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$1,000
Total Monthly Price
Base Rent$1,000
Total Monthly Price$1,000
42 Irwin St, Unit 3-4
42 Irwin StWinthrop, MA 02152
Cheap Apartments for Rent in the Winthrop Highlands Neighborhood of Winthrop, MA from $1,000 (75 Rentals)
Search the lowest-cost Apartments available for rent right now in the Winthrop Highlands area of Winthrop.
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$1,700
Total Monthly Price
Base Rent$1,700
Total Monthly Price$1,700
63C Brewster Ave, Unit C
63C Brewster AveWinthrop, MA 02152
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Rent Specials
$1,795 - $2,995
Total Monthly Price
Base Rent$1,795 - $2,995
Total Monthly Price$1,795 - $2,995
The Abby
91 Veterans RdWinthrop, MA 02152
21 Siren St
WinthropMA02152
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$1,950
Total Monthly Price
Base Rent$1,950
Total Monthly Price$1,950
50 Moore St, Unit 1R
50 Moore StWinthrop, MA 02152
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$2,000
Total Monthly Price
Base Rent$2,000
Total Monthly Price$2,000
12 Harvard St, Unit 1
12 Harvard StWinthrop, MA 02152
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$2,1001 Bedroom Apartments Available Now
87 Winthrop Shore Dr, Unit 1
87 Winthrop Shore DrWinthrop, MA 02152
40 Seafoam Ave
WinthropMA02152
87 Undine Ave
WinthropMA02152
31-33 Pleasant St
WinthropMA02152
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
31-33-33 Pleasant Park Rd
WinthropMA02152
900 Governors Dr
WinthropMA02152
600 Shirley St, Unit 9
600 Shirley St
WinthropMA02152
46 Washington Ave
WinthropMA02152
400 Governors Dr, Unit 5
400 Governors Dr
WinthropMA02152
17 Irwin St
WinthropMA02152
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1 to 2 Bedroom Apartments
Fort Heath Apartments
1 Pond StWinthrop, MA 02152
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Studio to 2 Bedroom Apartments
87-90 Win
87-90 Winthrop Shore DrWinthrop, MA 02152
4 Foam St
WinthropMA02152
427 Winthrop St
WinthropMA02152
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400 Governors Dr
WinthropMA02152
Furnished Private Bedroom in East Boston
1059 Saratoga St
BostonMA02128
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$1,300 - $1,700
Total Monthly Price
Base Rent$1,300 - $1,700
Total Monthly Price$1,300 - $1,700
1061 Saratoga St
1061 Saratoga StEast Boston, MA 02128
781 Winthrop Ave
RevereMA02151
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$2,1001 Bedroom Apartments Available Now
35 Roughan St, Unit 5B
35 Roughan StRevere, MA 02151
35 Roughan St, Unit 5B
35 Roughan St
RevereMA02151
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Rent Specials
$2,181 - $17,807
Total Monthly Price
Base Rent$2,181 - $17,807
Total Monthly PriceVaries
Ocean 650
650 Ocean AveRevere, MA 02151
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$2,195
Total Monthly Price
Base Rent$2,195
Total Monthly Price$2,195
52 Sumner St, Unit 5
52 Sumner StRevere, MA 02151
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$2,2001 Bedroom Apartments Available Now
2 Malden St, Unit 6
2 Malden StRevere, MA 02151
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$2,2001 Bedroom Apartments Available Now
2 Malden St, Unit 4
2 Malden StRevere, MA 02151
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
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$2,250
Total Monthly Price
Base Rent$2,250
Total Monthly Price$2,250
2 Malden St, Unit 3
2 Malden StRevere, MA 02151
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Rent Specials
$2,279 - $5,719
Total Monthly Price
Base Rent$2,279 - $5,719
Total Monthly PriceVaries
500 Ocean
500 Ocean AveRevere, MA 02151
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Rent Specials
$2,292 - $3,465
Total Monthly Price
Base Rent$2,292 - $3,465
Total Monthly Price$2,292 - $3,465
Ryder Revere Beach
21 Revere Beach BlvdRevere, MA 02151
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$2,299 - $3,186
Total Monthly Price
Base Rent$2,299 - $3,186
Total Monthly Price$2,299 - $3,186
BLU Revere
388-394 Ocean AveRevere, MA 02151
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$2,3001 Bedroom Apartments Available Now
2 Malden St, Unit 5
2 Malden StRevere, MA 02151
2 Malden St, Unit 5
2 Malden St
RevereMA02151
90 Ocean Ave, Unit 510
90 Ocean Ave
RevereMA02151
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Rent Specials
$2,395 - $3,400
Total Monthly Price
Base Rent$2,395 - $3,400
Total Monthly Price$2,395 - $3,400
90 Ocean
90 Ocean AveRevere, MA 02151
2 Malden St, Unit #3
2 Malden St
RevereMA02151
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$2,400
Total Monthly Price
