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80+ Homes for Sale in Winthrop, MA

83 results

Property at 189 Shirley #2, Winthrop, MA 02152
1 / 31
Active
Price

$618,000

189 Shirley #2, Winthrop, MA 02152

3 bds
|
2.5 ba
|
1510 sqft
MLS® 73556640Condominium
Coldwell Banker Realty - Easton - Doyle & Waldron Team
Property at 23 Trident #1, Winthrop, MA 02152
1 / 25
Active

$519,000

23 Trident #1, Winthrop, MA 02152

3 bds
|
1 ba
|
1374 sqft
MLS® 73590903Condominium
Blue Sky Realty - Devon Previte
Property at 550 Pleasant St #201, Winthrop, MA 02152
1 / 29
Active
Price

$660,000

550 Pleasant St #201, Winthrop, MA 02152

2 bds
|
2 ba
|
1192 sqft
MLS® 73575134Condominium
Ledge & Young Real Estate - John Young
Property at 1 Seal Harbor Rd. #615, Winthrop, MA 02152
1 / 25
Active
Price

$549,999

1 Seal Harbor Rd. #615, Winthrop, MA 02152

2 bds
|
2 ba
|
1203 sqft
MLS® 73561782Condominium
Charlesgate Realty Group LLC - Kevin Chiles
Property at 100 Governors Drive #2, Winthrop, MA 02152
1 / 17
Active
Price

$249,000

100 Governors Drive #2, Winthrop, MA 02152

1 bds
|
1 ba
|
664 sqft
MLS® 73583670Condominium
Century 21 Seaport - Pat Sullivan

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Property at 104-106 Shirley St, Winthrop, MA 02152
1 / 12
Active
New

$749,974

104-106 Shirley St, Winthrop, MA 02152

5 bds
|
2 ba
|
2520 sqft
MLS® 73592145Multi Family
United Brokers - Mission Impossible Team
Property at 34 Underhill Street ##4, Winthrop, MA 02152
1 / 17
Active
Price

$465,000

34 Underhill Street ##4, Winthrop, MA 02152

2 bds
|
2 ba
|
903 sqft
MLS® 73579212Condominium
Reference Real Estate - Reserve Team
Property at 32 Elmwood Avenue, Winthrop, MA 02152
1 / 40
Active Under Contract
Price

$839,900

32 Elmwood Avenue, Winthrop, MA 02152

4 bds
|
1.5 ba
|
1942 sqft
MLS® 73584025Single Family Residence
Century 21 Mario Real Estate - Edward Deveau
Property at 16 Loring Rd., Winthrop, MA 02152
1 / 10
Active

$569,000

16 Loring Rd., Winthrop, MA 02152

2 bds
|
1 ba
|
1692 sqft
MLS® 73585619Single Family Residence
Coldwell Banker First Quality Realty - Martin Tokos
Property at 29 Seafoam Ave #1, Winthrop, MA 02152
1 / 21
Active

$425,000

29 Seafoam Ave #1, Winthrop, MA 02152

2 bds
|
1 ba
|
861 sqft
MLS® 73591648Condominium
Compass - Tom Sheehan
Property at 16 Billows Street #B, Winthrop, MA 02152
1 / 15
Active
Price

$499,000

16 Billows Street #B, Winthrop, MA 02152

2 bds
|
1 ba
|
928 sqft
MLS® 73557185Condominium
Reference Real Estate - Reserve Team
Property at 900 Governors Dr #37, Winthrop, MA 02152
1 / 30
Active

$349,900

900 Governors Dr #37, Winthrop, MA 02152

2 bds
|
1 ba
|
811 sqft
MLS® 73584904Condominium
Lyv Realty - Brandon Dervishian
Property at 1020 Shirley St #1020, Winthrop, MA 02152
1 / 23
Active

$498,500

1020 Shirley St #1020, Winthrop, MA 02152

2 bds
|
1.5 ba
|
1002 sqft
MLS® 73591582Condominium
Simply Sell Realty - Lisa Berry
Property at 43 Sagamore Ave #1, Winthrop, MA 02152
1 / 25
Active
Price

$449,900

43 Sagamore Ave #1, Winthrop, MA 02152

2 bds
|
1 ba
|
805 sqft
MLS® 73582000Condominium
Coldwell Banker Realty - Boston - Katelyn E. Sullivan
Property at 483 Shirley St. #6A, Winthrop, MA 02152
1 / 12
Active
Price

$299,900

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

1 bds
|
1 ba
|
720 sqft
MLS® 73579862Condominium
Compass - Sharon Tallent
Property at 32 Irwin St, Winthrop, MA 02152
1 / 37
Active
Price

$1,049,900

32 Irwin St, Winthrop, MA 02152

6 bds
|
4 ba
|
2949 sqft
MLS® 735343853 Family
The Aland Realty Group LLC - Michael Giannone
Property at 120 Hermon St, Winthrop, MA 02152
1 / 9
Active
Price

$740,000

120 Hermon St, Winthrop, MA 02152

6 bds
|
2 ba
|
2000 sqft
MLS® 735457562 Family - 2 Units Up/Down
Binder Residential - Steve Binder
Property at 84 Tafts Ave., Winthrop, MA 02152
1 / 42
Active
Price
Open

$639,000

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 33 Bay View Ave, Winthrop, MA 02152
1 / 31
Active
Price

