140

Edgartown, MA Homes for Sale

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  • 28 Barling Ave, Vineyard Haven, MA 02568
    28 Barling Ave, Vineyard Haven, MA 02568
    28 Barling Ave, Vineyard Haven, MA 02568
    /30

    $999,000

    • 2 Beds
    • 1 Bath
    • 1,232 Sq Ft

    28 Barling Ave, Vineyard Haven, MA 02568

    Oak Bluffs: Home Sweet HomeSituated on over a quarter acre of beautifully landscaped, level grounds with colorful perennial plantings and mature trees, this sun-filled ranch offers a perfect blend of comfort and charm. The open kitchen, dining, and living areas feature cathedral ceilings, classic vertical knotty pine walls, and a cozy brick fireplace. Enjoy a convenient first-floor bedroom

    Alan Schweikert Ocean Park Realty Inc

    28 Barling Ave, Vineyard Haven, MA 02568
  • 27 7th St N, Edgartown, MA 02539
    27 7th St N, Edgartown, MA 02539
    27 7th St N, Edgartown, MA 02539
    /27

    $2,400,000

    • 3 Beds
    • 3.5 Baths
    • 1,884 Sq Ft

    27 7th St N, Edgartown, MA 02539

    27 SEVENTH STREET NORTH, EDGARTOWN offers NEW CONSTRUCTION, with an anticipated completion date in MARCH of 2026; just in time to bring in the 2026 SPRING/SUMMER SEASON! The first floor entry offers an inviting two story foyer which opens to the living room which has a gas fireplace and wall of glass slider doors. Flowing from the living room is the open kitchen area which offers an island with

    Michele Casavant Vineyard Village Realty

    27 7th St N, Edgartown, MA 02539
  • 50 Canonicus Ave, Oak Bluffs, MA 02557
    50 Canonicus Ave, Oak Bluffs, MA 02557
    50 Canonicus Ave, Oak Bluffs, MA 02557
    /22

    $970,000

    • 2 Beds
    • 0.5 Baths
    • 953 Sq Ft

    50 Canonicus Ave, Oak Bluffs, MA 02557

    Rare Opportunity to Be in a Special Location and Neighborhood! Loved by generations, this quintessential Vineyard cottage has been in the same family since its creation in 1900. Step back in time and enjoy easy cottage living of yesteryear with modern updates including newer windows and electrical. Nestled under mature trees and just .3 mile to Inkwell Beach, join this close-knit neighborhood and

    Michele Moore Island Real Estate

    50 Canonicus Ave, Oak Bluffs, MA 02557
  • 9 Maqua Way Unit 107.13, Edgartown, MA 02539
    9 Maqua Way Unit 107.13, Edgartown, MA 02539
    9 Maqua Way Unit 107.13, Edgartown, MA 02539
    /10

    $2,450,000

    • Land
    • 5.37 Acres
    • $456,238 per Acre

    9 Maqua Way Unit 107.13, Edgartown, MA 02539

    Chappaquiddick: Beautiful 5-acre parcel offering private frontage on Katama Bay. The generous-sized lot affords plenty of development flexibility, with the ability to capture the view from nearly any location. Located on Maqua Way, a quiet subdivision just off the paved road, the property is conveniently situated near all the Chappy favorites: beaches, trails, a community center, and Slip Away

    Katie Donahue Sandpiper Realty

    9 Maqua Way Unit 107.13, Edgartown, MA 02539
  • 9 Maqua Way, Edgartown, MA 02539
    9 Maqua Way, Edgartown, MA 02539
    9 Maqua Way, Edgartown, MA 02539
    /9

    $2,450,000

    • Land
    • 5.37 Acres
    • $456,238 per Acre

    9 Maqua Way, Edgartown, MA 02539

    Chappaquiddick: Beautiful 5-acre parcel offering private frontage on Katama Bay. The generous-sized lot affords plenty of development flexibility, with the ability to capture the view from nearly any location. Located on Maqua Way, a quiet subdivision just off the paved road, the property is conveniently situated near all the Chappy favorites: beaches, trails, a community center, and Slip Away

