Bridgeport Homes under $400,000

Welcome to 500 W 42nd St, a classic Chicago bungalow that blends timeless character with everyday comfort in the heart of Canaryville-just minutes from downtown. From the moment you arrive at this charming corner-lot home, you're greeted by an inviting presence: mature city streets, a fenced yard that wraps the property, and the feeling of privacy and space that's rare this close to the Loop.

Catherine Simon Vobornik Baird & Warner

Vintage Charm Meets Urban Convenience! Discover this beautifully maintained row home in the heart of Fuller Park. Boasting two levels of functional living space, this home features three spacious bedrooms-all privately tucked away on the top floor. Enjoy the comfort of central air conditioning and the convenience of dedicated utility and laundry rooms. Outdoor enthusiasts will love the large

Miguel Lopez Redfin Corporation

Open-concept living at its finest! This stunning home features soaring 13-foot ceilings complemented by rich timber detailing, exposed brick, and elegant wainscoting, creating a warm, character-filled space that truly stands out. The spacious, updated kitchen is designed for both style and function, offering white cabinetry, quartz countertops, a large island, and stainless steel

Linda Hagstrom HomeSmart Connect LLC

Welcome home to this beautifully maintained 2 bed, 1.5 bath condo in the heart of Bridgeport! Located in a newer construction building just a few blocks from Rate Field, this spacious unit offers the perfect blend of comfort, convenience, and investment potential. Enjoy an open and inviting layout featuring hardwood floors throughout the main living areas, plush carpet in the bedrooms, and

Helen Bailey Pioneer Realty Group LLC

An exceptional opportunity awaits in the highly sought-after Canaryville neighborhood. This well-located property is within walking distance of public transportation, including bus lines along Halsted Avenue, and offers convenient access to the I-90 Expressway. Residents will also appreciate the proximity to parks, schools, and shopping destinations. Situated on a double lot, this unique 2-flat

Marcelo Damian Keller Williams ONEChicago

Great opportunity near Fuller Park! This 2-bedroom, 1-bath townhouse features a two-car garage and offers strong potential for both owner-occupants and investors. Located just steps from Fuller Park, this property is ideal for a buyer looking to make it their own or add a solid rental option to their portfolio. Conveniently situated near public transportation, expressways, schools, shopping, and

Alonzo Abron A Progeny Global LLC

Located in the heart of Bridgeport just one block from Henry C. Palmisano Nature Park and McGuane Park, this 4-bedroom, 1.5-bath townhouse offers the perfect blend of comfort, functionality, and city convenience. The main level features a bright and inviting layout with a spacious living room, dining area, kitchen, and half bath. Hardwood flooring adds warmth and character to the living room,

Michael Ng Mango Realty Group

Two stories Brick Single family homes, long time ownership, the home offers 4 bedrooms, 2 full bathrooms,2 car Garages, full basement with storage and laundry, central heating systems, Fantastic location near McGuane Park,Healy school, Chinatown, shopping, dining and transit, #8, #44 buses. property needs updated work .

Tiffany Toy Lucky Land Realty, Inc.

Welcome to this beautifully updated 2-bedroom, 2-bath condo in a newer construction building just steps from Bronzeville. This spacious home features new hardwood floors, modern finishes, and a highly desirable layout with a large primary suite complete with a jacuzzi tub for a true spa-like retreat. The open living space flows seamlessly for everyday living and entertaining, while the

Jeffrey Sklar Beycome Brokerage Realty LLC

Welcome to 142 W Swann St-an incredible opportunity in the heart of Chicago's Fuller Park neighborhood! This spacious home is perfect for homeowners and investors alike, offering a versatile layout ideal for multigenerational living or rental income. The finished in-law suite features its own private entrance, separate utilities, private laundry, 2 bedrooms, and a full bath-providing both comfort

Luis Ortiz RE/MAX Partners

Experience the perfect blend of timeless charm and modern luxury in this stunningly renovated 4-bedroom, 2-bath brick bungalow located in a prime Southside location near Fuller Park. The open-concept main level impresses with soaring vaulted ceilings, rich bamboo hardwood floors, and a designer kitchen featuring sleek black stainless steel appliances and quartz countertops. Retreat to the fully

Olga Kaminska Core Realty & Investments Inc.

