Winnetka IL Real Estate & Homes for Sale

Introducing an extraordinary masterpiece that redefines luxury living. Designed by renowned architect Paul Konstant, this contemporary farmhouse is a true marvel, surpassing anything you've ever encountered. Completed in 2016, this home boasts unique and exquisite finishes, including a professional-level tennis court and a wine cellar for your prized collection. No expense was spared in crafting every detail to perfection, highlighting the expansive and sunlit floor plan that sets the standard for seamless indoor-outdoor resort-like living. Meticulously engineered with state-of-the-art technology and minimalist sophistication, this home caters to today's discerning buyers. Step onto the heated circle drive and enter through the stately glass doors into the reception foyer, surrounded by panoramic windows that showcase the breathtaking views. The heated limestone flooring throughout adds an opulent touch, while the soaring ceilings create an air of grandeur. Off the foyer, you'll find separate mudroom areas, each thoughtfully designed with custom cubbies and convenient access to the 3-car attached heated garage. Indulge in the sun-drenched great room, the heart of this entertainer's paradise, seamlessly combining a gourmet kitchen, dining area, family room, and a full-size bar. The sleek chef's kitchen features galaxy-white waterfall countertops, island bar seating, and top-of-the-line appliances from Miele, Wolf, and SubZero. Additionally, a walk-in butler's pantry and storage pantry offers ample space for culinary endeavors. Soaring high above, the beamed ceilings create a visual spectacle that immediately captures attention. Crafted with precision and artistry, the beams traverse the expanse of the ceiling, adding depth, character, and a touch of warmth. The family room is anchored by a custom stone fireplace, window seats, and a fully equipped bar, all overlooking the heated courtyard patio, grilling station, and tennis court. The back wing of the home hosts four custom-designed bedrooms. The redesigned luxurious primary suite has vaulted wood ceilings, and two large walk-in closets and the bath boasts dual vanities, a soaking tub, and a walk-in steam shower. Bedroom two with built-in queen beds and an ensuite bath, and a hidden second-floor loft complete the picture-perfect accommodations. The third bedroom is currently set up as an office. Ascend to the second level to discover the ultimate 4th bedroom/guest suite, featuring a separate kitchen and sitting area. The finished lower level is where you will find the 850-bottle wine cellar where your passion for wine finds its perfect sanctuary - no detail has been overlooked, from the carefully selected materials to the expert craftsmanship. This temperature-controlled environment ensures optimal conditions for aging and preserving your most cherished bottles. The state-of-the-art cooling system guarantees precise temperature and humidity control, safeguarding your collection and allowing your wines to reach their full potential. In addition, the lower level has a spacious recreation room with a theater screen and a fifth bedroom with a full bath. Situated on one acre of meticulously landscaped grounds, this property embodies modern perfection. Experience resort-style living with this extraordinary outdoor patio, boasting not only a professionally designed tennis court but also an expansive fenced-in yard that will transport you to a private oasis of luxury. Don't miss this rare opportunity to own this breathtaking one-of-a-kind custom home.

Charming Dutch Colonial on a picturesque street in the coveted Hubbard Woods, 4 bedrooms, 2 baths, three levels. The first floor features a comfortable living room, dining room. The first floor den overlooks a spacious backyard. Three well-appointed bedrooms on the second floor. Primary bedroom faces east, 4th bedroom on the third level along with ample storage. Full size basement/mudroom, 2 car garage with overhead storage. Nestled on the border of Glencoe/Winnetka this premium location gives you easy access to the Metra, fine dining, shops, outdoor cafe, Hubbard Woods Park.

Welcome to this beautifully appointed all-brick home with picture perfect curb appeal nestled in the desirable neighborhood of East Winnetka. Just a stone's throw away from the scenic beauty of Lake Michigan and steps to Greeley Elementary, New Trier High School, train and town, this winner provides the perfect backdrop for all your needs. Highlights include graciously sized rooms, wonderful natural light, hardwood flooring, and a main floor library/music room. The well-appointed kitchen is a chef's dream, featuring a large island that serves as the centerpiece and gathering spot for family and friends. With its open concept design, the kitchen effortlessly blends into the inviting family room, creating a warm and welcoming space for relaxation and entertainment. The expansive primary suite features soaring ceiling height, private balcony, two walk-in closets and private bath with double vanities, whirlpool tub and separate shower. Three additional spacious bedrooms and 2 well-appointed bathrooms provide convenience and style, ensuring that everyone's needs are met. The incredible lower level with large recreation area, 5th bedroom/exercise room, office and storage galore. This exceptional home with an A+ location is truly a must see!

