Winnetka IL Homes for Rent
The median home value in Winnetka, IL is $1,580,500.
This is
higher than
the county median home value of $214,400.
The national median home value is $219,700.
The average price of homes sold in Winnetka, IL is $1,580,500.
Approximately 83.68% of Winnetka homes are owned,
compared to 10.8% rented, while
5.52% are vacant.
Winnetka real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Winnetka real estate agent to arrange a tour today!
$2,249,000
1087 Cherry Street Winnetka, IL 60093
Open House:
Sunday, 9/22 4:00-6:00PM
- Type:
- Single Family
- Sq.Ft.:
- 3,700
- Status:
- NEW LISTING
- Beds:
- 4
- Year built:
- 2024
- Baths:
- 5.00
- MLS#:
- 12167565
View additional info
Courtesy: @properties Christie's International Real Estate
773-432-0200
ADDITIONAL INFORMATION
Spectacular new construction in the heart of Winnetka's picturesque "tree streets" & minutes to Winnetka's vibrant downtown & award-winning schools. Unparalleled design & craftsmanship featuring 4 bedrooms / 4.1 baths expanding 3700 square feet. Expansive first floor level includes formal living, dining, family room, custom mudroom all with 9-6 ft ceilings, engineered hardwood floors & custom ceilings designed throughout. Well-appointed chef's kitchen featuring Subzero/Wolf appliances, Custom Amish cabinetry including a full butlers pantry with wine fridge, Quartz countertops, 10 ft island with overhang opening to expansive family room with custom built fireplace & millwork surround. Perfectly designed second level with serene & expansive full primary wing, luxurious spa like primary bath & two large walk in closets with custom shelving. Luxe primary bathroom features steam shower with bench, 6-foot free standing deep soaker tub, dual vanity & heated floor. Each of the other three bedrooms on the second level feature ensuite baths with heated floors and walk-in closets with custom shelving & a fully clad laundry room completes the second level. Head up the custom built stairs to third floor attic bonus room / flex room with soaring skylights perfect for a recreation room, office, or exercise room. Bring the outside in with a massive 12 foot folding door system overlooking your stone patio and expansive enclosed backyard with two car garage.
$2,339,000
1015 Dinsmore Road Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- 4,853
- Status:
- NEW LISTING
- Beds:
- 5
- Lot size:
- 0.43 Acres
- Year built:
- 1923
- Baths:
- 5.00
- MLS#:
- 12160931
View additional info
Courtesy: Compass
847-446-9600
ADDITIONAL INFORMATION
OFFERS HAVE BEEN RECEIVED AND SELLERS WILL BE REVIEWING AS THEY COME IN. This is the house that that stops you walking by to marvel at its beauty- the proportions, the character, the architectural details, the condition! Its extraordinary in its understated presence. And behind the charming and understated facade is a spacious and versatile interior boasting much more room than you would expect. With both formal and informal living and entertaining spaces, great circular flow between rooms and outside to the raised front terrace and back bluestone patio, a private home office on the first floor, gathering space on every level, and a luxurious first floor primary suite, this is a forever kind of home. The updated kitchen offers great space to prepare a family meal or for a special occasion to be enjoyed in the spacious formal dining room. There are 5 BR, 3 full baths, 2 half baths, including the luxurious first floor primary suite with onyx vanity, his and her closets and cedar lined built in in the dressing area. The second floor, has 4 bedrooms and 2 full baths. 2 bedrooms and a shared hall bath each are on either side of a cheerful second family room. This room could also be a dedicated study room or kids playroom. And there is more... head to the basement to play ping pong, watch your favorite Movie or just hang out in the expansive, dug out in 2000, recreation room. The house would not be complete without a spacious mudroom and back entry and of course loads of organized storage including a wonderful walk in closet for bulk items and extra refrigeration and freezer space. The cherry (or should I say the grape) on top of this charming home is a climate controlled wine closet. The backyard is not to be missed. With lush, mature landscaping that provides a serene and private setting for the spacious bluestone patio and natural gas fire pit. The owners have proactively maintained the infrastructure of the home throughout their 30 year ownership, offering the utmost peace of mind to any buyer. See the extensive list of updates in the additional information. The location is exceptional, providing both a quiet street and walking distance to town, train, beaches, and parks. This charming house is a forever kind of home in every way. You will not be disappointed.
$1,695,000
1509 Asbury Avenue Winnetka, IL 60093
Open House:
Sunday, 9/22 4:00-6:30PM
- Type:
- Single Family
- Sq.Ft.:
- n/a
- Status:
- NEW LISTING
- Beds:
- 4
- Year built:
- 2003
- Baths:
- 5.00
- MLS#:
- 12163618
View additional info
Courtesy: Redfin Corporation
224-699-5002
ADDITIONAL INFORMATION
This modern, all-brick home in the popular Hubbard Woods neighborhood offers luxurious and functional living spaces. The main floor features an open layout with a high-end chef's kitchen equipped with a Viking oven and Sub-Zero refrigerator. The kitchen connects seamlessly to a spacious family room centered around a large island, ideal for casual family gatherings and formal entertaining. Upstairs has 4 well-appointed bedrooms, 3 bathrooms, a second-floor laundry area, and a stunning primary suite with vaulted ceilings, a walk-in closet, custom-built wardrobes, and a luxurious five-piece bathroom. The home boasts top-quality finishes, hardwood floors, custom millwork, high ceilings, and plenty of natural light throughout, creating an atmosphere of elegance. The lower level has been reimagined to include a large recreational space with a 72-inch mounted TV, a new kitchenette, a versatile 5th bedroom or office, a full bathroom with a steam shower, and a second laundry room. The home offers ample storage with three basement storage rooms. Outside, the renovated patio leads to a fully fenced yard with tasteful landscaping and lighting, creating a private oasis. Built in 2004, this impressive residence presents a wonderful opportunity to live on one of Winnetka's most cherished neighborhood streets. Open houses Saturday, September 21 Noon-3pm and Sunday, September 22 11am-130pm.
