Specialty

Winthrop, MA Specialty Properties for Sale

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Two-Story Multi-Family Home
Updated: Jun 3
Two-Story Multi-Family Home

66 Sunnyside Ave, Winthrop, MA 02152

$999,888
2,635 sqft 0.12 AC lot
1920 two‑story multi‑family residence with 2,635 sq. ft. of living space
5 bedrooms total, offering flexible space for extended‑family living or tenants
2 full bathrooms for convenient use throughout the home
Set on a 5,227 sq. ft. lot with room to reimagine the layout
Versatile multi‑family layout designed to create distinct living areas
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See hot listings in Winthrop

Scored against comparables nationwide. These are worth a look.

Scored against comparables nationwide. These are worth a look.

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Est. NOI available after sign in
Local Demand available after sign in
Based on your search, we've compiled 25 Potential Opportunities for your consideration. Besides 1 Active listings in Winthrop, MA, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 16 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Penthouse Condo with Private Roof Terrace
Penthouse Condo with Private Roof Terrace

300 Pier 4 Blvd Unit PHR, Boston, MA 02210

$6,695,000
1,979 sqft

Penthouse residence with floor-to-ceiling windows, chef’s kitchen, and a private roof terrace, plus two garage spaces.

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Freestanding Church Building
Freestanding Church Building

229 Chestnut St, Chelsea, MA 02150

$1,100,000
2,504 sqft

Existing assembly-oriented layout with R3 zoning and a recognized religious-property classification.

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Waterfront Seaport Condo Residence
Waterfront Seaport Condo Residence

300 Pier 4 Blvd Unit 5C, Boston, MA 02210

$5,750,000
2,020 sqft

Front-facing C-unit with floor-to-ceiling windows, harbor views, and a private balcony, plus in-building concierge and fitness amenities.

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Specialty Property with Second Floor
Specialty Property with Second Floor

8-14 Everett, Chelsea, MA 02150

Contact for pricing

A flexible floor plan includes a substantial second-floor area for varied commercial configurations.

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Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

Danvers Land Near Rail Trail
Danvers Land Near Rail Trail

63 Adams St, Danvers, MA 01923

$200,000
1.52 AC lot

1.52 acre lot near North Shore amenities.

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Hopkinton Land Site on Route 135
Hopkinton Land Site on Route 135

124 E Main St, Hopkinton, MA 01748

Contact for pricing
7.29 AC lot

Prime 7.29 acre land site in affluent Hopkinton, MA.

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Groton Development Opportunity on Route
Groton Development Opportunity on Route

797 Boston Rd, Groton, MA 01450

$825,000

Strategically located parcel with development potential in a mixed-use corridor.

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Groton Commercial Development Opportunity
Groton Commercial Development Opportunity

797 Boston Rd, Groton, MA 01450

$825,000
2.80 AC lot

Prime land parcel in Groton, MA, for diverse development.

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Off-Market Properties in Winthrop, MA

Consider similar Off-Market properties in Winthrop, MA. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

28-30 Woodside Ave, Unit 3W
CHARITABLE ORGANIZATION

28-30 Woodside Ave, Winthrop, MA 02152

Unit 3W
Estimated value:
$225,000
897 sqft
View details
550 Pleasant St Ste, Unit 109
MARINE FACILITY/BOARD REPAIRS

550 Pleasant St Ste, Winthrop, MA 02152-2769

Unit 109
Estimated value:
$195,000
1.14 AC lot
View details
225 Pleasant St
CHARITABLE ORGANIZATION

225 Pleasant St, Winthrop, MA 02152-2224

Estimated value:
$280,000
6,932 sqft 0.27 AC lot
View details
91 Winthrop St
CHARITABLE ORGANIZATION

91 Winthrop St, Winthrop, MA 02152-2637

Estimated value:
$265,000
2,752 sqft 0.12 AC lot
View details
138 Morton St
CHARITABLE ORGANIZATION

138 Morton St, Winthrop, MA 02152-1911

Estimated value:
$280,000
2,339 sqft 0.17 AC lot
View details
26 Sturgis St
CHARITABLE ORGANIZATION

26 Sturgis St, Winthrop, MA 02152-1219

Estimated value:
$580,000
18,587 sqft 0.97 AC lot
View details
11 Pearl Ave
CHARITABLE ORGANIZATION

11 Pearl Ave, Winthrop, MA 02152-1226

Estimated value:
$270,000
4,032 sqft 0.11 AC lot
View details
167 Winthrop St
CHARITABLE ORGANIZATION

167 Winthrop St, Winthrop, MA 02152

Estimated value:
$280,000
3,924 sqft 0.29 AC lot
View details
179 Washington Ave
CHARITABLE ORGANIZATION

179 Washington Ave, Winthrop, MA 02152

Estimated value:
$430,000
12,724 sqft 0.21 AC lot
View details
191 Washington Ave
MARINE FACILITY/BOARD REPAIRS

191 Washington Ave, Winthrop, MA 02152-1347

Estimated value:
$315,000
2.22 AC lot
View details
34 Shirley St
CHARITABLE ORGANIZATION

34 Shirley St, Winthrop, MA 02152

Estimated value:
$265,000
2,192 sqft 0.53 AC lot
View details
583-585 Shirley St
MARINE FACILITY/BOARD REPAIRS

583-585 Shirley St, Winthrop, MA 02152

Estimated value:
$265,000
2.04 AC lot
View details
583-585 Shirley St
MARINE FACILITY/BOARD REPAIRS

583-585 Shirley St, Winthrop, MA 02152

Estimated value:
$230,000
1,700 sqft 0.08 AC lot
View details
152 Pleasant St
CHARITABLE ORGANIZATION

152 Pleasant St, Winthrop, MA 02152-2042

Estimated value:
$280,000
3,488 sqft 0.27 AC lot
View details
28-30 Woodside Ave, Unit 4W
CHARITABLE ORGANIZATION

28-30 Woodside Ave, Winthrop, MA 02152

Unit 4W
Estimated value:
$230,000
607 sqft
View details

Winthrop, MA Specialty Properties Market Trends and Statistics

Explore 17 specialty properties for sale in Winthrop, MA on our real estate platform. These investment opportunities span a total of 2,635 square feet of properties for sale, with an estimated market value of $999,888.

Sale prices for properties in Winthrop, MA average $999,888 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

NNN properties 1

Demographics Overview

Population 19K
Population Growth (5Y) +1.5%
Median Household Income $106,357
College Educated 58.9%

High-Yield Neighborhoods for Investment

Identify Winthrop submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood Average Price
02152 $999.9K

Taxes & Financing

Tax Rate (average for all types) 1.04%
Property Tax per SF $5.96 per SF
Tax Rate vs County Average 1.21 pp below county avg
Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Suffolk County

New Delisted

Total CRE Inventory on Market (SF)

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