LOCATION, LOCATION, LOCATION! Think Nantucket, Martha's Vineyard - vibes! This charming cedar shingled bungalow home is in the heart of downtown Winnetka. Calling all 1st time homebuyers, down sizers, rehabbers, builders and more! Not many of these wonderful opportunities exist or are left in Winnetka. 6 bedrooms and 2 full bathrooms. 1st and 2nd floor with gleaming hardwood floors, 4 bedrooms on 2nd floor and 2 bedrooms -master & additional bedroom (could be used for an office) on 1st floor with bathrooms on each level. Lovely living room with fireplace and warm inviting sun room area. Has a back porch & deck. This home is on deep lot provides an opportunity to expand or enhance in the future. Here is your opportunity to renovate within the existing footprint add on -there's plenty of room on this 188 ft deep lot, or maybe tear down - the choice is yours. You can walk to Lake Michigan, train, schools, library, postoffice, restaurants, shopping, Starbucks, playgrounds, and more! Don't miss it - will go fast!

Pre demolition opportunity! Welcome to The Winnetka Trio, a rare, new custom designed development of 3 exclusive homes situated in the heart of Winnetka. This residence offers a primary bedroom on the main floor offered at 1,599,000 . This finely appointed 2 story home has a variety of customization options, exterior of Brick and Hardie board lending itself to easy maintenance. Featuring 3 bedrooms, 3.5 bathrooms and luxurious primary suite and gourmet kitchen is the perfect size ...a sought after design! Crafted by a fourth generation Northshore builder with more than 88 years of building expertise. Choose an architectural inspiration from classic to transitional. The crown jewel of The Winnetka Trio is its pristine location. Situated between 2 schools, nearby houses of worship, a short walk to town and the rare opportunity to have new construction in the Village of Winnetka. Property is currently under contract by the builder...sale is contingent on builder closing. SPECIAL FINANCING AVAILABLE Agent is related to buyer/seller

Pre demolition opportunity to select the perfect Ranch you've been waiting for!! This 3 bedroom 2.5 bathroom residence is designed with single floor living in mind. Amazing 2 story foyer and finely appointed finishes designed for your lifestyle. Crafted by fourth generation Northshore builder with more than 88 years of building expertise. The Winnetka Trio is a new custom designed development of 3 exclusive homes situated in the heart of Winnetka.The crown jewel of The Winnetka Trio is in a pristine location.Situated between 2 schools, nearby houses of worship, a short walk to town and the rare opportunity to have new construction in the village of Winnetka. Property is currently under contract by builder. Sale is contingent on builder closing. SPECIAL FINANCING AVAILABLE. Agent is related to buyer/seller

Beautifully renovated and expanded home on a gorgeous 177' deep lot offering an incredible fully fenced in back yard oasis! In this sought-after location, you can walk to town, train, schools, parks, tennis and golf! Open floor plan offers all of the rooms needed for today - 4 bedrooms, 3.1 baths - All new exquisite kitchen includes high-end stainless-steel appliances, large center island, crisp white cabinets and white quartz counter tops all opening to the large family room with sliding door access to your backyard for play, entertaining and gardening. The main floor also features a large living and dining room with fireplace, ensuite bedroom and powder room. The second level has three bedrooms including the primary suite with a walk in closet and gorgeous spa like bathroom. Lower level features a recreation room, laundry room and loads of storage. Detached two car garage. This home is bright and sunny - everything is new from electrical to the plumbing to the windows and mechanicals. Move right in and start enjoying life in Winnetka! Home is currently cheduled to be fully completed in two weeks.

Gorgeous & Timeless, Stately 2005 Mediterranean Style home in a rarely available location East of Sheridan on a private drive and just steps from the lake. This impressive 6 bedroom (plus in-law arrangement), 7.1 bathroom home is grand, yet inviting & comfortable & allows for a very flexible lifestyle. Whether it be entertaining large groups, working from home, intimate family gatherings or a variety of family living situations, this special home allows for them all. Magnificent, light-filled 2-story foyer with dramatic bridal staircase welcomes you into an open floor plan of living, dining and great room spaces, a beautiful, richly paneled library/office plus a window filled parlor room with coffered ceilings and wet bar. Large chef's kitchen has huge island with room for seating, white cabinetry and ample storage. Cooking & entertaining made easy with professional gas range plus 2 additional wall ovens, 2 dishwashers, full-size refrigerator & freezer, beverage fridge & built-in microwave. Substantial mud room area has extra stackable laundry and full bath for easy use of in-ground pool and spa and built-in outdoor kitchen. The 2nd floor flows flawlessly to large, elegant master suite with 3 walk-in closets, steam shower, bath and endless vanity space, 2 en-suite bedrooms, an in-law suite complete with a kitchen & bath, 2 additional bedrooms, a hall bath & 2nd laundry room. Enormous finished basement with home theatre, rec-room, gym, bedroom and full bathroom and an abundance of storage. Additional home amenities include private gated entry, professionally landscaped and beautifully manicured outdoor spaces, outdoor lighting, sprinkler system, heated garage and heated driveway, just to name a few. This spectacular home is built like a fortress, has a fantastic layout and amazing location and is a must see!!

