View All Bridgeport Chicago IL Cul-de-Sac Homes Listings

$820,000
3 Beds 3 Baths 12684090 MLS CLOSED Status
Nestled on a quiet, tree-lined cul-de-sac in vibrant Bridgeport, this exceptionally well-maintained single-family home offers a perfect blend of modern updates and rare layout features. The main floor boasts a bright kitchen with modern farmhouse white cabinetry, an intuitive cooking layout, and dedicated breakfast table space that flows directly onto the back deck. Perfectly designed for entertaining, the formal dining area seamlessly connects to an extra-wide family room. A rare main-floor full bathroom adds incredible convenience. Upstairs, you'll find three generously sized bedrooms, including a primary bedroom with vaulted ceilings and abundant closet space. The shared second-floor bath is a true retreat, featuring a separate shower and a deep soaking tub. The finished lower level maximizes space with durable porcelain tile flooring, a large recreation room, a full bathroom, and plentiful storage. Mechanically sound, the home features dual-zone HVAC systems for year-round comfort. The outdoor oasis sits on an extra-long lot, providing an expansive yard, deck, and patio. Swing open the back door to step directly onto your private deck and patio, stretching across an extra-long lot that gives you far more yard space than your average city home. Summer hosting is a breeze thanks to the oversized 2-car garage featuring a "party door" that integrates the garage right into your outdoor living space-plus attic storage above! Turn-key living in a fantastic neighborhood! Here are some recent updates to this move-in ready home: gutters and drains 2025, basement furnace 2010, AC condensers 2017, remodeled 2nd floor bath 2015, remodeled basement bath 2025, refrigerator 2015, dishwasher 2023, window treatments 2022, kitchen cabinets 2007.

3629 S Normal Avenue, Chicago

$715,000
3 Beds 4 Baths 12633773 MLS CLOSED Status
Welcome to 2533 S. Stark St. in a unique and desirable pocket of Bridgeport. This spacious 5-bedroom, 3.5-bath home sits at the end of a cul-de-sac on a larger-than-standard lot, offering additional yard space along the side and rear of the property. The main level features a thoughtfully designed layout with distinct living and kitchen spaces. The expansive living room, anchored by a fireplace, is perfect for entertaining guests, enjoying conversation, or settling in with a good book. The kitchen, located at the rear of the home, includes a center island and provides convenient access to the back patio-ideal for grilling and outdoor dining-with ample space for a large dining table. A powder room completes the first floor. The second level includes the primary suite with an ensuite bathroom and walk-in closet. A unique highlight of this suite is an additional adjoining room that can serve as a nursery, sitting room, dressing room, home office, or an oversized walk-in closet. It could also potentially be converted into a sixth bedroom with hallway access. Two additional well-appointed bedrooms, a full bathroom, and a linen closet round out the second floor. The finished basement offers a comfortable family room-perfect for movie nights, gaming, a playroom, or relaxed lounging. This level also includes two additional bedrooms, a full bathroom, a laundry room, and a utility room. The furnace was replaced in 2025. Additional features include a detached two-car garage. Ideally located in desirable Bridgeport, positioned between Chinatown and Pilsen, the home offers convenient access to the Halsted Orange Line CTA station and the 62 Archer bus. Nearby green spaces include South Halsted Riverwalk, Palmisano (Henry) Park, and Park #571, which features a fishing area. See virtual tour.

2533 S Stark Street, Chicago

$750,000
3 Beds 3 Baths 12267802 MLS CLOSED Status
Be blown away by this exceptional custom renovation in prime Bridgeport location! Situated on a highly desirable and quiet cul-de-sac street, this brick newer construction 4BR/2.5BA home does not disappoint. From the minute you step in, you will notice the high quality of finishes, starting with the rich hardwood floors, exquisite trim work, and timeless staircase details. 9 ft ceilings throughout, all highlighted by the Southern exposure pouring in. The completely reimagined kitchen, featuring quartz counters and shaker cabinets, is perfect for both entertaining and day-to-day living. The built-in banquette, benches, and office nook elevate the space and add to the "one-of-a kind" feel of the home. Stylish first floor powder room for convenience. Upstairs features 3 bedrooms and a stunning 2019 bathroom renovation with marble tiles and custom double vanity. The primary bedroom is a great size and offers ample double closets with organization. The basement is light and bright with extra high ceilings and a large family room area. Plus an additional bed and bath, perfect for guests! Rough in plumbing for possible wet bar and radiant heating in basement. Solid-core doors, premium hardware, and inlaid floor vents and transitions complete the incredible attention to detail seen in this home. Tons of closets and storage! Outside you will enjoy the large deck, replaced in 2023, nice brick paver yard, and 2 car garage with party door. Easy access to highways and short walk to Red Line, can be downtown in minutes! Enjoy baseball games in the summer at Guaranteed Rate Field. New tear off roof in 2023. Really incredible home and location - come see for yourself!

