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Homes for Sale near Martha's Vineyard Regional High School

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  • 7 Martha's Way, Edgartown, MA 02539
    7 Martha's Way, Edgartown, MA 02539
    7 Martha's Way, Edgartown, MA 02539
    /7

    $4,800,000

    • 4 Beds
    • 4.5 Baths
    • 3,816 Sq Ft

    7 Martha's Way, Edgartown, MA 02539

    Welcome to this coastal chic farmhouse set in the heart of Katama, a few blocks from the Field Club, close to SOUTH BEACH and close to Edgartown Village. To be built is a four bedroom en-suite home with a heated saltwater POOL. This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home offers an inviting covered porch with free standing columns, a granite

    Michele Casavant Vineyard Village Realty

    7 Martha's Way, Edgartown, MA 02539
  • 50 Hidden Cove Rd, Edgartown, MA 02539
    50 Hidden Cove Rd, Edgartown, MA 02539
    50 Hidden Cove Rd, Edgartown, MA 02539
    /46

    $2,395,000

    • 5 Beds
    • 3.5 Baths
    • 3,873 Sq Ft

    50 Hidden Cove Rd, Edgartown, MA 02539

    Sengekontacket–Walk into a “turn-key” opportunity in the desirable Hidden Cove community, just steps (.3 miles) from Sengekontacket Pond with access to State Beach and Nantucket Sound beyond. The lovingly-maintained 4 bedroom, 2.5 bath, 2 car garage main home sits high on the 1.5 acre property offering an abundance of natural light that flows into the open living and entertaining spaces. The

    Sean Federowicz Landmarks at TODAY Real Estate

    50 Hidden Cove Rd, Edgartown, MA 02539
  • 21 Woodlawn Ave, Vineyard Haven, MA 02568
    21 Woodlawn Ave, Vineyard Haven, MA 02568
    21 Woodlawn Ave, Vineyard Haven, MA 02568
    /39

    $2,495,000

    • 4 Beds
    • 3 Baths
    • 2,562 Sq Ft

    21 Woodlawn Ave, Vineyard Haven, MA 02568

    Experience the perfect blend of coastal charm and modern sophistication in this beautifully designed Vineyard Haven home. Ideally situated in-town, this 4-bedroom, 3-bath home offers a comfortable, easy flowing layout, complemented by gleaming hardwood floors and a warm, inviting atmosphere. Located just a short stroll from the ferry, vibrant shops, restaurants and the Vineyard Haven Yacht Club,

    Beth Welch Viewpoints

    21 Woodlawn Ave, Vineyard Haven, MA 02568
  • 44 Cencelle St, Chilmark, MA 02535
    44 Cencelle St, Chilmark, MA 02535
    44 Cencelle St, Chilmark, MA 02535
    /46

    $6,750,000

    • 3 Beds
    • 3 Baths
    • 3,432 Sq Ft

    44 Cencelle St, Chilmark, MA 02535

    This private 21-acre Chilmark estate with ocean views, tucked away in the rolling hills and farmlands of Chilmark, offers sweeping ocean views to the south and a rare sense of seclusion and serenity. At the heart of the property is a striking modern style home, thoughtfully designed to bring the outdoors in. Expansive walls of glass flood the interior with natural light and frame panoramic views

    Meg Bodnar Tea Lane Associates

    44 Cencelle St, Chilmark, MA 02535
  • 0 Jeffers Way Unit 73387831, Aquinnah, MA 02535
    0 Jeffers Way Unit 73387831, Aquinnah, MA 02535
    0 Jeffers Way Unit 73387831, Aquinnah, MA 02535
    /20

    $895,000

    • Land
    • 0 Acre

    0 Jeffers Way Unit 73387831, Aquinnah, MA 02535

    This lovely parcel in Aquinnah offers a rare opportunity to own a pristine 3.8 acre parcel on Martha's Vineyard. This elevated, hilly lot is bordered by Classic New England stone walls and surrounded by mature trees, providing both privacy and a serene natural setting. The property is prepared for development, featuring an installed well, a 3-bedroom septic, electric and a completed archeological

    Brenda Galligan Karen M. Overtoom R.E.

