Island Inn is the quintessential “condotel,” for buyers who want their vacations and easy income too! The very popular resort offers grassy grounds, tennis, pool, charcoal grills, fire pits, playground and event hall – as well as oh-so easy access to State Beach and in-town Oak Bluffs. The compound is open six-plus months of the year, from April till October. Unit 12, a fully equipped studio unit with easy ground level access, is located deep at the more peaceful end of the compound. The unit is offered fully furnished - or you may upgrade it to your own taste. Kick back on your patio with a beverage at the end of a long day of play. Or run the toddler about the lawn till bedtime. For a livelier evening: Hang out at family-friendly Noman’s, just across the lawn. See Documents for owner guidelines Note: Showings inside the unit are scheduled only between tenants.

Live the beautiful Island Life with this gorgeous condo at an affordable price. This is a delightful one and a half bedroom seasonal condo ( sleeps 6) available for your families use. When you’re not here, the management team will rent and take care of everything for you. Amenities are amazing. There’s a beautiful pool, spacious outdoor area with lots of seating, fire pits, play area & barbecues. Right next to the popular Nomads restaurant and walking distance to two ocean beaches, bike paths and buses to towns. Brokers must accompany clients.

This commercially zoned property enjoys plenty of foot traffic in the heart of Circuit Avenue’s pedestrian activity. The space is bright and cheery with great natural light. Currently set up as a hair salon with access to a shared half bath, the space can be transformed to fit other specific needs including retail or office space. The property offers an opportunity for a piece of commercial/retail space or as an excellent rental investment property.

Located in the heart of Oak Bluffs, this land offering abuts a protected Town park and is within close proximity to the various public access points to the sandy shoreline of Lagoon Pond. With engineering in place for a 1 bedroom home, embrace the unique opportunity to build your own custom residence. Whether you envision a cozy cottage, a modern retreat, or a traditional island dwelling, the possibilities are endless.

Secluded lot in a prime Oak Bluffs location, offering both privacy and convenience. Just moments from public access points to the sandy shores of Lagoon Pond and the vibrant downtown area, this property provides the perfect setting for your dream home. With engineering plans already in place for a 2-bedroom residence, you have the opportunity to create a custom-built home tailored to your vision.

Great opportunity for commercial space in a thriving business district with plenty of street parking and a storefront and side entrance. Office / Studio / Retail ~ Your choice! The space is versatile and is currently set up as a large open space with 2 dressing rooms, a large storage room in the back, and a shared half bath. If you are looking for a different layout, the space can easily be reconfigured to fit your specific business needs. With move-in-ready space and a fabulous location, this is an exciting opportunity to own a piece of commercial/retail space, whether for your own business or as an excellent rental investment property.

WALK TO THE HARBOR from this level 10,100 sq.ft. quarter acre lot. According to the engineer who has percolated the lot, it will allow a 5 bedroom regular septic system. The Board of Health have stated there are no Board of Health issues with this property and are deferring to the engineers opinion. Water and Electricity are all ready at the site. There's also a small house on the property, built in 1900, and a dilapidated garage. Property is being sold in 'As is" condition. If BUYER chooses to remove the house and garage it will be at their expense. Retaining the footprint of the garage has value as it could be rebuilt in place or possibly an ADU could be built on that footprint. Easy access to harbor, town, shops, restaurants, Oak Bluffs Ferry, Sunset Lake, Campground cottages, Oak Bluffs Library. PRICED BELOW ASSESSED VALUE.

