Gray clapboard house with a steep mansard roof, dormers, and a covered front entry.
Empty room with polished hardwood floors and mirrored sliding closet doors.
Empty room with polished hardwood floors, decorative wall paneling, and a radiator beneath the window.
Ornate front entry with cream porch brackets, sage-green siding, and a hanging lantern.
Open-plan room with hardwood floors, a kitchen peninsula, and sunlight through a large window.
Empty room with curtained French doors, mirrored closet doors, and a ceiling fan.
Vacant room with hardwood floors, viewed through open French doors.
Vacant room with hardwood floors, recessed lights, a ceiling fan, and a wall-mounted air conditioner.
Empty room with two curtained windows, a radiator, and reddish hardwood floors.
Empty hallway with hardwood floors, white paneled doors, and a staircase near the far entry.
Empty room with polished hardwood floors, white paneled walls, and sunlight through a window.
Empty room with polished hardwood floors, white paneled walls, and sunlight striped across the floor.
Vacant room with an ornate fireplace and gold-toned mirror above it.
Empty green room with polished hardwood floors, a white radiator, and a small window.
Empty room with olive-green walls, a slanted window, and polished hardwood floors.
Empty room with polished hardwood floors, a window with blinds, and a small built-in access panel.
Empty hallway with an open door leading to a sunlit deck and views of neighboring houses.
Rooftop deck with leafy privacy screens beside a shingled roof and brick chimney.
Rooftop deck with pale wood planking, dark railing, and dormer windows.
Rooftop deck with an open dormer doorway beside a brick chimney.
Bathroom with a white ornate vanity, pale blue tile, and a tub with striped shower curtain.
Bathroom with a white sink vanity, large framed mirror, window, toilet, and radiator.
Basement utility area with a large boiler, exposed pipes and wiring, and white-painted brick walls.
Unfinished basement with exposed joists, white masonry columns, stairs, and heating equipment.
Fenced backyard with a lawn behind a small pale-green building.
Kitchen with white cabinets, tiled counters, and stainless appliances beside a window.
Grassy backyard enclosed by white fencing, with a pale yellow house at the far end.
Historic residential yard with houses, trees, and a person working in the foreground.
House under construction with a partially built porch and a person standing beside it.
Historic black-and-white view of a house behind trees and a picket fence.
Historic Winthrop house with a mansard roof, dormer windows, and a small front porch.
Article about mansard roofs in Winthrop, with photographs of historic houses.
SEE ALL PHOTOS
Gray clapboard house with a steep mansard roof, dormers, and a covered front entry.
Empty room with polished hardwood floors and mirrored sliding closet doors.
Empty room with polished hardwood floors, decorative wall paneling, and a radiator beneath the window.
Ornate front entry with cream porch brackets, sage-green siding, and a hanging lantern.
Open-plan room with hardwood floors, a kitchen peninsula, and sunlight through a large window.
Empty room with curtained French doors, mirrored closet doors, and a ceiling fan.
Vacant room with hardwood floors, viewed through open French doors.
Vacant room with hardwood floors, recessed lights, a ceiling fan, and a wall-mounted air conditioner.
Empty room with two curtained windows, a radiator, and reddish hardwood floors.
Empty hallway with hardwood floors, white paneled doors, and a staircase near the far entry.
Empty room with polished hardwood floors, white paneled walls, and sunlight through a window.
Empty room with polished hardwood floors, white paneled walls, and sunlight striped across the floor.
Vacant room with an ornate fireplace and gold-toned mirror above it.
Empty green room with polished hardwood floors, a white radiator, and a small window.
Empty room with olive-green walls, a slanted window, and polished hardwood floors.
Empty room with polished hardwood floors, a window with blinds, and a small built-in access panel.
Empty hallway with an open door leading to a sunlit deck and views of neighboring houses.
Rooftop deck with leafy privacy screens beside a shingled roof and brick chimney.
Rooftop deck with pale wood planking, dark railing, and dormer windows.
Rooftop deck with an open dormer doorway beside a brick chimney.
Bathroom with a white ornate vanity, pale blue tile, and a tub with striped shower curtain.
Bathroom with a white sink vanity, large framed mirror, window, toilet, and radiator.
Basement utility area with a large boiler, exposed pipes and wiring, and white-painted brick walls.
Unfinished basement with exposed joists, white masonry columns, stairs, and heating equipment.
Fenced backyard with a lawn behind a small pale-green building.
Kitchen with white cabinets, tiled counters, and stainless appliances beside a window.
Grassy backyard enclosed by white fencing, with a pale yellow house at the far end.
Historic residential yard with houses, trees, and a person working in the foreground.
House under construction with a partially built porch and a person standing beside it.
Historic black-and-white view of a house behind trees and a picket fence.
Historic Winthrop house with a mansard roof, dormer windows, and a small front porch.
Article about mansard roofs in Winthrop, with photographs of historic houses.
Sold

282 Pleasant Street

282 Pleasant Street, Winthrop, MA 02152

$700,000
Own a Piece of Winthrop's History-282 Pleasant Street is constructed on an oversized 6280 SF lot by the prominent John Sturgis Tewksbury family in the mid 1800s. Being only 1 of 8 Italianate Mansard-roofed homes with classic dormer windowing, particular attention has been devoted to restoration of Dentil molding and installation of copper ridging. Clapboard siding along with 6' decorative fencing makes for an attractive and privacy-enhanced setting. Hardwood flooring throughout. First level presents a 12x24' room that may be utilized as a bedroom, family room or remote work space with 3 bedrooms on upper level. Eat-in kitchen, dining area, full bath and elongated living room complete lower floor. Open the master bedroom door to a most welcome feature: an 488 SF roof deck that is perfect for a quite coffee and newspaper respite or congenial gatherings. Recently-installed, highly-efficient Viessman heating system and water heater. Photos of Tewksbury & farm circa 1885 attached.

4
beds

2
baths

2,293 Sq.Ft. LIVING AREA

0.14 Acres lot

Frann Bilus

Frann Bilus

Features & Amenities

Interior

  • total bedrooms4
  • Total bathrooms2
  • full bathrooms2
  • Flooring Wood
  • APPLIANCES Range, Dishwasher, Disposal, Refrigerator, Dryer, Gas Water Heater, Utility Connections for Gas Range, Utility Connections for Gas Oven, Utility Connections for Gas Dryer

Area & Lot

  • Status Sold
  • Date Sold November 30, 2020
  • Living Area2,293 Sq.Ft.
  • Lot Area0.14 Acres
  • MLS® ID72746554
  • TypeResidential
  • YEAR BUILT1850
  • Architecture StylesAntique

Exterior

  • water SourcePublic
  • utilitiesfor Gas Range, for Gas Oven, for Gas Dryer
  • roofShingle, Other
  • parkingPaved Drive, Off Street
  • HEAT TYPEOil
  • AIR CONDITIONINGOther
  • sewerPublic Sewer
  • SubstructureBlock, Stone, Brick/Mortar
  • HOA AmenitiesPublic Transportation, Shopping, Park, Walk/Jog Trails, Golf, T-Station
  • other exterior FeaturesDeck - Roof

Financial

  • Sales Price$700,000
  • Real Estate Tax $6,241/yr
  • Zoning R

Work With Frann

Whether you’re an empty nester or a young professional, looking for a full-service luxury high-rise or a charming brownstone, Frann will be your partner in making the best-informed real estate decision.

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