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851 N Karlov Avenue, Chicago
$325,000
3 Beds ⋅ 2 Baths ⋅ 12792882 MLS ⋅ NEW Status
Great curb appeal and classic Chicago charm welcome you to this two-story brick Dutch Colonial in West Humboldt Park, offering nearly 2,000 square feet of above-grade living space, plus a full unfinished basement. Hardwood floors throughout, rich wood trim, solid paneled doors, arched openings, and two built-in hutches highlight its timeless appeal. The main floor features a welcoming living room, separate dining room, two bedrooms, a full bath, and a kitchen with a good-sized pantry. A bright, heated sunroom offers an inviting spot for morning coffee or relaxing overlooking the backyard. Take your pick; the second floor offers possibilities for a spacious primary retreat or related or multigenerational living. With its own kitchen, a generously sized bedroom with a walk-in closet, a full bath with a step-in shower, convenient laundry, a family room, an adjoining den, and a heated sunroom, this level provides plenty of space to suit your needs. Major improvements include a new tear-off roof, new gutters and downspouts, a new 200-amp electrical panel, updated copper plumbing, a recently built front porch, and newer concrete walkways along the front and side of the home. The second-floor furnace was replaced in 2024, and the first-floor boiler in 2021. With these substantial updates already completed, you can focus on cosmetic touches that make the home your own. The full unfinished basement provides additional laundry and abundant storage. Outside, enjoy a spacious deck, a fenced backyard with a fire pit, and a gated parking pad for two cars. A well-established street with an active block club rounds out the appeal of this versatile home.

851 N Karlov Avenue, Chicago
4221 N Paulina Street Unit #2J, Chicago
$395,000
2 Beds ⋅ 1 Baths ⋅ 12795387 MLS ⋅ NEW Status
If you love the pre-war vintage style, get ready to FALL IN LOVE with this SPRAWLING 2BR/1BA home in premier RAVENSWOOD location! From the tremendous gallery entry to the spacious floor plan, the original doors and hardware and the fabulous built-in's - this home is a vintage lover's dream! Beautifully renovated to restore the pre-war charm and offer all the modern conveniences, this home is meticulous in every detail with custom moldings and carefully curated accents throughout. The living room is large and features huge atrium picture windows with lovely tree-top views and dazzling natural light throughout the day! Gleaming hardwood floors extend throughout with generous rooms, soaring ceilings, a fabulous chef's kitchen with gorgeous quartz countertops, tall dove wood and glass cabinetry, all state-of-the-art stainless appliances, custom lighting and a peninsula off the dining room/office. Another highlight of this home is a rare in-unit combo Washer/Dryer! There is loads lof closet space and the bath is spacious with a deep soaker tub, plenty of storage and original tile accents. This unique home offers a gracious floor plan with dedicated spaces for living and dining and all the vintage details that your heart desires! Defintely not cookie cutter - You won't want to miss it! Building Info: Reserves Approx, $100,000 | No Specials Pending or Planned | 87% Owner Occupied | Pet Friendly | Private Storage Unit Transferred with Sale. Located in one of the best neighborhoods in the city - there are so many fabulous entertainment, shopping and dining options nearby, you are steps to numerous parks, the Brown Line and many transportation options. All the best of Ravenswood and Lakeview is at your doorstep! Welcome Home!

4221 N Paulina Street Unit #2J, Chicago
5468 S Woodlawn Avenue Unit #2E, Chicago
$174,900
1 Beds ⋅ 1 Baths ⋅ 12794709 MLS ⋅ NEW Status
LOCATION! LOCATION! WALK TO THE UNIVERSITY OF CHICAGO CAMPUSES, RESTAURANTS AND NIGHTLIFE, TRADER JOE'S, METRA, BUS STOP OR THE BEACH. NESTLED IN HYDE PARK-KENWOOD HISTORIC DISTRICT, THIS SPACIOUS 1 BED 1 BATH 2ND FLOOR UNIT HAS BEEN REMODELED FROM TOP TO BOTTOM (2026), OFFERING AN ALL NEW KITCHEN WITH STAINLESS STEEL APPLIANCES, QUARTZ COUNTERS, BEAUTIFUL HARDWOOD FLOORS, TABLE SPACE AND VOLUME CEILINGS THROUGHOUT THE ENTIRE UNIT. ENJOY A BRIGHT LIVING ROOM AND FORMAL DINING ROOM WITH VINTAGE BUILT-INS, OVERLOOKING THE QUIET COURTYARD. LOVE THE LITTLE NOOK - OFFICE WITH EXPOSED BRICK OFF THE DINING ROOM TOO. 1 LARGE BEDROOM WITH LOTS OF CLOSET SPACE AND AN UPDATED FULL BATH. LOTS OF CLOSET SPACE IN THE UNIT. NICE QUIET BUILDING WITH SECURE ENTRY AND AMENITIES ALL AROUND. ENJOY THE PRIVATE BALCONY/BACK PORCH OVERLOOKING THE BACK PATIO. PETS ALLOWED. A PLEASURE TO SHOW. STRONG RESERVES: $286,376.15 RESERVE ACCT /$115,820.99 OPERATING ACCT. ***NO SPECIALS ***CORPORATE ESTATE SALE. SOLD AS-IS. SUBJECT TO THE EXECUTION OF THE AS-IS TRUST RIDER (SEE ADDITIONAL INFO TAB) AND CO-OP BOARD APPROVAL.

