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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

1524 N Astor Street, Chicago
$4,995,000
3 Beds ⋅ 6 Baths ⋅ 12753134 MLS
A rare architectural offering on one of Chicago's most coveted residential streets, this is the northernmost home on Astor, distinguished by its commanding position and oversized windows overlooking the Cardinal's Mansion and Lincoln Park. The setting provides exceptional privacy and natural light, a rarity in the city. Originally designed as a mid century modern residence by noted Chicago architect I. W. Colburn, the home was later completely reimagined with a refined Art Deco inspired interior by two of the city's most respected design firms, Marvin Herman & Associates and Suzanne Lovell Inc. In 2025, the exterior was extensively renovated, including all new stucco on the walls enclosing the home's expansive private terrace. Today, the residence offers approximately 6,500 square feet of beautifully finished living space, generous outdoor areas, and two-car garage parking. Interior finishes are of exceptional quality and include bespoke millwork and cabinetry, hand-cast plaster moldings, a dramatic curved staircase with artisan-fabricated bronze and steel balusters, three distinctive fireplaces, rift-sawn white oak floors with custom inlay, limestone and marble, Donald Kaufman paint finishes, and vellum wall coverings. An elegant foyer with a walk-in coat closet, climate-controlled wine storage, and a guest bath with a hand-carved marble sink introduces the home. One level up, the main living level includes a gracious living room with a wet bar, a separate dining room, and a sophisticated kitchen with custom cabinetry and a built-in banquette. This level also includes a private office with a white alabaster fireplace and direct access to the terrace. A standout feature of the home, the north-facing terrace offers a serene setting for outdoor dining and entertaining. The top level includes a luxurious primary suite with a spa caliber bath featuring a soaking tub carved from a single block of Noir St. Laurent marble with P. E. Guerin hardware. A second en suite bedroom and a family room with an additional full bath complete the level. Curved rear stairs lead to a private bedroom suite with its own entrance, allowing guests to enter independently. Features include knotty pine paneling, a kitchenette, generous closets, an en suite bath, and French doors opening to a tranquil koi pond. The landscaping was designed by award-winning Scott Byron & Co. Ideally located near Lincoln Park, the lakefront, and downtown, this exceptional Gold Coast residence offers architectural pedigree, remarkable privacy, and extraordinary craftsmanship.

1524 N Astor 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

1120 N Lake Shore Drive Unit #18CD, Chicago
$850,000
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
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

1447 N Dearborn Street Unit #1N, Chicago
$4,900,000
4 Beds ⋅ 5 Baths ⋅ 12733434 MLS
Eight new construction, exclusive, full-floor residences offer a refined lifestyle that blends eclectic interiors with unparalleled luxury and an estimated delivery date of December 2026. Discover an extraordinary opportunity to live boldly at 1447 N. Dearborn, an enduring Gold Coast icon. Nestled on a quiet street, these residences overlook treelined and courtyard views, offering a sense of peace in the heart of the city. Each residence at 1447 N. Dearborn boasts direct elevator access and expansive private outdoor spaces. Residence 1N is a 4 bedroom, 4.1 bath, duplex-down residence with 10 ft ceilings on both levels and exquisite selections for all finishes. With 5215 SQFT of living space, this sprawling condominium lives more like a single-family home. Common areas include a beautifully landscaped courtyard with a graceful fountain that offers a moment of stillness, a wellness room for yoga, meditation, and light exercise, and tandem, attached, heated garage parking for 2-cars. Estimated delivery is late December 2026.

1447 N Dearborn Street Unit #1N, Chicago

1040 N Lake Shore Drive Unit #26B, Chicago
$899,000
1 Beds ⋅ 3 Baths ⋅ 12703562 MLS
Rarely available 2,200 square foot 1 bed/2.1 bath home at the Gold Coast's renowned Carlyle. A gracious foyer welcomes you into the open floor plan layout awash in panoramic views of Lake Michigan stretching from Lincoln Park to iconic East Lake Shore Drive, and beyond! An expansive living room opens to the flexible dining/family room, leading to the renovated kitchen featuring Sub Zero refrigeration, Wolf cooktop, Wolf convection oven, wine cooler, all accented with iceberg quartzite countertops and marble backsplash; attached butler's pantry includes built-in shelving and walk-in pantry. Massive primary suite featuring custom dressing room, two full baths, walk-in closet plus custom wall of closets. Designer lighting, wide-plank hardwood flooring, and storage galore, and unique to the "B" tier, both front and rear balconies to enjoy sunrise to sunset views. One valet parking space and storage included. Two units per floor in this expertly run building, enjoy privacy and security with experienced and attentive doormen. A+ amenities include indoor pool, fitness, sundeck, and fabulous ballroom with catering kitchen. Walk to world class dining, shopping, lakefront paths, farmer's market, Northwestern medical, and all that Chicago has to offer!

