Dukes County MA Homes for Sale

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  /14

  $975,000

  • Land
  • 3.83 Acres
  • $254,569 per Acre

  25 N Vine Ln, West Tisbury, MA 02568

  Exceptional opportunity in West Tisbury! This 3.73-acre parcel offers peace and privacy on a quiet dead-end road, moments from Sepiessa, Tiah's Cove, and Long Point beaches. With potential for up to 16 bedrooms (1 per 10,000 SF), the property is a blank canvas for your dream Vineyard compound--main house, guest house, barn, garage, and more with proper permits. Pool/pool house possible by special

  Janna O'Loughlin Portfolio Properties

  25 N Vine Ln, West Tisbury, MA 02568
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  /24

  $2,095,000

  • 4 Beds
  • 4 Baths
  • 2,413 Sq Ft

  46 Red Buoy Ln, Tisbury, MA 02568

  Nestled in Vineyard Haven, 46 Red Buoy Lane is an exquisite and sophisticated home completed in 2022. This residence offers 4 bedrooms and 3.5 bathrooms and spans a generous 1,816 square feet. The property's unique offering of a one-bedroom apartment in the basement is noteworthy, providing an additional 597 square feet of living space. The main level boasts a thoughtfully designed floor plan

  Andrew McElhinney Compass LLC

  46 Red Buoy Ln, Tisbury, MA 02568
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  /83

  $5,905,000

  • 4 Beds
  • 5 Baths
  • 3,809 Sq Ft

  62 N Summer St, Edgartown, MA 02539

  Village dreams come true...STUNNINGLY CRAFTED, **this four-bedroom five bath property in Edgartown Village with Garage is truly a rare find! Situated on a corner lot just two blocks north of Main Street and two blocks from the Harbor, it features walking convenience and luxury in one package. Main and second floors combine over 3,400 square feet of spacious, elegant living. The

  Martha Smith C McManus Realty Group

  62 N Summer St, Edgartown, MA 02539
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  /27

  $3,350,000

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

  11 Greenhouse Ln, Chilmark, MA 02535

  11 Greenhouse Lane...an incredible opportunity to own in this sought after private enclave with deeded private south shore beach and pond access close by...this charming vintage cape enjoys views over wetlands out to the Atlantic beyond! Three bedrooms, two baths, living room with fireplace, dining area, updated kitchen, screened porch and outside shower. The owners have taken full advantage of

  Deb Hancock Hancock Real Estate

  11 Greenhouse Ln, Chilmark, MA 02535
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  /8

  $1,425,000

  • Land
  • 3.01 Acres
  • $473,422 per Acre

  38 Fire Tower Rd, West Tisbury, MA 02568

  The Tower Hill land, once known as the Dancing Hills, is considered by many a sacred Island space. Standing on the ridge top, you're at one of the highest points on Martha's Vineyard. This 3.01 acre parcel looks out over the trees of Red Farm and the dramatic blue expanse of Vineyard Sound. It's easy to understand why this property is so special. There's a generous designated building envelope of

  Elissa Lash Tea Lane Associates

  38 Fire Tower Rd, West Tisbury, MA 02568
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  /3

  $450,000

  • Land
  • 0.20 Acre
  • $2,250,000 per Acre

  00 Moshup Trail, Aquinnah, MA 02535

  Spectacular, private beach lot located just off Moshup Trail. Gated entry, parking rights and a deeded 1/5 acre of beach on the Atlantic. This is not a buildable lot, no structures of any kind are permitted. Lot 7-5

  Russell Maloney Russell Maloney Real Estate

  00 Moshup Trail, Aquinnah, MA 02535
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  /46

  $3,500,000

  • 4 Beds
  • 3 Baths
  • 2,383 Sq Ft

  100 Gosnolds Way, Chilmark, MA 02535

  Well designed and maintained home, situated on 5 acres in a private, desirable neighborhood. Open floor plan with high ceilings that allows a lot of great light into house. The screened in porch is perfect for family dinners or relaxing. Nice water views of Vineyard Sound & the Elizabeth Islands. Short walk to the Brickyard Beach on the North Shore, rights are included with property, where

