2 Bedroom Homes in Winthrop, MA

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24 of 25 Listings

Map

24 of 25 Listings

25 listings

2 Bedroom Homes in Winthrop, MA

Show Map

24 of 25 Listings

Map

2 Bedroom Homes in Winthrop, MA

24 of 25 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Open house Sat, Oct 3 · 9:30 AM

27

Active

$349,900

2 bd · 1 ba · 811 sqft

900 Governors Dr #37, Winthrop, MA

Brandon Dervishian · Lyv Realty

Open house Sat, Oct 3 · 11:30 AM37Active

$574,995

2 bd · 1 ba · 1,614 sqft

54 Trident Ave #54, Winthrop, MA

Candice Pagliarulo Hodgson · Lyv Realty

Open house Sat, Oct 3 · 11:30 AM29Active

$637,900

2 bd · 2 ba · 1,233 sqft

10 Somerset #307, Winthrop, MA

Charlesgate New Development Team · Charlesgate Realty Group, llc

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Open house Sat, Oct 3 · 3:00 PM25Active

$459,900

2 bd · 1 ba · 805 sqft

43 Sagamore Ave #1, Winthrop, MA

Katelyn E. Sullivan · Coldwell Banker Realty - Boston

Open house Sat, Oct 3 · 10:00 AM24Active

$699,900

2 bd · 2 ba · 1,113 sqft

130 Shirley Street #250, Winthrop, MA

Kovacs Team · Compass

14Active

$815,000

2 bd · 3 ba · 1,665 sqft

1001 Shirley St #4, Winthrop, MA

Vincenzo Caraglia · Sciaraffa Real Estate, LLC

Open house Sat, Oct 3 · 10:00 AM18Active

$549,900

2 bd · 1 ba · 782 sqft

130 Shirley Street #220, Winthrop, MA

Kovacs Team · Compass

16Active

$965,000

2 bd · 3 ba · 1,978 sqft

1001 Shirley St #1, Winthrop, MA

Vincenzo Caraglia · Sciaraffa Real Estate, LLC

Open house Sat, Oct 3 · 10:30 AM17Active

$475,000

2 bd · 2 ba · 903 sqft

34 Underhill Street #4, Winthrop, MA

Reserve Team · Reference Real Estate

Open house Sun, Oct 4 · 11:00 AM28Active

$699,999

2 bd · 2 ba · 1,417 sqft

1 Seal Harbor #916, Winthrop, MA

Price ReducedOpen house Sat, Oct 3 · 1:00 PM21Active

$575,000

2 bd · 2 ba · 912 sqft

194 Washington Ave #2, Winthrop, MA

Ella Goren · Sunrise Realty & Investment LLC

Price ReducedOpen house Sun, Oct 4 · 11:00 AM29Active

$679,000

2 bd · 2 ba · 1,192 sqft

550 Pleasant St #201, Winthrop, MA

John Young · Ledge & Young Real Estate

Price ReducedOpen house Sat, Oct 3 · 1:00 PM18Active

$540,000

2 bd · 2 ba · 756 sqft

194 Washington Ave #4, Winthrop, MA

Ella Goren · Sunrise Realty & Investment LLC

Open house Sun, Oct 4 · 11:00 AM32Active

$524,900

2 bd · 3 ba · 1,210 sqft

15 Ocean Ave #203, Winthrop, MA

Open house Sun, Oct 4 · 1:00 PM18Active

$549,900

2 bd · 2 ba · 969 sqft

35 Somerset Ave #3a, Winthrop, MA

Mark Savage · Byrnes Real Estate Group LLC

22Active

$865,000

2 bd · 3 ba · 1,806 sqft

1001 Shirley St #2, Winthrop, MA

Price Reduced40Active

$549,999

2 bd · 2 ba · 1,205 sqft

1 Seal Harbor Rd #413, Winthrop, MA

25Active

$629,000

2 bd · 3 ba · 1,463 sqft

21 Hutchinson St #2, Winthrop, MA

14Active

$350,000

2 bd · 1 ba · 649 sqft

175 Shirley Street #5, Winthrop, MA

Price Reduced27Active

$549,000

2 bd · 2 ba · 874 sqft

12 Sewall Ave #2B, Winthrop, MA

Price ReducedOpen house Sun, Oct 4 · 11:00 AM15Active

$499,000

2 bd · 1 ba · 928 sqft

16 Billows Street #B, Winthrop, MA

Reserve Team · Reference Real Estate

42Active

$859,900

2 bd · 2 ba · 1,674 sqft

3 Seal Harbor #336, Winthrop, MA

Price ReducedOpen house Sat, Oct 3 · 11:00 AM25Active

$615,000

2 bd · 2 ba · 1,203 sqft

1 Seal Harbor Rd #815, Winthrop, MA

Peggie Gilbert · Coldwell Banker Peggy Carter Team

Price Reduced26Active

$365,000

2 bd · 1 ba · 677 sqft

53 Trident Ave #301, Winthrop, MA

Amanda Woodward · Coldwell Banker Realty - Boston

Listing data & MLS disclosures

MLS Property Information Network (MLS PIN): The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-10-02 19:31:00 UTC

Winthrop housing market

September 2026 · This period is still settling

Selling at 98.2% of asking price

Buyers here are paying below asking. MLS · 16 sales · as of Sep 25, 2026

Homes on the market · MLS, as of Sep 25, 2026–Sep 27, 2026

Median list price: $620,000
Homes for sale: 68
Median days on market: 47 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 10, 2026

Median home size: 1,880 sq. ft.

Winthrop, MA community profile

Area: 3.2 sq. mi.

Source: HJN community data

Explore Winthrop homes

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Listing data & MLS disclosures

MLS Property Information Network (MLS PIN): The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-10-02 19:31:00 UTC

Winthrop, MA community profile

Area: 3.2 sq. mi.

Source: HJN community data

Winthrop housing market

September 2026 · This period is still settling

Selling at 98.2% of asking price

Buyers here are paying below asking. MLS · 16 sales · as of Sep 25, 2026

Homes on the market · MLS, as of Sep 25, 2026–Sep 27, 2026

Median list price: $620,000
Homes for sale: 68
Median days on market: 47 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 10, 2026

Median home size: 1,880 sq. ft.

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Winthrop housing market

Homes on the market · MLS, as of Sep 25, 2026–Sep 27, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 10, 2026

Winthrop, MA community profile

Explore Winthrop homes

Your local brokerage

Listing data & MLS disclosures

Winthrop, MA community profile

Winthrop housing market

Homes on the market · MLS, as of Sep 25, 2026–Sep 27, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 10, 2026