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$1,000 - $1,300
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1 Bedroom Apartment Available Aug 15Total Monthly Price
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$1,000 - $1,300
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$1,000 - $1,300
42 Irwin St
42 Irwin StWinthrop, MA 02152
Cheap Apartments for Rent in the Cottage Hill Neighborhood of Winthrop, MA from $1,000 (38 Rentals)
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$1,795 - $3,000
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Studio to 2 Bedroom Apartments Available NowTotal Monthly Price
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$1,795 - $3,000
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$1,795 - $3,000
The Abby
91 Veterans RdWinthrop, MA 02152
150 Locust St
WinthropMA02152
789 Shirley St
WinthropMA02152
600 Shirley St, Unit 9
600 Shirley St
WinthropMA02152
97 Winthrop Shore Dr
WinthropMA02152
31-33-33 Pleasant Park Rd
WinthropMA02152
5 Fremont St
WinthropMA02152
152 Sewall Ave
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
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$2,550
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
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$2,550
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$2,550
12 Sewall Ave, Unit 3
12 Sewall AveWinthrop, MA 02152
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$2,550
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
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$2,550
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$2,550
19 Charles St, Unit Two
19 Charles StWinthrop, MA 02152
46 Washington Ave
WinthropMA02152
35 Pearl Ave
WinthropMA02152
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$2,6952 Bedroom Apartments Available Now
87 Winthrop Shore Dr, Unit 2
87 Winthrop Shore DrWinthrop, MA 02152
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$2,695
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
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$2,695
Total Monthly Price
$2,695
92 Winthrop Shore Dr, Unit 2
92 Winthrop Shore DrWinthrop, MA 02152
400 Governors Dr, Unit 5
400 Governors Dr
WinthropMA02152
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Studio to 2 Bedroom Apartments
87-90 Win
87-90 Winthrop Shore DrWinthrop, MA 02152
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1 to 2 Bedroom Apartments
Fort Heath Apartments
1 Pond StWinthrop, MA 02152
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
900 Governors Dr
WinthropMA02152
4 Foam St
WinthropMA02152
400 Governors Dr
WinthropMA02152
Furnished Private Bedroom in East Boston
1057 Saratoga St
BostonMA02128
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$1,300 - $1,700
Plus Fees1 Month Lease Term
1 Bedroom Apartments Available Sep 11061 Saratoga St
1061 Saratoga StEast Boston, MA 02128
Furnished Private Bedroom in East Boston
1061 Saratoga St
BostonMA02128
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$2,000
Total Monthly Price12 Month Lease Term
Studio Apartment Available Sep 1Total Monthly Price
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$2,000
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$2,000
11 Boardman St, Unit B
11 Boardman StBoston, MA 02128
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$2,100
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$2,100
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$2,100
25 Pratt St, Unit 1
25 Pratt StBoston, MA 02134
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$2,350 - $3,995
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$2,350 - $3,995
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$2,350 - $3,995
SORA
93 Bennington 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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$2,381 - $5,252
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Studio to 2 Bedroom Apartments Available NowTotal Monthly Price
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$2,381 - $5,252
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Amaya
50 Salt StRevere, MA 02151
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$2,400
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Sep 1Total Monthly Price
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$2,400
Total Monthly Price
$2,400
25 Pratt St, Unit 1
25 Pratt StBoston, MA 02134
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$2,5002 Bedroom Apartments Available Sep 1
11 Boardman St, Unit 2
11 Boardman StBoston, MA 02128
11 Boardman St, Unit #2
11 Boardman St
BostonMA02128
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$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
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$2,600
Total Monthly Price
$2,600
72 Orient Ave, Unit 2
