Active
105 Days on market
27 Billows St Winthrop — Photo 1 of 25

27 Billows St Winthrop — Photo 1 of 25

Recent Drop: $35,000

$875,000
$840,000

$840,000

27 Billows St, Winthrop, MA 02152

Winthrop, MA 02152 — Point Shirley

Beds

3

Baths

2.5

SqFt

1,837

Style

Single Family

Built

1900

This gut-renovated home delivers three levels of flexible living that is hard to replicate. The sun-filled entryway with built-in bench seating & ceiling fan sets a relaxed tone from the moment you walk in. The open main level flows seamlessly from the living room with hardwood floors, beamed ceilings, and built-in electric fireplace through the dining area with its own wine cooler and into a renovated kitchen with white beadboard cabinetry, quartz countertops, subway tile backsplash, and stainless appliances. The entire 2nd floor is dedicated to a private primary retreat, complete with two closets and a private en suite with glass shower. The sun-filled sitting room connects the suite to the 2nd-floor deck where ocean views make for the perfect spot for morning coffee or evening entertaining. A wood spiral staircase leads to the third-floor bedrooms tucked under vaulted ceilings. Corner lot with 2 driveways & the opportunity to expand the yard practically on the water in Pt. Shirley!

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$457/sqft
Local Avg (Winthrop)$440/sqft
4% AboveMarket Average

* Analysis is based on 23 actively listed and recently sold comparable properties strictly within Winthrop, MA.

Property Details

Financials

Original Price$875,000
Annual Taxes$7,229

Parking

Garage0
Off-Street5

Interior Specifications

Total Rooms6
Fireplaces1
FlooringTile, Carpet, Hardwood, Laminate
BasementFull, Unfinished

Climate & Utilities

HeatingForced Air, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter
ZoningR

Property & Lot

Acres0.09
SqFt Lot3,870
Lot FeaturesCorner Lot

Amenities & Appliances

Gas Water Heater • Range • Disposal • Refrigerator • Freezer • Washer • Dryer

Neighborhood

Public Transportation • Park • Walk/Jog Trails • Golf • Bike Path • Conservation Area

Geography

Floorplan Breakdown

Structural Layout

Third
Bedroom 2Bedroom 3Bathroom 3
Second
Master BedroomBathroom 2
First
Living RoomDining RoomKitchenBathroom 1
Living Room
Lvl First

15 x 13

Beamed Ceilings, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Open Floorplan, Recessed Lighting

Dining Room
Lvl First

19 x 12

Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Picture, Open Floorplan, Recessed Lighting, Lighting - Pendant

Kitchen
Lvl First

15 x 8

Flooring - Stone/Ceramic Tile, Window(s) - Picture, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Cabinets - Upgraded, Exterior Access, Recessed Lighting, Remodeled, Stainless Steel Appliances

Master Bedroom
Lvl Second

17 x 10

Bathroom - Full, Closet, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Lighting - Overhead

Bedroom 2
Lvl Third

13 x 10

Bedroom 3
Lvl Third

13 x 10

Closet, Flooring - Wall to Wall Carpet, Window(s) - Bay/Bow/Box, Recessed Lighting

Bathroom 1
Lvl First

9 x 9

Bathroom - Full

Bathroom 2
Lvl Second

7 x 5

Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Lighting - Overhead

Bathroom 3
Lvl Third

Bathroom - Half

Property History

Price Drop
$840,000

Was $855,000

Aug 17, 2026

MLS® 73526371

Price Drop
$855,000

Was $875,000

Jun 24, 2026

MLS® 73526371

Listed
$875,000

May 28, 2026

MLS® 73526371

Population

18,759

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$116K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

43.1%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Suffolk County

2,527 housing units permitted in the last 12 months (+37% vs the prior 12 months) — 2,269 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 1,837 sq ft principal dwelling). Lot size: 3,870 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Listing Provided By

Listing Agent: Reserve Team

Listing Office: Reference Real Estate

MLS® Number: 73526371

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