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645 S Orleans, Orleans, MA 02653

$3,950,000 (Active)
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645 S Orleans, Orleans, MA 02653

$$3,950,000
Active
est.$3,950,000/month.
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7 beds. 6 baths. 10,890 Sqft.

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645 S Orleans, Orleans, MA 02653

$3,950,000
Active
est.$3,950,000/month.
Start My Approval
7 beds 6.5 baths 10,890 Sq.ft.
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Property details for 645 S Orleans, Orleans, MA 02653
For the first time in generations, this extraordinary Pleasant Bay compound—featuring the iconic "Topside" main residence and the charming two-bedroom "Boathouse"—is offered as a rare legacy estate. With a deep-water dock, moorings, and direct bay access, it delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation. Both homes enjoy 270-degree views across the water to Eastward Ho, the Chatham Yacht Club, and the Atlantic beyond. "Topside" offers 5 bedrooms and 4.5 baths with timeless coastal charm and inviting gathering spaces. The "Boathouse," perched just above the shoreline, features 2 bedrooms, 1 bath, and a private deck for quiet moments by the sea. A secluded garden patio and broad waterfront lawn complete the experience. With strong rental history and exceptional potential for personalization or expansion, this lifestyle property invites multigenerational enjoyment, investment, or retreat—an iconic opportunity in one of Cape Cod’s most storied settings.

Listed by: Guthrie Schofield Group
Broker details: Berkshire Hathaway HomeServices Robert Paul Properties
Property Description

MLS Information

  • Listing: 73373131
  • Listing Last Modified: 2025-07-09

Property Details

  • Standard Status: Active
  • Property style: Antique
  • Built in: 1930
  • Lot size area: 0.25 Acres

Geographic Data

  • County: Barnstable
  • Directions: On S Orleans Road, heading North, turn right. Main House is on the right of driveway.
Features

Interior Features

  • Bedrooms: 7
  • Full baths: 6.5
  • Half baths: 1
  • Living area: 3549
  • Fireplaces: 2

Exterior Features

  • Lot description: Waterfront
  • View: Scenic
  • Foundation: Block

Parking

    Utilities

    • Sewer: Private Sewer
    • Water: Public
    • Heating: Baseboard
    Property Information

    Tax Information

    • Tax Annual Amount: $9,500

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    The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.

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    Home Description

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