    0 Jeffers Way Unit 73387831, Aquinnah, MA 02535
  • 54 Towanticut Ave, Oak Bluffs, MA 02568
    54 Towanticut Ave, Oak Bluffs, MA 02568
    54 Towanticut Ave, Oak Bluffs, MA 02568
    /23

    $1,090,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    54 Towanticut Ave, Oak Bluffs, MA 02568

    Living is Easy in this 3-bedroom 2 bath air-conditioned Ranch located 1 mile from the Center of Oak Bluffs. Features include a spacious living room with a wood-burning fireplace and lovely built-ins, an updated kitchen with granite countertops and stainless-steel appliances. The dining area has sliders leading to a spacious deck and outdoor shower overlooking the yard space with plenty of room

    JoJo Lambert Island Home Realty Inc.

    54 Towanticut Ave, Oak Bluffs, MA 02568
  • 129 Beach Rd, Tisbury, MA 02568
    129 Beach Rd, Tisbury, MA 02568
    129 Beach Rd, Tisbury, MA 02568
    /62

    $1,895,000

    • 3 Beds
    • 2 Baths
    • 2,462 Sq Ft

    129 Beach Rd, Tisbury, MA 02568

    Unique, waterfront property with amazing, 180 degree views of the lagoon from one side of the property, and the Vineyard Haven Harbor on the north side of the property. Zoned both residential and commercial, rarely does such a unique property become available. Elevated above Beach Road and the lagoon, there are 2 structures on the property. The first, sited on the lagoon with private access, is

    Michele Moore Island Real Estate

    129 Beach Rd, Tisbury, MA 02568
  • 150 E Chop Dr, Oak Bluffs, MA 02557
    150 E Chop Dr, Oak Bluffs, MA 02557
    150 E Chop Dr, Oak Bluffs, MA 02557
    /41

    $8,900,000

    • 8 Beds
    • 9 Baths
    • 8,560 Sq Ft

    150 E Chop Dr, Oak Bluffs, MA 02557

    Big Bluff. The crown jewel of East Chop. Timeless elegance and unmatched craftsmanship on the shores of Martha’s Vineyard. Renowned architect M. Hutker and preeminent builder J.G.Early teamed up to create this magnificent waterfront estate. 8,500 Sq. ft. of pure luxury. Open-concept living with large picture windows, a chef’s kitchen with island, high-end appliances, wet bar, and sunlit breakfast

    Moira Lown Coldwell Banker Realty - Wellesley

    150 E Chop Dr, Oak Bluffs, MA 02557
  • 208 Irenes Way, Tisbury, MA 02568
    208 Irenes Way, Tisbury, MA 02568
    208 Irenes Way, Tisbury, MA 02568
    /56

    $1,399,000

    • 4 Beds
    • 3 Baths
    • 2,961 Sq Ft

    208 Irenes Way, Tisbury, MA 02568

    ***NOW OFFERED TURN KEY*** New Carpet just installed & Fresh Paint upstairs! Ready for you to move right in! Welcome to this 4 bedroom 3 bathroom 2,961 square foot home! With high ceilings throughout and a open, first floor layout. First floor bedroom, full bath and laundry. New kitchen and appliances with granite countertops installed in 2020. Hardwood flooring, throughout the first floor, as

    Emma Bryant Landmarks at TODAY Real Estate

    208 Irenes Way, Tisbury, MA 02568
  • 43 Peases Point Way S, Edgartown, MA 02539
    43 Peases Point Way S, Edgartown, MA 02539
    43 Peases Point Way S, Edgartown, MA 02539
    /51

    $9,499,000

    • 4 Beds
    • 7 Baths
    • 5,458 Sq Ft

    43 Peases Point Way S, Edgartown, MA 02539

    Refined, timeless, and unparalleled, 43 Peases Point Way South effortlessly blends warmth, elegance, and sophistication to create a truly distinctive living experience in one of Edgartown's most coveted locations. Designed by celebrated architect Patrick Ahearn, this exceptional residence is just a short stroll from historic Main Street. From the gated arbor entry and tranquil courtyard to the

    Katherine Donahue Sandpiper Realty Inc

    43 Peases Point Way S, Edgartown, MA 02539
  • 12 Lobsterville Rd, Aquinnah, MA 02535
    12 Lobsterville Rd, Aquinnah, MA 02535
    12 Lobsterville Rd, Aquinnah, MA 02535
    /26

