Hyde Park Homes

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  /21

  $649,000

  • 4 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  5402 S University Ave, Chicago, IL 60615

  With its curved brick facade and welcoming front porch, 5402 S University belongs to the Victorian streetscape that gives Hyde Park much of its character. Designed by Milton S. Eichberg, this four-bedroom home dates to the neighborhood's World's Fair era, when Chicago's South Side captured the world's attention. Inside, high ceilings, tall windows and hardwood floors create an easy sense of

  

  Ali Arciniega

  ALLURE Real Estate

  5402 S University Ave, Chicago, IL 60615
• Explore Hyde Park

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  /139

  Starting at $2,715 Per Month

  • Studio - 2 Beds

  5252 S Cornell Ave, Chicago, IL 60615

  EXTRAORDINARY AMENITIESYour home is more than just your apartment. Come home to amenities that go above and beyond services and conveniences that make your life easier and bespoke spaces that make your life more enjoyable. However you define luxury, youll find it at 5252. Imagine not having to leave home to go to the gym, walk the dog or pick up the dry-cleaning. Youll be able to relax at the

  5252

  

  5252 S Cornell Ave, Chicago, IL 60615
• 

  

  

  /22

  $620,000

  Sold Oct 03, 2025

  5712 S Dorchester Ave Unit 3, Chicago, IL 60637

  • 3 Beds
  • 2 Baths
  • 2,500 Sq Ft
  • Built 1913

  Last Sold Summary

  • 11% Below List Price
  • $248/SF
  • 164 Days On Market

  Current Estimated Value $704,168

  Last Listing Agent Lilianna Sekula-Lark Compass

  5712 S Dorchester Ave Unit 3, Chicago, IL 60637
• 

  

  

  /20

  Est $237,785

  Not Listed For Sale

  5200 S Ellis Ave Unit 318, Chicago, IL 60615

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1973

  5200 S Ellis Ave Unit 318, Chicago, IL 60615

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Jesus Garcia Coldwell Banker Realty
• 

  

  

  /23

  $149,000

  $40K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,975 Sq Ft

  1755 E 55th St Unit 901, Chicago, IL 60615

  The market has spoken and we are listening. Some people may shy away from Coops because they don't understand how they work or the benefits of them .....Well we do! When everything else around is almost unaffordable, this three bed three bath unit is the answer. Imagine having house guests or even family visiting without ever having to disturb you. How about an in-law situation? Great opportunity

  

  O'Neia Washington

  O W Auction Group LLC

  1755 E 55th St Unit 901, Chicago, IL 60615
• 

  

  /19

  Starting at $1,810 Per Month

  • Studio - 2 Beds

  5242 S Hyde Park Blvd, Chicago, IL 60615

  Located in the heart of Hyde Park, East Park Tower is one of a series of hotel apartment buildings erected in the Hyde Park area between 1918 and 1929. This ten story Georgian style building features terra cotta trim, classical columns and Palladian windows. Other features include a series of balconies up the center bay of the south wing and a horizontal brick and terra cotta belt course at the

  East Park Tower

  

  5242 S Hyde Park Blvd, Chicago, IL 60615
• 

  

  /22

  $250,000

  Sold Jul 30, 2026

  5447 S East View Park Unit 2, Chicago, IL 60615

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Built 1911

  Last Sold Summary

  • 5% Above List Price
  • $278/SF
  • 6 Days On Market

  Current Estimated Value $232,606

  Last Listing Agent Santiago Valdez Compass

  5447 S East View Park Unit 2, Chicago, IL 60615
• 

  /2

  Est $173,276

  Not Listed For Sale

  1450 E 55th Place Unit 217S, Chicago, IL 60637

  • 2 Beds
  • 2 Baths
  • 850 Sq Ft
  • Built 1961

  1450 E 55th Place Unit 217S, Chicago, IL 60637

  Last Sold Summary

  • 160 Days On Market

  Last Listing Agent Marie Levesque Compass
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  /26