Positioned in a highly strategic pocket of the city, 511 W 45th St presents a compelling opportunity for investors and builders looking to capitalize on both location and scale. This property sits on a generously sized lot, offering the kind of flexibility that is increasingly rare-ideal for redevelopment, expansion, or a thoughtfully designed new construction project. What truly sets this site

Melania Reyes RE/MAX Mi Casa

Three bedroom, One bath Canaryville home offering great potential for the right buyer. Features include a newer 2-car garage, deck, family room, eat-in kitchen, high ceilings, and fenced yard. Bright living and dining areas provide a solid foundation for customization. The home needs work and is ideal for an investor or buyer ready to bring their vision to life. Conveniently located near parks,

Joe Langley Coldwell Banker Realty

One of the most insulated attached townhouses in the red hot Bridgeport neighborhood. This MIDDLE unit sits across the street from the 27 acres Palmisano Park. Walking distance to the commercial Halsted St. corridor with ample of restaurants, bars, convenience store and to public transportations. This brick townhouse consisted of 3 bedrooms in the 2nd floor, 2 full bathrooms, hardwood floor

David Chan Imperial Palace Properties Corporation

FABULOUS BRIDGEPORT CONDO ON THE 2ND FLOOR, 3BEDROOMS, 2 FULL BATHS,NICE KITCHEN CABINETS AND GRANITE COUNTERTOP ,HIGH END APPLIANCES WASHER AND DRYER IN THE BASEMENT . NICE SIZE OF DECK IN REAR , SPACE FOR STORAGE IN THE BASEMENT. GREAT FINISHES.MAKE THIS A PERFECT CHOICE FOR A NEW HOME BUYER. ***PRICE INCLUDES 1 OUTDOOR PARKING SPACE IN THE REAR.

Qian Kun Chen Kale Realty

All-brick, recently-remodeled 2-flat located off Ashland Ave. Both units have 3 bed/1 bath, and are gorgeously renovated, with a deck overlooking the backyard. The units feature a generously-sized living room, a formal dining area, & a newer contemporary kitchen complete with European-style cabinets, full glass tile backsplash, quartz countertops, & newer appliances. The bathroom boasts

Virginia Gonzalez Village Realty, Inc.

This is the investment you have been looking for! You can own this two unit property in Fuller Park that features two generously sized units, each with three bedrooms and a bath. Owner has upgraded so tenants can control their own heat! Long term tenants share a convenient laundry room and backyard space. The location is absolutely amazing with easy access to downtown, expressways, schools,

Alisa McLaughlin Keller Williams ONEChicago

Multiple offers received - OFFER DEADLINE: Sunday 5/3/26 at 6PM. Welcome to 3006 S Poplar Ave - a well-maintained and versatile home on a double lot, nestled on a quiet, tree-lined street in the dynamic Bridgeport neighborhood. Step inside this legal two unit property to find a bright and spacious layout featuring generous living and dining areas filled with natural light. The home offers

Vanessa Smith Compass

Welcome to this charming home in the highly desirable Fuller Park neighborhood of Chicago. Fuller Park offers an indoor field house with auditorium, outdoor basketball courts, baseball fields, playground, Olympic-sized swimming pool and splash pad. This home features 3-bedrooms, 2-baths, finished basement, detached garage. Enjoy convenient access to public transportation, close to Lake Michigan

Anthony Disano Parkvue Realty Corporation

Everything is NEW from top to bottom in this beautifully renovated and spacious Chicago cottage! Thoughtfully redesigned with modern finishes throughout, this home features all new interior and exterior doors, fresh paint, new outlets and light fixtures, gorgeous porcelain flooring on the main level, and luxury vinyl flooring in additional living areas. Large living room with new porcelain

Hillary Wertz Equity Premier Real Estate, LLC

Extra-wide brick single-family home situated on a spacious 33x125 lot in the rapidly growing Canaryville neighborhood! This well-maintained residence features 3 bedrooms and 1.5 bathrooms, along with central heating and air conditioning for year-round comfort. The spacious partially finished basement offers tremendous potential for additional living space, recreation, or storage. Enjoy the large

Michael Ng Mango Realty Group

Well maintained 4 bedrooms Townhome waiting to be occupied! Freshly painted, recently updated bathroom. In-law arrangement in the basement. New laminate flooring in the living room on top of the hardwood floors. Being the front unit, you have exclusive access to the front yard where the middle and the back unit do not! Easy access to I55 and I90/94. close to everything and enjoy the heart of

Chun Siu HomeSmart Realty Group

Massive two-level duplex on a quiet Bridgeport block, priced to sell! This spacious home features an open-concept main level with a bright living room anchored by a fireplace, a dedicated dining area, and an eat-in kitchen with granite countertops, stainless steel appliances, custom cabinetry, and a large island. A convenient powder room and hardwood floors throughout complete the level. Enjoy

Sheila Dantzler Jameson Sotheby's Intl Realty