When you want to sell and buy right the first time
$12,500,000
7 Beds 9 Baths 12747120 MLS NEW Status
Presenting an unparalleled opportunity to own a significant residence within one of Chicago's most distinguished historic estates, ideally situated along prestigious Astor Street in the heart of the Gold Coast. Originally designed by acclaimed architect Howard Van Doren Shaw for the Goodman family, this extraordinary property is a defining example of Neoclassical and Georgian Revival architecture and an enduring piece of Chicago's architectural legacy. Offered for the first time in 40 years, this remarkable condominium residence encompasses more than 14,000 square feet of total living space, including the main residence, a private one-bedroom service apartment, and a stand-alone one-bedroom coach house which easily accommodates 4 cars if turned back into a garage. This is an extraordinary combination of scale, flexibility, and privacy rarely found in condominium living. The historic estate spans an impressive 80 feet along Astor Street and is centered around an exquisite private yard, meticulously landscaped with formal gardens and fountains. Evocative of the Italian countryside, this enchanting outdoor sanctuary provides an exceptional sense of serenity and seclusion in the heart of the city. This main residence condominium alone encompasses more than 13,000 square feet of beautifully renovated interiors, where historic grandeur is seamlessly balanced with sophisticated modern luxury. Soaring 13-foot ceilings, Venetian plaster walls, intricate millwork, oak hardwood floors, and original marble fireplaces speak to the exceptional craftsmanship and architectural pedigree found throughout. A magnificent curved staircase creates a dramatic first impression and sets the tone for the gracious living and entertaining spaces beyond. The home offers five beautifully appointed en-suite bedrooms, each with its own distinctive character. The exceptional primary suite enjoys sweeping views toward Lake Michigan and features a luxurious spa-inspired bath finished in exquisite Italian marble. Adding to the rarity of the offering is a private one-bedroom service apartment, providing ideal accommodations for staff, guests, or extended stays. A separate approximately 1,300-square-foot, one-bedroom coach house offers yet another level of flexibility and privacy and may also present the opportunity to be reimagined as an exceptionally rare four-car garage. This is condominium ownership on an entirely different scale, the grandeur, privacy, and architectural significance of an Astor Street estate combined with the ease and convenience of condominium living. Perfectly positioned just moments from Michigan Avenue, the lakefront, neighborhood parks, celebrated restaurants, luxury boutiques, and Chicago's world-class cultural institutions, this extraordinary residence represents a rare opportunity to own a piece of Chicago history within one of the Gold Coast's most iconic architectural settings.

1355 N Astor Street Unit #1, Chicago

$675,000
2 Beds 2 Baths 12742654 MLS ACTIVE Status Ambassador House BLDG.
Welcome to this stunning east-facing 2-bedroom, 2-bathroom residence at the highly sought-after Ambassador House in the heart of Chicago's Gold Coast. Spanning nearly 1,650 square feet, this bright and beautifully updated home features new wide-plank flooring throughout, an open chef's kitchen with a new induction cooktop, Bosch appliances, and breakfast bar, and a stylish dry bar with crisp white cabinetry and abundant storage. The spacious living and dining areas are filled with natural light and offer plenty of room for entertaining, including a designated dining area and flexible space for a home office. The king-sized primary suite features two large closets and an en-suite bath, while the oversized second bedroom offers generous closet space and an adjacent, beautifully renovated second full bath ideal for guests. Newly updated in-unit laundry with a utility sink, all new custom California Closets, and new motorized smart blinds throughout the home add everyday convenience and luxury. Ambassador House offers exceptional full-service living with 24-hour door staff, professional on-site management and a dedicated building engineer. Residents enjoy a recently renovated rooftop retreat with a swimming pool, sundeck, lounge seating, grilling areas, and breathtaking skyline and lake views, along with a receiving room, secure bicycle storage, and private storage. Indoor valet parking in the climate-controlled garage is available for rent with the building. Perfectly positioned in the heart of the Gold Coast, the Ambassador House puts the best of Chicago right outside your door, with premier dining, shopping, transportation, the farmers market, and lakefront all just steps away.