  $1,595,000

  Pending

  • 5 Beds
  • 4.5 Baths
  • 4,580 Sq Ft

  5801 S Blackstone Ave, Chicago, IL 60637

  Beautifully updated Hyde Park Greystone ideally located just steps from the University of Chicago Laboratory Schools and the University of Chicago campus. Offering over 4,500 square feet of thoughtfully designed living space, this exceptional single-family home features 5 bedrooms plus an office, 4.5 bathrooms, and an abundance of flexible living areas. Major updates include a newer roof and

  

  Catherine Rosenberg

  Berkshire Hathaway HomeServices Chicago

  5801 S Blackstone Ave, Chicago, IL 60637
• 

  

  /15

  Starting at $1,199 Per Month

  • Studio - 2 Beds

  5220 S Drexel Ave, Chicago, IL 60615

  Once an elegant hotel, these Hyde Park Chicago apartments at 5220 South Drexel Avenue have been restored to capture the original flavor of its 1920's character. Classic intertwining circular details from the era adorn the facade and prominent canopy. You'll experience a dramatic sense of formal entry as you step under the newly reproduced copper canopy- an exact duplicate of the original- that

  Drexel Grand

  

  5220 S Drexel Ave, Chicago, IL 60615
• 

  

  /25

  $359,000

  Sold Apr 29, 2026

  5517 S University Ave Unit 1, Chicago, IL 60637

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1920

  Last Sold Summary

  • 10% Below List Price
  • $224/SF
  • 263 Days On Market

  Current Estimated Value $368,237

  Last Listing Agent Jenny Fultz Jin's Group Corporation LTD

  5517 S University Ave Unit 1, Chicago, IL 60637
• 

  

  /24

  Not Listed For Sale

  1520 E 59th St Unit 3C, Chicago, IL 60637

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Built 1917

  1520 E 59th St Unit 3C, Chicago, IL 60637

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Rosa Sanchez-Fryer @properties Christie's International Real Estate
• 

  

  /13

  $385,000

  $14K PRICE DROP

  • 3 Beds
  • 2 Baths

  1359 E 57th St Unit 1, Chicago, IL 60637

  Historic 3-bedroom, 2-bath residence in the iconic Kenwood Green community! This beautifully renovated vintage home seamlessly blends timeless architectural character with today's modern conveniences, featuring a fully remodeled kitchen, beautifully updated bathrooms, and the added luxury of in-unit laundry. Rich in original charm, the home showcases hardwood floors throughout, a decorative

  

  Kristine Chen Frost

  Compass

  1359 E 57th St Unit 1, Chicago, IL 60637
• 

  

  /170

  Starting at $3,815 Per Month

  • 1 - 3 Beds

  5105 S Harper Ave, Chicago, IL 60615

  City Hyde Park is a modern apartment rental community located in downtown Hyde Park. Enjoy Chicagos stunning skyline and Lake Michigans expansive shores from your floor to ceiling windows, invite friends to play on our rooftop deck or study in the comfort of your well-appointed apartment.

  City Hyde Park

  

  5105 S Harper Ave, Chicago, IL 60615
• 

  

  /36

  $305,000

  Sold Jun 26, 2026

  5335 S Harper Ave Unit 1, Chicago, IL 60615

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Built 1907

  Last Sold Summary

  • 2% Below List Price
  • $305/SF
  • 1 Day On Market

  Current Estimated Value $304,135

  Last Listing Agent Nancy Hotchkiss Berkshire Hathaway HomeServices Chicago

  5335 S Harper Ave Unit 1, Chicago, IL 60615
• 

  

  /10

  Not Listed For Sale

  5468 S Woodlawn Ave Unit 3W, Chicago, IL 60615

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  5468 S Woodlawn Ave Unit 3W, Chicago, IL 60615

