Grand Boulevard Homes for Sale

Welcome to Grand Boulevard, a historic neighborhood nestled in the heart of Chicago, Illinois. This vibrant community, located in Cook County, offers a unique blend of rich history and modern amenities, making it a sought-after destination for homebuyers.

Grand Boulevard is a neighborhood with a rich architectural heritage, featuring a mix of stunning Victorian homes, elegant townhouses, and modern condominiums. Whether you're looking for a cozy single-family home or a spacious apartment, Grand Boulevard has something to offer for every taste and budget.

True Homes for Sale is your gateway to finding the perfect home in Grand Boulevard. With a wide range of properties available, from charming historic residences to contemporary urban dwellings, you're sure to find a home that suits your lifestyle and preferences. Let True Homes for Sale help you navigate the real estate market in Grand Boulevard and make your dream home a reality.

Explore the tree-lined streets, local shops, and restaurants, and immerse yourself in the vibrant community spirit of Grand Boulevard. With its convenient location, excellent schools, and easy access to transportation, this neighborhood has everything you need to live, work, and play.

Don't miss the opportunity to be a part of this dynamic community. Contact True Homes for Sale today to start your journey to finding your perfect home in Grand Boulevard.

Newest Grand Boulevard Homes for Sale

$674,500

4 Beds ⋅ 4 Baths ⋅ 12750572 MLS ⋅ NEW Status

STROLL THE QUIET, TREE-LINED STREETS OF THE BRONZEVILLE HISTORIC DISTRICT AND WALK TO IT ALL, INCLUDING MULTIPLE PARKS, PUBLIC TRANSPORTATION, AND ENDLESS DINING AND ENTERTAINMENT OPTIONS, FROM THIS ONCE-IN-A-LIFETIME OFFERING! COMPLETELY RENOVATED/RESTORED (2020/2024) AND METICULOUSLY MAINTAINED, THIS 4BD + REC ROOM/3.1BA SFH OFFERS AN EXCEPTIONAL FLOOR PLAN WITH 3 BEDS/2 BATHS UP. A COZY FRONT PORCH AND GRACIOUS ENTRY FOYER WELCOME YOU INTO AN OVERSIZED LIVING ROOM WITH FIREPLACE, A SEPARATE YET OPEN DINING ROOM, AND A LARGE EAT-IN QUARTZITE/SS/ISLAND KITCHEN. ENJOY ABUNDANT PROFESSIONALLY DESIGNED/ORGANIZED STORAGE AND SPA-CALIBER BATHS THROUGHOUT, PLUS DUAL-ZONED HVAC. THE LOWER LEVEL FEATURES A SPACIOUS REC ROOM WITH WET BAR, FULL BATH, SIDE-BY-SIDE LAUNDRY AND DEN/OFFICE SPACE. OUTSIDE, ENJOY A REAR YARD WITH DECK PLUS A 2-CAR GARAGE. EXTENSIVE IMPROVEMENTS INCLUDE A FULL KITCHEN RENOVATION, PRIMARY BATH, AND UPSTAIRS GUEST BATH ALL COMPLETED IN 2019/2020, PLUS LANDSCAPING, BASEMENT IMPROVEMENTS, AND FULL INTERIOR REPAINTING. DON'T MISS OUT ON THIS INCREDIBLE OPPORTUNITY!

4346 S Forrestville Avenue, Chicago

$250,000

4 Beds ⋅ 2 Baths ⋅ 12752894 MLS ⋅ NEW Status

Great Investment opportunity in Hot Bronzeville! This large 2 Story Frame 3 Bedroom/2 Bathroom unfinished basement with exterior exit home is ready for a complete rehab. Walking distance to the Green Line. Seasoned Rehabbers/Investors don't miss an excellent opportunity to own real estate in Bronzeville. Property Sold "AS-IS" condition, no repairs will be done by seller. Seller will not provide survey or termite inspection, Buyer responsible for all inspections. Lot size and interior room dimension/details are not guaranteed.

