Save Search

Price

Beds

Baths

Filters 1

Reset

1 Filter Applied

Basic Info

Price

Beds

Baths

Property Type

Listing Status

Purchase Type

Days On Site

Advanced

Less Than

Unit Level

Property Details

SqFt

Switch to Acre

Lot Size

Switch to Acre

Price per Sqft

Monthly HOA Fee

Year Built

Stories

Kitchens

Flooring

Special Listing Condition

Pool

Acceptable Financing

Level(s)

Fence

Property Sub Type

Adult Community

Basement

Exterior Finish

Other Rooms

Acres

Style

Water Front Y/N

Association Fee Include

Foundation

Full Bathrooms

Half Bathrooms

Minimum Lease Period

Horse Property

Frontage

Pet Allowed

Property Condition

New Construction Y/N

Utilities

Tax Amount

Short Sale(Y/N)

Architectural Style

Sewage Type

Water

Laundry

Listing Terms

Building Type

Windows

Basement(Y/N)

Outbuilding

Land Lease Fee

Fireplace Y/N

Keyword

Maintenance Fee

Assessed Value

Interior Features

Fireplace Type

Heating

Cooling

Interior Lot Features

Appliances

Fireplace Number

Exterior Features

Lot Description

Garage Type

Parking Type

Parking Space

Garage Space

Carport Spaces

Exterior Features

Garage Y/N

Property Features

Waterfront

Community Features

Water View

Views

Open House

Has Picture

New

Hot

Virtual Tour

3D Tour

Price Reduced

Save Search (2)

35 Properties

35 Properties Available In 02152

Name: Open House - 11:00AM-12:30PM
Start: 2026-10-17T11:00:00
End: 2026-10-17T12:30:00
Location: 190 Pleasant St, Winthrop, MA 02152

MA >02152 >

Market Insights

Open Sat 11AM-12:30PM

$899,000

190 Pleasant St, Winthrop, MA 02152

7 Beds3 Baths4,251 SqFt

Listed by Michael MacDonald of REMAX Andrew Realty Services

Open Sun 11AM-12:30PM

$499,900

15 Ocean Ave #203, Winthrop, MA 02152

2 Beds2.5 Baths1,210 SqFt

Listed by Kenneth Celano of Turn Key Realty

1 Seal Harbor Rd. #615, Winthrop, MA 02152

Open Sat 11AM-12:30PM

$549,999

1 Seal Harbor Rd. #615, Winthrop, MA 02152

2 Beds2 Baths1,203 SqFt

Listed by Kevin Chiles of Charlesgate Realty Group LLC

Active

$2,500

53 Trident Ave #301, Winthrop, MA 02152

2 Beds1 Bath677 SqFt

Listed by Amanda Woodward of Coldwell Banker Realty - Boston

Price Dropped by $9K

$565,995

54 Trident Ave #54, Winthrop, MA 02152

2 Beds1 Bath1,614 SqFt

Listed by Candice Pagliarulo Hodgson of Lyv Realty

Price Dropped by $40K

$839,900

32 Elmwood Avenue, Winthrop, MA 02152

4 Beds1.5 Baths1,942 SqFt

Listed by Edward Deveau of Century 21 Mario Real Estate

441 Winthrop Street #1, Winthrop, MA 02152

Active

$3,600

441 Winthrop Street #1, Winthrop, MA 02152

4 Beds1 Bath2,454 SqFt

Listed by Elba Rojas of Boston Realty Services and Partners, LLC

441 Winthrop Street #2, Winthrop, MA 02152

Active

$3,600

441 Winthrop Street #2, Winthrop, MA 02152

4 Beds1 Bath2,454 SqFt

Listed by Elba Rojas of Boston Realty Services and Partners, LLC

Price Dropped by $25K

$624,995

62 Pleasant St #2, Winthrop, MA 02152

3 Beds2 Baths1,690 SqFt

Listed by Candice Pagliarulo Hodgson of Lyv Realty

Active

$3,300

32 Irwin St #1, Winthrop, MA 02152

3 Beds1 Bath1,252 SqFt

Listed by Michael Giannone of The Aland Realty Group LLC

550 Pleasant St #201, Winthrop, MA 02152

Price Dropped by $19K

$660,000

550 Pleasant St #201, Winthrop, MA 02152

2 Beds2 Baths1,192 SqFt

Listed by John Young of Ledge & Young Real Estate

Active

$2,200

31-33 Pleasant #3, Winthrop, MA 02152

2 Beds1 Bath1,000 SqFt

Listed by Timothy R. Shanahan of Merrimack Realty Group, Chelmsford

Price Dropped by $20K

$529,900

35 Somerset Ave #3A, Winthrop, MA 02152

2 Beds2 Baths969 SqFt

Listed by Mark Savage of Byrnes Real Estate Group LLC

Active

$2,950

566 Shirley St #4, Winthrop, MA 02152

3 Beds1 Bath900 SqFt

Listed by Sebastian Taborda of Broad Sound Real Estate, LLC

Price Dropped by $20K

$580,000

33 Bay View Ave, Winthrop, MA 02152

3 Beds1 Bath931 SqFt

Listed by Michael Cimmino of Real Broker MA, LLC

Active

$2,300

37 Dolphin Ave #2, Winthrop, MA 02152

2 Beds1 Bath1,100 SqFt

Listed by Sebastian Taborda of Broad Sound Real Estate, LLC

Price Dropped by $2K

$947,900

217 Pleasant Street, Winthrop, MA 02152

6 Beds2.5 Baths2,650 SqFt

Listed by Louis Bonavita of Benton Real Estate Company

Active

$2,500

262 Shirley St #3, Winthrop, MA 02152

2 Beds1 Bath1,200 SqFt

Listed by Kimberly Hodson of Century 21 Seaport

Active

$724,000

189 Shirley St #1, Winthrop, MA 02152

3 Beds2.5 Baths1,800 SqFt

Listed by Tammy Merk of Real Broker MA, LLC

Active

$2,350

1 Pond #4F, Winthrop, MA 02152

1 Bed1 Bath850 SqFt

Listed by Alex Wong of Serhant

583-585 Shirley Street #1, Winthrop, MA 02152

Active

$2,875

583-585 Shirley Street #1, Winthrop, MA 02152

3 Beds2 Baths1,100 SqFt

Listed by Reserve Team of Reference Real Estate

Active

$2,100

40 Seafoam Ave #2, Winthrop, MA 02152

2 Beds1 Bath800 SqFt

Listed by Gui Moreira of Coldwell Banker Realty - Boston

Active

$2,600

49 Seafoam #2, Winthrop, MA 02152

2 Beds1 Bath1,100 SqFt

Listed by Reserve Team of Reference Real Estate

Price Dropped by $1K

$622,000

189 Shirley #2, Winthrop, MA 02152

3 Beds2.5 Baths1,510 SqFt

Listed by Doyle & Waldron Team of Coldwell Banker Realty - Easton

Basic Info

Property Details

Interior Features

Exterior Features

Property Features

35 Properties Available In 02152

explore listings in 02152