OFF MARKET

Off Market Nov 2019 for $590K

$814,920

•

1,828

sq ft

27 Pleasant Park Rd, Winthrop, MA 02152

About this home

Classic 3 BR Colonial in the quaint seaside town of Winthrop just minutes from Boston. This home featuring a farmer's porch is sitting on a double lot with plenty of outdoor space. The two car garage and double wide driveway offers plenty of off-street parking. The updated kitchen includes Ultra-Craft cabinets with soapstone countertops and island. The open floor plan flows from the living room, through the dining room to the Great Room which includes skylights and a pellet stove for a nice ambiance. The open and bright Great Room is an awesome room to use during any season. Off the Great room you'll find that side deck with plenty of room to sit and relax. Hardwood floors are featured throughout the home on both the first and second floors while the flooring in the two bathrooms is ceramic tile. The 3 bedrooms on the second floor share a large, walk-in, Cedar Closet. There is also expansion possibilities with the additional space within the Walk-up Attic.

Single-familyProperty Type

1900Year Built

7,200 sq ftLot Size

$446Est. Price/Sq.Ft.

2 garage spacesParking

Listed by George Colella • Trusted Source Realty Group

Bought with Sarah Mooradian • Compass

Redfin checked: 4 minutes ago

•Source:MLS PIN #72552531

Redfin Estimate

$814,920

$225K since sold in November 2019$4,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.9% higher than the average sale price ($777K) of 6 comparable homes.

SOLD SEP 3, 2026
$965,000
A
3 beds2.5 baths1,749 sq ft
50 Floyd St, Winthrop, MA 02152
SOLD JUL 2, 2026
$670,000
B
3 beds1.5 baths1,251 sq ft
91 Marshall St, Winthrop, MA 02152
SOLD JAN 9, 2026
$685,000
C
4 beds2 baths1,864 sq ft
34 Fremont St, Winthrop, MA 02152
SOLD NOV 5, 2025
$740,000
D
3 beds2.5 baths1,716 sq ft
59 Crescent St, Winthrop, MA 02152
SOLD JUN 17, 2026
$700,100
E
3 beds2 baths1,311 sq ft
1653 N Shore Rd, Revere, MA 02151
SOLD NOV 4, 2025
$900,000
F
3 beds2 baths1,883 sq ft
44 Birch Rd, Winthrop, MA 02152

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Earn from this home

Sell

$366,533

Est. take-home

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Rent

$3,781/mo

Redfin rental estimate

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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

NEW 5 HRS AGO
$1,095,000
2 beds3 baths2,649 sq ft
94 Winthrop Shore Dr, Winthrop, MA 02151
OPEN SUN, 1PM TO 2:30PM
$699,999
2 beds2 baths1,417 sq ft
1 Seal Hbr #916, Winthrop, MA 02152
$550,000
2 beds2 baths756 sq ft
194 Washington Ave #4, Winthrop, MA 02152
$600,000
2 beds2 baths912 sq ft
194 Washington Ave #2, Winthrop, MA 02152
$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
VIDEO TOUR
$979,000
4 beds2 baths2,126 sq ft
41 Emerson Rd, Winthrop, MA 02152
$525,000
3 beds1 bath1,270 sq ft
111 Locust St #2, Winthrop, MA 02152
$499,900
1 bed1 bath623 sq ft
130 Shirley St #330, Winthrop, MA 02152
See all

Provided by Redfin

Sale history for 27 Pleasant Park Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,661 (+5.3%)

$286,900 + $335,600

$622,500

2022

$6,328 (−0.6%)

$256,300 + $281,800

$538,100

2021

$6,369 (+12.1%)

$228,800 + $273,500

$502,300

2020

$5,683 (+1.2%)

$228,800 + $221,500

$450,300

2019

$5,615 (+4.3%)

$210,900 + $215,100

$426,000

2018

$5,385 (+8.2%)

$181,000 + $199,300

$380,300

2017

$4,979 (+2.3%)

$160,500 + $185,000

$345,500

2016

$4,866 (+3.6%)

$139,500 + $177,100

$316,600

2014

$4,697 (+4.5%)

$126,000 + $175,500

$301,500

2013

$4,495 (+2.9%)

$126,000 + $175,500

$301,500

2012

$4,369 (+10.7%)

$126,000 + $175,500

$301,500

2011

$3,947 (+7.8%)

$126,000 + $160,000

$286,000

2010

$3,661 (+16.4%)

$128,300 + $160,000

$288,300

2009

$3,144

$153,100 + $162,200

$315,300

Tax history for 27 Pleasant Park Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,661 (+5.3%)

$286,900 + $335,600

$622,500

2022

$6,328 (−0.6%)