3935 S Indiana Avenue, Chicago

$839,900

4 Beds ⋅ 4 Baths ⋅ 12751986 MLS ⋅ ACTIVE Status

UP TO $70,000 IN PURCHASE ASSISTANCE MAY BE AVAILABLE. Located in a City of Chicago Zone A, qualifying buyers may be eligible for up to $70,000 in purchase assistance. Buyer eligibility and program availability apply. 22 feet wide. More than 3,000 square feet. A private rooftop with Chicago skyline views. This is not your typical townhome. Welcome to Rowhaus Private Residences, a distinctive collection of contemporary homes at 704-710 E 41st Street in the heart of Bronzeville. Designed for buyers who want the scale and privacy of a single-family home paired with sophisticated design and the convenience of city living, Rowhaus offers something increasingly difficult to find in Chicago. It starts with the space. A rare 22-foot-wide footprint and more than 3,000 square feet create an impressive sense of openness throughout the home. Soaring ceilings, expansive windows and an open-concept floor plan bring in abundant natural light while providing plenty of room to entertain, work, gather and retreat. At the center of the main living level is a beautifully appointed kitchen featuring custom cabinetry, quartz countertops, an oversized statement island and a full suite of KitchenAid appliances, including a cooktop, microwave/oven combination, dishwasher and refrigerator. A dedicated beverage cooler adds convenience for everyday living and entertaining. Step outside to a private rear balcony with composite decking and a gas connection, creating an easy extension of the living space for grilling, outdoor dining or relaxing at the end of the day. Upstairs, the primary suite becomes a private retreat with generous proportions and a spa-inspired bath featuring heated floors and an expansive shower room. Additional bedrooms provide flexibility for family, guests, home offices or whatever comes next. And then there is the rooftop. A wet bar and second beverage cooler welcome you before stepping onto your private rooftop overlooking the Chicago skyline. Water, gas and electrical connections are already in place, giving you the flexibility to create an outdoor kitchen, dining area, lounge or entertainment space of your own. Morning coffee. Sunset dinners. Summer gatherings. Quiet evenings under the city lights. This is outdoor living designed to become part of everyday life. Function has been considered just as carefully as design. A heated attached two-car garage provides direct access to the home, while a separate passenger door makes bicycle access easy. A secured automatic rear gate provides an additional layer of privacy. And when you are ready to explore beyond home, the lakefront is approximately half a mile away, putting beaches, bike trails and Chicago's waterfront within easy reach. Some homes give you more space. Others give you better design. Rowhaus gives you both-along with private outdoor living, an attached two-car garage, skyline views and the possibility of up to $70,000 in purchase assistance for qualifying buyers. Your next chapter deserves more than ordinary. Welcome to Rowhaus Private Residences.

710 E 41 Street, Chicago

$895,000

3 Beds ⋅ 4 Baths ⋅ 12742136 MLS ⋅ ACTIVE Status

Set on historic Washington Park Court in the heart of Bronzeville, 4917 S Washington Park Ct is a commanding 4-bedroom, 3.5-bath Greystone within the Washington Park Court Landmark District. The home has been fully updated and thoughtfully redesigned, preserving the character and presence of the original Greystone while creating a comfortable modern interior. Original hardwood floors remain on the top level, complemented by a beautifully designed luxury primary bath, an oversized working pantry, and generous living spaces throughout. Outside, a rooftop deck above the garage provides additional space for entertaining and relaxing. With its substantial Greystone facade, historic surroundings, and beautiful updates, 4917 Washington Park Ct offers the rare combination of landmark Chicago architecture in a modern home.

4917 S Washington Park Court, Chicago

$1,100,000

6 Beds ⋅ 6 Baths ⋅ 12286726 MLS ⋅ ACTIVE Status

Majestic Historic Georgian on Michigan Avenue Elegant Historic Estate with Income-Producing Coach House This magnificent historic Georgian residence offers the perfect blend of timeless architecture and modern comfort. Boasting approximately 5,000 square feet of luxurious living space, this stately home features six bedrooms, three full bathrooms, and two half baths. Main Residence Step inside to discover rich hardwood floors throughout the first and second levels, creating a warm, inviting atmosphere. The expansive living room flows seamlessly to a long terrace overlooking Michigan Avenue-ideal for al fresco dining and entertaining on summer evenings. The heart of this home is the large, open kitchen and dining area, beautifully designed for hosting gatherings of any size. The master bedroom retreat features a sumptuous en suite bathroom complete with an oversized shower and elegant double vanity. Modern Upgrades This historic gem has been meticulously maintained with numerous updates, including:Brand new roof, Boiler replacement (2015) Central air conditioning Updated kitchen with newer appliances Modernized bathrooms Unfinished basement offering additional potential for more living space or another unit. Wide driveway can fit up to five cars. Corner lot feels spacious. This home is truly special Income-Producing Coach House A rare opportunity awaits with the included coach house, currently configured as three one-bedroom apartments generating $3,600 in monthly rental income. These recently updated units feature their own laundry room, with a one-car garage available for the first-floor tenant. This exceptional property presents a unique chance to own a piece of history while enjoying modern amenities and supplemental income in one of the city's most desirable locations. Coach house is tenant occupied so please leave time for proper notice.

