Luxury Homes for Rent in Winthrop, MA (261 Rentals) Page 2 of 6

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

property at 26 Chelsea St

$2,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

1 Bedroom, 1 Bath Condo for Rent

Available Now

26 Chelsea St, Unit 2

26 Chelsea St
BostonMA02128
property at 128 Webster St

$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

128 Webster St

BostonMA02128
property at 1030 Bennington St

$2,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1 Bath Condo for Rent

Available Now

1030 Bennington St, Unit 5

1030 Bennington 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.

property at 124 Trenton St

$2,750

Total Monthly Price

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

2 Bedroom, 1 Bath Condo for Rent

Available Now

124 Trenton St

BostonMA02128
property at 11 Walley St

$2,795 - $4,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,795

Total Monthly Price
$2,795

1 To 3 Bedroom Rentals

Available Now

11 Walley St

BostonMA02128
property at 143 London St

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

3 Bedroom, 1 Bath Condo for Rent

Available Now

143 London St, Unit 2

143 London St
BostonMA02128
property at 175 Cottage St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 2 Bath Condo for Rent

Available Now

175 Cottage St, Unit 501

175 Cottage St
ChelseaMA02150
property at 40 Morris St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

40 Morris St

BostonMA02128

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 77 Morris St

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

77 Morris St, Unit 1

77 Morris St
BostonMA02128
property at 630 Bennington St

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

3 Bedroom, 1 Bath Condo for Rent

Available Now

630 Bennington St, Unit 3

630 Bennington St
BostonMA02128
property at 102 Princeton St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

3 Bedroom, 2 Bath Townhome for Rent

Available Now

102 Princeton St

BostonMA02128
property at 160 Cottage St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

160 Cottage St

BostonMA02128
property at 367 Maverick St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

3 Bedroom, 1 Bath Home for Rent

Available Sep 1

367 Maverick St

BostonMA02128
property at 585 Revere Beach Pkwy

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 2 Bath Home for Rent

Available Aug 31

property at 86 Chelsea St

$2,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

1 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

86 Chelsea St, Unit #1

86 Chelsea St
BostonMA02128
property at 349 Sumner St

$2,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

2 Bedroom, 1 Bath Condo for Rent

Available Now

349 Sumner St, Unit 3

349 Sumner St
BostonMA02128

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 200 Congress Ave

$2,895

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,895

Total Monthly Price
$2,895

3 Bedroom, 1 Bath Condo for Rent

Available Now

200 Congress Ave, Unit 3

200 Congress Ave
ChelseaMA02150
property at 30 Wordsworth St

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

3 Bedroom, 1 Bath Condo for Rent

Available Aug 31

30 Wordsworth St, Unit 2

30 Wordsworth St
BostonMA02128
property at 367 Maverick St

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

367 Maverick St, Unit 2

367 Maverick St
BostonMA02128
property at 10 Lamson Ct

$2,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

1 Bedroom, 2 Bath Condo for Rent

Available Now

10 Lamson Ct, Unit #1

10 Lamson Ct
BostonMA02128
property at 173 Trenton St

$2,995

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,995

Total Monthly Price
$2,995

3 Bedroom, 2 Bath Condo for Rent

Available Now

173 Trenton St, Unit 1

173 Trenton St
BostonMA02128
property at 133 Paris St

$2,995

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,995

Total Monthly Price
$2,995

2 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

133 Paris St

BostonMA02128
property at 214-216 E Eagle St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

214-216 E Eagle St

BostonMA02128
property at 158 Cottage St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

158 Cottage St

BostonMA02128
property at 57 Bennington St

$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

57 Bennington St

BostonMA02128
property at 8 Everett St

$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

8 Everett St

BostonMA02128
property at 80 Marion St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

80 Marion St

BostonMA02128

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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