Hyde Park Homes

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  /21

  $439,500

  • 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

  (312) 854-2233

  5321 S Woodlawn Ave Unit 3S, Chicago, IL 60615
• Explore Hyde Park

• 

  

  

  /24

  $4,300 Per Month

  • 5 Beds
  • 3 Baths
  • 2,800 Sq Ft
  • Apartment for Rent

  1347 E Hyde Park Blvd Unit 3, Chicago, IL 60615

  Huge restored Hyde Park Five (5) Bedroom Apartment in Central Hyde Park near to Trader Joes, Whole Foods and express buses to downtown Chicago. The University of Chicago 172 bus stop is in front of the building. The huge * 2800 Sq. Ft. of living space provides privacy in this* 5 bedrooms, 3 full bathrooms, eat-in kitchen space. The huge living room has high ceilings as well as the separate dining

  

  Shirley Walker

  Berkshire Hathaway HomeServices Chicago

  (872) 246-7305

  1347 E Hyde Park Blvd Unit 3, 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 $729,167

  Last Listing Agent Lilianna Sekula-Lark Compass

  5712 S Dorchester Ave Unit 3, Chicago, IL 60637
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  /26

  Est $233,594

  Not Listed For Sale

  5110 S Woodlawn Ave Unit 2H, Chicago, IL 60615

  • 2 Beds
  • 1 Bath
  • 1,550 Sq Ft
  • Built 1917

  5110 S Woodlawn Ave Unit 2H, Chicago, IL 60615

  Last Sold Summary

  • 35 Days On Market
• 

  

  

  /22

  $510,000

  • 3 Beds
  • 3.5 Baths
  • 1,704 Sq Ft

  5317 S Drexel Ave, Chicago, IL 60615

  Prime Hyde Park Location! Spacious 3-bedroom, 3.5-bath townhome in the desirable Egandale community, perfectly situated in the heart of vibrant Hyde Park. Step inside this brick rowhouse-style home to a bright living room with hardwood floors and a fireplace. Past the powder room is the large kitchen with 42" cabintes, granite countertops, a large island, and stainless steel appliances. The

  

  Helen Sobel

  Baird & Warner

  (872) 316-8445

  5317 S Drexel Ave, Chicago, IL 60615
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  /48

  Starting at $1,550 Per Month

  • 1 - 3 Beds

  0 5320-5326 5 S Drexel Ave, Chicago, IL 60615

  This stately courtyard property, located on the western end of Hyde Park, combines the vertical height of Gothic Revival architecture with the influence of the Arts and Crafts Movement, so that corner buttresses blend with the horizontal brick and limestone exterior. Green-shingled roofs stand out against the red backdrop. Near an elementary school and the University of Chicago, the building is

  5320-5326.5 S. Drexel Boulevard

  (844) 729-2954

  

  0 5320-5326 5 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 $402,098

  Last Listing Agent Jenny Fultz Jin's Group Corporation LTD

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

  

  /26

  Est $739,233

  Not Listed For Sale

  5414 S Greenwood Ave Unit 4, Chicago, IL 60615

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1999

  5414 S Greenwood Ave Unit 4, Chicago, IL 60615

  Last Sold Summary

  • 11 Days On Market
• 

  

  /46

  $599,000

  Pending

  • 4 Beds
  • 1.5 Baths
  • 1,891 Sq Ft

  1456 E Park Place, Chicago, IL 60637

  At last! An E townhome finally hitting the market in the heart of the University of Chicago campus nestled between 55th and 56th St. on a quiet hidden street just a block from the Hyde Park Shopping Center with the Trader Joes, new Barnes and Noble, Walgreens, Ace Hardware and wonderful restaurants and independent shops. For over 30 years, the current owner has played on her Steinway in the lower

  

  Margie Smigel

  The Margie Smigel Group, LLC

  (773) 570-1646

  1456 E Park Place, Chicago, IL 60637
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  /259

  Starting at $2,105 Per Month

  • Studio - 2 Beds

  5454 S Shore Dr, Chicago, IL 60615

  An historic lakefront hotel reborn into modern, LEED-designed luxury rental apartments with upscale amenities and expansive views of Lake Michigan.

