7 Best Places to Eat in Osterville, MA

7 Best Places to Eat in Osterville, MA

Nestled on the picturesque shores of Cape Cod, Osterville, MA, offers not only stunning waterfront properties but also a vibrant culinary scene that caters to discerning palates. As you consider the allure of Osterville, MA real estate, we invite you to embark on a gastronomic adventure with us through the "Best Places to Eat in Osterville, MA." From fresh seafood at Wimpy's Seafood Cafe & Market to gourmet flatbreads at Crisp Flatbread Inc., each restaurant on this list adds a unique flavor to Osterville's charm. Join us on this journey as we explore these culinary gems that enhance the appeal of living in this enchanting coastal village.

1. Wimpy's Seafood Cafe & Market

Nestled on Main Street, Wimpy's Seafood Cafe & Market is a beloved Osterville institution. If you're a seafood enthusiast, this restaurant should be at the top of your list. Wimpy's offers a cozy and inviting atmosphere, perfect for enjoying fresh catches from the sea. Whether you're in the mood for clam chowder, lobster rolls, or crispy fish and chips, their menu is a seafood lover's paradise.

As you savor your meal at Wimpy's, you'll appreciate the proximity to Osterville, MA real estate. Imagine owning a beautiful waterfront property and having this delightful eatery just around the corner, making coastal living even more appealing.

2. Five Bays Bistro

For those seeking a refined dining experience, Five Bays Bistro is a hidden gem in Osterville. With its elegant decor and a menu that showcases the best of New England cuisine, this bistro is a true culinary delight. The chef takes pride in using locally sourced ingredients to craft dishes that burst with flavor.

Imagine enjoying a romantic dinner at Five Bays Bistro, surrounded by the charm of Osterville, and then strolling back to your Osterville, MA real estate property to watch the sunset over the bay – a dream come true.

3. Crisp Flatbread Inc.

Crisp Flatbread Inc. brings a touch of artisanal flair to Osterville's dining scene. Located on Wianno Avenue, this pizzeria offers wood-fired flatbreads with creative toppings that cater to a range of tastes. Their commitment to quality ingredients and inventive flavor combinations make it a go-to spot for pizza lovers.

Imagine grabbing a delicious flatbread pizza to-go from Crisp Flatbread Inc. and enjoying it in the comfort of your own Osterville, MA real estate property. It's the perfect choice for a relaxed evening with friends or family.

4. The Chart Room at Crosby's

If you're looking for a dining experience with a view, The Chart Room at Crosby's is the place to be. Situated on the waterfront, this restaurant offers breathtaking vistas of Nantucket Sound. It's the ideal setting for enjoying fresh seafood and classic American cuisine.

For those considering Osterville, MA real estate, owning a property with access to this stunning vista is an opportunity like no other. Imagine sipping cocktails while watching boats glide across the water, all from the comfort of your new home.

5. Osterville Fish

Osterville Fish is another fantastic seafood destination in the heart of Osterville. Located on West Bay Road, this market and restaurant combo offers a diverse selection of seafood options, from fresh fish to lobster tails. You can choose to dine in or pick up the freshest catches to prepare in your Osterville, MA real estate property's kitchen.

Having access to such a high-quality seafood market in your new Osterville home allows you to whip up gourmet meals whenever you please, impressing your guests and indulging in the best local flavors.

6. AMIE Bakery

For a delightful pastry and coffee experience, AMIE Bakery is the place to go. This cozy bakery on Wianno Avenue specializes in artisanal bread, pastries, and coffee. Imagine starting your day with a freshly baked croissant and a steaming latte, just a short walk from your Osterville, MA real estate property.

AMIE Bakery adds a touch of European charm to Osterville, making it a perfect spot for leisurely mornings and afternoon coffee breaks.

7. The Pineapple Caper Cafe

The Pineapple Caper Cafe is a charming eatery located on Parker Road. This cafe is known for its friendly atmosphere and delicious breakfast and lunch offerings. Whether you're craving a hearty omelet or a gourmet sandwich, The Pineapple Caper Cafe has something for everyone.

Imagine leisurely brunches with friends or family at this quaint cafe, making your Osterville, MA real estate property feel like the heart of a tight-knit community.

Embrace Osterville's Culinary Delights

As you explore the culinary landscape of Osterville, MA, you'll find a diverse range of dining options that cater to various tastes. From the seafood paradise of Wimpy's Seafood Cafe & Market to the refined elegance of Five Bays Bistro and the cozy charm of The Pineapple Caper Cafe, there's something to suit every palate.

If you're captivated by the idea of living in Osterville, Cindy Houlihan is your trusted guide to the local real estate market. With her expertise and knowledge of the area, she can help you find the perfect Osterville, MA real estate property to call home. Explore the latest listings and begin your journey to owning a piece of Osterville's enchanting coastal paradise.

Don't miss out on the opportunity to combine fine dining experiences with coastal living in Osterville, MA. Contact Cindy Houlihan today and let her expertise guide you toward the home of your dreams. Make Osterville your forever home and savor every moment of this beautiful coastal village's culinary and real estate delights.

Work With Cindy

Cindy Houlihan, an award-winning Realtor® with extensive knowledge of the Upper Cape area, provides premier service to clients with a wealth of understanding of the Cape and the field of real estate.

Follow Me on Instagram