58 Oyster Bluff, Chatham, MA 02633 (MLS# 22504136)

58 Oyster Bluff, Chatham, MA 02633

$5,805,000
Property Type: Residential Bedrooms: 7 Baths: 4 Square Footage: 3,734 Lot Size (sq. ft.): 40,473 Status: Closed
Current Price: $5,805,000 List Date: 9/19/2025 Last Modified: 12/19/2025

Overview

Description

Perched high above Oyster Pond, this generational estate—first known as ''The Beach Plum House'' and later as ''Adsamore''—is one of Chatham's rarest offerings. Set on a remarkable .93-acre parcel with expansive frontage, it offers sweeping views of town and Oyster Pond, a lifestyle at once connected and secluded. Originally built in Wellfleet as the Captain Holbrook House, the home has been lovingly preserved and expanded over time while being modernized for hosting and gathering. The seven bedrooms include a private first-floor primary suite with walk-in closet and ensuite bath, while a Good Morning staircase, adorned with a hand-painted Chatham mural, leads to the upper level bedrooms. Historic character endures throughout: the wood room with elements from the Plymouth Cordage Co. ropewalk (circa 1824), hand-hewn structural beams, herringbone brick floors, central hearths, and authentic built-ins. Outside, brick patios, mature sycamore trees, granite steps, and rock walls frame rolling lawns that meet the water's edge, where a private catwalk and moorings await. Spacious yet intimate, this is a true legacy property—an irreplaceable waterfront setting ready for its next steward.

Listing Details MLS# 22504136

Contract Info

Original List Price
5750000
List Price/SqFt
1539.9

Legal and Taxes

Street #
58
Street Name
Oyster Bluff
County
Barnstable
Town
Chatham
Village
Chatham
State
MA
Zip Code
02633
Tax ID
13E-66-H9
Estimated Annual Taxes
15095
Tax Year
2025
Building Assessments
824900
Other Assessments
134200
Total Assessment
4350300
Title Reference - Book
9219
Title Reference - Page
171
Lead Base Paint
Unknown
Flood Ins Required
Yes: verify w/insurance agent
Mass Use Code
101 - Residential, single family
Nitrogen Sensitive Area
Yes

General Property Info

Region
Lower Cape
School District
Monomoy
Zoning
R40
Property Sub-Type
Single Family Residence
Year Built
1930
Renovated
No
Total Finished Space
3734
Field Card SqFt
3734
Total Rooms
12
Stories
2
Private Pool
No
Private Dock
No
Leased Land
No
Lot Size SqFt
40473
Lot Size Source
Field Card
Acres
0.93
Garage
Yes
# of Cars
2
Year Round
Yes
Bedrooms - Total
7
Baths - Full
3
Baths - Half
Yes
Baths - Total
4
Golf Course Front
No
Golf Course View
No
Waterfront
Yes
Water Body
Oyster Pond
Waterfront Type
Lake/Pond
Water Body Type
Salt
Water Access Type
Private
Waterview
Yes
Water Body View
Oyster Pond
Waterview Type
Lake/Pond
Property Includes Recording Devices
No
Basement
Yes

Status Change Info

Concessions
No
Estimated Selling Date
2025-12-18
Under Contract Date
2025-09-19
Sold Date
2025-12-18
Sold Price/SqFt
1554.63
SP/AV
1.33

Sewer

Septic Tank
Title V Grade Level

Remarks & Misc

Public Remarks
Perched high above Oyster Pond, this generational estate—first known as ''The Beach Plum House'' and later as ''Adsamore''—is one of Chatham's rarest offerings. Set on a remarkable .93-acre parcel with expansive frontage, it offers sweeping views of town and Oyster Pond, a lifestyle at once connected and secluded. Originally built in Wellfleet as the Captain Holbrook House, the home has been lovingly preserved and expanded over time while being modernized for hosting and gathering. The seven bedrooms include a private first-floor primary suite with walk-in closet and ensuite bath, while a Good Morning staircase, adorned with a hand-painted Chatham mural, leads to the upper level bedrooms. Historic character endures throughout: the wood room with elements from the Plymouth Cordage Co. ropewalk (circa 1824), hand-hewn structural beams, herringbone brick floors, central hearths, and authentic built-ins. Outside, brick patios, mature sycamore trees, granite steps, and rock walls frame rolling lawns that meet the water's edge, where a private catwalk and moorings await. Spacious yet intimate, this is a true legacy property—an irreplaceable waterfront setting ready for its next steward.
Directions to Property
Oyster Pond Furlong to Absegami Run. Left onto Oyster Bluff. 58 is on the cul de sac

More Information

Street Description

Cul-De-Sac
Yes
Paved
Yes

Special Listing Cond

None
Yes

Year Built Desc

Approximate
Yes

Basement Description

Bulkhead Access
Yes

Architectural Style

Antique
Yes
Cape Cod
Yes

Foundation Details

Block
Yes

Floors

Wood
Yes
Other
Yes

Roof Description

Asphalt
Yes

Siding Description

Clapboard
Yes

Heating

Hot Water
Yes

Cooling

None
Yes

Fuel Type

Natural Gas
Yes

Water

Public
Yes

Hot Water

Water Heater
Yes

Hot Water Source

Oil
Yes

Exterior Features

Garden
Yes
Outdoor Shower
Yes
Private Yard
Yes
Underground Sprinkler System
Yes

Property Features

Street Description: Cul-De-Sac; Paved Special Listing Cond: None Architectural Style: Antique; Cape Cod Year Built Desc: Approximate Basement Description: Bulkhead Access Foundation Details: Block Floors: Wood; Other Exterior Features: Garden; Outdoor Shower; Private Yard; Underground Sprinkler System Roof Description: Asphalt Siding Description: Clapboard Heating: Hot Water Cooling: None Fuel Type: Natural Gas Water: Public Hot Water: Water Heater Hot Water Source: Oil
Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties
Listing Agent: Guthrie Schofield Group
IDX
Last Updated: December - 19 - 2025
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