Homes Under $500K in Winthrop, MA

Save search

3 beds New construction With a pool

Hide Map

15 Listings

Map

Homes Under $500K in Winthrop, MA

15 Listings

18

15 listings

Homes Under $500K in Winthrop, MA

Hide Map

15 Listings

Map

Homes Under $500K in Winthrop, MA

15 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

18

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Active

$499,900

1 bd · 1 ba · 623 sqft

130 Shirley Street #330, Winthrop, MA

18Active

$473,900

1 bd · 1 ba · 693 sqft

10 Somerset U.305, Winthrop, MA

19Active

$399,900

1 bd · 1 ba · 500 sqft

22 Pauline St. #3, Winthrop, MA

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

20Active

$419,900

1 bd · 1 ba · 525 sqft

22 Pauline St. #5, Winthrop, MA

14Active

$350,000

2 bd · 1 ba · 649 sqft

175 Shirley Street #5, Winthrop, MA

7Active

$219,999

1 bd · 1 ba · 350 sqft

229 Washington Ave #3a, Winthrop, MA

Price Reduced10Active

$397,900

1 bd · 1 ba · 546 sqft

10 Somerset #U304, Winthrop, MA

Price Reduced39Active

$479,900

1 bd · 1 ba · 947 sqft

1 Seal Harbor #210, Winthrop, MA

20Active

$485,000

1 bd · 2 ba · 591 sqft

600 Shirley St # 7, Winthrop, MA

Price Reduced26Active

$379,000

2 bd · 1 ba · 677 sqft

53 Trident Ave #301, Winthrop, MA

Price Reduced27Active

$495,000

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 Reduced29Active

$384,888

1 bd · 2 ba · 585 sqft

600 Shirley #4, 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: 2026-09-14 16:25:00 UTC

Winthrop housing market

August 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 11 sales · as of Aug 31, 2026

Homes on the market · MLS, as of Aug 31, 2026

Median list price: $607,500
Homes for sale: 64
Median days on market: 30 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 13, 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: 2026-09-14 16:25:00 UTC

Winthrop, MA community profile

Area: 3.2 sq. mi.

Source: HJN community data

Winthrop housing market

August 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 11 sales · as of Aug 31, 2026

Homes on the market · MLS, as of Aug 31, 2026

Median list price: $607,500
Homes for sale: 64
Median days on market: 30 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 13, 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 Aug 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 13, 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 Aug 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 13, 2026