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$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
439 Winthrop St, Unit 1
439 Winthrop StWinthrop, MA 02152
Apartments for Rent in the Cottage Hill Neighborhood of Winthrop, MA (152 Rentals)
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$3,100
Total Monthly Price16 Month Lease Term
3 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
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$3,100
Total Monthly Price
$3,100
62 Locust St, Unit 1
62 Locust StWinthrop, MA 02152
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$2,250
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
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$2,250
Total Monthly Price
$2,250
12 Sewall Ave, Unit 3
12 Sewall AveWinthrop, MA 02152
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$1,850
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
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$1,850
Total Monthly Price
$1,850
95 Bowdoin St, Unit 3
95 Bowdoin StWinthrop, MA 02152
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$1,800
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
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$1,800
Total Monthly Price
$1,800
98 Winthrop Shore Dr
98 Winthrop Shore DrWinthrop, MA 02152
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$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
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$2,500
Total Monthly Price
$2,500
233 Pleasant St, Unit Apt 2
233 Pleasant StWinthrop, MA 02152
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$4,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
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$4,000
Total Monthly Price
$4,000
40 Cottage Park Rd, Unit 1
40 Cottage Park RdWinthrop, MA 02152
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$4,995
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
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$4,995
Total Monthly Price
$4,995
176 Winthrop Shore Dr, Unit 1
176 Winthrop Shore DrWinthrop, MA 02152
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$2,650
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,650
Total Monthly Price
$2,650
288 Pleasant St, Unit 1
288 Pleasant StWinthrop, MA 02152
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$2,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
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$2,200
Total Monthly Price
$2,200
40 Dolphin Ave, Unit #2
40 Dolphin AveWinthrop, MA 02152
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$3,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
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$3,400
Total Monthly Price
$3,400
183 Cottage Park Rd, Unit 3
183 Cottage Park RdWinthrop, MA 02152
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$1,250
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
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$1,250
Total Monthly Price
$1,250
42 Irwin St, Unit 2
42 Irwin StWinthrop, MA 02152
85 Winthrop Shore Dr
WinthropMA02152
90 Winthrop Shore Dr, Unit 1-b 1-b U10
90 Winthrop Shore Dr
WinthropMA02152
92 Winthrop Shore Dr, Unit 2
92 Winthrop Shore Dr
WinthropMA02152
5 Fremont St, Unit 106
5 Fremont St
WinthropMA02152
85 Beach Rd
WinthropMA02152
175 Somerset Ave
WinthropMA02152
439 Winthrop St, Unit 1
439 Winthrop St
WinthropMA02152
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$1,695
Plus Fees
Studio Apartments Available Jan 1, 202690 Winthrop Shore Dr
90 Winthrop Shore DrWinthrop, MA 02152
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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$2,850
Plus Fees
2 Bedroom Apartments Available Now90 Winthrop Shore Dr
90 Winthrop Shore DrWinthrop, MA 02152
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$1,850
Plus Fees
Studio Apartments Available Now90 Winthrop Shore Dr
90 Winthrop Shore DrWinthrop, MA 02152
435 Shirley St
WinthropMA02152
14 Perkins St
WinthropMA02152
21 Nevada St
WinthropMA02152
1 Pond St
WinthropMA02152
49R Siren St
WinthropMA02152
11 Forrest St
WinthropMA02152
40 Cottage Park Rd
WinthropMA02152
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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.
25 Seafoam Ave
WinthropMA02152
10 Charles St
WinthropMA02152
117 Winthrop Shore Dr
WinthropMA02152
5 Fremont St
WinthropMA02152
31-33-33 Pleasant Park Rd
WinthropMA02152
220 Winthrop St
WinthropMA02152
68 Beach Rd
WinthropMA02152
760 Shirley St
WinthropMA02152
20 Beacon St
WinthropMA02152
19 Beach Rd
WinthropMA02152
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.
118 Brookfield Rd
WinthropMA02152
35 Lincoln St
WinthropMA02152
51 Cutler St
WinthropMA02152
34 Trident Ave
WinthropMA02152
249 Winthrop Shore Dr
WinthropMA02152
143 Grovers Ave
WinthropMA02152
141 Grovers Ave
WinthropMA02152
1 Seal Harbor Rd
WinthropMA02152
141 Grovers Ave
WinthropMA02152
40 Cottage Park Rd
WinthropMA02152
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Cottage Hill, Winthrop, MA Local Guide
View of Winthrop, Massachusetts from the northeast by Sean 2015 is licensed under Internal
How much does it cost to rent an apartment in Cottage Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Cottage Hill Studio Apartments | $2,626 | $1,695 | $2,930 |
| Cottage Hill 1 Bedroom Apartments | $2,943 | $1,250 | $3,775 |
| Cottage Hill 2 Bedroom Apartments | $3,004 | $2,200 | $4,075 |
| Cottage Hill 3 Bedroom Apartments | $3,237 | $2,600 | $4,995 |
| Cottage Hill 4 Bedroom Apartments | $3,783 | $3,000 | $4,250 |
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 152 rentals with your search options within a 2 mile radius of the Cottage Hill Neighborhood of Winthrop, MA.
See all Apartments in WinthropExplore Winthrop
Cottage Hill, Winthrop, MA Local Guide
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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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleHow a Move-In Inspection Can Protect Your Security Deposit
Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.com.
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.
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Pet Friendly LifestyleCottage Hill, Winthrop, MA
Ranked #2
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 3-5 (431)
6 out of 10
School data provided by Great Schools
Getting Around the Cottage Hill Neighborhood in Winthrop, MA
Walk Score®
62 / 100
Somewhat Walkable
Some errands can be accomplished on foot
Bike Score®
35 / 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 Cottage Hill
How much are Studio apartments in Cottage Hill?
There are currently 28 Studio Apartments in Cottage Hill with rent ranges from $1,695 to $2,930 with an average price of $2,626.
What is the current price range for One Bedroom Cottage Hill Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Cottage Hill ranges from $1,250 to $3,775 with an average monthly rent of $2,943.
What does renting a Two Bedroom Apartment in Cottage Hill cost?
The monthly rent prices of Two Bedroom Apartments currently available in Cottage Hill range from $2,200 to $4,075. Today's average rental price for Two Bedrooms here is $3,004.
How expensive are Cottage Hill Three Bedroom Apartments?
There are currently 18 Three Bedroom Apartments listings available in Cottage Hill on ApartmentHomeLiving.com. The pricing ranges from $2,600 to $4,995 - averaging $3,237 for the location.
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.
Helpful Local Expert Guides
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.
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Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!
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Articles, How-To's, and Tips
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
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Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
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Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.