Luxury Condos for Rent in the Cottage Hill Neighborhood of Winthrop, MA (22 Rentals)

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The most luxurious Condos in the Cottage Hill area of Winthrop with high-end amenities, features, and finishes.

property at 400 Governors Dr
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
2 Bedroom, 1 Bath Condo for Rent
Available Now

400 Governors Dr

WinthropMA02152
property at 427 Winthrop St
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
3 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

427 Winthrop St

WinthropMA02152
property at 235 Washington Ave
$2,750

Total Monthly Price

Base Rent$2,750

Total Monthly Price$2,750
2 Bedroom, 1 Bath Condo for Rent
Available Now

235 Washington Ave

WinthropMA02152
property at 583-585 Shirley St
$2,875

Total Monthly Price

Base Rent$2,875

Total Monthly Price$2,875
3 Bedroom, 2 Bath Condo for Rent
Available Oct 1

583-585 Shirley St

WinthropMA02152
property at 60 Hermon St
$2,900

Total Monthly Price

Base Rent$2,900

Total Monthly Price$2,900
1 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

60 Hermon St

WinthropMA02152

Boston's Best Affordable Neighborhoods

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property at 61 Coral Ave
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
3 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

61 Coral Ave

WinthropMA02152
property at 63 Coral Ave
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
3 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

63 Coral Ave

WinthropMA02152
property at 249 Winthrop Shore Dr
$3,050

Total Monthly Price

Base Rent$3,050

Total Monthly Price$3,050
2 Bedroom, 1 Bath Condo for Rent
Available Now

249 Winthrop Shore Dr

WinthropMA02152
property at 50 Trident Ave
$3,200

Total Monthly Price

Base Rent$3,200

Total Monthly Price$3,200
3 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

50 Trident Ave

WinthropMA02152
property at 411 Shirley St
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
3 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

411 Shirley St, Unit 2

411 Shirley St
WinthropMA02152
property at 7 Blackinton St
$3,050

Total Monthly Price

Base Rent$3,050

Total Monthly Price$3,050
12 Month Lease Term
3 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

7 Blackinton St, Unit 2

7 Blackinton St
BostonMA02128

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property at 1 Orient Ave
$3,550

Total Monthly Price

Base Rent$3,550

Total Monthly Price$3,550
12 Month Lease Term
4 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

1 Orient Ave, Unit 2

1 Orient Ave
BostonMA02128
property at 30 Swan Ave
$3,800

Total Monthly Price

Base Rent$3,800

Total Monthly Price$3,800
12 Month Lease Term
2 Bedroom, 2 Bath Condo for Rent
Available Sep 12
Affordability
property at 1114 Saratoga St
$4,350

Total Monthly Price

Base Rent$4,350

Total Monthly Price$4,350
12 Month Lease Term
5 Bedroom, 3 Bath Condo for Rent
Available Now
Affordability

1114 Saratoga St, Unit 1

1114 Saratoga St
BostonMA02128
property at 11 Walley St
$2,795

Total Monthly Price

Base Rent$2,795

Total Monthly Price$2,795
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

11 Walley St

BostonMA02128
property at 1048 Saratoga St
$3,600

Total Monthly Price

Base Rent$3,600

Total Monthly Price$3,600
3 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

1048 Saratoga St

BostonMA02128

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property at 280 Endicott Ave
$4,200

Total Monthly Price

Base Rent$4,200

Total Monthly Price$4,200
3 Bedroom, 2 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

280 Endicott Ave

RevereMA02151

Cottage Hill, Winthrop, MA Local Guide

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 Article

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.

Read Article
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Quick 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 Lifestyle
Cottage Hill, Winthrop, MA

Ranked #5

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Frequently Asked Questions about Cottage Hill

What type of rentals are currently available in Cottage Hill?

There are currently 104 Apartments for Rent in Cottage Hill, MA with pricing that ranges from $1,300 to $5,105. There are also 37 Single Family Homes for rent, Condos, and Townhome rentals currently available in Cottage Hill ranging from $1,675 to $4,350.

What is the current price range for Rental Homes in Cottage Hill?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Cottage Hill ranges from $1,675 to $4,350 with an average monthly rent of $3,073.

How much are larger Three and Four Bedroom Rentals in Cottage Hill?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Cottage Hill range from $2,700 to $4,800, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $4,200. Four Bedroom Single-Family rentals are also available starting from $3,550 and Four Bedroom Apartments start at $3,500.

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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