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217 Pleasant StreetWinthrop, MA 02152

For Sale

$979,900

Smart Buyer Rebate $4,900

A fantastic value for this home. It’s an opportunity to make it your own, and enjoy the quaint town of Winthrop by the sea. Spacious and beautifully updated, 6-bedroom, 2.5-bath home with the perfect blend of classic character & modern efficiency, all located in the wonderful seaside community of Winthrop by the Sea. Featuring gleaming hardwood floors throughout, newer windows 2 fireplaces giving warmth & charm to the living spaces. Extensive updates include all new mechanical systems including elec. wiring, FWA furnace, cent A/C, on-demand HW, mini-split heat pump/AC units, plumbing lighting, all providing peace of mind for years to come. Generous space, new paint & plaster finishes, & a beautifully finished basement for extra-living space, or entertainment. Kitchen has S.S. appliances and convenient 1st fl stacked washer & dryer. Outside large welcoming porch, groomed backyard, newer asphalt driveway, & an updated 2-car garage w/new overhead doors. Energy conscious buyers can assume the term note solar panels.

Last updated September 14, 2026

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Source: MLSPin #73567723

Listing Facts

  • TypeSingle-family
  • NeighborhoodDowntown Winthrop
  • Bedrooms6
  • Bathrooms3
  • Days on Prevu21
  • Taxes$9,003/year
  • Size3,263 sqft
  • Price per sqft$300

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

09/11/2026
Price Decreased
$979,900
08/25/2026
Listed by
$998,900
  1. 09/11/2026$979,900
    Price Decreased
  2. 08/25/2026$998,900
    Listed by

Property Details for 217 Pleasant Street

Association

Amenities

  • Community Features: Park, Golf

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows
  • Year Built: 1896
  • Year Built Details: Actual,Renovated Since
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Rain Gutters

Features

  • Fencing: Fenced
  • Patio And Porch Features: Porch
  • Waterfront Features: Ocean Front

Measurements

  • Building Area Total: 3,263
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.14
  • Lot Size Area: 0
  • Lot Size Square Feet: 6,210
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 1421640
  • Tax Annual Amount: $9,003.00
  • Tax Assessed Value: $808,200.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Gas Water Heater, Tankless Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Plumbed For Ice Maker
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Wood

Measurements

  • Living Area: 3,263
  • Living Area Source: Public Records

Rooms

  • Basement: Partially Finished, Concrete
  • Has Basement: Yes
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 6
  • Rooms Total: 10

Other

General

  • Exclusions: Custom Art-Work In Living Room.

Parking

Parking

  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 5
  • Open Parking: Yes
  • Parking Features: Paved, Detached, Off Street, Driveway
  • Parking Total: 7

Utilities

Equipment

  • Cooling: Central Air, Heat Pump, Zoned
  • Has Cooling: Yes
  • Electric: 220 Volts, Circuit Breakers
  • Heating: Active Solar, Heat Pump, Central, Forced Air, Electric, Zoned
  • Has Heating: Yes
  • Laundry Features: Electric Dryer Hookup, Washer Hookup
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

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

There are 6 bedrooms and 3 bathrooms in this single-family home at 217 Pleasant Street.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 217 Pleasant Street.

What are the annual taxes for 217 Pleasant Street?

Annual taxes for this single-family home are estimated at $9,003.

How does 217 Pleasant Street compare to other single-family homes in Downtown Winthrop?

This single-family home is listed 8% below the average price for single-family homes in Downtown Winthrop and has been on the market for 33 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 3,263 sqft.

217 Pleasant Street is a 6-bedroom, 3-bath single-family home for sale in Winthrop MA 02152. On Prevu for 21 days at $979,900. This includes a recent price decrease of $19,000. This property features 3,263 square feet of living space, located in Downtown Winthrop. The median listing price for single-family homes in this area is $800,000. Additional amenities include private outdoor space, dishwasher, air conditioning, parking, and washer/dryer. View other 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.