Cheap Apartments for Rent in the Winthrop Highlands Neighborhood of Winthrop, MA from $1,100 (75 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Winthrop Highlands area of Winthrop.

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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87-90 Win
Studio to 2 Bedroom Apartments

87-90 Win

87-90 Winthrop Shore DrWinthrop, MA 02152
Showing Results 1-50, Page 1 of 2

Winthrop Highlands, Winthrop, MA Local Guide

Best Value Apartments for Rent in Winthrop Highlands, MA

As of April 16, 2025 the best value apartment in the Winthrop Highlands area is the $0.25 price per square foot 33 Franklin Ave Model at 33 Franklin Ave, Unit #8 in the in the West Revere neighborhood starting from $2,500. The second greatest value Winthrop Highlands apartment is the 32 Franklin Pl Model at 32 Franklin Pl, Unit #3 starting at $2,500 with a $0.25 price per square foot in the West Revere neighborhood. Here is today’s list of the best values for Winthrop Highlands apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
33 Franklin Ave, Unit #833 Franklin Ave2BR,1BA$0.25
32 Franklin Pl, Unit #332 Franklin Pl2BR,1BA$0.25
201 Ocean Ave, Unit #674-104201 Ocean Ave1BR,1BA$0.25
200 Ocean Ave, Unit #660-232200 Ocean Ave1BR,1BA$0.25
41 Broadsound Ave, Unit #341 Broadsound Ave2BR,1BA$0.25
136 Walnut Ave, Unit #1136 Walnut Ave2BR,1BA$0.24
58 Lewis Ave, Unit #30258 Lewis Ave1BR,1BA$0.26
35 Franklin Ave, Unit #335 Franklin Ave2BR,1BA$0.25
200 Harris St, Unit 2200 Harris St1BR,1BA$0.22
355 Revere Beach Pky, Unit #9Furn355 Revere Beach Pky1BR,1BA$0.27

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Pet Friendly Lifestyle
Winthrop Highlands, Winthrop, MA

Ranked #3

Among neighborhoods in Winthrop, MA for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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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

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

Frequently Asked Questions about Cheap Winthrop Highlands Apartments

What is the Cheapest Studio apartment in Winthrop Highlands?

Currently the most affordable Cheap Studio Apartment in Winthrop Highlands is at Rumney Flats listed at $2,200.

How much is rent for a Cheap One Bedroom Winthrop Highlands Apartment?

The lowest price for a Cheap One Bedroom Winthrop Highlands Apartment is $2,000 at 1510 N Shore Rd.

What is the lowest price for a Cheap Two Bedroom Winthrop Highlands Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Winthrop Highlands is starting from $2,254 at Pratt Place Apartments.

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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With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

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Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

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Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.