Streeterville Homes with Vintage Style

Welcome to Streeterville, a vibrant neighborhood located in the heart of Chicago, Illinois. Nestled in Cook County, Streeterville offers a unique blend of urban living and historical charm. Known for its rich history and stunning architecture, this neighborhood is a haven for those seeking homes with vintage style.

In Streeterville, you'll find a variety of homes that exude timeless elegance and classic appeal. From charming brownstones to stately Victorian houses, the architecture in this neighborhood showcases the beauty of vintage design. These homes often feature intricate details, such as ornate moldings, grand staircases, and beautiful hardwood floors, which add character and warmth to each residence.

Living in a vintage-style home in Streeterville means enjoying the best of both worlds. You'll be surrounded by the hustle and bustle of city life, with an abundance of dining, shopping, and entertainment options just steps away. At the same time, you'll have a tranquil retreat to call home, away from the noise and commotion of downtown Chicago.

Whether you're a history enthusiast, an architecture lover, or simply someone who appreciates the charm of vintage homes, Streeterville has something to offer. Its prime location, coupled with its timeless appeal, makes it a sought-after neighborhood for those looking to embrace the past while enjoying all the modern amenities of city living.

Discover the allure of Streeterville and find your dream vintage-style home in this captivating neighborhood.

Newest Streeterville Homes with Vintage Style

$899,999

4 Beds ⋅ 4 Baths ⋅ 12754732 MLS ⋅ NEW Status

Welcome to Residence 3E at 232 E. Walton Place, an extraordinary 3,800-square-foot home nestled within one of Chicago's most distinguished prewar co-op buildings, just moments from Lake Michigan and the Magnificent Mile. Designed by renowned architect John Fugard, this impeccably maintained residence seamlessly blends historic grandeur with modern livability, offering the scale and comfort of single-family living within an intimate 20-unit, elevator building with only two homes per floor. A gracious gallery foyer introduces the home's preserved architectural details, including exquisite moldings, rich hardwood floors, soaring ceilings, and oversized windows framing picturesque treetop views. Each room featuring its own distinct hand-painted design, further define every space and celebrate the craftsmanship rarely found in today's homes. Thoughtfully curated for both grand entertaining and comfortable everyday living, the floor plan offers exceptional separation between formal and informal spaces. The elegant living room is anchored by a stately gas fireplace, bathed in southern light and bordered by original picture frame moldings. While the formal dining room overlooks the beautifully landscaped courtyard, creating an inviting setting for intimate dinners and large-scale entertaining. Adjacent to the living room, a sophisticated library or home office with an ensuite bath offers exceptional flexibility and can easily be converted back into a fourth bedroom. At the heart of the home, the kitchen balances timeless character with everyday functionality. The original butler's pantry cabinetry has been thoughtfully preserved and enhanced with modern pull-out storage and glass display cabinets for fine China. A rare five-foot nickel farm sink and the home's iconic Magic Chef range, complete with eight burners, double ovens, broilers, and a warming drawer, create a true culinary experience. Beyond the kitchen sits a family room providing the perfect lounge space, while an oversized laundry room, walk-in storage room, and additional powder room enhance the home's functionality. Privately tucked away, the bedroom wing is centered around a secondary gallery foyer. The serene primary suite offers generous proportions, south-facing windows overlooking the treetops along East Walton Place, two walk-in closets, and a well-appointed ensuite bath featuring dual vanities, a soaking tub with shower, and a separate walk-in shower. Two additional oversized bedrooms overlook the manicured courtyard while offering abundant closet space and a Jack-and-Jill bathroom. Residents enjoy 24-hour door staff, professional on-site maintenance, and a private brick paver courtyard featuring beautifully landscaped gardens, outdoor dining areas, grilling stations, lounge seating, a children's play area, and a dedicated dog run. Ideally located on picturesque East Walton Place, just moments from Oak Street Beach, Lake Shore Drive, world-class shopping and dining along Michigan Avenue, Lake Shore Park, renowned museums, and Chicago's lakefront trail. Residence 3E presents a rare opportunity to own a pristine, architecturally significant home in one of Chicago's most historic co-op buildings, where timeless grandeur has been beautifully preserved for modern living.

