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142 Pleasant St # 2, Winthrop MA 02152

Winthrop, MA 02152
$585,000
$480,000
Est. $3,289/month
1
Beds
1.5
Baths
1,039
Sq Ft
$462
Price/Sq Ft
1968
Year Built
1
Parking
109
Days on Market
Pending Price Drop -$105,000 Listed Sep 17, 2025 • MLS# 73432339 Copied! • Updated Feb 22, 2026

About this home

This two-level corner unit offers a rare blend of comfort and convenience in a well-constructed building just minutes from Boston. The open layout features a modern kitchen, gas fireplace, and hardwood floors throughout, with a freshly painted interior that feels move-in ready. Two outdoor spaces—a private roof deck and patio—extend your living options, while deeded parking plus abundant visitor parking add everyday ease. The home includes a full bath, half bath, and in-unit washer/dryer for practicality. Enjoy a short commute to downtown Boston, Logan Airport, and oceanfront access, making this location ideal for both work and leisure.

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Recently Sold Nearby

Property History

Market Insights

1
Price Changes
3.8%
Price Range

Property Timeline

Price Reduced
Dec 6, 2025
$480,000 $19,000 (-3.81%)
From $499,000 to $480,000 (-3.8%)
👁️
Showing Instructions Updated
Dec 4, 2025
New showing requirements
🏠
Listed for Sale
Sep 17, 2025
$480,000
Original listing
Agent: Creatini Group Office: eXp Realty
🏠
Listed for Sale
Sep 17, 2025
$499,000
Original listing
Agent: Creatini Group Office: eXp Realty
🏠
Listed for Sale
Sep 17, 2025
$499,000
Original listing
Agent: Creatini Group Office: eXp Realty

Tax History

Year Taxes Assessment
2025 $5,093 $493,500

Financial Details

Annual Property Tax
$5,093
Tax Year 2025
HOA Fee
$238
Monthly
Assessed Value
$493,500

Facts & Features

Central AC

Home Facts

Type Residential
Style Condominium
Year Built 1968
Living Area 1,039 sq ft
Bedrooms 1
Full Baths 1
Half Baths 1
Total Rooms 3

Interior

Heating Forced Air, Natural Gas
Cooling Central Air
Flooring Wood
Appliances Range, Dishwasher, Refrigerator, Washer, Dryer
Fireplace Living Room
Fireplaces 1
Basement N
Laundry In Unit
Features None

Exterior

Construction Brick
Architecture None
Roof Rubber
Features Deck
Pool None
Spa None
Fencing None
Patio/Porch Deck
Features Off Street, Assigned
Total Spaces 1
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None
Annual Tax $5,093
Assessed Value $493,500

HOA & Community

HOA Fee $238 Monthly
Fee Includes Insurance, Maintenance Structure, Maintenance Grounds, Snow Removal, Trash
Amenities None
Optional Fee Includes None
Seller Disclosures Pictures Have Been Professionally Edited And Some Virtually Staged To Show Potential.
Possession None
Accepted Financing None
Structure Type ["Townhouse"]
Unit/Building 2
Sq Ft Source Public Record
Documents None
County Suffolk
Total market time (incl. prior listings) 89 days

Property Overview

Property Type
Condominium
Listing Type
For Sale
Year Built
1968
Bedrooms
1
Full Bathrooms
1
Half Bathrooms
1
Living Area
1,039 sq ft
Total Rooms
3
Stories
1
Entry Level
1

Room Details

First Floor

Kitchen
Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Gas Stove
Living Room
Flooring - Hardwood, Exterior Access

Second Floor

Master Bedroom
Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood, Balcony / Deck, French Doors

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Bathroom2
Bedroom2
Bathroom3
Office
Family Room
Master Bathroom

Interior Features

Flooring: Wood
Appliances: Range, Dishwasher, Refrigerator, Washer, Dryer
Interior Features:
Windows:
Basement: N
Laundry: In Unit
Security:

Construction & Materials

Year Built: 1968
Effective Year (Renovated): 2017
Structure Type: Townhouse
Exterior Materials: Brick
Roof: Rubber
Foundation:
Stories: 1

Heating, Cooling & Utilities

Heating: Forced Air, Natural Gas
Cooling: Central Air
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Deck
Patio & Porch: Deck
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Total Parking Spaces: 1
Parking Features: Off Street, Assigned

Special Features

Fireplaces: 1
Fireplace Type: Living Room
Community Amenities: Public Transportation, Shopping
School District
Winthrop School District local
C
School Safety 2024-25
0.3% Low
0.3% Suspensions
5.2% below state avg
E

Elementary Schools

3 schools
B-
Arthur T. Cummings Elementary School
0.3 mi | #453 of 824 | Score: 46.0
Improved 101 spots from last year
-12.2 below state avg
467 students Less Diverse
Rising School Strong Attendance
Grades 03-05
William P. Gorman/Fort Banks Elementary School
0.9 mi
487 students Less Diverse
Grades PK-02
F
Guild Elementary School
1.4 mi | #789 of 824 | Score: 29.4
Dropped 218 spots from last year
-28.8 below state avg
259 students Less Diverse
Grades PK-06
M

Middle Schools

2 schools
B+
Winthrop Middle School
0.7 mi | #119 of 352 | Score: 47.4
Dropped 26 spots from last year
-10.8 below state avg
439 students Less Diverse
Grades 06-08
C
Garfield Middle School
2.2 mi | #264 of 352 | Score: 35.1
Dropped 12 spots from last year
-23.1 below state avg
542 students Moderate
Grades 06-08
H

High Schools

3 schools
C+
Winthrop High School
0.7 mi | #241 of 346 | Score: 47.2
Dropped 112 spots from last year
-11 below state avg
568 students Less Diverse
18 sports • 1,118 athletes
College Ready Curriculum Strong Athletics
Grades 09-12
D
CityLab Innovation High School
1.6 mi | #327 of 346 | Score: 28.4
Improved 14 spots from last year
-29.8 below state avg
117 students Moderate
College Ready Curriculum
Grades 09-12
East Boston High
2.6 mi
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Including down payment
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $424
Homeowners Insurance $200
HOA Fee $238/mo
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

142 Pleasant St # 2, Winthrop MA 02152

Winthrop, MA 02152

Listing Information

Listing Agent Creatini Group
Listing Office eXp Realty LLC - Corporate Office
Office Phone 888-854-7493
Agent MLS ID TM358164
Office MLS ID AC0342
Listing Data Updated Feb 22, 2026 8:16 AM EST
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Steven Novak
Steven Novak
BMN Boston Real Estate
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BMN Boston Real Estate

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