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Condos for Sale in Winthrop, MA

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Winthrop Condo For Sale, Open House: Saturday December 27th, 2025 at 12:30 PM, 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
10 Somerset Unit 304S, Winthrop, MA 02152 - Image 5
10 Somerset Unit 304S, Winthrop, MA 02152 - Image 6
10 Somerset Unit 304S, Winthrop, MA 02152 - Image 7
10 Somerset Unit 304S, Winthrop, MA 02152 - Image 8
10 Somerset Unit 304S, Winthrop, MA 02152 - Image 9
10 Somerset Unit 304S, Winthrop, MA 02152 - Image 10
Open House: Dec 27th, 2025 12:30 PM
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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 Condo For Sale, Added 23 days ago, 2 Beds, 1 Bath, 667 Square Feet - List Price $389,900

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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
53 Trident Ave Unit 103, Winthrop, MA 02152 - Image 4
53 Trident Ave Unit 103, Winthrop, MA 02152 - Image 5
53 Trident Ave Unit 103, Winthrop, MA 02152 - Image 6
53 Trident Ave Unit 103, Winthrop, MA 02152 - Image 7
53 Trident Ave Unit 103, Winthrop, MA 02152 - Image 8
53 Trident Ave Unit 103, Winthrop, MA 02152 - Image 9
53 Trident Ave Unit 103, Winthrop, MA 02152 - Image 10
53 Trident Ave Unit 103, Winthrop, MA 02152 - Image 11
53 Trident Ave Unit 103, Winthrop, MA 02152 - Image 12
53 Trident Ave Unit 103, Winthrop, MA 02152 - Image 13
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
23 days ago
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Condo For Sale
$389,900
2 Beds
1 Bath
667 sqft
53 Trident Ave Unit 103 Winthrop, MA 02152
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Winthrop Condo For Sale, Open House: Saturday December 27th, 2025 at 12:30 PM, 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
10 Somerset Unit 201, Winthrop, MA 02152 - Image 4
10 Somerset Unit 201, Winthrop, MA 02152 - Image 5
10 Somerset Unit 201, Winthrop, MA 02152 - Image 6
10 Somerset Unit 201, Winthrop, MA 02152 - Image 7
10 Somerset Unit 201, Winthrop, MA 02152 - Image 8
10 Somerset Unit 201, Winthrop, MA 02152 - Image 9
10 Somerset Unit 201, Winthrop, MA 02152 - Image 10
10 Somerset Unit 201, Winthrop, MA 02152 - Image 11
10 Somerset Unit 201, Winthrop, MA 02152 - Image 12
10 Somerset Unit 201, Winthrop, MA 02152 - Image 13
10 Somerset Unit 201, Winthrop, MA 02152 - Image 14
10 Somerset Unit 201, Winthrop, MA 02152 - Image 15
10 Somerset Unit 201, Winthrop, MA 02152 - Image 16
10 Somerset Unit 201, Winthrop, MA 02152 - Image 17
10 Somerset Unit 201, Winthrop, MA 02152 - Image 18
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
Open House: Dec 27th, 2025 12:30 PM
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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 Condo For Sale, Open House: Saturday December 27th, 2025 at 12:30 PM, 1 Bed, 1 Bath, 683 Square Feet - List Price $551,633

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Charlesgate Realty Group, llc
10 Somerset Unit 405, Winthrop, MA 02152 - Image 1
10 Somerset Unit 405, Winthrop, MA 02152 - Image 2
10 Somerset Unit 405, Winthrop, MA 02152 - Image 3
10 Somerset Unit 405, Winthrop, MA 02152 - Image 4
10 Somerset Unit 405, Winthrop, MA 02152 - Image 5
10 Somerset Unit 405, Winthrop, MA 02152 - Image 6
10 Somerset Unit 405, Winthrop, MA 02152 - Image 7
10 Somerset Unit 405, Winthrop, MA 02152 - Image 8
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10 Somerset Unit 405, Winthrop, MA 02152 - Image 11
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10 Somerset Unit 405, Winthrop, MA 02152 - Image 20
10 Somerset Unit 405, Winthrop, MA 02152 - Image 21
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10 Somerset Unit 405, Winthrop, MA 02152 - Image 25
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10 Somerset Unit 405, Winthrop, MA 02152 - Image 27
10 Somerset Unit 405, Winthrop, MA 02152 - Image 28
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10 Somerset Unit 405, Winthrop, MA 02152 - Image 30
10 Somerset Unit 405, Winthrop, MA 02152 - Image 31
10 Somerset Unit 405, Winthrop, MA 02152 - Image 32
Open House: Dec 27th, 2025 12:30 PM
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Condo For Sale
$551,633
1 Bed
1 Bath
683 sqft
10 Somerset Unit 405 Winthrop, MA 02152
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Winthrop Condo/Townhouse For Sale, Added 25 days ago, 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
142 Pleasant Street Unit 12, Winthrop, MA 02152 - Image 5
142 Pleasant Street Unit 12, Winthrop, MA 02152 - Image 6
142 Pleasant Street Unit 12, Winthrop, MA 02152 - Image 7
142 Pleasant Street Unit 12, Winthrop, MA 02152 - Image 8
142 Pleasant Street Unit 12, Winthrop, MA 02152 - Image 9
142 Pleasant Street Unit 12, Winthrop, MA 02152 - Image 10
142 Pleasant Street Unit 12, Winthrop, MA 02152 - Image 11
142 Pleasant Street Unit 12, Winthrop, MA 02152 - Image 12
142 Pleasant Street Unit 12, Winthrop, MA 02152 - Image 13
142 Pleasant Street Unit 12, Winthrop, MA 02152 - Image 14
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
142 Pleasant Street Unit 12, Winthrop, MA 02152 - Image 18
25 days ago
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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, 1 Bed, 1 Bath, 546 Square Feet - List Price $408,450

