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100 Sargent StreetWinthrop, MA 02152

For Sale

$1,450,000

Smart Buyer Rebate $7,250

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.

Listed by Elizabeth Ferrara

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Cottage Hill Real Estate

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781-718-7094

Last updated April 13, 2026

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Source: MLSPin #73499355

Listing Facts

  • TypeSingle-family
  • NeighborhoodCourt Park
  • Bedrooms6
  • Bathrooms6
  • Days on Prevu21
  • Taxes$13,032/year
  • Size5,278 sqft
  • Price per sqft$275

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

04/09/2026
Listed by Cottage Hill Real Estate
$1,450,000

Property Details for 100 Sargent Street

Association

Amenities

  • Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, House Of Worship, Marina, Public School, T-Station

Exterior

Construction

  • Roof: Shingle
  • Year Built: 1910
  • Year Built Details: Actual
  • Architectural Style: Other (See Remarks)
  • Construction Materials: Frame
  • Exterior Features: Porch, Pool - Inground Heated, Fenced Yard, Other

Features

  • Fencing: Fenced
  • Patio And Porch Features: Porch
  • Pool Features: Pool - Inground Heated, Indoor
  • Pool Private: Yes
  • Road Frontage Type: Public
  • Waterfront Features: Bay, Harbor, Ocean, 1/2 To 1 Mile To Beach, Beach Ownership(Public)

Measurements

  • Building Area Total: 5,278
  • Building Area Units: Square Feet
  • Lot Features: Corner Lot
  • Lot Size Acres: 0.26
  • Lot Size Area: 0
  • Lot Size Square Feet: 11,307
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 4853105
  • Tax Annual Amount: $13,032.00
  • Tax Assessed Value: $1,262,800.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Gas Water Heater, Range, Dishwasher, Refrigerator
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Hardwood
  • Interior Features: Walk-up Attic

Measurements

  • Living Area: 5,278
  • Living Area Source: Public Record

Rooms

  • Basement: Full, Partially Finished, Interior Entry
  • Bathrooms Full: 5
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 6
  • Bedrooms Total: 6
  • Rooms Total: 15

Other

Location

  • Subdivision Name: Cottage Park

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 1
  • Garage Spaces: 1
  • Garage: Yes
  • Open Parking Spaces: 7
  • Open Parking: Yes
  • Parking Features: Attached, Paved Drive, Off Street, Paved
  • Parking Total: 8

Schools

Elementary School

  • Elementary School: Atc/Fort

High School

  • High School: Whs

Middle or Junior School

  • Middle Or Junior School: Wms

Utilities

Equipment

  • Heating: Hot Water, Natural Gas
  • Has Heating: Yes
  • Laundry Features: Washer Hookup
  • Sewer: Public Sewer
  • Utilities: For Gas Range, Washer Hookup
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 6 bedrooms and 6 bathrooms in this single-family home at 100 Sargent Street.

What schools are nearby to 100 Sargent Street?

Nearby schools include the Atc/Fort Elementary School, Wms Middle School, and Whs High School.

Does this single-family home have parking?

Yes, there is 1 parking space available for 100 Sargent Street.

What are the annual taxes for 100 Sargent Street?

Annual taxes for this single-family home are estimated at $13,032.

How does 100 Sargent Street compare to other single-family homes in Court Park?

This single-family home is listed 61% above the average price for single-family homes in Court Park and has been on the market for 49 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 5,278 sqft.

100 Sargent Street is a 6-bedroom, 6-bath single-family home for sale in Winthrop MA 02152. On Prevu for 21 days at $1,450,000. This property features 5,278 square feet of living space, located in Winthrop Town. The median listing price for single-family homes in this area is $899,450. Nearby schools include Atc/Fort Elementary School, Wms Middle School, and Whs High School. The home offers private outdoor space, dishwasher, parking, and swimming pool. Browse more single-family home listings in Winthrop Town.

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.