| Now |
| 62 - Tokyo Hair & Nail - 2009 |
| 68 - Hong Kong Dragon Restaurant - 1991 |
| 70 - La Siesta Restuarante - 2009 |
| |
| Earlier |
| 62 - Great Atlantic & Pacific Tea Co. - 1933 |
| 62 - Mull's Hosiery Store - 1947 |
| 62 - Winthrop Home Equipment Co. - 1953-1956 |
| 62 - Dazzle Cleaners - 1967 |
| 62 - Winthrop Card Shop - 1976 |
| 62 - Barbara Jean's Hallmark (Candy) - 1982-1984 |
| 62 - Winthrop One Hour Photo - 2000 |
| 64 - Belcher's Flowers - 1915-1941 |
| 64 - Winthrop News Co. - 1952-1976 |
| 64 - Sound Systems Video Supermarket - 1991-2000 |
| 66 - Winthrop Paint & Glass Co. - 1925 |
| 66 - New England Telephone - 1936 |
| 66 - Jack's Bike Shop - 1967 |
| 66 - Duke and Ray Sports Center - 1972 |
| 66 - Antique Treasures - 1976 |
| 66 - Body People Inc. - 1984 |
| 66 - Carol's Beauty Supply Co. - 1990-1992 |
| 68 - The Thisltle (Lending Library, Stationery) - 1934-1950 |
| 68 - The Curtain Center - I. Ectman - 1955-1976 |
| 70 - Tocker's Farm Products - 1922-1923 |
| 70 - Coolidge Cleansers & Dyers - 1936 |
| 70 - Astrid Beauty Salon - 1967 |
| 72 - Mary Elizabeth Shoppe Beauty - 1931-1936 |
| 72 - Hotcup of New England - 1967-1976 |
| 72 - N. V. Nelson & Co. - Mfrs Rep Cotton - 1967-1972 |
| 72 - Washington Aluminum Co. - 1972 |
| 72 - Center Book Exchange - 1984 |
| 72 - Winthrop Dance Academy - 1991 |
| 74 - The Dorothy Hat Shop - 1934-1936 |
| 74 - Kay's Beauty Salon - 1967-1972 |
| 74 - The Singing Cricket Music, Records - 1976 |
| 74 - Centre Gift Shop - 1984 |