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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.

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

$599,900

This classic Gold Coast one-bedroom, one-bath residence on coveted State Parkway offers an exceptional opportunity to experience quintessential Chicago living. Whether envisioned as an elegant pied-a-terre or a full-time city residence, this home combines timeless architectural character with an enviable location. Nestled among some of Chicago's most iconic historic landmarks, the residence sits next to the original Playboy Building and just around the corner from the legendary Three Arts Club. Originally owned by renowned interior designer, Michael O'Malley, the home retains many of its original architectural elements, thoughtfully preserved to honor its history. The original fireplace, a true focal point of the living space, has been lovingly restored by the current owner. Unusually generous proportions distinguish the residence, with an expansive living room, oversized bedroom, abundant closet and storage space, and nearly 10-foot ceilings creating a sense of scale rarely found in a one-bedroom home. Gorgeous crown molding and dramatic dark-stained parquet floors create an unmistakably elegant Chicago aesthetic. The living room overlooks State Parkway from a particularly picturesque stretch where street parking is not permitted, allowing the idyllic view to remain beautifully unobstructed. The galley kitchen preserves valuable square footage for the residence's unusually generous living and bedroom spaces. The sizable primary suite provides an inviting retreat and connects to a generously proportioned bath which offers exceptional space and flexibility for future personalization. Additional amenities include an extra-large private storage unit and free laundry conveniently located just steps from the residence. The beautifully maintained building also features a wraparound brick-paver patio surrounded by lush landscaping, an inviting and sophisticated setting to relax and unwind. And then there is the location. From this exceptional Gold Coast address, the lakefront, Magnificent Mile, world-class shopping and some of the city's finest dining are all just moments away. This is a rare opportunity to own a piece of historic Chicago architecture in one of the city's most coveted neighborhoods.

1 Beds ⋅ 1 Baths ⋅ 12754504 MLS

This classic Gold Coast one-bedroom, one-bath residence on coveted State Parkway offers an exceptional opportunity to experience quintessential Chicago living. Whether envisioned as an elegant pied-a-terre or a full-time city residence, this home combines timeless architectural character with an enviable location. Nestled among some of Chicago's most iconic historic landmarks, the residence sits next to the original Playboy Building and just around the corner from the legendary Three Arts Club. Originally owned by renowned interior designer, Michael O'Malley, the home retains many of its original architectural elements, thoughtfully preserved to honor its history. The original fireplace, a true focal point of the living space, has been lovingly restored by the current owner. Unusually generous proportions distinguish the residence, with an expansive living room, oversized bedroom, abundant closet and storage space, and nearly 10-foot ceilings creating a sense of scale rarely found in a one-bedroom home. Gorgeous crown molding and dramatic dark-stained parquet floors create an unmistakably elegant Chicago aesthetic. The living room overlooks State Parkway from a particularly picturesque stretch where street parking is not permitted, allowing the idyllic view to remain beautifully unobstructed. The galley kitchen preserves valuable square footage for the residence's unusually generous living and bedroom spaces. The sizable primary suite provides an inviting retreat and connects to a generously proportioned bath which offers exceptional space and flexibility for future personalization. Additional amenities include an extra-large private storage unit and free laundry conveniently located just steps from the residence. The beautifully maintained building also features a wraparound brick-paver patio surrounded by lush landscaping, an inviting and sophisticated setting to relax and unwind. And then there is the location. From this exceptional Gold Coast address, the lakefront, Magnificent Mile, world-class shopping and some of the city's finest dining are all just moments away. This is a rare opportunity to own a piece of historic Chicago architecture in one of the city's most coveted neighborhoods.

1350 N State Parkway Unit #GN, Chicago

$12,500,000

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.

