5744 S Kenwood Avenue #1

$399,000 Active Under Contract · 7 days on market
3
beds
1
baths
1,535
sq ft
$260
per sq ft

About this unit

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.

Property details

The facts that decide a tour — straight from MRED.

Monthly costs
HOA$475 / mo
HOA includesHeat, Water, Insurance, Exterior Maintenance, Lawn Care, Scavenger
Annual tax$5,378 (2024)
Rules & parking
ParkingGarage Door Opener, Yes, Leased, Detached, Garage
PetsCats OK, Dogs OK

What it costs each month

Live estimate. Tax based on Cook County 2024 effective rate. HOA pulled from the listing.

$399,000
$
20%$79,800
6.85%
30 years
Principal & interest$2,092 / mo
HOA$475 / mo
Property tax (est.)$448 / mo
All-in monthly$3,015

Estimate. Real rate depends on your lender, credit, and reserves. We'll connect you to a Chicago-based broker once you tour.

Listing history

The MLS trail for this unit — list events and price changes only.

Jul 1, 2026 Active Under Contract Active Under Contractcurrent
Jun 25, 2026 Listed for sale $399,000

About 5744 S Kenwood Avenue

A look at the building this unit is in.

5744 S Kenwood Avenue

Hyde Park condo
1 for sale · 0 for rent
For sale from $399K
View the building

Where it is

FAQ

Where do these listings come from?

Straight from the Midwest Real Estate Data (MRED) MLS, refreshed regularly — the same listings your buyer's agent sees, no curated subset.

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Can I rent in this building?

If owners are leasing units, the For Rent tab shows them. These are individual condo owners listing through the MLS, so lease terms and pet rules vary by unit.

How is this different from Redfin or Zillow?

Same MLS feed, different model — we don't sell your contact info or turn every click into a lead. One Dibze condo expert handles your whole search and represents you, not the seller.

Listed by Andrea Allen · Berkshire Hathaway HomeServices Chicago · (312) 642-1400 · MLS #MRD12677742 · MRED
Mino Conenna
Mino Conenna
Licensed IL broker · Chicago condo specialist
Online now · replies in minutes

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