4560 S Michigan Avenue, Chicago

$795,000

3 Beds ⋅ 4 Baths ⋅ 12736215 MLS ⋅ ACTIVE Status

Welcome to this beautiful newer-construction Bronzeville home offering three levels of custom living spaces and a layout designed for both everyday lifestyle and entertaining. The main level balances formal living and dining spaces with a smartly designed kitchen featuring an adjoining casual living area - plentiful room for family dinners and large group gatherings. Upstairs, the primary suite provides a comfortable retreat with a spacious bedroom, walk-in closet and ensuite bath featuring dual vanities, a soaking tub and separate shower. Two additional bedrooms, a laundry closet, and another full bath complete the upper level. The bright, high-ceilinged lower level feels like a true extension of the home, offering a large recreation space with a built-in wet bar, two additional bedrooms and a full bath - plentiful space for guest accommodations, a home office, fitness space, and more. Outside, a privacy-fenced backyard with a concrete patio creates an easy setting for summer dinners, grilling and gatherings, while a two-car garage adds everyday convenience. Set in Bronzeville, the location puts you close to the lakefront, parks, Hyde Park and the University of Chicago, with convenient access to downtown. It's a neighborhood known for its rich Chicago history, architecture, arts and culture-and a setting that offers the space of a larger home while keeping city life close at hand.

4603 S Calumet Avenue, Chicago

$650,000

3 Beds ⋅ 4 Baths ⋅ 12729460 MLS ⋅ ACTIVE Status

Tucked within the historic fabric of Chicago's vibrant Bronzeville neighborhood, these extraordinary side-by-side rowhomes-originally constructed between 1880 and 1883-present a rare opportunity to own a true piece of Chicago architectural history, completely rebuilt for modern luxury living. Featuring two adjacent properties, buyers have the unique option to purchase an individual residence or acquire both side-by-side homes-an extraordinary setup for multi-generational living, an expanded footprint, or a premier investment package. Behind the stately brick and stone facades lie uncompromising, full-scale renovations designed for long-term durability, exceptional livability, and virtually maintenance-free ownership for years to come. Meticulously reconstructed from the walls in, every major component has been thoughtfully replaced and upgraded, delivering the confidence and comfort of new construction while preserving the timeless character and presence that make historic Bronzeville architecture so special. Inside, each home lives entirely new, offering 4 bedrooms, 3.5 baths, and beautifully designed living spaces that balance warmth, functionality, and modern sophistication. Contemporary slim-line shaker cabinetry, stainless steel appliances, designer finishes, all-new flooring, energy-efficient windows, a new roof, and entirely new mechanical systems create a pair of turnkey residences built to stand the test of time. The generous primary suite in each residence serves as a luxurious private retreat, while the fully finished lower level adds exceptional flexibility with a spacious recreation room, additional bedroom, full bath, and dedicated laundry room-ideal for guests, entertaining, work-from-home living, or extended visits. Outdoor spaces for each home include a private yard, rear deck, and a new garage, further enhancing everyday convenience. Set on a quiet residential street surrounded by substantial investment and new development, this side-by-side offering stands completely apart in today's market-combining architectural significance, top-tier construction, and long-term value in one of Chicago's most culturally rich and rapidly evolving neighborhoods. Contact us today to arrange a private tour of one or both properties.

435 E 46Th Place, Chicago

$399,000

3 Beds ⋅ 3 Baths ⋅ 12727849 MLS ⋅ ACTIVE Status

Great Opportunity to own this 2 Story 3 Bedroom 3 Bathroom home with a full finished basement and a detached 2 Car Garage. This home is located in the heart of the historical Bronzeville neighborhood, close to public transportation, schools, hospitals and major attractions such as the Obama Library campus and Beautiful Lake Michigan. Built in 1999, this home is in move in condition and has 3 levels of living space. Idea for the investor looking to remodel or the owner occupant who wants to move in and take they're time adding all the bells and whistles.