WALK TO THE HARBOR from this level 10,100 sq.ft. quarter acre lot set down a winding avenue off New York Avenue. Currently there's a very cute Victorian Era two story cottage which could be renovated. If your preference is to build a new 5 Bedroom House instead, the Seller has already been through the lengthy process with the Martha's Vineyard Commission to receive approvals to knock down the house and has succeeding in obtaining that approval. According to the engineer who percolated the lot, the lot will allow a 5 bedroom regular septic system. The Board of Health have stated there are no Board of Health issues with this property and are deferring to the engineer's opinion. Water and Electricity are already at the site. Property is being sold in 'As is" condition. If BUYER chooses to remove the house and garage it will be at their expense. Retaining the footprint of the garage has value as it's a preexisting non conforming location on the lot and therefore could be rebuilt in place or possibly an ADU could be built on that footprint. Easy access to harbor, town, shops, restaurants, Oak Bluffs Ferry, Sunset Lake, Campground cottages, Oak Bluffs Library. Front porch for relaxing on a Summer evening. Easy to show! PRICED BELOW ASSESSED VALUE.

The Spirit of '76 is a lovely Campground cottage nestled into the landscape for privacy and shade. Just a couple of blocks to the beach, town center, shops, and restaurants. A fabulous wrap around porch with various seating areas. Built in 1876 this wonderful throwback of yesteryear features some original furnishings included in the sale. With a classic front parlor, dining room, and kitchen, a utility room, and three bedrooms located on the second floor, One bedroom has a half bath and the front bedroom has a private balcony. A propane floor furnace takes the chill off this seasonal cottage. With convenient parking at the property with extra parking available to lease if needed.

BUILD YOUR DREAM HOME ON MARTHA'S VINEYARD! This almost 20,000 sq ft of BUILDABLE land is nestled in the private quiet neighborhood of East Chop. Do you want to live conveniently close to downtown Oak Bluffs, the ferry terminal, beaches including Inkwell Beach, the Flying Horses Carousel, Ocean Park, tennis courts, and more? This parcel may accommodate a 7-bedroom home (see perc test letter in documents) and when you're not using it for personal enjoyment this parcel is in the #1 rental location on Martha's Vineyard making it an excellent investment. Town water is accessible on Coral Ave. The seller's agent is related to the seller.

LUXURIOUS LIFESTYLE AMENITIES: RENOVATED CONDOMINIUM WITH TENNIS, PICKLEBALL + BOATING ACCESS. Welcome to this beautifully renovated 2-bedroom, 2-bathroom condominium located in the exclusive Sengekontacket community. This nicely appointed property offers a perfect blend of comfort and convenience, making it an ideal choice for year-round living or as a rental investment opportunity. Spanning 1,208 square feet, the property features two walls of sliding glass doors that lead out to an expansive 288-square foot deck, perfect for outdoor dining, lounging and entertaining. The property was updated in 2023 with new Pella® sliding glass doors, new windows, wood and tile flooring, and modernized bathrooms. The upgrades extend to the electrical lighting and plumbing -- plus LG® mini-splits and Rinnai® monitor heaters to enhance the home's energy efficiency and comfort. The kitchen is equipped with new cabinetry, stone countertops and stainless appliances and both of the bathrooms have been thoughtfully renovated. The recent exterior updates include composite decking, perfect for enjoying the serene surroundings. Residents of the Sengekontacket community enjoy access to a range of luxurious lifestyle amenities, including a saltwater dock with kayak and canoe storage, a freshwater pond with a clubhouse, tennis/pickleball courts and a nice playground area. The central location offers easy access to downtown Oak Bluffs, Farm Neck Golf Course, public beaches and the bicycle path, making it a prime spot for enjoying all that the island has to offer. Experience the best of modern living in this renovated Sengekontacket retreat where every detail has been crafted for comfort and style. Note: Agent has owner interest.

Hidden behind a wall of vegetation on Winthrop Avenue this is a little 'oasis' of a piece of land. One bedroom house situated on a 1/3 Acre, 14,810 sq.ft. level lot. One side of the property is lush with vegetation and the opposite side is clear. It is one lot in total and may not be subdivided. The existing house has been lived in year round. Only .6 of a mile to Oak Bluffs Harbor and .5 mile to the top of Circuit Avenue! Title 5 Certification in place for existing one bedroom septic system. Lot is in Zone II and will allow a total of two bedrooms with an advanced treatment system. Land is large enough to have a house and guest house when meeting ZBA requirements or with new Massachusetts Accessory Dwelling Unit law. A short stroll, just one house away, from Wesleyan Park. Close to town, restaurants and all that Oak Bluffs has to offer! Walk to the harbor! This is a little gem, waiting to be polished!! Property is being sold in "As is" condition. Easy to show!!

