
Cheap Homes for Rent in Winthrop, MA from $1,600 (63 Rentals)
Search the lowest-cost Homes available for rent right now in Winthrop.


Furnished Private Bedroom in East Boston

Furnished Private Bedroom with Private Bath in East Boston!

Furnished Bedroom with Private Bath in East Boston

85 Winthrop Shore Dr

592 Beach St, Unit 7

90 Winthrop Shore Dr

90 Winthrop Shore Dr

90 Winthrop Shore Dr, Unit 3

61 Crescent Ave
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.

312 Shirley St

312 Shirley St

312 Shirley St

312 Shirley St

90 Winthrop Shore Dr, Unit 1-b 1-b U10

435 Shirley St

49 Everett St

658 Revere Beach Blvd

312 Shirley St

Total Monthly Price
340 Bremen St
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.

93 Kimball Ave, Unit 1

149 Meridian St

1030 Bennington St

6 Drake Pl

151 Princeton St, Unit 2

28 Orleans St

230 Havre St

251 Bennington St, Unit 1

1129 N Shore Rd, Unit 2

26 Chelsea St
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.

93 Sherman Ave

1129 N Shore Rd, Unit 1

289 Chelsea St

61 Putnam St, Unit 61 Putnam St

42 Jeffries St

48 Brooks St, Unit 1

221 Trenton St, Unit #2

289 Chelsea St, Unit 2

277 Paris St, Unit 3

530 Beach St
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.

149 Meridian St, Unit 4

502 Beach St

194 Marion St, Unit 182-1

10 Franklin Ave

329 Paris St, Unit 2

25 Pratt St

83 Lubec St, Unit 4

10 Cheever Ct, Unit 2

12 Cheever Ct, Unit 2

30 Revere Beach Pkwy
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.
Winthrop, MA Local Guide

How much does it cost to rent a home in Winthrop?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winthrop 2 Bedroom Homes for Rent | $3,009 | $2,200 | $4,500 |
| Winthrop 3 Bedroom Homes for Rent | $3,431 | $2,500 | $6,500 |
| Winthrop 4 Bedroom Homes for Rent | $4,051 | $2,500 | $5,500 |
| Winthrop 5 Bedroom Homes for Rent | $5,339 | $3,900 | $7,995 |
Browse Top Homes for Rent in Winthrop
Explore Winthrop
Winthrop, MA Local Guide
- Winthrop Neighborhoods
- Nearby Cities
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- School Districts
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 $1,750. Pratt Place Apartments in the Belle Circle neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,869. Here is today’s list of the most affordable 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 |
| 566 Beach | 1BR/1.0BA | 1BR,1BA | $1,900 |
Best Value Apartments for Rent in Winthrop, MA
As of January 28, 2026 the best value apartment in the Winthrop area is the $0.19 price per square foot 720 Bennington St Model at 720 Bennington St, Unit 207 in the in the Waterfront neighborhood starting from $1,900. The second greatest value Winthrop apartment is the 767 Broadway Model at 767 Broadway, Unit #4 starting at $1,900 with a $0.19 price per square foot in the Ferryway 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. |
|---|---|---|---|
| 720 Bennington St, Unit 207 | 720 Bennington St | Studio ,1BA | $0.19 |
| 767 Broadway, Unit #4 | 767 Broadway | 1BR,1BA | $0.19 |
| 97 Cottage St, Unit 1 | 97 Cottage St | 1BR,1BA | $0.21 |
| 234 Lexington St | 234 Lexington St | 1BR,1BA | $0.21 |
| 44 Princeton St, Unit 1 | 44 Princeton St | 1BR,1BA | $0.22 |
| 95 Cottage St, Unit 1 | 95 Cottage St | 1BR,1BA | $0.22 |
| 117 Cottage St, Unit 2 | 117 Cottage St | 1BR,1BA | $0.22 |
| 289 Chelsea St, Unit 2 | 289 Chelsea St | 2BR,1BA | $0.23 |
| 25 Pratt St, Unit 1 | 25 Pratt St | 1BR,1BA | $0.24 |
| 141 Cottage St, Unit 1 | 141 Cottage St | 3BR,1BA | $0.25 |
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 Winthrop
What type of rentals are currently available in Winthrop?
There are currently 663 Apartments for Rent in Winthrop, MA with pricing that ranges from $1,175 to $7,995. There are also 293 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winthrop ranging from $1,650 to $7,995.
What is the current price range for Rental Homes in Winthrop?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winthrop ranges from $1,650 to $7,995 with an average monthly rent of $3,360.
How much are larger Three and Four Bedroom Rentals in Winthrop?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winthrop range from $2,500 to $5,719, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $6,500. Four Bedroom Single-Family rentals are also available starting from $2,500 and Four Bedroom Apartments start at $3,000.
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

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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.