1,096

The Gap Homes

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  • /39

    $1,099,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,900 Sq Ft

    3300 S Giles Ave, Chicago, IL 60616

    Spectacular, Custom and Ultra Upgraded Brand New Construction Home right here in Chicago's Premier Gap Neighborhood. Move In Ready All Brick Home at 3300 S. Giles pulls out all the stops. Walk in and you'll be greeted with Red Oak flooring throughout the home, Sun drenched living room with electric fireplace. Walk through to the Amazing Custom Chef's Kitchen complete with a Quartz book matched

    Michael Giliano Compass

    3300 S Giles Ave, Chicago, IL 60616
  • /10

    $2,900 per month

    • 4 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Apartment for Rent

    3433 S Indiana Ave Unit 301, Chicago, IL 60616

    Available Now! Walking distance to ICO campus and IIT campus. Top floor 4 bed/2bath unit in the Bronzeville Neighborhood. In-unit washer/dryer, stainless steel appliances, open concept, central heat and air. Bundled service package in addition to rent ($52 + $5/tenant).

    Marissa D'Alba Westward360 RM

    3433 S Indiana Ave Unit 301, Chicago, IL 60616
  • /20

    $220,000 Sold Sep 17, 2025

    • 1,500 Sq Ft
    • $147/SF
    • 21 Days On Market
    • 2 Beds
    • 2 Baths

    3252 S Prairie Ave Unit 2S, Chicago, IL 60616

    Welcome to your dream home in the heart of The GAP! This beautifully updated 2-bedroom, 2-bath condo blends historic charm with modern touches across 1,500 square feet of sun-filled living space. Recently painted and refreshed in July 2023, the kitchen and bathrooms feature sleek, contemporary finishes. The bright eat-in kitchen includes stainless steel appliances, while the spacious living room

    Kayode Adegoke eXp Realty

    3252 S Prairie Ave Unit 2S, Chicago, IL 60616
    • /32

      Est $343,000 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,300 Sq Ft

      207 E 31st St Unit 2E, Chicago, IL 60616

      207 E 31st St Unit 2E, Chicago, IL 60616
  • /46

    $725,000

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

    3215 S Calumet Ave, Chicago, IL 60616

    Now price at $725k! 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 a formal

    Vergis Eiland @properties Christie's International Real Estate

    3215 S Calumet Ave, Chicago, IL 60616
  • /10

    $2,350 per month

    • 3 Beds
    • 2 Baths
    • 950 Sq Ft
    • Apartment for Rent

    3140 S Indiana Ave Unit 206, Chicago, IL 60616

    AVAILABLE NOW! Walking distance to ICO campus and IIT campus. Updated 3 bed/2bath in the Bronzeville Neighborhood. Stainless steel appliances, open concept, central heat and air. Laundry in the building. $130 bundled service fee in addition to rent which includes wireless internet! Sorry, no pets. Available furnished.

    Marissa D'Alba Westward360 RM

    3140 S Indiana Ave Unit 206, Chicago, IL 60616
  • /46

    $685,000 Sold Sep 12, 2025

    • 3,000 Sq Ft
    • $228/SF
    • 317 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2015

    3407 S Calumet Ave, Chicago, IL 60616

    Welcome to your dream home! Nestled in the heart of the historic Douglas neighborhood, this exquisite single-family residence offers a perfect blend of classic charm and modern comfort. With 14-foot high ceilings, this home exudes a sense of grandeur and spaciousness that is sure to impress. With Key Features such as four Generously Sized Bedrooms: Plenty of space for family, guests, or a home

    Ike Ezeokafor Kale Realty

    3407 S Calumet Ave, Chicago, IL 60616
    • /6

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,124 Sq Ft

      3439 S Giles Ave, Chicago, IL 60616

      3439 S Giles Ave, Chicago, IL 60616
  • /30

    $224,900

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    3100 S King Dr Unit 903, Chicago, IL 60616

    Beautiful views from this 9th floor 2 bedroom, 2 bath condo facing Lake Michigan with skyline views of Lake Michigan. Updated, Spacious and bright floor plan with large windows, 2 of which are brand new providing plenty of natural light from the living room and both bedrooms. There are double shades on bedroom windows for your desired brightness and privacy. The two bedrooms are on opposite

