Osterville Homes for Sale

At the western end of Osterville's legendary Sea View Avenue--a road many believe is one of the most beautiful and valuable on all of Cape Cod reveals a property that transcends the idea of a residence. On over one acre of sweeping, tree-lined greensward with glimpses of West Bay shimmering in the distance, here is a residence that is not simply lived in, but experienced.Accessed by a winding

John Cotton Sotheby's International Realty

From the moment you arrive, you're greeted by a stone circular driveway and a large front porch that warmly says, ''Welcome--please come in!''Once inside, you immediately notice the home's timeless elegance combined with the comfort needed for everyday living. Each room is perfectly sized, and the thoughtful layout and seamless flow from one room to the next make this home ideal for family

Julie White William Raveis Real Estate & Home Services

A generational waterfront setting on Crystal Lake with approved Patrick Ahearn plans and a privately owned dock - an exceptionally rare, build-ready opportunity within a stone's throw of Osterville beaches and village center.A truly distinctive offering on the shores of Crystal Lake in one of Osterville's most coveted and tightly held neighborhoods. With direct lake frontage, a privately owned

Shaelyn Hegarty Frank A Sullivan Real Estate

Nestled amid beautifully landscaped grounds, this exceptional 7,500+/- square foot residence captures breathtaking views over West Bay and Eel River. A private sandy beach and deep-water dock provide effortless access to Nantucket Sound, creating a rare combination of serenity and seafaring adventure. Inside, the five-bedroom home blends refined architecture with inviting coastal warmth. A

Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

Privately sited within the prestigious Oyster Harbors golf enclave, this extraordinary estate is a masterclass in architectural sophistication and resort-style living. Encompassing a 10,000-square-foot main residence, a stunning 2-bedroom guest house, and a spa-inspired pool area, the property offers a rare blend of timeless elegance and contemporary luxury. Inside, refined architectural detail

Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

Located in the desirable Wianno in Osterville surrounded by Luxurious homes, and walking distance to Wianno Golf course. This home has plenty of space for a large family or someone who likes to entertain. Home has three separate wings for privacy. Some of the recent improvements include kitchen with open concept. Kitchen has two stainless refrigerators and two dishwashers. Quartz countertops, and

Shane Pacheco SMP Real Estate Investments and Development Co.

Set on an exceptionally oversized 2.94-acre corner parcel within Osterville's highly sought-after Seapuit neighborhood, this newly built residence offers a rare combination of privacy, scale, and resort-style amenities, just minutes from the heart of Osterville Village. Surrounded by established homes in a refined residential setting, the property presents a compelling opportunity for turnkey

Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

Discover the epitome of luxury living in this custom-designed waterfront estate, featuring breathtaking views of Eel River and Nantucket Sound. Located in the village of Osterville and set on an expansive and beautifully landscaped 2.4-acre lot, this stunning residence features over 8,000 square feet of meticulously crafted living space with rich details, modern comforts and extraordinary views.

Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

Nestled near downtown Osterville with picturesque views and access to West Bay, this inviting home offers the perfect blend of location, charm, and opportunity. Tucked away on a private lane, this 3-bedroom, 3 full bath property presents a rare chance to own in one of Osterville's most sought-after areas. Set on a generous 0.87-acre lot, the home feels like your own private Cape Cod retreat. This

Nicole Callahan Silverstone Capeside Realty Group

Legacy, Lifestyle & Opportunity - A discreet treasure in one of Cape Cod's most prestigious enclaves, this exceptional waterfront property offers rare access to legacy, lifestyle, and limitless potential. Originally part of a historic compound long held by the Mellon family and now by noted philanthropist and collector William Koch, the property stands as a rare opportunity to own a slice of

Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

Located in the desirable Wianno in Osterville surrounded by Luxurious homes, and walking distance to Wianno Golf course. This home has plenty of space for a large family or someone who likes to entertain. Home has three separate wings for privacy. Some of the recent improvements include kitchen with open concept. Kitchen has two stainless refrigerators and two dishwashers. Quartz countertops, and

