299 Main StreetDennis, MA 02660MLS Number 22600117

  • Price: $9,500,000
  • Est. Mortgage of $/month
  • 129 Days on Market
PrintSave Favorite
$
$
%
$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • 5Bedrooms
  • 5.11Acreage
  • 5Bathrooms
  • 1953Year Built
Active
299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660299 Main Street Dennis MA 02660
QR Code
Cape Coastal Sotheby's International Realty

Your Local Office

More Info »
Cape Coastal Sotheby's International Realty
Office: 508-477-6688
540 Falmouth Road (Mashpee Rotary)
Mashpee, MA 02649
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.

Request More Information

Do not fill in this field:

I agree to receive marketing and customer service calls and text messages from Cape Coastal Sotheby's International Realty. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

More Info

Location Information

  • Directions Route 134 to Highbank Road to Main Street to #299.

School Information

  • High School DistrictDennis-Yarmouth

Rooms

  • Bathroom5
  • Bathrooms Total Decimal 4.5
  • Bedrooms5
  • Full Bath4
  • Half Baths1
  • Laundry Features First Floor

Building

  • BasementPartial, Crawl Space
  • Building Area Units Square Feet
  • Construction Materials Shingle Siding
  • Fireplace YN Yes
  • Fireplaces Total 1
  • GarageYes
  • Property StyleCape Cod
  • Rooms10
  • Year Built1953

Amenities

  • Appliances IncludedElectric Water Heater
  • Other Amenities
    • Basement
    • Dock
    • Fireplace
    • Golf
    • Pool
    • Waterfront
  • Pool Features In Ground
  • Pool Private YN Yes

Basic Information

  • Lot Features
    • House of Worship
    • Level
    • Major Highway
    • Medical Facility
    • Near Golf Course
    • School
  • Mls Status Active
  • Parcel Number DENN M:000117 P:054000
  • Road Frontage DescriptionPaved

Basic Information

  • List Price$9,500,000
  • Cape Cod22600117
  • Modification Date04/25/2026
  • Property SubTypeSingle Family Residence
  • Virtual TourView Tour

Property

  • Acreage5.11
  • Other Structures Gazebo

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Heating YN Yes
  • Sewer Septic Tank

Water Body

  • Water AccessPublic
  • Water Body NameBass River
  • Water Body TypeFresh
  • WaterfrontYes

Other

  • Date Listed01/12/2026
  • Nitrogen Sensitive AreaYes
  • View Count9

Tax Information

  • Tax Assessed Value $4,634,900
  • Tax Year 2025
  • Taxes$13,640

Parking

  • Attached Garage YN Yes
  • Open Parking YN Yes
  • Parking Spaces7

Location

  • Address299 Main Street
  • Building Number299
  • CountyBarnstable
  • StateMA
  • StreetMain Street
  • TownDennis
  • Zip02660

Interior

  • Flooring Hardwood, Carpet, Tile

Exterior

  • RoofAsphalt

Property Information

  • Living Area Units Square Feet
  • Lot Size Square Feet 222,592
  • Lot Size Units Acres
  • Property Condition Updated/Remodeled, Actual
  • Square Feet5,814

Legal

  • Zoningr40

Driving Directions

Listed by Tori Harrison Farr of Sotheby's International Realty,Inc. (508 455 7288)

Dennis, MA Demographics

There is no data available

Dennis, MA Real Estate Market Data

There is no data available

Dennis, MA Schools

School NameDistanceTypeGrades

broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Cape Coastal Sotheby's International Realty are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Cape Coastal Sotheby's International Realty shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated May 20, 2026 5:52 PM EDT. All properties are subject to prior sale, changes, or withdrawal.

Cape Coastal Sotheby's International Realty has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

I agree to receive marketing and customer service calls and text messages from Cape Coastal Sotheby's International Realty. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

$

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.