Set on one of Winnekta's most coveted streets with the prettiest homes to admire, you naturally feel a "touch of country" with large lots filled maturely with manicured grounds. A canopy of beautiful trees naturally outlines the twists and turns of gorgeous DeWindt road. Close to an acre, this brick English manor home is perfectly set back with a long driveway and rolling green grassy lawns. This home was purchased in June 2022 with a plan to restore & rehab the fine architecture that this house exemplifies. Classic floor plan with formal entry that leads to spacious 1st floor with ideal room sizes. Original hand carved staircase sets the tone of what to follow from a design perspective. 2nd floor with 5 beds was in the works to bring to life. This house brings forward a different type of opportunity as its has already been prepped to start the rehab. The entire house has been gutted so the first step is already done. Now is your chance to bring your vision to life with your architect who can follow the outline of this space. A phenomenal opportunity to create something special all set in a prime A+ location steps to beloved Crow Island Elementary, New Trier & Loyola. It's a forever location that continues prove to be the most relaxed and private nook in town. Don't miss this exclusive opportunity if you love blending the best of the old & new.

Elegant, stately, and timeless describe this 6+-bedroom, 6.2-bath Neoclassical brick architectural masterpiece, custom crafted in 2005 by renowned designer Charles Page in one of North Shore's most prestigious communities. Set on 1.6 serene acres and tucked away on a secluded road overlooking a spring fed lake, this distinctive property located within the grounds of Indian Hill Country Club offers an exceptional lifestyle and delivers the best of both worlds blending old with new and numerous delightful updates. Gracious two-story light-filled foyer and grand curved staircase set the tone for this magnificent 8,880 square foot home with exquisite millwork and generously scaled rooms, two primary bedrooms (one on the first floor and one on the second floor), eleven-foot ceilings on the first floor and nine-foot ceilings on the second floor. An inviting living room boasts panoramic views of the dramatic rear yard and private tennis court, and a fireplace for keeping warm on chilly evenings. A light-filled formal dining room ideal for entertaining features Zuber wallpaper depicting 1830's French life in the United States. Handsome paneled library designed with the avid collector in mind offers gorgeous herringbone flooring and a fireplace for settling in with a favorite bestseller. The transitional style kitchen, fully renovated and completed in December 2022, features Cambria quartz countertops, Ann Sacks tiles, new cabinets, sinks, faucets, new bar with sink, new chandeliers, porcelain tile floors, high-end appliances, butler's pantry, island and breakfast area. A well-appointed first floor guest suite offers privacy and convenience. Fabulous, sun-drenched family room with fireplace opens to a screened porch with its own fireplace an expansive bluestone terrace that will evolve into a favorite space for cozy gathering and outdoor celebrating! The refined primary suite leaves no detail unturned and includes two separate baths and two fully-outfitted generous walk-in closets. A tastefully appointed second floor offers three additional bedrooms, two baths (1 ensuite and 1 Jack-and-Jill), spacious and convenient laundry room, an office/remote learning room, and finished flexible bonus room. Fantastic lower level offers flex space for remote work and includes an entertainment space, fireplace, wet bar, bedroom (or possible exercise/yoga studio), one and a half baths and ample storage. A rear staircase and elevator provide another layer of functional luxury. Elevator access to the third floor offers endless potential for multigenerational living or more office/remote learning space. Additional highlights include enhanced light and sound systems, Cat 5, and all rooms with cable and Wi-Fi. Dramatic majestic grounds, impeccable landscaping, refined al fresco dining space, and a full-sized tennis court combine with generous, light-filled living spaces and exceptional attention to detail to create an idyllic private oasis. Convenient to trains and prime shopping/dining. This home is served by award-winning New Trier Township High School.