    $2,000,000

    • 3 Beds
    • 2.5 Baths
    • 1,784 Sq Ft

    12 Lobsterville Rd, Aquinnah, MA 02535

    12 Lobsterville Rd in Aquinnah is a uniquely designed contemporary home set on 2.6 acres of lush grounds with large tracts of conservation land nearby. Open concept living, dining, kitchen on the second floor with unobstructed ocean views of Vineyard Sound. Spacious deck for sunset viewing and grassy lawn for sundown games. Walking distance to Lobsterville Beach and a short bike ride to the

    Tina Palmer Conroy & Company R.E., Inc.

    12 Lobsterville Rd, Aquinnah, MA 02535
  • 4 Cedar Ln Unit 2.2, Chilmark, MA 02535
    4 Cedar Ln Unit 2.2, Chilmark, MA 02535
    4 Cedar Ln Unit 2.2, Chilmark, MA 02535
    /33

    $1,985,000

    • Land
    • 3.58 Acres
    • $554,469 per Acre

    4 Cedar Ln Unit 2.2, Chilmark, MA 02535

    Premier Build-Ready Lot with Private Beach AccessGet to know Stonewall Association, one of Chilmark’s most sought-after enclaves on the South Shore. This sunny, build-ready parcel offers a rare opportunity to own land with deeded private access to Stonewall Beach—a beloved destination for swimming, surfing, excellent fishing and summer memories. Set on beautifully contoured land with

    Jill Napior Tea Lane Associates

    4 Cedar Ln Unit 2.2, Chilmark, MA 02535
  • 7 Candlemaker Cir, Edgartown, MA 02539
    7 Candlemaker Cir, Edgartown, MA 02539
    7 Candlemaker Cir, Edgartown, MA 02539
    /21

    $1,795,000

    • 3 Beds
    • 3.5 Baths
    • 2,312 Sq Ft

    7 Candlemaker Cir, Edgartown, MA 02539

    3 bedroom 2.5 bath main house consisting of 2 separate living spaces. First unit has 1st floor with livingroom, kitchen and bathroom. The second floor has an additional livingroom with two bedrooms. The second unit has 1st floor living area with kitchenette and bathroom, bedroom is in basement with walkout egress. 2 Car Garage has a permitted finished living space above with livingroom, full

    Roy Cutrer Jr Laer Realty Partners

    7 Candlemaker Cir, Edgartown, MA 02539
  • 7 Candle Maker Cir, Edgartown, MA 02539
    7 Candle Maker Cir, Edgartown, MA 02539
    7 Candle Maker Cir, Edgartown, MA 02539
    /3

    $1,795,000

    • 3 Beds
    • 3.5 Baths
    • 2,311 Sq Ft

    7 Candle Maker Cir, Edgartown, MA 02539

    3 bedroom 2.5 bath main house consisting of 2 separate living spaces. First unit has 1st floor with livingroom, kitchen and bathroom. The second floor has an additional livingroom with two bedrooms. The second unit has 1st floor living area with kitchenette and bathroom, bedroom is in basement with walkout egress. 2 Car Garage has a permitted finished living space above with livingroom, full

    Roy Cutrer LAER Realty Partners

    7 Candle Maker Cir, Edgartown, MA 02539
  • 57 Hines Point Rd, Vineyard Haven, MA 02568
    57 Hines Point Rd, Vineyard Haven, MA 02568
    57 Hines Point Rd, Vineyard Haven, MA 02568
    /29

    $6,795,000

    • 3 Beds
    • 2.5 Baths
    • 2,589 Sq Ft

    57 Hines Point Rd, Vineyard Haven, MA 02568

    Lily Hill - a rare Hines Point offering that includes a waterfront home with exquisite views, a deep water mooring and dock, and 130 feet of private fine-sand beach. Poised on a knoll on the western shore of the Lagoon, Lily Hill evokes a more peaceful time with sweeping views of the sky and water. Enjoy a swim at your private beach morning, noon or night. Watch the play of light across the water