5468 S Woodlawn Avenue Unit #2E, Chicago
4901 N Leavitt Street Unit #B3, Chicago
$425,000
2 Beds ⋅ 1 Baths ⋅ 12791864 MLS ⋅ ACTIVE Status
Nestled just one block from the serene Winnemac Park in Lincoln Square, this condo is blessed with an abundance of natural light with south and west facing views. This inviting 2-bedroom, 1-bathroom home is the perfect blend of charm and modern updates. The character and modern amenities make this home unbeatable. Situated on a beautiful tree-lined street, offering all-day sunshine throughout the open-concept living and kitchen areas. The heart of the home is a white kitchen featuring gleaming granite countertops, sleek stainless steel appliances, and a huge entertaining peninsula with barstool seating. Whether you're cooking or hosting guests, this space is perfect for both. Both bedrooms are generously sized, with ample room for queen-sized beds and additional furniture. recently refinished natural hardwood floors flow throughout the entire unit, adding warmth and character, while crown molding throughout enhances the home's elegant appeal, and shows the pride of ownership. The oversized bathroom boasts a dual vanity with newer matte black fixtures and a subway-tiled tub/shower combo. Enjoy the convenience of a new in-unit washer/dryer (2023) a new furnace and new AC (2024), for year-round comfort. Additional features include a private deck with new newly added Anderson screen door, for grilling and outdoor gatherings, professionally organized closet systems throughout, a storage unit in the basement, and an HOA that is professionally managed with a strong focus on maintenance and care-highlighted by a full roof replacement in 2018. Move right in and experience the vibrant Lincoln Square and Ravenswood neighborhoods with all the best amenities, just .5 miles to the brown line, 1 block from Winnemac Park, Mariano's and steps to some of the best restaurants and coffee shops! This is a must-see for anyone seeking a turnkey home in a prime location. Very easy street parking.

4901 N Leavitt Street Unit #B3, Chicago
2912 N Commonwealth Avenue Unit #5A, Chicago
$495,000
3 Beds ⋅ 3 Baths ⋅ 12791943 MLS ⋅ ACTIVE Status
Experience timeless elegance paired with modern conveniences in this large three bedroom historic residence. Elegant architectural details define the home, including a gracious foyer with hardwood chevron parquet flooring and original vintage lighting perfect for showcasing art or creating a gallery-style entryway. The unit also offers an expansive living room with working fireplace adding both warmth and ambiance. The spacious kitchen is designed for both everyday living and effortless entertaining, complete with a wet bar/pantry for added functionality. Building-provided steam heat is included in the monthly assessment, enhancing value. Double crown molding, chair railings, solid hardwood doors, and other preserved historic elements add character throughout. The generously sized bathrooms feature classic original details. Residents enjoy an array of conveniences, including an on-site building engineer, garage parking, bike room, and additional storage are offered. A service hall just off the kitchen provides daily garbage pickup via the service elevator for ease. Ideally located just moments from the shopping, dining, and nightlife of East Lakeview and Lincoln Park, with easy access to the lakefront, Diversey Harbor, and nearby golf driving range. This extraordinary home seamlessly blends old-world craftsmanship with contemporary living-offering a truly unique opportunity for refined lakefront living. Welcome home.

2912 N Commonwealth Avenue Unit #5A, Chicago
3314 N Lake Shore Drive Unit #7D, Chicago
$499,900
2 Beds ⋅ 2 Baths ⋅ 12788651 MLS ⋅ ACTIVE Status
Beautifully renovated lakefront condo in the historic Le Griffin, designed by celebrated architect L.G. Hallberg. This expansive unit boasts 10' ceilings, a sprawling floorplan and hardwood floors throughout. A gorgeous, spacious kitchen with stainless appliances and two windows is perfect for any home chef as they entertain in the adjoining living and dining spaces. The wide, gallery-style hallway provides a beautiful entrance into your home and separates living from sleeping spaces. Your primary suite features a newly renovated ensuite bath with walk-in shower. Large east, south and west facing windows offer tons of natural light along with stunning sunsets. Your unobstructed western views deliver an expansive city landscape and the lights of Wrigley year round. There is an abundance of storage and closet space in the unit, in addition to a private storage cage provided by the building. Both a passenger and service elevator add to the comfortable living in this boutique-style building. The newly renovated common guest suite is convenient for any overnight visitors. Building security has been fully upgraded including cameras, locks and video intercom. Beautiful new lobby doors were installed recently that enhance your view into the grand lobby. The full-time building engineer lives on premise to provide daily cleaning and maintenance, as well as package delivery to your door. Outdoor entertaining is made easy on the gorgeous rooftop with custom design by Chicago Roof Deck & Garden. A large herb garden container has been added as a treat for residents to enjoy. You are steps from the lake, and a short express bus-ride to downtown. An easy walk to all that East Lakeview has to offer...great restaurants, local shops, fitness centers, grocery stores, farmer's market, top schools, dog beach, lakefront walking and bike trails, Wrigleyville, and so much more. This wonderful neighborhood has it all!

3314 N Lake Shore Drive Unit #7D, Chicago
5800 S Blackstone Avenue Unit #3N, Chicago
$479,000
3 Beds ⋅ 2 Baths ⋅ 12786769 MLS ⋅ ACTIVE Status
Classic Charm and Modern Comfort in the Heart of Hyde Park! Welcome to this bright and spacious 3-bedroom, 2-bath home on one of Hyde Park's most desirable blocks. Blending timeless architectural character with thoughtful modern updates, this inviting residence offers an exceptional combination of charm, comfort, and convenience. The generous living room, complete with beautiful built-in bookcases, provides a warm and welcoming space to relax and entertain. Rich hardwood floors add timeless appeal, while the sun-filled sunroom, framed by historic casement windows and the greenery of tree-top views, offers a peaceful retreat for reading, relaxing, or working from home. A formal dining room adjacent to the kitchen creates an ideal setting for everyday meals and special gatherings. Modern conveniences include central air conditioning, charming bathrooms, and in-unit laundry. Abundant in-unit storage, along with a private basement storage room, provides valuable additional space. Located in a well-managed cooperative, the monthly assessments include property taxes, offering added convenience and simplifying the cost of homeownership. Perfectly situated just steps from the University of Chicago campus and the Laboratory Schools, this home is also moments from Hyde Park's wonderful selection of restaurants, neighborhood shops, and cultural attractions.

5800 S Blackstone Avenue Unit #3N, Chicago
1633 W Winona Street, Chicago
$1,500,000
5 Beds ⋅ 4 Baths ⋅ 12789652 MLS ⋅ ACTIVE Status
Andersonville two-flat, reimagined as a single-family home. This one was taken down to the studs in a full 2023 rehab, so the big stuff is already done for you: new electrical, plumbing and gas lines, new windows, and a roof that is just over two years old with eight years of warranty left to transfer. What makes it special is what they saved. The original vintage woodwork was restored and vintage pieces were worked back into the design, so the home has the warmth of an older house with none of the old-house problems. Six bedrooms and three and a half baths give everybody room to spread out, with real options for a home office or guests. The primary suite has its own sitting area, a walk-in closet, and a bath with heated floors, separate vanities, and a large walk-in shower. The big front bedroom also has a sitting area, plus a private balcony looking out over the tree-lined street. Laundry is on the second floor, right where the bedrooms are, and Hunter Douglas cordless top-down, bottom-up shades are installed throughout. The main level is built for having people over. The open layout runs right into an eat-in kitchen centered on an oversized quartz island, with new countertops, a convection range, and a new dishwasher added in 2026. Up top there is a rooftop deck over the detached two-car garage, and out back a landscaped yard with a black porcelain tile patio that feels like a little escape. The lower level goes even further: a roomy recreation space plus a full kitchen added in 2026, so it works as a guest suite, an in-law setup, or the spot where everybody ends up on game day. Storage in both the garage and the basement. Steps from everything happening on Clark Street, and recently featured in Crain's "Before It Hits the Market."

