oak bluffs Homes with Cottage Style

oak bluffs Homes with Cottage Style

Welcome to Oak Bluffs, a picturesque gem nestled on Martha's Vineyard in Dukes County, Massachusetts. Known for its vibrant community and stunning coastal views, Oak Bluffs is a delightful blend of charming history and modern living. This enchanting town is famous for its colorful gingerbread cottages, which add a whimsical touch to the landscape and reflect the rich heritage of summer vacationing on the island.

As you explore Oak Bluffs, you'll discover a variety of homes that embody the quintessential cottage style. These quaint dwellings, often adorned with intricate woodwork and cheerful colors, invite you to embrace the relaxed island lifestyle. Imagine waking up in a cozy cottage with the gentle sound of waves lapping at the shore, just a short stroll away from the beautiful beaches and bustling harbor.

Oak Bluffs is not just about stunning homes; it’s a community that thrives on its vibrant culture. The town offers a lively array of restaurants, shops, and art galleries, ensuring there’s always something to explore. Enjoy a leisurely bike ride along the scenic paths, or take a ferry ride to nearby islands. The local farmers' market is a must-visit, showcasing the best of Martha's Vineyard's fresh produce and artisanal goods.

Whether you're seeking a summer retreat or a year-round residence, Oak Bluffs’ cottage-style homes provide the perfect sanctuary. With their charm and character, these homes are a testament to the town's rich history and a gateway to a lifestyle filled with sun, sea, and community. Come experience the magic of Oak Bluffs—your dream cottage awaits!

Newest oak bluffs Homes with Cottage Style

34 Loons Call Unit 115, Plymouth
$1,033,000
2 Beds ⋅ 2 Baths ⋅ 73602229 MLS
Last Lexington one level home with a finished lower level at Owls Nest.The Lexington features an open layout connecting the kitchen, casual dining, and great room, soaring 12' ceilings, a gas fireplace and sliding glass door leading to the deck and stairs to the rear yard. The generous primary bedroom suite includes a light filled bathroom with a large walk in shower, marble seat, dual sink vanity, and walk in closet. Guests will enjoy a secondary bedroom with a walk in closet and bathroom, this home also includes a flex room\den, dedicated work space, mud room and main floor laundry room. Additional features of this home include a bright finished walkout basement with a glass door leading to the rear yard. Also on the lower level a full bathroom. Work with our team of professionals to select from today's popular finishes, home automation, technology and outdoor living.

34 Loons Call Unit 115, Plymouth
23 Josiah Path, Falmouth
$1,225,000
3 Beds ⋅ 3 Baths ⋅ 73602024 MLS
Discover exceptional coastal living in this beautifully crafted new construction home featuring soaring cathedral ceilings, a spacious first-floor primary suite, elegant quartz countertops, professional landscaping, an irrigation system, and many additional upgrades throughout.Located in The Village at Brick Kiln Road, a thoughtfully designed community of distinctive, high-quality homes, residents enjoy the perfect combination of comfort, convenience, and Cape Cod charm. Just two miles away, Chapoquoit Beach offers some of the area's most spectacular sunsets, while historic downtown Falmouth is minutes from your doorstep, featuring boutique shopping, restaurants, coffee shops, and vibrant local attractions.The community is also adjacent to the future $30 million YMCA fitness and wellness facility, providing exceptional recreational opportunities. Numerous beaches, marinas, golf courses, and outdoor activities are nearby, making this an ideal year-round or seasonal residence.

23 Josiah Path, Falmouth
36 Alden Way, Barnstable
$439,000
2 Beds ⋅ 1 Baths ⋅ 73601771 MLS
Recently Renovated Cottage in a Prime Coastal Location! This charming 2 bedroom, 1 bathroom cottage is located just 0.8 miles from Keyes Beach and blocks from Main Street, offering the ideal combination of coastal convenience and easy access to shopping, restaurants, island ferries, marinas, and medical facilities, all while tucked away in a quiet setting. A new furnace and full de-leading was completed in 2025.Whether you're looking for a year-round residence, summer getaway, or investment opportunity, this property offers incredible versatility. Previously used as a seasonal rental, with rental financials available upon request.Enjoy the best of coastal living in this conveniently located, low-maintenance cottage just moments from the beach and vibrant downtown amenities!

36 Alden Way, Barnstable
29 Monondach Avenue, Fairhaven
$519,000
2 Beds ⋅ 1 Baths ⋅ 22605684 MLS
A rare gem on Fairhaven's Sconticut Neck, this coastal cottage offers spectacular views of Buzzards Bay in front and a scenic marsh backdrop. This turnkey, elevated two-bedroom, one-bath home provides a peaceful seaside escape. The wraparound composite deck extends the living space outdoors—perfect for morning coffee, dining or relaxing in the salt air. Inside, approximately 400 square feet offers a compact, easy-to-maintain retreat with new appliances, a new on-demand hot water heater and mini-splits providing air conditioning for summer comfort. Spend your days exploring the South Coast, visiting nearby West Island Town Beach or enjoying historic Fairhaven's shops and restaurants. A special opportunity to embrace a simpler coastal lifestyle surrounded by water and nature.

