Vineyard Haven, MA Homes for Sale

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  $925,000

  • 2 Beds

  90 17th St N, Edgartown, MA 02539

  90 Seventeenth Street NorthEdgartown, MassachusettsFOR SALEHere is a chance for you to own a water view property in Edgartown. Property is located just off the Boulevard on a quiet dead end lane. This property has been in the same family for decades and is now offered for sale. It is a blank canvas for you to create your dream home. Interior has been gutted and is ready for your renovation. The

  Theodore Saulnier TAS Real Estate, LLC

  90 17th St N, Edgartown, MA 02539
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  /44

  $1,749,000

  • 4 Beds
  • 2 Baths
  • 2,320 Sq Ft

  26 Manaquayak Rd, Vineyard Haven, MA 02568

  Large comfortable and charming expanded Cape in a lovely setting very close to Lambert's Cove Beach and James Pond Preserve with special walking access to Swimming on Ice House Pond in the Manaquayak Preserve as well as deeded walking access to swim and boat on Seth's Pond. The living room is open to the beautiful newly-renovated kitchen and has an often-used wood-burning fireplace. There is a

  Candy DaRosa Feiner Real Estate

  26 Manaquayak Rd, Vineyard Haven, MA 02568
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  /7

  $1,900,000

  • Land
  • 2.06 Acres
  • $922,330 per Acre

  34 Paddock Rd, 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 Inc

  34 Paddock Rd, Oak Bluffs, MA 02568
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  /25

  $1,800,000

  • 4 Beds
  • 1.5 Baths
  • 1,592 Sq Ft

  5 Scottys Ln, Vineyard Haven, MA 02568

  Opportunity Knocks on Scotty's Lane! Prime West Tisbury Location with Seth's Pond Frontage. Imagine crafting your dream home on this coveted stretch of Lambert's Cove Road. 5 Scotty's Lane presents a rare chance to own property in a highly desirable area, just a short stroll from the pristine, town-owned Lambert's Cove Beach. Plus, enjoy direct frontage on Seth's Pond, a beloved Island swimming

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

  5 Scottys Ln, Vineyard Haven, MA 02568
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  $1,795,000

  • 3 Beds
  • 2.5 Baths
  • 2,236 Sq Ft

  71 6th St N, Edgartown, MA 02539

  Classic three-bedroom farmhouse offers the perfect blend of island charm and laid-back comfort. Located within walking distance to scenic Sengekontacket Pond, it’s an ideal retreat for nature lovers, kayakers, or anyone looking to enjoy the Vineyard lifestyle. The home features a welcoming front porch and back deck—perfect spaces to relax, dine, or entertain outdoors. Inside, you'll find a warm

  Erin Leighton Compass

  71 6th St N, Edgartown, MA 02539
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  $1,295,000

  • 3 Beds
  • 2 Baths
  • 1,469 Sq Ft

  12 Park Ave, Vineyard Haven, MA 02568

  Welcome to this delightful Cape-style home offering easy access to Vineyard Haven shopping and the Island's bike paths. Nestled on just under an acre of land, this inviting residence features three spacious bedrooms and two full bathrooms, providing ample space for year-round living or weekend getaways. Inside, you'll find a warm and welcoming open concept, perfect for both relaxing and

  Sheila Morse Island Real Estate

  12 Park Ave, Vineyard Haven, MA 02568
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  /2

  $399,000

  • Land
  • 0.52 Acre
  • $767,308 per Acre

  36 Boylston Dr Unit 1.329, Edgartown, MA 02539

  Unique OPPORTUNITY with POSSIBILITIES! .52 acres of flat vacant land in a convenient and super location! This property is being sold as is. A Buyer is responsible to confirm what the town will allow.Thoughtfully priced!

  Martha Smith C McManus Realty Group

  36 Boylston Dr Unit 1.329, Edgartown, MA 02539
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  /55

  $1,987,200

  • 4 Beds
  • 4 Baths
  • 1,600 Sq Ft

  12 & 14 Maple Ave, Oak Bluffs, MA 02557

  Two Historic Oak Bluffs Cottages - Prime Location – Deeded SeparatelyPerched atop a gentle hill, surrounded by lush, established gardens in one of the island’s most storied neighborhoods, these two charming 1909 twin cottages offer a rare opportunity to own a piece of local history—just a short distance to the harbor, downtown, and the beloved Winston’s takeout.Built at a time when automobiles

  Leslie C. Floyd Portfolio Real Estate, Inc.

