Winnetka IL Real Estate & Homes for Sale

A RARE OPPORTUNITY...in the HEART of East Winnetka, this iconic home is among the Village's most admired residences! Commanding an elevated setting atop Arbor Vitae, the magnificent home was designed by renowned architects Otis & Clark and has earned its grand reputation as Winnetka's own "Castle on the Hill." It boasts one of the most exceptional backyard retreats! Featured in Luxe Magazine and showcased on the prestigious Winnetka Community Housewalk, the home underwent an extraordinary renovation that seamlessly marries historic grandeur with today's most coveted luxury amenities. Every detail has been thoughtfully reimagined while preserving the architectural integrity, craftsmanship and timeless elegance. A breathtaking barrel-vaulted reception gallery sets an unforgettable first impression, creating a dramatic backdrop for art collections, entertaining and everyday living. The home boasts a ton of natural light, soaring ceilings and fabulous millwork. At the heart of the home, a spectacular skylit atrium-style great room offering panoramic views of the sprawling grounds and resort-caliber outdoor living spaces: newly renovated pool, patio, built-in fire pit area and an incredible professionally landscaped backyard. A wall of French doors on the back of the home blends the indoor and outdoor living seamlessly. The designer kitchen is both beautiful and functional, featuring a coveted La Cornue range, Sub-Zero, Miele appliances, custom cabinetry, radiant heated floors and Waterworks fixtures. You will love entertaining in the elegant dining room, sophisticated den with custom bar to the inviting family room anchored by a new fireplace and bespoke built-ins. The luxurious primary suite is a private sanctuary designed for relaxation and renewal. The spa-inspired bath showcases heated marble floors, a steam shower, freestanding soaking tub, Waterworks fixtures and an extraordinary custom dressing room. A private sitting room and office complete the primary suite. Additional renovations include beautifully appointed en-suite baths and a reimagined third floor with hang out, office and workout spaces...use it however you like! Outside, the grounds rival those of a private resort. The expansive, park-like backyard features a stunning renovated swimming pool, multiple entertaining terraces, fire pit, and professionally designed landscaping that provides beauty, privacy, and year-round enjoyment. Easy access to a pool/changing area as well. This home is in an A+ location! Minutes from the Beach, steps from downtown Winnetka shops and restaurants, award winning schools, parks, and the train. This extraordinary family home offers a once-in-a-generation opportunity to own one of Winnetka's true architectural treasures!!

Welcome to 757 Locust, a stunning 6-bedroom, 4.2-bath home set on a 15,000-square-foot lot in the heart of Hubbard Woods. Built in 1920 and thoughtfully updated over the years, this exceptional residence blends timeless architecture with modern comfort, exuding character, warmth, and charm at every turn. Large, gracious rooms, soaring ceilings, and oversized windows create a sense of light and space throughout. A bluestone walkway welcomes you to the front entry, where a gracious foyer opens to an oversized living room anchored by a wood-burning fireplace, creating a warm and sophisticated space ideal for both everyday living and entertaining. The well-proportioned dining room flows seamlessly between the living room and kitchen, making gatherings effortless. The kitchen features newer appliances and opens to a sun-filled breakfast room where two walls of windows open wide, beautifully blurring the line between indoors and out. Just off the kitchen, the family room is perfectly positioned, complete with built-ins and a second fireplace, and opens to a deck and patio overlooking the large backyard. A well-placed mudroom connects directly to the deck and backyard. Upstairs, the generous primary suite is a true retreat, featuring a beautifully appointed bath with dual vanity, heated floors, marble throughout, and a walk-in closet. Four additional bedrooms, one with an en-suite bath, and a hall bath complete the second floor. The third floor (by Paul Konstant) offers a sixth bedroom, a full bath, and a charming hangout space with treetop views of Locust Street. The lower level provides space for play and abundant storage. For true peace of mind, this home has been extensively and thoughtfully updated. Recent improvements include two new AC condensers (2026), a new AC air handler (2026), an EV charging port (2025), a new composite synthetic cedar roof (2024), fresh exterior paint (2024), replaced water service (2023), new sump pumps (2023), a combined boiler/hot water heater installed by American Vintage Home, and numerous other updates throughout. The heated, attached, oversized garage adds everyday convenience year-round. A truly special opportunity to own a timeless Winnetka home just moments from Lake Michigan, the Hubbard Woods and Elm Street shopping districts, parks, beaches, schools, and the train. North Shore living at its finest.

