334

Dukes County MA Homes for Sale

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  • 96 Manchester Ave, Oak Bluffs, MA 02557
    96 Manchester Ave, Oak Bluffs, MA 02557
    96 Manchester Ave, Oak Bluffs, MA 02557
    /15

    $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
  • 16 Schoolhouse Rd, Edgartown, MA 02539
    16 Schoolhouse Rd, Edgartown, MA 02539
    16 Schoolhouse Rd, Edgartown, MA 02539
    /30

    $1,875,000

    • 4 Beds
    • 2 Baths
    • 1,750 Sq Ft

    16 Schoolhouse Rd, Edgartown, MA 02539

    Vacation Getaway in Edgartown Estates - This sunny and welcoming contemporary home could be yours this summer! With an open layout, vaulted ceilings, and lots of windows and glass doors, the home feels bright and airy. Step outside to a spacious wrap-around deck--great for relaxing or entertaining. Inside, the living, dining, and kitchen areas flow nicely and are just the right size for

    Lesley Heidt Sandpiper Realty Inc

    16 Schoolhouse Rd, Edgartown, MA 02539
  • 6 Wakeman Rd, Chilmark, MA 02535
    6 Wakeman Rd, Chilmark, MA 02535
    6 Wakeman Rd, Chilmark, MA 02535
    /35

    $13,000,000

    • 5 Beds
    • 4.5 Baths
    • 3,758 Sq Ft

    6 Wakeman Rd, Chilmark, MA 02535

    A 1930s-built home that has been remarkably updated to retain its historic charm while incorporating sophisticated and modern amenities. The house overlooks the Chilmark Great Pond and the Atlantic Ocean beyond. The Main House includes 3 bedrooms, 3 beautifully renovated bathrooms, a walk-in closet, a Pantry, a Library/Media room, a full basement, Outdoor showers, and a screened-in porch. The

    Julianna Flanders Flanders Real Estate

    6 Wakeman Rd, Chilmark, MA 02535
  • 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

    $5,295,000

    • 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
  • 19A Locust Ln Unit part of lot 175.1, Aquinnah, MA 02535
    19A Locust Ln Unit part of lot 175.1, Aquinnah, MA 02535
    19A Locust Ln Unit part of lot 175.1, Aquinnah, MA 02535
    /4

    $1,695,000

    • Land
    • 6.19 Acres
    • $273,829 per Acre

    19A Locust Ln Unit part of lot 175.1, Aquinnah, MA 02535

    This private 6.19 acres parcel has been approved for sub-division and not yet recorded. Potential to add acreage. Proposed lot lines and designated building envelope. Lovely rolling topography with mature trees. Septic & Well not installed

    Brenda Galligan Karen M. Overtoom R.E.

    19A Locust Ln Unit part of lot 175.1, Aquinnah, MA 02535
  • 3 Down Harbor Rd, Edgartown, MA 02539
    3 Down Harbor Rd, Edgartown, MA 02539
    3 Down Harbor Rd, Edgartown, MA 02539
    /44

    $3,950,000

    • 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

    $1,800,000

    • 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
  • 5 Scottys Ln, Vineyard Haven, MA 02568
    5 Scottys Ln, Vineyard Haven, MA 02568
    5 Scottys Ln, Vineyard Haven, MA 02568
    /28

    $1,590,000

    • 4 Beds
    • 1.5 Baths
    • 1,592 Sq Ft

    5 Scottys Ln, Vineyard Haven, MA 02568

    NEWLY PRICED WELL BELOW TOWN ASSESSMENT! Attention Developers and Island Lovers! Take note of this rare opportunity in a prime West Tisbury Location priced. This mid-century home with excellent bones fronts on Seth's Pond, a beloved locale perfect for swimming, paddle-boarding, and kayaking. 5 Scotty's Lane has an existing 4-bedroom main house with the first floor and lower walk-out level

    Idalyn Macchia Gilstad Wallace & Co. Sotheby's International Realty

    5 Scottys Ln, Vineyard Haven, MA 02568
  • 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
    /60

    $5,250,000 Open Fri 11:30AM - 12:30PM

    • 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
    /16

    $995,000

    • 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
  • 19BC Locust Ln, Aquinnah, MA 02535
    19BC Locust Ln, Aquinnah, MA 02535
    19BC Locust Ln, Aquinnah, MA 02535
    /40

    $6,395,000

    • 8 Beds
    • 6.5 Baths
    • 6,921 Sq Ft

    19BC Locust Ln, Aquinnah, MA 02535

    This beautifully designed and built home is privately sited on 4.02 acres overlooking a pastoral setting with amazing ocean views and bordered by stone walls. There is also an additional 2.02 acre parcel included with purchase. The spacious entry hall steps into a formal living and dining room with oversized windows that take in the amazing North Shore ocean views, tall ceilings, a field stone

    Brenda Galligan Karen M. Overtoom R.E.

