Waterfront Homes for Sale in Orleans, MA

Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each of these newly constructed homes offers elegant design, top-tier finishes, and a private pool, providing the ultimate sanctuary for relaxation and entertainment. Each of these homes offers a versatile walk-out lower level, designed with high ceiling height

LuxRECapeCod Group Gibson Sotheby's International Realty

Perched above the Ospreys with views from the living room, kitchen, bedrooms, and outside patio of Nauset Beach and the Atlantic beyond, 12 Windswept Lane sits at the edge of the National Seashore. Located in the sought-after Countryside neighborhood and built in 1995, the 4,300-square-foot, 4-bedroom, 4.5-bath house is large enough to accommodate both family and friends. The open living space is

Jeffrey Marcus Corcoran Property Advisors

Enjoy the best of Cape Cod summer living at this inviting Orleans getaway, just a 5-minute walk to a private beach and dock on Little Pleasant Bay. This 3-bedroom, 3.5-bath home offers generous living space, including a bonus TV room perfect for relaxing after a day by the water. The main living area features a working fireplace, creating a cozy gathering spot for cooler evenings. Step outside to

Dodge Tucker

A waterfront gem, where your back yard meets the water's edge in Orleans' coveted Briar Springs neighborhood, is 63 Briar Spring offering three levels of thoughtfully designed rooms with panoramic views of Pochet inlet, Pochet Island and Nauset Beach at every floor. The lower-level features two light-filled waterfront walkout bedrooms to include the ensuite primary flanked by a guest room and

Jon Clark Nauset Management

Welcome to 'Summer Salt', a stunning retreat where elegant coastal living meets timeless Cape Cod charm. Thoughtfully renovated, this exquisite home combines sophistication and ease, perfect for family gatherings or entertaining guests in style inside and out. Sweeping views of Arey's Pond and you own private deep water dock with easy access to Pleasant Bay. Beautiful grounds with a saltwater

Eva Scott Gibson Sotheby's International Realty

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

Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

Exceptional marshfront home offering expansive views of Cape Cod Bay in Orleans. Set on 1.12 private acres, this spacious 4-bedroom, 3.5-bath home captures the beauty of the Cape with sweeping marsh vistas and ever-changing coastal light. The thoughtfully designed layout provides generous living spaces ideal for relaxing or entertaining, with large windows that frame the natural surroundings. The

Sandra Milano RE/MAX Executive Realty

Own a coveted East Orleans property with a private deep-water dock on a sprawling 2.62 acres, just 2.6 miles from Nauset Beach. This estate, surrounded by water, features rolling meadows and mature trees. The 3,867 sq ft residence blends timeless charm with modern comforts. Located on Lucy's Point Peninsula, it's perfect for a family compound or riverfront retreat. Inside, enjoy wide plank pine

Cape Cod Power of Two Compass

Overlooking a tranquil pond, 22 Winslow Drive offers a peaceful setting with a strong sense of privacy. Birds move easily through the surrounding landscape, and the quiet setting creates a calm and natural atmosphere. This gracious Cape Cod home has been cherished by four generations. Thoughtfully expanded over the years while preserving its warmth and character. Inside, more than 4,000 square

Jen Whitaker Gibson Sotheby's International Realty

East Orleans - Set on 2.3 private acres framed by classic stone walls and close proximity to the water with winter peeks, this rare multi-home compound offers exceptional charm and versatility. The main residence provides nearly 3,500 square feet of inviting single-level living, featuring 8 rooms, 3 bedrooms, 2.5 baths, and an oversized 868-square-foot two-car garage—ideal for comfortable

LuxRECapeCod Group Gibson Sotheby's International Realty

Tucked away at the cul-de-sac and bordered by 8.49 acres of conservation land, this well-maintained home offers both privacy and a peaceful natural setting. Inside, an open floor plan, with cathedral ceiling and hardwood floors, plus a beautiful sunroom, filled with natural light creates an inviting flow. Great one-floor living with the primary separated from the additional two bedrooms. Step

Eva Scott Gibson Sotheby's International Realty

North of 6A and tucked off Rock Harbor Road, this 4-bedroom, 2-bath home offers a classic Orleans setting just a half mile to Rock Harbor--spend your days on the beach, watch the fishing boats return, or take in the 4th of July fireworks. Offering 2,149 sq ft, the home features a spacious living area with wood-burning fireplace and an easy flow to a large deck, ideal for entertaining. A bright

Leighton Team Keller Williams Realty

Nestled on a quiet road shared by only six homes, this beautifully renovated 2024 property offers the perfect mix of privacy, comfort, and coastal charm. Just a short stroll from Skaket Beach, it’s a place where you can unwind, soak in the sunsets, and enjoy the best of Orleans living.The thoughtfully designed reverse floor plan places four comfortable bedrooms with plenty of storage on the main

Liz Holguin Classic Cape Real Estate, LLC

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

Set at the peaceful end of a cul-de-sac and bordered by 9.5 acres of conservation land, this Cape Cod retreat offers rare privacy and serenity, with Pleasant Bay just around the corner. The main home features three bedrooms and two and a half baths, with a vaulted kitchen and dining area, den with gas stove, living room with Rumford fireplace, vaulted sitting room opening to the patio,

Eric Ehnstrom Compass

Mayflower Point, Orleans. This extraordinary waterfront estate on Little Pleasant Bay. 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 dedicated to gathering and enjoyment.

