Courtesy: MV Luxury Homes, LLC
973-789-1264
East Chop waterfront - Enjoy the ultimate in waterfront living experiences at this coveted East Chop location, with its spectacular waterviews and easy access to beach, tennis, dock/slips, and a wide range of harbor amenities. It offers a variety of multi-functional uses including -- 1.) Use it as a residential home or family compound, or live in a portion and rent a portion, 2.) Use it as its currently operated as East Chop Harborfront Apartments, a pre-existing non-conforming use for the past 70+ years, 3.) Or convert to condominiums, paperwork has been completed but would be a buyers choice. Located directly on the harbor, this property features outstanding water views of the harbor and sound beyond and is just steps from the tennis club, beaches, ferries to the mainland and downtown. In pristine condition, this 7-BR main house plus 1-BR guest cottage, includes a 106 ft dock with water/electric for 8 slips and a 40' T at the end for a 9th boat. Parking for 6-7 vehicles at street in front. Built in 1952, the property has had extensive top to bottom renovations including new wiring, plumbing, insulation, all new heating/AC mini-splits, and new exterior security cameras.
Tucked away on one of Oak Bluffs' most sought-after streets, Fairview on Greenleaf Avenue offers an extraordinary location with stunning views of Sunset Lake, Oak Bluffs Harbor, and Nantucket Sound. From the highest point on Greenleaf, enjoy vibrant sunrises and a front-row seat to the town's iconic fireworks.This home blends classic Vineyard character with thoughtful design by Island architect Jaime Weisman. Lovingly maintained by one family for over 27 years, it now awaits its next chapter.Fairview includes three bedrooms, a finished basement for flexible living or work space, and a multipurpose outbuilding that functions as both shed and garage. With off-street parking and a generous yard, the property offers convenience and charm. Just steps from the heart of Oak Bluffs—Illumination Night, Tabernacle concerts, Ocean Park strolls—yet still a private, serene retreat.A rare chance to own a home with incredible views, historic charm, and space to make it your own.
Enjoy waterfront living at its best with 163’ of Lagoon frontage including a private sandy beach. Sited on 1.25 acres of lush-landscaped greenery, this incredible property with a sweeping lawn offers stunning water views and spectacular sunsets. This is your time to enjoy Vineyard life on the water…boating, swimming, kayaking, clamming, and more. Perfect for entertaining and comfortable living, the immaculate 4,046 square foot home with a 2,000 square foot walk-out basement has an excellent flow throughout and water views from almost every room. It was designed to capture the essence of waterfront life. It is rare to find a home in a setting like this on Martha’s Vineyard. Tucked away just off Barnes Road, it feels as if you are in a remote locale, yet close to all the Island has to offer. Being sold furnished, this is the ultimate Vineyard Experience.
Courtesy: Donnelly + Co.
508-627-1022
Enjoy waterfront living at its best with 163' of Lagoon frontage, including a private sandy beach. Sited on 1.25 acres of lush-landscaped greenery, this incredible property with a sweeping lawn offers stunning water views and spectacular sunsets. This is your time to enjoy Vineyard life on the water ~ boating, swimming, kayaking, clamming, and more. Savor the views from almost every room of the house, designed to accommodate family and friends with ease, and comfortable living. It is rare to find a home in a setting like this on Martha's Vineyard. Tucked away off Barnes Road in a remote locale, close to many Island favorites. The main level, with high ceilings and large windows, enjoys natural light and provides spectacular water views from all angles. A wood-burning fireplace and wet bar set the tone of the living room, and a more formal sitting area is focused on the views. There is a half bath, a dining room, and a large eat-in kitchen with access to the patio. Two additional rooms with a private deck and full bath are cleverly located in a separate wing of this floor and can be used as an office or den. Unique to the second floor is a wraparound deck and screened porch overlooking the Lagoon. The primary suite has a wood-burning fireplace, walk-in closet, and a generous en suite bath with direct access to a private deck overlooking the Lagoon. There are two additional spacious en suite bedrooms on this floor which also enjoy fabulous views. If you are looking for a quiet retreat, a second covered porch at the front of the house is the place for you. Have fun transforming this 2,000-square-foot walk-out basement with a full bath to fit your needs. Being sold furnished, this is the ultimate Vineyard Experience. First Floor: The welcoming, sun-filled foyer captures the essence of this home. From the moment you walk in, you are captivated by the remarkable ceiling height and dramatic views of the Lagoon. The living room, adjoining sitting room, and dining room create the perfect space for entertainment. The eat-in kitchen is on the right, with access to the patio. If you are looking for a quiet space, the left wing offers a full bath and two rooms for either an office, den, or overflow. Second Floor: The primary suite with a wood-burning fireplace, walk-in closet, and large bath occupies the entire left side of this floor. Enjoy the amazing views with access to the upper deck. Two large ensuite bedrooms, also with delightful views and access to the deck, are located on the right side. Basement: New flooring and interior painting were recently completed, offering many options for this space. A full bathroom and laundry are on this floor.
