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$1,199,000 Just Listed

  • For Sale
  • Active
  • Multi-Family
  • 2 Units
  • 4 Total Beds
  • 0.12 Acres
  • Updated 58 minutes ago

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Open House: 11:00 AM - 1:00 PM

Saturday 6/6 11:00 AM - 1:00 PM

66 Sunnyside Ave,Winthrop, MA 02152

66 Sunnyside AveWinthropMA02152

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Discover a unique opportunity at 66 Sunnyside Ave in Winthrop, MA, a 1920 multi-family property offering 2635 square feet of living space. This two-story residence, set on a generous 5227 square foot lot, presents an exceptional blend of classic charm and potential for contemporary living. The property features a total of five bedrooms, providing ample private spaces for residents. Two full bathrooms are thoughtfully integrated throughout the home, ensuring convenience and functionality for multiple occupants. This multi-family dwelling offers a versatile layout, ideal for extended family living or as an income-generating asset. Imagine the possibilities for creating distinct living areas within its expansive footprint. To truly appreciate the lifestyle and potential this property offers, schedule your private viewing today.

Full Property Details for 66 Sunnyside Ave

General

  • Price: $1,199,000
  • Taxes: $9,928 (2026)
  • Status: Active
  • Type: Multi-Family
  • MLS ID: 73529063
  • Updated: Today (6/3/2026)
  • Added to Site: Today

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4

Parking

  • Parking Features: Off Street, Paved

Location

  • County: Suffolk

Structural Information

  • Basement: Yes
  • Stories/Levels: 3
  • Square Feet: 2,635
  • Year Built: 1920

Lot Features

  • Lot Size (Acres): 0.12

Financial Considerations

  • Tax Amount: $9,928
  • Tax Year: 2026

Disclosures and Reports

  • Disclosures/Rstr.: Property is located in a flood zone. Basement is equipped with a sump pump system. Seller reserves the right to accept an offer at any time
  • Property ID: M:0022 B:0091 L:0000, 1421230
  • Block/Lot/Section: 91

Listed by COM-PRO Real Estate Services, Inc, Mirna Orellana

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Listing agent

— 66 Sunnyside Ave —

  • Mirna Orellana

    COM-PRO Real Estate Services, Inc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 66 Sunnyside Ave

School District:Winthrop School District
NameGradesDistance
Arthur T. Cummings Elementary School
40 Hermon Street, Winthrop, MA 02152
3-50.5 mi
William P. Gorman/Fort Banks Elementary School
101 Kennedy Drive, Winthrop, MA 02152
PK-21 mi
Winthrop Middle School, Winthrop, MA
60 Payson Street, Winthrop, MA 02152
6-80.7 mi
Winthrop Sr High School
400 Main Street, Winthrop, MA 02152
9-120.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 66 Sunnyside Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/03/2026
Listed
$1,199,000
31.04%
MLS
4/08/2024
Sold
$915,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 66 Sunnyside Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,535
7%
$923,900
8%
2024
$8,879
-8%
$852,100
-5%
2023
$9,643
2%
$901,200
12%
2022
$9,480
3%
$806,100
11%
2021
$9,227
2%
$727,700
2%
2020
$9,045
2%
$716,700
7%
2019
$8,842
11%
$670,900
19%
2018
$7,971
9%
$562,900
11%
2017
$7,291
6%
$506,000
13%
2016
$6,880
12%
$447,600
5%
2015
$6,136
13%
$427,900
23%
2014
$5,423
—
$348,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 66 Sunnyside Ave

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by COM-PRO Real Estate Services, Inc, Mirna Orellana

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66 Sunnyside Ave, Winthrop, MA 02152 (MLS# 73529063) is a Multi-Family property with 2 units containing 4 bedrooms and 2 full bathrooms. 66 Sunnyside Ave is currently listed for $1,199,000 and was received on June 03, 2026. Want to learn more about 66 Sunnyside Ave? Do you have questions about finding other Multi-Family real estate for sale in Winthrop? You can browse all Winthrop real estate or contact a Coldwell Banker agent to request more information.

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