29 Monondach Avenue, Fairhaven
20 Wild Harbor Rd, Falmouth
$595,000
4 Beds ⋅ 2 Baths ⋅ 73601534 MLS
Welcome to 20 Wild Harbor Road, an exciting opportunity to enjoy the North Falmouth lifestyle in a sought-after coastal location. Offering charm, versatility, and plenty of potential, this property is ready for its next owner to make it their own. The main home features 992 square feet, hardwood floors, a sun-filled first floor bedroom, a kitchen with granite countertops, a dining room, and a cozy living room. Upstairs, two bedrooms and a full bath complete the living space. A separate 304-square-foot cottage with a full bathroom and tile flooring offers flexible space for guests, a creative studio, or home office. The private backyard provides a peaceful setting for summer afternoons and outdoor gatherings. Ideally situated just minutes from Old Silver Beach, Megansett Beach, the Shining Sea Bikeway, and Safe Harbor Marina, with local favorites including Bucatino, Epic Oyster, and Daily Brew just around the corner. With some vision and thoughtful updates, this property presents a wonderful opportunity to create your own Cape Cod retreat in one of North Falmouth's most desirable areas.

20 Wild Harbor Rd, Falmouth
29 Monondach Ave, Fairhaven
$519,000
2 Beds ⋅ 1 Baths ⋅ 73601532 MLS
A rare gem on Fairhaven's Sconticut Neck, this coastal cottage offers spectacular views of Buzzards Bay in front and a scenic marsh backdrop. This turnkey, elevated two-bedroom, one-bath home provides a peaceful seaside escape. The wraparound composite deck extends the living space outdoors—perfect for morning coffee, dining or relaxing in the salt air. Inside, approximately 400 square feet offers a compact, easy-to-maintain retreat with new appliances, a new on-demand hot water heater and mini-splits providing air conditioning for summer comfort. Spend your days exploring the South Coast, visiting nearby West Island Town Beach or enjoying historic Fairhaven's shops and restaurants. A special opportunity to embrace a simpler coastal lifestyle surrounded by water and nature.

29 Monondach Ave, Fairhaven
186 Bradford Street, Provincetown
$1,795,000
3 Beds ⋅ 1 Baths ⋅ 22605662 MLS
Spacious (2,052SF) three bedroom single family home offering truly remarkable views of Cape Cod Bay. The hillside setting offers generous grounds with an expansive patio, plenty of room for meditation, gardening, dining, or simply enjoy the changing Cape Cod seasons. The property also includes a detached garage for one space (currently used as a studio), one outdoor space, and a separate storage shed. The home has a connection to Provincetown's artistic history. Conductor Joseph C. Hawthorne and his wife, Hazel, once lived here. The son of renowned painter Charles W. Hawthorne, Joseph founded and directed the Provincetown Symphony Society in the 1950s. Wonderful opportunity to reimagine this centrally located Provincetown home! *interior photos are virtually rendered, more photos and floor plan coming*

186 Bradford Street, Provincetown
12 Deane St, Fairhaven
$399,900
3 Beds ⋅ 1 Baths ⋅ 73600928 MLS
Move right into this charming 3 bedroom home in Fairhaven! Enjoy your morning coffee or unwind at the end of the day on the cozy covered front porch. Inside, you'll find a spacious primary bedroom, hardwood flooring throughout much of the first floor, and a large dining room connecting the living room and bedrooms. The updated bathroom features a tiled floor and shower. Upstairs you'll find an additional bonus room and a large, partially finished space with skylights that bring in plenty of natural light, offering many possibilities. Outside, enjoy the side deck and a separate storage/workshop area off the back of the home. A full basement provides even more room for storage. Conveniently located near Livesey Park, Fort Phoenix, highway access, local bike paths, and more. Schedule your showing today!

12 Deane St, Fairhaven
18 Poet's Corner, Plymouth
$999,999
2 Beds ⋅ 2 Baths ⋅ 73600720 MLS
Experience this MacKenzie Brothers built custom cottage that offers beautiful one level living and is also handicap accessible, park-front in the sought-after Poet's Corner neighborhood. Completed in 2017, this 1,990 square foot single-family residence is a testament to thoughtful design and is maintained in great condition, offering a sophisticated shingle-style bungalow aesthetic that blends timeless charm with contemporary comfort. The kitchen serves as the heart of the home, featuring premium stainless steel appliances and stone counters. A central island provides a functional anchor for meal preparation, ensuring the space remains both practical and social. The living room is designed for relaxation, centered around a cozy fireplace. The space is elevated by a refined coffered ceiling and integrated built-in shelves, providing a cohesive look for displaying personal collections or entertainment essentials. The primary bedroom offers a sense of volume and tranquility, defined by an elegant tray ceiling that adds depth to the room. The bathroom provides a spa-inspired experience, featuring a modern floating vanity and a walk-in shower equipped with multiple shower heads. There is a family room with wonderful built ins and a guest bedroom with its own ensuite. Beyond the interior, the property is designed for seamless indoor-outdoor living. You can enjoy al fresco dining with the convenience of an outdoor kitchen, or spend quiet afternoons on the porch, the covered deck, or the patio. Practical elements include a two-car garage and a dedicated laundry room and a half bath. There is an unfinished lower level that can be expanded or used for storage with stairs and an elevator. The HOA includes the Stonebridge Club with outdoor pool, exercise function rooms, clay tennis courts and an abundance of clubs to join.

