OFF MARKET

Off Market Aug 2021 for $1.7M

$2,058,895

•

4,500

sq ft

265 Court Rd, Winthrop, MA 02152

About this home

Welcome to 265 Court Road. This classic English Tudor was constructed in 1920, and features some of Greater Boston’s most beautiful views of Boston Harbor and the Boston City Skyline. Sited in Winthrop’s most desired neighborhoods, this Maze home is positioned directly on the waterfront including a shallow dock, private beach, beach house, mooring rights, and riparian rights. Terraced garden beds and viewing balconies stretch upwards toward the home from the ocean, offering many unique spaces to sit back and enjoy the sights and sounds of the bay. Inside, all of the original woodwork has been preserved perfectly, with a grand, elegant fireplace at the center of it all. The home features five bedrooms and five bathrooms across four levels of living space. Character, charm, grandeur, and elegance are all words that come to mind. There is nothing quite like it this close to Downtown Boston, making 265 Court Road a rare opportunity to own an exquisite property.

Single-familyProperty Type

1920Year Built

0.45 acresLot Size

$458Est. Price/Sq.Ft.

9 spacesParking

Listed by Stephen Hines • Berkshire Hathaway HomeServices Robert Paul Properties

Bought with Leighann Eruzione • Berkshire Hathaway HomeServices Robert Paul Properties

Redfin checked: 2 minutes ago

•Source:MLS PIN #72836272

Redfin Estimate

$2,058,895

$359K since sold in August 2021$2,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 87% higher than the average sale price ($1.10M) of 6 comparable homes.

SOLD JUL 31, 2026
$1,317,500
A
5 beds2 baths3,754 sq ft
264 Court Rd, Winthrop, MA 02152
SOLD JUN 23, 2026
$835,000
B
5 beds3 baths4,768 sq ft
108 Winthrop St, Winthrop, MA 02152
SOLD APR 7, 2026
$1,150,000
C
6 beds2.5 baths3,458 sq ft
66 Lowell Rd, Winthrop, MA 02152
SOLD MAR 13, 2026
$815,000
D
4 beds2 baths2,317 sq ft
45 Read St, Winthrop, MA 02152
SOLD APR 14, 2026
$1,665,000
E
6 beds3.5 baths4,455 sq ft
191 Cottage Park Rd, Winthrop, MA 02152
SOLD DEC 23, 2025
$825,000
F
5 beds2.5 baths2,065 sq ft
105 Circuit Rd, Winthrop, MA 02152

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Earn from this home

Sell

$727,856

Est. take-home

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Rent

$6,708/mo

Redfin rental estimate

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Market trends in 02152, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.2%

+0.5% MoM

Median sale price

$620K

$21K MoM

Avg. days on market

38d

7 days MoM

Recently sold homes

9 MoM

New listings for sale

OPEN THU, 6PM TO 7PM
$739,000
3 beds2 baths1,428 sq ft
8 Siren St, Winthrop, MA 02152
OPEN SAT, 11AM TO 12:30PM
$710,000
4 beds2 baths1,193 sq ft
542 Shirley St, Winthrop, MA 02152
OPEN SAT, 12PM TO 2PM
$419,900
1 bed1 bath525 sq ft
22 Pauline St #5, Winthrop, MA 02152
OPEN SAT, 12PM TO 2PM
$399,900
1 bed1 bath500 sq ft
22 Pauline St #3, Winthrop, MA 02152
NEW 31 HRS AGO
$865,000
2 beds2.5 baths1,806 sq ft
1001 Shirley St #2, Winthrop, MA 02152
OPEN SUN, 12PM TO 1:30PM
$998,900
6 beds2.5 baths3,263 sq ft
217 Pleasant St, Winthrop, MA 02152
OPEN SUN, 11AM TO 12:30PM
$479,900
2 beds1 bath1,056 sq ft
2 Edgar Ter #3, Winthrop, MA 02152
OPEN SAT, 11:30AM TO 12:30PM
$758,000
3 beds2.5 baths1,800 sq ft
189 Shirley St #1, Winthrop, MA 02152
$799,000
4 beds4 baths2,910 sq ft
26 George St, Winthrop, MA 02152
3D WALKTHROUGH
$549,000
3 beds1 bath1,788 sq ft
283 Revere St #2, Winthrop, MA 02152
See all