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Charlesgate Realty Group, llc
10 Somerset Unit 404, Winthrop, MA 02152 - Image 1
10 Somerset Unit 404, Winthrop, MA 02152 - Image 2
10 Somerset Unit 404, Winthrop, MA 02152 - Image 3
10 Somerset Unit 404, Winthrop, MA 02152 - Image 4
10 Somerset Unit 404, Winthrop, MA 02152 - Image 5
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10 Somerset Unit 404, Winthrop, MA 02152 - Image 7
10 Somerset Unit 404, Winthrop, MA 02152 - Image 8
10 Somerset Unit 404, Winthrop, MA 02152 - Image 9
10 Somerset Unit 404, Winthrop, MA 02152 - Image 10
Contingent
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Condo For Sale
$408,450
1 Bed
1 Bath
546 sqft
10 Somerset Unit 404 Winthrop, MA 02152
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Winthrop Condo For Sale, Added 37 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
550 Pleasant St Unit 506, Winthrop, MA 02152 - Image 5
550 Pleasant St Unit 506, Winthrop, MA 02152 - Image 6
550 Pleasant St Unit 506, Winthrop, MA 02152 - Image 7
550 Pleasant St Unit 506, Winthrop, MA 02152 - Image 8
550 Pleasant St Unit 506, Winthrop, MA 02152 - Image 9
550 Pleasant St Unit 506, Winthrop, MA 02152 - Image 10
550 Pleasant St Unit 506, Winthrop, MA 02152 - Image 11
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550 Pleasant St Unit 506, Winthrop, MA 02152 - Image 14
550 Pleasant St Unit 506, Winthrop, MA 02152 - Image 15
550 Pleasant St Unit 506, Winthrop, MA 02152 - Image 16
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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
37 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, Contingent, 2 Beds, 1 Bath, 1092 Square Feet - List Price $399,000

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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
9 Atlantic St Unit 2, Winthrop, MA 02152 - Image 4
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9 Atlantic St Unit 2, Winthrop, MA 02152 - Image 27
9 Atlantic St Unit 2, Winthrop, MA 02152 - Image 28
Contingent
Price Drop: -$26,000
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Condo For Sale
$399,000
2 Beds
1 Bath
1092 sqft
9 Atlantic St Unit 2 Winthrop, MA 02152
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Winthrop Condo For Sale, Added 49 days ago, 3 Beds, 1 Bath, 1280 Square Feet - List Price $545,000

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Reference Real Estate
28 Pearl Ave Unit 3, Winthrop, MA 02152 - Image 1
28 Pearl Ave Unit 3, Winthrop, MA 02152 - Image 2
28 Pearl Ave Unit 3, Winthrop, MA 02152 - Image 3
28 Pearl Ave Unit 3, Winthrop, MA 02152 - Image 4
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28 Pearl Ave Unit 3, Winthrop, MA 02152 - Image 7
28 Pearl Ave Unit 3, Winthrop, MA 02152 - Image 8
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28 Pearl Ave Unit 3, Winthrop, MA 02152 - Image 21
28 Pearl Ave Unit 3, Winthrop, MA 02152 - Image 22
28 Pearl Ave Unit 3, Winthrop, MA 02152 - Image 23
49 days ago
Price Drop: -$4,900
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Condo For Sale
$545,000
3 Beds
1 Bath
1280 sqft
28 Pearl Ave Unit 3 Winthrop, MA 02152
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Winthrop Condo For Sale, Added 50 days ago, 1 Bed, 1 Bath, 611 Square Feet - List Price $499,900

