Osterville, MA homes for sale & real estate

Osterville, MA Homes for Sale

Exquisite waterfront estate in the gated enclave of Oyster Harbors, one of Cape Cod's most sought-after communities. Located minutes from everything Osterville has to offer, yet a world apart, the property represents a rare and extraordinary opportunity to own a generational compound in an inimitable setting. Ideally positioned to capture dramatic sunsets over Cotuit Bay and Nantucket Sound beyond, the estate features a stunning main residence, a two-bedroom guest cottage, a swimming pool, private dock, and more. A wooded drive gives way to manicured grounds of nearly two acres, transporting one to a private seaside resort as the ocean comes into view. Inside, an open layout caters to moder

Osterville, MA Homes for Sale

Discover the charm of Wianno in this beautifully renovated four-bedroom, three-bath home, walking distance to Osterville Village, beaches, and the best of Cape Cod living. With deeded access to Eel River and lovely views overlooking the Wianno golf course, this inviting property offers a rare combination of location, comfort, and lifestyle. Thoughtfully designed for easy one-level living, the turnkey home features a warm and welcoming living room with fireplace, vaulted ceilings, and a relaxed country feel. The spacious deck overlooking the golf course provides an idyllic setting for morning coffee, summer entertaining, or unwinding at the end of the day. This home's exceptional location

Osterville, MA Homes for Sale

Representing the pinnacle of coastal elegance, this extraordinary estate on Little Island offers a rare opportunity for a generational compound in mint condition and an unsurpassed location. Finished to the highest standards, the property features a spectacular five-bedroom main residence, a swimming pool, a pool house with kitchenette and full bath, and a detached three-car garage with a home gym above. In the main residence, timeless and sophisticated design is on display throughout, with custom millwork, designer wallpaper, soaring vaulted ceilings, and a smart home system that governs doors, locks, and hardware with effortless ease. Superlative craftsmanship and finishes define every ro

Osterville, MA Homes for Sale

Waterfront home in the heart of Osterville Village, where charming shops, restaurants, and amenities are just a short stroll away. Enjoy spectacular, unobstructed views, sunsets and frontage on the picturesque North Bay- all this and room for a pool. This meticulously maintained and beautifully appointed home is move-in ready, offering the perfect opportunity to enjoy immediately or create your dream waterfront retreat. With a 5-bedroom septic system already installed, the property offers outstanding expansion potential, making it ideal for future additions or a custom renovation. Whether you're seeking a turnkey home or envisioning a larger estate, this exceptional property combines an unb