Winnetka IL Real Estate & Homes for Sale

This mobile home features 3 bedrooms and 2 bathrooms and is located within the desirable Glenview School District. The home offers an large kitchen with an additional eating area, in addition to the large dining room. A laundry room is right off the kitchen. The master bathroom includes a full bath. Two additional bedrooms round out this spaces 45X25 mobile home. The furnace and boiler are newer. Exterior features include a side driveway and yard with shed for more storage. The community provides residents with access to a clubhouse, fitness center, and a park conveniently located near a walking path. The lot rent is $1397.83 per month, and please note that rentals are not permitted. The location offers easy access to shopping, entertainment, and public transportation. Please note that the home is being sold as is.

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.

Centrally located in a premiere "get to everything" A+ location, this quintessential North Shore coastal shingle home delivers the best of both worlds. Thoughtfully remodeled and reimagined by notable North Shore architect Paul Konstant that beautifully blends classic character with a refreshed, modern floor plan that marries timeless architecture with designer-perfected living. Step inside to a gracious foyer that opens to the formal living and dining rooms. Sun-drenched living room shines with restored original built-in bookshelves & accented by WBFP with a fab Chicago common brick surround creating a warm welcome. Living room flows effortlessly into stoic Polo lounge/office painted in a cozy Farrow & Ball liquorice, custom built-ins, huge bay window, custom Ralph Lauren window treatments & classic window seat. Elegant dining room, bathed in natural light, connects seamlessly to the butler's pantry opening to the Chef's kitchen - the hub of this extensive first floor. Crisp white cabinetry, s/s appliances, an oversized breakfast island outfitted in gorgeous Villa Bianco marble with seating for 4. Directly off the kitchen, mudroom with back door entrance and 2nd powder room. Bright breakfast room bathed in light w/ thoughtfully designed built-in command center connects directly to the new phenomenal Great room addition with soaring vaulted ceilings, intricate trim work, a window bench flanked by custom built-ins, a soapstone surround FP, and French doors that open to the covered back porch with FP that overlooks the lush, beautifully landscaped 1/2 acre grounds. Second floor with 4 bedrooms: two share a Jack & Jill bath, one ensuite, and bedrooms two and three share a cheerful sun-drenched tandem room with custom built-in desks - a perfect homework space or kids' hangout. Large primary suite is a true retreat with a stunning newly redone spa bath featuring Ann Sacks tile, thick white marble counters, soaking tub, dual vanity, and a marble-clad walk-in shower. Large walk-in closet and best yet, a private second-floor balcony. 3rd floor with 2 additional bedrooms that share a hall bath - ideal for guests. Incredible new lower level dug out with radiant heat, soaring ceilings with natural light in the large rec room. Pretty full bath with caesarstone grey c-tops, subway tile, and white cabinetry. HUGE storage space on the unfinished side with craft area and ample closets. Just steps from town, train, and all schools including Faith Hope, NSCD, New Trier & Loyola, 213 Linden is the kind of home that feels magical in every season - from summer nights in the backyard to cozy holidays by the fire. A timeless Winnetka classic that is turn key charming all American beauty!

Sought-after & rarely available 2 bedroom, 2 bath condo with a family room at Meadowlake overlooking the pond. This lovely unit features a spacious living room / dining room combo that has floor to ceiling windows and sliders that open to the private balcony with beautiful pond views. The kitchen has an eat-in area, and the family room offers more living space. There are 2 nicely sized bedrooms including the primary suite that has a huge walk in closet and the primary bath has a whirlpool tub and separate shower. In unit washer and dryer. The heated garage has 2 parking spaces & an additional storage unit. You will love the amenities at Meadowlake that include a clubhouse with a party room, an indoor pool, a spa, an outdoor patio and exercise room. 5020 Arbor Lane is conveniently located and is close to town, shopping, restaurants & bike trails. Easy access to the expressway. Award Winning & Top Rated Schools. Sorry no dogs and no rentals.

