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56 Rip Van Winkle Way Bourne — Photo 1 of 42

56 Rip Van Winkle Way Bourne — Photo 1 of 42

Recent Drop: $249,000

$2,199,000
$1,950,000

$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.

View Standard Listing

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

Original Price$2,300,000
Annual Taxes$10,147

Parking

Garage1
Off-Street6

Interior Specifications

Total Rooms10
Fireplaces2
FlooringWood, Flooring - Stone/Ceramic Tile
BasementNone

Climate & Utilities

HeatingBaseboard, Electric
CoolingNone
WaterPublic
SewerPrivate Sewer

Building & Exterior

ConstructionFrame, Stone
RoofShingle, Clay
FoundationConcrete Perimeter, Slab
ZoningR40

Property & Lot

Acres0.51
SqFt Lot22,041
Lot FeaturesFlood Plain, Level

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

Second
Bedroom 4Bedroom 5Bathroom 3
First
Living RoomFamily RoomBathroom 1Bathroom 2
Main,First
Dining RoomKitchenPrimary BedroomBedroom 2Bedroom 3
Living Room
Lvl First

Ceiling Fan(s), Flooring - Wood

Dining Room
Lvl Main,First

Flooring - Hardwood, Wainscoting

Kitchen
Lvl Main,First

Closet/Cabinets - Custom Built, Flooring - Hardwood, Flooring - Wood, Countertops - Upgraded

Family Room
Lvl First

Ceiling Fan(s), Flooring - Hardwood

Primary Bedroom
Lvl Main,First

Cathedral Ceiling(s), Ceiling Fan(s), Beamed Ceilings, Flooring - Wood, Exterior Access

Bedroom 2
Lvl Main,First
Bedroom 3
Lvl Main,First

Ceiling Fan(s), Closet, Flooring - Hardwood

Bedroom 4
Lvl Second

Ceiling Fan(s), Closet, Flooring - Hardwood

Bedroom 5
Lvl Second

Ceiling Fan(s), Closet, Flooring - Hardwood

Bathroom 1
Lvl First

Bathroom - Full, Ceiling Fan(s), Flooring - Hardwood

Bathroom 2
Lvl First

Bathroom - Half

Bathroom 3
Lvl Second

Bathroom - Full

Property History

Price Drop
$1,950,000

Was $2,199,000

Apr 13, 2026

MLS® 73369737

Price Drop
$2,199,000

Was $2,300,000

Aug 28, 2025

MLS® 73369737

Listed
$2,300,000

May 5, 2025

MLS® 73369737

Listing Provided By

Listing Agent: James Abdu

Listing Office: Upper Cape Realty Corp.

MLS® Number: 73369737