Hyde Park Homes

• 

  

  

  /31

  $1,495,000

  $154K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,564 Sq Ft

  1201 E 56th St, Chicago, IL 60637

  Designed by the well-known Prairie School architects Tallmadge & Watson, this spectacular, light-filled family home, just steps from the University of Chicago campus, has been meticulously modernized while preserving a wealth of period detail, including Roman brick fireplaces, incredible oak and birch woodwork, and hardwood floors throughout. The stunning kitchen has been completely renovated and

  Robert Sullivan Berkshire Hathaway HomeServices Chicago

  1201 E 56th St, Chicago, IL 60637
• 

  

  

  /10

  $2,400

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Condo for Rent

  1450 E 55th Plaza Unit 720S, Chicago, IL 60637

  1450 E 55th Plaza Unit 720S, Chicago, IL 60637
• 

  

  

  /5

  $525,000

  Sold Oct 14, 2025

  5719 S Kenwood Ave Unit 6S, Chicago, IL 60637

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft
  • Built 1928

  Last Sold Summary

  • 8% Below List Price
  • $188/SF
  • 25 Days On Market

  Last Listing Agent Robert Sullivan Berkshire Hathaway HomeServices Chicago

  5719 S Kenwood Ave Unit 6S, Chicago, IL 60637
• 

  

  

  /16

  Est $174,713

  Not Listed For Sale

  5200 S Ellis Ave Unit 203, Chicago, IL 60615

  • 2 Beds
  • 1 Bath
  • 878 Sq Ft
  • Built 1947

  5200 S Ellis Ave Unit 203, Chicago, IL 60615

  Last Sold Summary

  • 12 Days On Market
• 

  

  

  /18

  $250,000

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  1308 E 56th St Unit 2, Chicago, IL 60637

  Charming, generously sized one bedroom vintage condo in Hyde Park with separate dining room, oak floors throughout, even the kitchen, and great natural woodwork. Great sun! Association does not permit investors or dogs. Close to the University of Chicago, its Laboratory School, great campus restaurants and bookstores, parks and an easy distance to the Loop by car, bus or train.

  Elizabeth Cook @properties Christie's International Real Estate

  1308 E 56th St Unit 2, Chicago, IL 60637
• 

  

  /15

  $1,950

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  1401 E 55th St Unit 907N, Chicago, IL 60615

  This property locates on 55th St, 24h security guard, school shuttle bus park outside of building entrance. The unit comes fully furnished and features air conditioning for climate control. Residents have access to a fitness center, a gated entrance for security, and a pool for leisure activities. Additional amenities include laundry facilities and storage space for convenience. The living room

  1401 E 55th St Unit 907N, Chicago, IL 60615
• 

  

  /18

  $610,000

  Sold Jan 08, 2026

  5232 S Greenwood Ave, Chicago, IL 60615

  • 3 Beds
  • 2 Baths
  • 1,704 Sq Ft
  • Built 1898

  Last Sold Summary

  • 2% Above List Price
  • $358/SF
  • 10 Days On Market

  Current Estimated Value $617,335

  Last Listing Agent Kyle Altenburg Hanley Realty, Inc.

  5232 S Greenwood Ave, Chicago, IL 60615
• 

  

  /57

  Not Listed For Sale

  5429 S Drexel Ave, Chicago, IL 60615

  • 4 Beds
  • 2 Baths
  • 2,675 Sq Ft
  • Built 1890

  5429 S Drexel Ave, Chicago, IL 60615

  Last Sold Summary

  • 21 Days On Market
• 

  

  /19

  $549,999

  • 4 Beds
  • 2.5 Baths
  • 2,198 Sq Ft

  5404 S Drexel Ave, Chicago, IL 60615

  Opportunity is knocking at 5404 S Drexel Ave, Chicago, IL-a classic brick beauty packed with character and ready for your vision. This 4-bedroom, 2.5-bathroom home offers the perfect canvas for investors, rehabbers, or savvy homeowners looking to build instant equity. Step inside and you'll find original hardwood floors throughout, a spacious living room and formal dining room, and a layout that

  Craig Lane RE/MAX Premier

  5404 S Drexel Ave, Chicago, IL 60615
• 

  

  /11

  $1,980

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  1450 E 55th Place Unit 927S, Chicago, IL 60637

  1450 E 55th Place Unit 927S, Chicago, IL 60637
• 

  