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Byrnes Real Estate Group LLC
130 Shirley Street Unit 204, Winthrop, MA 02152 - Image 1
130 Shirley Street Unit 204, Winthrop, MA 02152 - Image 2
130 Shirley Street Unit 204, Winthrop, MA 02152 - Image 3
130 Shirley Street Unit 204, Winthrop, MA 02152 - Image 4
130 Shirley Street Unit 204, Winthrop, MA 02152 - Image 5
130 Shirley Street Unit 204, Winthrop, MA 02152 - Image 6
130 Shirley Street Unit 204, Winthrop, MA 02152 - Image 7
130 Shirley Street Unit 204, Winthrop, MA 02152 - Image 8
130 Shirley Street Unit 204, Winthrop, MA 02152 - Image 9
130 Shirley Street Unit 204, Winthrop, MA 02152 - Image 10
130 Shirley Street Unit 204, Winthrop, MA 02152 - Image 11
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130 Shirley Street Unit 204, Winthrop, MA 02152 - Image 13
130 Shirley Street Unit 204, Winthrop, MA 02152 - Image 14
130 Shirley Street Unit 204, Winthrop, MA 02152 - Image 15
50 days ago
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Condo For Sale
$499,900
1 Bed
1 Bath
611 sqft
130 Shirley Street Unit 204 Winthrop, MA 02152
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Winthrop Condo For Sale, Added 50 days ago, 2 Beds, 1 Bath, 782 Square Feet - List Price $569,900

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Byrnes Real Estate Group LLC
130 Shirley Street Unit 202, Winthrop, MA 02152 - Image 1
130 Shirley Street Unit 202, Winthrop, MA 02152 - Image 2
130 Shirley Street Unit 202, Winthrop, MA 02152 - Image 3
130 Shirley Street Unit 202, Winthrop, MA 02152 - Image 4
130 Shirley Street Unit 202, Winthrop, MA 02152 - Image 5
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130 Shirley Street Unit 202, Winthrop, MA 02152 - Image 8
130 Shirley Street Unit 202, Winthrop, MA 02152 - Image 9
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130 Shirley Street Unit 202, Winthrop, MA 02152 - Image 11
130 Shirley Street Unit 202, Winthrop, MA 02152 - Image 12
130 Shirley Street Unit 202, Winthrop, MA 02152 - Image 13
130 Shirley Street Unit 202, Winthrop, MA 02152 - Image 14
130 Shirley Street Unit 202, Winthrop, MA 02152 - Image 15
50 days ago
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Condo For Sale
$569,900
2 Beds
1 Bath
782 sqft
130 Shirley Street Unit 202 Winthrop, MA 02152
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Winthrop Condo For Sale, Added 58 days ago, 2 Beds, 2 Baths, 1203 Square Feet - List Price $550,000

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Realty One Group Nest
1 Seal Harbor Rd. Unit 415, Winthrop, MA 02152 - Image 1
1 Seal Harbor Rd. Unit 415, Winthrop, MA 02152 - Image 2
1 Seal Harbor Rd. Unit 415, Winthrop, MA 02152 - Image 3
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1 Seal Harbor Rd. Unit 415, Winthrop, MA 02152 - Image 41
1 Seal Harbor Rd. Unit 415, Winthrop, MA 02152 - Image 42
58 days ago
Price Drop: -$25,000
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Condo For Sale
$550,000
2 Beds
2 Baths
1203 sqft
1 Seal Harbor Rd. Unit 415 Winthrop, MA 02152
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Winthrop Condo For Sale, Added 67 days ago, 2 Beds, 1 Bath, 782 Square Feet - List Price $389,900

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Return Realty Group, Inc.
1000 Governors Drive Unit 25, Winthrop, MA 02152 - Image 1
1000 Governors Drive Unit 25, Winthrop, MA 02152 - Image 2
1000 Governors Drive Unit 25, Winthrop, MA 02152 - Image 3
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1000 Governors Drive Unit 25, Winthrop, MA 02152 - Image 27
67 days ago
Price Drop: -$10,000
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Condo For Sale
$389,900
2 Beds
1 Bath
782 sqft
1000 Governors Drive Unit 25 Winthrop, MA 02152
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Winthrop Condo For Sale, Added 68 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 18
68 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 74 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
74 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, Added 79 days ago, 2 Beds, 3 Baths, 1561 Square Feet - List Price $979,000

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Reference Real Estate
1001 Shirley Unit 3, Winthrop, MA 02152 - Image 1
1001 Shirley Unit 3, Winthrop, MA 02152 - Image 2
1001 Shirley Unit 3, Winthrop, MA 02152 - Image 3
1001 Shirley Unit 3, Winthrop, MA 02152 - Image 4
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1001 Shirley Unit 3, Winthrop, MA 02152 - Image 12
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1001 Shirley Unit 3, Winthrop, MA 02152 - Image 21
79 days ago
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Condo/Townhouse For Sale
$979,000
2 Beds
3 Baths
1561 sqft
1001 Shirley Unit 3 Winthrop, MA 02152
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Winthrop Condo/Townhouse For Sale, Added 79 days ago, 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
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1001 Shirley Unit 1, Winthrop, MA 02152 - Image 25
79 days ago
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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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Winthrop Condo For Sale, Added 95 days ago, 3 Beds, 1 Bath, 1377 Square Feet - List Price $559,000

