For sale

$949,000

190 Pleasant St, Winthrop, MA 02152

7beds

4,251sqft

$6,435/mo

Get pre-qualified

Multi Family

Built in 1890

-- sqft lot

$925,600 Zestimate^®

$223/sqft

$-- HOA

What's special

Generous living spaceSeven bedroomsTwo half bathrooms

Welcome to 190 Pleasant Street, a spacious two-family home offering approximately 4,251 square feet of living space across three levels. Featuring 13 total rooms,seven bedrooms, two full bathrooms and two half bathrooms, this property presents an excellent opportunity for an owner-occupant, investor or multigenerational household. Each unit offers generous living space, while the home’s flexible layout provides plenty of potential to customize and add value. Conveniently located near Winthrop’s beaches, local shops, restaurants, public transportation and Boston. Bring your vision and discover everything this well-located two-family property has to offer!

13 days
294
15

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 7
Bathrooms: 4
Full bathrooms: 2
1/2 bathrooms: 2

Features

Living Room, Dining Room, Kitchen, Office/Den, Family Room, Laundry Room
Flooring: Tile, Carpet, Laminate, Hardwood
Doors: Storm Door(s)
Windows: Insulated Windows
Basement: Full
Has fireplace: No

Interior area

Total structure area: 4,251
Total interior livable area: 4,251 sqft
Finished area above ground: 4,251

Property

Parking

Total spaces: 8
Parking features: Paved Drive, Off Street
Uncovered spaces: 8

Features

Waterfront features: Ocean, 3/10 to 1/2 Mile To Beach

Lot

Size: 9,197 Square Feet
Features: Level

Details

Foundation area: 9999
Parcel number: M:0029 B:0123 L:0000,1421836
Zoning: R3

Construction

Type & style

Home type: MultiFamily
Property subtype: Multi Family

Materials

Frame
Foundation: Concrete Perimeter
Roof: Shingle

Condition

Year built: 1890

Utilities & green energy

Sewer: Public Sewer
Water: Public

Community & HOA

Location

Region: Winthrop

Financial & listing details

Price per square foot: $223/sqft
Tax assessed value: $913,400
Annual tax amount: $10,175
Date on market: 9/25/2026
Total actual rent: 3000

Estimated market value

$925,600

$879,000 - $972,000

$3,069/mo

Price history

Date	Event	Price
9/8/2026	Listed for sale	$949,000+374.5%$223/sqft
Source: MLS PIN #73573129 Report a problem
5/14/1996	Sold	$200,000$47/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$9,008 +16.2%	$872,900 +17.3%
2024	$7,752 -11.5%	$744,000 -9.1%
2023	$8,760 +1.7%	$818,700 +11.8%
2022	$8,611 +2.2%	$732,200 +10.2%
2021	$8,423 +2.8%	$664,300 +2.3%
2020	$8,195 +1.5%	$649,400 +6%
2019	$8,073 +2.4%	$612,500 +10%
2018	$7,887 +8.9%	$557,000 +10.8%
2017	$7,245 +6.1%	$502,800 +13.2%
2016	$6,827 +12.8%	$444,200 +5.3%
2015	$6,051 +6.1%	$422,000 +10.4%
2013	$5,702 +2.9%	$382,400
2012	$5,541 +15.9%	$382,400 +10.4%
2011	$4,782 -0.5%	$346,500 -8.4%
2010	$4,804 -7%	$378,300 -27%
2009	$5,167 +7.2%	$518,300 0%
2008	$4,821 +3.7%	$518,400 -1.7%
2007	$4,650	$527,200 +0.3%
2006	--	$525,600 +6.8%
2005	--	$492,000 +23%
2004	$4,183 +2%	$399,900
2003	$4,099 +18.8%	$399,900 +83.2%
2002	$3,449 +28.1%	$218,300
2000	$2,692	$218,300