Exceptional 2-bedroom, 2-bathroom penthouse rental in the heart of Chicago's University Village neighborhood with easy access to the West Loop, the Illinois Medical District, UIC, Pilsen, and downtown Chicago. This bright, top-floor residence offers an open-concept layout with high ceilings, oversized windows, and beautiful hardwood floors throughout as well as south facing views. The spacious living and dining areas seamlessly connect to an updated kitchen featuring granite countertops, stainless steel appliances, abundant 42 inch cabinetry for extra storage space, and a large island that's perfect for casual dining and entertaining while the living room features a wood burning fireplace with gas starter. The thoughtfully designed floor plan includes a spacious primary suite with a beautifully updated en-suite bathroom, while the second bedroom provides excellent flexibility for guests, a roommate, or a dedicated home office. In-unit washer/dryer and ample storage add to the home's convenience as well as the private 1 car garage, which is included in the rental price. Excellent roommate situation as there's no adjoining walls in the bedrooms and similar bedroom sizes. The true showstopper is the incredible private rooftop deck with breathtaking skyline views and multiple areas for lounging, dining, and entertaining. Whether you're hosting friends or enjoying a quiet evening overlooking the city, this outdoor space is truly one of a kind. Enjoy nearby restaurants, coffee shops, parks, shopping, public transportation, and convenient access to major expressways. AMAZING LOCATION 1 block south of Taylor Street restaurants, shops, Rush, UIC. All prospective tenants age 18 or over must have a minimum credit score of 660 and a household income that is at least 2x the monthly rent. No smoking in the unit. This is walk up building; there is no elevator. No pets allowed. Tenants are responsible for gas, electric, cable/internet.
Listed by Shay Hata• @properties Christie's International Real Estate
Little Italy, located between the University of Illinois Chicago campus and the West Loop, is a historic and walkable Chicago neighborhood with classic brick flats and a restaurant-lined main drag. The neighborhood’s character concentrates along Taylor Street near Racine Avenue, where old-school Italian eateries, espresso counters, and corner bakeries keep the sidewalks busy. Community pillars include the National Italian American Sports Hall of Fame, the Italian American Museum of Chicago, and Rosebud on Taylor. Tree-lined blocks mix greystones, two-flats, and newer mid-rises, giving the streetscape a layered look. Arrigo Park and the surrounding courts add a daily rhythm of pick-up games and festivals. CTA Blue Line access at UIC-Halsted links the area to downtown and O’Hare.
Provided by Walk Score and Local Logic
Historical weather
Chicago, IL • 60607
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Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
3/10 Heat Factor
7 days above 99° expected this year, 14 days in 30 years
2/10 Wind Factor
0% chance of strong winds in next 30 years
4/10 Air Factor
5 unhealthy days expected this year, 7 days in 30 years
Provided by First Street
Sun exposure
In this area, properties receive around 10.3 hours in
June and 3.3 hours in December, placing it below the
U.S. average for solar exposure.
This property is priced $1,110 below the rental estimate which makes this a great deal!
Asking rent
$2,600
Rental estimate
$3,710
Nearby comparable rentals
The Rental Estimate uses 0 recent nearby rental.
Sale and tax history for 1344 W Grenshaw St Unit C
Sale History
Tax History
Date
Event
Price
MRED #12700806
Aug 19, 2026
Rental Removed
$2,600
$2/sq ft
Aug 14, 2026
Listed for Rent
$2,600
$2/sq ft
MRED as Distributed by MLS Grid #11095138
Jun 1, 2021
Listing Removed
—
MRED as Distributed by MLS Grid #09125948
Apr 26, 2016
Sold (MLS) (Closed Sale)
$315,000
$233/sq ft
Mar 29, 2016
Pending
—
Feb 21, 2016
Pending (Contingent (Do Not Show))
—
Jan 28, 2016
Listed (New)
$325,000
$241/sq ft
+7
UNIVERSITY VILLAGE/LITTLE ITALY/TRI-TAYLOR PENTHOUSE CONDO WITH ROOFDECK. NEWLY REFINISHED DARK STAINED FLOORS, FRESHLY PAINTED, GRANITE/MAPLE KITCHEN, LARGE BEDROOMS, GREAT CLOSETS, WOOD BURNING FIREPLACE. ROOFDECK WITH AWESOME CITY VIEWS! STEPS TO TAYLOR STREET DINING, SHOPS & NIGHTLIFE. GARAGE PARKING INCLUDED IN PRICE
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Listing provided courtesy of: @properties Christie's International Real Estate
Listing agent: Shay Hata (6128196057)
Based on information submitted to the MLS GRID as of Sun Nov 01 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Last Updated: 2026-10-24T18:30:08.660Z
1344 W Grenshaw St is a 1350 square foot property with 2 bedrooms and 2 bathrooms. We estimate that 1344 W Grenshaw St would rent between $3,710 / mo.1344 W Grenshaw St is located in Chicago, the 60607 zipcode, and the Chicago Public Schools.