Osterville MA Real Estate & Homes for Sale
The median home value in Osterville, MA is $832,500.
The national median home value is $219,700.
The average price of homes sold in Osterville, MA is $832,500.
Osterville real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Osterville real estate agent to arrange a tour today!
Located on highly desirable Little Island in Osterville, this spectacular single floor living, expansive home offers it all; including peeks of water views. Originally built in 1977, and lovingly updated, this property affords its next owner the opportunity to take it to the next level with today's design possibilities! With ample, single floor living, this home offers lovely flow in and out of it's large gathering rooms and is ideal for entertaining and multi-generational living. Offering three bedrooms currently (two en-suite primary bedrooms), the Title V Septic system has been upgraded to a 4-bedroom. The backyard is fully fenced-in and offers in-door/out-door living options with large back deck and patio with built-in fire-pit. One-of-a-kind find!!!
Prominently sited on a protected cove with direct access to North Bay and beyond to Nantucket Sound, this storied heritage estate is set on over 3.5 acres creating an unmatched setting for extraordinary living. Surrounded by captivating water views, this remarkable property offers a rare opportunity for complete seclusion in the heart of Osterville. Built in 1914, the five-bedroom main house is a time-honored lodge with magnificent water views and handsome period detail. The guest house is simply perfect for waterside entertaining and relaxed getaways. Located in one of Osterville's finest estate neighborhoods, this property boasts dual frontage on two pristine bodies of salt and freshwater, rolling lawns, lush gardens, and swimming pool. This exquisite offering presents a unique opportunity to create an unrivaled generational compound with effortless proximity to renowned village shops, restaurants, marinas, and Wianno and Oyster Harbors clubs. Please note that an adjoining 4.01 acre parcel with deep water dock is available for purchase.
A boat lover's dream! Situated on a lovely treed lot at the end of a private road, this charming 5 bed/2 bath Cape is sure to please. Located alongside the marina, it has a unique Cape Cod charm and nautical vibe. The home has wide pine floors, built-ins, wood paneling and abundant natural light. From the deck, enjoy the sou-westerly breezes and spectacular sunsets. The four levels of living space provide comfort and privacy. There are several game room and home office possibilities. Enjoy it as it is, renovate or rebuild. Any improvement or enhancement will be well worth the effort. From this tranquil setting, you will have easy access to fishing, boating and sailing, as well as a deeded right of way to the low water mark of West Bay. The village of Osterville with its library, Historical Museum, tennis courts, park, churches, galleries, shops and restaurants is a short walk away. A quick bike will take you to Dowses beach, one of the finest beaches on Cape Cod. Look forward to 2021 as a year of new beginnings and wonderful memories in the making. Recent updates: new roof, generator, some windows, split AC/Heat and extensive landscaping. Buyer to verify all information herein.
Classic craftsmanship meets impeccable design in this splendid four-bedroom Osterville home with beautiful grounds and swimming pool. Boasting spectacular views of West Bay from every spacious room, this lovely Cape offers an updated kitchen, inviting dining room, front-to-back fireplaced living room, and charming sitting room with adjoining office. Other highlights include master bedroom with en suite bath and sitting area, three well-appointed guest bedrooms, bonus room above the garage for guests, and wonderful detail throughout, including plantation shutters, hardwood floors, and fine accents. Located within close proximity to the beach, library, and yacht club, this village charmer provides a serene backdrop to create lasting Cape Cod memories.
Magnificent seaside estate boasts exquisite architectural finishes, commanding views of North Bay, lush meadows, and private dock. Masterfully built in 2016 by Peter Boyle, this gracious residence has been meticulously designed by Ivan Bereznicki to capture sensational water and golf course views while effortlessly blending the finest craftsmanship with luxurious amenities to create an idyllic seaside retreat. Highlights include state-of-the art kitchen with superb finishes, waterside fireplaced living room, paneled library with built-ins, splendid master suite, three handsome guest bedrooms with en suite baths, and serene vistas from nearly every richly appointed room. Tucked away yet close to village amenities, this one-of-a-kind masterpiece is the pinnacle of refined coastal living.
Breathtaking views over Osterville's West Bay with ever changing scenes of beautiful boats, wildlife, prevailing breezes and stunning sunsets provide endless enjoyment in this private and tranquil setting. This gracious, well-constructed home, with classic architecture designed by Royal Barry Wills, is impeccably maintained, and has sprawling peaceful grounds leading to the private beachfront and sailboat dock. A beautiful stone terrace connects to the first floor living areas and kitchen, and connects to an expansive deck with direct access to the privately sited first floor master suite. The well-designed floor plan provides comfortable transition throughout the gracious first floor entertaining rooms, and the sleeping areas provide plenty of privacy for both family and guests. The recently finished lower level provides an additional bedroom, media room and storage. Lovely grounds feature well-established flowering shrubs and mature trees, along with beautiful vistas to the water. A nice balance of sun and shade allows for maximum outdoor enjoyment, and the terrace is the perfect place to enjoy the spectacular sunsets overlooking the water.
