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1454 N Dearborn Street, Chicago
$5,700,000
6 Beds ⋅ 5 Baths ⋅ 12762240 MLS
Commanding a rare 30' x 150' corner parcel on one of the Gold Coast's most coveted blocks, this extraordinary landmark residence represents a rare opportunity to own a trophy property of historical significance. Listed on the National Register of Historic Places, the estate has undergone a masterful, two-year restoration. The result is a seamless fusion of timeless nineteenth-century elegance and state-of-the-art modern refinement, defined by soaring proportions, sun-drenched interiors, and impeccable artisan craftsmanship. The main level opens into a dramatic, gallery-like entrance foyer adorned with bespoke lighting, designer wallcoverings, and meticulously crafted flooring that sets the tone for the entire home. The formal living room features a stunning fireplace, incomparable millwork, and expansive bay windows overlooking Dearborn Street. This space flows effortlessly into a gracious family room anchored by an original Eastlake-styled mantel over a gas fireplace, flanked by floor-to-ceiling bookcases and a five-window bay overlooking Burton Street. Throughout the principal rooms, the architectural artistry is defined by soaring 14-foot ceilings composed of tinted and gilded plaster, complemented by custom hardwood flooring and exceptional woodwork.The culinary wing features a gourmet chef's kitchen showcasing bespoke cabinetry, professional Sub-Zero, Wolf, and Miele appliances, a large walk-in pantry, wall-to-wall subway tile, custom black-and-white checkered stone flooring, and premium marble countertops. The kitchen expands into a light-filled solarium and breakfast room, offering serene views of the landscaped English garden. A formal dining room adjoins the kitchen, while a secondary gallery provides seamless access to the elevator, powder room, and the home's grand principal staircase.The second level houses four gracious bedrooms and two fully updated bathrooms. Occupying the northeast corner of the residence, the primary suite serves as a sanctuary with treetop views along both Dearborn & Burton Streets. This luxury retreat offers exceptionally gracious sleeping quarters, an expansive dressing room, a large walk-in closet, and the convenience of secondary laundry. The spa-like primary bath is outfitted with classic marble flooring, dual vanities, Ann Sacks tile, a large soaking tub, and a spacious steam shower, all complemented by premium Lefroy Brooks plumbing fixtures. The remaining guest bedrooms feature curated designer wallcoverings, ornamental lighting, and meticulously restored historic doors and hardware.Grandeur continues on the third level with practical living spaces, including a great room with a wet bar, a playroom, a guest bedroom with a Jack-and-Jill bath, and a sixth bedroom configured as an office. The fourth level is crowned by a spectacular, light-filled glass atrium ceiling that opens directly onto a massive outdoor roof terrace, offering panoramic 360-degree views of the iconic Chicago skyline and Lake Michigan. The finished lower level houses a highly functional mudroom with custom built-ins, providing direct garden access, alongside a climate-controlled wine cellar, a recreation room, a principal laundry suite, a white stone bathroom, and multiple storage rooms. The elegance of the estate extends outdoors to a professionally landscaped English garden that provides a seamless transition between the main residence and coach house. Situated above an extra-wide, two-car garage with a private side driveway along Burton Street, an updated one-bed, one-bath coach house offers ideal accommodations for guests. Upgrades include a slate mansard roof, historically replicated high-performance Marvin windows, a completely renovated copper water service, updated electrical service, advanced integrated audio-visual systems and elevator. Sited in Chicago's most distinguished enclave, moments from the Mag Mile, world-class dining, Lincoln Park and the scenic lakefront path.