    Katherine Donahue Sandpiper Realty Inc

    9 Maqua Way, Edgartown, MA 02539
  • 8 Old Purchase Way, Edgartown, MA 02539
    8 Old Purchase Way, Edgartown, MA 02539
    8 Old Purchase Way, Edgartown, MA 02539
    /24

    $2,150,000

    • 4 Beds
    • 2.5 Baths
    • 2,547 Sq Ft

    8 Old Purchase Way, Edgartown, MA 02539

    Private, yet close to town. Located at the end of a paved road on a cul-de-sac that abuts 25 acres of conservation land. Enjoy miles of walking/bike trails and ancient roads just out the door. The first floor has an open floor plan with comfortable living / dining area / kitchen areas. There is also a first-floor bedroom/office, new sun room and 1/2 bathroom. Upstairs, there is a large primary

    Tjark Aldeborgh eXp Realty, LLC

    8 Old Purchase Way, Edgartown, MA 02539
  • 5 Candle Maker Cir Unit 1.331, Edgartown, MA 02539
    5 Candle Maker Cir Unit 1.331, Edgartown, MA 02539
    5 Candle Maker Cir Unit 1.331, Edgartown, MA 02539
    /4

    $445,000

    • Land
    • 0.56 Acre
    • $794,643 per Acre

    5 Candle Maker Cir Unit 1.331, Edgartown, MA 02539

    Located on a quiet cul-de-sac in a private Edgartown neighborhood, this half-acre parcel offers the perfect setting for your Martha's Vineyard home. Centrally located, the property provides easy access to the bike path and State Forest walking trails. With the recent Massachusetts Affordable Homes Act, this lot is now buildable and will include an approved 3-bedroom septic plan. The site allows

    Alyssa Halisky Wallace & Co. Sotheby's

    5 Candle Maker Cir Unit 1.331, Edgartown, MA 02539
  • 8 Court St, Edgartown, MA 02539
    8 Court St, Edgartown, MA 02539
    8 Court St, Edgartown, MA 02539
    /18

    $1,500,000

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft

    8 Court St, Edgartown, MA 02539

    Nestled in Katama, this vacation home offers easy access to South Beach, Edgartown Great Pond/Wilson's Landing, and Edgartown Village. The property includes three bedrooms, two baths, a cozy living room with a fireplace, a kitchen, and a sunroom/dining area--ready for your personal touch. An excellent opportunity for a relaxed Island lifestyle, second home, or vacation rental.

    Emma Kennedy Sandpiper Realty Inc

    8 Court St, Edgartown, MA 02539
  • 52 S Summer St, Edgartown, MA 02539
    52 S Summer St, Edgartown, MA 02539
    52 S Summer St, Edgartown, MA 02539
    /51

    $9,795,000

    • 6 Beds
    • 7 Baths
    • 6,135 Sq Ft

    52 S Summer St, Edgartown, MA 02539

    The historic Captain Ellsworth West House is a landmark property in the very heart of downtown Edgartown, offering an extraordinary combination of history, charm, and modern luxury. Just steps from Edgartown’s celebrated restaurants, galleries, shops, and harbor, this rare estate provides both the convenience of in-town living and the privacy of a graciously designed compound. The main residence

    Alyssa Halisky Wallace & Co. Sotheby's

    52 S Summer St, Edgartown, MA 02539
  • 19 Katama Dr, Edgartown, MA 02539
    19 Katama Dr, Edgartown, MA 02539
    19 Katama Dr, Edgartown, MA 02539
    /17

    $1,950,000

    • 3 Beds
    • 1.5 Baths
    • 1,984 Sq Ft

    19 Katama Dr, Edgartown, MA 02539

    Just over a mile from South Beach, this inviting Katama retreat is a perfect getaway. This sunlit home offers three bedrooms, one and half baths. Set on a landscaped 3/4-acre lot with pastoral views and peeks of the Ocean from the upper-level deck, the property features a wraparound deck for barbecues and a spacious backyard for games or stargazing. Conveniently close to Edgartown Village, the

