Cheap Apartments for Rent in Winthrop, MA from $800 (61 Rentals)

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The Abby
$1,795 - $3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,795 - $3,000
Total Monthly Price
$1,795 - $3,000
Studio to 2 Bedroom Apartments Available Now

The Abby

91 Veterans RdWinthrop, MA 02152
Family Friendly
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87-90 Win
Studio to 2 Bedroom Apartments

87-90 Win

87-90 Winthrop Shore DrWinthrop, MA 02152
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28 Orleans St
$870 - $1,120
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$870 - $1,120
Total Monthly Price
$870 - $1,120
2 to 4 Bedroom Apartment Available May 31

28 Orleans St

28 Orleans StBoston, MA 02128
Furnished

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property at 155 Trenton St

$1,225

Total Monthly Price

Total Monthly Price

Base Rent
$1,225
Total Monthly Price
$1,225

1 Bedroom, 1 Bath Home for Rent

Available Sep 1

155 Trenton St

BostonMA02128

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

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property at 286 Princeton St

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850
Total Monthly Price
$1,850

1 Bedroom, 1 Bath Home for Rent

Available Now

286 Princeton St

BostonMA02128
property at 144 Chelsea St

$1,895

Total Monthly Price

Total Monthly Price

Base Rent
$1,895
Total Monthly Price
$1,895

1 Bedroom, 1 Bath Home for Rent

Available Now

144 Chelsea St

BostonMA02128

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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Showing Results 1-50, Page 1 of 2

Winthrop, MA Local Guide

Cheapest Available Winthrop Apartments for Rent

 

The cheapest available apartment rental in Winthrop, MA is a Studio unit found at 87-90 Win in the Beachmont neighborhood priced from $1,595. The Abby in the Beachmont neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,795. Here is today’s list of the most affordable Winthrop apartments for rent:

Apartment ListingModel NameBed/BathPriced From
87-90 Win0BR/1.0BAStudio,1BA$1,595
The AbbyStudioStudio,1BA$1,795
The WilletStudio - 506Studio,1BA$1,815
Pratt Place Apartments1 Bedroom, 1st Floor1BR,1BA$1,869
Atlas LoftsStudioStudio,1BA$2,000
1510 N Shore RdStudioStudio,1BA$2,000
The Box DistrictStudioStudio,1BA$2,095

Best Value Apartments for Rent in Winthrop, MA

As of May 07, 2026 the best value apartment in the Winthrop area is the $0.29 price per square foot 187 Webster St Model at 187 Webster St, Unit 1 in the in the Airport neighborhood starting from $2,850. The second greatest value Winthrop apartment is the 171 Lexington St Model at 171 Lexington St, Unit B starting at $2,400 with a $0.24 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.
187 Webster St, Unit 1187 Webster St1BR,1BA$0.29
171 Lexington St, Unit B171 Lexington St1BR,1BA$0.24
720 Bennington St, Unit 207720 Bennington StStudio ,1BA$0.19
288 Pleasant St, Unit 1288 Pleasant St2BR,1BA$0.27
12 Chelsea St, Unit 212 Chelsea St2BR,1BA$0.29
767 Broadway, Unit #4767 Broadway1BR,1BA$0.19
289 Chelsea St, Unit 2289 Chelsea St2BR,1BA$0.23
249 Lexington St, Unit 2249 Lexington St2BR,2BA$0.30
349 Sumner St, Unit 3349 Sumner St2BR,1BA$0.30
181 Winthrop Shore Dr, Unit #2181 Winthrop Shore Dr2BR,1BA$0.30

Boston Neighborhood Guide: Living Near UMass, MGH, and State Street

Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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Top Neighborhoods Near Boston Colleges and Universities

Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Winthrop, MA

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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 87-90 Win listed at $1,595.

How much is rent for a Cheap One Bedroom Winthrop Apartment?

The lowest price for a Cheap One Bedroom Winthrop Apartment is $1,869 at Pratt Place Apartments.

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 $2,244 at Pratt Place Apartments.

Expert Rental Resources

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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