4756 S Evans Avenue, Chicago

$679,900

5 Beds ⋅ 4 Baths ⋅ 12725475 MLS ⋅ ACTIVE Status

Newer-construction single-family home on a tree-lined block in Bronzeville. Thoughtfully designed 5BR/3.5 Baths layout with a bright, open main level-tall ceilings, wide-plank hardwoods, and a chef's kitchen featuring shaker cabinetry, quartz countertops, island seating, and stainless appliances. Primary suite with walk-in closet and spa bath (oversized shower + double vanity). Three additional generous bedrooms. Flexible lower level offers a large family/rec room, fifth bedroom/office, and a full bath-ideal for guests, gym, or WFH. Outdoors you'll find a fenced yard with deck/patio and an attached 2-car garage. Dual-zone HVAC and low-maintenance exterior. Property is located near the 47th St Green Line, Lakefront Trail, parks, and Bronzeville dining-quick access to Lake Shore Drive and I-90/94; minutes to downtown, IIT, and Hyde Park.Selling in As-Is Condition. Equal Housing "Everyone deserves the American Dream".

544 E 46Th Place, Chicago

$875,000

5 Beds ⋅ 4 Baths ⋅ 12721943 MLS ⋅ ACTIVE Status

3915 S Calumet Avenue, Chicago

$749,900

4 Beds ⋅ 4 Baths ⋅ 12703860 MLS ⋅ ACTIVE Status

AMAZING BRONZEVILLE LOCATION! **NOW UNDER CONSTRUCTION...delivers Fall 2026. Beautiful BRAND-NEW single-family home with 4BR/3.5BA. Features includes; Open floorplan concept with bay windows, contemporary kitchen with 42'' cabinets, designer backsplash, quartz countertops, stainless steel appliance package, breakfast bar, and hardwood flooring on upper levels. Primary bedroom has private bathroom with dual vanity/stone tops & custom shower. Includes 2nd floor laundry hook-up, and Two Car Garage. Full finished WALKOUT basement with outdoor space, bedroom, large entertainment room with wetbar, luxury vinyl wood-style flooring & and full bath. Conveniently located; minutes to Loop, lake, Guaranteed Rate Field, IIT, McCormick Place, Hyde Park, Univ of Chicago campus, dining, public transportation, & Mariano's. BUY EARLY TO SELECT FINISHES! Pics of past Developments/NOT exact pics of current home. NOTE: home will have open floorplan concept/no wall divider at kitchen/family room. SEE ATTACHED FLOORPLAN (past pics of similar home built by Builder). ACTUAL PICS COMING ONCE HOME IS COMPLETED. AI ENHANCED PIC OF FRONT MERELY A SAMPLE RENDERING. HOME STILL UNDER CONSTRUCTION.

530 E 44Th Place, Chicago

$949,000

5 Beds ⋅ 4 Baths ⋅ 12705056 MLS ⋅ ACTIVE Status

Experience a lifestyle upgrade. 559 E 50th is a masterclass in modern living - a sanctuary inside and out. Spaces flow seamlessly into one another, for quiet mornings and effortless full-scale gatherings. In the great room the 14-foot ceilings let the space soar. The kitchen anchors it all: professional-grade appliances, a sweeping stone island, and abundant storage keep the workspace as clutter-free as it is beautiful. Quiet, precise details throughout reveal the hand of a top-tier architect - this is luxury that whispers rather than shouts, and comfort reigns supreme. The open kitchen, living, and dining spaces form the heart of the home, perfect for morning coffee overlooking your private outdoor oasis. Upstairs, the primary suite is a true retreat, with a spa-like bath and a custom walk-in closet that makes getting ready a pleasure. Second-floor laundry and generous closets throughout keep everyday life effortlessly organized. The lower level flexes to fit your needs - a spacious family room, with a full bath, and executive-style office or fifth bedroom. Outside, an urban retreat awaits, with a beautifully planted, very private backyard getaway. The two-car plus garage comes wired with its own electric service, making Level 2 EV charging an easy add. The house was built by a commercial grade contractor, so it is very tight and energy efficient. All just minutes from Provident Hospital, Hyde Park, the Obama Center (just blocks from their home), the Lakefront and the best the South Side has to offer.

559 E 50Th Street, Chicago

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