  12 & 14 Maple Ave, Oak Bluffs, MA 02557
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  /21

  $600,000

  • 1 Bed
  • 1 Bath
  • 604 Sq Ft

  21 Rock Ave, Oak Bluffs, MA 02557

  Experience the charm of 21 Rock Avenue, nestled in the Historic Martha's Vineyard Camp Meeting Association. This year-round cottage features 1 bedroom and 1 bath, and is just moments away from Oak Bluffs Harbor, ferry ports, sandy beaches, art galleries, and delightful restaurants. Recent exterior enhancements include cedar fencing, refreshed house trim, new paint, and an upgraded roof. Please

  Marilyn Moses Ocean Park Realty Inc

  21 Rock Ave, Oak Bluffs, MA 02557
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  /40

  $1,800,000

  • 3 Beds
  • 2 Baths
  • 2,015 Sq Ft

  48 Vineyard Avenue Extension, Oak Bluffs, MA 02568

  Bright, Open Living, Steps from the Lagoon!Spacious and sun-filled, this charming 3-bedroom, 2-bath home offers effortless single-level living. As you enter the home, you're welcomed by a spacious sitting area that seamlessly flows into an open-concept living room, dining area, and modern kitchen—perfect for entertaining and everyday living. A separate home office or den provides additional

  Susan Wallo Compass | The O'Hanlon Group

  48 Vineyard Avenue Extension, Oak Bluffs, MA 02568
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  /7

  $749,500

  • Land
  • 0.26 Acre
  • $2,882,692 per Acre

  35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557

  Welcome to Lagoon Ridge.....Oak Bluffs’ newest and most sought-after neighborhood! Build your 3 bedroom dream home with M Duffany Builders on this lofty setting, 95 feet above Lagoon Pond, featuring sweeping sky views, colorful sunsets, and refreshing salty sea breezes. This exceptional building lot is among the last of the remaining opportunities in this thriving new community. Utilities are

  Marilyn Moses Ocean Park Realty Inc

  35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557
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  $1,349,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 1,306 Sq Ft

  113 Leonard Cir, Vineyard Haven, MA 02568

  Adorable four bedroom cape features an updated open concept living, kitchen and dining area with a cozy screened in porch accessed via French doors. Wood floors, high ceilings and an abundance of windows throughout the home create a unified and pleasing aesthetic as well as a sense of light and spaciousness. Also included on the first floor are a bedroom with lots of natural light and a nicely

  Alyson Parker Karen M. Overtoom R.E.

  113 Leonard Cir, Vineyard Haven, MA 02568
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  $4,075,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 4 Baths
  • 2,861 Sq Ft

  39 Sengekontacket Rd, Edgartown, MA 02539

  Spectacular waterfront home with stunning water views from every room. Situated in a private location in the Sengekontacket Association, this is an exceptional property in a rare setting. In addition to the breathtaking water view of Major's Cove and of Felix Neck throughout the home, the front of the property faces serene pastoral views. This home offers four bedrooms with a main floor master

  Jayne Isford Ocean Park Realty Inc

  39 Sengekontacket Rd, Edgartown, MA 02539
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  /4

  $1,790,000

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft

  11 Beach Rd, Oak Bluffs, MA 02557

  Oak Bluffs: Waterfront Property at Vineyard Haven Outer Harbor** This is an exceptional opportunity to acquire a stunning white sandy beach property on Vineyard Haven Harbor. This charming Island cottage boasts breathtaking panoramic views of the harbor and sound, showcasing magnificent sunsets each evening over the West Chop Peninsula. You can enjoy the lively boating scene, with yachts from

  Alan Schweikert Ocean Park Realty Inc

  11 Beach Rd, Oak Bluffs, MA 02557
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  /30

  $829,000

  • 3 Beds
  • 1 Bath
  • 907 Sq Ft

  17 Siloam Ave, Oak Bluffs, MA 02557

  Welcome to 17 Siloam Avenue, a delightful cottage nestled in the historic Martha’s Vineyard Camp Meeting Association, offering spectacular sunset views of Sunset Lake and the distant harbor from its inviting porches. The current owners have cherished this home year-round for 13 years, and it’s easy to see why. This spacious residence features an open living and dining area that seamlessly flows