$18,000,000
765 Sheridan Road Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- 15,784
- Status:
- NEW LISTING
- Beds:
- 7
- Lot size:
- 1.3 Acres
- Year built:
- 2005
- Baths:
- 8.00
- MLS#:
- 12144008
View additional info
Courtesy: @properties Christie's International Real Estate
847-892-4800
ADDITIONAL INFORMATION
Prepare to be amazed by this extraordinary Chicago brick and limestone residence, a true jewel on the Winnetka lakefront. Spanning 15,784 square feet, this custom-built masterpiece, completed in 2005, boasts four levels of unparalleled luxury and breathtaking panoramic views of Lake Michigan. Every aspect of its design, from stunning finishes to functional details, has been meticulously crafted. Step outside to discover an entertainer's dream with three elegant stone terraces, two spacious decks, full outdoor kitchen, pool, hot tub, and firepit sitting area. Enjoy over 100 feet of pristine lakefront, offering a serene and private retreat on 1.3 lushly landscaped acres in the heart of Winnetka, one of the North Shore's most exclusive communities. This exceptional home features 20 rooms, including 7 bedrooms and 6.2 baths. The residence also includes a 4-car heated garage, porte cochere, 5 fireplaces, an elevator, two interior staircases plus stairs and an electric tram leading to the lake. Highlights include custom wood floors, European-crafted millwork and cabinetry, a Ralph Lauren-inspired library, a Chagall-inspired circular mosaic ceiling, and Tiffany-designed glass doors and windows. The extraordinary primary suite is a haven of luxury with a palatial spa bath, sitting room, and private deck. The lower level is equally impressive with a state-of-the-art theater room, a full kitchen, a golf simulator room, a steam room/spa, and much more. This home seamlessly blends grandeur with warmth and comfort, offering an unmatched living experience. A true treasure along Winnetka's stunning shoreline.
$1,999,000
140 Fuller Lane Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- n/a
- Status:
- NEW LISTING
- Beds:
- 6
- Lot size:
- 0.18 Acres
- Year built:
- 1995
- Baths:
- 6.00
- MLS#:
- 12157948
View additional info
Courtesy: Compass
847-446-9600
ADDITIONAL INFORMATION
This exquisite Nantucket Colonial masterfully blends timeless elegance with modern luxury, all set in one of the most coveted locations in east Winnetka. The updated eat-in kitchen is a true showstopper, designed to be ageless. Anchored by a large island with Brazilian Calacatta Quartzite, the space features custom cabinetry, high-end appliances, thoughtful design, and beautiful finishes, creating a timeless yet sophisticated atmosphere. The comfortable family room, complete with custom built-ins and panoramic views of the backyard, adds to the versatile floor plan. The exceptional first floor also includes a traditional living room with fireplace, a formal dining room with butler's pantry, an incredible mudroom, and a stylish powder room. Upstairs, the second floor offers four spacious bedrooms, including a "Jack-and-Jill" bedroom and bath, an ensuite bedroom, and a luxurious primary suite. The primary suite features two walk-in closets and a spa-like bath with heated floors. A convenient second-floor laundry room and a versatile area-perfect for a sitting area or home office-complete this level. The third floor offers two additional tree-top bedrooms and a full bath. The finished basement is a haven for recreation and relaxation, with a large rec room perfect for media viewing, games, and play. Additional highlights include an exercise room, an oversized mechanical room/workshop, a half bath, and a steam shower. The home is bathed in morning light as the sun rises over Lake Michigan, just a block away, and enjoys warm afternoon sun as it sets over the New Trier playfields. The privately fenced backyard is beautifully landscaped, offering a serene space for outdoor living. With an unbeatable location-just blocks from Greeley Elementary, New Trier High School, the dog park, beaches, Metra, and the Green Bay Trail-this home provides a lifestyle of ease and convenience. In the last 10 years, the roof and all mechanical systems have been replaced ~ the list of updates is endless. All that's left is to move in and embrace the exceptional lifestyle this stunning home and its prime location offer!
$650,000
940 Cherry Street Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- 1,426
- Status:
- Active
- Beds:
- 3
- Year built:
- 1910
- Baths:
- 2.00
- MLS#:
- 12155396
View additional info
Courtesy: Coldwell Banker Realty
847-446-4000
ADDITIONAL INFORMATION
Renovation opportunity for the right buyer- bring your contractor if you want. First floor features kitchen, powder room and a dining room that opens into the living room. 3 bedrooms, a full bath and a den are on the 2nd floor. Fabulous sought after neighborhood close to town, train and award winning schools! Being sold "as is".
$2,450,000
803 Pine Street Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- 4,460
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.19 Acres
- Year built:
- 2022
- Baths:
- 4.00
- MLS#:
- 12161453
View additional info
Courtesy: Compass
312-319-1168
ADDITIONAL INFORMATION
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 features a sleek, Italian-designed kitchen with Miele appliances, a large island perfect for entertaining, and a separate dining area that seamlessly flows into the living room, complete with a cozy fireplace. For added convenience, the first floor also includes a private office, ideal for working from home, and a full bathroom. The second floor boasts four spacious bedrooms, each with walk-in closets outfitted by California Closets, and a conveniently located laundry room. The primary suite is a true sanctuary, featuring three oversized windows that flood the room with natural light, a spa-like bathroom with a freestanding tub, separate shower, double vanity and heated floors for added comfort. High-end finishes including Duravit plumbing fixtures, marble bathroom floors, and Kohler fixtures throughout the home provide a luxurious feel. The fully finished basement offers even more living space, with radiant heat flooring, a wine room, wet bar, entertainment area, and an additional fifth bedroom with a full bathroom. The current owners have elevated the home with stunning interior design features throughout. Their recent upgrades include, bespoke wall painting and accent walls in each bedroom, custom built-in office shelving and high-quality window treatments installed by The Shade Store. Smart home features include smart locks with fingerprint access, a secure delivery box for package protection, and a reverse osmosis water filter system for pristine water quality. The garage has been outfitted with extensive shelving for organized storage and a mudroom built by California Closets. This home's exterior is just as impressive as its interior. The large backyard is a tranquil oasis, shaded by century-old oak and hickory trees and surrounded by new fencing. The outdoor space is perfect for both relaxation and entertaining, with a concrete patio, irrigation system controlled by the Rachio app, and a new brick walkway for easy access. Arborvitae trees add privacy, and the additional wide storage box blends seamlessly with the home's exterior design. This property's unbeatable location is within walking distance of downtown Winnetka, the Metra station, Maple Street Park, multiple beaches, the Winnetka Community House and phenomenal schools. The unique design and serene setting provide a peaceful retreat while still being close to all the amenities that Winnetka has to offer. This is a unique, top of the line home in one of the North Shore's most desirable communities. From the high-quality finishes to the prime location, this home is designed to exceed all expectations.
