Cheap Apartments for Rent in Winthrop, MA from $900 (66 Rentals)

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1 Pond St
1 to 2 Bedroom Apartments

1 Pond St

1 Pond StWinthrop, MA 02152
  • Utilities Included

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.

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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.

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property at 106 Byron St

106 Byron St

BostonMA02128

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.

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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.

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Boston's Best Affordable Neighborhoods

Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

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Winthrop, MA Local Guide

Cheapest Available Winthrop Apartments for Rent

 
Apartment ListingModel NameBed/BathPriced From
The Box DistrictTwo Bedroom2BR,1BA$1,994

Best Value Apartments for Rent in Winthrop, MA

As of June 26, 2025 the best value apartment in the Winthrop area is the $0.21 price per square foot 247 Bennington St Model at 247 Bennington St, Unit 1 in the in the Airport neighborhood starting from $2,120. The second greatest value Winthrop apartment is the 247 Bennington St Model at 247 Bennington St, Unit 1 starting at $2,120 with a $0.21 price per square foot in the Airport neighborhood. Here is today’s list of the best values for Winthrop apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
247 Bennington St, Unit 1247 Bennington St1BR,1BA$0.21
247 Bennington St, Unit 1247 Bennington St1BR,1BA$0.21
230 Lexington St, Unit #3230 Lexington St2BR,1BA$0.23
765 Broadway, Unit 5765 Broadway1BR,1BA$0.22
75 Putnam St, Unit 375 Putnam St2BR,1BA$0.24
95 Cottage St, Unit 195 Cottage St1BR,1BA$0.23
97 Cottage St, Unit #297 Cottage St1BR,1BA$0.23
102 Cottage St, Unit #2102 Cottage St1BR,1BA$0.22
96 Cottage St, Unit #296 Cottage St1BR,1BA$0.22
235 Lexington St, Unit #3235 Lexington St2BR,1BA$0.22

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Best Local Schools in
Winthrop, MA

School data provided by Great Schools

Remember the 3 Rules of Real Estate:
Location, Location, Location!

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Getting Around Winthrop, MA

Walk Score®

76 / 100

Very Walkable

Most errands can be accomplished on foot

Bike Score®

44 / 100

Somewhat Bikeable

Minimal bike infrastructure

Transit Score®

1 / 100

Minimal Transit

It may be possible to get on a bus

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 Apartments

What is the Cheapest Studio apartment in Winthrop?

Currently the most affordable Cheap Studio Apartment in Winthrop is at The Box District listed at $2,095.

What is the lowest price for a Cheap Two Bedroom Winthrop Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Winthrop is starting from $1,994 at The Box District.

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.

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The 10 Best Affordable Neighborhoods in Boston, MA

Written by: Amelia Ramstead

Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

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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.

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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.

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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.