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Homes for Sale in Winthrop, MA

79 results

Property at 130 Shirley Street #250, Winthrop, MA 02152
1 / 24
Active
New

$699,900

130 Shirley Street #250, Winthrop, MA 02152

2 bds
|
2 ba
|
1113 sqft
MLS® 73581893Condominium
Compass - Kovacs Team
Property at 43 Sagamore Ave #1, Winthrop, MA 02152
1 / 25
Active
New
Open

$459,900

43 Sagamore Ave #1, Winthrop, MA 02152

2 bds
|
1 ba
|
805 sqft
MLS® 73582000Condominium
Coldwell Banker Realty - Boston - Katelyn E. Sullivan
Property at 180 Winthrop St, Winthrop, MA 02152
1 / 40
Active
Price
Open

$729,900

180 Winthrop St, Winthrop, MA 02152

5 bds
|
2.5 ba
|
3000 sqft
MLS® 73580149Multi Family
Century 21 North East - Phil Consolo
Property at 1001 Shirley St #4, Winthrop, MA 02152
1 / 14
Active
Open

$815,000

1001 Shirley St #4, Winthrop, MA 02152

2 bds
|
2.5 ba
|
1665 sqft
MLS® 73579968Condominium
Ledge & Young Real Estate - Vinny Caraglia
Property at 483 Shirley St. #6A, Winthrop, MA 02152
1 / 10
Active

$309,900

483 Shirley St. #6A, Winthrop, MA 02152

1 bds
|
1 ba
|
720 sqft
MLS® 73579862Condominium
Compass - Sharon Tallent

What's actually happening in Winthrop right now?

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Property at 130 Shirley Street #220, Winthrop, MA 02152
1 / 18
Active

$549,900

130 Shirley Street #220, Winthrop, MA 02152

2 bds
|
1 ba
|
782 sqft
MLS® 73579484Condominium
Compass - Kovacs Team
Property at 1001 Shirley St #1, Winthrop, MA 02152
1 / 16
Active
Open

$965,000

1001 Shirley St #1, Winthrop, MA 02152

2 bds
|
2.5 ba
|
1978 sqft
MLS® 73579972Condominium
Ledge & Young Real Estate - Vinny Caraglia
Property at 62 Pleasant St #2, Winthrop, MA 02152
1 / 37
Active
Open

$649,995

62 Pleasant St #2, Winthrop, MA 02152

3 bds
|
2 ba
|
1690 sqft
MLS® 73579407Condominium
Lyv Realty - Candice Pagliarulo Hodgson
Property at 34 Underhill Street ##4, Winthrop, MA 02152
1 / 17
Active
Open

$475,000

34 Underhill Street ##4, Winthrop, MA 02152

2 bds
|
2 ba
|
903 sqft
MLS® 73579212Condominium
Reference Real Estate - Reserve Team
Property at 93 1/2 Winthrop Shore Drive, Winthrop, MA 02152
1 / 6
Active

$900,000

93 1/2 Winthrop Shore Drive, Winthrop, MA 02152

3 bds
|
1.5 ba
|
1334 sqft
MLS® 73579256Single Family Residence
Reference Real Estate - Reserve Team
Property at 807 Shirley St, Winthrop, MA 02152
1 / 30
Active

$865,000

807 Shirley St, Winthrop, MA 02152

3 bds
|
2.5 ba
|
1564 sqft
MLS® 73579115Single Family Residence
Cottage Hill Real Estate - Elizabeth Ferrara
Property at 35 Triton Ave, Winthrop, MA 02152
1 / 28
Active

$799,900

35 Triton Ave, Winthrop, MA 02152

3 bds
|
2 ba
|
1782 sqft
MLS® 73578454Single Family Residence
Reference Real Estate - Reserve Team
Property at 94 Winthrop Shore Dr, Winthrop, MA 02152
1 / 42
Active

$1,095,000

94 Winthrop Shore Dr, Winthrop, MA 02152

2 bds
|
3 ba
|
2649 sqft
MLS® 73577096Single Family Residence
Compass - The Movement Group
Property at 93 1/2 Winthrop Shore Drive, Winthrop, MA 02152
1 / 18
Active

$900,000

93 1/2 Winthrop Shore Drive, Winthrop, MA 02152

0 bds
|
0 ba
|
-- sqft
MLS® 73577509Residential
Reference Real Estate - Reserve Team
Property at 1 Seal Harbor #916, Winthrop, MA 02152
1 / 28
Active
Open

$699,999

1 Seal Harbor #916, Winthrop, MA 02152

2 bds
|
2 ba
|
1417 sqft
MLS® 73576630Condominium
The Persac Group, LLC - Meg Grady
Property at 194 Washington Ave #3, Winthrop, MA 02152
1 / 27
Active
Price
Open

