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$7,000,000

A rare turnkey 3 bedroom + den residence with one of the most architecturally significant private outdoor spaces in Chicago. The terrace is framed by original Gothic limestone with panoramic views of Lake Michigan, the Chicago River, and city skyline in the iconic Tribune Tower. 2203 seamlessly blends architectural pedigree with cutting-edge elegant design. A gracious foyer leads to the open-concept living and dining area framed by oversized windows with sweeping views of Michigan Avenue. Exquisite custom millwork, designer lighting, and a dramatic marble fireplace anchor the space. The chef's kitchen is impeccably appointed with integrated Wolf, Sub-Zero, and Miele appliances, custom cabinetry, and a wine tower. The primary suite is a serene retreat offering bespoke closets and a spa-caliber bath clad in marble featuring a deep soaking tub, oversized glass-enclosed shower, and dual vanity. Two secondary en-suite bedrooms provide exceptional comfort and privacy. A sophisticated bar creates an intimate and distinctive entertaining space leading to the professionally landscaped terrace outfitted with an outdoor kitchen, lounge area with a fire table, and built-in dining area. Crestron home automation with surround sound and motorized shades throughout and 3 prime parking spaces on main level. Tribune Tower residents enjoy unparalleled amenities including an indoor pool and adjacent sundeck, state-of-the-art fitness center with spa and treatment rooms, golf simulator, resident lounges, private elevated park, the 25th-floor Crown Terrace, covered dog run, and 24/7 door staff with onsite property management.

3 Beds ⋅ 4 Baths ⋅ 12572581 MLS ⋅ Tribune Tower Residences BLDG.

A rare turnkey 3 bedroom + den residence with one of the most architecturally significant private outdoor spaces in Chicago. The terrace is framed by original Gothic limestone with panoramic views of Lake Michigan, the Chicago River, and city skyline in the iconic Tribune Tower. 2203 seamlessly blends architectural pedigree with cutting-edge elegant design. A gracious foyer leads to the open-concept living and dining area framed by oversized windows with sweeping views of Michigan Avenue. Exquisite custom millwork, designer lighting, and a dramatic marble fireplace anchor the space. The chef's kitchen is impeccably appointed with integrated Wolf, Sub-Zero, and Miele appliances, custom cabinetry, and a wine tower. The primary suite is a serene retreat offering bespoke closets and a spa-caliber bath clad in marble featuring a deep soaking tub, oversized glass-enclosed shower, and dual vanity. Two secondary en-suite bedrooms provide exceptional comfort and privacy. A sophisticated bar creates an intimate and distinctive entertaining space leading to the professionally landscaped terrace outfitted with an outdoor kitchen, lounge area with a fire table, and built-in dining area. Crestron home automation with surround sound and motorized shades throughout and 3 prime parking spaces on main level. Tribune Tower residents enjoy unparalleled amenities including an indoor pool and adjacent sundeck, state-of-the-art fitness center with spa and treatment rooms, golf simulator, resident lounges, private elevated park, the 25th-floor Crown Terrace, covered dog run, and 24/7 door staff with onsite property management.

