28

Winnetka, IL Houses for Sale

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  • /35

    $2,595,000

    • 5 Beds
    • 5.5 Baths
    • 5,000 Sq Ft

    891 Spruce St, Winnetka, IL 60093

    Striking stucco and stone home offers luxurious living in a highly desirable in-town location. From the moment you step inside, the elegant entryway welcomes you with timeless details and a sense of warmth. The formal living room, anchored by a beautifully crafted remote-control gas fireplace, opens to a sophisticated dining room-perfect for both intimate dinners and holiday gatherings. At the

    Annie Cobb Challenger Baird & Warner

    891 Spruce St, Winnetka, IL 60093
  • /70

    $2,389,000

    • 5 Beds
    • 5.5 Baths
    • 4,600 Sq Ft

    385 Rosewood Ave, Winnetka, IL 60093

    Discover an exquisite blend of architectural brilliance and top-tier craftsmanship in this stunning home, newly constructed in 2023 in the heart of town. This home is adorned with fabulous upgrades including premium appliances, hardwood flooring throughout, extensive custom millwork (coffered ceilings, paneling, moldings, and wainscoting), 10 foot ceilings, advanced technology for seamless

    Joanne Hudson Compass

    385 Rosewood Ave, Winnetka, IL 60093
  • /85

    $2,995,000

    • 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
  • /46

    $2,650,000

    • 5 Beds
    • 6.5 Baths
    • 5,573 Sq Ft

    260 Woodlawn Ave, Winnetka, IL 60093

    California Dreamin'..... Enjoy easy California living in this one-of-a-kind, East Winnetka, new construction home! No expense was spared in constructing this 6-bedroom, 6 1/2-bath home where every modern convenience awaits you. Situated on a .34 acre, corner lot, this private home boasts 2 large, side yards and overlooks a quiet park across the street. With south and west-facing exposure, light

    Elizabeth Smith @properties Christie's International Real Estate

    260 Woodlawn Ave, Winnetka, IL 60093
  • /60

    $2,695,000

    • 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
  • /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
  • /70

    $3,295,000

    • 5 Beds
    • 5.5 Baths
    • 5,118 Sq Ft

    530 Essex Rd, Kenilworth, IL 60043

    Transitional, sun-filled newer construction home on an oversized lot (110 x 175) in a PRIME East Kenilworth location! This stunning home is on one of the best blocks in town, boasting over 6,000 square feet of living space with grandly scaled rooms, amazing natural light, high ceilings, beautiful windows, walnut floors throughout and 4 floors of fabulous living for today's lifestyle! The

    Megan Mawicke @properties Christie's International Real Estate

    530 Essex Rd, Kenilworth, IL 60043
  • /57

    $2,995,000

    • 6 Beds
    • 6.5 Baths
    • 5,500 Sq Ft

    527 Warwick Rd, Kenilworth, IL 60043

    Fully Renovated 6BR 5.5BA Classic Home in Unbeatable East Kenilworth Location. This Elegant home sits on a large lot on one of Kenilworth's most serene streets. FIRST FLOOR: Elegant LR w/ Thibault Grasscloth Wallpaper & Custom Solid Wood Built Ins, Custom Handmade Mosaic Entry, Traditional DR w/ Brick Fireplace. Kitchen boasts both a Butler's Pantry and Prep Station, Quartz Countertops and

    Paul Harb Wilmette Real Estate & Management Company LLC

    527 Warwick Rd, Kenilworth, IL 60043
  • /31

    $2,739,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 5,088 Sq Ft

    643 Abbotsford Rd, Kenilworth, IL 60043

    New construction home with over 4,600 square feet of living space and 2 car attached garage in east Kenilworth on a fantastic 200-foot-deep lot. Delivery Fall 2025. This brick home is designed for today's lifestyle with a large open floor plan on the main floor including a private office. The custom integrated kitchen is pure luxury with paneled appliances, quartzite counters, 9-foot island

    Darin Marcus Marcus Real Estate Group

    643 Abbotsford Rd, Kenilworth, IL 60043
  • /6

    $2,395,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,971 Sq Ft

    150 Linden Ave, Glencoe, IL 60022

    Proposed New Construction~ Sophisticated farmhouse with a welcoming front porch with a metal roof and approximately 4500 sq ft of finished space situated on a deep 55 X 180 lot. Get in while there is still time to customize and make this your dream home. Super desirable location with close proximity to town, parks, schools, public transportation and the beach for both Hubbard Woods and Glencoe.