Base Rent$2,400
Total Monthly Price$2,400
83 Bradstreet Ave, Unit #202
83 Bradstreet AveRevere, MA 02151
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68 Shawmut St
RevereMA02151
395 Revere Beach Pkwy
RevereMA02151
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$2,405
Total Monthly Price
Base Rent$1,950
Required Monthly Fees$455
Total Monthly Price$2,405
50 Salt St, Unit SI FL4-ID1092
50 Salt StRevere, MA 02151
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Rent Specials
$2,443 - $3,564
Total Monthly Price
Base Rent$2,443 - $3,564
Total Monthly PriceVaries
One Beachmont
205 Revere Beach PkyRevere, MA 02151
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$2,4502 Bedroom Apartments Available Now
126 Leyden St, Unit 3
126 Leyden StBoston, MA 02128
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$2,450
Total Monthly Price
Base Rent$2,450
Total Monthly Price$2,450
126 Leyden St
126 Leyden StEast Boston, MA 02128
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Rent Specials
$2,459 - $5,326
Total Monthly Price
Base Rent$2,459 - $5,326
Total Monthly PriceVaries
Amaya
50 Salt StRevere, MA 02151
394 Ocean Ave
RevereMA02151
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$2,490
Total Monthly Price
Base Rent$2,490
Total Monthly Price$2,490
47 Roosevelt St, Unit #1
47 Roosevelt StRevere, MA 02151
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$2,495
Total Monthly Price
Base Rent$2,495
Total Monthly Price$2,495
163 Hichborn St, Unit 6
163 Hichborn StRevere, MA 02151
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.
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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 | $2,909 | $1,795 | $9,755 |
| Winthrop Highlands 1 Bedroom Apartments | $2,867 | $1,000 | $8,864 |
| Winthrop Highlands 2 Bedroom Apartments | $3,584 | $2,195 | $10,000+ |
| Winthrop Highlands 3 Bedroom Apartments | $3,507 | $2,600 | $5,719 |
| Winthrop Highlands 4 Bedroom Apartments | $3,500 | $3,500 | $3,500 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 75 rentals with your search options within a 2 mile radius of the Winthrop Highlands Neighborhood of Winthrop, MA.
See all Apartments in WinthropExplore Winthrop
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 Shirley Ventures, LLC priced from $1,850. The Willet has the second lowest priced unit, which is a Studio apartment currently listed from $1,965. Here are the most affordable Winthrop Highlands apartments for rent in Boston, MA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Shirley Ventures, LLC | Residential Studios | Studio, 1BA | $1,850 |
| The Willet | Studio - 505 | Studio, 1BA | $1,965 |
| 87-90 Win | 1BR/1.0BA | 1BR, 1BA | $2,100 |
| Ocean 650 | Studio (417 SF) | Studio, 1BA | $2,181 |
| Ryder Revere Beach | S4 GROUP 2A | Studio, 1BA | $2,292 |
| The Abby | One Bedroom | 1BR, 1BA | $2,295 |
| 90 Ocean | F1 | Studio, 1BA | $2,395 |
| 500 Ocean | S2-F | Studio, 1BA | $2,400 |
Best Value Apartments for Rent in Winthrop Highlands, MA
As of September 19, 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 Beachmont neighborhood starting from $2,550. The second greatest value Winthrop Highlands apartment is the 28 Beach Rd Model at 28 Beach Rd, Unit Beach Rd in the Beachmont neighborhood starting at $3,200 with a $1.78 price per square foot. 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 |
| 28 Beach Rd, Unit Beach Rd | 28 Beach Rd | 3BR, 1BA | $1.78 |
| 55 Cliff Ave, Unit 1 | 55 Cliff Ave | 3BR, 1BA | $2.00 |
| 11 Pearl Ave, Unit Apt 2 | 11 Pearl Ave | 4BR, 1BA | $2.19 |
| 72 Arlington Ave, Unit S1 | 72 Arlington Ave | 3BR, 1BA | $2.25 |
| 108 Kimball Ave, Unit 2 | 108 Kimball Ave | 3BR, 1BA | $2.00 |
| 81 Sunnyside Ave, Unit 1 | 81 Sunnyside Ave | 3BR, 1BA | $2.15 |
| 55 Centennial Ave, Unit 2nd floor | 55 Centennial Ave | 3BR, 1BA | $2.23 |
| 3 Walley | EBA1400 | 2BR, 1.5BA | $2.35 |
| 63C Brewster Ave, Unit C | 63C Brewster Ave | 1BR, 1BA | $2.27 |
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.
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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.
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.
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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 Shirley Ventures, LLC listed at $1,850.
How much is rent for a Cheap One Bedroom Winthrop Highlands Apartment?
The lowest price for a Cheap One Bedroom Winthrop Highlands Apartment is $2,100 at 87-90 Win.
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 $2,450 at 126 Leyden St.
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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