435 N Michigan Avenue Unit #2203, Chicago

$6,000,000

Nestled in the heart of Chicago's prestigious Gold Coast, this extraordinary residence commands attention from its rare 30 X 150 corner parcel- a true trophy property on one of the neighborhood's most coveted blocks. Listed on The National Register of Historic Places a masterful two year renovation provides a seamless blend of timeless elegance and modern refinement, showcasing impeccable craftsmanship, soaring ceilings, and sun-drenched interiors framed by oversized windows. The stately facade makes a lasting first impression, while inside, refined finishes and curated design details elevate every space. Each of the rooms on the first floor have 14' tinted and gilded plaster ceilings, custom wood flooring & exceptional woodwork.The gourmet chef's kitchen features bespoke cabinetry, Sub Zero, Wolf and Miele appliances, wall to wall subway tile, iconic custom black & white checkered stone flooring, marble countertops, beverage coolers and a large walk in pantry. The kitchen was expanded & opened up to offer a light filled solarium/breakfast room overlooking the English garden. The entry foyer makes an unforgettable first impression, adorned with bespoke lighting, designer wall coverings, and meticulously crafted flooring that sets the tone for the entire residence. Soaring ceilings and architectural detailing create a gallery-like ambiance - the perfect setting to welcome guests in dramatic fashion. The first of two formal living spaces features a stunning fireplace, bay windows overlooking Dearborn street, plaster gilded ceilings and incomparable millwork. The living room flows seamlessly to a stunning family room with an original Eastlake styled mantle over a gas fireplace. Flanking the mantle are floor to ceiling bookcases and a five windowed bay overlooking Burton Street.The formal dining room adjoins the expansive kitchen, while a second gallery provides access to the spectacular staircase, elevator and powder room. Two staircases provide access to the second level with four gracious bedrooms and two fully updated bathrooms. The primary suite occupies the northeast corner of the home, with tree top views along both Dearborn and Burton. Expanded in the renovation, the primary now offers gracious sleeping quarters, a large dressing room, a large walk-in closet and the convenience of secondary laundry in the suite. The light filled primary bath is outfitted with classic marble flooring, Lefroy Brooks plumbing fixtures, Ann Sachs tile, dual vanities, a large soaking tub and spacious steam shower. The guest bedrooms are outfitted with wall coverings, ornamental lighting, with restored doors and hardware, reflecting the Historic elegance of the home. Grandeur continues on the third level with practical living spaces including a great room with a wet bar, play room, a guest bedroom with a jack & jill bath and a sixth bedroom, outfitted as an office. The light-filled fourth level offers & incredible atrium ceiling and large roof terrace with living and dining space and incredible 360 views of the skyline and lake to the east. The finished lower level houses a mud room outfitted with custom built ins with access to the garden from the garage. Multiple storage rooms, a white stone bathroom, large laundry room, recreation room & climate controlled wine cellar complete the lower level. The elegance continues outdoors with a landscaped English garden that leads to an extra wide two car garage. The garage includes an updated 1bed/1bath coach house & side driveway along Burton Street. Too many upgrades to list including a slate mansard roof, replaced and replicated Marvin windows, renovated copper water service, electrical service, updated AV, three zoned heating & AC. Moments from the Magnificent Mile, fine dining, and the lakefront, this residence offers the perfect balance of exclusivity and convenience - an unparalleled opportunity to own a landmark in Chicago's most distinguished enclaves.

6 Beds ⋅ 5 Baths ⋅ 12573383 MLS

Nestled in the heart of Chicago's prestigious Gold Coast, this extraordinary residence commands attention from its rare 30 X 150 corner parcel- a true trophy property on one of the neighborhood's most coveted blocks. Listed on The National Register of Historic Places a masterful two year renovation provides a seamless blend of timeless elegance and modern refinement, showcasing impeccable craftsmanship, soaring ceilings, and sun-drenched interiors framed by oversized windows. The stately facade makes a lasting first impression, while inside, refined finishes and curated design details elevate every space. Each of the rooms on the first floor have 14' tinted and gilded plaster ceilings, custom wood flooring & exceptional woodwork.The gourmet chef's kitchen features bespoke cabinetry, Sub Zero, Wolf and Miele appliances, wall to wall subway tile, iconic custom black & white checkered stone flooring, marble countertops, beverage coolers and a large walk in pantry. The kitchen was expanded & opened up to offer a light filled solarium/breakfast room overlooking the English garden. The entry foyer makes an unforgettable first impression, adorned with bespoke lighting, designer wall coverings, and meticulously crafted flooring that sets the tone for the entire residence. Soaring ceilings and architectural detailing create a gallery-like ambiance - the perfect setting to welcome guests in dramatic fashion. The first of two formal living spaces features a stunning fireplace, bay windows overlooking Dearborn street, plaster gilded ceilings and incomparable millwork. The living room flows seamlessly to a stunning family room with an original Eastlake styled mantle over a gas fireplace. Flanking the mantle are floor to ceiling bookcases and a five windowed bay overlooking Burton Street.The formal dining room adjoins the expansive kitchen, while a second gallery provides access to the spectacular staircase, elevator and powder room. Two staircases provide access to the second level with four gracious bedrooms and two fully updated bathrooms. The primary suite occupies the northeast corner of the home, with tree top views along both Dearborn and Burton. Expanded in the renovation, the primary now offers gracious sleeping quarters, a large dressing room, a large walk-in closet and the convenience of secondary laundry in the suite. The light filled primary bath is outfitted with classic marble flooring, Lefroy Brooks plumbing fixtures, Ann Sachs tile, dual vanities, a large soaking tub and spacious steam shower. The guest bedrooms are outfitted with wall coverings, ornamental lighting, with restored doors and hardware, reflecting the Historic elegance of the home. Grandeur continues on the third level with practical living spaces including a great room with a wet bar, play room, a guest bedroom with a jack & jill bath and a sixth bedroom, outfitted as an office. The light-filled fourth level offers & incredible atrium ceiling and large roof terrace with living and dining space and incredible 360 views of the skyline and lake to the east. The finished lower level houses a mud room outfitted with custom built ins with access to the garden from the garage. Multiple storage rooms, a white stone bathroom, large laundry room, recreation room & climate controlled wine cellar complete the lower level. The elegance continues outdoors with a landscaped English garden that leads to an extra wide two car garage. The garage includes an updated 1bed/1bath coach house & side driveway along Burton Street. Too many upgrades to list including a slate mansard roof, replaced and replicated Marvin windows, renovated copper water service, electrical service, updated AV, three zoned heating & AC. Moments from the Magnificent Mile, fine dining, and the lakefront, this residence offers the perfect balance of exclusivity and convenience - an unparalleled opportunity to own a landmark in Chicago's most distinguished enclaves.

