5+ Days Ago
Highlights
- Spacious walk-in closet
- Granite countertops
- Soaring 10-ft ceilings
- Additional storage
- Private entry experience
- Heated garage parking
Location
744 N May St, Chicago, IL 60642, USA|West Town
Tour 744 N May St
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Property Overview
Located in a vibrant Chicago neighborhood, the home offers soaring 10-ft ceilings, granite countertops, a spacious walk-in closet, and additional storage, creating a comfortable and functional living space. The private entry experience and heated garage parking add convenience and a sense of privacy, making it appealing for those who value easy urban living and secure, weather-protected parking.
This summary uses Zumper’s proprietary data. “Things you’ll love” and “Great for” are based on our internal analyses of market trends and renter insights.
Things you’ll love
Covered parking- Elevator
- Extra Storage
Great for
Wellness
Social life
Amenities for 744 N May St, West Town
Features
| Balcony | Furnished |
| Hardwood Floor | Walk-in Closet |
Community
| Elevator | Onsite Laundry |
| Roof Deck |
Grounds
| Garage Parking | Storage |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
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About 744 N May St
Penthouse living in the heart of River West. This is the one that actually delivers! 744 N May Street, Unit #401, offers a true private entry experience with a direct elevator opening into the unit. Inside, you will find soaring 10-ft ceilings, dark hardwood floors, and thoughtful finishes throughout, including custom barn doors, granite countertops, and a spacious walk-in closet in the primary bedroom. The layout is clean, functional, and elevated with in-unit laundry and great natural light. What sets this apart: over 1,200 sq ft of PRIVATE rooftop deck space fully furnished, your own skyline escape, plus a 2nd balcony off the main level for everyday use. Heated garage parking with additional storage above makes city living easy, and guests will appreciate the free, easy street parking. Location is where this really wins. You are steps from neighborhood favorites, top restaurants, and everyday conveniences, with quick access to the vibrant dining scenes of West Loop and Fulton Market. Commuting is effortless, minutes from the expressway and close to the CTA Blue Line for a straight shot downtown or to O'Hare Airport. This is River West penthouse living with space indoor and outdoor, privacy, and convenience.
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 744 N May St, Chicago, IL 60642, USA compares to other nearby properties.
Positives
- Covered parking
- Garage, covered, or indoor parking is available at this address
- Elevator
- Improved accessibility features
- Extra Storage
- Upgraded in-unit features
- Images available
- There are at least 10 photos of this address
- Roof deck
- Access to public roof space
- Walk-in closet
- Rentals here may include more closet space than average
Considerations
- No in-unit dishwasher
- Dishwashers aren't available
Address details
| Neighborhood | West Town |
|---|---|
| Zip code | 60642 |
| Type | Condo for rent |
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Rent trends in West Town
2-bedroom apartments at 744 N May St cost about 32% more than the average rent price for 2-bedroom apartments in Chicago.
Median rents as of Jun 13 2026.
West Town
Chicago
| Month | Median Rent |
|---|---|
| June 2024 | $2,845 |
| July 2024 | $2,862 |
| August 2024 | $2,702 |
| September 2024 | $2,706 |
| October 2024 | $2,704 |
| November 2024 | $2,621 |
| December 2024 | $2,508 |
| January 2025 | $2,470 |
| February 2025 | $2,498 |
| March 2025 | $2,508 |
| April 2025 | $2,495 |
| May 2025 | $2,498 |
| June 2025 | $2,498 |
| July 2025 | $2,550 |
| August 2025 | $2,491 |
| September 2025 | $2,419 |
| October 2025 | $2,402 |
| November 2025 | $2,428 |
| December 2025 | $2,348 |
| January 2026 | $2,436 |
| February 2026 | $2,425 |
| March 2026 | $2,537 |
| April 2026 | $2,503 |
| May 2026 | $2,574 |
| June 2026 | $2,595 |
| Month | Median Rent |
|---|---|
| June 2024 | $2,550 |
| July 2024 | $2,500 |
| August 2024 | $2,560 |
| September 2024 | $2,589 |
| October 2024 | $2,598 |
| November 2024 | $2,634 |
| December 2024 | $2,512 |
| January 2025 | $2,547 |
| February 2025 | $2,500 |
| March 2025 | $2,497 |
| April 2025 | $2,548 |
| May 2025 | $2,498 |
| June 2025 | $2,498 |
| July 2025 | $2,544 |
| August 2025 | $2,557 |
| September 2025 | $2,541 |
| October 2025 | $2,656 |
| November 2025 | $2,788 |
| December 2025 | $2,735 |
| January 2026 | $2,695 |
| February 2026 | $2,668 |
| March 2026 | $2,795 |
| April 2026 | $2,811 |
| May 2026 | $2,818 |
| June 2026 | $2,800 |
Affordability calculator
Can I afford to live at 744 N May St?