1325 N State Parkway Unit #12E, Chicago

$899,000
4 Beds 4 Baths 12743333 MLS ACTIVE Status
APPRAISED AT $999,000-NOW OFFERED AT $899,000, A FULL $100,000 BELOW APPRAISED VALUE, WITH A PRIVATE TWO-CAR GARAGE INCLUDED. An exceptional new-construction opportunity at The Kenwood Reserve, an exclusive collection of just three boutique luxury residences tucked along a quiet, tree-lined cul-de-sac in historic Kenwood. This full-masonry, three-level, 4-bedroom, 3.5-bath residence delivers the space and privacy of a single-family home with the convenience, efficiency, and refined finishes of modern construction. Sun-filled interiors feature clean architectural lines, generous room proportions, and thoughtfully selected finishes throughout. The beautifully appointed kitchen is designed for both everyday living and effortless entertaining, with custom dark-wood Studio 41 cabinetry, stainless steel appliances, an oversized quartz island, and abundant storage. Select opportunities for buyer customization may still remain. Sliding glass doors extend the open-concept living space directly into a private backyard retreat-an exceptional feature ideal for dining outdoors, entertaining, relaxing, or creating a garden oasis. Combined with the included two-car garage and no monthly HOA assessment, the home offers a rare level of privacy, autonomy, and long-term value. The versatile lower level provides a warm secondary living space suited for a media room, lounge, playroom, fitness area, or home office, along with a private fourth bedroom ideal for guests or extended living. Moments from Hyde Park, the University of Chicago, lakefront parks, dining, and major cultural destinations, including the Obama Presidential Center in nearby Jackson Park, The Kenwood Reserve presents a compelling opportunity to own full-masonry new construction in one of Chicago's most architecturally distinguished neighborhoods. Preferred lender program available. Private tours now offered.

4719 S Ingleside Avenue, Chicago

$1,475,000
5 Beds 5 Baths 12743102 MLS ACTIVE Status
This 4,500-square-foot full-floor Gold Coast cooperative offers exceptional scale, privacy, and architectural significance in a secure, service-oriented boutique building. With 10.5-foot ceilings, expansive proportions, and open views of park, lake, and city skyline, this residence has the presence and grandeur of a single-family home. Originally owned by the building's architect, Philip Maher, and later acquired by Potter Palmer II as a wedding gift for his son, the apartment has been thoughtfully enhanced over time, most recently with interiors by Colfax and Fowler. Beautifully preserved original details include refined moldings, paneled walls, herringbone floors, and two fireplaces. A remarkable library attributed to David Adler features light-pickled Canadian spruce paneling and a concealed door to the living room. Additional Adler-inspired elements are found in the primary suite, where an imported Versailles parquet floor and elegant bath finishes reinforce the home's historic character. The gracious and highly functional floor plan includes a formal entry foyer, expansive living and dining rooms, and a Christopher Peacock kitchen complemented by the original butler's pantry and a breakfast room. There are three large en suite bedrooms, plus two maids' rooms offering the flexibility for offices, guest rooms, or fitness. The primary suite, reconfigured by Maher, includes dual baths and a beautifully paneled dressing room. Additional features include new SpacePak central air conditioning, in-unit laundry, a secondary laundry room, and a private storage room. Convenient garage parking is available nearby. The building enjoys an exceptional Gold Coast location near the Latin School of Chicago, Goudy Park, the Division Street Farmers Market, acclaimed restaurants, and lakefront recreation. Available for the first time in 40 years, this is a rare opportunity to own a residence of remarkable scale and architectural pedigree with the security and service of boutique cooperative living.

1260 N Astor Street Unit #7, Chicago

$850,000
4 Beds 4 Baths 12742476 MLS ACTIVE Status
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.

Chicago

$1,295,000
2 Beds 2 Baths 12730093 MLS ACTIVE Status
Truly one-of-a-kind and unquestionably one of the most beautiful renovations at the Warwick. This spectacular Southeast corner 2bedroom/2bath residence offers 1,800 Sq. Ft. of pure luxury. Ideally located in the heart of the Gold Coast on the prestigious quiet tree-lined State Parkway, this gorgeous home offers a gracious, open and thoughtfully redesigned floorplan, new windows with custom window treatments and rich hardwood floors throughout. The expansive living/dining room offers an elegant yet comfortable setting for both sophisticated entertaining and everyday living. The East facing private outdoor terrace provides the perfect place to relax and enjoy the exceptional views of the city and lake Michigan. The spectacular custom-designed eat-in kitchen is truly the heart of the home, featuring sensational luxury Bentwood cabinetry, Calcutta marble countertops and top of the line Subzero appliances. The luxurious primary suite is a private retreat, offering a generously sized bedroom, an enormous walk-in closet and an exquisite spa-inspired white marble bath featuring a spacious walk-in double shower and a separate water closet. The second bedroom offers custom built-ins, complemented by a gorgeous, beautifully remodeled secondary bath. There is ample storage throughout including walk-in closets and a full-size washer and dryer. One garage spot in the attached heated garage is included in the assessments and second spot is available for a fee. There is also a large storage room. Amazing building amenities including service-oriented door staff, free guest parking, indoor pool, gym, sundeck, a gorgeous newly remodeled party room with a fully equipped kitchen and bar, onsite manager and a live-in full-time engineer. The Warwick is perfectly located, walking distance to the Magnificent Mile shops, premier restaurants and attractions, steps to Lincoln Park, lake, bike paths and so much more Chicago has to offer.

1501 N State Parkway Unit #12C, Chicago

Start Your Search



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.