1633 W Winona Street, Chicago
3180 N Lake Shore Drive Unit #17F, Chicago
$495,000
2 Beds ⋅ 2 Baths ⋅ 12789636 MLS ⋅ ACTIVE Status
A 17th floor masterpiece, recently renovated, with cinematic lakefront views and world class finishes. 1,550 sq ft of refined luxury perched on the 17th floor of this premier high rise. From the moment you enter, the home unfolds with dramatic, unobstructed views of Belmont Harbor, Lake Michigan, and the vibrant canopy of Lincoln Park - a breathtaking panorama that transforms daily life into art. Recently renovated with exceptional style, this residence features heated marble flooring throughout. A suite of Bosch, Sub Zero, and Wolf appliances anchor the sleek, modern kitchen. Swarovski crystal light fixtures add a touch of brilliance, while the living area showcases a marble entertainment wall with an electric fireplace, wet bar, 77-inch TV w/ Sonos soundbar, an entertainer's dream. Both bathrooms are fully modernized with Toto washlets (bidets), 1 bath w/ multi directional shower heads, and steam activation, the other with a full size Jacuzzi facing a mounted TV, both with heated towel bars for spa level relaxation. The primary suite is a true showstopper, featuring a custom handcrafted SLEEP # king bed with a rising TV at the footboard, custom closet doors with specialty cabinetry, and a striking 10 ft stained glass accent border that elevates the space into a private sanctuary. All furnishings remain at no additional charge, creating a turnkey luxury experience rarely found on the lakefront. A singular opportunity to own a high floor, fully curated residence with unmatched views and extraordinary craftsmanship. Assessments include heat, cable, electricity (including air conditioning), water, and internet. You also have access to a large private, on-site storage room, two well-equipped exercise facilities, a secure and convenient main floor bike storeroom, and a library/party room from which there is a rooftop garden deck with comfortable lawn furniture, barbecues, and a fire pit. This fully staffed and professionally managed building has strong reserves and a receiving room with staff to deliver your packages to your front door. Additionally, there is ample complimentary daytime parking and reasonable overnight parking for your guests. For your vehicle there is special care, with on-site valet parking for $260 a month. The service includes weekly hand car washing. There are also multiple EV charging stations. Just call down whenever you want your vehicle and it will be brought up. This concierge building is conveniently located in East Lake View within close distance of fine dining, theatres, grocery and drugstores, lake, beach, harbor, Wrigley Field and North Halsted nightlife. EXECUTIVE Estate Sale: Sold AS IS. The unit is being sold fully $$ furnished for no cost to buyer. Can also be removed.

3180 N Lake Shore Drive Unit #17F, Chicago
550 N Kingsbury Street Unit #610, Chicago
$1,249,900
4 Beds ⋅ 3 Baths ⋅ 12787503 MLS ⋅ ACTIVE Status
Experience a truly one of a kind penthouse duplex loft in the heart of River North! Spanning over 2,450 square feet, this 4 bedroom, 3 bath residence seamlessly blends authentic loft character with thoughtfully curated, high-end updates. The main level is anchored by soaring timber ceilings, expansive windows, and an impressive open concept living and dining space designed for both everyday living and effortless entertaining. A gas fireplace adds warmth and a modern, inviting feel, while the chef's kitchen features granite countertops, stainless steel appliances, espresso cabinetry, and a walk-in full-size pantry. The space flows seamlessly into the main living area and out to a balcony with east facing city views. Hardwood flooring in the main living areas and in unit laundry with its own utility room complete the space. The oversized primary suite is a true retreat, featuring a spa inspired ensuite bath with dual vanities and two generous walk-in closets. A second bedroom and full bath complete the main level. Upstairs, a thoughtfully designed addition completed approximately five years ago offers exceptional flexibility with two large bedrooms, a dedicated office, and a beautifully updated bathroom with dual vanities and quartz countertops. One of the upstairs bedrooms is well suited to function as an additional primary suite, offering a versatile layout for a variety of living arrangements. Step outside to the rooftop deck, perfect for relaxing or entertaining while taking in the city skyline. Additional highlights include abundant in unit storage, an oversized storage room on the same floor with electrical, and a layout that lives like a single family home while offering the convenience of full service city living. Two additional parking spaces available for purchase and must be sold with the unit. Residents enjoy a well maintained building with desirable amenities including door staff, fitness center, bike storage, on site management, a rotating art gallery in the lobby, and on-site cleaners. Ideally located just steps from River North's best restaurants, East Bank Club, the riverwalk, parks, public transit, and more, this is a rare opportunity to own a truly special and unique home in one of Chicago's most vibrant neighborhoods.

550 N Kingsbury Street Unit #610, Chicago
6883 W Hobart Avenue, Chicago
$1,280,000
5 Beds ⋅ 4 Baths ⋅ 12782814 MLS ⋅ ACTIVE Status
Old Norwood, Landmark District, modern Victorian...complete with a porch swing! Three levels of exceptional living. Custom milled woodwork throughout. Inlaid oak floors, open staircase, so many rooms with unlimited versatility for bedroom/home office use. Designed by current longtime owner, this home is unlike any other. Please review current floor plans. No expense has been spared...construction plans available at house. Two primary suites, the top floor currently used as office/workout area. Fantastic outdoor kitchen has water, gas grill, charcoal grill, side by side refrigerators. There is a koi pond! Above ground pool, two story coach house/garage, currently used as woodshop, additional outbuilding, raised garden beds. The green space you've yearned for! In the same family for generations, the transformation began in 2001, and has reached perfection. Walk to Metra, Blue line. O'Hare 10 min away.