Bedrooms
2 bedroomsRent-to-income ratio
30%
Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income
$148,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $148,000 annually to afford this 2-bedrooms monthly rent price of $3,700.
For more information on rent affordability, visit our rent calculator.
Rent history
The increase or decrease in monthly rent compared to the previous listing price.| Bath | |||||
|---|---|---|---|---|---|
| Last month | $3,700 | 2 bed | 2 bath | ||
| 5 months ago | $1,000 | 1 bed | 1 bath | ||
| 6 months ago | $1,250 | 1 bed | 1 bath | ||
| 8 months ago | $1,290 | 1 bed | 1 bath |
Schools near 744 N May St
Skinner North Elementary School
640 w scott st
chicago, IL, 60610
K-8Public
A-
Rudolph Elementary Learning Center
1628 w washington blvd
chicago, IL, 60612
PK, K-7Public
C+
Ruben Salazar Bilingual Center
160 w wendell st
chicago, IL, 60610
PK, K-8Public
C+
William B Ogden Elementary School
24 w walton st
chicago, IL, 60610
PK, K-8Public
B-
Chicago Commons Guadalupano Family Center
1814 s paulina ave
chicago, IL, 60608
PKPublic
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Internet available near 744 N May St
Neighborhood
West Town | Chicago, IL
Getting around Chicago near 744 N May St
Walking
10/10
No car? No problem. Everything you need is within a few blocks.
Driving
5/10
This area is accessible to thoroughfares and has ample parking options.
Cycling
7/10
Peddling isn’t a problem with cyclist-friendly streets and bikeable destinations.
Transit
10/10
Getting around is a breeze; rapid transit and bus lines are a few blocks away.
Points of interest for 744 N May St, Chicago
Groceries
9/10
At least one supermarket within a 5-minute walk
Shopping
10/10
Exceptional variety of shops within a few minutes’ walk
Cafes
9/10
Exceptional variety of cafés within a few minutes’ walk
Restaurants
9/10
Exceptional variety of restaurants within a few minutes’ walk
Primary schools
7/10
At least one elementary school within a 15-minute walk
High schools
9/10
At least one high school within a 5-minute walk
Parks
8/10
Large amount of park space nearby
Nightlife
10/10
Exceptional variety of bars right within a few minutes’ walk
Other units at this address
744 N May St, Chicago, IL
744 N May St Chicago, IL
Occupied
1 Bed, 1 Bath
1 Bed
1 Bath
$1,000
Balcony • High Ceilings • Air Conditioning • On-Site Laundry • Dishwasher
Occupied
202
1 Bed
1 Bath
$1,250
Balcony • In-Unit Laundry • High Ceilings • Air Conditioning • On-Site Laundry • Assigned Parking
Occupied
402
2 Beds
2 Baths
$3,600
In-Unit Laundry • Microwave • Air Conditioning • On-Site Laundry • Hardwood Floor • Fireplace
Occupied
401
2 Beds
2 Baths
$3,700
Balcony • On-Site Laundry • Walk-In Closets • Hardwood Floor • Furnished
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