    19BC Locust Ln, 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

    $749,500

    • Land
    • 0.26 Acre
    • $2,859,596 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 with M Duffany Builders 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

    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
  • 501 W Tisbury Rd, Edgartown, MA 02539
    501 W Tisbury Rd, Edgartown, MA 02539
    501 W Tisbury Rd, Edgartown, MA 02539
    /4

    $1,725,000

    • Land
    • 2 Acres
    • $862,500 per Acre

    501 W Tisbury Rd, Edgartown, MA 02539

    Prime 2-acre parcel situated close to the bike path, state forest, Morning Glory Farm and Edgartown village. Per Edgartown BOH, this lot is approved to support a 5-bedroom home with a standard septic system. Additionally, with an advanced treatment system and a variance, the potential exists to expand with one or two extra bedrooms. Enjoy the perfect blend of convenience and tranquility in this

    Stacy Ickes Donnelly + Co.

    501 W Tisbury Rd, Edgartown, MA 02539
  • 501 W Tisbury Rd Unit 2.1, Edgartown, MA 02539
    501 W Tisbury Rd Unit 2.1, Edgartown, MA 02539
    501 W Tisbury Rd Unit 2.1, Edgartown, MA 02539
    /4

    $1,725,000

    • Land
    • 2 Acres
    • $862,500 per Acre

    501 W Tisbury Rd Unit 2.1, Edgartown, MA 02539

    Prime 2-acre parcel situated close to the bike path, state forest, Morning Glory Farm and Edgartown village. Per Edgartown BOH, this lot is approved to support a 5-bedroom home with a standard septic system. Additionally, with an advanced treatment system and a variance, the potential exists to expand with one or two extra bedrooms. Enjoy the perfect blend of convenience and tranquility in this

    Stacy Ickes Donnelly + Co

    501 W Tisbury Rd Unit 2.1, Edgartown, MA 02539
  • 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 Open Sat 11AM - 1PM

    • 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
  • 11 Boylston Dr, Edgartown, MA 02539
    11 Boylston Dr, Edgartown, MA 02539
    11 Boylston Dr, Edgartown, MA 02539
    /4

    $498,000

    • Land
    • 0.55 Acre
    • $905,455 per Acre

    11 Boylston Dr, Edgartown, MA 02539

    A picturesque half-acre lot in the desirable Edgartown neighborhood, perfect for building your Martha's Vineyard home. Bordered by more than 175 acres of pristine conservation land, this property offers peaceful surroundings with easy access to the island's top attractions, including stunning beaches, scenic trails, vast state forests, and public transportation. In accordance with recent

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    11 Boylston Dr, Edgartown, MA 02539
  • 11 Boylston Dr Unit 1.314, Edgartown, MA 02539
    11 Boylston Dr Unit 1.314, Edgartown, MA 02539
    11 Boylston Dr Unit 1.314, Edgartown, MA 02539
    /4

    $498,000

    • Land
    • 0.55 Acre
    • $905,455 per Acre

    11 Boylston Dr Unit 1.314, Edgartown, MA 02539

    A picturesque half-acre lot in the desirable Edgartown neighborhood, perfect for building your Martha's Vineyard home. Bordered by more than 175 acres of pristine conservation land, this property offers peaceful surroundings with easy access to the island’s top attractions, including stunning beaches, scenic trails, vast state forests, and public transportation. In accordance with recent

    Alyssa Halisky Wallace & Co. Sotheby's

    11 Boylston Dr Unit 1.314, Edgartown, MA 02539
  • 50 Lantern Ln, Vineyard Haven, MA 02568
    50 Lantern Ln, Vineyard Haven, MA 02568
    50 Lantern Ln, Vineyard Haven, MA 02568
    /16

    $1,195,000

    • 3 Beds
    • 1.5 Baths
    • 1,040 Sq Ft

    50 Lantern Ln, Vineyard Haven, MA 02568

    Nestled in a quiet enclave on Lantern Lane, this charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and island charm. Located just moments from the heart of Vineyard Haven, you'll enjoy easy access to shops, restaurants, and the ferry. The interior of the home features a bright and welcoming layout with an open living and dining area, hardwood floors, and a private

    Madelyn Silvia Wallace & Co. Sotheby's International Realty

    50 Lantern Ln, Vineyard Haven, MA 02568
  • 104 & 111 Old Herring Creek Rd, West Tisbury, MA 02535
    104 & 111 Old Herring Creek Rd, West Tisbury, MA 02535
    104 & 111 Old Herring Creek Rd, West Tisbury, MA 02535
    /45

    $19,500,000

    • 7 Beds
    • 5.5 Baths
    • 3,344 Sq Ft

    104 & 111 Old Herring Creek Rd, West Tisbury, MA 02535

    This beautiful 2-parcel compound totals 9.5-acre of land and 600 feet of private Vineyard Sound beach. There is a renovated 4-bedroom beach cottage on one of the parcels which includes all modern amenities and offers spectacular views from almost every room. The second parcel has an older 3-bedroom home located high on a ridge. Both parcels offer wonderful walking paths to the sandy beach below.

