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Explore Similar Apartments Within 2 Miles of Prairie District, IL

  • /17

    $750,000

    • 9 Beds
    • 6 Baths

    450 W 29th St, Chicago, IL 60616

    Solid brick legal 2-unit located in the heart of Bridgeport! This well-maintained masonry home features a finished basement and offers great flexibility for owner-occupants or investors. Each unit has its own spacious layout, and the property includes a washer and dryer on both the second floor and basement levels for added convenience. Perfect for multigenerational living or rental income, this

    Agent Photo

    Cinny Chui

    Century 21 Realty Associates

    (312) 579-0894

    450 W 29th St, Chicago, IL 60616
  • /56

    $675,000 Open Sat 12PM - 2PM

    • 6 Beds
    • 3 Baths

    3234 S Princeton Ave, Chicago, IL 60616

    Discover this beautifully maintained two-unit gem in the heart of Armour Square! Both spacious units feature 3 bedrooms, a bright living room, a roomy kitchen/dining area, in-unit laundry, and gas-forced air with central AC for year-round comfort. The top-floor unit boasts two full bathrooms and a private rear deck-perfect for morning coffee or evening relaxation. The first-floor unit offers

    Miguel Lopez Redfin Corporation

    3234 S Princeton Ave, Chicago, IL 60616
  • /8

    $779,000

    • 6 Beds
    • 4 Baths

    847 S Miller St, Chicago, IL 60607

    Two units brick income generated apartments, located in the heart of Little Italy. Across from UIC library, within UIC neighborhood. Desirably located for residents close to or attending UIC, convenient location to downtown, west loop and public transportations, make this an all time desirable area for local and new generations. Full basement plus 2 parking spaces in the back of the building.

    Margaret Lau Renet Realty & Mgmt Co

    847 S Miller St, Chicago, IL 60607
  • /7

    $300,000

    2951 S Farrell St, Chicago, IL 60608

    It's all about LOCATION for this incredible redevelopment opportunity in Bridgeport! cheaper than vacant lot, Plans approved by City , waiting for the Contractors licences to grant the permits,Best Bridgeport area near parks, trails, schools, and transportation. Just 5 minutes to downtown/ loop and right next to Chinatown and Pilsen; renovated Morgan st with city renowned coffee right on the

    Catty Salgado Realty of America, LLC

    2951 S Farrell St, Chicago, IL 60608
  • /27

    $599,000

    • 6 Beds
    • 3 Baths

    3217 S May St, Chicago, IL 60608

    OUTSTANDING armchair investment opportunity on quiet side street in prime Bridgeport location. Solid all brick turnkey 3 flat with ideal unit mix of easy to rent apartments currently rented well below market. Huge first floor newer renovation 3 bedroom with tall ceilings, hardwood floors thruout, central air and heat, in unit laundry and nice sized bedrooms. Second floor front is a bright open

    Peter Gordon C. Gallucci Realty, Inc.

    3217 S May St, Chicago, IL 60608
  • /15

    $850,000

    • 3 Beds
    • 1 Bath

    235 W 23rd St, Chicago, IL 60616

    A rare chance to own a legal 3-unit property with coach house & 4-CarGarage in the heart of vibrant Chinatown. This long-term owner-occupied building has been well maintained and is zoned RT-4, offering excellent flexibility for both homeowners and investors. The front building features two spacious units, each with 2-3 bedrooms, a living room, kitchen, and bathroom. In the rear, you'll find a

    Sharon Wong Century 21 Realty Associates

    235 W 23rd St, Chicago, IL 60616
  • /31

    $519,900

    • 5 Beds
    • 3 Baths

    349 W 26th St, Chicago, IL 60616

    Location, location, location. First time on the market in 25 years. Investment Opportunity or Multi-Generational Living! It features two separate units with seperate utilities, perfect for investors or extended families. Unit A on the first floor offers 2 bedrooms and 1 bathroom. Unit B, spanning the second and third floors, includes 3 bedrooms, 1.5 bathrooms, with the second floor housing the