Sun-drenched mornings define this coveted two-bedroom, two-bathroom residence. Located in a premier building within a highly sought-after location, this home welcomes you with a bright, cheerful, thoughtful layout. The east-facing exposure ensures the living spaces are bathed in natural light, while the charming private balcony offers the perfect spot for a morning coffee or an evening breeze. The spacious living and dining rooms, anchored by classic hardwood floors, create an inviting backdrop for both daily relaxation and lively entertaining. Nearby, the well-appointed galley kitchen strikes a balance between style and utility, offering plentiful storage and a convenient pass-through for effortless serving. The primary suite serves as a private retreat, complete with a dedicated primary bath and ample closet space. A second full bath is located off the hallway, easily accessible for guests. Currently, the second bedroom has been reimagined as a cozy den adjacent to the main living area, offering a flexible layout to suit your needs. Beyond the main living quarters, the building offers exceptional amenities, including fabulous party room featuring a kitchenette and a half bath, all overlooking the pool and patio. This is a smoke free building. One dog (20lb. wt. limit) or one cat is allowed.

Easy living at its best! Discerning updates and renovations combine with impeccable maintenance to create this exceptional home with the ease of one-floor living with outstanding design, gracious proportions, and an effortless flow throughout. Set on a gorgeous 4/10 acre property, the grounds are a true private retreat, featuring lush, professional landscaping, mature trees, colorful plantings, expansive lawns, elegant patio and front entrance, and thoughtfully designed landscape lighting that creates a magical setting day and night. A welcoming foyer introduces the inviting interior, where sun-filled living spaces are perfectly suited for both everyday living and entertaining. The spacious living room, elegant dining room, gourmet kitchen, and large family room blend seamlessly together, creating an ideal layout for today's lifestyle. The home offers five+ generously sized bedrooms including a luxurious primary suite that serves as a peaceful sanctuary and 4 additional bedrooms (3 are ensuite). The spa-inspired primary bath features heated floors and refined finishes, creating the perfect place to prepare for the day or to unwind at night. The finished lower level adds exceptional versatility with two spacious recreation and living areas, an exercise area, office/bedroom, full bath and abundant storage. A spacious, bright mudroom is accessed from the heated attached garage (with epoxy floor), and the adjacent laundry room provides everyday convenience and functionality. Originally renovated in 2001 and thoughtfully enhanced with significant updates in 2010 and then a fabulous renovation/updates in 2022, this home combines a fresh, current aesthetic with modern comfort. An extraordinary opportunity to enjoy easy, elegant living in one of the area's most beautiful and sought-after neighborhoods.

Nestled in one of the most sought-after and convenient locations in Winnetka/Hubbard Woods, this exceptional stone residence blends timeless architecture, refined design, and modern comfort just moments from town, the train, and Lake Michigan. Expertly crafted in 2006 by Adamczyk Fine Homes and Interiors, the home showcases nearly 7,000 square feet of beautifully designed living space across three finished levels. A grand foyer with a stunning custom staircase welcomes you into elegant, light-filled interiors, including a gracious living room with fireplace and a richly paneled private office. Designed for both everyday living and sophisticated entertaining, the formal dining room features its own fireplace and an adjoining butler's pantry complete with wine and beverage refrigerators. At the heart of the home is a family friendly gourmet kitchen with an island, abundant workspace, and a sunny breakfast area that opens seamlessly to the inviting family room. Custom built-ins, a fireplace, and French doors create a warm and comfortable setting while offering effortless access to the bluestone patio and expansive fenced backyard. The thoughtfully designed mudroom and laundry area provide everyday functionality with direct access to the attached two-car garage. Upstairs, the luxurious primary suite serves as a private retreat with a spacious bath and dual walk-in closets. Four additional generously sized bedrooms provide flexibility for family and guests, including a versatile fifth bedroom that can easily function as a sitting room, office, or exceptional dressing room extension to the primary suite. Two additional full baths complete the second level. The impressive lower level offers high ceilings, natural daylight windows and exceptional versatility, featuring a stone wine room, multiple recreation spaces, a sixth bedroom with full bath, exercise room, and storage. Outside, beautifully landscaped grounds create a serene and private setting that complements the home's elegant character. With exceptional craftsmanship, quality materials, a flowing floor plan, and timeless appeal, this remarkable property offers luxurious living designed for generations to enjoy. *Some photos virtually staged* Recent updates include a new Brava synthetic composite roof (2022), two new air conditioning systems (2022 & 2020), and a new furnace (2023).

