645 S Orleans Road, Orleans, MA 02653 (MLS# 22502226)
645 S Orleans Road, Orleans, MA 02653
$2,700,000
Property Type:
Residential
Bedrooms:
7
Baths:
7
Square Footage:
3,548
Lot Size (sq. ft.):
10,890
Status:
Active
Current Price:
$2,700,000
List Date:
3/23/2026
Last Modified:
5/29/2026
Listing Details MLS# 22502226
Contract Info
- Original List Price
- 3950000
- List Price/SqFt
- 760.99
Legal and Taxes
- Street #
- 645
- Pre Direction
- S
- Street Name
- Orleans
- Street Suffix
- Road
- County
- Barnstable
- Town
- Orleans
- Village
- Orleans
- State
- MA
- Zip Code
- 02653
- Tax ID
- 96-23-0
- Estimated Annual Taxes
- 10740
- Tax Year
- 2026
- Building Assessments
- 955700
- Other Assessments
- 120600
- Total Assessment
- 1757800
- Title Reference - Book
- 33292
- Title Reference - Page
- 185
- Lead Base Paint
- Unknown
- Flood Ins Required
- Yes: verify w/insurance agent
- Mass Use Code
- 10 - Multiple Use Property
- Nitrogen Sensitive Area
- Yes
General Property Info
- Region
- Lower Cape
- School District
- Nauset
- Zoning
- R
- Property Sub-Type
- Single Family Residence
- Year Built
- 1945
- Renovated
- No
- Total Finished Space
- 3548
- Field Card SqFt
- 671
- Additional Finished Space
- 2877
- Additional SqFt Source
- Public Records
- Total Rooms
- 12
- Stories
- 2
- Private Pool
- No
- Private Dock
- Yes
- Leased Land
- No
- Lot Size SqFt
- 10890
- Lot Size Source
- Field Card
- Acres
- 0.25
- Association
- No
- Garage
- No
- Year Round
- Yes
- Bedrooms - Total
- 7
- Baths - Full
- 6
- Baths - Half
- Yes
- Baths - Total
- 7
- Separate Living Qtrs
- Yes
- Golf Course Front
- No
- Golf Course View
- No
- Waterfront
- Yes
- Water Body
- Little Pleasant Bay
- Waterfront Type
- Bay/Harbor
- Water Body Type
- Salt
- Water Access Type
- Private
- Waterview
- Yes
- Water Body View
- Little Pleasant Bay
- Waterview Type
- Bay/Harbor
- Property Includes Recording Devices
- No
- Basement
- Yes
Living Room
- Fireplace
- Wood Burning
Kitchen
- Fireplace
- Wood Burning
DPR Eligibility
- DPR Eligible
- No
More Information
Remarks & Misc
- Public Remarks
- 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.
- Directions to Property
- Use GPS - On South Orleans Road, property is on the right. Main house is on the right of property, boathouse to left.
Street Description
- Paved
- Yes
- Public
- Yes
Special Listing Cond
- None
- Yes
Year Built Desc
- Approximate
- Yes
Basement Description
- Bulkhead Access
- Yes
- Partial
- Yes
Architectural Style
- Antique
- Yes
Foundation Details
- Block
- Yes
- Crawl Space
- Yes
Private Dock Description
- Deep Water
- Yes
- Floating
- Yes
- Platform
- Yes
Floors
- Tile
- Yes
- Wood
- Yes
Sewer
- Private Sewer
- Yes
Roof Description
- Asphalt
- Yes
Siding Description
- Vinyl Siding
- Yes
Heating
- Hot Water
- Yes
Cooling
- None
- Yes
Fuel Type
- Oil
- Yes
Water
- Public
- Yes
Hot Water
- Water Heater
- Yes
Hot Water Source
- Electric
- Yes
Exterior Features
- Garden
- Yes
- Private Yard
- Yes
Property Features
Street Description:
Paved; Public
Special Listing Cond:
None
Architectural Style:
Antique
Year Built Desc:
Approximate
Basement Description:
Bulkhead Access; Partial
Foundation Details:
Block; Crawl Space
Floors:
Tile; Wood
Private Dock Description:
Deep Water; Floating; Platform
Exterior Features:
Garden; Private Yard
Roof Description:
Asphalt
Siding Description:
Vinyl Siding
Sewer:
Private Sewer
Heating:
Hot Water
Cooling:
None
Fuel Type:
Oil
Water:
Public
Hot Water:
Water Heater
Hot Water Source:
Electric
Lead Paint Disclosure ›
Listing Office:
Berkshire Hathaway HomeServices Robert Paul Properties
Listing Agent:
Guthrie Schofield Group
Last Updated: May - 29 - 2026
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 include 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. This site was last updated 02/14/2017. All properties are subject to prior sale, changes, or withdrawal. Copyright 2020© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved