John C. Ricotta and Associates Sales Home

299 MAIN STREET, SOUTH DENNIS MA, 02660

$8,550,000

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Cape Cod MLS #22600117

GENERAL INFORMATION

Status: Price Change
Year Built: 1953
Total Rooms: 10
Full Bathrooms: 4
Bedrooms: 5
Half Bathrooms: 1
Waterview: Yes
Waterfront: Yes
Lot Size: 5.11 acres
Living Area: 5814 ft2
Price Change: 06/05/2026
Listing Date: 01/21/26 DOM: 147 days

Total Assessment: $4,634,900
Improvements Assessment: $4,634,900
Special Assessment: N/A
Annual Taxes: $13,640
Tax Year: 2025
Land Assessment: 0
Zoning: ********
Lead Paint: N/A
Flood Zone: N/A


299 MAIN STREET, SOUTH DENNIS MA, 02660

A truly remarkable Bass River estate, set on an extraordinary 5.11 acres of private waterfront. This stunning property is the epitome of Cape Cod elegance, where timeless character meets thoughtful modern luxury. Lovingly restored to honor its original charm, the home has been impeccably updated throughout while preserving the architectural details that make it so special. At the heart of the residence is a grand, state of the art kitchen, designed for both everyday living and elegant entertaining. Spanning over five acres, the grounds create a rare private riverfront oasis, complete with a private dock offering direct access to the Bass River leading to the ocean. Outdoor living is elevated with a resort-style pool and gazebo, the perfect setting to unwind and take in unforgettable sunset views. For the equestrian enthusiasts there is a stable. With five generously sized bedrooms, this exceptional home offers space and comfort for family and guests alike. A property of this scale, setting, and craftsmanship is rarely available truly one of a kind and not to be missed.

General Information:

VILLAGE: South Dennis
STYLE: Single Family Residence
HEAT/COOLING: YES/
GARAGE: YES
BASEMENT:
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Exterior Features:

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Pool:
Dock: Y
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Fireplace:
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Heating/Cooling: YES/
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Listing Office Contact:


Listing Courtest of:
Sotheby's International Realty, Inc.
Listing Agent: Tori Harrison Farr (508-455-7288)

299 MAIN STREET SOUTH DENNIS MA 02660 Property Information Last Updated June 17, 2026 at 10:45:17 PM EDT.

 

CCIAOR MLS IDX listing courtesy of Sotheby's International Realty, Inc.