1040 N Lake Shore Drive Unit #26B, Chicago

1239 N State Parkway Unit #2, Chicago
$1,145,000
3 Beds ⋅ 3 Baths ⋅ 12688117 MLS
A very unique opportunity to own a full-floor residence in an intimate 3-unit boutique building in the heart of Chicago's prestigious Gold Coast. This expansive 2,470-sq.ft. home offers 3 bedrooms and 2.5 baths with an ideal blend of scale, comfort, and timeless design. Highlights include 10-foot ceilings, hardwood floors throughout, an oversized private deck with Trex decking, in-unit laundry, and attached garage parking with dedicated storage. The impressive sun-filled living and dining space is designed for both everyday living and entertaining, featuring a striking double-sided fireplace and elegant wet bar. The spacious all white eat-in kitchen is appointed with 42" cabinetry, granite countertops, stainless steel premium appliances, a large center island, and a sun-filled breakfast area framed by walls of windows overlooking the courtyard. The primary suite offers a true retreat with a separate workout/sitting room, a large organized walk-in closet, spa-like bath complete with dual vanities and an infrared sauna. Exceptional storage/closet space can be found throughout the home. Low assessments complete this exceptional offering, all within steps of the lakefront, parks, world-class dining, shopping, and public transportation.

1239 N State Parkway Unit #2, Chicago

1445 N State Parkway Unit #1904, Chicago
$435,000
3 Beds ⋅ 2 Baths ⋅ 12673834 MLS
MAJOR PRICE IMPROVEMENT - GOLD COAST OPPORTUNITY! This 3 bed/2 full baths at 1445 N. State Parkway is now offered at a significantly improved price, creating a rare opportunity to own in one of Chicago's most prestigious neighborhoods. Corner unit filled with natural light, amazing south City views and to the West, Old Town and beyond. Open floor plan, spacious with 1600SF of living space. Location, location, location! In unit washer/dryer is not allowed to be added to this unit. You'll be steps from quiet tree-lined streets, world-class dining, shopping, North Ave and Oak Street Beach, and all the charm this historic neighborhood is loved for. Walk to Lincoln Park Zoo, Michigan Ave. With this price change, now is the perfect chance to personalize the home and build equity with updates tailored to your style, this is an incredible value! Schedule your private showing today and imagine the possibilities. Redline and CTA bus stops all within walking distance. Valet garage parking spot, $25.000.00

1445 N State Parkway Unit #1904, Chicago

21 W Goethe Street Unit #18GH, Chicago
$685,000
3 Beds ⋅ 2 Baths ⋅ 12668962 MLS
Welcome home to this exceptional 18th floor residence set high above the Gold Coast! Formerly two separate units, this impressive home has been thoughtfully combined into one seamless residence featuring an exceptionally spacious layout, abundant natural light in all rooms, and refined finishes throughout. Floor-to-ceiling windows showcase stunning skyline views, while hardwood floors, soaring ceilings, and a wood-burning fireplace create a warm yet sophisticated atmosphere. The primary suite offers a truly extraordinary walk-in closet and beautifully appointed bath with dual vanity, soaking tub, and separate shower. Two additional bedrooms provide flexibility for guests, family, or home office needs. The updated kitchen features stainless steel appliances, induction cooktop, generous cabinetry, granite countertops, and breakfast bar seating. Full-service amenities include 24-hour door staff, on-site management, outdoor pool, sundeck, grilling area, storage and bike room. Parking is available for lease at $250/month. Laundry is conveniently located on the 3rd floor but many residents choose to use a laundry service- see additional info for our recommendations. Ideally located in the heart of the Gold Coast with access to the Lincoln Park High School district.

21 W Goethe Street Unit #18GH, Chicago

1100 N Lake Shore Drive Unit #15B, Chicago
$550,000
2 Beds ⋅ 3 Baths ⋅ 12652827 MLS
ORIGINAL OWNER! BEING SOLD "AS IS/WHERE IS"! GREAT VALUE!! MOVE IN OR CALL YOUR ARCHITECT/DESIGNER TO CUSTOMIZE! Breathtaking east and south views from this phenomenal corner unit with 17 windows that overlook the beach and lake plus park and city views to the south. Freshly painted throughout. The gallery entry leads to the awesome views that are the highlight of the B tier units. The B Simplex floorplan is easy living and flows from room to room. The third bedroom is open to public spaces with French doors to maximize light and used as a library by seller. Great for a home office for today's lifestyles. Expansive living/dining room with wet bar for great entertaining space. Private primary suite with en suite bath , rear access door to hallway. Generous second bedroom. Small intimate condo building; only 3 units per floor. On site mgr, 24 hour door staff, garage attendant. Parking is $250 and guest parking available. Sundeck, party room, exercise room on 2nd floor. The location is superb! Head south to the Mag Mile retail, restaurant corridor, north to the park and due east to the lake and Oak Street Beach! The views from #15B are outstanding day and night! From the sandy beach of Lake Michigan to the iconic Drake Hotel sign to the former Playboy Building beacon to the historic residential buildings on east Lake Shore Drive and the city, you will have a front row seat to Chicago's finest assets!