  Julianna Flanders Flanders Real Estate

  100 Gosnolds Way, Chilmark, MA 02535
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  /26

  $1,345,000

  • 3 Beds
  • 1 Bath
  • 1,150 Sq Ft

  9 Galway Rd, Vineyard Haven, MA 02568

  Tucked away off Old County Road in West Tisbury, this 3 bedroom 1 bath cape home has been owned by the same family for years. Sitting on 1.6 acres in a quiet area that is centrally located on the Island for easy access to up or down Island towns. Short walk to bike path and state forest. West Tisbury residents have access to the lovely Lambert's Cove Beach, with purchased sticker. Included on

  Julianna Flanders Flanders Real Estate

  9 Galway Rd, Vineyard Haven, MA 02568
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  /15

  $1,895,000

  • Land
  • 3.01 Acres
  • $629,568 per Acre

  11 Beach Pebble Rd Unit 48.3, West Tisbury, MA 02568

  Over 3 acres in the West Tisbury section of Makonikey. This buildable lot is a short distance from the Lower Makonikey Association beach. The prime home site on this property was recently cleared to reveal beautifully contoured land with several ancient white oak trees. The property is situated in an area of several multimillion-dollar homes and will accommodate a house, a guesthouse, and a

  Cassie Courtney Wallace & Co. Sotheby's

  11 Beach Pebble Rd Unit 48.3, West Tisbury, MA 02568
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  /9

  $1,895,000

  • Land
  • 3.01 Acres
  • $629,568 per Acre

  11 Beach Pebble Rd, West Tisbury, MA 02568

  Over 3 acres in the West Tisbury section of Makonikey. This buildable lot is a short distance from the Lower Makonikey Association beach. The prime home site on this property was recently cleared to reveal beautifully contoured land with several ancient white oak trees. The property is situated in an area of several multimillion-dollar homes and will accommodate a house, a guesthouse, and a

  Cassie Bradley Wallace & Co. Sotheby's International Realty

  11 Beach Pebble Rd, West Tisbury, MA 02568
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  $25,000,000

  • 4 Beds
  • 4.5 Baths
  • 2,347 Sq Ft

  25 Dock St, Edgartown, MA 02539

  UNIQUE OPPORTUNITY IN HISTORIC EDGARTOWN ON MARTHA'S VINEYARD - Seize the chance to possess a truly extraordinary, highly esteemed, and unparalleled property on the East Coast! Edgartown, known for its rich history, nautical charm, and scenic beauty is home to this remarkable property being offered for the first time in over 30 years! Edgartown's deep ties to its seafaring heritage are evident

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  25 Dock St, Edgartown, MA 02539
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  /3

  $1,750,000

  • Land
  • 1.57 Acres
  • $1,114,650 per Acre

  63 Division Rd, Edgartown, MA 02539

  LOT #4 - The last lot available in this 5-lot Edgartown subdivision! Division Road is located between Meshacket and Meetinghouse Way, less than 1 mile from the center of town. This concept was thoughtfully and creatively developed in an effort to create a new and upcoming neighborhood. The new residences will be able to accommodate up to 7 bedrooms, and offer the opportunity to create your own

  Cheri Mason Landvest MV

  63 Division Rd, Edgartown, MA 02539
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  $1,495,000

  • 3 Beds
  • 2 Baths
  • 1,862 Sq Ft

  249 State Rd, Vineyard Haven, MA 02568

  You haven't missed the boat. And if you live here, you will never miss the boat.This fully furnished, classic Vineyard-style home can be your home in time for spring. This beautifully restored 3-bedroom, 2-bath home has touches from the old Vineyard—a sun porch for napping or reading, a large yard with magnificant magnolia tree, and a detached garage for your Island car. You will never

  Barbara Twiss Laer Realty Partners

  249 State Rd, Vineyard Haven, MA 02568
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  $9,750,000

  • 5 Beds
  • 5 Baths
  • 3,550 Sq Ft

  1 Field Club Dr, Edgartown, MA 02539

  Nestled in the prestigious Field Club, this extraordinary five-bedroom compound epitomizes luxurious island living. This residence exudes timeless elegance and modern sophistication. Upon entering, the foyer sets the tone with a warm and inviting glow. The main level boasts an open-concept layout, featuring a gourmet chef's kitchen adorned with top-of-the-line appliances, granite countertops, and

  Thomas Wallace Wallace & Co. Sotheby's International Realty

  1 Field Club Dr, Edgartown, MA 02539
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  $8,750,000

  • 3 Beds
  • 5 Baths
  • 3,497 Sq Ft

  24 Katama Bay View Rd, Edgartown, MA 02539

  This classic New England 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 offers a

