72

    $4,599,000

    • 6 Beds
    • 6 Baths
    • 6,639 Sq Ft

    22 Indian Hill Rd, Winnetka, IL 60093

    Nestled privately amidst the prestigious landscape of Indian Hill Road, this magnificent English manor, designed by renowned architect Edwin Clark, presents an unparalleled opportunity to immerse yourself in the epitome of understated luxury living. From its commanding position on an expansive 1.7-acre grounds, this once-in-a-lifetime estate exudes timeless elegance and refinement at every turn.

    Paige Dooley Compass

    22 Indian Hill Rd, Winnetka, IL 60093
  • /28

    $1,099,000

    • 4 Beds
    • 2.5 Baths
    • 2,380 Sq Ft

    1492 Asbury Ave, Winnetka, IL 60093

    Rehabbers-Opportunity Awaits! Have you been searching for a home on one of Hubbard Woods' most cherished streets? A place where your family can grow, in a community known for its charm and friendly community? This is that rare opportunity. This solid 4 bed, 2.5 bath home is full of potential and perfectly situated in a sought-after neighborhood with top-rated schools. With thoughtful updates

    Maria Welch Perennial Properties

    1492 Asbury Ave, Winnetka, IL 60093
  • /19

    $1,995,000

    • 4 Beds
    • 5 Baths
    • 3,700 Sq Ft

    314 Woodland Ave, Winnetka, IL 60093

    Handsome Georgian home underwent a complete restoration and remodel (2016) to preserve its antique charm and vintage details. Fantastic east Winnetka location - walk to Greeley, New Trier, Lake Michigan, and commuter train. Beautiful brick exterior with slate roof sets the tone for the entire home. kitchen with Decora cabinets, two spacious pantries, eat-in bar plus table space. 3 fireplaces,

    Margaret Goss @properties Christie's International Real Estate

    314 Woodland Ave, Winnetka, IL 60093
  • /21

    $892,500

    • 4 Beds
    • 1.5 Baths
    • 1,355 Sq Ft

    979 Vine St, Winnetka, IL 60093

    Winnetka introduces a nostalgic bungalow perfectly appointed between Hubbard elementary school, shops, entertainment and restaurants! A charming fenced in yard allures guests to a beautiful entry where the floor plan unveils an open concept with a sprawling family room filled with an abundance of natural light. The family overshadows a separate sitting room with a gorgeous brick fireplace and

    Rob Morrison Coldwell Banker Realty

    979 Vine St, Winnetka, IL 60093

Why Live in Winnetka

Winnetka, a North Shore village bordering Lake Michigan, is known for its beaches, parks, and proximity to the Forest Preserves of Cook County. Located about 15 miles from downtown Chicago, it is accessible via multiple Metra train stations. The village, with a population of approximately 12,700, maintains a small-town character with community activities and local businesses. The crime rate in Winnetka is lower than the national average. The area features a mix of historic homes, including early 1900s farmhouses, bungalows, Colonial Revival, and Tudor Revival houses, as well as newer, stylish homes built from the late 1990s onward. The east side of the village features water access with several beaches, including Lloyd Beach, which offers a boat launch and paddleboard rentals. Outdoor activities are abundant, with community parks, nature preserves like Erickson Woods, and trails such as the Green Bay Trail and those extending to the Chicago Botanic Garden. Downtown Winnetka, centered around the Metra station, is pedestrian-friendly and hosts local dining spots like Fred's Garage and Pomeroy, as well as shops like The Book Stall. Highly rated schools in the area include Crow Island School, The Skokie School, Carleton W. Washburne School, and New Trier Township High School. The village is served by three Metra stations and several bus routes, providing convenient transportation options.

Frequently Asked Questions

Is Winnetka a good place to live?
Winnetka is a good place to live, receiving 4.5 stars from its residents. Winnetka is considered somewhat walkable and bikeable. Winnetka is a suburban neighborhood. Winnetka has 23 parks for recreational activities. It is fairly sparse in population with 4.3 people per acre and a median age of 42. The average household income is $230,265 which is above the national average. College graduates make up 91% of residents. A majority of residents in Winnetka are home owners, with 10.2% of residents renting and 89.8% of residents owning their home. A local real estate agent serving Winnetka can help you decide if this neighborhood is the right one for you. Learn more on our Winnetka neighborhood guide.
How much do you need to make to afford a house in Winnetka?
The median home price in Winnetka is $570,000. If you put a 20% down payment of $114,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $2,950 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $126K a year to afford the median home price in Winnetka. The average household income in Winnetka is $230K.
What are the best public schools in Winnetka?
The best public schools that serve Winnetka are:
What are the best private schools in Winnetka?
The best private schools that serve Winnetka are:
What are the most popular zip codes in Winnetka, Winnetka, IL?
The most popular zip codes in Winnetka, Winnetka, IL include 60093, 60022, 60043, 60091 and 60025.
What are the most popular neighborhoods near Winnetka, Winnetka, IL?
The most popular neighborhoods near Winnetka, Winnetka, IL are Central Street, East Highland Park, North Skokie, North Evanston and West Highland Park.

Home Trends in Winnetka, IL

Housing Trends

Median Sale Price
$540,000
Median Single Family Sale Price
$635,000
Median Townhouse Sale Price
$289,000
Median 2 Bedroom Sale Price
$501,250
Median 1 Bedroom Sale Price
$259,999
Average Price Per Sq Ft
$319
Number of Homes for Sale
23
Last 12 months Home Sales
204
Months of Supply
1.40
Median List Price
$570,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
46%
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