1100 N Lake Shore Drive Unit #15B, Chicago

1515 N Astor Street Unit #17BC, Chicago
$950,000
4 Beds ⋅ 4 Baths ⋅ 12642412 MLS
HUGE PRICE ADJUSTMENT! ASTOR STREET GEM! Located in the heart of Chicago's iconic Gold Coast, this sophisticated four bedroom plus den apartment with 3.1 baths offers the perfect blend of tranquility and spacious urban living. Spread over 3200 square feet, this elegant single-floor residence is directly across from the Cardinal's Mansion and just steps to Lincoln Park. Totally unique to this Astor Street apartment are unobstructed lake and park views from the balcony, kitchen, dining room and primary bedroom. The apartment's gracious split-floor plan boasts four generously sized bedrooms, with two featuring ensuite full baths. The main living area has beautiful parquet hardwood floors, a decorative fireplace, and crown moldings. Other plusses include an in-unit laundry, cozy library with custom bookcases and wet bar, walk-in closets, and two full-size storage cages. 1515 N. Astor is a premier full-service building with valet garage parking for at least two cars, and free unlimited guest parking. Other top-tier amenities include 24-hour door person, a rooftop pool and beautifully landscaped sun deck with panoramic views, newly equipped fitness room, and party room. Enjoy city living at its finest that's just steps to North Avenue Beach, Lincoln Park, the lakefront trail, Green City Market and Michigan Avenue/Oak Street shopping and dining.

1515 N Astor Street Unit #17BC, Chicago

1515 N Astor Street Unit #23BC, Chicago
$899,000
4 Beds ⋅ 3 Baths ⋅ 12631235 MLS
Nestled on one of the Gold Coast's most prestigious tree-lined streets, this exceptional four-bedroom residence offers over 3,200 square feet of refined living in an intimate boutique building on coveted Astor Street. Thoughtfully designed for both gracious entertaining and comfortable everyday living, this expansive home showcases ful lake and park views throughout. The spacious living room features multiple seating areas, creating the perfect setting for relaxing or entertaining, while a stylish wet bar provides an ideal space for coffee service or evening cocktails. Adjacent to the living room, the formal dining room is perfectly positioned to capture stunning lake views. The generously sized kitchen is a chef's delight, complete with full-height cabinetry, a pantry cabinet, breakfast bar, Sub-Zero refrigerator, double ovens, and a window framing picturesque lake views. The serene primary suite offers a peaceful retreat, highlighted by eastern exposure, abundant closet space including a walk-in closet, and a luxurious en-suite bath featuring an oversized walk-in shower, dual vanities, linen storage, and timeless stone finishes. The thoughtfully designed floor plan provides excellent separation of space. A secondary bedroom, currently outfitted with a built-in desk, is located near an additional full bath. At the opposite end of the residence, two more spacious bedrooms await, including one with an en-suite bath and walk-in closet. The fourth bedroom offers tremendous flexibility and can easily serve as a guest suite, home office, den, or library. Additional features include a separate laundry room, abundant storage, and a private balcony with sweeping views of the lakefront and surrounding parks. Residents enjoy exceptional amenities in this impeccably maintained, service-oriented building, including 24-hour door staff, valet parking, a fitness center, an entertainment room, and a rooftop pool. A rare opportunity to own a truly spacious and elegant home in one of Chicago's most coveted neighborhoods. Valet Parking Available for $285.00 per month

1515 N Astor Street Unit #23BC, Chicago

1212 N Lake Shore Drive Unit #28CS, Chicago
$745,000
2 Beds ⋅ 2 Baths ⋅ 12629395 MLS
Wake up to the lake and unwind with the city; this beautifully positioned 2-bedroom, 2-bath residence offers rare east and west exposures in one of Lake Shore Drive's most prestigious full service buildings in the Gold Coast. A 27-foot lake facing balcony showcases sweeping views of Lake Michigan, Oak Street Beach, the Air & Water Show, and Navy Pier fireworks, while two juliet balconies capture stunning city skyline vistas from the bedrooms. A gracious foyer opens into expansive living and dining spaces designed for both elevated entertaining and effortless everyday living, all framed by unobstructed lake views. Generously sized bedrooms offer excellent closet space and seamless indoor-outdoor flow. In unit laundry. Thoughtful recent upgrades include newly installed sliding doors in the living room and both bedrooms, an enhancement that would command approximately $80,000 at today's replacement cost. The home also features a brand new water heater, with all valves and electrical components recently upgraded as part of a $10,000 investment. Enjoy the best of Gold Coast living in a full service, pet friendly luxury building featuring 24-hour door staff, on-site management and engineer, a rooftop indoor pool with panoramic lake views, two spacious sun decks, a fully updated party room with indoor/outdoor seating and catering kitchen, fitness center, heated valet garage with guest parking, receiving room, and assigned storage. Smoking is permitted on balconies only. The building is financially strong with $3.6M in reserves and no special assessments. Rentals are not permitted.

1212 N Lake Shore Drive Unit #28CS, 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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