104-106 Shirley St Winthrop, MA ^$ 749,974

104-106 Shirley St

^$ 749,974

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104-106 Shirley St

Winthrop, MA, 02152

^$ 749,974

Bedrooms5 Baths2.0 Sq 2,520

Monthly Estimate*

^$ 5,180

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Multi-Family Home for sale in Winthrop, MA

for $749,974 with 5 bedrooms and 2 full baths. This 2,520 square foot home was built in 1910 on a lot size of 0.24.

Attention investors, builders, and contractors! A truly rare opportunity awaits at 104-106 Shirley Street, Winthrop. Situated on an impressive double lot spanning over 10,000 square feet, this property offers incredible upside and potential. The existing home features some fire damage, allowing buyers the flexibility to perform selective renovations, execute a partial demo, or complete a full renovation to suit their vision. Double lots of this footprint are nearly impossible to find in Winthrop, making it an ideal project for tradespeople, savvy investors and whoever looking to add substantial value. Located just minutes from beaches, shops, dining, transit, and a short commute into Boston and Logan Airport, the site and scale are exceptional. Property is being sold strictly in AS-IS, WHERE-IS condition with all faults. Seller or broker make no representations or warranties, express or implied. Buyer to perform all due diligence regarding condition, zoning, permits to able to build , and scope of work

Multi-Family Active

Price

^$ 749,974

Bedrooms

Full Bath

Property Type

Multi-Family

Taxes

^$ 5,598

Style

Multi Family

Lot Size

0.24

Year Built

1910

Town/City

Winthrop

County/Region

Suffolk

MLS | Web ID

73592145

List By

Mission Impossible Team

Listing Agent

United Brokers

Broker

Affordability Calculator

$5,646

Per Month

Monthly Principal & Interest: $5,180
Monthly Property Taxes: $467
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends

Multi-family listings in Winthrop, MA

Average List Price ^$1,109,951

Percent of Sale Price 48%

About Winthrop, MA

17,967 Population

-2% Since 2002

^$65,929 Median Income

46.08 Median Age

21% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
10/17/2026	$749,974		Listed Price

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104-106 Shirley St, Winthrop, MA, 02152 is a Multi-Family Home for sale at $749,974 with 2,520 sqft and a lot size of 0.24. 104-106 Shirley St has 5 bedrooms, 2.0 baths, and was built in 1910. The property's zip code is 02152 which is in Winthrop, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 10/19/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 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 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, or as to the accuracy of any of the Images, set forth herein.

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104-106 Shirley St

Multi-Family Home for sale in Winthrop, MA

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