
Cheap Apartments for Rent in Winthrop, MA from $800 (33 Rentals)
Search the lowest-cost Apartments available for rent right now in Winthrop.


Total Monthly Price
94 Winthrop Shore Dr

90 Winthrop Shore Dr

90 Winthrop Shore Dr

312 Shirley St

312 Shirley St

Total Monthly Price
312 Shirley St

87-90 Win
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.

Fort Heath Apartments

Furnished Private Bedroom in East Boston

Furnished Private Bedroom in East Boston

Furnished Private Bedroom with Private Bath in East Boston!

Furnished Private Bedroom with Private Bath in East Boston!

Total Monthly Price
129 Bradstreet Ave, Unit 3

34 Franklin Ave

Total Monthly Price
140 Bennington St, Unit 2
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.

61 Crescent St

Ocean Plaza Apartments

303 Princeton St

Total Monthly Price
767 Broadway, Unit #4

101 Brooks St

Total Monthly Price
720 Bennington St, Unit 207

880 Broadway

Barnes School Apartments
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & 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.

Acadia

14 Horace St

Bennington Arms

Pratt Place Apartments

Waldemar Ave

565 Beach

The Willet

566 Beach
Explore Like a Local: The Insider's Guide to Boston
Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.

Revere Bell Apartments
Winthrop, MA Local Guide

How much does it cost to rent an apartment in Winthrop?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Cheap Winthrop Studio Apartments | $2,475 | $1,650 | $4,735 |
| Cheap Winthrop 1 Bedroom Apartments | $2,772 | $1,175 | $5,876 |
| Cheap Winthrop 2 Bedroom Apartments | $3,351 | $1,800 | $8,819 |
| Cheap Winthrop 3 Bedroom Apartments | $3,647 | $2,500 | $6,553 |
| Cheap Winthrop 4 Bedroom Apartments | $4,580 | $3,200 | $10,000+ |
| Winthrop 5 Bedroom Apartments | $5,463 | $4,000 | $7,995 |
Browse Top Apartments in Winthrop
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Winthrop, MA Local Guide
- Winthrop Neighborhoods
- Nearby Cities
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Cheapest Available Winthrop Apartments for Rent
 | Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 87-90 Win | 0BR/1.0BA | Studio,1BA | $1,750 |
| Pratt Place Apartments | 1 Bedroom, 1st Floor | 1BR,1BA | $1,869 |
Best Value Apartments for Rent in Winthrop, MA
As of February 06, 2026 the best value apartment in the Winthrop area is the $0.22 price per square foot 44 Princeton St Model at 44 Princeton St, Unit 1 in the in the Waterfront neighborhood starting from $2,200. The second greatest value Winthrop apartment is the 720 Bennington St Model at 720 Bennington St, Unit 207 starting at $1,900 with a $0.19 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 44 Princeton St, Unit 1 | 44 Princeton St | 1BR,1BA | $0.22 |
| 720 Bennington St, Unit 207 | 720 Bennington St | Studio ,1BA | $0.19 |
| 97 Cottage St, Unit 1 | 97 Cottage St | 1BR,1BA | $0.21 |
| 95 Cottage St, Unit 1 | 95 Cottage St | 1BR,1BA | $0.22 |
| 288 Pleasant St, Unit 1 | 288 Pleasant St | 2BR,1BA | $0.27 |
| 117 Cottage St, Unit 2 | 117 Cottage St | 1BR,1BA | $0.22 |
| 767 Broadway, Unit #4 | 767 Broadway | 1BR,1BA | $0.19 |
| 234 Lexington St | 234 Lexington St | 1BR,1BA | $0.21 |
| 141 Cottage St, Unit 1 | 141 Cottage St | 3BR,1BA | $0.25 |
| 289 Chelsea St, Unit 2 | 289 Chelsea St | 2BR,1BA | $0.23 |
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.
Read ArticleDon'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.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
Read ArticleTop 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
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
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.
Best Local Schools in Winthrop, MA
Arthur T. Cummings Elementary School
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winthrop, MA Rentals by Map
See the most popular apartments and homes in Winthrop, MA
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 $1,750.
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.
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.
Helpful Local Expert Guides

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.

A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.