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Explore Similar Houses Within 2 Miles of Prairie District, IL

  • /27

    $849,000

    • 4 Beds
    • 3.5 Baths

    929 W 33rd Place, Chicago, IL 60608

    Live in the heart of Bridgeport, one of Chicago's most vibrant and connected neighborhoods! This 4BR, 3.5BA home sits on a longer-than-standard lot, giving you a generous yard while still enjoying close proximity to downtown. Enjoy abundant natural light throughout the day in an open floor plan with cathedral ceilings, a front bay window, hardwood floors, and a gourmet kitchen with island and

    Agent Photo

    Cinny Chui

    Century 21 Realty Associates

    (773) 694-9533

    929 W 33rd Place, Chicago, IL 60608
  • /48

    $3,249,995

    • 5 Beds
    • 7 Baths
    • 7,480 Sq Ft

    861 N Lasalle St, Chicago, IL 60610

    EXQUISITE Gold Coast Single Family Home PLUS coach house, blends ultra modern design with original classic features, and was completely renovated in 2008 by Marc & Patricia Trudeau, Pavlecic Trudeau Architects. Featured in CS Magazine, this 7500 sq ft, 5 Bedroom home boasts two grand staircases, stained glass windows, multiple fireplaces which coexist perfectly in a modern, open floor plan

    Matt Laricy Americorp, Ltd

    861 N Lasalle St, Chicago, IL 60610
  • /39

    $999,500

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    1920 S Shelby Ct, Chicago, IL 60608

    Truly One-of-a-Kind! From the moment you arrive, you'll know this home is something special. The bold, modern exterior and custom steel details set the tone for what's inside - a masterfully designed space that blends contemporary style with warm, natural elements. The open-concept main level features a stunning chef's kitchen surrounded by metal, wood, and stone, flooded with natural light and

    Konstantin Shelegeda Inter Properties Inc

    1920 S Shelby Ct, Chicago, IL 60608
  • /31

    $768,888

    • 4 Beds
    • 3.5 Baths
    • 2,970 Sq Ft

    2517 S Mary St, Chicago, IL 60608

    Welcome to this beautiful and meticulously maintained single family home in vibrant Bridgeport, Chicago. Rare opportunity to own such a unique Chicago home with a suburb feel on a quiet tree lined street in a desirable neighborhood. The main level features a formal living room with a fireplace and dining area filled with natural light, power room, Gourmet kitchen w/ stainless appliances and

    Jenny Luu Real Value Realty Company

    2517 S Mary St, Chicago, IL 60608
  • /45

    $989,000

    • 4 Beds
    • 3 Baths
    • 3,780 Sq Ft

    3011 S Emerald Ave, Chicago, IL 60616

    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

    John Creighton Baird & Warner

    3011 S Emerald Ave, Chicago, IL 60616
  • /44

    $699,999

    • 2 Beds
    • 3 Baths
    • 2,944 Sq Ft

    1123 W 19th St, Chicago, IL 60608

    With nearly 3,000 sq ft of finished space, this oversized single-family rowhome offers the perfect blend of historic charm and modern versatility in one of Chicago's most vibrant neighborhoods. Thoughtfully laid out across four expansive levels, this home is ideal for individuals or couples who love to host. The open-concept main level invites gatherings with high ceilings, large windows, and

    Jaime Nevarez Keller Williams ONEChicago

    1123 W 19th St, Chicago, IL 60608
  • /44

    $699,999

    • 3 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    1639 S Blue Island Ave, Chicago, IL 60608

    Prime mixed-use investment opportunity in the heart of Pilsen! Property is currently set up as a single-family home and building will be vacant at closing. This historic brick building, built in the late 1800's, offers approximately 4,000 sq ft across multiple units with strong potential rental income and future upside. The first-floor features an open-concept layout with two large rooms,

    Kevin Smith Century 21 S.G.R., Inc.

    1639 S Blue Island Ave, Chicago, IL 60608
  • /46

    $749,000

    • 4 Beds
    • 3.5 Baths
    • 4,453 Sq Ft

    3215 S Calumet Ave, Chicago, IL 60616

    Move in by the end of summer! RARELY AVAILABLE! Welcome to Robert Roloson Row in The Gap! Featured in Crain's, this 3-story estate is 1 of only 4 Roloson rowhouses that were built by world renowned architect Frank Lloyd Wright. With over 4,500 square feet of living space, this 4 bedroom 3.1 bathroom home has a main level reception room that can be used to a home office, the second level includes

    Vergis Eiland @properties Christie's International Real Estate

    3215 S Calumet Ave, Chicago, IL 60616
  • /16

    $800,000

    • 4 Beds
    • 2.5 Baths
    • 2,633 Sq Ft

    3408 S Carpenter St, Chicago, IL 60608

    A fully reimagined all-brick 4 bed, 2.5 bath single-family home just minutes from White Sox Stadium and approx. 15 minutes to downtown, this modern city gem blends sleek design with unbeatable access to restaurants, cafes, and major expressways. Step into a completely updated interior featuring a modernized kitchen with island seating, quartz countertops, and a cozy breakfast nook perfect for

