
27 Billows St Winthrop — Photo 1 of 25
Recent Drop: $35,000
$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.
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
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & 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
Living Room
Lvl First15 x 13
Beamed Ceilings, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Open Floorplan, Recessed Lighting
Dining Room
Lvl First19 x 12
Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Picture, Open Floorplan, Recessed Lighting, Lighting - Pendant
Kitchen
Lvl First15 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 Second17 x 10
Bathroom - Full, Closet, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Lighting - Overhead
Bedroom 2
Lvl Third13 x 10
Bedroom 3
Lvl Third13 x 10
Closet, Flooring - Wall to Wall Carpet, Window(s) - Bay/Bow/Box, Recessed Lighting
Bathroom 1
Lvl First9 x 9
Bathroom - Full
Bathroom 2
Lvl Second7 x 5
Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Lighting - Overhead
Bathroom 3
Lvl ThirdBathroom - Half
Property History
$840,000
Was $855,000
Aug 17, 2026
MLS® 73526371
$855,000
Was $875,000
Jun 24, 2026
MLS® 73526371
$875,000
May 28, 2026
MLS® 73526371
Listing Agent: Reserve Team
Listing Office: Reference Real Estate
MLS® Number: 73526371
