OFF MARKET

Off Market Jun 2017 for $515K

$864,038

•

1,668

sq ft

27 Court Rd, Winthrop, MA 02152

About this home

Haven't you always dreamed of living on the water? Well then feast your eyes on this beautiful single family on the waterside of coveted Court Rd! This recently updated 2 bedroom and 1.5 bath home is thoughtfully laid-out on two living levels. The first floor features a bright & airy open-concept living/dining/kitchen and a separate area for a home office or children's playroom with a half-bath/laundry. The 2nd floor is where you will find the bedrooms, full bathroom, and upper level den (the location for a possible 3rd bedroom). The massive master bedroom boasts vaulted ceilings, a walk-in closet and private balcony over-looking the Boston Harbor. This home was made summer time fun! Imagine all of the memories you will make hosting backyard BBQs with your boat tied to your pier as the sun goes down over the harbor and the city skyline fades out of view. Best of all this is possible for the cost of starter condo in neighboring communities. Showings start Saturday 4/8 from 12-1:30pm.

Single-familyProperty Type

1930Year Built

2,600 sq ftLot Size

$518Est. Price/Sq.Ft.

1 spaceParking

Listed by Ryan Persac • Compass

Bought with Scott McNeill • East Coast Realty

Redfin checked: 2 minutes ago

•Source:MLS PIN #72140278

Redfin Estimate

$864,038

$349K since sold in June 2017$1,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 26.5% higher than the average sale price ($683K) of 6 comparable homes.

SOLD JUN 4, 2026
$635,000
A
2 beds2 baths1,550 sq ft
106 Cowper St, East Boston, MA 02128
SOLD DEC 17, 2025
$600,000
B
3 beds1.5 baths1,643 sq ft
94 Crescent Ave, Revere, MA 02151
SOLD MAY 18, 2026
$695,000
C
3 beds1.5 baths1,764 sq ft
960 Shirley St, Winthrop, MA 02152
SOLD DEC 30, 2025
$719,000
D
3 beds1.5 baths1,449 sq ft
92 Plummer Ave, Winthrop, MA 02152
SOLD JUN 15, 2026
$735,000
E
3 beds2 baths1,624 sq ft
92 Undine Ave, Winthrop, MA 02152
SOLD DEC 30, 2025
$715,000
F
3 beds1.5 baths1,325 sq ft
19 Pleasant Park Rd, Winthrop, MA 02152

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Earn from this home

Sell

$488,216

Est. take-home

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Rent

$3,370/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

NEW 17 HRS AGO
$650,000
3 beds1 bath931 sq ft
33 Bay View Ave, Winthrop, MA 02152
$539,000
1 bed1 bath1,368 sq ft
60 Hermon St #3, Winthrop, MA 02152
$649,000
3 beds1.5 baths1,200 sq ft
84 Tafts Ave, Winthrop, MA 02152
$739,000
3 beds2 baths1,428 sq ft
8 Siren St, Winthrop, MA 02152
$710,000
4 beds2 baths1,193 sq ft
542 Shirley St, Winthrop, MA 02152
$419,900
1 bed1 bath525 sq ft
22 Pauline St #5, Winthrop, MA 02152
$399,900
1 bed1 bath500 sq ft
22 Pauline St #3, Winthrop, MA 02152
$865,000
2 beds2.5 baths1,806 sq ft
1001 Shirley St #2, Winthrop, MA 02152
$998,900
6 beds2.5 baths3,263 sq ft
217 Pleasant St, Winthrop, MA 02152
$479,900
2 beds1 bath1,056 sq ft
2 Edgar Ter #3, Winthrop, MA 02152
See all

Provided by Redfin

Sale history for 27 Court Rd

Year

Property tax

Land + Additions

Assessment*

2023

$7,503 (+9.2%)

$399,500 + $301,700

$701,200

2022

$6,868 (+0.3%)

$330,600 + $253,400

$584,000

2021

$6,847 (+2.1%)

$295,200 + $244,800

$540,000

2020

$6,708 (+1.4%)

$286,700 + $244,800

$531,500

2019

$6,616 (−1.1%)

$264,200 + $237,800

$502,000

2018

$6,688 (+4.1%)

$252,000 + $220,300

$472,300

2017

$6,423 (+3.5%)

$256,100 + $189,600

$445,700

2016

$6,203 (+10.4%)

$222,700 + $180,900

$403,600

2014

$5,617 (+4.5%)

$163,600 + $196,900

$360,500

2013

$5,375 (+1.2%)

$163,600 + $196,900

$360,500

2012

$5,309 (+34.5%)

$169,500 + $196,900

$366,400

2011

$3,948 (+13.0%)

$184,100 + $102,000

$286,100

2010

$3,495 (−5.7%)

$174,200 + $101,000

$275,200

2009

$3,707

$227,800 + $144,000

$371,800

Tax history for 27 Court Rd

Year

Property tax

Land + Additions

Assessment*

2023

$7,503 (+9.2%)

