100 Sargent St

Winthrop, MA 02152

$1,450,000
Price
6
Beds
5,278 Sq. Ft.
$275 / Sq. Ft.
5,278
Sq. Ft.
$275
per Sq. Ft.
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Description

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...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.
  1. Listed by Elizabeth Ferrara • Cottage Hill Real Estate

Property Details for 100 Sargent Street

Town
Winthrop
MLS Area
Cottage Park
Area
MA-Winthrop-Cottage Park, MA-Winthrop
Architectural Style
Other (See Remarks)
Style
Other (See Remarks)
Garage Spaces
1
Open Parking Spaces
7.00
Parking Spaces Total
8
LISTING UPDATED: 04/13/2026 03:08 AM

Property Details for 100 Sargent Street

StatusActive
MLS #73499355
Days on Market5
Taxes$13,032 / year
HOA Fees-
Property TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1910
CountySuffolk County
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Location

Listing Courtesy of Cottage Hill Real Estate, Elizabeth Ferrara
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Building Information for 100 Sargent Street

Stories-Year Built1910Building Size-Lot Size0.26 AC / 11,307 SF

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$8,388 per month

30 year fixed, 6.46% Interest

Principal and Interest

$7,302

Property Taxes

$1,086

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 100 Sargent Street

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Tennis Court, Park, Walk/Jog Trails, Golf Course, Medical Facility, Laundromat, Bike Path, Conservation Area, House of Worship, Marina, Public School, T-Station
  • Living Area: 5278.0
  • Color: White
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: Yes
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Atc/Fort
  • High School: Whs
  • Middle School: Wms
  • Neighborhood: Cottage Park
Features
Interior Features
  • Appliances: Gas Water Heater, Range, Dishwasher, Refrigerator
  • Basement Features: Full, Partially Finished, Interior Access
  • Num of Baths: 6.0
  • Num of Full Baths: 5
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 5.50
  • Bathrooms Total Integer: 6
  • FireplaceYN: Yes
  • Fireplaces: 2
  • Flooring: Hardwood
  • Interior Features: Walk-up Attic
  • Interior Features: Indoor Pool
  • Laundry Features: Washer Hookup
  • Primary Bath: Yes
  • SpaYN: No
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch, Pool - Inground Heated, Fenced Yard, Other (See Remarks)
  • Exterior Features: Fenced Yard, Pool - Inground Heated, Other (See Remarks), Porch
  • Fencing: Fenced
  • Lot Description: Corner Lot
  • Patio And Porch Features: Porch
  • Pool Features: Pool - Inground Heated, Indoor
  • Pool Private: Yes
  • Roof Material: Shingle
  • Waterfront Features: Bay, Harbor, Ocean, 1/2 to 1 Mile To Beach, Beach Ownership(Public)
  • Waterview Features: Bay
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 1.00
  • Garage: Yes
  • Garage Parking: Attached, Paved Drive, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Paved Drive, Off-Street, Paved Driveway
  • Parking Features: Off-Street, Paved Driveway
Utilities
  • Cooling: None
  • Cooling: No
  • Heating: Hot Water, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range, Washer Hookup
  • Water: Public
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Disclosures: Sale contingent on seller finding suitable housing.
Tax Information
  • Tax ID: 4853105
  • Assessments: $1,262,800
  • Book: 21381
  • Tax Year: 2026
  • Zoning: res
Building / Association Information
Living Characteristics
  • Beds Total: 6
Other Building Characteristics
  • Foundation: Other
Complex & Association Information
  • Adult Community: No

Property History for 100 Sargent Street

DateEvent & SourcePriceAppreciation
Apr 9, 2026

Listed (Active)

MLS PIN #73499355

$1,450,000—
May 5, 1997

Sold (Public Record)

Public Record #88630233

$250,000—
May 5, 1997

Sold

MLS PIN #50346476

$250,000—
Nov 13, 1996

Contingent

MLS PIN #50346476

—
Sep 3, 1996

Listed (Active)

MLS PIN #50346476

$295,000—
DateEvent & SourcePrice
04/09/2026

Listed (Active)

MLS PIN #73499355

$1,450,000
05/05/1997

Sold (Public Record)

Public Record #88630233

$250,000
05/05/1997

Sold

MLS PIN #50346476

$250,000
11/13/1996

Contingent

MLS PIN #50346476

—
09/03/1996

Listed (Active)

MLS PIN #50346476

$295,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 100 Sargent Street

Taxable ValueLand$485,600Additions$777,200Total$1,262,800
Tax Record2025$13,032 ($1,086 / month)
Home Facts
Beds7Baths5.5Total Finished SqFt5,278 SqFtAbove Grade Finished SqFt5,278 SqFtStories2Lot Size11,307 SqFtStyleSingle Family ResidenceYear Built1910CountySUFFOLKAPNWINT M:021 L:016

Schools near 100 Sargent Street

This home is within Winthrop School District.
Rating
School
Type
Grades
Distance
William P. Gorman/Fort Banks Elementary School
Public - PK to 2
Arthur T. Cummings Elementary School
Public - 3 to 5
Winthrop Middle School
Public - 6 to 8
Winthrop Sr High School
Public - 9 to 12
Rating
School
Distance
William P. Gorman/Fort Banks Elementary School
PublicPK to 2

Arthur T. Cummings Elementary School
Public3 to 5

Winthrop Middle School
Public6 to 8

Winthrop Sr High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 100 Sargent Street, Winthrop, MA 02152

100 Sargent Street is a single family home for sale in Winthrop, MA 02152. This property was listed for sale on April 9, 2026 by Cottage Hill Real Estate, it's currently listed at $1,450,000. It has been on the market for a total of 5 days and was last sold on May 5, 1997. This listing's school district is Winthrop School District. Nearby schools include William P. Gorman/Fort Banks Elementary School, Arthur T. Cummings Elementary School and Winthrop Middle School. 100 Sargent Street is a 6-bed, 6-bath, 5,278 sqft single family home built in 1910.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Cottage Hill Real Estate, Elizabeth Ferrara

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.