1454 N Dearborn Street, Chicago

$2,249,000

6 Beds ⋅ 5 Baths ⋅ 12555696 MLS

2150 W Monroe Street, Chicago

$8,400,000

Own the pinnacle of Chicago elegance in this 7880 sq ft duplex penthouse, formerly home to Vince Vaughn and the original headquarters of Hugh Hefner's Playboy enterprise. The Palmolive Building is a true Art Deco icon- its historic beacon once lit the skies to guide pilots to Midway Airport and today it shines as one of the most distinguished addresses in the city. This two-story residence is the ultimate blend of heritage and sophistication. the upper level features soaring 14-foot ceilings, timeless wood paneling in the original executive office, now reimagined as a show stopping primary suite with a lavish bathroom, an office, game. room and extensive storage. Downstairs you'll find a massive chef's kitchen, perfect for entertaining, along with formal living and dining rooms and a guest suite with its own bath. A custom temperature-controlled wine room ,part of a meticulous multi-million dollar renovation ,elevates this already extraordinary home. Enjoy three private terraces , a private elevator, two garage spaces , and the impeccable attention of a building staff renowned for best -in-class service. Qualified buyers only please.

4 Beds ⋅ 5 Baths ⋅ 12541400 MLS

Own the pinnacle of Chicago elegance in this 7880 sq ft duplex penthouse, formerly home to Vince Vaughn and the original headquarters of Hugh Hefner's Playboy enterprise. The Palmolive Building is a true Art Deco icon- its historic beacon once lit the skies to guide pilots to Midway Airport and today it shines as one of the most distinguished addresses in the city. This two-story residence is the ultimate blend of heritage and sophistication. the upper level features soaring 14-foot ceilings, timeless wood paneling in the original executive office, now reimagined as a show stopping primary suite with a lavish bathroom, an office, game. room and extensive storage. Downstairs you'll find a massive chef's kitchen, perfect for entertaining, along with formal living and dining rooms and a guest suite with its own bath. A custom temperature-controlled wine room ,part of a meticulous multi-million dollar renovation ,elevates this already extraordinary home. Enjoy three private terraces , a private elevator, two garage spaces , and the impeccable attention of a building staff renowned for best -in-class service. Qualified buyers only please.

