Grand Boulevard Homes under $500,000

Welcome to Grand Boulevard, an enchanting neighborhood nestled in the vibrant heart of Chicago, Illinois. Known for its rich history and diverse culture, Grand Boulevard offers a unique blend of urban living and community charm that makes it a sought-after destination for homebuyers.

This neighborhood is steeped in historical significance, once serving as a hub for African American culture in the early 20th century. Today, Grand Boulevard is undergoing a renaissance, with revitalized parks, local businesses, and community initiatives that celebrate its heritage while looking towards a bright future.

For those seeking affordable housing options, Grand Boulevard has a delightful selection of homes priced under $500,000. Whether you're a first-time homebuyer or looking to invest, this neighborhood presents an array of charming bungalows, classic two-flats, and modern condos that cater to various lifestyles. With spacious layouts, beautiful architecture, and many homes featuring lovely yards, you’ll find the perfect space to create lasting memories.

The community is not just about homes; it’s about connection. Residents enjoy easy access to public transportation, making commuting to downtown Chicago a breeze. Parks and recreational spaces, like the historic Washington Park, provide ample opportunities for outdoor activities and community gatherings.

With its rich cultural tapestry, affordable housing, and a strong sense of community, Grand Boulevard is more than just a place to live—it's a place to thrive. Come explore the possibilities that await you in this vibrant neighborhood!

Newest Grand Boulevard Homes under $500,000

4837 S Forrestville Avenue Unit #G, Chicago

$125,000

2 Beds ⋅ 2 Baths ⋅ 12778316 MLS ⋅ NEW Status

EXCEPTIONAL BRONZEVILLE VALUE-ADD OPPORTUNITY WITH APPROXIMATELY $191,000 RENOVATED VALUE! Motivated international owner is looking to liquidate before year-end, creating an opportunity to acquire an approximately 1,600-square-foot, 2-bedroom, 2-full-bath condominium at only $125,000, approximately $66,000 below the seller's estimated renovated value before improvement and transaction costs. The spacious garden-level residence offers a large, functional floor plan with a separate den that can serve as a home office, additional lounge or flex space, hardwood flooring, central air, gas-log fireplace, stainless steel appliances, in-unit washer and dryer, two full bathrooms, and an assigned exterior parking space that comes with the unit. The property has been successfully operated as a rental by the current owner for more than a decade, including long-term participation with the Chicago Housing Authority, and the other owners in this intimate three-unit building also rent their units, creating an appealing setup for a buyer considering a long-term rental strategy. Another unique aspect of ownership is the historically low carrying cost: the current owner has never been charged or paid monthly association dues during ownership and has never been charged a special assessment. The unit offers an opportunity for thoughtful cosmetic updating and TLC rather than starting from scratch, allowing a new owner to modernize the space and potentially capitalize on the spread between the $125,000 acquisition price and the approximately $191,000 after-repair value supported by comparable garden unit condo sales within a 1 mile radius. The Bronzeville location adds another layer of appeal, with neighborhood favorites including Sip & Savor, Ain't She Sweet Cafe, Peach's Restaurant, Two Fish Crab Shack and Bronzeville Winery nearby, along with the Harold Washington Cultural Center, Washington Park, neighborhood shopping, public transportation and convenient access to Chicago's lakefront. Healthcare is also exceptionally convenient, with Provident Hospital of Cook County, the Northwestern Medicine Bronzeville Outpatient Center, and the larger University of Chicago Medicine Hyde Park campus all within the surrounding area. Bronzeville continues to offer a distinctive combination of historic architecture, cultural significance, neighborhood dining, coffee shops, recreation and proximity to Hyde Park. Whether the next owner's strategy is to refresh and rent, renovate and hold, or create a spacious personal residence, this property offers substantial square footage, two full baths, private laundry, included parking, proven rental history and significant potential upside at an unusually low acquisition basis. Property is being sold as-is and requires a cash acquisition due to condominium financing limitations. Seller is motivated and seeking a clean year-end transaction.