Rarely available unique mid-century contemporary in the heart of Winnetka. Your own private paradise with a flowing interior perfect for entertaining! Soaring teak ceilings add to the Aspen style influence. Tons of windows look out to the gorgeous landscaped grounds enhanced by a pool and gazebo. This home has been beautifully maintained by the current owners.

An extraordinary "boutique hotel" living experience, impeccably situated in the heart of Winnetka. Beyond a stately solid-iron gate adorned with gold medallion accents lies a private sanctuary just 18 miles from Chicago and less than half a mile from the sandy shores of Lake Michigan. Evoking the glamour and grandeur of a Roaring Twenties estate, this remarkable residence channels the elegance of The Great Gatsby era with five-star refinement at every turn. A dramatic foyer welcomes you with gleaming marble floors and a sweeping bridal staircase crowned by intricate wrought-iron railings, all illuminated by a stunning domed Art Deco skylight overhead. The main level unfolds with gracious formal rooms designed for both grand entertaining and effortless flow. An elegantly appointed dining room transitions seamlessly into a spectacular chef's kitchen, where a striking black-and-white palette of stone and texture creates a timeless aesthetic. Top-tier appliances-including a side-by-side Sub-Zero glass-door refrigerator and freezer-complement a bespoke upholstered dining banquette, offering a restaurant-caliber culinary experience at home. Thoughtfully designed corridors and private retreats provide space for both gathering and solitude. A finely finished office of magazine-worthy distinction, a warm and inviting family room with an 80-inch television and custom lacquered walls, a first-floor laundry room, guest suite with full bath, and a fully equipped mudroom enhance everyday living. The heated four-car garage wing is a masterpiece in itself, featuring epoxy floors, custom cabinetry, and stone countertops-an exceptional showcase for the discerning automotive collector. Upstairs, an expansive second level hosts a primary suite truly fit for royalty. A serene sitting room with a fireplace precedes a breathtaking onyx bath with dual custom vanities and a commercial-grade steam shower complete with body sprays and a rain head. Bathed in natural light, the craftsmanship and stonework must be experienced to be fully appreciated. Four additional bedrooms, each with pristine white-stone en-suite baths, provide luxurious accommodations for family and guests. An exercise studio with a dedicated yoga retreat, adorned in palm-inspired wall coverings, offers a tranquil escape for wellness and balance. The fully finished lower level features a kitchenette, bath, wine room, and expansive entertainment spaces designed for comfort and leisure. Outdoors, enchanting terraces, sun-drenched patios, and winding pathways create a private oasis ideal for alfresco dining and elegant gatherings. Meticulously renovated with no expense spared and exquisitely furnished to celebrate its Art Deco heritage, this residence offers a rare opportunity that feels more akin to a world-class luxury hotel than a private home.

BRAND NEW ROOF JUST INSTALLED WITH TRANSFERABLE WARRANTY!! Beautifully maintained home offering over 4,300 square feet above grade on a rare 0.53-acre corner lot in a sought-after Winnetka location. The centerpiece of the home is the dramatic main living space featuring soaring vaulted cathedral ceilings, abundant natural light, and an impressive open feel that creates an immediate sense of scale and warmth. Hardwood floors and a flowing layout provide comfortable everyday living along with excellent entertaining space throughout. A heated and air-conditioned bonus room off the garage adds exceptional versatility, ideal for a home office, gym, playroom, studio, or additional lounge space. Situated on a generous corner lot with expansive outdoor space, the property offers endless potential to enjoy as-is or further personalize over time. Conveniently located near top-rated schools, parks, downtown Winnetka, and Metra access, this is a rare opportunity to own a home with outstanding space, character, and flexibility in an exceptional North Shore location.