    Thomas Leclair Landvest MV

    104 & 111 Old Herring Creek Rd, West Tisbury, MA 02535
  • 60 Bartimus Luce Rd, Vineyard Haven, MA 02568
    60 Bartimus Luce Rd, Vineyard Haven, MA 02568
    60 Bartimus Luce Rd, Vineyard Haven, MA 02568
    /32

    $22,950,000

    • 7 Beds
    • 8.5 Baths
    • 8,200 Sq Ft

    60 Bartimus Luce Rd, Vineyard Haven, MA 02568

    This North Shore beachfront estate represents one of the most breathtaking properties in all of New England. The newly built home was created on a 3.3-acre parcel of land, surrounded by specimen trees, rolling grassy meadows and is highly situated on a stable bank overlooking nearly 250 ft of sandy beach. The home, which celebrates and was imagined utilizing the 14 patterns of biophilic design,

    Gerrett Conover Landvest MV

    60 Bartimus Luce Rd, Vineyard Haven, MA 02568
  • 400 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539
    400 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539
    400 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539
    /32

    $950,000

    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft

    400 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539

    Close to downtown Edgartown, yet far enough away to be in a residential location with a nice yard, this home is a must-see! This is a ranch style home with two bedrooms and two bathrooms, plus an office. Open concept for the living, dining and kitchen area with a slider to the back deck. With a few updates and finishing touches, this could transform into your perfect family home. It is being sold

    Kelly Mercier The Agency

    400 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539
  • 35 S Bowl Rd, Chilmark, MA 02535
    35 S Bowl Rd, Chilmark, MA 02535
    35 S Bowl Rd, Chilmark, MA 02535
    /29

    $6,000,000

    • 3 Beds
    • 2 Baths
    • 2,710 Sq Ft

    35 S Bowl Rd, Chilmark, MA 02535

    This exceptionally elegant and tranquil home in Seven Gates Farm combines contemporary architectural design with timeless high-end features for Vineyard casual, nature-inspired living. Extraordinary and rare, this move-in ready three-bedroom home with six-bedroom septic system sits on an oversized 5.3-acre parcel in Chilmark. This thoughtful layout has an easy flow, soothing tones with cypress

    Meg Bodnar Tea Lane Associates

    35 S Bowl Rd, Chilmark, MA 02535
  • 7 Overview Ln, Oak Bluffs, MA 02557
    7 Overview Ln, Oak Bluffs, MA 02557
    7 Overview Ln, Oak Bluffs, MA 02557
    /15

    $5,100,000

    • Land
    • 2.34 Acres
    • $2,179,487 per Acre

    7 Overview Ln, Oak Bluffs, MA 02557

    A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    7 Overview Ln, Oak Bluffs, MA 02557
  • 453 Lighthouse Rd, Aquinnah, MA 02535
    453 Lighthouse Rd, Aquinnah, MA 02535
    453 Lighthouse Rd, Aquinnah, MA 02535
    /39

    $1,669,000

    • 3 Beds
    • 4 Baths
    • 2,308 Sq Ft

    453 Lighthouse Rd, Aquinnah, MA 02535

    Aquinnah Retreat set on a private 1.1-acre lot! This beautiful single-family home was lovingly built and cared for by one family, offering peaceful surroundings and ocean views. Now move-in ready, it's the perfect place for new owners to relax and make it their own. The wrap-around deck provides a scenic spot to enjoy the coastal air. Inside, the kitchen and dining area are filled with natural

    We Close Deals Team Lamacchia Realty, Inc.

    453 Lighthouse Rd, Aquinnah, MA 02535
  • 18 Spruce Gate Rd, Chilmark, MA 02535
    18 Spruce Gate Rd, Chilmark, MA 02535
    18 Spruce Gate Rd, Chilmark, MA 02535
    /52

    $12,500,000

    • 5 Beds
    • 3.5 Baths
    • 3,700 Sq Ft

    18 Spruce Gate Rd, Chilmark, MA 02535

    Welcome to an extraordinary ocean view coastal sanctuary set within the exclusive gates of Squibnocket Farm—a 450+ acre private community with access to over 2 miles of oceanfront, 1.5 miles of pond frontage, and 300+ acres of conservation land. Set on a peaceful, pastoral landscape abutting 17 acres of preserved land, this stately home was designed and built by Soikkeli & Company, one of the

    Alyssa Halisky Wallace & Co. Sotheby's

    18 Spruce Gate Rd, Chilmark, MA 02535

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