Date
Details
Price
Change
Source
4/21/2026
Listed
$3,700
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/18
$3,700 Just Listed
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1/18
Property Description
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.
Full Property Details
Full Property Details for 744 N May St #401
General
- Rent: $3,700
- Status: Active
- Type: Condo
- Source: MRED
- MLS ID: 12625112
- Updated: 4/23/2026
- Added to Site: 3 day(s) ago
Rental Information
- Approvals: Credit Report
- Lease/Rent Term: Short Term Lease
- Lease Includes: Water, Scavenger, Lawn Care, Snow Removal, Other
- Date Available: 5/1/2026
Interior
- Basement: None
- Interior Features: Elevator, High Ceilings, Dining Combo, Granite Counters
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
Additional Information
- Shared Amenities: Elevator(s)
- Other Features: Commuter Bus, Commuter Train, Interstate Access, Non-Smoking Unit
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 1
- Total Spaces: 1
- Parking Features: Garage Door Opener, Yes, Attached, Garage
Location
- Area: CHI - West Town
- County: Cook
- Township: West Chicago
- Driving Directions: east/west on Chicago Ave to May St, south to property.
School Information
- School District: 299
- Elem School District: 299
- Midd School District: 299
- High School District: 299
Community
- Pets Allowed: Yes
- Pets: Cats OK, Deposit Required, Dogs OK, Number Limit, Size
- Pet Restrictions: Cats OK, Deposit Required, Dogs OK, Number Limit, Size Limit, / 99lbs.
- Mgmt. Company: self-management
Heating & Cooling
- Cooling Type: Central Air Conditioning
- Heating Type: Natural Gas, Forced Air
Utilities
- Sewer: Public Sewer
- Water: Lake Michigan
Structural Information
- Structure Type: Condo, Mid-Rise (4 to 6 Stories), Penthouse
- Construction: Brick, Block, Limestone
- Exterior Const.: Brick, Block, Limestone
- Basement Desc.: None
- Foundation: Concrete Perimeter
- Roof: Rubber
- Sub-Flooring: Hardwood
- Entry Floor Number: 4
- Stories/Levels: 4
- Sq. Ft. Source: Not Reported
- Year Built: 2005
- Remodeled/Updated: 2015
Unit Information
- Units in Building: 6
Lot Features
- Lot Dimensions: COMMON
Animals
- Animals Allowed: Cats OK, Deposit Required, Dogs OK, Number Limit, Size
Financial Considerations
- Lease Price: $3,700
- Parking Included: Yes
- Security Deposit: 1 mo
- Assessment Year: 2005
- Pays Sewer: Public Sewer
Disclosures and Reports
- Special Conditions: List Broker Must Accompany
Listed by Century 21 S.G.R., Inc.
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Listing agents
— 744 N May St #401 —
Century 21 S.G.R., Inc.
Century 21 S.G.R., Inc.
Get a Great Insurance Rate
Schools
Schools serving 744 N May St #401
School District:Chicago Public School District 299
| Name | Grades | Distance |
|---|---|---|
Ogden Elementary School 24 West Walton Street, Chicago, IL 60610 | K-8 | 1.4 mi |
Wells Community Academy High School 936 North Ashland Avenue, Chicago, IL 60622 | 9-11 | 0.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 744 N May St #401
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- Condo
- Active
- Updated 6 days ago
- 2Beds
- 2Total Baths
- 1,200Sq. Ft.
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- Rental
- Active
- Updated 1 day ago
- 4Beds
- 2Total Baths
- 2,000Sq. Ft.
Listed by Richard Mell (773) 259-6976
- Rental
- Active
- Updated 3 days ago
- 2Beds
- 1Total Bath
- 700Sq. Ft.
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- Rental
- Active
- Updated 1 day ago
- 2Beds
- 1Total Bath
- 850Sq. Ft.
- Rental
- Active
- Updated 19 hours ago
- 2Beds
- 1Total Bath
744 N May Street #401, Chicago, IL 60642 (MLS# 12625112) is a Condo property with 2 bedrooms and 2 full bathrooms. 744 N May Street #401 is currently listed for rent at $3,700 and was received on April 21, 2026. Want to learn more about 744 N May Street #401? Do you have questions about finding other real estate for sale or rent in West Town? You can browse all West Town rentals or contact a Coldwell Banker agent to request more information.