16$965,000
2 bd · 3 ba · 1,978 sqft
1001 Shirley St #1, Winthrop, MA
Vincenzo Caraglia · Sciaraffa Real Estate, LLC
Homes for Sale in Winthrop, MA
Show MapHomes for Sale in Winthrop, MA
24 of 70 Listings
16$965,000
2 bd · 3 ba · 1,978 sqft
1001 Shirley St #1, Winthrop, MA
Vincenzo Caraglia · Sciaraffa Real Estate, LLC
6$900,000
3 bd · 2 ba · 1,334 sqft
93 1/2 Winthrop Shore Drive, Winthrop, MA
Reserve Team · Reference Real Estate
Price Reduced17$465,000
2 bd · 2 ba · 903 sqft
34 Underhill Street #4, Winthrop, MA
Reserve Team · Reference Real Estate
Price Reduced37$624,995
3 bd · 2 ba · 1,690 sqft
62 Pleasant St #2, Winthrop, MA
Candice Pagliarulo Hodgson · Lyv Realty
28$799,900
3 bd · 2 ba · 1,782 sqft
35 Triton Ave, Winthrop, MA
Reserve Team · Reference Real Estate
42$1,095,000
2 bd · 3 ba · 2,649 sqft
94 Winthrop Shore Dr, Winthrop, MA
The Movement Group · Compass
28$699,999
2 bd · 2 ba · 1,417 sqft
1 Seal Harbor #916, Winthrop, MA
Meg Grady · The Persac Group, LLC
Price Reduced21$575,000
2 bd · 2 ba · 912 sqft
194 Washington Ave #2, Winthrop, MA
Ella Goren · Sunrise Realty & Investment LLC
Price Reduced27$825,000
3 bd · 3 ba · 1,780 sqft
194 Washington Ave #3, Winthrop, MA
Ella Goren · Sunrise Realty & Investment LLC
Price Reduced18$540,000
2 bd · 2 ba · 756 sqft
194 Washington Ave #4, Winthrop, MA
Ella Goren · Sunrise Realty & Investment LLC
Price Reduced29$660,000
2 bd · 2 ba · 1,192 sqft
550 Pleasant St #201, Winthrop, MA
John Young · Ledge & Young Real Estate
30$639,000
1 bd · 2 ba · 1,263 sqft
3 Seal Harbor Rd #632, Winthrop, MA
Mark Carangelo · Mark Carangelo
24$508,900
1 bd · 1 ba · 729 sqft
10 Somerset #309U, Winthrop, MA
Charlesgate New Development Team · Charlesgate Realty Group, llc
19$525,000
3 bd · 1 ba · 1,270 sqft
111 Locust St #2, Winthrop, MA
Max Dublin Team · Gibson Sotheby's International Realty
Price Reduced24$849,000
3 bd · 2 ba · 1,770 sqft
25 Locust St #2, Winthrop, MA
Sarah Fillmann · Coldwell Banker Realty - Boston
Price Reduced33$499,900
2 bd · 3 ba · 1,210 sqft
15 Ocean Ave #203, Winthrop, MA
Kenneth Celano · Turn Key Realty
Price Reduced18$529,900
2 bd · 2 ba · 969 sqft
35 Somerset Ave #3a, Winthrop, MA
Mark Savage · Byrnes Real Estate Group LLC
18$473,900
1 bd · 1 ba · 693 sqft
10 Somerset U.305, Winthrop, MA
Charlesgate New Development Team · Charlesgate Realty Group, llc
Price Reduced31$580,000
3 bd · 1 ba · 931 sqft
33 Bay View Ave, Winthrop, MA
Living Coastal Group-Greater Boston & Northshore · Real Broker MA, LLC
19$399,900
1 bd · 1 ba · 500 sqft
22 Pauline St. #3, Winthrop, MA
Highland Group · Compass
20$419,900
1 bd · 1 ba · 525 sqft
22 Pauline St. #5, Winthrop, MA
Highland Group · Compass
Price Reduced40$629,000
3 bd · 2 ba · 1,200 sqft
84 Tafts Ave., Winthrop, MA
Patricia Nemes · Century 21 Tassinari & Assoc.
Price Reduced20$947,900
6 bd · 3 ba · 2,650 sqft
217 Pleasant Street, Winthrop, MA
Louis Bonavita · Benton Real Estate Company
Price Reduced35$724,000
3 bd · 3 ba · 1,800 sqft
189 Shirley St #1, Winthrop, MA
Living Coastal Group-Greater Boston & Northshore · Real Broker MA, LLC
MLS Property Information Network (MLS PIN)Source: HJN community data
September 2026 · This period is still settling
Selling at 98.3% of asking price
Buyers here are paying below asking. MLS · 17 sales · as of Sep 30, 2026