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Winthrop Condo For Sale, Open House: Saturday January 17th, 2026 at 11:00 AM, 2 Beds, 2 Baths, 832 Square Feet - List Price $598,395

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Charlesgate Realty Group, llc
10 Somerset Unit 204, Winthrop, MA 02152 - Image 1
10 Somerset Unit 204, Winthrop, MA 02152 - Image 2
10 Somerset Unit 204, Winthrop, MA 02152 - Image 3
10 Somerset Unit 204, Winthrop, MA 02152 - Image 4
10 Somerset Unit 204, Winthrop, MA 02152 - Image 5
10 Somerset Unit 204, Winthrop, MA 02152 - Image 6
10 Somerset Unit 204, Winthrop, MA 02152 - Image 7
10 Somerset Unit 204, Winthrop, MA 02152 - Image 8
10 Somerset Unit 204, Winthrop, MA 02152 - Image 9
10 Somerset Unit 204, Winthrop, MA 02152 - Image 10
10 Somerset Unit 204, Winthrop, MA 02152 - Image 11
10 Somerset Unit 204, Winthrop, MA 02152 - Image 12
10 Somerset Unit 204, Winthrop, MA 02152 - Image 13
Open House: Jan 17th, 2026 11:00 AM
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Condo For Sale
$598,395
2 Beds
2 Baths
832 sqft
10 Somerset Unit 204 Winthrop, MA 02152
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Winthrop Condo/Townhouse For Sale, Open House: Saturday January 17th, 2026 at 12:00 PM, 2 Beds, 2 Baths, 1421 Square Feet - List Price $540,000

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eXp Realty
270 Winthrop Unit 2, Winthrop, MA 02152 - Image 1
270 Winthrop Unit 2, Winthrop, MA 02152 - Image 2
270 Winthrop Unit 2, Winthrop, MA 02152 - Image 3
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270 Winthrop Unit 2, Winthrop, MA 02152 - Image 41
270 Winthrop Unit 2, Winthrop, MA 02152 - Image 42
Open House: Jan 17th, 2026 12:00 PM
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Condo/Townhouse For Sale
$540,000
2 Beds
2 Baths
1421 sqft
270 Winthrop Unit 2 Winthrop, MA 02152
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Winthrop Condo For Sale, New Listing, 2 Beds, 2 Baths, 971 Square Feet - List Price $669,000

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Lantern Residential
148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152 - Image 1
148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152 - Image 2
148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152 - Image 3
148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152 - Image 4
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148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152 - Image 34
New
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Condo For Sale
$669,000
2 Beds
2 Baths
971 sqft
148 Winthrop Shore Dr Unit 5 Winthrop, MA 02152
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Winthrop Condo For Sale, Open House: Saturday January 17th, 2026 at 11:00 AM, 1 Bed, 1 Bath, 684 Square Feet - List Price $545,701

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Charlesgate Realty Group, llc
10 Somerset Unit 401, Winthrop, MA 02152 - Image 1
10 Somerset Unit 401, Winthrop, MA 02152 - Image 2
10 Somerset Unit 401, Winthrop, MA 02152 - Image 3
10 Somerset Unit 401, Winthrop, MA 02152 - Image 4
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10 Somerset Unit 401, Winthrop, MA 02152 - Image 22
10 Somerset Unit 401, Winthrop, MA 02152 - Image 23
Open House: Jan 17th, 2026 11:00 AM
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Condo For Sale
$545,701
1 Bed
1 Bath
684 sqft
10 Somerset Unit 401 Winthrop, MA 02152
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Winthrop Condo For Sale, Open House: Sunday January 18th, 2026 at 11:00 AM, 2 Beds, 2 Baths, 1203 Square Feet - List Price $550,000

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Realty One Group Nest
1 Seal Harbor Road Unit 415, Winthrop, MA 02152 - Image 1
1 Seal Harbor Road Unit 415, Winthrop, MA 02152 - Image 2
1 Seal Harbor Road Unit 415, Winthrop, MA 02152 - Image 3
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1 Seal Harbor Road Unit 415, Winthrop, MA 02152 - Image 42
Open House: Jan 18th, 2026 11:00 AM
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Condo For Sale
$550,000
2 Beds
2 Baths
1203 sqft
1 Seal Harbor Road Unit 415 Winthrop, MA 02152
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Winthrop Home For Sale, Open House: Saturday January 17th, 2026 at 12:00 PM, 5 Beds, 2 Baths, 1655 Square Feet - List Price $799,000

