645 S Orleans Orleans, MA 02653
Property details
About 645 S Orleans
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.
Highlights
Summary
- Partial Bathrooms: 1
- Full Bathrooms: 6
- Total Bedroom Count: 7
- Waterfront: Waterfront, Ocean Front, Bay, Harbor, Dock, Water Access, Beach
- View: Other
- Architectural Style: Antique
- Heating: Baseboard
- Cooling: Window Unit(s)
- List Price: $3,950,000
- Price/SqFt: $1,112
- Directions: On S Orleans Road, heading North, turn right. Main House is on the right of driveway.
- Year Built: 1930
- Living Area: 3,549 SqFt
- Lot Size: 0.25 Acres
- MLS Number: 73373131
- MLS Name: MLS Property Information Network
- Office Name: Berkshire Hathaway HomeServices Robert Paul Properties
- Office Phone: (508) 945-5553
- Listing Agent: Guthrie Schofield Group
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Last updated on: 7/28/2025, 12:55:25 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
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Tax history
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Nearby schools
9
Orleans Elementary School
Public District KG-5
3.4 mi
•46 Eldredge Pkwy
5
Chatham Elementary School
Public District PK-4
3.5 mi
•147 Depot Rd
5
Eddy Elementary School
Public District 3-5
4.5 mi
•2298 Main St
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $88,924. Most Orleans, MA residents have annual incomes between $35k-100k. Residents typically live in married, no kids family. Typical level of education for residents in this area is post secondary degree.
How much money do the neighbors make?
What level of education do the neighbors have?
What types of families live nearby?
Are the neighbors home owners or renters?
How old are people in this area?
What do the neighbors do for fun?
PGA/LPGA
Skiing/snowboarding
Figure Skating
Where do the neighbors shop?
Stein Mart
BJs Wholesale Club
Kmart
Where do the neighbors go to eat?
Bob Evans
Panera
Cracker Barrel
What do the neighbors drive?
Lincoln
Infiniti
Lexus
What do the neighbors listen to?
News/Talk/Information
Adult Hits
Oldies
Frequently asked questions
About 645 S Orleans
The listing price of 645 S Orleans property is $3,950,000.
The property 645 S Orleans is a house located in Orleans, Massachusetts, 02653.
Active Listing: 645 S Orleans is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 645 S Orleans are: Orleans Elementary School (GreatSchools Rating 9/10), Chatham Elementary School (GreatSchools Rating 5/10), Eddy Elementary School (GreatSchools Rating 5/10), Cape Cod Lighthouse Charter School (GreatSchools Rating 6/10), Monomoy Regional Middle School (GreatSchools Rating 6/10), Nauset Regional Middle School (GreatSchools Rating 4/10), Cape Cod Region Vocational Technical (GreatSchools Rating 7/10), Monomoy Regional High School (GreatSchools Rating 6/10), Nauset Regional High School (GreatSchools Rating 6/10).
The property at 645 S Orleans has 7 bedrooms and 6 full and 1 half bathrooms.
The property 645 S Orleans is 3,549 SqFt (source: MLS/tax record).
The year of construction for 645 S Orleans is 1930.
This home is located at 645 S Orleans in Orleans, MA and zip code 02653. This 3,549 square foot home, which was built in 1930, sits on a 0.25 acre lot. Features: 7 bedrooms, 7 bathrooms. It has been listed on Rocket Homes since May 12, 2025 and is currently priced at $3,950,000.
Over 2 listings were sold over their listed price in June 2025 in Orleans, MA. In the same period over 10 listings were sold below the listed price and 2 listings were sold for the listed price. The number of homes for sale in Orleans, MA decreased by 3.3% between May and June 2025. In June 2025 median list price was $1,060,000 and the average listing age was 50 days.