View All Bridgeport Chicago IL Homes near Private School Listings

$475,000
3 Beds 2 Baths 12749126 MLS ACTIVE Status
Welcome to 2841 S. Union Avenue, a well-maintained 3-bedroom, 1.1-bath home located in the highly sought-after Bridgeport neighborhood. Lovingly cared for by the same family and passed down through three generations, this home offers a rare opportunity to own a property with character, space, and a long history of pride of ownership. The main level features a comfortable living room, a spacious formal dining room, and a separate family room, providing plenty of room for everyday living and entertaining. The generously sized kitchen is a standout feature, offering abundant cabinetry, ample workspace, and a wraparound island with granite countertops-ideal for preparing meals, gathering with family, or entertaining guests. Full unfinished basement with ample space for additional living space. The home offers a functional layout and plenty of potential for a new owner to make the space their own. The exterior combines brick and aluminum/vinyl siding, while the property also features a 15-year-old two-car garage and a well-maintained, private backyard that provides a great outdoor retreat. The property is within walking distance of Healy Elementary School and is conveniently located just minutes from Downtown, Lake Michigan, and Guaranteed Rate Field, making it easy to enjoy the city's dining, entertainment, sports, lakefront, and cultural attractions. For buyers looking for a home they can move into and personalize over time, this property offers a combination of space, location, established ownership, and a private outdoor setting that is increasingly difficult to find. The property is being sold AS-IS. All remaining personal belongings and items currently in the home are included in the sale. Basement is very spacious. Walk through the hallway by the laundry room to access the rest of the basement.

2841 S Union Street, Chicago

$989,000
4 Beds 4 Baths 12708756 MLS ACTIVE Status
A truly one-of-a-kind opportunity to own a beautifully remodeled, all-brick two-story home situated on an oversized 50' x 125' double lot on a quiet residential street in one of Chicago's most sought-after neighborhoods. This spacious home features 4 bedrooms and 4 full bathrooms, including a luxurious primary suite, a large family room, and a full walk-out basement with a separate entrance-offering excellent flexibility for extended living, guests, or recreation. The bright, open floor plan showcases vaulted ceilings, a modern kitchen that opens directly to a private deck, and generous living and entertaining spaces throughout. The home is equipped with two separate HVAC systems, including two furnaces and two central air conditioning units, providing efficient comfort year-round. Outside, enjoy a huge backyard and expansive deck, perfect for entertaining, gardening, or relaxing during the summer months. Parking is plentiful with a 2-car detached garage plus 2 additional outdoor parking spaces. Located within the Healy Elementary, James Ward Elementary, and Mark Sheridan Academy school boundaries, this exceptional home offers outstanding convenience. Just minutes from I-90/94, Downtown Chicago, and Chinatown, and within walking distance to Palmisano Park (27 acres), CTA Red Line, bus routes, banks, neighborhood restaurants, and local markets. Rarely does a double-lot single-family home of this quality become available in Bridgeport. Don't miss this exceptional opportunity!

3017 S Canal Street, Chicago

$530,000
3 Beds 3 Baths 12700619 MLS CLOSED Status
Newer all-brick, four-story townhome located on a prime block in Bridgeport! This fee simple home offers the perfect combination of space, style, and convenience-with NO monthly HOA assessment. The first floor features a spacious bedroom with soaring ceilings, a powder room, and direct access to the attached extra-deep heated garage. The second level showcases an open-concept layout with a modern kitchen featuring a breakfast bar, a dedicated dining area, and an oversized, light-filled living room with two Juliet balconies. The third floor offers two generously sized bedrooms and two bathrooms, including a spacious primary suite with a wall-to-wall closet and a luxurious bathroom featuring a Jacuzzi tub. The top floor boasts an expansive family room that opens to a private outdoor deck. This versatile space can also serve as a home office, fitness room, or 4th bedroom. Additional highlights include hardwood floors, central heating and air conditioning, and an in-unit washer and dryer. Recent updates include all new light fixtures, new bathroom vanities with quartz countertops, new toilets, new stair carpeting, new garage door and motor, newer windows throughout, newer hot water tank (2024), newer refrigerator (2025), newer roof and HVAC, and more. Fantastic location with easy access to 64-acre Palmisano Park, the Orange Line, Archer Avenue, CTA bus routes #8, #44, and #62, Chinatown, Cermak Fresh Market, restaurants, shopping, and more. Attached extra-deep heated garage and an additional outdoor parking pad! Desirable Healy School District!