New construction in 2010, built by the current owner (only one owner since completion). Beautiful two-story traditional home with 6 bedrooms (one in the basement), 5 and 1/2 baths (full bathroom in the basement), and huge finished basement with large storage room and enclosed rear staircase attached to the garage. The first floor has a spacious living room, dining room, family room, den, mudroom, and eat-in kitchen. The second floor has five full bedrooms (with two Jack-and-Jill bedrooms attached to a walk-thru bathroom). The other bedrooms each have a full bathroom and walk-in closets. The master bedroom is huge with two walk-in closets and full master bath with jacuzzi and a large walk-in shower finished in travertine tile. The two-story foyer is finished in marble. The rest of the first floor is finished in hardwood oak and cherry, except for the family room which has plank flooring. The finished back yard has a beautiful Unilock patio. The driveway is also Unilock pavers. There are approximately 4,089 square feet of above ground living area and 1,800 square feet in the basement, for a total of about 5,900 square feet. The interior has been freshly primed so that the new owner can apply their own color preferences. The living room, dining room and family room were professionally painted with a faux finish. Side-entrance two car extra-wide heated garage allowing for ample storage space. A wonderful house in the highly coveted Indian Hill area.

It is exceptionally rare to find a privately set masterpiece with sweeping views of the Winnetka Golf Course that also offers the opportunity to step directly into a freshly completed 2025/2026 designer showcase renovation. Nestled on a beautifully landscaped half-acre site overlooking the golf course, this extraordinary stone residence has been impeccably transformed through a comprehensive renovation marrying timeless architecture with sophisticated design. With coveted western exposure and surrounding lush grounds, the home captures spectacular sunset skies across the golf course from most rooms in the home. Thoughtfully curated throughout, the 6 bed, 9 bath home showcases exceptional craftsmanship with a diamond leaded glass front door, custom millwork, designer lighting, 5 fireplaces, and a refined mix of marble, porcelain, and rich wood flooring. Smart home enhancements include Lutron lighting and integrated Sonos access points throughout much of the home. Ring security and exterior cameras have been integrated to provide both convenience and peace of mind. The stunning chef's kitchen was designed with both beauty and functionality in mind, featuring Taj Mahal honed quartzite countertops with elegant ogee edging, custom cabinetry, Perrin & Rowe fixtures, Franke sink, Sub-Zero refrigeration, Thermador appliances including a 6-burner range with grill, both Bosch and Fisher & Paykel dishwashers, warming drawer, walk-in pantry, and dual butler's pantries. The adjacent breakfast area opens beautifully to the outdoor entertaining spaces and picturesque golf course setting beyond. The primary suite, with a spacious private terrace overlooking the golf course, was designed with a quiet, hotel-inspired feel, featuring Calcutta Gold marble heated floors and shower, Victoria + Albert freestanding soaking tub, custom built-ins, iceberg polished quartzite surfaces, and elevated designer finishes throughout. All guest suites are en-suite with ample custom closets and continue the home's sophisticated aesthetic with premium quartzite countertops and Perrin & Rowe or Rohl Lombardia fixtures in the bathrooms. Designed for exceptional entertaining and lifestyle living, the expansive lower level includes a theater room, recreation space, workout/wellness room, sauna, wet bar, expansive wine cellar, guest suite, secondary kitchen, and extensive storage. Outdoors, professionally designed gardens provide exceptional entertaining areas including gas grill area with fire pit. The fully fenced and sprinklered yard creates a remarkably private setting with sweeping golf course views. Additional highlights include a slate roof, newer mechanical systems, dual sump pumps with triple redundancy, whole-house water filtration, generator backup, 3-car attached heated garage with additional overflow parking, and an advanced security system. Conveniently located near schools, AC Nielsen Tennis Center, Skokie Playfields and the Winnetka Ice Arena while positioned along one of the North Shore's sought-after golf locations.