  Shoreland

  (773) 362-4486

  

  5454 S Shore Dr, Chicago, IL 60615
• 

  /2

  $350,000

  Sold Jul 08, 2025

  5518 S Everett Ave Unit 3N, Chicago, IL 60637

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft
  • Built 1909

  Last Sold Summary

  • 4% Below List Price
  • $183/SF

  Current Estimated Value $401,349

  Last Listing Agent Helen Sobel Baird & Warner

  5518 S Everett Ave Unit 3N, Chicago, IL 60637
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  /28

  Est $491,263

  Not Listed For Sale

  1168 E 54th St, Chicago, IL 60615

  • 3 Beds
  • 1.5 Baths
  • 1,238 Sq Ft
  • Built 1889

  1168 E 54th St, Chicago, IL 60615

  Last Sold Summary

  • 11 Days On Market
• 

  

  /14

  $190,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  5838 S Stony Island Ave Unit 5E, Chicago, IL 60637

  Bright and spacious 2-bedroom co-op in the highly sought-after Vista Homes, offering lovely eastern views overlooking Jackson Park. This charming 5th-floor residence features beautiful hardwood floors throughout, an updated eat-in kitchen, and classic vintage details including coved ceilings and crown molding.The expansive living area easily accommodates both comfortable living and formal dining,

  

  Catherine Rosenberg

  Berkshire Hathaway HomeServices Chicago

  (872) 219-0233

  5838 S Stony Island Ave Unit 5E, Chicago, IL 60637
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  /60

  Starting at $1,460 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

  (888) 644-7451

  

  5242 S Hyde Park Blvd, Chicago, IL 60615
• 

  

  /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
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  /16

  Est $357,704

  Not Listed For Sale

  1221 E Hyde Park Blvd Unit 3, Chicago, IL 60615

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1936

  1221 E Hyde Park Blvd Unit 3, Chicago, IL 60615

  Last Sold Summary

  • 3 Days On Market
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  /11

  $227,999

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  1451 E 55th St Unit 1030N, Chicago, IL 60615

  This top-floor corner unit features 3 bedrooms and 2 bathrooms, and has been recently renovated. It is fully occupied under a stable two-year lease, making it a strong income-generating asset from day one. The unit's unique layout, partial lake views, and prime location make it an excellent opportunity for investors, especially those targeting University of Chicago student housing demand. A

  

  Safwan Patel

  YOUMU VENTURES LLC

  (872) 384-7138

  1451 E 55th St Unit 1030N, Chicago, IL 60615
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  /222

  Starting at $2,650 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

  (872) 335-5878

  

  5252 S Cornell Ave, Chicago, IL 60615
• 

  /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
• 

  

  /23

  Est $2,139,068

  Not Listed For Sale

  5645 S Woodlawn Ave, Chicago, IL 60637

  • 6 Beds
  • 7 Baths
  • 5,730 Sq Ft
  • Built 1900

  5645 S Woodlawn Ave, Chicago, IL 60637

  Last Sold Summary

  • 86 Days On Market
• 

  

  /32

  $1,395,000

  • 4 Beds
  • 3.5 Baths
  • 3,658 Sq Ft

  1220 E 57th St, Chicago, IL 60637

  Ideally located just one block from both the University of Chicago Laboratory Schools and the University of Chicago campus, this beautifully updated single-family home with garage offers 4 bedrooms, 3.5 baths, abundant natural light, and exceptional living space throughout. A thoughtful and extensive renovation completed in 2022 transformed the home with a stunning new kitchen featuring exquisite

  

  Catherine Rosenberg

  Berkshire Hathaway HomeServices Chicago

  (872) 258-1711

  1220 E 57th St, Chicago, IL 60637
• 

  

  /23

  Starting at $1,245 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

  (708) 298-4277

  

  5500 S Shore Dr, Chicago, IL 60637
• 

  

  /5

  $901,400

  Sold Aug 19, 2025

  5114 S Kenwood Ave Unit 1A, Chicago, IL 60615

  • 3 Beds
  • 3.5 Baths
  • 1,880 Sq Ft
  • Built 2025

  Last Sold Summary

  • $479/SF
  • 59 Days On Market

  Last Listing Agent Cory Robertson Jameson Sotheby's Intl Realty

  5114 S Kenwood Ave Unit 1A, Chicago, IL 60615
• 

  

  /15

  Est $142,669

  Not Listed For Sale

  1400 E 55th Place Unit 903S, Chicago, IL 60637

  • 1 Bed
  • 1 Bath
  • Built 1959

  1400 E 55th Place Unit 903S, Chicago, IL 60637

  Last Sold Summary

  • 8 Days On Market
• 

  

  /31

  $695,000

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  5401 S Maryland Ave, Chicago, IL 60615

  Discover this beautifully updated single-family residence, ideally situated on a desirable corner lot in Hyde Park, just a short walking distance from the University of Chicago and the Medical Center. The home welcomes you with an elegant entry foyer leading to a formal living room with custom built-ins and an open dining area. The expanded, modern kitchen features quartz countertops, stainless

