View All Bridgeport Chicago IL Homes with Multi-Car Garage Listings

$685,000
3 Beds 4 Baths 12700811 MLS CONTINGENT Status
Rarely available 3-bedroom, 3.5-bath home tucked away in secluded Riverbend Estates in Bridgeport, offering the convenience of an attached garage and private driveway - A rare find in the city. Light filled and move in ready, this beautifully maintained home features designer finishes throughout and a spacious, functional floor plan. The main level welcomes you with a bright, oversized living room highlighted by a wall of windows that fills the space with natural light. The expansive kitchen is designed for both everyday living and features a large island with breakfast bar, stainless steel appliances, abundant cabinetry, and a generous dining area with direct access to the expanded back deck. A convenient powder room completes the main level. Upstairs, all three bedrooms are located on the same level, including the spacious primary suite with a wall of closets and a private en suite featuring a dual vanity and walk-in shower. Two additional bedrooms, both with walk-in closets, share a well appointed hall bath. The finished basement provides additional living space with a large family room and a third full bathroom. Enjoy outdoor living in the fully fenced backyard with an expanded deck ideal for grilling and entertaining. Energy efficient solar panels and an EV charging station help reduce monthly utility costs. Enjoy the best of the neighborhood with easy access to local coffee shops, bakeries, restaurants, public transit & the highway while being just blocks from the Bridgeport Boathouse and scenic nature trails. A perfect blend of style, comfort, and convenience in one of Chicago's most sought-after neighborhoods.

2813 S Grove Street, Chicago

$555,555
6 Beds 3 Baths 12698919 MLS ACTIVE Status
Peace of mind comes first with this property, as it features a brand-new roof on both the house and garage, along with a newly installed furnace, central AC, and water heater! Welcome to this fantastic 2-unit building situated on a highly desirable, wide street in the heart of the vibrant Bridgeport neighborhood. This well-maintained property is perfect for both homeowners and savvy investors looking to capitalize on the thriving rental market. Unit 1, the owner's unit, is currently rented for a short term and offers a blank canvas for personalization in the near future. This unit has been duplexed down via a beautiful wood winding staircase to create an additional vast space for a family, featuring a living and dining room, 3 bedrooms, and a kitchen with stylish cabinets and granite countertops. Unit 2 is occupied by a reliable tenant providing steady rental income and cash flow. This unit also features a living and dining room, 3 bedrooms, and an eat-in kitchen with a pantry. What makes this unit unique is a den area that is perfect for an office space, along with access to a walk-out balcony ideal for relaxing. In the finished basement, you will find ample storage, a new half-bath, and a washer and dryer. Residents of each unit are responsible for their own gas and electric bills, as both units have separate meters, water heaters, and furnaces. Outside, the spacious backyard offers plenty of room for gatherings, and the 1.5-car garage provides additional storage or a designated parking spot. Commuters will love the proximity to the Halsted Orange Line, offering a quick 10-15 minute ride into the Chicago Loop. This property is just a 10-minute walk to Guaranteed Rate Field, local restaurants, and shopping, with easy access to I-55 and I-90/94. Don't wait-get your pre-approval now and call your trusted Realtor today!