    Emma Kennedy Sandpiper Realty Inc

    19 Katama Dr, Edgartown, MA 02539
  • 10 Duende Ln, Edgartown, MA 02539
    10 Duende Ln, Edgartown, MA 02539
    10 Duende Ln, Edgartown, MA 02539
    /21

    $1,950,000

    • 3 Beds
    • 2 Baths
    • 2,237 Sq Ft

    10 Duende Ln, Edgartown, MA 02539

    Experience the quintessential Martha's Vineyard lifestyle at this charming residence perfectly nestled in a private yet convenient Katama location. This inviting 3-bedroom plus loft, 2-bathroom home is situated on a .52-acre lot, providing ample privacy and outdoor enjoyment. Step inside the light-filled interior featuring multiple windows and skylights that invite the sunshine in. Convenience is

    Idalyn Macchia Gilstad Wallace & Co. Sotheby's

    10 Duende Ln, Edgartown, MA 02539
  • 36 Smith Hollow Dr, Edgartown, MA 02539
    36 Smith Hollow Dr, Edgartown, MA 02539
    36 Smith Hollow Dr, Edgartown, MA 02539
    /40

    $1,985,000

    • 6 Beds
    • 2.5 Baths
    • 2,836 Sq Ft

    36 Smith Hollow Dr, Edgartown, MA 02539

    Tucked away behind association common land, this year-round compound offers the perfect blend of privacy, space, and flexibility. The post-and-beam main house features four bedrooms and combines timeless character with functional design, ideal for everyday living or seasonal enjoyment. A separate two-bedroom guest house with a welcoming farmer's porch is thoughtfully sited to ensure privacy and

    Katherine Donahue Sandpiper Realty Inc

    36 Smith Hollow Dr, Edgartown, MA 02539
  • 48 Edgartown - West Tisbury Rd, Edgartown, MA 02539
    48 Edgartown - West Tisbury Rd, Edgartown, MA 02539
    48 Edgartown - West Tisbury Rd, Edgartown, MA 02539
    /9

    $1,350,000

    • 3 Beds
    • 3 Baths
    • 1,959 Sq Ft

    48 Edgartown - West Tisbury Rd, Edgartown, MA 02539

    This rare multi-family residence offers a unique investment opportunity or the perfect island retreat. Whether you're looking to generate rental income, host guests, or settle into island life, this 3-bedroom, 3-bathroom property checks all the boxes. With numerous bonus spaces, off-street parking, a cozy backyard, and expansion potential (pending town approval), this is a truly exceptional

    Mavis Francis eXp Realty

    48 Edgartown - West Tisbury Rd, Edgartown, MA 02539
  • 48 W Tisbury Rd, Edgartown, MA 02539
    48 W Tisbury Rd, Edgartown, MA 02539
    48 W Tisbury Rd, Edgartown, MA 02539
    /8

    $1,350,000

    • 3 Beds
    • 3 Baths
    • 1,959 Sq Ft

    48 W Tisbury Rd, Edgartown, MA 02539

    This rare multi-family residence offers a unique investment opportunity or the perfect island retreat. Whether you're looking to generate rental income, host guests, or settle into island life, this 3 bedrooms, 3 bathrooms property checks all the boxes. With lots of bonus spaces, off-street parking, a cozy backyard, and expansion potential (pending town approval) this is a truly exceptional find.

    Mavis Francis eXp Realty

    48 W Tisbury Rd, Edgartown, MA 02539
  • 24 Katama Bay View Rd, Edgartown, MA 02539
    24 Katama Bay View Rd, Edgartown, MA 02539
    24 Katama Bay View Rd, Edgartown, MA 02539
    /26

    $8,500,000

    • 4 Beds
    • 6 Baths
    • 3,497 Sq Ft

    24 Katama Bay View Rd, Edgartown, MA 02539

    This classic New England waterview home is a true masterpiece of modern living. Nestled on a spacious and meticulously landscaped lot in Katama, this property offers the perfect blend of elegance, comfort, and convenience. The main house features three spacious and beautifully appointed bedrooms, each designed for relaxation and comfort. From the primary suite to the guest bedrooms, every room