    Randi Quigley eXp Realty

    3408 S Carpenter St, Chicago, IL 60608
  • /31

    $789,000

    • 4 Beds
    • 3.5 Baths
    • 2,850 Sq Ft

    2922 S Keeley St, Chicago, IL 60608

    All-brick single family home features 4 bedrooms, 3.5 bathrooms, a brick 2 car garage and is located in the booming Bridgeport neighborhood. The full finished basement provides 9ft+ ceilings, 1 full bath, recreational room, utility room + laundry and 1 large bedroom. The first floor includes kitchen with granite countertops and stainless steel appliances, living room, dining room, powder room and

    Qian Kun Chen Kale Realty

    2922 S Keeley St, Chicago, IL 60608
  • /31

    $899,000 New Construction

    • 4 Beds
    • 3.5 Baths

    3254 S King Dr, Chicago, IL 60616

    FOURTEEN ON THE BOULEVARD is a striking new rowhome development that masterfully blends the influence of the timeless elegance of 19th-century architecture with the comfort and sophistication of contemporary city living. Nestled along one of Chicago's historic boulevards, these 14 bay-windowed homes enhance the surrounding late-1800s streetscape while offering every modern convenience. Each

    Joanna Olszynska Compass

    3254 S King Dr, Chicago, IL 60616
  • /21

    $410,000

    • 3 Beds
    • 2 Baths

    3106 S May St, Chicago, IL 60608

    The charming bungalow has been beautifully rehabbed and is ready for you to move in! This starter home features 3bed 1bath on main floor plus 1bed 1bath in the basement. Enjoy a spacious, bright, and sunny living room and formal dining room with gorgeous hardwood floors throughout. The full and finished basement offers additional living space. The home is equipped with central heat and air. A

    Angela Kwan Goodland Realty Inc.

    3106 S May St, Chicago, IL 60608
  • /24

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,508 Sq Ft

    2947 S Farrell St, Chicago, IL 60608

    Discover the perfect blend of modern updates and timeless charm in this beautifully 4-bedroom, 2-bathroom brick single-family home, nestled in the highly desirable Bridgeport neighborhood. Step inside to be greeted by soaring 9-foot ceilings in the living room and brand-new hardwood flooring throughout, creating a spacious and inviting atmosphere. Thoughtful upgrades include brand-new windows,

    Michael Ng Mango Realty Group

    2947 S Farrell St, Chicago, IL 60608
  • /26

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,220 Sq Ft

    2837 S Farrell St, Chicago, IL 60608

    Rarely do you find homes coming on the market in the highly desirable Bridgeport community, this spacious cape cod has been updated and is a modern gem you do not want to overlook! The main level offers an open floor plan with three bedrooms while recently undergoing a full renovation with new flooring, recently painted walls, updated kitchen with quartz counters, new cabinets and SS appliances.

    Ryan Smith RE/MAX Premier

    2837 S Farrell St, Chicago, IL 60608
  • /22

    $418,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    2948 S Lyman St, Chicago, IL 60608

    This well-maintained brick home offers 4 bedrooms and 2 full bathrooms, fully renovated in 2016. The remodeled kitchen features granite countertops, ample cabinet storage, stainless steel appliances (stove and refrigerator), and a vent-out hood fan. Hardwood floors run throughout the main level. The full finished basement includes a master suite and a large recreational area perfect for

    David Wong Century 21 Realty Associates

    2948 S Lyman St, Chicago, IL 60608
  • /33

    $485,000

    • 3 Beds
    • 2 Baths
    • 1,412 Sq Ft

    3128 S Lituanica Ave, Chicago, IL 60608

    Welcome to this beautifully rehabbed (2025) brick single-family home nestled on a quiet, tree-lined street in Bridgeport. This spacious residence offers 4 bedrooms, and 2 full bathrooms spread over two levels, perfect for growing or multi-generational families. The main floor features a bright living room with recessed lighting, a dedicated dining area, and renovated kitchen equipped with

    Sonny Ruan Chi Real Estate Group LLC

    3128 S Lituanica Ave, Chicago, IL 60608
  • /33

    $535,000

    • 3 Beds
    • 1.5 Baths
    • 2,400 Sq Ft

    3028 S Union Ave, Chicago, IL 60616

    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 &

    Sheila Messer Bridgeport Realty Group, LLC

    3028 S Union Ave, Chicago, IL 60616
  • /22

    $599,995

    • 3 Beds
    • 3.5 Baths
    • 2,146 Sq Ft

    3422 S Prairie Ave, Chicago, IL 60616

    Located in Chicago's historic Gap/Bronzeville community, this beautiful Row Home is less than 10 min from downtown and 5 min from Lake Michigan & Guaranteed Rate Field... this expansive 4-bedroom, 3.5-bathroom row home offers over 3,000 sq ft of beautifully finished living space. The open-concept main level features a spacious living and dining area with oversized windows, a cozy fireplace, and a

    Todd Stephenson Premier Chicago Real Estate

    3422 S Prairie Ave, Chicago, IL 60616
  • /24

    $329,990

    • 3 Beds
    • 1 Bath
    • 1,192 Sq Ft

    2879 S Throop St, Chicago, IL 60608

    Opportunity knocks in Bridgeport!! This solid 3bed/1bath home boasts great bones and a layout brimming with potential. With some TLC and cosmetic updates, you can build significant equity. The spacious 2car garage offers excellent storage/workshop space, and the large attic presents the perfect opportunity to finish for added living or flex space.