4837 S Forrestville Avenue Unit #G, Chicago

4858 S Indiana Avenue Unit #204, Chicago

$253,000

3 Beds ⋅ 2 Baths ⋅ 12777001 MLS ⋅ NEW Status

Spacious 3-bedroom, 2-bath condo offering a bright and functional layout with plenty of natural light throughout. This rehabbed unit offers an open living and dining area. The kitchen has ample cabinetry, granite countertops, and stainless steel appliances. Generously sized bedrooms provide flexibility for sleeping, office, or guest space, while two full bathrooms add everyday convenience. Neutral finishes throughout make this home easy to personalize. Conveniently located in Chicago with access to nearby transportation, shopping, dining, and neighborhood amenities. Great opportunity for an owner-occupant or investor looking for a well-sized condo with a versatile layout.

4858 S Indiana Avenue Unit #204, Chicago

$242,500

3 Beds ⋅ 2 Baths ⋅ 12775705 MLS ⋅ NEW Status

This beautiful condo qualifies for the City of Chicago HomeGrown assistance program of up to $70,000! It must be your primary residence, but you don't have to be a first-time home buyer. Welcome home to this meticulously maintained 3-bedroom, 2-bath garden unit offering an impressive 1,500 square feet of comfortable living space in the heart of Bronzeville. Hardwood floors flow throughout the home, while the spacious kitchen features stainless steel appliances and opens seamlessly to the living area, creating an inviting space for everyday living and entertaining. The private primary suite offers its own en-suite bath, and the convenience of in-unit laundry makes daily life even easier. Low monthly assessments and an investor-friendly association add exceptional value, whether you're searching for your next home or an investment opportunity. Ideally located near parks, restaurants, shopping, and public transportation, this move-in-ready home combines comfort, convenience, and a prime location. A wonderful place to call home-or a smart addition to your investment portfolio!

4520 S King Drive Unit #1B, Chicago

$490,000

7 Beds ⋅ 2 Baths ⋅ 12774941 MLS ⋅ NEW Status

4737 S Langley Avenue, Chicago

4336 S Saint Lawrence Avenue Unit #G, Chicago

$289,999

3 Beds ⋅ 2 Baths ⋅ 12771045 MLS ⋅ ACTIVE Status ⋅ Bronzeville BLDG.

Welcome to 4336 S Saint Lawrence Ave-a clean, well-maintained 3 bed/2 bath condo with 1,600 sq ft in a well-run. Move-in ready with high ceilings, functional layout, and abundant storage. Gated parking included. LOCATION: Heart of historic Bronzeville. Steps from Gwendolyn Brooks Park, minutes from Washington Park, Burnham Park, and lakefront. Red and Green Line CTA, multiple bus routes, and Metra RI nearby. Fast downtown commute. LSD and I-90 access.Convenient access to Trader Joe's, Whole Foods, and local grocers. Illinois Institute of Technology and University of Chicago within a few miles. Vibrant restaurant and retail scene including Pearl's Place. Bronzeville is on the move. Rentals allowed works for owner-occupants and investors building portfolios. Ready for qualified buyer. Move quickly.

4336 S Saint Lawrence Avenue Unit #G, Chicago

$439,900

4 Beds ⋅ 4 Baths ⋅ 12768918 MLS ⋅ ACTIVE Status

AMAZING BRONZEVILLE LOCATION! **NOW UNDER CONSTRUCTION** LIST PRICE IS FOR UNFINISHED HOME. Also available fully completed for $749,900 (ask for details/CURRENTLY BEING SOLD WITH windows & framed/under roof/Plans & permits included). OPTION TO PURCHASE COMPLETED AT THE HIGHER PRICE - Brand new single-family home with 4BR/3.5BA. Features include; 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. 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/not this exact home). AI ENHANCED PIC OF MERELY A SAMPLE RENDERINGS & INTERIORS. BUYERS CAN PURCHASE UNFINISHED OR FINISHED PRODUCT AT HIGHER PRICE POINT. Ask for details.

