For sale
$2,700,000
7beds
3,548sqft
645 S Orleans Road, Orleans, MA 02653
7beds
3,548sqft
Single family residence
Built in 1945
0.25 Acres
No data
$761 price/sqft
What's special
Broad waterfront lawnDeep-water dockTimeless coastal characterSecluded garden patioSpaces designed for gathering
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 ...
- 357 days |
- 1,040 |
- 39 |
Source: CCIMLS,MLS#: 22502226
Travel times
Aerial
Decks & Dock
Grounds
Main House | Foyer
Main House | Family Room
Main House | Dining Room
Main House | Kitchen
Main House | Living Room
Main House | Sunroom
Main House | Bedroom
Main House | Bedroom
Main House | Bedroom
Main House | Bedroom
Main House | Bunk Room
Boat House | Living Room
Boat House | Kitchen
Boat House | Bedroom
Boat House | Bedroom
Boat House | Workshop
Zillow last checked: 7 hours ago
Listing updated: April 25, 2026 at 09:15am
Listed by:
Guthrie Schofield Group 774-487-8554,
Berkshire Hathaway HomeServices Robert Paul Properties
Source: CCIMLS,MLS#: 22502226
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 7
- Full bathrooms: 6
- 1/2 bathrooms: 1
Kitchen
- Description: Fireplace(s): Wood Burning
Living room
- Description: Fireplace(s): Wood Burning
Heating
- Hot Water
Cooling
- None
Appliances
- Included: Electric Water Heater
Features
- Flooring: Wood, Tile
- Basement: Bulkhead Access,Partial,Crawl Space
- Has fireplace: No
- Fireplace features: Wood Burning
Interior area
- Total structure area: 3,548
- Total interior livable area: 3,548 sqft
Property
Features
- Stories: 2
- Exterior features: Garden
- Has view: Yes
- Has water view: Yes
- Water view: Bay/Harbor
- On waterfront: Yes
- Body of water: Little Pleasant Bay
Lot
- Size: 0.25 Acres
Details
- Parcel number: 96230
- Zoning: R
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Antique
- Property subtype: Single Family Residence
Materials
- Foundation: Block
- Roof: Asphalt
Condition
- Approximate
- New construction: No
- Year built: 1945
Utilities & green energy
- Sewer: Private Sewer
Community & HOA
HOA
- Has HOA: No
Location
- Region: Orleans
Financial & listing details
- Price per square foot: $761/sqft
- Tax assessed value: $1,757,800
- Annual tax amount: $10,740
- Date on market: 5/12/2025
- Cumulative days on market: 523 days
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 3/23/2026 | Listed for sale | $2,700,000$761/sqft |
Source:  CCIMLS #22502226 Report a problem | ||
| 3/9/2026 | Pending sale | $2,700,000$761/sqft |
Source: CCIMLS #22502226 Report a problem | ||
| 1/31/2026 | Price change | $2,700,000-22.7%$761/sqft |
Source: CCIMLS #22502226 Report a problem | ||
| 9/4/2025 | Price change | $3,495,000-11.5%$985/sqft |
Source: CCIMLS #22502226 Report a problem | ||
| 5/12/2025 | Listed for sale | $3,950,000+31.9%$1,113/sqft |
Source: CCIMLS #22502226 Report a problem | ||
| 3/25/2025 | Listing removed | $2,995,000$844/sqft |
Source: MLS PIN #73295426 Report a problem | ||
| 9/26/2024 | Listed for sale | $2,995,000$844/sqft |
Source: MLS PIN #73295426 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,216 +2.7% | $1,637,100 +5.5% |
| 2024 | $9,950 +10% | $1,552,300 +6.9% |
| 2023 | $9,047 +10.9% | $1,452,200 +39.5% |
| 2022 | $8,159 | $1,040,700 |
| 2021 | $8,159 +4.6% | $1,040,700 +0.9% |
| 2020 | $7,797 +1% | $1,031,400 -1.1% |
| 2019 | $7,720 +14.7% | $1,043,200 +2.8% |
| 2018 | $6,730 +6.8% | $1,015,100 +2% |
| 2017 | $6,302 -14.1% | $995,600 -12.3% |
| 2016 | $7,336 +2.8% | $1,135,600 +2.1% |
| 2015 | $7,138 +3.5% | $1,111,900 |
| 2014 | $6,894 +1.6% | $1,111,900 |
| 2013 | $6,783 +3.8% | $1,111,900 +0.5% |
| 2012 | $6,536 +6.1% | $1,106,000 |
| 2011 | $6,160 +2.8% | $1,106,000 -4.9% |
| 2010 | $5,992 +4.7% | $1,163,500 -0.8% |
| 2009 | $5,722 +9.9% | $1,172,600 +1.8% |
| 2008 | $5,207 +10.7% | $1,152,100 +4.6% |
| 2007 | $4,703 -0.9% | $1,101,400 -3.5% |
| 2006 | $4,748 +15.7% | $1,141,300 +22.1% |
| 2005 | $4,104 -6.5% | $934,900 -6.1% |
| 2004 | $4,391 +9.7% | $995,700 +27.4% |
| 2003 | $4,001 +3.7% | $781,500 +32.4% |
| 2001 | $3,859 | $590,100 |
Find assessor info on the county website
Monthly payment
Est. payment
$15,297/mo
Principal & interest
$13924
Property taxes
$1373
More affordability tools
Estimated market value
Not available
Estimated sales range
Not available
$4,336/mo
Climate risks
Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.
Neighborhood: 02653
Nearby schools
GreatSchools rating
- 8/10Orleans Elementary SchoolGrades: K-5Distance: 3.4 mi
- 6/10Nauset Regional Middle SchoolGrades: 6-8Distance: 3.6 mi
- 6/10Nauset Regional High SchoolGrades: 9-12Distance: 8.8 mi
Schools provided by the listing agent
- District: Nauset
Source: CCIMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
- Massachusetts
- Barnstable County
- Orleans
- 02653
- 645 S Orleans Road