Winnetka IL Real Estate & Homes for Sale

Coveted Hedge Row Penthouse, HARD TO FIND ONE FLOOR living in the Heart of Winnetka! These are rarely and this is the first time this condo has ever been on the market. This is one of only a few on the top floor that are on the *BACK* side of the building - so you don't face Green Bat Road and the train tracks - and no one is above you - so it is quiet!! This 2 bedroom, 2 bath + den condo is spacious and neutral. The main living room/dining room area has an open floor plan with a gas fireplace, an abundant of of natural light, many skylight throughout, and only the West facing units get to enjoy the sunsets! You will enjoy the indoor-outdoor living and dining al fresco on the private spacious patio. Chef's you will love cooking in the oversized kitchen with custom cabinetry - loads of storage and counter space, Sub Zero, double ovens, room for a prep island if desired, and several barstools. Area off the kitchen s often used as a den as well as second eating area. Primary suite is spacious with a walk-in closet, second closet and large bathroom with double vanity, soaking tub, separate shower and linen closet. Second bedroom is nice-sized with 3 closets. DOGS ALLOWED! Two parking spaces and separate storage. Conveniently located in the heart of Winnetka, enjoy easy access to all your favorite shops and restaurants, close to the library, train, land the beach.TOP FLOOR CONDO - RARELY AVAILABLE IN WINNETKA!

Through the pillared stone circular driveway one enters the grounds of this extraordinary English Manor Home. The grand foyer with Paradiso marble is inset with creamy travertine and offers access to the first floor rooms and opens to the elevated 1500 square foot bluestone terrace. The handsome living room with bay window overlooks the expansive 1.3 acre grounds featuring terrace and pool and is highlighted by herringbone oak flooring and a marble fireplace framed by a wall of walnut wainscotting and intricately carved moldings. Banquet size dining room is an elegant setting for any occasion with an oversized window with generous seating and views of the grounds. There is a true library with a stately fireplace, herringbone oak flooring and walls of built-in bookcases. A delightful sun room with windows on three sides can be enjoyed year round and offers access to the terrace and grounds. The kitchen is a cook's refuge with a charming breakfast room, work area with butcher block center island and adjacent butler's pantry. The first floor is complete with an oversized laundry room and service entrance, The primary suite is situated in its own wing and provides the perfect setting for privacy and relaxation including a fireplace, balcony, dressing areas and spacious bathroom. There are six additional bedrooms on the second floor. Two bedrooms are ensuite, two bedrooms share a connecting bath and two are serviced by a hall bath. The fabulous third floor with wonderful ceiling height is currently being used as a game room complete with a pool table and media area. There are several spacious storage closets and one is a cedar closet. The coach house has a private entrance and features a living room, dining area, kitchen with a pantry, and a bedroom with an adjoining bath. Skylights brighten the living room and dining area and the heat and air conditioning are controlled separately. It is the ideal space for guests, in-laws or staff.

Showings begin Friday, May 2nd. Discover an exceptional 5-bedroom, 3.1-bath Colonial located in a prime area. Step onto the newly installed bluestone walkway, leading to an inviting foyer with a formal dining room and a living room featuring floor-to-ceiling windows. The kitchen is thoughtfully designed with a sitting counter, stainless steel Bosch appliances, and a planning desk. Adjacent is a spacious breakfast room/sitting area with a fireplace, originally part of the family room. This space opens to a later added family room, offering views of the charming red brick patio and walkways. The beautifully fenced yard is ideal for entertaining and play, complete with custom landscaping. A highly sought-after feature is the unique rear driveway off the alley, leading to a rarely seen 2.5-car attached garage with direct entry into the mudroom. This is a rare find in the tree streets! The second floor boasts a large primary bedroom with a walk-in closet and ensuite bath. Three additional well-sized bedrooms and a hall bath complete this level. The lower level offers a carpeted playroom, a fifth bedroom with a full bath, a spacious storage room, and a laundry area equipped with a new stainless steel washer and dryer. Recent updates include a new roof, furnace, air conditioning, and new bluestone walks at the front and side. This impeccably maintained property provides everything needed for modern living.

