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  1. Building Photo - 215 Leyden St
    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

    215 Leyden St Unit 1

    215 Leyden St, Boston, MA 02128
  2. Building Photo - 1030 Bennington St
    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
  3. 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

    115 Moore St Unit 1

    115 Moore St, Boston, MA 02128
  4. 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

    184 Gladstone St Unit 1

    184 Gladstone St, Boston, MA 02128
  5. 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
  6. 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
  7. 2 BEDS, 1 BATH
    $2,399
    Total Monthly Price Total Monthly Price New
    Base Rent$2,399
    Required Monthly FeesNone
    Total Monthly Price$2,399
         - 12 Month Lease

    94 Cowper St Unit 2

    94 Cowper St, Boston, MA 02128
  8. 2 BEDS, 1 BATH
    $2,150
    Total Monthly Price Total Monthly Price New
    Base Rent$2,150
    Required Monthly FeesNone
    Total Monthly Price$2,150
         - 12 Month Lease

    103 Addison St Unit 1

    103 Addison St, Boston, MA 02128
  9. 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
         - 12 Month Lease

    573 Bennington St Unit 2

    573 Bennington St, Boston, MA 02128
  10. 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

    206 Byron St Unit 1

    206 Byron St, Boston, MA 02128
  11. 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
         - 12 Month Lease

    25 Pratt St Unit 1

    25 Pratt St, Boston, MA 02134
  12. 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
         - 12 Month Lease

    25 Pratt St Unit #1

    25 Pratt St, Boston, MA 02134
  13. 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
         - 12 Month Lease

    120 Gladstone St Unit #3

    120 Gladstone St, Boston, MA 02128
  14. 4 BEDS, 1 BATH
    $3,650
    Total Monthly Price Total Monthly Price New
    Base Rent$3,650
    Required Monthly FeesNone
    Total Monthly Price$3,650
         - 12 Month Lease

    1 Orient Ave Unit 3C

    1 Orient Ave, Boston, MA 02128
  15. 2 BEDS, 2 BATHS
    $3,700
    Total Monthly Price Total Monthly Price New
    Base Rent$3,700
    Required Monthly FeesNone
    Total Monthly Price$3,700
         - 12 Month Lease

    37 Horace St Unit 201

    37 Horace St, Boston, MA 02128
  16. 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

    62 Horace St Unit 1

    62 Horace St, Boston, MA 02128
  17. 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
  18. 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
  19. 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
  20. 2 BEDS, 1 BATH
    $2,850
    Total Monthly Price Total Monthly Price New
    Base Rent$2,850
    Required Monthly FeesNone
    Total Monthly Price$2,850
         - 12 Month Lease

    740 Winthrop Ave Unit 1

    740 Winthrop Ave, Revere, MA 02151
  21. 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
  22. 2 BEDS, 1 BATH
    $2,795
    Total Monthly Price Total Monthly Price New
    Base Rent$2,795
    Required Monthly FeesNone
    Total Monthly Price$2,795
         - 12 Month Lease

    82 Gladstone St Unit 2

    82 Gladstone St, Boston, MA 02128
  23. 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
         - 12 Month Lease

    83 Bradstreet Ave Unit #202

    83 Bradstreet Ave, Revere, MA 02151
  24. 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

    125 Addison St Unit #1

    125 Addison St, Boston, MA 02128
  25. 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

    117 Addison St Unit #1

    117 Addison St, Boston, MA 02128
  26. 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
  27. 3 BEDS, 1 BATH
    $3,375
    Total Monthly Price Total Monthly Price New
    Base Rent$3,375
    Required Monthly FeesNone
    Total Monthly Price$3,375
         - 12 Month Lease

    901 Saratoga St Unit 3

    901 Saratoga St, Boston, MA 02128
  28. 4 BEDS, 2 BATHS
    $4,250
    Total Monthly Price Total Monthly Price New
    Base Rent$4,250
    Required Monthly FeesNone
    Total Monthly Price$4,250
         - 12 Month Lease