$399,500 + $301,700

$701,200

2022

$6,868 (+0.3%)

$330,600 + $253,400

$584,000

2021

$6,847 (+2.1%)

$295,200 + $244,800

$540,000

2020

$6,708 (+1.4%)

$286,700 + $244,800

$531,500

2019

$6,616 (−1.1%)

$264,200 + $237,800

$502,000

2018

$6,688 (+4.1%)

$252,000 + $220,300

$472,300

2017

$6,423 (+3.5%)

$256,100 + $189,600

$445,700

2016

$6,203 (+10.4%)

$222,700 + $180,900

$403,600

2014

$5,617 (+4.5%)

$163,600 + $196,900

$360,500

2013

$5,375 (+1.2%)

$163,600 + $196,900

$360,500

2012

$5,309 (+34.5%)

$169,500 + $196,900

$366,400

2011

$3,948 (+13.0%)

$184,100 + $102,000

$286,100

2010

$3,495 (−5.7%)

$174,200 + $101,000

$275,200

2009

$3,707

$227,800 + $144,000

$371,800

*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

1.5

Stories

Lot width

—

Lot depth

—

Lot size

2,614 Sq. Ft.

Year renovated

—

Sq. Ft.

1,668

Year built

1930

Style

Single Family Residential

County

Suffolk County

APN

1422342

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: 1
Parking Features: Shared Driveway, Off Street, Paved

Interior

Bathroom Information
# of Bathrooms (Full): 1
# of Bathrooms (Half): 1

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

Interior Features
# of Rooms (Total): 6
Flooring: Tile, Carpet

Exterior

Building Information
Building Area (Total): 1,668
Foundation Details: Slab
Year Built Source: Public Records
Year Built Details: Approximate

Exterior Features
Patio And Porch Features: Deck
Exterior Features: Deck, Balcony, Storage, City View(s)

Property Information
PropertySubType: Single Family Residence
Has Waterview
Harbor

Lot Information
Lot Size (Acres): 0.06
Lot Features: Gentle Sloping
ViewYN: Has View
View: Scenic View(s), City
WaterfrontYN: Yes

Financial

Tax Information
Tax Annual Amount: $6,423
Tax Year: 2017

Utilities

Utility Information
Utilities: for Gas Range
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Natural Gas
Cooling: Central Air

Location

Location Information
Directions: From Main St, right on to Pleasant St then right on Court Rd.
UnparsedAddress: 27 Court Rd, Winthrop MA 02152

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

Public facts

Beds: 2
Baths: 1.5
Sq. Ft.: 1,668
Stories: 2.0
Lot Size: 2,614 square feet
Style: Single Family Residential
Year Built: 1930
Year Renovated: —
County: Suffolk County
APN: 1422342

Home facts updated by county records on Jul 20, 2023

Other

Listing Information
Exclusions: Washer & Dryer And Floating Piers Depicted In Photos Are Not Included In Sale.
StandardStatus: Closed

Around this home

Schools

Arthur T. Cummings Elementary School

Public 3-5 • Assigned • 0.4mi

5/10

Winthrop Middle School

Public 6-8 • Assigned • 0.8mi

8/10

Winthrop Senior High School

Public 9-12 • Assigned • 0.8mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

6/10 Flood Factor

Estimated 80%+ chance 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

6/10 Heat Factor

7 days above 95° expected this year, 14 days in 30 years

6/10 Wind Factor

68% 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

$821,000 – $994,000

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Nearby similar homes

NEW 17 HRS AGO

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New listings for sale in 02152

NEW 17 HRS AGO

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3 beds1 bath931 sq ft

33 Bay View Ave, Winthrop, MA 02152

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$649,000

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84 Tafts Ave, Winthrop, MA 02152

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3 beds2 baths1,428 sq ft

8 Siren St, Winthrop, MA 02152

$710,000

4 beds2 baths1,193 sq ft

542 Shirley St, Winthrop, MA 02152

$419,900

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22 Pauline St #5, Winthrop, MA 02152

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Home values near 27 Court Rd

Data from public records.

Address	Redfin Estimate
55 Court Rd, Winthrop, MA 4 Beds \| 3 Baths \| 2518 Sq. Ft.	$1,128,189
37 Court Rd, Winthrop, MA 2 Beds \| 2 Baths \| - Sq. Ft.	$781,516

Address	Redfin Estimate
43 Court Rd, Winthrop, MA 4 Beds \| 3.5 Baths \| 2018 Sq. Ft.	$1,038,155
35 Court Rd, Winthrop, MA 5 Beds \| 3 Baths \| 2590 Sq. Ft.	$957,520

Address	Redfin Estimate
41 Court Rd, Winthrop, MA 5 Beds \| 2.5 Baths \| 3138 Sq. Ft.	$1,136,767
33 Court Rd, Winthrop, MA 5 Beds \| 4.5 Baths \| 3777 Sq. Ft.	$1,267,828

Property information provided by MLS PIN when last listed in 2017. This data may not match . Learn more.

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