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Pena Realty Corporation
62 Cottage Ave, Winthrop, MA 02152 - Image 1
62 Cottage Ave, Winthrop, MA 02152 - Image 2
62 Cottage Ave, Winthrop, MA 02152 - Image 3
62 Cottage Ave, Winthrop, MA 02152 - Image 4
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62 Cottage Ave, Winthrop, MA 02152 - Image 18
Open House: Jan 17th, 2026 12:00 PM
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Home For Sale
$799,000
5 Beds
2 Baths
1655 sqft
62 Cottage Ave Winthrop, MA 02152
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Winthrop Condo/Townhouse For Sale, Open House: Saturday January 17th, 2026 at 12:00 PM, 2 Beds, 3 Baths, 1750 Square Feet - List Price $1,050,000

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Reference Real Estate
1001 Shirley Unit 5, Winthrop, MA 02152 - Image 1
1001 Shirley Unit 5, Winthrop, MA 02152 - Image 2
1001 Shirley Unit 5, Winthrop, MA 02152 - Image 3
1001 Shirley Unit 5, Winthrop, MA 02152 - Image 4
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1001 Shirley Unit 5, Winthrop, MA 02152 - Image 15
1001 Shirley Unit 5, Winthrop, MA 02152 - Image 16
Open House: Jan 17th, 2026 12:00 PM
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Condo/Townhouse For Sale
$1,050,000
2 Beds
3 Baths
1750 sqft
1001 Shirley Unit 5 Winthrop, MA 02152
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Winthrop Multi-Family Home For Sale, Added 11 days ago, 8 Beds, 7 Baths, 2 Unit - List Price $1,785,000

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Connie Doto Realty Group
201 Cliff Avenue, Winthrop, MA 02152 - Image 1
201 Cliff Avenue, Winthrop, MA 02152 - Image 2
201 Cliff Avenue, Winthrop, MA 02152 - Image 3
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201 Cliff Avenue, Winthrop, MA 02152 - Image 42
11 days ago
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Multi-Family Home For Sale
$1,785,000
8 Beds
7 Baths
2 Unit
201 Cliff Avenue Winthrop, MA 02152
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Winthrop Condo For Sale, Open House: Saturday January 17th, 2026 at 11:00 AM, 1 Bed, 2 Baths, 585 Square Feet - List Price $399,900

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Century 21 North East
600 Shirley Unit 4, Winthrop, MA 02152 - Image 1
600 Shirley Unit 4, Winthrop, MA 02152 - Image 2
600 Shirley Unit 4, Winthrop, MA 02152 - Image 3
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600 Shirley Unit 4, Winthrop, MA 02152 - Image 29
Open House: Jan 17th, 2026 11:00 AM
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Condo For Sale
$399,900
1 Bed
2 Baths
585 sqft
600 Shirley Unit 4 Winthrop, MA 02152
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Winthrop Home For Sale, Added 14 days ago, 4 Beds, 2 Baths, 2317 Square Feet - List Price $849,900

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Sgarzi & Stewart Real Estate, LLC
45 Read Street, Winthrop, MA 02152 - Image 1
45 Read Street, Winthrop, MA 02152 - Image 2
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45 Read Street, Winthrop, MA 02152 - Image 30
14 days ago
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Home For Sale
$849,900
4 Beds
2 Baths
2317 sqft
45 Read Street Winthrop, MA 02152
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Winthrop Home For Sale, Added 29 days ago, 3 Beds, 3 Baths, 2250 Square Feet - List Price $1,350,000

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Reference Real Estate
86 Undine Ave, Winthrop, MA 02152 - Image 1
86 Undine Ave, Winthrop, MA 02152 - Image 2
86 Undine Ave, Winthrop, MA 02152 - Image 3
86 Undine Ave, Winthrop, MA 02152 - Image 4
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86 Undine Ave, Winthrop, MA 02152 - Image 10
86 Undine Ave, Winthrop, MA 02152 - Image 11
29 days ago
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Home For Sale
$1,350,000
3 Beds
3 Baths
2250 sqft
86 Undine Ave Winthrop, MA 02152
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Winthrop Home For Sale, Added 29 days ago, 1 Bed, 1 Bath, 620 Square Feet - List Price $500,000