    25 Pratt St Unit 2

    25 Pratt St, Boston, MA 02134
  29. Building Photo - 900 Governors Dr
    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 22

    900 Governors Dr, Winthrop, MA 02152
  30. Building Photo - 14 Beach Rd
    2 BEDS, 0.5 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    14 Beach Rd Unit 1

    14 Beach Rd, Winthrop, MA 02152
  31. 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

    23 Tafts Ave Unit 2

    23 Tafts Ave, Winthrop, MA 02152
  32. 1 BED, 1 BATH
    $2,275
    Total Monthly Price Total Monthly Price New
    Base Rent$2,275
    Required Monthly FeesNone
    Total Monthly Price$2,275

    1 Pond St Unit 1J

    1 Pond St, Winthrop, MA 02152
  33. 1 BED, 1 BATH
    $2,250
    Total Monthly Price Total Monthly Price New
    Base Rent$2,250
    Required Monthly FeesNone
    Total Monthly Price$2,250

    1 Pond St Unit 3B

    1 Pond St, 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

    1 Pond St Unit 10M

    1 Pond St, Winthrop, MA 02152
  35. 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

    300 Governors Dr Unit 23

    300 Governors Dr, Winthrop, MA 02152
  36. STUDIO, 1 BATH
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    90 Winthrop Shore Dr Unit 3A

    90 Winthrop Shore Dr, Winthrop, MA 02152
  37. 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

    222 Winthrop Shore Dr Unit 7

    222 Winthrop Shore Dr, Winthrop, MA 02152
  38. 2 BEDS, 1 BATH
    $2,900
    Total Monthly Price Total Monthly Price New
    Base Rent$2,900
    Required Monthly FeesNone
    Total Monthly Price$2,900

    585 Shirley St Unit 2

    585 Shirley St, Winthrop, MA 02152
  39. 1 BED, 1 BATH
    $2,095
    Total Monthly Price Total Monthly Price New
    Base Rent$2,095
    Required Monthly FeesNone
    Total Monthly Price$2,095

    23 B Siren St Unit 2

    23 B Siren St, Winthrop, MA 02152
  40. 2 BEDS, 1 BATH
    $2,295
    Total Monthly Price Total Monthly Price New
    Base Rent$2,295
    Required Monthly FeesNone
    Total Monthly Price$2,295

    100 Quincy Ave Unit 4

    100 Quincy Ave, Winthrop, MA 02152
  41. 2 BEDS, 1 BATH
    $3,350
    Total Monthly Price Total Monthly Price New
    Base Rent$3,350
    Required Monthly FeesNone
    Total Monthly Price$3,350

    35 Lincoln St Unit 2

    35 Lincoln St, Winthrop, MA 02152
  42. 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
Showing 42 of 172 results, Page 3 of 5

Winthrop at a Glance

Average Rent

$2,304
(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
1

Some Transit

out of 100 TransitScore® Rating
Learn more about
Transportation in Winthrop
44

Somewhat Bikeable

out of 100 BikeScore® Rating
Learn more about
Transportation in Winthrop

Renting in Winthrop

Average Rental Rates and Apartment Sizes

Average Rent in Nearby Cities

(For 1 bedroom apartments)

Getting Around Winthrop

Transportation

76

Very Walkable

out of 100 WalkScore® Rating
You might be able to get out and walk when living in this area. Some errands can be accomplished on foot, but for others you need a car.
44

Somewhat Bikeable

out of 100 BikeScore® Rating
You might be able to find places to ride your bike in this area, but you'll most likely want your car for most errands.
1

Minimal Transit

out of 100 TransitScore® Rating
You'll likely want a car when living in this area since it has few transit options.
Scores provided by Walk Scoreⓘ

Education

GreatSchools Rating
Winthrop Sr High School

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
Winthrop Middle School

Public Middle School

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

Public Elementary School

Public
Grades K-5
Students

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

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