UNBELIEVABLE VALUE MEETS UNMATCHED OPPORTUNITY. The best value proposition in Winthrop. Sellers are highly motivated and have re-priced the property aggressively to prompt a sale. Buyers can secure instant equity for the newly optimized price point. 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! BEST & FINAL & FINAL OFFERS by 5:45 Tuesday November 3, 2026
This home has been viewed 4 times
Last Checked: November 5th, 2026 at 5:43am (Source: MLS PIN #73567723)
Garage Parking
Air Conditioning
Lead Paint Free
General Information for 217 Pleasant Street, Winthrop MA 02152
Listing ID73567723
Property TypeSingle Family / Detached
Price$939,000 ($354.34/SqFt)
StyleColonial
CityWinthrop
CountySuffolk
Neighborhood(s)
Garage Parking2
ZoningRes. A
Year Built1896
Year Built SourcePublic Records
Year Built DetailsActual,Renovated Since
Interior Features for 217 Pleasant Street, Winthrop MA 02152
Approximate Living Area Total2650
Living Area Includes BasementNo
Rooms10
Bedrooms6
Primary En Suite BathroomYes
BasementFull
Cooling1, Split
Fireplaces
AppliancesRange
FlooringTile
Electric220 Volts
Exterior Features for 217 Pleasant Street, Winthrop MA 02152
Approximate Lot Size (Acres)0.14
Approximate Lot Size (Square Feet)6210
Total Parking9 (2 Garage)
Garage Parking2
WaterPublic
SewerPublic Sewer
Lot Features
Parking Features1
Exterior FeaturesPorch
Foundation Materials
Construction MaterialsFrame
Road Frontage Type
Patio & PorchCovered
Roof MaterialAsphalt/fiberglass Shingles
Utility Connections110 Volts
Water Views
Water Views Features
Waterfront0
Waterfront FeaturesRiver
Pool Features
Horse Permitted0
Horse AmenitiesRiver
Disclosures for 217 Pleasant Street, Winthrop MA 02152
Lead PaintNone
UFFI
Living Area Includes BasementNo
Living Area Disclosure
Building Area SourceOther
Special Listing Conditions
ExclusionsSwing Set
Compensation Based On
Financial Information for 217 Pleasant Street, Winthrop MA 02152
Association Fee
Association Fee Frequency
Association Fee Includes
Real Estate Tax9003
Tax Year2026
Assessed Value$808,200
Location Information for 217 Pleasant Street, Winthrop MA 02152
Neighborhood(s)
Area AmenitiesWalk/jog Trails
Contact Information for 217 Pleasant Street, Winthrop MA 02152