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An extraordinary opportunity to own a fully reimagined historic mansion in the heart of Chicago's coveted Gold Coast. This rare, turnkey residence is ideal for a private owner seeking effortless luxury or an investor looking to expand a portfolio of shortterm or AirBnB rentals. Originally crafted in 1887 by renowned architect John Wellborn Root, this timeless stone-and-brick villa blends rich architectural character with refined modern living-all just steps from the lake. Set on an oversized 24x130 lot, the home has undergone a comprehensive renovation, including a new roof, and offers more than 6,000 square feet across four beautifully finished levels. The main level centers around a stunning chef's kitchen with custom cabinetry, Wolf appliances, white quartz countertops, a mosaic backsplash, and an oversized island with integrated lighting. The grand dining area flows seamlessly into an elegant living room featuring two fireplaces, builtin shelving, and subtle undershelf illumination, creating an inviting atmosphere for everyday living and sophisticated entertaining. The sweeping staircase leads to a lavish primary suite with a fireplace, tray ceiling, hardwood floors, and a spa-caliber bath complete with its own fireplace, steam shower, freestanding soaking tub, and dual vanities. A massive custom walkin closet completes the retreat. A gracious second ensuite bedroom completes the level.The top floor offers two additional bedrooms and a cozy sitting room with a fireplace that opens to a spacious private rooftop deck. The lower level includes two more ensuite bedrooms and convenient access to the rare attached threecar garage.With six ensuite bedrooms, five-and-a-half baths, impeccable finishes, and thoughtful updates throughout, this historic home delivers exceptional comfort, versatility, and craftsmanship. A truly rare offering-masterfully restored, movein ready, and perfectly situated moments from the Gold Coast's finest dining, shopping, and lakefront living.

6 Beds ⋅ 6 Baths ⋅ 12756996 MLS ⋅ ACTIVE Status

An extraordinary opportunity to own a fully reimagined historic mansion in the heart of Chicago's coveted Gold Coast. This rare, turnkey residence is ideal for a private owner seeking effortless luxury or an investor looking to expand a portfolio of shortterm or AirBnB rentals. Originally crafted in 1887 by renowned architect John Wellborn Root, this timeless stone-and-brick villa blends rich architectural character with refined modern living-all just steps from the lake. Set on an oversized 24x130 lot, the home has undergone a comprehensive renovation, including a new roof, and offers more than 6,000 square feet across four beautifully finished levels. The main level centers around a stunning chef's kitchen with custom cabinetry, Wolf appliances, white quartz countertops, a mosaic backsplash, and an oversized island with integrated lighting. The grand dining area flows seamlessly into an elegant living room featuring two fireplaces, builtin shelving, and subtle undershelf illumination, creating an inviting atmosphere for everyday living and sophisticated entertaining. The sweeping staircase leads to a lavish primary suite with a fireplace, tray ceiling, hardwood floors, and a spa-caliber bath complete with its own fireplace, steam shower, freestanding soaking tub, and dual vanities. A massive custom walkin closet completes the retreat. A gracious second ensuite bedroom completes the level.The top floor offers two additional bedrooms and a cozy sitting room with a fireplace that opens to a spacious private rooftop deck. The lower level includes two more ensuite bedrooms and convenient access to the rare attached threecar garage.With six ensuite bedrooms, five-and-a-half baths, impeccable finishes, and thoughtful updates throughout, this historic home delivers exceptional comfort, versatility, and craftsmanship. A truly rare offering-masterfully restored, movein ready, and perfectly situated moments from the Gold Coast's finest dining, shopping, and lakefront living.