$2,099,000
1344 Edgewood Lane Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- 6,554
- Status:
- Active
- Beds:
- 4
- Year built:
- 1985
- Baths:
- 6.00
- MLS#:
- 12161150
View additional info
Courtesy: @properties Christie's International Real Estate
847-881-0200
ADDITIONAL INFORMATION
MUCH BIGGER THAN IT LOOKS - Nestled in a private cul-de-sac, this beautifully renovated Cape Cod home offers a perfect blend of classic architecture and modern amenities, ideally located to enjoy all that Winnetka has to offer. The first floor, spanning over 2400 sq ft, boasts an open and airy layout. The expansive kitchen features custom cabinetry, an enormous island with seating, and high-end stainless-steel appliances. It seamlessly connects to the breakfast area, butler's pantry, and family room, creating an ideal gathering space. The welcoming foyer opens to a gorgeous dining room, a living room with built-in cabinetry, a focal fireplace, and floor-to-ceiling windows. Adjacent to the living room is an elegant library/office with a cathedral ceiling, fireplace, and sliding doors that lead to the deck. The first-floor primary suite, complete with a fireplace, ensuite bath, abundant closets, and deck access, rounds out the main level. The second floor offers a newly added primary retreat with dual walk-in closets and a luxurious bathroom with a soaker tub. Additionally, there are two oversized family bedrooms and two full baths. The lower level is designed for entertainment and relaxation, featuring a spacious rec room with a centerpiece bar, exercise room, bedroom, full bath, playroom, and ample storage. Convenience is key with a sizable mud/laundry room off the kitchen, providing access to the attached two-car garage. A deck runs across the back of the home, overlooking a beautifully landscaped, southern-facing yard. This home is just a short walk from Hubbard Woods Elementary School, restaurants, shopping, and the Metra. Steps from Nick Corwin Park with playgrounds and soccer fields, this Cape Cod gem offers the perfect blend of elegance, comfort, and convenience.
$1,770,000
17 Longmeadow Road Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- 6,000
- Status:
- Active
- Beds:
- 7
- Lot size:
- 1 Acres
- Year built:
- 1966
- Baths:
- 7.00
- MLS#:
- 12160709
View additional info
Courtesy: Berkshire Hathaway HomeServices Chicago
847-510-5000
ADDITIONAL INFORMATION
Welcome to 17 Longmeadow, an exceptional retreat set upon nearly one acre of meticulously manicured grounds, offering a haven from the urban clamor. This distinguished residence spans 6,000 square feet across two main levels, augmented by an additional 2500 square feet in the finished basement, ensuring ample space for lavish living and entertaining. Approach in style via the circular driveway, which sets the stage for the opulence within. Enter through the stately double doors into a grand foyer where a majestic staircase beckons. Flanked by a generously proportioned living room and a palatial dining area, the space is perfect for hosting family gatherings or elegant soirees. The adjacent, well-appointed kitchen opens to a cozy breakfast room for morning gatherings, while a beautiful family room with a huge sliding door ,fireplace and a wet bar adds to the home's allure.The main level also features a spacious office complete with custom built-ins and a first-floor guest bedroom offering privacy and luxury for visitors. Ascend to the upper level to indulge in the tranquility of the expansive master suite, featuring a cozy fireplace, luxurious ensuite bathroom, and expansive walk-in closets-a true sanctuary. Five additional bedrooms, each with its own ensuite bathroom, ensure ultimate comfort and privacy for family members or guests. The entertainment possibilities continue in the finished basement, ideal for a home theater, game room, or fitness retreat-an entertainer's paradise. Step outside to a captivating outdoor oasis highlighted by lush landscaping, verdant lawns, and tranquil garden spaces. The expansive bluestone patio is perfect for al fresco dining and entertaining guests or simply savoring the serene surroundings. Throughout the home, hardwood floors exude warmth and sophistication,5 wood burning with gas starter fireplaces complementing the timeless elegance of the interior design. Practical features include copper gutters, two separate furnaces, and a massive 4-car garage complemented by extensive driveway space, ensuring ample parking and storage. Ideally situated, residents enjoy access to top-rated schools, upscale shopping, dining destinations, and recreational amenities, ensuring a lifestyle of utmost convenience and luxury. Don't miss the opportunity to make 17 Longmeadow your new home, a unique blend of privacy, sophistication, and accessibility in one of Winnetka's most coveted neighborhoods.
