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Winthrop, MA Homes for Sale — Page 3 | Realty.com

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Homes for Sale in Winthrop, MA

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20 of 68 Listings

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20 of 68 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

14Active
$350,000
2 bd · 1 ba · 649 sqft
175 Shirley Street #5, Winthrop, MA
Tammy Merk · Real Broker MA, LLC
25Active
$629,000
2 bd · 3 ba · 1,463 sqft
21 Hutchinson St #2, Winthrop, MA
Atiyeh Cassidy · Blue Sky Realty
Price Reduced27Active
$549,000
2 bd · 2 ba · 874 sqft
12 Sewall Ave #2B, Winthrop, MA
Leighann Eruzione · Bowdoin Real Estate Partners

Price Reduced25Active
$549,999
2 bd · 2 ba · 1,203 sqft
1 Seal Harbor Rd. #615, Winthrop, MA
Kevin Chiles · Charlesgate Realty Group LLC
7Active
$219,999
1 bd · 1 ba · 350 sqft
229 Washington Ave #3a, Winthrop, MA
Marcia De Paula · REMAX Executive Realty
42Active
$765,000
4 bd · 3 ba · 1,933 sqft
546 Shirley St, Winthrop, MA
Christine D'Ambrosio · Bowdoin Real Estate Partners
41Active
$1,230,000
3 bd · 3 ba · 1,913 sqft
3 Seal Harbor Rd Unit Ph33, Winthrop, MA
Cathie Curran · Charlesgate Realty Group, llc
23Active
$975,000
3 bd · 3 ba · 2,100 sqft
200 Main St #1, Winthrop, MA
Reserve Team · Reference Real Estate
Price Reduced15Active
$499,000
2 bd · 1 ba · 928 sqft
16 Billows Street #B, Winthrop, MA
Reserve Team · Reference Real Estate
Price Reduced20Active
$499,000
1 bd · 1 ba · 974 sqft
1 Seal Harbor Rd #812, Winthrop, MA
Peggie Gilbert · Coldwell Banker Peggy Carter Team
Price Reduced31Active
$617,000
3 bd · 3 ba · 1,510 sqft
189 Shirley #2, Winthrop, MA
Doyle & Waldron Team · Coldwell Banker Realty - Easton
Price Reduced42Active
$789,900
2 bd · 2 ba · 1,674 sqft
3 Seal Harbor #336, Winthrop, MA
Cathie Curran · Charlesgate Realty Group, llc
Price Reduced42Active
$2,100,000
5 bd · 6 ba · 6,224 sqft
174 Bartlett Road, Winthrop, MA
Atiyeh Cassidy · Blue Sky Realty
Price Reduced29Active
$635,000
3 bd · 2 ba · 800 sqft
496 Winthrop St, Winthrop, MA
Angela Dello Russo · United Brokers
Price Reduced25Active
$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
$349,000
2 bd · 1 ba · 677 sqft
53 Trident Ave #301, Winthrop, MA
Amanda Woodward · Coldwell Banker Realty - Boston
Price Reduced25Active
$840,000
3 bd · 3 ba · 1,837 sqft
27 Billows St, Winthrop, MA
Reserve Team · Reference Real Estate
Price Reduced30Active
$795,999
4 bd · 2 ba · 2,000 sqft
876 Shirley Street #1, Winthrop, MA
James Iannuzzi · Amo Realty - Boston City Properties
Price Reduced21Active
$919,900
3 bd · 2 ba · 2,371 sqft
43 Loring Rd, Winthrop, MA
Jason Saphire · www.HomeZu.com
Price Reduced36Active
$659,800
3 bd · 1 ba · 1,250 sqft
51 Undine Ave, Winthrop, MA
The Caceda Team · Coldwell Banker Realty - Lynnfield

1 2 3

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: 2026-10-19 12:15:00 UTC

Winthrop housing market

September 2026 · This period is still settling

Selling at 98.3% of asking price

Buyers here are paying below asking. MLS · 17 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 25, 2026

Median sale price: $623,250$459,375–$894,425 typical range
Price per sq. ft.: $469
Sales: 10
Paid in cash: 10.0%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $620,000
Homes for sale: 68
Median days on market: 42 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 5.4%

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

By price

Homes Under $600K
Homes Under $700K
Homes Under $800K
Homes Under $900K

By bedrooms

2 Bedroom Homes

By type

Condos

Nearby areas

ZIP codes

02116 (176)
02118 (160)
02127 (158)
02135 (153)
02128 (145)
02155 (115)
02169 (111)
02130 (100)

Cities

Boston (1,886)
Newton (248)
Cambridge (208)
Brookline (185)
Somerville (179)
Quincy (168)
Brockton (132)
Lynn (127)

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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: 2026-10-19 12:15:00 UTC

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Nearby areas

ZIP codes

02116 (176)
02118 (160)
02127 (158)
02135 (153)
02128 (145)
02155 (115)
02169 (111)
02130 (100)

Cities

Boston (1,886)
Newton (248)
Cambridge (208)
Brookline (185)
Somerville (179)
Quincy (168)
Brockton (132)
Lynn (127)

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 98.3% of asking price

Buyers here are paying below asking. MLS · 17 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 25, 2026

Median sale price: $623,250$459,375–$894,425 typical range
Price per sq. ft.: $469
Sales: 10
Paid in cash: 10.0%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $620,000
Homes for sale: 68
Median days on market: 42 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 5.4%

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.