18 Poet's Corner, Plymouth
65 Carman Avenue, Sandwich
$749,000
2 Beds ⋅ 1 Baths ⋅ 22605647 MLS
Tucked away near the end of a quiet street in Sandwich's sought-after Town Neck neighborhood, this sun-filled coastal retreat offers a peaceful setting overlooking Mill Creek Marsh, just a short stroll from Town Neck Beach and Sandwich Boardwalk and the Marina.Step through the front door into an open, airy living space where vaulted ceilings, exposed wood beams, hardwood floors, and white bead board wainscoting give it warmth and character. The living room flows into the kitchen, creating an inviting space for everyday living and entertaining. From the comfort of your chair, enjoy morning coffee overlooking the marsh, where shifting light and changing seasons bring a different view every day. With two bedrooms and one bath, the home combines the simplicity of a classic Cape Cod cottage with the comforts of year-round living, including central air conditioning, newer siding, and newer appliances. In the backyard, mature trees, shrubs, and natural vegetation create a sheltered retreat and a birder's delight. A newly installed patio provides an inviting setting for summer meals and gatherings, while an oversized outdoor shower makes returning from the beach a pleasure. A full basement with bulkhead access offers generous storage for bicycles, kayaks and beach equipment. Here the pleasures of a coastal getaway becomes part of everyday life.

65 Carman Avenue, Sandwich
65 Carman, Sandwich
$749,000
2 Beds ⋅ 1 Baths ⋅ 73600703 MLS
Tucked away near the end of a quiet street in Sandwich’s sought-after Town Neck neighborhood, this sun-filled coastal retreat offers a peaceful setting overlooking Mill Creek Marsh, just a short stroll from Town Neck Beach and Sandwich Boardwalk. Step through the front door into an open, airy living space where vaulted ceilings, exposed wood beams, hardwood floors, and white bead board wainscoting give it warmth and character. The living room flows naturally into the kitchen, creating an inviting space for everyday living and entertaining. From the comfort of your favorite chair, enjoy morning coffee overlooking the marsh, where shifting light and changing seasons bring a different view every day. With two bedrooms and one bath, the home combines the simplicity of a classic Cape Cod cottage with the comforts of year-round living, including central heat and air conditioning, newer appliances and siding. In the backyard, mature trees, shrubs, and natural vegetation create a sheltered retreat and a birder’s delight. A spacious patio and oversized outdoor shower, both added in 2023, make the most of coastal living. The patio provides an inviting setting for summer meals and gatherings, while the shower makes returning from the beach a pleasure. A new gravel driveway with cobblestone edging complements the cottage’s coastal character, and a full basement with bulkhead access offers generous storage for bicycles, kayaks, and beach equipment. Beyond this quiet corner of Town Neck, the Sandwich Marina, Tree House Brewing Company, waterfront restaurants, and the shoreline are all nearby. Here, the pleasures of a coastal getaway become part of everyday life.

65 Carman, Sandwich
752 W Falmouth Highway, Falmouth
$1,395,000
5 Beds ⋅ 5 Baths ⋅ 22605649 MLS
Imagine living in the heart of West Falmouth where you can live, work, thrive, and grow in one of the most beautiful settings. Set on a spacious, private lot, this distinctive multi-family property combines the character of a classic antique with the other more modern structures. The 1900 main home includes 1600 sq ft of remarkably flexible space with 3 bedrooms and 2.5 baths, the updated kitchen, cathedral ceilings in living room, the formal dining room and the charming enclosed porches. Features are the pine floors, custom cabinetry and rooms shaped by more than a century which give the house a warmth that newer construction simply cannot match. The 640 sq. ft. one bedroom ranch has been completely renovated to the highest standards and blends into the landscape. The third structure, the studio, adds another dimension to the property. Great opportunity for a work-from-home professional, an artist, therapist, craftsman or other home-based business or for summer rentals. It is easy to maintain a rental here without sacrificing the pleasures and privacy of home. Close to the village center, beaches and bike path and a little further to all of the conveniences of downtown Falmouth! A combination of extraordinary features rarely found! with nearly 2400 square feet of remarkably flexible living and work space across the three structures.

752 W Falmouth Highway, Falmouth
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