View All Bronzeville Chicago IL Homes with Guest House Listings

$1,230,000
12714298 MLS ⋅ ACTIVE Status
RARE investment opportunity in the heart of Bronzeville-a beautifully restored 1903 historic mansion thoughtfully converted into four oversized luxury apartments on a rare double-wide lot with additional value-add potential. This architect-designed 2025 renovation masterfully blends timeless vintage character with modern functionality, preserving original stained and leaded glass, intricate woodwork, hardwood floors, pocket doors, fireplaces, built-ins, and original doors throughout while introducing all new plumbing, upgraded 400-amp electrical service with separate meters, water heaters, insulation, custom kitchens, designer bathrooms, and individual HVAC/mini-split systems. Residents enjoy exceptional outdoor amenities including a welcoming front porch, private rear decks, side yard, and common courtyard patio. A substantial brick coach house provides three garage parking spaces on the main level while the upper level offers an outstanding opportunity for future expansion. Previously configured as additional living space, it presents tremendous potential for a fifth residential unit, guest suite, studio, office, or other income-producing use, subject to buyer verification and any required approvals. Each apartment occupies nearly an entire floor and benefits from four exposures, flooding the homes with natural light while offering spacious layouts, large bedrooms, in-unit laundry, private storage, and thoughtfully designed kitchens featuring soft-close cabinetry, solid surface countertops, induction cooking, upgraded appliances, designer backsplashes, and vent hoods. Bathrooms have been beautifully updated with a combination of walk-in showers, marble flooring, restored clawfoot tubs, and custom vanities. Quietly situated on a charming residential street surrounded primarily by single-family homes, this truly one-of-a-kind turnkey investment combines luxury finishes, irreplaceable historic architecture, and strong long-term rental appeal, with the added opportunity to further enhance value through the coach house. A rare offering in one of Chicago's most dynamic and appreciating neighborhoods.

4541 S Forrestville Avenue, Chicago
$1,230,000
13 Beds ⋅ 8 Baths ⋅ 12714290 MLS ⋅ ACTIVE Status
RARE investment opportunity in the heart of Bronzeville-a beautifully restored 1903 historic mansion thoughtfully converted into four oversized luxury apartments on a rare double-wide lot with additional value-add potential. This architect-designed 2025 renovation masterfully blends timeless vintage character with modern functionality, preserving original stained and leaded glass, intricate woodwork, hardwood floors, pocket doors, fireplaces, built-ins, and original doors throughout while introducing all new plumbing, upgraded 400-amp electrical service with separate meters, water heaters, insulation, custom kitchens, designer bathrooms, and individual HVAC/mini-split systems. Residents enjoy exceptional outdoor amenities including a welcoming front porch, private rear decks, side yard, and common courtyard patio. A substantial brick coach house provides three garage parking spaces on the main level while the upper level offers an outstanding opportunity for future expansion. Previously configured as additional living space, it presents tremendous potential for a fifth residential unit, guest suite, studio, office, or other income-producing use, subject to buyer verification and any required approvals. Each apartment occupies nearly an entire floor and benefits from four exposures, flooding the homes with natural light while offering spacious layouts, large bedrooms, in-unit laundry, private storage, and thoughtfully designed kitchens featuring soft-close cabinetry, solid surface countertops, induction cooking, upgraded appliances, designer backsplashes, and vent hoods. Bathrooms have been beautifully updated with a combination of walk-in showers, marble flooring, restored clawfoot tubs, and custom vanities. Quietly situated on a charming residential street surrounded primarily by single-family homes, this truly one-of-a-kind turnkey investment combines luxury finishes, irreplaceable historic architecture, and strong long-term rental appeal, with the added opportunity to further enhance value through the coach house. A rare offering in one of Chicago's most dynamic and appreciating neighborhoods.