418 W 37Th Place, Chicago

$575,000
4 Beds 3 Baths 12274282 MLS CLOSED Status
New Year, New House in Bridgeport! Start the year fresh in this spacious bungalow with three finished levels, perfectly situated on a quiet cul-de-sac with minimal traffic. This 6-bedroom, 3-bathroom home underwent key renovations last Summer. You're going to love the brand-new, expanded kitchen with quartz countertops, subway tile, decorative hood, ornate backsplash and elegant lighting. The adjacent enclosed porch offers a cozy spot for a reading nook or your morning coffee. The attic floor includes two spacious bedrooms and a full bathroom, while the fully finished lower level-with two bedrooms, a bathroom, and private access-provides great potential as an in-law suite, teen haven, or Airbnb rental unit for additional income. Keep in mind that two-bedroom rental comps in the area are renting for $2,000 (e.g., 3203 S. May | MLS: 12139085), while extended stays on Airbnb are averaging $75 per bedroom per day. With plenty of students in the area, this presents a great opportunity for rental income to subsidize your mortgage payment while still enjoying the comfort of a house. Modernizations that are worth every penny, include: upgraded 200 amp electrical system, brand new plumbing in all 3 gut-rehabbed bathrooms, tons of canned lighting throughout, a dual-zoned heating and cooling system and a brand new roof. All the work was completed with plans & permits. Whether you're looking for a new home, an income-generating property, or a combination of both, this meticulously refurbished bungalow offers it all. Take advantage of Bank of America's $17,500 grant program or Citi Bank's $7,500 down payment assistance for qualifying buyers, and experience the pride of becoming a homeowner this year!

3353 S May Street, Chicago

$850,000
3 Beds 4 Baths 12177988 MLS CLOSED Status
This beautifully crafted brick home offers luxury living in the prestigious Bridgeport Collection. Featuring a fully finished basement, a rooftop deck with breathtaking views, and a 2.5-car garage, this residence blends elegance with modern comforts. Oversized windows flood the home with natural light, and 10' ceilings enhance all three floors. The standout chef's kitchen boasts custom hand-crafted cabinetry, a large island with butcher block countertops, and premium GE Monogram appliances. The adjacent family room includes custom built-ins and a convenient desk area, ideal for daily living or remote work. The second floor offers three spacious bedrooms, including a luxurious primary suite with a cozy fireplace and a marble-tiled bath. The suite also features a walk-in closet outfitted with Alfa shelving, providing stylish and efficient storage. A full-sized laundry room is conveniently located on this floor. The third-floor den leads to a rooftop deck with stunning views of the Chicago skyline and White Sox stadium-perfect for relaxation or entertaining. The fully finished basement adds even more living space, with a generous rec room, a fourth bedroom, and a full bath-ideal for guests or additional family members. The first-floor closet is also equipped with Alfa shelving, offering additional functional storage and staying with the home. Located on a quiet cul-de-sac and surrounded by newer homes, this property is in a prime location and is move-in ready. Sold As-Is. Don't miss the opportunity to make this exceptional home yours!

