299 Main Street South Dennis MA 02660 MLS #22600117

299 Main Street South
Dennis, MA, 02660
$9,500,000
5 Beds
4.5 Baths
5,814 SqFt
5.11 Acres
$9,500,000
299 Main Street South
Dennis, MA, 02660
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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.

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
Cape CodWaterfrontPoolDennis-yarmouthBass River

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
Attached Garage YN
1
Construction Materials
Shingle Siding
Garage Spaces
2
Lot Features
Near Golf Course, School, Medical Facility, Major Highway, House of Worship, Level
Open Parking YN
1
Other Structures
Gazebo
Parking Spots
7
Parking Total
7
Roof
Asphalt
Stories
2

Financial

Tax Year
2025
Taxes
$13,640
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Current real estate data for Single Family in Dennis as of Apr 28, 2026
93
Single Family Listed
76
Avg DOM
751
Avg $ / SqFt
$1,326,032
Avg List Price

Community

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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 $751. The average listing price for Single Family in Dennis is $1,326,032. 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