Newer Construction New Trier - 4BR with Finished Basement! Don't miss this exceptional opportunity to own a beautifully updated home in a premier location - just steps from playgrounds, shops, restaurants, and the forest preserve. Thoughtfully refreshed in 2025 with high-end custom finishes, this sun-filled home features gleaming hardwood floors and 9-foot ceilings on every level. The main floor offers a spacious living room with a cozy fireplace and views of the brand-new Trex deck with gas grill hookup and a private backyard - perfect for entertaining. A formal dining room with tray ceiling, bright breakfast nook, and welcoming front porch provide multiple spaces to relax and enjoy. Upstairs, you'll find four generous bedrooms, including the convenience of a second-floor laundry room. Zoned HVAC provides year-round comfort. The finished basement adds 600+ sq ft of versatile living space with multiple egress windows, dual sump pumps with backup systems, and a Generac generator for peace of mind. Additional upgrades include elegant Hunter Douglas plantation shutters throughout and durable Hardie cement board siding. A truly move-in-ready home in a sought-after location!

The Landmark! This sun-filled end-unit townhome offers privacy, space, and exceptional updates throughout. Enjoy a gracious circular floor plan with a dramatic 2-story foyer, cathedral ceilings, and beautiful hardwood floors. A handsome main-level den, cozy family room, inviting living room, and charming solarium/sunroom provide multiple spaces to relax and entertain. The spectacular home features 3 fireplaces, updated SS appliances, Crown moldings. The spacious primary suite includes a walk-in closet and, Private wood terrace, attached 2-car garage, and main-level laundry add convenience. Set in a prime, peaceful location within a well-managed community close to New Trier schools, forest preserves, town, and transportation. A rare opportunity in one of Northfield's most desirable developments

Sought after, recently updated home with calming treetop views. Meticuliously maintained 2 BR, 2 BA (new in 2025) home w/1-car garage presents wonderful blend of light and design. Sliding doors off both master and living room lead to spacious private deck overlooking the serene landscaped courtyard. Updated kitchen (2018) with Juliet balcony delivers natural light for cooking, coffee or relaxation. Abundant closet space throughout unit with well maintained grounds, visitor parking and access to beautiful community pool. Walk to restaurants, bars, parks, shopping, trails, and top-rated schools. Conveniently located near beaches, Winnetka, Wilmette and all the North Shore has to offer. Great Schools! New Trier! Pictures on this site uneditable so don't do justice... must see!

Welcome to 185 Happ Road, a beautiful Split-level in New Trier School District! The modernized kitchen has been opened out to the dining room and has Shaker Maple Cabinets, SS Appliances and granite counters. The second level has 3 Bedrooms and a modern shared full bathroom. Big lower-level family room has great light and views of the spacious backyard, plus an additional, flexible room; currently being used as a workout room but also makes for a great bedroom. The big surprise, the lowest level is finished too. Great additional space that you can decide how to use, home theater, recreation room, office, the possibilities are endless. Updated windows and floors on every level, copper plumbing, overhead sewer, drain tile & sump and new HVAC in 2024. The inviting backyard is a spacious and peaceful oasis. Easy walk to NT 9th grade campus, boutique shopping at Northfield Village Center, and everyone's favorite, Three Tarts Bakery. The perfect balance between comfort and convenience.

Beautifully reimagined in 2023, this custom Hemphill-designed home blends modern elegance with timeless craftsmanship. This sophisticated Winnetka home is completely transformed, including new electrical and plumbing, an updated floor plan, bay windows, and new exterior doors, while maintaining the charm and character of original plaster crown moldings and Hemphill's signature wrought-iron staircase. Every space exudes calm, understated luxury. The chef's kitchen features quartzite counters, custom cabinetry, and Wolf/Sub-Zero appliances, flowing seamlessly into the light-filled family room framed by black-trimmed windows and natural wood tones. The living and dining spaces are anchored by a stunning fireplace and layered lighting that set the tone for relaxed sophistication. Upstairs, the serene primary suite has a luxurious spa-inspired bath, with a marble-slab shower, custom storage, and a private balcony. Each bathroom offers its own distinct character, from the dramatic powder room to the sleek secondary baths. All full baths feature heated floors for added comfort. The lower level is designed to feel like an extension of the main living space and features a refined theater lounge with a drop-down projector and custom wood-burning fireplace. 2-car attached garage completes this rare turnkey home near top schools, Hubbard Woods, downtown Winnetka shops and restaurants, metra, plenty of parks and Tower beach access. Schedule your private tour today and experience modern Winnetka living at its finest.