424 W 38Th Place, Chicago

$684,000
3 Beds 3 Baths 12128320 MLS CLOSED Status
Come Fall In Love with this gorgeous solid brick single-family home, located on a lovely tree lined cul de sac in the Bridgeport neighborhood. 3 Finished Levels /3 Bedrooms / 3 Full Bathrooms / Built 2001. This stunning home boasts pride of ownership, impeccably cared for and extremely well maintained. You will be both Impressed & Delighted by all the tasteful finishes and lovely character throughout! Upon entering this lovely home through the main side entrance that allows for a much wider & spacious open floor plan you will be welcomed by an abundance of natural light that streams through the full front wall of windows. The main level boasts high ceilings, gleaming hardwood floors and recessed lighting throughout. The lovely bright & spacious floorplan features a large sunny living room with custom built stone fireplace, formal dining area, full bathroom and gorgeous large eat-in kitchen with lots of granite counter space and S/S appliances. Double patio doors lead out to the huge covered 18 x 12 deck, perfect space for outdoor relaxation or for hanging out with family and friends. BONUS ALERT, this home is the entertainer's dream! The tall finished basement is absolutely amazing! You will not find a better set up for entertaining and hosting those large gatherings and holiday parties where memories are made and fun times are had while Enjoying the Good Life :) The warm & cozy family room flows into the massive wet bar area that boasts seating for 12, 3 compartment under counter bar sink, dishwasher, and double ovens. Other lower-level features include a stunning full bathroom with huge custom walk-in shower, which is sure to impress, spacious laundry room and additional storage areas. The 2nd level features 3 spacious bedrooms with generous closets, tall ceilings, gleaming hardwood floors throughout, and a beautiful full bathroom with a "Calgon Take Me Away" jetted garden tub and separate walk-in shower. This Home is Sure to Impress & Definitely a Must See! Remarks nor photos do this lovely home justice call to schedule a private in person showing. Other features include: 2 Car Garage with 2 level loft area for storage, Dual Zoned Gas Forced Heat & AC, 200 Amp Electric Service, rear paver patio area, custom designed flower containers etc....Too Much To List, Come See For Yourself :)

3842 S Normal Avenue, Chicago

$519,000
3 Beds 2 Baths 12117223 MLS CLOSED Status
Welcome to this beautiful home in the highly sought-after Bridgeport neighborhood! Nestled on a peaceful cul-de-sac offering minimal traffic, this inviting 3 bedroom, 2 bath residence offers the perfect blend of comfort and convenience. As you step inside, you'll be greeted by the warm and inviting living room, where natural light streams through the elegant bay window. The living area is perfect for relaxing with family or entertaining guests. The home is enhanced by beautiful recessed lighting and stunning hardwood floors throughout the main and second floors. The kitchen and dining area provide a functional and welcoming space, ideal for meal preparation and family gatherings. The master bedroom offers a serene retreat, while the two additional bedrooms provide comfortable living spaces. The home features two well appointed bathrooms for added convenience. A large family room with a built in entertainment center offers the perfect space for family movie nights. The finished sub basement provides extra living space, perfect for a home office, game room, or additional storage Outside, the backyard offers endless possibilities for outdoor activities or simply enjoying the fresh air. The two-car garage includes a party door and plenty of storage space overhead. Additional features of this appealing home include: central heating and cooling, and close proximity to local schools, parks, shopping, and dining. Don't miss the opportunity to make this wonderful Bridgeport home your own! ****MULTIPLE OFFERS RECEIVED, HIGHEST AND BEST DUE BY JULY 31ST AT 3:00 P.M.

3818 S Parnell Avenue, Chicago

$820,000
3 Beds 5 Baths 12074965 MLS CLOSED Status
Nestled in an adorable cul-de-sac on Lowe Ave, this full masonry five bedroom residence is an oversized gem that's built to impress. The finished lower level is a true knockout, boasting an enormous rec room with a fireplace and wet bar, two additional bedrooms, a steam shower, and tons of storage space. Moving on up to the top floor, each bedroom is a haven with its own en-suite bath for ultimate privacy and convenience. The master suite was updated to include a spa-like bath with heated floors and three organized walk-in closets. It's a luxurious retreat you won't want to leave. The elegance continues with hardwood floors flowing throughout the first and second floors. Now, let's talk about the heart of the home-the kitchen. A chef's paradise decked out with top-of-the-line Miele stainless steel appliances, a professional-grade range, a built-in exhaust hood, and an extra-long workstation single bowl sink set in a stunning 19-foot island. Custom double-stacked, two-tone white and espresso cabinets, quartz countertops, and a built-in Miele coffee system make this gourmet kitchen a dream come true as a space that flows seamlessly to your private outdoor space. Imagine entertaining friends with the garage party door that opens to a concrete patio, creating a low maintenance backyard space for gatherings. The 2-car detached brick garage features a fabulous roof deck, perfect for those summer nights. This home on Lowe Ave is exceptional in every way-well-constructed, spacious, and ready to host your best moments. Don't miss out!