$580,000

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 61 Read Street, Winthrop, MA 02152
1 / 31
Active Under Contract

$1,095,000

61 Read Street, Winthrop, MA 02152

4 bds
|
2.5 ba
|
2910 sqft
MLS® 73587151Single Family Residence
Coldwell Banker Realty - Marblehead - Elizabeth Walters
Property at 53 Trident Ave #301, Winthrop, MA 02152
1 / 26
Active
Price

$349,000

53 Trident Ave #301, Winthrop, MA 02152

2 bds
|
1 ba
|
677 sqft
MLS® 73534695Condominium
Coldwell Banker Realty - Boston - Amanda Woodward
Property at 14 Irwin St, Winthrop, MA 02152
1 / 26
Active

$665,000

14 Irwin St, Winthrop, MA 02152

3 bds
|
1.5 ba
|
1413 sqft
MLS® 73589094Single Family Residence
Brian J. Perrin Real Estate - Brian Perrin
Property at 23-25 Fremont St, Winthrop, MA 02152
1 / 23
Active

$1,250,000

23-25 Fremont St, Winthrop, MA 02152

6 bds
|
3 ba
|
3420 sqft
MLS® 735888913 Family
Coldwell Banker Realty - Boston - Alla Rossi
Property at 21 Hutchinson St #2, Winthrop, MA 02152
1 / 25
Active

$629,000

21 Hutchinson St #2, Winthrop, MA 02152

2 bds
|
2.5 ba
|
1463 sqft
MLS® 73563678Condominium
Blue Sky Realty - Atiyeh Cassidy
Property at 91 Fremont St, Winthrop, MA 02152
1 / 42
Active

$599,900

91 Fremont St, Winthrop, MA 02152

5 bds
|
2.5 ba
|
2200 sqft
MLS® 73588699Multi Family
United Brokers - Goldpath Real Estate Group
Property at 1 Seal Harbor #210, Winthrop, MA 02152
1 / 39
Active Under Contract
Price

$479,900

1 Seal Harbor #210, Winthrop, MA 02152

1 bds
|
1 ba
|
947 sqft
MLS® 73551484Condominium
LAER Realty Partners - Rita Angelesco
Property at 62 Pleasant St #2, Winthrop, MA 02152
1 / 37
Active
Price

$624,995

62 Pleasant St #2, Winthrop, MA 02152

3 bds
|
2 ba
|
1690 sqft
MLS® 73579407Condominium
Lyv Realty - Candice Pagliarulo Hodgson
Property at 35 Somerset Ave #3A, Winthrop, MA 02152
1 / 18
Active
Price

$529,900

35 Somerset Ave #3A, Winthrop, MA 02152

2 bds
|
2 ba
|
969 sqft
MLS® 73571733Condominium
Byrnes Real Estate Group LLC - Mark Savage
Property at 54 Trident Ave #54, Winthrop, MA 02152
1 / 37
Active
Price
Open

$565,995

54 Trident Ave #54, Winthrop, MA 02152

2 bds
|
1 ba
|
1614 sqft
MLS® 73585000Condominium
Lyv Realty - Candice Pagliarulo Hodgson
Property at 15 Ocean Ave #203, Winthrop, MA 02152
1 / 32
Active
Price

$499,900

15 Ocean Ave #203, Winthrop, MA 02152

2 bds
|
2.5 ba
|
1210 sqft
MLS® 73572947Condominium
Turn Key Realty - Kenneth Celano
Page 1 of 3

Homes for sale in Winthrop, MA: market at a glance

As of October 18, 2026, there are 83 homes for sale in Winthrop, MA, with a median list price of $637,900. In July 2026, the median sale price for homes in Winthrop, MA was $875,000, up 31.6% from a year earlier.

Homes for sale
83
Median list price
$637,900
Median sale price (July 2026)
$875,000
Median days on market (July 2026)
21 days
  • Winthrop market report
  • Winthrop condos for sale
  • Winthrop single-family homes for sale
  • Winthrop multi-family homes for sale

Homes for sale near Winthrop

  • Revere, MA
  • Chelsea, MA
  • East Boston, MA
  • Charlestown, MA
  • Nahant, MA
  • Everett, MA
  • Boston, MA
  • Malden, MA

Common questions about Winthrop, MA real estate

How many homes are for sale in Winthrop, MA?

As of October 18, 2026, there are 83 homes for sale in Winthrop, MA, including 51 condos, 21 single-family homes and 9 multi-family homes.

What is the median home price in Winthrop, MA?

The median list price of homes for sale in Winthrop, MA is $637,900. Homes that sold in July 2026 had a median sale price of $875,000, up 31.6% from a year earlier.

How long do homes take to sell in Winthrop, MA?

Homes in Winthrop, MA that sold in July 2026 had a median of 21 days on market. Homes currently for sale show a median of about 25 days on market.

What types of homes are for sale in Winthrop, MA?

The homes for sale in Winthrop, MA include 51 condos, 21 single-family homes and 9 multi-family homes.

Brokerage Information

William Raveis

1229 Centre Street, Newton Centre, MA, USA

(617) 877-8839

Market Area Served

Newton, Brookline, Needham, Boston, Wellesley, Weston 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.

Rozita Taba

I'm Rozita Taba, a luxury real estate agent in Newton, MA, guiding sellers and buyers across Brookline, Wellesley, Weston & Boston with a Top 1% track record. Let's talk.

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