530 E 44Th Place, Chicago

4705 S Champlain Avenue Unit #402, Chicago

$309,000

3 Beds ⋅ 2 Baths ⋅ 12768726 MLS ⋅ ACTIVE Status ⋅ Bronzeville BLDG.

Fluid Integration of a Curated Gallery with Cohesive Design. Introducing 4705 S Champlain Avenue Offering an Exceptional, Expansive Series of 3 bedroom 2 baths Elevator Residences with Attached Heated Garage Set on the Confluence of Bronzeville and Historic Kenwood. Exudes Elegance Paired with Intelligent Design. Sweeping Open Floorplan with split bedroom layout, Professional Fully Appointed Custom Designed Transitional Kitchen Cabinetry, Luxury Integrated Stainless Steel Appliances, All Encompassing Granite Island, Custom Full Back splash, Formal Dining Room, Stained Hardwood Floors, Premium Mill Work, Crown Molding, Oversized Baseboards, Elevated Gas Fireplace with Mantle and Custom Sconce lighting. Show Stopping Intimate Sequestered Primary Suite with Walk in Closet professionally outfitted, Lifestyles Primary Bathroom offer Opulent Whirlpool Tub & Separate Over Sized Shower with Dual Heads, Brushed Nickel Fixtures, Frame less Glass, Custom Mirrors & Lighting complete with Double Vanity. Window Treatments and Closet Organizers Throughout, Massive in Home Storage and Laundry Center, Individually Controlled HVAC, Private Attached Entertainment Terrace Completed in Composite. Thoughtfully Designed Common Areas, Butterfly Intercom System, Zentro Hi Speed Internet, Strong Reserves, Professionally Managed HOA, 4 Units per floor with 4 floor plan options. Sensational Pricing $299,000-$317,000, Urban Intimacy with Hyper Convenience to Green Line, Lakefront, U of C, and so much more. 1 Year 3rd Party home warranty program included. Ask about preferred lender options. Staged Model Unit on Site (pictures of model) Each unit includes 1 heated attached deeded garage parking space included with purchase price. Show and sell. 3 Units left. Last penthouse!

4705 S Champlain Avenue Unit #402, Chicago

4132 S Calumet Avenue Unit #201, Chicago

$420,000

3 Beds ⋅ 2 Baths ⋅ 12760048 MLS ⋅ ACTIVE Status

BRONZEVILLE | Refined Living New Construction by APMW Development Immediate Delivery. 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

4132 S Calumet Avenue Unit #201, Chicago

4705 S Champlain Avenue Unit #303, Chicago

$317,000

3 Beds ⋅ 2 Baths ⋅ 12765160 MLS ⋅ ACTIVE Status ⋅ Bronzeville BLDG.

Introducing 10 Elevator Residences @ 4705 S Champlain Avenue Offering an Exceptional, Expansive Series of 3 bedroom 2 baths with Attached Heated and Deeded Garage Set on the Confluence of Bronzeville and Historic Kenwood. Exudes Elegance Paired with Intelligent Design. Sweeping Open Floorplan with split bedroom layout, Professional Fully Appointed Custom Designed Transitional Kitchen Cabinetry, Luxury Integrated Stainless Steel Appliances, All Encompassing Granite Island, Custom Full Back splash, Formal Dining Room, Stained Hardwood Floors, Premium Mill Work, Crown Molding, Oversized Baseboards, Elevated Gas Fireplace with Mantle and Custom Sconce lighting. Show Stopping Intimate Sequestered Primary Suite with Walk in Closet professionally outfitted, Lifestyles Primary Bathroom offer Opulent Whirlpool Tub & Separate Over Sized Shower with Dual Heads, Brushed Nickel Fixtures, Frame less Glass, Custom Mirrors & Lighting complete with Double Vanity. Window Treatments and Closet Organizers Throughout, Massive in Home Storage and Laundry Center, Individually Controlled HVAC, Private Attached Entertainment Terrace Completed in Composite. Thoughtfully Designed Common Areas, Butterfly Intercom System, Zentro Hi Speed Internet, Strong Reserves, Professionally Managed HOA, 4 floor plan options. Sensational Pricing $299,000-$317,000, Urban Intimacy with Hyper Convenience to Green Line, Lakefront, U of C, and so much more. 1 Year 3rd Party home warranty program included. Ask about preferred lender options. Staged Model Unit on Site. Each unit includes 1 heated attached deeded garage parking space included with purchase price. Show and sell. Photos are of unit 404 in building.

