Note: Properties with the Total Monthly Price badge include all required fees. Tap the badge for more details.
-

Bedrooms

Bathrooms

Deals & Discount Filters
All Filters

Deals & Discounts

Price Range

–

Beds & Baths

Beds

Baths

Home Type

Pet Policy

Interior & Community Amenities

Speciality Housing

Keyword Search

  1. Building Photo - 15 Walley St
    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
  2. Building Photo - 92 Winthrop Shore Dr
    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
  3. 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

    44 Ashley St

    44 Ashley St, Boston, MA 02128
  4. 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

    1 Orient Ave Unit 1

    1 Orient Ave, Boston, MA 02128
  5. 1 BED, 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

    172 Endicott Ave Unit 2

    172 Endicott Ave, Revere, MA 02151
  6. 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

    823 Saratoga St Unit 2

    823 Saratoga St, Boston, MA 02128
  7. 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
  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

    115 Moore St Unit 1

    115 Moore St, Boston, MA 02128
  9. 1 BED, 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

    93 Cowper St Unit 3

    93 Cowper St, Boston, MA 02128
  10. 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
  11. 1 BED, 1 BATH
    $2,150+
    3 BEDS, 1 BATH
    $3,300+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,150 - $3,300
    Required Monthly FeesNone
    Total Monthly Price$2,150 - $3,300
         - 12 Month Lease

    25 Pratt St

    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. 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
  14. 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
  15. 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
  16. 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
  17. 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
  18. 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
  19. 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
         - 12 Month Lease

    756 Saratoga St Unit 1

    756 Saratoga St, Boston, MA 02128
  20. 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
  21. 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
  22. 3 BEDS, 1.5 BATHS
    $4,100
    Total Monthly Price Total Monthly Price New
    Base Rent$4,100
    Required Monthly FeesNone
    Total Monthly Price$4,100
         - 12 Month Lease

    36 Annavoy St Unit 2

    36 Annavoy St, Boston, MA 02128
  23. 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
  24. 4 BEDS, 2 BATHS
    $3,600
    Total Monthly Price Total Monthly Price New
    Base Rent$3,600
    Required Monthly FeesNone
    Total Monthly Price$3,600
         - 12 Month Lease

    31 Faywood Ave Unit 3

    31 Faywood Ave, Boston, MA 02128
  25. 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 2

    120 Gladstone St, Boston, MA 02128
  26. 5 BEDS, 2 BATHS
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000
         - 12 Month Lease

    99 Bradstreet Ave Unit 99

    99 Bradstreet Ave, Revere, MA 02151
  27. 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

    44 Ashley St Unit 4-bed2bath

    44 Ashley St, Boston, MA 02128
  28. Building Photo - 585 Shirley St
    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
  29. Building Photo - 23 B Siren St
    1 BED, 1 BATH
    $2,025
    Total Monthly Price Total Monthly Price New
    Base Rent$2,025
    Required Monthly FeesNone
    Total Monthly Price$2,025

    23 B Siren St Unit 2

    23 B Siren St, Winthrop, MA 02152
  30. 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
  31. 3 BEDS, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    45 Pleasant St

    45 Pleasant St, Winthrop, MA 02152
  32. 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
  33. 4 BEDS, 1 BATH
    $3,850
    Total Monthly Price Total Monthly Price New
    Base Rent$3,850
    Required Monthly FeesNone
    Total Monthly Price$3,850

    52 Washington St Unit 1

    52 Washington St, Winthrop, MA 02152
  34. 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

    800 Governors Dr Unit 36

    800 Governors Dr, Winthrop, MA 02152
  35. 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

    117 Winthrop Shore Dr Unit 6

    117 Winthrop Shore Dr, Winthrop, MA 02152
  36. 2 BEDS, 1 BATH
    $2,975
    Total Monthly Price Total Monthly Price New
    Base Rent$2,975
    Required Monthly FeesNone
    Total Monthly Price$2,975

    235 Washington Ave Unit 2

    235 Washington Ave, Winthrop, MA 02152
  37. 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
  38. 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
  39. 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
  40. 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

    220 Winthrop St Unit 302

    220 Winthrop St, Winthrop, MA 02152
  41. 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

    267 Washington Ave Unit 5

    267 Washington Ave, Winthrop, MA 02152
  42. 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

    29R Cutler 1

    29R Cutler 1, Winthrop, MA 02152
Showing 42 of 168 results, Page 3 of 4

Winthrop at a Glance

Average Rent

$2,369
(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.

tooltips


I would like to...
0 out of 400 characters
By clicking above, you agree we may pass along your info so this property or the property’s affiliates can email, call, text, or autodial you to follow up and for any purpose. You also agree to... By clicking above, you agree we may pass along your info so this property or the property’s affiliates can email, call, text, or autodial you to follow up and for any purpose. You also agree to Apartmentfinder.com’s Privacy Statement and Terms of Service. Consent is not a condition for services. Message and data rates may apply. Read More Read Less

Submitting Request

Thank You

Your email has been sent.

Learn about our ratings.