Dukes County MA Homes for Sale

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  /11

  $495,000

  • Land
  • 0.23 Acre
  • $2,152,174 per Acre

  0 Barnes Rd Unit 59 42701, Oak Bluffs, MA 02557

  Located in the heart of Oak Bluffs, this land offering abuts a protected Town park and is within close proximity to the various public access points to the sandy shoreline of Lagoon Pond. With engineering in place for a 1 bedroom home, embrace the unique opportunity to build your own custom residence. Whether you envision a cozy cottage, a modern retreat, or a traditional island dwelling, the

  Alyssa Halisky Wallace & Co. Sotheby's

  0 Barnes Rd Unit 59 42701, Oak Bluffs, MA 02557
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  /52

  $7,795,000

  • 7 Beds
  • 4.5 Baths
  • 6,921 Sq Ft

  19 Locust Ln, Aquinnah, MA 02535

  This beautifully designed and built home is privately sited on 12.23 acres overlooking a pastoral setting with amazing ocean views and bordered by stone walls. The spacious entry hall steps into a formal living and dining room with oversized windows that take in the amazing North Shore ocean views, tall ceilings, a field stone fireplace and concrete floors heated by radiant heat. French doors

  Brenda Galligan Karen M. Overtoom R.E.

  19 Locust Ln, Aquinnah, MA 02535
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  /39

  $3,750,000

  • 4 Beds
  • 3 Baths
  • 2,204 Sq Ft

  9 Weston Ave, Oak Bluffs, MA 02557

  This 4-bedroom / 3-bath home lies in the middle of East Chop at the highest point on the bluff offering expansive views of Vineyard Sound. The home features a large clear story living room with fireplace, a family room/kitchen also with fireplace, a huge screened porch opening up to a large deck area and a first floor bedroom with private bath. The 2nd floor offers two guest bedrooms and a master

  Gerrett Conover Landvest MV

  9 Weston Ave, Oak Bluffs, MA 02557
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  /12

  $2,950,000

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft

  9 N Neck Rd, Edgartown, MA 02539

  COMMANDING WATER VIEWS ON CHAPPAQUIDDICK - This beloved fishing cottage rests high above one of the premier fishing areas on the island of Chappaquiddick. Set apart from the hustle and bustle of downtown, but within easy reach of all Edgartown offers, the pristine views over the wilds of Cape Pogue and the outer harbor bring peace and serenity for all who visit. Fishing, clamming, swimming,

  Leslie C. Floyd Portfolio Real Estate, Inc.

  9 N Neck Rd, Edgartown, MA 02539
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  /46

  $4,590,000

  • 3 Beds
  • 2.5 Baths
  • 1,870 Sq Ft

  4 Down Harbor Rd, Edgartown, MA 02539

  Coveted Down Harbor!This 3-bedroom 2-bath home sits in the Down Harbor association in a prime Katama location. This charming home is an entertainer's delight with a spacious yard, a large deck, an outdoor kitchen, pool, and recently built pool house with 2 outdoor showers, 1/2 bath and a storage shed. This home features vaulted ceilings, exposed beams, and a bright kitchen with a breakfast

  Cheri Mason Landvest MV

  4 Down Harbor Rd, Edgartown, MA 02539
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  /42

  $7,775,000

  • 6 Beds
  • 34.5 Baths
  • 5,982 Sq Ft

  19 Locust Ln, Aquinnah, MA 02535

  This beautifully designed and built home is privately sited on 12.23 acres overlooking a pastoral setting with amazing ocean views and bordered by stone walls. The spacious entry hall steps into a formal living and dining room with oversized windows that take in the amazing North Shore ocean views, tall ceilings, a field stone fireplace and concrete floors heated by radiant heat. French doors

  Brenda Galligan Karen M. Overtoom R.E.

  19 Locust Ln, Aquinnah, MA 02535
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  /16

  $6,700,000

  • 8 Beds
  • 9.5 Baths
  • 6,229 Sq Ft

  26 Curtis Ln, Edgartown, MA 02539

  Exceptional 8 bedroom home with attached artist/fitness barn studios. Each bedroom includes a en-suite bathroom.The kitchen/dining area includes: 3 refrigerators and 6 freezer drawers, a 5-burner gas stove and oven, dishwasher and microwave. Finished basement (1,000 square feet). Basement includes: 3 washer/dryer units. Outdoor deck with table, chairs and an outdoor grill.

