58 Oyster Bluff, Chatham, MA, 02633

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$5,750,000
93 Days On Site

58 Oyster Bluff
Chatham, MA 02633

For Sale|Single Family Residence|Pending
7
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
3,734
SqFt
$1,540
/SqFt
1930
Built
County:
Barnstable
Listing courtesy of Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties
58 Oyster Bluff58 Oyster Bluff58 Oyster Bluff58 Oyster Bluff
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Mortgage Calculator

Monthly Payment (Est.)

$26,234
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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.

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Listing Snapshot
Price 
$5,750,000
Days On Site 
93 Days
Bedrooms 
7
Inside Area (SqFt) 
3,734 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.93 Acres
Year Built 
1930
MLS® Number 
22504136
Status 
Pending
Property Tax 
$15,095
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
2 weeks agoListing updated with changes from the MLS®
2 months agoStatus changed to Pending
3 months agoListing first seen on site
General Features
Acres 
0.93
Foundation 
Block
Garage 
Yes
Garage Spaces 
2
Land Lease 
No
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
3734
Style 
AntiqueCape Cod
Zoning 
R40
Interior Features
Flooring 
OtherWood
Heating 
Hot Water
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Exterior Features
Construction Details 
Clapboard
Exterior 
Outdoor ShowerGarden
Lot Features 
Cul-De-SacWaterfront
Roof 
Asphalt
View 
WaterPond
Waterfront 
Yes
Waterfront Features 
Oyster Pond
Waterview 
WaterPond
Community Features
MLS Area 
Lower Cape
Roads 
Paved
School District 
Monomoy
Township 
Chatham
Schools
School District
Monomoy
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing courtesy of Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties



Listing information is provided by Participants of the Cape Cod Islands Association of REALTORS MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2025, Cape Cod Islands Association of REALTORS MLS.
Last checked: 2025-11-27 09:06 AM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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