Waterfront Homes for Sale in Orleans, MA

An enchanting coastal retreat! Set alongside the Pleasant Bay estuary in one of Orleans' most private & naturally beautiful enclaves, this striking 5BR/5BA custom home blends relaxed coastal living with creative design & impeccable craftsmanship.Nestled among pines, rhododendrons, and roses, the residence offers expansive water views and exceptional privacy, while just minutes from world-class

Fran Schofield Berkshire Hathaway HomeServices Robert Paul Properties

Cape house dreams do come true in this magnificent water view home. Recently renovated by renowned architect Patrick Ahearn; this 7 bedroom home checks all the boxes, while retaining it's 1925 Cape Cod charm. Once upon a time this home was built as the original Pochet Association ''Exhibition House''. Through the years it has been lovingly cared for and then brilliantly renovated in 2018 to the

Kathleen Phelan Compass

A rare opportunity to own a piece of Cape Cod history in the coveted Barley Neck area of East Orleans. Available for the first time in nearly 80 years, ''Sargent Point'', affectionately named after the former governor of Massachusetts, is one of the most spectacular generational waterfront properties on all of Cape Cod. This 5+ acre private retreat enjoys unparalleled panoramic views of Little

Brian Dougherty Corcoran Property Advisors

A rare opportunity to own a piece of Cape Cod history in the coveted Barley Neck area of East Orleans. Available for the first time in nearly 80 years, "Sargent Point", affectionately named after the former governor of Massachusetts, is one of the most spectacular generational waterfront properties on all of Cape Cod. This 5+ acre private retreat enjoys unparalleled panoramic views of Little

Brian Dougherty Corcoran Property Advisors

A rare offering on the shores of Little Pleasant Bay, 40 Tom's Hollow is a generational waterfront estate encompassing nearly four acres of bucolic landscape with an expansive shoreline, private sandy beach, and iconic boathouse. A winding drive leads through a serene coastal setting to a timeless center-entrance Colonial, where soaring ceilings and panoramic bay views set the tone. The

Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

Stunning Salt Waterfront Estate on the Mill Pond with panoramic views to Roberts Cove & Nauset Harbor to the Light House & beyond!Superior quality throughout this 5 bedroom 5 1/2 bath home. Great privacy & beautiful easy to care for landscaping. Wonderful open sunny rooms & great flow. Large gourmet kitchen & formal dining room. Beautiful Great Room with a fireplace wall, sliders & a French door

Nikki Carter William Raveis Real Estate & Home Services

Experience the pinnacle of sophistication with this exquisite new build by Eastward Companies which will be ready for immediate occupancy. Tucked off Tonset Road and with frontage on Main Street, this elevated home boasts lovely marsh and Town Cove views as well as swimming, fishing, and boating. This superbly designed residence features an open floor plan ideal for entertaining. The upscale

Peg LoPresto William Raveis Real Estate & Home Services

Set along one of Orleans' most scenic and protected saltwater corridors, this waterfront retreat captures the essence of coastal living--calm, connected, and deeply restorative. The setting is remarkably private, with elevated views, stunning natural light, and direct access to the water for kayaking, paddleboarding, or launching into Pleasant Bay--one of Cape Cod's premier boating

Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

Elevated above the serene waters of Town Cove and adjacent to Asa's Landing, this Orleans property offers timeless appeal in one of the Cape's most coveted waterfront neighborhoods. The gracious 3-bedroom home is thoughtfully sited to capture unobstructed water views from every room, providing a backdrop of natural beauty throughout the seasons. A boat house, and two-car garage add both charm and

Dawn Lee Gibson Sotheby's International Realty

With a front row view of Pochet Inlet, Pochet Island and the Atlantic just beyond the outer beach, 63 Briar Spring offers three levels of thoughtfully designed living space over its nearly 2000 square feet. Level one features 3 bedrooms to include two water-facing walkouts, one of which is a master, as well as an additional full bath. The main living level has an open concept amplified by a

