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Winthrop, MA Commercial Real Estate for Sale

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Winthrop Redevelopment Opportunity For Sale
$5,000,000
5,732 SF

Winthrop Redevelopment Opportunity For Sale

120 Shirley St, Winthrop, MA 2152

Redevelopment opportunity in Winthrop, MA, near Boston.

  • Redevelopment opportunity in Winthrop, MA with favorable Business District A zoning suitable for multifamily development.
  • Large 24,551 SF site.
  • Excellent location: just over 6 miles from downtown Boston and a short distance to the Blue Line.
  • Close proximity to Winthrop High School, Winthrop Beach and Winthrop Country Club.
  • Opportunity for owner‑user to operate an auto repair facility.
Updated: Nov 25, 2025
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Winthrop Commercial Building in CBD
$550,000
1,900 SF

Winthrop Commercial Building in CBD

11-13 Pauline St, Winthrop, MA 2152

Two-unit commercial building in Winthrop's Central Business District.

  • Prime commercial building in Winthrop's Central Business District.
  • Two units with open and versatile layouts suitable for office or retail.
  • Well‑maintained and updated property.
  • First floor unit boasts street‑side exposure and full windows.
  • Second floor unit features vaulted ceilings, (2) private offices, loft area, kitchenette, and private enclosed porch.
Updated: Dec 2, 2025
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Winthrop Redevelopment Opportunity Near Boston
$5,000,000
5,732 SF

Winthrop Redevelopment Opportunity Near Boston

Development opportunity in Winthrop, 6.1 miles from downtown Boston.

8 Crescent St, Winthrop, MA
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Shirley & Crescent Street Redevelopment
$5,000,000
5,732 SF

Shirley & Crescent Street Redevelopment

Shirley & Crescent Street Redevelopment in Winthrop, MA

120 Shirley St, Winthrop, MA 02152
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Based on your search, we've compiled 240 Potential Opportunities for your consideration. Besides 4 Active listings in Winthrop, MA, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 232 Off-Market properties to explore as potential leads

Explore Opportunities in Nearby Cities

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

Turnkey Restaurant Investment Opportunity
$360,000

Turnkey Restaurant Investment Opportunity

Fully operational restaurant with liquor license on a high-traffic corridor.

653A Broadway, Revere, MA 2151
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Orient Heights Development Opportunity
$2,399,000

Orient Heights Development Opportunity

Development project near Orient Heights MBTA Blue Line station.

970 Saratoga St., Boston, MA 2128
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Revere Commercial Space and Opportunity
$689,900

Revere Commercial Space and Opportunity

Commercial space in Revere, close to the beach and Boston.

619 Broadway, Revere, MA 2151
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Orient Heights Development Opportunity
$2,399,000

Orient Heights Development Opportunity

Development project near Orient Heights MBTA Blue Line station.

970 Saratoga, Boston, MA 2128
View details

Explore 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.

550 Pleasant St Ste, Unit 109

550 Pleasant St Ste, Unit 109

CONDOMINIUM OFFICES • 812 SF
Value Estimation by Request
550 Pleasant St Ste, Winthrop, MA 02152-2769
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147 Shirley St

147 Shirley St

AUTO REPAIR, GARAGE • 5,960 SF
Value Estimation by Request
147 Shirley St, Winthrop, MA 02152-1131
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2 Chamberlain Ave

2 Chamberlain Ave

CONDOMINIUM OFFICES • 1,350 SF
Value Estimation by Request
2 Chamberlain Ave, Winthrop, MA 02152-1582
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3 Crst Ave, Unit 13

3 Crst Ave, Unit 13

RETAIL STORES (PERSONAL SERVICES) • 2,161 SF
Value Estimation
$960,000
3 Crst Ave, Winthrop, MA 02152-1010
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67 Woodside Ave

67 Woodside Ave

RETAIL STORES (PERSONAL SERVICES) • 1,024 SF
Value Estimation
$625,000
67 Woodside Ave, Winthrop, MA 02152-2923
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189-191 Winthrop St

189-191 Winthrop St

SHOW ROOM, WAREHOUSE • 4,163 SF
Value Estimation
$610,000
189-191 Winthrop St, Winthrop, MA 02152
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990 Shirley St

990 Shirley St

OFFICE/RESIDENTIAL (MIXED USE) • 0.14 Acres
Value Estimation
$1,410,000
990 Shirley St, Winthrop, MA 02152-2534
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210 Winthrop St

210 Winthrop St

OFFICE/RESIDENTIAL (MIXED USE) • 4,494 SF
Value Estimation
$1,850,000
210 Winthrop St, Winthrop, MA 02152-2605
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47 Woodside Ave

47 Woodside Ave

RESTAURANT • 696 SF
Value Estimation by Request
47 Woodside Ave, Winthrop, MA 02152-2922
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365 Main St

365 Main St

SHOW ROOM, WAREHOUSE • 4,911 SF
Value Estimation
$1,800,000
365 Main St, Winthrop, MA 02152-1637
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399 Winthrop St

399 Winthrop St

RETAIL STORES (PERSONAL SERVICES) • 2,254 SF
Value Estimation by Request
399 Winthrop St, Winthrop, MA 02152-3132
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25 Bartlett Rd

25 Bartlett Rd

FINANCIAL BUILDING • 9,060 SF
Value Estimation
$1,350,000
25 Bartlett Rd, Winthrop, MA 02152-2912
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49 Adams St

49 Adams St

OFFICE BUILDING • 2,662 SF
Value Estimation
$1,360,000
49 Adams St, Winthrop, MA 02152-2932
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26 Main St, Unit 30

26 Main St, Unit 30

COMMERCIAL (GENERAL) • 0.97 Acres
Value Estimation by Request
26 Main St, Winthrop, MA 02152-2714
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7 Madison Ave

7 Madison Ave

SHOW ROOM, WAREHOUSE • 7,018 SF
Value Estimation
$1,400,000
7 Madison Ave, Winthrop, MA 02152-3122
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1001 Shirley St

1001 Shirley St

SHOW ROOM, WAREHOUSE • 6,074 SF
Value Estimation
$775,000
1001 Shirley St, Winthrop, MA 02152
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499-503 Shirley St

499-503 Shirley St

OFFICE/RESIDENTIAL (MIXED USE) • 6,516 SF
Value Estimation by Request
499-503 Shirley St, Winthrop, MA 02152
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20 Main St

20 Main St

RESTAURANT • 1,199 SF
Value Estimation
$5,985,000
20 Main St, Winthrop, MA 02152-2714
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550 Pleasant St Ste, Unit 104

550 Pleasant St Ste, Unit 104

CONDOMINIUM OFFICES • 1,154 SF
Value Estimation by Request
550 Pleasant St Ste, Winthrop, MA 02152-2769
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28-30 Woodside Ave, Unit 3W

28-30 Woodside Ave, Unit 3W

CHARITABLE ORGANIZATION • 897 SF
Value Estimation by Request
28-30 Woodside Ave, Winthrop, MA 02152
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Winthrop, MA Commercial Real Estate Investment Opportunities Market Analysis

Explore 236 commercial real estate for sale in Winthrop, MA, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 17,424 square feet of properties for sale, with an estimated market value of $1,800,000.

Sale prices for business properties in Winthrop, MA start at $1,800,000, averaging $1,800,000, and reaching up to $1,800,000 — 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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