4705 S Champlain Avenue Unit #303, Chicago

4902 S Forrestville Avenue Unit #3, Chicago

$269,900

3 Beds ⋅ 2 Baths ⋅ 12764682 MLS ⋅ ACTIVE Status

Welcome home and to the vibrant heart of Bronzeville! The seller is highly motivated. This exquisite 3-bedroom, 2-bath condo offers a meticulously designed layout with highly sought-after features, including exposed brick, soaring 10-foot ceilings, and multiple outdoor spaces. As you step inside, you'll be welcomed by a spacious living room adorned with inlaid oak hardwood flooring and flooded with natural light from a bank of large, east-facing windows. Perfect for entertaining, the living room features a stunning Moscarello granite-wrapped fireplace framed by a Monticello mantel. Just off the living room, you'll find a private 10'x5' terrace, perfect for enjoying your morning coffee or evening relaxation. The beautiful hardwood flooring extends throughout the entire unit, including the 14'x10' primary bedroom, which boasts exposed brick and a generous walk-in closet. The en-suite bathroom offers a double vanity with Baltic Giallo granite and a luxurious whirlpool tub. The well-thought-out floor plan includes two additional bedrooms and a full bath, both featuring polished chrome fixtures and oversized Solano-framed mirrors. The eat-in kitchen is a chef's delight, equipped with stainless steel appliances and ample counter space. Adjacent to the kitchen is the second outdoor space, ideal for entertaining and grilling. Recent upgrades include a new furnace and Air Conditioner unit, both replaced within the last year. Ideally situated just north of historic Hyde Park, this home is steps away from Washington Park, the University of Chicago, and the 47th Street Green Line. Commuting is a breeze with easy access to the Dan Ryan Expressway and Lake Shore Drive. Don't miss the chance to call this stunning condo your new home!

4902 S Forrestville Avenue Unit #3, Chicago

$335,000

3 Beds ⋅ 3 Baths ⋅ 12764057 MLS ⋅ ACTIVE Status

Stunning Bronzeville Duplex-Down 3-Bed, 2.5-Bath with garage parking included. Beautifully updated and move-in ready, this Bronzeville gem features hardwood floors, soaring ceilings, and natural light throughout. The sleek kitchen boasts quartz countertops and backsplash, white cabinetry, and brand-new stainless appliances plus an extra nook perfect for a coffee or wet bar. The primary suite offers generous space and a spa-like ensuite with floor-to-ceiling porcelain tile. The lower level adds a family room, two bedrooms, full bath, and extra storage, ideal for guests or flex living. Enjoy a private deck for entertaining, a shared backyard, and one included garage space. All of this just blocks from Northwestern Medicine, minutes from the Obama Presidential Center, U of C, public transit, and more. Schedule your showing today.

735 E 50Th Street Unit #2, Chicago

5036 S Drexel Boulevard Unit #3N, Chicago

$499,000

4 Beds ⋅ 3 Baths ⋅ 12757973 MLS ⋅ ACTIVE Status

Set along the historic Hyde Park/Kenwood Boulevard, this top floor condo offers the space of a single-family home. With 2,600 square feet, four bedrooms, separate dining room and two outdoor private living areas this is a home offering inviting places to entertain, unwind or simply settle in. The spacious living and family rooms offer comfortable places to gather around original fireplaces, while the dining room with its coffered ceiling, original built-ins and park views create the ideal space for weeknight dinners to long evenings with friends. Throughout the home, pocket doors, original hardware and beautifully preserved architectural details tell the story of its past while providing comfortable modern living. The updated kitchen brings a fresh layer to the home with Bosch appliances, granite countertops, marble tile, and a custom movable island. A butler's pantry and beverage center add extra function and storage, while French doors open to the private rear deck. At the front of the home, a second private terrace overlooking Drexel Boulevard creates a quiet spot to start or end the day. Four spacious bedrooms provide flexibility for family, guests or a home office, complemented by updated baths, in-unit laundry and generous storage. Just minutes away from Hyde Park shops and restaurants, The University of Chicago campus including the upcoming Cancer Pavilion, the Obama Library, the lakefront and public transportation, this is a home with history, space and character, ready for its next chapter.

5036 S Drexel Boulevard Unit #3N, Chicago

Start Your Search

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.