$3,580,000
1080 Fisher Crescent Lane Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- 6
- Lot size:
- 0.63 Acres
- Year built:
- 1906
- Baths:
- 5.00
- MLS#:
- 12151248
View additional info
Courtesy: Jameson Sotheby's Intl Realty
312-751-0300
ADDITIONAL INFORMATION
Stately home located in the coveted east Winnetka Fisher Crescent Lane neighborhood, this elegant residence offers the perfect combination of luxury, tranquility and convenience. Situated on over half an acre, the home is nestled in a nature-filled setting that provides a serene escape from the hustle and bustle of daily life. Just three blocks from Lake Michigan, you can enjoy the beauty of the lake, beach and its surrounding parks. The Metra, town, and more are also within close proximity, making commuting and accessing Winnetka amenities a breeze. The convenient location of this residence allows for easy access to everything you need, while still providing a peaceful and secluded retreat. Step inside this elegant residence and be captivated by its exquisite interior features. The architectural highlights of this residence are not only stunning and luxurious but also functional, creating a home that is both beautiful and livable. The hand-scraped custom woodwork throughout the home adds a touch of timeless beauty. From the moment you enter the large living room, you'll be bathed in natural light from both the eastern and western exposures. The focal point of the room is the fireplace, creating a warm and inviting atmosphere. The sunroom offers picturesque views of the yard from its windows on three sides, providing a serene and tranquil space to work or relax. The dining room is a true showcase of elegance with its gorgeous cherry wood and double doors that open to the large eat-in chef's kitchen. This kitchen is a chef's dream, featuring top-of-the-line appointments, honed marble countertops and backsplash, and an abundance of morning sunshine. It is truly the heart of the home, where meals can be enjoyed while taking in the beauty of nature outside. The family room, adjacent to the kitchen, is perfect for entertaining. With its wood-burning fireplace, expansive windows, and ample space for large-scale furnishings, this room provides a cozy and inviting atmosphere for gatherings. The main level also features a powder room and a laundry room hidden behind paneled walls, adding to the seamless flow of the home. As you ascend the signature staircase by renowned architect Robert Spencer, sunlight showers each floor, creating a bright and airy ambiance. The second floor is a retreat-like haven, with a primary bedroom suite that includes two private balconies, two gloriously outfitted walk-in closets, and bath. Two more large bedrooms, a hall bath, and a spacious storage area complete this floor. The third floor offers even more space with two additional bedrooms, great closet space, an office room, and a full bath. This floor also has its own HVAC system, ensuring comfort year-round. The very raised lower level of the home features a sixth bedroom, a full bath, a recreational room for entertainment, a work/laundry room, storage rooms, and a mudroom from the attached two-car garage. Step outside to the backyard and you'll find a blue stone patio that overlooks the expansive outdoor space. The professionally landscaped yard is a true oasis, complete with a charming garden house that has been transformed into a home gym. Stay active and healthy while enjoying the beauty of the surroundings. Enjoy the beauty of nature, entertain guests, and create lasting memories in this luxurious outdoor space. The outdoor spaces of this elegant residence are nothing short of luxurious. The professionally landscaped yard, designed by Chalet, offers a serene and nature-filled setting. The blue stone patio provides the perfect spot to relax and take in the expansive views of the yard while dining al fresco. Whether you're hosting a gathering or simply enjoying a quiet moment outdoors, the outdoor space is perfect for entertaining and relaxation. This is a true geml
$6,350,000
624 Pine Lane Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- 13,482
- Status:
- Active
- Beds:
- 5
- Lot size:
- 0.87 Acres
- Year built:
- 2010
- Baths:
- 8.00
- MLS#:
- 12158346
View additional info
Courtesy: Compass
847-446-9600
ADDITIONAL INFORMATION
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 to a cozy library with a fireplace that's perfect for unwinding. The spacious family room, featuring a tranquil saltwater aquarium and a fireplace, flows seamlessly into a fantastic kitchen with huge island. All appliances have been thoughtfully chosen and form meets function beautifully in this well-designed heart of the home. An adjacent private office overlooks the spectacular property. Enjoy year-round comfort in the four-season porch, complete with its own fireplace and an ideal location off the family room. Upstairs, the second floor boasts six bedrooms, including a tranquil primary suite with a fireplace, luxurious bath, and a private open-air 'gazebo' porch. Four additional bedrooms conveniently share two Jack and Jill baths and a computer work station. The third floor offers a versatile retreat with a second family room (or large, privately tucked away guest bedroom) that opens to a spacious deck with stunning views of the grounds and majestic trees. This level also includes a full bath and a thoughtfully designed office with a seating and work area - the perfect 'work from home' solution. The lower level is an entertainer's dream, featuring a media area which is perfect for movie nights, a billiards room, play area, entertaining kitchen, pool full bath (and laundry), and plenty of storage. This lower level oasis also includes a luxurious pool and spa, a 20' sport court and separate exercise room. Perfection! The lush grounds (designed by Eiserman and Associates) features beautifully planted flower beds, gracious, expansive grounds and thoughtfully designed patios for outdoor relaxation and enjoyment. Additional highlights include a three-car attached heated garage plus an extra one-car attached garage, energy-efficient geothermal heating and air conditioning.The location is truly unbeatable. This spectacular home on Pine Lane offers a rare blend of comfort and elegance in a prime location. Come home!
