
5 Bedroom Apartments for Rent in Winthrop, MA (13 Rentals)


Total Monthly Price
303 Maverick St

Total Monthly Price
174 Princeton St

Total Monthly Price
160 Webster St

Total Monthly Price
100 Brooks St, Unit 1

Total Monthly Price
344 Saratoga St, Unit 2
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

344 Saratoga St, Unit 3

81 Butler St

14 Horace St

106 Clark Ave

249 Maverick St

Orient Heights
Renting Smart: Lease Basics Every Renter Needs
Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

Orient Heights
Winthrop, MA Local Guide

How much does it cost to rent an apartment in Winthrop?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winthrop Studio Apartments | $2,670 | $1,595 | $9,654 |
| Winthrop 1 Bedroom Apartments | $2,728 | $900 | $10,000+ |
| Winthrop 2 Bedroom Apartments | $3,439 | $900 | $8,001 |
| Winthrop 3 Bedroom Apartments | $3,576 | $1,100 | $8,369 |
| Winthrop 4 Bedroom Apartments | $3,811 | $900 | $5,395 |
| Winthrop 5 Bedroom Apartments | $5,135 | $4,000 | $6,450 |
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Winthrop, MA Local Guide
- Winthrop Neighborhoods
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Largest Available Winthrop 5 Bedroom Apartments
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| 14 Horace St | NOT AVAILABLE | 1,732 Sq Ft | Call for Rates |
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 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 ArticleReal 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.
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.
Pet Friendly Lifestyle
Ranked #
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
Pet Friendly
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!
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See the most popular apartments and homes in Winthrop, MA
Frequently Asked Questions about Winthrop
How much are Studio apartments in Winthrop?
There are currently 157 Studio Apartments in Winthrop with rent ranges from $1,595 to $9,654 with an average price of $2,670.
What is the current price range for One Bedroom Winthrop Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winthrop ranges from $900 to $10,186 with an average monthly rent of $2,728.
What does renting a Two Bedroom Apartment in Winthrop cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winthrop range from $900 to $8,001. Today's average rental price for Two Bedrooms here is $3,439.
How expensive are Winthrop Three Bedroom Apartments?
There are currently 138 Three Bedroom Apartments listings available in Winthrop on ApartmentHomeLiving.com. The pricing ranges from $1,100 to $8,369 - averaging $3,576 for the location.
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

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.