LISTED BY REDFIN

For sale

$1,275,000

Est. $8,250/mo —

•

2,599

sq ft

129 Strandway, Winthrop, MA 02152

About this home

Welcome to your ultimate beachfront oasis in Winthrop, where every day feels like a permanent getaway with direct access from your back door straight into the sand. This stunning home features an inviting, fireplaced living room, a kitchen boasting sleek marble countertops and tile flooring, a convenient main-floor full bath and an outdoor shower for rinsing off after the beach, and two flexible bedrooms ideal for guests, children, or a home office. Take in breathtaking ocean sunrises over morning coffee from the year-round heated sunroom, and retreat upstairs to a spacious primary suite complete with its own private bath. The finished lower level functions as a fully separate suite—an incredible asset as one of only 10 legal Airbnbs in all of Winthrop, complete with its own family room, bonus space, full bathroom, and laundry. Positioned in an unbeatable location with two off-street parking spots and an EV charger, this property sits less than 1 mile from the Winthrop Landing MBTA ferry for easy transit to Logan, Central Wharf, and the Seaport, perfectly balancing everyday coastal luxury with elite short-term rental potential.

Single-familyProperty Type

1900Year Built

4,520 sq ftLot Size

$491Price/Sq.Ft.

2 spacesParking

0% commission

Buyer's Agent

Listed by Redfin

Kyle MacNichol Redfin Corp.

Listed by Redfin

Listed by • Redfin Corp.

Listing updated: Oct 2, 2026 at 05:29am

Redfin checked: 2 minutes ago

•Source:MLS PIN #73585487

Payment calculator

$8,250 per month

Principal and interest$7,219

Property taxes

$840

HOA dues

Home insurance

$191

Utilities

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Next available date: Monday, October 5

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Around this home

Schools

K - 12
Preschool & daycare

Arthur T. Cummings Elementary School

Public 3-5 • Assigned • 1.5mi

5/10

Winthrop Middle School

Public 6-8 • Assigned • 1.6mi

8/10

Winthrop Senior High School

Public 9-12 • Assigned • 1.6mi

5/10

Provided by GreatSchools

About Point

Shirley

Point Shirley, located between Winthrop Beach and Deer Island, is a waterfront and residential Boston neighborhood with a working-harbor edge and wide-open ocean views. The neighborhood’s character concentrates around the Shirley Street corridor near the Point Shirley ferry landing, where marinas, bait-and-tackle storefronts, and low-key seafood counters set a salt-air rhythm. Architectural cues lean coastal New England, with compact cottages, porches, and weathered shingles facing narrow lanes. Deer Island’s Harborwalk frames long, linear walks beside the treatment plant’s sculptural forms and the harbor horizon. Winthrop Beach’s promenade adds a boardwalk feel, while pocket parks and small docks keep daily life oriented to the water.

Provided by Walk Score and Local Logic

Offer insights

129 Strandway · $1,275,000

Strong offer

$1.34M and above

75% chance or better to win

Why $1.34M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 29 days.

SALE-TO-LIST

Most homes are selling 1% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Sun room
Mud room
Closets throughout
Insulated doors
Insulated windows and storm windows
Total of 6 rooms

Bedrooms
Primary bedroom on the second floor with closet and wall-to-wall carpet
Second bedroom on the first floor with closet and vinyl flooring
Third bedroom on the first floor with closet and vinyl flooring
Fourth bedroom in the basement with closet, laminate flooring and recessed lighting

Bathrooms
Three full bathrooms
Master bathroom present
First-floor full bath with tub and shower and tile flooring
Second-floor full bath with shower stall and tile flooring
Basement full bath with tub and shower and tile flooring

Kitchen
Dining area off the kitchen
Recessed lighting
Stainless steel appliances
Tile/stone flooring

Laundry & utility
Laundry in basement with washer hookup and gas dryer hookup
Gas water heater