1454 N Dearborn Street, Chicago

1355 N Astor Street Unit #1, Chicago
$12,500,000
7 Beds ⋅ 9 Baths ⋅ 12747120 MLS
Presenting an unparalleled opportunity to own a significant residence within one of Chicago's most distinguished historic estates, ideally situated along prestigious Astor Street in the heart of the Gold Coast. Originally designed by acclaimed architect Howard Van Doren Shaw for the Goodman family, this extraordinary property is a defining example of Neoclassical and Georgian Revival architecture and an enduring piece of Chicago's architectural legacy. Offered for the first time in 40 years, this remarkable condominium residence encompasses more than 14,000 square feet of total living space, including the main residence, a private one-bedroom service apartment, and a stand-alone one-bedroom coach house which easily accommodates 4 cars if turned back into a garage. This is an extraordinary combination of scale, flexibility, and privacy rarely found in condominium living. The historic estate spans an impressive 80 feet along Astor Street and is centered around an exquisite private yard, meticulously landscaped with formal gardens and fountains. Evocative of the Italian countryside, this enchanting outdoor sanctuary provides an exceptional sense of serenity and seclusion in the heart of the city. This main residence condominium alone encompasses more than 13,000 square feet of beautifully renovated interiors, where historic grandeur is seamlessly balanced with sophisticated modern luxury. Soaring 13-foot ceilings, Venetian plaster walls, intricate millwork, oak hardwood floors, and original marble fireplaces speak to the exceptional craftsmanship and architectural pedigree found throughout. A magnificent curved staircase creates a dramatic first impression and sets the tone for the gracious living and entertaining spaces beyond. The home offers five beautifully appointed en-suite bedrooms, each with its own distinctive character. The exceptional primary suite enjoys sweeping views toward Lake Michigan and features a luxurious spa-inspired bath finished in exquisite Italian marble. Adding to the rarity of the offering is a private one-bedroom service apartment, providing ideal accommodations for staff, guests, or extended stays. A separate approximately 1,300-square-foot, one-bedroom coach house offers yet another level of flexibility and privacy and may also present the opportunity to be reimagined as an exceptionally rare four-car garage. This is condominium ownership on an entirely different scale, the grandeur, privacy, and architectural significance of an Astor Street estate combined with the ease and convenience of condominium living. Perfectly positioned just moments from Michigan Avenue, the lakefront, neighborhood parks, celebrated restaurants, luxury boutiques, and Chicago's world-class cultural institutions, this extraordinary residence represents a rare opportunity to own a piece of Chicago history within one of the Gold Coast's most iconic architectural settings.

1355 N Astor Street Unit #1, Chicago

1325 N State Parkway Unit #12E, Chicago
$675,000
2 Beds ⋅ 2 Baths ⋅ 12742654 MLS ⋅ Ambassador House BLDG.
Welcome to this stunning east-facing 2-bedroom, 2-bathroom residence at the highly sought-after Ambassador House in the heart of Chicago's Gold Coast. Spanning nearly 1,650 square feet, this bright and beautifully updated home features new wide-plank flooring throughout, an open chef's kitchen with a new induction cooktop, Bosch appliances, and breakfast bar, and a stylish dry bar with crisp white cabinetry and abundant storage. The spacious living and dining areas are filled with natural light and offer plenty of room for entertaining, including a designated dining area and flexible space for a home office. The king-sized primary suite features two large closets and an en-suite bath, while the oversized second bedroom offers generous closet space and an adjacent, beautifully renovated second full bath ideal for guests. Newly updated in-unit laundry with a utility sink, all new custom California Closets, and new motorized smart blinds throughout the home add everyday convenience and luxury. Ambassador House offers exceptional full-service living with 24-hour door staff, professional on-site management and a dedicated building engineer. Residents enjoy a recently renovated rooftop retreat with a swimming pool, sundeck, lounge seating, grilling areas, and breathtaking skyline and lake views, along with a receiving room, secure bicycle storage, and private storage. Indoor valet parking in the climate-controlled garage is available for rent with the building. Perfectly positioned in the heart of the Gold Coast, the Ambassador House puts the best of Chicago right outside your door, with premier dining, shopping, transportation, the farmers market, and lakefront all just steps away.