6883 W Hobart Avenue, Chicago
4234 N Hazel Street, Chicago
$1,150,000
6 Beds ⋅ 5 Baths ⋅ 12785298 MLS ⋅ ACTIVE Status
Incredible opportunity to create your own dream home in Buena Park's best location just two blocks from the lakefront. Located on an impossibly rare 65'X165' parcel with a expansive rear yard, this 1902 home was designed by renowned architectural firm Schmidt, Garden & Martin. Damaged by a major fire, the property will require a complete interior reconstruction. The possibilities are absolutely endless and once complete will be the ultimate dream home. (Exterior photos from before fire.) Please inquire with Tim for additional details.

4234 N Hazel Street, Chicago
421 W Melrose Street Unit #18BC, Chicago
$1,599,000
4 Beds ⋅ 5 Baths ⋅ 12784209 MLS ⋅ ACTIVE Status
Expansive residence that lives like a single-family home on one level with stunning Lake Michigan views and parking for 2 cars. Delivering over 4,500 square feet across 4-bedrooms, 4.1 baths, plus a dedicated home office and additional den, you'll appreciate the privacy and convenience of the elevator opening directly into your foyer, leading to the sprawling home's open floor plan, accented with arched entryways providing a distinctive blend of historic charm and modern living. Flooded with natural light, the focal point of the home is the living room / dining room view, framing the lake's scenic harbor dotted with sailboats, an ideal space for large family gatherings or quiet nights at home. No convenience was overlooked during the renovation, from the chef's kitchen outfitted with professional-grade appliances, custom cabinetry, pantry storage, stone countertops, and expansive cityscape views from the charming windows above the sink, open to the great room complete with bespoke millwork and built-ins. A substantial primary suite features two walk-in closets, bathroom with private water closet, dual vanity sinks, and linen storage. Three sizable secondary bedrooms, two en-suite, fourth full shared-bath, plus substantial storage throughout all rooms and common areas. PARKING AVAILABLE: 3-years paid on one leased indoor parking space directly behind the building, second indoor spot also available. Full-size laundry room teeming with organized storage, bonus space ideal for peloton/exercise, completes the home. The Eddystone offers a range of services and amenities to enhance your living experience, including 24-hour door person, full-time engineer, on-site building manager, fitness center, and recently updated roof deck complete with grills for outdoor gatherings. Two large storage lockers included.

421 W Melrose Street Unit #18BC, Chicago
728 W Jackson Boulevard Unit #302, Chicago
$515,000
2 Beds ⋅ 2 Baths ⋅ 12779893 MLS ⋅ ACTIVE Status ⋅ Haberdasher Square Lofts BLDG.
Check out this beautifully updated 2 bedroom / 2 bathroom loft condo in the highly desirable Haberdasher Square Lofts, where timeless character and modern design come together effortlessly. Enter through the foyer into an expansive open-concept layout highlighted by original hardwood floors, soaring loft-style ceilings, and newly added limewash paint throughout the main living areas and primary bedroom. The renovated kitchen (2020) serves as the centerpiece of the home, showcasing custom white shaker cabinetry, Carrara quartz countertops, a herringbone tile backsplash, and a stylish built-in dry bar. Premium stainless steel appliances, including a double oven and wine/beverage cooler, complete the thoughtfully designed space. Updated sink fixtures, hardware, and designer lighting elevate the kitchen even further. The kitchen flows seamlessly into the spacious dining and living areas, creating an ideal setup for entertaining or everyday living. Floor-to-ceiling windows fill the living space with natural light, now enhanced by newly installed automatic/electric blinds that provide both convenience and privacy at the touch of a button. Just beyond, step up to an oversized private balcony - perfect for grilling, relaxing with a drink, or enjoying the energy of the city. The spacious primary suite features dramatic floor-to-ceiling windows, custom wood paneling accents, updated bedside lighting and sconces, an oversized custom walk-in closet by California Closets, and a spa-inspired bathroom. The fully enclosed second bedroom has been further enhanced with a newly installed custom barn door and features a solid-wood Murphy bed cleverly concealed within built-in shelving, allowing the space to function effortlessly as a guest room, home office, gym, or additional bedroom. Additional highlights include a dedicated laundry closet with full size side-by-side washer and dryer plus extensive storage shelving, an updated second bathroom with walk-in shower, a smart Ecobee thermostat, and a new HVAC split system installed in 2019. Deeded garage parking available for an additional $35,000. Located in the heart of the West Loop, this home places you moments from Randolph Street's famed Restaurants, Shopping, public transportation, Union Station, and easy expressway access. Haberdasher Square Lofts offers full-service amenities including 24-hour door staff, a recently renovated fitness center, basketball court, newly renovated hospitality room, rooftop deck with grills, dry cleaners, on-site management, and included storage locker. Monthly assessments cover all utilities except electric. Experience the best of West Loop living in this exceptional building! Property is also available for rent.

728 W Jackson Boulevard Unit #302, Chicago
5520 S Cornell Avenue Unit #3S, Chicago
$330,000
2 Beds ⋅ 2 Baths ⋅ 12779620 MLS ⋅ ACTIVE Status
Rich original woodwork, sunlit rooms, and a covered balcony overlooking a landscaped courtyard give this top-floor Hyde Park condo its distinctive charm. This two-bedroom, two-bath home pairs classic architectural details - hardwood floors, substantial crown molding, and built-in shelving - with the conveniences of in-unit laundry and an updated kitchen. The spacious living room features a handsome fireplace surround flanked by bookshelves, while the separate dining room offers generous space for entertaining beneath a wide bank of windows. A butler's pantry with glass-front cabinetry connects the dining room to the kitchen, where stainless steel appliances, granite countertops, and ample cabinetry make everyday cooking easy. Both bedrooms carry through the home's warm wood trim, with a full wall of shelving in one providing an inviting backdrop for a home office or guest room. Enjoy morning coffee on the covered balcony, with courtyard greenery and the building's decorative brickwork in view. Additional storage is included, and gated parking is be available to rent through the building. Close to the University of Chicago, the Museum of Science and Industry, the lakefront, neighborhood shops and restaurants, and train and bus connections, this home offers a welcoming base for enjoying Hyde Park.