Provided by Redfin

Sale history for 265 Court Rd

Date

Event

Price

MLS PIN #72836272

Aug 19, 2021

Sold

$1,700,000

$378/sq ft

Jun 3, 2021

Contingent

—

May 19, 2021

Listed

$1,695,000

$377/sq ft

MLS PIN #71301904

Mar 15, 2013

Sold

$840,000

$187/sq ft

Mar 11, 2013

Contingent

—

Dec 9, 2012

Price Changed

$1,000,000

$222/sq ft

Dec 9, 2012

Relisted

—

Sep 30, 2012

Contingent

—

May 29, 2012

Price Changed

$1,100,000

$244/sq ft

Apr 16, 2012

Price Changed

$1,150,000

$256/sq ft

Oct 18, 2011

Listed

$1,200,000

$267/sq ft

+24

Distinctive Brick Waterfront Home Spacious rooms,ornate fireplace, window seat, heated solariums, sunfilled dining rm,library off foyer. City skyline views from sitting rm on second level, plus direct access to private deck overlooking the water from bedroom. Five bedrooms, four and one half baths. Billiards rm on lower level and so much more. Strategically placed on large waterfront lot with multiple levels of outdoor living down to the waters edge.

Year

Property tax

Land + Additions

Assessment*

2023

$17,090 (+22.9%)

$496,700 + $1,100,500

$1,597,200

2022

$13,904 (−1.7%)

$410,900 + $771,400

$1,182,300

2021

$14,141 (+1.4%)

$366,900 + $748,300

$1,115,200

2020

$13,940 (+0.2%)

$356,300 + $748,300

$1,104,600

2019

$13,913 (−0.5%)

$328,400 + $727,200

$1,055,600

2018

$13,987 (+9.1%)

$313,300 + $674,500

$987,800

2017

$12,815 (+1.2%)

$317,900 + $571,400

$889,300

2016

$12,662 (+9.0%)

$276,400 + $547,400

$823,800

2014

$11,620 (+4.5%)

$203,200 + $542,600

$745,800

2013

$11,120 (+1.9%)

$203,200 + $542,600

$745,800

2012

$10,912 (−5.8%)

$210,500 + $542,600

$753,100

2011

$11,578 (+5.9%)

$228,600 + $610,400

$839,000

2010

$10,935 (+33.7%)

$250,600 + $610,400

$861,000

2009

$8,178

$327,600 + $492,700

$820,300

Tax history for 265 Court Rd

Year

Property tax

Land + Additions

Assessment*

2023

$17,090 (+22.9%)

$496,700 + $1,100,500

$1,597,200

2022

$13,904 (−1.7%)

$410,900 + $771,400

$1,182,300

2021

$14,141 (+1.4%)

$366,900 + $748,300

$1,115,200

2020

$13,940 (+0.2%)

$356,300 + $748,300

$1,104,600

2019

$13,913 (−0.5%)

$328,400 + $727,200

$1,055,600

2018

$13,987 (+9.1%)

$313,300 + $674,500

$987,800

2017

$12,815 (+1.2%)

$317,900 + $571,400

$889,300

2016

$12,662 (+9.0%)

$276,400 + $547,400

$823,800

2014

$11,620 (+4.5%)

$203,200 + $542,600

$745,800

2013

$11,120 (+1.9%)

$203,200 + $542,600

$745,800

2012

$10,912 (−5.8%)

$210,500 + $542,600

$753,100

2011

$11,578 (+5.9%)

$228,600 + $610,400

$839,000

2010

$10,935 (+33.7%)

$250,600 + $610,400

$861,000

2009

$8,178

$327,600 + $492,700

$820,300

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

4.5

Stories

Lot width

—

Lot depth

—

Lot size

0.25 Acres

Year renovated

—

Sq. Ft.