Beautifully renovated classic white brick Tudor home on a Double Lot in Winnetka! Incredibly rare opportunity to live in a 5 bedroom 3.2 bathroom home on a 100X160 parcel on one of the most desirable streets in Hubbard Woods. In addition, do you need a perfect guest house or office space? This property features a grandfathered in coach house with a full kitchen, full bathroom, heat/ac, new marvin windows, and a cozy fireplace (475 SF). It's located just 2 blocks from everything in Hubbard Woods; the train, restaurants, shops, the Elementary School (K-4th), and parks. 1162 is a quality home with high end finishes such as cedar shake roof, copper plumbing, renovated primary bathroom, gorgeous timeless kitchen, plus a beautiful yard with extensive landscaping. Spend the summer living in the beautiful screened in family room with white wood beamed ceilings and a stunning brick herringbone floor. The first floor opens to a living room filled with beautiful windows surrounding a gas fireplace. It flows into a large dining room and a moody oak paneled office or den. There is a great breakfast nook off the dining room that flows into the renovated kitchen finished less than 5 years ago. Fall in love with the soft gray custom designer cabinetry, white high-end quartzite countertops, 2 sinks, 2 Bosch dishwashers, large Kitchen Aid refrigerator, Thermador Oven plus all new Marvin windows and flooring in the kitchen. The second floor has a spacious primary suite with beautiful lattice detailed windows and a fabulous 16x8 walk in closet! There is also a renovated primary bath with heated floors, steam shower, and a double vanity. This floor also features 2 bedrooms that adjoin to a charming light filled sunroom making it the perfect recreational space. These bedrooms share a full bath with walk-in shower. The home features a great 3rd level with 2 more bedrooms and another bright white bathroom plus a great cedar storage closet. The finished lower level has a great open space for watching its home theatre system plus it includes a wet bar with refrigerator and sink, an additional bathroom powder room, 2 storage rooms and a spacious laundry room. Professionally landscaped yard with tons of outdoor lighting and a flagstone patio and pathways plus a sprinkler system. Two car tandem finished garage. Great potential to also expand as the home includes more allowable FAR.

This new construction (from ground up) presents a sophisticated design with a sleek curb appeal. Contemporary living adheres to a few principles which define the simple aesthetics of open floor plans, clean lines and abundance of natural light in each space. The flawless floor plan offers four bedrooms, three full bathrooms, two powder rooms, a laundry room conveniently located on the second floor, a mud room with plenty of storage, and a spectacular chef's kitchen with state of the art appliances, a built-in coffee maker with beverage center, an ample island and a walk-in pantry, in addition, the open floor plan with adjoining kitchen and a living room is connecting the indoors with outdoors, leading to an outside patio with wood burning fireplace. The top to bottom staircase is a show stopper! The second floor serene primary suite will elevate your lifestyle with a sizable walk-in closet and a spa-like bathroom. The high ceilings lower level, with heated floors throughout, filled with natural light, specious family room, a wet bar, and a walk-out to the back yard. Carefully picked details make the design one of a kind! This property is located within New Trier's premier school district in the heart of town. In Addition, this outstanding new construction spec house offers a heated driveway and garage!

REIMAGINED LUXURY - Immerse yourself in the exquisite transformation of an English manor estate nestled on a private lane within one mile of Winnetka's town center. 35 Indian Hill was extensively renovated (exterior and interior- see upgrades under additional information) in 2017 and 2021. Set on approximately 2.3 acres of lush grounds adorned with a fountain, swimming pool, and a spring fed lake, this home has been meticulously redesigned to meet the highest modern standards. As you step into the grand foyer, a circular stairway greets you. Beyond the dramatic entry lies the dining room, adorned with hand-painted country scenes, custom silver leaf paper, and new lighting fixtures that create an enchanting ambiance. The living room, featuring original bookshelves and a fireplace, seamlessly leads to the preserved oak paneled Library/Game Room reminiscent of classic English architecture. The Pine Room, a cozy and inviting space, beckons for fireside movie screenings or sipping cocktails on warm summer nights, with the doors open to the outdoors, perfect for entertaining. Adjacent to the formal dining room, the Modern Bar & Butler's Pantry boasts a nickel sink, Subzero beverage drawers, wine storage, and custom cabinetry all leading to the contemporary kitchen. Vibrant variations of blue adorn this culinary haven, featuring a separate pantry, leathered Dolomite stone countertop on center island and custom cabinetry and lighting. Top-of-the-line professional chef appliances, including a Wolf double range, two Bosch dishwashers, True commercial refrigerators, a Subzero freezer, ensure that cooking becomes a true delight. The adjoining eating area seamlessly transitions to a glass conservatory overlooking the brick walled garden to ensure privacy. The casual family room opens up to inviting terraces outside. Ascend the grand stairway to the second floor, where the reimagined primary bedroom wing awaits, boasting two walk-in closets, a sitting room with a fireplace, and a luxurious bath featuring a soaking tub overlooking the grounds, a separate steam shower & commode room along with custom millwork cabinetry/drawers topped with double sink stone vanities. Two additional bedrooms (and a third shown as home office) each with new ensuite baths, and a generous gym that is sure to inspire, complete the second floor. The third floor boasts two light-filled bedrooms that share a full bath, accompanied by a cedar closet and a large multi-purpose room. The basement encompasses several storage rooms, a half bath, and a second full laundry area and allows for exterior access. All these features & benefits ensure that every aspect of comfortable living is accommodated. No detail has been overlooked in this exceptional home. Additional features include an oversized 4-car heated garage, an elevator, heated floors, professionally designed interiors, new zoned HVAC, a new slate roof, smart technology lighting, and custom built-ins throughout. This residence provides four seasons of indoor/outdoor living: endless gardens to stroll, afternoon swims in the summer, brisk ice skating in the winter on the pond, and touch football games surrounded by fall colors. This truly one-of-a-kind property presents limitless possibilities and is certain to captivate discerning buyers seeking unparalleled luxury and privacy.