  /17

  $274,000

  Sold Mar 26, 2026

  1424 E 58th St Unit 3, Chicago, IL 60637

  • 2 Beds
  • 1 Bath

  Last Sold Summary

  • 6% Below List Price
  • 203 Days On Market

  Last Listing Agent Lilianna Sekula-Lark Compass

  1424 E 58th St Unit 3, Chicago, IL 60637
• 

  

  /20

  Not Listed For Sale

  5471 S Ridgewood Ct, Chicago, IL 60615

  • 12 Beds
  • 6 Baths
  • 5,754 Sq Ft
  • Built 1909

  5471 S Ridgewood Ct, Chicago, IL 60615

  Last Sold Summary

  • 9 Days On Market
• 

  

  /18

  $450,000

  $25K PRICE DROP

  • 3 Beds
  • 1.5 Baths

  5400 S Hyde Park Blvd Unit B12, Chicago, IL 60615

  Bright and spacious two level, top floor townhome in the highly desirable Hedgerow Community. This beautifully updated duplex up is peacefully situated in a gated courtyard community with elevator access and garage parking included. This thoughtful home features a beautifully updated kitchen and baths with gorgeous tile work. Additionally, there are hardwood floors, in-unit washer and dryer,

  Stuart Schwartz Compass

  5400 S Hyde Park Blvd Unit B12, Chicago, IL 60615
• 

  

  /57

  $1,600

  Total Monthly Price

  • Studio
  • 1 Bath
  • 514 Sq Ft
  • Condo for Rent

  1400 E 55th Place Unit 312 S, Chicago, IL 60637

  TOTALLY RENOVATED APARTMENT. New floors. New appliances. Freshly painted

  1400 E 55th Place Unit 312 S, Chicago, IL 60637
• 

  

  /16

  $138,000

  Sold Aug 27, 2025

  1400 E 55th Place Unit 304S, Chicago, IL 60637

  • 1 Bed
  • 1 Bath
  • Built 1963

  Last Sold Summary

  • 5% Below List Price
  • 29 Days On Market

  Current Estimated Value $144,095

  Last Listing Agent Jinhong Wang Concentric Realty Inc.

  1400 E 55th Place Unit 304S, Chicago, IL 60637
• 

  

  /22

  Not Listed For Sale

  5136 S Blackstone Ave, Chicago, IL 60615

  • 14 Beds
  • 14 Baths
  • 12,027 Sq Ft
  • Built 1893

  5136 S Blackstone Ave, Chicago, IL 60615

  Last Sold Summary

  • 168 Days On Market
• 

  

  /14

  $170,000

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft

  1450 E 55th Place Unit 720S, Chicago, IL 60637

  Cash buyer only. High floor unit at University Park Condominium (UPC) which was designed by well-known architects I. M. Pei and Araldo Cossutta. This sun filled 2 bed and 2 bath condo features larger floor plan, South exposure, wood floors throughout, contemporary kitchen with granite countertops and all Stainless Steel Appliances. Ample closets. The building offers on-site management, 24 hour

  Shuoying Zhang Hometown Real Estate Group

  1450 E 55th Place Unit 720S, Chicago, IL 60637
• 

  

  /34

  $2,400

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 990 Sq Ft
  • Condo for Rent

  5551 S Kimbark Ave Unit 17, Chicago, IL 60637

  ..Beautiful 2 bedrooms one bathroom unit at 56th and Kimbark,! Recently remodeled Kitchen with newer stainless steel appliances! The two huge bedrooms have nice sunlight exposure. The condo has beautiful hardwood floors and separate huge living room. Storage room, Bike storage, communal laundry room are located in the building first floor . Great location right next to UChicago campus, near tons

  5551 S Kimbark Ave Unit 17, Chicago, IL 60637
• 

  

  /27

  $189,000

  Sold Mar 23, 2026

  5329 S Dorchester Ave Unit 3B, Chicago, IL 60615

  • 1 Bed
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1927

  Last Sold Summary

  • 3% Below List Price
  • $158/SF
  • 34 Days On Market

  Current Estimated Value $189,765

  Last Listing Agent David Troutman Keller Williams ONEChicago

  5329 S Dorchester Ave Unit 3B, Chicago, IL 60615
• 

  /2

  Est $717,164

  Not Listed For Sale

  1313 E 55th St, Chicago, IL 60615

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft
  • Built 1960

  1313 E 55th St, Chicago, IL 60615

  Last Sold Summary

  • 23 Days On Market
• 

  

  /20

  $371,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,151 Sq Ft

  Unlisted Address

  Listing price $371,000 Great opportunity on this brick two-story home with attached 1 car garage. It offers approximately 3,151 square feet of living space with 4 bedrooms and 3.1 bathrooms. Built in 1919 many repairs and updates are needed but has potential. Property sold "AS-IS" without contingencies, repairs, warranties, guarantees or representation as to listing accuracy, property

  Val Laborevitch Realhome Services & Solutions, Inc.