Welcome Home to 1721 Northfield Square, Unit C - A Bright, Spacious & Beautifully Maintained 2BR with Pool Views. Nestled within Northfield Square, one of the North Shore's most sought-after communities, this meticulously maintained 2-bedroom, 1.5-bath home with a 1-car garage offers the perfect balance of comfort, natural light, and timeless design. Lovingly cared for by the same owner for over 23 years, this residence shines with pride of ownership and inviting warmth. Step inside the welcoming foyer, featuring dual closets that lead into a large open-concept living and dining room filled with natural light. Glass sliders open to a private deck overlooking the beautifully landscaped courtyard and community pool-a serene setting perfect for morning coffee or evening relaxation. The updated kitchen features raised-panel cherry cabinetry, Corian countertops, and a wood-paneled Sub-Zero refrigerator that complements the cabinetry beautifully. A Juliet balcony off the kitchen floods the space with sunshine, creating a cheerful nook for casual dining. The primary bedroom suite offers a peaceful retreat with a walk-in closet, private full bath with soaking tub, and another Juliet balcony. The second bedroom is equally inviting, offering a walk-in closet, private half bath, and in-unit laundry cleverly integrated for convenience (with potential to convert the half bath to a full bath). Additional highlights include abundant closet space throughout, professionally maintained grounds, and access to Northfield Square's community pool. Ideally located just steps from Northfield Shopping Square, parks, trails, and top-rated schools, and only minutes to the Edens Expressway, downtown Winnetka, Lake Michigan beaches, and prestigious golf courses such as Sunset Ridge Country Club. Enjoy peaceful, maintenance-free living in a prime North Shore location-where space, sunlight, and sophistication meet.

Nestled on a private lane east of Sheridan Road, this distinguished residence combines timeless sophistication with everyday livability. With over 6 bedrooms (including an in-law/guest suite) and 7.1 baths, the home is designed to accommodate a variety of lifestyles - whether hosting large gatherings, working from home, or enjoying intimate quiet time. A sunlit two-story foyer with a sweeping bridal staircase sets the stage, opening into expansive living and dining areas, and a richly appointed library/office. A great room with coffered ceilings and a wet bar offers additional space for entertaining. The chef's kitchen - ideal for both everyday cooking and special occasions - boasts a substantial island, white cabinetry, and premium appliances: professional gas range, double wall ovens, two dishwashers, full-size refrigerator and freezer, beverage fridge, and built-in microwave. Welcoming family room with dramatic fireplace offers casual dining and access to lovely patio. Practical features abound, including a large mudroom with stackable laundry and a full bath, conveniently serving the outdoor pool and spa. Upstairs, the serene primary suite features three walk-in closets, a luxurious bath with steam shower, and abundant vanity space. Two additional en-suite bedrooms, a full guest suite with kitchen, plus two more bedrooms, a hall bath, and second laundry room complete the level. The finished lower level offers a home theater, game room, gym, bedroom with full bath, bonus room, and extensive storage. Additional amenities include gated entry, heated garage and driveway, professional landscaping, sprinkler system, and exterior lighting. Built with exceptional quality and thoughtful design, this extraordinary property offers privacy, space, and proximity to the lake-an unmatched opportunity in one of Winnetka's most sought-after locations.