  Thomas Wallace Wallace & Co. Sotheby's International Realty

  24 Katama Bay View Rd, Edgartown, MA 02539
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  $3,850,000

  • 6 Beds
  • 4 Baths
  • 3,665 Sq Ft

  25 Beetle Swamp Rd, Edgartown, MA 02539

  Located at the end of Sweetened Water Farm and surrounded by conservation land, lies this beautiful nearly 5-acre property with incredible and expansive views back across the open fields to the horse pastures and barn. There is a 5-bedroom / 3-bath main house featuring an open floor plan, a screened porch and spacious decks. Additionally, there is a 6-stall horse barn with a one-bedroom apartment

  Gerrett Conover Landvest MV

  25 Beetle Swamp Rd, Edgartown, MA 02539
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  /8

  $3,495,000

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

  0 Pocha Road Extension, 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 1/2 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.

  Katherine Donahue Sandpiper Realty Inc

  0 Pocha Road Extension, Edgartown, MA 02539
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  $10,500,000

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

  47 E Chop Dr, Oak Bluffs, MA 02568

  East Chop direct waterfront – Enjoy the ultimate. in waterfront living experiences. Features 6 bedrooms, spectacular water views, dock with 9 slips, and just steps from beaches, tennis club, downtown and ferries to mainland! Property has been extensively renovated recently. Uses include -- 1.) Use it as a residential home or family compound, or live in a portion and rent a portion,2.) Currently

  Perry Patterson MV Luxury Homes LLC

  47 E Chop Dr, Oak Bluffs, MA 02568
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  $4,400,000

  • Land
  • 4.80 Acres
  • $916,667 per Acre

  0 Eastville Ave Unit 147.2 / 3 / 4 / 5 /6, Oak Bluffs, MA 02568

  EXISTING FIVE (5) LOT SUBDIVISION IN OAK BLUFFS. THESE LOTS ARE ALREADY SUBDIVIDED. Almost 5 Acres of wooded, level land within half a mile of Eastville Beach, Doug's Cove Preserve (4.6 acres of Land Bank Property) and less than a mile to Oak Bluffs Harbor. NEW Shared Use Path runs along Eastville Avenue, when finished will link Vineyard Haven and Oak Bluffs for walking and cycling. Septic

  Alisan Lohan-Conway Alisan Lohan-Conway Properties

  0 Eastville Ave Unit 147.2 / 3 / 4 / 5 /6, Oak Bluffs, MA 02568
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  /6

  $1,900,000

  • Land
  • 2.05 Acres
  • $926,829 per Acre

  34 Paddock Rd Unit 27.11, Oak Bluffs, MA 02568

  The Preserve - A terrific opportunity to build in this beautiful and prestigious neighborhood in Oak Bluffs. The Preserve has matured into an enclave of significant residences and offers excellent privacy, with convenience to downtown, harbor and beaches. The orientation of this parcel is prime with southern exposure for backyard pool and patio, and it is abutting dedicated open space on two

  Lesley Heidt Sandpiper Realty

  34 Paddock Rd Unit 27.11, Oak Bluffs, MA 02568
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  $2,950,000

  • 4 Beds
  • 3 Baths
  • 1,399 Sq Ft

  34 Windemere Rd, Oak Bluffs, MA 02557

  Perfect opportunity to own a Beautiful Beach Cottage with access to Lagoon. Totally renovated in 2019. It has been designed for relaxed living and memorable entertaining. There are 3 seating areas on the deck, to enjoy dining outside, experiencing incredible waterviews and lovely sky reflections of sunsets. Beautifully landscaped, with seasonal flowers, and Butterfly flowering bushes. Easement to

  JoJo Lambert Island Home Realty Inc.