Shane Pacheco SMP Realty Development Co. LLC

FIRST FLOOR CONDO in the heart of Osterville Village! This beautifully maintained condo offers two generously sized bedrooms and two full bathrooms, with maple hardwood floors throughout. The large living room offers a cozy gas fireplace and sliders that open to a covered porch - ideal for enjoying the outdoors. The dining area flows seamlessly into the living room, creating an inviting

Tom Foley The Foley Company

Tucked away in the heart of Wianno, this charming waterfront home enjoys exceptional privacy and scenic views of Neck Pond and the Wianno Golf Course.Set on .73 of an acre, this property has been held by the same family for generations and is now ready for its next chapter. Ideally located close to Dowses Beach and shops and restaurants in Osterville village, this home is the perfect Cape Cod

Gene Orloff Sotheby's International Realty

Your love affair will begin as you pull into the crushed stone, horseshoe drive w/ cobblestone aprons lined with white hydrangeas. This home looks like something out of a fairytale. A paved drive leads down to the 2-car gar., with basement access. In the rear, you'll find a large bluestone patio with an outdoor bar, TV, a seating area w/fire pit, and an outdoor shower. There’s a lush green lawn

Gervais Group Keller Williams Realty

Welcome to a rare offering at the coveted The Cove at East Bay--an impeccably updated luxury condominium designed for effortless Cape Cod living. Sunlight fills the interior, while expansive living spaces, a chef's kitchen, custom woodwork, and refined finishes create an elegant yet inviting retreat for family and guests alike. In close proximity to the beach and village, this exceptional

Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

Must see this perfectly located, updated, spacious home just .03 miles to shops, restaurants and less than a mile to Dowses Beach in the premier village of Osterville! This lovely property offers an excellent rental history and is being sold fully furnished, ready for immediate enjoyment or rental bookings for 2026! With over 2,900 sq. ft. of living space, this home features beautiful hardwood

Deb Kenney Berkshire Hathaway HomeServices Robert Paul Properties

Exquisite Waterfront Estate in Exclusive Oyster Harbors: Experience the pinnacle of coastal luxury with this magnificent Cape Cod waterfront estate, nestled in the prestigious gated community of Oyster Harbors. Boasting 450 feet of pristine water frontage with a private beach and breathtaking views over Cotuit Bay and North Bay, this property offers spectacular sunsets, an elegant coastal

Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

Nestled in Osterville Village, this charming Cape was completely remodeled in 2012 with a second story addition. Enjoy the white kitchen with granite counters and stainless appliances which opens to the vaulted ceiling dining room. The cozy living room has a wood burning fireplace. The king-sized first floor primary bedroom features a walk-in closet, dressing area and en-suite with double sinks

Donna Fitzgerald Kinlin Grover Compass

On an elevated lot in Osterville's desirable Schooner Village sits this light-filled indoor-outdoor living home. Lovingly held by the original family owners, the free-flowing 1-floor layout optimizes living, dining and kitchen spaces, and feels much larger than the square footage and bedroom count suggest. Walk straight out to your sunny deck or while away summer days in your classic screened

Maggie Fearn Sotheby's International Realty

This beautiful new Osterville home is perfectly situated in Wianno, just minutes from village shops, restaurants, and Dowses Beach. With its open floor plan, white oak hardwood floors, and exceptional attention to detail, this charming property offers coastal living at its finest.The stunning kitchen features quartzite countertops, Viking appliances, and a large island with generous seating and

Gene Orloff Sotheby's International Realty

Charming 3-bedroom, 1-bath home on a spacious 0.64-acre lot in one of Osterville's most desirable locations. Features include a sunroom, garage, additional shed, private backyard, and newer boiler, gas furnace and heat pump.Conveniently located near Dowses and Craigville Beaches and close to Osterville Main Street shops and restaurants. A wonderful opportunity for year-round living, vacation, or

Kami Dimitrova EXIT Cape Realty

South of Route 28 in Osterville village, this inviting property offers an outstanding opportunity to secure your place in one of the area's most sought-after locations. Just 1 mile from Main Street, you'll enjoy easy access to restaurants, shops, beaches and everyday conveniences that make village living so special. Inside the home features a bright living room with vaulted ceilings, a first

Adam Marks Berkshire Hathaway HomeServices Robert Paul Properties