    Sonny Ruan Chi Real Estate Group LLC

    349 W 26th St, Chicago, IL 60616
  • /11

    $1,125,000

    3340 S Carpenter St, Chicago, IL 60608

    This fully renovated 7-unit brick building is 100% occupied and generates nearly $118,000 in annual gross rental income. Renovated top to bottom in 2017-2018, the property consists of six 1 Bed / 1 Bath units in the main building and 1 unit in the rear coach house-each featuring modern finishes such as stainless steel appliances, granite countertops, dishwashers, microwaves, updated bathrooms,

    Brian Ruff Coldwell Banker Real Estate Group

    3340 S Carpenter St, Chicago, IL 60608
  • /24

    $2,599,000

    • 12,168 Sq Ft

    1946 S Racine Ave, Chicago, IL 60608

    Large brick 10 unit in Chicago's East Pilsen neighborhood. Complete gut renovation completed in 2017-18. 100% tenant occupied and generates over $250K in annual gross rental income. At the time of renovations, the building was taken down to the brick walls and new open floor plans were created. Flooring, windows, roof, electrical, plumbing, all mechanical systems, etc., were all updated at

    Brian Ruff Coldwell Banker Real Estate Group

    1946 S Racine Ave, Chicago, IL 60608
  • /36

    $720,000

    • 9 Beds
    • 4 Baths

    2958 S Lowe Ave, Chicago, IL 60616

    Solid, income-producing multi-unit real estate seldom combines convenience, tenant appeal, and location as well as this corner-lot property at 2958 S Lowe Ave in Chicago. The building comprises four spacious apartments-two on the first floor (each 2 bedrooms, 1 bath) and two on the second floor (one 2-bedroom, 1 bath and one 3-bedroom, 1 bath)-each flowing naturally with hardwood flooring through

    Hugo Sanchez Realty of America, LLC

    2958 S Lowe Ave, Chicago, IL 60616
  • /11

    $699,000

    • 8 Beds
    • 4 Baths

    714 W 31st St, Chicago, IL 60616

    Prime mixed-use opportunity at 714 W 31st St - a versatile building featuring two residential units plus a street-level commercial space perfect for retail or a customer-facing business. The first-floor front is ideal for retail while the rear offers a comfortable resting area complete with a kitchen and an extra bathroom; the second floor houses two separate residential units and the basement is

    Evan Peng Landmark & Property Group, Inc

    714 W 31st St, Chicago, IL 60616
  • /49

    $1,175,000

    • 6 Beds
    • 6 Baths

    1836 S Carpenter St, Chicago, IL 60608

    Thoughtful rehab of this modern two-flat in the heart of Pilsen. The property consists of two duplex apartments with 3 bedrooms and 2.1 baths each. The first floor is a duplex down and the main level consists of a primary bedroom, with a spa-like primary bath that has two separate vanities and a large shower with beautiful marble tile. The main level also has a kitchen and dining area that look

    Mabél Guzmán Coldwell Banker Realty

    1836 S Carpenter St, Chicago, IL 60608
  • /24

    $915,000

    • 9 Beds
    • 5 Baths

    339 W 23rd Place, Chicago, IL 60616

    great building in the heart of chinatown ,new brick front wall and windows . this building has 3 residential units , 2 units has 3 bedrooms , 1 and half baths , one unit have 3 bedrooms and 1 bath . great opportunity to own a building in high demand location .

    Qian Kun Chen Kale Realty

    339 W 23rd Place, Chicago, IL 60616
  • /22

    $988,000

    334 W 29th St, Chicago, IL 60616

    Prime 6-Unit Investment Property in the Heart of Armour Square, Near Chinatown. Exceptional opportunity to own a solid, six-unit building ideally located in Armour Square, just minutes from the vibrant Chinatown neighborhood. The front building comprises five units: a spacious first-floor space, two units on the second floor, and two additional units on the third floor. A separate, remodeled

    Michael Ng Mango Realty Group

    334 W 29th St, Chicago, IL 60616
  • /17

    $628,000

    • 8 Beds
    • 4 Baths

    911 W 32nd St, Chicago, IL 60608

    Great opportunity for investor and or owner /tenants building for sale. 4 unit brick building with finished attic. Situated in a desired diverse Bridgeport area with huge rental demand due to its close proximity to public transportation, restaurants , Chinatown and downtown Chicago.