Nestled on a private lane east of Sheridan Road, this distinguished Winnetka residence offers privacy, scale, quality craftsmanship, and exceptional everyday livability in one of the North Shore's most coveted east-side locations. Designed for elegant entertaining, multigenerational living, work-from-home flexibility, and relaxed daily comfort, the home features 6+ bedrooms, including a private in-law/guest suite with kitchen, 7.1 baths, expansive gathering spaces, an outdoor pool and spa, home theater, exercise room, and beautifully landscaped grounds. A sunlit two-story foyer with a sweeping bridal staircase creates a memorable first impression, opening to gracious formal living and dining rooms, a richly appointed library/home office, and a dramatic great room with coffered ceilings and wet bar. The chef's kitchen is beautifully equipped for everyday meals, holiday hosting, and large-scale entertaining, with a substantial center island, white cabinetry, professional gas range, double wall ovens, two dishwashers, full-size refrigerator and freezer, beverage refrigerator, and built-in microwave. Just beyond the kitchen, a comfortable fireside family room offers space for casual dining and opens to a lovely patio overlooking the private, professionally landscaped setting. A large mudroom with a full bath provides practical convenience and easy access for pool and spa use. Upstairs, the serene primary suite features three walk-in closets and a luxurious bath with steam shower and generous vanity space. The second level also includes two additional en-suite bedrooms, a full guest/in-law suite with kitchen, two more bedrooms, a hall bath, and a skylit laundry room - offering exceptional flexibility for guests, extended stays, private living space, or household support. The finished lower level expands the home's lifestyle appeal with a home theater, game room, exercise room/gym, bedroom with full bath, bonus room, and abundant storage. Additional amenities include: heated garage, heated driveway, sprinkler system, exterior lighting, and manicured professional landscaping. Located within the sought-after New Trier High School district and near beloved Hubbard Woods amenities, this private east Winnetka estate offers space, sophistication, resort-style amenities, and close proximity to Lake Michigan, beaches, parks, shopping, dining, and transportation - an extraordinary opportunity in one of Winnetka's most desirable locations. Property is being offered AS IS.

The time is NOW to jump on this "southern charm" architectural beauty on exclusive Woodley Road. Beautifully appointed on a magnificent 1.5 acre lush lot with rolling greens, this estate is in prime position to be elevated to the next level of luxury. With over 8500 square feet of classic tasteful space over three floors of living, this house could never be duplicated close for the list price as the land value alone is worth at least $2 million dollars. Step inside to a grand foyer entrance where timeless black and white checkered marble floors meet a dramatic double atrium staircase wrapped in elegant wrought iron setting the tone for the architectural beauty that unfolds throughout. Gracious comfort exudes throughout this 13 room estate with that desirable southern exposure that allows natural sunlight to flood through the endless windows outlining the incredible backyard. Step down to a beautiful formal living room with a stone Parisian FP & custom French doors that open up to the cozy sunroom with picturesque windows overlooking the backyard. Finely appointed dining room with Visual Comfort light fixture layered with de Gournay wallpaper, antique marble fireplace and another set of French doors open out to the bluestone patio and deep backyard. Finely crafted white Chef's kitchen by O'Brien Harris with Villa Blanca marble, Clark & Barlow hardware, antique mirrored backslash and Holly Hunt pendents. Seamless transition to family rm ideal for cooking and entertaining at the same time. Command center mudroom, 2 powder rooms, and brand new laundry room also on this level. Two staircases lead the way up to large 2nd floor with intimate "Ralph Lauren" inspired den richly finished in restored paneled chestnut walls & handsome built-ins w/ dark marble FP. Large primary suite with room for even more expansion over porch is completed with Ann Sacks white bath and gracious marble FP with custom built-ins accented by a built-in window bench. 3 additional bedrooms with one being a large family bedroom w/ en-suite bath. The other 2 beds share pretty all white redone bathroom. Up to the oversized fully finished 3rd floor with 2nd family room and 2 beds ideal for in-law quarters or nanny. Lower level with mechanicals and ample storage space. The vibe of this home is effortlessly inviting-warm, layered, and livable across all 3 finished levels, seamlessly blending indoor & outdoor living. And with ample space to add a pool, the vision of true Southern comfort could be fully realized, elevating this already timeless retreat into a personal resort unlike any other.