Courtesy: Anchor Realty of MV
508-696-7777
Downtown Oak Bluffs Located right in the heart of town. Unit #4 A penthouse condo with a semi-private rooftop deck (shared with unit 5 only). This spacious condo has a panoramic view of the town and surrounding waters sitting high above it all with outdoor seating and separate entrances from either condo. This solid deck adds a whole other dimension to this already desirable unit. The interior with it's custom wooden features and ships ladder to the deck gives it a nautical feel. It's surprisingly spacious with a living area, dining and separated kitchen. The primary bedroom is over 16' x 21'. Just off the hall is a tiled bathroom with glass enclosed shower and another bedroom. This space is perfect for year-round living or makes a great summer rental property with it's ideal location. No need for a vehicle with in-town living, beach, and access to all the Ferries within a few blocks.
Courtesy: Anchor Realty of MV
508-696-7777
Downtown Oak Bluffs centrally located in the heart of Oak Bluffs. Steps from ferries, shops, restaurants and beaches from this penthouse condo. Escape the hustle and bustle on your semi private rooftop deck shared only with (unit 4 also for sale). Panoramic views of the Nantucket and Vineyard Sounds await you while you relax on the deck or enjoy dinner al fresco. The condo features all wood floors, air-conditioning, custom built-in with a open yet divided living area, a sleep alcove and wood staircase to the rooftop deck. The large bedroom has a sunny nook with a opening skylight. This condo is ideal for a year-round living, an escape from the city getaway, or would make a great vacation rental with no car needed. The $415 monthly fee includes, all electric, heat, and water. Plus building taxes and insurance.
Courtesy: Landmarks at TODAY Real Estate
508-693-6866
Picture yourself in this beautifully designed custom home offering the ultimate in privacy. The first floor has an open floor plan which includes the dining room, kitchen, wet bar, and living space. Bypass siding doors separate the living space from the dining and kitchen. Experience the ultimate in culinary luxury with a gourmet kitchen featuring custom cabinets, high end appliances, and ample counter space with beautiful granite counter tops. The primary bedroom is located on the 1st floor away from the kitchen and living area. Surround yourself with 15 foot ceilings and lovely built in bookshelves, and a mid 1800's style rolling ladder to reach the top shelves. The primary bedroom also features a private bath, large walk in closet and attached office space which has access to the back deck. The 2nd floor has 3 bedrooms, two full bathrooms and an extra room for your office or entertainment area. The finished basement has a full bath, and mudroom with access to the garage and dedicated storage. This area also has potential for a game room as well as a gym space.
Must see stunning “reverse” layout (kitchen and main living spaces upstairs for the views) contemporary home with breathtaking water views and a thoughtfully designed layout in the exclusive Harthaven community! This spacious property features open kitchen concept with marble counter tops and stainless steel appliances, comfortable living areas, a bonus room (with full bathroom), food prep, dining and 2 queen Murphy beds, perfect for guests. Enjoy exclusive access to a private community beach and boat dock and community tennis / pickleball courts, enhancing the home's resort-style living experience. Landscaped grounds with irrigation, outdoor enclosed shower, 2 pea gravel fire-pit areas, bocce ball court, two decks with water views, hot tub, gas grill connection off the kitchen area and ample parking. Primary bedroom has deck, walk-in closet and steam shower. Located just a short distance from downtown Oak Bluffs and right on the bike path - don't miss this exceptional coastal retreat!
