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luxury property for sale Winnetka, United States

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Property Winnetka (United States)

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

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$3,850,000
7bedrooms
8bathrooms
land 2,428

By Jameson Sotheby's International Realty

8 listings near Winnetka

Nearby
Contract pending
21

Property Glencoe (United States)

Traditional colonial meets resort style living. Set back from Linden Avenue for space and privacy. Light and bright interior with upgraded finishes and custom details throughout. This charming 4-bedroom, 3.5 bath home is nestled in a highly sought-after neighborhood. Enjoy the perfect blend of peaceful retreat and easy access, just a short stroll to vibrant Hubbard Woods, charming downtown Glencoe, acclaimed Glencoe schools, Metra train, and numerous parks. Very special home with ideal floor plan, all 4 bedrooms located on second floor, large rec basement with ample storage and workstation. Unwind or entertain year-round in your own indoor pool, seamlessly connected to the rear of the home and steps away from the main floor full bath with steam shower. Pool room has sliders out to the large entertaining deck and overlooks the lush, private, fenced backyard. Landscaped grounds surround the home, with vibrant plantings and mature trees that enhance privacy and provide picturesque views from every window. This is your forever home.

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$1,298,000
4bedrooms
4bathrooms

By Jameson Sotheby's International Realty

Nearby
Contract pending
50
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Property Evanston (United States)

Gracious 5-bedroom Victorian in Northeast Evanston! Welcome to 2236 Ridge Avenue-a stately and elegant frame Victorian located in sought-after Northeast Evanston. Winning an Evanston Preservation Award, this Evanston landmark seamlessly blends timeless architectural charm with spacious, modern living. Step inside through a custom leaded-glass front door and be greeted by a grand foyer and graceful curved staircase. The main level boasts soaring 10' ceilings, rich oak hardwood floors, and abundant natural light. The living room features a dramatic bay window, crown molding, floor-to-ceiling windows, and a decorative fireplace, while the formal dining room adds warmth and character with its own bay window and fireplace. Perfect for modern living, the expansive kitchen is equipped with oak cabinetry, granite-look counters, tile flooring, and top-tier appliances including a Sub-Zero fridge, Miele dishwasher, double ovens, and a large island with built-in cooktop and breakfast bar. Adjacent to the kitchen, a sunny breakfast room opens to a terrace with a built-in gas grill-ideal for al fresco dining. A cozy family room leads to a shaded deck with elegant pillared sides, offering direct access to the large, landscaped backyard. A rare first-floor bedroom with a full bath (currently used as an office) adds flexibility for guests or multi-generational living. Upstairs, find four bedrooms, including a luxurious primary suite with a gas fireplace, dual walk-in closets, and an expansive en-suite bath featuring a jacuzzi tub, walk-in shower, double vanity, and private water closet. A charming second-floor landing offers space for a reading nook or office, and a private balcony off the fourth bedroom provides a serene outdoor retreat. Additional highlights include: Three-car brick garage, multiple terraces and outdoor entertaining areas, finished basement flexible-use rooms large laundry/utility closet on the main floor, attic storage and central heat and air conditioning! Located on a quieter stretch of Ridge, the home is shielded by professional landscaping. With its blend of historic character, spacious layout, and prime location near schools, parks, and transit, 2236 Ridge is the perfect place to call home. Schedule your private tour today.

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$1,299,000
5bedrooms
4bathrooms
land 1,012

By Jameson Sotheby's International Realty

Nearby
50
Video

Property Evanston (United States)

