Welcome to Osterville
Mid-cape village renowned for its mesmerizing seaside estates and bucolic landscapes
One of the seven picturesque villages nestled within the town of Barnstable, Osterville sits along the waters of the Nantucket Sound like a glimmering paragon of opulence. A nostalgic downtown elevates the village’s distinctive magnetism, drawing visitors and full-time residents alike to its tree-lined streets and historic architecture. The area is replete with summer homes, often belonging to affluent Bostonians who prefer to spend the warmer months by the sea.
Osterville’s residential real estate market contains a large portion of Cape Cod’s most awe-inspiring ocean estates — palatial mansions that can range upwards of 30 million dollars and offer only the finest in desirable amenities. Sea View Avenue, in particular, holds some of the most coveted homes, which range from jaw-dropping new-builds to historic Colonials dating back even as far as the 18th century. These stunning properties are ensconced by mature woods, and typically come equipped with private docks — and occasionally private stretches of beach — for unparalleled ocean access.
What to Love
- Views of Martha’s Vineyard from the coast on clear days
- Engaging central Downtown district with attractive little shops
- Country club lifestyle with expansive estates and plenty of privacy
Local Lifestyle
Osterville residents have access to not one, but two premier country clubs, putting show-stopping resort amenities right at their fingertips. Miles of captivating beaches draw in visitors from around the world who fall head-over-heels for the golden shores and down-to-earth personality of the village, which balances the abundance of glamor.
Dining, Entertainment, & Shopping
The retail and commercial hub of Osterville is found where Bay Street converges with Main Street, still close enough to the bay for salt-scented breezes to accompany leisurely shopping days. In this nostalgic-feeling Downtown, high-end fashion boutiques such as Irresistables are stocked with the latest style trends. The wares at Osterville Mercantile are diverse, ranging from premium kitchen appliances to clothing accessories and luxe skincare products.
A day in Downtown Osterville isn’t complete without a trip to one of its many fine eateries, all sprinkled generously throughout the district. The owners of Five Bays Bistro have leaned into the village’s tony atmosphere, and diners are treated to an array of sumptuous New American cuisine served in a contemporary setting. Wood-fired pizzas and flatbreads are the stars of the show at Crisp, whose hip-yet-rustic interior creates a laid-back vibe.
Across from the peaceful greens of Armstrong-Kelley Park, Fancy’s Market is the upscale grocer suited to meet nearly any need. Premium cuts of meat and fresh produce are available for those looking to craft the perfect meal at home, while an assortment of prepared foods is ready to serve as-is. Anyone with a sweet tooth will want to browse the rotation of treats and baked goods at AMIE Bakery, an award-winning establishment that specializes in tasty classics.
Things to Do
The residents of Osterville are surrounded by a ton of ways to enjoy the magnificent natural beauty around them. One way to view the bounty of nature is to take a promenade through the rare tree arboretum and gardens of the Armstrong-Kelley Park, which is the oldest and most established privately-owned park on Cape Cod. Others might choose to head to Dowses Beach, a large, peninsula beach where visitors come to swim, sunbathe, fish, and sail out from the dock.
Osterville is also notable for its bevy of community events spread throughout the entire year. The Osterville Village Day, for example, is a quintessential Cape Cod festival, loaded with children’s games, wonderful food vendors, artisan goods, and a lively parade. During the holiday season, the Osterville Christmas Stroll delights its attendees with carriage rides, live music, a tree-lighting ceremony, and visits with Santa. Every Friday, the Osterville Farmers Market sets up shop on the grounds of the Osterville Historical Museum to serve locals with the freshest produce, seafood, and goods.
Schools
For students in this small Barnstable village, there are ample educational opportunities, including:
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