    Tom Wallace Wallace & Co. Sotheby's International Realty

    24 Katama Bay View Rd, Edgartown, MA 02539
  • 15 Night Heron Rd, Edgartown, MA 02539
    15 Night Heron Rd, Edgartown, MA 02539
    15 Night Heron Rd, Edgartown, MA 02539
    /76

    $2,345,000

    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    15 Night Heron Rd, Edgartown, MA 02539

    KATAMA - NEWLY RENOVATED! This Quintessential Martha’s Vineyard saltbox blends timeless island character with wonderful thoughtful updates, having been recently renovated. Set in a quiet location, Island Grove, one of the most popular locations in Edgartown, you're just a short drive to Wilson's Landing, South Beach and downtown Edgartown, an ideal location for summer escapes, year-round living,

    Alisan Lohan-Conway Alisan Lohan-Conway Properties

    15 Night Heron Rd, Edgartown, MA 02539
  • 3 Jacob's Neck Rd Unit 2, Edgartown, MA 02539
    3 Jacob's Neck Rd Unit 2, Edgartown, MA 02539
    3 Jacob's Neck Rd Unit 2, Edgartown, MA 02539
    /14

    $4,950,000

    • Land
    • 14.4 Acres
    • $343,750 per Acre

    3 Jacob's Neck Rd Unit 2, Edgartown, MA 02539

    Build your dream home or homes on a special two lot 14+ acre private wooded property surrounding a beautiful 4.5 acre meadow in the grand Boldwater Association (BWA) on the glorious Edgartown Great Pond with approx. 3,000 ft of private barrier beach. BWA is 40 homesites on 450 acres with 150 acres of conservation abutting another 1,500 acres of conservation and a few large estates - all

    Robert Kenney Tea Lane Associates

    3 Jacob's Neck Rd Unit 2, Edgartown, MA 02539
  • 58 Road To the Plains, Edgartown, MA 02539
    58 Road To the Plains, Edgartown, MA 02539
    58 Road To the Plains, Edgartown, MA 02539
    /42

    $1,750,000

    • 4 Beds
    • 2 Baths
    • 1,342 Sq Ft

    58 Road To the Plains, Edgartown, MA 02539

    KATAMA BEACH HOUSE - This turnkey Katama retreat blends coastal charm with modern comfort, offering a rare combination of location, amenities, and style. A 19-foot heated swim spa with current, and beautiful wooden deck, lets you swim year-round or unwind in the attached Jacuzzi. The property comes fully furnished, making it an effortless purchase, and boasts a strong rental history for

    Dawn Bellante Sandpiper Realty Inc

    58 Road To the Plains, Edgartown, MA 02539
  • 67 12th St S, Edgartown, MA 02539
    67 12th St S, Edgartown, MA 02539
    67 12th St S, Edgartown, MA 02539
    /24

    $979,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    67 12th St S, Edgartown, MA 02539

    This ranch style 3 bedroom home centrally located in a quiet neighborhood is close to the bike path with easy access to town and beaches. Sited on a 12,000 square foot parcel with a spacious privately enclosed yard and mature gardens. First floor includes an efficient galley kitchen with a quaint dining area. The living room leads out to a cozy front porch. There is also a spacious side deck that

    Brenda Galligan Karen M. Overtoom R.E.

    67 12th St S, Edgartown, MA 02539
  • 1 Saddle Club Rd, Edgartown, MA 02539
    1 Saddle Club Rd, Edgartown, MA 02539
    1 Saddle Club Rd, Edgartown, MA 02539
    /41

    $1,475,000

    • 3 Beds
    • 2.5 Baths
    • 1,822 Sq Ft

    1 Saddle Club Rd, Edgartown, MA 02539

    Welcome to your perfect island retreat in the heart of Edgartown conveniently located in a quiet neighborhood off of Edgartown West Tisbury Road. This charming 3-bedroom, 2.5 bathroom home offers the ideal blend of comfort, and functionality. Nestled on a quiet street, the property features an oversized two-car garage--perfect for storing vehicles, bikes, and beach gear, or even setting up a