Charming 2-bedroom, 2-bath home in the heart of Northfield, offering comfort, style, and an unbeatable location. Situated on a spacious lot with a new 6-foot cedar privacy fence (2023), the backyard blends lush greenery and vibrant flowers for the perfect outdoor retreat. Inside, beautiful wood floors flow throughout, creating a warm and inviting feel. The living room features a cozy wood-burning stove, ideal for relaxing on cool evenings. The kitchen includes a brand-new dishwasher (2024), along with ample counter and cabinet space for all your cooking needs. Both bedrooms are generously sized, and two full bathrooms provide everyday convenience. The basement offers excellent storage, a dedicated laundry area with a new washer & dryer (2024), and space for hobbies or organization. Additional highlights include a deck for outdoor gatherings and a 1-car garage. Enjoy unbeatable proximity-just one block to New Trier, and a short walk to the post office, the library, restaurants and Interstate 94.

Incredible Coveted Home with 5 bedrooms, 5.2 bathrooms, 3 garages on 1/3 acre property boasts Winnetka address and Kenilworth School District. Built in 2004, this beautiful brick home feels like new construction with a complete first floor renovation in 2019 and upgrades throughout the home. As you enter the sun filled foyer, you are greeted with an open floor plan and 9'.5" ceilings. Flanking the foyer is the spacious dining room with gracious bay windows and a separate den with built-in bookshelves, fireplace and gorgeous wood beamed ceiling. The formal living room boasts floor to ceiling windows, limestone fireplace and opens into the fabulous kitchen. The kitchen is completely new from 2019 and is a chef's dream. A twelve-foot oversized island with a quartzite waterfall finish hosts custom cabinetry, generous workstation sink, custom cabinetry and island seating space. The incredible Miele appliances include a Six Burner Cooktop, 48" Dual Fuel Range with Steam Hook Up, Speed Oven, Warming Drawer, Convection Oven with Steam Hook Up and Griddle. The Miele Master Cool Built-In 30" Refrigerator and Miele Master Cool 30" Built-In Freezer make storing food a dream come true, especially when you utilize the walk-in pantry. There are two dishwashers and two sinks in the kitchen, both oversized with accessories, disposal, and an insta hot/cold filtered water dispenser. Last but not least, the built in Miele Combo steam oven adds to easy, healthy and efficient cooking. The eat-in kitchen area with custom, built-in banquet seating is nestled between the sunny bay windows. Anchoring the kitchen is the limestone fireplace making this room truly the heart of the home. From the kitchen patio doors, step out onto an outdoor entertaining space that is perfect for entertaining or relaxing in the great outdoors. The built-in bluestone bar area along with a wood burning fireplace, outdoor television, built-in gas grill, seven person all-season resort spa are included on the 1/3 of an acre outdoor playground. Moving back inside, the second floor primary suite has vaulted ceilings, separate closets and a primary bathroom with double sinks, oversized shower and Jacuzzi tub where you can gaze at the moon through the skylight. There are three additional bedrooms on the second floor, all en-suite. The laundry room is conveniently located on the second floor with folding area and built-in cabinets and sink. The lower level has an incredible recreation area with kitchenette, granite countertops, island for seating, cabinetry, a double sink, Fisher Paykel Double Dishwasher Drawers, a mini refrigerator, microwave, and a built-in wine closet. Enjoy the theatre space, exercise room, gracious 5th bedroom, full bathroom and storage galore! There are two separate garage areas: a two car garage and an additional one car garage all attached to the home equaling a 3 car attached garage with EV vehicle charger. The exterior front of the house welcomes you with an over sized circular brick driveway, with professional landscaping and lighting on the entire property. Newer roof, new hot water tanks, new thermostats and central vacuum system make this home move in ready! The home is conveniently located near schools, train, and a block and a half from Lake Michigan. This home is meticulously maintained in a prime location.

Gracefully tucked away on 1.55 acres of lush manicured grounds, 62 Woodley Road is a true Southern-inspired masterpiece reimagined for today's living. From the moment you approach the iconic black lacquered screen door with its Chippendale detail, you're drawn into a world of classic sophistication. 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 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.

