| 1-19 Main St. |
 |
| Now |
| 1 - Belle Isle Seafood |
| 3 - Star Nails |
| 19 - Adriana’s Pastry & Café |
|
| Earlier |
| 65 - Ed Mirak Chevrolet - 1998-2000 |
|
| 20 Main St. |
|
| Now |
| 20 - Dunkin Donuts - 2006 |
| |
| Earlier |
| 20 - Winthrop Savings Bank - 1987-1989 |
| 20 - Winthrop Diner - 1955-1976 |
| 20 - Bridge Diner - 1947 |
|
| 30-32 Main St. |
 |
| Now |
| 30 - Mobile Mart - M. Fazio - 2012 |
| 30 - Simione Oil Co. - 1972 |
| 30a - Viking Car Wash - 1995 |
| 30 - Bank of America ATM - 2007 |
| 32 - Viking Cleaners, Tuxedo Rentals - 1972 |
|
| Earlier |
| 30A - Wyatt's Mobil Mart - 1984-2003 |
| 30A - Winthrop Car Wash - 1984-2003 |
| 30 - A1 Automatic Car Wash - Simione - 1972 |
| 30 - 4-M Petroleum - 1872-1976 |
| 30 - Ballem's Service - Tydol Gas - 1936-1947 |
|
| 63 Main St. |
 |
| Now |
| 63 - Showcase Laundromat - 2010 |
| 63 - Odyssey Grill - 2006 |
|
| Earlier |
| 63 - Femia's Winthrop Mobil - 1975-1996 |
| 63 - Walter G. Baker Gasoline, Garage - 1923-1942 |
| 63 - Femia's Winthrop Mobil - 1975-1996 |
|
| 65 Main St. |
|
| Now |
| 65 - Woodside Ace Hardware - 1985 |
| |
| Earlier |
| 65 - Paul Revere Transportation - 1994 |
| 65 - Ed Mirak Chevrolet - 1976-1978 |
| 65 - Gordon G. Fullerton Chevrolet - 1967 |
|
| 119 Main St. |
|
| Now |
| 119 - Converted |
| |
| Earlier |
| 119 - Sergio’s Italian Kitchen - 2011-2012 |
| 119 - Papa's Deli - 2009-2011 |
| 119 - The Lunch Box - 1998-2000 |
| 119 - Rand's Market - 1947 |
| 119 - Wardell's Market - 1931-1942 |
| 119 - Walter's Market Provisions - 1929 |
|
| 308 Main St. |
|
| Now |
| 308 - Furlong's Auto Repair - 1996 |
| |
| Earlier |
| 308 - Furlong's Atlantic Station - 1972-1986 |
| 308 - Jim's Auto Repair - 1972-1975 |
| 308 - John's Atlantic Service Station - 1947 |
| 308 - Les Atlantic Service Station - 1942 |
| 308 - George Paine Garage - 1929-1931 |
|
| 309-313 Main St. |
|
| Now |
| 309 - Michael R. Arrigo DMD - 1992 |
| 314 - Richard A. Schwartz DMD - 1985 |
| |
| Earlier |
| 309 - Dr. Eugene R. Distasio Orthodontics - 1983-1987 |
| 309 - John's Market - 1924 |
| 309 - Winthrop Quality Meat Shop - 1921 |
| 311 - Lucian Barber Shop - 1954 |
| 315 - Walsh Drug Store - H. Jacobs, E. F. Walsh - 1923-1956 |
| 317 - Winthrop Review - 1919-1928 |
|
| 345 Main St. |
|
| Now |
| 354 - G & M Supply Co - 1988 |
| |
| Earlier |
| |
|
