Skip main navigation
next background image
For sale
$3,495,000
7beds
3,548sqft

645 S Orleans Road, Orleans, MA 02653

7beds
3,548sqft
Single family residence
Built in 1945
0.25 Acres
No data
$985 price/sqft

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 ...

211 days
|
845
|
16
|
Source: CCIMLS,MLS#: 22502226MLS Logo
Skip to the end of the carousel
Skip to the beginning of the carousel
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

Listed by:

Guthrie Schofield Group 774-487-8554,

Berkshire Hathaway HomeServices Robert Paul Properties

Source: CCIMLS,MLS#: 22502226MLS Logo

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: 391 days
  • Road surface type: Paved

Nearby cities