Incredible opportunity on desirable private Dorina Drive in Northfield's award-winning New Trier school district! Breathtaking, newly reimagined mansion on nearly 1 acre lot, with 7800 square feet of living space, plus 3500 square foot unfinished basement. Rare find in this prestigious Northshore neighborhood, private cul-de-sac street surrounded by multi-million dollar estates. Old world charm loaded with luxurious modern amenities. 5-car garage, accessed by secluded separate motor-court. Circular main drive leads to elegant limestone entrance portico, through the double-doors to the regal foyer with grand circular staircase. Living room and family room, each w/ fireplace. Throughout the home, refined wood paneling and accents. Huge main level primary suite w/ additional fireplace, sitting area, stunning bath with oversized shower and elegant soaking tub and private toilet room, and a giant walk-in closet. One-of-a-kind kitchen has been enlarged with double islands and the highest standard of cabinetry, features, and appliances (Wolf/SubZero/Cove). Stately office suite w/privacy room (or additional bedroom). Upstairs sitting area with fireplace leads to 4 large bedrooms, 2 of which are ensuite. Tall ceilings and hardwood floors, large laundry room, ample storage with 20+ closets, an abundance of natural light through 45 French doors and windows and multiple skylights, 4 HVAC zones with all new units...too many features to mention. To top it off...a huge, separate entrance, guest suite with another full eat-in kitchen, living room, bedroom and full bathroom! Perfect for multi-generational living, long-term guests, or rental income. CALL TONY FOR PRIVATE SHOWING.

East Winnetka One-of-a-Kind Home with Private Beach Access. Tucked away on an exclusive private lane, this exceptional East Winnetka residence offers a rare opportunity to enjoy privacy and luxury at its finest. Recently renovated, 5 bedrooms, 3 baths + 2 half baths home seamlessly blends timeless elegance with modern sophistication, featuring premium finishes and meticulous attention to detail throughout. Step into the welcoming foyer, greeted by a bright and airy open-concept floor plan. The spacious living room is ideal for entertaining guests or enjoying quiet family moments. A stunning, newly updated family room features a newer fireplace and custom, built-in bookcases, creating a warm and inviting ambiance. Adjacent to the dining area, NanoWall 10'+ folding doors open to a beautiful patio, perfect for outdoor dining and relaxation. French doors lead into a heated floor cozy four-season room, filled with natural light and offering lake views. Currently used as a workout area, this flexible space can easily transform into a den, sunroom, office, or playroom. Upstairs, the primary suite is a serene sanctuary, blending timeless elegance with refined comfort. Enjoy the warmth of the fireplace, take in stunning lake views from two private balconies, or retreat to the wood-paneled sitting room-a peaceful space filled with natural light and breathtaking views, perfect for lingering over morning coffee or unwinding at your day's end. The second floor also features a newly designed laundry room, three generously sized bedrooms, and two fully renovated bathrooms. Beautifully refinished hardwood floors flow throughout the first and second levels, adding warmth and character! The third floor 5th bedroom offers a perfect space for teens or guests, featuring a large loft area, skylights, and an additional balcony, creating a bright and airy space for relaxation, study, or hobbies. The lower level is designed with both functionality and entertainment in mind. Enjoy a newly renovated media/recreation room with a beverage center featuring a sub-zero bar fridge, custom storage including a cedar closet, a renovated half bath, and an additional laundry room. A well-organized mudroom provides direct access to the attached two-car garage, while a heated driveway ensures convenience in all seasons. Curb appeal is unmatched, thanks to recent exterior upgrades that include new James Hardie plank siding, all-new balconies and decks designed by Airoom. The access to the private beach shared with just five homes on your lane-an exclusive escape only steps from your door. The rear yard is dedicated to a fully fenced-in dog run. This prime East Winnetka location is close to Lloyd Park, top-rated schools, charming downtown Winnetka, offering boutique shopping, cozy cafes, and minutes to the newly redesigned Plaza Del Lago featuring a collection of high-end, specialized shops. Offering unparalleled luxury, comfort, privacy, and a premier East Winnetka location, this home is truly one of a kind. Don't miss your chance to make this exceptional residence yours!