  Marilyn Moses Ocean Park Realty Inc

  17 Siloam Ave, Oak Bluffs, MA 02557
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  /23

  $1,599,000

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft

  60 Bernard Cir, Vineyard Haven, MA 02568

  Tucked away on a quiet residential street just minutes from downtown Vineyard Haven and West Chop, this rare offering includes two legally subdivided 10,000 sq. ft. lots—totaling 20,000 sq. ft. of prime real estate in a desirable island neighborhood. One lot includes a recently renovated home with a 3-bedroom septic system already in place. The second lot is currently undeveloped and may offer an

  Patrick McCarthy Grace Hagerty Real Estate Inc

  60 Bernard Cir, Vineyard Haven, MA 02568
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  /16

  $1,275,000

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft

  50 Lantern Ln, Vineyard Haven, MA 02568

  Nestled in a quiet enclave on Lantern Lane, this charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and island charm. Located just moments from the heart of Vineyard Haven, you’ll enjoy easy access to shops, restaurants, and the ferry. The interior of the home features a bright and welcoming layout with an open living and dining area, hardwood floors, and a private

  Madelyn Silvia Wallace & Co. Sotheby's

  50 Lantern Ln, Vineyard Haven, MA 02568
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  /45

  $19,500,000

  • 7 Beds
  • 6 Baths
  • 3,344 Sq Ft

  104 & 111 Old Herring Creek Rd, West Tisbury, MA 02535

  This beautiful 2-parcel compound totals 9.5-acre of land and 600 feet of private Vineyard Sound beach. There is a renovated 4-bedroom beach cottage on one of the parcels which includes all modern amenities and offers spectacular views from almost every room. The second parcel has an older 3-bedroom home located high on a ridge. Both parcels offer wonderful walking paths to the sandy beach below.

  Thomas Leclair Landvest MV

  104 & 111 Old Herring Creek Rd, West Tisbury, MA 02535
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  /23

  $1,150,000

  • 3 Beds
  • 3 Baths
  • 1,503 Sq Ft

  112 W Spring St, Vineyard Haven, MA 02568

  This delightful three-bedroom Cape is ideally situated just under a mile from Main Street and the harbor, offering easy access to Tisbury Center. The inviting open floor plan blends comfort and functionality, with multiple seating areas ideal for relaxing or entertaining. A finished basement adds over 600 square feet of living space, complete with a half bath—making it ideal for a home office,

  Katie Donahue Sandpiper Realty

  112 W Spring St, Vineyard Haven, MA 02568
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  /12

  $685,000

  • 2 Beds
  • 1 Bath
  • 725 Sq Ft

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

  Vineyard Haven Centrally located Causeway Condominiums just a short distance from town and ferries. Lovely grounds and a community swimming pool, a great place to live year-round or use as an investment property that's easy to manage. On ground level this spacious 2 bedroom condo with a tiled eat-in kitchen has a door accessing the back of condo. The tiled bathroom has been recently renovated and

  Carleen Cordwell Anchor Realty of Martha's Vineyard

  124 Skiff Ave Unit A-10, Vineyard Haven, MA 02568
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  /20

  $1,499,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  32 MacHipscat Trail, Vineyard Haven, MA 02568

  This Cape Style home privately sited on 1.89 acres at the end of a cul-de-sac abutting conservation land with many walking trails. Nice features include spacious living spaces that include a well equipped kitchen with custom cherry cabinets, dining room, living room with fireplace, wood stove and french doors that lead you out to a private patio and backyard. Second floor offers two guest

  Brenda Galligan Karen M. Overtoom R.E.

