Grand Boulevard Real Estate

Welcome to Grand Boulevard, a vibrant neighborhood nestled in the heart of Chicago's South Side. Known for its rich cultural heritage and strong sense of community, Grand Boulevard offers a unique blend of historic charm and modern amenities, making it an ideal place to call home.

As you stroll through the tree-lined streets, you’ll discover beautifully preserved architecture that reflects the neighborhood’s storied past. Grand Boulevard is steeped in history, once serving as a cultural hub for African American artists and intellectuals during the Great Migration. Today, this legacy continues to thrive, with local galleries, theaters, and community centers that celebrate the arts and foster creativity.

One of the standout features of Grand Boulevard is its proximity to the stunning Washington Park, providing residents with lush green spaces for relaxation and recreation. Whether you’re enjoying a leisurely afternoon picnic, jogging along the scenic paths, or participating in community events, the park is a beloved gathering place for all.

The neighborhood is also conveniently located near public transportation, making commuting to downtown Chicago a breeze. With a diverse array of restaurants, cafes, and shops, Grand Boulevard has something for everyone. From soul food to contemporary cuisine, the local dining scene is as eclectic as its residents.

In Grand Boulevard, you'll find a welcoming community that values connection and collaboration. With ongoing revitalization efforts and a commitment to preserving its unique character, this neighborhood is poised for continued growth and prosperity. Come explore Grand Boulevard, where history meets modern living in the heart of Chicago!

Newest Listings in Grand Boulevard

$370,000

2 Beds ⋅ 3 Baths ⋅ 12796627 MLS ⋅ NEW Status

Luxury Turn-Key Living on Historic King Drive Welcome home to this impeccably fully renovated, large 2-bedroom, 2.5-bathroom luxury residence located in a highly desirable gated Bronzeville development. Spanning approximately 1,500 square feet of pristine, move-in-ready living space, this property effortlessly combines modern sophisticated design with absolute urban convenience. From the moment you arrive, the elegant gated entrance sets this Bronzeville oasis apart. Beyond the gates, you are immediately welcomed by a beautifully landscaped, newly installed lawn and impeccably maintained surroundings that create an unmistakable sense of elegance, exclusivity, and pride of ownership. Step inside to discover a flawless, completely reimagined interior featuring high end luxury finishes, fireplace, open concept living, flawless hardwood floors, in unit laundry, tons of closet and storage space, all new appliances, vaulted ceiling, and a private deck perfect for entertaining. Bring YOUR FURRY FAMILY MEMBERS!!!! An extraordinary financial highlight: this premium property carries unbelievably low annual taxes of just $1,488 paired with a stable $200 monthly HOA that covers insurance, exterior maintenance, lawn care, scavenger, and snow removal. Enjoy the ultimate peace of mind and significantly lower monthly mortgage payments compared to nearby new construction builds! Key Highlights: * Turn-Key Luxury: Brand new interior upgrades from top to bottom with absolutely zero work required. * Premier Curb Appeal: Completely renovated front yard and manicured landscaping inside a secure gated complex. * Unbeatable Tax Savings: Rare, low annual property taxes ($1,488) maximizing your purchasing power. * Outdoor Oasis: Your own private deck space overlooking the historic Bronzeville neighborhood. Schedule your private tour today and capture this rare combination of luxury, security, and financial value before it's gone!

4414 S King Drive Unit #A, Chicago

$649,900

3 Beds ⋅ 4 Baths ⋅ 12802090 MLS ⋅ NEW Status

Space, style, location, AND $10,000 toward closing costs! Your opportunity to own a beautifully updated home in the heart of Bronzeville just got better! Offering nearly 3,000 square feet of living space, this stunning home features soaring 10-foot ceilings, hardwood floors, abundant natural light, a cozy fireplace, and an open-concept layout perfect for entertaining. The chef-inspired kitchen boasts an oversized granite island, custom cabinetry, and designer lighting. Retreat to the spacious primary suite featuring a soaking tub and spa-inspired shower. Enjoy generously sized bedrooms, a finished basement, and the convenience of laundry on two levels! Major updates include: Full rehab (2016), roofs (2021), furnace (2018), microwave (2025), new A/C (2026), and tuckpointing (2026). Conveniently located near the lakefront, Hyde Park, parks, beaches, shopping, dining, and downtown Chicago.

