Gold Coast Homes with Vintage Style

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Newest Gold Coast Homes with Vintage Style

$1,600,000

3 Beds ⋅ 4 Baths ⋅ 12772455 MLS

A rare offering in one of Chicago's most distinguished residential buildings, this expansive Gold Coast residence pairs the grandeur of 1920s architecture with the ease of modern living. Set within the intimate Beaux-Arts elegance of 1325 N. Astor-a 1928 building designed by renowned Chicago architect Andrew Rebori of Rebori, Dewey & Wentworth-this 3 bed/4 bath home spans approximately 4,300 square feet, with serene treetop views and an exceptional collection of original details. Private elevator access opens directly into a gracious foyer, setting the tone for rooms defined by beautifully preserved hardwood floors, intricate millwork, solid wood pocket doors and era-appropriate light fixtures, including several antique pieces. The formal living room centers on a wood-burning fireplace with an exquisite hand-carved original surround and mantel, while the dining room offers an elegant setting for entertaining. The thoughtfully updated kitchen brings a contemporary sensibility to the classic architecture, with custom Shaker cabinetry, natural stone countertops, a generous island and professional-grade stainless-steel appliances, complemented by a breakfast nook, wine refrigerator and wood-clad butler's pantry with wet bar. A spacious family room features handsome built-ins, exceptional millwork and a second fireplace with marble surround, while a custom office and dedicated laundry room add convenience. The private quarters include a serene primary suite overlooking Astor Street, with treetop views and a beautifully appointed bath featuring a dual vanity, soaking tub and glass-enclosed shower. Two additional bedrooms each have their own full bath, including one with a clawfoot tub. The boutique, full-service building offers 24-hour door staff, attached heated garage parking, personal storage, a bike room and garden-level workout room. (ONE garage space is included.) Moments from Lake Michigan, Oak Street Beach, the Lakefront Trail and the Gold Coast's celebrated shopping and dining, this is Chicago apartment living at its most timeless.

1325 N Astor Street Unit #2, Chicago

$599,900

1 Beds ⋅ 1 Baths ⋅ 12754504 MLS

This classic Gold Coast one-bedroom, one-bath residence on coveted State Parkway offers an exceptional opportunity to experience quintessential Chicago living. Whether envisioned as an elegant pied-a-terre or a full-time city residence, this home combines timeless architectural character with an enviable location. Nestled among some of Chicago's most iconic historic landmarks, the residence sits next to the original Playboy Building and just around the corner from the legendary Three Arts Club. Originally owned by renowned interior designer, Michael O'Malley, the home retains many of its original architectural elements, thoughtfully preserved to honor its history. The original fireplace, a true focal point of the living space, has been lovingly restored by the current owner. Unusually generous proportions distinguish the residence, with an expansive living room, oversized bedroom, abundant closet and storage space, and nearly 10-foot ceilings creating a sense of scale rarely found in a one-bedroom home. Gorgeous crown molding and dramatic dark-stained parquet floors create an unmistakably elegant Chicago aesthetic. The living room overlooks State Parkway from a particularly picturesque stretch where street parking is not permitted, allowing the idyllic view to remain beautifully unobstructed. The galley kitchen preserves valuable square footage for the residence's unusually generous living and bedroom spaces. The sizable primary suite provides an inviting retreat and connects to a generously proportioned bath which offers exceptional space and flexibility for future personalization. Additional amenities include an extra-large private storage unit and free laundry conveniently located just steps from the residence. The beautifully maintained building also features a wraparound brick-paver patio surrounded by lush landscaping, an inviting and sophisticated setting to relax and unwind. And then there is the location. From this exceptional Gold Coast address, the lakefront, Magnificent Mile, world-class shopping and some of the city's finest dining are all just moments away. This is a rare opportunity to own a piece of historic Chicago architecture in one of the city's most coveted neighborhoods.

