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About This Home

This 5-bedroom, 5-bathroom single family at 65 & 75 Deer Path Way in Wellfleet, MA is listed for $2,400,000 ($570 per sqft). Built in 1987, the home offers 4,209 sqft of living space on a 2.48 acres lot.

Agent 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, perfect for the discerning visionary.

Key Features

  • Built in 1987
  • 2.48 acre lot
  • 2 stories
  • Private pool
  • Fireplace

Property Details

2 stories
4 full, 1 half
1987

Amenities

PoolFireplaceA/C

Monthly Cost Estimate

$13,336/mo

20% down · 6.5% · 30 years

Principal$1,736
Interest$10,400
Insurance$700
HOA$500

Estimates only. Actual payments may vary.

Location

65 & 75 Deer Path Way

Wellfleet, MA 02667

Great Pastures

Features & Amenities

Interior Features

Central Vacuum

Exterior Features

Private Yard

Property Details

Flooring

Wood

Construction

Wood Siding Shingle Siding

Pool Features

Deck

Parking

DrivewayOpen

Heating

Propane (Heating)Oil

Cooling

Central Air

Appliances

Water Heater

Questions & Answers

This 5-bedroom, 5-bathroom single family at 65 & 75 Deer Path Way is listed at $2,400,000 ($570/sqft). The estimated monthly payment is $10,900 based on 20% down at 6.5% interest.

HOA fees are $500/month.

Key features include: Built in 1987, 2.48 acre lot, 2 stories, Private pool, Fireplace. Interior Features: Central Vacuum. Exterior Features: Private Yard.

This property is listed by The Cape House Team and can be reached at 5087371248 or TheCapeHouse@raveis.com.

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TT

The Cape House Team

Agent at William Raveis Real Estate & Home Services

(508) 737-1248

Listed by William Raveis Real Estate & Home Services

MLS# 22601101· Source: listhub· Updated 9 days ago

Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

65 & 75 Deer Path Way, Wellfleet, MA 02667

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