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$3,025,000
5 Beds ⋅ 7 Baths ⋅ 12712818 MLS ⋅ CONTINGENT Status
Perfectly positioned in coveted East Winnetka, this exquisite newer-construction stone residence offers timeless elegance, thoughtful design, and over 6,500 square feet of luxurious living across four beautifully finished levels. Upon entering the home, you can almost feel the lake breeze and catch a sight line of Lake Michigan-a reminder of this home's premier location just moments from the shoreline. The stately limestone and stone exterior, crowned by a classic slate roof, creates an unforgettable first impression. Inside, a grand reception foyer welcomes you with soaring ceilings, abundant natural light, and beautifully proportioned living spaces that exude warmth and sophistication. The gracious formal living room, anchored by a handsome limestone fireplace, flows seamlessly into an elegant dining room designed for memorable gatherings. Tucked away for privacy, a richly paneled office with custom built-in bookcases provides the perfect work-from-home retreat or quiet library. At the heart of the home, the expansive family room overlooks the backyard and sports court, creating an effortless connection between indoor and outdoor living. The New Chef's Kitchen offers a generous center island with seating, premium appliances, coffee station and breakfast bar, and a sun-filled breakfast room wrapped in windows that feels like a year-round solarium. A newly added mudroom with custom cubbies and storage provides convenient access to the attached heated garage with epoxy flooring. The second floor offers a beautifully designed center hall layout with new laundry room, four spacious bedrooms, including an exquisite primary suite that serves as a private sanctuary. Complete with dual walk-in closets and a serene spa bath, the suite is designed for ultimate comfort and relaxation. Three additional bedrooms, including two with en-suite baths, provide exceptional accommodations for family and guests. The third floor is a destination all its own-a versatile retreat featuring a spacious bedroom suite, full bath, and a private rooftop sun deck. The fully finished lower level expands the home's exceptional living space with a large recreation room, custom bar, sixth bedroom, and full bath-ideal for overnight guests, a bonus room - ideal for a gym, or extended family living. Outside, the deep and fully fenced backyard is an entertainer's dream. A generous patio invites al fresco dining and summer gatherings, while the sports court provides endless opportunities for recreation and play. All of this is set on one of East Winnetka's most desirable blocks, offering an unbeatable lifestyle just moments from downtown Winnetka, the lakefront, parks, train, and award-winning Greeley Elementary and New Trier High School.

566 Willow Road, Winnetka
$1,725,000
5 Beds ⋅ 5 Baths ⋅ 12711173 MLS ⋅ NEW Status
Beautifully restored idyllic Victorian home expanded for today's living features a flexible floorplan with easy flow, generously sized rooms, dramatic ceiling heights, detailed millwork and plaster moldings, inlaid floors and an abundance of tall oversized windows. The lushly landscaped property highlighted by majestic oak trees is ideally located on a favorite east Winnetka street near lakefront beaches, shopping, restaurants, Metra, Greeley and New Trier East. The quintessential front porch welcomes you to sit and enjoy the view of the park-like lawn. The front entry opens to the foyer connecting the first floor rooms and a striking staircase. Grandly scaled great room sets the tone for the rest of the home, and offers a wonderful space for gathering and relaxing. The formal living and dining rooms echo the same gracious, comfortable style. An updated white kitchen with granite countertops has top appliances and opens to the family room with doors to the deck and paver patio. Second floor includes a stunning primary suite featuring a gorgeous bedroom filled with light, soaring ceilings, two walk-in closets, a luxurious spa bath and a lofted office above. Three additional bedrooms and two renovated baths complete this level. The third floor has treetop views, a bedroom, office and full bath. The lower level features a laundry room, playroom and storage. Very private back yard with two level deck and separate paver patio. Attached heated garage. Property sold "As- Is".

