REQUEST A TOUR If you would like to see this home without being there in person, select the "Virtual Tour" option and your agent will contact you to discuss available opportunities.

In-PersonVirtual Tour

Tue

Aug

Wed

Aug

Thu

Aug

Lorraine X Scheppler

lxscheppler@gmail.com +1(774) 722-4623

$ 5,750,000

Est. payment -/mo

Save

New

58 Oyster Bluff Chatham, MA 02633

7 Beds

4 Baths

3,734 SqFt

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 3,734 sqft

Price per Sqft $1,539

MLS Listing ID 22504136

Style Antique,Cape Cod

Bedrooms 7

Full Baths 3

Half Baths 1

HOA Y/N No

Abv Grd Liv Area 3,734

Year Built 1930

Annual Tax Amount $15,095

Tax Year 2025

Lot Size 0.930 Acres

Acres 0.93

Property Sub-Type Single Family Residence

Source Cape Cod & Islands API

Property 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.

Location

State MA

County Barnstable

Zoning R40

Direction Oyster Pond Furlong to Absegami Run. Left onto Oyster Bluff. 58 is on the cul de sac

Body of Water Oyster Pond

Rooms

Basement Bulkhead Access

Interior

Heating Hot Water

Cooling None

Flooring Other, Wood

Fireplace No

Exterior

Exterior Feature Outdoor Shower, Garden

Garage Spaces 2.0

View Y/N Yes

Water Access Desc Lake/Pond

View Lake/Pond

Roof Type Asphalt

Street Surface Paved

Garage Yes

Private Pool No

Building

Lot Description Cul-De-Sac

Faces Oyster Pond Furlong to Absegami Run. Left onto Oyster Bluff. 58 is on the cul de sac

Story 2

Foundation Block

Sewer Septic Tank

Level or Stories 2

Structure Type Clapboard

New Construction No

Schools

Elementary Schools Monomoy

Middle Schools Monomoy

High Schools Monomoy

School District Monomoy

Others

Tax ID 13E66H9

Special Listing Condition None

Listed by Berkshire Hathaway HomeServices Robert Paul Properties

Lorraine X Scheppler

Agent | License ID: 9028475

+1(774) 722-4623

Lorraine X Scheppler

58 Oyster Bluff Chatham, MA 02633

Key Details

Location

Rooms

Interior

Exterior

Building

Schools

Others

Learn More About LPT Realty

Tour the Home

58 Oyster Bluff