    Elissa Lash Tea Lane Associates

    57 Hines Point Rd, Vineyard Haven, MA 02568
  • 370 Lighthouse Rd, Aquinnah, MA 02535
    370 Lighthouse Rd, Aquinnah, MA 02535
    370 Lighthouse Rd, Aquinnah, MA 02535
    /108

    $3,975,000

    • 4 Beds
    • 3 Baths
    • 2,704 Sq Ft

    370 Lighthouse Rd, Aquinnah, MA 02535

    Stunning waterview living with an active view that will never disappoint. Wake up every morning to breathtaking 180 degree water views in this beautifully appointed 4-bedroom, 3-bath coastal retreat. Perfectly situated to capture sunrise to sunset vistas, this home offers a blend of summer vibes with year-round living amenities. Step inside to find an open-concept living space filled with natural

    Jill Napior Tea Lane Associates

    370 Lighthouse Rd, Aquinnah, MA 02535
  • 0 Jeffers Way Unit 165 43370, Aquinnah, MA 02535
    0 Jeffers Way Unit 165 43370, Aquinnah, MA 02535
    0 Jeffers Way Unit 165 43370, Aquinnah, MA 02535
    /21

    $895,000

    • Land
    • 3.8 Acres
    • $235,526 per Acre

    0 Jeffers Way Unit 165 43370, Aquinnah, MA 02535

    This lovely parcel in Aquinnah offers a rare opportunity to own a pristine 3.8 acre parcel on Martha's Vineyard. This elevated, hilly lot is bordered by Classic New England stone walls and surrounded by mature trees, providing both privacy and a serene natural setting. The property is prepared for development, featuring an installed well, a 3-bedroom septic, electric and a completed

    Brenda Galligan Karen M. Overtoom R.E.

    0 Jeffers Way Unit 165 43370, Aquinnah, MA 02535
  • 96 Manchester Ave, Oak Bluffs, MA 02557
    96 Manchester Ave, Oak Bluffs, MA 02557
    96 Manchester Ave, Oak Bluffs, MA 02557
    /16

    $1,149,000

    • 3 Beds
    • 2 Baths
    • 1,596 Sq Ft

    96 Manchester Ave, Oak Bluffs, MA 02557

    Nestled in a quiet neighborhood less than two miles from the heart of Circuit Avenue, this contemporary cape-style home is ready to welcome you. A charming farmer's porch invites you into a spacious living area with cathedral ceilings and an open-concept design that seamlessly connects the kitchen, dining, and living spaces--perfect for gathering with family and friends. The main level features a

    Michele Moore Island Real Estate

    96 Manchester Ave, Oak Bluffs, MA 02557
  • 88 & 90 Quenames Rd, Chilmark, MA 02535
    88 & 90 Quenames Rd, Chilmark, MA 02535
    88 & 90 Quenames Rd, Chilmark, MA 02535
    /25

    $3,600,000

    • 3 Beds
    • 3 Baths
    • 4,382 Sq Ft

    88 & 90 Quenames Rd, Chilmark, MA 02535

    Make your own Chilmark dream come true!12.6 +/- acres of prime land allows you to create your own familycompound or Island Farm. Enjoy the peacefulness of the Chilmarkwith room to expand. Two separate buildable lots provides you uniqueoptions. The Main house has three bedrooms, three bathrooms, twostudies, multiple living spaces and a large three-car garage

    Julianna Flanders Flanders Real Estate

    88 & 90 Quenames Rd, Chilmark, MA 02535
  • 8 Fresh Pond Rd, Oak Bluffs, MA 02557
    8 Fresh Pond Rd, Oak Bluffs, MA 02557
    8 Fresh Pond Rd, Oak Bluffs, MA 02557
    /40

    $4,895,000

    • 7 Beds
    • 4.5 Baths
    • 5,320 Sq Ft

    8 Fresh Pond Rd, Oak Bluffs, MA 02557

    The Ultimate Oak Bluffs Compound: A rare opportunity to own a stunning seven-bedroom estate, thoughtfully designed for both luxurious living and exceptional rental potential. This expansive property features a newly built pool, lush landscaping, and direct access to Fresh Pond—ideal for kayaking, paddleboarding, and swimming. Perfect for entertaining, the home showcases a dramatic great room, an

    Jarrett Hurwitz Keller Williams Realty

    8 Fresh Pond Rd, Oak Bluffs, MA 02557
  • 3 Down Harbor Rd, Edgartown, MA 02539
    3 Down Harbor Rd, Edgartown, MA 02539
    3 Down Harbor Rd, Edgartown, MA 02539
    /44

    $3,450,000

    • 4 Beds
    • 3 Baths
    • 3,159 Sq Ft

    3 Down Harbor Rd, Edgartown, MA 02539

    Exceptional Opportunity in Down Harbor.Here’s a rare chance to own a property in Edgartown’s exclusive Down Harbor community. Known for its serene setting and prime access to Katama Bay, this neighborhood offers more than just scenic beauty— Ownership includes deeded rights to a pristine, sandy association beach, along with coveted mooring and dock privileges on Katama Bay — a benefit

    Susan Wallo Compass | The O'Hanlon Group

    3 Down Harbor Rd, Edgartown, MA 02539
  • 90 17th St N, Edgartown, MA 02539
    90 17th St N, Edgartown, MA 02539
    90 17th St N, Edgartown, MA 02539
    /3

    $925,000

    • 2 Beds

    90 17th St N, Edgartown, MA 02539

    90 Seventeenth Street NorthEdgartown, MassachusettsFOR SALEHere is a chance for you to own a water view property in Edgartown. Property is located just off the Boulevard on a quiet dead end lane. This property has been in the same family for decades and is now offered for sale. It is a blank canvas for you to create your dream home. Interior has been gutted and is ready for your renovation. The

    Theodore Saulnier TAS Real Estate, LLC

    90 17th St N, Edgartown, MA 02539
  • 131 State Rd, Chilmark, MA 02535
    131 State Rd, Chilmark, MA 02535
    131 State Rd, Chilmark, MA 02535
    /34

    $4,350,000

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft

    131 State Rd, Chilmark, MA 02535

    Magical waterfront Quitsa pond cottage with private dock. This home has the most spectacular views including sunsets and an intimate relationship with the charming and timeless waterfront at Quitsa Pond. Designed with the setting in mind this sublime piece of architecture has wonderful spaces, fantastic detail and so much packed into a smaller home. Landscape design by Edwina von Gal accentuates

    Jim Feiner Feiner Real Estate

    131 State Rd, Chilmark, MA 02535
  • 5 Bayes Hill Cir, Vineyard Haven, MA 02568
    5 Bayes Hill Cir, Vineyard Haven, MA 02568
    5 Bayes Hill Cir, Vineyard Haven, MA 02568
    /46

    $1,750,000

    • 4 Beds
    • 2.5 Baths
    • 2,127 Sq Ft

    5 Bayes Hill Cir, Vineyard Haven, MA 02568

    Beautiful Bayes Hill Association! This nicely maintained 4 bedroom colonial-style home, located on a quiet cul-de-sac, is the perfect blend of comfort and charm. A new Red Cedar Shingle Roof, a newer high-efficiency furnace, newer state-of-the-art 75-gallon hot water heater, central air conditioning, 2 car garage and a freshly painted exterior this residence combines modern conveniences with

    Rene Jackson Island Real Estate

    5 Bayes Hill Cir, Vineyard Haven, MA 02568
  • 0 Pocha Road Extension Unit 1.1,1.2 43325, Edgartown, MA 02539
    0 Pocha Road Extension Unit 1.1,1.2 43325, Edgartown, MA 02539
    0 Pocha Road Extension Unit 1.1,1.2 43325, Edgartown, MA 02539
    /8

    $3,495,000

    • Land
    • 11.39 Acres
    • $306,848 per Acre

    0 Pocha Road Extension Unit 1.1,1.2 43325, Edgartown, MA 02539

    CHAPPAQUIDDICK - Dynamic views of Poucha Pond, barrier dunes, and the waters of the Atlantic are enjoyed from this 11+ acre building lot. The close to mile of private pond frontage provides easy access for swimming, kayaking, paddle boarding, and everything in between. Sheltered amongst 200 acres of conservation land, enjoy and explore the wonders of the natural habitat right in your backyard.

