Apartments for Rent in the Winthrop Highlands Neighborhood of Winthrop, MA Under $2,000 (17 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
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
312 Shirley St
$1,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800
Studio Apartment Available Now

312 Shirley St

312 Shirley StWinthrop, MA 02152
Cost Per Sq.Ft.
close
View Me
1 Pond St
1 to 2 Bedroom Apartments

1 Pond St

1 Pond StWinthrop, MA 02152
  • Utilities Included
close
View Me
50 Salt St
$1,935
Total Monthly Price

Total Monthly Price

Base Rent
$1,480
Required Monthly Fees
$455

Total Monthly Price
$1,935
Studio Apartments Available Oct 29

50 Salt St

50 Salt StRevere, MA 02151
Furnished
close
View Me
Furnished Private Bedroom in East Boston
$1,375
Total Monthly Price

Total Monthly Price

Base Rent
$1,175
Required Monthly Fees
$200

Total Monthly Price
$1,375
1 Bedroom Apartments Available Jan 1, 2026

Furnished Private Bedroom in East Boston

1057 Saratoga StBoston, MA 02128
Furnished
property at 595 Revere Beach Pkwy
property at 434 Revere Beach Pkwy
close
View Me
Revere Bell Apartments
Studio to 2 Bedroom Apartments

Revere Bell Apartments

45-55 Belle Isle AveRevere, MA 02151
  • Utilities Included
close
View Me
565 Beach
1 to 2 Bedroom Apartments

565 Beach

565 Beach StRevere, MA 02151
close
View Me
Waldemar Ave
1 to 2 Bedroom Apartments

Waldemar Ave

75 Waldemar AveEast Boston, MA 02128
  • Utilities Included
close
View Me
Pratt Place Apartments
Studio to 2 Bedroom Apartments

Pratt Place Apartments

16-30 Pratt PlRevere, MA 02151
  • Utilities Included
close
View Me
Bennington Arms
Studio to 1 Bedroom Apartments

Bennington Arms

720 Bennington StEast Boston, MA 02128
  • Utilities Included

Winthrop Highlands, Winthrop, MA Local Guide

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 Winthrop Highlands

How much are Studio apartments in Winthrop Highlands?

There are currently 67 Studio Apartments in Winthrop Highlands with rent ranges from $1,640 to $6,168 with an average price of $2,610.

What is the current price range for One Bedroom Winthrop Highlands Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Winthrop Highlands ranges from $1,355 to $7,508 with an average monthly rent of $3,002.

What does renting a Two Bedroom Apartment in Winthrop Highlands cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winthrop Highlands range from $2,500 to $10,566. Today's average rental price for Two Bedrooms here is $3,777.

How expensive are Winthrop Highlands Three Bedroom Apartments?

There are currently 35 Three Bedroom Apartments listings available in Winthrop Highlands on ApartmentHomeLiving.com. The pricing ranges from $2,450 to $5,406 - averaging $3,698 for the location.

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.

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 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.