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264 Court Rd, Winthrop, MA 02152

Suffolk County

Key Facts

5Beds
2Baths
3,754Sq Ft
1900Year Built
0.24Lot (acres)

Description

Located in one of the most desirable neighborhoods in town, this grand home has been the home to 4 generations of the same family since it was built. It has been cherished by the same family for over 100 years. Rich original woodwork and timeless character can be found throughout. Step into the sun-filled enclosed front porch before entering the impressive foyer featuring a stunning quarter-sawn oak staircase. The spacious kitchen offers endless potential for renovation and customization. The second floor features a generous landing, 5 large bedrooms, and a three-quarter bath. The third floor offers three additional spacious rooms plus a bonus area leading to a loft space, providing flexibility for extended living, office, or creative use. Situated on a corner lot with ample backyard space, this property is a rare opportunity to restore and personalize a truly special home.

Property Information

Property Type

Residential

Sub-Type

Single Family Residence

Year Built

1900

Living Area

3,754 sq ft

Lot Size

0.24 acres

Parking Spaces

2

Zoning

RES

Days on Market

23

MLS® Listing#

73514990

Property Features

Appliances

Gas Water HeaterRangeDishwasherWasherDryer

Cooling

None

Heating

Natural GasBaseboard

Flooring

Hardwood

Basement

Full

Parking

PavedOff StreetOn Street

Laundry

In Basement

Patio

PorchEnclosed

Lot Features

Corner Lot

Construction

Frame

Foundation

Stone

Roof

Shingle

Community

Tennis Court(s)ParkGolfSidewalks

Sewer

Public Sewer

Water Source

Public

Rooms

  • Bathroom 1First
  • Bathroom 2Second
  • Bedroom 2Second
  • Bedroom 3Second
  • Bedroom 4Second
  • Bedroom 5Second
  • Dining RoomFirst
  • Family RoomFirst
  • KitchenFirst
  • Living RoomFirst
  • Master BedroomSecond

Schools

Elementary:
Atc/Fort
Middle:
Wms
High:
Whs

Financial Details

HOA

None

Annual Taxes

$11,205

Tax year 2026

Assessed Value

$1,005,800

Parcel Number

M:0020 B:0009 L:0000,1420997

Directions

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Affordability Calculator

$259,800

Estimated monthly payment

$6,914/mo

Principal $1,039,200 · Est. interest $1,449,776 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Winthrop, MA

$729,412
Median Listing Price
50
Median Days on Market
1,630
Median Sq Ft
$501
Median Price / Sq Ft
70
Active Listings
  • This home’s price is 78% above the area median.
  • Its price per sq ft is 31% below the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in Winthrop, MA.

Location

Map showing the location of 264 Court Rd, Winthrop, MA 02152

Points of Interest in Winthrop, MA

Showing the Winthrop area map.

Nearby Schools

  • Winthrop Middle School

    Secondary · 0.5 mi away

  • Pleasant Times Learning Center

    School · 0.5 mi away

  • Winthrop Public Schools

    School · 0.6 mi away

  • Arthur T. Cummings Elementary School

    Elementary · 0.6 mi away

  • Winthrop High School

    Secondary · 1.0 mi away

  • Odyssey Early Learning Academy

    School · 1.1 mi away

  • William P. Gorman/Fort Banks Elementary

    Elementary · 1.2 mi away

  • Curtis Guild Elementary School

    Elementary · 1.3 mi away

  • Brooke East Boston-Brooke Charter Schools

    School · 1.4 mi away

  • St Mary Star of the Sea School

    School · 1.5 mi away

  • Excel Academy

    School · 1.5 mi away

  • Bradley Elementary School

    Elementary · 1.5 mi away

  • Seacoast School

    School · 1.6 mi away

  • Beachmont Veterans Memorial School

    Elementary · 1.6 mi away

  • City of Revere

    School · 1.6 mi away

  • Excel Academy Charter High School

    Secondary · 1.7 mi away

  • Harbor City School

    School · 1.8 mi away

  • Patrick J Kennedy Elementary School

    Elementary · 1.9 mi away

  • James Otis School

    Elementary · 2.0 mi away

  • Donald McKay School

    Elementary · 2.0 mi away

Commute Calculator

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Nearby Homes

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Similar Home Values

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Moving Cost Estimate

EXIT Agents in Winthrop

Listing Courtesy: Cottage Hill Real Estate - 6178469900

Presented by: Elizabeth Ferrara

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein. Copyright ©2026 MLS Property Information Network, Inc. All Rights Reserved.

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Data provided by MLS Property Information Network. MLS® Listing#73514990. © 2026EXIT Realty®. All rights reserved.