$2,950,000
36 Indian Hill Road Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- 5,638
- Status:
- Active
- Beds:
- 4
- Lot size:
- 1 Acres
- Year built:
- 1929
- Baths:
- 6.00
- MLS#:
- 12120075
- Subdivision:
- Indian Hill
View additional info
Courtesy: Compass
847-446-9600
ADDITIONAL INFORMATION
First time on market ever! Special renovated classic set on 1 acre, nestled within the coveted landscape of Indian Hill Road overlooking the 5th fairway. A timeless English Tudor, with a major renovation and addition by the current owners (only the 2nd family to own the home) boasts both extraordinary golf course and garden vistas. A lovely sanctuary in the heart of Winnetka, this 4BD, 4.2BA home offers a seamless blend of classic elegance and casual ease. The traditional center entry floor plan welcomes you through a gracious foyer with stunning views to the garden and beyond. The 1st floor offers both the space and comfort essential for everyday living, while also embodying a sense of relaxed sophistication. Spacious sun-lit living room with original leaded windows and custom carved fireplace with an adjacent library/office, plus a formal dining room are perfect spaces for entertaining. The more recent reimagined chef's kitchen (2006) was moved to the rear and features high-end appliances, custom cabinetry, expansive center island and a sunny breakfast room overlooking the back gardens designed by Craig Berman. Beyond the kitchen, a butler's pantry and oversized family room with exceptional millwork, beams and fireplace provides ideal space for casual gatherings and/or unwinding at the end of the day. An attached, oversized 2 car heated garage and mudroom addition add to today's convenient lifestyle. Up the striking front stairway, the current owner uses the entire east wing as an extensive collection of rooms making up the primary suite (including his and her baths, closets and offices). A more traditional use of the space would be as 4 beds and 4 full baths, including an incredible revised primary suite catering to the most discerning expectations. An extra 2nd floor room can create another bedroom suite or be used as an upstairs den or homework room. Very comfortable finished basement allows for extra game and play space! The brick-herringbone backyard patios, breathtaking gardens and expansive grounds allow for fabulous al fresco dining and plenty of outdoor fun. With an inviting ambiance of warmth and tranquility, set on one of the most coveted private roads, this classically refined home harmoniously balances casual ease with tasteful elegance making it an exceptional place to call home. Opportunity to make it your own and opportunity for 3rd floor expansion in attic. This property is not in the flood plain. Please make appointments in ShowingTime.
$4,729,000
104 Longmeadow Road Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- 12,998
- Status:
- Active
- Beds:
- 7
- Lot size:
- 1.12 Acres
- Year built:
- 2008
- Baths:
- 9.00
- MLS#:
- 12153751
View additional info
Courtesy: Coldwell Banker Realty
847-446-4000
ADDITIONAL INFORMATION
An extraordinary testament to luxury living, this home has been completely transformed from the ground up by award-winning architect Karl Straussburger. Every detail has been meticulously curated to cater to athletes, artists, chefs, and enthusiasts alike. Nestled on Lake Longmeadow, one of only 14 homes with exclusive riparian rights, this property uniquely features a private peninsula. The waterfront is an angler's dream, teeming with bass, bluegill, and a variety of wildlife. A US Army Corps of Engineers-installed retaining wall ensures erosion is kept at bay. The floating dock offers seamless access to the lake, leading to a brick patio perfect for soaking in the natural beauty. This area also boasts a cozy fire pit, ideal for enjoying crisp evenings outdoors. With 111 feet of lakefront access, this home is perfect for kayaking, paddle boarding, fishing, and even ice-skating during winter. The expansive backyard is beautifully landscaped with ample space for recreation and a potential swimming pool. Enjoy the bounty of apple and peach trees, along with a flourishing tomato and herb garden. Upon arrival, the custom brick circular driveway and grand foyer set the stage for an exceptional living experience. The open, spacious floor plan highlights the finest craftsmanship and attention to detail. Hardwood flooring flows throughout the main level, leading from a bright piano room with a fireplace to a formal dining room with seating for twelve. The main level also includes two custom-designed offices with exquisite woodwork, a powder room, an elevator serving all three floors, and a vast mudroom. The brand-new, state-of-the-art designer kitchen, complete with a butler's pantry and informal dining area, is an entertainer's delight, offering tranquil backyard views. The kitchen connects to a sunroom adorned with 100-year-old barn wood accents, heated floors, and a fireplace, opening to an impressive brick patio. The second level features five en suite bedrooms, each with premium finishes, heated bathroom floors, and generous walk-in closets. The primary suite is a true sanctuary, with a balcony offering stunning views of the backyard and lake. A private sitting room and a spiral staircase ascend to a library above the primary suite, highlighted by intricate woodwork and custom stained-glass skylights. The third level includes a safe room, full bath, and two versatile rooms currently used as an artist's studio and a film developing studio, both of which can be converted into additional bedrooms. The lower level offers a private guest suite with a full bath and kitchenette. This floor also features a temperature-controlled glass wine cellar with a dedicated tasting room, a theater with triple soundproofed walls and vintage-inspired seating, and two spacious gym rooms-one with ceilings high enough for a golf simulator, and another bathroom with a sauna. Seize the opportunity to own this magnificent home and indulge in the epitome of upscale living!
$1,785,000
917 Willow Road Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- 4,145
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.25 Acres
- Baths:
- 5.00
- MLS#:
- 12140437
View additional info
Courtesy: Compass
312-319-1168
ADDITIONAL INFORMATION
Introducing 917 Willow Road, your opportunity to customize this nearly 4200 sq. ft. dream home in the heart of Winnetka. This is the last of three custom homes in the Winnetka Trio, conveniently located only blocks from local favorite boutiques and restaurants including Pomeroy, 501 Local, La Taquiza and Tocco. This gorgeous property will feature 5 bedrooms, 5 bathrooms, a finished lower level and a chef's kitchen ready for your personal touches and a deep lot for extraordinary backyard space. Located on a quiet stretch of Willow Road, this residence offers the perfect blend of luxury and convenience. Schedule a time to walk the lot or view a virtual tour to experience the property in 3D and customize your countertops, cabinetry and more with our in-house design team. Rendered with optional upgrades. Create your dream home by Summer 2025 and enjoy the best of Winnetka within walking distance to amazing schools and beautiful beaches.
$649,000
1112 Tower Road Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- 1,739
- Status:
- Active
- Beds:
- 2
- Year built:
- 1924
- Baths:
- 2.00
- MLS#:
- 12137028
View additional info
Courtesy: Baird & Warner
847-491-1855
ADDITIONAL INFORMATION
Two bedroom storybook cottage nestled in Hubbard Woods offers a surprising amount of space and charm. The living room has hardwood floors, soaring cathedral ceilings, built-ins and gas fireplace. The separate dining room offers entertaining space and is just off of the updated white kitchen. The updated kitchen offers table space, stone floor and counters and stainless steel appliances. There is an updated hall bath as well as a den/family room could double as a first floor bedroom. The second floor has two well sized bedrooms with a shared bath, great closets and a stackable washer and dryer. The basement is unfinished with a second laundry and storage space. There is a small patio off of the kitchen and a detached two car garage. There is a shared driveway with the neighbor and the lot is irregular. Property being sold in an estate and as-is condition. The survey is under additional information. All of this within walking distance to downtown Hubbard Woods, the metra, schools and shopping.