Courtesy: Sandpiper Realty Inc
508-627-3737
This well-maintained property is beautifully landscaped, offering incredible potential for growth and development. Currently configured as a cozy two-bedroom, year-round home, the property also includes a detached garage with a finished interior space, perfect for additional storage. Conveniently located close to downtown Oak Bluffs, this property offers easy access to essential amenities, whether you're driving or relying on public transportation, including bus routes. For day-to-day living, this property provides a year-round residence with a generous lawn area perfect for outdoor activities.Expansion is possible. The sale includes a town permitted 3 bedroom septic system design. The seller will contribute a credit at closing towards installation. The buyer may wish to expand the existing home to three bedrooms or retain the two bedroom home and investigate the new state ADU rules, which may allow for conversion of the garage to living space. This conversion depends on the interpretation and implementation of these new regulations by the Town of Oak Bluffs. Also included in this sale are architect's plans for a three-bedroom home with attached garage and a 16' x 32' pool.
Nestled in the sought-after Lagoon Heights in Oak Bluffs, 96 Manchester Ave is a charming Cape-style home offering a perfect blend of comfort and coastal charm. This well-maintained residence features three spacious bedrooms and two bathrooms. Recent updates enhance both style and functionality, including a new roof, numerous Andersen windows, an outdoor shower, and fresh interior paint. The inviting layout offers a bright and airy feel, complemented by ample natural light. Enjoy the peaceful surroundings while being just a short distance from the Lagoon, local shops, and restaurants. Whether you're looking for a year-round residence, a vacation retreat, or an investment property, this Oak Bluffs gem is a must-see!
Gingerbread Cottage full of character and personality! Part of Martha's Vineyard Camp Meeting Association, this Oak Bluffs seasonal antique with beautiful trim and scrollwork sits on a lovely little avenue. The cottage features charming period details, a covered front porch with rocking chairs & upper balcony. Step inside the unique front door into a cozy living room enhanced by beamed ceiling, painted wood floors & lovely shutters. First floor bedroom, full bath & laundry. The kitchen offers access to private courtyard with stone patio for outdoor dining & storage shed. Second floor includes front bedroom with access to the private balcony & a 3rd bedroom. Too many updates to list! Ask agent! Home is just steps from historic Trinity Park & the Tabernacle, which offers community events & activities for all ages! Prime location near Circuit Ave in the heart of Oak Bluffs gives easy walkable access to beaches, restaurants, ice cream, shopping, arcade, ferries & island transportation!
Courtesy: Anchor Realty of MV
508-696-7777
This is the last B1 undeveloped commercial property on Circuit Avenue's main strip. Previous development plans included mixed use with commercial store front and condos above. Located on the corner of Circuit Ave and Massasoit this property has an existing Victorian home with 6 bedrooms, and 3.5 bathrooms, perfect for a weekly rental or employee housing. Right in the heart of Oak Bluffs walk to shops, restaurants, beaches, and ferries. Come take a look at all this property has to offer.
Courtesy: Wallace & Co. Sotheby's International Realty
508-627-3313
Enjoy spectacular views of Sengekontacket Pond and State Beach all the way to Chappaquiddick from this newly constructed home that has been only lightly used in the 3 years since it was built. There are also beautiful views of the third, fourth and fifth holes at Farm Neck Golf Club. The fresh and bright home was built by top-notch Stedman Construction and is set on the largest lot in Waterview Farms which assures great privacy. In addition to the stunning Great Room with views as far as the eye can see, there are 5 bedrooms and 6 full baths plus a very large lower level rec room for the young and young at heart. There is also a large deck facing the water plus a separate bluestone patio courtyard. Two outdoor showers are handy when you're returning from the beach, kayaking, or a game of tennis at nearby Farm Neck. Waterview Farms offers miles of walking trails as well as a beach on Sengekontacket Pond where residents can store their watercraft. It's just a quick paddle to all the action at State Beach.