3749 S Union Avenue, Chicago

$549,999
4 Beds 3 Baths 12667591 MLS CONTINGENT Status
Multiple Offers Received. Requesting Highest & Best by 6/8/2026 Monday 3 p.m. Rarely available and full of character, this beautifully maintained single-family home offers three finished levels of living space on one of Bridgeport's most desirable tree-lined streets. Welcome to this truly one-of-a-kind single-family home in the heart of Bridgeport, perfectly situated on picturesque, tree-lined Union Avenue. Brimming with character, charm, and exceptional living space, this beautifully maintained residence is sure to impress from the moment you arrive. Outstanding curb appeal sets the stage for what awaits inside. Spanning three finished levels, the home offers a versatile and spacious floor plan with hardwood floors throughout the main and second levels. The sun-filled main floor features a welcoming living room, a generously sized bedroom, a den/home office nook, and a beautifully updated kitchen complete with abundant cabinetry and granite countertops. Additional living spaces include a cozy sitting area or study, an expansive dining/family room perfect for gatherings, and a full bathroom. Upstairs, you'll find three comfortable bedrooms and a second full bath. The spectacular 20' x 17' primary bedroom is a true retreat, featuring a wall of closets and a charming Juliet balcony overlooking the private backyard oasis. The finished lower level adds even more functional living space with a warm and inviting family room anchored by a fireplace, a second kitchen, a full bathroom, a laundry area (washer conveyed AS-IS condition), and ample storage-ideal for entertaining, extended living arrangements, or everyday convenience. Step outside and discover a private backyard designed for relaxation and entertaining. Whether hosting summer gatherings or enjoying a quiet evening outdoors, this space is sure to become a favorite. Additional highlights include central air conditioning, dual heating systems - gas forced heat & baseboard hot water heat, and a detached two-car garage providing convenient off-street parking. Lovingly cared for and thoughtfully maintained, this special home is ready for its next chapter. Property is being conveyed AS-IS. Enjoy an unbeatable Bridgeport location just steps from public transportation, neighborhood restaurants, parks, coffee shops, and shopping. Conveniently located near Chicago White Sox Park, downtown Chicago, and major expressways, this home offers the perfect blend of neighborhood charm and city accessibility. Taxes do not include home owner's or Senior exemption credits. New Complete Tear Off Roof and gutters on house and garage 2022.

3635 S Union Avenue, Chicago

$899,900
8 Beds 5 Baths 12653970 MLS CONTINGENT Status
Come check out this beautifully maintained, fully rented legal all-brick 4-unit building with a 2-car garage in the heart of Bridgeport! A fantastic opportunity for investors seeking stable cash flow or owner-occupants looking to house hack while offsetting expenses with rental income. The property features a strong unit mix highlighted by Unit 2R, a spacious 3 bed, 2 bath duplex-up currently rented at $2,300/month including one parking space, with tenants paying their own utilities. This unit underwent a full renovation in 2022 utilizing architectural plans and permits through a 203k renovation loan. Unit 2F is a 2 bed, 1 bath rented for $1,725/month including utilities and one parking space. Unit 1R is a 2 bed, 1 bath rented for $1,650/month with tenants paying their own utilities, while Unit 1F is currently rented at $1,235/month including utilities. All four units feature central heating and air conditioning. Unit 2R includes an in-unit washer/dryer, while the remaining three units enjoy access to free shared laundry in the basement. Utility setup includes 5 electrical meters and 4 gas meters, providing flexibility for future expense management and utility restructuring. Major capital improvements provide added peace of mind and reduce future maintenance concerns, including new water service (2022), 3 furnaces replaced in 2021, 2022, and 2023, 2 new AC condensers in 2022 and 2023, basement washer/dryer (2021), Unit 2R washer/dryer (2022), and a roof replacement completed around 2018. Ideally located in sought-after Bridgeport with convenient access to the CTA Orange Line, I-90/94, and I-55 for easy commuting throughout the city. Enjoy nearby green space at Palmisano Park and McGuane Park, along with the neighborhood's growing dining, retail, and arts scene. Convenient coffeeshop, grocery, and shopping options are nearby, making this an attractive location for both tenants and future owner-occupants. Selling "as is." Schedule your showing today!

3112 S May Street, Chicago

$568,000
3 Beds 4 Baths 12647968 MLS PRICE CHANGE Status
Welcome to this stunning 3-bedroom, 3.5-bathroom townhouse in the heart of Bridgeport. This quite community of townhomes is perfect for the Sox enthusiast, this property is walking distance to Guaranteed Rate Field. With 2,000 sq. ft. of meticulously designed living space, this home offers modern comfort. The first floor has a 2 car garage, laundry room, a full bathroom, and a bedroom perfect for an office or a guest suite. The open-concept main floor features hardwood floors, private balcony, and abundant natural light creating an inviting atmosphere for both entertaining and everyday living. The gourmet kitchen is a chef's dream, equipped with stainless steel appliances, granite countertops, and loads of cabinet space. The luxurious primary suite boasts a spacious layout, large closet, and a en-suite bathroom. The attached 2-car garage adds to the home's convenience and practicality. With in unit laundry and central air, this home is just waiting for you to be it's owner. Nestled in the thriving Bridgeport neighborhood, this home is surrounded by trendy restaurants, local shops, and parks. Baseball enthusiasts will love the close proximity to Guaranteed Rate Field, and commuters will appreciate easy access to public transportation and major highways. Don't miss the opportunity to own this beautiful townhouse in one of Chicago's most sought-after locations-schedule your showing today!

