Cheap Apartments for Rent in the Winthrop Highlands Neighborhood of Winthrop, MA from $900 (66 Rentals)
Search the lowest-cost Apartments available for rent right now in the Winthrop Highlands area of Winthrop.

265 Washington Ave, Unit #3A

28 Neptune Ave

110 Grovers Ave, Unit #2R

1061 Saratoga St
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.

1061 Saratoga St

1061 Saratoga St

23 Endicott Ave, Unit 1R

23 Endicott Ave, Unit 1R

23 Endicott Ave

1473 N Shore Rd
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.

24 Endicott Ave, Unit #1R

49 Central Ave
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.

720 Bennington St, Unit 207
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

55 Walnut Ave

100 Shirley Ave, Unit #407

100 Shirley Ave

1510 N Shore Rd
Winthrop Highlands, Winthrop, MA Local Guide

How much does it cost to rent an apartment in Winthrop Highlands?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winthrop Highlands Studio Apartments | $2,446 | $1,800 | $5,782 |
Winthrop Highlands 1 Bedroom Apartments | $2,714 | $1,370 | $6,765 |
Winthrop Highlands 2 Bedroom Apartments | $3,118 | $2,000 | $9,268 |
Winthrop Highlands 3 Bedroom Apartments | $3,891 | $2,540 | $5,600 |
Winthrop Highlands 4 Bedroom Apartments | $3,728 | $2,850 | $4,200 |
Browse Apartments in this Neighborhood
There are currently 66 rentals with your search options within a 2 mile radius of the Winthrop Highlands Neighborhood of Winthrop, MA.
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Winthrop Highlands, Winthrop, MA Local Guide
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Cheapest Available Winthrop Highlands Apartments for Rent
 Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Pratt Place Apartments | 1 Bedroom, 1st Floor | 1BR,1BA | $1,834 |
566 Beach | 1 Bed 1 Bath | 1BR,1BA | $1,900 |
Best Value Apartments for Rent in Winthrop Highlands, MA
As of May 31, 2025 the best value apartment in the Winthrop Highlands area is the $0.22 price per square foot 204 Harris St Model at 204 Harris St, Unit #2 in the in the East Revere neighborhood starting from $2,200. The second greatest value Winthrop Highlands apartment is the 136 Walnut Ave Model at 136 Walnut Ave, Unit #1 starting at $2,400 with a $0.24 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
204 Harris St, Unit #2 | 204 Harris St | 1BR,1BA | $0.22 |
136 Walnut Ave, Unit #1 | 136 Walnut Ave | 2BR,1BA | $0.24 |
201 Ocean Ave, Unit #674-104 | 201 Ocean Ave | 1BR,1BA | $0.25 |
200 Ocean Ave, Unit #660-232 | 200 Ocean Ave | 1BR,1BA | $0.25 |
33 Franklin Ave, Unit #8 | 33 Franklin Ave | 2BR,1BA | $0.25 |
32 Franklin Pl, Unit #3 | 32 Franklin Pl | 2BR,1BA | $0.25 |
41 Broadsound Ave, Unit #3 | 41 Broadsound Ave | 2BR,1BA | $0.25 |
35 Franklin Ave, Unit #3 | 35 Franklin Ave | 2BR,1BA | $0.25 |
720 Winthrop Ave, Unit #3 | 720 Winthrop Ave | 2BR,1BA | $0.26 |
76 Fremont St, Unit #2 | 76 Fremont St | 2BR,1BA | $0.28 |
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.
Pet Friendly LifestyleWinthrop Highlands, Winthrop, MA
Ranked #3
Among neighborhoods in Winthrop, MA for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
4.0Pet Friendly
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 $2,017.
How much is rent for a Cheap One Bedroom Winthrop Highlands Apartment?
The lowest price for a Cheap One Bedroom Winthrop Highlands Apartment is $1,834 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.

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.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.