3,598

Year built

1930

Style

Single Family Residential

County

Suffolk County

APN

1421019

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Property details

Parking

Parking Information
Has Open Parking
Parking Spaces: 9
Parking Features: Shared Driveway, Off Street, On Street, Unpaved

Interior

Master Bedroom Information
Level: Second
Features: Flooring - Hardwood

Bedroom #2 Information
Level: Second
Features: Flooring - Hardwood

Bedroom #3 Information
Level: Second
Features: Flooring - Hardwood

Bedroom #4 Information
Level: Second
Features: Flooring - Hardwood

Bedroom #5 Information
Level: Third
Features: Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: Basement
Features: Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Level: First
Features: Flooring - Stone/Ceramic Tile

Bathroom #3 Information
Level: Second
Features: Flooring - Stone/Ceramic Tile

Living Room Information
Level: First
Features: Flooring - Hardwood

Family Room Information
Level: Basement
Features: Flooring - Wall to Wall Carpet

Dining Room Information
Level: First
Features: Flooring - Hardwood

Kitchen Information
Level: First
Features: Flooring - Hardwood

Office Room Information
Level: First
Features: Flooring - Hardwood

Basement Information
Basement: Full, Partially Finished

Laundry Information
Laundry Features: Gas Dryer Hookup, Washer Hookup, In Basement

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1

Interior Features
# of Rooms (Total): 10
Flooring: Tile, Carpet, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
Interior Features: Bathroom, Home Office, Sun Room, Foyer, Walk-Up Attic

Exterior

Building Information
Building Area (Total): 4,500
Foundation Details: Stone
Construction Materials: Brick
Year Built Source: Public Records
Year Built Details: Actual
Color: Red/Brown

Exterior Features
Roof: Slate
Patio And Porch Features: Porch, Porch - Enclosed, Deck, Patio, Enclosed
Exterior Features: Porch, Porch - Enclosed, Deck, Patio, Patio - Enclosed, Balcony, Cabana, Rain Gutters, Storage, Professional Landscaping, City View(s), Garden, Stone Wall

Property Information
Accessibility Features: No
PropertySubType: Single Family Residence
Other Structures: Cabana
Has Waterview
Dock/Mooring, Harbor, Ocean, Private

Lot Information
Lot Size (Acres): 0.45
Lot Features: Easements, Flood Plain, Level, Steep Slope
ViewYN: Has View
View: City View(s), Scenic View(s), City
WaterfrontYN: Yes
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $14,140.70
Tax Year: 2021

Utilities

Utility Information
Utilities: for Gas Range
Sewer: Public Sewer
Water Source: Public
Electric: 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Hot Water
Cooling: Ductless

Location

Location Information
Directions: Pleasant to Court
UnparsedAddress: 265 Court Road, Winthrop MA 02152

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Public School, T-Station

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 3,598
Stories: 2.0
Lot Size: 0.25 acres
Style: Single Family Residential
Year Built: 1930
Year Renovated: —
County: Suffolk County
APN: 1421019

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
StandardStatus: Closed

Around this home

Schools

Arthur T. Cummings Elementary School

Public 3-5 • Assigned • 0.6mi

5/10

Winthrop Middle School

Public 6-8 • Assigned • 1.0mi

8/10

Winthrop Senior High School

Public 9-12 • Assigned • 1.0mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

5 days above 95° expected this year, 11 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Winthrop, MA • 02152

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.2 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.2 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.96M – $2.37M

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OPEN SUN, 12PM TO 1:30PM

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217 Pleasant St, Winthrop, MA 02152

OPEN SUN, 11AM TO 12:30PM

$479,900

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2 Edgar Ter #3, Winthrop, MA 02152

OPEN SAT, 11:30AM TO 12:30PM

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Home values near 265 Court Rd

Data from public records.

Address	Redfin Estimate
226 Court Rd, Winthrop, MA 6 Beds \| 2 Baths \| 2976 Sq. Ft.	$958,165
258 Court Rd, Winthrop, MA 4 Beds \| 2 Baths \| 3575 Sq. Ft.	$1,026,590

Address	Redfin Estimate
234 Court Rd, Winthrop, MA 3 Beds \| 1.5 Baths \| 1503 Sq. Ft.	$730,217
264 Court Rd, Winthrop, MA 5 Beds \| 2 Baths \| 3754 Sq. Ft.	$1,302,312

Address	Redfin Estimate
244 Court Rd, Winthrop, MA 3 Beds \| 2 Baths \| 2331 Sq. Ft.	$871,717
278 Court Rd, Winthrop, MA 3 Beds \| 2 Baths \| 2054 Sq. Ft.	$1,153,783

Property information provided by MLS PIN when last listed in 2021. This data may not match . Learn more.

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