  Last Sold Summary

  • 69 Days On Market

  Last Listing Agent Joanne Bullen Ultimate Realty Group LLC
• 

  

  /21

  $409,500

  Open Sun 1:30PM - 3:30PM $10K PRICE DROP

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

  5321 S Woodlawn Ave Unit 3S, Chicago, IL 60615

  Character, charm, and comfort in the heart of Hyde Park. Flooded with abundant natural light and exceptionally quiet, this top-floor condo is a peaceful urban retreat. The home opens with a welcoming foyer featuring ornamental millwork framing the entrance to the living room. Three bedrooms and two updated baths provide comfortable, flexible living. The expansive living room centers on a classic

  

  Ali Arciniega

  ALLURE Real Estate

  5321 S Woodlawn Ave Unit 3S, Chicago, IL 60615
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  /87

  Starting at $1,695 Per Month

  • Studio - 2 Beds

  5550 S Dorchester Ave, Chicago, IL 60637

  Welcome to 5550 S Dorchester, a stunning high-rise in the heart of Hyde Park, Chicago. Our beautifully designed studio, one, and two-bedroom apartments offer the ideal blend of comfort and style, perfectly complementing the vibrant energy of this historic neighborhood.Step inside your new home and enjoy modern finishes, including sleek stainless steel appliances, crisp white cabinetry, and

  5550 S Dorchester

  5550 S Dorchester Ave, Chicago, IL 60637
• 

  

  /15

  $143,000

  Sold Jan 30, 2026

  1006 E 54th St Unit J-2, Chicago, IL 60615

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Built 1915

  Last Sold Summary

  • 4% Below List Price
  • $191/SF
  • 193 Days On Market

  Last Listing Agent Eve Heffer Coldwell Banker Realty

  1006 E 54th St Unit J-2, Chicago, IL 60615
• 

  

  /39

  Est $475,538

  Not Listed For Sale

  5547 S Dorchester Ave Unit 1, Chicago, IL 60637

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1899

  5547 S Dorchester Ave Unit 1, Chicago, IL 60637

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent Mabél Guzmán Coldwell Banker Realty
• 

  

  /34

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  5715 S Blackstone Ave Unit 2S, Chicago, IL 60637

  Spacious condo offering 1,800 square feet in a highly desirable Hyde Park location. The unit features a large living room and a generous dining area, both freshly painted, with the dining room offering flexibility as an additional bedroom - a conversion already done in the unit below. Enjoy your own private, east-facing porch overlooking a beautiful shared yard, along with the convenience of

  

  Dave Johnson

  City and Field Real Estate

  5715 S Blackstone Ave Unit 2S, Chicago, IL 60637
• 

  

  /23

  Starting at $1,247 Per Month

  • Studio - 2 Beds

  5500 S Shore Dr, Chicago, IL 60637

  This historic and architecturally-stunning building is conveniently located steps from Lake Michigan and just minutes from downtown Chicago in the Hyde Park neighborhood. The Flamingo Apartments offers unique studio, convertible, one-bedroom and two-bedroom apartments with breathtaking views of the lake and downtown. For added value, the Flamingo also has a restaurant & bar located on the ground

  The Flamingo Apartments

  

  5500 S Shore Dr, Chicago, IL 60637
• 

  /2

  $132,000

  Sold Nov 17, 2025

  5532 S Shore Dr Unit 6E, Chicago, IL 60637

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1949

  Last Sold Summary

  • 18% Below List Price
  • $120/SF
  • 190 Days On Market

  Last Listing Agent Beth Johnson eXp Realty, LLC

  5532 S Shore Dr Unit 6E, Chicago, IL 60637
• 

  

  /16

  Est $223,850

  Not Listed For Sale

  5200 S Drexel Ave Unit 3W, Chicago, IL 60615

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1906

  5200 S Drexel Ave Unit 3W, Chicago, IL 60615

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Ty Pearson Keller Williams Preferred Realty
• 

  