555 Cherry Street, Winnetka
$2,295,000
5 Beds ⋅ 7 Baths ⋅ 12697023 MLS ⋅ PENDING Status
Perfectly situated in the heart of Hubbard Woods, this bright 6 bedroom, 5.2 bath home offers an exceptional combination of timeless architecture, volume and one of Winnetka's most coveted walk to everything locations. Just steps from the Metra, walk to Hubbard Woods Elementary, Hubbard Woods Park, and neighborhood favorites including Mino's, Guanajuato, Spirit Elephant, Grateful Bites, & Graeters to name a few - this is North Shore living at its finest. Extensively renovated to 2026 standards, this home includes a kitchen overhaul with Taj Mahal honed quartzite countertops, full-height quartzite backsplash, an oversized island with seating, storage, an undermount sink, built in microwave drawer, Zephyr beverage refrigerator, updated hardware, and professionally refinished custom cabinetry. Premium appliances include a Sub-Zero fridge, Viking 8-burner cooktop, and Thermador double ovens. The kitchen has a defined area for a breakfast table, French doors with views of the deck and backyard. It flows seamlessly into the family room which features coffered ceilings, oversized windows, and a wood-burning fireplace. Exceptional scale and natural light define the rest of the main level, where 10-foot ceilings and oversized windows flood this home with natural light. A gracious foyer welcomes guests and opens to an elegant living room with a south-facing bay window and fireplace, a formal dining room, a private office with custom built-ins, a beautifully updated powder room, and a newly reimagined mudroom complete with heated floors and custom-designed storage. The second level has four spacious bedrooms, including a luxurious primary suite featuring two professionally designed walk-in closets and a stunning spa-inspired bath completed in 2026. Thoughtfully appointed with dual vanities, heated floors, floor-to-ceiling porcelain tile, an oversized soaking tub, walk in steam shower, and premium finishes throughout - the space offers the comfort and elegance of a luxury retreat. A second ensuite bathroom was completely renovated with a new shower, vanity, fixtures, heated floors, and designer finishes. The walk in laundry room features new quartz countertops, utility sink, refreshed cabinetry, and a new washer. Newly installed hardwood flooring throughout the second level completes the look. The third floor provides exceptional flexibility with a private suite featuring a full bath and walk-in closet, making it ideal as a guest bedroom, teen retreat, playroom, fitness studio, or second home office. The finished lower level has exceptional ceiling height and abundant natural light from four massive windows. This creates a living space that feels like an extension of the main level. Additional highlights include a spacious recreation room with fireplace, 1/2 bath, refreshed wet bar featuring quartz countertops, professionally painted cabinetry, and custom shelving, a generous billiards area, an oversized sixth bedroom with private ensuite bath-perfect for guests, an au pair, or multigenerational living. This exceptional home is move in ready and is three blocks from downtown Hubbard Woods!

1235 Scott Avenue, Winnetka
$4,200,000
5 Beds ⋅ 9 Baths ⋅ 12701871 MLS ⋅ ACTIVE Status
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!

1128 Mt. Pleasant Road, Winnetka
$2,795,000
5 Beds ⋅ 6 Baths ⋅ 12688601 MLS ⋅ ACTIVE Status
A rare opportunity to own a home on one of the most sought after, serene country-like settings on the North Shore. The house is just steps from the Indian Hill Golf Club and part of the coveted Indian Hill neighborhood. Be close to other magnificent homes and wooded and mature landscaping. Only one owner since home was completed on this property in 2012. Stately and traditional two story brick home with 5 bedrooms and 5.1 baths. The large finished basement with overly generous storage allows for a 6th bedroom. The basement has a full bathroom and space that is plumbed and ready for installation of a kitchen. Your eyes are drawn to the gracious two story foyer finished in marble. The rest of the first floor is finished in hardwood oak and cherry except for the family room that has plank flooring. The wel designed first floor has spacious living room, dining room, family room, eat-in kitchen, den and mudroom. The enormous primary bedroom is a tranquil retreat with spa like bath with jacuzzi and walk-in shower finished in travertine tile. The new owner will greatly appreciate the two walk-in closets located in this escape space. There are four other bedrooms on the second floor. Mature landscaping and brick pavers offer welcoming outdoor space. The driveway also boasts of brick pavers. Approximately 4319 square feet of above ground living space and 2066 below in basement for a total of 6385 square feet of enjoyable space. So close to schools, shopping, and even the beach. Enjoy the incomparable Winnetka lifestyle. Hurry, because this house, designed for everyday living and gracious entertaining, will not last long!

