Oak Bluffs Homes with Cottage Style

Welcome to Oak Bluffs, a picturesque gem nestled in the heart of Martha's Vineyard, Massachusetts. This charming town is renowned for its stunning beaches, vibrant community, and rich history, making it a sought-after destination for both residents and visitors alike. Oak Bluffs boasts a unique blend of natural beauty and cultural heritage, with its iconic gingerbread cottages, bustling harbor, and lush landscapes that invite exploration and relaxation.

One of the most enchanting features of Oak Bluffs is its collection of cottage-style homes. These delightful residences exude a warmth and charm that perfectly complements the town's whimsical character. With their colorful exteriors and intricate architectural details, these cottages are not just homes; they are a celebration of the local culture and history. Many of these homes are nestled in serene neighborhoods, surrounded by mature trees and vibrant gardens, offering a tranquil retreat from the hustle and bustle of everyday life.

Living in Oak Bluffs means embracing a lifestyle rich in outdoor activities and community spirit. From sailing on the crystal-clear waters of Nantucket Sound to enjoying the lively atmosphere of the Oak Bluffs Marina, there is always something to do. The town is also home to a variety of local shops, restaurants, and art galleries, providing endless opportunities to indulge in the local flavor and culture.

Whether you’re seeking a cozy cottage for a summer getaway or a year-round residence in this idyllic locale, Oak Bluffs offers a unique blend of charm, community, and coastal beauty that makes it a truly special place to call home. Come discover the magic of Oak Bluffs and find your dream cottage today!

Newest Oak Bluffs Homes with Cottage Style

$1,745,000

2 Beds ⋅ 1 Baths ⋅ 22603245 MLS

Oceanfront Cottage on .21 acre of waterfront property and over 50ft of shoreline on East Chop.Wake up to breathtaking ocean views and the soothing sound of waves from this charming two-bedroom oceanfront cottage. Perfectly positioned along the shoreline, this inviting coastal retreat offers the rare opportunity to own a slice of waterfront paradise.Designed for relaxed seaside living, the home features a bright, open living area filled with natural light, a eat-in kitchen, and two comfortable bedrooms that provide a peaceful escape after a day by the water. Expansive windows frame spectacular ocean vistas, while a spacious open porch is ideal for morning coffee, sunset dinners, or simply enjoying the ever-changing seascape.Whether you're looking for a vacation getaway, or an investment property, this cottage offers timeless coastal charm in an unbeatable location. Just imagine what you could build on this magnificent property.

11 Beach Road, Oak Bluffs

$1,199,000

3 Beds ⋅ 2 Baths ⋅ 22602630 MLS

Oak Bluffs -East Chop-Close to the beach. Two Year-round cottages on one lot. Stay in one and rent the other, the possibilities are great with this amazing opportunity to own close to the beach and just a mile to Oak Bluffs center. The front house is two bedrooms 1 bath: freshly painted with new flooring. The second home nestled in the back of the lot is an open floor plan with one bedroom, one bath, and a separate utility room. Recent upgrades includes new roofs, new electrical service in front house, and a new 3-bedroom title 5 septic system.

47 Winemack Street, Oak Bluffs

$899,000

2 Beds ⋅ 1 Baths ⋅ 22505096 MLS

Rare Opportunity to Be in a Special Location and Neighborhood! Loved by generations, this quintessential Vineyard cottage has been in the same family since its creation in 1900. Step back in time and enjoy easy cottage living of yesteryear with modern updates including newer windows and electrical. Nestled under mature trees and just .3 mile to Inkwell Beach, join this close-knit neighborhood and make this house your island home. Close to the beach, town, bike path, and more, this home sits in a special location. It is also part of both the Cottage City and Copeland Districts. The property is over 100 years old but not on the MACRIS registry. Buyers should research the process for making major renovations.Home is being sold ''as is''. Septic is a functioning cesspool but it will need to be upgraded. Basic engineering is being completed and a septic plan is being drawn up. It will be the Buyer's responsibility to have the plan approved and complete the installation as part of the overall plan for the property. Buyers should consult an architect about the process for completing major renovations.

50 Canonicus Avenue, Oak Bluffs

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