Apartments for Rent in the Cottage Hill Neighborhood of Winthrop, MA (170 Rentals)

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The Abby
Rent Specials
$1,795 - $3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,795 - $3,000

Total Monthly Price
$1,795 - $3,000
Studio to 2 Bedroom Apartments Available Now

The Abby

91 Veterans RdWinthrop, MA 02152
Affordability
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220 Winthrop St
$2,300 - $2,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300 - $2,400

Total Monthly Price
$2,300 - $2,400
1 Bedroom Apartment Available Now

220 Winthrop St

220 Winthrop StWinthrop, MA 02152
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property at 600 Shirley St

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

1 Bedroom, 2 Bath Condo for Rent

Available May 15

600 Shirley St, Unit 1, Unit 1

600 Shirley 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

property at 90 Winthrop Shore Dr

$1,595 - $1,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,595 - $1,700

Total Monthly Price
$1,595 - $1,700

Studio To 1 Bedroom Condos for Rent

Available Now

90 Winthrop Shore Dr

WinthropMA02152
property at 92 Winthrop Shore Dr

$2,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

2 Bedroom, 1 Bath Condo for Rent

Available Now

92 Winthrop Shore Dr, Unit 2, Unit 2

92 Winthrop Shore Dr
WinthropMA02152
property at 5 Fremont St

$2,500 - $3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500 - $3,200

Total Monthly Price
$2,500 - $3,200

1 To 2 Bedroom Condos for Rent

Available Now

5 Fremont St

WinthropMA02152

The Art of the Rental Viewing: What to look for during a property tour

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.

property at 271 Shirley St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

3 Bedroom, 1 Bath Home for Rent

Available Now

271 Shirley St

WinthropMA02152
property at 31-33 Pleasant St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Home for Rent

Available Now

31-33 Pleasant St

WinthropMA02152
property at 97 Winthrop Shore Dr

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

1 Bedroom, 1 Bath Home for Rent

Available Now

97 Winthrop Shore Dr

WinthropMA02152
property at 29R Cutler St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Home for Rent

Available Now

29R Cutler St

WinthropMA02152
property at 117 Winthrop Shore Dr

$2,550

Total Monthly Price

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550

2 Bedroom, 1 Bath Home for Rent

Available Now

117 Winthrop Shore Dr

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.

property at 800 Governors Dr

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Home for Rent

Available Now

800 Governors Dr

WinthropMA02152
property at 180 Shirley St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

3 Bedroom, 1 Bath Home for Rent

Available Now

180 Shirley St

WinthropMA02152
property at 45 Sturgis St

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

1 Bedroom, 1 Bath Home for Rent

Available Now

45 Sturgis St

WinthropMA02152
property at 585 Shirley St

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1 Bath Home for Rent

Available Now

585 Shirley St

WinthropMA02152
property at 23 B Siren St

$2,025

Total Monthly Price

Total Monthly Price

Base Rent
$2,025

Total Monthly Price
$2,025

1 Bedroom, 1 Bath Home for Rent

Available Now

23 B Siren St

WinthropMA02152
property at 31-33-33 Pleasant Park Rd

$2,400 - $2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

2 Bedroom Rentals

Available Now

property at 220 Winthrop St

$2,350

Total Monthly Price

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

1 Bedroom, 1 Bath Home for Rent

Available Now

220 Winthrop St

WinthropMA02152
property at 267 Washington Ave

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Condo for Rent

Available Now

267 Washington Ave

WinthropMA02152
property at 235 Washington Ave

$2,975

Total Monthly Price

Total Monthly Price

Base Rent
$2,975

Total Monthly Price
$2,975

2 Bedroom, 1 Bath Condo for Rent

Available Now

235 Washington Ave

WinthropMA02152
property at 45 Pleasant St

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

3 Bedroom, 1 Bath Townhome for Rent

Available Now

45 Pleasant 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.

property at 61 Coral Ave

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 1 Bath Condo for Rent

Available Now

61 Coral Ave

WinthropMA02152
property at 63 Coral Ave

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 1 Bath Condo for Rent

Available Now

63 Coral Ave

WinthropMA02152
property at 36 Sturgis St

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

3 Bedroom, 2 Bath Condo for Rent

Available Now

36 Sturgis St, Unit 2, Unit 2

36 Sturgis St
WinthropMA02152
property at 90 Winthrop Shore Dr

$2,495

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,495

Total Monthly Price
$2,495

2 Bedroom, 1 Bath Condo for Rent

Available Now

90 Winthrop Shore Dr, Unit B, Unit B

90 Winthrop Shore Dr
WinthropMA02152
property at 53 Trident Ave

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Condo for Rent

Available Now

53 Trident Ave, Unit 101, Unit 101

53 Trident Ave
WinthropMA02152
property at 181 Winthrop Shore Dr

$2,695

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,695

Total Monthly Price
$2,695

2 Bedroom, 1 Bath Condo for Rent

Available Now

181 Winthrop Shore Dr, Unit 2, Unit 2

181 Winthrop Shore Dr
WinthropMA02152
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Amaya
Rent Specials
$2,175 - $4,075
Total Monthly Price

Total Monthly Price

Base Rent
$2,175 - $4,075

Total Monthly Price
Varies
Studio to 2 Bedroom Apartments Available Now

Amaya

50 Salt StRevere, MA 02151
Affordability
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105 Leyden St, Unit 1, Unit 1
$2,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900
3 Bedroom Apartment Available Now

105 Leyden St, Unit 1, Unit 1

105 Leyden StBoston, MA 02128
Affordability

Cottage Hill, Winthrop, MA Local Guide

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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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.

Read Article
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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 Article
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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

Read Article
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How 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.

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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 #2

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

How much are Studio apartments in Cottage Hill?

There are currently 25 Studio Apartments in Cottage Hill with rent ranges from $1,595 to $2,700 with an average price of $2,371.

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 $1,175 to $3,480 with an average monthly rent of $2,563.

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 $2,400 to $6,157. Today's average rental price for Two Bedrooms here is $3,314.

How expensive are Cottage Hill Three Bedroom Apartments?

There are currently 16 Three Bedroom Apartments listings available in Cottage Hill on ApartmentHomeLiving.com. The pricing ranges from $2,600 to $9,155 - averaging $3,680 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

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Articles, How-To's, and Tips

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

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This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.