5520 S Cornell Avenue Unit #3S, Chicago
9924 S Longwood Drive, Chicago
$999,999
5 Beds ⋅ 5 Baths ⋅ 12779635 MLS ⋅ ACTIVE Status
A Rare Architectural Legacy on Prestigious Longwood Drive For the discerning buyer who appreciates exceptional architecture, rich history, and timeless craftsmanship, this extraordinary Mediterranean Renaissance estate offers an opportunity that comes along only once in a generation. Built in the 1920s and encompassing an impressive **4,724 square feet**, this distinguished residence stands as one of Longwood Drive's architectural treasures, where old-world elegance meets limitless potential. Every room tells a story, showcasing the artistry and meticulous craftsmanship that defined one of America's most celebrated architectural eras. From the moment you step through the grand entrance, you are welcomed by an unforgettable foyer anchored by a dramatic **turret-inspired winding staircase**, setting the tone for the home's remarkable scale and sophistication. Expansive entertaining spaces unfold gracefully, including a **ballroom-sized living room** centered around a stately fireplace and an elegant formal dining room designed to host unforgettable gatherings. Throughout the home, soaring ceilings, original transom windows, exquisite plaster detailing, handcrafted beam and coffered ceilings, and remarkable architectural millwork create an atmosphere of enduring luxury rarely found in today's construction. The kitchen serves as a true work of art, highlighted by one-of-a-kind custom metal artisan cabinetry that blends creativity with functionality while honoring the home's distinctive character. The upper level offers four spacious bedrooms and two baths, including an exceptional primary suite complete with a private sitting room, walk-in wardrobe, and ensuite bath-creating a tranquil retreat within this historic residence. On the main level, a fifth bedroom with its own ensuite bath, an elegant study, and an additional powder room provide ideal accommodations for guests or multigenerational living. The expansive basement extends the home's living and entertaining possibilities, featuring a recently renovated full bath, generous recreation space, and a dedicated workshop and storage area. Outside, a private courtyard-style garden invites quiet mornings and intimate evenings, while the sun-filled solarium offers a peaceful sanctuary bathed in natural light throughout the seasons. This is more than a home-it is a landmark residence waiting for its next steward. For those with a passion for architectural preservation and luxury living, this remarkable estate presents the rare opportunity to restore, personalize, and elevate one of Chicago's most captivating historic homes while preserving its extraordinary legacy for generations to come.

9924 S Longwood Drive, Chicago
3750 N Lake Shore Drive Unit #6C, Chicago
$550,000
3 Beds ⋅ 3 Baths ⋅ 12772587 MLS ⋅ ACTIVE Status
Offered for the first time in over two decades, Unit 6C at the iconic 3750 N. Lake Shore Drive represents a rare blend of timeless architectural elegance and refined living. Masterfully refinished with an exquisite eye for detail, this expansive three-bedroom, three-bathroom residence honors the original grandeur and classic aesthetics of one of Chicago's most coveted pre-war co-op buildings. From the moment you enter, high ceilings, custom millwork, and rich hardwood floors anchor a thoughtfully preserved layout designed for both grand entertaining and comfortable everyday living. Generous living and dining spaces showcase traditional craftsmanship, while thoughtfully updated touches ensure seamless modern functionality without compromising the home's historic soul. Each spacious bedroom features convenient access to full baths, offering exceptional privacy and versatility. Situated on Lake Shore Drive, residents enjoy top-tier full-service amenities, including 24-hour door staff, professional management, beautiful common grounds, luxurious indoor pool, and immediate access to the lakefront, parks, dining, and transit. Property is an estate sale and is being sold in as-is condition.

3750 N Lake Shore Drive Unit #6C, Chicago
5703 S Blackstone Avenue Unit #1, Chicago
$419,000
3 Beds ⋅ 2 Baths ⋅ 12777220 MLS ⋅ ACTIVE Status
Welcome home to the perfect intersection of historic character and sophisticated modern ease in the heart of Hyde Park. Situated on a quiet, tree-lined street just steps from the University of Chicago campus, Obama Presidential Center, local bookstores, and the Metra station, this stunning 3-bedroom, 2-bathroom condo has been meticulously reimagined from top to bottom through a comprehensive, high-end renovation. Step through the inviting foyer-complete with elegant new wallpaper-and be greeted by soaring 9-foot ceilings, exquisite crown moldings, and beautifully refinished hardwood floors flooded with natural light. The expansive living room serves as a striking centerpiece, anchored by a classic decorative fireplace flanked by custom built-in bookcases, a gorgeous vintage stained-glass window, and a bright bay window looking out into the leafy treetops. Through double doors, the layout flows into a massive formal dining room featuring original and elegantly stained wainscoting, creating an exceptional setting for memorable gatherings. Designed to pair smart function with premium contemporary style, the culinary quarters have been masterfully opened up into a bright, cohesive culinary space. The fully transformed kitchen boasts custom cabinetry, sleek stone countertops with a matching full backsplash, and high-end stainless-steel appliances. Nearby, the private quarters feature three generous bedrooms with freshly refinished floors, smooth plasterwork, and brand-new ceiling fans. Both full bathrooms have been completely modernized: the primary hall bath offers an oasis that includes a custom-tiled shower complete with a frameless glass panel and a premium vanity, while the second full bath beautifully pairs historic beadboard detailing with stunning checkerboard tilework. A brand-new laundry closet with an in-unit washer and dryer delivers true urban luxury. No detail was spared in bringing peace of mind to this home's infrastructure. Drafts are a thing of the past thanks to brand new energy-efficient, white vinyl windows throughout the entire unit. Modern comfort is ensured with all-new light fixtures, outlets, switches, updated plumbing lines, and an upgraded electrical sub-panel. Topping it all off, the home is set within an exceptionally well-managed, pet-friendly building featuring strong association reserves and no upcoming special assessments. Agent-owned.