Move right into this completely renovated brick and stone 3 bedroom, 2 bath home in one of Northfields most special neighborhoods! This home has been lovingly updated by the current owners in 2019, the improvement list is plentiful! Improvements are, but not limited to, new floors, windows, roof, bathrooms, kitchen, and fireplace with custom mantle and built in shelves. The versatile floorplan allows for a formal living room and dining area, or simply a large dining area in the front of the home. The rear of the home houses a spacious kitchen which overlooks the family room and private backyard. The kitchen was completely new in 2019 and features ample custom cabinetry, white quartz counters, farmhouse sink, stainless appliances including double ovens, gas range with vented hood, and French door refrigerator. The large Island has an overhang for bar seating, making this eat in kitchen a 10! The family room has large windows and a sliding door leading to the patio and serene backyard. The family room centers around a custom-built gas fireplace with brick surround, wood mantel, and built in surround bookshelves. The main floor has 3 beds and 2 full bathrooms- including the primary suite which was added in 2019. Primary bathroom was updated with tile surround, large walk-in shower, vanity with quartz counters and storage. Two additional bedrooms share a hall bathroom that was also completely renovated and has a tub/shower combo and pedestal sink. The lower level is incredible spacious offering endless possibilities. Side by side washer dryer, utility room, storage and an enormous rec room. There is an area that could be easily made into a 4th bedroom/office with another bathroom. Home also features attached 1 car garage, hardwood floors through the main level, central air and gas forced heat... The location of this home is hard to beat! Steps to Clarkson Park with its new playground, splashpad, and beloved Wednesday night Music in the Park! Just over the bridge to downtown Northfield with coffee, restaurants, shopping, nail salons, Shred/Sweat shack, library and more. All of this in award-winning public schools district 29!

Welcome to 15 Landmark in Northfield, a spacious and updated three-story townhouse in a prime location. Located in the award-winning Avoca School District and New Trier High School, this home offers a smart layout, stylish updates, and easy access to everything Northfield has to offer. The first floor features a dramatic foyer, an attached two-car garage, and a flexible family room or home office with luxury vinyl flooring. Upstairs, the main level includes a bright living room with crown molding, recessed lighting, hardwood floors, and a gas fireplace. The separate dining room also has hardwood floors and crown molding, creating a great space for everyday meals or entertaining. The kitchen was refreshed in 2017 and features quartz countertops, tile backsplash and flooring, stainless steel appliances, a large island, a generous pantry, and recessed lighting. A four-season solarium with tile flooring opens to a private patio through sliding doors, bringing in lots of natural light and a great indoor-outdoor feel. A renovated half bath with marble floors and updated vanity completes this floor. The top level includes a spacious primary suite with a gas fireplace, walk-in closet, and a fully updated en-suite bathroom with soaking tub, separate shower, double vanity, and modern tile finishes. Two more bedrooms with luxury vinyl flooring and a full bathroom with walk-in shower offer plenty of space for guests or family. This well-maintained home is just a short walk to local shopping and dining, with easy access to the expressway. A great option for anyone looking for space, updates, and a truly convenient North Shore location.

