Pet Friendly 2 Bedroom Apartments for Rent in Winthrop, MA (91 Rentals) Page 2 of 2

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75 Putnam St, Unit 1
$2,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500
2 Bedroom Apartment Available Now

75 Putnam St, Unit 1

75 Putnam StBoston, MA 02128
Affordability
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75 Putnam St, Unit 1
$2,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500
2 Bedroom Apartment Available Now

75 Putnam St, Unit 1

75 Putnam StBoston, MA 02128
Affordability
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346 Chelsea St, Unit 2
$2,875
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,875

Total Monthly Price
$2,875
2 Bedroom Apartment Available Now

346 Chelsea St, Unit 2

346 Chelsea StBoston, MA 02128
Affordability
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195 Maverick St, Unit 1
$2,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800
2 Bedroom Apartment Available Now

195 Maverick St, Unit 1

195 Maverick StBoston, MA 02128
Cost Per Sq.Ft.

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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663 Bennington St, Unit #1
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Now

663 Bennington St, Unit #1

663 Bennington StBoston, MA 02128
Affordability
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340 Bremen St
$2,440
Total Monthly Price

Total Monthly Price

Base Rent
$2,000
Required Monthly Fees
$440

Total Monthly Price
$2,440
2 Bedroom Apartments Available Now

340 Bremen St

340 Bremen StBoston, MA 02128
Furnished

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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340 Bremen St
$3,680
Total Monthly Price

Total Monthly Price

Base Rent
$3,240
Required Monthly Fees
$440

Total Monthly Price
$3,680
2 Bedroom Apartments Available Feb 3, 2026

340 Bremen St

340 Bremen StBoston, MA 02128
Furnished
property at 37 Chelsea St

37 Chelsea St

BostonMA02128
property at 34 Shelby St

34 Shelby St

BostonMA02128
property at 300 Marginal St

300 Marginal St

BostonMA02128
property at 6 Brooks St

6 Brooks St

BostonMA02128
property at 58 Lubec St

58 Lubec St

BostonMA02128
property at 608 Saratoga St

608 Saratoga St

BostonMA02128
property at 252 E Eagle St

252 E Eagle St

BostonMA02128
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7 Wordsworth St
2 Bedroom Apartments

7 Wordsworth St

7 Wordsworth StBoston, MA 02128
  • Utilities Included
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Sumner Street
2 Bedroom Apartments

Sumner Street

537 Sumner StBoston, MA 02128
  • Utilities Included

Boston's Best Affordable Neighborhoods

Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

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174 Cottage ST
2 Bedroom Apartments

174 Cottage ST

174 Cottage STEast Boston, MA 02128
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1030 Bennington ST
2 Bedroom Apartments

1030 Bennington ST

1030 Bennington STEast Boston, MA 02128
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The Bennington
2 Bedroom Apartments

The Bennington

917 Bennington StEast Boston, MA 02128
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Victory Gardens
2 Bedroom Apartments

Victory Gardens

54 Orleans StEast Boston, MA 02128
  • Utilities Included
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93 Bennington St
2 Bedroom Apartments

93 Bennington St

93 Bennington StRevere, MA 02151
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565 Beach
2 Bedroom Apartments

565 Beach

565 Beach StRevere, MA 02151
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The Box District
2 Bedroom Apartments

The Box District

44 Gerrish AveChelsea, MA 02150
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Water's Edge
2 Bedroom Apartments

Water's Edge

388-394 Ocean AveRevere, MA 02151
  • Utilities Included
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Eleanor Lofts
2 Bedroom Apartments

Eleanor Lofts

25 Eleanor StChelsea, MA 02150

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

Frequently Asked Questions about 2 Bedroom Winthrop Apartments

What is the Cheapest apartment in Winthrop with 2 Bedroom?

Currently the most affordable 2 Bedroom in Winthrop is at listed at $1,700.

How much is the average rent for a 2 Bedroom Winthrop Apartment?

The average rent for a 2 Bedroom Apartment in Winthrop is $2,811.

What is the largest available 2 Bedroom Winthrop Apartment for rent?

Today's apartment with the most square footage in Winthrop is a square feet unit at .

What is the average size for Winthrop 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Winthrop is currently sq ft.

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.

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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.

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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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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.