4541 S Forrestville Avenue, Chicago
$1,025,000
5 Beds ⋅ 5 Baths ⋅ 12632883 MLS ⋅ CLOSED Status
A Commanding Statement of Modern Heritage on King Drive. Irreplaceable at $1,175,000. Standing as a beacon of sophistication on prestigious King Drive in Bronzeville's Grand Boulevard, this custom-built Graystone is a masterclass in architectural harmony-where the storied heritage of Chicago's legendary Metropolis corridor meets the pinnacle of modern luxury. Behind its stately facade lies four levels of meticulously curated living space defined by soaring proportions, intentional craftsmanship, and finishes that demand a second look. THE MAIN LEVEL | Designed for the Epicurean An entertainer's sanctuary engineered for seamless flow-from a formal dining room through a butler's pantry into a chef-caliber kitchen anchored by bespoke 60-inch cabinetry, dramatic quartz waterfall islands, and a full Thermador appliance suite. The adjoining family room is anchored by a statement fireplace, oversized windows, and direct access to a private patio and EV-equipped two-car garage. Freshly painted interiors are complemented by vaulted ceilings, elegant crown molding with integrated lighting, and refined under-cabinet illumination-layering warmth, depth, and architectural sophistication throughout. This level doesn't simply function-it performs. THE UPPER LEVELS | A Private Sanctuary The primary suite offers a secluded balcony, dual custom dressing rooms, a spa-inspired bath with heated floors, artisanal finishes, and a steam shower hookup. Two additional bedrooms share a beautifully appointed Jack-and-Jill bath. A striking two-story loft serves as a signature architectural moment. Soaring ceilings and generous proportions create ethereal volume rarely encountered in urban estate living-equally suited as a creative studio, executive retreat, or elevated lounge. Above it all, a distinguished slate roof crowns the residence with timeless durability and unmistakable curb presence. THE CROWN JEWEL | Skyline Entertaining The top-tier entertainment level opens to an expansive rooftop deck with panoramic treetop and skyline views across the Chicago horizon. A bespoke wet bar anchors the interior, a pristine canvas awaiting the new owner's vision, whether as an al fresco dining destination, curated lounge, or summer entertainment venue. The space is primed. The views are unmatched. On a Chicago summer evening, there is no finer vantage point in the city. THE LOWER LEVEL | Versatility Without Compromise A state-of-the-art theater room, second wet bar, and elegantly appointed guest quarters-executed at the highest standard, whether hosting guests or curating a private cinematic experience. SAFETY & INFRASTRUCTURE | Built to the Highest Standards This residence is equipped with a comprehensive security ecosystem designed for total peace of mind, including a whole-house alarm system and full video surveillance. Paired with a state-of-the-art residential fire sprinkler system throughout, the home delivers a level of safety infrastructure typically reserved for premier commercial properties. Every measure has been thoughtfully integrated so security never compromises elegance. THE LOCATION | A Legacy Address 4915 S. King Drive places residents at the center of Chicago's most culturally significant corridor. Minutes from the Obama Presidential Center, Griffin Museum of Science and Industry, Jackson Park Golf Course, and Jackson Park Harbor. Moments from the University of Chicago, Illinois Institute of Technology, Presbyterian Hospital, Northwestern Medicine Pediatrics, and Washington Park. Seamless access to DuSable Lake Shore Drive, I-90/94, and the downtown Loop ensures the entire city is effortlessly within reach. This is more than a home; it is a legacy property. A rare opportunity to own architecture as storied and ambitious as the neighborhood it calls home.

4915 S Martin Luther King Drive, Chicago
$1,200,000
8 Beds ⋅ 10 Baths ⋅ 12580025 MLS ⋅ ACTIVE Status
A mansion in Bronzeville, built in the 19th century for a leading grain dealer and later used as a Black-owned hospital, is on the market for the first time in three decades, who has carefully restored many of its ornate historical finishes.Take a look back into the 19th century with this architectural masterpiece. Located in Chicago's historic Bronzeville neighborhood, this original home, built in 1890, offers a rare combination of Gilded Age grandeur and significant investment potential. house, a massive brownstone structure, rich with stone details including columns, window pediments and an ornate parapet, is one of the visible old bones that enhance Bronzeville's appeal. When it was built in 1890, the neighborhood then known as Grand Boulevard was where meatpackers and other prominent people built fancy homes. Adolph J. Lichtstern and his wife, Marion, built this one in 1890. The Chicago Tribune referred to Adolph, or A.J., as "a Board of Trade man and capitalist," who invested in Chicago real estate alongside his position as one of the nation's biggest traders in wheat. The Lichtsterns had a summer house in Glencoe, which apparently became their full-time home in the late 1910s. amazing home will take you back to the 18th century with its amazing Grand Stairway and Chandeliers and stunning woodwork, Huge Pocket Doors, and historic design all kept in tack. With so many possibilities for you to restore and design this home into your own. The main home has 6 bedrooms/ 6 baths plus 11 fireplaces and is 3 levels with a Grand stairway and views of the city from the Grand Ballroom on the top floor. On the ground level are 2 separate living quarters one is a 3 bed 1 bath and the other a 2 bed and 1 bath currently rented in addition to that is the attached Guest House with a separate address of 3738 which is under the same pin number as the main home and has 2 bed/2 bath and is 2 stories high also currently rented out.Bringing the Home with a Total of 13 Bedrooms and 10 Bathrooms!!! The building was tuck pointed 2 years ago. There is a brick Detached 3 car garage with the driveway off the alley.

3736 S Michigan Avenue, Chicago
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Bronzeville, Chicago IL · Curated MLS Search

Homes with Guest House in Bronzeville, Chicago IL

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