75 Winsor Road
Bourne, MA · $10,900,000
📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis
75 Winsor Road
Bourne, MA 02559
$10,900,000
139 days on market · DEL → ACT on Mar 17, 2026
Data refreshed Apr 8, 2026
🌊 Waterfront🌊 In FEMA SFHA (Zone VE)Tax: $59,995/yr (2025)
Type
SF
Beds
7
Baths
7.5
Sq Ft
6,839
Acres
2.84
Year Built
1891
$ / Sq Ft
$1,594
Days on Market
139
Investment Snapshot
🟢 LOW RISKMonthly Carrying
$61,249
Cash Flow / yr
$-617,152
Cash-on-Cash
-20.2%
Cash Required
$3,052,000
Projected Revenue / yr
$208,388
Avg Daily Rate
$1,298
Occupancy
44%
STR Range (P50)
$152,011
🟢 LOW RISK — Registration required. Annual renewal.
STR revenue range: $95,779 – $212,728
Location & Nearby
HThis property
- A🚤 Red Brook Harbor Boat Ramp0.76 mi
- B🏖️ Squeteague Beach0.80 mi
- C🏖️ Bassets Island Beach0.84 mi
- D⚓ Cataumet Marina0.92 mi
- E🏖️ Eustis Beach1.11 mi
- F⚓ Parker's Boat Yard1.23 mi
- G🏖️ Merriam Beach1.37 mi
- H🚴 Shining Sea Bikeway - North Falmouth1.77 mi
About this property
Rocky Island offers old Cape charm with a modern stylish interpretation, fully renovated in 2014 with up-to-date systems, and winterized for off season enjoyment. Connected to the mainland by a wooden bridge, it provides the privacy and safety of a true island and the ease and accessibility of a mainland property. Sandy beachfront, seasonal deepwater dock, pool, and a pool house/garage. Wrap around covered porch for panoramic water views and sunsets. Seven bedrooms each with water views, seven full and one half baths, and three fireplaces. Potential for three additional bedrooms. Plenty of space inside and out on your own private island.
📋 Bourne Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Bourne →
Listed by G. Stewart Young, LandVest,Inc.