Oak Bluffs- Walk to Beach and town center from this East Chop Bungalow. Lovingly restored by a local craftsman. Custom made throughout from the mosaic tile foyer, to the large open kitchen with tera cotta tile, the wooden vaulted ceiling and stone decorative fireplace in the living room. Two bedrooms each with a full bathroom en suite. An additional room being used as an office. A full finished basement with wide tiled stairs, floors, and walls. Laundry and rec. room and separate workshop are on this lower level. The house has 2 heating systems, new heat pumps for heat and air conditioning as well as a propane furnace. This fenced property has an outdoor paradise with a private yard, back area patio, and seating area, and side porch. **sister property next door also for sale.

East Chop-Near Oak Bluffs Center. This antique bungalow was lovingly restored to a modern year-round home by a Island craftsman. Completely rewired, replumbed, and insulated from the walls in and between the ceiling and roof. This roomy 2 bedroom 2 bathroom home has a complete basement below with finished rooms and separate laundry room. The fenced property provides privacy and outdoor comfort. with a garden and back deck **Sister property next door also for sale.**

In the well established residential neighborhood of Sea Glen, turn in onto the second street on the right. At the soft curve of the road, just on the other side of the low natural stone wall, the land gently slopes down toward the house where you will find this understated rustic one level home nestled in the midst of lovely seasonal flower beds surrounding the house with mature trees along the perimeter of the property. Ideal for a retreat, a much needed get away, studio/ workshop space and/or peaceful year round living. From the open concept kitchen/sunroom area, as the space flows towards the living room, this home offers a light filled dining room/entertainment area, gathering or studio space. The generous living room runs from the front to the back of the house with two interior entrances. There is a handsome brick wood burning fireplace. Slider opens to the back deck and yard. Two bedrooms and one bathroom. Hardwood floors and tile. The potential of this property is only limited by your vision and your TLC. The large shed has a new roof as of 2024, electricity, existing indoor (but not connected) shower, sink and commode and may be able to be converted into an accessory dwelling unit with a new permitted water line and Town approval. This may provide an income opportunity. Two well positioned mini splits for heating and cooling. In addition, electric heating system is in place. Fully installed Irrigation system for the lawn and flower beds. New roof on the house in 2020. Custom kitchen upgrade and sunroom. Large backyard deck. Recently inspected Title V Septic system which allows for a third bedroom. Some outdoor furnishings available. Being sold “as is”. Centrally located to the three down island towns. This house has been owned by one family for fifty years. The owner is in residence. Twenty four hours notice is preferred.

What a wonderful opportunity to own a Contemporary Ranch style home on this beautiful Island of Martha’s Vineyard. It is well maintained with three bedrooms, two full baths, central a/c, and a full unfinished basement. Ideal location in a very quiet neighborhood, just a short distance to bike path, Town, ferry, restaurants, beaches, shops all that you could ask for. Living room is light, bright and airy with a lovely bay window flows to the eat in kitchen with table space, granite counters tops, small breakfast bar, Linoleum flooring, plus laundry area. There is glass slider off the kitchen area that opens to the back deck, to a beautiful manicured back yard which reflects alot of loving care. Mature Arborvitaes & small Alberta Spruces surround the property for screening privacy. Beautiful hydrangeas face the front of the house, that are just gorgeous in bloom. Primary en-suite on one end, the other two bedrooms are on the other, both of which share the full bath. Full unfinished basement can be used for storage or get creative with a little imagination— you certainly can make additional usage. The inside has been freshly painted, and new carpeting has been installed. You must see it ! It can be your Happy Place!