Welcome to the #1 Prospect in East Winnetka! This new construction gem will be beautifully situated on a wide property (100x150) just 3 blocks to the beach, and 4 blocks to the finest restaurants in Winnetka. The proposed plans feature a board and batton and stone home with a welcoming front porch, that will fit perfectly into the neighborhood. Step inside to discover a flexible and open floor plan, thoughtfully designed to meet the needs of modern living. The heart of the home is a gourmet chef's kitchen that flows into the inviting family room and living room with double-sided fireplace and built-ins. Adjacent to the living areas, you'll find a sophisticated dining room and a custom-built library, complete with a cozy fireplace. Enhancing convenience, an expansive mudroom and a three-car attached garage provide ample storage and organization options. Ascend the light-filled staircase to the second floor, where four spacious bedrooms await. The crowning jewel is the primary suite, boasting his and her walk-in closets and a luxurious marble master bath with heated floors. The attic floor features a fifth bedroom suite that enjoys ample light. The lower level promises endless entertainment for the entire family. Discover an exercise room overlooking a deep sport court with soaring 17-foot ceilings, a media room for cinematic experiences, a wine room for connoisseurs, a basement bar for social gatherings, and a sixth bedroom for guests or extended family members. Outside, the expansive yard is your own private oasis with a covered porch and an exterior fireplace. Work with our team to customize this home to your to fit your unique lifestyle!

Trends come and go, but a classic red brick English manor home lasts for a lifetime. Situated on over 1 acre of immaculate grounds with a beautiful circular drive that highlights the front glorious green yard, this forever homes delivers incredible value. Enhanced by notable architects Liederbach & Graham w/the finest craftsmanship: mahogany flrs, custom millwork & made to suit cabinetry. Expansive first-floor floor plan with handsome, walnut office w/built-ins & FP, billiards rm & private den with vistas of the backyard create an natural sanctuary. Step down from the foyer into the oversized living rm with a double-sided fireplace and solarium with French doors allow for endless entertaining. Gourmet kitchen w/ custom Shackleton Cabinetry & atrium rotunda that opens to elegant breakfast room with french doors overlooking pool w/ blue stone patios. Warmly appointed family room outfitted beautifully with custom paneling, FP & oversized windows. 2 powder rooms, wet bar, mudroom with access to 3 car garage also on this level. 5 beds on 2nd floor w/ primary wing with 2 walk in closets & oversized spa bath. 4 additional bedrooms on this level 2 with loft space share the hall bath and 2 other ensuite bedrooms. Incredible grounds with pool and spa accent this special home. Truly an unique opportunity with only upside to bring to another level of sophistication & grandeur. Brand new roof was just completed in APRIL. Not to be missed in this premier Winnetka enclave... start your living well today!

When the curb appeal of a house is so exquisite, it speaks for itself! This is the most exquisite full house restoration in the entire North Shore. The flawless blend of a carefully selected hue of French light blue shutters against the timeless beauty of lime-stained white brick, all framed by a pebble stone motor courtyard creates a timeless vision of architectural perfection. This magnificent North Shore estate possesses an undeniable "IT factor" that sets it apart from the rest. This is just only the beginning to describe this award winning home set on "Versailles like" manicured gardens on 1.3 acres with a flawless 6 star FULL house renovation & addition w/ a 3-car attached showroom style radiant heated garage. The reawakening of this classic S.S Beman home is brought to modern day excellence by the vision of notable architect, J. Lawton Thies. Step inside to the captivating foyer as your eyes wonder through the double Dutch door with the site of the matching cabana house & pool in the distance surrounded by marvelous gardens, enchanting dining patios & scalloped grey and white stripped accented awnings. Boutique hotel vibe radiates from the pool cabana house with WB fireplace, white marble bath, laundry and kitchenette with great room. From the French inspired light blue & white O'Brien Harris kitchen accented with Borghini marble countertops & backsplashes, Grand Palais La Cornue range and a buffed zinc paneled hood bordered in polish nickel to the conservatory with a botanical themed hand painted mural, tumbled white & black checkered marbled heated flooring overlooking the Parisian fountain and splendid rose beds, there is not one room that isn't extraordinary. Over 11,000 square feet of pure luxury with stunning natural sawn oak floors with new subfloors, meticulously restored plaster moldings, French Regency windows with brass hardware, and exquisite marbles and stones, every detail speaks of opulence & elegance in this extraordinary space. Expansive snow melt driveway, heated garage flooring w/lift system, all new low voltage lighting & engineering brings this home right up to todays speed. Experience a house renovation that was executed to outshine all modern day needs with 6 bedrooms including a primary with separate his/her marble baths, dual laundry, separate entrance wing in-law suite w/ full bath and the best in class & finishes. It's all here with even a creme de le creme location for all schools; Crow Island, FHC, Loyola, NSCD and New Trier. Privately off Hill Road in it's own world of tranquility with a sensational southern facing orientation, this North Shore estate is the perfect blend of old grace & modern day elegance. This is estate turn key perfection...and it is THIS that is extremely rare in the entire North Shore!

