Martha's Vineyard, MA Homes for Sale

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  /23

  $4,288,000

  • 7 Beds
  • 3.5 Baths
  • 2,461 Sq Ft

  69 School St, Edgartown, MA 02539

  Located in the heart of Edgartown Village, this circa 1840 Greek Revival residence offers a rare opportunity to own a piece of island history on a coveted block. The property features a total of seven bedrooms across the main house and carriage house, making it a superb destination for family and guests. The main house features wide plank hardwood flooring and bright and sunny spaces with five

  Peyton Wallace Studio Realty

  69 School St, Edgartown, MA 02539
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  /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
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  /7

  $400,000

  • Land
  • 0.2 Acre
  • $2,000,000 per Acre

  99 Cygnet Way Unit 103, Chilmark, MA 02535

  Escape the crowds at Lucy Vincent and Squibnocket and take advantage of this very rare opportunity to own a private, 17 member, Atlantic Ocean beach lot at Thumb Cove (abuts Hancock Beach). Included in the sale of this property is a deeded .2 acres of sandy beach, a deeded parking spot at Chilmark Pond and the right to launch boats from a dock in the pond. Sail, kayak, row, swim(!) or motor

  Russell Maloney Russell Maloney Real Estate

  99 Cygnet Way Unit 103, Chilmark, MA 02535
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  /27

  $5,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,018 Sq Ft

  9 Fowler Ave, Edgartown, MA 02539

  Edgartown Waterfront - Classic New England architecture meets the timeless allure of Martha’s Vineyard. This exceptional waterfront estate is set on the edge of Sengekontacket Pond, offering a sandy shoreline, panoramic water views, and a private mooring — the perfect setting for boating, paddle boarding, fishing, and clamming.A gated entrance opens to a beautifully landscaped property

  Andrew McElhinney Compass LLC

  9 Fowler Ave, Edgartown, MA 02539
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  /31

  $999,999

  • 2 Beds
  • 2 Baths
  • 1,078 Sq Ft

  26 Hampson Ave, Oak Bluffs, MA 02557

  Location, Location, Location! This unique property on the beautiful island of Martha's Vineyard presents an incredible opportunity for the buyer with vision to complete and personalize a home full of potential. The original residence, built in 1920, offers 2 bedrooms and 1 bath and has been expanded with a substantial newer addition, creating increased living space and a finished garage area

  Rene Ben David Ocean Park Realty, Inc.

  26 Hampson Ave, Oak Bluffs, MA 02557
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  /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
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  /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
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  /21

  $1,199,000

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  9 Bayview Ave, Oak Bluffs, MA 02568

  Oak Bluffs Charmer – Welcome to 9 Bayview Avenue, a 3-bedroom, 2-bath home tucked away on a quiet road in Oak Bluffs. Sited on a level 10,050 sq. ft. lot, this property offers 1,428 sq. ft. of light-filled living space. The main level features a spacious living room, kitchen, and dining area, along with a first-floor bedroom and full bath. Upstairs, two comfortable bedrooms share a full bathroom,

  Andrew McElhinney Compass LLC

  9 Bayview Ave, Oak Bluffs, MA 02568
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  /6

  $1,595,000

  • Land
  • 3.2 Acres
  • $498,438 per Acre

  9 Beach Pebble Rd, Vineyard Haven, MA 02568

  Vacant land in West Tisbury's Makonikey Community with access to the beautiful Lower Makonikey Association beach. This rare offering spans over 3 acres, with a 1.4-acre area providing the ideal location for a substantial residence in keeping with the distinguished homes that define this exclusive neighborhood. This property presents a unique opportunity to create an exceptional island retreat.

  Cassie Bradley Wallace & Co. Sotheby's International Realty

  9 Beach Pebble Rd, Vineyard Haven, MA 02568
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  /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
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  /42

  $2,150,000 Open Tue 12PM - 1PM

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  33 Lagoon Pond Rd, Vineyard Haven, MA 02568

  Brand new construction in the heart of downtown Vineyard Haven! This pristine and thoughtfully designed 3-bedroom, 3-bathroom home offers modern downtown living just steps away from the ferry terminal, restaurants, shops and all that Vineyard Haven has to offer. Where luxury meets sophisticated coastal charm complete with an open floor plan, luxury kitchen featuring quartz countertops, custom

