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  1. Building Photo - 82 Gladstone St
    2 BEDS, 1 BATH
    $2,895
    Total Monthly Price Total Monthly Price New
    Base Rent$2,895
    Required Monthly FeesNone
    Total Monthly Price$2,895
         - 12 Month Lease

    82 Gladstone St Unit 2

    82 Gladstone St, Boston, MA 02128
  2. Building Photo - 901 Saratoga St
    3 BEDS, 1 BATH
    $3,150
    Total Monthly Price Total Monthly Price New
    Base Rent$3,150
    Required Monthly FeesNone
    Total Monthly Price$3,150
         - 12 Month Lease

    901 Saratoga St Unit 3

    901 Saratoga St, Boston, MA 02128
  3. 1 BED, 1 BATH
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200
         - 12 Month Lease

    190 Crescent Ave Unit 190 Crescent Ave #2

    190 Crescent Ave, Revere, MA 02151
  4. 4 BEDS, 2 BATHS
    $4,200
    Total Monthly Price Total Monthly Price New
    Base Rent$4,200
    Required Monthly FeesNone
    Total Monthly Price$4,200
         - 12 Month Lease

    90 Gladstone St Unit 1

    90 Gladstone St, Boston, MA 02128
  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

    15 Walley St Unit 206

    15 Walley St, Boston, MA 02128
  6. 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
         - 12 Month Lease

    92 Winthrop Shore Dr Unit 2

    92 Winthrop Shore Dr, Winthrop, MA 02152
  7. 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
         - 12 Month Lease

    630 Bennington St Unit 3

    630 Bennington St, Boston, MA 02128
  8. 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
         - 12 Month Lease

    678 Bennington St Unit 1

    678 Bennington St, Boston, MA 02128
  9. 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
         - 12 Month Lease

    1030 Bennington St Unit 5

    1030 Bennington St, Boston, MA 02128
  10. 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
         - 12 Month Lease

    661 Bennington St Unit 2

    661 Bennington St, Boston, MA 02128
  11. 1 BED, 1 BATH
    $2,555
    Total Monthly Price Total Monthly Price New
    Base Rent$2,555
    Required Monthly FeesNone
    Total Monthly Price$2,555
         - 12 Month Lease

    23 Endicott Ave

    23 Endicott Ave, Revere, MA 02151
  12. 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
  13. STUDIO, 1 BATH
    $2,650
    Total Monthly Price Total Monthly Price New
    Base Rent$2,650
    Required Monthly FeesNone
    Total Monthly Price$2,650
         - 12 Month Lease

    833 Saratoga St Unit #415S

    833 Saratoga St, Boston, MA 02128
  14. 4 BEDS, 2 BATHS
    $3,800
    Total Monthly Price Total Monthly Price New
    Base Rent$3,800
    Required Monthly FeesNone
    Total Monthly Price$3,800
         - 12 Month Lease

    31 Faywood Ave Unit 3

    31 Faywood Ave, Boston, MA 02128
  15. Building Photo - 271 River Rd
    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

    271 River Rd

    271 River Rd, Winthrop, MA 02152
  16. Building Photo - 1 Seal Harbor Rd
    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

    1 Seal Harbor Rd Unit 215

    1 Seal Harbor Rd, Winthrop, MA 02152
  17. 2 BEDS, 1 BATH
    $2,875
    Total Monthly Price Total Monthly Price New
    Base Rent$2,875
    Required Monthly FeesNone
    Total Monthly Price$2,875

    235 Washington Ave Unit 2

    235 Washington Ave, Winthrop, MA 02152
  18. 1 BED, 2 BATHS
    $2,650
    Total Monthly Price Total Monthly Price New
    Base Rent$2,650
    Required Monthly FeesNone
    Total Monthly Price$2,650
         - 12 Month Lease

    600 Shirley St Unit 1

    600 Shirley St, Winthrop, MA 02152
  19. 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
  20. 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

    5 Fremont St Unit 308

    5 Fremont St, Winthrop, MA 02152
  21. 3 BEDS, 3.5 BATHS
    $6,000
    Total Monthly Price Total Monthly Price New
    Base Rent$6,000
    Required Monthly FeesNone
    Total Monthly Price$6,000

    170 Cliff Ave

    170 Cliff Ave, Winthrop, MA 02152
  22. 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
  23. 3 BEDS, 2 BATHS
    $3,800
    Total Monthly Price Total Monthly Price New
    Base Rent$3,800
    Required Monthly FeesNone
    Total Monthly Price$3,800

    36 Sturgis St Unit 2

    36 Sturgis St, Winthrop, MA 02152
  24. 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

    180 Shirley St Unit 3

    180 Shirley St, Winthrop, MA 02152
  25. 3 BEDS, 1 BATH
    $2,250
    Total Monthly Price Total Monthly Price New
    Base Rent$2,250
    Required Monthly FeesNone
    Total Monthly Price$2,250

    12 Forrest St Unit 1

    12 Forrest St, Winthrop, MA 02152
  26. 1 BED, 1 BATH
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    150 Locust St Unit 1

    150 Locust St, Winthrop, MA 02152
  27. 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

    20 Beacon St Unit 2

    20 Beacon St, Winthrop, MA 02152
  28. 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

    107 Winthrop St Unit 2

    107 Winthrop St, Winthrop, MA 02152
  29. 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

    26 Forrest St Unit 2

    26 Forrest St, Winthrop, MA 02152
  30. 2 BEDS, 1 BATH
    $2,195
    Total Monthly Price Total Monthly Price New
    Base Rent$2,195
    Required Monthly FeesNone
    Total Monthly Price$2,195

    100 Quincy Ave Unit 5

    100 Quincy Ave, Winthrop, MA 02152
  31. 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

    900 Governors Dr Unit 22

    900 Governors Dr, Winthrop, MA 02152
  32. 3 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    50 Trident Ave Unit 3

    50 Trident Ave, Winthrop, MA 02152
  33. 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

    400 Governors Dr Unit 5

    400 Governors Dr, Winthrop, MA 02152
  34. 1 BED, 1 BATH
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400

    97 Winthrop Shore Dr Unit 1R

    97 Winthrop Shore Dr, Winthrop, MA 02152
  35. 1 BED, 1 BATH
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    45 Sturgis St Unit 1

    45 Sturgis St, Winthrop, MA 02152
  36. 2 BEDS, 1 BATH
    $2,450
    Total Monthly Price Total Monthly Price New
    Base Rent$2,450
    Required Monthly FeesNone
    Total Monthly Price$2,450

    267 Washington Ave Unit 5

    267 Washington Ave, Winthrop, MA 02152
  37. 4 BEDS, 2.5 BATHS
    $4,500
    Total Monthly Price Total Monthly Price New
    Base Rent$4,500
    Required Monthly FeesNone
    Total Monthly Price$4,500

    125 Brookfield Rd Unit 2

    125 Brookfield Rd, Winthrop, MA 02152
  38. 3 BEDS, 3 BATHS
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500

    141 Grovers Ave Unit 141

    141 Grovers Ave, Winthrop, MA 02152
  39. 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

    46 Washington Ave Unit 1

    46 Washington Ave, Winthrop, MA 02152
  40. 3 BEDS, 2 BATHS
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000

    27 Bowdoin St

    27 Bowdoin St, Winthrop, MA 02152
  41. 3 BEDS, 1 BATH
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    33-35 Cutler St Unit 2

    33-35 Cutler St, Winthrop, MA 02152
  42. 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

    31-33 Pleasant St Unit 2

    31-33 Pleasant St, Winthrop, MA 02152
Showing 42 of 174 results, Page 3 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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