665

Cottage Hill Homes

Section Image
    • 23 Tewksbury St Unit cottage, Winthrop, MA 02152
      23 Tewksbury St Unit cottage, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 700 Sq Ft

      23 Tewksbury St Unit cottage, Winthrop, MA 02152

      23 Tewksbury St Unit cottage, Winthrop, MA 02152
    • 10 Moore St Unit 1, Winthrop, MA 02152
      10 Moore St Unit 1, Winthrop, MA 02152
      /2

      Est $928,454 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,100 Sq Ft

      10 Moore St Unit 1, Winthrop, MA 02152

      10 Moore St Unit 1, Winthrop, MA 02152
    • 5 Charles St Unit 1, Winthrop, MA 02152
      5 Charles St Unit 1, Winthrop, MA 02152
      /2

      Est $910,515 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,100 Sq Ft

      5 Charles St Unit 1, Winthrop, MA 02152

      5 Charles St Unit 1, Winthrop, MA 02152
    • 23R Tewksbury St, Winthrop, MA 02152
      23R Tewksbury St, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 600 Sq Ft

      23R Tewksbury St, Winthrop, MA 02152

      23R Tewksbury St, Winthrop, MA 02152
    • 815 Shirley St Unit 2, Winthrop, MA 02152
      815 Shirley St Unit 2, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,800 Sq Ft

      815 Shirley St Unit 2, Winthrop, MA 02152

      815 Shirley St Unit 2, Winthrop, MA 02152
    • 585 Shirley St Unit 5, Winthrop, MA 02152
      585 Shirley St Unit 5, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 900 Sq Ft

      585 Shirley St Unit 5, Winthrop, MA 02152

      585 Shirley St Unit 5, Winthrop, MA 02152
    • 33 Cottage Ave Unit 2, Winthrop, MA 02152
      33 Cottage Ave Unit 2, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 970 Sq Ft

      33 Cottage Ave Unit 2, Winthrop, MA 02152

      33 Cottage Ave Unit 2, Winthrop, MA 02152
    • 33 Cottage Ave Unit 3, Winthrop, MA 02152
      33 Cottage Ave Unit 3, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 600 Sq Ft

      33 Cottage Ave Unit 3, Winthrop, MA 02152

      33 Cottage Ave Unit 3, Winthrop, MA 02152
    • 23 Tewksbury St Unit 1L, Winthrop, MA 02152
      23 Tewksbury St Unit 1L, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 99,999 Sq Ft

      23 Tewksbury St Unit 1L, Winthrop, MA 02152

      23 Tewksbury St Unit 1L, Winthrop, MA 02152
    • 47 Beacon St, Winthrop, MA 02152
      47 Beacon St, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 900 Sq Ft

      47 Beacon St, Winthrop, MA 02152

      47 Beacon St, Winthrop, MA 02152
    • 53 Winthrop Shore Dr Unit DR, Winthrop, MA 02152
      53 Winthrop Shore Dr Unit DR, Winthrop, MA 02152
      53 Winthrop Shore Dr Unit DR, Winthrop, MA 02152
      /24

      Not Listed For Sale

      • 7 Beds
      • 3 Baths
      • 3,150 Sq Ft

      53 Winthrop Shore Dr Unit DR, Winthrop, MA 02152

      53 Winthrop Shore Dr Unit DR, Winthrop, MA 02152
    • 17&17A Sturgis St, Winthrop, MA 02152
      17&17A Sturgis St, Winthrop, MA 02152
      17&17A Sturgis St, Winthrop, MA 02152
      /30

      Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,661 Sq Ft

      17&17A Sturgis St, Winthrop, MA 02152

      17&17A Sturgis St, Winthrop, MA 02152
    • 56 Winthrop Shore Dr Unit 1 front, Winthrop, MA 02152
      56 Winthrop Shore Dr Unit 1 front, Winthrop, MA 02152
      56 Winthrop Shore Dr Unit 1 front, Winthrop, MA 02152
      /25

      Est $430,278 Not Listed For Sale

      • 1 Bed
      • 2 Baths
      • 878 Sq Ft

      56 Winthrop Shore Dr Unit 1 front, Winthrop, MA 02152

      56 Winthrop Shore Dr Unit 1 front, Winthrop, MA 02152
    • 22 Faunbar Ave Unit 2e, Winthrop, MA 02152
      22 Faunbar Ave Unit 2e, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,200 Sq Ft

