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299 Main Street

South Dennis, MA 02660
  • $9,500,000
  • STATUS: Active
  • ON SITE: 16 Days
  • MLS #: 22600117
UPDATED: 16 min ago
$9,500,000
  • 5
    BEDS
  • 5.11
    ACRES
  • 4
    BATHS
  • 1
    1/2 BATHS
  • 5,814
    SQFT
  • $1,634
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1953
County:
Area:

School Ratings & Info

School District:

Description

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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Cape Cod & Islands MLS logo © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or Cape Cod Real Estate Group. Data last updated: 2026-02-07T23:25:18.953.
www.capecodrealestategroup.com/homes/172341841
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299 Main Street South Dennis, MA 02660

  • Price: $9,500,000
  • Status: Active
  • On Site: 16 Days
  • Updated: 16 min ago
  • MLS #: 22600117
5
Beds
4
Baths
1
½ Baths
5.11
Acres
5,814
SQFT
$1,634
$/SQFT
1953
Built
Neighborhood:
Dennis
County:
Barnstable
Area:
Dennis
School District:
Dennis-Yarmouth
Property Description
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.
Exterior Features

Architectural Style Cape Cod Carport No Construction Materials Shingle Siding Dock Yes Lot Features Near Golf CourseSchoolMedical FacilityMajor HighwayHouse of WorshipLevel Open Parking Yes Other Structures Gazebo Parking Total 7 Pool Features In Ground Pool Private Yes Roof Asphalt Water Access Type Public Water Body Type Fresh Water Front Yes Water View Yes

Interior Features

Appliances Electric Water Heater Attached Garage Yes Basement Yes Basement1 PartialCrawl Space Cooling True Cooling Features Central Air Fireplace YN Yes Fireplaces Total 1 Flooring HardwoodCarpetTile Garage Yes Heating Yes Laundry Features First Floor Master Bedroom Level Second Rooms Total 10

Property Features

Association No Flood Insurance Required Yes: verify w/insurance agent Flood Zone AE Improvement Assessments 2103900 Land Assessments 2531000 Land Lease No Lead Paint Unknown Miles From Beach .1 - .3 New Construction No Nitrogen Sensitive Area Yes Other Assessments 0 Property Attached No Property Sub Type Single Family Residence Road Surface Type Paved Sewer Septic Tank Special List Conditions None Tax Annual Amount 13640 Tax Assessed Value 4634900 Tax Year 2025 Warranty Available False Water Body Name Bass River Waterview Type Rivers Year Built Description Updated/RemodeledActual Year Round Yes Zoning r40

Cape Cod & Islands MLS logo Listing information © 2026 Cape Cod & Islands Multiple Listing Service, Inc.
Listing provided courtesy of Tori Harrison Farr of Sotheby's International Realty, Inc.: 508 455 7288


Cape Cod & Islands MLS logo © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or Cape Cod Real Estate Group. Data last updated: 2026-02-07T23:25:18.953.
 
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