72 Orient AveBoston, MA 02128
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$2,600
Plus Fees
2 Bedroom Apartments Available Now126 Leyden St
126 Leyden StEast Boston, MA 02128
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$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
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$2,600
Total Monthly Price
$2,600
1021 Winthrop Ave, Unit #2
1021 Winthrop AveRevere, MA 02151
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$2,6002 Bedroom Apartments Available Aug 1
126 Leyden St, Unit 3
126 Leyden StBoston, MA 02128
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1 to 2 Bedroom Apartments
Waldemar Ave
75 Waldemar AveEast Boston, MA 02128
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
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Studio to 2 Bedroom Apartments
Revere Bell Apartments
45-55 Belle Isle AveRevere, MA 02151
93 Bennington St
RevereMA02151
Showing Results 1-38, Page 1 of 1
Cottage Hill, Winthrop, MA Local Guide
How much does it cost to rent an apartment in Cottage Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Cottage Hill Studio Apartments | $2,608 | $1,795 | $2,872 |
| Cottage Hill 1 Bedroom Apartments | $2,533 | $1,000 | $4,176 |
| Cottage Hill 2 Bedroom Apartments | $3,157 | $2,400 | $4,950 |
| Cottage Hill 3 Bedroom Apartments | $3,447 | $2,900 | $4,800 |
| Cottage Hill 4 Bedroom Apartments | $3,940 | $3,550 | $4,450 |
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 38 rentals with your search options within a 2 mile radius of the Cottage Hill Neighborhood of Winthrop, MA.
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Cottage Hill, Winthrop, MA Local Guide
- Nearby Winthrop neighborhoods
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Cheapest Available Cottage Hill Apartments for Rent
The cheapest available apartment rental in the Cottage Hill area of Boston, MA is a Studio unit found at The Abby priced from $1,795. SORA has the second lowest priced unit, which is a Studio apartment currently listed from $2,350. Here are the most affordable Cottage Hill apartments for rent in Boston, MA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Abby | Studio | Studio,1BA | $1,795 |
| SORA | SB | Studio,1BA | $2,350 |
| Amaya | M2 | Studio,1BA | $2,471 |
| 126 Leyden St | 2BR/1.0BA | 2BR,1BA | $2,600 |
| 3 Walley | EBA1400 | 2BR,1BA | $3,250 |
Best Value Apartments for Rent in Cottage Hill, MA
As of July 26, 2026 the best value apartment in the Cottage Hill 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 Cottage Hill 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 Cottage Hill 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 |
| 19 Charles St, Unit Two | 19 Charles St | 2BR,1BA | $2.54 |
| 25 Pratt St, Unit 1 | 25 Pratt St | 1BR,1BA | $2.10 |
| 126 Leyden St | 2BR/1.0BA | 2BR,1BA | $2.85 |
| 72 Orient Ave, Unit 2 | 72 Orient Ave | 2BR,1BA | $2.89 |
| 1021 Winthrop Ave, Unit #2 | 1021 Winthrop Ave | 2BR,1BA | $3.71 |
| The Abby | Studio | Studio ,1BA | $3.99 |
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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Real 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 LifestyleCottage Hill, Winthrop, MA
Ranked #5
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Best Local Schools in Cottage Hill, Winthrop, MA
Arthur T. Cummings Elementary School
Winthrop School District
Public School - Grades K-5 (466)
5 out of 10
School data provided by Great Schools
Frequently Asked Questions about Cheap Cottage Hill Apartments
What is the Cheapest Studio apartment in Cottage Hill?
Currently the most affordable Cheap Studio Apartment in Cottage Hill is at The Abby listed at $1,795.
How much is rent for a Cheap One Bedroom Cottage Hill Apartment?
The lowest price for a Cheap One Bedroom Cottage Hill Apartment is $2,295 at The Abby.
What is the lowest price for a Cheap Two Bedroom Cottage Hill Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Cottage Hill is starting from $2,600 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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What It Really Costs to Live in Boston: A Local Renter's Guide
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Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
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Rent According to Income: A Look at Income-Restricted Rentals
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The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.
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Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
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There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
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Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.