A truly special offering, this stunning 5 bedroom Victorian Home blends timeless architecture with modern luxury. Thoughtfully and extensively renovated by two architect owners, the home honors its historic roots while seamlessly accommodating today's lifestyle with exceptional design, quality finishes, and meticulous attention to detail throughout. The first floor welcomes you with an elegant foyer, new hardwood floors, and abundant natural light from all-new windows. A grand living room impresses with soaring ceilings, crown molding, custom built-ins, and a gas fireplace, while the formal dining room features a beautiful built-in hutch complete with dual wine and beverage refrigerators-perfect for entertaining. The 2021-renovated kitchen is both stylish and functional, offering ceiling-height white wood cabinetry, a pantry, generous prep space, and a built-in bench and table that comfortably seats eight, all overlooking the landscaped backyard. A cozy office or sitting room with a second gas fireplace, a powder room, and a magnificent three-level staircase complete the main level. The second floor features a luxurious primary suite with a spacious bedroom, sitting room, walk-in closet, in-suite washer and dryer, and a beautifully appointed bath with shower, statement vanity, and tile finishes. Two additional large bedrooms, a hall bath, and a linen closet round out the level, all accented by vintage transom windows, crown molding, and high ceilings that reflect the home's original character. The third floor offers incredible flexibility with a large family or TV room, two generous bedrooms with closets, an office, full bath, and ample storage-ideal for guests, work-from-home needs, or multi-generational living. The fully renovated lower level (2021) provides even more living space, including a recreation room, playroom, laundry room, storage areas, and crawl space. Major mechanical and structural updates include dual boilers and zoned SpacePak HVAC systems, a 75-gallon water heater, a 200-amp electric panel, fully updated electrical and plumbing (including the water line to the street), reinforced structural beams, and a newer roof. Outside, enjoy the charm of a front porch and a beautifully landscaped backyard designed for fun and relaxation, complete with a paver patio, outdoor TV, and basketball court. The long driveway offers parking for up to six cars, and the garage/coach house includes permitted renovation plans with historic approval, offering exciting future potential. All of this is set in a fabulous, walkable location, just steps to downtown Evanston shopping, dining and both Metra and el trains, Dewey Elementary School, and Evanston Township High School. Close to Northwestern University and Lake Michigan. A rare opportunity to own a historic home where classic elegance and modern comfort come together effortlessly.

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$1,925,000
5bedrooms
5bathrooms
land 1,012

By Jameson Sotheby's International Realty

Nearby
Contract pending
47

Property Evanston (United States)

Prepare to be impressed! This 6 bedroom/3.1 bath, magazine published, Queen Anne Victorian home has been professionally designed and upgraded to modern tastes while preserving the ornate beauty of the period. An expansive, covered front porch welcomes you followed by a charming foyer with original front door, tile and a grand main staircase with painted paneling. Entertain your friends in the glamorous living/dining room complete with a restored woodburning fireplace with a one-of-a-kind marble mantle reclaimed from a Chicago Greystone and an original built-in hutch. Expansive 2017 eat-in kitchen with custom white cabinetry with dovetailed walnut interiors, marble counter tops, a large center island, excellent pantry space and Wolf/Miele/Subzero/U-Line appliances. A family room with coffered ceiling sits just off the kitchen - perfect for TV and causal family gatherings. Across from the living room you will find a spacious den/office with original French doors, a decorative fireplace and front yard views. Exquisite, king-size primary suite with 14x8 walk-in closet and en-suite bath with a double bowl vanity, soaking tub and a walk-in steam shower. The second level has a convenient laundry room, additional full bathroom and three additional bedrooms, one with a charming, tandem sitting/playroom. The expansive and whimsical third level is complete with bedroom 5 & 6, and updated full bathroom with walk-in shower, office nook with leaded glass windows and large rec room with cathedral ceilings and new wet bar complete with Thermador refrigerator drawers and dishwasher and marble countertops. The basement offers an exercise room with new carpet and mirrors, a 2nd laundry room, and many rooms for storage and wine cellar potential! Outdoor space abounds including the front covered porch, side smoking porch, and rear covered deck all overlook beautifully and professionally landscaped front (sprinklered) and back yards. New boiler/expansion tank/heat pump, independent 3rd level heating and cooling system and multiple radiators added throughout the house AND updated air handlers/AC condensers/heat pump, multiple new windows and insulation installed throughout the 3rd floor for balance and efficient heating and cooling! Countless design updates adorn this classic home including Visual Comfort lighting fixtures, Schumaker window treatments, Stark/Roger Oates carpets, designer wallpaper and fresh paint throughout, refinished floors, new hardware and plumbing fixtures. 6-year-old roof. Heated 3-car garage w/EV charging station and rentable 1 bedroom coach house with a recently updated bathroom. The apartment could provide income (currently rented for $1,500 per month) or a unique work from home environment. Lincoln Elementary School and just 1/2 block to Chariavalle Montessori. Fantastic location located on one of Evanston's premier and historic streets, 4.5 blocks away from Lake Michigan with great access to beaches and walking paths, 5-minute walk to the Dempster Purple Line express stop, 10-minute walk to the Main Street Metra line and around the corner from dining, live music and shopping.

