300-496 Pleasant St, Winthrop MA

314 properties and 1575 residents found on Pleasant St, Winthrop, MA. Find out more information with Homemetry Address Directory.

Advertisement
Continue Reading Below

Pleasant St, Winthrop MA street index

Block Buildings Properties Businesses Residents
200-299 200-292 37 9 271
300-499 300-496 72 19 370
500+ 500-850 89 49 365

Residents

Alternative address: 300 Pleasant St, Winthrop, MA 02152-2842

  • 5 beds
  • 2 baths
  • Lot: 8,196 sqft
  • Built in 1925

Facts

Lot size: 8,196 sqft

Rooms: 10

Stories: 3 story

Exterior walls: Wood Siding

Alternative address: 301 Pleasant St, Winthrop, MA 02152-2843

Alternative address: 304 Pleasant St, Winthrop, MA 02152-2842

Sold $470,000
Advertisement
Continue Reading Below

Alternative address: 316 Pleasant St, Winthrop, MA 02152-2328

  • 4 beds
  • 2 baths
  • 2,668 sqft
  • Built in 1894

Facts

Lot size: 6,090 sqft

Rooms: 9

Stories: 3

Alternative address: 321 Pleasant St, Winthrop, MA 02152-2329

  • 6 beds
  • 2.5 baths
  • 2,178 sqft
  • Built in 1920

Facts

Lot size: 5,000 sqft

Rooms: 10

Stories: 2

Sold $790,000

Alternative address: 322 Pleasant St, Winthrop, MA 02152-2328

  • 4 beds
  • 1 bath
  • 2,319 sqft
  • Built in 1900

Facts

Lot size: 5,479 sqft

Stories: 3

Alternative address: 323 Pleasant St, Winthrop, MA 02152-2329

Advertisement
Continue Reading Below

Alternative address: 327 Pleasant St, Winthrop, MA 02152-2329

Alternative address: 328 Pleasant St, Winthrop, MA 02152-2328

  • 5 beds
  • 1.5 baths
  • 2,260 sqft
  • Built in 1900

Facts

Lot size: 5,479 sqft

Stories: 3 story

Exterior walls: Siding (Alum/Vinyl)

Alternative address: 329 Pleasant St, Winthrop, MA 02152-2329

  • 4 beds
  • 1 bath
  • 3,228 sqft
  • Built in 1920

Facts

Lot size: 7,700 sqft

Rooms: 9

Stories: 2

Parking: Garage - Detached, Off street

Alternative address: 332 Pleasant St, Winthrop, MA 02152-2328

  • 7 beds
  • 1.5 baths
  • 2,267 sqft
  • Built in 1910

Facts

Lot size: 4,784 sqft

Rooms: 10

Stories: 3 story

Exterior walls: Siding (Alum/Vinyl)

Advertisement
Continue Reading Below

Alternative address: 338 Pleasant St, Winthrop, MA 02152-2328

  • 5 beds
  • 2 baths
  • Lot: 4,478 sqft
  • Built in 1900

Facts

Lot size: 4,478 sqft

Stories: 2 story

Exterior walls: Siding (Alum/Vinyl)

338 Pleasant St, Winthrop, MA 02152-2328
For Rent $3,600

Alternative address: 352 Pleasant St, Winthrop, MA 02152-2330

  • 4 beds
  • 2 baths
  • Lot: 6,252 sqft
  • Built in 1900

Facts

Lot size: 6,252 sqft

Rooms: 12

Stories: 3 story

Exterior walls: Siding (Alum/Vinyl)

Alternative address: 356 Pleasant St, Winthrop, MA 02152-2330

  • 4 beds
  • 2 baths
  • Lot: 6,013 sqft
  • Built in 1900

Facts

Lot size: 6,013 sqft

Rooms: 12

Stories: 2 story

Exterior walls: Siding (Alum/Vinyl)

