Pending

$2,250,000

Est. $13,679/mo —

•

4,209

sq ft

65 & 75 Deer Path Way, Wellfleet, MA 02667

About this home

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.

Single-familyProperty Type

1987Year Built

2.48 acresLot Size

$535Price/Sq.Ft.

$42/moHOA Dues

2 garage spacesParking

Listed by Katie Clancy • William Raveis Real Estate & Homes Services

Listed by • William Raveis Real Estate & Homes Services

Listing updated: Sep 1, 2026 at 09:31am

Redfin checked: a few seconds ago

•Source:MLS PIN #73495809

Payment calculator

$13,679 per month

Principal and interest$11,825

Property taxes

HOA dues

Home insurance

Utilities

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Open houses

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Nearby open houses (10)

OPEN SAT, 10AM TO 12PM
$1,400,000
5 beds2 baths2,360 sq ft
365 Chequessett Neck Rd, Wellfleet, MA 02667
OPEN SAT, 10AM TO 12PM
$3,995,000
4 beds4 baths2,587 sq ft
50 Anawan Rd, Wellfleet, MA 02667
OPEN SAT, 11AM TO 1PM
$739,500
1 bed1 bath344 sq ft
262A Bradford St Unit U5, Provincetown, MA 02657
OPEN SAT, 11:30AM TO 1PM
$975,000
3 beds2 baths1,152 sq ft
80 Cove Rd, Eastham, MA 02642
OPEN SAT, 12PM TO 2PM
$975,000
4 beds2.5 baths2,317 sq ft
6 Pine Ridge End Rd, Truro, MA 02666
OPEN SAT, 1:30PM TO 3:30PM
$3,395,000
4 beds3 baths3,250 sq ft
6-12 Snow Way, Orleans, MA 02653
OPEN SAT, 2PM TO 4PMVIDEO TOUR
$999,000
3 beds2.5 baths1,704 sq ft
85 Jennie Clark Rd, Eastham, MA 02642
OPEN SAT, 2PM TO 3:30PM
$865,000
1 bed1 bath470 sq ft
47 Pleasant St #2, Provincetown, MA 02657
OPEN SAT, 2PM TO 4PM
$825,000
3 beds2.5 baths1,704 sq ft
11 Fallon Rd, Eastham, MA 02642
OPEN SUN, 11:30AM TO 1PM3D & VIDEO TOUR
$1,150,000
1 bed1 bath557 sq ft
446 Commercial St Unit 2, Provincetown, MA 02657

Around this home

Schools

K - 12
Preschool & daycare

Wellfleet Elementary School

Public K-5 • Assigned • 1.3mi

8/10

Nauset Regional Middle School

Public 6-8 • Assigned • 11.4mi

6/10

Provided by GreatSchools

About Outer

Cape

Outer Cape, located between Cape Cod Bay and the Atlantic Ocean, is a coastal and conservation-minded Eastham neighborhood with dune-backed beaches and pine-scented trails. The neighborhood’s character concentrates around the Orleans–Eastham Rotary at US-6 and MA-6A, where roadside seafood shacks, bike-rental counters, and beach-day essentials set a salt-air tempo. Low-slung Cape cottages and shingled homes sit behind scrub oak, with long driveways and dark-sky nights. The Cape Cod National Seashore frames daily rhythms with Nauset Light Beach and Coast Guard Beach. The Cape Cod Rail Trail threads through town for car-free rides to ponds and bay flats. The Eastham Windmill and the Three Sisters Lighthouses keep local history in view.

Provided by Walk Score and Local Logic

Property details

Interior
Exterior
Finance

Bedroom

Living

Dining

Interior features
Central vacuum
Full basement with partial finish and interior entry
Three fireplaces

Bedrooms
Total of 11 rooms (includes bedrooms and living spaces)

Bathrooms
Four full bathrooms
One half bathroom
Master suite includes a master bathroom