$1,065,000
372 Provident Avenue Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- 2,458
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.21 Acres
- Year built:
- 1899
- Baths:
- 3.00
- MLS#:
- 12152758
View additional info
Courtesy: Compass
847-446-9600
ADDITIONAL INFORMATION
Don't miss this beautiful 4-bedroom, 2 1/2 bath home in the heart of Winnetka! Located at 372 Provident Avenue, this stunning home exudes classic farmhouse charm and is ideally situated on a large, lush lot, just a short stroll from town, the Metra, and schools. The welcoming front porch invites you into a warm and stylish interior. The formal living room provides a cozy space for relaxation and also features a convenient office nook for those work-from-home days. The bright, eat-in kitchen, complete with stainless steel appliances, flows effortlessly into the dining area - ideal for casual meals and special gatherings. The spacious family room boasts soaring ceilings and opens directly to the expansive back deck, perfect for seamless indoor-outdoor living. Upstairs, you'll find a peaceful primary bedroom with an ensuite bath, along with three additional bedrooms and a full bath. The second-floor sitting room adds a flexible space for lounging or studying. The unfinished basement offers ample space for a laundry area and storage, while outside, you'll fall in love with the large deck featuring a built-in gas grill, all overlooking the serene, park-like backyard. With its unbeatable location and timeless charm, 372 Provident is the perfect house to call home.
$1,499,000
1046 Dinsmore Road Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- 3,182
- Status:
- Active
- Beds:
- 5
- Year built:
- 1923
- Baths:
- 6.00
- MLS#:
- 12154116
View additional info
Courtesy: @properties Christie's International Real Estate
847-881-0200
ADDITIONAL INFORMATION
Quintessential colonial located on one of Winnetka's most desirable streets, Dinsmore road where community and neighbors come together for block parties, parades and everyday life. The location is ideal, a quiet street just blocks from town, train, parks and beach. Delightful family home with renovated custom Kitchen, dining area, living rm and Family rm overlooking deck and luscious yard, generous Primary Suite with updated bath, 4 additional family bedrooms, plus office and 3 full baths on 2nd and 3rd floor. Great basement with Rec room, exercise room, 2nd laundry and plenty of storage. Warmth and charm describe this sun-filled home with architectural character and detail, 9 ft plus ceilings, hardwood floors, oversized 2 car detached garage with versatile floored room with tons of potential. Amazing yard, deck, hot tub, mudroom and 2nd floor laundry. There is space for today's home/work environment with 5 bedrooms, plus 1 office, plenty of room for guests and family. It's a perfect home for everyday lifestyle, this is a home to create lifestyle memories
$1,249,000
542 Meadow Road Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- 3,384
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.22 Acres
- Year built:
- 1928
- Baths:
- 4.00
- MLS#:
- 12155307
View additional info
Courtesy: @properties Christie's International Real Estate
847-881-0200
ADDITIONAL INFORMATION
Welcome to this spectacular 4 bedroom, 3.1 bath home in sought after Winnetka location on an oversized lot 50 x 190 with the benefits of Joseph Sears School in Kenilworth. Charm abounds when you step into this beautiful brick tudor home. With oversized rooms and hardwood floors, this home has it all! The gracious foyer welcomes you to the home and step into the spacious formal living room with gas fireplace. The living room opens into the 15 x 14 dining room which leads to the white chef's dream kitchen with breakfast bar, island, and large eat-in area that opens to the outdoor deck. The oversized private deck overlooks a private fully fenced backyard with a storage "she shed" or "he shed" at the back of the property. Kitchen is adjacent to the large spacious family room. What a treat to have laundry in the mudroom when everyone walks in from the attached 1 car heated garage. The beautiful staircase takes you to the second floor with hardwood floors throughout. The primary suite retreat has an attached bathroom and there are 3 additional bedrooms and two bathrooms (including the primary suite bathroom) on the second floor. The finished basement boasts a 21 x 15 recreation area, bathroom and additional space for you! Close to schools, train, town and Lake Michigan. This home has it all and located in the Winnetka Park District perimeter yet Sears School District.
$1,795,000
547 Hawthorn Lane Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- 5,000
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.17 Acres
- Year built:
- 2008
- Baths:
- 5.00
- MLS#:
- 12154506
View additional info
Courtesy: Coldwell Banker Realty
847-724-5800
ADDITIONAL INFORMATION
Experience the pinnacle of East Winnetka living in this exquisite all-brick custom home, ideally situated just steps from Greeley Elementary & New Trier High School. Walk to pristine Michigan beaches, convenient train access, and the bustling downtown Winnetka. This residence features a chef's dream kitchen with top-of-the-line appliances and elegant hardwood floors. Modern comforts include advanced Geothermal heating and cooling systems and an eco-friendly tankless water heater. The lower level is an entertainer's delight, offering a cozy family room with a fireplace, a high-end fitness center, and a versatile loft that can be easily converted into two additional bedrooms with an en-suite bath. Enjoy outdoor living with a private patio complete with a gas grill and ample seating for those beautiful Chicago evenings. Situated on one of Winnetka's most sought-after streets, this home offers unparalleled charm and serenity. Don't miss the opportunity to make it yours-schedule your private showing today and discover the exceptional luxury of 547 Hawthorn!