    Madelyn Silvia Wallace & Co. Sotheby's International Realty

    1 Saddle Club Rd, Edgartown, MA 02539
  • 42 Deacon Vincent Way, Edgartown, MA 02539
    42 Deacon Vincent Way, Edgartown, MA 02539
    42 Deacon Vincent Way, Edgartown, MA 02539
    /30

    $2,490,000

    • 3 Beds
    • 4 Baths
    • 2,830 Sq Ft

    42 Deacon Vincent Way, Edgartown, MA 02539

    Katama ~ Turnkey Retreat in Edgartown Estates. Located on a quiet, paved road in sought-after Edgartown Estates, this meticulously maintained home offers the perfect blend of privacy, space, and convenience. Ideally positioned equidistant to South Beach and downtown Edgartown, and just moments from the bike path. The home features a bright vaulted-ceiling living room with a gas fireplace and an

    Stephanie Roache Donnelly + Co.

    42 Deacon Vincent Way, Edgartown, MA 02539
  • 8 Paddock Rd, Oak Bluffs, MA 02557
    8 Paddock Rd, Oak Bluffs, MA 02557
    8 Paddock Rd, Oak Bluffs, MA 02557
    /47

    $5,450,000

    • 4 Beds
    • 5.5 Baths
    • 3,300 Sq Ft

    8 Paddock Rd, Oak Bluffs, MA 02557

    Refined Vineyard Living in The Preserve - Set gracefully on a knoll with sweeping views of a tranquil pond and surrounding grasslands, this beautiful residence offers a masterful blend of traditional coastal architecture and modern luxury. Located in the prestigious enclave of The Preserve, this sprawling home is designed for effortless elegance, privacy, and indoor-outdoor living.At the heart of

    Lesley Heidt Sandpiper Realty Inc

    8 Paddock Rd, Oak Bluffs, MA 02557
  • 6 Janes Cove Rd, Edgartown, MA 02539
    6 Janes Cove Rd, Edgartown, MA 02539
    6 Janes Cove Rd, Edgartown, MA 02539
    /77

    $8,250,000

    • 6 Beds
    • 6.5 Baths
    • 6,927 Sq Ft

    6 Janes Cove Rd, Edgartown, MA 02539

    Waterfront on Edgartown Great Pond, this newly-renovated Coastal Colonial is set on a very private 9.2 acre lot on Janes Cove. You know you are somewhere very special the moment you enter through the gates. As you travel along the cobblestone lined driveway flanked by lush lawns, the gorgeous home rises before you. Stunning the day it was originally completed, it has now been completely renovated

    Mark Jenkins Wallace & Co. Sotheby's

    6 Janes Cove Rd, Edgartown, MA 02539
  • 60 -R Carol Ln, Oak Bluffs, MA 02557
    60 -R Carol Ln, Oak Bluffs, MA 02557
    60 -R Carol Ln, Oak Bluffs, MA 02557
    /15

    $799,000

    • 2 Beds
    • 1 Bath
    • 624 Sq Ft

    60 -R Carol Ln, Oak Bluffs, MA 02557

    Charming Ranch-Style Cottage nestled on an 8,438 sq ft lot, this cozy ranch-style cottage offers easy, single-story living, ideal for those seeking the simplicity and charm of island life. The bright and open-concept kitchen and living area features a breakfast bar, creating a warm and welcoming space for everyday living or entertaining. The home includes two comfortable bedrooms and one full

    Sheila Morse Island Real Estate

    60 -R Carol Ln, Oak Bluffs, MA 02557
  • 7 Upper Meadow Ln, Oak Bluffs, MA 02557
    7 Upper Meadow Ln, Oak Bluffs, MA 02557
    7 Upper Meadow Ln, Oak Bluffs, MA 02557
    /26

    $1,850,000

    • 4 Beds
    • 2.5 Baths
    • 3,268 Sq Ft

    7 Upper Meadow Ln, Oak Bluffs, MA 02557

    Meadowview Farms - Tucked at the end of a quiet cul-de-sac, this spacious Colonial offers more than 3,200 square feet of comfortable living space. This home is ideal for those who love to host lively gatherings while providing ample accommodations. Inside, you’ll find four well-sized bedrooms and two and a half baths, including a generous primary suite with double walk-in closets and a private