5703 S Blackstone Avenue Unit #1, Chicago
823 W Belle Plaine Avenue Unit #3, Chicago
$525,000
3 Beds ⋅ 1 Baths ⋅ 12774619 MLS ⋅ ACTIVE Status
Set on the top floor of a beautiful vintage building in the heart of Buena Park, this spacious 3-bedroom, 1-bath condo pairs classic Chicago character with the modern comforts of everyday living. Hardwood floors, picture rails, and beautiful original details flow throughout the home, where generously sized rooms and a flexible floor plan provide an incredible amount of living space. The bright and inviting living room is anchored by a wood-burning fireplace and a beautiful bay of windows that fills the space with natural light. There's plenty of room to relax and entertain, while the separate formal dining room adds even more vintage charm with a striking beamed ceiling and ample space for dinner parties, holidays, or everyday meals. All three bedrooms are impressively sized and feature ceiling fans, offering plenty of flexibility for bedrooms, guest space, or a home office. An enclosed rear porch adds even more usable space and makes a charming bonus room for a reading nook, office, or cozy retreat. In-unit laundry, central air, gas-forced heat, and additional storage, and a beautiful shared back yard provide the modern conveniences you want while preserving the character of a classic vintage home. All of this in coveted Buena Park, surrounded by beautiful architecture and just moments from the lakefront, parks, dining, shopping, and public transportation. A wonderfully spacious home offering vintage character, everyday functionality, and an unbeatable city location.

823 W Belle Plaine Avenue Unit #3, Chicago
5320 S Oak Park Avenue, Chicago
$424,700
3 Beds ⋅ 2 Baths ⋅ 12768926 MLS ⋅ ACTIVE Status
Beautifully updated brick 2-story Georgian single-family home on a tree-lined street in Chicago's Garfield Ridge neighborhood. 5320 Oak Park Ave is move-in ready with 3 bedrooms, 2 full bathrooms, strong curb appeal, and a newer 2-car detached garage. The updated kitchen features quartz countertops, white shaker cabinets, stainless steel appliances, and room for a small table. All new flooring includes luxury vinyl plank and refinished hardwood. Interior paint, fixtures, and lighting are new throughout. Electrical and plumbing have been updated to code, with work completed under City of Chicago permits. Main level includes a formal dining room, a living room with a charming bay window and decorative fireplace, and a first-floor family room with a wood-burning fireplace. Full basement includes a bathroom. Close to shopping, dining, the Orange Line station, and easy access to the I-55 Stevenson Expressway. View the 3D tour with floor plan and schedule your private showing today.

5320 S Oak Park Avenue, Chicago
3500 N Lake Shore Drive Unit #6D, Chicago
$835,000
3 Beds ⋅ 3 Baths ⋅ 12755848 MLS ⋅ ACTIVE Status
Perched above the lake and park at 3500 N. Lake Shore Drive, this 2,500-square-foot residence occupies one of East Lakeview's most storied addresses - a landmark Beaux-Arts cooperative originally known as The Cornelia, designed in the late 1920s by noted architect Robert DeGolyer and listed on the National Register of Historic Places. Within this pedigree, the home itself is modern yet timeless, with bespoke finishes from start to finish. Taken down to the studs and fully rebuilt in 2015, it showcases timeless modern styling throughout, while original details - vaulted entry ceilings, arched doorways and doors - preserve the building's vintage character. The chef's kitchen anchors the home with a spacious, interactive island that becomes the natural gathering point for entertaining. Boasting Sub Zero + Wolf appliances and leathered Sandstone countertops, this is a kitchen that will stand the test of time. Generously proportioned rooms and soaring ceilings create an airy, elevated sense of scale, while custom teak hardwood floors run continuously from room to room. The home is fully smart-enabled via a Control 4 system, and the living room features a projector with a recessed screen for a true home-theater experience. An in-unit washer/dryer with sink and Space Pak air conditioning bring everyday ease, and every bathroom is finished with top-of-the-line stones and fixtures. Life in the building is just as considered. A 24-hour door person, on-site management, and full-time engineer offer round-the-clock peace of mind, while residents unwind on the common roof deck, taking in sweeping views alongside grills and lounge seating. A fitness room, children's playroom, additional storage a large cage and room assigned to 6D, and bike storage round out the amenities, with rental garage options available nearby. The location is exceptional - situated in the boundary for top-ranked Nettelhorst School, and just steps from the eastern Lakeview corridor's celebrated dining and entertainment. The association is as sound as the home itself - well run and financially healthy, and no special assessments on the horizon. Recent capital improvements reflect that same care: all windows have been replaced, the elevators modernized, and the roofs over the A/B elevator room and community room recently refreshed.

3500 N Lake Shore Drive Unit #6D, Chicago
1034 N La Salle Drive, Chicago
$1,895,000
5 Beds ⋅ 4 Baths ⋅ 12765008 MLS ⋅ ACTIVE Status
A rare opportunity to own a piece of Chicago architectural history in the heart of the Gold Coast. Built in the late 1880s, this 5 bedroom, 4 bath brownstone row home at 1034 N LaSalle Drive is an extraordinary time capsule of Richardsonian Romanesque craftsmanship, combined with sophisticated modern design. This gorgeous home spans three levels plus a full finished basement, with a bathroom on every level. The residence is defined by its handsome brownstone facade, signature wide rounded arches, high ceilings, and remarkable original details. At the heart of the home, a grand hardwood staircase rises through the residence beneath a third story skylight, drawing in natural light through the center of the home and creating an unforgettable architectural focal point. Gleaming hardwood floors span the main, second and third floor - a combination of newly installed and newly refinished. Beautiful original wood inlay detailing adds warmth and artistry to the living room. The main level is designed for both elegant entertaining and comfortable everyday living, with distinct living, sitting, and dining rooms that create a natural progression through the home. The kitchen provides endless storage with custom built and painted cabinets with mirror-like high-gloss finish and a contemporary aesthetic. Kitchen appliances include Viking refrigerator, Thermador Oven, Dacor cooktop, Jenn Air convertible gas grill, and Bosch dishwasher. Throughout the residence, six fireplaces provide a wonderful sense of history; originally designed for coal they now have the ability to be gas logs. The second level offers an exceptionally flexible layout. A generously sized bedroom with its own additional living area and an entire wall of custom built-in solid maple wood shelving is currently configured as a sophisticated executive office, but can easily serve as an expansive bedroom suite, library, den, or private retreat. Also on this level is the primary suite, complete with an updated en suite bath and an abundance of thoughtfully added storage. Three additional bedrooms occupy the third floor, creating wonderful separation between private living spaces and the home's entertaining areas below. A full bath on this level adds convenience and functionality, while the finished basement provides yet another level of usable space and its own bathroom as well. The basement has a recreation room and an immense amount of storage, and includes a sump pump and flood protection from US Waterproofing. Outside, a private 2 car garage is topped by an expansive rooftop deck. An unexpected outdoor retreat in the heart of the city and an ideal setting for entertaining, dining al fresco, gardening, or relaxing on a Chicago evening. Rich in architectural character and offering exceptional scale, this remarkable Gold Coast residence is more than a home, it is an opportunity to become the next steward of a piece of Chicago history. Original craftsmanship, grand entertaining spaces, flexible modern living, private outdoor space, garage parking, and an irreplaceable location come together in a residence unlike anything being built today. Steps from the Gold Coast's celebrated dining, shopping, culture, lakefront, and some of Chicago's most iconic destinations, 1034 N LaSalle offers the increasingly rare combination of history, individuality, privacy, and timeless elegance.