2601 S Emerald Avenue, Chicago

$900,000
4 Beds 3 Baths 12681989 MLS CLOSED Status
Exceptional investment and owner-occupant opportunity in the heart of Chicago's highly sought-after Bridgeport neighborhood! Situated on a rare double lot, this meticulously maintained all-brick 2-flat offers remarkable versatility, featuring two spacious units and a thoughtfully designed first floor duplex that extends into a beautifully finished lower level. With separate exterior entrances, the lower level presents an ideal opportunity for a private in-law arrangement or additional flexible living space. Designed with comfort in mind, the lower level showcases radiant heated floors, a luxurious Jacuzzi tub, and a steam shower, creating a true retreat within the home. Completing the property is a detached 4-car garage and an expansive side driveway and mechanical gate providing exceptional parking and storage rarely found in the city. Whether you're an investor seeking strong rental income, an owner occupant looking to house hack, a buyer interested in converting the property into a stunning single family residence, or someone looking to capitalize on the future potential of a rare double lot, this property offers endless possibilities. Perfectly positioned near Holden Elementary School, Tilden Career Community Academy, the CTA Orange Line, public transportation, and major expressways including I-55 and I-90/94, commuting to Downtown Chicago is effortless. Enjoy easy access to neighborhood parks, acclaimed restaurants, local shopping, and everything that makes Bridgeport one of Chicago's most vibrant, historic, and appreciating communities. A truly rare offering that combines location, flexibility, income potential, and long term value makes this is an opportunity you won't want to miss!

2844 S Throop Street, 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

$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

$740,000
12167718 MLS CLOSED Status
Solid, all-brick mixed-use property located on the busy Archer Ave. Property features a 1,700 sq ft storefront/commercial space on the 1st floor with a partially-finished basement (with the potential to add another 1,700 sq ft in the commercial space), 3 bathrooms, and is currently leased to a neighborhood private social club. 2nd floor and 3rd floor offer 2 oversized residential units, with 1,700 sq ft in each unit. Each unit features 3 generously-sized bedrooms (1 extra-long bedroom can easily be converted into 2 separate ones and make it a 4 bedroom unit), a huge bathroom, a spacious living room, a dining room, a kitchen, hardwood floors, and large laundry room with full-sized washer/dryer. Plenty of natural light. High ceilings. Central heat/air. Brick 2 car garage. Fully-rented building with great cash flow of $5,607/month. Brand-new completely tear-off roof and parapet wall from 2021. Corner property - great traffic and high visibility from highway and Archer Ave, for possible extra income from wall advertisement or self-use owner to market your own business. A variety of businesses in proximity: car wash, after-school/daycare centers, restaurants, Mariano's, Ace Hardware, Domino's Pizza, Burger King, Blink Fitness, and more. Great location: #62 bus stop next to building, Orange Line station within 2 minutes. Easy access to major expressways (I-55, 90/94, 290, Lake Shore Drive). Minutes to downtown, Chinatown, lake, Sox Park, IIT, & UIC. Zoned C1-2!

3031 S Archer Avenue, Chicago

$610,000
7 Beds 4 Baths 12125285 MLS CLOSED Status
Charming red brick 4-unit investment opportunity in the Bridgeport neighborhood, ideally located on a lovely tree-lined street. Fully rented with long-term tenants and offering great potential with two units on each level, a full unfinished basement, and an interior center staircase that separates the front units from the rear units. Unit 1F features an entryway coat closet, large front windows flooding the home with natural sunlight, laminate floors, pantry storage in the kitchen, a small closet in bedroom, a soaking tub in the bathroom, and a 3-year-old gas forced air furnace located in the basement. Unit 1R offers laminate floors with tile in kitchen, a center coat closet/pantry in kitchen, a closet in front bedroom, a soaking tub in the bathroom, a large yet private enclosed back porch, and a 20+ year old gas forced air furnace located in the basement. Upstairs, unit 2F features a bird's eye view with large front windows, hardwood flooring in the bedrooms and living room, laminate floors in the kitchen, closets in both bedrooms, a soaking tub in the bathroom, and 10+ year old gas forced air furnace located in the 2nd floor hall. Unit 2R offers hardwood flooring in the bedrooms and living room with tile in kitchen, a full closet in the front bedroom, soaking tub in the bathroom, a spacious yet private enclosed back porch, private storage room located in the interior hall and a 10+ year wall old furnace located in the unit. Unit 1F refrigerator belongs to the tenant, all AC units are personally owned by tenants, and all washing machines are personally owned by tenants, none are included in the sale. Agent related to the owner. Located a stone's throw to Gio's Cafe, Robert Healy Elementary School, Walgreens, Dunkin Donuts, Henry C. Palmisano Nature Park, Halsted CTA Orange line stop, and Interstates 55 and 90.