    Lesley Heidt Sandpiper Realty

    7 Upper Meadow Ln, Oak Bluffs, MA 02557
  • 170 Barnes Rd, Oak Bluffs, MA 02557
    170 Barnes Rd, Oak Bluffs, MA 02557
    170 Barnes Rd, Oak Bluffs, MA 02557
    /28

    $1,325,000

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    170 Barnes Rd, Oak Bluffs, MA 02557

    Calling water and boating enthusiasts. Solid Cape-style home one block from Sailing Camp Park, water access to the Lagoon and one mile to all the excitement that downtown Oak Bluffs has to offer. The first floor offers a spacious eat in kitchen that is open to the dining room. A full bathroom with laundry, a den with French-doors that leads to the living room with a slider opening out to the back

    Christine Rose Martha's Vineyard Island-Wide Realty

    170 Barnes Rd, Oak Bluffs, MA 02557
  • 37 Double Ox Rd, Oak Bluffs, MA 02557
    37 Double Ox Rd, Oak Bluffs, MA 02557
    37 Double Ox Rd, Oak Bluffs, MA 02557
    /8

    $599,000

    • Land
    • 0.29 Acre
    • $2,065,517 per Acre

    37 Double Ox Rd, Oak Bluffs, MA 02557

    This is your opportunity to get in on the ground floor of Lagoon Ridge, a stunning, new development. Several homes are already in place. This beautiful, wooded Lot is located down meandering, newly paved roads, just .4 mile from Barnes Road and the Lagoon. For the outdoor enthusiast, walk and ride the numerous hiking and biking trails that traverse the abutting conservation lands. All utility

    Lynn Buder Sandpiper Realty Inc

    37 Double Ox Rd, Oak Bluffs, MA 02557
  • 37 Double Ox Rd Unit 44, Oak Bluffs, MA 02557
    37 Double Ox Rd Unit 44, Oak Bluffs, MA 02557
    37 Double Ox Rd Unit 44, Oak Bluffs, MA 02557
    /9

    $599,000

    • Land
    • 0.29 Acre
    • $2,038,802 per Acre

    37 Double Ox Rd Unit 44, Oak Bluffs, MA 02557

    This is your opportunity to get in on the ground floor of what will be a stunning, new development --- Lagoon Ridge. Several homes are already in place. This beautiful, wooded parcel is located down meandering, newly paved roads, just .4 mile from Barnes Road and the Lagoon. For the outdoor enthusiast, walk and ride the numerous hiking and biking trails that traverse the abutting conservation

    Lynn Buder Sandpiper Realty

    37 Double Ox Rd Unit 44, Oak Bluffs, MA 02557
  • 400 Barnes Rd, Vineyard Haven, MA 02568
    400 Barnes Rd, Vineyard Haven, MA 02568
    400 Barnes Rd, Vineyard Haven, MA 02568
    /45

    $6,395,000

    • 6 Beds
    • 5.5 Baths
    • 7,000 Sq Ft

    400 Barnes Rd, Vineyard Haven, MA 02568

    Experience the quiet elegance of this rare Asian-inspired contemporary estate set on 2.42 acres in a prime Oak Bluffs location. Tucked behind a long private drive and surrounded by 234 acres of Southern Woodlands conservation land offering biking and hiking, this expansive property offers unparalleled privacy just minutes from Featherstone Center for the Arts, Farm Neck Golf Club and the island’s

    Jennifer DaSilva Compass | Point B

    400 Barnes Rd, Vineyard Haven, MA 02568
  • 5 Atlantic Dr Unit 5.2, Edgartown, MA 02539
    5 Atlantic Dr Unit 5.2, Edgartown, MA 02539
    5 Atlantic Dr Unit 5.2, Edgartown, MA 02539
    /13

    $6,750,000

    • Land
    • 2.11 Acres
    • $3,199,052 per Acre

    5 Atlantic Dr Unit 5.2, Edgartown, MA 02539

    Located in one of Katama’s most coveted neighborhoods, this 2.11-acre parcel offers stunning ocean views and a direct path to South Beach. Surrounded by high-end homes and just minutes from Edgartown Village, it’s an ideal setting for a custom-built retreat with room for a four bedroom residence with pool and views over the dunes. A rare opportunity to own in this prestigious coastal enclave.