  Unlisted Address
• 

  

  /19

  $3,100

  Total Monthly Price

  • 3 Beds
  • 2.5 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  1137 E Hyde Park Blvd Unit Top-Floor 3 Bedroom Condo, Chicago, IL 60615

  1137 E Hyde Park Blvd Unit Top-Floor 3 Bedroom Condo, Chicago, IL 60615
• 

  

  /15

  $415,000

  Sold Sep 22, 2025

  5465 S Hyde Park Blvd Unit 2, Chicago, IL 60615

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1917

  Last Sold Summary

  • 6% Above List Price
  • $244/SF
  • 22 Days On Market

  Current Estimated Value $417,328

  Last Listing Agent Dan Duran North Clybourn Group, Inc.

  5465 S Hyde Park Blvd Unit 2, Chicago, IL 60615
• 

  

  /8

  Est $134,330

  Not Listed For Sale

  1400 E 55th Place Unit 503S, Chicago, IL 60637

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Built 1963

  1400 E 55th Place Unit 503S, Chicago, IL 60637

  Last Sold Summary

  • 27 Days On Market
• 

  

  /41

  $954,000

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

  5508 S Kenwood Ave, Chicago, IL 60637

  Designed by renowned architect Henry Weese in 1966, this carefully maintained red brick townhouse blends timeless mid-century modern design with comfortable everyday living in the heart of Hyde Park. This four-bedroom, two-and-a-half-bath residence is filled with natural light, thanks to expansive Pella windows that beautifully illuminate the home's hardwood floors and original vintage details.

  Elizabeth Cook @properties Christie's International Real Estate

  5508 S Kenwood Ave, Chicago, IL 60637
• 

  

  /18

  $2,000

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  5487 S Drexel Ave Unit 1, Chicago, IL 60615

  Walk-up up property in the heart of Hyde Park.Across the street from Ronald McDonald House.One block away from Ratner.

  5487 S Drexel Ave Unit 1, Chicago, IL 60615
• 

  

  /32

  $668,500

  Sold Dec 02, 2025

  1452 E Park Place, Chicago, IL 60637

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 1962

  Last Sold Summary

  • 1% Below List Price
  • $318/SF
  • 9 Days On Market

  Current Estimated Value $653,700

  Last Listing Agent Tiffany Vondran Fulton Grace Realty

  1452 E Park Place, Chicago, IL 60637
• 

  /2

  Est $565,432

  Not Listed For Sale

  5342 S Ingleside Ave, Chicago, IL 60615

  • 3 Beds
  • 3 Baths
  • 1,950 Sq Ft
  • Built 1992

  5342 S Ingleside Ave, Chicago, IL 60615

  Last Sold Summary

  • 57 Days On Market
• 

  

  /20

  $325,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,411 Sq Ft

  5252 S Drexel Ave Unit 52521A, Chicago, IL 60615

  Beautiful duplex condominium offering 2 bedrooms and 2.5 bathrooms in the heart of Hyde Park. This thoughtfully designed home features an open-concept living, dining, and kitchen area, creating a spacious and functional layout with abundant natural light from south- and east-facing windows. The main level includes a generously sized primary suite with ample closet space and a large en-suite bath

  Colleen Berg Berg Properties

  5252 S Drexel Ave Unit 52521A, Chicago, IL 60615
• 

  

  /28

  $2,900

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Condo for Rent

  5331 S Cornell Ave Unit 3, Chicago, IL 60615

  Top-floor unit in a beautifully updated building in historic Hyde Park. This thoughtfully redesigned space features granite countertops, stainless steel appliances, solid oak hardwood flooring, and generous natural light. The layout has two spacious bedrooms and two well-appointed bathrooms, along with updated windows throughout. Ideally located near Lake Shore Drive, downtown, the lakefront,

  5331 S Cornell Ave Unit 3, Chicago, IL 60615
• 

  