Alternative address: 357 Pleasant St, Winthrop, MA 02152-2331

  • 3 beds
  • 1.5 baths
  • 1,375 sqft
  • Built in 1974

Facts

Lot size: 5,022 sqft

Stories: 2

Advertisement
Continue Reading Below

Alternative address: 358 Pleasant St, Winthrop, MA 02152-2330

Alternative address: 361 Pleasant St, Winthrop, MA 02152-2331

Alternative address: 362 Pleasant St, Winthrop, MA 02152-2330

  • 3 beds
  • 2 baths
  • Lot: 6,225 sqft
  • Built in 1910

Facts

Lot size: 6,225 sqft

Stories: 2 story

Exterior walls: Siding (Alum/Vinyl)

Alternative address: 363 Pleasant St, Winthrop, MA 02152-2331

Advertisement
Continue Reading Below

Alternative address: 366 Pleasant St, Winthrop, MA 02152-2330

Alternative address: 368 Pleasant St, Winthrop, MA 02152-2330

Alternative address: 374 Pleasant St, Winthrop, MA 02152-2330

  • 3 beds
  • 1 bath
  • 1,512 sqft
  • Built in 1926

Facts

Lot size: 8,244 sqft

Stories: 2

Advertisement
Continue Reading Below

Alternative address: 379 Pleasant St, Winthrop, MA 02152-2332

  • 6 beds
  • 5 baths
  • 3,200 sqft
  • Built in 1900

Facts

Lot size: 6,098 sqft

Rooms: 10

Stories: 3

Parking: Garage - Detached, Off street, 10 spaces

Alternative address: 380 Pleasant St, Winthrop, MA 02152-2330

  • 5 beds
  • 1 bath
  • Lot: 3,551 sqft
  • Built in 1910

Facts

Lot size: 3,551 sqft

Stories: 3 story

Exterior walls: Wood Siding

Sold $689,900

Alternative address: 383 Pleasant St, Winthrop, MA 02152-2332

  • 4 beds
  • 1 bath
  • 1,784 sqft
  • Built in 1920

Facts

Lot size: 5,938 sqft

Rooms: 8

Stories: 3

Alternative address: 389 Pleasant St, Winthrop, MA 02152-2332

  • 4 beds
  • 2.5 baths
  • 2,800 sqft
  • Built in 1870

Facts

Lot size: 6,403 sqft

Rooms: 9

Stories: 3 story

Exterior walls: Wood Siding

Advertisement
Continue Reading Below

Alternative address: 393 Pleasant St, Winthrop, MA 02152-2332

Alternative address: 395 Pleasant St, Winthrop, MA 02152-2332

Alternative address: 397 Pleasant St, Winthrop, MA 02152-2332

  • 4 beds
  • 2 baths
  • Lot: 5,150 sqft
  • Built in 1910

Facts

Lot size: 5,150 sqft

Stories: 3 story

Exterior walls: Siding (Alum/Vinyl)

Sold $550,000

Alternative address: 401 Pleasant St, Winthrop, MA 02152-2332

  • 3 beds
  • 2 baths
  • Lot: 5,450 sqft
  • Built in 1920

Facts

Lot size: 5,450 sqft

Rooms: 7

Stories: 2 story

Exterior walls: Siding (Alum/Vinyl)

Advertisement
Continue Reading Below

Alternative address: 421 Pleasant St, Winthrop, MA 02152-2146

Alternative address: 429 Pleasant St, Winthrop, MA 02152-2146

  • 5 beds
  • 2 baths
  • Lot: 5,372 sqft
  • Built in 1925

Facts

Lot size: 5,372 sqft

Stories: 2 story

Alternative address: 436 Pleasant St, Winthrop, MA 02152-2184

  • 4 beds
  • 2 baths
  • Lot: 4,235 sqft
  • Built in 1930

Facts

Lot size: 4,235 sqft

Rooms: 8

Stories: 2 story

Exterior walls: Siding (Alum/Vinyl)

Alternative address: 440 Pleasant St, Winthrop, MA 02152-2184

  • 4 beds
  • 1 bath
  • Lot: 7,159 sqft
  • Built in 1890

Facts

Lot size: 7,159 sqft

Rooms: 7

Stories: 2 story

Exterior walls: Siding (Alum/Vinyl)