    Deb Levin Studio Realty

    5 Atlantic Dr Unit 5.2, Edgartown, MA 02539
  • 108 Bay View, Edgartown, MA 02539
    108 Bay View, Edgartown, MA 02539
    108 Bay View, Edgartown, MA 02539
    /26

    $1,700,000

    • Land
    • 0.96 Acre
    • $1,770,833 per Acre

    108 Bay View, Edgartown, MA 02539

    Enchanting 2-bed waterfront cottage in Edgartown's coveted Chappaquiddick neighborhood, Martha's Vineyard. Exuding coastal charm, it features old boat masts as columns, decor from washed-up treasures, and a historic silo from Sweetened Water Farm, rebuilt as a unique bedroom wing. The silo hosts a cozy bedroom on the first level and a second bedroom on the upper level, offering breathtaking

    Derick Freitas Amaral & Associates RE

    108 Bay View, Edgartown, MA 02539
  • 108 Bay View Ave, Edgartown, MA 02539
    108 Bay View Ave, Edgartown, MA 02539
    108 Bay View Ave, Edgartown, MA 02539
    /26

    $1,700,000

    • 2 Beds
    • 0.5 Baths
    • 601 Sq Ft

    108 Bay View Ave, Edgartown, MA 02539

    Enchanting 2-bed waterfront cottage in Edgartown's coveted Chappaquiddick neighborhood, Martha's Vineyard. Exuding coastal charm, it features old boat masts as columns, decor from washed-up treasures, and a historic silo from Sweetened Water Farm, rebuilt as a unique bedroom wing. The silo hosts a cozy bedroom on the first level and a second bedroom on the upper level, offering breathtaking

    Derick Freitas Amaral & Associates Real Estate

    108 Bay View Ave, Edgartown, MA 02539
  • 111 Charles Neck Way, Vineyard Haven, MA 02568
    111 Charles Neck Way, Vineyard Haven, MA 02568
    111 Charles Neck Way, Vineyard Haven, MA 02568
    /43

    $1,599,000

    • 3 Beds
    • 2 Baths
    • 1,562 Sq Ft

    111 Charles Neck Way, Vineyard Haven, MA 02568

    Tucked away on 1.6 wooded acres in West Tisbury, this classic Cape-style home offers both privacy and convenience, with easy access to the charm of Up-Island and the amenities of Down-Island. Located on a paved road near Long Point Beach, it also includes coveted access to Lambert’s Cove Beach.The bright, open interior features a living and dining area with a wood-burning fireplace, a kitchen

    Emma Kennedy Sandpiper Realty

    111 Charles Neck Way, Vineyard Haven, MA 02568
  • 15 Tamarack Ln, Oak Bluffs, MA 02557
    15 Tamarack Ln, Oak Bluffs, MA 02557
    15 Tamarack Ln, Oak Bluffs, MA 02557
    /43

    $4,999,000

    • 6 Beds
    • 5.5 Baths
    • 3,214 Sq Ft

    15 Tamarack Ln, Oak Bluffs, MA 02557

    FARM NECK: The original 1780 Farm House was tastefully restored in 1985 to honor the land and legacy of Farm Neck. This serene 3.7 acre oasis of rolling greenery with a variety of mature trees and lots of natural privacy has an up Island feel with the down Island convenience to fine dining, shopping, ferry, airport, bike paths and includes Stockholder Membership in the popular Farm Neck Golf

    Michael Schweikert Ocean Park Realty, Inc.

