645 S Orleans Road, Orleans, MA 02653
What's special
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 ...
- 239 days |
- 979 |
- 25 |
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: 8 hours ago
Listing updated: November 13, 2025 at 12:04pm
Guthrie Schofield Group 774-487-8554,
Berkshire Hathaway HomeServices Robert Paul Properties
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
- 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: $985/sqft
- Tax assessed value: $1,637,100
- Annual tax amount: $10,215
- Date on market: 5/12/2025
- Cumulative days on market: 418 days
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 9/4/2025 | Price change | $3,495,000-11.5%$985/sqft |
Source:  CCIMLS #22502226 | ||
| 5/12/2025 | Listed for sale | $3,950,000+31.9%$1,113/sqft |
Source: CCIMLS #22502226 | ||
| 3/25/2025 | Listing removed | $2,995,000$844/sqft |
Source: MLS PIN #73295426 | ||
| 9/26/2024 | Listed for sale | $2,995,000$844/sqft |
Source: MLS PIN #73295426 | ||
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% |
Find assessor info on the county website
BuyAbility℠ payment
Climate risks
Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.
Nearby schools
GreatSchools rating
- 9/10Orleans Elementary SchoolGrades: K-5Distance: 3.4 mi
- 6/10Nauset Regional Middle SchoolGrades: 6-8Distance: 3.6 mi
- 7/10Nauset 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.