299 Main Street, South Dennis, MA

$8,550,000 ~ Waterfront Real Estate « Back to listings page
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299 Main Street, South Dennis, MA

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.

299 Main Street, South Dennis, MA

Contact Raymond M. Hall, REALTOR®

Image Verification:*
299 Main Street, South Dennis, MA
STATUS: Active Reduced
Cape Cod MLS # 22600117
VILLAGE: South Dennis
STYLE: Single Family Residence
BEDROOMS: 5
BATHS: 4 Full / 1 Half
AGE: 1953
HEAT: YES/
ACRES: 5.11 acres
SQ.FT.: 5814 sqft.
GARAGE: 7 Car
BASEMENT:
General Information:
Water Access: Yes
Waterview: Yes
Waterfront: Yes
Miles to Beach:
Lot Size (SQFT): 222592
Lot Size (Acres): 5.11
Living Area (SQFT): 5814
Lot Description:

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

Listing provided courtesy of Sotheby's International Realty, Inc.

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This site was last updated 06/18/2026. All properties are subject to prior sale, changes, or withdrawal.

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