    Susan Maman @properties Christie's International Real Estate

    150 Linden Ave, Glencoe, IL 60022
  • /36

    $1,549,000

    • 5 Beds
    • 4.5 Baths
    • 3,747 Sq Ft

    567 Provident Ave, Winnetka, IL 60093

    Welcome to 567 Provident. Ideally located just blocks from the train, schools, and all your favorite Winnetka shops and restaurants, this stylish in-town gem is the one you've been waiting for. With 5 bedrooms, 4.1 baths, and a terrific floorplan spread across four levels, this home offers unexpected space, flexibility, and charm. Originally taken down to the studs and rebuilt in 2002, the

    Kathryn Moor Compass

    567 Provident Ave, Winnetka, IL 60093
  • /33

    $1,599,000

    • 5 Beds
    • 3.5 Baths
    • 3,645 Sq Ft

    143 Fuller Ln, Winnetka, IL 60093

    Enjoy lake breezes on quiet coveted lane, steps to Centennial Park, Elder Beach, train, and schools. Classic 5-bedroom, 3.5-bath center entrance colonial offers a wonderful lifestyle, blending timeless design and solid construction with thoughtful modern updates. A gracious foyer highlights a gracious staircase welcomes you into a beautifully flowing floor plan designed for comfortable living

    Paige Dooley Compass

    143 Fuller Ln, Winnetka, IL 60093
  • /41

    $1,999,000

    • 4 Beds
    • 5 Baths
    • 3,524 Sq Ft

    475 Maple St, Winnetka, IL 60093

    Just steps from the Village Green, this expansive 5 bedroom/3.2 bath classic sits on a sprawling .3 acre (94' frontage) a walk to everything in the most desirable east Winnetka location. A stylized architectural gem boasts the elegantly designed living space, offering classical charm with soaring ceilings and oversized windows - perfect for today's lifestyle. Enjoy breathtaking views from the

    Paige Dooley Compass

    475 Maple St, Winnetka, IL 60093
  • /26

    $1,375,000

    • 4 Beds
    • 2.5 Baths
    • 2,170 Sq Ft

    1101 Oak St, Winnetka, IL 60093

    Welcome to 1101 Oak Street - a beautifully updated home in the heart of the tree streets of Winnetka, offering the perfect blend of comfort, functionality, and fun. With 4 bedrooms, 2.1 baths, and an attached 2-car garage, this home is designed for easy everyday living and effortless entertaining. Step into a light-filled living room with gorgeous hardwood floors, seamlessly flowing into a

    David Chung Compass

    1101 Oak St, Winnetka, IL 60093
  • /31

    $1,799,000

    • 4 Beds
    • 5.5 Baths
    • 4,700 Sq Ft

    11 Longmeadow Rd, Winnetka, IL 60093

    Spectacular home situated on 1/2 acre with lush landscaping on one of Winnetka's prettiest streets. This inviting home offers generous living rm w/fireplace, dining rm w/ fireplace, family rm w/fireplace, updated kitchen with quartz countertops, office with built-ins and screened-in porch overlooking gorgeous salt water pool. Beautifully updated, freshly painted, hardwood floors, new carpeting

    Margaret Murphy Burton @properties Christie's International Real Estate

    11 Longmeadow Rd, 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
  • /40

    $2,200,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 4.5 Baths
    • 4,800 Sq Ft

    824 Humboldt Ave, Winnetka, IL 60093

    Tucked away on a serene cul-de-sac just steps from downtown Winnetka and Lake Michigan, this striking contemporary residence offers refined living in one of East Winnetka's most coveted locations. Designed by Gary Lee Partners and award-winning principal architect Sharlene Young, the home is a masterful expression of modern elegance, where innovative materials and meticulous craftsmanship create

    Michael Canzolino Chicago Properties Firm

    824 Humboldt Ave, Winnetka, IL 60093
  • /28

    $1,150,000

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

    1492 Asbury Ave, Winnetka, IL 60093

    Unbeatable location, Award winning Hubbard Woods school, and the most wonderful neighborhood are waiting for you! Nestled in the heart of sought-after Winnetka, this 4-bedroom, 2.5-bath home offers endless possibilities on one of Hubbard Woods' most iconic streets. With only two owners since its construction, the home has been updated for comfort and ease of living, featuring a new HVAC system