    Shoo Chen Charles Rutenberg Realty of IL

    911 W 32nd St, Chicago, IL 60608
  • /26

    $849,999

    • 6 Beds
    • 4 Baths

    1019 W 18th St, Chicago, IL 60608

    Turn-key four unit building in great shape currently getting $55,000/year in rental income with 1 vacant unit for immediate occupancy or for additional rental income. A lot of value add opportunity with potential to duplex down to the full basement for both the front and back buildings. Steps to everything that 18th St has to offer, potential AirBNB option with proximity to Thalia Hall. New roof

    Eric Sporinsky Realty of America, LLC

    1019 W 18th St, Chicago, IL 60608
  • /17

    $350,000

    • 3 Beds
    • 3 Baths

    3634 S Giles Ave, Chicago, IL 60653

    Rare Investment Opportunity in the Heart of Bronzeville! ARV from my previous deal 4 homes down is $650K for a 2 flat Duplex up!!! Giles is only 8 blocks in Chicago, historic area! Don't miss your chance to own this classic 3-flat brick building nestled on a beautiful block in one of Chicago's most sought-after neighborhoods! Whether you're an investor looking for a value-add property or a

    Kyle Fambro eXp Realty

    3634 S Giles Ave, Chicago, IL 60653
  • /47

    $679,000

    • 6 Beds
    • 4 Baths

    2713 S Crowell St, Chicago, IL 60608

    Two Homes, One Opportunity, Live, Rent, Prosper,2713 S Crowell St, Chicago, IL 60608, Move-In Ready 2-Flat located in the heart of Bridgeport, one of Chicago's most vibrant and fast-growing neighborhoods. The building stands out in the street. Step into this beautifully updated 2-flat, perfect for multi-generational living or as a turnkey investment opportunity. First Floor (2024 completed

    linda lin RE/MAX Suburban

    2713 S Crowell St, Chicago, IL 60608
  • /11

    $800,000

    • 7 Beds
    • 5 Baths

    2567 S Emerald Ave, Chicago, IL 60616

    Welcome to this corner 4 unit building in prime Bridgeport Neighborhood. Well care and maintained. Front building has 2 units + finish basement with extra living space, lots of updates (2023). Roof (2012), Siding (2020), main door (2020), sidewalk (2024). Rear Building has 2 units, beautiful complete rehab (2020). All units have central air and force heat. Lots of improvements. Security

    David Fuentes American International Realty

    2567 S Emerald Ave, Chicago, IL 60616
  • /24

    $505,000

    • 8 Beds
    • 3 Baths

    511 W 25th Place, Chicago, IL 60616

    Good location in Bridgeport, close to Chinatown and Downtown. Nearby public transportation: Orange Line Halsted station and Red Line Chinatown station, bus stops, easy access to all major highways. Healy Elementary School district. 2 units front building plus a coach house, sunny corner house and basement provides ample storage space. Front building: 1st floor brick, 2nd floor frame, sidings

    Fanny Zhao Century 21 Realty Associates

    511 W 25th Place, Chicago, IL 60616
  • /20

    $634,000

    • 3 Beds
    • 3 Baths

    1413 W 16th St, Chicago, IL 60608

    Stunning loft-style 3-bed, 3-bath home in the heart of Pilsen, offering breathtaking skyline and mural views with true vintage-meets-modern charm. Built in 1890 and completely gutted in 2016, this one-of-a-kind property combines exposed brick and timber with thoughtful, high-end upgrades for 21st-century living. Enjoy radiant floor heating throughout, a wood-burning stove, a tankless water

    Ryan Cherney Circle One Realty

    1413 W 16th St, Chicago, IL 60608
  • /8

    $899,900

    • 14 Beds
    • 5 Baths

    459 W 26th St, Chicago, IL 60616

    HARD TO FIND SUCH GREAT SOLID BRICK BUILDING FOR SALE. GOOD INVESTMENT, 3 FLAT + FINISHED BASEMENT + 2 CAR BRICK GARAGE. EACH UNIT WITH HARDWOOD FLOOR ,CENTRAL AIR/HEAT . UNIT WASHER/DRYER, GREAT LOCATION, CONVENIENT TO EVERYWHERE, MINS. TO CHINATOWN/ CHICAGO DOWNTOWN.

