Marthas Vineyard, MA Homes for Sale

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  /26

  $2,895,000

  • 3 Beds
  • 3 Baths
  • 2,750 Sq Ft

  109 Herring Creek Rd, Edgartown, MA 02539

  Coastal Retreat In Katama - Located in the heart of Katama, with the iconic Katama Airfield and the sandy shores of South Beach nearby, this contemporary coastal retreat is ideal for enjoying all the best of Katama. The reverse-style contemporary features a sunny, open-designed floor plan with vaulted ceilings that seamlessly combine an inviting Living Room with gas fireplace, a Game Room with

  

  Wendy Harman

  Compass

  (508) 690-4895

  109 Herring Creek Rd, Edgartown, MA 02539
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  /37

  $2,995,000

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  31 The Blvd, Edgartown, MA 02539

  Waterfront Charmer on Sengekontacket Pond - Perched on the shoreline, this contemporary cottage is enveloped by stone walls, lush gardens, and stunning water views. Inside, a bright, airy living space features an open dining area and a well-appointed kitchen. The all-white interior is complemented by hardwood floors, vaulted ceilings, skylights, air conditioning, and ceiling fans. Three sliding

  

  Wendy Harman

  Compass

  (508) 301-9323

  31 The Blvd, Edgartown, MA 02539
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  /27

  $1,795,000

  • 3 Beds
  • 2.5 Baths
  • 1,740 Sq Ft

  27 Chapde Ln, Tisbury, MA 02568

  Classic Style Meets Timeless Charm - Located at the end of a lightly traveled lane and surrounded by stunning gardens and stone retaining walls, this residence provides a modern and spacious environment for comfortable island living. The home welcomes you with an open and bright layout, featuring sleek finishes and an abundance of natural light. The gourmet kitchen is a chef's delight that

  

  Wendy Harman

  Compass

  (508) 691-8993

  27 Chapde Ln, Tisbury, MA 02568
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  /19

  $5,750,000

  • Land
  • 0.53 Acre
  • $10,849,057 per Acre

  4 Somerset Ln, Edgartown, MA 02539

  New Construction: Reimagined Island Living At Somerset - Construction for 4 Somerset Lane is currently underway with a targeted completion date of spring, 2025. Somerset is an exclusive five-home luxury enclave perfectly located between Edgartown Village and South Beach -- and developed by Stanmar, owners of the Winnetu Oceanside Resort. The home sites have been designed to maximize outdoor

  

  Wendy Harman

  Compass

  (508) 715-9594

  4 Somerset Ln, Edgartown, MA 02539
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  /38

  $2,495,000

  • 5 Beds
  • 4.5 Baths
  • 3,213 Sq Ft

  174 Tashmoo Ave, Vineyard Haven, MA 02568

  Welcome to your dream home! The perfect blend of comfort and luxury awaits you in this custom-designed 5-bedroom, 4.5-bathroom residence. With over 3200 square feet of spacious living, upscale furnishings, finished basement with entertainment bar, and all the right touches to make every day feel like a retreat. Conveniently located under a half mile from downtown Vineyard Haven, where you will

  Lisa Lucier Anchor Realty of MV

  174 Tashmoo Ave, Vineyard Haven, MA 02568
• 

  

  /39

  $2,650,000

  • 4 Beds
  • 6 Baths
  • 2,694 Sq Ft

  16 Mockingbird Dr, Edgartown, MA 02539

  Experience the ultimate Vineyard getaway in this custom Colonial that perfectly balances sophistication with Island charm. This thoughtfully designed property features soaring 9-foot ceilings, authentic Heart Pine flooring, and a show-stopping gourmet kitchen complete with professional-grade Viking appliances, handcrafted soapstone countertops, and a statement Carrara marble island. The spacious

  Emma Kennedy Sandpiper Realty Inc

  16 Mockingbird Dr, Edgartown, MA 02539
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  /32

  $2,285,000

  • 4 Beds
  • 2.5 Baths
  • 1,825 Sq Ft

  4 Dempster Park, Oak Bluffs, MA 02568

  East Chop -- This handsome, meticulously maintained 4-bedroom gambrel roof house, nestled in one of the prime locations of East Chop, has had substantial renovations and upgrades over the years since 2017. The 1st floor includes large living room with dining area and Rumford wood burning fireplace that opens out to a front porch and deck running the length of the house and which wraps around to