    Maria Welch Perennial Properties

    1492 Asbury Ave, Winnetka, IL 60093
  • /39

    $1,950,000

    • 4 Beds
    • 4.5 Baths
    • 3,500 Sq Ft

    384 Provident Ave, Winnetka, IL 60093

    Sophisticated Living in the Heart of Winnetka Step into timeless elegance with this meticulously crafted custom home, ideally located on a picturesque tree-lined street in one of Winnetka's most desirable neighborhoods. Built in 2005, 384 Provident Avenue offers nearly 3,500 square feet of thoughtfully designed living space with quality craftsmanship, architectural character, and exceptional

    Scott Fishman Worth Clark Realty

    384 Provident Ave, Winnetka, IL 60093
  • /101

    $5,995,000

    • 5 Beds
    • 8 Baths
    • 13,482 Sq Ft

    624 Pine Ln, Winnetka, IL 60093

    Welcome to this stunning custom home designed by Morgante Wilson, with thoughtful input from discerning owners. This once in a lifetime home is nestled on a picturesque 0.86-acre lot on private Pine Lane near schools, town and train. This thoughtfully designed home is perfect for all ages, blending creativity and style throughout. The inviting entrance hall sets the tone as you walk in, leading

    Joanne Hudson Compass

    624 Pine Ln, 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
  • /55

    $4,650,000

    • 6 Beds
    • 5.5 Baths

    90 Locust Rd, Winnetka, IL 60093

    Experience the perfect fusion of timeless elegance and contemporary luxury at 90 Locust Road. Set upon over an acre of land, this majestic brick Georgian welcomes you through wrought iron gates and along a newly crafted circular driveway to its grand entrance. Step into the exquisite parlor, adorned with high ceilings, stenciled wood floors, and intricate dentil moldings, serving as the heart of

    Sarah Dwyer Compass

    90 Locust Rd, Winnetka, IL 60093
  • /55

    $4,950,000

    • 5 Beds
    • 7 Baths
    • 9,908 Sq Ft

    32 Woodley Rd, Winnetka, IL 60093

    Nestled down a winding, private road on 1.9 meticulous park-like acres, this grand, almost 10,000 square foot residence exudes luxury and timeless elegance. The front entrance is set apart from the road by a sweeping circular drive bordered by private hedges and mature trees. Upon entering the stately, two-story foyer with a 25' ceiling, bridal staircase, black and white marble floor, formal

    Katharine Hackett @properties Christie's International Real Estate

    32 Woodley Rd, Winnetka, IL 60093
  • /50

    $2,190,000 Open Sat 10AM - 12PM

    • 4 Beds
    • 4 Baths
    • 4,460 Sq Ft

    803 Pine St, Winnetka, IL 60093

    Absolute perfection in the heart of East Winnetka! Completed in 2022, this contemporary two-story masterpiece offers the perfect combination of luxury and convenience. Situated on a beautifully landscaped lot, the home is adorned with Brazilian Ipe Norwegian board siding, triple-pane windows, and a stunning modern front door, all adding to its striking curb appeal. The open-concept first floor

    Michael Kelly Compass

    803 Pine St, 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
  • /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
  • /44

    $3,250,000

    • 5 Beds
    • 6.5 Baths
    • 5,600 Sq Ft

    96 Harbor St, Glencoe, IL 60022

    Serene & tranquil living awaits at this East Glencoe Tony Grunsfeld transitional ranch-like beauty set on a gorgeous half-acre lot. Steps to the lake with an outdoor pool & hot tub, this is the ultimate oasis for summer entertainment. Beautifully oriented, the exterior organically blends seamlessly into the interior space as the entire property was reimagined by its current owners. Relaxing &

    Jena Radnay @properties Christie's International Real Estate

    96 Harbor St, Glencoe, IL 60022

Why Live in Winnetka

The name Winnetka roughly translates to "beautiful land" in the Potawatomi tribe's language. This North Shore village bordering Lake Michigan has the benefit of beaches, parks and the surrounding Forest Preserves of Cook County. It's only about 15 miles to downtown Chicago, with access via multiple Metra train stations. "The area has always been the draw for those that work in the Loop," says Daniel O'Donoghue, a real estate broker with Compass.

O'Donoghue grew up here in Winnetka, and his grandparents lived in the neighboring village of Nort ...

Home Trends in Winnetka, IL

Housing Trends

Median Sale Price
$1,700,000
Median Single Family Sale Price
$1,985,000
Median Townhouse Sale Price
$419,250
Median 2 Bedroom Sale Price
$605,000
Median 1 Bedroom Sale Price
$237,500
Average Price Per Sq Ft
$480
Number of Homes for Sale
30
Last 12 months Home Sales
200
Months of Supply
1.80
Median List Price
$1,739,500
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
6%
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