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299 Main Street
South Dennis MA 02660 US

$9,500,000

Active Listing ID 22600117
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5 bed
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4.00 Bath (4 Full , 1 Half)
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Lot: 5.11 Acres
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Single Family Residence

$9,500,000

Active Listing ID 22600117
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299 Main Street 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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Property Features

  • Facts
  • Lot Size: 5.11 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Private Yard
  • Floor Covering: Tile, Hardwood, Carpet
  • Roof Type: Asphalt
  • Heating Fuels: Forced Air, Oil
  • Additional Features
  • Basement
  • Fireplace
  • Pool
  • Waterfront

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 9500000
  • unparsedaddress: 299 Main Street
  • postalcity: South Dennis
  • stateorprovince: MA
  • country: US
  • postalcode: 02660
  • bathroomsfull: 4
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 5.11
  • lotsizeunits: Acres
  • lotsizearea: 5.11
  • livingarea: 5814
  • livingareaunits: Square Feet
  • latitude: 41.680614
  • longitude: -70.158604
  • listagentfullname: Tori R Harrison Farr
  • listagentemail: tori.harrison@sothebyshomes.com
  • listagentkey: 3yd-CCIAORMA-U5595
  • listagentmlsid: U5595
  • listagentpreferredphone: 5084557288
  • listagentofficephone: 5084557288
  • listofficekey: 3yd-CCIAORMA-SOTH5
  • listofficemlsid: SOTH5
  • disclaimer: 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.
  • sourcesystemid: CCIAORMA
  • yearbuilt: 1953
  • listingcontractdate: 2026-01-12
  • countyorparish: Barnstable
  • parcelnumber: DENN M:000117 P:054-000
  • elementaryschooldistrict: Dennis-Yarmouth
  • middleorjuniorschooldistrict: Dennis-Yarmouth
  • highschooldistrict: Dennis-Yarmouth
  • appliances: Water Heater
  • cooling: Central Air
  • constructionmaterials: Shingle Siding
  • flooring: Tile, Hardwood, Carpet
  • heating: Forced Air, Oil
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 7
  • parkingfeatures: Driveway, Off Street
  • roof: Asphalt
  • view: River
  • waterfrontyn: True
  • franchiseaffiliation: None
  • exteriorfeatures: Private Yard
  • rooms: Bedroom 2, Bedroom 4, Bedroom 5, Bedroom 1, Bedroom 3, Bathroom 3, Bathroom 4, Basement, Bathroom 2, Bathroom 5, Bathroom 1
  • otherstructures: Gazebo
  • basement: Partial
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -70.15861, 41.680614
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Sotheby's International Realty, Inc.", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"tori.harrison@sothebyshomes.com", "ListBrokerageCity":"Sandwich", "ListBrokerageCountry":"US", "ListBrokerageEmail":null, "ListBrokerageLogoUrl":null, "ListBrokerageName":"Sotheby's International Realty, Inc.", "ListBrokeragePhone":"(508) 428-9115", "ListBrokeragePostalCode":null, "ListBrokerageStateOrProvince":"MA", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"134 Route 6A", "ListBrokerageWebsiteUrl":null, "ListOfficeAddress1":"134 Route 6A ", "ListOfficeAddress2":"", "ListOfficeBrokerMlsId":"SOTH5", "ListOfficeCity":"Sandwich", "ListOfficeCountry":"USA", "ListOfficeEmail":null, "ListOfficePostalCode":"02563", "ListOfficeStateOrProvince":"MA", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - South Dennis, MA", "ListingURL":null, "MLSModificationTimestamp":"2026-01-21 16:55:09", "Neighborhoods":[{"Description":null, "Name":"Dennis"}], "PostalCode":null, "RoomCount":10, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":13640, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 1/31/2026 2:52:43 AM GMT
Source Updated Date: 2/4/2026 6:48:34 PM GMT

Courtesy of: Tori Harrison Farr, Sotheby's International Realty, Inc., tori.harrison@sothebyshomes.com

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.