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. The first floor has 1500 sq feet with of a large open kitchen, dining area, and living room with plenty of room for large gatherings. The primary bedroom has a bathroom on suite. Another bedroom has easy access to the hall bath. The basement with over 1100 square feet of addition finished space could have a third bedroom if you install the correct window in compliance for a 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.

On approximately .40 of an acre this 21 year old home has much to offer. In a very convenient location close to the Farm Neck golf course, O.B. elementary school, and a land bank conservation property - the 72 acre Tradewinds Field Reserve dog park. Two decks provide summertime fun and the walk out basement with bath offers an opportunity to finish off more living space. An excellent floor plan lends itself to entertaining.

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 which adds an additional 350 sq. ft of finished space. 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 the house, 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 adding a pool. The home has been well-maintained throughout its single-family ownership.

East Chop Harbor Front Luxury Condominiums -- Location, location, location -- This 1-bedroom, waterfront condominium unit, the "Captain's Quarters", features outstanding water views of the harbor and sound beyond, private entrance, cathedral ceilings and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine condition, the unit includes new kitchen with Bosch appliances, living room, dining area and a private covered front porch over-looking the water. The unit has electric baseboard heat plus mini-split heat/AC. Common areas include private outdoor shower with dressing area, and outdoor patio/grill area. Condominium owners have first option to rent a slip at the 106 ft dock for 8 slips and a 40’ T at the end for a 9th boat. Each condo unit includes a designated parking space for one vehicle. Built in 1952, and operated as East Chop Harborfront Apartments since then, the property has had extensive top to bottom renovations including new wiring, plumbing, insulation, heating/AC, and dredged dockage. Features include crown molding and attention to detail, new kitchen and bathroom (with handicap accessible shower) with Italian Carrara subway tile, classic and timeless, as well as beautifully landscaped grounds. Laundry service available. Occupancy available beginning Nov. 1st, 2025. New condominium pending buyer approval of final condominium documents. House keeping available at owners discretion. Available for showing with 24-hour notice until June 15th, thereafter Saturday's 10-12.

East Chop Harbor Front Luxury Condominiums -- This 1-bedroom, waterfront condominium, "Cottage City", features outstanding water views, cozy propane fireplace and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine condition, this 1st-floor unit includes new kitchen with Bosch appliances, living room with fireplace, dining area and a private covered front porch over-looking the water. The unit has electric baseboard heat plus mini-split heat/AC. Common areas include private outdoor shower with dressing area, and outdoor patio/grill area. Condominium owners have first option to rent a slip at the 106 ft dock for 8 slips and a 40’ T at the end for a 9th boat. Each condo unit includes a designated parking space for one vehicle. Built in 1952, and operated as East Chop Harborfront Apartments since then, the property has had extensive top to bottom renovations including new wiring, plumbing, insulation, heating/AC, and dredged dockage. Features include crown molding and attention to detail, new kitchen and bathroom with Italian Carrara subway tile, classic and timeless, as well as beautifully landscaped grounds. Laundry service available. Occupancy available beginning Nov. 1st, 2025. New condominium pending buyer approval of final condominium documents. New hot water tank 2023. House keeping available at owners discretion. If owner desires, the propane fireplace will require a new propane tank exclusively for the fireplace independent of generator, inspection and approval of town and fire department, prior to operation. CO detector required. Available for showing with 24-hour notice until June 15th, thereafter Saturday's 10-12.

