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$399,000 Contingent

  • For Sale
  • Contingent
  • Condo
  • 3 Beds
  • 1 Full Bath
  • 1,535 Sq. Ft.
  • 1 Car Garage
  • Updated 6 days ago

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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.

Full Property Details for 5744 S Kenwood Ave #1

General

  • Price: $399,000
  • HOA FEE: $475/month
  • Taxes: $5,378 (2024)
  • Status: Contingent
  • Type: Condo
  • Source: MRED
  • MLS ID: 12677742
  • Updated: 7/1/2026
  • Added to Site: 12 day(s) ago

Interior

  • Basement: None
  • Interior Features: Storage, Built-in Features, Bookcases, Historic/Period Mlwk, Special Millwork, Granite Counters, Separate Dining Room
  • Appliances: Range, Dishwasher, Refrigerator, Washer, Dryer
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Additional Information

  • Shared Amenities: Bike Room/Bike Trails, Storage

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 1
  • Parking Features: Garage Door Opener, Yes, Leased, Detached, Garage

Location

  • Area: CHI - Hyde Park
  • County: Cook
  • Township: Hyde Park
  • Driving Directions: One-way street heading North from 58th, which is also one-way heading west. 58th can accessed from Dorchester from the North (57th) or from Blackstone from the South (59th or Midway Plaisance).

School Information

  • School District: 299
  • Elem School District: 299
  • Midd School District: 299
  • High School District: 299

Community

  • Assoc. Fees Include: Heat, Water, Insurance, Exterior Maintenance, Lawn Care, Scavenger
  • Pets Allowed: Yes
  • Pets: Cats OK, Dogs OK
  • Pet Restrictions: Cats OK, Dogs OK, / 999lbs.
  • Mgmt. Company: Self Managed

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Radiator(s)

Utilities

  • Sewer: Public Sewer
  • Water: Lake Michigan, Public

Structural Information

  • Structure Type: Condo
  • Construction: Brick
  • Exterior Const.: Brick
  • Basement Desc.: None
  • Windows: Screens, Window Treatments
  • Sub-Flooring: Hardwood
  • Entry Floor Number: 1
  • Stories/Levels: 3
  • Square Feet: 1,535
  • Sq. Ft. Source: Landlord/Tenant/Seller
  • Year Built: 1892
  • Built Before 1978: Yes

Unit Information

  • Units in Building: 6

Lot Features

  • Lot Dimensions: COMMON

Animals

  • Animals Allowed: Cats OK, Dogs OK

Financial Considerations

  • Lease Price: $150
  • Association Fee: $475
  • Assoc Fee Freq.: Monthly
  • Assessment Year: 1892
  • Tax Amount: $5,378.91
  • Tax Year: 2024
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Condo
  • Special Conditions: List Broker Must Accompany
  • Property ID: 20142150361004

Listed by Berkshire Hathaway HomeServices Chicago

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Listing agents

— 5744 S Kenwood Ave #1 —

  • Berkshire Hathaway HomeServices Chicago

  • Berkshire Hathaway HomeServices Chicago

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NMLS#: 1598647

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Be ready to buy your new home!

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NMLS#: 1598647

Get Pre-Approved

Find the right home insurance for your new home!

with our affiliated in-house agency

Request a Quote

Save up to an additional 20% by bundling your home and auto together!

Schools serving 5744 S Kenwood Ave #1

School District:Chicago Public School District 299
NameGradesDistance
Ray Elementary School
5631 South Kimbark Avenue, Chicago, IL 60637
7-80.1 mi
Kenwood Academy High School
5015 South Blackstone Avenue, Chicago, IL 60615
9-120.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5744 S Kenwood Ave #1 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/25/2026
Listed
$399,000
21.83%
MLS
9/10/2020
Sold
$327,500
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5744 S Kenwood Ave #1

Year
Property Taxes
Change
Tax Assessment
Change
2023
$6,987
—
$26,690
-19%
2023
$6,987
3%
$32,999
—
2022
$6,787
2%
$32,999
—
2021
$6,636
-3%
$32,999
-3%
2020
$6,857
2%
$33,884
-8%
2019
$6,724
2%
$36,899
—
2018
$6,610
23%
$36,899
30%
2017
$5,382
4%
$28,375
—
2016
$5,183
10%
$28,375
—
2015
$4,719
18%
$28,375
18%
2014
$3,996
2%
$24,105
—
2013
$3,906
1%
$24,105
—
2012
$3,878
—
$24,105
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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5744 S Kenwood Avenue #1, Chicago, IL 60637 (MLS# 12677742) is a Condo property with 3 bedrooms and 1 full bathroom. 5744 S Kenwood Avenue #1 is currently listed for $399,000 and was received on June 25, 2026. Want to learn more about 5744 S Kenwood Avenue #1? Do you have questions about finding other Condo real estate for sale in Hyde Park? You can browse all Hyde Park real estate or contact a Coldwell Banker agent to request more information.

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