Photos












- 2BR, 2BA Condo
- $2,750 Pricing
- 1,500 Square Feet
- 06-01-2026 Availability
Features and Amenities
Features
- Air Conditioning
- Ceiling Fans
- Washer/Dryer
Kitchen
- Refrigerator
Rent and Fees
Unit Price
- $2,750
About 5739 N Winthrop Ave
Absolutely beautiful Edgewater apartment in a fantastic location! You don't want to miss out. Available June 1st. 2 Year Lease. Owner will offer lease through 6/30/2028 with no rent increase. 24 Hour Tenant Notice Required. In unit laundry will be installed. Live just minutes from Kathy Osterman Beach and the Lake Michigan lakefront trail in this beautifully updated 2 bedroom, 2 bathroom Edgewater apartment offering classic Chicago charm, exceptional space and hardwood floors. Enjoy easy access to the Red Line, Whole Foods, Walgreens, neighborhood dining, Swift Elementary School, Loyola University Chicago, Bryn Mawr Historic District, and Wrigley Field just a few EL stops away. Enjoy summer days at the beach and evening walks or bike rides along Chicago's iconic lakefront right outside your door. Unit features 12 ft ceilings, bay windows, separate dining area, private back deck, and ability to BBQ on concrete landing pad between deck and garage. Storage unit included (lower level). Laundry onsite. Garage parking available for an additional $200/month. Tenant pays gas and electric. Tenant Requirements: $300 non-refundable move-in fee to landlord. Security deposit $2,750 (rent only) or $2,950 (rent + garage). $75 lease renewal if tenant renews after 2 years. Cats only ($45 each, max 2). Tenant screening follows Chicago Just Housing Ordinance. Rental application is a 2 step process. Tenants - Landlord requires 700+ credit score from all adult applicants, 3x income-to-rent ratio, credit report, criminal background check, and proof of last 2 years income (W-2 or 1099). Tenants with a guarantor - Landlord requires tenant guarantor(s) 700+ credit score from all adult applicants, 5x income-to-rent ratio and a 6 month security deposit. ($2750 apartment only or $2950 apartment with parking) Driver's license/ID required for each adult applicant. Renters insurance required for each applicant. Each adult applicant to pay $50 application directly to RentSpree (online payment)
5739 N Winthrop Ave is located in the Edgewater Neighborhood and 60660 Zip code of Chicago, IL.
Property Contact Info
- Listed by:
- Agency:
- Vendor Logo:

- Website:
- View Property Website
- Call Us:
- (708) 998-5754
- Disclaimer:
Lease Terms
- 12
Fees and Policies
Pet Policy and Fees
Cats
AllowedParking Info and Fees
- Other
Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
Features and Amenities
On-Site Services
- Renters Insurance Program
- Laundry Facilities
Interior Features
- Ceiling Fans
- Washer/Dryer
- Air Conditioning
Kitchen Amenities
- Refrigerator

Map
- Shopping
- Colleges
- Schools
- Grocery
- Medical
- Parks
- Transportation

Map
Frequently Asked Questions about 5739 N Winthrop Ave
What type of rentals are available at 5739 N Winthrop Ave?
There is currently a 2 Bed 2 Bath Condo for rent with 1,500 listed at 5739 N Winthrop Ave. It is Available June 1, 2026.
How much is the rent at 5739 N Winthrop Ave?
5739 N Winthrop Ave is currently listed at $2,750.
What area of town is 5739 N Winthrop Ave located in?
Located in the Edgewater Neighborhood, 5739 N Winthrop Ave is in the 60660 Zip Code of Chicago, IL.
Lifestyle Ratings
Learn more about Lifestyle SearchPoints of Interest
Time and distance from 5739 N Winthrop Ave.
Arts Museums and Landmarks
Big Box and Retail
Walgreens
Target
Staples
Colleges and Universities
City College of Chicago, Harry S. Truman - Harry S. Truman Campus
Groceries
Jewel-Osco
Mariano's Fresh Market
Aldi
Hospitals
Methodist Hospital Of Chicago
Aurora Chicago Lakeshore Hospital
Louis A. Weiss Memorial Hospital
Hotspots
Parks and Recreation
5739 N Winthrop Ave has 5 parks within 7.7 miles, including Oak Street Beach, Wendella Boats, Funhouse Maze, Millennium Park, and Garfield Park Conservatory.
Restaurants and Dining
Shopping Centers
5739 N Winthrop Ave has 5 shopping centers within 0.8 miles.
Transit Stations
Nearby Neighborhoods
Nearby Apartments
Rental Price Ranges in the Area
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chicago Studio Apartments | $1,930 | $550 | $5,798 |
| Chicago 1 Bedroom Apartments | $2,487 | $525 | $10,000+ |
| Chicago 2 Bedroom Apartments | $3,088 | $762 | $10,000+ |
| Chicago 3 Bedroom Apartments | $3,856 | $883 | $10,000+ |
| Chicago 4 Bedroom Apartments | $3,454 | $879 | $10,000+ |
| Chicago 5 Bedroom Apartments | $7,994 | $2,175 | $10,000+ |
| Chicago 6 Bedroom Apartments | $6,853 | $2,475 | $10,000+ |
Browse Top Apartments in Chicago
By Price
By Community Type
- Chicago Apartments for Rent by Owner
- Chicago Apartments with Rent Specials
- Chicago Top Rated Apartments
- Chicago Corporate Apartments
- Chicago Furnished Apartments
- Chicago Gated Apartments
- Chicago Loft Apartments
- Chicago Low Income Apartments
- Chicago Military Apartments
- New Chicago Apartments
- Chicago Senior Apartments
- Chicago Short-term Apartments
- Chicago Student Apartments
- Chicago Apartments with Utilities Included