      22 Faunbar Ave Unit 2e, Winthrop, MA 02152

      22 Faunbar Ave Unit 2e, Winthrop, MA 02152
    • 22 Faunbar Ave Unit 26, Winthrop, MA 02152
      22 Faunbar Ave Unit 26, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,625 Sq Ft

      22 Faunbar Ave Unit 26, Winthrop, MA 02152

      22 Faunbar Ave Unit 26, Winthrop, MA 02152
    • 19 Moore St Unit 2, Winthrop, MA 02152
      19 Moore St Unit 2, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,100 Sq Ft

      19 Moore St Unit 2, Winthrop, MA 02152

      19 Moore St Unit 2, Winthrop, MA 02152
    • 229 Washington Ave Unit 3A, Winthrop, MA 02152
      229 Washington Ave Unit 3A, Winthrop, MA 02152
      229 Washington Ave Unit 3A, Winthrop, MA 02152
      /12

      Est $261,896 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 350 Sq Ft

      229 Washington Ave Unit 3A, Winthrop, MA 02152

      229 Washington Ave Unit 3A, Winthrop, MA 02152
    • 24 Faun Bar Ave Unit B, Winthrop, MA 02152
      24 Faun Bar Ave Unit B, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 99,999 Sq Ft

      24 Faun Bar Ave Unit B, Winthrop, MA 02152

      24 Faun Bar Ave Unit B, Winthrop, MA 02152
    • 23 Tewksbury St Unit 1, Winthrop, MA 02152
      23 Tewksbury St Unit 1, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 99,999 Sq Ft

      23 Tewksbury St Unit 1, Winthrop, MA 02152

      23 Tewksbury St Unit 1, Winthrop, MA 02152
    • 71 Terrace Ave Unit B, Winthrop, MA 02152
      71 Terrace Ave Unit B, Winthrop, MA 02152
      /2

      Est $998,148 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 900 Sq Ft

      71 Terrace Ave Unit B, Winthrop, MA 02152

      71 Terrace Ave Unit B, Winthrop, MA 02152
    • 5 Winthrop Shore Dr, Winthrop, MA 02152
      5 Winthrop Shore Dr, Winthrop, MA 02152
      5 Winthrop Shore Dr, Winthrop, MA 02152
      /12

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,550 Sq Ft

      5 Winthrop Shore Dr, Winthrop, MA 02152

      5 Winthrop Shore Dr, Winthrop, MA 02152
    • 241 Washington Ave Unit 1A/2A, Winthrop, MA 02152
      241 Washington Ave Unit 1A/2A, Winthrop, MA 02152
      241 Washington Ave Unit 1A/2A, Winthrop, MA 02152
      /6

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 460 Sq Ft

      241 Washington Ave Unit 1A/2A, Winthrop, MA 02152

      241 Washington Ave Unit 1A/2A, Winthrop, MA 02152
    • 229 Washington Ave Unit 1A&2A, Winthrop, MA 02152
      229 Washington Ave Unit 1A&2A, Winthrop, MA 02152
      229 Washington Ave Unit 1A&2A, Winthrop, MA 02152
      /10

      Est $289,561 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 460 Sq Ft

      229 Washington Ave Unit 1A&2A, Winthrop, MA 02152

      229 Washington Ave Unit 1A&2A, Winthrop, MA 02152
    • 45 Tewksbury St, Winthrop, MA 02152
      45 Tewksbury St, Winthrop, MA 02152
      45 Tewksbury St, Winthrop, MA 02152
      /10

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,025 Sq Ft

      45 Tewksbury St, Winthrop, MA 02152

      45 Tewksbury St, Winthrop, MA 02152
    • 566 Shirley St Unit 2, Winthrop, MA 02152
      566 Shirley St Unit 2, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 800 Sq Ft

      566 Shirley St Unit 2, Winthrop, MA 02152

      566 Shirley St Unit 2, Winthrop, MA 02152
    • 85 Faunbar Ave Unit 85, Winthrop, MA 02152
      85 Faunbar Ave Unit 85, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,000 Sq Ft

      85 Faunbar Ave Unit 85, Winthrop, MA 02152

      85 Faunbar Ave Unit 85, Winthrop, MA 02152
    • 6 Prospect Ave Unit 2, Winthrop, MA 02152
      6 Prospect Ave Unit 2, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 750 Sq Ft

