
Cheap Apartments for Rent in the Winthrop Highlands Neighborhood of Winthrop, MA from $1,000 (72 Rentals)
Search the lowest-cost Apartments available for rent right now in the Winthrop Highlands area of Winthrop.


Total Monthly Price
The Abby

150 Locust St

789 Shirley St

600 Shirley St, Unit 9

31-33-33 Pleasant Park Rd

5 Fremont St

152 Sewall Ave

Total Monthly Price
12 Sewall Ave, Unit 3

Total Monthly Price
19 Charles St, Unit Two
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

46 Washington Ave

35 Pearl Ave

Fort Heath Apartments

900 Governors Dr

87-90 Win

4 Foam St

400 Governors Dr

Furnished Private Bedroom in East Boston

1061 Saratoga St

55 Walnut Ave
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Ryder Revere Beach

Total Monthly Price
11 Boardman St, Unit B

Total Monthly Price
Amaya

394 Ocean Ave, Unit 412

2 Malden St, Unit #3

595 Revere Beach Pkwy, Unit 33

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500 Ocean

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Ocean 650

Total Monthly Price
SORA

68 Shawmut St
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Total Monthly Price
Ocean Point Apartments

395 Revere Beach Pkwy

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47 Roosevelt St, Unit First floor

Total Monthly Price
One Beachmont

35 Roughan St

394 Ocean Ave, Unit 502

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47 Roosevelt St, Unit #1

394 Ocean Ave

394 Ocean Ave

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52 Sumner St, Unit 3
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Total Monthly Price
52 Sumner St, Unit 5

11 Boardman St, Unit #2

Total Monthly Price
123 Shirley Ave, Unit #204

11 Boardman St, Unit 2

2 Malden St, Unit 5

2 Malden St, Unit 5

2 Malden St, Unit 3

Total Monthly Price
Revio Revere Beach

Total Monthly Price
The Robinson

BLU Revere
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Winthrop Highlands, Winthrop, MA Local Guide

How much does it cost to rent an apartment in Winthrop Highlands?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winthrop Highlands Studio Apartments | $2,834 | $1,795 | $9,579 |
| Winthrop Highlands 1 Bedroom Apartments | $2,970 | $1,000 | $10,000+ |
| Winthrop Highlands 2 Bedroom Apartments | $3,700 | $2,295 | $10,000+ |
| Winthrop Highlands 3 Bedroom Apartments | $3,690 | $2,600 | $5,719 |
| Winthrop Highlands 4 Bedroom Apartments | $3,764 | $3,400 | $4,000 |
Browse Apartments in this Neighborhood
There are currently 72 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
 The cheapest available apartment rental in the Winthrop Highlands area of Boston, MA is a Studio unit found at The Abby priced from $1,795. The Willet has the second lowest priced unit, which is a Studio apartment currently listed from $1,815. Here are the most affordable Winthrop Highlands apartments for rent in Boston, MA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Abby | Studio | Studio,1BA | $1,795 |
| The Willet | Studio - 501 | Studio,1BA | $1,815 |
| Pratt Place Apartments | 1 Bedroom, 1st Floor | 1BR,1BA | $1,869 |
| Amaya | M1 | Studio,1BA | $2,049 |
| Ocean 650 | Studio (535 SF) | Studio,1BA | $2,158 |
| SORA | SA | Studio,1BA | $2,350 |
| Ryder Revere Beach | S2.A | Studio,1BA | $2,514 |
Best Value Apartments for Rent in Winthrop Highlands, MA
As of July 29, 2026 the best value apartment in the Winthrop Highlands area is the $0.26 price per square foot 12 Sewall Ave Model at 12 Sewall Ave, Unit 3 in the in the Beachmont neighborhood starting from $2,550. The second greatest value Winthrop Highlands apartment is the 411 Shirley St Model at 411 Shirley St, Unit 2 starting at $3,400 with a $2.62 price per square foot in the Beachmont 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. |
|---|---|---|---|
| 12 Sewall Ave, Unit 3 | 12 Sewall Ave | 1BR,1BA | $0.26 |
| 411 Shirley St, Unit 2 | 411 Shirley St | 3BR,1BA | $2.62 |
| 3 Walley | EBA1400 | 2BR,1.5BA | $2.54 |
| 953 Shirley St, Unit 2 | 953 Shirley St | 3BR,1BA | $3.08 |
| BLU Revere | Prussian | 2BR,2BA | $2.95 |
| 19 Charles St, Unit Two | 19 Charles St | 2BR,1BA | $2.54 |
| 126 Leyden St | 2BR/1.0BA | 2BR,1BA | $2.85 |
| 72 Orient Ave, Unit 2 | 72 Orient Ave | 2BR,1BA | $2.89 |
| 47 Roosevelt St, Unit #1 | 47 Roosevelt St | 2BR,1BA | $3.11 |
| Pratt Place Apartments | 2 Bedroom, 3rd Floor | 2BR,1BA | $2.95 |
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 ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick 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 #2
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
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 The Abby listed at $1,795.
How much is rent for a Cheap One Bedroom Winthrop Highlands Apartment?
The lowest price for a Cheap One Bedroom Winthrop Highlands Apartment is $1,869 at Pratt Place Apartments.
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 $2,299 at Pratt Place Apartments.
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.
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