$1,519,000
838 Cherry Street Winnetka, IL 60093
Open House:
Sunday, 9/22 5:00-8:00PM
- Type:
- Single Family
- Sq.Ft.:
- 3,510
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.2 Acres
- Year built:
- 1997
- Baths:
- 4.00
- MLS#:
- 12152875
View additional info
Courtesy: Coldwell Banker Realty
847-446-4000
ADDITIONAL INFORMATION
Immaculate move-in ready, elegant English Country Garden family home in Winnetka. Ideal "walk-to" location to Metra, library, village shopping & dining, schools, parks, playground & beach. Ivy covered side entrance with 2 car attached garage with tool/garden prep alcove. Custom built in 1997, this one-owner home was designed by AIA Architect and showcases uncommon finishes and upgrades. Every room is designed to maximize comfort and beauty. The entry foyer opens to a grand staircase with a candelabra chandelier; an arched ceiling hallway with recessed lighting leads to a stunning cathedral ceiling family/living room, dining room with bay window and a brightly skylit kitchen, generous custom cabinetry with wet bar island. Family/living room with fireplace has a wall of windows/glass patio doors with built in custom shutters open to a charming pergola, an ivy-covered flagstone patio, above a tiered rose garden and expansive view of large professionally landscaped back yard. Breakfast nook has two glassed sides for access to the rear flagstone porch with garden views including the flowering tree and privacy fence. First floor office/bedroom with bay window is adjacent to a full bathroom for a possible in-law suite. First floor laundry/mud room has a new Samsung front loading washer and dryer and convenient closets. Second floor highlights the primary bedroom suite with high ceilings, two large walk-in closets, private bay window seating area and large bathroom with closet. Down the hall is lined with linen closets, a full bath and big sunny bedrooms. Bedroom 2 also enjoys a bay window. Skylit western exposure in Bedroom 3. Access to a full unfinished attic with significant storage space via Bessler staircase located in hall. Very large newly redone & painted basement with custom vinyl plank flooring, carpet, ceramic tile and convenient full bath, closet, open spaces, and high ceilings. Wine cellar/storage annex, separate utilities room with sink, hidden storage area accent the basement. Possible family/recreation room/workout area or in-law suite -features ample outlets, lighting. Comfort and beauty await a new family.
$5,250,000
66 Fox Lane Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- 8,025
- Status:
- Active
- Beds:
- 6
- Lot size:
- 0.94 Acres
- Year built:
- 1926
- Baths:
- 8.00
- MLS#:
- 12128402
View additional info
Courtesy: @properties Christie's International Real Estate
847-881-0200
ADDITIONAL INFORMATION
When an estate can illustrate its own story without words, then you know you have discovered something truly unique. Magically set on one of Winnetka's most coveted private lanes, this home is secluded yet within walking distance to award winning Winnetka schools, town, and the Indian Hill train stop. This English manor masterpiece by renowned Jazz Age architect Russell S. Walcott hits a new high note with a dynamite refresh that includes a newly renovated de Giulio custom kitchen & an exquisite exterior revamp complemented with charming Chinese Chippendale-style gates, entertaining terraced patios & a boutique hotel-level pool within the secluded yard. Step inside to pure majestic beauty that could never be replicated today with the formal foyer outfitted with hand-painted hardwood floors, meticulous hard-carved millwork, and fresh grass cloth wall coverings. An enchanting newly refreshed kitchen beautifully lifts the entire first floor to a new level of curated beauty. Outfitted with Gucci-inspired bamboo handles, custom hand-painted Delft-style tiles, antique mirrored cabinet fronts and whimsical pendant lighting, the kitchen is perfectly in keeping with the house's design yet modernized with every possible convenience: heated floor, 3 sinks, thick mitered Quartz c-tops, built-in desk, & all new deluxe S/S appliances: Wolf 6-burner range, 2 Miele DWs & Sub-Zero. Newly lacquered summer green Butler's Pantry energizes this walk-through space leading to the most magnificent solarium breakfast room overlooking the lush & manicured backyard oasis. The formal dining room boasts hand-painted de Gournay wallpaper with hand-painted turquoise Chinese fretwork moldings applied over antique mirroring adding dramatic sparkle. Cozy up in the Great Room paneled in antique pine from England or enjoy after-dinner cocktails in the red lacquered lounge that beautifully defines this unparalleled entertaining space. For a completely different entertaining experience, gather guests in the gracious living room w/glazed apricot walls anchored by the antique mahogany FP w/limestone surround and French doors leading out to the south lawn and cutting garden. An expansive private primary wing has it all: his/hers dressing rms, 2 separate baths, a sitting rm/office create a perfect oasis for luxury living. Also 3 large additional beds w/full laundry on the 2nd floor. Complete 3rd floor with sun-drenched work out rm overlooking lush grounds, charming custom playroom w/ stage & curtain, and 2 add. beds & 2 full bath. LL with wine cellar & ample storage. This breathtaking residence, grounded in its historical past, is the perfect backdrop for a gracious modern lifestyle. Come experience the beauty of fairytale living as the story magically unfolds around every corner!
$3,799,000
681 Lincoln Avenue Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- 6
- Lot size:
- 0.67 Acres
- Year built:
- 1898
- Baths:
- 7.00
- MLS#:
- 12153491
View additional info
Courtesy: @properties Christie's International Real Estate
847-881-0200
ADDITIONAL INFORMATION
Amazing opportunity to own one of Winnetka's most incredible properties! This Benjamin Marshall beauty sits on 2/3rds of an acre in the heart of the Village. Professionally landscaped with an oversized pool, putting green and 1/2 basketball court. The home offer incredible out door spaces, from large patios, a cozy screened in porch, to a balcony overlooking it all off the primary. Inside you are welcomed by large scale rooms with a circular floor-plan, a beautiful eat in kitchen, separate dining room, family room and office. Two staircases lead up to the second floor, here you find the amazing primary suite with sitting room and doors out to the balcony, 2 additional bedrooms and a large in law suite, or second family room. All with their own bath's The third floor offers 4 bedrooms and a full bath - great for kids hangouts! Full basement with entry from the attached garage. Many recent updates! This is special, rich in history but suited for today's lifestyle! Just featured in Crain's Chicago! Do not miss!
