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: 7/21/2026

Overview

Description

For the first time in generations, this landmark Pleasant Bay compound--anchored by the iconic ''Topside'' main residence and the charming two-bedroom ''Boathouse''--is offered as a rare, generational waterfront estate, a site long cherished by those who have called it home. 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. Both homes enjoy sweeping 270-degree views across the water to Eastward Ho, the Chatham Yacht Club, and the Atlantic beyond. Thoughtfully sited by its original architect to capture the light and water at every turn, ''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 ...

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

DPR Eligibility

DPR Eligible
No

More Information

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
IDX
Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties
Listing Agent: Guthrie Schofield Group
Source MLS Verified
Last Updated: July - 21 - 2026
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