6 Homes You Don't Want to Miss in Chicago's Gold Coast

Our Editors Ranked The Top 6 Gold Coast Homes Currently On The Market For You To See


Let's start with #6 & work our way up


Exquisite designer finished east facing three bedroom in Gold Coast with lake and city views. This home offers a great split bedroom layout and open floor plan with kitchen breakfast bar, new quartz counters, living room with fireplace and beautiful built-ins. Lovely walnut finish hardwood floors, custom closets, and spacious balcony. Gorgeous updated guest bath.

Sophisticated boutique building where heat and AC are included in the assessment. 24 hour doorman, exercise room, sundeck and party room. 2 prime parking spots available at $30,000/spot.

Offered at $850,000

Presented by Carol Collins of Jameson Sotheby's International Realty


2500 sq. ft. + one-of-a-kind triplex penthouse in 26 unit boutique Streeterville building features lake and skyline views, and a dramatic two story living room with an 18’ wall of windows. Hardwood floors throughout. Open kitchen w/SS appliances, Miele induction range, granite counters, and island. Master bedroom suite with marble bath. Glorious light filled 20’ penthouse room with new skylights opens to a private 15’x12’ patio with sweeping 270% views of the lake and city. Motorized window treatments and Sonos Sound system throughout. Inunit full size stackable washer and ventless dryer. New video monitored security system. Garage space avail @ $50K. One pet, 30 lb limit. Top performing Ogden and Payton Schools plus nationally ranked Latin and Francis Parker. Steps to lake, shopping, dining, transportation. All the best of Streeterville at your doorstep.

Offered at $1,250,000

Presented by: Robert Teverbaugh of Century 21 Affiliated


Steps from Michigan Ave, The Regent features 16 units of the highest quality workmanship. This 3BR residence lives like a SFH with its gracious sized rooms that flow seamlessly from formal to casual entertaining areas. Enjoy a huge eat-in kitchen/great room, formal dining room and fabulous covered terrace suitable for year round grilling. Featuring a split floor plan, crown molding, hardwood floors and surround sound. The kitchen has it all - built-in desk, breakfast bar, tons of cabinets and counter space, even a butler’s pantry! The master has professionally designed his/her closets with marble bath, steam shower and soaking tub. Only 2 homes per floor in a very intimate building. Walk to the lake, shops, restaurants and transportation. Includes 1 garage parking spot. Guest parking available for nominal fee and the garage serves as a receiving room for packages in light of not having a doorman. Assessments among the lowest in the neighborhood.

Offered at $1,750,000

Presented by: Caryl Dillon of Baird & Warner


A stunning two-level maisonette located in one of Chicago’s most desirable addresses! Renovated completely with a contemporary finish, this is an incredible home with beautiful lake & tree views & steps from the beaches & lake shore path. A wonderful layout - excellent for entertaining with a fantastic foyer leading into huge elegant living, dining area featuring oversized windows - flowing nicely to butler pantry and separable family room. Incredible master suite with large closet space and sitting area. Lower level features a rec room and wine storage. Finishes include: bamboo floors, state of the art chefs Bulthap kitchen, with La Cornue range. Skylights provide plenty of additional natural light. A very private maisonette – with direct access from the rear parking. Located within an historic and very well run building - impeccable door staff, state of the art exercise facility & pet friendly policy. Tucked away but just steps from the Magnificent Mile & everything Chicago has to offer.

Offered at $2,750,000

Presented by: Sam Jenkins of Conlon Real Estate Group


One of the original Adler row homes on Schiller, this exquisite residence was completely rebuilt in 2017 with an emphasis on classic European elegance. The original, historic façade still remains and all windows are replicas of the original Adler design. Enter into the sophisticated Grand Salon with floor-to-ceiling windows, and twinkling twin chandeliers and custom Nero Marquina marble fireplaces. Rare European salvaged, herringbone-laid, oak floors flow through the entire stunning space. The epicurean kitchen is a European-inspired, free-standing chef’s dream with fantastic Prunella marble island, stainless steel Viking appliances and Waterworks custom cabinetry. Access a private balcony and backyard from here. Ascend the Deco inspired staircase to the second level with two en-suite bedrooms and a flexible den/exercise room. The third-level master suite is a luxurious space with a wall of windows, custom fireplace and private terrace. The amazing master closet, with silk floors, was a California Closet award winner. Lavish honed marble and solid walnut-paneled master bathroom is built for relaxation with soaking tub and oversized large, glass-enclosed steam shower. A wonderful, flexible lower level features heated floor clad in tiles from a 17th Century European Villa. This level has a private entrance, mudroom, oversized 1-car garage, full bath, Library and access to the lovely, manicured backyard from the family room. No detail was missed in this New Construction Gold Coast gem!

Offered at $3,995,000

Presented by: Duane Shumaker of Berkshire Hathaway Home Services - Koenig Rubloff Realty Group


Wow! Remarkable contemporary home with extraordinary views and unsurpassed finishes! Floor to ceiling windows and views capturing more than 300 degrees. Book matched black walnut mill work is prominently featured, both warming and balancing the hard surfaces of the glass curtain and terrazzo flooring. Fire up a cigar in the library where you can blast music only you will hear. The room is equipped with a specialized exhaust system and complete soundproofing. This is the only interior room in the home allowing for total darkness while watching movies. The entertainment system consists of a movie/music player with 6 cable boxes wired to any or all of the 15 televisions screens. HVAC has 7 zones and specialized airflow system. Entertain is style in this Poggenpohl kitchen with island seating for 5 and a grand dining area complimented by 1 of 3 stunning covered terraces. Enjoy the gym and spa or easily convert to 3rd en-suite BR. This home is simply stunning!

Offered at $4,500,000

Presented by: Caryl Dillon of Baird & Warner