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196 Prospect St
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Homes for Sale in Winthrop, MA

77 results

Property at 483 Shirley St. #6A, Winthrop, MA 02152
1 / 10
Active
New
Open

$309,900

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

1 bds
|
1 ba
|
720 sqft
MLS® 73579862Condominium
Compass - Sharon Tallent
Property at 130 Shirley Street #220, Winthrop, MA 02152
1 / 18
Active
New
Open

$549,900

130 Shirley Street #220, Winthrop, MA 02152

2 bds
|
1 ba
|
782 sqft
MLS® 73579484Condominium
Compass - Kovacs Team
Property at 62 Pleasant St #2, Winthrop, MA 02152
1 / 37
Active
New
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
New
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
New

$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

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Property at 807 Shirley St, Winthrop, MA 02152
1 / 30
Active
New
Open

$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
Open

$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
Open

$850,000

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
Open

$550,000

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
Open

$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
Open

$600,000

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
Open

$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 10 Somerset #309U, Winthrop, MA 02152
1 / 24
Active
Open

$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 130 Shirley Street #330, Winthrop, MA 02152
1 / 18
Active
Open

$499,900

130 Shirley Street #330, Winthrop, MA 02152

1 bds
|
1 ba
|
623 sqft
MLS® 73573838Condominium
Compass - Kovacs 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
Open

$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
Open

$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
Open

$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
Open

$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
Property at 33 Bay View Ave, Winthrop, MA 02152
1 / 31
Active
Price
Open

$600,000

33 Bay View Ave, Winthrop, MA 02152

3 bds
|
1 ba
|
931 sqft
MLS® 73569960Single Family Residence
Real Broker MA, LLC - Michael Cimmino
Property at 60 Hermon St #3, Winthrop, MA 02152
1 / 12
Active
Price

$519,900

60 Hermon St #3, Winthrop, MA 02152

1 bds
|
1 ba
|
1368 sqft
MLS® 73569128Condominium
Reference Real Estate - Reserve Team
Property at 542 Shirley St, Winthrop, MA 02152
1 / 27
Active
Open

$710,000

542 Shirley St, Winthrop, MA 02152

4 bds
|
2 ba
|
1193 sqft
MLS® 73568640Single Family Residence
Compass - Christine D'Ambrosio
Property at 84 Tafts Ave., Winthrop, MA 02152
1 / 41
Active
Open

$649,000

84 Tafts Ave., Winthrop, MA 02152

3 bds
|
1.5 ba
|
1200 sqft
MLS® 73568805Single Family Residence
Century 21 Tassinari & Assoc. - Patricia Nemes
Property at 22 Pauline St. #3, Winthrop, MA 02152
1 / 19
Active
Open

$399,900

22 Pauline St. #3, Winthrop, MA 02152

1 bds
|
1 ba
|
500 sqft
MLS® 73568569Condominium
Compass - Highland Group
Page 1 of 3

Brokerage Information

JYL

Maple Park, Newton, MA, USA

(828) 275-7790

Market Area Served

Newton, Boston, Cambridge, Somerville, Medford, Needham 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: 9/19/2026 at 2:14:00 AM

Jung Yub Lee

I'm Jung Yub Lee, a Newton, MA real estate agent specializing in move-up and family homes across Greater Boston. I serve clients in English & Korean — from first search to closing.

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