    15 Tamarack Ln, Oak Bluffs, MA 02557
  • 63 Saddle Club Rd, Edgartown, MA 02539
    63 Saddle Club Rd, Edgartown, MA 02539
    63 Saddle Club Rd, Edgartown, MA 02539
    /30

    $1,550,000

    • 4 Beds
    • 2.5 Baths
    • 2,291 Sq Ft

    63 Saddle Club Rd, Edgartown, MA 02539

    Welcoming and Picturesque from outside to inside! Thru the door, into the entryway you immediately sense comfort and well-being in this beautifully cared for 4-bedroom home. Open floor plan stars a chef’s kitchen outfitted with premium luxury appliances, granite counters, and loads of cabinets along with a dining area perfect for family and friend gatherings. Family room, along with a first-floor

    Martha Smith C McManus Realty Group

    63 Saddle Club Rd, Edgartown, MA 02539
  • 2 Farmers Rd, Edgartown, MA 02539
    2 Farmers Rd, Edgartown, MA 02539
    2 Farmers Rd, Edgartown, MA 02539
    /27

    $1,900,000

    • 4 Beds
    • 4 Baths
    • 2,202 Sq Ft

    2 Farmers Rd, Edgartown, MA 02539

    This house and guesthouse combination are situated in a very special location. Located equidistant between town and South Beach. The neighboring properties are quite impressive. Across the lane is over 28 acres of Edgartown Conservation Commission land. The property currently has two dwellings, a three bedroom main house and a one bedroom guesthouse. A separate toolshed has an additional finished

    Neal Stiller Cronigs Real Estate

    2 Farmers Rd, Edgartown, MA 02539
  • 0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568
    0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568
    0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568
    /4

    $625,000

    • Land
    • 0.34 Acre
    • $1,815,277 per Acre

    0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568

    Oak Bluffs Buildable Lot – Prime Location. This flat 2-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot presents an excellent opportunity to become part of a growing community in Oak Bluffs. According to the

    Andrew McElhinney Compass LLC

    0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568
  • 0-B California Ave Unit Part lot 79, Oak Bluffs, MA 02568
    0-B California Ave Unit Part lot 79, Oak Bluffs, MA 02568
    0-B California Ave Unit Part lot 79, Oak Bluffs, MA 02568
    /4

    $675,000

    • Land
    • 0.23 Acre
    • $2,941,176 per Acre

    0-B California Ave Unit Part lot 79, Oak Bluffs, MA 02568

    Oak Bluffs Buildable Lot – Prime LocationThis flat 3-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot presents an excellent opportunity to become part of a growing community in Oak Bluffs. According to

    Andrew McElhinney Compass LLC

    0-B California Ave Unit Part lot 79, Oak Bluffs, MA 02568
  • 4 Canonicus Ave, Oak Bluffs, MA 02557
    4 Canonicus Ave, Oak Bluffs, MA 02557
    4 Canonicus Ave, Oak Bluffs, MA 02557
    /39

    $5,325,000

    • 6 Beds
    • 4 Baths
    • 2,890 Sq Ft

    4 Canonicus Ave, Oak Bluffs, MA 02557

    With a striking presence overlooking Nantucket Sound and just moments from the vibrant pulse of downtown, this distinctive compound is infused with a laid-back West Coast spirit while honoring the vintage charm of Oak Bluffs. Airy and effortlessly elegant, the four-bedroom main house has been masterfully updated, introducing refined, contemporary comforts, designed for every season. Tucked to the

    Katherine Donahue Sandpiper Realty Inc

    4 Canonicus Ave, Oak Bluffs, MA 02557
  • 21 Clay Pit Rd, Edgartown, MA 02539
    21 Clay Pit Rd, Edgartown, MA 02539
    21 Clay Pit Rd, Edgartown, MA 02539
    /20

    $850,000

    • 2 Beds
    • 1 Bath
    • 834 Sq Ft

    21 Clay Pit Rd, Edgartown, MA 02539

    EDGARTOWN COTTAGE ON A COUNTRY LANE - Nestled on a spacious .56-acre lot in the Lily Pond District, this charming 2-bedroom, 1-bath cottage offers a rare opportunity to create your own Island haven. Renovate or build to suit just a short distance from all that Edgartown village has to offer — shops, restaurants, harbor, and beaches — you’ll enjoy both privacy and convenience in one of the

    Leslie C. Floyd Portfolio Real Estate, Inc.

    21 Clay Pit Rd, Edgartown, MA 02539

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