Presenting one of Winnetka's most admired homes with an expansive back yard and spectacular pool. The home is majestically perched at the top of Arbor Vitae, making it our own "Castle on the Hill" built in 1915 by Otis & Clark Architects. This Edwin Hill Clark masterpiece, featured in Luxe magazine in 2021 and on the Winnetka Community Housewalk Home Tour in 2023, was painstakingly renovated in 2019, yet retains the charm and grandeur of the original architectural details that inspire classic new homes today. The stunning barrel-ceiling reception gallery, ideal for an art collector and entertaining, immediately sets the tone. Fine, grand rooms all designed for casually elegant living span the first floor. The centerpiece of this special home, an atrium great room with skylights and three series of windows, overlooks beautiful vistas of the rolling backyard, patios & pool. Soaring ceilings, intricate millwork, nine sets of double French doors, and incredible light make this floor absolutely stunning. The kitchen has been completely renovated with a La Cornue range, Sub Zero refrigerator, Miele steam/convection oven, Waterworks faucets, radiant floor heating, new custom cabinetry, and spectacular countertops & oven backsplash. Enjoy the beautiful decor and mural wallpaper in dining room, built-in bar and wine refrigerator in den, new gas fireplace and built-in cabinetry in family room, hand-painted "wallpaper" in powder room, and built-in Sonos ceiling speakers throughout the first floor. The second floor boasts a new primary suite spa retreat with Waterworks faucets, steam shower, new free-standing tub, heated marble floors, huge closet with custom island, built-in shoe organizer, floor-length jewelry storage, and incredible separate lounge/office space. Three en suite bathrooms were completely renovated on the second and third floors, along with an update and reconfiguration of the third floor with new gym space (which could double as a small bedroom) and large recreation room or play area. This home has it all! The huge, park-like backyard with large pool, renovated in 2021, has two new hardscape patio areas and a built-in gas firepit. Professionally landscaped in one of the best East Winnetka locations. Close to town, schools, Lake Michigan, and downtown Winnetka.

Nestled just blocks from Winnetka's famed lakefront, this 4-bed/1.5-bath single-family home at 979 Vine St offers approximately 2,100 sq ft of living space, hardwood floors, a spacious kitchen, and thoughtful layout across levels. Located a few blocks to Tower Road Park/ beach - Lake Michigan and Lloyd Park Boat Launch.. Steps to Green Bay Train - for biking, running, and casual strolls. Plus close to downtown amenities. Homes within a one-mile radius average about $1.7-2.2 million, making this residence a rare opportunity to live the lakefront lifestyle without the million-plus premium. Coming soon to auction. Contact listing broker for more details.

Discover the ease of ranch-style living in one of Northfield's most coveted neighborhoods. This inviting 3 bedroom, 2.5 bath home blends comfort, function, and charm with a layout designed for everyday living. Step inside to a sun-filled living room with gleaming hardwood floors that flow seamlessly into the dining room. The dining area opens to a beautifully updated kitchen featuring custom cabinetry, quartz countertops, stainless steel appliances, and a breakfast bar-perfect for both everyday meals and entertaining. Just down the hall, you'll find a primary bedroom with parquet floors and ample closet space, along with two additional generously sized bedrooms. An updated full bath and half bath complete the main level. The spacious finished basement offers impressive versatility with room for a home gym, office, or recreation area, plus a utility room, laundry room with side-by-side washer and dryer, and sink. A private en suite bedroom with a large walk-in closet makes this level ideal for guests or extended living. Thoughtful updates include a remodeled kitchen (2019), newer roof (2015), brand new siding (2025), furnace/A-C condenser/water heater (approx. 10 years new), and a newly seal-coated driveway leading to a 2-car garage. The partially fenced backyard provides the perfect setting for gatherings and relaxation. Located just steps from Willow Park, award-winning Northfield schools, and convenient shopping and dining, this home combines modern upgrades with an unbeatable location.

Exciting chance to refashion this light-filled ranch home to your personal vision. Large windows throughout the home offer beautiful views and light. The spacious kitchen opens to the vaulted family room. The master bedroom and second bedroom are on the first floor, plus two full baths, family room, living room, dining room, and screened porch. Outdoors, there is an expansive stone patio and pond overlooking the lush grounds. The house presents a unique opportunity to upgrade by adding additional rooms on the unfinished second floor walk-up attic. The current square footage of the home is 2,316 which can be expanded to 6,805 sq. ft (per the Village of Winnetka.) That is also the floor area for new construction on this lot. Whether you want to renovate, flip, build new, or rent it, 1295 Sunview offers you a range of options!

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.