Set on nearly an acre of lush, landscaped grounds, this timeless Cape Cod designed by architect Paul Konstant, blends classic charm with everyday comfort. The best relaxed ranch layout with luxurious primary suite on the main floor and 3 beds up. Sunlight fills the home through skylights, clerestory windows, and French doors, highlighting high-gloss finishes, oak hardwood, and travertine marble throughout. Soaring 20-foot living room, gourmet Chefs kitchen with quartzite countertops opens to a bright family room and a serene glass-enclosed three-season porch overlooking the gardens and golf course. Elegant dining room with hidden wet bar, private office with French doors to the serene backyard which can also be an optional fifth bedroom. Upstairs offers 3 en-suite bedrooms, two with balconies, and the lower level features a gym, wine room, rec space, and ample storage. With its thoughtful layout, high-end finishes, and unbeatable setting.

Award winning home, professionally manicured corner lot, on one of the most desirable blocks in Winnetka (Ash Street). Recipient of the prestigious Winnetka Preservation Award, due to the thoughtful gut-renovation with Kip & Keeler which honored the vintage details while also modernizing all systems. The 5Bd + office/4.5Ba layout is paired with gracious living spaces on the main level, 9-foot ceilings and tons of natural light because of the corner location. The property also features a 2-car, attached garage, blue stone patio, and two generous outdoor seating areas: a dreamy front porch for lemonade, and a 1,000-square-foot terrace, for wine :) The chic De Giulio kitchen features marble countertops, custom cabinets, designer appliances, and a wet bar with ice machine. Adjacent is a formal dining room with views of Ash Street. The first floor also includes an updated powder room, two hallway closets, a custom office by DG Design, cozy family room with a fireplace and skylights, and additional dining space with access to the private bluestone terrace. A mudroom and laundry area are conveniently located near the attached 2-car garage. The second floor boasts a luxurious primary suite with a walk-in closet, marble bath with heated floors, steam shower, and soaking tub, plus roof deck access. Two guest bedrooms share a charming bathroom with heated floors, one with roof deck access. The third floor offers two large guest bedrooms and a bath with two vanities, heated floors, and a custom steam shower. The basement features a rec room, full bath, and two fully stocked bars with sinks, fridges, and ice machines. Recent updates include: new Marvin windows throughout most of the home (2022), new AC condensers, new HVAC with 2 zones, EV charger, 16-zone sprinkler system, back-up gas generator, full house Sonos system, Google nest smoke alarms, custom window treatments, French drains w/ 2 sump pumps, completely rebuilt deck with waterproofing (2023). An easy walk to Greeley Elementary (rated best in Winnetka and #31 in the state by US News), the Metra Train (Winnetka), Town, and the Lake/Beach (1 block). An easy bike to both Skokie-Washburne middle schools and New Trier High School. Too many details to mention, this is a must-see gem!

A rare opportunity has arisen to acquire a 2-bedroom, 3.5-bathroom end unit townhouse in the esteemed neighborhood of Winnetka, conveniently located near Indian Hill Club, Joseph Sears school district, New Trier Township High School, The Kenilworth Beach, Indian Hill Metra Station Zone C, and more. This charming end-unit townhouse boasts all wood floors, a wood burning fireplace in the living room, a private tree-lined patio, and an adorable greenhouse. Two assigned parking spaces are included in the sale price. The property is being sold AS IS. Don't miss this opportunity, contact us before it's too late.