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Reference Real Estate
86 Undine Ave, Winthrop, MA 02152 - Image 1
86 Undine Ave, Winthrop, MA 02152 - Image 2
86 Undine Ave, Winthrop, MA 02152 - Image 3
86 Undine Ave, Winthrop, MA 02152 - Image 4
29 days ago
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Home For Sale
$500,000
1 Bed
1 Bath
620 sqft
86 Undine Ave Winthrop, MA 02152
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Winthrop Condo For Sale, Open House: Saturday January 17th, 2026 at 11:00 AM, 1 Bed, 1 Bath, 546 Square Feet - List Price $399,000

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Charlesgate Realty Group, llc
10 Somerset Unit 304S, Winthrop, MA 02152 - Image 1
10 Somerset Unit 304S, Winthrop, MA 02152 - Image 2
10 Somerset Unit 304S, Winthrop, MA 02152 - Image 3
10 Somerset Unit 304S, Winthrop, MA 02152 - Image 4
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10 Somerset Unit 304S, Winthrop, MA 02152 - Image 10
Open House: Jan 17th, 2026 11:00 AM
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Condo For Sale
$399,000
1 Bed
1 Bath
546 sqft
10 Somerset Unit 304S Winthrop, MA 02152
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Winthrop Multi-Family Home For Sale, Added 35 days ago, 4 Beds, 2 Baths, 2 Unit - List Price $1,125,000

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Discover Properties
169 Grovers Ave, Winthrop, MA 02152 - Image 1
169 Grovers Ave, Winthrop, MA 02152 - Image 2
169 Grovers Ave, Winthrop, MA 02152 - Image 3
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169 Grovers Ave, Winthrop, MA 02152 - Image 31
35 days ago
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Multi-Family Home For Sale
$1,125,000
4 Beds
2 Baths
2 Unit
169 Grovers Ave Winthrop, MA 02152
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Winthrop Multi-Family Home For Sale, Added 40 days ago, 6 Beds, 4 Baths, 2 Unit - List Price $1,280,000

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Blue Sky Realty
47 Bellevue Ave, Winthrop, MA 02152 - Image 1
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47 Bellevue Ave, Winthrop, MA 02152 - Image 13
47 Bellevue Ave, Winthrop, MA 02152 - Image 14
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47 Bellevue Ave, Winthrop, MA 02152 - Image 17
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47 Bellevue Ave, Winthrop, MA 02152 - Image 27
47 Bellevue Ave, Winthrop, MA 02152 - Image 28
47 Bellevue Ave, Winthrop, MA 02152 - Image 29
47 Bellevue Ave, Winthrop, MA 02152 - Image 30
40 days ago
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Multi-Family Home For Sale
$1,280,000
6 Beds
4 Baths
2 Unit
47 Bellevue Ave Winthrop, MA 02152
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Winthrop Multi-Family Home For Sale, Added 42 days ago, 4 Beds, 2 Baths, 2 Unit - List Price $799,900

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Compass
56 Main Street, Winthrop, MA 02152 - Image 1
56 Main Street, Winthrop, MA 02152 - Image 2
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56 Main Street, Winthrop, MA 02152 - Image 26
56 Main Street, Winthrop, MA 02152 - Image 27
42 days ago
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Multi-Family Home For Sale
$799,900
4 Beds
2 Baths
2 Unit
56 Main Street Winthrop, MA 02152
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Winthrop Condo For Sale, Open House: Saturday January 17th, 2026 at 11:00 AM, 2 Beds, 1 Bath, 667 Square Feet - List Price $379,900

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Donahue Real Estate Co.
53 Trident Ave Unit 103, Winthrop, MA 02152 - Image 1
53 Trident Ave Unit 103, Winthrop, MA 02152 - Image 2
53 Trident Ave Unit 103, Winthrop, MA 02152 - Image 3
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53 Trident Ave Unit 103, Winthrop, MA 02152 - Image 14
53 Trident Ave Unit 103, Winthrop, MA 02152 - Image 15
53 Trident Ave Unit 103, Winthrop, MA 02152 - Image 16
Open House: Jan 17th, 2026 11:00 AM
Price Drop: -$10,000
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Condo For Sale
$379,900
2 Beds
1 Bath
667 sqft
53 Trident Ave Unit 103 Winthrop, MA 02152
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Winthrop Multi-Family Home For Sale, Added 45 days ago, 5 Beds, 4 Baths, 2 Unit - List Price $1,699,900

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Lantern Residential
144 Quincy Ave, Winthrop, MA 02152
45 days ago
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Multi-Family Home For Sale
$1,699,900
5 Beds
4 Baths
2 Unit
144 Quincy Ave Winthrop, MA 02152
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Winthrop Home For Sale, Added 45 days ago, 5 Beds, 4 Baths, 3866 Square Feet - List Price $1,699,900