East Chop Harbor Front Luxury Condominiums -- Location, location, location -- This 1-bedroom, 1st floor, waterfront condominium, "Oak Bluffs", features outstanding water views of the harbor and sound beyond and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine condition, the unit includes new kitchen with Bosch appliances, living room, dining area and a private covered front porch over-looking the water. The unit has electric baseboard heat plus mini-split heat/AC. Common areas include private outdoor shower with dressing area, and outdoor patio/grill area. Condominium owners have first option to rent a slip at the 106 ft dock with water/electric for 8 slips and a 40’ T at the end for a 9th boat; Each condo unit includes a designated parking space for one vehicle. Built in 1952, and operated as East Chop Harborfront Apartments since then, the property has had extensive top to bottom renovations including new wiring, plumbing, insulation, heating/AC, and dredged dockage. Features include crown molding and attention to detail, new kitchen and bathroom with Italian Carrara subway tile, classic and timeless, as well as beautifully landscaped grounds. Laundry service available. Occupancy available beginning Nov. 1st, 2025. New condominium pending buyer approval of final condominium documents. House keeping available at owners discretion. Hot water on 80-gal. tank, metered and prorated. Available for showing with 24-hour notice until June 15th, thereafter Saturday's 10-12.

East Chop close to beach and town! This 4 bedroom home has it all; great location, wrap around porch, plenty of parking, oversized garage, large shed, walk-out basement, heating system, original hardwood floors. 4 Bedroom Title V passed septic system. Don't miss this opportunity to buy in this desirable neighborhood just a short distance to the beaches, shops, and restaurants of Downtown Oak Bluffs.

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.

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!

Welcome to your dream home, located on a very quiet street in Oak Bluffs, yet just a short walk to downtown & the elementary school. This prime location offers the perfect blend of serenity and convenience. This well appointed home features 4 bedrooms and 4.5 bathrooms. Included in this is a 1-bedroom, 1-bathroom apartment attached to the home, providing a perfect space for guest accommodation. With a generous 2,954 square feet of living space, there's plenty of room to live and entertain comfortably. The fully finished basement provides a versatile space that can be used as a home gym, office, or entertainment area. Step outside to a very peaceful backyard and patio, ideal for relaxation and gatherings. Enjoy the outdoor seating area, a grill with a direct propane line to the house, a charming goldfish pond, and a two-seat bar with water and electricity. Additional storage is provided by an outdoor shed and a separate 1-car garage. The property also features fully-installed solar panels, providing an excellent opportunity to reduce your electric bill with clean, renewable energy. Don't miss the opportunity to own this exceptional property in a great neighborhood in Oak Bluffs just 1 mile from the beach and downtown. Property being sold unfurnished, AS-IS.

**Charming Vineyard Waterfront Cottage in Oak Bluffs** Nestled in a peaceful cul-de-sac in Oak Bluffs, this newly renovated 2-bedroom, 1-bathroom cottage offers the perfect blend of traditional Vineyard charm and modern sensibility. With stunning panoramic views of Brush Pond, the Lagoon, and the iconic Drawbridge, this cozy retreat provides the ultimate setting for both relaxation and outdoor enjoyment. Inside, natural light pours into the open-concept living, dining, and kitchen areas, creating a bright and airy space designed with comfort in mind. The spacious kitchen flows seamlessly into the dining area, where you can enjoy meals with a view or sip a morning coffee while taking in the serene landscape. The living room offers a cozy space to unwind, while large windows frame the breathtaking vistas and invite the outdoors in. Step outside onto the surrounding patio, where you'll find plenty of seating to enjoy the tranquil surroundings. Adirondack chairs and patio furniture provide the perfect spots to watch the sunset over the water—an experience you won't want to miss. Lush greenery, vibrant flowers, and mature trees create an idyllic outdoor oasis. Whether you’re seeking a peaceful retreat or a place to entertain, this Vineyard cottage offers it all. The combination of its charming interior, spectacular views, and serene outdoor spaces make it a true haven. Ideal for a vacation home or year-round residence, this property is a rare find in Oak Bluffs. Don't miss the chance to call this waterfront beauty your own! This property is a great income producer, with a very strong rental history.