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 state of the art appliances, an expansive island, a true Chef's dream with butler's pantry, Stainless steel Subzero appliances, Cristallo Quartzite counters, double sinks, an espresso bar, fireplace and lots of space for eat in kitchen. Brand new theater that rivals any that you've ever been to, gym, game room, a wine room that holds roughly 1000 bottles, completely renovated 3.5 car garage with custom dog grooming station, as well as a one year new outdoor kitchen made for entertaining with state of the art grill and pizza oven with custom limestone fireplace. The lower level has been designed to accommodate one's treasured art collection with special lighting to showcase your personal collection, plus 5th bedroom and bath. Master suite is enormous for his and hers spaces, fireplace & sitting area, a massive closet and dressing area with island, double sinks, steam shower, Jet tub and heated floors: a perfect oasis. All bedrooms are ensuite and quite large with generous closet space. Gorgeous outdoor areas can be found around the entire exterior of home on first and second floors, including a 2nd floor deck overlooking the beautifully landscaped yard offering spectacular views, with fireplace and plenty of room for couches and seating to enjoy those warmer summer evenings. Additional features include an elevator, heated flooring throughout, Control 4 security system, 8 fireplaces in total, a stunning warm and inviting library with sliding ladder, perfect to cozy up in and read that book you've had on your list. The magnificent staircase with custom iron railing leading up to 2nd floor with skylight above showcases the sophistication throughout that can be found within this very special home. This stunning property is not only high tech in many ways, it also caters to family living with so many new design features that allow for children and adults to have fun without ever leaving. A true statement property.

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 Sub-Zero refrigerators and freezers, Wolf range, drawer style microwave, spacious walk-in pantry and custom cabinetry throughout. The finished lower level includes entertainment room with fireplace and TV, full size wet bar with an island, media room, Golf Simulator and Exercise room. Spacious finished third level is a great addition in the home that can be utilized for an Au Pair/nanny or make a phenomenal additional home office/guest room. The home is pre-wired for all your audio and visual needs in addition to security and smart home systems. This home is truly an entertainers dream! The Expansive backyard is the perfect size to create your personal oasis, plenty of space for a large pool and simply the space of your dreams. Builder's expectation is to have the home ready prior to the new school year. Agent has ownership interest, included are some photos of builder's recent work with photos for this property to be updated once applicable.

Architecturally stunning custom contemporary on a lush 1/2 acre private lane with lake breezes. Designed to maximize natural light and indoor-outdoor living, the home features expansive windows, skylights, and three rooftop decks. The open floor plan showcases soaring ceilings, newly refinished maple floors with mahogany trim, and natural stone accents. A beautifully renovated kitchen with a large island, walk-in pantry, and command center flows into the spacious family room. The dramatic 2 1/2 story gallery with a double-sided fireplace connects the living and dining rooms, creating a stunning focal point. On the second level, 4 bedrooms and 3 full baths include a serene primary suite with a private deck, walk-in closet, and spa-like bath. The finished lower level impresses with 9-foot ceilings, a fitness area, media/recreation space, powder room and a 5th bedroom with en-suite full bath. Multiple patios and over 500 square feet in deck space offer peaceful outdoor retreats. Walkable to the vibrant Hubbard Woods downtown, train, and Tower Road Beach - this home is a rare blend of modern design and natural beauty in a prime location. Properties like this don't come up often!

