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27 Billows St, Winthrop MA 02152

Winthrop, MA 02152 • Point Shirley
$875,000
$855,000
Est. $5,126/month
3
Beds
2.5
Baths
1,837
Sq Ft
$465
Price/Sq Ft
0.09
Acres
1900
Year Built
5
Parking
40
Days on Market
Active Price Drop -$20,000 Listed May 28, 2026 • MLS# 73526371 Copied! • Updated Jun 28, 2026

About this home

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!

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Recently Sold Nearby

Property History

Market Insights

1
Price Changes
2.3%
Price Range

Property Timeline

Price Reduced
Jun 24, 2026
$855,000 $20,000 (-2.29%)
From $875,000 to $855,000 (-2.3%)
🏠
Listed for Sale
May 28, 2026
$875,000
Original listing
Agent: Reserve Team Office: Reference Real Estate

Tax History

Year Taxes Assessment
2026 $7,229 $648,900

Financial Details

Annual Property Tax
$7,229
Tax Year 2026
Assessed Value
$648,900

Facts & Features

Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1900
Living Area 1,837 sq ft
Lot Size 0.09 acres
Bedrooms 3
Full Baths 2
Half Baths 1
Total Rooms 6

Interior

Heating Forced Air, Natural Gas
Cooling Central Air
Flooring Tile, Carpet, Hardwood, Laminate
Appliances Gas Water Heater, Range, Disposal, Refrigerator, Freezer, Washer, Dryer
Fireplace None
Fireplaces 1
Basement Full, Unfinished
Laundry Gas Dryer Hookup, Washer Hookup
Features Ceiling Fan(s), Slider, Sun Room

Exterior

Construction Frame
Architecture Other (see Remarks)
Roof Shingle
Features Deck, Storage, City View(s), Outdoor Shower
Pool None
Spa None
Fencing Fenced/enclosed
Patio/Porch Deck
Features Carport, Paved Drive, Off Street, Driveway, Paved
Total Spaces 5
Electric Circuit Breakers, 100 Amp Service
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range, For Gas Dryer, Washer Hookup
Annual Tax $7,229
Assessed Value $648,900
Fee Includes None
Amenities None
Optional Fee Includes None
Down Payment Resource Eligible
Seller Disclosures See Signed Disclosures In Mls Attachment.
Possession None
Accepted Financing None
Structure Type []
House Color Tan
Sq Ft Source Measured
Sq Ft Disclosures From measured floor plan
Documents None
County Suffolk
Total market time (incl. prior listings) 31 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1900
Bedrooms
3
Full Bathrooms
2
Half Bathrooms
1
Living Area
1,837 sq ft
Total Rooms
6

Room Details

First Floor

Bathroom1
9 x 9
Bathroom - Full
Dining Room
19 x 12
Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Picture, Open Floorplan, Recessed Lighting, Lighting - Pendant
Kitchen
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
Living Room
15 x 13
Beamed Ceilings, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Open Floorplan, Recessed Lighting

Second Floor

Bathroom2
7 x 5
Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Lighting - Overhead
Master Bedroom
17 x 10
Bathroom - Full, Closet, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Lighting - Overhead

Third Floor

Bedroom3
13 x 10
Closet, Flooring - Wall to Wall Carpet, Window(s) - Bay/Bow/Box, Recessed Lighting
Bedroom2
13 x 10
Closet, Flooring - Wall to Wall Carpet, Window(s) - Bay/Bow/Box, Recessed Lighting
Bathroom3
Bathroom - Half

Other Floor

Bedroom5
Bedroom4
Office
Family Room
Master Bathroom
Yes

Interior Features

Flooring: Tile, Carpet, Hardwood, Laminate
Appliances: Gas Water Heater, Range, Disposal, Refrigerator, Freezer, Washer, Dryer
Interior Features: Ceiling Fan(s), Slider, Sun Room
Windows: Window(s) - Bay/Bow/Box
Basement: Full, Unfinished
Laundry: Gas Dryer Hookup, Washer Hookup
Security:

Construction & Materials

Style: Other (See Remarks)
Year Built: 1900
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Forced Air, Natural Gas
Cooling: Central Air
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Deck, Storage, City View(s), Outdoor Shower
Patio & Porch: Deck
Fencing: Fenced/Enclosed
Other Structures:
Lot Features: Corner Lot
Road Surface: Paved

Parking & Garage

Total Parking Spaces: 5
Parking Features: Carport, Paved Drive, Off Street, Driveway, Paved

Special Features

Fireplaces: 1
Fireplace Type:
View: Yes
View Type: City View(s), Scenic View(s), City
Community Amenities: Public Transportation, Park, Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, Marina, Public School, T-Station, Sidewalks
School District
Winthrop School District local
C
School Safety 2024-25
0.3% Low
0.3% Suspensions
5.2% below state avg
E

Elementary Schools

3 schools
B-
Arthur T. Cummings Elementary School
1.4 mi | #453 of 824 | Score: 46.0
Improved 101 spots from last year
-12.2 below state avg
467 students Less Diverse
Rising School Strong Attendance
Grades 03-05
William P. Gorman/Fort Banks Elementary School
1.8 mi
487 students Less Diverse
Grades PK-02
F
Guild Elementary School
2.5 mi | #789 of 824 | Score: 29.4
Dropped 218 spots from last year
-28.8 below state avg
259 students Less Diverse
Grades PK-06
M

Middle Schools

2 schools
B+
Winthrop Middle School
1.6 mi | #119 of 352 | Score: 47.4
Dropped 26 spots from last year
-10.8 below state avg
439 students Less Diverse
Grades 06-08
C
Garfield Middle School
3.2 mi | #264 of 352 | Score: 35.1
Dropped 12 spots from last year
-23.1 below state avg
542 students Moderate
Grades 06-08
H

High Schools

3 schools
C+
Winthrop High School
1.5 mi | #241 of 346 | Score: 47.2
Dropped 112 spots from last year
-11 below state avg
568 students Less Diverse
18 sports • 1,118 athletes
College Ready Curriculum Strong Athletics
Grades 09-12
D
CityLab Innovation High School
2.6 mi | #327 of 346 | Score: 28.4
Improved 14 spots from last year
-29.8 below state avg
117 students Moderate
College Ready Curriculum
Grades 09-12
East Boston High
3.5 mi
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $602
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

Point Shirley

27 Billows St, Winthrop MA 02152

Winthrop, MA 02152

Listing Information

Listing Agent Reserve Team
Listing Office Reference Real Estate
Office Phone 781-342-0052
Agent MLS ID TM362024
Office MLS ID AN8944
Listing Data Updated Jun 28, 2026 4:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Steven Novak
Steven Novak
BMN Boston Real Estate
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BMN Boston Real Estate

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