645 S Orleans Orleans, MA ^$ 3,495,000

645 S Orleans

^$ 3,495,000

Back to search

645 S Orleans

Orleans, MA, 02653

^$ 3,495,000

Bedrooms7 Baths6.1 Sq 3,549

Monthly Estimate*

^$ 21,804

645 S Orleans, Orleans, MA 02653 - Image 1

645 S Orleans, Orleans, MA 02653 - Image 2

645 S Orleans, Orleans, MA 02653 - Image 3

645 S Orleans, Orleans, MA 02653 - Image 4

645 S Orleans, Orleans, MA 02653 - Image 5

645 S Orleans, Orleans, MA 02653 - Image 6

645 S Orleans, Orleans, MA 02653 - Image 7

645 S Orleans, Orleans, MA 02653 - Image 8

645 S Orleans, Orleans, MA 02653 - Image 9

645 S Orleans, Orleans, MA 02653 - Image 10

645 S Orleans, Orleans, MA 02653 - Image 11

645 S Orleans, Orleans, MA 02653 - Image 12

645 S Orleans, Orleans, MA 02653 - Image 13

645 S Orleans, Orleans, MA 02653 - Image 14

645 S Orleans, Orleans, MA 02653 - Image 15

645 S Orleans, Orleans, MA 02653 - Image 16

645 S Orleans, Orleans, MA 02653 - Image 17

645 S Orleans, Orleans, MA 02653 - Image 18

645 S Orleans, Orleans, MA 02653 - Image 19

645 S Orleans, Orleans, MA 02653 - Image 20

645 S Orleans, Orleans, MA 02653 - Image 21

645 S Orleans, Orleans, MA 02653 - Image 22

645 S Orleans, Orleans, MA 02653 - Image 23

645 S Orleans, Orleans, MA 02653 - Image 24

645 S Orleans, Orleans, MA 02653 - Image 25

645 S Orleans, Orleans, MA 02653 - Image 26

645 S Orleans, Orleans, MA 02653 - Image 27

645 S Orleans, Orleans, MA 02653 - Image 28

645 S Orleans, Orleans, MA 02653 - Image 29

645 S Orleans, Orleans, MA 02653 - Image 30

645 S Orleans, Orleans, MA 02653 - Image 31

645 S Orleans, Orleans, MA 02653 - Image 32

645 S Orleans, Orleans, MA 02653 - Image 33

645 S Orleans, Orleans, MA 02653 - Image 34

645 S Orleans, Orleans, MA 02653 - Image 35

645 S Orleans, Orleans, MA 02653 - Image 36

645 S Orleans, Orleans, MA 02653 - Image 37

645 S Orleans, Orleans, MA 02653 - Image 38

645 S Orleans, Orleans, MA 02653 - Image 39

645 S Orleans, Orleans, MA 02653 - Image 40

645 S Orleans, Orleans, MA 02653 - Image 41

645 S Orleans, Orleans, MA 02653 - Image 42

Single Family Home for sale in Orleans, MA

for $3,495,000 with 7 bedrooms and 6 full baths, 1 half bath. This 3,549 square foot home was built in 1930 on a lot size of 0.25.

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.

Single Family Active

Price

^$ 3,495,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 9,500

Style

Antique

Lot Size

0.25

Year Built

1930

Town/City

Orleans

County/Region

Barnstable

MLS | Web ID

73373131

List By

Guthrie Schofield Group

Listing Agent

Berkshire Hathaway Homeservices Robert Paul Properties

Broker

Affordability Calculator

$22,596

Per Month

Monthly Principal & Interest: $21,804
Monthly Property Taxes: $792
Monthly Home Insurance: --

Set your offer price

Down Payment

Loan Term

Interest Rate

Yearly Property Taxes

Yearly Home Insurance

Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

THE TIME TO SELL IS NOW! What's my home worth?

Nearby

Trends

Single family listings in Orleans, MA

Average List Price ^$2,435,333

Percent of Sale Price 30%

About Orleans, MA

5,780 Population

-8% Since 2002

^$64,589 Median Income

61.83 Median Age

10% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

MLS Property Information Network, Inc rules require that you sign in here to see more detail on this property.

Pricing History

Date	Price	Price Change	Description
9/4/2025	$3,495,000	-11.52%	Price Down
5/12/2025	$3,950,000		Listed Price

Map

More homes like this one

homes for you

See all

645 S Orleans, Orleans, MA, 02653 is a Single Family Home for sale at $3,495,000 with 3,549 sqft and a lot size of 0.25. 645 S Orleans has 7 bedrooms, 6.1 baths, and was built in 1930. The property's zip code is 02653 which is in Orleans, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 12/18/2025.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

*Full Name

*Email

*Phone

I am interested in financing options

Get more info

By submitting the form, you agree that Weichert^® may contact you via phone or text about your inquiry, which may involve the use of automated means. You are not required to consent as a condition of purchasing any property, goods or services. For any other information please read our privacy policy.

Get more info

Looking for an Associate?

Already Working with an Associate?

645 S Orleans

Single Family Home for sale in Orleans, MA

Affordability Calculator

Neighborhood & Schools

Map

More homes like this one

Get more info about this home