2 Bedroom Homes in Winthrop, MA

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3 beds New construction With a pool

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20 Listings

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2 Bedroom Homes in Winthrop, MA

20 Listings

22

20 listings

2 Bedroom Homes in Winthrop, MA

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20 Listings

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2 Bedroom Homes in Winthrop, MA

20 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

22

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Active

$865,000

2 bd · 3 ba · 1,806 sqft

1001 Shirley St #2, Winthrop, MA

36Active

$479,900

2 bd · 1 ba · 1,056 sqft

2 Edgar Terrace #3, Winthrop, MA

Price Reduced18Active

$549,999

2 bd · 2 ba · 1,205 sqft

1 Seal Harbor Rd #413, Winthrop, MA

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

24Active

$629,000

2 bd · 3 ba · 1,463 sqft

21 Hutchinson St #2, Winthrop, MA

13Active

$350,000

2 bd · 1 ba · 649 sqft

175 Shirley Street #5, Winthrop, MA

27Active

$555,000

2 bd · 2 ba · 874 sqft

12 Sewall Ave #2B, Winthrop, MA

21Active

$459,900

2 bd · 1 ba · 1,153 sqft

92 Lincoln Street #2, Winthrop, MA

36Active

$599,999

2 bd · 2 ba · 1,203 sqft

1 Seal Harbor Rd. #615, Winthrop, MA

15Active

$549,000

2 bd · 1 ba · 928 sqft

16 Billows Street #B, Winthrop, MA

42Active

$859,900

2 bd · 2 ba · 1,674 sqft

3 Seal Harbor #336, Winthrop, MA

Price Reduced17Active

$449,900

2 bd · 2 ba · 879 sqft

34R Underhill St #3, Winthrop, MA

24Active

$725,000

2 bd · 2 ba · 1,113 sqft

140 Shirley Street #250, Winthrop, MA

24Active

$589,900

2 bd · 1 ba · 782 sqft

140 Shirley Street #220, Winthrop, MA

Price Reduced24Active

$615,000

2 bd · 2 ba · 1,203 sqft

1 Seal Harbor Rd #815, Winthrop, MA

Price Reduced28Active

$499,000

2 bd · 1 ba · 1,006 sqft

52 Trident Ave #52, Winthrop, MA

Price Reduced17Active

$399,900

2 bd · 1 ba · 664 sqft

53 Trident # 303, Winthrop, MA

3Active

$340,000

2 bd · 1 ba · 772 sqft

800 Governors Dr #6, Winthrop, MA

Price Reduced21Active

$485,000

2 bd · 1 ba · 913 sqft

43 Sagamore Ave #1a, Winthrop, MA

Price Reduced33Active

$595,000

2 bd · 2 ba · 1,141 sqft

142 Pleasant Street #12, Winthrop, MA

Price Reduced42Active

$639,000

2 bd · 2 ba · 1,302 sqft

3 Seal Harbor Road #342, Winthrop, MA

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: 2026-09-02 07:06:00 UTC

Winthrop housing market

July 2026

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 10 sales · as of Jul 31, 2026

Homes that sold · County records, as of Jul 31, 2026

Median sale price: $725,000$467,500–$947,000 typical range
Price per sq. ft.: $372
Sales: 15
Paid in cash: 26.7%

Homes on the market · MLS, as of Jul 21, 2026–Jul 31, 2026

Median list price: $649,000

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: 2026-09-02 07:06:00 UTC

Winthrop, MA community profile

Area: 3.2 sq. mi.

Source: HJN community data

Winthrop housing market

July 2026

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 10 sales · as of Jul 31, 2026

Homes that sold · County records, as of Jul 31, 2026

Median sale price: $725,000$467,500–$947,000 typical range
Price per sq. ft.: $372
Sales: 15
Paid in cash: 26.7%

Homes on the market · MLS, as of Jul 21, 2026–Jul 31, 2026

Median list price: $649,000

Homes for sale

60

Median days on market

24 days

Price trend · Assessor repeat sales, as of Jul 31, 2026

Year-over-year: -14.6%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 14, 2026

Median home size: 1,715 sq. ft.

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 that sold · County records, as of Jul 31, 2026

Homes on the market · MLS, as of Jul 21, 2026–Jul 31, 2026

Winthrop, MA community profile

Explore Winthrop homes

Your local brokerage

Listing data & MLS disclosures

Winthrop, MA community profile

Winthrop housing market

Homes that sold · County records, as of Jul 31, 2026

Homes on the market · MLS, as of Jul 21, 2026–Jul 31, 2026

Price trend · Assessor repeat sales, as of Jul 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 14, 2026