LevelThird
217 Pleasant Street, Winthrop MA 02152
Winthrop, MA 02152
$998,900
$947,900
Est. $5,743/month
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
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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!
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Recently Sold Nearby
Property History
Market Insights
3
Price Changes
30.2%
Price Range
1
Previous Sales
Property Timeline
Price Reduced
Oct 7, 2026
$947,900
$2,000
(-0.21%)
From $949,900 to $947,900 (-0.2%)
Showing Instructions Updated
Oct 7, 2026
New showing requirements
Price Reduced
Sep 29, 2026
$949,900
$30,000
(-3.06%)
From $979,900 to $949,900 (-3.1%)
Price Reduced
Sep 11, 2026
$979,900
$19,000
(-1.9%)
From $998,900 to $979,900 (-1.9%)
Listed for Sale
Aug 25, 2026
$998,900
Original listing
Agent: Louis Bonavita
Office: Benton Real Estate Company
Previous Transaction - MLS #72728112
Full transaction history available when tracking began
Previously Sold
Nov 13, 2020
$697,500
MLS #72728112
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 10/07/2026 | ↓ Price Reduced | $947,900 | $2,000 | - | From $949,900 to $947,900 (-0.2%) |
| 10/07/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 09/29/2026 | ↓ Price Reduced | $949,900 | $30,000 | - | From $979,900 to $949,900 (-3.1%) |
| 09/11/2026 | ↓ Price Reduced | $979,900 | $19,000 | - | From $998,900 to $979,900 (-1.9%) |
| 08/25/2026 | 🏠 Listed for Sale | $998,900 | - | - | Original listing |
| 11/13/2020 | 🏷️ Previously Sold | $697,500 | - | - | MLS #72728112 |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $9,003 | $808,200 |
Financial Details
Annual Property Tax
$9,003
Tax Year 2026
Assessed Value
$808,200
Facts & Features
2 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1896
Living Area
2,650 sq ft
Lot Size
0.14 acres
Bedrooms
6
Full Baths
2
Half Baths
1
Total Rooms
10
Interior
Heating
Forced Air, Natural Gas, Other
Cooling
Central Air, Other
Flooring
Wood, Tile, Engineered Hardwood
Appliances
Gas Water Heater, Tankless Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Plumbed For Ice Maker
Fireplace
Living Room
Fireplaces
2
Basement
Partially Finished
Laundry
Electric Dryer Hookup, Washer Hookup
Features
Bedroom
Exterior
Construction
Frame
Architecture
Colonial
Roof
Shingle
Features
Porch, Rain Gutters, Fenced Yard
Pool
None
Spa
None
Fencing
Fenced/enclosed, Fenced
Patio/Porch
Porch
Parking
Garage Spaces
2
Has Garage
Yes
Features
Detached, Paved Drive, Off Street, Driveway, Paved
Total Spaces
7
Utilities
Electric
Circuit Breakers
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Gas Range, For Gas Oven, For Electric Dryer, Washer Hookup, Icemaker Connection
Financial
Annual Tax
$9,003
Assessed Value
$808,200
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
Down Payment Resource
Eligible
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
Listing Photos Are Ai Enhanced. Heat & Ac: 1st Floor Is Fha Natural Gas And Cair Whilst 2nd & 3rd Floors Are Mini Splits. (heat Pump & Ac) Solar System Is Not A Leased System. Seller Related To La.
Exclusions
Custom Art-Work In Living Room.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
House Color
Blue
Sq Ft Source
Other
Sq Ft Disclosures
Approx 650 sq ft of finished basement is NOT included in total living area
Documents
None
County
Suffolk
Total market time (incl. prior listings)
91 days
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1896
Bedrooms
6
Full Bathrooms
2
Half Bathrooms
1
Living Area
2,650 sq ft
Total Rooms
10
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,650 sq ft above grade
650 sq ft below grade
FeaturesFlooring - Wood
LevelSecond
LevelSecond
LevelSecond
FeaturesBathroom - Full, Flooring - Stone/Ceramic Tile
LevelSecond
FeaturesBathroom - Full, Flooring - Stone/Ceramic Tile
LevelSecond
FeaturesBathroom - Full, Flooring - Wood
LevelSecond
FeaturesCeiling Fan(s), Flooring - Wood, Countertops - Upgraded, Remodeled, Stainless Steel Appliances, Gas Stove
LevelFirst
FeaturesBathroom - Half, Flooring - Stone/Ceramic Tile
LevelFirst
FeaturesFlooring - Wood
LevelFirst
FeaturesFlooring - Wood
LevelFirst
FeaturesFlooring - Laminate
LevelBasement
Display Options
Outdoor Areas
Patio & porchPorch
Room Markers
KKitchen (1)
BRBedroom (5)
BABathroom (3)
DDining (1)
LLiving (2)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Wood, Tile, Engineered Hardwood
Appliances:
Gas Water Heater, Tankless Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Plumbed For Ice Maker
Interior Features:
Bedroom
Windows:
Basement:
Partially Finished
Laundry:
Electric Dryer Hookup, Washer Hookup
Security:
Construction & Materials
Style:
Colonial
Year Built:
1896
Structure Type:
Exterior Materials:
Frame
Roof:
Shingle
Foundation:
Stone
Heating, Cooling & Utilities
Heating:
Forced Air, Natural Gas, Other
Heating Zones:
3
Cooling:
Central Air, Other
Cooling Zones:
2
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Porch, Rain Gutters, Fenced Yard
Patio & Porch:
Porch
Fencing:
Fenced/Enclosed, Fenced
Other Structures:
Lot Features:
Road Surface:
Paved
Parking & Garage
Garage Spaces:
2
Total Parking Spaces:
7
Parking Features:
Detached, Paved Drive, Off Street, Driveway, Paved
Special Features
Fireplaces:
2
Fireplace Type:
Living Room
Community Amenities:
Public Transportation, Park, Golf
Nearby Schools
School District
Winthrop School District local
C
School Safety
2024-25
0.3%
Low
0.3%
Suspensions
5.2% below state avg
Elementary Schools
2 schools
B-
Arthur T. Cummings Elementary School
0.3 mi
|
#447 of 825
|
Score: 46.2
Improved 107 spots from last year
-12 below state avg
466 students
Moderate
Rising School
Grades 03-05
William P. Gorman/Fort Banks Elementary School
1.0 mi
486 students
Moderate
Grades PK-02
Middle Schools
1 school
B+
Winthrop Middle School
0.7 mi
|
#118 of 352
|
Score: 47.7
Dropped 25 spots from last year
-10.5 below state avg
455 students
Moderate
Grades 06-08
High Schools
1 school
C+
Winthrop High School
0.7 mi
|
#239 of 346
|
Score: 48.4
Dropped 110 spots from last year
-9.8 below state avg
553 students
Moderate
18 sports
• 1,118 athletes
High Graduation Rate
College Ready Curriculum
Strong Athletics
Grades 09-12
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Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$750
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
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
217 Pleasant Street, Winthrop MA 02152
Winthrop, MA 02152
Listing Information
Listing Agent
Louis Bonavita
Listing Office
Benton Real Estate Company
Office Phone
413-786-3372
Agent MLS ID
M9502357
Office MLS ID
M95288
Listing Data Updated
Oct 7, 2026 1:35 PM EDT
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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