  /21

  $240,000

  Pending

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

  5401 S Hyde Park Blvd Unit 401, Chicago, IL 60615

  Check out the 3D tour and floorplan! This beautifully maintained and bright corner unit boasts ample natural light. Located in the heart of historic East Hyde Park, this 2-bedroom, 2-bathroom condo is just a couple of blocks from the lake. The kitchen is a highlight, featuring granite countertops, custom tiling, refreshed cabinetry, and stainless steel appliances. You'll appreciate the brand new

  

  Helen Sobel

  Baird & Warner

  5401 S Hyde Park Blvd Unit 401, Chicago, IL 60615
• 

  

  /15

  Starting at $1,895 Per Month

  • 2 - 3 Beds

  Unlisted Address

  Centrally located in Hyde Park, Woodlawn Court is just a few blocks from the University of Chicago and steps from the 53rd Street Corridor's eclectic mix of restaurants and shops. With public transportation and major highways nearby, you can easily access the rest of Chicago. The building offers new, modern amenities within the classic context of a historic architecture. Mission style roof-lines

  Woodlawn Court

  

  Unlisted Address
• 

  

  /12

  $119,000

  Sold Jun 11, 2026

  1400 E 55th Place Unit 703, Chicago, IL 60637

  • 1 Bed
  • 1 Bath
  • Built 1960

  Last Sold Summary

  • 23% Below List Price
  • 89 Days On Market

  Last Listing Agent Joanne Bullen Ultimate Realty Group LLC

  1400 E 55th Place Unit 703, Chicago, IL 60637
• 

  

  /10

  Est $282,414

  Not Listed For Sale

  5208 S Ingleside Ave Unit 2S, Chicago, IL 60615

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1913

  5208 S Ingleside Ave Unit 2S, Chicago, IL 60615

  Last Sold Summary

  • 90 Days On Market

  Last Listing Agent Evelyn Woods Coldwell Banker Realty
• 

  

  /22

  $598,000

  Open Sun 1:30PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,543 Sq Ft

  934 E 55th St, Chicago, IL 60615

  This smartly renovated 3 Bed/2.5 Bath townhome is situated directly across from University of Chicago Stagg Field, has easy access to the medical campus and Washington Park. Southern exposures enhance the open-concept mid-century design and efficiency. Updated kitchen with stainless steel appliances, nicely updated bathrooms with travertine flooring, private gated back yard space, private master

  

  Don Robinson

  ABS Property Consulting

  934 E 55th St, Chicago, IL 60615
• 

  

  /53

  Starting at $712 Per Month

  • Studio

  5445 S Ingleside Ave, Chicago, IL 60615

  5445 Ingleside is an ideal choice for those looking to explore Hyde Park's vibrancy while enjoying at home amenities like included high-speed internet, secure keyless entry and the Amazon HUB. Residents also enjoy neighborhood amenities like endless entertainment options along the lake and dining options along the 53rd Street strip all still with easy access to Chicago's city core and local

  5445 Ingleside By 3L Living

  

  5445 S Ingleside Ave, Chicago, IL 60615
• 

  

  /23

  $239,900

  Sold May 12, 2026

  Unlisted Address

  • 1 Bed
  • 1 Bath
  • Built 1969

  Last Sold Summary

  • 4 Days On Market

  Current Estimated Value $237,368

  Last Listing Agent Jeffrey Proctor @properties Christie's International Real Estate

  Unlisted Address
• 

  

  /14

  Not Listed For Sale

  5527 S University Ave Unit 2W, Chicago, IL 60637

  • 2 Beds
  • 1 Bath
  • 1,061 Sq Ft
  • Built 1923

  5527 S University Ave Unit 2W, Chicago, IL 60637

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Lilianna Sekula-Lark Compass
• 

  

  /20

  $145,000

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath

  1451 E 55th St Unit 723N, Chicago, IL 60615

  LOCATION! LOCATION! LOCATION! SPECTACULAR DOWNTOWN VIEWS + GARAGE PARKING! Wake up to breathtaking Chicago skyline views and stunning sunsets from this sun-drenched, north-facing 7th-floor retreat. Wall-to-wall windows turn the city into your personal backdrop. Included is a highly coveted, secure indoor garage space right next to the building entrance - a rare luxury that changes how you feel

  

  Jason Rosenberg

  Infiniti Properties, Inc.