232 E Walton Place Unit #3E, Chicago

$1,800,000

3 Beds ⋅ 4 Baths ⋅ 12723886 MLS ⋅ ACTIVE Status

Residence 7D at the iconic Palmolive is a beautifully proportioned corner residence defined by timeless architecture, high ceilings, graciously scaled living spaces, and the unmatched service of one of Chicago's premier addresses. A private entrance foyer opens to expansive living and dining rooms designed for both elegant entertaining and comfortable everyday living. The spacious eat-in kitchen is appointed with Sub-Zero and Wolf appliances, custom cabinetry, generous workspace, and abundant storage. Architectural details-including two imported French fireplace mantels, custom millwork, and a private wine room-add warmth and character throughout the home. The thoughtfully designed floor plan provides exceptional privacy, with a gracious primary suite separated from two additional en-suite bedrooms. Designed to live like a single-family home in the sky, the residence offers a rare combination of scale, privacy, and elegance seldom found in today's luxury condominium market. Residents enjoy the Palmolive's exceptional amenities, including 24-hour door staff, on-site management and engineering, a fitness center, hospitality suite, receiving room, additional storage, and two garage parking spaces. Just steps from Michigan Avenue, Oak Street Beach, the lakefront, world-class shopping, and acclaimed dining, this exceptional home presents a rare opportunity to own in one of Chicago's most celebrated landmark buildings.

159 E Walton Place Unit #7D, Chicago

$2,200,000

4 Beds ⋅ 5 Baths ⋅ 12720933 MLS ⋅ ACTIVE Status

Few residences in the Gold Coast offer what discerning luxury buyers value most: an entire floor to themselves, direct private elevator access, exceptional scale, historic character, and the quiet privacy of boutique living. At 257 East Delaware Place, all those qualities come together in one extraordinary penthouse. Set within an elegant 1917 boutique building with just 12 residences, Unit 10AB occupies the entire tenth floor, where a private elevator opens directly into nearly 4,000 square feet of beautifully reimagined living space. Renovated in 2019 with more than $1.2 million in improvements, the home seamlessly blends timeless prewar architecture with sophisticated contemporary design. Oversized arched windows grace the main living spaces, while expansive east-facing windows capture beautiful views of Lake Michigan. Southern and western exposures bathe the residence in exceptional natural light throughout the day. Designed for both grand entertaining and comfortable everyday living, the expansive floor plan features a gracious living room with a rare wood-burning fireplace, a dramatic 25-foot family room, open dining area, and an exceptional chef's kitchen with a 14-foot marble island, Wolf and Sub-Zero appliances, a walk-in pantry, dedicated wine cellar, and wet bar. The private primary suite offers a gas fireplace, dual custom walk-in closets, dressing area, and a spa-inspired marble bath with a Kohler steam shower, NuHeat heated floors, and an oversized soaking tub. Three additional en-suite bedrooms, a powder room, separate laundry room, and dedicated storage complete the residence. Residents also enjoy exclusive access to the building's beautifully landscaped private garden and gazebo an exceptionally rare amenity that provides a peaceful retreat in the heart of the Gold Coast. Just moments away are Oak Street Beach, Lake Michigan, the Magnificent Mile, luxury boutiques, acclaimed restaurants, and Chicago's finest hotels. For those seeking the scale and privacy of a single-family home with the convenience of condominium living, few homes offer the combination of a full-floor layout, boutique ownership, modern luxury, and one of Chicago's most prestigious addresses. Monthly valet parking is available nearby at 200 East Delaware. 257 East Delaware Place is one of the Gold Coast's rarest offerings...a full-floor penthouse that delivers exceptional privacy, timeless architecture, sophisticated design, and an unrivaled lifestyle.

257 E Delaware Place Unit #10AB, Chicago

$525,000

2 Beds ⋅ 2 Baths ⋅ 12711634 MLS ⋅ ACTIVE 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! Note: Assessments include taxes. Photos are AI staged.

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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