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80+ Homes for Sale in Winthrop, MA

85 results

Property at 189 Shirley St #1, Winthrop, MA 02152
1 / 35
Active
Price

$723,999

189 Shirley St #1, Winthrop, MA 02152

3 bds
|
2.5 ba
|
1800 sqft
MLS® 73566786Condominium
Provided by MLS PIN
Property at 175 Shirley Street #5, Winthrop, MA 02152
1 / 14
Active
Price

$335,000

175 Shirley Street #5, Winthrop, MA 02152

2 bds
|
1 ba
|
649 sqft
MLS® 73563869Condominium
Provided by MLS PIN
Property at 1 Seal Harbor Rd #413, Winthrop, MA 02152
1 / 40
Active
Price

$529,999

1 Seal Harbor Rd #413, Winthrop, MA 02152

2 bds
|
2 ba
|
1205 sqft
MLS® 73564816Condominium
Provided by MLS PIN
Property at 189 Shirley #2, Winthrop, MA 02152
1 / 31
Active
Price

$609,000

189 Shirley #2, Winthrop, MA 02152

3 bds
|
2.5 ba
|
1510 sqft
MLS® 73556640Condominium
Coldwell Banker Realty - Easton - Doyle & Waldron Team
Property at 54 Trident Ave #54, Winthrop, MA 02152
1 / 35
Active
Price

$549,995

54 Trident Ave #54, Winthrop, MA 02152

2 bds
|
1 ba
|
1614 sqft
MLS® 73585000Condominium
Lyv Realty - Candice Pagliarulo Hodgson

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Property at 50-52 Bowdoin St, Winthrop, MA 02152
1 / 31
Active
New

$849,000

50-52 Bowdoin St, Winthrop, MA 02152

6 bds
|
2 ba
|
1920 sqft
MLS® 735953332 Family - 2 Units Up/Down
Coldwell Banker Realty - Boston - Mac Chinsomboon
Property at 217 Pleasant Street, Winthrop, MA 02152
1 / 20
Active
Price

$947,900

217 Pleasant Street, Winthrop, MA 02152

6 bds
|
2.5 ba
|
2650 sqft
MLS® 73567723Single Family Residence
Benton Real Estate Company - Louis Bonavita
Property at 43 Dolphin Ave, Winthrop, MA 02152
1 / 39
Active Under Contract

$799,900

43 Dolphin Ave, Winthrop, MA 02152

5 bds
|
2.5 ba
|
2437 sqft
MLS® 73587974Single Family Residence
Redfin Corp. - Patricia Nunez
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 28 Thornton Park #B, Winthrop, MA 02152
1 / 23
Active

$949,000

28 Thornton Park #B, Winthrop, MA 02152

3 bds
|
3.5 ba
|
2000 sqft
MLS® 73594122Condominium
Core Real Estate - Faina Snitkovsky
Property at 173-175 Shirley St #6, Winthrop, MA 02152
1 / 21
Active

$519,000

173-175 Shirley St #6, Winthrop, MA 02152

3 bds
|
2 ba
|
1256 sqft
MLS® 73594243Condominium
Reference Real Estate - Reserve Team
Property at 316 Bowdoin St, Winthrop, MA 02152
1 / 29
Active

$979,000

316 Bowdoin St, Winthrop, MA 02152

4 bds
|
2.5 ba
|
2666 sqft
MLS® 73593881Single Family Residence
Venture - Jay Karuna Ratne
Property at 23 Sagamore, Winthrop, MA 02152
1 / 31
Active

$839,000

23 Sagamore, Winthrop, MA 02152

4 bds
|
3 ba
|
2204 sqft
MLS® 73594196Single Family Residence
Cottage Hill Real Estate - Elizabeth Ferrara
Property at Lot 190 Otis Street, Winthrop, MA 02152
1 / 8
Active

$379,000

Lot 190 Otis Street, Winthrop, MA 02152

0 bds
|
0 ba
|
-- sqft
MLS® 73594294Residential
Reference Real Estate - Reserve Team
Property at 119 Washington Ave, Winthrop, MA 02152
1 / 27
Coming Soon

