100 Sargent Street Winthrop, MA ^$ 1,450,000

100 Sargent Street

^$ 1,450,000

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Recently Listed

100 Sargent Street

Winthrop, MA, 02152

^$ 1,450,000

Bedrooms6 Baths5.1 Sq 5,278

Monthly Estimate*

^$ 8,928

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Single Family Home for sale in Winthrop, MA

for $1,450,000 with 6 bedrooms and 5 full baths, 1 half bath. This 5,278 square foot home was built in 1910 on a lot size of 0.26.

Set on a highly desirable corner lot at Sargent & Johnson Ave, this truly one of a kind home offers exceptional space and versatility. Welcoming foyer opens to a spacious living room, while the dining room features a covered porch with ocean views perfect for enjoying sunset evenings. The first floor also includes a bedroom and full bath, plus a kitchen with direct access to the backyard and one of two driveways. Just off the kitchen, a stunning glass walled sitting room overlooks the home’s standout feature: a large 40K gallon indoor in-ground pool. Additional highlights include a generous garage with expansion potential above. Second floor offers multiple baths, including a primary suite with private bath. The third floor functions well as an in-law suite with its own bedroom, full bath, and living area. Previously operated as a successful legal bed and breakfast, this property presents endless possibilities. Updates include roof 2023, newer pool liner. Perfect opportunity for ADU.

Single Family Active

Price

^$ 1,450,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 13,032

Style

Lot Size

0.26

Year Built

1910

Town/City

Winthrop

County/Region

Suffolk

MLS | Web ID

73499355

List By

Elizabeth Ferrara

Listing Agent

Cottage Hill Real Estate

Broker

Affordability Calculator

$10,014

Per Month

Monthly Principal & Interest: $8,928
Monthly Property Taxes: $1,086
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% 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

Single family listings in Winthrop, MA

Average List Price ^$928,133

Percent of Sale Price 36%

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
4/9/2026	$1,450,000		Listed Price

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100 Sargent Street, Winthrop, MA, 02152 is a Single Family Home for sale at $1,450,000 with 5,278 sqft and a lot size of 0.26. 100 Sargent Street has 6 bedrooms, 5.1 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 6.25% 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 4/13/2026.

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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100 Sargent Street

Single Family Home for sale in Winthrop, MA

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