    Tony Garcia Keller Williams ONEChicago

    2879 S Throop St, Chicago, IL 60608
  • /40

    $597,000

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    3530 S Union Ave, Chicago, IL 60609

    Welcome to timeless charm reimagined for modern living in this recently renovated home, nestled in Bridgeport's vibrant and highly sought-after neighborhood. Completely renovated from top to bottom, this open-concept residence blends historical charm with contemporary finishes and thoughtful design throughout. As you step inside, you're greeted by a bright, open concept main floor that seamlessly

    Carol O'Malley HomeSmart Connect LLC

    3530 S Union Ave, Chicago, IL 60609
  • /18

    $645,000

    • 3 Beds
    • 2.5 Baths

    2819 S Quinn St, Chicago, IL 60608

    Welcome home to this gorgeous brick home located in the much sought-after Bridgeport neighborhood. This rarely available 3 bedroom ,two and half bath home has more than enough space. The home offers a gorgeous living room with tons of natural sunlight, beautiful new floors, and large bedrooms with substantial-sized closets. you'll find the new windows with all stainless-steel appliances, The

    Qian Kun Chen Kale Realty

    2819 S Quinn St, Chicago, IL 60608
  • /19

    $549,900

    • 2 Beds
    • 2 Baths
    • 1,900 Sq Ft

    1816 S Jefferson St, Chicago, IL 60616

    2 lots with 1 single family house and a coach house on one lot. Has renters in both houses. Second lot could park up 14 cars in vacant lot. Could keep renters in one lot and build new homes in vacant lot. Great investment!

    Mona Jee RE/MAX Premier

    1816 S Jefferson St, Chicago, IL 60616
  • /42

    $1,899,999

    • 5 Beds
    • 7 Baths
    • 8,800 Sq Ft

    3214 S Canal St, Chicago, IL 60616

    Presenting an extraordinary traditional single-family residence, constructed in 2007, this home is a true architectural gem. Spanning an impressive 8,800 square feet and situated on a generous double lot measuring 50' x 125' (6,250 square feet), it offers an abundance of space for both relaxation and entertainment. Crafted with full masonry brick, limestone, and steel, this residence is adorned

    Chaz Walters Coldwell Banker Realty

    3214 S Canal St, Chicago, IL 60616
  • /2

    $1,200,000

    • 4 Beds
    • 3.5 Baths
    • 2,997 Sq Ft

    1226 W 33rd Place, Chicago, IL 60608

    BEAUTIFUL BRIDGEPORT VILLAGE HOME IN THE HEART OF THE ARTIST DISTRICT. Spacious move in condition 4 Bedroom home!! Huge Kitchen with tons of cherry cabinetry, granite counters,built-in office desk and adjacent family room! Finished basement with large Family Room. Master Bedroom, with two walk-in closets and sitting area. Master bath features separate shower, soaking tub, & double vanities! "Jack

    James Wood Gateway Realty Group INC

    1226 W 33rd Place, Chicago, IL 60608
  • /11

    $899,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 3.5 Baths

    3249 S Calumet Ave, Chicago, IL 60616

    Fourteen On The Boulevard is a striking new rowhome development that masterfully blends the influence of the timeless elegance of 19th-century architecture with the comfort and sophistication of contemporary city living. Nestled along one of Chicago's historic boulevards, these 14 bay-windowed homes enhance the surrounding late-1800s streetscape while offering every modern convenience. Each

    Michelle Browne @properties Christie's International Real Estate

    3249 S Calumet Ave, Chicago, IL 60616
  • /11

    $997,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 3.5 Baths

    3245 S Calumet Ave, Chicago, IL 60616

    Fourteen On The Boulevard is a striking new rowhome development that masterfully blends the influence of the timeless elegance of 19th-century architecture with the comfort and sophistication of contemporary city living. Nestled along one of Chicago's historic boulevards, these 14 bay-windowed homes enhance the surrounding late-1800s streetscape while offering every modern convenience. Each

    Michelle Browne @properties Christie's International Real Estate

    3245 S Calumet Ave, Chicago, IL 60616

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
$382,500
Median Townhouse Sale Price
$1,145,000
Median 2 Bedroom Sale Price
$403,000
Median 1 Bedroom Sale Price
$273,749
Average Price Per Sq Ft
$348
Number of Homes for Sale
27
Last 12 months Home Sales
84
Months of Supply
3.90
Median List Price
$385,000
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
-9%
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