1325 N State Parkway Unit #12E, Chicago

1540 N Lake Shore Drive Unit #8N, Chicago
$2,850,000
2 Beds ⋅ 3 Baths ⋅ 12735064 MLS
Welcome to the iconic 1540 N Lake Shore Drive building impeccably located facing Lake Michigan at North Avenue Beach and adjacent to Lincoln Park. A perfect balance of incredible new luxury finishes and restored original details - every inch of this home has been thoughtfully reimagined, redesigned, and restored in 2023. Upon entering the gracious lobby, full time staff will escort you to your semi-private elevator. Arriving at the grand foyer, you will note the amazing detail from white oak flooring with nickel inlays, to the gorgeous upholstered walls in the family room, and the designer powder bath with hand-painted wallpaper and a marble vanity. You will delight in the level of craftsmanship and thoughtful detail! Perfect for entertaining, this home features expansive open living and dining areas with incredible floor to ceiling views of the lake and a cozy natural fireplace, or relax in the spacious family/media room with dry bar, Subzero fridge drawers, upholstered walls with brass inlays. Gourmands will delight in the culinary kitchen with adjacent cozy breakfast room and incomparable fittings and finishes including Gaggenau appliances (including a steam oven and wine fridges) and Eggersmann cabinets. The primary suite will be your sanctuary with lovely views of the Cardinal's mansion and features private sitting area, his and hers closets and dressing rooms and the en-suite of your dreams with heated onyx floors, Japanese soaking tub, lake view and Swiss shower lavatory. The hotel-like guest suite overlooks Navy Pier and has private en-suite bath and sitting area. The current configuration is a 2 bedroom with an large WIC + den, which could be converted to a 3rd bedroom. 2 generous storage rooms included in basement. Come and see it for yourself!

1540 N Lake Shore Drive Unit #8N, Chicago

1555 N Dearborn Parkway Unit #14AB, Chicago
$795,000
2 Beds ⋅ 2 Baths ⋅ 12705827 MLS ⋅ Constellation BLDG.
Experience jaw-dropping, unobstructed lake, park and city views from this immaculate, completely renovated 2-bedroom, 2-bath residence at The Constellation. Bright and refreshing with an understated elegance, the thoughtful rehab of this property includes all new bathrooms, kitchen, closets, electrical panels and switches, and new sub-floor and Mercier 3 quarter inch premium hardwood flooring throughout the residence. In the living/dining room, northeast-facing walls with floor-to-ceiling windows unveil protected views of Lake Michigan and Lincoln Park for a mile north up Lake Shore Drive, creating the perfect place to watch the Air and Water Show and the July 4th fireworks. These massive windows slide open, allowing in a fresh breeze and creating a Juliet balcony effect. Renovated in 2025, the kitchen and dry bar feature Pietra Gray Italian marble slab counter tops, back splash, and porcelain tile floors, all-new cabinetry, Sub-Zero, Wolf, and Miele appliances, a wine fridge, and an unbelievable south-facing city view that includes Willis Tower. The grand primary suite has a large bedroom, an office nook, stunning northeast views, all-new closets, and an ensuite bath with a Mr. Steam shower/sauna. A graciously sized second bedroom has southeast-facing views from two walls of floor-to-ceiling windows, all-new closets, and is located adjacent to the full hall bath. Both bathrooms feature Arabescato Corchia Italian marble shower walls, Thassos marble floors and ceiling, Gessi Italian fixtures, Duravit sinks, cabinets and toilets, Robern mirrors and Kohler valves. The shower enclosures were made to order with extra thick glass from Creative Mirror Designs. The unit was renovated in 2018-2019 while the closets and kitchen were renovated in 2024-2025. In-unit laundry is not allowed. The Constellation is a full-service building offering door staff, onsite management, 24 hour valet garage, an exercise room, laundry room, and a recently renovated rooftop deck. Idyllically located in Chicago's Gold Coast neighborhood, this home is within walking distance to beach, parks, playgrounds, Latin School, award-winning restaurants, world class shopping, and all downtown Chicago has to offer. Valet parking available for $250/month per car. Welcome Home!