Summer is right around the corner, and 139 Sheridan is the ultimate lakefront escape. Built into the bluff and just steps to the water, this turnkey Morgante Wilson custom home is designed for effortless lake living. One of the last new construction homes allowed to build into the bluff, it offers a front-row seat to beach days, boat rides, and unforgettable summer memories. Incredible panoramic lake views from all rooms, picture perfect crisp navy, blue cedar shake Nantucket accented with white trim brings home the best in class to Winnetka lakefront living. Purposely engineered from the lake to the inside, this artistically designed home optimizes all elements of living "right on the water" from all 3 levels of luxurious living. Phenomenal entertainment focused walk-out lower level fully equipped with golf stimulator room with gaming area, Pinterest perfect " bunk room", fully built-out office with horizon jaw dropping lake views, huge family room with nautical inspired bar, 3rd laundry area & enormous, finished storage that could be transformed to any other wish list space! Incredible & expansive first floor living with 13 ft. soaring ceilings allows the outside to flow right in from the oversized terraced entertaining patio to the stunning solarium Great Room with 3-sided display floor-to-ceiling windows with the lake as the beautiful backdrop. This is the focal room of this classically defined all American beach house which sets this house apart from other lakefront homes as it's the magnificent, combined space with Farrow & Ball blue hued Chef's kitchen, walk-in stainless steel accented scullery, crisp white quartz wet bar with a casual airy breakfast space to amazing entertaining space that showcases the best in living today. Wine lovers will appreciate the fantastic dining room with 2 walk-in glass display rooms that allow your collection to be showcased with even more built-in hidden storage for all the extras needed for entertaining in this creative masterpiece. Full dog room with double Dutch door is adjacent to cozy office customized with built-ins and leads down the herringbone navy tiled hallway to mudroom & attached 2.5 garage. Thoughtful full primary wing on first floor makes living grand walking up to majestic sunrises right from the bedroom that opens right to your own terrace. Beautiful primary bath with 2 walk-in closets, one being huge outfitted with custom island & washer/dryer for quick ease. Gorgeous open atrium staircase mill worked to perfection leads to 2nd floor with 4 large family beds and another laundry room. 2nd optional primary suite with luxe bath with soaking tub has private balcony with more marvelous views of the lake. Bed 2 is customized with built-ins, fab walk out balcony to lake & handsome RH bath accented in polished nickel finishes. Bed 2 & 3 overlook lake as well as share white quartz bath with Ann Sacks beachy tilework. Living on the lake at 139 has some fab unique perks: a grandfathered-in boathouse, a quick private walk down to the lake, rolling green grass terraces and lastly "lookout tower", a private terrace original to the home, outlined in a beautiful stone walls as the perfect backdrop for dining under the stars with sound of waves. It's all here and only a quick walk to the train & New Trier, come experience easy lakefront luxe living ... as this is really like owning a turn-key beach home as if you are on vacation 365 days a year!

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!

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, large back yard, master bedroom balcony, mudroom, attached 2car garage, 2nd floor laundry room. Master bedroom has spacious walk-in closet, and balcony off master bath. Two additional baths on 2nd floor, powder room on 1st floor and basement. Lot is 10,400 sq. ft but is 10 feet deeper than shown because of landlocked right-of-way. Home is approximately 3700 sq. ft.

Welcome to sophisticated living on Sheridan Road, where elegance meets comfort in the heart of East Winnetka. This exquisite 6-bedroom, 4.1-bathroom home is a true oasis, offering a sanctuary from the hustle and bustle of everyday life. Step inside to discover a gracious living room bathed in natural sunlight, featuring hardwood floors, original plaster moldings, and views of the expansive yard. The spectacular kitchen and family room are the heart of the home, showcasing an exquisite de Giulio kitchen where no detail has been overlooked. The spacious family room has a wood burning fireplace and sliding glass doors to the blue stone and brick patio. An elegant dining room is perfect for hosting memorable gatherings. The second floor offers a deluxe primary suite, complete with a dressing area, walk-in closets, and a spacious bathroom featuring a soaking tub, steam shower, and heated floors. Three additional bedrooms on this level provide great light and picturesque views, complemented by updated bathrooms and a large laundry room with a view of the yard. Ascend to the third floor, where two more treetop bedrooms and an additional bath offer a private retreat-ideal for a home office, creative space, or guest quarters. The basement level, with its terrazzo floor and cozy fireplace, is a wonderful gathering spot for all ages. Step outside to an elegant slate and brick patio, perfect for entertaining or relaxing, complemented by a cozy sun-drenched patio for moments of solitude. For those with a green thumb, raised planter beds await your gardening touch, and a potting shed with electricity is ready to assist with your horticultural projects. This home is equipped with modern conveniences, including a "smart" app-controlled irrigation system, drainage network that connects to the storm sewer, a new Brava roof (2024), a backup generator, and 400 amp electric service, ensuring peace of mind and comfort. See the special features list in the additional documents for more details. An ideal location close to Greeley School, New Trier High School, parks, and Lake Michigan beaches. Close to downtown, shops and restaurants and the Metra train. Embrace the lifestyle you've been dreaming of at this stunning Sheridan Road residence-come and experience this extraordinary home for yourself! Please exclude dining room light fixture.

