$9,500,000
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. 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.
Property Details
Price:
$9,500,000
MLS #:
22600117
Status:
Active
Beds:
5
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Jan 12, 2026
Finished Sq Ft:
5,814
Total Sq Ft:
5,814
Lot Size:
222,592 sqft / 5.11 acres (approx)
Year Built:
1953
Schools
School District:
Dennis-Yarmouth
Interior
Appliances
Electric Water Heater
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
1
Flooring
Hardwood, Carpet, Tile
Laundry Features
First Floor
Exterior
Architectural Style
Cape Cod
Construction Materials
Shingle Siding
Other Structures
Gazebo
Parking Spots
7
Roof
Asphalt
Financial
Tax Year
2025
Taxes
$13,640
Mortgage Calculator
Map
Current real estate data for Single Family in Dennis as of Jan 27, 2026
62
Single Family Listed
120
Avg DOM
718
Avg $ / SqFt
$1,490,329
Avg List Price
Community
- Address299 Main Street South Dennis MA
- CityDennis
- CountyBarnstable
- Zip Code02660
Similar Listings Nearby
Property Summary
- 299 Main Street South Dennis MA is a Single Family for sale in Dennis, MA, 02660. It is listed for $9,500,000 and features 5 beds, 5 baths, and has approximately 5,814 square feet of living space, and was originally constructed in 1953. The current price per square foot is $1,634. The average price per square foot for Single Family listings in Dennis is $718. The average listing price for Single Family in Dennis is $1,490,329. To schedule a showing of MLS#22600117 at 299 Main Street South in Dennis, MA, contact your Rover IDX%2C LLC agent at 800 BOB-REALTY.
299 Main Street South
Dennis, MA