1034 N La Salle Drive, Chicago
5490 S South Shore Drive Unit #2N, Chicago
$495,000
5 Beds ⋅ 4 Baths ⋅ 12761051 MLS ⋅ ACTIVE Status
An extraordinary residence of approximately 5,000 square feet in one of East Hyde Park's most distinguished vintage cooperatives, designed by renowned Chicago architects Rapp & Rapp. A charming portico and gracious doorman provide an elegant entrance to this storied 20-unit building, with sweeping views of surrounding parkland and ready access to Lake Michigan. The residence offers the scale, gracious proportions, and architectural character of an elegant single-family home. The expansive formal rooms are filled with natural light and provide exceptional space for entertaining, including a handsome living room and large dining room. Separating these rooms is an extraordinary 20-by-20-foot circular sunroom with panoramic views. A lovely powder room is conveniently adjacent. Original plaster moldings, beautiful hardwood floors, a decorative fireplace, generous closets, and built-ins further reflect the craftsmanship and character of the building's era. The private bedroom wing offers five spacious bedrooms and four-and-one-half baths, including a generous primary suite with a large bath, walk-in closets, and an adjacent dressing area. At the heart of the home is a well-appointed kitchen featuring a Sub-Zero refrigerator, Miele dishwasher, Wolf cooktop, and Gaggenau pizza oven. A center island provides an ideal gathering place for both food preparation and casual dining. Adjacent space offers a rare opportunity to create a spectacular contemporary kitchen with a generous eating area while preserving the residence's historic character. Impeccably maintained, this exceptional cooperative offers 24-hour doorman/security service, an exercise room, a playroom, and a large private enclosed garden landscaped for entertaining and outdoor enjoyment. The garden features multiple seating and dining areas, a new gas grill, and playground equipment for children. The location is exceptional, near the University of Chicago, Laboratory Schools, the beaches and trails of Lake Michigan, and the new Obama Presidential Center, with convenient access to Metra and Lake Shore Drive. Garage parking is available next door. The monthly assessment includes property taxes, heat, cable, internet, and snow removal. A rare combination of grand scale, architectural character, sophisticated entertaining spaces, and exceptional outdoor amenities.

5490 S South Shore Drive Unit #2N, Chicago
7436 S King Drive, Chicago
$1
3 Beds ⋅ 2 Baths ⋅ 12763026 MLS ⋅ AUCTION Status
***Attention all investors and rehabbers*** Add instant sweat equity to this solid and charming 3-bed, 1.5-bath home in the heart of Grand Crossing. This property offers original woodwork and built-ins, a large sun-filled living room, formal dining room, large kitchen, spacious bedrooms, a partially finished basement, and detached garage. Sold as-is. No survey. This property is now active in an online auction. All offers must be submitted through the property's listing page on the auction website. The sale will be subject to a buyer's premium pursuant to the Auction Terms and Conditions (minimums may apply). All auction bids will be processed subject to seller approval.

7436 S King Drive, Chicago
5650 S Dorchester Avenue Unit #1, Chicago
$1,189,000
5 Beds ⋅ 3 Baths ⋅ 12758344 MLS ⋅ ACTIVE Status
A singular apartment in Hyde Park's premier condominium building. Converted to condominiums in 1973, The Mews on Dorchester offers a unique combination of historic character, architectural elegance, and the ease of condominium living. Apartment One, originally the developer's residence, offers more than 4,500 square feet of living space, including the expansive lower level. Enjoy the gracious proportions of a single-family home enhanced by the convenience and peace of mind of a condominium. Currently configured as a five-bedroom, two-and-a-half-bath residence, the apartment is equally suited for sophisticated entertaining, a work-from-home retreat, and multigenerational living. Graceful architectural details, hardwood floors, original millwork, and two wood-burning fireplaces create warmth and distinction. Generously proportioned rooms provide an exceptional canvas for both classic and contemporary interiors; while dual-zoned central air-conditioning delivers modern comfort. At over 1,100 square feet, the spacious lower level offers room for recreation, fitness, office use/homework, entertaining, and hosting extended family. A private garage dedicated to Apartment One is an additional convenience. Residents enjoy shared outdoor common spaces, providing a peaceful oasis for gardening, entertaining, or simply relaxing in a bucolic backyard that feels far removed from the city. Other common areas include a children's playroom and party room; bike and stroller storage in a common-area garage; and a woodworking room for use by residents that also serves as a convenient staging area for contractors. The Mews on Dorchester presents a rare opportunity to own a piece of Hyde Park history while enjoying the space, flexibility, and comfort of modern-day living. All just a few blocks from The University of Chicago, The Lab Schools, Ray School, Metra and Hyde Park's rich array of cultural and culinary attractions. Owner is a licensed Illinois real estate agent.

5650 S Dorchester Avenue Unit #1, Chicago
5401 S Maryland Avenue, Chicago
$680,000
4 Beds ⋅ 3 Baths ⋅ 12762692 MLS ⋅ ACTIVE Status
Discover this beautifully updated single-family residence, ideally situated on a desirable corner lot in Hyde Park, just a short walking distance from the University of Chicago and the Medical Center. The home welcomes you with an elegant entry foyer leading to a formal living room with custom built-ins and an open dining area. The expanded, modern kitchen features quartz countertops, stainless steel appliances, and a sunny eat-in space that opens to a private deck and landscaped, fenced yard-perfect for entertaining or relaxing outdoors. A two-car brick garage adds convenience and additional storage space. Upstairs, the original staircase leads to a light-filled master suite with sitting area and ensuite bath. There are also three additional bedrooms and a full bath. All bedroom closets customized by California Closets. Recently refinished cherry hardwood floors and fresh paint accentuate the home's beautiful details throughout. The finished basement offers a versatile rec room or family room, a large laundry area, a second refrigerator, ample storage, and a rear exit for easy access. Additional highlights include a dual-zoned HVAC system, 2026 furnace and move-in ready condition. TWO YEAR HOME WARRANTY INCLUDED. This exceptional home combines classic charm with modern updates. Don't miss the opportunity to make it yours!