Exciting opportunity to acquire a remarkable property in Winnetka! This stunning Benjamin Marshall-designed home is nestled on 2/3rds of an acre in the heart of the Village. The property boasts professional landscaping, including an oversized pool, putting green, and a 1/2 basketball court. Enjoy the expansive outdoor spaces with large patios, a cozy screened-in porch, and a balcony off the primary bedroom offering amazing views of the property. Step inside to discover spacious rooms with a circular floor plan, featuring a beautiful eat-in kitchen, separate dining room, family room, and office. Dual staircases lead to the second floor, where the primary suite awaits with a sitting room and balcony access, along with 2 additional bedrooms and a generous in-law suite or second family room each with private baths. The third floor presents 4 bedrooms and a full bath, perfect for kids' hangouts. Complete with a full basement accessible from the attached garage, this home has seen many recent updates. Combining historical charm with modern amenities.

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 all your entertainment endeavors. The sun-drenched sitting room, adorned with floor-to-ceiling windows and breathtaking wallcoverings, seamlessly merges indoor and outdoor living, inviting nature's beauty inside. In the formal living room, cozy up by the wood-burning fireplace amidst custom built-ins and designer finishes, creating an atmosphere of warmth and sophistication. Relax in the Conservatory, where marble floors and custom banquet seating provide a luxurious retreat to savor panoramic views of the pool, blue stone patios, putting green and lush landscaping. The recently renovated kitchen, a culinary haven, boasts custom cabinetry, a stunning quartzite island, and commercial-grade appliances, ensuring every meal preparation is a delightful experience. Entertaining is effortless with the adjacent bar, connecting the kitchen to the family room, office, and lower level. Retreat to the family room, featuring hardwood floors and studded grass cloth wallcoverings, or find productivity in the first-floor office adorned with custom cabinetry. Unwind in the Primary Suite, offering two custom walk-in closets and a deluxe bath with double vanity, soaking tub, European shower and private commode while three additional bedrooms with ensuite baths provide comfort and privacy for guests. The third floor offers a versatile recreation room and office, while the lower-level hosts an additional bedroom, a game room, a wine cellar, an exercise room, second laundry and more. Outside, embrace the joys of summer on the meticulously landscaped grounds, featuring a multi-hole putting green, fire-pit, and a new 45 ft pool with spa, surrounded by a new bluestone pool deck and patio. The pool house offers convenience with changing rooms, showers, and a lounge area. Don't miss the chance to own this iconic property in the esteemed Avoca school district-an unparalleled blend of sophistication, luxury, and leisure awaits.

This is the North Shore's most regal restoration to ever come on the market with a captivating, majestic presence set on a rare 1 plus-acre lot that also includes a buildable lot for a 2nd structure to create the ultimate East Winnetka estate. This is a generational opportunity to own an architecturally divine Mayo & Mayo Revival Tudor with intricate details and a thoughtful design that balances historic beauty with modern livability. This extensive 4 floor restoration carefully preserved its architectural integrity while incorporating modern updates throughout with the best of the best in materials & products: Hope, Waterworks, Gaggenau, Miele, La Cornue, Zellige, Armac Martin & Tadelakt plaster. Inside, the residence is a sanctuary of comfort & refinement, featuring spacious living areas with soaring ceilings, intricate woodwork, and a wealth of original details that exude luxury at every turn. The main level flows effortlessly from one grand room to the next, perfect for both intimate gatherings and larger celebrations. State of the art, reimagined to perfection gourmet Chef's kitchen with cabinetry like cashmere, hand selected marble c-tops, and intricate fine details throughout that that brings entertainment to enhanced luxury. Expansive new Hope windows flood the rooms with natural light, offering stunning views from all windows creating grand volume throughout entire home. All new Waterwork baths with exceptional details threaded in the same tones. Primary wing is simply outstanding with customizable walk-in wardrobe room, built-in service bar, bedroom and spa like bath found at a 5-star English manor B&B. Brand new 3rd floor with incredible space to create magical options with new full bath. English style LL with tons of windows, gym with steam shower bath and theater room with entertainment built-in. Outside, the property boasts a new 60-foot-long pool with exceptional space for outdoor entertaining or simply relaxing by the water. Beautifully redesigned, Lannon stone cabana with full bath, W/D & lounge serve as a perfect complement to the estate's lush landscaping and provide an oasis of tranquility. In addition, a rare buildable lot that allows for the construction of up to a 4,000-square-foot structure, offering endless possibilities for expansion or development. With its combination of historical significance, architectural beauty, and unparalleled location, 140 Sheridan Road offers a rare opportunity to own a piece of Winnetka's most distinguished architectural legacy. There are only 4 lots off lake in East Winnetka that are over 1 acre making this even more one of a kind. Steps to New Trier, Greeley Elementary and Indian Hill train make this a true destination of grandeur convenience.