440 Pleasant St, Winthrop, MA 02152-2184
Sold $660,000
Advertisement
Continue Reading Below

Alternative address: 444 Pleasant St, Winthrop, MA 02152-2184

Alternative address: 450 Pleasant St, Winthrop, MA 02152-2184

  • Lot: 6,105 sqft

Facts

Lot size: 6,105 sqft

Alternative address: 455 Pleasant St, Winthrop, MA 02152-2147

  • 4 beds
  • 2 baths
  • 2,017 sqft
  • Built in 1900

Facts

Lot size: 5,448 sqft

Rooms: 7

Stories: 2

Sold $710,000
Advertisement
Continue Reading Below

Alternative address: 460 Pleasant St, Winthrop, MA 02152-2184

  • 3 beds
  • 1.5 baths
  • 2,681 sqft
  • Built in 1908

Facts

Lot size: 8,540 sqft

Stories: 2 story

Exterior walls: Wood Siding

Alternative address: 461 Pleasant St, Winthrop, MA 02152-2147

  • 4 beds
  • 2 baths
  • Lot: 5,440 sqft
  • Built in 1900

Facts

Lot size: 5,440 sqft

Rooms: 8

Stories: 2 story

Exterior walls: Wood Siding

Alternative address: 466 Pleasant St, Winthrop, MA 02152-2184

  • 5 beds
  • 2.5 baths
  • 3,903 sqft
  • Built in 1900

Facts

Lot size: 9,790 sqft

Rooms: 14

Stories: 3 story

Exterior walls: Wood Siding

Alternative address: 468 Pleasant St, Winthrop, MA 02152-2184

  • 5 beds
  • 2 baths
  • 3,484 sqft
  • Built in 1928

Facts

Lot size: 5,250 sqft

Stories: 2

Advertisement
Continue Reading Below

Alternative address: 470 Pleasant St, Winthrop, MA 02152-2184

Alternative address: 472 Pleasant St, Winthrop, MA 02152-2754

  • 4 beds
  • 2 baths
  • Lot: 5,930 sqft
  • Built in 1928

Facts

Lot size: 5,930 sqft

Rooms: 8

Stories: 2 story

Alternative address: 474 Pleasant St, Winthrop, MA 02152-2754

Alternative address: 480 Pleasant St, Winthrop, MA 02152-2754

  • 3 beds
  • 3 baths
  • 1,884 sqft
  • Built in 1900

Facts

Lot size: 10,871 sqft

Rooms: 9

Stories: 2

Advertisement
Continue Reading Below

Alternative address: 490 Pleasant St, Winthrop, MA 02152-2754

  • 5 beds
  • 3.5 baths
  • 2,661 sqft
  • Built in 1875

Facts

Lot size: 7,095 sqft

Rooms: 9

Stories: 2

Alternative address: 493 Pleasant St, Winthrop, MA 02152-2755

Alternative address: 495 Pleasant St, Winthrop, MA 02152-2755

Alternative address: 496 Pleasant St, Winthrop, MA 02152-2754

  • 3 beds
  • 5.5 baths
  • 5,260 sqft
  • Built in 2006

Facts

Lot size: 0.33 acres

Rooms: 10

Stories: 2

Market Activities

To date, we have no information about market activities in 2026
Sep 2024 Sold
440 Pleasant St #440
Price history :
  • Townhouse
  • 2,043 sqft
  • 5 beds
  • 3 baths
Aug 2024 Sold
440 Pleasant St #440
Price history :
  • Townhouse
  • 2,043 sqft
  • 5 beds
  • 3 baths
Sep 2023 Sold
304 Pleasant St #1
Price history :
  • Condo
  • 1,430 sqft
  • 2 beds
  • 1 bath
Apr 2023 Recent Rent
379 Pleasant St #2
Price history :
  • Townhouse
  • 2,055 sqft
  • 4 beds
  • 3 baths
Apr 2023 Recent Rent
338 Pleasant St #2
Price history :
  • Apartment
  • 1,500 sqft
  • 3 beds
  • 2 baths
Apr 2023 Sold
304 Pleasant St #1
Price history :
  • Condo
  • 1,430 sqft
  • 2 beds
  • 1 bath
Jun 2022 Sold
380 Pleasant St
Price history :
  • Single Family
  • 2,500 sqft