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$2,180,000
6bedrooms
4bathrooms
land 890

By Jameson Sotheby's International Realty

Nearby
Contract pending
29

Property Northbrook (United States)

FULL WALK THRU ON VIRTUAL TOUR BUTTON. Amazing finished new construction home boasting 8 bedrooms and 6.5 baths in Northbrook, nestled amongst 3mil+ homes. This 10k square foot home is sited on almost 1 acre of land, amazing 139 x 375 lot. 2410 White Oak has great curb appeal with the mix of stone and Hardie board facade and exterior. This once is a lifetime opportunity features every modern amenity one could ask for and a comprehensive and thoughtfully drawn floor plan, one of the best we have seen. The well laid out site plan allows for an oversized outdoor deck, perfect for every day outdoor entertaining. One can't help but appreciate the (2) two car garages (1 garage has over 15 ft ceilings for car lift). The 1st floor is an open floor plan with formal sitting room, dining room, FULL 1st floor bedroom with en-suite bath, mud room, extra laundry area. One of the most noteworthy features is the impressive heart of the homes; a 50-foot-long kitchen/family room with soaring 20-foot ceilings, an absolute showstopper. The second floor has a primary suite that is over 1000 square feet and 4 other large bedrooms all en-suite baths. The second full laundry room is on the floor as well. The lower level 43' x 22' recreation room is sure to be an entertainer's dream, 2 large bedrooms and additional 21 x 15 room perfect for gym or theater room. House is finished and ready for occupancy

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$2,990,000
8bedrooms
7bathrooms
land 3,359

By Jameson Sotheby's International Realty

Nearby
16

Property Chicago (United States)

Excellent opportunity in West Rogers Park. Classic 3-bedroom, 1.5-bath colonial home situated on a corner lot. Lovingly cared for over the years, this home offers warmth and character. The first floor features a living room with woodburning fireplace and hardwood floors. The adjacent, paneled den makes a great home office. The separate, spacious dining room is perfect for hosting gatherings. The eat-in kitchen overlooks the large fenced yard with 2-car garage. Upstairs, there are three large bedrooms and one full bath. Generous closets and hardwood floors throughout the 2nd floor. The basement has a rec room with fireplace, and a spacious utility/laundry room that is plumbed for a bath. This is a rare opportunity to update or expand this well-loved home which is being sold as is.

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$599,000
3bedrooms
2bathrooms

By Jameson Sotheby's International Realty

Nearby
Contract pending
43

Property Chicago (United States)

Dreamy 1896 Victorian located in Andersonville just east of Clark Street. The vintage charm and delightful modern updates will make you feel right at home. All new super attractive, maintenance-free shingle siding, stained glass windows and vintage doors. Irresistible curb appeal and fresh landscaping. Enter the home and find all newly refinished white oak finish hardwood floors and fresh paint. Enjoy original stairs to the second floor, spacious foyer, large living room with bay windows and an original fireplace and hearth. Perfectly updated kitchen with very stylish brass accents, hunter green lower cabinets and dove white upper cabinets. Quartz counters, stainless steel appliances, a farm sink in the island and a super classy backsplash with flecks of gold. Find a built in window seat, an island with seating, a pantry and more floor to ceiling storage. Separate formal dining room off the kitchen and a half bath on the main level. The second floors has an adorable full bathroom with a skylight and a tub/shower combination. The master has a walk in closet and an attached sitting room all facing south. Two more bedrooms upstairs and another oversized walk in closet in the second bedroom. The basement is all tile and has a new bathroom and a laundry room all the way to the back. The backyard has been carefully landscaped and is fully fenced. Really generous two car garage with high clearance and alley access. Overwhelming number of improvements completed since 2015 including all new siding, new roof, new gutters, new windows, drain tile blown in insulation, storm doors, new back gates.

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$1,150,000
3bedrooms
3bathrooms
land 283

By Jameson Sotheby's International Realty

Nearby
Contract pending
30

Property Lake Bluff (United States)

Nestled among mature trees in Lake Bluff's coveted West Terrace neighborhood, this beautifully updated residence offers a warmth and authenticity that never go out of style. Sunlight spills across gleaming hardwood floors, inviting guests from the gracious living and dining rooms into the heart of the home, a beautifully appointed kitchen with granite counters, a substantial center island, stainless appliances, and a professional-grade Viking range. Just beyond, the family room feels like a quiet retreat. Rich wood beams, built-in shelving, a fireplace, and garden views create a space equally suited for lively gatherings and peaceful evenings at home. Outside, a private backyard sanctuary awaits. Surrounded by mature landscaping, the expansive deck, charming gazebo, and patio provide the perfect backdrop for summer dinners, morning coffee, and celebrations with family and friends. Moments from award-winning schools, parks, Metra, downtown Lake Bluff, and the shores of Lake Michigan, this is more than a home. It is an invitation to experience the welcoming community and timeless character that make Lake Bluff one of the North Shore's most treasured villages.

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$850,000
4bedrooms
3bathrooms
land 1,174

By Jameson Sotheby's International Realty

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