SOLD MAR 30, 2026

Sold on Mar 2026

$715,900

•

1,964

sq ft

14 Pleasant Park Rd, Winthrop, MA 02152

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About this home

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!!!

Single-familyProperty Type

1920Year Built

3,778 sq ftLot Size

$365Price/Sq.Ft.

2 spacesParking

Listed by Regina Paratore • RE/MAX 360

Bought with Wilson Group • Keller Williams Realty

Redfin checked: 2 minutes ago

•Source:MLS PIN #73436090

Redfin Estimate

$805,475

$90K since sold in March 2026$7,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 8.3% higher than the average sale price ($744K) of 6 comparable homes.

SOLD FEB 25, 2026
$600,000
A
3 beds1 bath1,562 sq ft
4 Belle Isle Ave, Revere, MA 02151
SOLD JUL 17, 2026
$747,000
B
4 beds1.5 baths2,167 sq ft
4 Woodside Park, Winthrop, MA 02152
SOLD SEP 5, 2025
$735,000
C
4 beds1 bath2,327 sq ft
4 Circuit, Winthrop, MA 02152
SOLD DEC 30, 2025
$715,000
D
3 beds1.5 baths1,325 sq ft
19 Pleasant Park Rd, Winthrop, MA 02152
SOLD NOV 12, 2025
$790,000
E
3 beds2 baths1,980 sq ft
380 Pleasant St, Winthrop, MA 02152
SOLD AUG 26, 2026
$875,000
F
4 beds2 baths1,590 sq ft
69 Crystal Cove Ave, Winthrop, MA 02152

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Market trends in 02152, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.8%

+0.1% MoM

Median sale price

$629K

$6K MoM

Avg. days on market

23d

3 days MoM

Recently sold homes

4 MoM

New listings for sale

OPEN TODAY, 11AM TO 1PM
$550,000
2 beds2 baths756 sq ft
194 Washington Ave #4, Winthrop, MA 02152
OPEN TODAY, 11AM TO 1PM
$600,000
2 beds2 baths912 sq ft
194 Washington Ave #2, Winthrop, MA 02152
OPEN TODAY, 11AM TO 1PM
$850,000
3 beds3 baths1,780 sq ft
194 Washington Ave #3, Winthrop, MA 02152
EARLY ACCESS
$309,900
1 bed1 bath720 sq ft
483 Shirley St Unit 6A, Winthrop, MA 02152
$710,000
2 beds2 baths1,192 sq ft
550 Pleasant St #201, Winthrop, MA 02152
OPEN TODAY, 1PM TO 2:30PM
$979,000
4 beds2 baths2,126 sq ft
41 Emerson Rd, Winthrop, MA 02152
OPEN TODAY, 10:30AM TO 12PM
$525,000
3 beds1 bath1,270 sq ft
111 Locust St #2, Winthrop, MA 02152
OPEN TODAY, 2PM TO 3PM
$499,900
1 bed1 bath623 sq ft
130 Shirley St #330, Winthrop, MA 02152
$639,000
1 bed2 baths1,263 sq ft
3 Seal Harbor Rd #632, Winthrop, MA 02152
OPEN TODAY, 12PM TO 2PM
$508,900
1 bed1 bath729 sq ft
10 Somerset Unit 309U, Winthrop, MA 02152
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Rental estimate

Est. $3,451 per month, based on comparable rentals

Sale and tax history for 14 Pleasant Park Rd

Sale History
Tax History

Date

Event

Price

MLS PIN #73436090

Mar 30, 2026

Sold

$715,900

$365/sq ft

Jan 15, 2026

Price Changed

$719,900

$367/sq ft

Dec 5, 2025

Price Changed

$724,900

$369/sq ft

Sep 25, 2025

Listed

$729,900

$372/sq ft

Public Records

Jun 5, 2008

Sold

$365,000

$186/sq ft

MLS PIN #70745466

Jun 5, 2008

Listing Removed

—

Jun 5, 2008

Sold

$365,000

$186/sq ft

Apr 30, 2008

Contingent

—

Apr 17, 2008

Listed

$379,000

$193/sq ft

The works been done....This charming Gambrel features pretty foyer with bay window and window seat, living room, dining room, new cherry cabinet kitchen with granite counter tops and new stainless steel appliances. 2nd floor features 3 bedrooms and a spacious new ceramic tile bath with separate tub and shower. 2nd floor laundry area and a 3rd floor playroom with Berber carpeting. Newer heating system has been converted into a central air system. New roof & siding. 2 car driveway.