$1,995,000

119 Washington Ave, Winthrop, MA 02152

5 bds
|
3.5 ba
|
3686 sqft
MLS® 73594447Single Family Residence
Aikenhead Real Estate, Inc. - Nellie Aikenhead
Property at 84 Tafts Ave., Winthrop, MA 02152
1 / 40
Active
Price

$629,000

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 5 Oceanview St, Winthrop, MA 02152
1 / 17
Active
Price

$690,000

5 Oceanview St, Winthrop, MA 02152

3 bds
|
2.5 ba
|
1500 sqft
MLS® 73503432Single Family Residence
Mariano Smith & Co. - Nezihe Hewson
Property at 900 Governors Dr #37, Winthrop, MA 02152
1 / 30
Active
Price

$339,900

900 Governors Dr #37, Winthrop, MA 02152

2 bds
|
1 ba
|
811 sqft
MLS® 73584904Condominium
Lyv Realty - Brandon Dervishian
Property at 16 Loring Rd., Winthrop, MA 02152
1 / 10
Active Under Contract

$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 15 Ocean Ave #203, Winthrop, MA 02152
1 / 33
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
Property at 44 Bowdoin Street, Winthrop, MA 02152
1 / 41
Active

$989,000

44 Bowdoin Street, Winthrop, MA 02152

3 bds
|
3.5 ba
|
2180 sqft
MLS® 73592852Single Family Residence
Bowdoin Real Estate Partners - Jenny Golic
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 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
Provided by MLS PIN
Property at 15 Ocean #206, Winthrop, MA 02152
1 / 28
Active

$540,000

15 Ocean #206, Winthrop, MA 02152

2 bds
|
2 ba
|
1295 sqft
MLS® 73586927Condominium
Better Homes and Gardens Real Estate - The Shanahan Group - Renee Spaulding
Property at 1001 Shirley St #1, Winthrop, MA 02152
1 / 16
Active

$965,000

1001 Shirley St #1, Winthrop, MA 02152

2 bds
|
2.5 ba
|
1978 sqft
MLS® 73579972Condominium
Sciaraffa Real Estate, LLC - Vincenzo Caraglia
Property at 1001 Shirley St #4, Winthrop, MA 02152
1 / 14
Active

$815,000

1001 Shirley St #4, Winthrop, MA 02152

2 bds
|
2.5 ba
|
1665 sqft
MLS® 73579968Condominium
Sciaraffa Real Estate, LLC - Vincenzo Caraglia
Property at 800 Governors Dr #6, Winthrop, MA 02152
1 / 21
Active

$339,999

800 Governors Dr #6, Winthrop, MA 02152

2 bds
|
1 ba
|
772 sqft
MLS® 73592520Condominium
Coldwell Banker Realty - Beverly - Fiorella Marte
Property at 876 Shirley Street #1, Winthrop, MA 02152
1 / 30
Active
Price

$795,999

876 Shirley Street #1, Winthrop, MA 02152

4 bds
|
1.5 ba
|
2000 sqft
MLS® 73517107Condominium
Amo Realty - Boston City Properties - James Iannuzzi
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 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
Page 1 of 3

Brokerage Information

Compass

1330 Boylston Street, Chestnut Hill, MA, 02467

(917) 952-9966

Market Area Served

Needham, Weston, Natick, Brookline, Newton, Wellesley, Dover 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.

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The Samantha Eisenberg Group

We're The Samantha Eisenberg Group at Compass, helping buyers and sellers in Needham, Newton and Wellesley with a lawyer-led negotiating edge. Let's talk.

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    1330 Boylston Street

    Chestnut Hill, MA 02467

    (917) 952-9966

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

As of October 27, 2026, there are 85 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
85
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 27, 2026, there are 85 homes for sale in Winthrop, MA, including 50 condos, 23 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 31 days on market.

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

The homes for sale in Winthrop, MA include 50 condos, 23 single-family homes and 9 multi-family homes.