  Perry Patterson MV Luxury Homes, LLC

  4 Dempster Park, Oak Bluffs, MA 02568
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  /32

  $2,700,000

  • 4 Beds
  • 3 Baths
  • 2,001 Sq Ft

  2 Orchard Ln, Edgartown, MA 02539

  Welcome to this 4 bedroom home, with a pool, perched on the neighborhood hilltop. This tri-level cape offers an eat in kitchen featuring granite countertops, a Viking gas range, a double basin sink, a built in banquette and views of the front covered porch and hardscaped rear yard. The primary level presents with a living room, a separate bar area offering a wine refrigerator/dishwasher, a full

  Michele Casavant Vineyard Village Realty

  2 Orchard Ln, Edgartown, MA 02539
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  /42

  $2,850,000

  • 4 Beds
  • 4 Baths
  • 3,284 Sq Ft

  37 Memphremagog Ave, Vineyard Haven, MA 02568

  Beach access, a serene up-island setting and a terrific home make this property a must see! Situated on three acres of land just a half mile from the beach, the spacious, well-laid out and meticulously maintained home is the perfect place to relax and unwind or host family and friends. With over 3,200 s.f. of living space that includes four bedrooms, four baths, an open concept high-end kitchen,

  Courtney Marek Sandpiper Realty Inc

  37 Memphremagog Ave, Vineyard Haven, MA 02568
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  /36

  $2,275,000

  • 4 Beds
  • 3.5 Baths
  • 2,695 Sq Ft

  43C Dark Woods Rd, Edgartown, MA 02539

  Enjoy the convenience of Dark Woods, a quiet neighborhood in an ideal location close to the Village, bike path, beaches, and 27 acres of Sheriff's Meadow conservation land. Tucked in the woods of the pleasant Dark Woods community, this property has been meticulously maintained and is ready for your enjoyment. Sited on a pleasant .77-acre lot, the property offers expansive space with a floor plan

  Stephanie Roache Donnelly + Co.

  43C Dark Woods Rd, Edgartown, MA 02539
• 

  

  /35

  $2,275,000

  • 4 Beds
  • 3.5 Baths
  • 2,695 Sq Ft

  43C Dark Woods Rd, Edgartown, MA 02539

  Enjoy the convenience of Dark Woods, a quiet neighborhood in an ideal location close to the Village, bike path, beaches, and 27 acres of Sheriff’s Meadow conservation land. Tucked in the woods of the pleasant Dark Woods community, this property has been meticulously maintained and is ready for your enjoyment. The first floor features a fabulous living room with a gas fireplace and a formal dining

  Stephanie Roache Donnelly + Co.

  43C Dark Woods Rd, Edgartown, MA 02539
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  /29

  $3,690,000

  • 4 Beds
  • 6 Baths
  • 3,793 Sq Ft

  28 Crocker Dr, Edgartown, MA 02539

  This beautifully renovated Katama retreat blends refined design, luxury amenities, and flexible living. The main house offers three bedrooms, including a peaceful primary suite with private deck, a second en suite, and a cozy bunkroom. The octagonal living room, skylit dining room with gas fireplace, and chef’s kitchen with quartz counters and high-end appliances are perfect for entertaining.

  Jennifer O'hanlon Compass

  28 Crocker Dr, Edgartown, MA 02539
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  /28

  $2,700,000

  • 3 Beds
  • 3.5 Baths
  • 2,638 Sq Ft

  24 Dark Woods Rd, Edgartown, MA 02539

  Welcome to 24 Dark Woods Road, a beautifully maintained 3-bedroom, 3.5-bath Contemporary Colonial nestled in an upscale, tranquil neighborhood. This spacious residence abuts acres of Sheriffs Meadow conservation land, offering miles of trails, serene pond views and peaceful privacy at the end of a quiet road, yet is just a mile from the beach and closer to Edgartown Village. This association

  Stephanie Burke Martha's Vineyard Seacoast Properties

  24 Dark Woods Rd, Edgartown, MA 02539
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  /39

  $3,600,000

  • 4 Beds
  • 3.5 Baths
  • 4,372 Sq Ft

  110 5th St N, Edgartown, MA 02539

  This chic contemporary 4-bedroom home with a pool and 2-car garage enjoys the ever-changing water views of Sengekontacket Pond and Nantucket Sound on three levels. Fully renovated, this delightful home, being sold turnkey, is flooded with light, open to breezes, and marries a timeless Vineyard vibe with modern luxury. The mudroom entryway opens to the kitchen with an expansive breakfast island,

  Stephanie Roache Donnelly + Co.