4009 S Vincennes Avenue, Chicago

$615,000

3 Beds ⋅ 4 Baths ⋅ 12802086 MLS ⋅ NEW Status

Historic Charm Meets Modern Bronzeville Living A neighborhood favorite with historic character, inviting gathering spaces, and room for everyone, 4627 S. Saint Lawrence brings together the best of Bronzeville living. Step inside to an expansive living room with a detailed tray ceiling and a striking staircase featuring original 1890s millwork. The separate dining area flows into an island kitchen, creating the perfect setting for meals and celebrations. Upstairs, the primary suite offers a bay window, walk-in closet, and private bath, alongside two additional bedrooms and a second bathroom. Both upstairs bathrooms feature jet tubs. The finished lower level offers a spacious recreation room, wet bar, fourth bedroom, laundry, and a beautifully renovated bathroom featuring floor-to-ceiling tile, completed in 2024. With its own separate entrance, this versatile space is ideal for guests, extended family, or a private retreat. Enjoy backyard gatherings on the patio added in 2026, plus an EV charger in the 1.5-car garage and Andersen front windows installed in 2025. A home in the heart of a vibrant community. Bronzeville's rich history, thriving food and art scenes, neighborhood festivals, and summer art trolley tours make it a place to experience, not just live. Walk to Bronzeville Winery, explore the restaurants and culture of nearby Chinatown and Hyde Park, spend a day at Lake Michigan or Promontory Point, or catch a White Sox game at Rate Field. With the University of Chicago, the Obama Presidential Center, Museum of Science and Industry, and CTA access nearby, this welcoming neighborhood offers a unique blend of culture, connection, and city convenience.

4627 S Saint Lawrence Avenue, Chicago

4132 S Calumet Avenue Unit #301, Chicago

$479,000

3 Beds ⋅ 2 Baths ⋅ 12801765 MLS ⋅ NEW Status

BRONZEVILLE | Refined Living New Construction by APMW Development Immediate Delivery. Top-floor penthouse residence in an intimate boutique setting - an expansive 3-bedroom, 2-bath full-floor home of an elite caliber offering fluid integration of modernity and grounded transitional design. Professional oversized slim-line cabinetry, full-slab finished backsplash, under-cabinet lighting, waterfall-edge quartz on an expansive peninsula. Curated built-in bar extends the entertaining wing, anchored by an acoustic panel feature wall with floating media center, floor-to-ceiling windows pulling light deep into the plan. Resort-quality bathrooms in a cohesive configuration of porcelain and subway tile, built-in niches, frameless glass, primary spa shower with trifecta rain head, handheld and wall mount, and built-in bench. Four-inch wide white oak hardwood throughout, premium millwork, smart thermostat, CAT 6, custom closets, in-unit full-size laundry center. Entertainment-sized terrace opens off the main living space, and a dramatic floating staircase rises to a private bonus room with direct access to a rare, dramatic sequestered roof deck - gas, water and power run, with a portion covered by a cantilever off the bonus room architecture. One covered, remote-access secured carport space. Two blocks to the Green Line, two blocks to the future Bronzeville Trail and The Forum. Minutes to the Lakefront, U of C, UIC, the Medical District and South Loop. Exceptional hands-on developer with over 25 years of experience. One-year unit builder warranty and common element warranty. Breathe rare air. Ask about preferred lender incentives. VA/FHA welcome

4132 S Calumet Avenue Unit #301, Chicago

3 Beds ⋅ 3 Baths ⋅ 12801679 MLS ⋅ AUCTION Status

GREAT LOCATION! CONVENIENTLY TO THE L 90/94 AND LAKE SHORE DRIVE.CLASSY 3 BED/2.5 BATH PENTHOUSE UNIT WITH CATHEDRAL CEILINGS IN LIVING ROOM AND HIGH CEILINGS THROUGHOUT.

4829 S Prairie Avenue Unit #4, Chicago

4900 S Forrestville Avenue Unit #2, Chicago

$230,000

2 Beds ⋅ 2 Baths ⋅ 12800742 MLS ⋅ NEW Status ⋅ Bronzeville BLDG.

Bronzeville Beauty! Nestled on a quiet, tree-lined block in the heart of historic Bronzeville, this spacious and sun-drenched 2-bedroom, 2-bathroom corner condominium offers the perfect blend of character, comfort, and convenience-with private outdoor space and parking! Step inside and discover a home that is anything but ordinary. A striking exposed brick accent wall, cozy fireplace, beautifully detailed hardwood floors, and an impressive wall of windows create a warm, inviting atmosphere filled with natural light. The generous living area offers plenty of room to relax and entertain, while the private balcony provides the perfect retreat to enjoy your morning coffee or unwind with an evening cocktail. The spacious kitchen features abundant cabinetry, an island, and a charming dining nook, offering both functionality and flexibility for everyday living and entertaining. The generously sized primary suite is a peaceful escape, complete with ample closet space and a spacious private en-suite bathroom. The versatile second bedroom is ideal for guests, a home office, or whatever suits your lifestyle. Located in a well-maintained building, this wonderful home checks all the boxes-space, style, natural light, outdoor living, and parking! Enjoy the best of Bronzeville living with convenient access to public transportation, neighborhood restaurants, shopping, Hyde Park, the University of Chicago, and downtown. A unique home in a fantastic location. Welcome home!