Architecturally stunning and masterfully restored, this multigenerational waterfront residence known as ''Sea Goddess'' overlooks the beautiful waters of Nantucket Sound with a private sandy beach. Circa 1900, this historically significant home, with incomparable oceans views, was refurbished in 2018 to the highest standards to create a peaceful and private luxury estate. Through the collaborative efforts of owner, architect and builder, the three-level home with over 5,500 square feet of living space and seven bedrooms, was a 2020 Bullfinch Award winner by the Institute of Classical Architecture and Art. The formal living and dining areas along with a stunning chef's kitchen, family room, Sun room and enclosed porch combine to offer the perfect setting for family, friends and large social gatherings. Appointments include significant millwork, four fireplaces, custom built-ins, coffered ceilings, Lutron Lighting system, recreation room, multiple outdoor seating areas, pool, hot tub, and cabana. The center drive is bordered by two new carriage houses and the professionally landscaped grounds are magnificent. Located just minutes from the restaurants and boutiques of Osterville
Stunning water, marsh and sunset views prevail from every room in this sophisticated, updated and meticulously maintained home set on a quiet street on Little Island. The thoughtful floor plan offers both elegant entertaining and comfortable relaxing rooms along with privately situated bedroom suites. Every space in the home is designed to maximize the enchanting and ever changing views. The expansive west facing deck with wet bar runs the length of the house, and provides multiple areas for entertaining, relaxing and enjoying the wildlife in this peaceful and private enclave. Beautifully manicured landscaping with flowering shrubs and plants compliment the stone walls and walk ways around the grounds. Completed with deeded access to West Bay, and within minutes to Osterville Village, Marinas and Clubs.
Little Island in Osterville provides a picturesque setting for what has long been a family-loved estate overlooking West Bay. This spacious, custom-built residence is situated on a little less than 3 acres of meticulously manicured grounds, all tended to by a certified Master Gardener.Spanning 5,680 square feet this exceptional home provides the perfect balance between open living space and private quarters for family and guests alike. Beautifully appointed with gleaming hardwood floors and an open floor plan, the main level will leave you speechless. A grand, two story family room, just off the large eat-in kitchen, opens seamlessly onto the water via floor-to-ceiling windows and doors. A sizable living room, dining room and pantry complete the first floor. The ultimate home retreat, the impressive master suite comes outfitted with French doors that lead to a private salon. Beyond the walls, family and friends will find serenity on the spacious bluestone patio, all surrounded by verdant gardens and breathtaking water views. A shared dock and beach on the water of West Bay complete this very special and beloved Little Island property.
Imagine the splendor of a life lived as a steward of the harbor. For the last 40 years, that's exactly what the owners of this timeless estate on Little Island in Osterville have done. From their vantage point at the head of the inlet, they have watched as thousands of boats of varying shapes and sizes have paraded their passengers in and out of West Bay. They have welcomed many of these seafarers to their docks to tie up while they awaited the rise of the drawbridge into North Bay and have shared refreshments with them at their refurbished antique shanty or private sand beach while they passed the time. With four distinctive dwellings on their privately set 3.73 acres, they have hosted many a get together both formal and informal and more often than not have enjoyed the quiet serenity and immeasurable beauty of their unique waterfront oasis. This is your once in a lifetime opportunity to embrace this captivating lifestyle.
Overlooking the Wianno Golf Course, this unique and truly exceptional property is located on one of the finest streets in Osterville. Sophistication and style are the hallmarks of this Cape style residence with commanding curb appeal. This stunning custom home features 6,685 sq. ft. of living space with 5 bedrooms, 8 bathrooms and panoramic views of the golf course. First floor spaces include a formal living room, gourmet kitchen with butler's pantry and dining area, a generous master suite, en-suite guest bedroom and 2 home offices. There are 3 en-suite bedrooms on the 2nd level. The lower level offers a wine-cellar, fitness room and game room with full service bar. The manicured two-acre lot offers a private and serene setting, Gunite pool, 4 car garage and convenient village location.
It's a lifestyle! Walk to the Wianno Club for lunch or to play a round of golf. Perfect for entertaining, this beautifully designed and executed home is gracious, warm and comfortable. Large, open well appointed and elegant rooms flow beautifully. The desirable open floor plan offers a large eat in gourmet kitchen, formal dining room, living room and family room. Outdoor entertaining can be perfected on the spacious southern style front porch or in the rear yard with its brick patio and ample deck. .73 acre lot, three car garage, four bedrooms and three and a half baths. Deeded beach rights on Eel River Road. Information herein is not guaranteed or warranted and should be verified by any person who is looking at this property to purchase.
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