299 Main Street, South Dennis, MA 02660
Local realty services provided by:Better Homes and Gardens Real Estate The Shanahan Group
299 Main Street,South Dennis, MA 02660
$9,500,000
- 5 Beds
- 5 Baths
- 5,814 sq. ft.
- Single family
- Active
Listed by: tori r harrison farr508 455 7288
Office: sotheby's international realty, inc.
MLS#:22600117
Source:CAPECOD
Price summary
- Price:$9,500,000
- Price per sq. ft.:$1,633.99
About this home
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. Outdoor living is elevated with a resort-style pool and gazebo, the perfect setting to unwind and take in unforgettable sunset views. 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.
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Home facts
- Year built:1953
- Listing ID #:22600117
- Added:1 day(s) ago
- Updated:January 21, 2026 at 06:34 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Full bathrooms:4
- Living area:5,814 sq. ft.
Heating and cooling
- Cooling:Central Air
Structure and exterior
- Roof:Asphalt
- Year built:1953
- Building area:5,814 sq. ft.
- Lot area:5.11 Acres
Schools
- Middle school:Dennis-Yarmouth
- Elementary school:Dennis-Yarmouth
Utilities
- Sewer:Septic Tank
Finances and disclosures
- Price:$9,500,000
- Price per sq. ft.:$1,633.99
- Tax amount:$13,640 (2025)
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