4900 S Forrestville Avenue Unit #2, Chicago

$575,000

3 Beds ⋅ 3 Baths ⋅ 12794838 MLS ⋅ NEW Status

Luxury Elevated. City Living Reimagined. Prepare to be impressed by this extraordinary and rare triplex residence at Flats on the Drive, where contemporary design, sophisticated style, and exceptional space converge in the heart of Bronzeville. Offering approximately 2,400 square feet, 3 bedrooms, and 3 full bathrooms, this distinctive residence was built in 2019 and delivers the scale and privacy of single-family living with the convenience of condominium ownership. The moment you enter the main level, dramatic 14-foot ceilings and expansive open-concept living and dining areas create an unforgettable first impression. Hardwood flooring, sleek finishes, and an abundance of natural light establish a refined yet welcoming atmosphere. A private balcony just off the living room extends the entertaining space outdoors, offering the perfect spot to enjoy your morning coffee or unwind. Designed for both effortless everyday living and elevated entertaining, the stylish kitchen features premium stainless-steel appliances, generous counter space, and an island with ample seating perfect for casual mornings, intimate dinners, or gathering with guests. Thoughtfully designed across three distinct levels, this exceptional home offers a desirable separation of living, entertaining, and private retreat spaces. The lower level features three (3) bedrooms, including a spacious primary suite, while the upper level family room provides an inviting retreat for movie nights, relaxation, or hosting friends. Glass doors lead to your private rooftop deck, creating the perfect setting for morning coffee, sunset cocktails, and memorable evenings beneath the Chicago skyline. Beyond the impressive interiors, the lifestyle is just as compelling. Enjoy the convenience of garage parking, in-unit laundry, and a pet-friendly building. Ideally located along historic and picturesque King Drive, you are moments from the lakefront, Mariano's, Wintrust Arena, McCormick Place, and the vibrant dining, cultural, and entertainment destinations of Chicago's South Side. With convenient access to Hyde Park and downtown Chicago, this location puts the best of city living within reach. More than a condominium, this is a statement in modern urban living. Sophisticated, spacious, and designed to impress, this exceptional residence offers the perfect blend of architectural character, contemporary comfort, and private outdoor living. Your next chapter deserves an extraordinary address. Welcome home to Flats on the Drive. Please note that some photos are virtually staged.

3918 S King Drive Unit #3S, Chicago

$1,225,000

12800717 MLS ⋅ ACTIVE Status

Attention Chicago investors! This building OOZES with Chicago charm! Three Huge 4-bedroom and 3-bedroom units offer 2030 SQ FT and 1920 SQ FT (respectively) of living space, plus two garden units (one 2-bed/1 bath & one 1 bed/1 bath unit). Total of 8 units in the building. Two vacant units, the rest of the building is occupied. Great opportunity to house hack! The Historic Bronzeville district is actively attracting a mix of live-in owners and real estate investors due to its rich cultural history, unique housing stock, and rapid economic revitalization. It has consistently been flagged as one of Chicago's most notable high-growth, appreciating neighborhoods. A short distance to Marianos, restaurants, public transportation, close to the expressway, and downtown Chicago. 4 garage parking spots (only 1 currently rented). Recent improvements include: updated fence (2026), NEW exterior staircase (2026), unit 3N fully renovated (floors, baths & kitchen), roof end of 2020, tuck pointing summer of 2020, new Chimney 2020, some windows replaced 2020-2022, updated plumbing in kitchen in north tear units (city inspected and passed), couple units have updated living rooms with updated electrical (city inspected and passed) and windows. Possible extra income by adding washer and dryer. Please note, one tenant currently occupies two of the units (1N & GN). The kitchen has been removed from GN as that unit primarily serves as storage however it can easily be put back.