Kitchen
Water heater listed among appliances

Laundry & utility
Water heater

Flooring
Wood flooring

Heating & cooling
Baseboard heating
Central air conditioning

Sale and tax history for 65 & 75 Deer Path Way

Sale History
Tax History

Date

Event

Price

MLS PIN #73495809

Jul 17, 2026

Pending

—

Jun 30, 2026

Price Changed

$2,250,000

$535/sq ft

Apr 3, 2026

Listed

$2,400,000

$570/sq ft

CCIMLS #22601101

Jul 17, 2026

Pending

—

Jun 30, 2026

Price Changed

$2,250,000

$535/sq ft

Apr 1, 2026

Listed

$2,400,000

$570/sq ft

+79

Set on 2.48 wooded acres bordering the Cape Cod National Seashore, this architect-designed Wellfleet home is a rare combination of beauty, craft, and place. The main house has three bedrooms and two and a half baths, with custom built-in furniture and cabinetry throughout, so it is move-in ready on Day 1. Two fully separate guest spaces provide the flexibility that larger families and frequent hosts have been looking for: a studio loft with kitchenette above the two-car garage, and a second freestanding structure with its own kitchenette, which could be configured to serve as overflow lodging, an art studio, yoga space, a greenhouse, or even a spa sanctuary. Guests or grandkids have their own world; you have yours. Bordering protected land means the sweeping marsh views over the Herring River estuary are permanent, with none of the erosion anxiety or maintenance burden of owning on the water itself. Walk into the village, bike to the bay, and come home to your own private retreat.

Public Records

May 16, 1990

Sold

$90,000

$21/sq ft

Public record

Public record
Zoning

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

1.26 Acres

Year renovated

—

Finished Sq. Ft.

—

Unfinished Sq. Ft.

—

Total Sq. Ft.

—

Year built

—

Style

Other

County

Barnstable County

APN

2405209

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Residential 1 District

To provide moderate density residential environment in areas generally unserviced by public utilities, but containing land characteristics to accommodate such densities without endangering the public's health, safety or welfare.

Permitted uses

Include but are not limited to:

Agriculture
Greenhouse / nursery
Religious facility
Housing-Single unit
Housing-Other
Bed & breakfast
Public service

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 86° expected this year, 19 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Wellfleet, MA • 02667

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

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Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Redfin Estimate for 65 & 75 Deer Path Way

$2,131,859

$118K under list price of $2.25M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $999K to $3.0M.

SOLD AUG 21, 2026
$3,050,000 Last sold price
3 beds3 baths2,578 sq ft
344 King Phillip Rd, Wellfleet, MA 02667
$648/sq ft
smaller lot
4 years older
SOLD AUG 14, 2026
$2,150,000 Last sold price
4 beds3.5 baths3,088 sq ft
1 Captain Williams Way, Truro, MA 02666
$161/sq ft
smaller lot
26 years newer
SOLD AUG 17, 2026
$999,000 Last sold price
4 beds4.5 baths2,970 sq ft
165 Cottontail Rd, Wellfleet, MA 02667
$199/sq ft
smaller lot
8 years older
SOLD SEP 25, 2025
$2,500,000 Last sold price
6 beds1.5 baths1,906 sq ft
495 Chequessett Neck Rd, Wellfleet, MA 02667
$777/sq ft
217 years older
SOLD SEP 19, 2025
$1,825,000 Last sold price
4 beds2.5 baths2,046 sq ft
15 Hidden Valley Way, Wellfleet, MA 02667
$357/sq ft
smaller lot
11 years older
SOLD AUG 20, 2026
$2,500,000 Last sold price
4 beds2.5 baths2,270 sq ft
47 Fishermans Rd, Truro, MA 02666
$566/sq ft
smaller lot
8 years older

This home is pending

The seller has accepted an offer, and this property is now .

Have questions?

John Mallard

Wellfleet Redfin Agent

John Mallard typically replies in about 4 minutes

Nearby similar homes

OPEN SAT, 10AM TO 12PM

$1,400,000

5 beds2 baths2,360 sq ft

365 Chequessett Neck Rd, Wellfleet, MA 02667

3D WALKTHROUGH

$4,650,000

6 beds3.5 baths4,250 sq ft

1035 Chequessett Neck Rd, Wellfleet, MA 02667

$2,950,000

5 beds3 baths3,284 sq ft

135 Newcomb Hollow Rd, Wellfleet, MA 02667

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531 Old King's Hwy, Wellfleet, MA 02667

OPEN SAT, 12PM TO 2PM3D WALKTHROUGH

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4 beds3.5 baths3,262 sq ft

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$1,850,000

4 beds2 baths1,585 sq ft

1005 3rd Ave, Wellfleet, MA 02667

New listings for sale in 02667

OPEN SAT, 10AM TO 12PM

$1,400,000

5 beds2 baths2,360 sq ft

365 Chequessett Neck Rd, Wellfleet, MA 02667

NEW 15 HRS AGO

$199,000

2 beds1 bath750 sq ft

210 West Rd Unit C-24, Wellfleet, MA 02667

$319,000

2 beds2 baths810 sq ft

210 West Rd Unit M-08, Wellfleet, MA 02667

OPEN SAT, 10AM TO 12PM

$3,995,000

4 beds4 baths2,587 sq ft

50 Anawan Rd, Wellfleet, MA 02667

$945,000

1 bed2.5 baths1,368 sq ft

56 Warren Rd, Wellfleet, MA 02667

Details provided by MLS PIN and may not match the public record. Learn more.

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