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  2. Building Photo - 72 Orient Ave
    2 BEDS, 1 BATH
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600
         - 12 Month Lease

    72 Orient Ave Unit 2

    72 Orient Ave, Boston, MA 02128
    Apply
  3. 2 BEDS, 1 BATH
    $2,695
    Total Monthly Price Total Monthly Price New
    Base Rent$2,695
    Required Monthly FeesNone
    Total Monthly Price$2,695
         - 12 Month Lease

    92 Winthrop Shore Dr Unit 2

    92 Winthrop Shore Dr, Winthrop, MA 02152
  4. 3 BEDS, 1 BATH
    $3,400
    Total Monthly Price Total Monthly Price New
    Base Rent$3,400
    Required Monthly FeesNone
    Total Monthly Price$3,400
         - 12 Month Lease

    411 Shirley St Unit 2

    411 Shirley St, Winthrop, MA 02152
  5. 1 BED, 1 BATH
    $2,550
    Total Monthly Price Total Monthly Price New
    Base Rent$2,550
    Required Monthly FeesNone
    Total Monthly Price$2,550
         - 12 Month Lease

    12 Sewall Ave Unit 3

    12 Sewall Ave, Winthrop, MA 02152
  6. STUDIO, 1 BATH
    $2,350
    Total Monthly Price Total Monthly Price New
    Base Rent$2,350
    Required Monthly FeesNone
    Total Monthly Price$2,350
         - 12 Month Lease

    600 Shirley St Unit 9

    600 Shirley St, Winthrop, MA 02152
  7. 2 BEDS, 1 BATH
    $2,550
    Total Monthly Price Total Monthly Price New
    Base Rent$2,550
    Required Monthly FeesNone
    Total Monthly Price$2,550
         - 12 Month Lease

    19 Charles St Unit Two

    19 Charles St, Winthrop, MA 02152
  8. 3 BEDS, 1 BATH
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300
         - 12 Month Lease

    55 Cliff Ave Unit 1

    55 Cliff Ave, Winthrop, MA 02152
  9. 2 BEDS, 1 BATH
    $2,950
    Total Monthly Price Total Monthly Price New
    Base Rent$2,950
    Required Monthly FeesNone
    Total Monthly Price$2,950
         - 12 Month Lease

    910 Saratoga St Unit 15

    910 Saratoga St, Boston, MA 02128
  10. 3 BEDS, 1 BATH
    $2,900
    Total Monthly Price Total Monthly Price New
    Base Rent$2,900
    Required Monthly FeesNone
    Total Monthly Price$2,900
         - 12 Month Lease

    30 Wordsworth St Unit 2

    30 Wordsworth St, Boston, MA 02128
  11. 3 BEDS, 1 BATH
    $3,700
    Total Monthly Price Total Monthly Price New
    Base Rent$3,700
    Required Monthly FeesNone
    Total Monthly Price$3,700
         - 12 Month Lease

    953 Shirley St Unit 2

    953 Shirley St, Winthrop, MA 02152
  12. 2 BEDS, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500
         - 12 Month Lease

    11 Boardman St Unit #2

    11 Boardman St, Boston, MA 02128
  13. STUDIO, 1 BATH
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000
         - 12 Month Lease

    11 Boardman St Unit B

    11 Boardman St, Boston, MA 02128
  14. 4 BEDS, 1 BATH
    $3,700
    Total Monthly Price Total Monthly Price New
    Base Rent$3,700
    Required Monthly FeesNone
    Total Monthly Price$3,700
         - 12 Month Lease

    1 Orient Ave Unit 2

    1 Orient Ave, Boston, MA 02128
  15. 2 BEDS, 2 BATHS
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300
         - 12 Month Lease

    665 Bennington St

    665 Bennington St, Boston, MA 02128
  16. 3 BEDS, 1 BATH
    $3,050
    Total Monthly Price Total Monthly Price New
    Base Rent$3,050
    Required Monthly FeesNone
    Total Monthly Price$3,050
         - 12 Month Lease

    7 Blackinton St Unit 2

    7 Blackinton St, Boston, MA 02128
  17. 3 BEDS, 1 BATH
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300
         - 12 Month Lease

    40 Breed St Unit #1

    40 Breed St, Boston, MA 02128
  18. 3 BEDS, 1 BATH
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000
         - 12 Month Lease

    723 Bennington St Unit #1

    723 Bennington St, Boston, MA 02128
  19. 5 BEDS, 3 BATHS
    $4,350
    Total Monthly Price Total Monthly Price New
    Base Rent$4,350
    Required Monthly FeesNone
    Total Monthly Price$4,350
         - 12 Month Lease

    1114 Saratoga St Unit 1

    1114 Saratoga St, Boston, MA 02128
  20. 2 BEDS, 1 BATH
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300
         - 12 Month Lease

    117 Addison St Unit #1

    117 Addison St, Boston, MA 02128
  21. 2 BEDS, 2 BATHS
    $2,850
    Total Monthly Price Total Monthly Price New
    Base Rent$2,850
    Required Monthly FeesNone
    Total Monthly Price$2,850
         - 12 Month Lease