An eternal architectural beauty set on prestigious Woodley Road, this stately, white-painted brick Colonial accented with black shutters never goes out of style. Nestled on over 1.4 acres of meticulously manicured grounds by Midwest Arbor, these 8 beds, 5.2-bath home seamlessly blends grand entertaining with casual living through a quintessential floor plan designed for modern life. Elegance unfolds the moment you step into the grand reception foyer crowned by a cascading wrought-iron staircase serving as the gateway to the home's formal spaces. Sunlit living room, anchored by a stately FP and framed by floor-to-ceiling windows, flows effortlessly into a dreamy sunroom wrapped in grasscloth wallpaper-offering serene views of the lush backyard. Tucked off the solarium a richly paneled library with FP creating the ultimate private retreat. Elegant dining room with French doors opening to the expansive terraces sets the stage for seamless indoor-outdoor entertaining. At the heart of the home is the expansive Chef's kitchen, designed for both culinary excellence & effortless hosting. Chefs' kitchen with great space, custom cabinetry, island with breakfast bar seating, desk command center, top of the line appliances and separate breakfast area, and fully loaded butler's pantry with wine fridge, sink, and custom cabinetry. Off the kitchen, Ralph Lauren-inspired family room w/ warm chestnut paneling, FP, bay window, and French doors opening of to the bluestone patio & new tasteful in-ground spa. Thoughtfully designed mudroom with custom cabinetry connects to the heated three-car heated garage, perfectly positioned as a discreet backdoor drop zone. Gracious 2nd floor is anchored by the private primary suite wing-offering a serene sanctuary with a spacious bedroom, sitting room with FP, and currently set up as his-and-her baths with an additional den (or bedroom). 3 additional ensuite bedrooms on this level, one tucked away on the north wing with a light-filled art studio. New fully equipped 2nd floor laundry also on this level. Third floor with soaring ceilings, large rec space, and three oversized bedrooms with a full bath offer endless possibilities. The lower level provides even more versatility, with a spacious rec room/gym, custom wine cellar, and ample storage. This classic all-American compound blends timeless sophistication with modern comfort-ready to be cherished for generations to come.

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 powder room and two coat closets, you are greeted by the sophistication that defines this home. The main level features a spacious, step down living room with inlaid floors, a marble, gas and wood fireplace, and two picture windows that fill the room with natural light. Pass through the living room to an adjoining, architecturally beautiful solarium with a slate floor, that offers panoramic views of the lush grounds surrounding the residence. The formal dining room also features inlaid floors, and picture window. The handsome family room with custom cabinetry, lighting, millwork, and a marble, gas and wood fireplace, provides the perfect space for entertaining and relaxation while overlooking a yard large enough for a pool. The family room seamlessly flows into a large kitchen area that includes not only a custom kitchen but also a breakfast room, butler's pantry, back staircase, and mud room. The butler's pantry has an ice maker, second dishwasher, and beverage refrigerator. Upstairs the luxurious primary bedroom suite boasts a marble, gas and wood fireplace, walk-in closet, and an adjoining sun room with stunning views of the grounds. It is perfect for family gatherings, office space or nursery. Adjacent to the dual sink primary bath with a vanity table, there is a winding staircase that leads upstairs to the third floor where you will find a beautifully crafted wardrobe/dressing room with many custom built-ins, lighting and mirrors. This lovely area conveniently leads to an exercise room, powder room and an oversized cedar closet, and this completes the third floor. There are four additional family bedrooms on the second floor, two share a Jack and Jill bathroom, one has its own en-suite, and the fifth bedroom suite offers versatile living space. The fifth bedroom and sitting room, located near the back stairs, welcomes an in-law arrangement, live in nanny, or out of town guests. The full basement offers at least another 2444 square feet of living space and includes a large recreation room with fireplace, billiard room, wet bar, spacious laundry room, large cedar closet, another storage room with built-in shelving, and a powder room. The yard is professionally landscaped, private, and nearly two acres is quite hard to come by in Winnetka. Additional features of this remarkable residence include: a three car, heated, attached garage, magnificent craftsmanship, glorious room sizes, four fireplaces, a slate roof, copper gutters, circular driveway and uncommon privacy. This residence is a true gem in the heart of Winnetka. Live a life of luxury and sophistication in this exceptional home. Woodley Road, with its canopy of mature trees, is a coveted private oasis, and yet is conveniently located near town, train, restaurants, schools and a public golf course. This property is not located in the flood plane.