  34 Windemere Rd, Oak Bluffs, MA 02557
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  /65

  $2,799,000

  • 6 Beds
  • 4 Baths
  • 2,618 Sq Ft

  55 Old House Way, West Tisbury, MA 02575

  Lambert’s Cove/West Tisbury- custom-built contemporary farmhouse style . 4 bedrooms & 3 bathrooms in main house & 2 bedrooms & 1 bath guest cottage on 3 acres in a private neighborhood. Enter Main house from the covered porch -matching custom arch doors lead you to either the mudroom/laundry room-kitchen entry, or the living room. The kitchen has Mexican tiled floor & granite counters with

  Leslie Graham Anchor Realty of Martha's Vineyard

  55 Old House Way, West Tisbury, MA 02575
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  /2

  $4,800,000

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

  7 Martha's Way, Edgartown, MA 02539

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

  Michele Casavant Vineyard Village Realty

  7 Martha's Way, Edgartown, MA 02539
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  /2

  $995,000

  • Land
  • 3.05 Acres
  • $326,230 per Acre

  00 Quenames Rd, Chilmark, MA 02535

  Handsome, large level parcel of land in Chilmark! Bounds are in, lot lines are flagged and brush cut, as well as a bit of the lot interior so that you can appreciate the size and orientation of the parcel. 6-Bedroom septic design has been approved and well will be installed soon. Quenames Road is off South Road, a short hop to West Tisbury village center with Alley's General Store, the Town's

  Candy DaRosa Feiner Real Estate

  00 Quenames Rd, Chilmark, MA 02535
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  /2

  $1,795,000

  • 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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  /2

  $799,000

  • Land
  • 0.92 Acre
  • $868,478 per Acre

  22 Bramble Path, West Tisbury, MA 02568

  Flat building lot centrally located in West Tisbury. It is the Buyer's responsibility to conduct a perc test and install utilities, well and septic.

  Michele Casavant Vineyard Village Realty

  22 Bramble Path, West Tisbury, MA 02568
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  /2

  $3,000,000

  • Land
  • 5.00 Acres
  • $600,000 per Acre

  15 & 27 Pennywise Path, Edgartown, MA 02539

  PRIME 5-ACRE LOT - R20 ZONE EDGARTOWN Introducing a rare opportunity to own a piece of the island (currently two parcels) close to all Edgartown has to offer. This spectacular level lot is situated along Edgartown Road and provides the perfect setting to create a private retreat or a potential subdivision. The property borders the Triangle area of Edgartown, with ease of access to public

  John O'Connell Portfolio Real Estate, Inc.

  15 & 27 Pennywise Path, Edgartown, MA 02539
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  $6,995,000 New Construction

  • 6 Beds
  • 7 Baths
  • 5,466 Sq Ft

  9 Duarte Cir, Edgartown, MA 02539

  NEW CONSTRUCTION: Coastal inspired Katama Gambrel with swimming pool and pool house conveniently located to both downtown and beaches. Exquisite design and finish with generous proportions throughout the home. Designed as a hub for all Martha's Vineyard activities in summer or year-round, this is an exceptional retreat to be cherished by multiple generations. The layout centers on an expansive

  Peyton Wallace Studio Realty

  9 Duarte Cir, Edgartown, MA 02539
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  $33,000,000 New Construction

  • 9 Beds
  • 11 Baths
  • 7,190 Sq Ft

  61 Butlers Cove Rd, Edgartown, MA 02539

  Beach Farm is a breathtaking 18.6 acre waterfront estate on Martha’s Vineyard featuring unrivaled privacy, serenity, awe-inspiring views, private beaches, water sports and a rare walking path to the pristine beaches of the south shore. This truly one-of-a-kind estate borders Edgartown Great Pond, the famed South Shore, and is part of the storied Herring Creek Farm, an exclusive 200+ acre enclave

  Brian Dougherty Corcoran Property Advisors

  61 Butlers Cove Rd, Edgartown, MA 02539
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  /7

  $10,850,000 New Construction

  • 7 Beds
  • 8 Baths
  • 12,051 Sq Ft

  14 Trapps Pond Rd, Edgartown, MA 02539

  Located on nearly 2-acres in the exclusive and newly created Trapps Pond Preserve, is this grand luxuriously appointed home. This is one of four homes being built and will be the first to be completed. Every room in the house is on a scale not often afforded in a Vineyard home, with 10 ft coffered ceilings and open/flowing floor plan. There is an abundance of light streaming in from the oversized

  Gerrett Conover Landvest MV

  14 Trapps Pond Rd, Edgartown, MA 02539
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  $4,250,000 New Construction

  • 5 Beds
  • 6 Baths
  • 4,200 Sq Ft

  11 Bernard Way, Edgartown, MA 02539

  To be built by a luxury home builder! Located at the end of a quiet cul de sac, just half a mile to the top of Main Street, this Coastal Contemporary-styled home can be completed by July of 2026. Please review the digital renderings which show the vision for this high-end 5-bedroom home, swimming pool and guest house/pool house. High-end details include all ensuite bedrooms in the main house,

