View All Bronzeville Chicago IL Homes with Garage Apartment Listings

11 Beds ⋅ 4 Baths ⋅ 12720528 MLS ⋅ ACTIVE Status

Once in a lifetime listing coming to the market. This traditional four flat greystone has been recently updated and is ready for a new owner. Nestled in the heart of Grand Boulevard you have to come and see to truly appreciate the location, quietness, and block privacy. Featuring an open floor plan on the first floor which has three bedrooms, and identical four-bedroom floor plans for the second and third floor. The first and third floor units have both been updated in the last five years, with the third-floor unit being rehabbed as recent as this Spring. The garden unit needs to be finished but has the space to be a roomy two-bedroom apartment, with the bathroom plumbing already in place. This property also features separate heating for all units, and a two-car brick garage. If you like quiet spacious living close to transportation and countless amenities this property is for you.

432 E 45Th Place, Chicago

$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

4541 S Forrestville Avenue, Chicago

$630,000

7 Beds ⋅ 4 Baths ⋅ 12628022 MLS ⋅ ACTIVE Status

Bronzeville Victorian with timeless character and modern updates throughout. This spacious multi-unit features original oak floors, natural woodwork, and pocket doors that highlight its historic charm. Two fireplaces and high ceilings. Major improvements include a new roof (2002), tuckpointing (2012), new boiler (2012), and updated electrical breaker boxes. The finished basement apartment (2017) offers a complete renovation with a new kitchen, bathroom, and flooring. The basement has 2 private entrances and is perfect for extended family or rental income. Basement currently rented until 7/31/26. Secure fenced yard with 50-foot frontage. 2 car garage. Walk to train and bus. Near grocery stores, restaurants, art gallery, and cultural center. property sits on 2 lots. Make an appointment for this move-in ready building with classic elegance.

419 E 46Th Street, Chicago

$948,000

11 Beds ⋅ 7 Baths ⋅ 12434295 MLS ⋅ CLOSED Status

Historic Grand Boulevard 4-Flat with High Income Potential + Bonus Coach House! Own a piece of Chicago's architectural legacy with this stunning, fully rehabbed 4-flat on iconic King Drive in the heart of historic Grand Boulevard. This 5,600 sq ft gem blends timeless Bronzeville charm with modern updates, offering the perfect combination of luxury, income, and long-term upside. Gut-renovated in 2010 and refreshed in 2022 with new kitchens and bathrooms in Units 1 & 2, this property is fully leased and generating strong, consistent rental income-delivering instant cash flow from day one. Whether you're an investor or owner-occupant, this is a turn-key opportunity with tremendous upside. Each of the four expansive units features soaring 10-foot ceilings, generous layouts, and modern finishes. But the value doesn't stop there-out back, an unfinished coach house offers endless potential. Envision a 2-car garage topped with a 2-bedroom apartment to easily create a fifth income-producing unit and boost your ROI. Location perks: * Steps from CTA Green Line + King Drive bus. * Quick access to I-90/94 and Lake Shore Drive. * Walk to lakefront beaches, bike paths, and parks. * Just 2 miles to Hyde Park, U of C, and McCormick Place. * Only 4 miles to downtown Chicago. This is more than a property-it's a portfolio-builder. Rarely does a move-in-ready, cash-flowing multi-unit with future development potential hit the market in such a prime, appreciating neighborhood. Currently a 6.6% CAP rate with room to grow. Schedule your private tour today-this opportunity won't last!

