
56 Rip Van Winkle Way Bourne — Photo 1 of 42
Recent Drop: $249,000
$1,950,000
Investment Analysis — 56 Rip Van Winkle Way
Bourne, MA 02532
Based on HUD Small Area Fair Market Rent for Barnstable Town, MA MSA, a 5-bedroom in 02532 carries an estimated $3,390/mo in gross rent — about a 1.07% cap rate and $20,770/yr in estimated NOI at the $1,950,000 list price. Adjust every assumption in the calculator below.
Beds
5
Baths
2.5
SqFt
2,972
Style
Single Family
Built
1939
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.
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 2,972 sq ft principal dwelling). Lot size: 22,041 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
Water Heater • Tankless Water Heater • Range • Dishwasher • Refrigerator • Washer • Dryer
Neighborhood
Park • Walk/Jog Trails • Highway Access • Marina
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl FirstCeiling Fan(s), Flooring - Wood
Dining Room
Lvl Main,FirstFlooring - Hardwood, Wainscoting
Kitchen
Lvl Main,FirstCloset/Cabinets - Custom Built, Flooring - Hardwood, Flooring - Wood, Countertops - Upgraded
Family Room
Lvl FirstCeiling Fan(s), Flooring - Hardwood
Primary Bedroom
Lvl Main,FirstCathedral Ceiling(s), Ceiling Fan(s), Beamed Ceilings, Flooring - Wood, Exterior Access
Bedroom 2
Lvl Main,FirstBedroom 3
Lvl Main,FirstCeiling Fan(s), Closet, Flooring - Hardwood
Bedroom 4
Lvl SecondCeiling Fan(s), Closet, Flooring - Hardwood
Bedroom 5
Lvl SecondCeiling Fan(s), Closet, Flooring - Hardwood
Bathroom 1
Lvl FirstBathroom - Full, Ceiling Fan(s), Flooring - Hardwood
Bathroom 2
Lvl FirstBathroom - Half
Bathroom 3
Lvl SecondBathroom - Full
Property History
$1,950,000
Was $2,199,000
Apr 13, 2026
MLS® 73369737
$2,199,000
Was $2,300,000
Aug 28, 2025
MLS® 73369737
$2,300,000
May 5, 2025
MLS® 73369737
Listing Agent: James Abdu
Listing Office: Upper Cape Realty Corp.
MLS® Number: 73369737








