Get Natick and Metrowest Listings and Market Information

Work with Robb Enterprises real estate to buy, sell, or lease property that is right for you

  • Properties
    • For Rent
    • For Sale
    • Vacation Rental
    • Commercial
  • Specialty Properties
    • Natick New Construction
    • Natick Waterfront
    • Apartments for Rent in Natick MA 01760
    • Section 8 Advertised Properties
  • Agents
  • Compare
  • Blog
  • Contact Us

Properties

  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
  • 65 & 75 Deer Path Way, Wellfleet, Massachusetts, 5 Bedrooms Bedrooms, 11 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Deer Path Way,73495809
Property Description

Discover a timeless piece of livable art. It is a masterclass in organic design by architect Robert Kennedy and builder Eric Winslow. Set on 2.48 wooded acres bordering the estuaries of Herring River (Cape Cod National Seashore), this estate offers ultimate privacy. Kennedy’s signature integration of architecture and custom furnishings begins at the boardwalk entrance and continues throughout the home. The interior features connected separation, using a central chimney, open balconies, and elevation changes to define spaces while maintaining an airy flow. Multiple curving perches offer intimate views of the wild Wellfleet landscape. While social areas are open, the bedrooms are distinctly private. The property also includes a 400 sq. ft. studio loft with a kitchenette above the two-car garage, plus a separate structure housing an artist’s studio (also with kitchenette) and a once-functional indoor pool. This home is the pinnacle of Outer Cape privacy and architectural intent.

Features
Heating System:
Baseboard
Cooling System:
Central Air
Basement:
Full, Partially Finished, Interior Entry
Parking:
Garage Door Opener, Detached
Appliances:
Water Heater
Construction:
Frame
Exterior Unit Features:
Deck - Wood, Guest House
Flooring:
Wood
Sewer:
Private Sewer
Style:
Contemporary
Water:
Private
Garage Parking:
2
Interior Features:
Central Vacuum
Lead Paint:
Unknown
Additional Information
Market Time:
4
Parking Spaces:
8
Tax Year:
2026
Status:
Active
Price Per Sqft:
$570
Zoning:
RES
Orig Price:
$2,400,000
Fireplaces:
3
Waterfront:
No
MlsStatus:
Active
Address Map
City:
Wellfleet
State:
MA
County:
Barnstable
Postal Code:
02667
Longitude:
W71° 57' 11''
Latitude:
N41° 56' 33.3''
  • Google Map

Residential

65 & 75 Deer Path Way, Wellfleet, Massachusetts

5 Bedrooms
4.5 Total Bathrooms
4,209 Sqft
$2,400,000
Listing ID #73495809
Basic Details
Property Type :
Residential
Listing Type :
For Sale
Price :
$2,400,000
View :
Scenic View(s)
Bedrooms :
5
Rooms :
11
Total Bathrooms :
4.5
Full Bathrooms :
4
Half Bathrooms :
1
Square Footage :
4,209 Sqft
Year Built :
1987
Lot Area :
2.48 Acre
Listing ID :
73495809
  • Share on Facebook
  • Share on Twitter
  • Share on Pinterest
  • PDF
  • Send to Friend
  • Request a Visit
Agent info
Robb Enterprises
  • Stephen E. Robb
  • View website
  • 617-212-0251
  • srobb@robbenterprises.com

Contact Agent

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.

Similar Properties

Residential

Residential

615 Chequessett Neck Road, Wellfleet, Massachusetts

More
85 Pier Road, Wellfleet, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Pier Road,73503440

Residential

85 Pier Road, Wellfleet, Massachusetts

More
34 Erics Way, Wellfleet, Massachusetts, 2 Bedrooms Bedrooms, 2 Rooms Rooms,1 BathroomBathrooms,Residential,For Sale,Erics Way,73500592

Residential

34 Erics Way, Wellfleet, Massachusetts

More
260 Kendrick Ave, Wellfleet, Massachusetts, 3 Bedrooms Bedrooms, 4 Rooms Rooms,1 BathroomBathrooms,Residential,For Sale,Kendrick Ave,73500205

Residential

260 Kendrick Ave, Wellfleet, Massachusetts

More
35 Tecumseh Rd., Wellfleet, Massachusetts, 3 Bedrooms Bedrooms, 8 Rooms Rooms,2 BathroomsBathrooms,Residential,For Sale,Tecumseh Rd.,73495123

Residential

35 Tecumseh Rd., Wellfleet, Massachusetts

More
165 Cottontail Road, Wellfleet, Massachusetts, 4 Bedrooms Bedrooms, 8 Rooms Rooms,4.5 BathroomsBathrooms,Residential,For Sale,Cottontail Road,73492544

Residential

165 Cottontail Road, Wellfleet, Massachusetts

More
345 Cove Rd, Wellfleet, Massachusetts, 4 Bedrooms Bedrooms, 8 Rooms Rooms,3.5 BathroomsBathrooms,Residential,For Sale,Cove Rd,73480437

Residential

345 Cove Rd, Wellfleet, Massachusetts

More
70 Commercial Street, Wellfleet, Massachusetts, 1 Bedroom Bedrooms, 3 Rooms Rooms,1 BathroomBathrooms,Residential,For Sale,Commercial Street,73447075

Residential

70 Commercial Street, Wellfleet, Massachusetts

More
Realtyna

Copyright © 2026