THE PRESERVE at THE WOODLANDS ~ OAK BLUFFS COVETED COMMUNITY of architecturally designed residences. Live in ONE of the most sought-after locations in Oak Bluffs that is conveniently located to town, beaches, harbor, ferry ports, and Farm Neck Golf & Tennis Club. This is a RARE OFFERING to purchase one of the last remaining building lots and develop a family compound. There are underground utilities and town water in place and each lot has been approved for up to six bedrooms per Oak Bluffs Board of Health. A peaceful and private setting abutting conservation land and trails for hiking, walking and biking! Don't wait to be part of this lifestyle!

The Preserve at the Woodlands - A terrific opportunity to build in this beautiful and prestigious neighborhood in Oak Bluffs. The Preserve has matured into an enclave of significant residences and offers excellent privacy, with convenience to downtown, harbor and beaches. The orientation of this parcel is prime with southern exposure for backyard pool and patio, and it is abutting dedicated open space on two sides. The lot will support 6 bedrooms, has been perk tested and is ready for you to build your ultimate Vineyard compound.

Welcome to a modern oasis nestled in the lovely community of Tower Ridge. This exquisite 4-bedroom, 3-1/2 bathroom 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 Oak Bluffs, ensuring easy access to amenities and attractions. For golf and tennis enthusiasts, the property is ideally located near the renowned Farm Neck Golf Course, adding to the allure of this exceptional home. Experience the perfect blend of modern living and community charm. Schedule your private tour today.

East Chop Harbor Front Luxury Condominiums -- This 2-bedroom, 2nd floor, waterfront condominium, the "Tivoli", features outstanding water views of the harbor and the sound beyond all the way to Chappaquiddick. Located just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown, this unit includes new kitchen with Bosch appliances, living and dining areas and a private covered front porch over-looking the water. The unit has electric baseboard heat plus mini-split heat/AC. Common areas include a private outdoor shower with dressing area, and outdoor patio/grill area. Condominium owners have first option to rent a slip at the 106 ft dock for 8 slips and a 40’ T at the end for a 9th boat. Each unit includes a designated parking space for one vehicle. Built in 1952, and operated as East Chop Harborfront Apartments since then, the property has had extensive top to bottom renovations including new wiring, plumbing, insulation, heating/AC, and dredged dockage. Features include crown molding and attention to detail, as well as beautifully landscaped grounds. Laundry service available. Occupancy available beginning Nov. 1st, 2025. New condominium pending buyer approval of final condominium documents. Hot water on 80-gal. tank, metered and proated. House keeping available at owners discretion. Available for showing with 24-hour notice until June 15th, thereafter Saturday's 10-12.

East Chop Harbor Front Luxury Condominiums -- This 2-bedroom, waterfront condominium, the "Highlands", features outstanding water views of the harbor, the sound and the Cape beyond and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine condition, this 2nd floor unit includes new kitchen with Bosch appliances, living and dining areas and a private covered front porch over-looking the water. The unit has electric baseboard heat plus mini-split heat/AC. Common areas include a private outdoor shower with dressing area, and outdoor patio/grill area. Condominium owners have first option to rent a slip at the 106 ft dock for 8 slips and a 40’ T at the end for a 9th boat. Each unit includes a designated parking space for one vehicle. Built in 1952, and operated as East Chop Harborfront Apartments since then, the property has had extensive top to bottom renovations including new wiring, plumbing, insulation, heating/AC, and dredged dockage. Features include high end finishing, as well as beautifully landscaped grounds. Laundry service available. Occupancy available beginning Nov. 1st, 2025. New condominium pending buyer approval of final condominium documents. House keeping available at owners discretion. Hot water on 80-gal. tank, metered and prorated. Available for showing with 24-hour notice until June 15th, thereafter Saturday's 10-12.

