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.
Closed
$399,000
5744 S Kenwood Ave #1, Chicago, IL 60637
3beds
1,535sqft
Condominium, Single Family Residence
Built in 1892
-- sqft lot
$400,200 Zestimate®
$260/sqft
$2,833 Estimated rent
Home value
$400,200
$380,000 - $420,000
$2,833/mo
Zestimate® history
Owner options
List your home for rent
$2,833/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$2,833/mo
Rent Zestimate®
Refinance and save
$3,331/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$3,331/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Stunning original woodworkCharming tree-lined streetClassic architectural characterRemarkable architectural detailsTransom windowsPocket doorsSpacious dining room
Zillow last checked:
Listing updated:
Listed by:
Andrea Allen 312-642-1400,
Berkshire Hathaway HomeServices Chicago,
Morgan Anderson 206-755-0698,
Berkshire Hathaway HomeServices Chicago
Bought with:
Robert Sullivan
Berkshire Hathaway HomeServices Chicago
Source: MRED as distributed by MLS GRID,MLS#: 12677742
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
Rooms
- Room types: Deck
Primary bedroom
- Features: Flooring (Hardwood), Window Treatments (Curtains/Drapes)
- Level: Main
- Area: 150 Square Feet
- Dimensions: 15X10
Bedroom 2
- Features: Flooring (Hardwood)
- Level: Main
- Area: 150 Square Feet
- Dimensions: 15X10
Bedroom 3
- Features: Flooring (Hardwood)
- Level: Main
- Area: 168 Square Feet
- Dimensions: 14X12
Deck
- Level: Main
- Area: 275 Square Feet
- Dimensions: 11X25
Dining room
- Features: Flooring (Hardwood), Window Treatments (Curtains/Drapes)
- Level: Main
- Area: 192 Square Feet
- Dimensions: 16X12
Kitchen
- Features: Kitchen (Eating Area-Table Space, Granite Counters), Flooring (Ceramic Tile)
- Level: Main
- Area: 187 Square Feet
- Dimensions: 17X11
Living room
- Features: Flooring (Hardwood), Window Treatments (Curtains/Drapes)
- Level: Main
- Area: 192 Square Feet
- Dimensions: 16X12
Heating
- Radiator(s)
Cooling
- None
Appliances
- Included: Range, Dishwasher, Refrigerator, Washer, Dryer
- Laundry: Washer Hookup, In Unit
Features
- Storage, Built-in Features, Bookcases, Historic/Period Mlwk, Special Millwork, Granite Counters, Separate Dining Room
- Flooring: Hardwood
- Windows: Screens, Window Treatments
- Basement: None
Interior area
- Total structure area: 0
- Total interior livable area: 1,535 sqft
Property
Parking
- Total spaces: 1
- Parking features: Garage Door Opener, Yes, Leased, Detached, Garage
- Garage spaces: 1
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Patio & porch: Deck, Porch
Details
- Parcel number: 20142150361004
- Special conditions: List Broker Must Accompany
Construction
Type & style
- Home type: Condo
- Property subtype: Condominium, Single Family Residence
Materials
- Brick
Condition
- New construction: No
- Year built: 1892
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Lake Michigan, Public
Community & HOA
HOA
- Has HOA: Yes
- Amenities included: Bike Room/Bike Trails, Storage
- Services included: Heat, Water, Insurance, Exterior Maintenance, Lawn Care, Scavenger
- HOA fee: $475 monthly
Location
- Region: Chicago
Financial & listing details
- Price per square foot: $260/sqft
- Tax assessed value: $266,900
- Annual tax amount: $5,378
- Date on market: 6/25/2026
- Listing terms: Cash
- Ownership: Condo
Price history
| Date | Event | Price |
|---|---|---|
| 7/23/2026 | Sold | $399,000$260/sqft |
Source:  MRED as distributed by MLS GRID #12677742 Report a problem | ||