Built to impress, this beautifully designed, custom crafted home is discreetly tucked in next to Crow Island Woods you will have nature at your doorstep and be perfectly situated on an amazing half-acre lot. This stunning 5 + bedroom, 6.3 bath home combines timeless architecture with thoughtful modern accents, offering a level of comfortable, elegant living in the North Shore's most sought-after location. Masterful custom cabinetry fills the bright, well equipped kitchen begging to be used for entertaining or casual family gathering. The primary suite boasts a view of the treetops and almost welcomes you out to the balcony which adjoins. The spa inspired primary bath has all the ammenities. When the weather starts getting nice the backyard patio extends the home to the outdoors and beautifully compliments the aesthetic. You really must see this home to appreciate how the approximately 6950 sq/ft on first and second floors and 2800 sq/ft of beautifully finished lower level can become the home of your dreams!

A Home That Redefines Scale and Lifestyle. With over 17,000 square feet of meticulously designed living space-including 7,500 square feet dedicated to main-floor living and entertaining-this residence represents one of the most comprehensive lifestyle homes ever built in Winnetka. Designed and built by noted builder, every element was curated for collectors, entertainers, and owners who value privacy, wellness, and architectural presence-without compromise. Designed with a timeless, classic architectural aesthetic and infused with modern innovation for 2026 living, this residence delivers true first-floor living and entertaining with every amenity required for builders "Five Star Living Every Day". The main floor estate amenities feature builders signature 50-foot art gallery with museum-quality lighting, a spectacular kitchen connected to outdoor entertaining, a 60-foot in-ground pool, dining capacity for 30, dine-in wine cellar, billiards and bar lounge, home theater, golf and sports simulator room, private office and den, wellness center with steam, sauna, whirlpool spa, cold plunge, massage room, and fitness center, and a luxurious primary suite, all on the main level. Situated on a rare one-acre lot in the coveted Crow Island School District, the 3 stop elevator to the second floor offers four ensuite guest bedrooms, with additional guest accommodations and extensive storage on the 10' ceilings lower level. Extensive landscaping and heated outdoor living spaces for entertainment and pool and outdoor spa fun complete this unique opportunity. Offered at $16,900,000. Serious inquiries only

Exceptional architecture meets thoughtful in this spectacular home with original design by Thomas Eddy Tallmadge and renovation design by Paul Konstant, all perfectly set in a park-like setting just steps from the shops, restaurants, train, and Hubbard Woods park and town. Four levels of beautifully imagined living spaces invite both grand entertaining and relaxed everyday living. Step inside the impressive front hall and discover a flowing first floor anchored by a gracious living room, elegant dining room with butler's pantry and a stunning custom kitchen. Here, custom cabinetry, a large island with seating for four, double dishwashers, dual SubZero refrigerators with freezer drawers, and double ovens (and a steam oven) create a true chef's haven. A sun-filled breakfast room with bay window frames serene views of the west terrace and lush lawn, while the adjacent family room with fireplace and grand scale opens to the grilling and dining terrace, making entertaining seamless. Additional first-floor highlights include a music room with fireplace, versatile sunporch/office with French doors to the terrace, two powder rooms, and a generous mudroom connecting to the three-car attached garage with a huge walk-up attic above. The second floor offers a luxurious primary suite, complete with a private sitting room with fireplace, large bath, and generous walk-in closet. Three additional bedrooms, an updated hall bath, and a convenient laundry room complete the second level. On the third floor, a light-filled getaway offers two more bedrooms, a hall bath, and a spacious bonus room perfect for play, work, or retreat. The fully renovated (and excavated) lower level is designed for fun and relaxation, featuring a media/recreation room, large playroom, entertaining bar, sauna, and full bath. With abundant storage across all four floors-including oversized attic and basement storage rooms - this home blends charm with true functionality. Outdoors, the expansive property lives like a private park, with terraces which are ideal for alfresco dining, summer gatherings, and quiet evenings surrounded by nature. All of this in an ideal 10+ location!