159 E Walton Place Unit #PH, Chicago

$729,000

The Jackson Park Highlands is one of the city's best kept secrets. This amazing area of Land Mark Status homes features tree lined streets, well-manicured lawns, deep set backs and no alleys. It epitomizes suburban living within the city. Now offering for sale one of its most stately residences. A majestic English Tudor home with tall ceilings and spacious sun filled rooms. There are four bedrooms, two full baths, two powder rooms, a library with double door entry, butler's pantry and finished basement with wet bar. underneath the carpeting there are hard wood floors. Loads of period charm and eloquence are found here. Side drive, 2.5 car garage, superb location near the University of Chicago, golf course, beaches, marinas, and only minutes away from world class shopping, dining and entertaining. Come take a look and make it your own.

4 Beds ⋅ 4 Baths ⋅ 12510159 MLS

The Jackson Park Highlands is one of the city's best kept secrets. This amazing area of Land Mark Status homes features tree lined streets, well-manicured lawns, deep set backs and no alleys. It epitomizes suburban living within the city. Now offering for sale one of its most stately residences. A majestic English Tudor home with tall ceilings and spacious sun filled rooms. There are four bedrooms, two full baths, two powder rooms, a library with double door entry, butler's pantry and finished basement with wet bar. underneath the carpeting there are hard wood floors. Loads of period charm and eloquence are found here. Side drive, 2.5 car garage, superb location near the University of Chicago, golf course, beaches, marinas, and only minutes away from world class shopping, dining and entertaining. Come take a look and make it your own.

6731 S Cregier Avenue, Chicago

$3,000,000

Bring Your Vision-Priced to Sell! Step into the pinnacle of luxury living at the prestigious River View Condominiums in Streeterville. This rare two-level Penthouse residence spans an impressive 9,300 square feet, offering an unparalleled blend of scale, sophistication, and opportunity. Priced to sell, this home is ready for your design ideas-transform this sky-high mansion into your dream space. Step through the gracious foyer into a light-filled haven where floor-to-ceiling windows wrap the entire home, embracing the unique curved architecture of the building and maximizing panoramic vistas of the city, lake, and river. The open-concept layout seamlessly blends living, dining, and entertaining spaces, creating a show-stopping atmosphere that's both welcoming and dramatic. The heart of the home is the expansive chef's kitchen, featuring a stunning 12-foot island, custom high-end appliances, and abundant storage throughout. Whether you're hosting or cooking for yourself, this kitchen is as functional as it is beautiful-perfect for entertaining and everyday living. The stone-clad primary suite is a true retreat, featuring a spacious vanity with custom mirrors, heated floors, a jetted soaking tub, and an oversized walk-in shower. The custom-built walk-in closet offers extensive storage with thoughtfully designed built-ins. Step out onto your private balcony to take in morning sunrises over a quiet cup of coffee-your personal oasis in the sky. Two additional bedroom suites each feature their own private ensuite baths and private balconies, making them perfect for guests, family, or flexible work-from-home spaces. A dramatic grand staircase leads to the upper level where you'll find a jacuzzi with sweeping lake views, a steam room, and private full-sized basketball and racquetball courts-all overlooking a spectacular 60-foot curved terrace with unobstructed views of Lake Michigan and Navy Pier's fireworks. River View residents enjoy a professional Fitness Center, indoor pool and hot tub, sauna, steam room, an entertainment room and a sunny community terrace. Professionally managed building with onsite manager and engineer complete this one-of-a-kind offering. This is your opportunity to own and personalize one of Chicago's most remarkable residences. Schedule your private showing today and bring your design vision to life!

