14 Pleasant Park Rd

$724,900
Price
4
Beds
1,964 Sq. Ft.
$369 / Sq. Ft.
1,964
Sq. Ft.
$369
per Sq. Ft.

Description

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...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!
  1. Listed by Regina Paratore • RE/MAX 360

Property Details for 14 Pleasant Park Road

Town
Winthrop
Area
MA-Winthrop
Architectural Style
Colonial
Style
Colonial
Garage Spaces
0
Parking Spaces
2.00
Parking Spaces Total
2
LISTING UPDATED: 12/18/2025 10:22 AM

Property Details for 14 Pleasant Park Road

StatusActive
MLS #73436090
Days on Market90
Taxes$6,141 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1920
CountySuffolk County

Location

Listing Courtesy of RE/MAX 360, Regina Paratore
Add your commute

Building Information for 14 Pleasant Park Road

Stories-Year Built1920Building Size-Lot Size0.09 AC / 3,778 SF

Payment Calculator

$4,094 per month

30 year fixed, 6.28% Interest

Principal and Interest

$3,582

Property Taxes

$512

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 14 Pleasant Park Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation
  • Living Area: 1964.0
  • Color: Tan
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: Yes
  • Year Built Details: Approximate
  • Year Built Source: Public Records
Location/School
  • Grade School: Fort Banks/Cummings
  • High School: Winthrop High
  • Middle School: Winthrop Middle
Features
Interior Features
  • Appliances: Electric Water Heater, Water Heater, Range, Dishwasher, Microwave, Refrigerator
  • Basement Features: Sump Pump, Unfinished Basement
  • Num of Baths: 1.0
  • Num of Full Baths: 1
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 1.00
  • Bathrooms Total Integer: 1
  • FireplaceYN: No
  • Fireplaces: 0
  • Flooring: Tile, Carpet, Hardwood
  • Laundry Features: Flooring - Hardwood, Washer Hookup, Second Floor, Gas Dryer Hookup
  • Primary Bath: No
  • SpaYN: No
Exterior Features
  • Construction: Stone
  • Exterior Features: Porch - Enclosed
  • Patio And Porch Features: Porch - Enclosed
  • Roof Material: Shingle
  • Waterfront Features: Ocean, 1/2 to 1 Mile To Beach, Beach Ownership(Public)
  • Waterview Features: Harbor, Ocean
Parking Features
  • Covered Spaces: .00
  • Garage: No
  • Garage Parking: Paved Drive, Off-Street, Tandem
  • Open Parking: Yes
  • Parking Features: Paved Drive, Off-Street, Tandem
  • Parking Features: Off-Street, Tandem
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: Circuit Breakers
  • Heating: Forced Air, Oil
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range, for Gas Dryer
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 132.0
  • Room Primary Bedroom Features: Closet,Flooring - Hardwood
  • Room Primary Bedroom Length: 11.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 12.0
Bedroom 2
  • Bedroom2 Area: 156.0
  • Bedroom2 Features: Closet,Flooring - Hardwood
  • Bedroom2 Length: 12.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 13.0
Bedroom 3
  • Bedroom3 Area: 110.0
  • Bedroom3 Features: Closet,Flooring - Hardwood
  • Bedroom3 Length: 10.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 11.0
Bedroom 4
  • Bedroom4 Area: 180.0
  • Bedroom4 Features: Walk-In Closet(s),Flooring - Wall to Wall Carpet
  • Bedroom4 Length: 12.0
  • Bedroom4 Level: Third
  • Bedroom4 Width: 15.0
Bathroom 1
  • Bathroom1 Area: 88.0
  • Bathroom1 Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower
  • Bathroom1 Length: 8.0
  • Bathroom1 Level: Second
  • Bathroom1 Width: 11.0
Dining Room
  • Dining Room Area: 196.0
  • Dining Room Features: Flooring - Hardwood
  • Dining Room Length: 14.0
  • Dining Room Level: First
  • Dining Room Width: 14.0
Kitchen
  • Kitchen Area: 192.0
  • Kitchen Features: Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Stainless Steel Appliances
  • Kitchen Length: 12.0
  • Kitchen Level: First
  • Kitchen Width: 16.0
Laundry
  • Laundry Dimen: 5X8
Living Room
  • Room Living Room Area: 154.0
  • Room Living Room Features: Flooring - Hardwood
  • Room Living Room Length: 11.0
  • Room Living Room Level: First
  • Room Living Room Width: 14.0
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Road Responsibility: Public Maintained Road
  • Disclosures: Estate Sale..Property Sold 'As Is'..All appliances remain as gifts..Buyers/Buyer Agents do own due diligence on all info..All dimensions of rooms,Living Area & Info in MLS are approximate & to the best knowledge of Sellers family...Some Water Seepage in basement during heavy rain
Tax Information
  • Tax ID: 1423679
  • Assessments: $595,100
  • Book: 51585
  • Tax Year: 2025
  • Zoning: call Town
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Accessibility Features: No
  • Foundation: Stone
  • Cooling Zones: 1
  • Heat Zones: 1
Complex & Association Information
  • Adult Community: No