Jon Clark Nauset Management

Welcome to the Captain Carlson house at Rock Harbor Condominiums! This is a year-round, two bedroom cottage showcasing incredible artwork and craftsmanship. Nautical tile, marine pottery, shells, sea glass and thousands of rocks and pebbles hand collected from Nauset Beach, all coupled together to create a mozaic depiction of natures coastal marine life. Stained glass windows, antique door knobs,

Matthew Burger Kinlin Grover Compass

Unveil a slice of paradise at 6-12 Snow Way, Orleans, MA, offered alongside 12 Snow Way (MLS #73331530). Nestled on 1.63 captivating acres, this waterfront gem promises 3,250 sq. ft. of exquisite living space with 4 spacious bedrooms and 3 luxurious bathrooms. Relish in premium amenities such as a private outdoor oasis, a spacious garage, and exclusive waterfront access that embodies tranquility

Patricia Pierce Compass

This stunning Orleans residence offers a perfect blend of elegance and comfort, featuring 3 spacious bedrooms and 2.5 baths across 2,709 sq ft. Nestled on a sprawling 67,518 sq ft lot, it provides privacy and space. Inside, you'll find an open living area with vaulted ceilings and abundant natural light. The living room transitions seamlessly into an open dining and kitchen area, ideal for

Sandra Tanco Kinlin Grover Compass

Wow! What a location! Beachfront on Skaket Beach~A rare find! Wake up to the sights and sounds of Cape Cod Bay in this charming two-bedroom, ground-floor end unit condo located in a four-unit beachfront building. Step right onto the sand from your wrap around deck and take in sweeping southwest-facing views over the gorgeous saltwater and sunsets over The Bay. This very special spot in the last

Julia Ruffino Christie's International Real Estate Atlantic Brokerage

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 and boundless recreation potential. Both homes

Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

Elevated above the serene waters of Town Cove and adjacent to Asa's Landing, this Orleans property presents the opportunity to create a legacy estate in one of the Cape's most coveted neighborhoods with a home and additional land on Gibson Rd. The gracious 3-bedroom home is thoughtfully sited to offer unobstructed water views from every room, providing a backdrop of unparalleled natural beauty.

Dawn Lee Gibson Sotheby's International Realty

WATERFRONT with deepwater access from Rachel Cove - a protected and picturesque bay off Town Cove. This lovely, expansive Cape was built in 1995 on a private, bucolic 1.23 acre lot and has been lovingly maintained ever since by the original family. Large, welcoming foyer features raised-panel wainscoting, and warm, maple flooring which continues throughout the main living area. Transom windows

Sarah Gammons - Ciampa Berkshire Hathaway HomeServices Robert Paul Properties

Extraordinary new construction on sought-after Pleasant Bay. This rare opportunity features a stunning five-bedroom residence with a swimming pool, boathouse, deeded beach access, and rights to a private mooring. Showcasing unsurpassed quality and craftsmanship, the open concept floor plan caters to modern living with a spacious living and dining area with coffered ceilings, a gas fireplace, and

Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

LEGACY COMPOUND WITH EXTRAORDINARY VIEWS // Pleasant Dreams is a spectacular one-of-a-kind family compound on perhaps one of the most desirable pieces of property on Cape Cod. This 2.5 acre estate boasts approximately 345 feet of saltwater frontage directly on Pleasant Bay with access to the Atlantic Ocean and showcases 180-degree breathtaking views of Pleasant Bay and beyond. This compound

Chris Rhinesmith Compass Massachusetts, LLC

Mayflower Point, Orleans. This extraordinary waterfront estate on Little Pleasant Bay is now complete for Summer 2025. Eastward Companies, synonymous with Lower Cape luxury homebuilding, has exquisitely designed this 5800 sq ft shingle-style masterpiece to showcase their coastal aesthetic in a fantastic saltwater setting. The covered entry porch beckons to the main floor which is entirely

Jeff Cusack Cove Road Real Estate