1350 N State Parkway Unit #GN, Chicago

$1,275,000

3 Beds ⋅ 3 Baths ⋅ 12707624 MLS

Experience refined Gold Coast living in this architecturally-distinguished full-floor 3 Bed + Den/2.1 Bath residence, occupying an entire level of an exclusive boutique 3-story elevator building. Offering exceptional privacy and timeless elegance, this meticulously-maintained home showcases sophisticated design, premium finishes, and modern updates throughout. The expansive living and dining spaces are flooded with natural light through 4 oversized windows overlooking picturesque Scott St, creating the perfect setting for both everyday living and elegant entertaining. Rich architectural details include soaring 9-ft ceilings, intricate dentil moldings, a wood-burning fireplace with gas starter, and custom bead-and-rail millwork accented by stately columns. The chef's kitchen is a true showpiece, featuring renowned Bulthaup cabinetry, Gaggenau appliances, a Sub-Zero refrigerator with additional freezer drawers, built-in steamer, Franke sinks, and striking Blue King granite countertops - designed to satisfy the most discerning culinary enthusiast. The luxurious primary suite offers a serene retreat with a stunning onyx spa bath, an expansive walk-in closet, and an adjoining den that can easily serve as a 4th bedroom, private office, or sitting room. 2 additional generously-sized bedrooms and beautifully-appointed bathrooms complete the home's thoughtful layout. Smart home technology includes Lutron lighting and a Crestron automation system controlling audio/visual, security, and climate. Recent mechanical updates provide added peace of mind, including a new air conditioning system installed in September 2025, a washing machine replaced in 2019, a dryer replaced in 2022, and professionally painted throughout recently. Perfectly positioned in 1 of Chicago's most coveted neighborhoods, you will enjoy being just a 5-minute walk to Oak St Beach and Lake Michigan, along with world-class shopping, fine dining, and many of Chicago's premier restaurants. A deeded garage parking space completes this exceptional offering.

24 E Scott Street Unit #2, 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

1200 N Lake Shore Drive Unit #404, Chicago

$699,000

1 Beds ⋅ 1 Baths ⋅ 12719736 MLS

Fabulous recent renovation of this corner one bedroom in Iconic Benjamin Marshall building. High end kitchen renovation features a JennAir induction stove and a Fisher Paykel refrigerator and a charming breakfast nook. The exquisite marble bath has both a tub and a separate shower stall. All new windows and great redone original wood floors. 10.2 ceiling height gives great spatial volume. Greatest roof deck in town. Live in engineer. Dogs and cats allowed. Perfect in town apartment. Must see.

1200 N Lake Shore Drive Unit #404, Chicago

1448 N Lake Shore Drive Unit #5B, Chicago

$587,000

3 Beds ⋅ 4 Baths ⋅ 12686082 MLS

Rarely available home with stunning lake views in one of the Gold Coast's premier co-op buildings. After exiting your semi-private elevator, barrel ceilings greet you in the spacious entryway of this 3 bedroom, 3.5 bath home. Each bedroom has ensuite bath. Beautiful library could be used as 4th bedroom. The building exudes vintage charm and architectural details. This corner gem is filled with light throughout and boasts of a formal dining room, as well as a spacious eat in kitchen. Very good closet space plus extra storage. Hardwood floors throughout. The co-op building has been meticulously maintained, including brand new windows in this unit, new risers, new roof, elevator modernization, newly repaired facade and more. This almost 2700 square foot unit is ready for your design ideas. Come and create the gracious, luxury living that you've always dreamed of. What wonderful space to work with!

