56 Rip Van Winkle Way

2,972 Sq. Ft.
$740 / Sq. Ft.
2,972
Sq. Ft.
$740
per Sq. Ft.

Description

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...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
  1. Listed by James Abdu • Upper Cape Realty Corp.

Property Details for 56 Rip Van Winkle Way

Town
Bourne
Area
MA-Bourne
Architectural Style
Spanish Colonial, Italianate
Style
Garden, Spanish Colonial, Italianate
Garage Spaces
1
Open Parking Spaces
5.00
Parking Spaces Total
6
LISTING UPDATED: 03/13/2026 03:07 AM

Property Details for 56 Rip Van Winkle Way

StatusActive
MLS #73369737
Days on Market293
Taxes$10,147 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Single Family Residence
Year Built1939
CountyBarnstable County

Location

Listing Courtesy of Upper Cape Realty Corp., James Abdu
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Building Information for 56 Rip Van Winkle Way

Stories-Year Built1939Building Size-Lot Size0.51 AC / 22,041 SF

Payment Calculator

$11,518 per month

30 year fixed, 6.11% Interest

Principal and Interest

$10,672

Property Taxes

$846

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 56 Rip Van Winkle Way

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Park, Walk/Jog Trails, Highway Access, Marina
  • Living Area: 2972.0
  • Color: White
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: Yes
  • Water View: Yes
  • Year Built Details: Approximate
  • Year Built Source: Public Records
Features
Interior Features
  • Appliances: Water Heater, Tankless Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
  • Num of Baths: 3.0
  • Num of Full Baths: 2
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 2.50
  • Bathrooms Total Integer: 3
  • FireplaceFeatures: Master Bedroom
  • FireplaceYN: Yes
  • Fireplaces: 2
  • Flooring: Wood, Flooring - Stone/Ceramic Tile
  • Interior Features: Ceiling Fan(s), Sun Room
  • Laundry Features: Closet - Linen, Flooring - Vinyl, Countertops - Upgraded, Cabinets - Upgraded, Sink, First Floor
  • Main Level Bedrooms: 3
  • Primary Bath: No
  • SpaYN: No
Exterior Features
  • Construction: Frame, Stone
  • Exterior Features: Porch, Porch - Enclosed, Patio, Rain Gutters, Professional Landscaping, Garden, Outdoor Shower, Stone Wall
  • Exterior Features: Professional Landscaping, Garden Area, Outdoor Shower, Stone Wall, Porch, Patio
  • Lot Description: Flood Plain, Level
  • Patio And Porch Features: Porch, Porch - Enclosed, Patio
  • Roof Material: Shingle, Clay
  • Waterfront Features: Waterfront, Navigable Water, Bay, Frontage, Access, 0 to 1/10 Mile To Beach, Beach Ownership(Private)
  • Waterview Features: Bay
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 1.00
  • Garage: Yes
  • Garage Parking: Attached, Paved Drive, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Paved Drive, Off-Street, Paved Driveway
  • Parking Features: Off-Street, Paved Driveway
Utilities
  • Cooling: None
  • Cooling: No
  • Electric: true
  • Heating: Baseboard, Electric
  • Heating: Yes
  • Sewer: Private Sewerage
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Features: Cathedral Ceiling(s),Ceiling Fan(s),Beamed Ceilings,Flooring - Wood,Exterior Access
  • Primary Bedroom Level: Main, First Floor
Bedroom 2
  • Bedroom2 Features: Ceiling Fan(s),Closet
  • Bedroom2 Level: Main,First
Bedroom 3
  • Bedroom3 Features: Ceiling Fan(s),Closet,Flooring - Hardwood
  • Bedroom3 Level: Main,First
Bedroom 4
  • Bedroom4 Features: Ceiling Fan(s),Closet,Flooring - Hardwood
  • Bedroom4 Level: Second
Bedroom 5
  • Bedroom5 Features: Ceiling Fan(s),Closet,Flooring - Hardwood
  • Bedroom5 Level: Second
Bathroom 1
  • Bathroom1 Features: Bathroom - Full,Ceiling Fan(s),Flooring - Hardwood
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - Half
  • Bathroom2 Level: First
Bathroom 3
  • Bathroom3 Features: Bathroom - Full
  • Bathroom3 Level: Second
Dining Room
  • Dining Room Features: Flooring - Hardwood,Wainscoting
  • Dining Room Level: Main,First
Family Room
  • Family Room Features: Ceiling Fan(s),Flooring - Hardwood
  • Family Room Level: First
Kitchen
  • Kitchen Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Flooring - Wood,Countertops - Upgraded
  • Kitchen Level: Main,First
Living Room
  • Room Living Room Features: Ceiling Fan(s),Flooring - Wood
  • Room Living Room Level: First
Property Information
Property Info
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Disclosures: No representations or warranties made by sellers or sellers agent. Buyers to verify all info contained herein.
Tax Information
  • Tax ID: 2183474
  • Assessments: $1,224,100
  • Block: 29
  • Book: 33258
  • Map: 19.3
  • Tax Year: 2025
  • Zoning: R40
Building / Association Information
Living Characteristics
  • Beds Total: 5
Other Building Characteristics
  • Foundation: Concrete Perimeter, Slab
  • Foundation Area: 2128.0
  • Frontage: 205.00
  • Heat Zones: 5
Complex & Association Information
  • Adult Community: No

Property History for 56 Rip Van Winkle Way

DateEvent & SourcePriceAppreciation
May 6, 2025

Listed (Active)

Cape Cod & Islands Multiple Listing Service #22502088

$2,300,000—
May 5, 2025

Listed (Active)