Your home awaits at 839 Locust. Beautifully set on a desirable street in Winnetka. Step up to the cozy front porch that's great for warm weather days and evenings. The first floor offers a charming living room with fireplace and built-ins that leads to a sun room with gorgeous views of the neighborhood and loads of light. The formal dining room leads into the light filled breakfast room that looks out onto the backyard sanctuary with a fabulous firepit sitting area and deck. The gourmet kitchen is designed for convenience with custom cabinetry, all stainless steel appliances and stone countertops. The second floor has 4 well sized bedrooms and 2 full baths. The incredible third floor features a sprawling primary suite with souring ceilings, a nicely appointed bath and walk in closet. The basement has amazing storage and rec space. Great walkable location - don't miss this Winnetka gem! Fireplace/chimney sold as-is.

Nestled in the highly coveted downtown Winnetka, this remarkable residence enjoys an unrivaled location mere steps away from the Metra train stop, library, upscale shopping, fine dining establishments, exceptional schools, and lush parks. This quintessential American home places you right in the heart of the vibrant community, where every convenience and indulgence are within effortless reach. As you step inside, a gracious foyer welcomes you, setting the tone for the warm and inviting ambiance that awaits. Hardwood floors grace the entire home, complemented by crown molding that exudes an air of timeless elegance. The living room boasts a captivating brick surround fireplace, framed by beautiful stained glass windows that infuse the space with a kaleidoscope of hues. Plantation shutters adorn the windows, allowing you to control the natural light that fills the room. An arched entryway leads to the oversized dining room, adorned with chair rail moldings, providing an exquisite setting for memorable gatherings. The all-white kitchen is a culinary haven, featuring ample cabinetry, spacious countertops, and an island that offers both functionality and style. With its thoughtful design, this space invites culinary exploration and creativity. A convenient mudroom with organizers, a full bath, and a butler's pantry complete the first floor, ensuring optimal practicality and seamless everyday living. Ascending to the second floor, a bright and roomy primary suite awaits, adorned with exquisite built-ins and boasting a deep closet to accommodate your wardrobe and more. Three additional bedrooms offer versatility and comfort, while an updated hall bath with heated floors and a linen closet epitomizes the attention to detail evident throughout the home. The third-floor bonus room presents a wealth of possibilities, whether it be transformed into a second master suite or utilized as an additional living and entertaining space, catering to your unique lifestyle. The versatile lower level features a walkout to the backyard, unveiling a fifth bedroom, a full bath, an updated recreation room, and ample storage. This level seamlessly blends form and function, providing additional living space and catering to various needs. Other noteworthy highlights include a roof installed in '05, space pac system'04, copper plumbing, two-car garage '13, newer windows, water heater'16, updated appliances, freshly painted exterior '21, new dryer '22, new porch screens in '23, a fenced yard, and more. This exceptional residence embodies the perfect blend of timeless charm and modern upgrades, offering a luxurious and convenient lifestyle within the heart of downtown Winnetka. Embrace the opportunity to make this house your home, where cherished memories await and a community of sophistication and allure embraces you at every turn.

Designed by prominent Winnetka architect H. Gary Frank, this New England shingle-style home offers timeless elegance alongside all the modern conveniences. This 5+ bedroom home in a prime location is walking distance to schools, beaches and Winnetka & Hubbard Woods village centers. The first floor offers a living room, office with built-in bookshelves and pocket doors ideal for work-from-home, a large dining room, butler's pantry with wine refrigerator and guest powder room. Southern sunlight streams into the family room & kitchen which both overlook the patio & backyard. The bright kitchen offers classic white cabinets, high-end appliances, and an island with seating. The dining area, with a vaulted ceiling, is surrounded with windows. Both the kitchen & family room have sliding glass doors that lead to the bluestone patio with built-in grill. The mudroom has plenty of space for all the coats & gear and a family powder room. On the second level, the primary suite offers a private oasis with separate bedroom, two walk-in closets, bathroom with large soaking tub, two individual marble vanities, steam shower & heated floor. There are three additional ensuite bedrooms & a laundry room on this level. On the third floor, there is a 5th ensuite bedroom which could also serve as a second light-filled office. The lower level boasts 10' ceilings, a huge family room, theater, exercise room, a 6th bedroom and full bath, and abundant storage space. This newer home provides the ideal combination of comfort, convenience, relaxed elegance and Winnetka amenities.