Courtesy: Wallace & Co. Sotheby's International Realty
508-627-3313
Secluded island retreat nestled above the trees! Located in the desirable Sengekontacket Association, this four-bedroom, three-bathroom home offers stunning views of acres of conservation land, Sengekontacket Pond, and Nantucket Sound. Perched on a hillside, the house provides utmost privacy from all rooms while being just a short walk from the Association boat ramp and kayak storage. The main level features a living area with a wood-burning fireplace, a spacious kitchen, and a screened-in porch with cathedral ceilings, perfect for dining while enjoying the beautiful views. The primary suite is situated on the second floor and boasts French doors that open to a small deck, allowing you to take in the expansive scenery. The lower level includes three bedrooms, each with French doors leading to a lower deck, and they share a full bathroom. The Sengekontacket Association, established in 1971, encompasses 93 acres and provides a variety of amenities including tennis and pickleball courts, an Association Clubhouse situated on Wiggy's Pond, and a boat ramp with kayak storage on Sengekontacket Pond. Homeowners can consult the Harbor Master for a mooring in Major's Cove, where the Association dock is located. Fully renovated in 2007, this property is ready for you to enjoy!
Courtesy: Donnelly + Co.
508-627-1022
Located in a desirable Oak Bluffs neighborhood, surrounded by mature plantings and attractive colorful landscaping, this property offers a pleasantly appointed 3-bedroom, 2.5-bath home and a recently renovated 1-bedroom, 1-bath apartment above the 2-car garage. The first floor features a spacious living room with a pellet stove and a fabulous great room with a wood-burning stove. French doors lead to a large deck, perfect for outdoor entertaining. The open kitchen and dining room are at the back of the house and enjoy direct deck access. There is a half bath off the living room. The primary suite with a full bath, and 2 additional bedrooms that share a full bath, complete the second floor. An exceptional feature of this property is the apartment with comfortable living space and a private entrance and deck. The location is ideal with easy access to the bike path, YMCA, high school, and state forest, and centrally located to all the down-island towns! Easy to show and being sold mostly furnished, this property is ready for immediate use. FIRST FLOOR: The spacious living room with a wood-burning stove and half bath are at the front of the home. The kitchen and dining room are at the back of the house with direct access to the deck. Completing this floor is the outstanding great room with French doors to the deck. SECOND FLOOR: The primary suite with a full bath is on the left and 2 additional bedrooms which share a large full bath occupy the right side of this floor. BASEMENT: Full unfinished basement with plenty of room for storage with interior and bulkhead access. The laundry for the house is in the basement. APARTMENT: Above the 2-car garage is a wonderful fully renovated 1-bedroom, 1 full bath apartment with great natural light, a full kitchen, and an open living area. This space offers many options with excellent rental potential and is perfect for overflow guests!
Located in a desirable Oak Bluffs neighborhood, surrounded by mature plantings and attractive colorful landscaping, this property offers a pleasantly appointed 3-bedroom, 2.5-bath home and a recently renovated 1-bedroom, 1-bath apartment above the 2-car garage. The first floor features a spacious living room with a pellet stove and a fabulous great room with a wood-burning stove. French doors lead to a large deck, perfect for outdoor entertaining. The open kitchen and dining room are at the back of the house and enjoy direct deck access. There is a half bath off the living room. The primary suite with a full bath, and 2 additional bedrooms that share a full bath, complete the second floor. An exceptional feature of this property is the apartment with comfortable living space and a private entrance and deck. The location is ideal with easy access to the bike path, YMCA, high school, and state forest, and centrally located to all the down-island towns! Being sold mostly furnished.
Courtesy: Anchor Realty of MV
508-696-7777
Oak Bluffs location that is central to everything down Island. Situated on a 1/3 acre lot this ranch home with a finished basement has been recently renovated. With a large open kitchen, dining area, and living room with plenty of room for a large gatherings. The primary bedroom has a bathroom ensuite. Another bedroom has easy access to the hall bath. The finished basement could have an additional bedroom if you install the correct window in the bedroom. Presently there is a 3 bedroom septic installed. The large yard has a lot of potential. Close to the Oak Bluffs school and town center.