  1451 E 55th St Unit 723N, Chicago, IL 60615
• 

  

  /55

  Starting at $726 Per Month

  • Studio

  5748 S Blackstone Ave, Chicago, IL 60637

  5748 Blackstone is an ideal choice for those looking to explore Hyde Park’s vibrancy while enjoying at home amenities like included high-speed internet, secure keyless entry and the Amazon HUB. Residents also enjoy neighborhood amenities like endless entertainment options along the lake and dining options along the 53rd Street strip – all still with easy access to Chicago’s city core and local

  5748 Blackstone By 3L Living

  

  5748 S Blackstone Ave, Chicago, IL 60637
• 

  

  /16

  $175,000

  Sold May 01, 2026

  5838 S Stony Island Ave Unit 8E, Chicago, IL 60637

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1926

  Last Sold Summary

  • 10% Below List Price
  • $159/SF
  • 2 Days On Market

  Last Listing Agent Robert Sullivan Berkshire Hathaway HomeServices Chicago

  5838 S Stony Island Ave Unit 8E, Chicago, IL 60637
• 

  

  /17

  Est $117,156

  Not Listed For Sale

  5300 S South Shore Dr Unit 36, Chicago, IL 60637

  • 1 Bed
  • 1 Bath
  • 684 Sq Ft
  • Built 1922

  5300 S South Shore Dr Unit 36, Chicago, IL 60637

  Last Sold Summary

  • 88 Days On Market

  Last Listing Agent Markell Bridges Compass
• 

  

  /38

  $295,000

  Open Sun 2:30PM - 4PM

  • 2 Beds
  • 1 Bath
  • 976 Sq Ft

  1453 E 56th St Unit 3W, Chicago, IL 60637

  The location of this lovely condo on the University of Chicago Campus just can't be beat. One block east and you're at the Metra stop for an easy ride into the Loop or even the train heading south to the beaches of Michigan. Keep going east and you'll end up at the 57th St Beach and Promontory Point. Go south a bit and you are at the Museum of Science and Industry and the Obama Center. The

  

  Margie Smigel

  The Margie Smigel Group, LLC

  1453 E 56th St Unit 3W, Chicago, IL 60637
• 

  

  /50

  Starting at $959 Per Month

  • Studio

  5401 S Cornell Ave, Chicago, IL 60615

  5401 Cornell offers vintage style and renovated studio and 1 bedroom apartments. The units feature modern plank flooring and sweeping Lake views! 5401 features a spacious lounge, business center with print services. 5401’s lake-side location is ideal for those looking to explore Hyde Park’s vibrancy while enjoying at home amenities like included high-speed internet, secure keyless entry

  5401 Cornell by 3L Living

  

  5401 S Cornell Ave, Chicago, IL 60615
• 

  

  /11

  $255,000

  Sold Jul 31, 2026

  1421 E 58th St Unit 3E, Chicago, IL 60637

  • 2 Beds
  • 1 Bath
  • Built 1913

  Last Sold Summary

  • 4% Below List Price
  • 9 Days On Market

  Last Listing Agent Joanne Bullen Ultimate Realty Group LLC

  1421 E 58th St Unit 3E, Chicago, IL 60637
• 

  

  /27

  Est $212,761

  Not Listed For Sale

  5452 S Cornell Ave Unit 2E, Chicago, IL 60615

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1919

  5452 S Cornell Ave Unit 2E, Chicago, IL 60615

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent JOSEPH GULI Compass

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