  Thomas Melone Thomas Melone

  26 Curtis Ln, Edgartown, MA 02539
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  /38

  $6,500,000

  • 4 Beds
  • 5.5 Baths
  • 4,136 Sq Ft

  10 Tilton Way, Edgartown, MA 02539

  This newly built traditionally styled Greek Revival home offers a wonderful open floor plan with refreshing interior design, all presented in excellent condition. The first-floor front foyer, leads to the well-appointed kitchen with high-end appliances and large island. A dining area and living room with fireplace, all with an abundance of natural light. There are French doors leading to a

  Gerrett Conover Landvest MV

  10 Tilton Way, Edgartown, MA 02539
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  /57

  $3,200,000

  • 4 Beds
  • 3.5 Baths
  • 3,274 Sq Ft

  70 Spring St, Vineyard Haven, MA 02568

  NOW INCLUDING RARE 12,527 S.F. TOWN APPROVED BUILDING LOT ON WILLIAM STREET! Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House*, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Street Historic District, just two blocks to all the shops, restaurants, galleries, town beach,

  June Flake Viewpoints

  70 Spring St, Vineyard Haven, MA 02568
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  /23

  $1,625,000

  • 5 Beds
  • 5 Baths
  • 2,316 Sq Ft

  345 North Rd, Chilmark, MA 02535

  Abutting hundreds of acres of conservation land and walking trails leading to the second-highest point on Martha's Vineyard with views of the Elizabeth Islands, this classically-styled house with detached guest quarters offers 5 total bedrooms and 4 full baths plus an outdoor shower. The primary bedroom suite is a generous size and has its own small deck that overlooks the charming front yard.

  Mark Jenkins Wallace & Co. Sotheby's International Realty

  345 North Rd, Chilmark, MA 02535
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  /7

  $2,500,000

  • Land
  • 1.4 Acres
  • $1,785,714 per Acre

  2 Other House Rd Unit 173, Chilmark, MA 02535

  Rare opportunity to build on Chilmark's south shore. This 1.4 acre parcel should allow for new construction of 3,100 square feet and 24 feet in height, by right, with building department approval. Views to the Atlantic Ocean and Chilmark Pond can be seen from the second floor. This parcel comes with a dock on the pond which provides access to a beautiful barrier beach on the Atlantic. Well in

  Russell Maloney Russell Maloney Real Estate

  2 Other House Rd Unit 173, Chilmark, MA 02535
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  /18

  $15,950,000

  • 6 Beds
  • 9 Baths
  • 1,320 Sq Ft

  68 N Water St, Edgartown, MA 02539

  This expansive historic compound in the heart of Edgartown village offers the perfect blend of old-world charm and modern luxury.Just steps away from Edgartown's finest restaurants and shops, this stunning property has been completely renovated by SternMcCafferty Architecture + Interiors, showcasing a harmonious balance of contemporary design and traditional architectural details.Upon entering,

  Thomas Wallace Wallace & Co. Sotheby's International Realty

  68 N Water St, Edgartown, MA 02539
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  /27

  $9,750,000

  • 5 Beds
  • 7 Baths
  • 4,078 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

  1 Field Club Dr, Edgartown, MA 02539
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  /24

  $2,445,000

  • 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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  /42

  $4,150,000

  • 4 Beds
  • 3.5 Baths
  • 3,552 Sq Ft

  4 Boldwater Rd, Edgartown, MA 02539

  A private Edgartown home in the distinguished Boldwater neighborhood on Martha's Vineyard. This property is spread over 8.5 acres of pristine land and fruit trees and includes a 4 bedroom/3.5 bathroom main house and a 1 car garage. A winding drive leads from the road to the main residence which features a generous first floor plan with an open living room with a brick fireplace, dining room, and

  Thomas Wallace Wallace & Co. Sotheby's International Realty

  4 Boldwater Rd, Edgartown, MA 02539
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  /30

  $1,999,000

  • 4 Beds
  • 3 Baths
  • 2,730 Sq Ft

  5 Pine Tree Ln, Vineyard Haven, MA 02568

  Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and contemporary comfort. Inside, a thoughtfully designed floor plan welcomes you with generous living

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  5 Pine Tree Ln, Vineyard Haven, MA 02568
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  /43

  $16,500,000

  • 4 Beds
  • 4.5 Baths
  • 3,705 Sq Ft

  64 Squibnocket Farm Rd, Chilmark, MA 02535

  Welcome to an extraordinary waterfront retreat, where luxury meets nature perfectly. This exclusive property offers unparalleled access to breathtaking views, serene landscapes, and the soothing sounds of water lapping against the shore.Squibnocket Farm Road is renowned for its unspoiled beauty and tranquility. This sophisticated gated community offers a sense of seclusion while remaining within

  Thomas Wallace Wallace & Co. Sotheby's

  64 Squibnocket Farm Rd, Chilmark, MA 02535
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  /51

  $2,300,000

  • 4 Beds
  • 3.5 Baths
  • 3,274 Sq Ft

  70 Spring St, Vineyard Haven, MA 02568

  Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Street Historic District and just two blocks to all the shops, restaurants, galleries, town beach, tennis, and ferry. The property also has potential for an additional buildable

  June Flake Viewpoints

  70 Spring St, Vineyard Haven, MA 02568
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  /14

  $389,000

  • Land
  • 0.17 Acre
  • $2,288,235 per Acre

  00 Moshup Trail, Aquinnah, MA 02535

  Private Atlantic Ocean beach lot located on the serene coastline of Aquinnah on Martha's Vineyard. This exceptional beach lot offers a rare opportunity to own a piece of prime oceanfront. Located just off of Moshup Trail is private gated access to your own designated parking area. From there, a picturesque boardwalk meanders through native flora and opens onto a sandy path leading directly to the