    Katie Donahue Sandpiper Realty

    0 Pocha Road Extension Unit 1.1,1.2 43325, Edgartown, MA 02539
  • 393 Lighthouse Rd, Aquinnah, MA 02535
    393 Lighthouse Rd, Aquinnah, MA 02535
    393 Lighthouse Rd, Aquinnah, MA 02535
    /34

    $1,599,000

    • 5 Beds
    • 2 Baths
    • 1,440 Sq Ft

    393 Lighthouse Rd, Aquinnah, MA 02535

    Ranch style home & Guest camp situated on 1+/- acre lot. The Main House offers distant views of Lobersterville beach and the Vineyard Sound beyond. Located in the desirable Lighthouse Road area, which offers walkable/close-by beach access and quiet roads. The view can be enjoyed from the Kitchen/Living/Dining as well as the wrap-around deck. Enjoy the open concept main living area, two bedrooms,

    Julianna Flanders Flanders Real Estate

    393 Lighthouse Rd, Aquinnah, MA 02535
  • 71 6th St N, Edgartown, MA 02539
    71 6th St N, Edgartown, MA 02539
    71 6th St N, Edgartown, MA 02539
    /27

    $1,795,000

    • 3 Beds
    • 2.5 Baths
    • 2,236 Sq Ft

    71 6th St N, Edgartown, MA 02539

    Classic three-bedroom farmhouse offers the perfect blend of island charm and laid-back comfort. Located within walking distance to scenic Sengekontacket Pond, it’s an ideal retreat for nature lovers, kayakers, or anyone looking to enjoy the Vineyard lifestyle. The home features a welcoming front porch and back deck—perfect spaces to relax, dine, or entertain outdoors. Inside, you'll find a warm

    Erin Leighton Compass

    71 6th St N, Edgartown, MA 02539
  • 41 Crowell Ln, Tisbury, MA 02568
    41 Crowell Ln, Tisbury, MA 02568
    41 Crowell Ln, Tisbury, MA 02568
    /58

    $5,250,000

    • 5 Beds
    • 5 Baths
    • 4,185 Sq Ft

    41 Crowell Ln, Tisbury, MA 02568

    The wait is over, move right into your West Chop dream home! Located in the picturesque landscape of West Chop, this luxurious new development by Novo Builds offers an exquisite blend of modern design and coastal charm. Known for their innovative designs and high-quality craftsmanship, Novo Builds is transforming this iconic island with their latest project, providing an ideal sanctuary for

    Joe & Nicole Holland Vineyard Dream Realty LLC

    41 Crowell Ln, Tisbury, MA 02568
  • 30 Franklin Ave, Oak Bluffs, MA 02568
    30 Franklin Ave, Oak Bluffs, MA 02568
    30 Franklin Ave, Oak Bluffs, MA 02568
    /26

    $2,150,000

    • 2 Beds
    • 2.5 Baths
    • 2,137 Sq Ft

    30 Franklin Ave, Oak Bluffs, MA 02568

    Welcome to your dream home! This stunning new construction boasts a coastal feel throughout and is situated on a spacious corner lot. Inside, you'll find luxurious finishes, including Thermador appliances and quartz countertops in the gourmet kitchen including a large pantry with beverage refrigerator. The elegance continues with white oak floors throughout the home. With 2 bedrooms and 2.5

    Stacy Ickes Donnelly + Co

    30 Franklin Ave, Oak Bluffs, MA 02568
  • 12 Park Ave, Vineyard Haven, MA 02568
    12 Park Ave, Vineyard Haven, MA 02568
    12 Park Ave, Vineyard Haven, MA 02568
    /18

    $1,045,000

    • 3 Beds
    • 2 Baths
    • 1,469 Sq Ft

    12 Park Ave, Vineyard Haven, MA 02568

    Welcome to this delightful Cape-style home offering easy access to Vineyard Haven shopping and the Island's bike paths. Nestled on just under an acre of land, this inviting residence features three spacious bedrooms and two full bathrooms, providing ample space for year-round living or weekend getaways. Inside, you'll find a warm and welcoming open concept, perfect for both relaxing and