    661 Bennington St Unit #3

    661 Bennington St, Boston, MA 02128
  22. 2 BEDS, 1 BATH
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600
         - 12 Month Lease

    1021 Winthrop Ave Unit #2

    1021 Winthrop Ave, Revere, MA 02151
  23. 3 BEDS, 1 BATH
    $3,150
    Total Monthly Price Total Monthly Price New
    Base Rent$3,150 - $3,750
    Required Monthly FeesNone
    Total Monthly Price$3,150 - $3,750
         - 12 Month Lease

    901 Saratoga St

    901 Saratoga St, Boston, MA 02128
  24. 1 BED, 1 BATH
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200
         - 12 Month Lease

    30 Curtis St Unit 8

    30 Curtis St, Boston, MA 02128
  25. Building Photo - 400 Governors Dr
    2 BEDS, 1 BATH
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600

    400 Governors Dr Unit 5

    400 Governors Dr, Winthrop, MA 02152
  26. Building Photo - 50 Trident Ave
    3 BEDS, 1 BATH
    $3,400
    Total Monthly Price Total Monthly Price New
    Base Rent$3,400
    Required Monthly FeesNone
    Total Monthly Price$3,400

    50 Trident Ave Unit 3

    50 Trident Ave, Winthrop, MA 02152
  27. 2 BEDS, 2 BATHS
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    35 Perkins St Unit 1

    35 Perkins St, Winthrop, MA 02152
  28. 1 BED, 1 BATH
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300

    789 Shirley St Unit 3

    789 Shirley St, Winthrop, MA 02152
  29. 2 BEDS, 1 BATH
    $2,750
    Total Monthly Price Total Monthly Price New
    Base Rent$2,750
    Required Monthly FeesNone
    Total Monthly Price$2,750

    57-59 Sewall Ave Unit 2

    57-59 Sewall Ave, Winthrop, MA 02152
  30. 2 BEDS, 1 BATH
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    900 Governors Dr Unit 3

    900 Governors Dr, Winthrop, MA 02152
  31. 3 BEDS, 1 BATH
    $3,400
    Total Monthly Price Total Monthly Price New
    Base Rent$3,400
    Required Monthly FeesNone
    Total Monthly Price$3,400

    274 Bowdoin St

    274 Bowdoin St, Winthrop, MA 02152
  32. 2 BEDS, 1 BATH
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800

    373 Winthrop St Unit 2

    373 Winthrop St, Winthrop, MA 02152
  33. 2 BEDS, 1 BATH
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    98 Woodside Ave

    98 Woodside Ave, Winthrop, MA 02152
  34. 2 BEDS, 1 BATH
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600

    35 Pearl Ave Unit 2

    35 Pearl Ave, Winthrop, MA 02152
  35. 3 BEDS, 2 BATHS
    $5,250
    Total Monthly Price Total Monthly Price New
    Base Rent$5,250
    Required Monthly FeesNone
    Total Monthly Price$5,250

    876 Shirley St Unit 2

    876 Shirley St, Winthrop, MA 02152
  36. 1 BED, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    5 Fremont St Unit 105

    5 Fremont St, Winthrop, MA 02152
  37. 3 BEDS, 1 BATH
    $3,295
    Total Monthly Price Total Monthly Price New
    Base Rent$3,295
    Required Monthly FeesNone
    Total Monthly Price$3,295

    24 Trident Ave Unit 1

    24 Trident Ave, Winthrop, MA 02152
  38. 1 BED, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    4 Foam St Unit 4

    4 Foam St, Winthrop, MA 02152
  39. 2 BEDS, 1.5 BATHS
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    1080 Shirley St

    1080 Shirley St, Winthrop, MA 02152
  40. 1 BED, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    152 Sewall Ave Unit 1

    152 Sewall Ave, Winthrop, MA 02152
  41. 4 BEDS, 2.5 BATHS
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000

    47 Prospect Ave Unit 47

    47 Prospect Ave, Winthrop, MA 02152
  42. 2 BEDS, 1 BATH
    $3,250
    Total Monthly Price Total Monthly Price New
    Base Rent$3,250
    Required Monthly FeesNone
    Total Monthly Price$3,250

    249 Winthrop Shore Dr Unit 4

    249 Winthrop Shore Dr, Winthrop, MA 02152
Showing 42 of 127 results, Page 2 of 4

Winthrop at a Glance

Average Rent

$2,377
(All bedrooms and property types)
Learn more about
Average Rent in Winthrop
6

School Rating

out of 10 Rating
Learn more about
Schools in Winthrop

Renting in Winthrop

Average Rental Rates and Apartment Sizes

Average Rent in Nearby Cities

(For 1 bedroom apartments)

Education

GreatSchools Rating
Winthrop Sr High School

Public High School

Public
Grades 9-12
553 Students
GreatSchools Rating
Winthrop Middle School

Public Middle School

Public
Grades 6-8
455 Students
GreatSchools Rating
Arthur T. Cummings Elementary School

Public Elementary School

Public
Grades K-5
466 Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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