  110 5th St N, Edgartown, MA 02539
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  /31

  $2,450,000

  • 4 Beds
  • 3 Baths
  • 1,918 Sq Ft

  25 Fulling Mill Rd, Chilmark, MA 02535

  Perched atop Fulling Mill Hill this distinctive contemporary main house plus guest house offers mid-century charm and a serene retreat set on 3.3 acres of mature oak and beech forest and bordered by an ancient stone wall. Designed by renowned Yale School of Architecture Dean Paul Mitarachi, the main house features a striking circular entryway framed by mature Asiatic gardens. Step inside to

  Thomas Wallace Wallace & Co. Sotheby's International Realty

  25 Fulling Mill Rd, Chilmark, MA 02535
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  /31

  $2,495,000

  • 5 Beds
  • 3.5 Baths
  • 2,685 Sq Ft

  35 Woody Bottom Rd, West Tisbury, MA 02575

  This Cape style 5 bed/ 3.5 bath home is located in a nice area privately sited on 3 acres. This home features a nice floor plan thatincludes a fully equipped kitchen with center island, custom cabinetry and granite counters. Just off the kitchen is a sunny breakfastroom, a separate dining room, a spacious living room with fireplace and 2 sets of sliders to a backyard deck. There is a cozy

  Brenda Galligan Karen M. Overtoom R.E.

  35 Woody Bottom Rd, West Tisbury, MA 02575
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  /42

  $2,495,000

  • 3 Beds
  • 4.5 Baths
  • 3,200 Sq Ft

  6 Martha's Park Rd, Oak Bluffs, MA 02557

  Must see stunning “reverse” layout (kitchen and main living spaces upstairs for the views) contemporary home with breathtaking water views and a thoughtfully designed layout in the exclusive Harthaven community! This spacious property features open kitchen concept with marble counter tops and stainless steel appliances, comfortable living areas, a bonus room (with full bathroom), food prep,

  Jennifer B. DaSilva Compass

  6 Martha's Park Rd, Oak Bluffs, MA 02557
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  /38

  $2,595,000

  • 3 Beds
  • 4 Baths
  • 3,039 Sq Ft

  99 The Blvd, Edgartown, MA 02539

  Welcome to a stunning blend of contemporary elegance and charm nestled in the heart of Edgartown. This exquisite water view residence offers 3 spacious bedrooms and 4 luxurious bathrooms, encompassing a generous amount of meticulously designed living space. The luxurious and versatile interior boasts a modern, move-in ready design, with a gourmet kitchen and recently renovated spaces. Whether

  Jennifer B. DaSilva Compass

  99 The Blvd, Edgartown, MA 02539
• 

  

  /19

  $2,550,000

  • 5 Beds
  • 3.5 Baths
  • 2,205 Sq Ft

  11 Bernard Way, Edgartown, MA 02539

  Located at the end of a quiet cul de sac, just half a mile to the top of Main Street, is this 4-bedroom home with a separate studio guest apartment, office, and heated 2-car garage with 10-ft doors. There is also an unfinished full basement. The living space is in excellent condition with a combination of hardwood, carpet, and tile floors. This light and bright home could be a reliable income

  Bonnie Pierce Wallace & Co. Sotheby's International Realty

  11 Bernard Way, Edgartown, MA 02539
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  /24

  $2,375,000

  • 4 Beds
  • 3 Baths
  • 2,262 Sq Ft

  30 Sengekontacket Rd, Oak Bluffs, MA 02557

  Secluded island retreat nestled above the trees! Located in the desirable Sengekontacket Association, this four-bedroom, three-bathroom home offers stunning views of acres of conservation land, Sengekontacket Pond, and Nantucket Sound. Perched on a hillside, the house provides utmost privacy from all rooms while being just a short walk from the Association boat ramp and kayak storage. The main