Step into the elegance and impeccable craftsmanship of 674 Prospect, a stunning Tudor Revival neoclassic residence in sought-after East Winnetka. This prestigious home boasts generous setbacks on a prestigious street, providing a peaceful oasis away from the hustle and bustle. A walking path just across the street leads you to Sheridan Road and Maple Street Park/Beach, bringing you mere steps away from the breathtaking lake. With over 10,000 square feet of thoughtfully designed space, every inch of this residence has been optimized for perfection. The foyer sets the stage, with a custom millwork staircase hugging the wall, drawing the eye inward and outward. Detailed millwork defines each room transition, while strategically placed windows and doors enhance the exterior's visual appeal, flooding the home with natural light from morning to evening. The genius floor plan ensures seamless traffic flow, offering multiple pathways on the first floor where most activity occurs. An discreet elevator whisks you effortlessly from the lower level to the second floor. Stepping outside, you'll find a dedicated doggie run with river rocks, a generous bluestone terrace featuring a grilling island and a cozy seating area under the pergola. The lushly planted garden is nestled behind the pergola, surrounded by tall trees and exquisite landscaping for privacy and tranquility. A side driveway leads to a discreet one/two-door garage, keeping cars out of sight and providing ample storage space, along with a convenient dog wash station. No expense has been spared when it comes to materials, with hand-scraped random plank white oak floors, limestone, and marble throughout. The bathrooms, breakfast room, and mudroom offer heated floors for added comfort. The gourmet kitchen is a culinary masterpiece and a gathering hub, featuring a honed Calacatta marble-clad island with storage and heating elements. Double ovens, a Viking cooktop, two dishwashers, a 48" SubZero refrigerator, a drinks fridge, and cooling drawers cater to your every culinary need. French doors lead from the kitchen to a charming breakfast room with captivating backyard views, while adjacent French doors open to a library/office adorned with a cozy fireplace. The formal living room with a bay window and fireplace seamlessly transitions to an elegant wet bar and a comfortable family room with its own fireplace. French doors in the dining room open to a loggia, creating a delightful breeze. A butler's pantry serves the dining room, providing an excellent service area. Ascend the staircase to the primary suite, featuring a fireplace and a seating area at the top. Custom built-ins and closets lead to the expansive bath, boasting his-and-her vanities, a freestanding soaking tub, and a separate steam shower, all adorned in muted marble tones. Four additional bedrooms with en suite baths and a laundry closet can be found on the second floor, while the third floor offers a sixth bedroom with a seating area, an en suite bath, and additional attic storage. The lower level of this home is an entertainer's dream, offering a home theater, a bar/wine room, a game room, a cozy family room with a fireplace, a fitness room with a sauna, a spa massage room, and even a gift wrapping room. There are countless more features and benefits to discover at 674 Prospect, making this home a truly special opportunity that exudes class and elegance. Located just a short walk from retail, shops, restaurants, the train station, and most importantly, the lake, this residence embodies the epitome of East Winnetka living.

Classic Hemphill home on .34 of an acre overlooking Crow Island Woods, in Winnetka. Conveniently located within steps of Crow Island Elementary (K-4th), Skokie/Washburne School (5th- 8th), and only blocks from downtown Winnetka, the Metra train, and park district facilities (par-3 golf course, tennis courts, indoor ice arena and sport fields). Marble foyer opens to oversized living room and separate formal dining room. Cozy family room with built-in shelves, bar, gas fireplace, and sliding doors to stone patio. Chef's kitchen with top-of-the-line appliances, custom cabinets and breakfast room with easy access to professionally landscaped yard by Chalet. Desirable floor plan with 5 bedrooms and 3 full updated bathrooms on the 2nd floor. Finished lower level with recreation room and ample storage. Attached two car garage, powder room and first floor laundry room with ice maker. Recent improvements include new roof, tuck pointing, new front door, garage heater, new sewer line, sump pump and much more. No detail has been spared in this meticulously maintained home!

Just south of downtown Winnetka and Tower Rd - Ideal investment property. This single family home is zoned for multi-family. Village of Winnetka will allow a two unit here. Add on to existing property or start from scratch and build modern two unit for maximum residual income. Lovely home with an abundance of windows, filled with natural light, is ready for new owners. Step in and see the classic hardwood floors in the Living and Dining areas and the brick fireplace with two accent windows. Step saver Kitchen is nicely updated with plenty of cabinets and a corner breakfast counter. First floor includes two bedrooms with hardwood floors and a full bath. Second level features a separate bedroom, a reading nook with storage space and larger common area at the top of the stairs. Unfinished basement offers laundry, a half bath and abundant space for storage and a home gym. Fenced backyard features a fabulous patio area to enjoy the seasons. Large 3 car parking area with access to/from Green Bay Rd. Ideal location for anyone wanting to escape the city life, walk to Metra station, making Chicago commute convenient. Minutes away from 94. Spend time in nature, on all the trails for hiking and biking through nearby Cook County Forest Preserves. Short walk to Tower Road Beach and Lake Michigan for summer fun.