73 Locust Road, Winnetka
$4,949,000
5 Beds ⋅ 7 Baths ⋅ 12698685 MLS ⋅ ACTIVE Status
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.

320 Woodley Road, Winnetka
$3,200,000
5 Beds ⋅ 5 Baths ⋅ 12682485 MLS ⋅ PENDING Status
Tucked away in one of Winnetka's most coveted private roads, this exceptional 5-bedroom, 4.5-bathroom estate offers a prime spacious lot surrounded by majestic, mature trees. The property boasts an extraordinary setting that guarantees ultimate privacy while maximizing its unique geographic advantage. The home features dramatic, unobstructed vistas overlooking the historic Indian Hill Golf Course to the south and west, providing a picturesque backdrop of rolling fairways and breathtaking sunset views. Inside, the residence features large, sun-drenched rooms designed for both seamless grand-scale entertaining and comfortable family life. The expansive main living spaces are anchored by large windows that frame the lush greenery, effortlessly bringing the outdoors in. With five generous bedrooms and four and a half baths, the layout offers incredible flexibility for a primary suite retreat, dedicated home offices, or guest accommodation. This is a rare opportunity to own a private oasis with a world-class view in a premier Winnetka location.

48 Indian Hill Road, Winnetka
$2,099,000
5 Beds ⋅ 6 Baths ⋅ 12674124 MLS ⋅ PENDING Status
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.

920 Pine Tree Lane, Winnetka
$2,795,000
5 Beds ⋅ 5 Baths ⋅ 12677019 MLS ⋅ ACTIVE Status
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).

127 Glenwood Avenue, Winnetka
$4,995,000
5 Beds ⋅ 9 Baths ⋅ 12657418 MLS ⋅ ACTIVE Status

1380 Westmoor Trail, Winnetka
$2,395,000
5 Beds ⋅ 6 Baths ⋅ 12640779 MLS ⋅ CONTINGENT Status
Nestled on a charming, quiet, tree-lined street in Winnetka's highly sought-after Hubbard Woods neighborhood, 1482 Edgewood Lane offers the perfect blend of timeless style, modern functionality, and an unbeatable North Shore location-just steps from Nick Corwin Park, and less than a mile to town, train, and schools. Built in 2015, this stunning Nantucket-inspired newer construction home is beautifully maintained and thoughtfully designed with today's buyer in mind. Offering 6 bedrooms, 5.1 baths, and exceptional living space across four finished levels, this home truly has it all. A gracious foyer welcomes you inside, where hardwood floors, classic millwork, and abundant natural light set the tone throughout. The heart of the home is the gorgeous white chef's kitchen, which opens seamlessly to the inviting family room featuring coffered ceilings, built-ins, and access to the extra-deep (50' x 200') backyard - perfect for everyday living and entertaining alike. The main level also includes a handsome office with custom built-ins, elegant dining room, charming sitting room, and an ideal mudroom that connects to the attached two-car garage. The second floor features four spacious bedrooms and three full bathrooms, including a luxurious primary suite with soaring ceilings and a spa-like bath complete with heated floors, dual vanities, soaking tub, oversized walk-in shower, and two walk-in closets. The finished third floor offers incredible flexibility with a private bedroom suite and full bath-ideal as a guest retreat, office, or playroom. The lower level is equally impressive, featuring exceptional ceiling height, an enormous recreation room, wet bar, gym, sixth bedroom, and an additional full bath. Beautifully updated and impeccably maintained throughout, 1482 Edgewood Lane checks every box in one of Winnetka's most beloved neighborhoods. A truly special home in an idyllic setting.

1482 Edgewood Lane, Winnetka
$4,950,000
5 Beds ⋅ 7 Baths ⋅ 12283033 MLS ⋅ ACTIVE Status
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

32 Woodley Road, Winnetka



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