  Cassie Bradley Wallace & Co. Sotheby's International Realty

  30 Sengekontacket Rd, Oak Bluffs, MA 02557
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  /44

  $2,550,000

  • 4 Beds
  • 2.5 Baths
  • 2,982 Sq Ft

  157 Ben Chase Rd, West Tisbury, MA 02575

  You will find this outstanding property at the end of a quiet country lane in West Tisbury nestled alongside hundreds of acres of conservation land and walking trails that extend all the way to Lamberts Cove Road. The setting is magical - 4 acres of rolling lawns with specimen trees and ponds. There are multiple structures to allow you to customize this compound to your personal needs. The main

  Madelyn Silvia Wallace & Co. Sotheby's International Realty

  157 Ben Chase Rd, West Tisbury, MA 02575
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  /23

  $2,495,000

  • 4 Beds
  • 3.5 Baths
  • 2,810 Sq Ft

  4 High Meadow Ln, Oak Bluffs, MA 02557

  Classic Post & Beam set in Meadow View FarmsThis bright and charming four-bedroom home sits on almost an acre of land with endless possibilities and impressive touches throughout.The farmer's porch overlooks an expansive front lawn and offers a warm welcome. The open first floor is sunny with cathedral ceilings and gas fireplace with stonework. The kitchen features granite countertops, Wolf

  Brian Smith Portfolio Real Estate Inc.

  4 High Meadow Ln, Oak Bluffs, MA 02557
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  /19

  $2,495,000

  • 4 Beds
  • 6 Baths
  • 2,518 Sq Ft

  32 Norton Orchard Rd, Edgartown, MA 02539

  32 Norton Orchard Rd, Edgartown, MA 02539
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  /53

  $5,999,000

  • 4 Beds
  • 3.5 Baths
  • 2,995 Sq Ft

  135 The Blvd, Edgartown, MA 02539

  Exceptional Waterfront Living ~ Stunning, active views of Sengekontacket Pond and Nantucket Sound set the tone for this spectacular coastal retreat. Thoughtfully designed to showcase its breathtaking surroundings, the main house captures sweeping vistas from nearly every room. With over 300 feet of frontage, you'll enjoy immediate access to the water for swimming, paddleboarding, kayaking, and a

  Stephanie Roache Donnelly + Co.

  135 The Blvd, Edgartown, MA 02539
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  /35

  $1,250,000

  • 3 Beds
  • 2 Baths
  • 2,046 Sq Ft

  9 Sampson Ave, Edgartown, MA 02539

  A home for all seasons and multiple purposes --- If you choose to have a comfortable, kick-your-shoes-off, not-fussy, beach home on the tranquil non-commercial island of Chappaquiddick, then this is your destination. The fabulous, pristine, seemingly endless miles of shoreline at East Beach, just over Dike Bridge, is only 1.3 miles distant. The gorgeous beaches at Wasque Point, where you also

  Lynn Buder Sandpiper Realty Inc

  9 Sampson Ave, Edgartown, MA 02539
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  /34

  $1,895,000

  • 5 Beds
  • 2 Baths
  • 1,918 Sq Ft

  35 Tuckernuck Ave, Oak Bluffs, MA 02557

  Location, Location, Location! Welcome to your dream retreat in the charming historic area of Oak Bluffs. Walk to Inkwell beach, ferries, restaurants and dining. Sited across the street from Waban Park, this delightful home offers an inviting blend of comfort and convenience.As you step inside, you'll immediately appreciate the spacious layout featuring well-appointed living areas, a generous

  Jennifer B. DaSilva Compass

  35 Tuckernuck Ave, Oak Bluffs, MA 02557
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  /9

  $975,000

  • 1 Bed
  • 2 Baths
  • 1,000 Sq Ft

  128 Manchester Ave, Oak Bluffs, MA 02568

  This delightful, modern cape-style home features thoughtful and impressive finish details. It is almost ready for move in day! The covered porch welcomes you into the home where you will find a well-appointed spaces. The kitchen has stainless appliances including a 5-burner gas range with pot filler, a French-door refrigerator, dishwasher, and back splash finished with subway tiles. There is an