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Lantern Residential
144 Quincy Ave, Winthrop, MA 02152
45 days ago
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Home For Sale
$1,699,900
5 Beds
4 Baths
3866 sqft
144 Quincy Ave Winthrop, MA 02152
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Winthrop Condo/Townhouse For Sale, Contingent, 2 Beds, 2 Baths, 1141 Square Feet - List Price $599,000

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Gibson Sotheby's International Realty
142 Pleasant Street Unit 12, Winthrop, MA 02152 - Image 1
142 Pleasant Street Unit 12, Winthrop, MA 02152 - Image 2
142 Pleasant Street Unit 12, Winthrop, MA 02152 - Image 3
142 Pleasant Street Unit 12, Winthrop, MA 02152 - Image 4
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142 Pleasant Street Unit 12, Winthrop, MA 02152 - Image 15
142 Pleasant Street Unit 12, Winthrop, MA 02152 - Image 16
142 Pleasant Street Unit 12, Winthrop, MA 02152 - Image 17
Contingent
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Condo/Townhouse For Sale
$599,000
2 Beds
2 Baths
1141 sqft
142 Pleasant Street Unit 12 Winthrop, MA 02152
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Winthrop Condo For Sale, Contingent, 2 Beds, 2 Baths, 1036 Square Feet - List Price $629,000

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Charlesgate Realty Group, llc
10 Somerset Unit 201, Winthrop, MA 02152 - Image 1
10 Somerset Unit 201, Winthrop, MA 02152 - Image 2
10 Somerset Unit 201, Winthrop, MA 02152 - Image 3
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10 Somerset Unit 201, Winthrop, MA 02152 - Image 19
10 Somerset Unit 201, Winthrop, MA 02152 - Image 20
10 Somerset Unit 201, Winthrop, MA 02152 - Image 21
Contingent
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Condo For Sale
$629,000
2 Beds
2 Baths
1036 sqft
10 Somerset Unit 201 Winthrop, MA 02152
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Winthrop Multi-Family Home For Sale, Added 51 days ago, 8 Beds, 3 Baths, 3 Unit - List Price $1,300,000

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Connor Real Estate
37 Trident Ave, Winthrop, MA 02152
51 days ago
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Multi-Family Home For Sale
$1,300,000
8 Beds
3 Baths
3 Unit
37 Trident Ave Winthrop, MA 02152
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Winthrop Condo For Sale, Added 58 days ago, 2 Beds, 2 Baths, 1975 Square Feet - List Price $1,087,000

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Blue Sky Realty
550 Pleasant St Unit 506, Winthrop, MA 02152 - Image 1
550 Pleasant St Unit 506, Winthrop, MA 02152 - Image 2
550 Pleasant St Unit 506, Winthrop, MA 02152 - Image 3
550 Pleasant St Unit 506, Winthrop, MA 02152 - Image 4
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550 Pleasant St Unit 506, Winthrop, MA 02152 - Image 19
550 Pleasant St Unit 506, Winthrop, MA 02152 - Image 20
550 Pleasant St Unit 506, Winthrop, MA 02152 - Image 21
58 days ago
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Condo For Sale
$1,087,000
2 Beds
2 Baths
1975 sqft
550 Pleasant St Unit 506 Winthrop, MA 02152
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Winthrop Condo For Sale, Open House: Saturday January 17th, 2026 at 12:00 PM, 2 Beds, 1 Bath, 1092 Square Feet - List Price $379,000

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Redfin Corp.
9 Atlantic St Unit 2, Winthrop, MA 02152 - Image 1
9 Atlantic St Unit 2, Winthrop, MA 02152 - Image 2
9 Atlantic St Unit 2, Winthrop, MA 02152 - Image 3
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9 Atlantic St Unit 2, Winthrop, MA 02152 - Image 28
Open House: Jan 17th, 2026 12:00 PM
Price Drop: -$46,000
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Condo For Sale
$379,000
2 Beds
1 Bath
1092 sqft
9 Atlantic St Unit 2 Winthrop, MA 02152
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Winthrop Home For Sale, Added 67 days ago, 3 Beds, 2 Baths, 1764 Square Feet - List Price $710,000