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  00 Moshup Trail, Aquinnah, MA 02535
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  /49

  $849,000

  • 1 Bed
  • 1 Bath
  • 803 Sq Ft

  26 Winthrop Ave, Oak Bluffs, MA 02557

  Hidden behind a wall of vegetation on Winthrop Avenue this is a little 'oasis' of a piece of land. One bedroom house situated on a 1/3 Acre, 14,810 sq.ft. level lot. One side of the property is lush with vegetation and the opposite side is clear. It is one lot in total and may not be subdivided. The existing house has been lived in year round. Only .6 of a mile to Oak Bluffs Harbor and .5 mile

  Alisan Lohan-Conway Alisan Lohan-Conway Properties

  26 Winthrop Ave, Oak Bluffs, MA 02557
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  /6

  $1,795,000

  • Land
  • 1.87 Acres
  • $961,435 per Acre

  22 Paddock Rd Unit 85, Oak Bluffs, MA 02568

  THE PRESERVE at THE WOODLANDS ~ OAK BLUFFS COVETED COMMUNITY of architecturally designed residences. Live in ONE of the most sought-after locations in Oak Bluffs that is conveniently located to town, beaches, harbor, ferry ports, and Farm Neck Golf & Tennis Club. This is a RARE OFFERING to purchase one of the last remaining building lots and develop a family compound. There are underground

  Marilyn Moses Ocean Park Realty Inc

  22 Paddock Rd Unit 85, Oak Bluffs, MA 02568
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  /16

  $389,000

  • Land
  • 0.17 Acre
  • $2,316,855 per Acre

  00 Moshup Trail Unit 6, Aquinnah, MA 02535

  Private Atlantic Ocean beach lot located on the serene coastline of Aquinnah on Martha's Vineyard. This exceptional beach lot offers a rare opportunity to own a piece of prime oceanfront. Located just off of Moshup Trail is private gated access to your own designated parking area. From there, a picturesque boardwalk meanders through native flora and opens onto a sandy path leading directly to

  Alyssa Halisky Wallace & Co. Sotheby's

  00 Moshup Trail Unit 6, Aquinnah, MA 02535
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  $5,750,000

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

  4 Somerset Ln, Edgartown, MA 02539

  MOVE-IN READY: LUXURY ISLAND LIVING AT SOMERSETConstruction is now complete at Four Somerset Lane—a brand-new residence in an exclusive enclave of just five luxury homes, perfectly situated between Edgartown Village and South Beach. Developed by Stanmar, owners of the renowned Winnetu Oceanside Resort, Somerset blends modern coastal design with timeless island charm.Designed by

  Wendy Harman Compass | Point B

  4 Somerset Ln, Edgartown, MA 02539
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  /24

  $2,150,000

  • 2 Beds
  • 2.5 Baths
  • 2,137 Sq Ft

  30 Franklin Ave, Oak Bluffs, MA 02568

  Welcome to your dream home! This stunning new construction boasts a coastal feel throughout and is situated on a spacious corner lot. Inside, you'll find luxurious finishes, including Thermador appliances and quartz countertops in the gourmet kitchen including a large pantry with beverage refrigerator. The elegance continues with white oak floors throughout the home. With 2 bedrooms and 2.5

  Stacy Ickes Donnelly + Co.

  30 Franklin Ave, Oak Bluffs, MA 02568
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  /9

  $1,445,000

  • 0.5 Baths
  • 1,283 Sq Ft

  4 Lagoon Pond Rd, Vineyard Haven, MA 02568

  Located at the five corners, this rare commercial property presents an opportunity to set your future business venture up for success. This prime location captures the attention of every single vehicle disembarking the Vineyard Haven Ferry! There are 2.5 parking spots included. Please note that the bike shop business is not for sale. This offering is solely for the real estate. The sellers

  Jarrett Hurwitz Keller Williams Realty

  4 Lagoon Pond Rd, Vineyard Haven, MA 02568
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  /24

  $2,095,000

  • 4 Beds
  • 3.5 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
  • 4.5 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 Unit 40.2, 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 Unit 40.2, West Tisbury, MA 02568
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  /3

  $375,000

  • Land
  • 0.2 Acre
  • $1,875,000 per Acre

  00 Moshup Trail Unit 7-5, 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 Unit 7-5, Aquinnah, MA 02535
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  /46

  $3,500,000

  • 4 Beds
  • 2.5 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

  $1,495,000

  • Land
  • 3.01 Acres
  • $496,678 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

  $1,495,000

  • Land
  • 3.01 Acres
  • $496,678 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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  /47

  $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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  /46

  $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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  /26

  $8,650,000

  • 4 Beds
  • 6 Baths
  • 5,884 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

  24 Katama Bay View Rd, Edgartown, MA 02539
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  /8

  $3,495,000

  • Land
  • 11.39 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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  /28

  $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

Showing Results 281 - 320, Page 8 of 9