2 Bedroom Apartments for Rent in the Winthrop Highlands Neighborhood of Winthrop, MA (105 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
close
View Me
439 Winthrop 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

439 Winthrop St, Unit 1

439 Winthrop StWinthrop, MA 02152
Cost Per Sq.Ft.
property at 117 Winthrop Shore Dr

117 Winthrop Shore Dr

WinthropMA02152
property at 5 Fremont St

5 Fremont St

WinthropMA02152
property at 31-33-33 Pleasant Park Rd
property at 20 Beacon St

20 Beacon St

WinthropMA02152
property at 35 Lincoln St

35 Lincoln St

WinthropMA02152

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.

close
View Me
28-34 Trident Ave
2 Bedroom Apartments

28-34 Trident Ave

28-34 Trident AveWinthrop, MA 02152
close
View Me
19 Pauline St
2 Bedroom Apartments

19 Pauline St

19 Pauline StWinthrop, MA 02152
close
View Me
6 Jefferson St
2 Bedroom Apartments

6 Jefferson St

6 Jefferson StWinthrop, MA 02152
close
View Me
105 Grovers Ave
2 Bedroom Apartments

105 Grovers Ave

105 Grovers AveWinthrop, MA 02152
close
View Me
11 Neptune Ave
2 Bedroom Apartments

11 Neptune Ave

11 Neptune AveWinthrop, MA 02152
close
View Me
Belle Mer
2 Bedroom Apartments

Belle Mer

142 Pleasant StWinthrop, MA 02152
close
View Me
1 Pond St
2 Bedroom Apartments

1 Pond St

1 Pond StWinthrop, MA 02152
  • Utilities Included

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

close
View Me
The Somerset
2 Bedroom Apartments

The Somerset

10-26 Somerset AveWinthrop, MA 02152
Corporate Housing
close
View Me
87-90 Win
2 Bedroom Apartments

87-90 Win

87-90 Winthrop Shore DrWinthrop, MA 02152
close
View Me
Revio Revere Beach
Rent Specials
$3,740 - $4,615
Total Monthly Price

Total Monthly Price

Base Rent
$2,420 - $4,615

Total Monthly Price
$2,420 - $4,615
2 Bedroom Apartments Available Now

Revio Revere Beach

646 Ocean AveRevere, MA 02151
Pet Friendly
  • Verified
close
View Me
Amaya
Rent Specials
$3,935 - $4,075
Total Monthly Price

Total Monthly Price

Base Rent
$2,305 - $4,075

Total Monthly Price
$2,305 - $4,075
2 Bedroom Apartments Available Now

Amaya

50 Salt StRevere, MA 02151
Eco-Friendly
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
500 Ocean
Rent Specials
$3,310 - $4,570
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,169 - $5,406

Total Monthly Price
$2,169 - $5,406
2 Bedroom Apartments Available Dec 16

500 Ocean

500 Ocean AveRevere, MA 02151
Luxury
  • Verified
  • Customer Reviewed
close
View Me
One Beachmont
Rent Specials
$3,090 - $3,409
Total Monthly Price

Total Monthly Price

Base Rent
$2,142 - $3,409

Total Monthly Price
$2,142 - $3,409
2 Bedroom Apartments Available Now

One Beachmont

205 Revere Beach PkyRevere, MA 02151
Pet Friendly
  • Verified
  • Customer Reviewed
  • 3D Tour

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

close
View Me
Ocean 650
$3,389 - $9,014
Total Monthly Price

Total Monthly Price

Base Rent
$2,244 - $9,014

Total Monthly Price
$2,244 - $9,014
2 Bedroom Apartments Available Now

Ocean 650

650 Ocean AveRevere, MA 02151
Pet Friendly
  • Verified
  • Customer Reviewed
  • Utilities Included

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.

close
View Me
50 Salt St
$4,505
Total Monthly Price

Total Monthly Price

Base Rent
$3,990
Required Monthly Fees
$515

Total Monthly Price
$4,505
2 Bedroom Apartments Available Mar 10, 2028

50 Salt St

50 Salt StRevere, MA 02151
Furnished
property at 731 Winthrop Ave

731 Winthrop Ave

RevereMA02151
property at 140 Bayswater St

140 Bayswater St

BostonMA02128
property at 98 Eustis St

98 Eustis St

RevereMA02151
property at 69 Stowers St

69 Stowers St

RevereMA02151
property at 650 Beach St

650 Beach St

RevereMA02151
property at 8 Pebble St

8 Pebble St

RevereMA02151
property at 25 Highland St

25 Highland St

RevereMA02151
property at 500 Beach St

500 Beach St

RevereMA02151

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.

Winthrop Highlands, Winthrop, MA Local Guide

Largest Available Winthrop Highlands 2 Bedroom Apartments

Apartment ListingModel NameSquare FootagePriced From
The RobinsonB81,204 Sq Ft$4,598

Cheapest Available Winthrop Highlands 2 Bedroom Apartments

Currently the lowest priced 2 Bedroom apartment unit Winthrop Highlands of Boston, MA is the B2AB Model starting from $3,090 at One Beachmont. The average price for all 2 Bedroom apartments in Winthrop Highlands is currently $3,679. Here is today’s list of the cheapest available 2 Bedroom options in the area:

Apartment ListingModel NamePriced From
One BeachmontB2AB$3,090
90 OceanE$3,100
Ocean 650Two Bedroom Two Bath (1041 SF)$3,389

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 Article
Decorative image

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.

Read Article
Decorative image

Quick Rent Budget Calculator

How much rent can you afford?

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.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Winthrop Highlands, Winthrop, MA

Ranked #1

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

decorative image of woman handing cat to small boy

Getting Around the Winthrop Highlands Neighborhood in Winthrop, MA

Walk Score®

56 / 100

Somewhat Walkable

Some errands can be accomplished on foot

Bike Score®

32 / 100

Somewhat Bikeable

Minimal bike infrastructure

Frequently Asked Questions about 2 Bedroom Winthrop Highlands Apartments

What is the Cheapest apartment in Winthrop Highlands with 2 Bedroom?

Currently the most affordable 2 Bedroom in Winthrop Highlands is at One Beachmont listed at $3,090.

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

The average rent for a 2 Bedroom Apartment in Winthrop Highlands is $3,679.

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

Today's apartment with the most square footage in Winthrop Highlands is a 1,204 square feet unit starting from $4,598 at The Robinson.

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

The average size for a 2 Bedroom rental in Winthrop Highlands is currently 3,142 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

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.

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

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!

decorative image for Explore Like a Local: The Insider's Guide to Boston article

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.

decorative image for Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street article

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

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

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.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

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.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

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.