Orleans Real Estate


Orleans is a boaters and kayakers haven with its many coves, rivers, creeks and ponds. Nauset Beach, one of the most well-known and visited beaches on Cape Cod, offers access for four wheel vehicles to the outer beach, which extends down to Chatham. Stop in at Rock Harbor in Orleans to take a charter fishing trip or watch the fabulous sunset.

For more information on Orleans, MA attractions, beaches and golf courses click here.

We love working with Buyers and Sellers in Orleans! If you are browsing and are interested in more information on any Orleans real estate you see call Team OnCapeRealestate at 508-258-9010 or Click here to Contact Us.

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Orleans Homes:


75 - 74 Viking Rd
$7,500,000
7 Bedrooms / 
4 Bathrooms
3,663 SqFt / 7.00 Acres
Details
75 - 74 Viking Rd75 - 74 Viking Rd75 - 74 Viking Rd75 - 74 Viking Rd
Viking Point is one of the most extraordinary properties in Orleans. Located at the end of a private road, the elevated site of seven acres offers magnificent panoramic views from the Namequoit River to Little Pleasant Bay and beyond. The main house and two guest houses provide room for an extended family in seven bedrooms, six full and one half baths, as well as three fireplaces. There are 985 feet of frontage on Little Pleasant Bay, including a sandy beach, a pier with a float, and a boat house. There is also a tennis court and tennis house with half-bath. Note assessement includes 74 and 75 Viking Road. 
40 Toms Hollow Lane
$3,995,000
6 Bedrooms / 
7 Bathrooms
4,000 SqFt / 3.84 Acres
Details
40 Toms Hollow Lane40 Toms Hollow Lane40 Toms Hollow Lane40 Toms Hollow Lane
One of a kind magnificent 6 bedroom estate perfectly situated on Little Pleasant Bay, nearly 4 acres of pristene,wooded land, 170 ft private sand beach front. Stunning views from almost every room, multi-level decks. Main house features 4 en suite bedrooms, 1st floor master with views of Little Pleasant Bay. The spacious two bedroom en suite guest quarters with living room, kitchenette, incredible views and privacy for all. Included custom features in main home; centralized audio system w/ ceiling mount speakers in every room; central A/C, finished walkout basement, 3 car garage. Extra special amenity is private beachfront cabana/boat house, with outdoor shower. This is truly a magical property and rare opportunity on Cape Cod for a private family retreat won't last. Close to Chatham Village, Brewster, great dining and local attracti 
16 Hayward Ln
$3,995,000
5 Bedrooms / 
5 Bathrooms
2,416 SqFt / 2.70 Acres
Details
16 Hayward Ln16 Hayward Ln16 Hayward Ln16 Hayward Ln
Now reduced from an original asking price of $5,300,000! Come see this bucolic 2.78 acre setting on the shores of The River in East Orleans. Truly a one of a kind parcel with 430'+/- on the water allowing for easy access to Meetinghouse Pond, Pleasant Bay and the Atlantic beyond. Think possibilities: A perfect compound as the property includes a 5-bedroom, 3.5 bathroom main house with room for entertaining or multi-generational living; a wonderful studio apartment above the garage with views over the pool, hot tub to gorgeous water views of the river and Little Pleasant Bay; and for additional overflow or a caretakers quarters there is a separate 1 bedroom cottage with kitchen and bath. Dock (special conditions apply). You will enjoy a private location with outstanding sunsets just minutes from shopping and Nauset Beach. 
19 Whippoorwill Ln
$3,800,000
3 Bedrooms / 
4 Bathrooms
3,050 SqFt / 2.80 Acres
Details
19 Whippoorwill Ln19 Whippoorwill Ln19 Whippoorwill Ln19 Whippoorwill Ln
This Private Waterfront Estate on Pleasant Bay has a soft sand beach, a beach front guest house made for large gatherings, and an elevated main house with expansive views from Nauset Beach to Chatham. Located at the end of the lane where the land meets the water famous for swimming, traditional sailboats, and Orvis Fishing Adventures with Atlantic Ocean access.Between the villages of Orleans and Chatham, you are close to Wequassett Inn, Cape Cod National Golf Club, and Eastward Ho! Country Club. 
68 Freeman Ln
$3,650,000
4 Bedrooms / 
5 Bathrooms
5,600 SqFt / 1.30 Acres
Details
68 Freeman Ln68 Freeman Ln68 Freeman Ln68 Freeman Ln
The moment you drive up you know you have arrived. This home is for the person looking for perfection, high quality materials and the finest craftmanship. Architecturally sited on 1.30 acres to take advantage of the panoramic views of Rachel's Cove, Town Cove and Nauset Beach out to the Atlantic Ocean. Covered mahogany decks with cedar ceilings to summer outside in any weather. The house has so many extraordinary features you must come and see for your self. Very impressive foyer, master bedroom has sliders to a private deck, dressing area with cherry built-ins, dramatic interior bridge,gleaming red birch floors, wide open living space with two story floor to ceiling stone fireplace perfect for entertaining, sauna, phenomenal 40X28 work shop and top of the line mechanicals.Please verify all measurements 
3 Ewing Dr
$3,350,000
10 Bedrooms / 
8 Bathrooms
6,107 SqFt / 5.68 Acres
Details
3 Ewing Dr3 Ewing Dr3 Ewing Dr3 Ewing Dr
Exceptional Estate on PLEASANT BAY includes: WATERFRONT 1.5 Acre buildable lot. PRIVATE BEACH. ADDITIONAL 3 DWELLINGS on 3.10 acres with WATERVIEW. ADDITIONAL 1 acre Buildable LOT. Rare opportunity to have up to 5 dwellings on 5.68 acres. Peace, privacy and serenity. Please call to clarify listing information. UNBELIEVABLE OPPORTUNITY. 
53 Towhee Ln
$3,295,000
6 Bedrooms / 
5 Bathrooms
3,210 SqFt / 1.90 Acres
Details
53 Towhee Ln53 Towhee Ln53 Towhee Ln53 Towhee Ln
Fabulous Pleasant Bay Waterfront Estate Compound on one of the highest bluffs on the Bay! Lots of privacy on 1.9 acres w/ 185' of water frontage! Spectacular panoramic views from all 3 living quarters! The main house has a wonderful baronial 31' X 24'living room & dining room, kitchen, master bedroom area, & 2 guest rooms w/ a great deck for entertaining. The charming adjacent Guest House has a its own kitchen, living room/dining room w/ fireplace, guest bedroom & large deck. The super Beach Cottage has a cathedral living room, dining room, kitchen & 2 guest bedrooms! There are other out buildings & wonderful yard areas. This is a fantastic property for friends & family gatherings! A mooring is available w/ harbor master approval. Swimming, clamming and fishing plus deep water boating to the Ocean at your doorstep! 

The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Bayside Realty Consultants are marked with the BR logo. This site was last updated Feb 22, 2012.
All properties are subject to prior sale, changes, or withdrawal.

Orleans real estate: waterfront, beachfront cottages, vacation homes, condos, land, short sales and foreclosures.
 

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