Luxury Homes for Rent in Winthrop, MA (261 Rentals)

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The most luxurious Homes in Winthrop with high-end amenities, features, and finishes.

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
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 Now

400 Governors 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

92 Winthrop Shore Dr
WinthropMA02152
property at 235 Washington Ave

$2,875

Total Monthly Price

Total Monthly Price

Base Rent
$2,875

Total Monthly Price
$2,875

2 Bedroom, 1 Bath Condo for Rent

Available Now

235 Washington 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 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 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 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

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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 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 Now

50 Trident Ave

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 Now

585 Shirley 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 Now

271 River Rd

WinthropMA02152
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 141 Grovers Ave

$5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

3 Bedroom, 3 Bath Condo for Rent

Available Now

141 Grovers Ave

WinthropMA02152
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 Now

170 Cliff Ave

WinthropMA02152
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

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

property at 125 London St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

125 London St, Unit 3

125 London St
BostonMA02128
property at 75 Putnam St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Condo for Rent

Available Now

75 Putnam St, Unit 1

75 Putnam St
BostonMA02128
property at 104 Princeton St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Condo for Rent

Available Now

104 Princeton St, Unit 3

104 Princeton St
BostonMA02128
property at 1 Avalon 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

1 Avalon St

RevereMA02151
property at 179 Putnam St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

179 Putnam St, Unit 2##

179 Putnam St
BostonMA02128
property at 141 Cottage St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

3 Bedroom, 1 Bath Condo for Rent

Available Now

141 Cottage St, Unit 1

141 Cottage St
BostonMA02128
property at 232 Bennington St

$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

232 Bennington St, Unit 3

232 Bennington St
BostonMA02128
property at 10 Franklin Ave

$2,500 - $2,880

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 To 2 Bedroom Rentals

Available Now

10 Franklin Ave

RevereMA02151
property at 67 Curtis Rd

$2,500 - $3,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 To 2 Bedroom Rentals

Available Now

67 Curtis Rd

RevereMA02151

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities

Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.

property at 15 Walley St

$2,550

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550

1 Bedroom, 1 Bath Condo for Rent

Available Now

15 Walley St, Unit 206

15 Walley St
BostonMA02128
property at 31 Chelsea St

$2,550

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550

1 Bedroom, 1 Bath Condo for Rent

Available Now

31 Chelsea St, Unit B

31 Chelsea 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 52 Brooks 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 Now

52 Brooks St, Unit 1

52 Brooks St
BostonMA02128
property at 69 Cottage St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

69 Cottage St

BostonMA02128
property at 10 Cheever Ct

$2,600 - $3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600 - $3,200

Total Monthly Price
$2,600 - $3,200

1 To 2 Bedroom Condos for Rent

Available Now

10 Cheever Ct

BostonMA02128
property at 202 Maverick 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 Now

202 Maverick St, Unit 2R

202 Maverick St
BostonMA02128

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street

Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

property at 55 Chelsea St

$2,600 - $3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600 - $3,000

Total Monthly Price
$2,600 - $3,000

1 To 2 Bedroom Condos for Rent

Available Now

55 Chelsea St

BostonMA02128
property at 51 Chelsea St

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

51 Chelsea St, Unit 3B

51 Chelsea St
BostonMA02128
property at 201 Byron St

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

201 Byron St, Unit 2

201 Byron St
BostonMA02128
property at 265 Lexington St

$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

265 Lexington St

BostonMA02128
property at 285 Webster 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 Rentals

Available Now

285 Webster St, Unit 2

285 Webster St
BostonMA02128
property at 90 White St

$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

90 White St

BostonMA02128

Explore Like a Local: The Insider's Guide to Boston

Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.

Winthrop, MA Local Guide

Boston Neighborhood Guide: Living Near UMass, MGH, and State Street

Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

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Top Neighborhoods Near Boston Colleges and Universities

Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com

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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.

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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

Ranked #

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

Pet Friendliness Lifestyle Score

Pet Friendly

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winthrop, MA Rentals by Map

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Frequently Asked Questions about Winthrop

What type of rentals are currently available in Winthrop?

There are currently 635 Apartments for Rent in Winthrop, MA with pricing that ranges from $900 to $16,292. There are also 337 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winthrop ranging from $1,250 to $7,500.

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

Today's rental pricing for Homes for Rent, Condos and Townhomes in Winthrop ranges from $1,250 to $7,500 with an average monthly rent of $3,423.

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

For those who are looking for larger living arrangements, Three Bedroom Apartments in Winthrop range from $1,100 to $7,984, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,250 to $6,000. Four Bedroom Single-Family rentals are also available starting from $3,350 and Four Bedroom Apartments start at $900.

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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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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A Local Experts Guide to the Top Boston Neighborhoods for College Renters

Written by: Amelia Ramstead

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!

decorative image for Explore Like a Local: The Insider's Guide to Boston article

Explore Like a Local: The Insider's Guide to Boston

Written by: Amelia Ramstead

Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

decorative image for Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street article

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.

Articles, How-To's, and Tips

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

decorative image for Neighborhood and Market Insights: How to Choose the Right Area to Rent   article

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

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.