Flooring
Engineered hardwood
Tile / stone tile
Vinyl
Laminate
Wall-to-wall carpet in primary bedroom

Heating & cooling
Baseboard heating
Natural gas heating

Sale and tax history for 129 Strandway

Sale History
Tax History

Date

Event

Price

MLS PIN #73585487

Oct 2, 2026

Listed

$1,275,000

$491/sq ft

Oct 1, 2026

Coming Soon

$1,275,000

$491/sq ft

MLS PIN #73075876

Apr 19, 2023

Sold

$890,000

$342/sq ft

Mar 3, 2023

Contingent

—

Feb 2, 2023

Listed

$895,000

$344/sq ft

+36

Welcome to your beach oasis. Feel like you on vacation everyday! This home is situated directly on the beach. Walk out your back door and into the sand. 1st floor features an updated kitchen with tile floor and marble counter tops. There is a small bathroom right off the back door perfect for coming in off the beach. Step into your living room with cozy fireplace. Enjoy your morning coffee on your heated sun room looking out to the ocean. 1st floor has 2 bedrooms off the living room perfect for children rooms, guest or home office. 2nd floor features large primary bedroom with your own private bath. Finished basement with additional family room, bonus room, another full bathroom with laundry. Driveway parking could be made available in the front of the home. Owners park in two spots off the street in front of the home. Parking has never been an issue according to the sellers. Flood insurance transferable and currently at $1,138.00.

MLS PIN #71164535

Apr 15, 2011

Sold

$350,000

$135/sq ft

Mar 5, 2011

Contingent

—

Jan 10, 2011

Relisted

—

Jan 7, 2011

Contingent

—

Jan 3, 2011

Price Changed

$375,000

$144/sq ft

Nov 20, 2010

Listed

$399,000

$154/sq ft

Wonderful Six Room Beach House on Two Levels. Step out your back door onto the sandy beach and spectacular views of Sun Sand Surf ! Large eat in kitchen new SS Wall oven and Stove Top Fire placed living room with french doors to heated Sun room facing beach and ocean. Open rear deck. Two bedroom on the first floor plus full bath Large closets. Take stairs to open loft area master bedroom with full bath with areas for sleeping storage and relaxing.Ready to move in..Pot for off street parking.

Public Records

Feb 3, 1986

Sold

$85,000

$33/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$7,921 (+3.4%)

$423,900 + $316,400

$740,300

2022

$7,663 (+0.1%)

$378,700 + $272,900

$651,600

2021

$7,655 (+0.5%)

$338,100 + $265,600

$603,700

2020

$7,619 (+5.3%)

$338,100 + $265,600

$603,700

2019

$7,237 (+2.5%)

$311,600 + $237,500

$549,100

2018

$7,060 (+12.7%)

$272,700 + $225,900

$498,600

2017

$6,264 (+7.3%)

$225,400 + $209,300

$434,700

2016

$5,839 (+10.6%)

$189,900 + $190,000

$379,900

2014

$5,277 (+2.6%)

$170,100 + $168,600

$338,700

2013

$5,145 (+2.9%)

$176,500 + $168,600

$345,100

2012

$5,000 (+6.4%)

$176,500 + $168,600

$345,100

2011

$4,699 (+3.8%)

$205,500 + $135,000

$340,500

2010

$4,528 (+22.3%)

$221,500 + $135,000

$356,500

2009

$3,701

$223,000 + $148,200

$371,200

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

4,356 Sq. Ft.

Year renovated

—

Finished Sq. Ft.

1,990

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,990

Year built

1900

Style

Single Family Residential

County

Suffolk County

APN

1420387

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Climate risks

5/10 Flood Factor

Estimated 48-58% 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 96° expected this year, 15 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

81/ 100

Very good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.9 hrs

3.9 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 129 Strandway

There isn’t enough information to generate an accurate estimate at this time. Learn More

Rental earnings

Est. $4,309 per month, based on comparable rentals

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