Welcome to a modern oasis nestled in the lovely community of Tower Ridge. This exquisite residence offers generous living space, perfectly designed for comfort and style.Step inside to discover a beautifully renovated kitchen, featuring sleek finishes and modern appliances, ideal for culinary enthusiasts. The open floor plan seamlessly connects indoor and outdoor living, providing ample space for both relaxation and entertainment.The home boasts a huge primary bedroom, offering a serene retreat with ample natural light and luxurious finishes.The additional bedrooms are spacious, providing versatility for guests or a home office. 5 bedroom septic system offers expansion possibilities. Situated on a sprawling lot, this property offers abundant outdoor space, perfect for enjoying the tranquil surroundings or hosting gatherings.Its prime location is convenient to downtown and Farm Neck Golf Course and Cafe for golf and tennis enthusiasts.
Courtesy: Island Real Estate
508-693-4800
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. Septic is a cesspool and will need to be upgraded at a Buyer's expense and as part of the overall plan for the property. It is being sold ''as is''.
Courtesy: Island Real Estate
508-693-4800
MEADOW VIEW FARM/OAK BLUFFS - Owned by the same family for over 30 years, this sun-drenched, contemporary reverse-style home is located in Meadow View Farms. Well-maintained over those years, this 3 bedroom, 2 full and 2 half baths multi-level home has so much to offer and boundless potential. The second-level features a bright, open floor plan with cathedral ceilings and 3 sliding doors that take you out to the upper deck. Open the sliders to the expansive deck and you almost double the living space on the upper level. There is also a powder room on the upper level. The first floor features the primary suite with bath, walk-in closet, air conditioning, and sliders that open to the first-floor deck. There are 2 more spacious bedrooms and a shared bath. Venture down to the above-grade lower-level and enjoy the family room, reading nook, and bonus room. There is also a large storage/utility room with a second power room. This space opens to the 1-car garage. Like every true island home, there is an outdoor shower. Plenty of additional storage under the deck. Air conditioning on the upper level and the first floor primary bedroom. Solar panels were added in the fall of 2023. With 3 floors of living space and an expansive portion of the land behind it, this property offers so much potential for the next owners. Meadow View Farms Association is a neighborhood less than 2 miles from downtown Oak Bluffs featuring paved roads, tennis, open meadows, and even mail delivery. The septic has passed the Title V inspection for 3 bedrooms. An interested buyer should speak to an engineer about expanding the size of the septic to accommodate more bedrooms or the possibility of adding a pool. The home has been well-maintained throughout its single-family ownership and it is being sold ''as is''.
Courtesy: Island Real Estate
508-693-4800
MEADOW VIEW FARM/OAK BLUFFS - Owned by the same family for over 30 years, this sun-drenched, contemporary reverse-style home is located in Meadow View Farms. Well-maintained over those years, this 3 bedroom, 2 full and 2 half baths multi-level home has so much to offer and boundless potential. The second-level features a bright, open floor plan with cathedral ceilings and 3 sliding doors that take you out to the upper deck. Open the sliders to the expansive deck and you almost double the living space on the upper level. There is also a powder room on the upper level. The first floor features the primary suite with bath, walk-in closet, air conditioning, and sliders that open to the first-floor deck. There are 2 more spacious bedrooms and a shared bath. Venture down to the above-grade lower-level and enjoy the family room, reading nook, and bonus room. There is also a large storage/utility room with a second power room. This space opens to the 1-car garage. Like every true island home, there is an outdoor shower. Plenty of additional storage under the deck. Air conditioning on the upper level and the first floor primary bedroom. Solar panels were added in the fall of 2023. With 3 floors of living space and an expansive portion of the land behind it, this property offers so much potential for the next owners. Meadow View Farms Association is a neighborhood less than 2 miles from downtown Oak Bluffs featuring paved roads, tennis, open meadows, and even mail delivery. The septic has passed the Title V inspection for 3 bedrooms. An interested buyer should speak to an engineer about expanding the size of the septic to accommodate more bedrooms or the possibility of adding a pool. The home has been well-maintained throughout its single-family ownership and it is being sold ''as is''.
