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$1,250
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,250
Total Monthly Price
$1,250
42 Irwin St, Unit 2
42 Irwin StWinthrop, MA 02152
Cheap Apartments for Rent in Winthrop, MA from $800 (37 Rentals)
Search the lowest-cost Apartments available for rent right now in Winthrop.
40 Cottage Park Rd
WinthropMA02152
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$1,695
Plus Fees
Studio Apartments Available Jan 1, 202690 Winthrop Shore Dr
90 Winthrop Shore DrWinthrop, MA 02152
68 Beach Rd
WinthropMA02152
220 Winthrop St
WinthropMA02152
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$1,800
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
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$1,800
Total Monthly Price
$1,800
98 Winthrop Shore Dr
98 Winthrop Shore DrWinthrop, MA 02152
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$1,850
Plus Fees
Studio Apartments Available Now90 Winthrop Shore Dr
90 Winthrop Shore DrWinthrop, MA 02152
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$1,985
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
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$1,985
Total Monthly Price
$1,985
95 Bowdoin St, Unit 3
95 Bowdoin StWinthrop, MA 02152
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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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$1,100 - $5,800
Plus Fees12 Month Lease Term
1 to 5 Bedroom Apartments Available Now14 Horace St
14 Horace StBoston, MA 02128
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$1,275
Plus Fees
1 Bedroom Apartments Available Mar 1, 2026Furnished Private Bedroom in East Boston
211 Princeton StBoston, MA 02128
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$1,500
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
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$1,500
Total Monthly Price
$1,500
211 Princeton St, Unit 1
211 Princeton StBoston, MA 02128
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$1,500
Plus Fees
1 Bedroom Apartments Available Jan 16, 2026Furnished Bedroom with Private Bath in East Boston
1061 Saratoga StBoston, MA 02128
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$1,500
Plus Fees
1 Bedroom Apartments Available Jan 1, 2026Furnished Private Bedroom with Private Bath in East Boston!
695 Bennington StBoston, MA 02128
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$1,550
Plus Fees
1 Bedroom Apartments Available Feb 9, 2026Furnished Bedroom with Private Bath in East Boston
1047 Saratoga StBoston, MA 02128
55 Walnut Ave
RevereMA02151
585 Revere Beach Blvd
RevereMA02151
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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$1,800
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
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$1,800
Total Monthly Price
$1,800
129 Bradstreet Ave, Unit 3
129 Bradstreet AveRevere, MA 02151
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$1,800 - $2,395
Plus Fees12 Month Lease Term
Studio to 2 Bedroom Apartments Available NowOcean Plaza Apartments
400 Revere Beach BlvdRevere, MA 02151
303 Princeton St
BostonMA02128
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$1,900
Total Monthly Price12 Month Lease Term
Studio Apartment Available Dec 15Total Monthly Price
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$1,900
Total Monthly Price
$1,900
720 Bennington St, Unit 207
720 Bennington StBoston, MA 02128
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$1,950
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
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$1,950
Total Monthly Price
$1,950
28 Chelsea St
28 Chelsea StBoston, MA 02128
185 Marion St
BostonMA02128
237 Lexington St
BostonMA02128
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$2,000
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
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$2,000
Total Monthly Price
$2,000
8 Curtis St, Unit 6
8 Curtis StBoston, MA 02128
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$2,000 - $2,500
Plus Fees
Studio to 1 Bedroom Apartments Available Now1510 N Shore Rd
1510 N Shore RdRevere, MA 02151
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.
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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.
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Winthrop, MA Local Guide
View of Winthrop, Massachusetts from the northeast by Sean 2015 is licensed under Internal
How much does it cost to rent an apartment in Winthrop?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Cheap Winthrop Studio Apartments | $2,599 | $1,695 | $3,750 |
| Cheap Winthrop 1 Bedroom Apartments | $2,781 | $1,100 | $6,555 |
| Cheap Winthrop 2 Bedroom Apartments | $3,403 | $1,800 | $9,004 |
| Cheap Winthrop 3 Bedroom Apartments | $3,660 | $2,450 | $5,406 |
| Cheap Winthrop 4 Bedroom Apartments | $3,869 | $3,000 | $5,395 |
| Winthrop 5 Bedroom Apartments | $5,798 | $4,000 | $7,995 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Winthrop
See all Apartments in WinthropExplore Winthrop
Winthrop, MA Local Guide
- Winthrop Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Available Winthrop Apartments for Rent
The cheapest available apartment rental in Winthrop, MA is a 1 Bed unit found at 14 Horace St in the Waterfront neighborhood priced from $1,100. 87-90 Win in the Beachmont neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,695. Here is today’s list of the most affordable Winthrop apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 14 Horace St | 3 | 1BR,1BA | $1,100 |
| 87-90 Win | 0BR/1.0BA | Studio,1BA | $1,695 |
| Pratt Place Apartments | 1 Bedroom, 1st Floor | 1BR,1BA | $1,869 |
Best Value Apartments for Rent in Winthrop, MA
As of December 09, 2025 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 25 Pratt St Model at 25 Pratt St, Unit 2 starting at $3,800 with a $0.38 price per square foot in the Cottage Hill 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 |
| 25 Pratt St, Unit 2 | 25 Pratt St | 3BR,1BA | $0.38 |
| 131 Cottage St, Unit 2 | 131 Cottage St | 4BR,1BA | $0.40 |
| 8 Curtis St, Unit 6 | 8 Curtis St | 1BR,1BA | $0.20 |
| 187 Webster St, Unit 1 | 187 Webster St | 1BR,1BA | $0.29 |
| 95 Cottage St, Unit 1 | 95 Cottage St | 1BR,1BA | $0.22 |
| 288 Pleasant St, Unit 1 | 288 Pleasant St | 2BR,1BA | $0.27 |
| 160 Everett St, Unit 303 | 160 Everett St | 4BR,2.5BA | $0.40 |
| 195 Maverick St, Unit 1 | 195 Maverick St | 3BR,2BA | $0.41 |
| 12 Sewall Ave, Unit 3 | 12 Sewall Ave | 1BR,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.
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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.
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 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
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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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Best Local Schools in Winthrop, MA
Arthur T. Cummings Elementary School
Winthrop School District
Public School - Grades 3-5 (431)
6 out of 10
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
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
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
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 $1,695.
How much is rent for a Cheap One Bedroom Winthrop Apartment?
The lowest price for a Cheap One Bedroom Winthrop Apartment is $1,100 at 14 Horace St.
What is the most affordable Winthrop Three Bedroom Apartment?
The best deal on a cheap Winthrop Three Bedroom Apartment rental is at The Box District and starts from $2,617.
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
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.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.