Upcoming open house
Sun, Oct 18 · 10:30 AM–12:00 PM
Arrive prepared. Get the October 2026 Bourne Bean Group Buyer’s Guide before you tour.
About this home
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.
Listing last checked: Listing updated:
Listed by James Abdu · Upper Cape Realty Corp. · MLS #73369737
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Details at a glance
Interior6 property facts
- Rooms
- 10
- Heating
- Baseboard, Electric
- Cooling
- None
- Flooring
- Wood, Flooring - Stone/Ceramic Tile
- Basement
- Not reported
- Fireplaces
- 2
Building6 property facts
- Style
- Single Family Residence
- Year built
- 1939
- Garage
- 1
- Parking
- 6
- Foundation
- Concrete Perimeter, Slab
- Roof
- Shingle, Clay
Land & utilities6 property facts
- Lot size
- 0.51 acres
- Water
- Public
- Sewer
- Private Sewer
- Waterfront
- Y
- Pool
- Not reported
- Zoning
- R40
Financial2 property facts
- Annual taxes
- $10,147
- Assessment year
- 2025
Location
Estimated monthly cost
Explore costs at the $1,950,000 asking price. Adjust the assumptions to your situation.
Known monthly costs$10,706 / monthAdjust
- Principal & interest
- $9,860
- Property tax
- $846
- Insurance
- Not entered
- HOA
- Not entered
Listing annual taxes: $10,147. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.
Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.
The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.
More property insights
Automated value estimate $2,309,797
Estimated range $1,724,986–$2,894,607.
Automated estimates are not appraisals or guarantees of market value.
Request a professional market analysisPhoto-based condition insights
Overall presentation: average
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About 56 Rip Van Winkle Way
Can I request a private showing?
Request a tour of 56 Rip Van Winkle Way and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
Are property documents available?
Availability varies by property and source. Request the documents you need and we will help obtain what is available.