    Helen Dai Pilsen Realty Group

    459 W 26th St, Chicago, IL 60616
  • /12

    $680,000

    • 9 Beds
    • 3 Baths

    461 W 28th Place, Chicago, IL 60616

    Remarkable 3 legal unit building (with coach house), fully renovated with open floor plans and within walking distance to Healy school and Mark Sheridan Math & Science Academy. All 3 apartments have gas forced air, central air, washer/dryer, hardwood floor, generous size bedrooms and open kitchen and living room.All units are fully occupied. .

    Qian Kun Chen Kale Realty

    461 W 28th Place, Chicago, IL 60616
  • /10

    $1,325,000

    • 6,440 Sq Ft

    2935 S Throop St, Chicago, IL 60608

    Large 7-unit brick apartment building at the coveted corner of Throop Street and 29th Street, offering a rare investment opportunity. This well-maintained property features spacious 1, 2, and 3-bedroom units, recently updated to attract quality tenants while retaining a few long-term residents for stability. With an annual rental income above 110,000, the below-market rents present significant

    Angelo Labriola Sperry Van Ness

    2935 S Throop St, Chicago, IL 60608
  • /2

    $399,999

    • 8 Beds
    • 4 Baths

    1044 W 34th Place, Chicago, IL 60608

    This charming brick building presents a prime investment opportunity in the thriving Bridgeport area. What was once a 4-unit building has been completely gutted, providing you with a clean slate to bring your renovation ideas to life. Excellent location nearby expressways and a hop away from downtown. Don't miss out on this opportunity! Sold as-is.

    Ruby Park Coldwell Banker Realty

    1044 W 34th Place, Chicago, IL 60608
  • /29

    $599,000

    • 7 Beds
    • 3 Baths

    256 W 23rd Place, Chicago, IL 60616

    A great investment building in hot and convenient location . Easy access to downtown, restaurants around , cross the street is Haines Elementary School. 1st floor has front unit and back unit. 1st Front has 2 bedrooms 1 bath with central Heat. 2023 new flooring, new cabinet and granite countertop. 1R has 2 bedrooms and 1 bath with radiator heat. 2nd floor is with 3 bedrooms and 1 bath with

    Rowena Cheng Richland Global Inc

    256 W 23rd Place, Chicago, IL 60616
  • /27

    $1,629,000

    3318 S Morgan St, Chicago, IL 60608

    Large Center entrance brick 6-unit building centrally located in exciting Bridgeport area. Fully gutted and upgraded in 2024. Upgrades including central AC/Heat, micro hoods, dishwashers & in-unit laundry. Improvements include, new water main, all new electric and plumbing, new roof, windows and all new interiors. Large 3Br/2Ba and 4Br/2Ba on ground level with private entrances. Two 2BR/1Ba and

    Petros Kyvelos Teva Realty

    3318 S Morgan St, Chicago, IL 60608
  • /14

    $499,500

    • 4 Beds
    • 4 Baths

    3233 S Morgan St, Chicago, IL 60608

    Desirable section of the city, Bridgeport, now has an offering of a 2 unit building directly on a main street, Morgan St. Walk to restaurants and shopping, short distance from downtown. This building has two seperate entrances on Morgan St. for both units. Each unit has 2 bedrooms, an extra room for office, nursery, library, etc. Newer windows! Basement has a finished room with bathroom. Building

    Marius Kasniunas Century 21 Circle

    3233 S Morgan St, Chicago, IL 60608
  • /16

    $649,900

    • 6 Beds
    • 4 Baths

    1735 S Desplaines St, Chicago, IL 60616

    Amazing South Loop investment opportunity with endless development options! The property features 2 large units in the front, with an additional 2 units in the coach house. Rents are currently below market. Convenient access to highways and close proximity to downtown Chicago makes this the perfect location for investors!