3 Beds ⋅ 4 Baths ⋅ 12341284 MLS ⋅ Riverview West BLDG.

Bring Your Vision-Priced to Sell! Step into the pinnacle of luxury living at the prestigious River View Condominiums in Streeterville. This rare two-level Penthouse residence spans an impressive 9,300 square feet, offering an unparalleled blend of scale, sophistication, and opportunity. Priced to sell, this home is ready for your design ideas-transform this sky-high mansion into your dream space. Step through the gracious foyer into a light-filled haven where floor-to-ceiling windows wrap the entire home, embracing the unique curved architecture of the building and maximizing panoramic vistas of the city, lake, and river. The open-concept layout seamlessly blends living, dining, and entertaining spaces, creating a show-stopping atmosphere that's both welcoming and dramatic. The heart of the home is the expansive chef's kitchen, featuring a stunning 12-foot island, custom high-end appliances, and abundant storage throughout. Whether you're hosting or cooking for yourself, this kitchen is as functional as it is beautiful-perfect for entertaining and everyday living. The stone-clad primary suite is a true retreat, featuring a spacious vanity with custom mirrors, heated floors, a jetted soaking tub, and an oversized walk-in shower. The custom-built walk-in closet offers extensive storage with thoughtfully designed built-ins. Step out onto your private balcony to take in morning sunrises over a quiet cup of coffee-your personal oasis in the sky. Two additional bedroom suites each feature their own private ensuite baths and private balconies, making them perfect for guests, family, or flexible work-from-home spaces. A dramatic grand staircase leads to the upper level where you'll find a jacuzzi with sweeping lake views, a steam room, and private full-sized basketball and racquetball courts-all overlooking a spectacular 60-foot curved terrace with unobstructed views of Lake Michigan and Navy Pier's fireworks. River View residents enjoy a professional Fitness Center, indoor pool and hot tub, sauna, steam room, an entertainment room and a sunny community terrace. Professionally managed building with onsite manager and engineer complete this one-of-a-kind offering. This is your opportunity to own and personalize one of Chicago's most remarkable residences. Schedule your private showing today and bring your design vision to life!

415 E North Water Street Unit #3205, Chicago

$18,500,000

A rare piece of Chicago's history, the Thompson House at 915 N. Dearborn stands as one of the Gold Coast's original architectural treasures. Designed in 1888 by Cobb & Frost, the renowned architects behind the Newberry Library and University of Chicago, this grand residence was among the first to define the Gold Coast neighborhood after the Great Chicago Fire. For the next century, it was owned and used by the Scottish Rite. The property was meticulously restored by its current owner beginning in 2009, blending 19th-century grandeur with modern luxury. The Thompson House is now a nationally registered Historic Landmark. This masterpiece preserves its rich past while offering a remarkably livable floor plan where history, elegance, and everyday comfort coexist effortlessly. Constructed from refurbished exterior sgraffito walls and granite mosaic, this 5-bedroom, 4.2-bathroom home spans 13,400 square feet, with an additional 1-bedroom, 1-bathroom carriage house above the 3-car garage. This home showcases exceptional craftsmanship with one-of-a-kind finishes and details throughout. Some of the elements include a refurbished original mosaic floor, custom millwork, hand-carved marble fireplaces from Italy, and custom stained glass. Throughout the home, all wood features, including beams, doors, and trim, are custom made from solid Honduras Mahogany, with intricate touches such as paneling and carving. The staircase, also Honduras Mahogany, was hand crafted to mimic the home's original balusters. Modern features include an elevator servicing all levels, a Control4 system, integrated audio and speaker systems, smart HVAC controls, and full smart home capabilities, making this home as functional as it is beautiful. Enter the home to a large parlor paneled in mahogany. The details greet you right away - hand carved columns, custom stained glass windows and doors, marble floors imported from Turkey, and a hand carved marble fireplace. The adjacent great room is full of natural light from the large, curved windows and south and west exposures. The great room has earned its name sake with a Swarovski crystal chandelier, a hand-carved, book-matched onyx fireplace from Pakistan, and exquisite mahogany woodwork with in-wall cabinetry. Silk wall coverings and marble flooring add to the grandeur. On the opposite side of the foyer you will find the kitchen overlooking the walled courtyard with fountains and fireplace. The kitchen area features two dining areas, high-end appliances, a large island, custom cabinetry, and a laundry room tucked away. The second level landing showcases a stunning library framed by an intricate hand carved arch. You will also see the custom stained glass dome skylight up above. The second floor features the luxurious primary suite, complete with a wet bar, and en-suite bath, and a second bedroom or office with an en-suite bath. You will also find a screened in 3-season porch. On the top floor, there is a sitting room, three additional bedrooms, including two rooms sharing a Jack-and-Jill bathroom, and a third large bedroom with its own en-suite bath. The lower level is designed for relaxation and entertainment, featuring two seating areas, a bar, and a spa. The media area includes a hand-carved Italian Botticino marble fireplace and marble floors with bronze inlay. The galley bar offers an in-wall wine display, and the spa features a sauna, jacuzzi, steam suite, spa dressing rooms, a massage and zen room, and an additional laundry area. A Murano glass mural with an integrated waterfall and glass-blown ceilings add unique artistic elements rarely found in modern homes. Across the courtyard, you will find the cozy coach house, perfect for guests or additional living space. The home includes a heated 3-car garage. The Thompson House is more than just a home; it's a timeless work of art that embodies elegance, craftsmanship, and luxury living in the heart of Chicago.