2821 S Emerald Avenue, Chicago

$400,000
3 Beds 3 Baths 12049063 MLS CLOSED Status
Stunning look throughout the house! New neutral paint in every room that makes the house feel so fresh and welcoming! In a premier location of Bridgeport this corner townhome offers so much living space, four levels with one-car attached garage, an outdoor parking spot, rear patio with plenty of gardening options. Ground level is a large family room with beautiful granite flooring and east-facing window, perfect for family entertainment or kids playroom. Laundry and mechanic rooms on this level. Main level boasts a spacious living room featuring hardwood flooring and huge newer windows that fill the room with abundant of natural light. Open-style kitchen with walk-in pantry and French style sliding door to deck and patio/garden. Stainless-steel appliances and granite countertops. Modern light fixture in separate dining room with granite flooring extended to kitchen. Updated powder room, linen closet and storage area complete this level. Upper level features a generously sized primary bedroom with en suite bathroom and walk-in closet. Two additional east-facing bedrooms share an updated hall bathroom. Finished attic with two skylight windows is the hidden gem, perfect for a kid's library or teenager's corner. Hardwood flooring in all bedrooms and attic. Brick-exterior townhome with a single family home living freedom - no monthly association fee! Minutes to Chinatown, Gauranteed Rate Field, 31st Street Beach, & I90/94/55. Did I mention highly sought after Healy Elementary School?! Schedule your private showing before it's too late!

3153 S Canal Street, Chicago

$615,000
3 Beds 2 Baths 11964131 MLS CLOSED Status
Welcome to this charming 3-bedroom, 2-bathroom townhome nestled in the heart of Southport Corridor in Chicago. This meticulously designed residence offers a perfect blend of contemporary comfort and classic elegance. The top level boasts 2 spacious bedrooms and a stylishly appointed Jack and Jill bathroom with dual vanity sink, separate soaking tub and frameless glass shower. The main level features an open concept layout, showcasing a cozy living room with a fireplace, a dining room perfect for entertaining, and a gourmet kitchen that will delight any chef. The kitchen is adorned with white cabinets, GE Cafe SS appliances, a dual fuel range (electric oven/gas cooktop) and beverage fridge; quartzite counter tops, and two islands - one with chopping and a glass subway tile backsplash. The custom built-in banquette has additional cabinets and adjacent pantry adds convenience to your culinary endeavors. Step out onto the large private deck off the kitchen, perfect for al-fresco dining or simply unwinding after a long day. The lower level presents versatile flex space that can serve as a third bedroom or a family room, complete with white built-ins and a full bathroom for added convenience. The expansive laundry room with utility sink ensures practicality. Enjoy the warmth of walnut-stained hardwood floors that grace the main level and the comfort of brand new carpeting upstairs and on the lower level. Ample storage throughout the townhome caters to your organizational needs. Hawthorne Court offers a delightful oasis within the city with its quaint courtyard. Located in the coveted Nettlehorst school district, this townhome offers not just a home but a lifestyle. Immerse yourself in the Southport Corridor charm, with its vibrant community and local amenities. Prime walk to everything location! Garage parking included.

3341 N Racine Avenue Unit #D, Chicago

$555,000
2 Beds 2 Baths 11914657 MLS CLOSED Status
Stunning condo with elevator that privately opens directly in to your unit! This 2 bedroom/2 bath home boasts a blend of classic and modern design with 9 foot ceilings throughout. Upon entering the home from your private elevator, you'll be greeted with warm, wooden floors that flow seamlessly throughout the living space. The living room has a built-in fireplace finished with Italian tile, gas logs and starter. It is wired for surround sound and speakers are piped in for music. Off the living room are floor to ceiling windows with designer blinds that look out on to a generous size balcony. The balcony has slate floors, bead board ceiling, can lighting and gas line hook-up, perfect to enjoy evening bbq's or a nice glass of wine. The chef's kitchen is timeless, simple and fresh with quartz countertops, island with breakfast bar, wine fridge, top-of-the line appliances and 42" walnut cabinets. Down the hall is a laundry closet with new washer and dryer. Across the hall is a nice size bedroom with custom closet organizers. The guest bathroom is charming with lovely finishes. Additional storage can be found in the hall closet. As you enter the primary bedroom, you'll be pleasantly surprised to find a second balcony which has been newly painted and new deck boards were installed. The primary closet has been finished with custom closet organizers. The dream bathroom has heated floors, double bowl vanity, a jetted tub and separate steam shower with body sprays, rain shower head and bench. If that's not enough, take your private elevator to your private roof top deck and enjoy the incredible skyline views. Additional features include: custom blinds, can lighting throughout, wireless entrance buzzer and 9 ft solid core walnut doors. One car garage is included! HOA and robust reserves with no specials. Great West Lakeview location in top-ranked Blaine Elementary School District. 2 blocks to Starbucks, 2 blocks to Southport Corridor for shopping and dining, 3 blocks to Brown Line train.

3832 N Ashland Avenue Unit #2S, Chicago

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Bridgeport, Chicago IL · Curated MLS Search

Homes near Private School in Bridgeport, Chicago IL

An editorially curated view of every active homes near private school listing in Bridgeport, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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