4028 S King Drive, Chicago

$765,000

7 Beds ⋅ 6 Baths ⋅ 12398806 MLS ⋅ CLOSED Status

Welcome to this beautifully updated fully finished Bronzeville multi-unit building. A secure entry into the heart of the historic Grand Boulevard neighborhood in Chicago. Perfectly blending modern amenities with timeless character, a thoughtfully designed living space. It is ideal for professionals, families, or anyone seeking a home in one of Chicago's most culturally rich areas. The home greets you with an expansive eat-in kitchen, sleek stainless-steel appliances, gas cooking, and a generous breakfast bar that seats four-perfect for casual dining or entertaining guests. Hardwood floors and contemporary touches extend throughout the space, creating a cohesive and inviting atmosphere. Spectacular Fully Rehabbed 3-Flat featuring a Game-Changer Basement | Prime Location Welcome to an extraordinary opportunity to own a stunning, fully rehabbed 3-flat building in a highly sought-after neighborhood - the perfect blend of modern luxury, endless possibilities and unmatched income potential. Every inch of this property has been thoughtfully designed with high-end finishes, spectacular living spaces, and incredible flexibility for future value-add - First Floor Unit + Connected Basement (Potential Duplex or Garden Unit) The first-floor unit is an absolute showstopper - featuring a chef's dream kitchen with a large Quartz center island & breakfast bar, stainless steel appliances, custom cabinetry with built-in wine rack, and elegant porcelain tile flooring. 9-foot ceilings flow throughout this unit (and the entire building!), with recessed lighting, crown molding, and laminate wood floors adding warmth and style. The oversized primary bedroom offers a spa-inspired en suite with: * Huge walk-in shower with bench and rain shower head * Double sink vanity * Massive walk-in closet and built-in window ledge 1 full bath + 1 half bath, with a large private back deck perfect for entertaining. Here's the game changer: The first-floor unit connects directly to an unfinished basement with 2 separate entrances - ideal for converting to a: First-floor duplex with 2-3 additional bedrooms + rec room, or Income-generating garden apartment with private entrance + patio. All major systems upgraded: Newer electrical panels, furnaces, and water heaters. Second Floor Unit This beautifully updated unit features a hardwood floor in the kitchen, stainless steel appliances, and breakfast bar. The living room boasts hardwood floors, ceiling fan, and recessed lighting for an inviting atmosphere. * In-unit washer/dryer, furnace, water heater, electrical panel - all independent and modern. * Massive primary bedroom with hardwood floors. * Elegant primary bath with ceramic tile and backsplash. * Private back deck for relaxing or entertaining. Third Floor Unit | Spacious 3 Bed / 2 Bath Penthouse Feel The third floor stuns with high-end granite countertops, custom cabinetry, and porcelain tile kitchen floor. The spacious living room is bathed in natural light with gleaming hardwood floors and recessed lighting. This 3-bedroom, 2-bathroom unit features: * Extra-large primary suite with hardwood floors, ceiling fan, and luxurious bath. * In-unit washer/dryer, furnace, water heater - independent utilities for maximum convenience. * Private back deck with fabulous views. Partially Finished Basement | The Ultimate Value-Add Whether you dream of: A private duplex extension to the first floor An additional income-producing garden apartment Or a creative space/rec room, ...the partially finished basement offers two separate entrances, generous space to build out, and its own private backside patio. Truly an investor's dream! Additional Features * 2-car detached garage * Separate utilities + laundry hookups in all units * All major mechanicals updated * Beautiful private decks for all 3 units * High ceilings throughout, Location | Building situated in a highly desirable neighborhood.

4629 S Langley Avenue, Chicago

$630,000

7 Beds ⋅ 2 Baths ⋅ 12351422 MLS ⋅ CLOSED Status

Amazing Bronzeville/Washington Park Court Greystone 2 flat with a 4 bedroom apartment and a 3 bedroom apartment. Vintage with all of today's modern amenities - central air, newer plumbing, electrical, windows, HVAC system, roof, tuckpointing, decking system, formal dining rooms, gorgeous original woodwork and so much more! An incredible chance to acquire a piece of Chicago's rich history and promising future! This stunning 2-story Greystone, built in 1898 from Bedford Limestone sourced from nearby quarries in Indiana, is located at the entrance of the picturesque historic Washington Park Court. The roof has been recently resurfaced, and the back porch has been completely rebuilt, complemented by a detached patio and bar area perfect for outdoor gatherings and summer fun! This well-maintained home features numerous modern updates while preserving many of its original dynamic characteristics, including beautifully preserved hardwood floors throughout both levels. The property also includes a brick 2-car garage and a full unfinished basement that spans the entire building, with a walkout leading to the well appointed patio. Acquiring this property presents an immediate opportunity to transform your investment into a profitable venture, with potential earnings from Airbnb or an elevated rental or a possible 3rd apartment in the lower level. Additionally, you could restore this multi-family residence back to its original Grand Boulevard single-family home status through a comprehensive renovation, creating significant generational equity for you and your family, Especially with the influx of synergy from upcoming developments like the new Northwestern Medicine Bronzeville outpatient center set to open in fall 2025 and The Obama Presidential Center scheduled for spring 2026! Furthermore, this home's prime location offers convenient access to various attractions: trendy Hyde Park, 7 minutes from the Chicago White Sox, 9 minutes from the Griffin Museum of Science and Industry, 3 minutes from XS Tennis and Education Foundation, 4 minutes from the University of Chicago, IIT, 10 minutes to Chicago's scenic Lakefront, and only 25 minutes from the vibrant Magnificent Mile in downtown Chicago! Schedule your private tour today and start imagining your serene dream home in the heart of Chicago! Showings only by appointment.

427 E 50Th Street, Chicago

$1,250,000

6 Beds ⋅ 7 Baths ⋅ 12297393 MLS ⋅ CLOSED Status

This is one of the most unique homes in all of Kenwood and quite possibly the entire South Side of Chicago. Located on a wide 50 by 200 foot lot off of historic Drexel Blvd this stunning historic mansion with limestone facade has been brought back to live with the modern finishes we all demand from a home! If you are one who likes to entertain and likes space, this home is the one for you, the main level offers a sun room filled atrium that offers tons of natural light. Living room with gorgeous fireplace, formal dining room, modern kitchen with quartz island and 42 inch cabinets. There are 4 massive bedrooms, three bathrooms on the second level along with another sun filled atrium. The master bedroom has outdoor space along with a spa like bathroom that rivals the four seasons! Basement is finished and if this home can not get any better, the 2 car detached garage offers an in-law apartment with it's own kitchen. This can be a workplace of room for extended family! Everything about this home is immaculate and rare, you will not find a better home in this area, do not overlook this one as it will not last long at this value!

