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Bean Group
Offered at $1,275,000Active
beds
4
baths
3
sq ft
2,599
Built
1900

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.

Listing last checked: Listing updated:

Listed by Kyle Macnichol · Redfin Corp. · MLS #73585487

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Details at a glance

Interior6 property facts
Rooms
6
Heating
Baseboard, Natural Gas
Cooling
None
Flooring
Tile, Engineered Hardwood, Flooring - Stone/Ceramic Tile
Basement
Yes · Full, Finished, Interior Entry
Fireplaces
1
Building5 property facts
Style
Single Family Residence
Year built
1900
Parking
2
Foundation
Block
Roof
Shingle
Land & utilities6 property facts
Lot size
0.1 acres
Water
Public
Sewer
Public Sewer
Waterfront
Y
Pool
Not reported
Zoning
res
Financial2 property facts
Annual taxes
$10,074
Assessment year
2026

Location

Estimated monthly cost

Explore costs at the $1,275,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$7,287 / monthAdjust
Principal & interest
$6,447
Property tax
$840
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $10,074. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

Price and status timeline

  1. Ter

    $1,324,900 · Nov 6, 2025

  2. Sld

    $375,000 · Sold $350,000 · Nov 20, 2010

More property insights

Automated value estimate $1,320,318

Estimated range $1,196,372–$1,444,264.

Automated estimates are not appraisals or guarantees of market value.

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Comparable properties 3 supplied

Sold Aug 24, 2026

$1,345,000

27 Richwood St

Sold Jul 11, 2026

$1,325,000

132 Cottage Street

Sold Jul 16, 2026

$1,275,000

1 Peaked Cliff

Photo-based condition insights

Overall presentation: average

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About 129 Strandway

Can I request a private showing?

Request a tour of 129 Strandway and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.