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Cheap Apartments for Rent in the Cottage Hill Neighborhood of Winthrop, MA from $1,100 (29 Rentals)
Search the lowest-cost Apartments available for rent right now in the Cottage Hill area of Winthrop.
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90 Winthrop Shore Dr
WinthropMA02152
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90 Winthrop Shore Dr
WinthropMA02152
312 Shirley St
WinthropMA02152
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12 Harvard St
WinthropMA02152
312 Shirley St
WinthropMA02152
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.
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from $2,0001 Bedroom Apartment Available Now
265 Washington Ave, Unit #3A
265 Washington AveWinthrop, MA 02152
18 James Ave
WinthropMA02152
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from $2,0501 Bedroom Apartment Available Now
110 Grovers Ave, Unit #2R
110 Grovers AveWinthrop, MA 02152
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from $2,1501 Bedroom Apartment Available Now
205 Winthrop St, Unit #8
205 Winthrop StWinthrop, MA 02152
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from $2,2002 Bedroom Apartment Available Now
900 Governors Dr, Unit #22
900 Governors DrWinthrop, MA 02152
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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.
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Furnished Private Bedroom in East Boston
1059 Saratoga St
BostonMA02128
Furnished Private Bedroom in East Boston
1061 Saratoga St
BostonMA02128
1061 Saratoga St
BostonMA02128
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from $2,1001 Bedroom Apartment Available Now
85 Bennington St, Unit #3
85 Bennington StRevere, MA 02151
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Rent Specials
from $2,103Studio to 2 Bedroom Apartments Available Now
RYDER
21 Revere Beach BlvdRevere, MA 02151
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from $2,132Studio to 3 Bedroom Apartments Available Now
Parkside Commons Apartments
100 Stockton StChelsea, MA 02150
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from $2,2001 Bedroom Apartment Available Now
1046 Bennington St, Unit #3
1046 Bennington StBoston, MA 02128
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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Showing Results 1-29, Page 1 of 1
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 Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Cottage Hill Studio Apartments | $2,548 | $1,650 | $2,850 |
| Cottage Hill 1 Bedroom Apartments | $2,765 | $1,500 | $3,775 |
| Cottage Hill 2 Bedroom Apartments | $3,224 | $2,200 | $4,123 |
| Cottage Hill 3 Bedroom Apartments | $3,629 | $2,850 | $5,614 |
| Cottage Hill 4 Bedroom Apartments | $4,099 | $3,500 | $5,595 |
Browse Apartments in this Neighborhood
There are currently 29 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
- Nearby Winthrop neighborhoods
- Nearby Cities
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Cheapest Available Cottage Hill Apartments for Rent
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 87-90 Win | 0BR/1.0BA | Studio,1BA | $1,650 |
| Broadway250 | A1 | 1BR,1BA | $2,111 |
Best Value Apartments for Rent in Cottage Hill, MA
As of May 01, 2025 the best value apartment in the Cottage Hill area is the $0.33 price per square foot 25 Pratt St Model at 25 Pratt St, Unit 2 in the in the Cottage Hill neighborhood starting from $3,300. The second greatest value Cottage Hill apartment is the 42 Ocean Ave Model at 42 Ocean Ave, Unit 2 starting at $2,950 with a $0.30 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. |
|---|---|---|---|
| 25 Pratt St, Unit 2 | 25 Pratt St | 3BR,1BA | $0.33 |
| 42 Ocean Ave, Unit 2 | 42 Ocean Ave | 2BR,1BA | $0.30 |
| 25 Pratt St, Unit 2 | 25 Pratt St | 3BR,1BA | $0.38 |
| 740 Winthrop Ave, Unit 11 | 740 Winthrop Ave | 2BR,1BA | $0.27 |
| 25 Pratt St, Unit 1 | 25 Pratt St | 1BR,1BA | $0.24 |
| 82 Gladstone St, Unit 1 | 82 Gladstone St | 2BR,1BA | $0.28 |
| 22 Adams St, Unit #2 | 22 Adams St | 3BR,1BA | $1.90 |
| 82 Temple Ave, Unit #1 | 82 Temple Ave | 1BR,1BA | $1.15 |
| 42 Irwin St, Unit 3 | 42 Irwin St | 1BR,2BA | $1.26 |
| 95 Terrace Ave, Unit #1 | 95 Terrace Ave | 1BR,1BA | $2.04 |
Quick Rent Budget Calculator
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Pet Friendly LifestyleCottage Hill, Winthrop, MA
Ranked #1
Among neighborhoods in Winthrop, MA 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)
5 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 Cheap Cottage Hill Apartments
What is a cheap apartment in Cottage Hill?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Cottage Hill is under $2,111.
What is the price of a cheap apartment in Cottage Hill?
The cheapest apartment in Cottage Hill is Broadway250 which is listed at $2,111, while the average apartment in Cottage Hill costs $4,500.
What types of apartments are the cheapest in Cottage Hill?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 7 regular apartments in Cottage Hill that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in Cottage Hill?
Cheap apartments in Cottage Hill have an average cost of $222 which is $4,278 cheaper than the average rent for all rentals in Cottage Hill.
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.
Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.
Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.