    Sheila Morse Island Real Estate

    12 Park Ave, Vineyard Haven, MA 02568
  • 14 Ridge Rd Unit 94, Aquinnah, MA 02535
    14 Ridge Rd Unit 94, Aquinnah, MA 02535
    14 Ridge Rd Unit 94, Aquinnah, MA 02535
    /17

    $1,250,000

    • Land
    • 5.7 Acres
    • $219,298 per Acre

    14 Ridge Rd Unit 94, Aquinnah, MA 02535

    Idyllic gently rolling parcel of mixed hardwoods, meadow and stone walls awaits your vision. A large level building envelope has been cleared. A house and an ADU are permitted by right and a barn(subject to town approval) will fit nicely on this secluded parcel with room for a horse to graze and access nearby Land Bank and Sheriffs Meadow conservation land .It is walking distance to Menemsha

    Jim Wallen Feiner Real Estate

    14 Ridge Rd Unit 94, Aquinnah, MA 02535
  • 11 By the Woods, Chilmark, MA 02535
    11 By the Woods, Chilmark, MA 02535
    11 By the Woods, Chilmark, MA 02535
    /35

    $2,850,000

    • 4 Beds
    • 3 Baths
    • 2,967 Sq Ft

    11 By the Woods, Chilmark, MA 02535

    Dreamlike Chilmark retreat on 4.5+/- acres overlooking the Chilmark Pond & Atlantic Ocean beyond. Uniquely designed with European and medieval history in mind. The House has 3 bedrooms, 3 bathrooms, an atrium dining area, a two-story library, a kitchen, and a pantry/wet bar. Charming garden and plantings surround the home.A must-see to appreciate all the special touches throughout the Main House,

    Julianna Flanders Flanders Real Estate

    11 By the Woods, Chilmark, MA 02535
  • 104 Pond View Farm Rd, Vineyard Haven, MA 02568
    104 Pond View Farm Rd, Vineyard Haven, MA 02568
    104 Pond View Farm Rd, Vineyard Haven, MA 02568
    /108

    $4,800,000

    • 6 Beds
    • 4.5 Baths
    • 2,960 Sq Ft

    104 Pond View Farm Rd, Vineyard Haven, MA 02568

    An exceptional Waterfront Compound on Tisbury Great Pond. Located across the Tisbury Great Pond from the exclusive Blue Heron Farm, this remarkable waterfront property offers a rare opportunity to own a serene compound with two homes and a private permitted dock—ideal for boating to the Atlantic barrier beach, fishing, kayaking, and enjoying the peaceful beauty of the pond.Both the main house and

    Alexis Holden Tea Lane Associates

    104 Pond View Farm Rd, Vineyard Haven, MA 02568
  • 48 Vineyard Avenue Extension, Oak Bluffs, MA 02568
    48 Vineyard Avenue Extension, Oak Bluffs, MA 02568
    48 Vineyard Avenue Extension, Oak Bluffs, MA 02568
    /42

    $1,590,000

    • 3 Beds
    • 2 Baths
    • 2,015 Sq Ft

    48 Vineyard Avenue Extension, Oak Bluffs, MA 02568

    Bright, Open Living, Steps from the Lagoon!Spacious and sun-filled, this charming 3-bedroom, 2-bath home offers effortless single-level living. As you enter the home, you're welcomed by a spacious sitting area that seamlessly flows into an open-concept living room, dining area, and modern kitchen—perfect for entertaining and everyday living. A separate home office or den provides

    Susan Wallo Compass | The O'Hanlon Group

    48 Vineyard Avenue Extension, Oak Bluffs, MA 02568
  • 35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557
    35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557
    35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557
    /8

    $700,000

    • Land
    • 0.26 Acre
    • $2,670,736 per Acre

    35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557

    Welcome to Lagoon Ridge.....Oak Bluffs’ newest and most sought-after neighborhood! Build your 3 bedroom dream home on this lofty setting, 95 feet above Lagoon Pond, featuring sweeping sky views, colorful sunsets, and refreshing salty sea breezes. This exceptional building lot is among the last of the remaining opportunities in this thriving new community. Utilities are already at the site,

    Marilyn Moses Ocean Park Realty Inc

    35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557
  • 113 Leonard Cir, Vineyard Haven, MA 02568
    113 Leonard Cir, Vineyard Haven, MA 02568
    113 Leonard Cir, Vineyard Haven, MA 02568
    /21