  /38

  $1,312,500

  Sold Jan 15, 2026

  5729 S Harper Ave, Chicago, IL 60637

  • 5 Beds
  • 3.5 Baths
  • 3,200 Sq Ft
  • Built 1888

  Last Sold Summary

  • 9% Below List Price
  • $410/SF
  • 131 Days On Market

  Current Estimated Value $1,290,945

  Last Listing Agent Robert Sullivan Berkshire Hathaway HomeServices Chicago

  5729 S Harper Ave, Chicago, IL 60637
• 

  

  /16

  Est $133,059

  Not Listed For Sale

  1400 E 55th Place Unit 1012S, Chicago, IL 60637

  • Studio
  • 1 Bath
  • Built 1959

  1400 E 55th Place Unit 1012S, Chicago, IL 60637

  Last Sold Summary

  • 35 Days On Market
• 

  

  /17

  $220,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  1233 E 53rd St Unit 2, Chicago, IL 60615

  Perfectly located! The vibrancy of the Hyde Park neighborhood is at the doorstep of this wonderful vintage second floor condominium. Walk to shopping, restaurants, museums, parks, beaches, tennis courts, the University of Chicago, the Obama Presidential Center, and the list goes on! DuSable Lake Shore Drive, the Metra train and public bus transportation is steps away -- including the U of C bus

  Deborah Lewis Berkshire Hathaway HomeServices Chicago

  1233 E 53rd St Unit 2, Chicago, IL 60615
• 

  

  /24

  $2,880

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Condo for Rent

  1400 E 55th Place Unit 301S, Chicago, IL 60637

  The condo is near the University of Chicago (school bus stop at the building entrance), Trader Joe's, Walgreens, shops, restaurants and public transportation.

  1400 E 55th Place Unit 301S, Chicago, IL 60637
• 

  

  /42

  $710,000

  Sold Dec 19, 2025

  5830 S Stony Island Ave Unit 9A, Chicago, IL 60637

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft
  • Built 1926

  Last Sold Summary

  • 8% Below List Price
  • $296/SF
  • 41 Days On Market

  Last Listing Agent Robert Sullivan Berkshire Hathaway HomeServices Chicago

  5830 S Stony Island Ave Unit 9A, Chicago, IL 60637
• 

  

  /26

  Est $648,321

  Not Listed For Sale

  5482 S Woodlawn Ave Unit 2, Chicago, IL 60615

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1890

  5482 S Woodlawn Ave Unit 2, Chicago, IL 60615

  Last Sold Summary

  • 133 Days On Market
• 

  

  /11

  $161,000

  • 2 Beds
  • 2 Baths

  1401 E 55th St Unit 315N, Chicago, IL 60615

  Discover the perfect blend of convenience and comfort in this meticulously maintained unit at University Park Condos. Located in the heart of Hyde Park and just steps from the University of Chicago, this home is ideal for faculty, students, or savvy investors. This unit is in excellent condition. One of the few sought-after buildings in the area with no rental caps. The UChicago shuttle stop is

  Henry Wang Frog City Realty LLC

  1401 E 55th St Unit 315N, Chicago, IL 60615
• 

  

  /11

  $3,650

  Total Monthly Price

  • 5 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Condo for Rent

  5121 S Ingleside Ave Unit 5211 S. Greenwood #3, Chicago, IL 60615

  This property at 5121 S Ingleside Ave features 3 to 4 bedrooms and 2 bathrooms, offering a total living space between 1,800 and 2,000 square feet. The eat-in kitchen is equipped with granite countertops and a dishwasher, enhancing functionality for daily meals. The living room and dining room are designed for comfortable gatherings, with hardwood floors throughout the main areas. The property

  5121 S Ingleside Ave Unit 5211 S. Greenwood #3, Chicago, IL 60615
• 

  /2

  $585,000

  Sold Dec 05, 2025

  5616 S Harper Ave, Chicago, IL 60637

  • 4 Beds
  • 1.5 Baths
  • 1,458 Sq Ft
  • Built 1960

  Last Sold Summary

  • 16% Below List Price
  • $401/SF
  • 45 Days On Market

  Current Estimated Value $586,473

  Last Listing Agent Daisy Neal Daisy Neal

  5616 S Harper Ave, Chicago, IL 60637
• 

  

  /7

  Est $127,949

  Not Listed For Sale

  1451 E 55th St Unit 821N, Chicago, IL 60615

  • Studio
  • 1 Bath
  • Built 1962

  1451 E 55th St Unit 821N, Chicago, IL 60615

  Last Sold Summary

  • 14 Days On Market

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