Cheap Apartments for Rent in Winthrop Harbor, IL from $500 (27 Rentals)
Search the lowest-cost Apartments available for rent right now in Winthrop Harbor.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

Horizon Village

Woodstone Village Apartments

Country Chalet Apartments
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
Winthrop Harbor, IL Local Guide

How much does it cost to rent an apartment in Winthrop Harbor?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winthrop Harbor Studio Apartments | $830 | $830 | $830 |
Winthrop Harbor 1 Bedroom Apartments | $1,171 | $700 | $1,532 |
Winthrop Harbor 2 Bedroom Apartments | $1,492 | $1,200 | $1,890 |
Winthrop Harbor 3 Bedroom Apartments | $2,387 | $1,975 | $2,800 |
Winthrop Harbor 4 Bedroom Apartments | $2,500 | $2,500 | $2,500 |
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Winthrop Harbor, IL Local Guide
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Cheapest Neighborhoods for Apartments in Winthrop Harbor, IL
Pricing Updated: 06/15/2025Current apartment rentals in the Winthrop Harbor, IL area range in price from to with an overall median price of . Here is today’s list neighborhoods with the lowest median pricing for Winthrop Harbor Apartments for rent:
Neighborhood | Median Price | Min Price | Available Units |
---|---|---|---|
Shore Acres | $2,500 | $700 | 9 |
Cheapest Available Winthrop Harbor Apartments for Rent and Nearby
 The cheapest available apartment rental in Winthrop Harbor, IL is a 1 Bed unit found at Country Chalet Apartments in the Shepherds Crossing neighborhood priced from $1,080. Woodstone Village Apartments in the Shepherds Crossing neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,200. Here is today’s list of the most affordable Winthrop Harbor apartments for rent:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Country Chalet Apartments | 1 Bed 1 Bath* | 1BR,1BA | $1,080 |
Woodstone Village Apartments | 1x1 695 | 1BR,1BA | $1,200 |
Carmel House | 1bdB | 1BR,1BA | $1,515 |
Best Value Apartments for Rent in Winthrop Harbor, IL and Nearby
As of June 16, 2025 the best value apartment in the Winthrop Harbor area is the $1.04 price per square foot 2409 Gilboa Ave Model at 2409 Gilboa Ave, Unit 1 in the in the Shepherds Crossing neighborhood starting from $2,500. The second greatest value Winthrop Harbor apartment is the 1 Bed 1 Bath* Model at Country Chalet Apartments starting at $1,080 with a $1.44 price per square foot in the Shepherds Crossing neighborhood. Here is today’s list of the best values for Winthrop Harbor apartments based on price per square foot:
Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
2409 Gilboa Ave, Unit 1 | 2409 Gilboa Ave | 4BR,1.5BA | $1.04 |
Country Chalet Apartments | 1 Bed 1 Bath* | 1BR,1BA | $1.44 |
Woodstone Village Apartments | 1x1 695 | 1BR,1BA | $1.73 |
Carmel House | 1bdB | 1BR,1BA | $2.63 |
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Getting Around Winthrop Harbor, IL
Walk Score®
43 / 100
Car-Dependent
Most errands require a car
Bike Score®
44 / 100
Somewhat Bikeable
Minimal bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Cheap Winthrop Harbor Apartments
What is the price of a cheap apartment in Winthrop Harbor?
The cheapest apartment in Winthrop Harbor is Country Chalet Apartments which is listed at $1,080, while the average apartment in Winthrop Harbor costs $2,500.
What types of apartments are the cheapest in Winthrop Harbor?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 4 regular apartments in Winthrop Harbor that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.