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Downtown Winthrop, Winthrop, MA - homes for sale
36 of 36 results displayed
- Open Sun, 11am to 12:30pmNew
$839,000Active4 beds 3 baths2,204 sq. ft.23 Sagamore, Winthrop, MA 02152
MLS# 73594196Listed by: Cottage Hill Real Estate - New
$949,000Active3 beds 4 baths2,000 sq. ft.28 Thornton Park #B, Winthrop, MA 02152
MLS# 73594122Listed by: Core Real Estate - Open Sat, 12 to 2pmNew
$979,000Active4 beds 3 baths2,516 sq. ft.316 Bowdoin St, Winthrop, MA 02152
MLS# 73593881Listed by: Venture - Open Sat, 11am to 1:30pmNew
$989,000Active3 beds 4 baths2,180 sq. ft.44 Bowdoin Street, Winthrop, MA 02152
MLS# 73592852Listed by: Bowdoin Real Estate Partners - Open Sat, 12:30 to 2:30pmNew
$339,999Active2 beds 1 baths772 sq. ft.800 Governors Dr #6, Winthrop, MA 02152
MLS# 73592520Listed by: Coldwell Banker Realty - Beverly 
$1,250,000Active6 beds 3 baths3,420 sq. ft.23-25 Fremont St, Winthrop, MA 02152
MLS# 73588891Listed by: Coldwell Banker Realty - Boston
$599,900Active5 beds 3 baths2,200 sq. ft.91 Fremont St, Winthrop, MA 02152
MLS# 73588699Listed by: United Brokers- Open Sat, 12 to 1:30pm
$491,900Active1 beds 1 baths691 sq. ft.10 Somerset #205, Winthrop, MA 02152
MLS# 73587738Listed by: Charlesgate Realty Group, llc - Open Sat, 2 to 3:30pm
$339,900Active2 beds 1 baths811 sq. ft.900 Governors Dr #37, Winthrop, MA 02152
MLS# 73584904Listed by: Lyv Realty - Open Sat, 12 to 1:30pm
$637,900Active2 beds 2 baths1,233 sq. ft.10 Somerset #307, Winthrop, MA 02152
MLS# 73584622Listed by: Charlesgate Realty Group, llc 
$839,900Active4 beds 2 baths1,942 sq. ft.32 Elmwood Avenue, Winthrop, MA 02152
MLS# 73584025Listed by: Century 21 Mario Real Estate- Open Sat, 2 to 3pm
$679,900Active2 beds 1 baths1,144 sq. ft.7 Enfield Road, Winthrop, MA 02152
MLS# 73582921Listed by: Noddle Island Real Estate - Open Sat, 12 to 1:30pm
$555,900Active1 beds 1 baths848 sq. ft.10 Somerset #210, Winthrop, MA 02152
MLS# 73582183Listed by: Charlesgate Realty Group, llc 
$449,900Active2 beds 1 baths805 sq. ft.43 Sagamore Ave #1, Winthrop, MA 02152
MLS# 73582000Listed by: Coldwell Banker Realty - Boston
$624,995Active3 beds 2 baths1,690 sq. ft.62 Pleasant St #2, Winthrop, MA 02152
MLS# 73579407Listed by: Lyv Realty
$825,000Active3 beds 3 baths1,780 sq. ft.194 Washington Ave #3, Winthrop, MA 02152
MLS# 73575705Listed by: Sunrise Realty & Investment LLC
$575,000Active2 beds 2 baths912 sq. ft.194 Washington Ave #2, Winthrop, MA 02152
MLS# 73575711Listed by: Sunrise Realty & Investment LLC
$540,000Active2 beds 2 baths756 sq. ft.194 Washington Ave #4, Winthrop, MA 02152
MLS# 73575716Listed by: Sunrise Realty & Investment LLC
$660,000Active2 beds 2 baths1,192 sq. ft.550 Pleasant St #201, Winthrop, MA 02152
MLS# 73575134Listed by: Ledge & Young Real Estate
$525,000Active3 beds 1 baths1,270 sq. ft.111 Locust St #2, Winthrop, MA 02152
MLS# 73574430Listed by: Gibson Sotheby's International Realty- Open Sat, 12 to 1:30pm
$508,900Active1 beds 1 baths729 sq. ft.10 Somerset #309U, Winthrop, MA 02152
MLS# 73574045Listed by: Charlesgate Realty Group, llc 
$849,000Active3 beds 2 baths1,770 sq. ft.25 Locust St #2, Winthrop, MA 02152
MLS# 73573332Listed by: Coldwell Banker Realty - Boston- Open Sat, 11am to 12pm
$529,900Active2 beds 2 baths969 sq. ft.35 Somerset Ave #3A, Winthrop, MA 02152
MLS# 73571733Listed by: Byrnes Real Estate Group LLC - Open Sat, 12 to 1:30pm
$473,900Active1 beds 1 baths693 sq. ft.10 Somerset #U.305, Winthrop, MA 02152
MLS# 73570684Listed by: Charlesgate Realty Group, llc 
$399,900Active1 beds 1 baths500 sq. ft.22 Pauline St. #3, Winthrop, MA 02152
MLS# 73568569Listed by: Compass
$419,900Active1 beds 1 baths525 sq. ft.22 Pauline St. #5, Winthrop, MA 02152
MLS# 73568595Listed by: Compass
$947,900Active6 beds 3 baths2,650 sq. ft.217 Pleasant Street, Winthrop, MA 02152
MLS# 73567723Listed by: Benton Real Estate Company
$629,000Active2 beds 3 baths1,463 sq. ft.21 Hutchinson St #2, Winthrop, MA 02152
MLS# 73563678Listed by: Blue Sky Realty
$219,999Active1 beds 1 baths350 sq. ft.229 Washington Ave #3A, Winthrop, MA 02152
MLS# 73560224Listed by: REMAX Executive Realty
$975,000Active3 beds 3 baths2,100 sq. ft.200 Main St #1, Winthrop, MA 02152
MLS# 73557515Listed by: Reference Real Estate
$740,000Active6 beds 2 baths2,000 sq. ft.120 Hermon St, Winthrop, MA 02152
MLS# 73545756Listed by: Binder Residential
$635,000Active3 beds 2 baths800 sq. ft.496 Winthrop St, Winthrop, MA 02152
MLS# 73536296Listed by: United Brokers
$2,250,000Active16 beds 14 baths10,000 sq. ft.63-69 Putnam St, Winthrop, MA 02152
MLS# 73531829Listed by: Leading Edge Real Estate
$849,900Active4 beds 3 baths2,843 sq. ft.7 Willis Ave, Winthrop, MA 02152
MLS# 73508827Listed by: Century 21 North East
$690,000Active3 beds 3 baths1,500 sq. ft.5 Oceanview St, Winthrop, MA 02152
MLS# 73503432Listed by: Mariano Smith & Co.
$2,250,000Active0.26 Acres63-69 Putnam St, Winthrop, MA 02152
MLS# 73490169Listed by: Leading Edge Real Estate
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.