New magnificent transitional home situated on 1 acre picturesque lot with approximately 15,000 square feet finished space. Exterior is constructed of stone and limestone with slate roof which represents timeless construction. The house features 6 bedrooms, 7.1 bath, 4 fireplaces, spectacular Neff kitchen with top-of-the-line appliances including Sub-Zero refrigerators/freezers, luxury Wolf range, espresso/cappuccino machine, drawer style microwave, and much more, walnut library has a built-in desk and filing cabinets. Spectacular finished lower level includes entertainment room with fireplace and TV, refrigerated wine cellar, full size wet bar, media room with 4K technology, surround sound and leather reclining chairs, Sport Court. The house also offers security system, back-up generator. home is prewired for Smart home system. House has 3 stops elevator. This house has it all! Agent owned.

Perfectly nestled on one of Winnetka's finest enclaves, this stately 6-bedroom, 5.2-bath Georgian estate offers a rare fusion of architectural elegance, exceptional craftsmanship, and resort-style amenities. Set on nearly an acre of meticulously manicured grounds, the estate is introduced by a sweeping circular drive that highlights the home's classic brick facade, brand-new DaVinci slate roof, columned portico, and timeless symmetry. Together, these elements create a striking first impression and set the stage for interiors that exude sophistication at every turn. Step inside the grand "bookmatched" marble-floored foyer, where a dramatic staircase sets a refined tone for the home. To one side, the formal living room offers an inviting gathering space anchored by a marble fireplace, while the formal dining room is perfectly scaled for both intimate dinners and large-scale entertaining. A massive, richly paneled home office with dramatic coffered ceilings offers an impressive and inspiring workspace. At the heart of the home, the gourmet kitchen boasts professional-grade appliances, an oversized island, full wall of pantry storage, and a sunlit breakfast area all overlooking the magnificent pool and grounds. A butler's pantry ideally placed between the kitchen and dining room provides effortless entertaining. Just beyond, the kitchen opens to a cozy family room with a fireplace and wet bar, while French doors lead to an expansive covered terrace framed by graceful curved archways and cooled by ceiling fans. This spectacular outdoor living space features a brand-new outdoor kitchen fully equipped for grilling and al fresco dining, leading to the sparkling pool, surrounding patio and yard, creating a seamless setting for summer entertaining and secluded relaxation. A convenient first-floor laundry/mud room right off the 3-car heated garage with epoxy flooring and 2 powder rooms adds everyday ease. Upstairs, the elegantly appointed primary suite offers dual walk-in closets, a dedicated vanity area, and a spa-inspired bath with separate vanities and radiant heated floors. Four well-proportioned additional bedrooms, each with generous closets and either en-suite or adjoining baths, provide comfortable accommodations for family and guests. This level is further enhanced by expansive linen closets, abundant storage, and a dedicated luggage room. The impeccably finished lower-level rivals any private club, featuring a state-of-the-art home theatre, richly paneled billiards and game room, fully outfitted bar, expansive fitness studio, wine cellar, guest suite, and a dedicated woodshop for refined hobbyists or craftsmen. Located in one of Winnetka's most prestigious locations and served by its award-winning schools, this remarkable estate perfectly balances classic sophistication with modern luxury. Combining architectural pedigree, unparalleled amenities, and impeccably landscaped grounds, this is a home to be cherished for generations. Furniture available for sale.

Better than NEW! Impeccably renovated 6BR/5.2BA center-entry colonial set on an oversized (66 x 159) professionally landscaped lot. This four-level home features abundant natural light, oversized windows, wide room openings, custom millwork and gleaming hardwood floors throughout. Spacious rooms, a current layout, high-end finishes and thoughtful design exist at every turn. First floor includes a gourmet kitchen, butler's pantry, formal dining room, sun-drenched living & family spaces, a private home office, and handsome mudroom & full 1st fl laundry room. Upstairs, the luxurious primary suite offers a spa-like shower, double vanity and walk-in his and hers closets. Additional bedrooms are generously sized, one bedroom is en-suite and the 3rd & 4th bedrooms share a large hall bath. There is additional 2nd floor laundry for ultimate convenience. Fully finished lower level and 3rd fl provide flexible living space for extra BR's, recreation, guests, or work-from-home needs. Both floors have gorgeous full bathrooms. Exceptional outdoor living space includes brick patio, lush landscaping and private, fenced yard. A rare blend of classic charm and modern luxury in a prime location, just blocks to Hubbard Woods town, train, shops, restaurants, school, parks, the forest preserve bike and running trails. Easy access to downtown Chicago.

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. NO SIGN