645 S Orleans, Orleans, MA 02653

Local realty services provided by:Better Homes and Gardens Real Estate The Shanahan Group
645 S Orleans,Orleans, MA 02653
$3,495,000
  • 7 Beds
  • 7 Baths
  • 3,549 sq. ft.
  • Single family
  • Active
Listed by: guthrie schofield group, alfred schofield
Office: berkshire hathaway homeservices robert paul properties
MLS#:73373131
Source:MLSPIN

Price summary

  • Price:$3,495,000
  • Price per sq. ft.:$984.78

About this home

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.

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Home facts

  • Year built:1930
  • Listing ID #:73373131
  • Updated:December 17, 2025 at 01:34 PM

Rooms and interior

  • Bedrooms:7
  • Total bathrooms:7
  • Full bathrooms:6
  • Half bathrooms:1
  • Living area:3,549 sq. ft.

Heating and cooling

  • Cooling:Window Unit(s)
  • Heating:Baseboard

Structure and exterior

  • Year built:1930
  • Building area:3,549 sq. ft.
  • Lot area:0.25 Acres

Utilities

  • Water:Public
  • Sewer:Private Sewer

Finances and disclosures

  • Price:$3,495,000
  • Price per sq. ft.:$984.78
  • Tax amount:$9,500 (2024)
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