3521 S Parnell Avenue Unit #C, Chicago

$875,000
7 Beds 3 Baths 12593593 MLS CONTINGENT Status
Welcome to 3600 S. Union Avenue, Chicago, IL. 60609 a meticulously maintained, 3 unit all brick building with 35 solar roof panels providing energy efficiency and cost savings, plus full walk-out basement!! Adjacent 4 car brick garage boasts (2) EV charging stations! Units feature spacious living/dining room combinations, new carpeting, with 2 bedrooms on the 1st and 2nd floors, and 3 bedrooms on the 3rd floor! The building offers modern amenities including air conditioning, updated electric systems, central HVAC, and copper plumbing. Each unit enjoys the convenience of individual heating and A/C units, ensuring personalized comfort and efficiency. Additional features include enclosed back porches for each unit, offering additional relaxation space. All garages are equipped with their own openers for added security and convenience. Bathroom on 2nd floor remodeled. New front door! Windows on the 1st floor are newly installed. This property represents a unique opportunity to own a well-equipped and meticulously maintained residence in a highly desirable Chicago/Bridgeport location, close proximity to local amenities including White Sox Ball Park (Rate Field) shopping and easy access to downtown Chicago via nearby train, bus, and red line making commuting a breeze!! Schedule a viewing today to experience firsthand the comfort, convenience, and potential this property has to offer. Qualified buyers only! Must see!!!!!

3600 S Union Avenue, Chicago

$466,000
3 Beds 2 Baths 12591183 MLS CLOSED Status
Multiple Offers Received. Highest & Best by Sunday 3/15/2026 @ 5 p.m. Welcome home to this beautiful single-family residence located in the highly sought-after Healy School District. From the moment you step inside, you'll be delighted by a rare blend of warmth, character, and flexible living space designed to impress. The main level features a bright and spacious living room highlighted by a large picture window that fills the space with natural light, gleaming hardwood floors, and versatile furniture placement options. The dream kitchen is truly a showstopper, featuring stunning custom cabinetry, abundant quartz countertops, elegant marble flooring, and stainless-steel appliances-perfect for both everyday living and entertaining. A contemporary spiral staircase leads to the upper level, where you'll find two generously sized bedrooms along with a cozy sitting area or den, ideal for relaxing or working from home. The finished lower level offers exceptional versatility and can easily adapt to your needs. It currently features a large recreation or bedroom area, a second galley-style kitchen, dining space, a full bathroom, and additional storage. Step outside to enjoy the private backyard and patio area, complete with new wood fencing on both sides-perfect for outdoor gatherings or quiet relaxation. Additional highlights include newer gas forced heat and central air, a newer hot water heater, and a complete tear-off roof and gutters installed in 2021. A two-car garage provides convenient parking and extra storage. The location is truly outstanding-just steps from public transportation, popular Bridgeport dining spots, shopping, and Armour Park, which offers a playground, walking paths, baseball fields, pickleball and tennis courts, a swimming pool, and a fitness room. You're also just minutes from the lakefront, downtown Chicago, and Guaranteed Rate Field, home of the Chicago White Sox. This well-maintained home offers the perfect balance of charm, functionality, and location. Don't miss your opportunity to see it-schedule your private tour today and make 538 W. 32nd Street your Home Sweet Home! ________________________________________