    Greg Bach Coldwell Banker Realty

    3100 S King Dr Unit 903, Chicago, IL 60616
  • /11

    $2,400 per month

    • 2 Beds
    • 2 Baths
    • 1,275 Sq Ft
    • Condo for Rent

    221 E 31st St Unit 4, Chicago, IL 60616

    Welcome to this spacious and bright unit! The open kitchen and living area are modern featuring stainless steel appliances, gas fireplace and plenty of (granite) counter space! The glass doors open into the first balcony facing beautiful city and park views, make this your perfect entertaining area! Hardwood floors, in unit washer/dryer, main suite with full bathroom, (2nd) private balcony,

    Fernando Rocha Jr. RE/MAX LOYALTY

    221 E 31st St Unit 4, Chicago, IL 60616
  • /25

    $323,500 Sold Aug 29, 2025

    • 1,375 Sq Ft
    • $235/SF
    • 12 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2008

    207 E 31st St Unit 2B, Chicago, IL 60616

    Spacious 2BR/2BA Condo in Boutique Elevator Building Across from Dunbar Park! Bright and airy second-floor unit in a contemporary brick boutique elevator building with beautiful sunlight and park views! Enjoy private balconies overlooking Dunbar Park and the city skyline. This thoughtfully designed home features a spacious, open-concept layout with hardwood floors throughout, crown molding,

    Ivan Man Century 21 Realty Associates

    207 E 31st St Unit 2B, Chicago, IL 60616
    • /3

      Est $671,164 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,706 Sq Ft

      3446 S Prairie Ave, Chicago, IL 60616

      3446 S Prairie Ave, Chicago, IL 60616
  • /18

    $269,900

    • 2 Beds
    • 2 Baths
    • 1,107 Sq Ft

    3115 S Michigan Ave Unit 301, Chicago, IL 60616

    Spectacular open concept Mies van der Rohe styled 2 bedroom 2 bath condo. This bright and airy unit has floor to ceiling windows with views of the downtown skyline and park. There are gleaming wood floors throughout. The contemporary condo has a cook's kitchen with large island, granite countertops and view straight down tree lined Michigan ave. The primary en-suite is spacious with walk-in

    Lora Perlman Coldwell Banker

    3115 S Michigan Ave Unit 301, Chicago, IL 60616
  • /7

    $1,550 per month

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    3140 S Indiana Ave Unit LL4, Chicago, IL 60616

    AVAILABLE NOW! Walking distance to ICO campus and IIT campus. Fully renovated 2bed/1bath in the Bronzeville Neighborhood. Stainless steel appliances, open concept, central heat and air. Laundry in the building. $130 bundled service package in addition to rent which includes wireless internet! Sorry, no pets. Available Now!

    Marissa D'Alba Westward360 RM

    3140 S Indiana Ave Unit LL4, Chicago, IL 60616
  • /42

    $346,000 Sold Aug 27, 2025

    • 1,272 Sq Ft
    • $272/SF
    • 14 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2008

    207 E 31st St Unit 5E, Chicago, IL 60616

    Step into this stylish and spacious 3-bedroom, 2-bath condo located in a desirable elevator building in the heart of Bronzeville. This corner unit is move-in ready and shows like a model home, featuring two private balconies with stunning views of Lake Michigan and Guaranteed Rate Field. The expansive chef's kitchen is ideal for entertaining, complete with an oversized island that seats four,

    Duval Williams @properties Christie's International Real Estate

    207 E 31st St Unit 5E, Chicago, IL 60616
    • /11

      Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 2,424 Sq Ft

      3359 S Indiana Ave, Chicago, IL 60616

      3359 S Indiana Ave, Chicago, IL 60616
  • /6

    $149,000

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    3100 S King Dr Unit 1102, Chicago, IL 60616

    Spacious 2 bed, 2 bath condo in the heart of Bronzeville! This high-rise unit offers incredible natural light with floor-to-ceiling windows and a private balcony boasting stunning views of the city and lake. The home features generously sized bedrooms, two full baths, and ample storage. Great opportunity to update to your taste-whether refreshing the bathrooms, flooring, or kitchen, this condo is

    Landon Kelly Real Broker, LLC

    3100 S King Dr Unit 1102, Chicago, IL 60616
  • /36

    $695,000 Sold Jul 31, 2025

    • 2,787 Sq Ft
    • $249/SF
    • 31 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1902

    3342 S Giles Ave, Chicago, IL 60616

    Exclusive single-family row house offering a luxurious urban lifestyle with its stunning 3,000 square feet of living space. This expansive home features 4 spacious bedrooms, 3.5 beautifully designed bathrooms, (which both 2nd floor baths have heated floors) making it perfect for modern living and entertaining.The Unique walk out lower level has front and rear entrance with a kitchenette, bedroom

