184 Gladstone St, Unit 1
184 Gladstone St
BostonMA02128
Homes for Rent in Winthrop, MA Under $5,300 (390 Rentals) Page 5 of 8
132 Princeton St, Unit 2-bed 1bath
132 Princeton St
BostonMA02128
133 Paris St, Unit 2
133 Paris St
BostonMA02128
113 Orleans St, Unit 1
113 Orleans St
BostonMA02128
113 Orleans St, Unit 3
113 Orleans St
BostonMA02128
115 Moore St, Unit 1
115 Moore St
BostonMA02128
93 Cowper St, Unit 3
93 Cowper St
BostonMA02128
678 Bennington St, Unit 1
678 Bennington St
BostonMA02128
184 Gladstone St, Unit 1
184 Gladstone St
BostonMA02128
16 Chelsea St, Unit 1
16 Chelsea St
BostonMA02128
636 Saratoga St, Unit #308
636 Saratoga St
BostonMA02128
48 Wordsworth St
BostonMA02128
661 Bennington St
BostonMA02128
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$3,000
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
101 Orleans St
101 Orleans StBoston, MA 02128
100 Princeton St, Unit 1
100 Princeton St
BostonMA02128
252 E Eagle St, Unit 2
252 E Eagle St
BostonMA02128
100 Princeton St, Unit 1
100 Princeton St
BostonMA02128
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$3,000
Total Monthly Price
3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
28 Orleans St
28 Orleans StBoston, MA 02128
678 Bennington St, Unit 1
678 Bennington St
BostonMA02128
333 Lee Burbank Hwy
RevereMA02151
869 Saratoga St
BostonMA02128
113 Orleans St, Unit 3
113 Orleans St
BostonMA02128
48 Wordsworth St, Unit 2
48 Wordsworth St
BostonMA02128
382 Ocean Ave, Unit 709
382 Ocean Ave
RevereMA02151
63 Maverick Square
BostonMA02128
869 Saratoga St
BostonMA02128
326 Chelsea St
BostonMA02128
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$3,000
Total Monthly Price
3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
273 Maverick St
273 Maverick StBoston, MA 02128
227 Princeton St, Unit #3
227 Princeton St
BostonMA02128
119 Barnes Ave, Unit #3
119 Barnes Ave
BostonMA02128
173 Trenton St, Unit 1
173 Trenton St
BostonMA02128
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$2,995
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,995
Total Monthly Price
$2,995
226 Princeton St
226 Princeton StBoston, MA 02128
119 Barnes Ave
BostonMA02128
249 Lexington St
BostonMA02128
324 Chelsea St, Unit 1
324 Chelsea St
BostonMA02128
360 Revere Beach Blvd
RevereMA02151
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$2,975
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,975
Total Monthly Price
$2,975
194 Maverick St
194 Maverick StBoston, MA 02128
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$2,960
Total Monthly Price
1 Bedroom Apartments Available Mar 27, 2026Total Monthly Price
Base Rent
$2,960
Total Monthly Price
$2,960
340 Bremen St
340 Bremen StBoston, MA 02128
349 Sumner St, Unit 2
349 Sumner St
BostonMA02128
349 Sumner St, Unit 2
349 Sumner St
BostonMA02128
2 Elbow St, Unit 1
2 Elbow St
BostonMA02128
130 Putnam St, Unit 2a
130 Putnam St
BostonMA02128
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$2,947
Total Monthly Price
2 Bedroom Apartments Available Oct 18Total Monthly Price
Base Rent
$2,947
Total Monthly Price
$2,947
282 Bremen St
282 Bremen StBoston, MA 02128
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$2,947
Total Monthly Price
2 Bedroom Apartments Available Oct 18Total Monthly Price
Base Rent
$2,947
Total Monthly Price
$2,947
282 Bremen St
282 Bremen StBoston, MA 02128
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$2,900
Total Monthly Price
1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,900
Total Monthly Price
$2,900
656 Saratoga St
656 Saratoga StBoston, MA 02128
1 Chelsea Ter, Unit 3
1 Chelsea Ter
BostonMA02128
175 Cottage St
ChelseaMA02150
950 Broadway
ChelseaMA02150
132 Bremen St, Unit #1
132 Bremen St
BostonMA02128
132 Bremen St, Unit 1
132 Bremen St
BostonMA02128
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 | $3,037 | $2,050 | $4,500 |
| Winthrop 3 Bedroom Homes for Rent | $3,420 | $975 | $6,500 |
| Winthrop 4 Bedroom Homes for Rent | $4,170 | $3,300 | $9,000 |
| Winthrop 5 Bedroom Homes for Rent | $4,165 | $1,025 | $7,995 |
| Winthrop 6 Bedroom Homes for Rent | $6,250 | $4,500 | $8,000 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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Frequently Asked Questions about Winthrop
What type of rentals are currently available in Winthrop?
There are currently 660 Apartments for Rent in Winthrop, MA with pricing that ranges from $1,175 to $10,645. There are also 401 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winthrop ranging from $975 to $9,000.
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 $975 to $9,000 with an average monthly rent of $3,632.
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 $2,295 to $5,406, while Three Bedroom Homes, Condos, and Townhomes for rent range from $975 to $6,500. Four Bedroom Single-Family rentals are also available starting from $3,300 and Four Bedroom Apartments start at $2,900.
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.
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.
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.