538 W 32Nd Street, Chicago

$589,000
3 Beds 3 Baths 12575477 MLS CLOSED Status
Style, space, and an unbeatable location in one of Bridgeport's hottest pockets! Completely renovated in 2020, this solid brick 3-bedroom, 2.5-bath home still feels brand new, blending modern finishes with everyday comfort in all the right ways. With soaring 10.5-foot ceilings, wide-plank white oak floors, and great natural light throughout, the home feels open, bright, and welcoming from the moment you walk in. The kitchen is designed for real life and real entertaining-quartz countertops, custom cabinetry, stainless steel appliances, and plenty of prep space to host friends or handle busy weeknights with ease. Upstairs you'll find two spacious secondary bedrooms and a full bathroom, along with a beautiful primary suite featuring a marble bath with double sinks, a walk-in closet, and access to a private second-floor patio-perfect for morning coffee or winding down at night. There's also an unfinished basement offering tons of storage space. Outside, enjoy a rear porch, a fully fenced yard for privacy and entertaining, and a two-car garage with high ceilings for extra storage. And the location? Truly stellar. You're in the heart of Bridgeport-one of Chicago's hottest neighborhoods-within walking distance to fantastic restaurants, coffee shops, parks, and convenient public transit. It's the perfect mix of neighborhood charm and city accessibility. Come see why so many buyers love calling Bridgeport home!

3816 S Emerald Avenue, Chicago

$753,200
8 Beds 3 Baths 12502428 MLS CLOSED Status
Multiple Offers Received. Highest and Best Deadline Monday 10/27/25 by 3 p.m. Incredible Investment Opportunity in the heart of Bridgeport, one of Chicago's most vibrant & historic neighborhoods! Discover this stunning 3-story jumbo greystone in the heart of Bridgeport - a perfect blend of classic charm and modern updates. With gorgeous curb appeal and pride of ownership throughout, this property is truly move-in ready and income-producing from day one! Each spacious unit offers approximately 1,200 sq. ft. of living space, featuring bright and open floor plans, sun-drenched living rooms, huge formal dining rooms, large eat-in kitchens, and 2-3 bedrooms. Enjoy beautiful hardwood floors, tall ceilings, individual gas-forced heat and central air, separate hot water heaters, and enclosed porches for additional storage. The full unfinished basement provides coin-operated laundry, abundant storage, and excellent potential for a duplex-down unit or additional living space. A pretty backyard is perfect for outdoor relaxation or entertaining, and the 2-car garage eliminates parking worries - or can generate extra rental income. Whether you're an investor looking for a high-performing, turnkey rental property, or an owner-occupant hoping to live in one unit and let the others off set your mortgage, this greystone delivers! Unbeatable location with strong tenant demand - Healy School district; steps to public transportation, shopping, restaurants, and coffee shops; a short stroll to White Sox Park; and easy access to I-55, I-90/94, Downtown Chicago, Chinatown, and the lakefront. Nothing to do but move in and start collecting rents! Don't miss this Bridgeport gem - opportunities like this don't come often.

3148 S Union Avenue, Chicago

$460,000
3 Beds 2 Baths 12479853 MLS CLOSED Status
Welcome to 3028 S. Union Avenue. This charming solid brick, 5 bedroom single-family home offers a rare blend of warmth, character, and flexible living space and is sure to impress! Nestled on one of the most desirable tree-lined streets in the heart of Bridgeport & located within the highly sought-after Healy School District. From the moment you arrive, you'll feel at home. The bright & spacious main level features a sun-filled living room with a lovely front bay window that overlooks the inviting covered front porch-an ideal spot for enjoying morning coffee, chatting with neighbors, or simply relaxing and enjoying the outdoors. The beautiful main level also features three comfortable bedrooms & a lovely full bathroom. The home currently features 5 total bedrooms, 3 up 2 down. The sunny kitchen boasts brand-new stainless-steel appliances, along with a flexible layout that adapts to your lifestyle. Whether you prefer a cozy breakfast bar or need extra countertop space with a movable island, this kitchen delivers. Just beyond, there's a spacious dining area that easily accommodates a full-size table-perfect for everyday meals or entertaining guests. A large picture window frames a serene view of the beautifully landscaped backyard & the charming covered patio area, creating a seamless connection between indoor & outdoor living. The outdoor space is a true delight, offering a peaceful retreat that extends your living area & invites you to enjoy the seasons in comfort. But the appeal doesn't stop there. The fully finished lower level-with both front & rear private entrances-adds incredible flexibility. It currently features 2 bedrooms, an office, a spacious recreation area, a kitchenette, laundry area, a lovely powder room, and an abundance of additional storage space. Other highlights include a 1-1/2 car garage, making parking & storage a breeze. The location is outstanding-just steps from public transportation, some of Bridgeport's most popular dining spots, shopping, and more. You're only minutes from the lakefront, downtown Chicago, and Guaranteed Rate Field, home of the Chicago White Sox and so much more. This extremely well-maintained home is the perfect balance of charm, functionality, and location. Don't miss your opportunity to see it-schedule your private tour today & make 3028 S. Union Avenue your Home Sweet Home.

