2 Bedroom Apartments for Rent in Winthrop, MA (312 Rentals) Page 2 of 7

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42 Everett St, Unit 2
$2,650
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650
2 Bedroom Apartment Available Now

42 Everett St, Unit 2

42 Everett StBoston, MA 02128
Affordability
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42 Everett St, Unit #2
$2,650
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650
2 Bedroom Apartment Available Now

42 Everett St, Unit #2

42 Everett StBoston, MA 02128
Affordability
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12 Chelsea St, Unit 2
$2,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850
2 Bedroom Apartment Available Now

12 Chelsea St, Unit 2

12 Chelsea StBoston, MA 02128
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12 Chelsea St, Unit 2
$2,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850
2 Bedroom Apartment Available Now

12 Chelsea St, Unit 2

12 Chelsea StBoston, MA 02128
Affordability
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12 Chelsea St, Unit 2
$2,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850
2 Bedroom Apartment Available Now

12 Chelsea St, Unit 2

12 Chelsea StBoston, MA 02128
Affordability

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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349 Sumner St, Unit 2
$2,950
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950
2 Bedroom Apartment Available Now

349 Sumner St, Unit 2

349 Sumner StBoston, MA 02128
Affordability
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75 Central Ave, Unit 2
$2,700
Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700
2 Bedroom Apartment Available Now

75 Central Ave, Unit 2

75 Central AveRevere, MA 02151
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35 Chelsea St
$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

35 Chelsea St

35 Chelsea StBoston, MA 02128
Affordability
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349 Sumner St
$2,950
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950
2 Bedroom Apartment Available Feb 1, 2026

349 Sumner St

349 Sumner 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

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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663 Bennington St, Unit #1
$2,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850
2 Bedroom Apartment Available Now

663 Bennington St, Unit #1

663 Bennington StBoston, MA 02128
Affordability
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1 Emmet Pl, Unit #1
$3,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300
2 Bedroom Apartment Available Now

1 Emmet Pl, Unit #1

1 Emmet PlBoston, MA 02128
Affordability
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76 Brooks 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

76 Brooks St, Unit #1

76 Brooks StBoston, MA 02128
Affordability
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6 Brigham St, Unit 2
$3,500
Total Monthly Price9 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500
2 Bedroom Apartment Available Now

6 Brigham St, Unit 2

6 Brigham StBoston, MA 02128
Affordability
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225 E Eagle St, Unit #2
$3,150
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150
2 Bedroom Apartment Available Now

225 E Eagle St, Unit #2

225 E Eagle StBoston, MA 02128
Affordability
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132 Marginal 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

132 Marginal St, Unit #1

132 Marginal StBoston, MA 02128
Affordability

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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35 Chelsea St, Unit 3
$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

35 Chelsea St, Unit 3

35 Chelsea StBoston, MA 02128
Affordability
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193 Maverick St, Unit 1L
$2,800
Total Monthly Price

Total Monthly Price

Base Rent
$2,800

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

193 Maverick St, Unit 1L

193 Maverick StBoston, MA 02128
Affordability
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284 Chelsea St, Unit 1
$2,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600
2 Bedroom Apartment Available Jan 1, 2026

284 Chelsea St, Unit 1

284 Chelsea StBoston, MA 02128
Affordability
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358 Princeton St, Unit 1
$2,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700
2 Bedroom Apartment Available Now

358 Princeton St, Unit 1

358 Princeton StBoston, MA 02128
Affordability
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200 London St, Unit 2
$2,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400
2 Bedroom Apartment Available Jan 1, 2026

200 London St, Unit 2

200 London StBoston, MA 02128
Affordability

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 $1,695.

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

The average rent for a 2 Bedroom Apartment in Winthrop is $2,767.

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

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

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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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A Local Experts Guide to the Top Boston Neighborhoods for College Renters

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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!

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Articles, How-To's, and Tips

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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.

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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.