2 Bedroom Homes for Rent in Winthrop, MA (149 Rentals)

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property at 439 Winthrop 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

439 Winthrop St, Unit 1

439 Winthrop St
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 5 Fremont St

$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 Now

5 Fremont St, Unit 106

5 Fremont St
WinthropMA02152
property at 1 Seal Harbor Rd

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

1 Seal Harbor Rd

WinthropMA02152
property at 51 Cutler St

$3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 2 Bath Condo for Rent

Available Now

51 Cutler St

WinthropMA02152
property at 249 Winthrop Shore Dr

$3,350

Total Monthly Price

Total Monthly Price

Base Rent
$3,350

Total Monthly Price
$3,350

2 Bedroom, 1 Bath Condo for Rent

Available Now

249 Winthrop Shore Dr

WinthropMA02152
property at 347 Maverick St

$3,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

2 Bedroom, 2 Bath Condo for Rent

Available Jan 1, 2026

347 Maverick St, Unit 5

347 Maverick St
BostonMA02128
property at 35 Ford St

$2,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 1 Bath Home for Rent

Available Jan 1, 2026

35 Ford St

RevereMA02151
property at 277 Paris St

$2,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 1 Bath Condo for Rent

Available Dec 31

277 Paris St, Unit 3

277 Paris St
BostonMA02128

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property at 48 Brooks St

$2,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 1 Bath Condo for Rent

Available Now

48 Brooks St, Unit 1

48 Brooks St
BostonMA02128
property at 677 Bennington St

$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

677 Bennington St, Unit 3

677 Bennington St
BostonMA02128
property at 238 Everett 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

238 Everett St, Unit 1

238 Everett 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 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 4 Elbow St

$2,550

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550

2 Bedroom, 1 Bath Condo for Rent

Available Now

4 Elbow St, Unit 1

4 Elbow St
BostonMA02128
property at 45 Morris St

$2,575

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,575

Total Monthly Price
$2,575

2 Bedroom, 1 Bath Condo for Rent

Available Now

45 Morris St, Unit 2-bed unit2

45 Morris St
BostonMA02128
property at 200 London 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

200 London St, Unit 2

200 London St
BostonMA02128
property at 319 Bennington 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

319 Bennington St, Unit 1a

319 Bennington St
BostonMA02128
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

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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
property at 42 Everett St

$2,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

2 Bedroom, 1 Bath Condo for Rent

Available Now

42 Everett St, Unit 2

42 Everett St
BostonMA02128
property at 108 Byron St

$2,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

2 Bedroom, 1 Bath Condo for Rent

Available Now

108 Byron St, Unit A

108 Byron St
BostonMA02128
property at 231 Maverick St

$2,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

2 Bedroom, 1 Bath Condo for Rent

Available Now

231 Maverick St, Unit 2L

231 Maverick 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
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
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
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
property at 331 Chelsea St

$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

331 Chelsea St, Unit 326-1

331 Chelsea St
BostonMA02128
property at 12 Cottage St

$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

12 Cottage St, Unit 3

12 Cottage St
BostonMA02128

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property at 194 Paris St

$2,795

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,795

Total Monthly Price
$2,795

2 Bedroom, 1 Bath Condo for Rent

Available Now

194 Paris St, Unit 1

194 Paris St
BostonMA02128
property at 188 Chelsea St

$2,795

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,795

Total Monthly Price
$2,795

2 Bedroom, 1 Bath Condo for Rent

Available Now

188 Chelsea St, Unit 1

188 Chelsea St
BostonMA02128
property at 198 Chelsea 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

198 Chelsea St, Unit 1

198 Chelsea St
BostonMA02128
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 70 Frankfort St

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 2 Bath Condo for Rent

Available Now

70 Frankfort St

BostonMA02128
property at 216 E Eagle 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

216 E Eagle St, Unit 7

216 E Eagle St
BostonMA02128
property at 77 Byron St

$2,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

77 Byron St, Unit 2

77 Byron St
BostonMA02128
property at 132 Marginal 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

132 Marginal 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
property at 1 Chelsea Ter

$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

1 Chelsea Ter, Unit 2

1 Chelsea Ter
BostonMA02128

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property at 138 Marginal 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

138 Marginal St, Unit 2

138 Marginal St
BostonMA02128
property at 75 Morris St

$2,895

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,895

Total Monthly Price
$2,895

2 Bedroom, 1 Bath Condo for Rent

Available Now

75 Morris St, Unit 1

75 Morris St
BostonMA02128
property at 147 Princeton St

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

147 Princeton St, Unit 118-3

147 Princeton St
BostonMA02128
property at 326 Chelsea St

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

326 Chelsea St

BostonMA02128
property at 343 Sumner St

$2,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom, 1 Bath Condo for Rent

Available Feb 1, 2026

343 Sumner St

BostonMA02128
property at 349 Sumner St

$2,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom, 1 Bath Condo for Rent

Available Feb 1, 2026

349 Sumner St, Unit 3

349 Sumner St
BostonMA02128
property at 249 Lexington St

$2,995

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,995

Total Monthly Price
$2,995

2 Bedroom, 2 Bath Condo for Rent

Available Dec 31

249 Lexington St, Unit 9

249 Lexington St
BostonMA02128
property at 113 Orleans St

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

113 Orleans St, Unit 1

113 Orleans St
BostonMA02128
property at 213 Maverick St

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

213 Maverick St, Unit 6

213 Maverick St
BostonMA02128

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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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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

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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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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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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 626 Apartments for Rent in Winthrop, MA with pricing that ranges from $1,100 to $9,095. There are also 289 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winthrop ranging from $1,500 to $7,995.

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 $1,500 to $7,995 with an average monthly rent of $3,442.

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 $2,600 to $5,406, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $5,500. Four Bedroom Single-Family rentals are also available starting from $3,200 and Four Bedroom Apartments start at $3,000.

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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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

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Written by: Christine Leonard, Esq.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

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The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.