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Single Family Residence at 217 Pleasant Street, Winthrop MA 02152
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$947,900

217 Pleasant Street, Winthrop MA 02152
Winthrop, MA 02152
Listed by Louis Bonavita
Bedrooms
6
Bathrooms
2.5
Living area
2,650 sqft
Year built
1896

About this home

At this attractive new price, this is more than just a home, it’s a chance to embrace the coastal lifestyle that makes Winthrop so special! Just moments from the beach, this beautifully updated 6-bedroom Colonial offers the rare combination of timeless character, modern comfort, and a lot of room for everyone. Featuring over 2,600 square feet of living space (plus additional 600+ sq ft in finished basement) gleaming hardwood floors, fireplaces, a partially finished lower level, and a very welcoming front porch, every space invites you to relax, gather, and create lasting memories. Extensive upgrades, including updated electrical, plumbing, heating, central A/C and very efficient mini spit system. Outside, enjoy a good sized, fenced backyard, large 2-car detached garage, and plenty of off-street parking. At this price, opportunities like this are hard to find in this section of Winthrop! Come experience the charm, space, and value for yourself! Very easy to view! Book your appointment now before it is too late!

Highlights

Fireplace

Property details

MLS
MLS Property Information Network
MLS #
73567723
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
57
On market date
August 25, 2026
Stories
N/A
Total bathrooms
2.5
Garage spaces
2
Parking spaces
7
Lot size
0.14 acres

Location

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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Arthur T. Cummings Elementary School
0.33 mi away · Grades 3-5
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
415
Student:teacher ratio
11.9:1
District
Winthrop
Middle
Winthrop Middle School
0.69 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
423
Student:teacher ratio
11.1:1
District
Winthrop
High
Winthrop High School
0.67 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
564
Student:teacher ratio
13.4:1
District
Winthrop

Walkability

Blended score for Winthrop's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

88
Highly walkable
out of 100
EPA National Walkability Index
18.0 / 20 -- Most walkable
Google Places amenity density
85 / 100
Restaurants & cafes20
Grocery stores1
Parks20
Schools12
Transit stops20
Pharmacies2

Market position

How this listing compares to current activity in Winthrop, from live MLS data.

On the market 57 days -- 29 fewer days than Winthrop's current average of 86 days.
For reference, the median list price across 238 active listings in Winthrop right now is $499,900.

Mortgage calculator

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Est. monthly payment
$5,858/mo
$189,580 down
$758,320 loan
Principal & interest$4,918
Property tax (est.)$790
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 12 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.