  Michele Moore Island Real Estate

  128 Manchester Ave, Oak Bluffs, MA 02568
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  /5

  $2,200,000

  • Land
  • 1.10 Acres
  • $2,000,000 per Acre

  0 Weaver Ln, Tisbury, MA 02568

  This 1.1-acre waterfront lot is located at the end of a quiet lane abutting 20+ acres of conservation land. The level and wooded lot sits high on a bluff overlooking the Lagoon. The lot has been engineered, and the bounds have been staked. A buyer would be able to connect to Town water nearby, and an enhanced septic system should allow at least four bedrooms. This quiet, beautiful neighborhood

  Gerret Conover LandVest MV

  0 Weaver Ln, Tisbury, MA 02568
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  /36

  $2,085,000

  • 4 Beds
  • 2.5 Baths
  • 2,691 Sq Ft

  51 Black Brook Crossing Rd, West Tisbury, MA 02568

  This charming 4 bed/2.5 bath Cape style home is set in a perfect setting, carefully sited on 1 acre bordered by a beautiful stone wall with mature plantings. Newly renovated kitchen with plenty of cabinets and storage, quartz counters and dining room with sliders to a screened-in porch. There is a den and living room with access to a spacious deck. The Great Room features cathedral ceilings,

  Brenda Galligan Karen M. Overtoom R.E.

  51 Black Brook Crossing Rd, West Tisbury, MA 02568
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  /31

  $1,675,000

  • 2 Beds
  • 2.5 Baths
  • 1,532 Sq Ft

  26 Union St Unit 7, Tisbury, MA 02568

  Waterview Condo in the Heart of Downtown Vineyard Haven. Experience the best of in-town living with this newly built, thoughtfully designed 2-bedroom condo offering beautiful harbor views and luxurious modern finishes. The first level welcomes you with a primary suite featuring a full bath with a tub/shower combination and direct access to a private deck complete with an outdoor shower. Also on

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  26 Union St Unit 7, Tisbury, MA 02568
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  /23

  $1,825,000

  • 3 Beds
  • 2 Baths
  • 1,965 Sq Ft

  16 Majors Cove Ln, Edgartown, MA 02539

  Nestled in the prestigious Majors Cove community, this lovingly maintained home offers the perfect blend of comfort, style, and Vineyard charm. Enjoy access to exceptional amenities, including tennis courts, a boat launch ideal for kayaking to State Beach, and proximity to the bike path for easy access to Edgartown, Oak Bluffs, and Vineyard Haven. Set on a pleasantly landscaped lot, this inviting

  Stephanie Roache Donnelly + Co.

  16 Majors Cove Ln, Edgartown, MA 02539
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  /18

  $1,050,000

  • 1 Bed
  • 2 Baths
  • 1,401 Sq Ft

  249 County Rd, Oak Bluffs, MA 02557

  This charming Cape-style home is ideally located just over a mile from downtown Oak Bluffs, offering the perfect blend of relaxed living and convenience. The open and inviting layout features spacious first-floor living areas, complemented by high ceilings and wood floors. A versatile second-story loft space provides an additional nook, perfect for a home office. Fronting the bike bath, enjoy

  Katherine Donahue Sandpiper Realty Inc

  249 County Rd, Oak Bluffs, MA 02557
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  /35

  $1,895,000

  • 2 Beds
  • 3 Baths
  • 1,737 Sq Ft

  150 Cove Rd Unit 10, Vineyard Haven, MA 02568

  The Premiere Townhouse at Tashmoo Wood. Elegantly renovated, this sun-filled end unit is fresh and modern with finish details. From the moment you step onto the expanded wrap-around deck, you will begin to see the fine craftsmanship of the property. Walk through the front entry and you will gain further appreciation for the meticulous attention to detail. Expansive windows fill the living area

  Michele Moore Island Real Estate

  150 Cove Rd Unit 10, Vineyard Haven, MA 02568
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  /21

  $1,600,000

  • 3 Beds
  • 2 Baths
  • 1,982 Sq Ft

  19 S Vine Ln, Vineyard Haven, MA 02568

  This charming Cape-style home, built in 1992, is tucked away in a quiet, subdivision on South Vine Lane. With three bedrooms and two bathrooms, it blends classic Island character with modern comforts. The inviting living room features vaulted ceilings and a double-sided fireplace, creating a bright and spacious atmosphere perfect for both relaxing and entertaining. The kitchen, filled with