3028 S Union Avenue, Chicago

$687,500
4 Beds 2 Baths 12426314 MLS CLOSED Status
Beautiful Corner Lot | Solid Brick Tri-Level Home in Bridgeport -- 4 Beds | 2 Baths | 3 Finished Levels | Built 1972 -- Fall in love with this meticulously maintained, move-in ready brick tri-level located on a beautiful tree-lined street in the heart of Bridgeport! Nestled on a spacious corner lot, this home combines timeless charm with modern updates and thoughtful design throughout. Step inside to find a bright, open-concept main level with a side-entry layout that maximizes space and natural light. The sun-filled living room boasts a large bay window, gleaming hardwood floors, and recessed lighting, creating the perfect setting for relaxing or entertaining. The updated eat-in kitchen is a chef's dream, featuring extra-thick granite countertops, white cabinetry with roll-out drawers, a double sink, a warm designer backsplash, and stainless steel appliances. Don't forget there is a bedroom on the main floor as well. Just a few steps down, enjoy an additional living room with double oak patio doors leading to your private outdoor oasis - perfect for summer barbecues or quiet evenings under the stars. Downstairs, the fully finished basement offers endless possibilities with a bar (can remain or be removed), a large laundry area with extra refrigerator, utility sink, and workout space, and a lifetime waterproofing warranty from U.S. Waterproofing for total peace of mind (2024) and Aprilaire Humidifier (2024). Both bathrooms are beautifully updated and customized, featuring a luxurious garden tub and a separate walk-in shower. Upstairs, you'll find three spacious bedrooms with hardwood floors, tall ceilings, and generous closets - plenty of room for family, guests, or a home office. Additional Highlights: 2.1-car brick dormer garage with party door & extra storage, Roof (2020), Furnace & A/C (2022), All walls replaced & insulated, Newer windows with custom oak trim throughout, Simply Safe wireless security system included. This is more than just a house - it's a move-in ready home thoughtfully cared for inside and out. Don't miss your chance to own this Bridgeport gem! Walking distance to Sox Park.

3700 S Normal Avenue, Chicago

$989,000
4 Beds 3 Baths 12450414 MLS CLOSED Status
This remarkable home is set up to be your own personal resort, in part because it includes a phenomenal indoor pool and sauna. The Curb Appeal for this home is off the charts, in part because the classic masonry work done on the home and its addition offers an attention to detail rarely found in newer construction these days. The living area for the home has tons of space with three levels above grade, including 4 bedrooms and 2 full baths. A third full bath is situated in the pool and sauna area. Oak Hardwood floors adorn the first and second floors in the main living area and the attic space was finished for an ideal play / study space for the family. This home fortunately feeds to Healy Elementary school (Niche recognized as 6th of 209 Elementary; and 3rd of 108 Middle schools in IL). There are 3 levels above grade, along with a full basement partially finished with storage, work room, office, and a make shift second kitchen. The main kitchen includes stainless steel appliances, cabinets galore & ample counter space. Granite counters & backsplash make kitchen clean up following your next culinary masterpiece a breeze. The back covered porch is ideal for grilling and the yard is perfect for entertaining. This Home and its fully enclosed Pool sit on a double wide (50x125) Chicago Lot. The backyard has convenient access to the pool. You can see from the pictures that the exterior for this home is very low maintenance hardscape. Storage accommodations above the garage and within the home are incredibly generous. There are two completely separate 2 car garages. This is a rare opportunity to secure a well-maintained, unique home in the heart of Bridgeport. NOTE: There has been only one home on Chicago's south side with an indoor pool that sold in the last two years. This estate will be sold As-Is.

3011 S Emerald Avenue, 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.

Bridgeport, Chicago IL · Curated MLS Search

Homes with Multi-Car Garage in Bridgeport, Chicago IL

An editorially curated view of every active homes with multi-car garage listing in Bridgeport, Chicago IL. Updated in real time from the local MLS, presented without the noise.

Browse Active Listings