    Kevin Schodrof Hoff, Realtors

    1735 S Desplaines St, Chicago, IL 60616
  • /4

    $448,800

    • 8 Beds
    • 4 Baths

    2631 S Shields Ave, Chicago, IL 60616

    Prime Armour Square - Fully Rented Legal 4-Flat. Exceptional investment opportunity in the heart of Armour Square! Fully rented legal 4-unit building located just steps from Chinatown and one block from James Ward Elementary School. All units are separately metered with tenants paying their own utilities. Fenced backyard offers two parking spaces. Outstanding location with easy access to major

    Michael Ng Mango Realty Group

    2631 S Shields Ave, Chicago, IL 60616
  • /32

    $399,999

    • 4 Beds
    • 3 Baths

    1017 W 19th St, Chicago, IL 60608

    Amazing Opportunity in Chicago's Sought-After Pilsen Neighborhood! Located in the heart of vibrant Pilsen, this estate sale property offers incredible potential for both homebuyers and investors. Pilsen is celebrated for its rich cultural heritage, colorful murals, thriving art scene, and diverse culinary offerings, from authentic Mexican cuisine to contemporary dining options. This

    Zainab Sip Z.A.S. Consulting, Inc.

    1017 W 19th St, Chicago, IL 60608
  • /44

    $1,049,000

    • 8 Beds
    • 4 Baths

    3246 S Normal Ave, Chicago, IL 60616

    4 unit in Prime Bridgeport location. Front main building has 3 units and there is 1 legal coach house unit in the rear of the property. The whole building has been renovated including new kitchens, baths, furnaces, A/C, flooring, plumbing, porch, electrical service etc All units have central A/C and their own washer and dryer. Great investment opportunity for an owner occupant to live in 1 unit

    Anthony Golob Halsted Taylor Real Estate

    3246 S Normal Ave, Chicago, IL 60616
  • /29

    $1,324,900

    1226 W 31st Place, Chicago, IL 60608

    Fully Gut Rehabbed 6 unit in rapidly appreciating Bridgeport neighborhood. All 6 units are 2 Bed/1 Bath and have been fully renovated in past 3 years. Fully occupied and turnkey for the next investor. Sit back and enjoy the cashflow! Recently furnished as all Airbnb units for traveling nurses, the building was transitioned back to LTR last year. The building is located on a fantastic and quite

    Zach Shepard eXp Realty

    1226 W 31st Place, Chicago, IL 60608
  • /14

    $3,550,000

    3600 S Halsted St, Chicago, IL 60609

    COMPLETELY RENOVATED SOLID BRICK 11 UNIT APARTMENT BUILDING, INCLUDES 1`COMMERCIAL SPACE, IN THE HEART OF THE BRIDGEPORT NEIGHBORHOOD. INCREDIBLE INVESTMENT OPPORTUNITY. NO WORK NEEDED - BUY AND COLLECT CASH FLOW RIGHT AWAY. TURN KEY INVESTMENT. ALL 11 UNITS HAVE BEEN BEAUTIFULLY RENOVATED AND INCLUDE 2 BEDROOMS, 8 OF THE UNITS HAVE 2 BATHROOMS, WASHER & DRYER IN UNITS. STORAGE UNITS. SEPARATE

    Erin Mclaughlin Jameson Sotheby's International Realty

    3600 S Halsted St, Chicago, IL 60609
  • /12

    $760,000

    • 4 Beds
    • 4 Baths

    1117 W 18th Place, Chicago, IL 60608

    Exceptional turnkey investment opportunity located in the vibrant heart of Pilsen, showcasing a beautifully renovated brick building that includes four 1-bedroom, 1-bathroom units. Completely updated in 2018, each unit has quartz countertops, in-unit stackable washer/dryer, and central HVAC. Reach out to listing agent for Offering Memorandum.