| 7/1/2026 | Contingent | $399,000$260/sqft |
Source: MRED as distributed by MLS GRID #12677742 Report a problem | ||
| 6/25/2026 | Listed for sale | $399,000+21.8%$260/sqft |
Source: MRED as distributed by MLS GRID #12677742 Report a problem | ||
| 2/17/2021 | Sold | $327,500$213/sqft |
Source: Public Record Report a problem | ||
| 9/16/2020 | Sold | $327,500-7.7%$213/sqft |
Source: MRED as distributed by MLS GRID #10773772 Report a problem | ||
| 8/10/2020 | Pending sale | $355,000$231/sqft |
Source: Berkshire Hathaway HomeServices Chicago #10773772 Report a problem | ||
| 7/27/2020 | Price change | $355,000-2.7%$231/sqft |
Source: Berkshire Hathaway HomeServices Chicago #10773772 Report a problem | ||
| 7/8/2020 | Listed for sale | $365,000+1.7%$238/sqft |
Source: Berkshire Hathaway HomeServices Chicago #10773772 Report a problem | ||
| 10/1/2018 | Listing removed | $359,000$234/sqft |
Source: Ultimate Realty Group LLC #09890473 Report a problem | ||
| 6/6/2018 | Price change | $359,000-2.7%$234/sqft |
Source: Ultimate Realty Group LLC #09890473 Report a problem | ||
| 3/20/2018 | Listed for sale | $369,000+7%$240/sqft |
Source: Ultimate Realty Group LLC #09890473 Report a problem | ||
| 6/19/2008 | Sold | $345,000+15.4%$225/sqft |
Source: Public Record Report a problem | ||
| 4/14/2005 | Sold | $299,000$195/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $5,379 -23% | $26,690 -19.1% |
| 2023 | $6,987 +2.9% | $32,999 |
| 2022 | $6,787 +2.3% | $32,999 |
| 2021 | $6,636 -3.2% | $32,999 -2.6% |
| 2020 | $6,857 +2% | $33,884 -8.2% |
| 2019 | $6,724 +1.7% | $36,899 |
| 2018 | $6,610 +22.8% | $36,899 +30% |
| 2017 | $5,382 +3.8% | $28,375 |
| 2016 | $5,183 +9.8% | $28,375 |
| 2015 | $4,719 +18.1% | $28,375 +17.7% |
| 2014 | $3,996 +2.3% | $24,105 |
| 2013 | $3,906 +0.7% | $24,105 |
| 2012 | $3,878 -12.9% | $24,105 -20.8% |
| 2011 | $4,452 +6.8% | $30,454 |
| 2010 | $4,167 -12.3% | $30,454 |
| 2009 | $4,749 +40% | $30,454 +28.8% |
| 2008 | $3,392 +1% | $23,649 |
| 2007 | $3,359 -1.1% | $23,649 |
| 2006 | $3,395 -0.1% | $23,649 +13.7% |
| 2005 | $3,399 +17.7% | $20,799 |
| 2004 | $2,889 -12.2% | $20,799 |
| 2003 | $3,291 +12.6% | $20,799 +14.9% |
| 2002 | $2,924 -6.7% | $18,095 |
| 2001 | $3,133 +22.6% | $18,095 |
| 2000 | $2,555 +17.6% | $18,095 +36% |
| 1999 | $2,173 | $13,301 |
Find assessor info on the county website
Neighborhood: Hyde Park
Nearby homes
- $487,7003 bd-- ba12k sqft5742 S Kenwood Ave #1, Chicago, IL 60637Off Market
- $342,800-- bd-- ba12k sqft5744 S Kenwood Ave #3, Chicago, IL 60637Off Market
- $298,8003 bd1 ba12k sqft5742 S Kenwood Ave #2, Chicago, IL 60637Off Market
- $343,6003 bd1 ba12k sqft5742 S Kenwood Ave #3, Chicago, IL 60637Off Market
- $337,800-- bd-- ba12k sqft5744 S Kenwood Ave #2, Chicago, IL 60637Off Market
- $672,2004 bd3 ba3.2k sqft5740 S Kenwood Ave #3, Chicago, IL 60637Off Market
- $407,0003 bd1 ba1.6k sqft5738 S Kenwood Ave UNIT 1, Chicago, IL 60637Off Market
- $470,8003 bd2 ba11k sqft5738 S Kenwood Ave #2, Chicago, IL 60637Off Market
Nearby schools
GreatSchools rating
- 5/10Ray Elementary SchoolGrades: PK-8Distance: 0.1 mi
- 7/10Kenwood Academy High SchoolGrades: 7-12Distance: 0.9 mi
Schools provided by the listing agent
- District: 299
Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$400,200
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$400,200
- Illinois
- Cook County
- Chicago
- 60637
- Hyde Park
- 5744 S Kenwood Ave Unit 1
Nearby cities
Nearby neighborhoods
Nearby zip codes
Other Chicago Topics