6 Beds ⋅ 7 Baths ⋅ 12273547 MLS

A rare piece of Chicago's history, the Thompson House at 915 N. Dearborn stands as one of the Gold Coast's original architectural treasures. Designed in 1888 by Cobb & Frost, the renowned architects behind the Newberry Library and University of Chicago, this grand residence was among the first to define the Gold Coast neighborhood after the Great Chicago Fire. For the next century, it was owned and used by the Scottish Rite. The property was meticulously restored by its current owner beginning in 2009, blending 19th-century grandeur with modern luxury. The Thompson House is now a nationally registered Historic Landmark. This masterpiece preserves its rich past while offering a remarkably livable floor plan where history, elegance, and everyday comfort coexist effortlessly. Constructed from refurbished exterior sgraffito walls and granite mosaic, this 5-bedroom, 4.2-bathroom home spans 13,400 square feet, with an additional 1-bedroom, 1-bathroom carriage house above the 3-car garage. This home showcases exceptional craftsmanship with one-of-a-kind finishes and details throughout. Some of the elements include a refurbished original mosaic floor, custom millwork, hand-carved marble fireplaces from Italy, and custom stained glass. Throughout the home, all wood features, including beams, doors, and trim, are custom made from solid Honduras Mahogany, with intricate touches such as paneling and carving. The staircase, also Honduras Mahogany, was hand crafted to mimic the home's original balusters. Modern features include an elevator servicing all levels, a Control4 system, integrated audio and speaker systems, smart HVAC controls, and full smart home capabilities, making this home as functional as it is beautiful. Enter the home to a large parlor paneled in mahogany. The details greet you right away - hand carved columns, custom stained glass windows and doors, marble floors imported from Turkey, and a hand carved marble fireplace. The adjacent great room is full of natural light from the large, curved windows and south and west exposures. The great room has earned its name sake with a Swarovski crystal chandelier, a hand-carved, book-matched onyx fireplace from Pakistan, and exquisite mahogany woodwork with in-wall cabinetry. Silk wall coverings and marble flooring add to the grandeur. On the opposite side of the foyer you will find the kitchen overlooking the walled courtyard with fountains and fireplace. The kitchen area features two dining areas, high-end appliances, a large island, custom cabinetry, and a laundry room tucked away. The second level landing showcases a stunning library framed by an intricate hand carved arch. You will also see the custom stained glass dome skylight up above. The second floor features the luxurious primary suite, complete with a wet bar, and en-suite bath, and a second bedroom or office with an en-suite bath. You will also find a screened in 3-season porch. On the top floor, there is a sitting room, three additional bedrooms, including two rooms sharing a Jack-and-Jill bathroom, and a third large bedroom with its own en-suite bath. The lower level is designed for relaxation and entertainment, featuring two seating areas, a bar, and a spa. The media area includes a hand-carved Italian Botticino marble fireplace and marble floors with bronze inlay. The galley bar offers an in-wall wine display, and the spa features a sauna, jacuzzi, steam suite, spa dressing rooms, a massage and zen room, and an additional laundry area. A Murano glass mural with an integrated waterfall and glass-blown ceilings add unique artistic elements rarely found in modern homes. Across the courtyard, you will find the cozy coach house, perfect for guests or additional living space. The home includes a heated 3-car garage. The Thompson House is more than just a home; it's a timeless work of art that embodies elegance, craftsmanship, and luxury living in the heart of Chicago.

915 N Dearborn Street, Chicago