32 E Bellevue Place, Chicago

$3,750,000

A rare and seamless blend of architectural history and sophisticated modern living. Situated on one of the neighborhood's most desirable blocks, this spectacular 5,500 square foot, 5-6 bedroom, 4.5 bathroom greystone has been meticulously renovated for a comfortable contemporary lifestyle while honoring its classic Gold Coast character. The handsome three-story stone exterior is capped by an ornate, original copper pediment and roof cresting - welcoming one to the home's many well-preserved historic details. Inside, the expansive front living room offers an inviting layout with space for multiple seating arrangements, a stately fireplace, and a bright and large view, framing mature trees and beautiful Gold Coast architecture. The dining room features the second of the home's three original fireplaces and easily accommodates large family gatherings and dinner parties. The leaded-glass pocket doors provide an elegant partition between the dining room and the home's kitchen. Bathed in morning light, the expansive chef's kitchen is a triumph of thoughtful design and high-end utility. A thick slab of deeply veined white marble tops the oversized central island, which features comfortable counter seating beneath pendant lighting. The culinary suite is anchored by a 48" Wolf range with dual ovens, a Sub-Zero refrigerator, a Bosch dishwasher, and a dedicated wine and beverage fridge. A large bay window, built-in banquette seating, and custom storage cleverly tucked under the rear staircase ensure this magnificent space is as functional as it is beautiful. Stepping out onto the rear terrace reveals a curated private escape. A custom pergola provides shade, while integrated infrared heaters extend the space's use into the cooler months. Designed for effortless entertaining, this exceptional outdoor sanctuary features dedicated areas for grilling and alfresco dining, alongside a full outdoor living room where a fire table provides an inviting focal point for evening gatherings. Back inside, the grand main staircase provides a masterclass in late 19th-century craftsmanship. Rich hardwood handrails and treads contrast with the crisp white wainscoting and expertly carved newel posts. Cleverly concealing a discreet main-floor powder room, the staircase rises past a stunning original stained-glass window to the home's upper levels. Occupying the entire front portion of the home's second level, the primary suite has a deep-set picture window with leafy street views and two closets. The ensuite primary bathroom features beautiful tilework, an oversized, spa-quality shower, separate soaking tub, and double sinks. A second ensuite bedroom with a balcony and a multi-use family room are also located on this level. The home's third floor thoughtfully accommodates three additional, generously sized bedrooms. The front bedroom with cathedral ceilings and a library wall is accessed by a pass-through 14x10ft bonus room, which can be easily tailored to your lifestyle and needs. Completing this level, the two remaining bedrooms share a classic Jack-and-Jill bathroom. The lower level is home to a large family room, a temperature-controlled glass wine room, a dedicated home gym (bedroom six) with modern bath and shower, and a rear mudroom with laundry. A two-car tandem garage completes the home. 1437 N. Dearborn is a truly exceptional and inviting home not often found in the neighborhood. This is a rare opportunity; located two blocks from Lake Michigan and Lincoln Park, in close proximity to beaches, top-rated schools, seasonal farmers' markets, world-class shopping, and fine dining.

5 Beds ⋅ 5 Baths ⋅ 12750844 MLS ⋅ ACTIVE Status

A rare and seamless blend of architectural history and sophisticated modern living. Situated on one of the neighborhood's most desirable blocks, this spectacular 5,500 square foot, 5-6 bedroom, 4.5 bathroom greystone has been meticulously renovated for a comfortable contemporary lifestyle while honoring its classic Gold Coast character. The handsome three-story stone exterior is capped by an ornate, original copper pediment and roof cresting - welcoming one to the home's many well-preserved historic details. Inside, the expansive front living room offers an inviting layout with space for multiple seating arrangements, a stately fireplace, and a bright and large view, framing mature trees and beautiful Gold Coast architecture. The dining room features the second of the home's three original fireplaces and easily accommodates large family gatherings and dinner parties. The leaded-glass pocket doors provide an elegant partition between the dining room and the home's kitchen. Bathed in morning light, the expansive chef's kitchen is a triumph of thoughtful design and high-end utility. A thick slab of deeply veined white marble tops the oversized central island, which features comfortable counter seating beneath pendant lighting. The culinary suite is anchored by a 48" Wolf range with dual ovens, a Sub-Zero refrigerator, a Bosch dishwasher, and a dedicated wine and beverage fridge. A large bay window, built-in banquette seating, and custom storage cleverly tucked under the rear staircase ensure this magnificent space is as functional as it is beautiful. Stepping out onto the rear terrace reveals a curated private escape. A custom pergola provides shade, while integrated infrared heaters extend the space's use into the cooler months. Designed for effortless entertaining, this exceptional outdoor sanctuary features dedicated areas for grilling and alfresco dining, alongside a full outdoor living room where a fire table provides an inviting focal point for evening gatherings. Back inside, the grand main staircase provides a masterclass in late 19th-century craftsmanship. Rich hardwood handrails and treads contrast with the crisp white wainscoting and expertly carved newel posts. Cleverly concealing a discreet main-floor powder room, the staircase rises past a stunning original stained-glass window to the home's upper levels. Occupying the entire front portion of the home's second level, the primary suite has a deep-set picture window with leafy street views and two closets. The ensuite primary bathroom features beautiful tilework, an oversized, spa-quality shower, separate soaking tub, and double sinks. A second ensuite bedroom with a balcony and a multi-use family room are also located on this level. The home's third floor thoughtfully accommodates three additional, generously sized bedrooms. The front bedroom with cathedral ceilings and a library wall is accessed by a pass-through 14x10ft bonus room, which can be easily tailored to your lifestyle and needs. Completing this level, the two remaining bedrooms share a classic Jack-and-Jill bathroom. The lower level is home to a large family room, a temperature-controlled glass wine room, a dedicated home gym (bedroom six) with modern bath and shower, and a rear mudroom with laundry. A two-car tandem garage completes the home. 1437 N. Dearborn is a truly exceptional and inviting home not often found in the neighborhood. This is a rare opportunity; located two blocks from Lake Michigan and Lincoln Park, in close proximity to beaches, top-rated schools, seasonal farmers' markets, world-class shopping, and fine dining.