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

1120 N Lake Shore Drive Unit #18CD, Chicago

$850,000

Experience the pinnacle of refined city living in this extraordinary penthouse residence overlooking Lake Michigan. Situated within a distinguished 1924 cooperative designed by renowned architect Robert DeGolyer, this remarkable 4-bedroom, 3.1-bath home seamlessly blends historic grandeur with modern luxury. A private elevator entrance opens directly into the residence, revealing dramatic 15-foot ceilings, rich hardwood flooring, detailed crown molding, custom millwork, and timeless architectural character throughout. The grand foyer and sweeping staircase create an unforgettable first impression, while thoughtfully designed living spaces offer both sophistication and comfort. A warm and inviting library provides the perfect retreat for reading, relaxing, or working from home. The expansive chef's kitchen is outfitted with premium appliances, abundant storage, and a separate pantry designed for effortless entertaining and everyday functionality. Two generously sized ensuite bedrooms are conveniently located on the main level, offering privacy and flexibility for guests or family. One of the home's most exceptional features is the private outdoor terrace, where sweeping lake views create the perfect backdrop for dining, entertaining, or simply enjoying the city skyline. Additional conveniences include an in-unit washer and dryer, a rare offering in a home of this vintage. Residents enjoy an impressive collection of building amenities, including a newly renovated fitness center and a beautifully redesigned outdoor courtyard featuring grilling stations, dining areas, prep counters, and a gas fireplace lounge. The pet-friendly building also offers 24-hour door staff, onsite engineering, two oversized private storage lockers, and a bike room. Perfectly positioned in one of Chicago's most prestigious lakefront neighborhoods, the home is moments from premier dining, luxury shopping, public transportation, top-rated schools, and world-class cultural attractions. Parking is available for lease directly across the street at 1150 N Lake Shore Drive, with additional parking options nearby on Elm Street. This one-of-a-kind penthouse presents a rare opportunity to own an architecturally significant residence with unmatched character, scale, and views in the heart of Chicago.

4 Beds ⋅ 4 Baths ⋅ 12742476 MLS

Experience the pinnacle of refined city living in this extraordinary penthouse residence overlooking Lake Michigan. Situated within a distinguished 1924 cooperative designed by renowned architect Robert DeGolyer, this remarkable 4-bedroom, 3.1-bath home seamlessly blends historic grandeur with modern luxury. A private elevator entrance opens directly into the residence, revealing dramatic 15-foot ceilings, rich hardwood flooring, detailed crown molding, custom millwork, and timeless architectural character throughout. The grand foyer and sweeping staircase create an unforgettable first impression, while thoughtfully designed living spaces offer both sophistication and comfort. A warm and inviting library provides the perfect retreat for reading, relaxing, or working from home. The expansive chef's kitchen is outfitted with premium appliances, abundant storage, and a separate pantry designed for effortless entertaining and everyday functionality. Two generously sized ensuite bedrooms are conveniently located on the main level, offering privacy and flexibility for guests or family. One of the home's most exceptional features is the private outdoor terrace, where sweeping lake views create the perfect backdrop for dining, entertaining, or simply enjoying the city skyline. Additional conveniences include an in-unit washer and dryer, a rare offering in a home of this vintage. Residents enjoy an impressive collection of building amenities, including a newly renovated fitness center and a beautifully redesigned outdoor courtyard featuring grilling stations, dining areas, prep counters, and a gas fireplace lounge. The pet-friendly building also offers 24-hour door staff, onsite engineering, two oversized private storage lockers, and a bike room. Perfectly positioned in one of Chicago's most prestigious lakefront neighborhoods, the home is moments from premier dining, luxury shopping, public transportation, top-rated schools, and world-class cultural attractions. Parking is available for lease directly across the street at 1150 N Lake Shore Drive, with additional parking options nearby on Elm Street. This one-of-a-kind penthouse presents a rare opportunity to own an architecturally significant residence with unmatched character, scale, and views in the heart of Chicago.

1120 N Lake Shore Drive Unit #18CD, Chicago

1540 N Lake Shore Drive Unit #8N, Chicago

$2,850,000

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!

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

$21,000,000

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.

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