4530 S King Drive, Chicago

$689,900

5 Beds ⋅ 4 Baths ⋅ 12800458 MLS ⋅ ACTIVE Status

Just reduced! Modern elegance meets an unbeatable location in this newer-construction Bronzeville home! This 5-bedroom 3.1-bathroom home features an open floor plan on the main level with hardwood floors, architectural coved ceilings, and a chef's kitchen with an island, white cabinets, quartz countertops and stainless steel appliances. The adjacent family room offers a fireplace and coffered ceiling. On the second level, the primary suite includes a tray ceiling and en suite luxury bath with a soaking tub and separate shower, plus two additional bedrooms with a Jack-and-Jill bath and 2nd-floor laundry. The finished basement adds a recreation room with a custom wet bar, 4th & 5th bedrooms, a full bath, and a second laundry room! Seller is offering up to $7,000 towards the buyer's closing costs or rate buy-down, depending on the strength of the offer. Plenty of storage space and work-from-home space! Minutes to the Lake Shore Drive, schools, parks, transit, the lakefront and I-94 expressway. Just 15 minutes to downtown Chicago!

4607 S Calumet Avenue, Chicago

$825,000

5 Beds ⋅ 4 Baths ⋅ 12798611 MLS ⋅ ACTIVE Status

AMAZING BRONZEVILLE NEIGHBORHOOD! Rarely available newer construction extra-wide 2 FLAT (Built in 2021) with double lot! Stunning upper-level single-family style living featuring approx 2277sf, 3BR/2.5BA DUPLEX up with huge rooftop deck & rear deck great for entertaining! Bright and spacious lower-level unit features approx 1090sf, 2BR/1BA (walkout front & rear). Contemporary finishes include; prefinished hardwood flooring upper level (laminated wood on entire lower-level living space/carpet in upper bedrooms), white shaker style cabinetry, stone tops, extended island, stainless steel appliance package, decorator lighting package, and W/D in upper unit and W/D in lower unit. Main bedroom features dual WIC, and adjoining luxury bath with dual vanity, stone tiled tub & sep shower. Secondary bedrooms feature Jack-N-Jill bathroom. Contemporary lighting, electronic blinds, electronic wireless buzzer system, and security light sensors. Custom mudroom on both levels. 2 car garage & gated backyard. Amazing opportunity to live in one home and collect rental income on the other or for multi-family use, Airbnb, or complete rental income...your choice! Stunning lower level great for rental income, AirbnB, or in-law suite. Seller added thousands in additional upgrades! PICS FROM PREVIOUS LISTING BUT SIMILAR LOOK/SOME AI STAGING PICS. Lot next door included (20 x 137/has sep PIN & taxes); great for future sale or large side yard for garden or entertaining. Minutes to loop, lake, Hyde Park, U of C, public transportation, dining, expressway, Mariano's and future Trader Joe's grocery store. NOTE: gated lot to the north is included.

4041 S Prairie Avenue, Chicago

$399,900

12799140 MLS ⋅ ACTIVE Status

This 16,457 SF lot and 3,500 SF building is located on the border of the Grand Boulevard community area, just west of Washington Park and adjacent to the Historic Bronzeville neighborhood. The property is closely tied to the Cultural and Historical legacy of Bronzeville.

5061 S Dearborn Street, Chicago

$399,900

3 Beds ⋅ 2 Baths ⋅ 12797032 MLS ⋅ ACTIVE Status

LARGE PENTHOUSE LEVEL UNIT ON CORNER LOT FLOODED WITH NATURAL LIGHT IN DESIRABLE BRONZEVILLE. BUILT IN 2020 BY REPUTABLE DEVELOPER, THIS UNIT FEATURES A WIDE AND OPEN FLOORPLAN WITH DESIGN FORWARD ELEMENTS THROUGHOUT. KITCHEN WITH WHITE CABINETRY, ISLAND WITH SEATING, SS APPLIANCES, QUARTZ COUNTERTOPS AND TILED BACKSPLASH. COMBINED LIVING AND DINING ROOMS WITH SPACE FOR LARGE TABLE PROVIDES THE PERFECT ENTERTAINING PLACE AND BEAUTIFUL WINDOWS OVERLOOKING TREE-LINED STREET. PRIMARY SUITE WITH TWO CLOSETS, ATTACHED BATH WITH WALK-IN SHOWER AND DUAL SINK VANITY. TWO NICE SIZED SECONDARY BEDROOMS AND FULL BATH WITH TUB COMPLETE THE BEDROOM SPACE. IN-UNIT LAUNDRY, RECESSED LIGHTING, HARDWOOD FLOORING THROUGHOUT AND MORE. PRIVATE REAR BALCONY AND LARGE SHARED FENCED YARD. ONE CAR GARAGE INCLUDED.

4400 S Prairie Avenue Unit #3, Chicago

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Grand Boulevard Real Estate

Newest Listings in Grand Boulevard

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