Active
107 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

Investment Analysis — 27 Billows St

Winthrop, MA 02152 — Point Shirley

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 3-bedroom in 02152 carries an estimated $3,140/mo in gross rent — about a 2.55% cap rate and $21,408/yr in estimated NOI at the $840,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

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!

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.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

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

Listing Provided By

Listing Agent: Reserve Team

Listing Office: Reference Real Estate

MLS® Number: 73526371