  Madelyn Silvia Wallace & Co. Sotheby's International Realty

  33 Lagoon Pond Rd, Vineyard Haven, MA 02568
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  /46

  $2,150,000

  • 3 Beds
  • 2.5 Baths
  • 1,902 Sq Ft

  81 Leland Ave, Vineyard Haven, MA 02568

  Close to town with exceptional indoor / outdoor flow & privacy.Consider this beautifully designed home just minutes from town. The first floor features a bright, open kitchen + dining area flowing into a welcoming living room with a fireplace. From there, step onto a spacious deck—ideal for al fresco dining and lounging—complete with direct access to a hot tub and nearby outdoor shower for

  Jill Napior Tea Lane Associates

  81 Leland Ave, Vineyard Haven, MA 02568
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  /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
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  /24

  $649,000

  • 2 Beds
  • 1 Bath
  • 754 Sq Ft

  124 Skiff Ave Unit C-10, Vineyard Haven, MA 02568

  This could be the best location in the Causeway Harborview Association with view of the pool and away from the busy road of Skiff Ave. Known for it's easy and close access to ferry, shops, and restaurants in Vineyard haven. With a king bed in one bedroom and the Queen bed with twin bunk on top allows for easy sleeping of 5 people. Living room has tile floors along with pergola floor in

  Jim Joyce Carroll & Vincent R.E.

  124 Skiff Ave Unit C-10, Vineyard Haven, MA 02568
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  /27

  $1,800,000

  • 3 Beds
  • 3 Baths
  • 2,293 Sq Ft

  10 Trotters Ln, West Tisbury, MA 02575

  Centrally located and surrounded by lush landscaping, this inviting cape offers three bedrooms and three full baths. Warm, mellow wood floors, tiled bathrooms and a spacious living area anchored by a cozy fireplace. The full basement provides ample storage or expansion potential, while a versatile bonus room on the second level is perfect as an art studio, home office or guest overflow.

  Rebecca V Conroy Conroy & Company R.E., Inc.

  10 Trotters Ln, West Tisbury, MA 02575
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  /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
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  /137

  $4,175,000

  • 6 Beds
  • 3.5 Baths
  • 3,397 Sq Ft

  19 Kitts Field Cir, Edgartown, MA 02539

  Old World Vineyard Charm Meets Modern Katama Living. Welcome to this beautifully crafted Katama family compound, a private, thoughtfully designed estate offering timeless elegance and exceptional amenities. Nestled near Edgartown Village, this stunning property includes a four-bedroom main residence with three levels of living space, a charming two-bedroom guest house, pool house, pool, spa,

  Michele Casavant Vineyard Village Realty

  19 Kitts Field Cir, Edgartown, MA 02539
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  /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
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  /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
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  /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
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  /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
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  /42

  $4,695,000

  • 5 Beds
  • 5.5 Baths
  • 4,003 Sq Ft

  97 Longview Rd, Vineyard Haven, MA 02568

  This beautifully designed post-and-beam home features stunning views of the Vineyard Sound, Elizabeth Islands, and unforgettable sunsets. Surrounded by beautiful stone walls, sited on 2.2 acres, this serene property offers luxury and comfort, exuding tranquility and timeless charm. The main home spans three spacious levels with generous decks ideal for outdoor living and entertaining. The upper

  Stephanie Roache Donnelly + Co.

  97 Longview Rd, Vineyard Haven, MA 02568
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  /31

  $1,150,000

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  73 & 0 Old Country Ln, Vineyard Haven, MA 02568

  Charming 2-bedroom, 1-bath ranch house in Vineyard Haven, in town—just minutes from shops, restaurants, and schools. This well-maintained property offers a functional layout with a bright living area, a cozy kitchen overlooking the backyard, two comfortable bedrooms, and a full bathroom. The house has a full basement with ample room for storage and projects. This home is situated on two lots,

  Julianna Flanders Flanders Real Estate

  73 & 0 Old Country Ln, Vineyard Haven, MA 02568
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  /48

  $1,595,000

  • 5 Beds
  • 4 Baths
  • 2,516 Sq Ft

  651 State Rd, Vineyard Haven, MA 02568

  Fabulous multi-building compound offered in West Tisbury. Well maintained main house dating to 1880 has many features common to classic older homes but has been updated to provide comfort and year-round livability. Bright and cozy there are lots of rooms and spaces to provide for a larger group of individuals with a total of 4 bedrooms in the main house and a partially finished walk-out

