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5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
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5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
5744 S Kenwood Avenue Unit: 1
Listed by Andrea Allen with Berkshire Hathaway HomeServices Chicago 312-642-1400
For Sale

5744 S Kenwood Avenue Unit: 1

5744 S Kenwood Avenue Unit: 1, Chicago, IL 60637

$399,000
$399,000

5744 S Kenwood Avenue Unit: 1

3 Beds 1 Bath 1,535 Sq.Ft.

Open House

6/28/2026 11:30AM - 1:00PM CDT

Description

Beautifully preserved, vintage 3-bedroom, 1-bath condo in a prime Hyde Park location, just steps from the University of Chicago and minutes from the new Obama Presidential Center. Set on a charming tree-lined street, this home combines classic architectural character with thoughtful updates and exceptional access to all the neighborhood has to offer. Soaring 12-foot ceilings, oak hardwood floors, stunning original woodwork, pocket doors, and transom windows showcase the craftsmanship of the original build. The remarkable architectural details have been meticulously maintained, creating a sense of warmth and character throughout the home. Recessed lighting has been added in the hallways for a subtle modern touch. The eat-in kitchen features granite countertops and connects to a spacious dining room, with both spaces overlooking the large rear deck and shared backyard. The flexible third bedroom is currently used as a den/library, offering options for a home office, guest room, or additional living space. Enjoy easy access to the University of Chicago Lab School, Ray Elementary School, neighborhood restaurants, cafes, parks, and the playground along 57th Street. With nearby shopping, cultural attractions, lakefront access, and one of Chicago's most exciting new developments at the Obama Presidential Center, this location offers the very best of Hyde Park living. Garage parking can be available behind the building for $150 per month.

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Location

5744 S Kenwood Avenue Unit: 1, Chicago, IL 60637

Status

For Sale
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Schedule a Showing

We would love to show you our beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.
Thank you for your interest in 5744 S Kenwood Avenue Unit: 1, Chicago, IL 60637. We are reviewing your request and will be in touch shortly!

Features & Amenities

Interior

  • total bedrooms3
  • Total bathroom1
  • full bathroom1
  • Laundry room Washer Hookup, In Unit
  • Flooring Hardwood
  • APPLIANCES Range, Dishwasher, Refrigerator, Washer, Dryer
  • other interior Features Storage, Built-in Features, Bookcases, Historic/Period Mlwk, Special Millwork, Granite Counters, Separate Dining Room

Area & Lot

  • Status For Sale
  • OPEN HOUSE

    6/28/2026 11:30AM - 1:00PM CDT

  • Living Area1,535 Sq.Ft.
  • MLS® ID12677742
  • TypeCondo
  • YEAR BUILT1892
  • School District299

Exterior

  • STORIES3
  • Garage Space1.0
  • water SourceLake Michigan, Public
  • parkingGarage Door Opener, Yes, Leased, Detached, Garage
  • HEAT TYPERadiator(s)
  • AIR CONDITIONINGNone
  • sewerPublic Sewer
  • HOA AmenitiesBike Room/Bike Trails, Storage

Financial

  • Sales Price$399,000
  • Real Estate Tax $5,379/yr
  • HOA $475/mo

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Consistently ranked among Chicago’s top 1% of brokers, KD Homes is known for results backed by boutique-level service. We combine market expertise, bold marketing, and concierge care to deliver a real estate experience that’s both polished and personal. Whether buying, selling, or investing, we’re here to help you move forward with confidence and care.

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