MLS PIN #70656731

Nov 15, 2007

Sold

$235,000

$120/sq ft

Oct 25, 2007

Listing Removed

—

Oct 1, 2007

Listed

$274,900

$140/sq ft

3 bedroom Colonial needs some TLC, but for the right Buyer this home offers a lot. Enclosed front porch, foyer, open 1st floor living plan leads to eat in kitchen. 2nd floor features 3 bedrooms all w/ceiling fans, a full bath, and small office that has access to a walk-up attic that has sheet rock walls & plywood flooring. Full unfinished basement. 2 car driveway & good size yard. Massport windows installed 1995. New furnace 2006. Call now for private showing.

Public Records

Oct 3, 1991

Sold

$100,000

$51/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$5,713 (+4.7%)

$286,800 + $247,100

$533,900

2022

$5,457

$256,100 + $207,900

$464,000

2021

$5,461 (+0.5%)

$228,700 + $202,000

$430,700

2020

$5,435 (+1.3%)

$228,700 + $202,000

$430,700

2019

$5,366 (+4.4%)

$210,800 + $196,300

$407,100

2018

$5,140 (+8.2%)

$180,900 + $182,100

$363,000

2017

$4,750 (+2.9%)

$160,400 + $169,200

$329,600

2016

$4,616 (+3.8%)

$139,500 + $160,800

$300,300

2014

$4,445 (+4.5%)

$125,900 + $159,400

$285,300

2013

$4,254 (+2.9%)

$125,900 + $159,400

$285,300

2012

$4,134 (−4.3%)

$125,900 + $159,400

$285,300

2011

$4,318 (+8.6%)

$125,900 + $187,000

$312,900

2010

$3,976 (+15.3%)

$128,000 + $185,100

$313,100

2009

$3,448

$152,700 + $193,100

$345,800

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

3,920 Sq. Ft.

Year renovated

—

Sq. Ft.

1,340

Year built

1920

Style

Single Family Residential

County

Suffolk County

APN

1423679

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Property details

Parking

Parking Information
Has Open Parking
Open Parking Spaces: 2
Parking Spaces: 2
Parking Features: Paved Drive, Off Street, Tandem

Interior

Master Bedroom Information
Area: 132
Length: 11
Width: 12
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #2 Information
Area: 156
Length: 12
Width: 13
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #3 Information
Area: 110
Length: 10
Width: 11
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #4 Information
Area: 180
Length: 12
Width: 15
Level: Third
Features: Walk-In Closet(s),Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 1

Bathroom #1 Information
Area: 88
Length: 8
Width: 11
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower

Living Room Information
Area: 154
Length: 11
Width: 14
Level: First
Features: Flooring - Hardwood

Dining Room Information
Area: 196
Length: 14
Width: 14
Level: First
Features: Flooring - Hardwood

Kitchen Information
Area: 192
Length: 12
Width: 16
Level: First
Features: Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Stainless Steel Appliances

Basement Information
Basement: Sump Pump, Unfinished

Laundry Information
Laundry Dimen: 5X8
Laundry Features: Flooring - Hardwood, Washer Hookup, Second Floor, Gas Dryer Hookup

Appliances
Appliances: Electric Water Heater, Water Heater, Range, Dishwasher, Microwave, Refrigerator

Interior Features
# of Rooms (Total): 7
Flooring: Tile, Carpet, Hardwood

Exterior

Building Information
Building Area (Total): 1,964
Foundation Details: Stone
Construction Materials: Stone
Year Built Source: Public Records
Year Built Details: Approximate
Color: Tan

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch - Enclosed
Exterior Features: Porch - Enclosed