New Construction To Be Built at Lagoon Ridge ~ The Homes at Lagoon Ridge is a subdivision of stylish, new construction properties to be built by M. Duffany Builders. The Naushon home design is an elegant 2 bedroom, 3 full and 1 half bath home with over 2500 square feet of fine craftsmanship. The curb appeal will immediately charm you with its welcoming wrap-around porch. Just off the foyer, the spacious Great Room is open to the kitchen and dining area, offering an ideal space to entertain large groups of friends and family. The smart kitchen design includes stainless steel Bosch appliances, spacious 42” tall wall cabinets, quartz countertops, and Kohler fixtures. The main floor has 9’ ceilings and oak hardwood floors throughout. French doors in the dining room open to a sunny side deck that flows onto an attached covered rear porch. For privacy, the main level guest bedroom and en suite bathroom are on the opposite side of the foyer. The spacious primary bedroom suite, on the second level, will be your serene and private retreat. The en suite primary bathroom includes a Kohler soaking tub, a tiled walk-in shower with a glass door enclosure, and a double vanity. A full bath and separate laundry room complete this lovely space. Enjoy the spacious backyard from your deck or covered porch, which can easily accommodate a pool and a two-car detached garage, offered as an optional upgrade, creating the perfect Vineyard dream. *Optional builder and appliance package upgrades are available. *Renderings are for illustrative purposes only. Construction details are governed by builder specifications and final construction agreement with Builder.

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!

Perfect opportunity to own a Beautiful Beach Cottage with access to Lagoon. Totally renovated in 2019. It has been designed for relaxed living and memorable entertaining. There are 3 seating areas on the deck, to enjoy dining outside, experiencing incredible waterviews and lovely sky reflections of sunsets. Beautifully landscaped, with seasonal flowers, and Butterfly flowering bushes. Easement to the boardwalk to reach the beach, swim, kayak, canoe, and sunbathe. Two story Beach Cottage, first floor kitchen leads to the dining, living and sun room, Queen bedroom and a full bath. Second floor features three bedrooms. Master Queen en-suite with water view, Guest Bunk bedroom and Twin bedroom which share full bath. Wood floors, water views throughout, new outdoor shower. In the morning enjoy what mother nature has in store for you. The cry of gulls,deer running on the beach, it is just solitude. Property is being sold with 2 unbuildable lots. You will never have to worry about losing your view. This is a property worth seeing. Leases are in place for 2024 to be transferred to Buyer at closing. Showings only on Sunday from 12:00pm until 2:30pm during the rental season.

Circuit Ave. Commercial Property Build your own commercial building of your dreams on the last B1 undeveloped commercial property on Circuit Avenue's main strip. The commercial land had previously approved development plans including mixed use with commercial store front and apartments or condos above. Located on the corner of Circuit Ave and Massasoit Ave. this property has an existing Victorian home with 6 bedrooms, and 3.5 bathrooms. With a large warp around porch the spacious home has a lot to offer from Employee housing to a bed and breakfast. The commercial zoned land has been approved for several different situations from housing to store fronts. Easy to show.

Located on the corner of Circuit Ave and Massasoit this B1 property with mixed use capability has an existing Victorian home with 6 bedrooms, and 3.5 bathrooms and plenty of room to build a commercial building facing Circuit Ave. The house spacious home with a large wrap around porch would be a great weekly rental property or for employee housing. Right in the heart of Oak Bluffs, walkable to shops, restaurants, beaches, and ferries. . The commercial zoned land has been approved for several different situations from housing to store fronts. Come take a look at all this property has to offer.

This 4-bedroom / 3-bath home lies in the middle of East Chop at the highest point on the bluff offering expansive views of Vineyard Sound. The home features a large clear story living room with fireplace, a family room/kitchen also with fireplace, a huge screened porch opening up to a large deck area and a first floor bedroom with private bath. The 2nd floor offers two guest bedrooms and a master bedroom with large deck that share two baths. There are entrances on two roads, the grounds are nicely landscaped and there is a garage that could be used for a number of usages.

