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About This Home

This 5-bedroom, 5-bathroom single family at 299 Main Street in South Dennis, MA is listed for $8,550,000 ($1,471 per sqft). Built in 1953, the home offers 5,814 sqft of living space on a 5.11 acres lot.

Agent 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 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.

Key Features

  • Built in 1953
  • 5.11 acre lot
  • 2 stories
  • 7 parking spaces
  • Private pool
  • Fireplace

Property Details

2 stories
4 full, 1 half
7 spaces
1953

Amenities

PoolFireplaceWaterfrontViewHardwoodA/C

Monthly Cost Estimate

$45,727/mo

20% down · 6.5% · 30 years

Principal$6,183
Interest$37,050
Insurance$2,494

Estimates only. Actual payments may vary.

Location

299 Main Street

South Dennis, MA 02660

Features & Amenities

Exterior Features

Private Yard

Property Details

Flooring

TileHardwoodCarpet

Construction

Shingle Siding

Views

River

Parking

Off StreetDriveway

Heating

Forced AirOil

Cooling

Central Air

Appliances

Water Heater

Questions & Answers

This 5-bedroom, 5-bathroom single family at 299 Main Street is listed at $8,550,000 ($1,471/sqft). The estimated monthly payment is $37,050 based on 20% down at 6.5% interest.

Key features include: Built in 1953, 5.11 acre lot, 2 stories, 7 parking spaces, Private pool, Fireplace. Exterior Features: Private Yard.

This property is listed by Tori Harrison Farr and can be reached at 5084557288 or tori.harrison@sothebyshomes.com.

TF

Tori Harrison Farr

Agent at Sotheby's International Realty, Inc.

(508) 455-7288

Listed by Sotheby's International Realty, Inc. · View on Broker Site

MLS# 22600117· Source: listhub· Updated 164 days ago

Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

299 Main Street, South Dennis, MA 02660

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