Cheap Apartments for Rent in Winthrop, MA from $800 (38 Rentals)

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87-90 Win
Studio to 2 Bedroom Apartments

87-90 Win

87-90 Winthrop Shore DrWinthrop, MA 02152

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

property at 662 Saratoga St

662 Saratoga St

BostonMA02128
property at 153 Trenton St

153 Trenton St

BostonMA02128
property at 155 Trenton St

155 Trenton St

BostonMA02128
property at 162 Cottage St

162 Cottage St

BostonMA02128
property at 821 Saratoga St

821 Saratoga St

BostonMA02128
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Acadia
1 to 2 Bedroom Apartments

Acadia

242 Spencer AveChelsea, MA 02150
  • Utilities Included
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Bennington Arms
Studio to 1 Bedroom Apartments

Bennington Arms

720 Bennington StEast Boston, MA 02128
  • Utilities Included
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Waldemar Ave
2 Bedroom Apartments

Waldemar Ave

75 Waldemar AveEast Boston, MA 02128
  • Utilities Included

Winthrop, MA Local Guide

Best Value Apartments for Rent in Winthrop, MA

As of April 10, 2025 the best value apartment in the Winthrop area is the $0.19 price per square foot 7 Dolphin Ave Model at 7 Dolphin Ave, Unit 1 in the in the Belle Circle neighborhood starting from $1,850. The second greatest value Winthrop apartment is the 95 Cottage St Model at 95 Cottage St, Unit 1 starting at $2,200 with a $0.22 price per square foot in the Waterfront 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.
7 Dolphin Ave, Unit 17 Dolphin AveStudio ,1BA$0.19
95 Cottage St, Unit 195 Cottage St1BR,1BA$0.22
93 Cottage St, Unit 293 Cottage St1BR,1BA$0.22
234 Lexington St, Unit #3234 Lexington St2BR,1BA$0.22
235 Lexington St, Unit #3235 Lexington St2BR,1BA$0.22
236 Lexington St, Unit #3236 Lexington St2BR,1BA$0.22
100 Cottage St, Unit #A100 Cottage StStudio ,1BA$0.21
765 Broadway, Unit 765 Broadway765 Broadway1BR,1BA$0.21
765 Broadway, Unit 1765 Broadway1BR,1BA$0.20
97 Cottage St, Unit #A97 Cottage StStudio ,1BA$0.21

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

Explore Winthrop, MA Rentals by Map

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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

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 Ocean Plaza Apartments listed at $1,995.

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.

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.

decorative image for Understanding Amenity Fees: Know Where You Might Be Able to Save Money article

Understanding Amenity Fees: Know Where You Might Be Able to Save Money

Written by: Amber Kanuckel

With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

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Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

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Battling the Butts: Your Guide to the Reality of Smoke-Free Renting

Written by: Andrea Lee Negroni, JD

While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.