$725,000
1143 Willow Road Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- 3,200
- Status:
- Active
- Beds:
- 5
- Year built:
- 1963
- Baths:
- 3.00
- MLS#:
- 12151062
View additional info
Courtesy: Coldwell Banker Realty
847-541-5000
ADDITIONAL INFORMATION
A great opportunity for the visionary! Most of the value is in the Land. The existing home is a large build from 1963 and has some MCM touches but be advised that this home has numerous challenges and repairs that your Buyer may not be willing to undertake. A great Tear Down Location across from CROW ISLAND WOODS and Crow Island School! Easy walk to wonderful Downtown Winnetka with Shopping, Dining and so much more! Property is being offered As Is and Shown.
$995,000
1260 Ash Street Winnetka, IL 60093
Open House:
Sunday, 9/22 4:00-6:00PM
- Type:
- Single Family
- Sq.Ft.:
- 2,756
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.28 Acres
- Year built:
- 1930
- Baths:
- 3.00
- MLS#:
- 12143531
View additional info
Courtesy: @properties Christie's International Real Estate
773-472-0200
ADDITIONAL INFORMATION
Storybook Winnetka Tudor on oversized lot in the tree streets! Wonderfully refreshed home with well proportioned rooms and a great functional floorplan. First floor includes an airy living room with very high beamed ceiling, stone wbfp, built-in shelving and light from windows on 3 sides. Separate formal dining room overlooks large fenced yard. Newer kitchen with granite countertops, stainless steel appliances and first floor family room complete this level. Second floor has 3 good sized BRs with great closet space including an ensuite master with 3 closets. All hardwood floors just refinished, updated baths and thermopane windows. The entire house was just painted! Clean, dry full basement with laundry room and all newer mechanicals.(see improvements list in drop down menu) Detached 2 car garage with new opener has space for several more cars in the driveway. Fantastic location walking distance to all schools, playfields, tennis facility, golf courses, driving range and ice rink. Move-in ready, this one is a no-brainer!
$2,495,000
109 Fuller Lane Winnetka, IL 60093
- Type:
- Single Family
- Sq.Ft.:
- 5,638
- Status:
- Active
- Beds:
- 5
- Lot size:
- 0.26 Acres
- Year built:
- 1919
- Baths:
- 6.00
- MLS#:
- 12138515
View additional info
Courtesy: @properties Christie's International Real Estate
847-881-0200
ADDITIONAL INFORMATION
Distinctive. Gracious. Extraordinary. Unparalleled quality. Ideally located 2 blocks from the serene shores of Lake Michigan, close proximity to Greely Elementary School, New Trier East High School, parks, Metra train station, and a short walk to the town, this completely reimagined home by renowned architect Thomas Patrick Pins is virtually a new construction masterpiece of elegance and comfort completed in 2024. Features include 7" wide planked oak floors, custom built ins from Restoration Hardware, lighting fixtures from Restoration Hardware, exquisite custom millwork throughout, beamed ceilings, Restoration Hardware faucets, French windows, Italian toilets, vanities from Restoration Hardware, skylights, lots of storage and much more! The eat-in chef's kitchen includes an oversized 10 ft island with seating, an oversized farm sink with all the accessories, Wolf 6 burner range with a griddle, pasta faucet and custom hood, side by side SubZero refrigerator freezer, Thermador dishwasher, a built-in Miele Capuccino/Coffee maker and custom cabinetry. Built-in Restoration Hardware kitchen pantry storage cabinet with an added stone top. In addition, there is a large pantry cabinet with multiple and deep pull out drawers. four sets of French doors in the kitchen open to the lovely bluestone patio with an outdoor fireplace. Great for entertaining family and friends. Gracious dining room with an accent wall that has raised paneling. Generously sized family room off the dining room. Large light-filled living room offers beamed ceilings, a stone surround gas fireplace that has French doors that lead to a cozy den, library or an additional office. A generously sized main office features fine custom built-ins. Elegant powder room with restoration hardware vanity and a great mudroom off the 2 car-attached garage complete the main floor. Sophistication continues to abound on the 2nd floor. The primary wing is a sanctuary unto itself with 14 ft+ high cathedral ceilings, a gas fireplace, a walk-in and additional closet and a sliding glass door off the bathroom that leads to a private balcony. Enjoy morning coffee or relax with a glass of wine. Spa-like luxurious bath features a free-standing stone tub, restoration hardware vanity with 2 sinks and stone counter tops, a custom restoration hardware built-in, a luxurious shower, beautiful stone work, a heated towel rack and a separate water closet. 2 expansive bedrooms each with its own beautiful bathroom with restoration faucets and mirrors, Juliette balconies, walk-in closets and heated towel racks. 2nd floor laundry room with a hammered metal restoration hardware sink, cabinetry, counters for folding, custom millwork and a full size LG Washer/Dryer. The fully finished sunny 3rd floor with skylights includes the 4th and 5th bedrooms that share a super nice bath with a rain shower and additional good-sized finished storage spaces. A back stair case off the mudroom leads to a fantastic expansive great room which has skylights, a beverage center and lots of finished storage space. A teenage hangout dream. Fully finished lower level includes a full size 2nd laundry room, a rec room, full bathroom, a gas fireplace, a pet bath and shower for our beloved 4-legged friends, a cedar closet and loads of finished storage. Additional features include a DaVinci roof, all new French windows, new doors, multiple new heating & cooling systems, new plumbing and electrical wiring throughout, all new foam insulation, additional landscaping, an over-sized 2.5 car attached garage with new doors, new skylights and more. This solid brick home offers all that you would expect from luxury new construction and is set on a lovely lot with mature trees in the ultimate location. 109 Fuller Lane is the epitome of the best features of an old world charm vibe and 2024 comfortable living.
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