217 Pleasant Street Winthrop, MA ^$ 947,900

217 Pleasant Street

^$ 947,900

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217 Pleasant Street

Winthrop, MA, 02152

^$ 947,900

Bedrooms6 Baths2.1 Sq 2,650

Monthly Estimate*

^$ 6,547

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Single Family Home for sale in Winthrop, MA

for $947,900 with 6 bedrooms and 2 full baths, 1 half bath. This 2,650 square foot home was built in 1896 on a lot size of 0.14.

At this attractive new price, this is more than just a home, it’s a chance to embrace the coastal lifestyle that makes Winthrop so special! Just moments from the beach, this beautifully updated 6-bedroom Colonial offers the rare combination of timeless character, modern comfort, and a lot of room for everyone. Featuring over 2,600 square feet of living space (plus additional 600+ sq ft in finished basement) gleaming hardwood floors, fireplaces, a partially finished lower level, and a very welcoming front porch, every space invites you to relax, gather, and create lasting memories. Extensive upgrades, including updated electrical, plumbing, heating, central A/C and very efficient mini spit system. Outside, enjoy a good sized, fenced backyard, large 2-car detached garage, and plenty of off-street parking. At this price, opportunities like this are hard to find in this section of Winthrop! Come experience the charm, space, and value for yourself! Very easy to view! Book your appointment now before it is too late!

Single Family Active

Price

^$ 947,900

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 9,003

Style

Colonial

Lot Size

0.14

Year Built

1896

Town/City

Winthrop

County/Region

Suffolk

MLS | Web ID

73567723

List By

Louis Bonavita

Listing Agent

Benton Real Estate Company

Broker

Affordability Calculator

$7,297

Per Month

Monthly Principal & Interest: $6,547
Monthly Property Taxes: $750
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

Single family listings in Winthrop, MA

Average List Price ^$877,624

Percent of Sale Price 7%

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
10/7/2026	$947,900	-0.21%	Price Down
9/29/2026	$949,900	-3.06%	Price Down
9/11/2026	$979,900	-1.90%	Price Down
8/25/2026	$998,900		Listed Price

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217 Pleasant Street, Winthrop, MA, 02152 is a Single Family Home for sale at $947,900 with 2,650 sqft and a lot size of 0.14. 217 Pleasant Street has 6 bedrooms, 2.1 baths, and was built in 1896. 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 10/18/2026.

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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217 Pleasant Street

Single Family Home for sale in Winthrop, MA

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