5401 S Maryland Avenue, Chicago
1454 N Dearborn Street, Chicago
$5,700,000
6 Beds ⋅ 5 Baths ⋅ 12762240 MLS ⋅ ACTIVE Status
Commanding a rare 30' x 150' corner parcel on one of the Gold Coast's most coveted blocks, this extraordinary landmark residence represents a rare opportunity to own a trophy property of historical significance. Listed on the National Register of Historic Places, the estate has undergone a masterful, two-year restoration. The result is a seamless fusion of timeless nineteenth-century elegance and state-of-the-art modern refinement, defined by soaring proportions, sun-drenched interiors, and impeccable artisan craftsmanship. The main level opens into a dramatic, gallery-like entrance foyer adorned with bespoke lighting, designer wallcoverings, and meticulously crafted flooring that sets the tone for the entire home. The formal living room features a stunning fireplace, incomparable millwork, and expansive bay windows overlooking Dearborn Street. This space flows effortlessly into a gracious family room anchored by an original Eastlake-styled mantel over a gas fireplace, flanked by floor-to-ceiling bookcases and a five-window bay overlooking Burton Street. Throughout the principal rooms, the architectural artistry is defined by soaring 14-foot ceilings composed of tinted and gilded plaster, complemented by custom hardwood flooring and exceptional woodwork.The culinary wing features a gourmet chef's kitchen showcasing bespoke cabinetry, professional Sub-Zero, Wolf, and Miele appliances, a large walk-in pantry, wall-to-wall subway tile, custom black-and-white checkered stone flooring, and premium marble countertops. The kitchen expands into a light-filled solarium and breakfast room, offering serene views of the landscaped English garden. A formal dining room adjoins the kitchen, while a secondary gallery provides seamless access to the elevator, powder room, and the home's grand principal staircase.The second level houses four gracious bedrooms and two fully updated bathrooms. Occupying the northeast corner of the residence, the primary suite serves as a sanctuary with treetop views along both Dearborn & Burton Streets. This luxury retreat offers exceptionally gracious sleeping quarters, an expansive dressing room, a large walk-in closet, and the convenience of secondary laundry. The spa-like primary bath is outfitted with classic marble flooring, dual vanities, Ann Sacks tile, a large soaking tub, and a spacious steam shower, all complemented by premium Lefroy Brooks plumbing fixtures. The remaining guest bedrooms feature curated designer wallcoverings, ornamental lighting, and meticulously restored historic doors and hardware.Grandeur continues on the third level with practical living spaces, including a great room with a wet bar, a playroom, a guest bedroom with a Jack-and-Jill bath, and a sixth bedroom configured as an office. The fourth level is crowned by a spectacular, light-filled glass atrium ceiling that opens directly onto a massive outdoor roof terrace, offering panoramic 360-degree views of the iconic Chicago skyline and Lake Michigan. The finished lower level houses a highly functional mudroom with custom built-ins, providing direct garden access, alongside a climate-controlled wine cellar, a recreation room, a principal laundry suite, a white stone bathroom, and multiple storage rooms. The elegance of the estate extends outdoors to a professionally landscaped English garden that provides a seamless transition between the main residence and coach house. Situated above an extra-wide, two-car garage with a private side driveway along Burton Street, an updated one-bed, one-bath coach house offers ideal accommodations for guests. Upgrades include a slate mansard roof, historically replicated high-performance Marvin windows, a completely renovated copper water service, updated electrical service, advanced integrated audio-visual systems and elevator. Sited in Chicago's most distinguished enclave, moments from the Mag Mile, world-class dining, Lincoln Park and the scenic lakefront path.

1454 N Dearborn Street, Chicago
227 E Delaware Place Unit #8C, Chicago
$540,000
3 Beds ⋅ 3 Baths ⋅ 12760281 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
9608 S Longwood Drive, Chicago
$540,000
4 Beds ⋅ 3 Baths ⋅ 12759393 MLS ⋅ ACTIVE Status
This Classic Home featuring timeless elegance and old-world charm is located on Historic Longwood Drive in the Heart of Beverly Hills. It is located within the Ridge Historic District listed on the National Registry of Historic Places. Overlooking 10 acre Ridge Park offering indoor pool, fitness center, gymnasium, sports fields and walking path. Enjoy the convenience of walking to restaurants, shopping and the Metra. This one-of-a-kind gem welcomes you to a serene covered front porch providing the perfect spot to relax or entertain. Inside you will find this sophisticated home has been updated while honoring the old-world charm. The grand staircase, the warm and inviting living room highlighted with custom moldings, leaded glass windows and wood-burning fireplace with custom-crafted wood mantle is thoughtfully designed for entertaining and everyday living. A beautiful formal dining room blends timeless elegance with inviting warmth and serves as a dedicated space for hosting memorable sit-down meals. The Custom Kitchen is designed for both function and style, featuring a tile backsplash, center island with breakfast bar, and stainless steel range and dishwasher. Enjoy the convenience of the main-level powder room. Upstairs, the open staircase is highlighted by oversized windows overlooking the picturesque yard. All four bedrooms offer crown molding, and ample closet space. The recently renovated full bathroom features marble flooring, a Kohler whirlpool tub, a glass-enclosed shower, side lighting and a designer vanity. There is a full walk-up attic space, offering excellent potential for future expansion. The basement provides a blank canvas ready to be customized to suit your needs. New roof, AC and main bath. Distinctive Hardie board on home and garage. The lusciously landscaped yard is nestled in nature. A peaceful and tranquil retreat to relax, enjoy or entertain. Don't miss this Golden Opportunity!

9608 S Longwood Drive, Chicago
1355 N Astor Street Unit #1, Chicago
$12,500,000
7 Beds ⋅ 9 Baths ⋅ 12747120 MLS ⋅ ACTIVE 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



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