1437 N Dearborn Street, Chicago

$4,995,000

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.

3 Beds ⋅ 6 Baths ⋅ 12753134 MLS ⋅ ACTIVE Status

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

$5,995,000

Currently configured as two separate residences, this exceptional property offers the flexibility to function as a high-performing luxury investment or be effortlessly converted into one extraordinary single-family home. Built in 2016, 22 E. Elm spans more than 5,100 square feet across three levels plus a finished English basement and is currently arranged as an expansive 7-bedroom duplex and a beautifully appointed 4-bedroom upper simplex. By simply opening existing interior doorways, the home seamlessly transforms into a grand 11-bedroom single-family residence or multigenerational home-no construction required. Wrapped in a timeless limestone facade designed to endure for generations, the home pairs architectural elegance with remarkable versatility. The main level is anchored by a spectacular 22' x 26' living room with a fireplace and an equally impressive 22' x 19' dining room, creating an ideal setting for both intimate gatherings and large-scale entertaining. Oversized windows fill the home with natural light, highlighting the rich hardwood flooring and sophisticated palette of wood, glass, and stone throughout. Many of the bedrooms are thoughtfully divided by sleek glass partition walls, allowing spaces to be effortlessly reconfigured as bedrooms, offices, studios, or expanded living areas to suit a variety of lifestyles. Two designer kitchens are appointed with premium appliances, oversized center islands, and custom cabinetry. The luxurious 22' x 18' primary suite occupies the second level alongside a generously scaled 20' x 18' secondary bedroom that rivals a second primary suite. An expansive private deck extends the living space outdoors, while the site offers the opportunity to build a 2- to 4-car garage. Located just steps from Rush Street's renowned dining and shopping, Oak Street Beach, and the lakefront trail, this is one of the Gold Coast's most distinctive offerings-equally compelling as a luxury residence, multigenerational home, or exceptional income-producing property. Located within the Ogden Elementary and Lincoln Park High School boundaries.

11 Beds ⋅ 6 Baths ⋅ 12686438 MLS ⋅ ACTIVE Status

Currently configured as two separate residences, this exceptional property offers the flexibility to function as a high-performing luxury investment or be effortlessly converted into one extraordinary single-family home. Built in 2016, 22 E. Elm spans more than 5,100 square feet across three levels plus a finished English basement and is currently arranged as an expansive 7-bedroom duplex and a beautifully appointed 4-bedroom upper simplex. By simply opening existing interior doorways, the home seamlessly transforms into a grand 11-bedroom single-family residence or multigenerational home-no construction required. Wrapped in a timeless limestone facade designed to endure for generations, the home pairs architectural elegance with remarkable versatility. The main level is anchored by a spectacular 22' x 26' living room with a fireplace and an equally impressive 22' x 19' dining room, creating an ideal setting for both intimate gatherings and large-scale entertaining. Oversized windows fill the home with natural light, highlighting the rich hardwood flooring and sophisticated palette of wood, glass, and stone throughout. Many of the bedrooms are thoughtfully divided by sleek glass partition walls, allowing spaces to be effortlessly reconfigured as bedrooms, offices, studios, or expanded living areas to suit a variety of lifestyles. Two designer kitchens are appointed with premium appliances, oversized center islands, and custom cabinetry. The luxurious 22' x 18' primary suite occupies the second level alongside a generously scaled 20' x 18' secondary bedroom that rivals a second primary suite. An expansive private deck extends the living space outdoors, while the site offers the opportunity to build a 2- to 4-car garage. Located just steps from Rush Street's renowned dining and shopping, Oak Street Beach, and the lakefront trail, this is one of the Gold Coast's most distinctive offerings-equally compelling as a luxury residence, multigenerational home, or exceptional income-producing property. Located within the Ogden Elementary and Lincoln Park High School boundaries.

22 E Elm Street, 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 ⋅ ACTIVE Status

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