56 Rip Van Winkle Way
Bourne, MA · $1,950,000
Zillow ↗
📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

56 Rip Van Winkle Way

Bourne, MA 02532
$1,950,000
382 days on market · DEL → ACT on Mar 17, 2026
Data refreshed May 23, 2026
🌊 Waterfront🌊 Not in FEMA SFHATax: $10,147/yr (2025)
View on Zillow ↗
Type
SF
Beds
5
Baths
2.5
Sq Ft
2,972
Acres
0.51
Year Built
1939
$ / Sq Ft
$656
Days on Market
382

Investment Snapshot

Monthly Carrying
$••,•••
Cash Flow / yr
$••,•••
Cash-on-Cash
••%
Cash Required
$••,•••
Projected Revenue / yr
$••,•••
Avg Daily Rate
$••,•••
Occupancy
••%
STR Range (P50)
$••,•••

Location & Nearby

Map of 56 Rip Van Winkle Way, Bourne MA with nearby beaches and points of interest
HThis property
  • A
    🍽️ Captain Al's Tiki Bar
    0.24 mi
  • B
    🏖️ Electric Avenue Beach
    0.36 mi
  • C
    🍽️ Persy's Place Wareham, MA
    0.37 mi
  • D
    🍽️ Buzzards Bay Marina
    0.46 mi
  • E
    🍽️ East Wind Lobster and Grille
    0.46 mi
  • F
    🍦 Frosty Friends Ice Cream & Treats
    0.69 mi
  • G
    🍽️ Mahoney's on Main
    0.71 mi
  • H
    🍽️ Adobo Republic
    0.72 mi

About this property

Set on its own peninsula overlooking Buttermilk Bay, this landmark waterfront residence offers an extraordinary 485 feet of direct water frontage and vibrant views in every direction. With water visible from nearly every window, the home captures the beauty, light, and that define life on the Cape. The front garden welcomes you with mature plantings and picturesque arches that create a peaceful and inviting approach. Inside, the home blends Mediterranean architectural character with thoughtful modern updates, offering generous space for entertaining while maintaining the warmth and charm of a classic villa. Bay views greet you immediately and continue to unfold as you move through the living spaces and into the sunroom with panoramic views over the large yard. The main living areas are designed to bring the outdoors in, filling the home with natural light. Upstairs the bedrooms enjoy western exposure, offering serene sunset views over the water at the end of each day. This is a one of

Similar listings in Bourne

📋 Bourne Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Bourne
Listed by James Abdu, Upper Cape Realty Corp.