678 Bennington St
BostonMA02128
Cheap Homes for Rent in Winthrop, MA from $1,200 (33 Rentals)
Search the lowest-cost Homes available for rent right now in Winthrop.
678 Bennington St
BostonMA02128
Room in Shared 3 bed/2 bath home
277 Paris
BostonMA02128
678 Bennington St
BostonMA02128
678 Bennington St
BostonMA02128
Room in Shared 3 bed/2 bath home
80 Marion St
BostonMA02128
Room in Shared 3 bed/2 bath home
277 Paris
BostonMA02128
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.
Room in Shared 3 bed/2 bath home
80 Marion St
BostonMA02128
Room in Shared 3 bed/2 bath home
277 Paris
BostonMA02128
Room in Shared 3 bed/2 bath home
80 Marion St
BostonMA02128
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$1,800
Plus Fees
Studio Apartments Available Now383 Revere Beach Blvd
383 Revere Beach BlvdRevere, MA 02151
435 Shirley St
WinthropMA02152
148 Saratoga St, Unit #3
148 Saratoga St
BostonMA02128
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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.
148 Saratoga St
BostonMA02128
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34 Trident Ave
WinthropMA02152
350 Revere Beach Blvd
RevereMA02151
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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.
65 Everett St, Unit 1
65 Everett St
BostonMA02134
35 Chelsea St, Unit 31-1R
35 Chelsea St
BostonMA02128
148 Saratoga St, Unit 3
148 Saratoga St
BostonMA02128
147 Princeton St, Unit 3
147 Princeton St
BostonMA02128
149 Meridian St, Unit 4
149 Meridian St
BostonMA02128
151 Princeton St, Unit 2
151 Princeton St
BostonMA02128
251 Bennington St, Unit 1
251 Bennington St
BostonMA02128
239 Bennington St, Unit 1
239 Bennington St
BostonMA02128
The 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.
90 Winthrop Shore Dr, Unit 1-b 1-b U10
90 Winthrop Shore Dr
WinthropMA02152
880 Broadway
ChelseaMA02150
900 Governors Dr
WinthropMA02152
48 Brooks St, Unit 2
48 Brooks St
BostonMA02128
Showing Results 1-33, Page 1 of 1
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 a home in Winthrop?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winthrop 2 Bedroom Homes for Rent | $3,032 | $2,200 | $4,500 |
| Winthrop 3 Bedroom Homes for Rent | $3,429 | $1,225 | $6,500 |
| Winthrop 4 Bedroom Homes for Rent | $4,049 | $2,700 | $6,450 |
| Winthrop 5 Bedroom Homes for Rent | $4,370 | $1,225 | $7,995 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Homes for Rent in Winthrop
Explore Winthrop
Winthrop, MA Local Guide
- Winthrop Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Available Winthrop Apartments for Rent
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 565 Beach | 1BR/1.0BA | 1BR,1BA | $1,800 |
| Pratt Place Apartments | 1 Bedroom, 1st Floor | 1BR,1BA | $1,869 |
Best Value Apartments for Rent in Winthrop, MA
As of September 09, 2025 the best value apartment in the Winthrop area is the $0.25 price per square foot 44 Princeton St Model at 44 Princeton St, Unit 1 in the in the Waterfront neighborhood starting from $2,500. The second greatest value Winthrop apartment is the 8 Curtis St Model at 8 Curtis St, Unit 6 starting at $2,000 with a $0.20 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 | $0.25 |
| 8 Curtis St, Unit 6 | 8 Curtis St | 1BR,1BA | $0.20 |
| 95 Cottage St, Unit 1 | 95 Cottage St | 1BR,1BA | $0.23 |
| 200 London St, Unit 2 | 200 London St | 2BR,1BA | $0.24 |
| 200 London St, Unit 2 | 200 London St | 2BR,1BA | $0.24 |
| 200 London St, Unit 2 | 200 London St | 2BR,2BA | $0.24 |
| 195 Maverick St | 195 Maverick St | 2BR,1BA | $0.23 |
| 767 Broadway, Unit 4 | 767 Broadway | 1BR,1BA | $0.21 |
| 114 Falcon St | 114 Falcon St | 4BR,1BA | $0.25 |
| 23 Endicott Ave | 23 Endicott Ave | 1BR,1BA | $0.17 |
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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
Frequently Asked Questions about Winthrop
What type of rentals are currently available in Winthrop?
There are currently 735 Apartments for Rent in Winthrop, MA with pricing that ranges from $1,745 to $7,995. There are also 408 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winthrop ranging from $1,225 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 $1,225 to $7,995 with an average monthly rent of $3,228.
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 $1,750 to $5,555, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,225 to $6,500. Four Bedroom Single-Family rentals are also available starting from $2,700 and Four Bedroom Apartments start at $2,495.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.
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.
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.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.