  • 3 beds
  • 2 baths
Feb 2022 Sold
321 Pleasant St
Price history :
  • Multi-Family
  • 4,791 sqft
  • 6 beds
  • 3 baths
Aug 2021 Recent Rent
338 Pleasant St #2
Price history :
  • Apartment
  • 1,500 sqft
  • 3 beds
  • 2 baths
Apr 2021 Sold
455 Pleasant St #B
Price history :
  • Single Family
  • 2,000 sqft
  • 3 beds
  • 3 baths
Advertisement
Continue Reading Below
Mar 2021 Sold
397 Pleasant St
Price history :
  • Single Family
  • 1,654 sqft
  • 5 beds
  • 3 baths
Mar 2018 Recent Rent
304 Pleasant St #2
Price history :
  • 1,400
  • 2 beds
  • 1 bath
Feb 2018 Recent Rent
321 Pleasant St #1
Price history :
  • 1,000
  • 3 beds
  • 2 baths
Nov 2017 Recent Rent
429 Pleasant St #1
Price history :
  • 1,300
  • 2 beds
  • 1 bath
Nov 2016 Recent Rent
379 Pleasant St #1
Price history :
  • 3 beds
  • 2 baths

Well maintained FULLY FURNISHED first floor unit in Winthrop. Washer and dryer, driveway, high...

Oct 2016 Recent Rent
379 Pleasant St #1
Price history :
  • 3 beds
  • 2 baths

Well maintained FULLY FURNISHED first floor unit in Winthrop. Washer and dryer, driveway, high...

View more

Fire Incident History

To date, we have no information about fire incidents in 2026
31 Oct 2017 Fuel burner/boiler malfunction, fire confined
Property Use —
1 or 2 family dwelling
01 Oct 2017 Building fires
Property Use —
1 or 2 family dwelling
12 Jun 2017 Fire, other
Property Use —
Multifamily dwellings
Area of Origin —
Machinery room or area; elevator machinery room
First Ignition —
Conveyor belt, drive belt, V-belt
Heat Source —
Heat from powered equipment, other
12 Nov 2016 Brush, or brush and grass mixture fire
Property Use —
Graded and cared-for plots of land
Area of Origin —
Courtyard, patio, porch, terrace
First Ignition —
Organic materials, other

View more

Incidents registered in Federal Emergency Management Agency

To date, we have no information about incidents registered in FEMA in 2026
09 Dec 2015 Hazardous condition, other
Property Use —
Residential street, road or residential driveway
14 Nov 2015 Power line down
Property Use —
1 or 2 family dwelling
02 Sep 2014 Gas leak (natural gas or LPG)
Property Use —
1 or 2 family dwelling
14 Jul 2014 Electrical wiring/equipment problem, other
Property Use —
Multifamily dwellings

View more

Advertisement
Continue Reading Below

Comparison graphs

House prices on 300-496 Pleasant St, Winthrop MA

300316328332352357362379383397429440450460466472490House Number$0$100k$200k$300k$400k$500k$600kPrices

Total rooms, bathrooms and bedrooms on 300-496 Pleasant St, Winthrop MA

300316321322328329332338352356357362374379380383389397401429436440455460461466468472490496House Number01234567RoomsBathroomsBedrooms

Lot size and building area (in sqft) on 300-496 Pleasant St, Winthrop MA

300316321322328329332338352356357362374379380383389397401429436440450455460461466468472480490496House Number01,0002,0003,0004,0005,0006,0007,0008,0009,00010,00011,00012,00013,00014,00015,000Area (in sqft)Lot sizeLiving area

Where is Pleasant St, Winthrop MA located on map?

Advertisement
Advertisement