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$3,495,000

  • For Sale
  • Active
  • Single Family
  • 7 Beds
  • 6 Full Baths
  • 1 Partial Bath
  • 3,549 Sq. Ft.
  • 0.25 Acres
  • Updated 1 day ago
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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 estate. With a deep-water dock, moorings, and direct bay access, it delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation. Both homes enjoy 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 charm and inviting gathering spaces. The "Boathouse," perched just above the shoreline, features 2 bedrooms, 1 bath, and a private deck for quiet moments by the sea. A secluded garden patio and broad waterfront lawn complete the experience. With strong rental history and exceptional potential for personalization or expansion, this lifestyle property invites multigenerational enjoyment, investment, or retreat-an iconic opportunity in one of Cape Cod's most storied settings.

Full Property Details for 645 S Orleans

General

  • Price: $3,495,000
  • Taxes: $10,740 (2026)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73373131
  • Updated: 1/15/2026
  • Added to Site: 250 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 7
  • Full Bathrooms: 6
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 7

Location

  • County: Barnstable

Structural Information

  • Architectural Style: Antique
  • Square Feet: 3,549
  • Year Built: 1930

Lot Features

  • Lot Size (Acres): 0.25

Financial Considerations

  • Tax Amount: $10,740
  • Tax Year: 2026

Disclosures and Reports

  • Property ID: 2365906

Listed by Berkshire Hathaway HomeServices Robert Paul Properties, Guthrie Schofield Group and Alfred Schofield

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Listing agents

— 645 S Orleans —

  • Guthrie Schofield Group

    Berkshire Hathaway HomeServices Robert Paul Properties

  • Alfred Schofield

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 645 S Orleans

School Districts:Orleans School District, Nauset School District
NameGradesDistance
Orleans Elementary School
46 Eldredge Park Way, Orleans, MA 02653
K-53.4 mi
Nauset Regional Middle School
70 Route 28, Orleans, MA 02653
6-83.6 mi
Nauset Regional High School
100 Cable Rd, Eastham, MA 02651
9-128.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 645 S Orleans Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/04/2025
Price Reduced
$3,495,000
-11.52%
MLS
5/12/2025
Listed
$3,950,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 645 S Orleans

Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,216
3%
$1,637,100
5%
2024
$9,950
10%
$1,552,300
7%
2023
$9,047
3%
$1,452,200
20%
2022
$8,744
7%
$1,214,500
17%
2021
$8,159
5%
$1,040,700
1%
2020
$7,797
16%
$1,031,400
2%
2018
$6,730
7%
$1,015,100
2%
2017
$6,302
-12%
$995,600
-10%
2015
$7,138
4%
$1,111,900
—
2014
$6,894
—
$1,111,900
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 645 S Orleans

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Berkshire Hathaway HomeServices Robert Paul Properties, Guthrie Schofield Group and Alfred Schofield

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645 S Orleans, Orleans, MA 02653 (MLS# 73373131) is a Single Family property with 7 bedrooms, 6 full bathrooms and 1 partial bathroom. 645 S Orleans is currently listed for $3,495,000 and was received on May 12, 2025. Want to learn more about 645 S Orleans? Do you have questions about finding other Single Family real estate for sale in Orleans? You can browse all Orleans real estate or contact a Coldwell Banker agent to request more information.

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