MLS PIN #73369737

$2,300,000—
Nov 30, 2012

Sold (Public Record)

Public Record #343134935

$1

-56.7% / yr

Nov 30, 2012

Sold

MLS PIN #71415842

$582,000—
Oct 2, 2012

Under Agreement

MLS PIN #71415842

—
Oct 2, 2012

Contingent

MLS PIN #71415842

—
Sep 26, 2012

Expired

Cape Cod & Islands Multiple Listing Service #21202965

$695,000—
Jul 29, 2012

Listed (Active)

MLS PIN #71415842

$660,000—
Jul 3, 2012

Canceled

MLS PIN #71359961

$695,000—
Mar 30, 2012

Listed (Active)

MLS PIN #71359961

$69,500—
Mar 30, 2012

Listed (Active)

Cape Cod & Islands Multiple Listing Service #21202965

$695,000—
Dec 18, 2011

Expired

MLS PIN #71250918

$749,900—
Dec 17, 2011

Expired

Cape Cod & Islands Multiple Listing Service #21105571

$749,900—
Jun 20, 2011

Listed (Active)

MLS PIN #71250918

$749,900—
Jun 17, 2011

Listed (Active)

Cape Cod & Islands Multiple Listing Service #21105571

$749,900—
Dec 23, 2008

Expired

Cape Cod & Islands Multiple Listing Service #20807001

$998,500—
Dec 23, 2008

Expired

MLS PIN #70791031

$998,500—
Jul 12, 2008

Listed (Active)

Cape Cod & Islands Multiple Listing Service #20807001

$998,500—
Jul 12, 2008

Listed (Active)

MLS PIN #70791031

$998,500—
Dec 8, 1997

Sold (Public Record)

Public Record #86603331

$280,000—
Dec 8, 1997

Sold

Cape Cod & Islands Multiple Listing Service #7027821

$280,000—
Aug 9, 1997

Under Agreement

Cape Cod & Islands Multiple Listing Service #7027821

—
Mar 18, 1997

Listed (Active)

Cape Cod & Islands Multiple Listing Service #7027821

$399,000—
DateEvent & SourcePrice
05/06/2025

Listed (Active)

Cape Cod & Islands Multiple Listing Service #22502088

$2,300,000
05/05/2025

Listed (Active)

MLS PIN #73369737

$2,300,000
11/30/2012

Sold (Public Record)

Public Record #343134935

$1

-56.7% / yr

11/30/2012

Sold

MLS PIN #71415842

$582,000
10/02/2012

Under Agreement

MLS PIN #71415842

—
10/02/2012

Contingent

MLS PIN #71415842

—
09/26/2012

Expired

Cape Cod & Islands Multiple Listing Service #21202965

$695,000
07/29/2012

Listed (Active)

MLS PIN #71415842

$660,000
07/03/2012

Canceled

MLS PIN #71359961

$695,000
03/30/2012

Listed (Active)

MLS PIN #71359961

$69,500
03/30/2012

Listed (Active)

Cape Cod & Islands Multiple Listing Service #21202965

$695,000
12/18/2011

Expired

MLS PIN #71250918

$749,900
12/17/2011

Expired

Cape Cod & Islands Multiple Listing Service #21105571

$749,900
06/20/2011

Listed (Active)

MLS PIN #71250918

$749,900
06/17/2011

Listed (Active)

Cape Cod & Islands Multiple Listing Service #21105571

$749,900
12/23/2008

Expired

Cape Cod & Islands Multiple Listing Service #20807001

$998,500
12/23/2008

Expired

MLS PIN #70791031

$998,500
07/12/2008

Listed (Active)

Cape Cod & Islands Multiple Listing Service #20807001

$998,500
07/12/2008

Listed (Active)

MLS PIN #70791031

$998,500
12/08/1997

Sold (Public Record)

Public Record #86603331

$280,000
12/08/1997

Sold

Cape Cod & Islands Multiple Listing Service #7027821

$280,000
08/09/1997

Under Agreement

Cape Cod & Islands Multiple Listing Service #7027821

—
03/18/1997

Listed (Active)

Cape Cod & Islands Multiple Listing Service #7027821

$399,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 56 Rip Van Winkle Way

Taxable ValueLand$513,900Additions$710,200Total$1,224,100
Tax Record2025$9,560 ($797 / month)
Home Facts
Beds5Baths2.5Total Finished SqFt2,772 SqFtAbove Grade Finished SqFt2,772 SqFtStories2Lot Size22,041 SqFtStyleSingle Family ResidenceYear Built1939Year Renovated2001ZoningR40CountyBARNSTABLEAPNBOUR M:19.3 P:29Fireplace TypeHas Fireplace

Schools near 56 Rip Van Winkle Way

This home is within Bourne School District.
Rating
School
Type
Grades
Distance
Public - 3 to 5
Public - 6 to 8
Public - 9 to 12
Public - PK to 2
Rating
School
Distance
Bourne Intermediate School
Public3 to 5

Bourne Middle School
Public6 to 8

Bourne High School
Public9 to 12

Bournedale Elementary School
PublicPK to 2

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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56 Rip Van Winkle Way is a single family home for sale in Bourne, MA 02532. This property was listed for sale on May 5, 2025 by Upper Cape Realty Corp., it's currently listed at $2,199,000. It has been on the market for a total of 293 days and was last sold on November 30, 2012. This listing's school district is Bourne School District. Nearby schools include Bourne Intermediate School, Bourne Middle School and Bourne High School. 56 Rip Van Winkle Way is a 5-bed, 3-bath, 2,972 sqft single family home built in 1939.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Upper Cape Realty Corp., James Abdu

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.