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Coldwell Banker Realty - Milton
960 Shirley St, Winthrop, MA 02152 - Image 1
960 Shirley St, Winthrop, MA 02152 - Image 2
960 Shirley St, Winthrop, MA 02152 - Image 3
960 Shirley St, Winthrop, MA 02152 - Image 4
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960 Shirley St, Winthrop, MA 02152 - Image 38
67 days ago
Price Drop: -$5,000
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Home For Sale
$710,000
3 Beds
2 Baths
1764 sqft
960 Shirley St Winthrop, MA 02152
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Winthrop Home For Sale, Added 71 days ago, 4 Beds, 3 Baths, 2640 Square Feet - List Price $1,324,900

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Byrnes Real Estate Group LLC
129 Strandway, Winthrop, MA 02152 - Image 1
129 Strandway, Winthrop, MA 02152 - Image 2
129 Strandway, Winthrop, MA 02152 - Image 3
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129 Strandway, Winthrop, MA 02152 - Image 41
129 Strandway, Winthrop, MA 02152 - Image 42
71 days ago
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Home For Sale
$1,324,900
4 Beds
3 Baths
2640 sqft
129 Strandway Winthrop, MA 02152
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Winthrop Multi-Family Home For Sale, Added 80 days ago, 6 Beds, 2 Baths, 2 Unit - List Price $749,900

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Compass
441 Winthrop St., Winthrop, MA 02152 - Image 1
441 Winthrop St., Winthrop, MA 02152 - Image 2
441 Winthrop St., Winthrop, MA 02152 - Image 3
441 Winthrop St., Winthrop, MA 02152 - Image 4
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441 Winthrop St., Winthrop, MA 02152 - Image 7
441 Winthrop St., Winthrop, MA 02152 - Image 8
441 Winthrop St., Winthrop, MA 02152 - Image 9
441 Winthrop St., Winthrop, MA 02152 - Image 10
80 days ago
Price Drop: -$50,000
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Multi-Family Home For Sale
$749,900
6 Beds
2 Baths
2 Unit
441 Winthrop St. Winthrop, MA 02152
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Winthrop Condo For Sale, Added 89 days ago, 2 Beds, 1 Bath, 782 Square Feet - List Price $369,900

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Cottage Hill Real Estate
800 Governors Drive Unit 30, Winthrop, MA 02152 - Image 1
800 Governors Drive Unit 30, Winthrop, MA 02152 - Image 2
800 Governors Drive Unit 30, Winthrop, MA 02152 - Image 3
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800 Governors Drive Unit 30, Winthrop, MA 02152 - Image 16
800 Governors Drive Unit 30, Winthrop, MA 02152 - Image 17
800 Governors Drive Unit 30, Winthrop, MA 02152 - Image 18
89 days ago
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Condo For Sale
$369,900
2 Beds
1 Bath
782 sqft
800 Governors Drive Unit 30 Winthrop, MA 02152
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Winthrop Condo For Sale, Added 95 days ago, 1 Bed, 1 Bath, 840 Square Feet - List Price $525,000

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Mark Carangelo
3 Seal Harbor Rd Unit 634, Winthrop, MA 02152 - Image 1
3 Seal Harbor Rd Unit 634, Winthrop, MA 02152 - Image 2
3 Seal Harbor Rd Unit 634, Winthrop, MA 02152 - Image 3
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3 Seal Harbor Rd Unit 634, Winthrop, MA 02152 - Image 29
3 Seal Harbor Rd Unit 634, Winthrop, MA 02152 - Image 30
95 days ago
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Condo For Sale
$525,000
1 Bed
1 Bath
840 sqft
3 Seal Harbor Rd Unit 634 Winthrop, MA 02152
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Winthrop Condo/Townhouse For Sale, Open House: Saturday January 17th, 2026 at 12:00 PM, 2 Beds, 3 Baths, 1868 Square Feet - List Price $1,200,000

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Reference Real Estate
1001 Shirley Unit 1, Winthrop, MA 02152 - Image 1
1001 Shirley Unit 1, Winthrop, MA 02152 - Image 2
1001 Shirley Unit 1, Winthrop, MA 02152 - Image 3
1001 Shirley Unit 1, Winthrop, MA 02152 - Image 4
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1001 Shirley Unit 1, Winthrop, MA 02152 - Image 24
1001 Shirley Unit 1, Winthrop, MA 02152 - Image 25
Open House: Jan 17th, 2026 12:00 PM
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Condo/Townhouse For Sale
$1,200,000
2 Beds
3 Baths
1868 sqft
1001 Shirley Unit 1 Winthrop, MA 02152
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