Coming Soon! Come relax and enjoy this stunning southern colonial situated on exceptional 1.67 acres of landscaped grounds with views and access to glorious spring fed lake. Welcoming foyer opens to an impressive living room with fireplace overlooking the terrace, grounds and lake. Inviting dining room is the perfect setting for any occasion. Striking family room features a vaulted ceiling, wet bar with wine refrigerator, and full bath. Cook's kitchen is highlighted by an island, fireplace, custom wood cabinets, high-end appliances and breakfast area. Handsome library with fireplace is well located for privacy. Serene primary suite includes custom built-ins, walk-in closets, luxurious bath and restful views of the terrace, grounds and views of the pond. The second floor is complete with three bedrooms, two full baths, and access to covered balconies. The lower level offers a rec room, fireplace, storage, and an outside entrance. Additional highlights include generous first floor laundry/mudroom, hardwood floors, 2 car attached garage, and circular drive.

Stunning new construction home by local builder with over 30 years of custom home building! First floor includes an open floor plan with Chef's kitchen full high end appliances, custom cabinetry & massive island. Kitchen flows into the family room with a modern gas fireplace perfect for a relaxing winter evening with the family. First floor also includes a full laundry & mud room, a large library/office, dining room & powder room. Second floor greets you with a large Primary bedroom suite with a spa quality bathroom & three additional large bedrooms with two bathrooms including one Jack & Jill bathroom configuration. Second floor also includes laundry room #2. Third floor has a space for a 2nd office, another bedroom or a playroom as well as another full bathroom & plenty of additional storage. Lower level is ready for entertaining with a spacious rec room & wet bar, another full bathroom, a large future exercise, storage or craft room & a massive bedroom. Natural white oak flooring & a lot of natural light throughout 1st, 2nd & 3rd floors. Modern finishes & craftsmanship throughout. Occupancy expected mid August 2023.

The PINNACLE of lake living on the North Shore ...there is nothing more majestic than 445 Sheridan. Magically set on the premier in-town "Sheridan to Shore" block in Winnekta, this Spanish influenced Villa proves that land & location have only gotten more valuable with time. Behind the scrolled wrought iron gate entrance, a magnificent rare gem sits on over 2.2 acres, as there are only a handful of lakefront lots over 2 acres, with a breathtaking sandy beach that historically has remained large, stretching over 165 feet. Incredible manicured resort level grounds accented with a full 2 story cabana house by notable architect Paul Konstant with elevator, custom bar w/ mahogany coffered wood ceilings, 2 full kitchens and 2 beds/ 2 baths. Be prepared to be taken away by the hotel-level pool experience with the sound of the fountain in the background allowing for the most peaceful & tranquil setting. Built in 1912, the main house is glorious and reminiscent of the time where entertaining on Lake Michigan was a true way of life. Grand foyer entrance that allows the perfect postcard view of the lake with a double atrium staircase accented with braided columns, matching arched casings, and fireplace. Served once as the reception hallway, this is one of the best rooms in the house with the sunrises and lake breezes through the screened-in french doors that lead to the cocktail patio. Terrace steps down to the exquisite table land which leads to a flat, full length patio from north to south perched above the beach. This is the most captivating place on the entire property with a flash of not believing this is really Lake Michigan. Short way down from patio to the beach making this property the ideal place to bring a whole new level of entertainment to fruition. Almost all rooms on the 3 floors face the water allowing for incredible natural light from the lake reflections. Formal spaces on 1st floor set up for how parties used to flow. Grand living room with imperial ceiling details, 10 foot ceilings, curved corners with display areas leads to informal family room with panoramic views. Enchanting dining room with intricate hand molded ceiling, 5 chandeliers and separate solarium breakfast area allowing dining to informal to formal. Separate kitchen, walk in pantry, office space is the ideal place to take this new home to 2022 standards. 2nd floor just rehabbed with primary master suite side with sitting room, w-i-c, spa bath and bed with 180 degree views of lake. 3 additional beds with new quartz baths. 3rd floor was the formal ballroom with exquisite lake views, ripe for all new living space. Elevator to all 4 floors. Lower level hides one of the best speakeasy bars out of a Hollywood movie set. If these walls could only talk, the stories would write a book with a custom bar, built-in lounging booths couches, custom plastered mosaic ceiling with hand painted & mirrored tiles. Huge rec room with billiards area, sauna and full bath. 445 Sheridan brings endless opportunities for those that see the value in what this estate is... the pinnacle of lakefront living, once owned by notable Chicagoian W. Clement Stone and now ready for the next new chapter of success and beauty.