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United Brokers
10 Beach Rd Unit 1, Winthrop, MA 02152 - Image 1
10 Beach Rd Unit 1, Winthrop, MA 02152 - Image 2
10 Beach Rd Unit 1, Winthrop, MA 02152 - Image 3
10 Beach Rd Unit 1, Winthrop, MA 02152 - Image 4
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10 Beach Rd Unit 1, Winthrop, MA 02152 - Image 23
95 days ago
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Condo For Sale
$559,000
3 Beds
1 Bath
1377 sqft
10 Beach Rd Unit 1 Winthrop, MA 02152
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Winthrop Condo For Sale, Added 97 days ago, 2 Beds, 2 Baths, 800 Square Feet - List Price $509,900

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Compass
35 Somerset Ave. Unit 6, Winthrop, MA 02152 - Image 1
35 Somerset Ave. Unit 6, Winthrop, MA 02152 - Image 2
35 Somerset Ave. Unit 6, Winthrop, MA 02152 - Image 3
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35 Somerset Ave. Unit 6, Winthrop, MA 02152 - Image 31
97 days ago
Price Drop: -$20,000
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Condo For Sale
$509,900
2 Beds
2 Baths
800 sqft
35 Somerset Ave. Unit 6 Winthrop, MA 02152
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Winthrop Condo For Sale, Added 107 days ago, 3 Beds, 1 Bath, 1105 Square Feet - List Price $499,000

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Kingston Real Estate & Management
279 Shirley St Unit 2, Winthrop, MA 02152 - Image 1
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279 Shirley St Unit 2, Winthrop, MA 02152 - Image 15
107 days ago
Price Drop: -$90,000
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Condo For Sale
$499,000
3 Beds
1 Bath
1105 sqft
279 Shirley St Unit 2 Winthrop, MA 02152
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Winthrop Condo For Sale, Added 114 days ago, 3 Beds, 3 Baths, 1973 Square Feet - List Price $729,900

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Lantern Residential
174 Winthrop St Unit 2, Winthrop, MA 02152 - Image 1
174 Winthrop St Unit 2, Winthrop, MA 02152 - Image 2
174 Winthrop St Unit 2, Winthrop, MA 02152 - Image 3
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174 Winthrop St Unit 2, Winthrop, MA 02152 - Image 26
114 days ago
Price Drop: -$10,000
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Condo For Sale
$729,900
3 Beds
3 Baths
1973 sqft
174 Winthrop St Unit 2 Winthrop, MA 02152
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Winthrop Condo For Sale, Added 119 days ago, 2 Beds, 1 Bath, 772 Square Feet - List Price $340,000

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eXp Realty
800 Governors Dr Unit 6, Winthrop, MA 02152 - Image 1
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800 Governors Dr Unit 6, Winthrop, MA 02152 - Image 11
119 days ago
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Condo For Sale
$340,000
2 Beds
1 Bath
772 sqft
800 Governors Dr Unit 6 Winthrop, MA 02152
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Winthrop Condo For Sale, Added 182 days ago, 2 Beds, 2 Baths, 971 Square Feet - List Price $669,009

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Lantern Residential
148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152 - Image 1
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148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152 - Image 21
182 days ago
Price Drop: -$9,991
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Condo For Sale
$669,009
2 Beds
2 Baths
971 sqft
148 Winthrop Shore Dr Unit 5 Winthrop, MA 02152
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Winthrop Condo For Sale, Added 207 days ago, 2 Beds, 2 Baths, 773 Square Feet - List Price $549,900

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Keller Williams Realty Boston Northwest
600 Shirley Street Unit 3, Winthrop, MA 02152 - Image 1
600 Shirley Street Unit 3, Winthrop, MA 02152 - Image 2
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600 Shirley Street Unit 3, Winthrop, MA 02152 - Image 32
207 days ago
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Condo For Sale
$549,900
2 Beds
2 Baths
773 sqft
600 Shirley Street Unit 3 Winthrop, MA 02152
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Winthrop Condo For Sale, Added 282 days ago, 1 Bed, 2 Baths, 604 Square Feet - List Price $415,000

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Compass
600 Shirley St Unit 1, Winthrop, MA 02152 - Image 1
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600 Shirley St Unit 1, Winthrop, MA 02152 - Image 31
282 days ago
Price Drop: -$15,000
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Condo For Sale
$415,000
1 Bed
2 Baths
604 sqft
600 Shirley St Unit 1 Winthrop, MA 02152
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