This remarkable 5+ acre waterfront estate is one of the most extraordinary coastal offerings to come to market in generations. Perched on the southwest tip of an exclusive community, it is Cape Cod's southernmost private residential land. The property commands panoramic, unobstructed views across Buzzards Bay to Naushon and the Elizabeth Islands, and then onto Vineyard Sound and Martha's Vineyard. The estate features more than 611 feet of shoreline, anchored by a substantial protective seawall that ensures both privacy and structural permanence, as well as a private, pristine sandy beach. A charming three-bedroom cottage currently rests on the grounds, offering immediate enjoyment while serving as an unparalleled canvas for a world-class waterfront masterpiece. Future development allows for a two-story residence designed to capture expanded views toward Great Harbor, subject to local approvals. This is more than a property - it is a private sanctuary where sea breezes, sunrises and dramatic sunsets define daily life. Representing an unrepeatable investment in New England's most authentic and unspoiled coastal landscape, it offers a level of prestige and natural beauty that is impossible to replicate. Breathtaking. Timeless. Truly Irreplaceable.
Single-familyProperty Type
1964Year Built
5.32 acresLot Size
$13,389Price/Sq.Ft.
2 car garageParking
Listed by Kerrie Marzot• Sotheby's International Realty
Upper Cape, located between Buzzards Bay and Cape Cod Bay, is a coastal and village-centered Falmouth neighborhood with saltwater inlets and piney conservation land. The neighborhood’s character concentrates around Main Street in Woods Hole, where ferry docks, marine labs, and compact storefronts set a working-harbor rhythm. The Woods Hole Oceanographic Institution and the Woods Hole Science Aquarium act as cultural anchors, with The Knob adding a quiet shoreline counterpoint. Architecture leans toward shingled Cape cottages and weathered harbor-side buildings, with bikeable lanes linking beaches and ponds. Days track tides, ferry schedules, and the Shining Sea Bikeway’s steady flow. Small marinas and pocket parks keep the landscape open and maritime.
Provided by Walk Score and Local Logic
Offer insights
187 Penzance Rd · $17,500,000
$17.4M and above
75% chance or better to win
Why $17.4M+ is a strong offer
DAYS ON MARKET
12 days
The average home goes pending in 24 days.
SALE-TO-LIST
98.8%
Most homes are selling 1% below list price.
About offer insights
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Dining
Interior features
Hardwood and tile flooring
Gas water heater
One fireplace
Total of 5 rooms
Bathrooms
One full bathroom
One half bathroom
Flooring
Hardwood
Tile
Heating & cooling
Hot water heating
Central air conditioning
Has heating and cooling
Exterior features
Outdoor shower
Garden
Private waterfront on Buzzards Bay (salt water, private access)
Private paved road frontage
Home design
Single family residence
Updated/remodeled condition
Parking
Detached or attached 2-car garage (has garage with 2 spaces)
Construction
Built in 1964
Shingle siding
Asphalt pitched roof
Utilities
Private sewer
Electricity and solar
View estimated energy costs and solar savings for this home
This 9.6-acre estate in Woods Hole includes a 6 bedroom home, a 2 bedroom guesthouse, verdant grounds, a pool, a workshop, a boathouse, a deepwater dock, and two beaches - all enveloped by the waters of Great Harbor and Buzzards Bay. The main residence features a chef's kitchen, a formal dining room, a living room with a wood-burning fireplace and French doors to a deck overlooking the water, a library with reclaimed chestnut paneling, an office, a family room with a dramatic wood ceiling and French doors on two sides, and the estate's original sunroom. The master suite boasts a water-view balcony, dual baths, and a dressing room with a fireplace. Each of the 3 guest bedrooms on the upper floor has an en suite bath, and two enjoy balconies overlooking the water. The lower level offers a laundry area, storage, the garage, and two additional bedrooms. The guesthouse includes a living area with a fireplace, a kitchen with a dining area, a patio, a waterfront deck, and a two-car garage.
CCIMLS #22000104
Mar 31, 2020
Sold
$20,000,000
$15,302/sq ft
Feb 24, 2020
Pending
—
Feb 11, 2020
Listing Removed
—
Jan 7, 2020
Listed
$25,000,000
$19,128/sq ft
+43
This irreplaceable 9.6-acre estate in Woods Hole is a once-in-a-lifetime offering including a timeless six-bedroom home, a charming two-bedroom guesthouse, verdant grounds, a pool, a workshop dating to 1911, a boathouse, a deepwater dock, and two beach areas--all enveloped by the waters of Great Harbor and Buzzard's Bay. The main residence features a chef's kitchen, a formal dining room with a built-in pine china cabinet, a living room with a wood-burning fireplace and French doors to a deck overlooking the water, a library with reclaimed chestnut paneling, an office or study, a family room with a dramatic wood ceiling and French doors on two sides, and the estate's original sunroom. The master suite is a serene retreat boasting a water-view balcony, dual baths, and a dressing room with a fireplace. Each of the three guest bedrooms on the upper floor has an en suite bath, and two enjoy balconies overlooking the water. The lower level, accessed via a stairway from the kitchen, offers a laundry area, storage, the garage, and two additional bedrooms. The guesthouse includes a living area with a fireplace, a kitchen with a dining area, a patio, a waterfront deck, and a two-car garage.
Year
Property tax
Land + Additions
Assessment*
2023
$139,988 (−5.3%)
$9,902,600 + $10,326,900
$20,229,500
2022
$147,775 (+14.1%)
$9,293,700 + $9,063,500
$18,357,200
2021
$129,564 (+32.7%)
$8,889,600 + $6,353,200
$15,242,800
2020
$97,649 (+2.4%)
$8,081,500 + $3,286,200
$11,367,700
2019
$95,333 (+0.9%)
$8,081,500 + $3,055,500
$11,137,000
2018
$94,443 (+0.3%)
$8,081,500 + $2,900,200
$10,981,700
2017
$94,179 (+1.9%)
$8,081,500 + $2,959,400
$11,040,900
2016
$92,412 (−10.1%)
$8,081,500 + $2,959,400
$11,040,900
2014
$102,787
$10,330,500 + $2,281,400
$12,611,900
Public record
Beds
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Baths
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Stories
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Lot width
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Lot depth
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Lot size
9.6 Acres
Year renovated
—
Finished Sq. Ft.
—
Unfinished Sq. Ft.
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Total Sq. Ft.
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Year built
—
Style
Other
County
Barnstable County
APN
3474679
Parking Spaces
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Basement
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Accessible
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HOA Dues
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Garage
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Features
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Last updated by owner on Jul 19, 2023.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 87° expected this year, 18 days in 30 years
8/10 Wind Factor
80% chance of strong winds in next 30 years
3/10 Air Factor
2 unhealthy days expected this year, 3 days in 30 years
Provided by First Street
Historical weather
Falmouth, MA • 02543
Average low and high temperatures (°F)
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31
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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 187 Penzance Rd
$17,298,029
$202K under list price of $17.5M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $1.4M to $3.9M.