4750 S Drexel Boulevard, Chicago

$1,020,000

11 Beds ⋅ 7 Baths ⋅ 12182964 MLS ⋅ CLOSED Status

This expansive, beautifully updated legal 4 unit building in Bronzeville is a prime investment opportunity. The beautiful property features four large units, plus an additional 5th in-law suite located at the front of the first floor, offering significant income potential. Each apartment is generously sized, featuring formal living and dining rooms, stainless steel appliances, granite countertops, and refinished hardwood flooring and trim throughout. Recent updates include new hot water heaters, updated kitchens and bathrooms, new stoves, refrigerators, washer, dryer, updated plumbing, tuckpointing, and sidewalks. The fully furnished garden unit, complete with recessed lighting and all-new appliances, is ready for Airbnb or short-term rental. With a 3-car garage and one unit delivered vacant, this building is perfect for owner-occupants or investors. Located in a highly desirable area, close to public transportation, parks, and the vibrant amenities of Bronzeville and Hyde Park, this property combines spacious living with easy access to downtown Chicago. Don't miss this rare opportunity to own a meticulously maintained building with huge income potential! Schedule your private tour now.

4934 S Michigan Avenue, Chicago

$1,450,000

5 Beds ⋅ 7 Baths ⋅ 12062414 MLS ⋅ CLOSED Status

Presenting one of Drexel Boulevard's most distinguished estates, a meticulously redesigned three-story masterpiece in Chicago. Originally envisioned by architect Horatio Wilson for Benjamin Bensinger, president of the Brunswick Corporation, this home seamlessly blends its handsome original exterior with a completely reimagined interior. Wilson's meticulous attention to detail shines through in the ornate tiled gallery floor, grand fireplaces, barrel-domed baroque plaster ceilings, and enduring hardwood flooring throughout. Spanning an expansive 50x200 ft lot, this grand residence offers a spacious interior highlighted by a majestic foyer with a fireplace, a sprawling open-plan first floor boasting 12 ft ceilings, and the potential for up to seven bedrooms across its second and third floors. The main level features a generous living room with bay windows bathing the space in natural light and overlooking Drexel Blvd. The living and foyer seamlessly transition into dining and family rooms adjacent to the all-new white kitchen, complete with island seating, breakfast table space, and a convenient powder room. Step outside to discover a deck and expansive grassy yard, perfect for play and entertaining. Beyond the main house, the property includes a charming rear coach house and a four-car garage with additional space above, ideal for an apartment, home office, gym, or creative studio. The basement offers even more space for recreation and entertainment, featuring a wet bar, wine cellar, exposed brick walls, and a full bath. On the second floor, a gracious primary bedroom suite awaits with his and hers bathrooms, outstanding closet space, and two additional bedrooms connected by a Jack and Jill bath. The third floor unveils another primary suite adorned with gorgeous wood ceilings, detailed windows, an en-suite bathroom, and ample closet space. This level also hosts another bedroom with a bath and a family room leading to a rooftop deck offering panoramic treetop views of the neighborhood. This distinguished residence combines historic charm with modern luxury, offering limitless possibilities and unparalleled space on coveted Drexel Boulevard. Don't miss this rare opportunity to own a piece of Chicago's architectural heritage.

4628 S Drexel Boulevard, Chicago

$615,000

6 Beds ⋅ 7 Baths ⋅ 11994720 MLS ⋅ CLOSED Status

For discerning buyers who appreciate historical significance and investment potential, this listing represents a unique opportunity. Prepare to be captivated by the charm and possibilities of this historic Greystone. Original high ceilings, four fireplaces, grand parlor, original doors, and moldings showcase the property's 19th-century heritage. Owner's Unit is 2-bedroom, 2.5-bath duplex, featuring a living room, dining room, parlor, and kitchen. This unit is a blend of historic charm and modern comfort. Apartment 2 is a 1 Bed/1 Bath. Apartment 3 boasts spacious living with 3 bedrooms and 2 baths. Property has a 2 Car garage. Nestled in the heart of Chicago's esteemed Bronzeville neighborhood, this historic Greystone, built in 1887, is a rare gem on the prestigious block of S. Martin Luther King Drive. A testament to architectural grandeur, this property is just steps away from celebrated landmarks including the Victory Monument, the Liberty Life/Supreme Life Insurance Building, The Lu Palmer House, and the Ida B. Wells Barnett House.

3612 S King Drive, Chicago

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Bronzeville, Chicago IL · Curated MLS Search

Homes with Garage Apartment in Bronzeville, Chicago IL

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