566 Shirley St Winthrop, MA ^$ 2,250,000

566 Shirley St

^$ 2,250,000

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566 Shirley St

Winthrop, MA, 02152

^$ 2,250,000

Bedrooms16 Baths6.0 Sq 5,553

Monthly Estimate*

^$ 14,207

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Multi-Family Home for sale in Winthrop, MA

for $2,250,000 with 16 bedrooms and 6 full baths. This 5,553 square foot home was built in 1900 on a lot size of 0.09.

566 Shirley St contains six (6) units, consisting of two (2), 2-Bedroom/1-Bathroom units and four (4), 3-Bedroom/1-Bathroom units with 5,553 square feet of living area in 7,968 square feet of total gross area on a 0.09-acre corner parcel. The Property is across the street from the Crystal Cove Marina and is 1,000 feet from Winthrop Beach and the shores of the Atlantic Ocean. The Property has been well maintained and features all new common area lighting and carpeting, the foundation (interior and exterior) has been repointed. The Property has new blown-in insulation, and the rear deck system has been updated with refinished decks and new railings. The Property also has a new 11-camera security system and credit card operated washers and dryers. Two of the units have been fully renovated and two units have renovated bathrooms. The Property is separately metered for a mix of gas & electric powered heat & hot water, as well as electrictity. The Landlord provides town water & sewer.

Multi-Family Active

Price

^$ 2,250,000

Bedrooms

Full Bath

Property Type

Multi-Family

Taxes

^$ 16,964

Style

5-9 Family

Lot Size

0.09

Year Built

1900

Town/City

Winthrop

County/Region

Suffolk

MLS | Web ID

73554183

List By

Stephen Girolamo

Listing Agent

Horvath & Tremblay

Broker

Affordability Calculator

$15,620

Per Month

Monthly Principal & Interest: $14,207
Monthly Property Taxes: $1,414
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.49% 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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Trends

Multi-family listings in Winthrop, MA

Average List Price ^$1,544,806

Percent of Sale Price 31%

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.

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Pricing History

Date	Price	Price Change	Description
7/23/2026	$2,250,000		Listed Price

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566 Shirley St, Winthrop, MA, 02152 is a Multi-Family Home for sale at $2,250,000 with 5,553 sqft and a lot size of 0.09. 566 Shirley St has 16 bedrooms, 6.0 baths, and was built in 1900. 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 6.49% 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 7/26/2026.

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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566 Shirley St

Multi-Family Home for sale in Winthrop, MA

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