Homes for Rent in Winthrop Highlands Neighborhood of Winthrop, MA (108 Rentals)

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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 600 Shirley St

$2,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

Studio, 1 Bath Condo for Rent

Available Sep 1

600 Shirley St, Unit 9

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 170 Cliff Ave

$6,000

Total Monthly Price

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

3 Bedroom, 3.5 Bath Townhome for Rent

Available Aug 1

170 Cliff Ave

WinthropMA02152
property at 1 Seal Harbor Rd

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

1 Seal Harbor Rd

WinthropMA02152
property at 400 Governors Dr

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1 Bath Condo for Rent

Available Jul 1

400 Governors Dr

WinthropMA02152
property at 900 Governors Dr

$2,200 - $2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

1 To 2 Bedroom Rentals

Available Now

900 Governors Dr

WinthropMA02152
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 50 Trident Ave

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

50 Trident Ave

WinthropMA02152

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property at 27 Bowdoin St

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 2 Bath Home for Rent

Available Now

27 Bowdoin St

WinthropMA02152
property at 274 Bowdoin St

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

3 Bedroom, 1 Bath Townhome for Rent

Available Now

274 Bowdoin St

WinthropMA02152
property at 36 Sturgis St

$3,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

3 Bedroom, 2 Bath Condo for Rent

Available Now

36 Sturgis St

WinthropMA02152
property at 271 River Rd

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 2.5 Bath Home for Rent

Available Sep 1

271 River Rd

WinthropMA02152
property at 267 Washington Ave

$2,350

Total Monthly Price

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

2 Bedroom, 1 Bath Condo for Rent

Available Jul 1

267 Washington Ave

WinthropMA02152
property at 35 Perkins St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

35 Perkins St

WinthropMA02152
property at 585 Shirley St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 2 Bath Condo for Rent

Available Aug 1

585 Shirley St

WinthropMA02152
property at 38 Hawthorn Ave

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

3 Bedroom, 1 Bath Condo for Rent

Available Now

38 Hawthorn Ave, Unit 1

38 Hawthorn Ave
WinthropMA02152
property at 23 Roughan St

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 1 Bath Condo for Rent

Available Now

23 Roughan St, Unit 1

23 Roughan St
RevereMA02151
property at 1 Orient Ave

$3,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

4 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1 Orient Ave, Unit 2

1 Orient Ave
BostonMA02128

Neighborhood & Market Insights: How to Choose the Right Area to Rent

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property at 103 Saint Andrew Rd

$4,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,300

Total Monthly Price
$4,300

4 Bedroom, 2 Bath Condo for Rent

Available Now

103 Saint Andrew Rd, Unit 1

103 Saint Andrew Rd
BostonMA02128
property at 1114 Saratoga St

$4,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,350

Total Monthly Price
$4,350

5 Bedroom, 3 Bath Condo for Rent

Available Now

1114 Saratoga St, Unit 1

1114 Saratoga St
BostonMA02128
property at 77 Faywood Ave

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 2.5 Bath Home for Rent

Available Sep 1

77 Faywood Ave

BostonMA02128
property at 7 Blackinton St

$3,050

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,050

Total Monthly Price
$3,050

3 Bedroom, 1 Bath Condo for Rent

Available Now

7 Blackinton St, Unit 2

7 Blackinton St
BostonMA02128
property at 1 Avalon St

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Condo for Rent

Available Jul 1

1 Avalon St, Unit 1

1 Avalon St
RevereMA02151
property at 44 Ashley St

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

4 Bedroom, 2 Bath Condo for Rent

Available Now

44 Ashley St, Unit 4-bed2bath

44 Ashley St
BostonMA02128
property at 382 Ocean Ave

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 2 Bath Condo for Rent

Available Aug 1

382 Ocean Ave, Unit 1702

382 Ocean Ave
RevereMA02151
property at 394 Ocean Ave

$2,490 - $2,960

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,490 - $2,960

Total Monthly Price
$2,490 - $2,960

1 To 2 Bedroom Condos for Rent

Available Now

394 Ocean Ave

RevereMA02151
property at 394 Ocean Ave

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

394 Ocean Ave, Unit 515

394 Ocean Ave
RevereMA02151
property at 238 Everett St

$2,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

238 Everett St, Unit 1

238 Everett St
BostonMA02128

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.

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.

Winthrop Highlands, Winthrop, MA Local Guide

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.

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

Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.

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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.

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
Winthrop Highlands, Winthrop, MA

Ranked #1

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 Winthrop Highlands

What type of rentals are currently available in Winthrop Highlands?

There are currently 221 Apartments for Rent in Winthrop Highlands, MA with pricing that ranges from $1,100 to $16,360. There are also 109 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winthrop Highlands ranging from $1,595 to $6,000.

What is the current price range for Rental Homes in Winthrop Highlands?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Winthrop Highlands ranges from $1,595 to $6,000 with an average monthly rent of $3,251.

How much are larger Three and Four Bedroom Rentals in Winthrop Highlands?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Winthrop Highlands range from $2,250 to $5,719, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $6,000. Four Bedroom Single-Family rentals are also available starting from $3,700 and Four Bedroom Apartments start at $3,400.

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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