Winthrop, MA Homes For Sale
161 listings. Live MLS data, refreshed nightly. Winthrop market overview
Winthrop, MA
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Listings
$779,000
189 Shirley St # 1, Winthrop MA 02152
Winthrop, 02152
3 bd·2.5 ba·1,800 sqft
141 days on market
Listed by Nicole Bettano
$495,000
11-13 Pauline St, Winthrop MA 02152
Winthrop, 02152
1,900 sqft
141 days on market
Listed by Lisa Leonard
$495,000
34 Underhill St # 4, Winthrop MA 02152
Winthrop, 02152
2 bd·2 ba·903 sqft
141 days on market
Listed by Reserve Team
$999,888
66 Sunnyside Ave, Winthrop MA 02152
Winthrop, 02152
5 bd·2 ba·2,635 sqft
142 days on market
Waterfront
Listed by Mirna Monterrosa Orellana
$495,000
52 Trident Ave # 52, Winthrop MA 02152
Winthrop, 02152
2 bd·1 ba·1,006 sqft
142 days on market
Waterfront
Listed by Alla Rossi
$840,000
27 Billows St, Winthrop MA 02152
Winthrop, 02152
3 bd·2.5 ba·1,837 sqft
148 days on market
Listed by Reserve Team
$499,900
1 Seal Harbor # 210, Winthrop MA 02152
Winthrop, 02152
1 bd·1 ba·947 sqft
148 days on market
Waterfront
Listed by James Lonergan
$399,900
53 Trident # 303, Winthrop MA 02152
Winthrop, 02152
2 bd·1 ba·664 sqft
149 days on market
Listed by Jack Middleton
$340,000
800 Governors Dr # 6, Winthrop MA 02152
Winthrop, 02152
2 bd·1 ba·772 sqft
149 days on market
Listed by Fiorella Marte
$779,986
50 Main St, Winthrop MA 02152
Winthrop, 02152
6 bd·2 ba·2,560 sqft
150 days on market
Listed by Matt Tasgin
$779,000
55 Banks St # 2, Winthrop MA 02152
Winthrop, 02152
3 bd·3 ba·1,996 sqft
150 days on market
Listed by Cheng Liang
$565,000
16 Billows St # 2, Winthrop MA 02152
Winthrop, 02152
2 bd·1 ba·928 sqft
155 days on market
Listed by Reserve Team
$1,199,999
70 Edgehill Rd, Winthrop MA 02152
Winthrop, 02152
4 bd·3.5 ba·1,904 sqft
156 days on market
Listed by Kelvin Peters
$650,000
3 Seal Harbor Rd # 632, Winthrop MA 02152
Winthrop, 02152
1 bd·2 ba·1,263 sqft
159 days on market
Waterfront
Listed by Mark Carangelo
$399,000
10 Somerset # 304, Winthrop MA 02152
Winthrop, 02152
1 bd·1 ba·546 sqft
162 days on market
Listed by Charlesgate New Development Team
$849,900
1001 Shirley # 3, Winthrop MA 02152
Winthrop, 02152
2 bd·2.5 ba·1,551 sqft
163 days on market
Listed by The Legacy Group
$795,999
876 Shirley Street # 1, Winthrop MA 02152
Winthrop, 02152
4 bd·1.5 ba·2,000 sqft
164 days on market
Waterfront
Listed by James Iannuzzi
$1,199,900
193-195 Winthrop St, Winthrop MA 02152
Winthrop, 02152
167 days on market
Listed by Lisa Licata-Schepici
$1,199,900
193-195 Winthrop St, Winthrop MA 02152
Winthrop, 02152
5 bd·3 ba·2,799 sqft
168 days on market
Listed by Lisa Licata-Schepici
$485,000
43 Sagamore Ave # 1A, Winthrop MA 02152
Winthrop, 02152
2 bd·1 ba·913 sqft
168 days on market
Listed by Philip Lundberg
$629,000
10 Somerset # 406, Winthrop MA 02152
Winthrop, 02152
2 bd·2 ba·985 sqft
169 days on market
Listed by Charlesgate New Development Team
$949,900
1001 Shirley # 2, Winthrop MA 02152
Winthrop, 02152
2 bd·2.5 ba·1,806 sqft
170 days on market
Listed by The Legacy Group
$919,900
43 Loring Rd, Winthrop MA 02152
Winthrop, 02152
3 bd·1.5 ba·2,371 sqft
171 days on market
Listed by Jason Saphire
$895,000
23 Sagamore Ave., Winthrop MA 02152
Winthrop, 02152
4 bd·3 ba·2,204 sqft
172 days on market
Listed by Sharon Tallent
Listing data provided by MLS Property Information Network via Trestle/CoreLogic. Last sample-row update: June 8, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.