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14 Pleasant Park RoadWinthrop, MA 02152

For Sale

$724,900

Smart Buyer Rebate $1,998

WELCOME HOME to 14 Pleasant Park Road...BEEN IN THE SAME FAMILY FOR OVER 17 YEARS!!!...This BEAUTIFUL 4 BEDROOMS/ 1 FULL BATH 'GAMBREL COLONIAL STYLE HOME' is ready for new owners...1st FLOOR offers WELCOMING FOYER w/Hardwood Floors, CHERRY KITCHEN CABINETS w/GRANITE COUNTERS & GRANITE ISLAND w/Tiled Flooring & Recess Lighting, DINING ROOM w/Hardwood Floors, LIVING ROOM w/Hardwood Floors...2nd FLOOR offers 3 Good sized BEDROOMS w/Hardwood Floors, FULL TILED BATH w/Shower Stall & Separate Soaking Tub w/Tile Flooring, 2nd Floor LAUNDRY ROOM w/Hardwood Floors...3rd Floor offers BEDROOM w/ Walk-In Closet & BRAND NEW W/W CARPET...FRESH NEW PAINT THROUGHOUT...GLEAMING HARDWOOD FLOORS...BRAND NEW HOT WATER TANK (2025)...OIL HEATING SYSTEM (2006)...MASSPORT WINDOWS...VINYL SIDING...NEWER ROOF(2008)...CB ELECTRICAL...CENTRAL AIR...OFF-STREET TANDEM PARKING...WATERVIEWS & BOSTON SKYLINE VIEWS FROM TOP BEDROOM WINDOW...A PLEASURE TO SHOW!!!

Listed by Regina Paratore

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RE/MAX 360

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781-608-8040

Last updated December 09, 2025

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Source: MLSPin #73436090

Listing Facts

  • TypeSingle-family
  • NeighborhoodDowntown Winthrop
  • Bedrooms4
  • Bathrooms1
  • Days on Prevu78
  • Taxes$6,141/year
  • Size1,964 sqft
  • Price per sqft$369

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

12/05/2025
Price Decreased
$724,900
09/25/2025
Listed by RE/MAX 360
$729,900

Property Details for 14 Pleasant Park Road

Association

Amenities

  • Community Features: Public Transportation

Exterior

Construction

  • Roof: Shingle
  • Year Built: 1920
  • Year Built Details: Approximate
  • Architectural Style: Colonial
  • Construction Materials: Stone
  • Exterior Features: Porch - Enclosed

Features

  • Patio And Porch Features: Porch - Enclosed
  • Road Frontage Type: Public
  • Waterfront Features: Ocean, 1/2 To 1 Mile To Beach, Beach Ownership(Public)

Measurements

  • Building Area Total: 1,964
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.09
  • Lot Size Area: 0
  • Lot Size Square Feet: 3,778
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 1423679
  • Tax Annual Amount: $6,141.00
  • Tax Assessed Value: $595,100.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Electric Water Heater, Water Heater, Range, Dishwasher, Microwave, Refrigerator
  • Flooring: Tile, Carpet, Hardwood

Measurements

  • Living Area: 1,964
  • Living Area Source: Other

Rooms

  • Basement: Sump Pump, Unfinished
  • Bathrooms Full: 1
  • Bathrooms Total Integer: 1
  • Bedrooms Total: 4
  • Rooms Total: 7

Other

Features

  • Accessibility Features: No

Parking

Parking

  • Open Parking Spaces: 2
  • Open Parking: Yes
  • Parking Features: Paved Drive, Off Street, Tandem
  • Parking Total: 2

Schools

Elementary School

  • Elementary School: Fort Banks/Cummings

High School

  • High School: Winthrop High

Middle or Junior School

  • Middle Or Junior School: Winthrop Middle

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Electric: Circuit Breakers
  • Heating: Forced Air, Oil
  • Has Heating: Yes
  • Laundry Features: Flooring - Hardwood, Washer Hookup, Second Floor, Gas Dryer Hookup
  • Sewer: Public Sewer
  • Utilities: For Gas Range, For Gas Dryer
  • Water Source: Public

Frequently Asked Questions

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

There are 4 bedrooms and 1 bathroom in this single-family home at 14 Pleasant Park Road.

What schools are nearby to 14 Pleasant Park Road?

Nearby schools include the Fort Banks/Cummings Elementary School, Winthrop Middle, and Winthrop High.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 14 Pleasant Park Road.

What are the annual taxes for 14 Pleasant Park Road?

Annual taxes for this single-family home are estimated at $6,141.

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

According to the MLS, this listing is 1,964 sqft.

14 Pleasant Park Road is a 4-bedroom, 1-bath single-family home for sale in Winthrop MA 02152. On Prevu for 78 days at $724,900. This includes a recent price decrease of $5,000. This home features 1,964 square feet of living space, located in Downtown Winthrop. The median listing price for single-family homes in this area is $574,500. Nearby schools include Fort Banks/Cummings Elementary School, Winthrop Middle, and Winthrop High. The home offers private outdoor space, dishwasher, air conditioning, and parking. 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.