Courtesy: Portfolio Real Estate Inc.
508-221-4643
Classic Post & Beam set in Meadow View FarmsThis bright and charming four-bedroom home sits on almost an acre of land with endless possibilities and impressive touches throughout.The farmer's porch overlooks an expansive front lawn and offers a warm welcome. The open first floor is sunny with cathedral ceilings and gas fireplace with stonework. The kitchen features granite countertops, Wolf range, and wine cooler. There is a casual dining area off the kitchen and a formal dining room.The spacious first floor primary bedroom has a large walk-in closet, soaking tub, and bay window looking to the backyard. The other bedroom is currently being used as a TV room. The second level has two sizeable ensuite bedrooms with ample closet space and skylights.Highlights of the home include radiant heat, hardwood floors, firepit, large yard and room for expansion.More opportunity is found in the partially finished lower level. A future office, media room, or workout area awaits.The two car garage is large and has additional space above offering options for additional living space.Meadow View Farms is quiet and private with walking trails and association tennis.
Courtesy: Sandpiper Realty Inc
508-627-3737
East Chop - Tucked away on a quiet tree-lined street, you will find this contemporary three-bedroom home. A distinctive floor plan provides ample living spaces on all three levels. The expansive outdoor deck and large yard expand the living space and are the perfect places to enjoy the quiet setting. The unique layout and five-bedroom septic allows easy reconfiguration. A fantastic opportunity to call East Chop, a close-knit community only a short distance from the harbor and downtown Oak Bluffs, home!
Courtesy: Wallace & Co. Sotheby's International Realty
508-627-3313
Welcome to your dream retreat in Oak Bluffs. A magnificent eight-bedroom oceanview estate that combines luxury, space, and unparalleled views in one breathtaking offering. This property is designed to accommodate family and friends with ease while offering an elegant and serene environment for all to enjoy. The open floor plan of the main living areas ensures a seamless flow between the living room, dining room, and kitchen, making it perfect for entertaining. High ceilings and large windows flood the space with natural light and provide spectacular water views from every angle. The state-of-the-art kitchen is a chef's delight, featuring high-end appliances, ample counter space, and a large island that doubles as a breakfast bar. Custom cabinetry and elegant finishes complete this culinary haven. Each of the eight bedrooms is designed as a private sanctuary, offering comfort and tranquility. Most rooms feature ensuite baths and large windows that offer stunning water views, allowing you to wake up to the sight and sound of the gentle waves.
Welcome to your dream retreat in Oak Bluffs. A magnificent 8 br oceanview estate. This property is designed to accommodate family and friends with ease while offering an elegant and serene enviroment for all to enjoy.The open floor plan of the main living areas ensures a seamless flow between the living room, dining room, and kitchen, making it perfect for entertaining. High ceilings and large windows flood the space with natural light and provide spectacular water view from every angle. The state-of-the-art kitchen is a chef's delight, featuring high-end appliances, ample counter space, and a large island that doubles as a breakfast bar. Custom cabinetry and elegant finishes complete this culinary haven. Most rooms feature ensuite baths and large windows that offer stunning water views. In addition to the main living room, the property includes several sitting areas, a media room, and a game room, ensuring there's always a perfect spot for relaxation and entertainment.
Oak Bluffs is located in Massachusetts. Oak Bluffs, Massachusetts has a population of 5,284. Oak Bluffs is more family-centric than the surrounding county with 39.56% of the households containing married families with children. The county average for households married with children is 27.66%.
The median household income in Oak Bluffs, Massachusetts is $94,545. The median household income for the surrounding county is $77,392 compared to the national median of $69,021. The median age of people living in Oak Bluffs is 40.4 years.
The average high temperature in July is 78.9 degrees, with an average low temperature in January of 22.7 degrees. The average rainfall is approximately 47.4 inches per year, with 24 inches of snow per year.
