Price Reduced39
$949,900
6 bd · 3 ba · 3,263 sqft
217 Pleasant Street, Winthrop, MA
Louis Bonavita · Benton Real Estate Company

No listing photos
5
Beds
1.5
Baths
2,058
Sqft
1900
Year built
Range $842,346 – $914,164 · as of July 14, 2026
ATTOM automated valuation model · 54 published estimates over 6.5 years · shaded band is the model's own published low-to-high range
Highest reading $1,039,496 in August 2024; lowest $609,706 in April 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$175,651
Estimated monthly payment
$5,729/mo
Loan amount $702,604. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
MLS Property Information Network (MLS PIN)Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
School ratings (A+ to F) from HJN community data.
Arthur T. Cummings Elementary School
3-5 · Regular · Winthrop School District
467 students · 16.1:1 student–teacher
Winthrop High School
9-12 · Regular · Winthrop School District
568 students · 15.4:1 student–teacher
Winthrop Middle School
6-8 · Regular · Winthrop School District
439 students · 13.3:1 student–teacher
William P. Gorman/Fort Banks Elementary School
PK-2 · Regular · Winthrop School District
487 students · 14.7:1 student–teacher
Curtis Guild Elementary School
PK-5 · Regular · Boston School District
259 students · 8.8:1 student–teacher
Manassah E. Bradley Elementary School
PK-5 · Regular · Boston School District
292 students · 10.8:1 student–teacher
Excel Academy Charter School
5-12 · Regular · Excel Academy Charter
1,379 students · 10.8:1 student–teacher
Citylab Innovation High School
9-12 · Regular · Revere School District
117 students · 9.8:1 student–teacher
Price Reduced39
$949,900
6 bd · 3 ba · 3,263 sqft
217 Pleasant Street, Winthrop, MA
Louis Bonavita · Benton Real Estate Company
New31$1,095,000
4 bd · 3 ba · 2,910 sqft
61 Read Street, Winthrop, MA
Elizabeth Walters · Coldwell Banker Realty - Marblehead
40$879,900
4 bd · 2 ba · 1,942 sqft
32 Elmwood Avenue, Winthrop, MA
Edward Deveau · Century 21 Mario Real Estate
Price Reduced30$799,999
4 bd · 2 ba · 2,000 sqft
876 Shirley Street #1, Winthrop, MA
Price Reduced37$829,900
5 bd · 3 ba · 2,437 sqft
43 Dolphin Ave, Winthrop, MA
42$765,000
4 bd · 3 ba · 1,933 sqft
546 Shirley St, Winthrop, MA





Rings at ½ mile and 1 mile. Basemap © OpenMapTiles © OpenStreetMap contributors.
Open the Winthrop camera map2 license-plate readers mapped within 1 mile of this home, both identified as Flock Safety devices. None within ½ mile. Nearest: 0.7 mi north. Operator named in the data: Boston Police.
| Device type | Within ½ mi | Within 1 mi |
|---|---|---|
| License-plate readers | 0 | 2 |
| of which Flock Safety | 0 | 2 |
Community-reported via OpenStreetMap; may be incomplete. Data as of . © OpenStreetMap contributors (ODbL)
License-plate readers (ALPR) are fixed cameras that photograph passing vehicles and read their plates. Records are typically shared with the agency or association that operates the camera.
Flock Safety is a company whose plate-reader cameras are used by police departments, cities, HOAs and businesses. Its devices are usually solar-powered and pole-mounted.
Within 2 miles of this home: 34+ restaurants and cafés, 3 grocery stores, 36+ parks and green spaces, and 34+ transit stops.
Place data from OpenStreetMap.
Winthrop Book Depot & Cafe
Somerset Avenue
Letterie's Italian Market
Woodside Avenue
Winthrop Center Café
Woodside Avenue
Riley’s Ice Cream
Hagman Road
Nick's Place
Pauline Street
Thai Taki
Michaels Mall
Belle Isle Seafood
Main Street
Dunkin
Main Street
Winthrop Marketplace
Saratoga Market
Stop & Shop
Furlong Drive
Brook Field
Ingleside Park
Walden Street
Woodside Park
Fishermen's Bend
Metcalf Square
Pico Beach
Corinha Beach
Thornton Park
Pauline St @ Pleasant St
Pleasant St @ Somerset Ave
Pleasant St @ Bartlett Rd
Pauline St opp Woodside Ave
Pauline St @ Woodside Ave
Pleasant St @ Sunnyside Ave
Pleasant St @ Buchanan St
Pauline St @ Hermon St