  

  Catherine Rosenberg

  Berkshire Hathaway HomeServices Chicago

  (872) 273-6370

  5401 S Maryland Ave, Chicago, IL 60615
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  /56

  Starting at $684 Per Month

  • Studio - 3 Beds

  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

  (708) 572-3370

  

  5445 S Ingleside Ave, Chicago, IL 60615
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  /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
• 

  

  /17

  Est $360,814

  Not Listed For Sale

  843 E Drexel Square Unit 1, Chicago, IL 60615

  • 4 Beds
  • 2 Baths
  • 3,400 Sq Ft
  • Built 1915

  843 E Drexel Square Unit 1, Chicago, IL 60615

  Last Sold Summary

  • 9 Days On Market
• 

  

  /32

  $520,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,600 Sq Ft

  838 E 52nd St Unit 1W, Chicago, IL 60615

  Discover this impressive 4 bed, 3.5 bath high first-floor duplex, offering approximately 2,600 sf of living space on a tranquil, tree-lined street in Hyde Park, just blocks from the University of Chicago campus. Designed to live like a single-family home, this residence is ideal for comfortable living, entertaining, or investment. The main level features a bright, open floor plan with

  

  Catherine Rosenberg

  Berkshire Hathaway HomeServices Chicago

  (872) 250-5304

  838 E 52nd St Unit 1W, Chicago, IL 60615
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  /56

  Starting at $726 Per Month

  • Studio - 2 Beds

  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

  (219) 600-3515

  

  5748 S Blackstone Ave, Chicago, IL 60637
• 

  /2

  $160,000

  Sold Sep 15, 2025

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

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

  Last Sold Summary

  • 9% Below List Price
  • $188/SF
  • 160 Days On Market

  Current Estimated Value $171,683

  Last Listing Agent Marie Levesque Compass

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

  /2

  Est $239,939

  Not Listed For Sale

  815 E 53rd St Unit 2, Chicago, IL 60615

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1927

  815 E 53rd St Unit 2, Chicago, IL 60615

  Last Sold Summary

  • 63 Days On Market
• 

  

  /77

  $2,795,000

  $100K PRICE DROP

  • 7 Beds
  • 6.5 Baths
  • 7,000 Sq Ft

  5235 S University Ave, Chicago, IL 60615

  Impressive architecturally significant Hyde Park 7- bedroom single family house, a 2-bedroom coach house, 2 car garage and a driveway for approx 5 cars; a truly move- in ready home. The home designed by architect, James Gamble Rogers, is a short walking distance to The University of Chicago campus and hospital, the Griffin Museum of Science & Industry, the lakefront and downtown Hyde Park. This

  

  Shirley Walker

  Berkshire Hathaway HomeServices Chicago

  (773) 243-4237

  5235 S University Ave, Chicago, IL 60615
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  /51

  Starting at $965 Per Month

  • Studio - 2 Beds

  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

  (219) 600-3514

  

  5401 S Cornell 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 $233,609

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

  Unlisted Address
• 

  

  /19

  Not Listed For Sale

  5400 S Hyde Park Blvd Unit B1, Chicago, IL 60615

  • 3 Beds
  • 2 Baths
  • Built 1983

  5400 S Hyde Park Blvd Unit B1, Chicago, IL 60615

  Last Sold Summary

  • 6 Days On Market
• 

  

  /40

  $235,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,164 Sq Ft

  5400 S Dorchester Ave Unit 3, Chicago, IL 60615

  Rare unit available in the historic Dorridge Condominiums across from the Murray School encompassing the entire south end of the 54th St. block between Ridgewood Court and Dorchester. This top floor home has unrestricted views to the north and the east with wonderful light pouring in through large windows. It is the footprint of a 2 bedroom, but the wall was removed to make a glorious space of

  

  Margie Smigel

  The Margie Smigel Group, LLC

  (872) 372-8308

  5400 S Dorchester Ave Unit 3, Chicago, IL 60615
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  /29

  Starting at $1,120 Per Month

  • Studio - 2 Beds

  5541 S Everett Ave, Chicago, IL 60637

  A block from the lake, miles from ordinary, this prestigious address is just steps from Chicago's renowned Museum of Science & Industry. Choose from an exceptional selection of newly-remodeled studio or one-bedroom apartments in a stately building offering exceptional amenities and an award-winning management team.

  Museum Walk Apartments

  (708) 683-3634

  

  5541 S Everett 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
• 

  

  /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

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