      6 Prospect Ave Unit 2, Winthrop, MA 02152

      6 Prospect Ave Unit 2, Winthrop, MA 02152
    • 34 Underhill St Unit 1, Winthrop, MA 02152
      34 Underhill St Unit 1, Winthrop, MA 02152
      34 Underhill St Unit 1, Winthrop, MA 02152
      /22

      Est $517,396 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 804 Sq Ft

      34 Underhill St Unit 1, Winthrop, MA 02152

      34 Underhill St Unit 1, Winthrop, MA 02152
    • 35 Perkins St, Winthrop, MA 02152
      35 Perkins St, Winthrop, MA 02152
      35 Perkins St, Winthrop, MA 02152
      /34

      Est $597,882 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,050 Sq Ft

      35 Perkins St, Winthrop, MA 02152

      35 Perkins St, Winthrop, MA 02152
    • 229 Washington Ave Unit 1A, Winthrop, MA 02152
      229 Washington Ave Unit 1A, Winthrop, MA 02152
      229 Washington Ave Unit 1A, Winthrop, MA 02152
      /16

      Est $281,330 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 451 Sq Ft

      229 Washington Ave Unit 1A, Winthrop, MA 02152

      229 Washington Ave Unit 1A, Winthrop, MA 02152
    • 5 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
      5 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
      5 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
      /29

      Est $676,652 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,657 Sq Ft

      5 Winthrop Shore Dr Unit 1, Winthrop, MA 02152

      5 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
    • 19 Underhill St Unit 2, Winthrop, MA 02152
      19 Underhill St Unit 2, Winthrop, MA 02152
      /2

      Est $787,208 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,200 Sq Ft

      19 Underhill St Unit 2, Winthrop, MA 02152

      19 Underhill St Unit 2, Winthrop, MA 02152
    • 5 Hillside Ave Unit 1, Winthrop, MA 02152
      5 Hillside Ave Unit 1, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,400 Sq Ft

      5 Hillside Ave Unit 1, Winthrop, MA 02152

      5 Hillside Ave Unit 1, Winthrop, MA 02152
    • 34 Perkins St Unit 1, Winthrop, MA 02152
      34 Perkins St Unit 1, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 650 Sq Ft

      34 Perkins St Unit 1, Winthrop, MA 02152

      34 Perkins St Unit 1, Winthrop, MA 02152
    • 70 Prospect Ave Unit 2, Winthrop, MA 02152
      70 Prospect Ave Unit 2, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,200 Sq Ft

      70 Prospect Ave Unit 2, Winthrop, MA 02152

      70 Prospect Ave Unit 2, Winthrop, MA 02152
    • 24 Faunbar Ave Unit c, Winthrop, MA 02152
      24 Faunbar Ave Unit c, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,625 Sq Ft

      24 Faunbar Ave Unit c, Winthrop, MA 02152

      24 Faunbar Ave Unit c, Winthrop, MA 02152
    • 18 Tewksbury St Unit 1, Winthrop, MA 02152
      18 Tewksbury St Unit 1, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,200 Sq Ft

      18 Tewksbury St Unit 1, Winthrop, MA 02152

      18 Tewksbury St Unit 1, Winthrop, MA 02152
    • 18 Tewksbury St Unit 2, Winthrop, MA 02152
      18 Tewksbury St Unit 2, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,800 Sq Ft

      18 Tewksbury St Unit 2, Winthrop, MA 02152

      18 Tewksbury St Unit 2, Winthrop, MA 02152
    • 26 Beacon St Unit 101, Winthrop, MA 02152
      26 Beacon St Unit 101, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 99,999 Sq Ft

      26 Beacon St Unit 101, Winthrop, MA 02152

      26 Beacon St Unit 101, Winthrop, MA 02152
    • 32 Underhill St Unit 1, Winthrop, MA 02152
      32 Underhill St Unit 1, Winthrop, MA 02152
      /2

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 650 Sq Ft

      32 Underhill St Unit 1, Winthrop, MA 02152

      32 Underhill St Unit 1, Winthrop, MA 02152

Showing Results 281 - 320, Page 8 of 17

Massachusetts Suffolk County Winthrop Cottage Hill

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group