Property Information
Accessibility Features: No
PropertySubType: Single Family Residence
Above Grade Finished Area: 1964
Has Waterview
Harbor, Ocean
ADU: N

Lot Information
Lot Size (Acres): 0.09
Waterfront Features: Ocean, 1/2 to 1 Mile To Beach, Beach Ownership(Public)
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $6,141
Tax Year: 2025

Utilities

Utility Information
Utilities: for Gas Range, for Gas Dryer
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Oil
Cooling: Central Air

Location

School Information
Elementary School: Fort Banks/Cummings
Middle Or Junior School: Winthrop Middle
High School: Winthrop High

Location Information
Directions: Main Street to Pleasant Park Road
UnparsedAddress: 14 Pleasant Park Road, Winthrop MA 02152

Community Information
Senior CommunityYN: No
Community Features: Public Transportation

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 1,340
Stories: 2.0
Lot Size: 3,920 square feet
Style: Single Family Residential
Year Built: 1920
Year Renovated: —
County: Suffolk County
APN: 1423679

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
StandardStatus: Closed

Around this home

Schools

Arthur T. Cummings Elementary School

Public 3-5 • Assigned • 0.5mi

5/10

Winthrop Middle School

Public 6-8 • Assigned • 0.6mi

8/10

Winthrop Senior High School

Public 9-12 • Assigned • 0.6mi

5/10

Provided by GreatSchools

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

6/10 Heat Factor

7 days above 95° expected this year, 15 days in 30 years

6/10 Wind Factor

68% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Winthrop, MA • 02152

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.2 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.2 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$766,000 – $927,000

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New listings for sale in 02152

OPEN TODAY, 11AM TO 1PM

$550,000

2 beds2 baths756 sq ft

194 Washington Ave #4, Winthrop, MA 02152

OPEN TODAY, 11AM TO 1PM

$600,000

2 beds2 baths912 sq ft

194 Washington Ave #2, Winthrop, MA 02152

OPEN TODAY, 11AM TO 1PM

$850,000

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194 Washington Ave #3, Winthrop, MA 02152

EARLY ACCESS

$309,900

1 bed1 bath720 sq ft

483 Shirley St Unit 6A, Winthrop, MA 02152

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2 beds2 baths1,192 sq ft

550 Pleasant St #201, Winthrop, MA 02152

OPEN TODAY, 1PM TO 2:30PM

$979,000

4 beds2 baths2,126 sq ft

41 Emerson Rd, Winthrop, MA 02152

OPEN TODAY, 10:30AM TO 12PM

$525,000

3 beds1 bath1,270 sq ft

111 Locust St #2, Winthrop, MA 02152

OPEN TODAY, 2PM TO 3PM

$499,900

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130 Shirley St #330, Winthrop, MA 02152

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Home values near 14 Pleasant Park Rd

Data from public records.

Address	Redfin Estimate
18 Pleasant Park Road, Winthrop, MA 6 Beds \| 2 Baths \| 2774 Sq. Ft.	$925,520
29 Pleasant Park Road, Winthrop, MA - Beds \| - Baths \| - Sq. Ft.	—

Address	Redfin Estimate
22 Pleasant Park Road, Winthrop, MA 4 Beds \| 2 Baths \| 2234 Sq. Ft.	$801,249
27 Pleasant Park Road, Winthrop, MA 3 Beds \| 2 Baths \| 1828 Sq. Ft.	$823,289

Address	Redfin Estimate
30 Pleasant Park Road, Winthrop, MA 7 Beds \| 3 Baths \| 2682 Sq. Ft.	$1,086,016
21 Pleasant Park Road, Winthrop, MA 4 Beds \| 1.5 Baths \| 2576 Sq. Ft.	$789,412

Property information provided by MLS PIN when last listed in 2025. This data may not match . Learn more.

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About this home

Redfin Estimate

Market trends in 02152, MA

Homeowner tools

Sale and tax history for 14 Pleasant Park Rd

Public record

Property details

Around this home

Schools

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02152

Home values near 14 Pleasant Park Rd

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