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  1. Building Photo - 271 Shirley St
    3 BEDS, 1 BATH
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600

    271 Shirley St Unit 4

    271 Shirley St, Winthrop, MA 02152
  2. Building Photo - 573 Shirley St
    2 BEDS, 1.5 BATHS
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    573 Shirley St Unit 2

    573 Shirley St, Winthrop, MA 02152
  3. 3 BEDS, 2 BATHS
    $3,300
    Total Monthly Price Total Monthly Price New
    Base Rent$3,300
    Required Monthly FeesNone
    Total Monthly Price$3,300

    68 Fremont St Unit 2

    68 Fremont St, Winthrop, MA 02152
  4. 2 BEDS, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    1040 Shirley St Unit 1

    1040 Shirley St, Winthrop, MA 02152
  5. 3 BEDS, 2 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    585 Shirley St Unit 1

    585 Shirley St, Winthrop, MA 02152
  6. 2 BEDS, 1 BATH
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    73 Barnes Ave

    73 Barnes Ave, Boston, MA 02128
  7. 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

    240 Leyden St Unit 3

    240 Leyden St, Boston, MA 02128
  8. 3 BEDS, 1 BATH
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800

    1114 Bennington St Unit 3

    1114 Bennington St, Boston, MA 02128
  9. 3 BEDS, 1.5 BATHS
    $3,600
    Total Monthly Price Total Monthly Price New
    Base Rent$3,600
    Required Monthly FeesNone
    Total Monthly Price$3,600

    19 Swan Ave Unit B

    19 Swan Ave, Boston, MA 02128
  10. 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

    164 Leyden St Unit 2

    164 Leyden St, Boston, MA 02128
  11. 2 BEDS, 2 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    16 Boardman St Unit 202

    16 Boardman St, Boston, MA 02128
  12. 3 BEDS, 2 BATHS
    $4,200
    Total Monthly Price Total Monthly Price New
    Base Rent$4,200
    Required Monthly FeesNone
    Total Monthly Price$4,200

    280 Endicott Ave Unit 1

    280 Endicott Ave, Revere, MA 02151
  13. 1 BED, 1 BATH
    $2,350
    Total Monthly Price Total Monthly Price New
    Base Rent$2,350
    Required Monthly FeesNone
    Total Monthly Price$2,350

    63-65 Leyden St Unit 3

    63-65 Leyden St, Boston, MA 02128
  14. 3 BEDS, 1 BATH
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600

    755 Saratoga St Unit 2

    755 Saratoga St, Boston, MA 02128
  15. 5 BEDS, 2 BATHS
    $4,700
    Total Monthly Price Total Monthly Price New
    Base Rent$4,700
    Required Monthly FeesNone
    Total Monthly Price$4,700

    61 Montmorenci Ave

    61 Montmorenci Ave, Boston, MA 02128
  16. 4 BEDS, 2.5 BATHS
    $5,100
    Total Monthly Price Total Monthly Price New
    Base Rent$5,100
    Required Monthly FeesNone
    Total Monthly Price$5,100

    77 Faywood Ave

    77 Faywood Ave, Boston, MA 02128
  17. STUDIO, 1 BATH
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950

    720 Bennington St Unit 106

    720 Bennington St, Boston, MA 02128
  18. 2 BEDS, 2 BATHS
    $3,400
    Total Monthly Price Total Monthly Price New
    Base Rent$3,400
    Required Monthly FeesNone
    Total Monthly Price$3,400

    11 Walley St Unit 103

    11 Walley St, Boston, MA 02128
  19. 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

    106 Byron St Unit A

    106 Byron St, Boston, MA 02128
  20. 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

    1 Orient Ave Unit 2

    1 Orient Ave, Boston, MA 02128
  21. 3 BEDS, 1 BATH
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    70 Wordsworth St Unit 1

    70 Wordsworth St, Boston, MA 02128
  22. 3 BEDS, 1 BATH
    $3,100
    Total Monthly Price Total Monthly Price New
    Base Rent$3,100
    Required Monthly FeesNone
    Total Monthly Price$3,100

    756 Saratoga St Unit 1

    756 Saratoga St, Boston, MA 02128
  23. 1 BED, 1 BATH
    $2,795
    Total Monthly Price Total Monthly Price New
    Base Rent$2,795
    Required Monthly FeesNone
    Total Monthly Price$2,795

    11 Walley St Unit 202

    11 Walley St, Boston, MA 02128
  24. STUDIO, 1 BATH
    $3,100
    Total Monthly Price Total Monthly Price New
    Base Rent$3,100
    Required Monthly FeesNone
    Total Monthly Price$3,100

    10 Ocean Ave Unit 301

    10 Ocean Ave, Revere, MA 02151
  25. 4 BEDS, 1 BATH
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000

    41 St Edward Rd Unit 3

    41 St Edward Rd, Boston, MA 02128
  26. 2 BEDS, 2 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    1008 Bennington St Unit 4A

    1008 Bennington St, Boston, MA 02128
  27. 4 BEDS, 1 BATH
    $4,200
    Total Monthly Price Total Monthly Price New
    Base Rent$4,200
    Required Monthly FeesNone
    Total Monthly Price$4,200

    77 St Andrew Rd Unit 2

    77 St Andrew Rd, Boston, MA 02128
  28. 3 BEDS, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    37 Gladstone St Unit 2

    37 Gladstone St, Boston, MA 02128
  29. 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

    77 St Andrew Rd Unit 1

    77 St Andrew Rd, Boston, MA 02128
  30. 2 BEDS, 2 BATHS
    $3,650
    Total Monthly Price Total Monthly Price New
    Base Rent$3,650
    Required Monthly FeesNone
    Total Monthly Price$3,650

    75 Summer St

    75 Summer St, Revere, MA 02151
  31. 4 BEDS, 2 BATHS
    $3,400
    Total Monthly Price Total Monthly Price New
    Base Rent$3,400
    Required Monthly FeesNone
    Total Monthly Price$3,400

    740 Bennington St Unit 2

    740 Bennington St, Boston, MA 02128
  32. 3 BEDS, 2 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    1000 Winthrop Ave Unit 3

    1000 Winthrop Ave, Revere, MA 02151
  33. 1 BED, 2 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    10 Ocean Ave Unit 414

    10 Ocean Ave, Revere, MA 02151
  34. Building Photo - 63 Coral Ave
    3 BEDS, 1 BATH
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    63 Coral Ave

    63 Coral Ave, Winthrop, MA 02152
  35. Building Photo - 61 Coral Ave
    3 BEDS, 1 BATH
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    61 Coral Ave

    61 Coral Ave, Winthrop, MA 02152
  36. 2 BEDS, 1 BATH
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400

    Trump Property Unit 3rd Floor

    31-33-33 Pleasant Park Rd, Winthrop, MA 02152
  37. 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

    Trump Property Unit 2nd Floor

    31-33-33 Pleasant Park Rd, Winthrop, MA 02152
  38. 2 BEDS, 1 BATH
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400

    900 Governors Dr Unit 17

    900 Governors Dr, Winthrop, MA 02152
  39. 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

    122 Coleridge St Unit 1

    122 Coleridge St, Boston, MA 02128
  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

    67 Curtis Rd

    67 Curtis Rd, Revere, MA 02151
  41. 2 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    67 Curtis Rd

    67 Curtis Rd, Revere, MA 02151
  42. 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

    67 Curtis Rd

    67 Curtis Rd, Revere, MA 02151
Showing 42 of 174 results, Page 4 of 5

Winthrop at a Glance

Average Rent

$2,370
(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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