EXISTING FIVE (5) LOT SUBDIVISION IN OAK BLUFFS. Almost 5 Acres of wooded, level land within half a mile of Eastville Beach, Doug's Cove Preserve (4.6 acres of Land Bank Property) and less than a mile to Oak Bluffs Harbor. NEW Shared Use Path runs along Eastville Avenue, when finished will link Vineyard Haven and Oak Bluffs for walking and cycling. Septic permits in place for two lots. Lot #1 - 147.2 (45,782sq.ft.) Permit in place for an APPROVED 6 Bedroom Septic System; Lot #2 - 147.3 - (31,320sq.ft.) 6 Bedroom Septic System Designed and submitted, NOT YET approved; Lot #3 - 147.4 - (34,824sq.ft.) 6 Bedroom Septic System Designed and submitted, NOT YET approved; Lot #4 - (52,451sq.ft.) 6 Bedroom Septic System Designed, NOT YET submitted; Lot #5 - (45,074sq.ft.) - Permit in place, APPROVED for a 4 Bedroom Septic System. Lot # 5 - May have access directly from Wapello Street. Ten (10) Bedrooms have been approved. Applications for an additional Twelve (12) Bedrooms are in process. Lot#2 - Application for 6 bedrooms. Lot#3 - Application for 6 Bedrooms. Lot #4 is undetermined at this point. Access may be allowed via Sunset Road or Eastville Avenue. Water is available via Sunset Road, at the property. Electricity is on site. Buyer is responsible for verifying any and all information on this property.

East Chop waterfront – Once in a lifetime, a property of this caliber becomes available, with an on-the-water East Chop location, a wide range of amenities, and multi-functional use! Uses include -- 1.) Currently operated as East Chop Harborfront Apartments, a pre-existing non-conforming use for the past 70+ years, 2.) Use it as a residential home or family compound, or live in a portion and rent a portion, 3.) Potential to convert to condominiums, paperwork presently in process 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 6-unit property 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, heating/AC, and dredged dockage. Features include high end finishing in all units, as well as beautifully landscaped grounds. The first floor consists of three 1-bedroom units, each with new kitchen, living and dining areas and private covered front porches over-looking the water. The second floor consists of two 2-bedroom units each with kitchen, living and dining areas as well as private covered front porches. A separate detached year-round cottage apt unit with Murphy bed, kitchen, full bathroom and washer/dryer can serve as a rental unit or as live in office for a property manager/caretaker and, has an additional loft area with double bed for kids. Each apartment has electric baseboard heat plus mini-split heat/AC. Generator. Private outdoor shower with dressing area. On town sewer.

East Chop waterfront – Once in a lifetime, a property of this caliber becomes available, with an on-the-water East Chop location, a wide range of amenities, and multi-functional use! Uses include -- 1.) Currently operated as East Chop Harborfront Apartments, a pre-existing non-conforming use for the past 70+ years, 2.) Use it as a residential home or family compound, or live in a portion and rent a portion, 3.) Potential to convert to condominiums, paperwork presently in process 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 6-unit property 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, heating/AC, and dredged dockage. Features include high end finishing in all units, as well as beautifully landscaped grounds. The first floor consists of three 1-bedroom units, each with new kitchen, living and dining areas and private covered front porches over-looking the water. The second floor consists of two 2-bedroom units each with kitchen, living and dining areas as well as private covered front porches. A separate detached year-round cottage apt unit with Murphy bed, kitchen, full bathroom and washer/dryer can serve as a rental unit or as live in office for a property manager/caretaker and, has an additional loft area with double bed for kids. Each apartment has electric baseboard heat plus mini-split heat/AC. Generator. Private outdoor shower with dressing area. On town sewer.

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. In addition to the main living room, the property includes several cozy sitting areas, a media room for movie nights, and a game room, ensuring there's always a perfect spot for relaxation and entertainment. It's more than just a home, it's a sanctuary where you can create lasting memories with loved ones, enjoy sophisticated coastal living, and savor the unique charm of this beautiful area.