1555 N Dearborn Parkway Unit #14AB, Chicago

1313 N Ritchie Court Unit #2701, Chicago
$1,350,000
3 Beds ⋅ 3 Baths ⋅ 12675212 MLS
This Penthouse home is the Crown Jewel of Ritchie Court. Located in the most premier Gold Coast location featuring stunning Lake Views to the East, sparkling City Views to the South and sensational Sunset Views to the West. Designer inspired, luxurious home offers an expansive floor plan with generous room sizes and sophisticated contemporary finishes. Perfect for entertaining, family life and flooded with natural light. Oversized living room features a Wood-Burning Fireplace, warm toned Hardwood Floors with Carpet Inserts. Dry Bar and South-West facing Balcony w/stunning City views. Chef's Kitchen features Granite counter tops, Bosch, Dacor appliances including a Warming Drawer, South facing windows and large casual Dining Area with a South-East facing Balcony for grilling w/expansive Lake & City views. Separate Dining Room in addition to the cozy Library/Den for relaxing. Reminiscent of your favorite luxury hotel, over-sized Primary Bedroom Suite boasts two organized Walk-in Closets, gorgeous Primary Bath w/separate Vanities, oversized Soaking Tub and Lux Double Wide Shower. Well proportioned Flex Space, 2nd/3rd Bedroom featuring custom cabinetry, bookshelves and open for Playroom, Study or closed off for 3rd Bedroom. 3 Full Sized Bathrooms. Large Laundry/Utility Room with Bosch W/D, abundant Linen Storage. Additional Private Office/Den with built-in's and organized closet. Richly warm hardwood floors, designer lighting, custom window treatments and overly abundant built-in storage throughout. Tandem Deeded Parking Space available for additional $45K in the attached easy in-out, heated Self-Park Garage. 1313 Ritchie is a Full-Amenity Building with a 24 Hour Service Oriented Door Staff. Professionally Managed, On-Site Manager, Full-Time Engineer & Janitorial Staff. Outdoor Pool & Sundeck, Fully Equipped Fitness Room, Bike Room, Community Room, Receiving Room and Package Delivery Monday-Friday. Luxurious Salon & Day Spa and Full-Service Dry Cleaner. Ideally located year-round home or in-town, steps to the Lake Front, Oak Street Beach, Goudy Park, Lincoln Park, Latin and Ogden Schools. Short walk to World-Class Shopping & Restaurants. Two Furry Friends are welcome. This home offers the private quiet tranquillity of the Gold Coast and near-by amenities of the city. Location, Location, Location!!!

1313 N Ritchie Court Unit #2701, Chicago

1355 N Astor Street, Chicago
$21,000,000
6 Beds ⋅ 6 Baths ⋅ 12628484 MLS
Presenting an unparalleled opportunity to acquire one of Chicago's most distinguished estates - an historic residence offering over 25,000 square feet of total living space, set on nearly one-third of an acre along the Gold Coast's prestigious Astor Street. This is an exceptionally wide and long lot like no other. Originally designed by acclaimed architect Howard Van Doren Shaw for the Goodman Family, this extraordinary property is being offered for the first time in 40 years. A true masterpiece, this estate stands as a defining example of neo-classical and Georgian Revival design and spans an impressive 80 feet across and embodying Chicago's rich architectural heritage. At the center of the estate lies an exceptional private courtyard meticulously landscaped with formal gardens and fountains. This serene outdoor space evokes the tranquility of the Italian countryside, creating a private sanctuary within one of the city's most vibrant neighborhoods. Originally a single-family home, now an owner's home plus high end leased residences, is easily reverted back to a single-family home with a garage. The main residence encompasses more than 10,000 square feet of elegantly renovated interiors, combining timeless sophistication with modern luxury. Every detail reflects impeccable craftsmanship - from the soaring 13-foot ceilings and Venetian plaster walls to the intricate millwork, oak hardwood floors, and original marble fireplaces. A grand curved staircase welcomes you upon entry, setting the tone for the refined living spaces beyond. The home offers five en-suite bedrooms, each with its own unique design and character. The primary suite provides sweeping lake views and a luxurious spa-inspired bath finished with exquisite Italian marble. Complementing the main residence are six distinctive units that are currently leased -each offering individual charm and contributing significant income potential. In total, the estate comprises 45 rooms, 16 bedrooms, 17 baths, and 18 fireplaces, offering endless possibilities - from an expanded private residence to a magnificent multi-generational estate. Additional features include two parking spaces located directly behind the property, with the option of converting the existing coach house into a garage for further parking accommodations. Ideally positioned just steps from Michigan Avenue, the lakefront, parks, fine dining, luxury boutiques, and cultural attractions, this remarkable estate represents a rare opportunity to own a truly iconic piece of Chicago's history and architectural legacy.

1355 N Astor Street, Chicago



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