1448 N Lake Shore Drive Unit #5B, Chicago

1120 N Lake Shore Drive Unit #16B, Chicago

$1,075,000

3 Beds ⋅ 4 Baths ⋅ 12716342 MLS

Perched atop one of Lake Shore Drive's iconic 1920s CO OP residences, Unit 16B at 1120 N. Lake Shore Drive is a distinguished northeast corner home offering breathtaking panoramic views and timeless elegance. Overlooking Oak Street Beach and Lake Michigan, this exceptional residence seamlessly blends classic architectural detail with modern comfort. Gracious formal living and dining rooms create an inviting setting for both everyday living and sophisticated entertaining. Rich moldings, custom millwork, thoughtfully integrated storage, and enduring finishes reflect the craftsmanship of a bygone era, while central air conditioning and updated windows provide contemporary convenience, comfort, and tranquility. At the heart of the home, the spacious kitchen serves as both a gathering place and a functional workspace. Featuring classic white cabinetry, marble countertops, stainless steel appliances, and abundant storage, it offers a refined and highly practical environment for cooking and entertaining alike. Each of the three bedrooms includes a private en suite bath, providing exceptional comfort and privacy. A versatile den, complete with its own powder room and captivating views, offers flexibility as a home office, library, or potential fourth bedroom. Residents enjoy the full-service lifestyle of one of Chicago's premier coop buildings, including 24-hour door staff, a stately entrance, an elegant paneled lobby, private storage, bicycle storage, a fitness room, outdoor resident patio, full-time on-site management and engineering staff, laundry facilities, and separate resident and service elevators. Monthly assessments include gas, electricity, internet service, and property taxes, providing exceptional value and convenience in an unparalleled lakefront setting.

1120 N Lake Shore Drive Unit #16B, Chicago

1530 N State Parkway Unit #12-13, Chicago

$5,995,000

6 Beds ⋅ 8 Baths ⋅ 12623597 MLS

One of Chicago's finest cooperative residences, this extraordinary home was reimagined through a comprehensive renovation and thoughtful reconfiguration inspired by noted Dublin architect John O'Connell and executed by Phil Liederbach of Liederbach & Graham Architects. Spanning approximately 7,500 square feet across two levels, the residence combines grand scale with exceptional craftsmanship and architectural integrity. A dramatic two-story staircase, featuring limestone treads and custom brass balusters, serves as the architectural centerpiece of the home. Expansive entertaining spaces are complemented by six en suite bedrooms, seven fireplaces, and an extraordinary collection of bespoke finishes, including intricate plaster moldings, exceptional millwork, solid mahogany doors, premium hardware, custom paneling, designer wall coverings, specialty paint finishes, and beautifully appointed baths. The primary suite occupies the entire east side of the residence, offering sweeping views of Lincoln Park and Lake Michigan. Additional highlights include a spacious eat-in kitchen, a restored butler's pantry with the original silver safe, new windows installed in 2025, and on-site parking for two cars, a rarity among Chicago cooperatives. This is a rare opportunity to acquire one of Chicago's most significant cooperative residences.

1530 N State Parkway Unit #12-13, Chicago

1120 N Lake Shore Drive Unit #18AB, Chicago

$799,000

4 Beds ⋅ 3 Baths ⋅ 12634167 MLS

Rarely available! Northeast corner penthouse with private entrance in highly desired vintage Gold Coast building. Fabulous east and north views of the lake and lakefront from many rooms and the terraces. Grand unit with cathedral carved wood ceiling in the living room. Unit is being sold by long term owner (only the second owner of the apartment) and does need renovation. Apartment has central air with newer compressor. Huge storage room on level above the unit. Private laundry room in basement. In-unit laundry permitted! Easy to show! Monthly assessment includes the real estate taxes! Special assessment of $927 per month for reserves. Building has recently completed major capital projects.

1120 N Lake Shore Drive Unit #18AB, Chicago

1242 N Lake Shore Drive Unit #22, Chicago

$950,000

4 Beds ⋅ 4 Baths ⋅ 12260426 MLS

Only Gold Coast offering of a grand and gracious pre-war co-op ready to customize into one of Chicago's finest residences. Located on the full and private twenty-second floor, this light-filled layout of 4,200 square feet enjoys lakefront vistas and views from four exposures. Indulge your every wish and create a stunning home steps to Michigan Avenue and walking distance to excellent private and public schools. One concept by Inspired Interiors features four en-suite bedrooms, a large kitchen that opens to a lakefront breakfast room, and an adjoining family room, and a laundry room. Additional features are three fireplaces with original marble mantles and 9'6" ceilings. There are only thirty-five apartments, offering the residents exceptional white glove service from a 24-hour doorperson, an elevator operator, and an on-site manager. Building has a porte-cochere and a new fitness room.

1242 N Lake Shore Drive Unit #22, Chicago

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