    $1,149,000

    • 4 Beds
    • 2 Baths
    • 1,306 Sq Ft

    113 Leonard Cir, Vineyard Haven, MA 02568

    Adorable four bedroom cape features an updated open concept living, kitchen and dining area with a cozy screened in porch accessed via French doors. Wood floors, high ceilings and an abundance of windows throughout the home create a unified and pleasing aesthetic as well as a sense of light and spaciousness. Also included on the first floor are a bedroom with lots of natural light and a nicely

    Alyson Parker Karen M. Overtoom R.E.

    113 Leonard Cir, Vineyard Haven, MA 02568
  • 11 Beach Rd, Oak Bluffs, MA 02557
    11 Beach Rd, Oak Bluffs, MA 02557
    11 Beach Rd, Oak Bluffs, MA 02557
    /23

    $1,790,000

    • 2 Beds
    • 1 Bath
    • 600 Sq Ft

    11 Beach Rd, Oak Bluffs, MA 02557

    Oak Bluffs: Waterfront Property at Vineyard Haven Outer Harbor**This is an exceptional opportunity to acquire a stunning white sandy beach property on Vineyard Haven Harbor. This charming Island cottage boasts breathtaking panoramic views of the harbor and sound, showcasing magnificent sunsets each evening over the West Chop Peninsula. You can enjoy the lively boating scene, with yachts from

    Alan Schweikert Ocean Park Realty Inc

    11 Beach Rd, Oak Bluffs, MA 02557
  • 17 Siloam Ave, Oak Bluffs, MA 02557
    17 Siloam Ave, Oak Bluffs, MA 02557
    17 Siloam Ave, Oak Bluffs, MA 02557
    /30

    $829,000

    • 3 Beds
    • 1 Bath
    • 907 Sq Ft

    17 Siloam Ave, Oak Bluffs, MA 02557

    PRISTINE YEAR ROUND COTTAGE RENOVATED THROUGHOUT ~Welcome to 17 Siloam Avenue, a delightful cottage nestled in the historic Martha’s Vineyard Camp Meeting Association, offering spectacular sunset views of Sunset Lake and the distant harbor from its inviting porches. The current owners have cherished this home year-round for 13 years, and it’s easy to see why. This spacious residence features an

    Marilyn Moses Ocean Park Realty Inc

    17 Siloam Ave, Oak Bluffs, MA 02557
  • 9 Moshup Trail, Aquinnah, MA 02535
    9 Moshup Trail, Aquinnah, MA 02535
    9 Moshup Trail, Aquinnah, MA 02535
    /29

    $2,275,000

    • 2 Beds
    • 1.5 Baths
    • 1,176 Sq Ft

    9 Moshup Trail, Aquinnah, MA 02535

    Spectacular property in Aquinnah, featuring a newly installed and town-approved 6-bedroom septic system, ready to support your vision for expansion and renovation.Located on 4.7 acres filled with rolling meadows and stone walls, this property boasts a truly remarkable barn that was transported from Maine, and rebuilt on the Island. The grandfathered-in barn spans approximately 61' by 45' with

    Patrick McCarthy Grace Hagerty Real Estate Inc

    9 Moshup Trail, Aquinnah, MA 02535
  • 16 Atlantic Ave, Oak Bluffs, MA 02557
    16 Atlantic Ave, Oak Bluffs, MA 02557
    16 Atlantic Ave, Oak Bluffs, MA 02557
    /39

    $2,495,000

    • 5 Beds
    • 2.5 Baths
    • 2,577 Sq Ft

    16 Atlantic Ave, Oak Bluffs, MA 02557

    East Chop - Tucked away on a quiet lane just moments from the iconic East Chop Lighthouse and breathtaking bluff views, this timeless retreat invites you to embrace the slower pace of island life. The main residence is a stately four-bedroom, classic summer home, rich in character and nostalgic charm. At the rear of the property, a one-bedroom guest house provides privacy and, perhaps most

    Katherine Donahue Sandpiper Realty Inc

    16 Atlantic Ave, Oak Bluffs, MA 02557

Showing Results 161 - 200, Page 5 of 8

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