Extraordinary opportunity for an in town oasis in the heart of East Winnetka on ~ 1/2 acre of lushly landscaped grounds with walk to everywhere. A private, fully renovated classic located in a premier location with 150 ft frontage, just steps to town, train, beach, Community House and more. Meticulously transformed and completely reimagined inside and out with one of the best first floor living spaces, this 6 bedrooms and 5.1 bath home showcases the highest quality finishes and attention to detail, including a thoughtfully redesigned floor plan for today's lifestyle, exquisite architectural millwork and replaced hardwood floors, every modern amenity, and newer sun-filled windows with serene green views. Complete reworking of the landscape and hardscape by Midwest Arbor resulted in gorgeous panoramic grounds, gardens, grassy play areas, and bluestone patios, creating an incredible outdoor living environment. Spanning the front of the home, a bluestone patio overlooking the professionally manicured yard with magnificent mature trees, welcomes you to a picturesque verdant enclave. The inviting foyer with elegant wainscoting leads into a gracious living room complete with a gas fireplace framed by a handsome mantel adjacent to a bright, airy sunroom with stunning views of the breathtaking grounds. The dining room, accented with built-ins, flows seamlessly into the exceptional, recently reconfigured and renovated, cook's kitchen with a long island with new quartzite countertops, new marble backsplash, and high-end appliances. Adjacent is a sitting area perfect for play or relaxation with access to a private bluestone patio to enjoy al fresco dining and outdoor living. The sunny kitchen opens to the incredible family room with soaring ceilings, skylights, centered by a handsome fireplace, with patio doors opening to a stunning bluestone terrace. A great breakfast room, featuring a fireplace and architectural built-ins, shares a bluestone terrace: ideal for casual dining inside and out. Thoughtful design for everyday functionality is evidenced by a fabulous mudroom off of the heated 2 car attached garage and a full bath (great for beach days or muddy pups) on the main level. Upstairs the sublime primary suite is a retreat in itself, with a private office, warm gas fireplace, and laundry. The recently renovated truly luxurious bathroom (2021) features designer marble and tiles, a jacuzzi tub, heated floors, a heated towel rack, gorgeous custom cabinetry and hardware, as well as a spacious custom walk-in closet. Three large additional bedrooms with a renovated hall bath and an ensuite bath . Two of the bedrooms open to a charming sunroom, providing an ideal space for relaxation, homework, or play. Tree top views abound in the sizable 3rd floor with a great hang out space in the expanded rec room, additional bedrooms, a renovated full bath, and a private back staircase ideal for guests or family members needing their own space. The basement provides even more space whether a rec room with workout room, game room, and a wine cellar. The property boasts 4 garage spaces; a 2-car attached garage and a 2-car detached garage. The exterior was revamped with new stucco (2020), skylights, gutters/soffits, and roof (2019). Truly turnkey, this home offers a rare blend of unparalleled elegance, functionality, and privacy steps to shops, restaurants and beaches for a phenomenal East Winnetka lifestyle.

Set amidst a stunning wooded backdrop between the tranquil Skokie Lagoons and the lush Winnetka Golf Club, this remarkable home offers three bedrooms and 3.1 baths across more than 3,000 square feet of thoughtfully designed living space. Situated at the end of a peaceful lane, the setting is as serene as it is beautiful. The interiors feature exceptional open spaces with elegant hardwood floors throughout. The expansive living and dining areas are enhanced with exquisite built-ins, a striking fireplace, and floor-to-ceiling windows that invite nature inside. These areas seamlessly connect to a sunroom that can be enjoyed year-round. The kitchen is both spacious and functional, offering ample cabinet space, a central eating area, and another welcoming fireplace. There is a private den with its own fireplace that shares a full bath with one of the bedrooms. An additional bedroom includes an ensuite bath, while the primary suite is equipped with a full bath and generous built-in closet space. For added convenience, there's a powder room, and the former dark room provides excellent storage options. This home's prime location ensures close proximity to schools, parks, dining, retail, and transportation, making it the perfect place to enjoy both tranquility and accessibility.