Property History for 14 Pleasant Park Road

DateEvent & SourcePriceAppreciation
Dec 5, 2025

Price Change

MLS PIN #73436090

$724,900—
Sep 25, 2025

Listed (Active)

MLS PIN #73436090

$729,900—
Jun 5, 2008

Sold (Public Record)

Public Record #240059108

$365,000

+120.8% / yr

Jun 5, 2008

Sold

MLS PIN #70745466

$365,000—
Apr 30, 2008

Contingent

MLS PIN #70745466

—
Apr 16, 2008

Listed (Active)

MLS PIN #70745466

$379,000—
Nov 15, 2007

Sold (Public Record)

Public Record #229323129

$235,000

+3.8% / yr

Nov 15, 2007

Sold

MLS PIN #70656731

$235,000—
Oct 25, 2007

Contingent

MLS PIN #70656731

—
Oct 1, 2007

Listed (Active)

MLS PIN #70656731

$274,900—
May 6, 1993

Sold (Public Record)

Public Record #88631291

$137,000

+21.9% / yr

Oct 3, 1991

Sold (Public Record)

Public Record #88631877

$100,000—
DateEvent & SourcePrice
12/05/2025

Price Change

MLS PIN #73436090

$724,900
09/25/2025

Listed (Active)

MLS PIN #73436090

$729,900
06/05/2008

Sold (Public Record)

Public Record #240059108

$365,000

+120.8% / yr

06/05/2008

Sold

MLS PIN #70745466

$365,000
04/30/2008

Contingent

MLS PIN #70745466

—
04/16/2008

Listed (Active)

MLS PIN #70745466

$379,000
11/15/2007

Sold (Public Record)

Public Record #229323129

$235,000

+3.8% / yr

11/15/2007

Sold

MLS PIN #70656731

$235,000
10/25/2007

Contingent

MLS PIN #70656731

—
10/01/2007

Listed (Active)

MLS PIN #70656731

$274,900
05/06/1993

Sold (Public Record)

Public Record #88631291

$137,000

+21.9% / yr

10/03/1991

Sold (Public Record)

Public Record #88631877

$100,000

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

Public Records for 14 Pleasant Park Road

Taxable ValueLand$326,000Additions$269,100Total$595,100
Tax Record2025$6,141 ($512 / month)
Home Facts
Beds4Baths2Total Finished SqFt1,340 SqFtAbove Grade Finished SqFt1,340 SqFtStories2Lot Size3,778 SqFtStyleSingle Family ResidenceYear Built1920CountySUFFOLKAPNWINT M:053 L:027

Schools near 14 Pleasant Park Road

This home is within Winthrop School District.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 3 to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
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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14 Pleasant Park Road is a single family home for sale in Winthrop, MA 02152. This property was listed for sale on September 25, 2025 by RE/MAX 360, it's currently listed at $724,900. It has been on the market for a total of 90 days and was last sold on June 5, 2008. 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. 14 Pleasant Park Road is a 4-bed, 1-bath, 1,964 sqft single family home built in 1920.

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 makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of RE/MAX 360, Regina Paratore

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.