    Michael Giliano Compass

    3342 S Giles Ave, Chicago, IL 60616
    • /15

      Est $276,424 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 5,168 Sq Ft

      3329 S Prairie Ave Unit 2, Chicago, IL 60616

      3329 S Prairie Ave Unit 2, Chicago, IL 60616
  • /22

    $575,000

    • 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
  • /32

    $295,000 Sold Jul 29, 2025

    • 1,435 Sq Ft
    • $206/SF
    • 21 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2000

    3120 S Indiana Ave Unit 207, Chicago, IL 60616

    Welcome to this rarely available condo! Spacious and warm 3BR/2BA corner unit. Floor to ceiling windows, full walls of glass overlooking relaxing green space in courtyard, master suite features a large walk-in closet and a spacious bath, hardwood flooring, in-unit washer & dryer. Assigned heated attached garage parking( #52) and storage locker. The building features secured entry, guest parking

    Eudith Vacio eXp Realty

    3120 S Indiana Ave Unit 207, Chicago, IL 60616
    • /26

      Est $250,121 Not Listed For Sale

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

      3100 S King Dr Unit 304, Chicago, IL 60616

      3100 S King Dr Unit 304, Chicago, IL 60616
  • /29

    $275,000 Open Sun 12PM - 1:30PM

    • 2 Beds
    • 2 Baths

    3120 S Indiana Ave Unit 206, Chicago, IL 60616

    Bright and Airy Mies van der Rohe-Inspired Condo. This spacious 2-bedroom, 2-bath blends modernist style with everyday comfort. An open floor plan and floor-to-ceiling windows fill the space with natural light, while hardwood floors run throughout the main living areas. The eat-in kitchen is outfitted with stainless steel appliances and granite countertops. The large primary suite includes a

    Renate Martin Baird & Warner

    3120 S Indiana Ave Unit 206, Chicago, IL 60616
  • /18

    $419,900 Sold Jul 18, 2025

    • 116 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2025

    3105 S Giles Ave Unit 3S, Chicago, IL 60616

    "In matters of principle, stand like a rock." - Thomas Jefferson. CLOSED 7/18/25 - All Cash at Full Asking Price. Tailored living in this 2-bed, 2-bath condo in Phase II. Custom stainless chef's kitchen with full pantry, sit-down recipe station, drawer microwave, gas cooktop w/vented hood, wall oven, and ample counters. Premium 100pcnt authentic scg_custom-stained, full-depth 3.25" hardwood

    Hasani Steele RE/MAX Premier

    3105 S Giles Ave Unit 3S, Chicago, IL 60616
    • /30

      Est $476,723 Not Listed For Sale

      • 3 Beds
      • 4.5 Baths
      • 1,989 Sq Ft

      3127 S Indiana Ave, Chicago, IL 60616

      3127 S Indiana Ave, Chicago, IL 60616
  • /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
  • /18

    $255,000 Sold Jun 03, 2025

    • 1,200 Sq Ft
    • $212/SF
    • 74 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1891

    3246 S Prairie Ave Unit 2, Chicago, IL 60616

    Located on Chicago's South Side in the Gap neighborhood, you'll find 3246 South Prairie Ave, Unit 2 - a cozy 2-bedroom, 2-bathroom condo that offers all the comforts of home. Natural light, sleek hardwood floors, & a character-filled bay window create an inspiring & inviting space. The charm of this historic red-brick building immediately captures your attention, reflecting the rich history of

    Melanie Everett Compass

    3246 S Prairie Ave Unit 2, Chicago, IL 60616
    • /8

      Est $197,470 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,200 Sq Ft

      3100 S King Dr Unit 602, Chicago, IL 60616

      3100 S King Dr Unit 602, Chicago, IL 60616
  • /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
  • /30

    $510,000 Sold May 30, 2025

    • 2,080 Sq Ft
    • $245/SF
    • 4 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1985

    3133 S Indiana Ave, Chicago, IL 60616

    Amazing and Beautiful Row Home right here in the Gap/Bronzeville Neighborhood. This home was fully renovated and includes Hardwood Floors Throughout. Custom Kitchen with all New Modern Kitchen self close cabinets, Custom Quartz Countertops, Stainless steel farm sink, All new GE Stainless Appliances Including...Refridgerator,Stove w/griddle cooktop, Microwave, Dishwasher and Garbage Disposal. The

