Streeterville Homes with Vintage Style

Welcome to Streeterville, one of Chicago’s most vibrant and sought-after neighborhoods, where the charm of vintage architecture meets the pulse of modern urban living. Nestled along the picturesque shores of Lake Michigan, Streeterville offers a unique blend of cultural richness and stunning waterfront views, making it an ideal location for those seeking both convenience and character in their homes.

Streeterville is renowned for its historic buildings, many of which showcase exquisite vintage styles that tell the story of Chicago's architectural evolution. From stately pre-war condominiums to charming brownstones, the homes here are imbued with timeless elegance, featuring intricate moldings, original hardwood floors, and classic brick facades. Each residence exudes a sense of warmth and nostalgia, appealing to those who appreciate the craftsmanship of yesteryear.

Beyond its architectural allure, Streeterville boasts a vibrant community atmosphere. Residents enjoy easy access to world-class dining, upscale shopping, and cultural landmarks, including the iconic Navy Pier and the Art Institute of Chicago. The neighborhood’s parks and waterfront promenades invite leisurely strolls and outdoor activities, providing a perfect backdrop for both relaxation and recreation.

Whether you’re a first-time homebuyer or looking to downsize, Streeterville offers an array of vintage-style homes that capture the essence of Chicago living. Embrace the charm and character of this remarkable neighborhood, where each street tells a story, and every home is a piece of history waiting to be cherished. Come discover your dream home in Streeterville, where vintage aesthetics meet the vibrant energy of city life!

Newest Streeterville Homes with Vintage Style

$525,000

2 Beds ⋅ 2 Baths ⋅ 12711634 MLS ⋅ RE-ACTIVATED Status

An upper East side apartment in The Drake Tower - Benjamin Marshall's masterpiece on East Lake Shore Drive. Elegantly spacious 2-bedroom/2 bath is the perfect pied-a-Terre. Flooded with light, soaring ceilings w/crown moldings, hardwood floors, gracious entry foyer and an inordinate amount of storage throughout. All electrical and plumbing upgraded and updated including a new laundry room, new Central Air, new professional closets by Closets By Design, freshly painted with Farrow & Ball color palette throughout. The building offers White-Glove-Service and features 24 hour doorman & security, on-site management, a charming patio, full exercise room, direct access to the Drake Hotel, wine celler, additional storage AND the absolute best garage parking in town @$200/per car. Assessments include taxes! Less than rent!

179 E Lake Shore Drive Unit #19S, Chicago

$1,750,000

3 Beds ⋅ 4 Baths ⋅ 12705829 MLS ⋅ ACTIVE Status

Extremely large floorplan at The Palmolive! 3672 sq ft of expansive living.This 3 bed 3.5 bathroom plus den is an unbelievable value and looks north on to the historic Drake hotel. Gracious double door entry foyer greets you upon entering this unit. Wonderful eat-in kitchen with breakfast table area is outfitted with all the modern appliances such as Wolf, Miele and Sub-Zero for a chef's liking! Nice master suite and 2 additional bedrooms with en-suite bathrooms complement this home nicely. 24 hour door staff, on site engineer, valet garage parking attendants, gym with sauna , whirlpool and state of the art equipment all included with the white glove service of the Palmolive.2 parking spaces included!

159 E Walton Place Unit #5C, Chicago

$4,300,000

3 Beds ⋅ 4 Baths ⋅ 12623439 MLS ⋅ ACTIVE Status

A residence Curated rather than Renovated. This extraordinary residence evolves the elegance of a Grand European Apartment of rare refinement and enduring elegance. This exceptional duplex at 199 East Lake Shore Drive evokes the quiet grandeur, embracing the finest traditions, an approximately 4000 sq ft home reflects a meticulous dialogue between late 19th century to early 20th century, craftsmanship and disciplined refinement. Truly a masterful Parisian design at East Lake Shore Drive. A fully reimagined 8th-floor duplex situated in one of Chicago's most prestigious Beaux-Art Designed homes. 199 East Lake Shore Drive Building was designed by renowned architect Benjamin Marshall. The unit 8W residence features three bedrooms and 3.1 baths, formal dining room and paneled family room, offering the perfect blend of 21st-century luxury and historic European elegance. From the moment of entry, the residence unfolds with quiet drama, exquisite stone underfoot, finely executed plasterwork and a sweeping sculptural staircase that is in itself a masterpiece, defined by exceptional ironwork. The sequence of spaces is deliberate and architectural evoking the sensibilty of a European apartment of another era- measured, elegant and enduring. The main level is designed for both formal entertaining and intimate daily living. The home features dual north and south exposures with a touch of western light ensuring brilliant natural light all day to complement panoramic, unobstructed vistas over Lake Michigan. Top-to-bottom renovation highlights include meticulous stonework, plaster walls, and custom millwork, while a rotunda-style foyer with stone flooring thoughtfully designed layout offering both dramatic presence and private, separated living spaces. Truly a masterpiece of passion. Designed for entertaining, the main floor features a lake-facing living room with a fireplace and oversized windows, a formal dining room, a butler's pantry, and a gourmet kitchen equipped with custom cabinetry, premium appliances, and a hammered metal sink. The refined private quarters upstairs include an expansive primary suite with a serene sitting room, fireplace, a private terrace overlooking East Lake Shore Drive, Lake Michigan and a bespoke walk-in closet, and a spa-like bath, alongside two additional luxurious en suite bedrooms that offer comfort and versatility. Rare conveniences included with this 199 East Lake Shore Drive residence are two parking spaces and two generous storage rooms, including a designed wine cellar. Residents enjoy top-tier service in this prestigious building, featuring 24-hour door staff, a dedicated on-site engineer, a private fitness room.The property is located just steps from the Lakefront Trail, Oak Street Beach, and the luxury shopping. The Co-op is walking distance to Lincoln Park and Northwestern School and Hospitals providing a once-in-a-lifetime opportunity for the highly sophisticated buyer. Every detail was considered and created with intention from the ironwork to the stone, a home that honors the past, yet lives effortelessly today. This home is like no other. It is not nearly a home, but a work or art and and expression of passion and enduring design. Co-Op, Taxes/Assm: $11,674

Chicago

$575,000

3 Beds ⋅ 3 Baths ⋅ 12621596 MLS ⋅ ACTIVE Status

Set within a classic 1923 cooperative building in the heart of Streeterville, just steps from Chicago's Magnificent Mile, this beautifully maintained residence blends vintage character with thoughtful updates. A gracious reception hall welcomes you into a warm and inviting living room-perfect for both entertaining and everyday living-while the formal dining room offers an elegant setting for gatherings and special occasions. The kitchen combines function and style with stainless steel appliances, ample cabinetry, and space for a cafe table, along with the convenience of an in-unit washer and dryer. Originally designed as a four-bedroom floor plan, the sellers thoughtfully combined two smaller bedrooms near the kitchen to create a more spacious bedroom. This space can easily be converted back to two separate bedrooms with the addition of a drywall partition, offering flexibility to suit your needs. The spacious primary suite is filled with natural light and features abundant closet space, along with a bath complete with a large walk-in shower. The second bedroom is also spacious with custom built-ins and an en-suite, while the third bedroom serves as a quiet office or study. With its classic character, generous layout, and unbeatable location, this is a rare opportunity to enjoy the best of city living in a truly timeless home.

227 E Delaware Place Unit #8C, Chicago

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