  Mark Jenkins Wallace & Co. Sotheby's

  11 Bernard Way, Edgartown, MA 02539
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  $4,995,000 New Construction

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

  41 Crowell Ln, Tisbury, MA 02568

  Slated for summer 2025 occupancy and nestled 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 families or those who love to

  Joe & Nicole Holland Vineyard Dream Realty LLC

  41 Crowell Ln, Tisbury, MA 02568
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  $2,150,000 New Construction

  • 2 Beds
  • 3 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
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  $22,950,000 New Construction

  • 7 Beds
  • 9 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
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  $2,995,000 New Construction

  • 4 Beds
  • 5 Baths
  • 3,024 Sq Ft

  9 Hagerty Dr, Tisbury, MA 02568

  West Chop Dream Home in the Making!Experience the charm of this brand-new Shingle Style Colonial, currently under construction—where modern luxury meets timeless elegance. Featuring 4 spacious bedrooms, 4 full baths, and a half bath, this inviting home offers ample space for relaxing, entertaining, and everything in between. You will be wired for sound both inside and poolside so step

  Lisa Gilberto C McManus Realty Group

  9 Hagerty Dr, Tisbury, MA 02568
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  $2,150,000 New Construction

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

  33 Lagoon Pond Rd, Vineyard Haven, MA 02568

  Discover this stunning newly contructed single-family home in the heart of downtown Vineyard Haven. This beautifully crafted 3-bedroom, 3-bathroom residence offers high-end finishes and thoughtful design throughout.The modern kitchen and bathrooms feature elegant quartz countertops, while tile showers with custom glass enclosures add a touch of luxury. Each bedroom includes spacious

  Mike Sawyer Sawyer Realty Group

  33 Lagoon Pond Rd, Vineyard Haven, MA 02568
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  $8,900,000 New Construction

  • 4 Beds
  • 8 Baths
  • 7,767 Sq Ft

  4 Jacobs Neck Rd, Edgartown, MA 02539

  This one of a kind property is extremely private, yet only 12 minutes to the airport or Edgartown Village. The 10+ acre parcel is bordered on two sides by Sheriff's Meadow Conservation land and miles of walking trails nearby. The dwellings and other structures are meticulously crafted and offer a range of possibilities. The "guest house" is 2300 sq ft with finished basement and loft space. The

  Deb Hancock Hancock Real Estate

  4 Jacobs Neck Rd, Edgartown, MA 02539
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  $2,100,000 New Construction

  • 3 Beds
  • 4 Baths
  • 2,124 Sq Ft

  23 13th St N, Edgartown, MA 02539

  This recently constructed home conveniently sits in the center of Edgartown close to Sengekontacket Pond. With 3 bedrooms, 3.5 baths, bright and sunny living areas, and a very spacious and finished lower level, this property is well-designed. Featuring hardwood floors throughout, the open concept on the first floor has modern kitchen with a center island and stainless appliances, a dining area

  Cheri Mason Landvest MV

  23 13th St N, Edgartown, MA 02539
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  $13,995,000 New Construction

  • 7 Beds
  • 9 Baths
  • 6,343 Sq Ft

  5 Briggs Rd, Edgartown, MA 02539

  NEW CONSTRUCTION - COMPLETED. POND FRONT on WINTUCKET COVE. The epitome of Luxury Living, yet understated. 6,343 sq.ft., 7 Bed, 9 Bath home, w/16ft x 42ft saltwater heated pool, 2 car garage & a dramatic over sized screened porch w/11ft high ceilings. Discover a beautiful Vineyard oasis on 9.2 acres of land on the South Shore w/376ft of frontage on Wintucket Cove. An expansive property, merging

  Alisan Lohan-Conway Alisan Lohan-Conway Properties

  5 Briggs Rd, Edgartown, MA 02539
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  $5,750,000 Open Thu 10AM - 12PM

  • 4 Beds
  • 5 Baths
  • 3,643 Sq Ft

  4 Somerset Ln, Edgartown, MA 02539

  NEW CONSTRUCTION: REIMAGINED ISLAND LIVING AT SOMERSET. Construction for 4 Somerset Lane is now complete and the property is move-in ready for summer! 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. This curated home has been perfectly designed for entertaining,

  Wendy Harman Compass | Point B

  4 Somerset Ln, Edgartown, MA 02539

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