5-Bedroom Homes for Sale in Gold Coast

Hidden in Plain Sight - A Gold Coast Gem. Just half a block from Lake Michigan, tucked into the architectural charm of Chicago's iconic Gold Coast, this extraordinary brownstone blends timeless elegance with modern sophistication. Set on a quiet, tree-lined, one-way street between legendary Lake Shore Drive and historic Astor Street, this 5-bedroom, 3 and a half bath residence spans over 4,000

Jill Silverstein Compass

Welcome to 69 E Cedar Street - a timeless Greystone residence nestled on a tree-lined street in Chicago's coveted Gold Coast, just steps from Lake Michigan. This 5-bedroom, 4-bath home offers over 5,100 square feet of beautifully designed living space, blending historic charm with modern updates. Inside, you'll find soaring ceilings, oversized bay windows, a formal dining room, and a gourmet

Julie Harron Jameson Sotheby's Intl Realty

Historic Gold Coast Row Home on Extra-Deep Lot with Rare Garden Oasis and 2-Car Garage! Perfectly positioned on a quiet, tree-lined block in Chicago's prestigious Gold Coast, this stately row home sits on an exceptional 25' x 132' lot-offering a rare combination of historic charm, expansive indoor-outdoor living, and coveted parking. A beautifully landscaped, oversized garden and a rare 2-car

Carrie McCormick @properties Christie's International Real Estate

Amazing, dramatic penthouse in a classic vintage building on East Lake Shore Drive! This home has been completely renovated with over 7400 square feet of luxurious finishes and offers expansive lake & city views plus 2 terraces with 550 square feet of private outdoor space. Walk off the elevator into this full floor home featuring oversized windows and extraordinary ceiling height make this home

Emily Sachs Wong @properties Christie's International Real Estate

Chicago's finest residence available for the first time. This incredible combination of two units offers a glorious 12,000+ square foot full-floor home in Benjamin Marshall's finest building on East Lake Shore Drive. Designed both for gracious family living and large-scale entertaining, this 7 Bedroom/7.2 Bathroom home speaks only of quality the moment you step off the elevator into the private

Jeffrey Lowe Compass

Quintessentially old Chicago on the outside and exquisitely modern on the inside, 34 E. Bellevue Pl. is a flawlessly renovated 5 bed/5.5 bath, 6500-square-foot, three-story single family home in the Gold Coast with a fully finished basement and three outdoor spaces including a roof deck. Located on a distinguished residential street just one block from the lakefront, an award-winning, luxury real

Tim Salm Jameson Sotheby's Intl Realty

Classic in style and transitional in design, 53 E. Division St. is a 7,500-square-foot, 5 bed/9 bath luxury home in the heart of the Gold Coast with four private outdoor spaces and a rare attached garage. One of the only residential works by famed architect Jarvis Hunt, located steps from Oak Street Beach and moments from the Mag Mile, the renovated Beaux-Arts exterior is a masterpiece of ornate

Tim Salm Jameson Sotheby's Intl Realty

One of the most sought after addresses in the Chicago's Gold Coast neighborhood - 219 East Lakeshore Drive. The historic condo building designed by Fugard & Knapp - was built in 1922 & houses 24 unique and exquisite apartments overlooking Lakeshore Drive, Oak St. Beach & Lake Michigan. This home is three combined units, nearly 6,000 sq. feet & offers one of the largest floor plans available on

Christopher Mundy @properties Christie's International Real Estate

Grand and elegant home in the heart of the Gold Coast on a wide and deep lot. Extraordinary --approximately 8000 square foot --floorplan. Beautifully updated and maintained. The house has huge gracious formal entertaining rooms and wonderful casual/comfortable rooms for day-to-day living. The main level has a lovely entry foyer and grand formal living room with an adjacent dining room. The

Suzanne Gignilliat @properties Christie's International Real Estate

Incredible, one-of a kind corner duplex penthouse in an elegant boutique vintage building on fabulous tree-lined North State Parkway. This versatile floor plan offers two levels of expansive space, perfect for entertaining and comfortable living. The main level features a wide open light and bright living/dining space with multiple seating areas featuring gorgeous north and east views of the

Emily Sachs Wong @properties Christie's International Real Estate

Ultra notable, extra-wide Astor Street home, originally built in the 1890's, and completely reconfigured in 1930. In the late 90's the current owners commissioned award winning architect Rugo Raff who received the "Excellence in Restoration" award from the City of Chicago. Upon entry to the home, the classic Deco styling is evident in the curved granite, granite ribbed glass, and terrazzo

Emily Sachs Wong @properties Christie's International Real Estate

This architecturally significant Gold Coast penthouse offers 7,750 sqft of exceptional living space. Designed for the grandeur of the 1920s and modernized for 21st-century living, it provides a brilliant combination of elegance and practicality. The main level is ideal for entertaining. Features of the 2-story living room include a wood-burning fireplace, linenfold paneling, a plaster ornamental

Jennifer Ames Engel & Voelkers Chicago

Rare Historic Gem on Prestigious Astor Street. Step into a piece of Chicago's architectural legacy with this remarkable corner rowhome, designed in 1887 by the iconic firm Burnham & Root. Originally one of four distinguished residences showcasing the bold elegance of the Richardsonian Romanesque style, this home sits next to 1310 N. Astor-once the personal residence of John Wellborn Root, a

Todd Szwajkowski Baird & Warner