  Jim Feiner Feiner Real Estate

  651 State Rd, Vineyard Haven, MA 02568
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  /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
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  /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
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  /34

  $3,250,000

  • 4 Beds
  • 3 Baths
  • 1,728 Sq Ft

  6 Brewster Ave, Oak Bluffs, MA 02557

  Enjoy sweeping ocean views from this beautifully updated East Chop Victorian, complete with a timeless guest cottage. Thoughtfully renovated in 2010, the main residence seamlessly blends historic character with modern comfort. The kitchen and bathrooms have been stylishly updated while preserving the home's original charm and character. The guest cottage, tucked to the rear of the property,

  Katherine Donahue Sandpiper Realty Inc

  6 Brewster Ave, Oak Bluffs, MA 02557
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  /28

  $7,450,000

  • 5 Beds
  • 4.5 Baths
  • 5,000 Sq Ft

  7 Clay Pit Ln, Aquinnah, MA 02535

  Stunning waterfront home with panoramic waterviews. The home was designed by Hutker Associates, built by Andrew Flake, and landscaped by Michael Van Valkenburgh - three of the most renowned names in Martha's Vineyard home creation. Little wonder it was featured on the cover of Beautiful Home magazine and has been included in several other home design magazines and books. The 5000 sq ft house

  Mark Jenkins Wallace & Co. Sotheby's

  7 Clay Pit Ln, Aquinnah, MA 02535
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  /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
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  /74

  $14,500,000

  • 6 Beds
  • 5 Baths
  • 4,964 Sq Ft

  825 Main St, Vineyard Haven, MA 02568

  Set on 1.75 acres this waterfront home features 200+/- feet of sandy beach on the outer harbor in the community of West Chop. Upon entering the home, the stunning view of the outer harbor and Nantucket Sound is breathtakingly beautiful. Perfect for hosting large parties or intimate family gatherings the spacious living room spills onto the large deck through two sets of French doors. Gleaming

  Judy Federowicz Landmarks at TODAY Real Estate

  825 Main St, Vineyard Haven, MA 02568
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  /51

  $3,995,000

  • 4 Beds
  • 4 Baths
  • 4,920 Sq Ft

  56 N Neck Rd, Edgartown, MA 02539

  A RARE CHAPPAQUIDDICK LEGACY ESTATE w/BEACH ACCESS -- Privacy & Island Living at its finest. Step into a world where time slows, ocean breezes carry the scent of salt and cedar, and each day begins and ends with the relaxing sounds of the local fauna and the Vineyard Sound. This 18.4-ac. multi-residence estate, with 4 conforming size parcels, on Martha's Vineyard's treasured Chappaquiddick Island

  Leslie Floyd Portfolio Properties

  56 N Neck Rd, Edgartown, MA 02539
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  /10

  $619,000

  • Land
  • 0.61 Acre
  • $1,014,754 per Acre

  0 Red Buoy Ln Unit Lot 147 32500278, Tisbury, MA 02568

  Vacant Land - NO LIMIT on bedroom count! You just have to meet setbacks. Once you build your dream home, you will able to explore nature just steps away. Nearby there are two Lagoon access points for kayaking and swimming, as well as walking trails within the Martha's Vineyard Land Bank and Sheriff's Meadow properties. Enjoy the peace of a rural setting, yet remain conveniently close to the ferry

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

  0 Red Buoy Ln Unit Lot 147 32500278, Tisbury, MA 02568
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  /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
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  /42

  $4,250,000

  • 3 Beds
  • 6 Baths
  • 3,171 Sq Ft

  15 Old Farm Rd, Chilmark, MA 02535

  CHILMARK BLISS – Refined Retreat | 15 Old Farm Road. Set on 3+ acres of manicured grounds, this 2020 Peter Breese–redesigned home blends elegance and tranquility. A serene pond, stream, and custom hardscape set the tone. Inside, a dramatic open kitchen/living area boasts high-end appliances, stone countertops, and a striking fireplace, with a pantry leading to a screened porch. The main-level

  Tina Miller Donnelly + Co.

  15 Old Farm Rd, Chilmark, MA 02535
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  /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
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  /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
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  /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
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  /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
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  /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
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  /14

  $799,000

  • 2 Beds
  • 1 Bath
  • 624 Sq Ft

  60R 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

  Nora Jardin Island Real Estate

  60R Carol Ln, Oak Bluffs, MA 02557

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