    Kathleen Newell Impero Properties

    1117 W 18th Place, Chicago, IL 60608
  • /13

    $1,699,000

    3247 S Emerald Ave, Chicago, IL 60616

    COMPLETELY RENOVATED SOLID BRICK 7 UNIT APARTMENT BUILDING IN THE HEART OF THE BRIDGEPORT NEIGHBORHOOD. INCREDIBLE INVESTMENT OPPORTUNITY. NO WORK NEEDED - BUY AND COLLECT CASH FLOW RIGHT AWAY. TURN KEY INVESTMENT. ALL 7 UNITS HAVE BEEN BEAUTIFULLY RENOVATED AND INCLUDE 2 BEDROOMS, 1 BATH, WASHER & DRYER IN UNITS. SEPARATE GAS AND ELECTRIC. WALK TO US CELLULAR FIELD, RED LINE, HALSTED STREET

    Erin Mclaughlin Jameson Sotheby's International Realty

    3247 S Emerald Ave, Chicago, IL 60616
  • /47

    $1,149,000

    • 4 Beds
    • 4 Baths

    1024 W 18th Place, Chicago, IL 60608

    Welcome to this rare double lot gem in Pilsen - two updated units with endless possibilities! This beautifully maintained property in the heart of vibrant Pilsen combines modern upgrades with neighborhood charm. A brand new roof was installed in June 2025, and each unit offers its own unique style-perfect for multigenerational living or a smart investment. The first unit features 2 spacious

    Lizette Esparza eXp Realty

    1024 W 18th Place, Chicago, IL 60608
  • /16

    $295,000

    • 5 Beds
    • 2 Baths

    832 W 33rd St, Chicago, IL 60608

    LOCATION ! LOCATION !! LOCATION !!! HEART OF BRIDGEPORT FRAME 2 UNIT 5 BEDROOMS 3BDR FIRST FLOOR 2BDR ROOM 2ND FLOOR H-U-G-E- LOT WITH BIG BACKYARD LIVING ROOM/ FORMAL DINING ROOM/FULL BASEMENT ENCLOSED BACK PORCH** SOLD AS IS ONLY EASY TO SHOW 1ST FLOOR

    Ola Sanni Centurion Realty & Estates Inc

    832 W 33rd St, Chicago, IL 60608
  • /19

    $449,900

    • 5 Beds
    • 2 Baths

    3210 S Throop St, Chicago, IL 60608

    Incredible opportunity in Bridgeport. This building features 2 units each with 2 bedrooms and 1 full bathroom. There's plenty of storage space in the basement. Great Location near the Bridgeport Arts Center, the White Sox's Field, Chinatown, shopping, restaurants and easy highway access. Schedule your showing today!

    Zhaoqiang Lai JH REALTY AND MANAGEMENT INC

    3210 S Throop St, Chicago, IL 60608
  • /27

    $945,800

    • 7 Beds
    • 3 Baths

    3600 S Union Ave, Chicago, IL 60609

    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

    Gale Ruggiero McColly Real Estate

    3600 S Union Ave, Chicago, IL 60609

Why Live in Prairie District

The Prairie District in Chicago's South Loop is a neighborhood rich in history and character. Originally a Native American trail, it evolved into a prestigious area where industrialists built grand estates in the late 19th century. Many of these historic homes, inspired by Queen Anne and French Chateau architecture, still stand along South Prairie Avenue, which is listed on the National Register of Historic Places. The area features a mix of redeveloped townhouses, condos, and modern townhomes from the early 2000s. Chicago Women’s Park and Gardens serves as a community hub, offering green spaces, a fieldhouse with fitness studios, and an indoor playground. The park is flanked by the Clarke-Ford House and the Glessner House, both historic house museums. Dining options include La Cantina for Mexican cuisine, Chicago Oyster House for seafood, and Spoke and Bird Café for coffee and pastries. The South Loop Market provides grocery staples and specialty items. The neighborhood is well-connected with local bus services, proximity to the Cermak-McCormick Place Train Station, and easy access to Interstates 55 and 90. O’Hare International Airport is about 25 miles away. The area is safer than the national average, making it a practical choice for families.

Home Trends in Prairie District, IL

Housing Trends

Median Sale Price
$380,000
Median Townhouse Sale Price
$1,145,000
Median 2 Bedroom Sale Price
$400,000
Median 1 Bedroom Sale Price
$274,999
Average Price Per Sq Ft
$350
Number of Homes for Sale
25
Last 12 months Home Sales
85
Months of Supply
3.50
Median List Price
$388,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-12%
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