Step into this bright and airy modern farmhouse new construction in coveted Hubbard Woods, and call it home. Situated between Hubbard Woods and Winnetka Metra stations, this charming light-filled 7 bed 6.5 bath home is situated on Walden Road, a serene tree-lined street just a 5 minute walk to the heart of the village's commercial and social center. The house boasts every detail for comfortable modern living, from an elegant formal dining room and parlor in the front of the house to an open concept kitchen and family room in the back. On warm days, throw open the french doors on either side of the stone fireplace, and walk out onto the large stone paved patio encompassed by a cozy sitting wall. The outdoor fireplace will keep your guests warm on cool spring and fall evenings. It's an entertainer's dream. The kitchen and butler's pantry are outfitted with custom built cabinetry, honed Taj Mahal quartzite countertops, top-of-the-line appliances and elegant lighting for a cozy and polished living space. Also on the first floor are a bedroom that can be used as an office with an ensuite bathroom, a stately powder room and a mudroom and additional storage for containing an active household. The opulent master bedroom on the second floor flaunts grand 13-foot vaulted ceilings with transom windows framing the property's 200-yr old oak and maple trees in every season, customized walk-in closet and a tranquil bathroom with custom built vanity and dressing table. In the master bathroom, luxuriate in the Kohler vichy body and rain showers or soak the day away in the Victoria and Albert volcanic limestone bathtub, and never walk on cold tiles again on frigid winter mornings with programmable heated floors. On the second floor are 3 additional spacious bedrooms, two that share a Jack-and-Jill bathroom and one with a chic ensuite bathroom. All 2nd floor bathrooms floors are heated. The third floor houses a bright bedroom with a southern exposure, a roomy bathroom with sophisticated stone and tile work, a window seat at the end of the hall that's perfect for a reading nook. Down in the basement are all the amenities for relaxing and entertaining. The ample recreation room is furnished with built-in shelves around the TV wall and cabinets to contain games and consoles. A polished custom antique mirrored wall and brass bar tap faucet details lend sophistication to the wet bar. Remaining living spaces include a 7th bedroom, a bathroom and an exercise room waiting to be turned into a home gym, a private yoga or pilates studio or a dance studio. White oak flooring and stairs throughout the house, pre-wired for customized home entertainment systems by Hooked Up Installs, Inc., underground storm water drainage systems around the periphery of the property, programmable irrigation systems, beautifully landscaped, cedar fences and gate, 2-car garage with space in the attic for additional storage and a gorgeous stone paved driveway that's the envy of the neighborhood! Move into this lovely house and the serene neighborhood today! BROKER OWNED

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.

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 hinged French doors to a formal dining room. Conveniently located off the dining room is a generous size kitchen finished with 36" cabinetry with glass facade accents, stainless steel appliances and plenty of room for food prepping! The main floor also showcases hardwood floors throughout, 2 phenomenal size bedrooms with a shared full bathroom between and a separate office. The second floor is equally as impressive with 2 fabulous bedrooms and a loft. Full unfinished lower level with a half bathroom. Private fenced in yard and plenty of parking!