$3,950,000

645 S Orleans Rd Orleans, MA 02653

Estimated payment $22,374/month

Total Views 10,410
7 Beds
6.5 Baths
3,548 Sq Ft
$1,113 Price per Sq Ft

Highlights

  • Waterfront
  • Living Room with Fireplace
  • No HOA
  • Orleans Elementary School Rated A-
  • Wood Flooring
  • Garden

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 waterfront estate. With a deep-water dock, moorings, and direct access to the bay, the property delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation potential. Both homes enjoy sweeping 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 character and spaces designed for gathering, while the ''Boathouse'' sits just above the shoreline, featuring 2 bedrooms, 1 bathroom, and its own deck for quiet moments by the sea. A secluded garden patio and broad waterfront lawn offer a blend of intimacy and scale. With a strong rental history and immense potential for expansion or personalization, this is a lifestyle property that invites multigenerational living, savvy investment, or a private retreat. A once-in-a-lifetime opportunity to own one of Cape Cod's most storied waterfront settings.

Listing Agent

Guthrie Schofield Group

Berkshire Hathaway HomeServices Robert Paul Properties Listed on: 05/12/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $10,215

Year Built

  • Built in 1945

Lot Details

  • 0.25 Acre Lot
  • Waterfront
  • Garden

Home Design

  • Block Foundation
  • Asphalt Roof

Interior Spaces

  • 3,548 Sq Ft Home
  • 2-Story Property
  • Wood Burning Fireplace
  • Living Room with Fireplace

Flooring

  • Wood
  • Tile

Bedrooms and Bathrooms

  • 7 Bedrooms

Basement

  • Partial Basement
  • Crawl Space

Utilities

  • No Cooling
  • Hot Water Heating System
  • Electric Water Heater
  • Private Sewer

Community Details

  • No Home Owners Association

Listing and Financial Details

  • Assessor Parcel Number 96230

Home Details

Home Type

Single Family

Est. Annual Taxes

$10,215

Year Built

Built in 1945

Lot Details

0

Listing Details

  • Has Basement: Bulkhead Access, Partial, Crawl Space
  • Property Sub Type: Single Family Residence
  • Prop. Type: Residential
  • Lot Size Acres: 0.25
  • Road Frontage Type: Public
  • Road Surface Type: Paved
  • Water Body Name: Little Pleasant Bay
  • Directions: Use GPS - On South Orleans Road, property is on the right. Main house is on the right of property, boathouse to left.
  • Garage Yn: No
  • New Construction: No
  • Property Attached Yn: No
  • Special Features: None
  • Stories: 2

Interior Features

  • Appliances: Electric Water Heater
  • Total Bedrooms: 7
  • Full Bathrooms: 6
  • Half Bathrooms: 1
  • Fireplace Features: Wood Burning
  • Fireplace: No
  • Flooring: Wood, Tile
  • Kitchen Description: Fireplace(s): Wood Burning

Exterior Features

  • Exterior Features: Garden
  • Pool Private: No
  • Waterfront: Yes
  • Home Warranty: No
  • Foundation Details: Block
  • Property Condition: Approximate
  • Roof: Asphalt

Utilities

  • Sewer: Private Sewer
  • Cooling: None
  • Heating: Hot Water
  • Cooling Y N: No
  • Heating Yn: Yes

Condo/Co-op/Association

  • Association: No

Schools

  • Junior High Dist: Nauset

Lot Info

  • Zoning: R
  • Land Lease: No
  • Lot Size Sq Ft: 10890
  • Parcel #: 96230

Building Info

  • Year Built: 1945

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 10215
  • Tax Book Number: 33292

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Property History

Date Event Price Change Sq Ft Price
05/12/2025 05/12/25 For Sale $3,950,000 -- $1,113 / Sq Ft
Source: Cape Cod & Islands Association of REALTORS®

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See All Homes in Orleans

Source: Cape Cod & Islands Association of REALTORS®

MLS Number: 22502226

Cape Cod & Islands Association of REALTORS®

APN: ORLE M:096.0 B:0023 L:0000.0

Massachusetts Barnstable County Orleans 02653

645 S Orleans Rd, Orleans, MA

This home is located at 645 S Orleans Rd, Orleans, MA 02653 and is currently priced at $3,950,000, approximately $1,113 per square foot. This property was built in 1945. 645 S Orleans Rd is a home located in Barnstable County with nearby schools including Orleans Elementary School, Nauset Regional Middle School, and Nauset Regional High School.

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Cape Cod & Islands Association of REALTORS® All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than CC&I Assoc. of REALTORS®, Inc. includes the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS®, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. All properties are subject to prior sale, changes, or withdrawal. Copyright 2025 © Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Nearby Homes
Listing Agent
Guthrie Schofield Group
Berkshire Hathaway HomeServices Robert Paul Properties