  Bonnie Pierce Wallace & Co. Sotheby's International Realty

  19 S Vine Ln, Vineyard Haven, MA 02568
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  /21

  $1,995,000

  • 4 Beds
  • 2.5 Baths
  • 2,064 Sq Ft

  99 Old Purchase Rd, Edgartown, MA 02539

  Welcome to this charming post and beam-style home, privately located at the end of a cul-de-sac on .71 acres with proximity to over 50 acres of Land Bank and Sheriff's Meadow land with multiple trails and paths. Conveniently located to the bike path, Morning Glory Farm, the heart of Edgartown, and Meetinghouse Way, with direct access to South Beach, the location is ideal. The floor plan was

  Stephanie Roache Donnelly + Co.

  99 Old Purchase Rd, Edgartown, MA 02539
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  /5

  $1,300,000

  • Land
  • 0.50 Acre
  • $2,600,000 per Acre

  58 Marthas Rd, Edgartown, MA 02539

  Island Grove Building Lot - A highly desirable Edgartown location near Morning Glory Farm, the Village, and South Beach. The 1/2 acre parcel is conforming in nature, allowing for maximum development. With approval for 6 bedrooms with sewer tie-in, the opportunities are endless! A great opportunity to get into this terrific community.

  Katherine Donahue Sandpiper Realty Inc

  58 Marthas Rd, Edgartown, MA 02539
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  /39

  $10,500,000

  • 8 Beds
  • 6 Baths
  • 3,888 Sq Ft

  47 E Chop Dr, Oak Bluffs, MA 02568

  East Chop waterfront - Enjoy the ultimate in waterfront living experiences at this coveted East Chop location, with its spectacular waterviews and easy access to beach, tennis, dock/slips, and a wide range of harbor amenities. It offers a variety of multi-functional uses including -- 1.) Use it as a residential home or family compound, or live in a portion and rent a portion, 2.) Use it as its

  Perry Patterson MV Luxury Homes, LLC

  47 E Chop Dr, Oak Bluffs, MA 02568
• 

  

  /38

  $1,595,000

  • 4 Beds
  • 3 Baths
  • 2,210 Sq Ft

  58 Weaver Ct, Vineyard Haven, MA 02568

  Located near the Lagoon, hiking trails, downtown Vineyard Haven, and Steamship Authority. A private wooded sanctuary sited on 1.5 acres of land with backyard covered patio, covered front porch and new mahogany deck railings at each entry. Many recent updates include hardwood floors on the first floor, remodeled bathrooms, kitchen cabinets and countertops, baseboard trim, baseboard heat and

  Skip Dostal, Jr Martha's Vineyard Real Estate

  58 Weaver Ct, Vineyard Haven, MA 02568
• 

  

  /15

  $1,250,000

  • 4 Beds
  • 1.5 Baths
  • 1,338 Sq Ft

  14 Galway Rd, Vineyard Haven, MA 02568

  Welcome to 14 Galway Road, West Tisbury. The home and property have been lovingly maintained and used by the same family since the home was built. It offers an open eat-in kitchen/living room design with a masonry fireplace. On the first floor are two bedrooms, one full bathroom, a linen closet, and hidden washer and dryer along the hallway. The stairway brings you to a second floor which

  Michele Casavant Vineyard Village Realty

  14 Galway Rd, Vineyard Haven, MA 02568
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  /26

  $1,495,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  5 Pip'N Rd, Edgartown, MA 02539

  Tucked away in a quiet, wooded setting on picturesque Chappaquiddick, this charming three-bedroom Cape offers a peaceful island retreat. Designed for laid-back living, the home features a cheerful and versatile floor plan with generous indoor and outdoor spaces. The star of the show? A sprawling screened-in porch with a cozy wood-burning fireplace--perfect for summer nights or crisp fall

  Katherine Donahue Sandpiper Realty Inc

  5 Pip'N Rd, Edgartown, MA 02539

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