    Michael Giliano Compass

    3133 S Indiana Ave, Chicago, IL 60616
    • /30

      Est $588,696 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,871 Sq Ft

      3419 S Indiana Ave, Chicago, IL 60616

      3419 S Indiana 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
  • /37

    $850,000 Sold May 30, 2025

    • 4,139 Sq Ft
    • $205/SF
    • 12 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2007

    3443 S Indiana Ave, Chicago, IL 60616

    Experience this Luxurious single-family home in the vibrant city of Chicago's Gap Neighborhood. Spanning an impressive 4,200 square feet, this residence offers a harmonious blend of modern luxury and timeless elegance. With five spacious bedrooms and 3.5 bathrooms, this home is perfect for those seeking both comfort and style. The meticulously renovated baths, featuring marble finishes and a

    Michael Giliano Compass

    3443 S Indiana Ave, Chicago, IL 60616
    • /29

      Est $370,641 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,700 Sq Ft

      118 E 32nd St Unit 118, Chicago, IL 60616

      118 E 32nd St Unit 118, Chicago, IL 60616
  • /2

    $434,900 New Construction

    • 2 Beds
    • 2 Baths

    3105 S Giles Ave Unit 4S, Chicago, IL 60616

    Update: back on market, Last Penthouse with XL Handicap parking space. "The greatness of a community is most accurately measured by the compassionate actions of its members"- Coretta Scott King. FHA/VA approved. Intelligently engineered 8-unit building with two bedroom, two bathroom condos, 5min walk to Lake Shore Drive in highly sought after "The Gap" of Bronzeville. Here is your opportunity to

    Hasani Steele RE/MAX Premier

    3105 S Giles Ave Unit 4S, Chicago, IL 60616
  • /5

    $415,000 Sold Jan 15, 2025

    • 2,163 Sq Ft
    • $192/SF
    • 18 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2001

    3133 S Michigan Ave Unit 3133, Chicago, IL 60616

    This dream townhome Right off of I90/94, near baseball stadium in historical Bronzeville, with 3 stories of beautiful living space. 3 bedrooms, 2.1 baths, open kitchen dinning room combined. Clear view to back yard patio from the living room. Foyer and family room on the 1st level as-well as in unit laundry and utility room, 2 parking space in indoor heated garage. Community room with pool and

    Maria Ortiz Kale Realty

    3133 S Michigan Ave Unit 3133, Chicago, IL 60616
    • /21

      Est $196,839 Not Listed For Sale

      • 2 Beds
      • 2 Baths

      3100 S King Dr Unit 801, Chicago, IL 60616

      3100 S King Dr Unit 801, Chicago, IL 60616
  • /14

    $145,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,175 Sq Ft

    3100 S King Dr Unit 904, Chicago, IL 60616

    Corner two-bedroom two-bathroom condominium with breathtaking lake and city views. There is an oversized balcony overlooking historic King Drive, perfect for grilling season and outdoor relaxation at home, and another entertainment area conveniently located off the combined living and dining room. Generous bedrooms, including a primary bedroom with an ensuite that can accommodate a king-sized bed

    Juan Espinosa E-Professional Realty

    3100 S King Dr Unit 904, Chicago, IL 60616
  • /40

    $775,000 Sold Dec 23, 2024

    • 3,000 Sq Ft
    • $258/SF
    • 97 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2019

    3256 S Prairie Ave, Chicago, IL 60616

    Amazing Open Floor Plan Luxurious Custom Built Single Family Home Built in 2019 Like New! With an ASSUMABLE Mortgage at a Unbelievable rate!! (Call for Details) This w/2.5 Car Garage w/ party door. Now Ready for you in The Gap Neighborhood! Extensive Limestone Sills on Front of Home. Amazing Features to Include Custom Gourmet Kitchen Featuring 42" Custom Cabinets with 15"upper glass cabinets and

    Michael Giliano Compass

    3256 S Prairie Ave, Chicago, IL 60616
    • /19

      Est $208,021 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,165 Sq Ft

      3100 S King Dr Unit 804, Chicago, IL 60616

      3100 S King Dr Unit 804, Chicago, IL 60616

Showing Results 1 - 40, Page 1 of 18

Home Trends in The Gap, IL

Housing Trends

Median Sale Price
$417,450
Median Single Family Sale Price
$812,500
Median Townhouse Sale Price
$510,000
Median 2 Bedroom Sale Price
$272,450
Average Price Per Sq Ft
$219
Number of Homes for Sale
10
Last 12 months Home Sales
14
Months of Supply
8.60
Median List Price
$422,400
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
21%
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