$825,000

194 Washington Ave #3, Winthrop, MA 02152

3 bds
|
3 ba
|
1780 sqft
MLS® 73575705Condominium
Sunrise Realty & Investment LLC - Ella Goren
Property at 194 Washington Ave #4, Winthrop, MA 02152
1 / 18
Active
Price
Open

$540,000

194 Washington Ave #4, Winthrop, MA 02152

2 bds
|
2 ba
|
756 sqft
MLS® 73575716Condominium
Sunrise Realty & Investment LLC - Ella Goren
Property at 550 Pleasant St #201, Winthrop, MA 02152
1 / 29
Active
Price

$679,000

550 Pleasant St #201, Winthrop, MA 02152

2 bds
|
2 ba
|
1192 sqft
MLS® 73575134Condominium
Ledge & Young Real Estate - John Young
Property at 194 Washington Ave #2, Winthrop, MA 02152
1 / 21
Active
Price
Open

$575,000

194 Washington Ave #2, Winthrop, MA 02152

2 bds
|
2 ba
|
912 sqft
MLS® 73575711Condominium
Sunrise Realty & Investment LLC - Ella Goren
Property at 10 Somerset #402U, Winthrop, MA 02152
1 / 35
Active Under Contract

$606,900

10 Somerset #402U, Winthrop, MA 02152

2 bds
|
2 ba
|
1024 sqft
MLS® 73574044Condominium
Charlesgate Realty Group, llc - Charlesgate New Development Team
Property at 3 Seal Harbor Rd #632, Winthrop, MA 02152
1 / 30
Active

$639,000

3 Seal Harbor Rd #632, Winthrop, MA 02152

1 bds
|
2 ba
|
1263 sqft
MLS® 73573980Condominium
Mark Carangelo - Mark Carangelo
Property at 130 Shirley Street #330, Winthrop, MA 02152
1 / 18
Active

$499,900

130 Shirley Street #330, Winthrop, MA 02152

1 bds
|
1 ba
|
623 sqft
MLS® 73573838Condominium
Compass - Kovacs Team
Property at 10 Somerset #309U, Winthrop, MA 02152
1 / 24
Active

$508,900

10 Somerset #309U, Winthrop, MA 02152

1 bds
|
1 ba
|
729 sqft
MLS® 73574045Condominium
Charlesgate Realty Group, llc - Charlesgate New Development Team
Property at 41 Emerson Rd, Winthrop, MA 02152
1 / 42
Active Under Contract

$979,000

41 Emerson Rd, Winthrop, MA 02152

4 bds
|
2 ba
|
2126 sqft
MLS® 73574628Single Family Residence
Compass - Christine D'Ambrosio
Property at 111 Locust St #2, Winthrop, MA 02152
1 / 19
Active

$525,000

111 Locust St #2, Winthrop, MA 02152

3 bds
|
1 ba
|
1270 sqft
MLS® 73574430Condominium
Gibson Sotheby's International Realty - Max Dublin Team
Property at 190 Pleasant St, Winthrop, MA 02152
1 / 21
Active

$949,000

190 Pleasant St, Winthrop, MA 02152

7 bds
|
3 ba
|
4251 sqft
MLS® 73573129Multi Family
Gibson Sotheby's International Realty - Michael Macdonald
Property at 25 Locust St #2, Winthrop, MA 02152
1 / 24
Active

$875,000

25 Locust St #2, Winthrop, MA 02152

3 bds
|
2 ba
|
1770 sqft
MLS® 73573332Condominium
Coldwell Banker Realty - Boston - Sarah Fillmann
Property at 15 Ocean Ave #203, Winthrop, MA 02152
1 / 32
Active

$524,900

15 Ocean Ave #203, Winthrop, MA 02152

2 bds
|
2.5 ba
|
1210 sqft
MLS® 73572947Condominium
Turn Key Realty - Kenneth Celano
Property at 35 Somerset #3A, Winthrop, MA 02152
1 / 18
Active

$549,900

35 Somerset #3A, Winthrop, MA 02152

2 bds
|
2 ba
|
969 sqft
MLS® 73571733Condominium
Byrnes Real Estate Group LLC - Mark Savage
Property at 10 Somerset #U.305, Winthrop, MA 02152
1 / 18
Active

$473,900

10 Somerset #U.305, Winthrop, MA 02152

1 bds
|
1 ba
|
693 sqft
MLS® 73570684Condominium
Charlesgate Realty Group, llc - Charlesgate New Development Team
Page 1 of 3

Brokerage Information

Keller Williams Chestnut Hill

1340 Centre St, Newton Centre, MA, 02459

(860) 490-3618

Market Area Served

Brookline, Boston, Cambridge, Medford, Somerville, Newton and many more.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Data last updated: 9/23/2026 at 10:31:00 PM

Alex Santiago

I'm Alex Santiago, a Brookline, MA real estate agent and investor helping move-up families and home sellers across Greater Boston — from first search to closing.

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