Jeff Cusack Cove Road Real Estate

Back on market due solely to buyer lifestyle preferences, not home condition. No home inspection concerns or unexpected issues. Cape Escape, Beautifully Updated & Ready to Enjoy. Located in sought-after Orleans, this inviting home offers an exceptional opportunity to enjoy the Cape lifestyle at an approachable price point. Inside, a light-filled open layout showcases a stylish granite kitchen,

Kristin Duffy William Raveis R.E. & Home Services

This impeccable waterfront home is defined by its exceptional setting and thoughtful design. Panoramic views across Mill Pond to Nauset Beach and beyond, visible from every primary living space. A private path leads to the water, offering mooring potential just offshore and direct access to the open ocean.The foyer opens to a cathedral-ceiling living room with lofted overlook, all oriented to

Dawn Lee Gibson Sotheby's International Realty

Turnkey, fully renovated home ideally located on a quiet dead-end street near Skaket Beach, with easy access to the Cape Cod Rail Trail. This move-in-ready property offers modern systems, quality finishes, and easy Cape Cod living. Extensive interior renovation includes a brand-new kitchen with real wood cabinetry, quartz countertops, and high-end fixtures, three full tiled bathrooms, all-new

The Jorie Fleming Group Compass

With a private dock on picturesque Arey's Pond - for two 25' boats and offering scenic, deepwater access to Pleasant Bay and the Atlantic beyond - this stunning salt-waterfront retreat is a boater's dream. Set high on nearly an acre, the winding drive reveals captivating views, privacy, and serenity. The lovely shingle-style home combines timeless natural materials, sublime craftsmanship, and

Sarah Keith eXp Realty, LLC

Modern Luxury Meets Coastal Charm in Orleans, Cape Cod Welcome to an exclusive enclave of four newly constructed luxury homes in the heart of South Orleans, where timeless coastal charm meets sophisticated modern design. Nestled in a picturesque setting, each residence in this subdivision offers refined elegance, premium finishes, and a private pool—creating a sanctuary perfect for both

LuxRECapeCod Group Gibson Sotheby's International Realty

Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each of these newly constructed homes offers elegant design, top-tier finishes, and a private pool, providing the ultimate sanctuary for relaxation and entertainment. Each of these homes offers a versatile walk-out lower level, designed with high ceiling height

LuxRECapeCod Group Gibson Sotheby's International Realty

Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property subdivision in picturesque Orleans, Cape Cod. Each of these newly constructed homes offers elegant design, top-tier finishes, and a private pool, providing the ultimate sanctuary for relaxation and entertainment. Each of these homes offers a versatile walk-out lower level, designed with high ceiling height

LuxRECapeCod Group Gibson Sotheby's International Realty

Elegant 62+ independent living community in Orleans. This 3rd Floor corner end unit features a bright open & spacious floor plan with 2 bedrooms & 2 full baths, full size kitchen, dining room with extra windows, living room with large outdoor balcony. Primary bedroom has 2 closets & a private bath with walk-in shower. Guest bedroom or family room features 2 walls of custom built-in

Dee Higgins Gibson Sotheby's International Realty

Tucked away on a quiet street, this hidden gem offers the perfect blend of comfort, privacy, and convenience. Ideally located close to Orleans Center shopping, restaurants, and boutiques, and just a short distance to Rock Harbor, the property is well suited for a full-time residence, weekend retreat, or investment opportunity. The home is move in ready and newly painted interiors and exteriors.

Chris Rhinesmith Compass

Overlooking Rock Harbor Creek, this home offers a front row seat to the continuous, ever-changing show of nature within a marsh. Osprey, blue heron and snowy egrets are among the many stars that grace this tidal scene--viewed from the wrap around deck, family room, dining room and primary suite. Set above the reaches of high tide, this 2 bedroom home lives larger with finished spaces in the

Laura Clements Cove Road Real Estate

Experience the best of Orleans living, with Rock Harbor Beach just 0.5 miles away & breathtaking sunsets, tidal flats, boating & coastal charm moments from your door. This 1867 post-and-beam Cape is an absolute entertainer’s dream, blending historic character, modern comfort & strong income potential with exceptional indoor & outdoor living space. Offering 5 bedrooms, 4.5 baths, nearly 3,000

Deborah Salvatore Berkshire Hathaway Home Service New England Properties

Flowering lawns and hydrangeas flanking a winding seashell driveway create a storybook entrance to a peaceful Cape Cod estate tucked away on 1.57 acres. Welcome to Sea La Vie, where life gently unfolds by Pleasant Bay. Sailing, boating & idyllic days on the water are just moments away. Bring fresh clams & oysters home & entertain effortlessly from a private backyard patio overlooking the

Christa Zevitas Berkshire Hathaway HomeServices Robert Paul Properties

Just 0.7 miles to South Orleans Beach and close to Nauset Beach, this well-situated home offers privacy, convenience, and a setting that puts some of the Lower Cape’s best outdoor amenities close at hand. Set on a large corner lot near the Brewster-Orleans line and accessed from Timberlane Drive, the property is tucked behind a natural screen of trees, creating a peaceful feel. The living room

Serena LoPiccolo Smith Keller Williams Realty