$256,300 + $281,800

$538,100

2021

$6,369 (+12.1%)

$228,800 + $273,500

$502,300

2020

$5,683 (+1.2%)

$228,800 + $221,500

$450,300

2019

$5,615 (+4.3%)

$210,900 + $215,100

$426,000

2018

$5,385 (+8.2%)

$181,000 + $199,300

$380,300

2017

$4,979 (+2.3%)

$160,500 + $185,000

$345,500

2016

$4,866 (+3.6%)

$139,500 + $177,100

$316,600

2014

$4,697 (+4.5%)

$126,000 + $175,500

$301,500

2013

$4,495 (+2.9%)

$126,000 + $175,500

$301,500

2012

$4,369 (+10.7%)

$126,000 + $175,500

$301,500

2011

$3,947 (+7.8%)

$126,000 + $160,000

$286,000

2010

$3,661 (+16.4%)

$128,300 + $160,000

$288,300

2009

$3,144

$153,100 + $162,200

$315,300

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

3,920 Sq. Ft.

Year renovated

—

Sq. Ft.

1,828

Year built

1900

Style

Single Family Residential

County

Suffolk County

APN

1423686

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 4
Parking Features: Detached, Paved Drive, Off Street

Interior

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

Bedroom #2 Information
Area: 132
Length: 12
Width: 11
Level: Second
Features: Flooring - Hardwood

Bedroom #3 Information
Area: 99
Length: 9
Width: 11
Level: Second
Features: Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 2

Bathroom #1 Information
Area: 66
Length: 6
Width: 11
Level: Second
Features: Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Area: 45
Length: 5
Width: 9
Level: First
Features: Flooring - Stone/Ceramic Tile

Living Room Information
Area: 168
Length: 14
Width: 12
Level: First
Features: Flooring - Hardwood

Dining Room Information
Area: 169
Length: 13
Width: 13
Level: First
Features: Flooring - Hardwood

Kitchen Information
Area: 143
Length: 13
Width: 11
Level: First
Features: Flooring - Hardwood

Basement Information
Basement: Full

Laundry Information
Laundry Features: Gas Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1

Interior Features
# of Rooms (Total): 7
Door Features: Storm Door(s), French Doors
Window Features: Insulated Windows
Flooring: Tile, Hardwood, Flooring - Hardwood
Interior Features: Cedar Closet(s), Great Room, Walk-Up Attic, Internet Available - Broadband

Exterior

Building Information
Building Area (Total): 1,828
Foundation Area: 1,247
Foundation Details: Concrete Perimeter, Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate
Color: Gray

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch, Deck
Exterior Features: Porch, Deck

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.17
Lot Features: Additional Land Avail., Gentle Sloping
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $7,400
Tax Year: 2019

Utilities

Utility Information
Utilities: for Gas Range, for Gas Oven, for Gas Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers, 60 Amps/Less

Heating & Cooling
Has Heating
Has Cooling
Heating: Oil, Pellet Stove
Cooling: Ductless

Location

Location Information
Directions: Main Street to Pleasant Park Road
UnparsedAddress: 27 Pleasant Park Road, Winthrop MA 02152

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Walk/Jog Trails, Bike Path, Conservation Area

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,828
Stories: 2.0
Lot Size: 3,920 square feet
Style: Single Family Residential
Year Built: 1900
Year Renovated: —
County: Suffolk County
APN: 1423686

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
StandardStatus: Closed

Around this home

Schools

William P. Gorman/Fort Banks Elementary School

Public PreK-2 • Assigned • 0.5mi

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

Lifestyle

Provided by Walk Score and Local Logic

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, 14 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

$775,000 – $938,000

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Home values near 27 Pleasant Park Rd

Data from public records.

Address	Redfin Estimate
14 Pleasant Park Rd, Winthrop, MA 4 Beds \| 1 Baths \| 1964 Sq. Ft.	$784,196
30 Pleasant Park Rd, Winthrop, MA 7 Beds \| 3 Baths \| 2682 Sq. Ft.	$1,046,016

Address	Redfin Estimate
18 Pleasant Park Rd, Winthrop, MA 6 Beds \| 2 Baths \| 2774 Sq. Ft.	$903,917
21 Pleasant Park Rd, Winthrop, MA 4 Beds \| 1.5 Baths \| 2576 Sq. Ft.	$771,284

Address	Redfin Estimate
22 Pleasant Park Rd, Winthrop, MA 4 Beds \| 2 Baths \| 2234 Sq. Ft.	$812,261
19 Pleasant Park Rd, Winthrop, MA 3 Beds \| 1.5 Baths \| 1325 Sq. Ft.	$761,585

Property information provided by MLS PIN when last listed in 2019. This data may not match . Learn more.

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