3851 S Lowe Avenue, Chicago

$718,000
3 Beds 4 Baths 11935761 MLS CLOSED Status
Find serenity in the city in a fantastic all-brick home in coveted Bridgeport Village. This spacious 3,000+ square foot 4 bed/3.5 bath home is situated on a quiet cul-de-sac steps from a large common yard and brick-paved river walk. The open concept main living area, with natural oak hardwood flooring and a powder room, offers many layout possibilities. The kitchen offers granite counters, 42" cabinets, and nicer stainless steel appliances, including a newer range hood. A gas fireplace in the front living room offers winter comfort. The primary suite is oversized and includes organized closets, a double vanity and slate shower. The 2nd and 3rd top floor bedrooms are also spacious and share another full bathroom. The bedroom level side-by-side washer and dryer meet the preferences of today's buyer. The lower level offers excellent ceiling height, like the rest of the home, and an additional full bathroom and bedroom. Recent updates include a new water heater, front door and storm door in October 2023, new AC condenser in July 2022, and most windows were replaced in 2020. This home has been impeccably maintained - Move right in with confidence! A 2-car garage, free peaches in the backyard each August, and a large rear deck round out this amazing offering. Front lawn maintenance and snow removal are included in the nominal $180/month association dues. Located in close proximity to Orange Line train access, Mariano's, Target, Zhou B Art Center, and Palmisano Nature Park. A preferred lender offers a reduced interest rate for this listing.

1319 W 32Nd Place, Chicago

$492,000
3 Beds 3 Baths 11929339 MLS CLOSED Status
Bridgeport single family home. Move in and enjoy! This fully renovated Solid Brick 3 Bed/3 full Bath Raised Ranch/Bungalow is located on desirable corner lot within a tree-lined cul-de-sac block. This stunning home offers two levels , over 2000 sqft of tastefully modernized living. Main level offers a seamless flow from living area to kitchen with recessed lighting, recently stained oak floors and an abundance of natural light throughout. Front Room - This open and airy room has beautiful bay windows and allows enough space for both living room and dining room furniture. Kitchen - A grand gourmet kitchen which includes a beautiful island and a coffee / wine bar. Newly installed cabinetry with upgraded Quartz counter tops, brand new stainless steel appliances, and beautiful pendent lighting over the breakfast bar. The amazing tiled backslash accentuates the beautiful, extra-large chef's workstation sink. 3 spacious bedrooms - all of which feature large closets, perfect for organization. 2 spacious, newly updated bathrooms have wonderful tile choices throughout, upgraded fixtures, high quality glass doors, and contemporary vanities with plenty of room for storage. The front bathroom includes a whirlpool tub, while the rear bathroom is a walk in shower with bench and rain shower system. Take a walk downstairs to find another expansive living area, freshly painted, with recess lighting, an updated bathroom with an over-sized steam room that has a cozy shower bench which is perfectly equipped with a rain shower. The entire lower level is a giant open basement recreation room which can be used as yet another living room or a 4th bedroom space . The expansive lower level boasts a stacked ledge stone fireplace and home theater area. Walk out into the spacious back yard, which leads to the 2-car garage. This home's full size laundry room and utility room also provide extra storage space .Recently replaced soffits, gutters, roofs, sewer lines, doors, windows, electrical service, and hvac make this home absolutely turnkey. This home is perfectly situated, on a beautiful and quiet, tree-lined street, close to coffee shops & restaurants, near expressways and public transportation. Walk to White Sox Park. Move right in to this cozy and beautiful home in the best location Bridgeport has to offer. Welcome Home

3801 S Lowe 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

Cul-de-Sac Homes in Bridgeport, Chicago IL

An editorially curated view of every active cul-de-sac homes listing in Bridgeport, Chicago IL. Updated in real time from the local MLS, presented without the noise.

Browse Active Listings