  32 MacHipscat Trail, Vineyard Haven, MA 02568
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  /13

  $5,100,000

  • Land
  • 2.33 Acres
  • $2,188,841 per Acre

  7 Overview Ln, Oak Bluffs, MA 02557

  A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy

  Alyssa Halisky Wallace & Co. Sotheby's

  7 Overview Ln, Oak Bluffs, MA 02557
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  /37

  $2,725,000

  • 5 Beds
  • 4.5 Baths
  • 4,982 Sq Ft

  79 David Ave, Vineyard Haven, MA 02568

  BEAUTIFUL CUSTOM-BUILT RETREAT- LAMBERT'S COVE This impressive property offers the perfect blend of privacy and convenient access to downtown and the picturesque James Pond Reserve at Lambert's Cove Beach. Step inside to discover over 4,900 sq ft of recently renovated living space. The home boasts 5 bedrooms and 4.5 bathrooms, including a stunning chef's kitchen that will ignite your culinary

  Tina Miller Compass

  79 David Ave, Vineyard Haven, MA 02568
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  /13

  $2,650,000

  • 4 Beds
  • 3 Baths
  • 2,299 Sq Ft

  26 Chappaquiddick Avenue and Passamaquoddy Ave, West Tisbury, MA 02575

  Discover the rare opportunity to build your dream home in one of the island’s most sought-after locations off Lamberts Cove Road. This parcel offers year-round waterfront living with the ultimate blend of privacy, beach access, and design potential, without the usual coastal erosion concerns. Approved architectural plans by Moskow Linn Architects are in place for a four-bedroom main residence, a

  Jill Napior Tea Lane Associates

  26 Chappaquiddick Avenue and Passamaquoddy Ave, West Tisbury, MA 02575
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  $1,695,000

  • 3 Beds
  • 2 Baths
  • 1,986 Sq Ft

  251 State Rd, Vineyard Haven, MA 02568

  This private and pastoral year-round home with fine craftsmanship and loads of character is a classic up-island refuge, yet in a location that is central on the island and convenient to town. The charming home features an open living and dining room with wide plank floors and beams flowing into the kitchen, all surrounding a central brick fireplace. An expansive family room off the sunny entrance

  Meg Bodnar Tea Lane Associates

  251 State Rd, Vineyard Haven, MA 02568
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  /12

  $1,995,000

  • 2 Beds
  • 1 Bath
  • 879 Sq Ft

  47 E Chop Dr Unit 4, Oak Bluffs, MA 02568

  East Chop Harbor Front Luxury Condominiums -- This 2-bedroom, 2nd floor, waterfront condominium, the ''Tivoli'', features outstanding water views of the harbor and the sound beyond all the way to Chappaquiddick. Located just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown, this unit includes new kitchen with Bosch appliances, living and dining areas and a

  Perry Patterson MV Luxury Homes, LLC

  47 E Chop Dr Unit 4, Oak Bluffs, MA 02568
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  $1,349,000

  • 4 Beds
  • 2 Baths
  • 2,059 Sq Ft

  4 Rock Pond Rd, Vineyard Haven, MA 02568

  4 Bedroom ++ home, has room for your family and your in-home business. This is the home that has it all. An abundance of light, space and potential. A large Atrium off the living room invites in the light and warmth of outside, creating an oasis of possibilities-The expansive open living-kitchen-dining area has space for all to gather, the wood stove and kitchen bringing warmth and sunlight into

  Kerry Quinlan-Potter Breakwater MV

  4 Rock Pond Rd, Vineyard Haven, MA 02568
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  /19

  $2,450,000

  • 4 Beds
  • 5 Baths
  • 2,820 Sq Ft

  71 Netock Ave, Oak Bluffs, MA 02557

  On the doorstep of vibrant Oak Bluffs, discover this exquisitely renovated four bedroom home with separate office or studio space, all ensconced in professionally landscaped grounds. Blending modern comfort with timeless island charm, the house features wide plank white oak floors, beautiful ceiling height and natural light, an open-concept living-dining space with a new kitchen, a first-floor

  Ellen Valentgas Sotheby's International Realty

  71 Netock Ave, Oak Bluffs, MA 02557
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  /17

  $1,995,000

  • 2 Beds
  • 1 Bath
  • 802 Sq Ft

  47 E Chop Dr Unit 3, Oak Bluffs, MA 02568

  East Chop Water Front Luxury Condominiums -- This 2BR, waterfront condominium, the ''Highlands'', features outstanding water views of the harbor, the sound and the Cape beyond and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine condition, this 2nd floor unit includes new kitchen with Bosch appliances, living and dining areas and a

  Perry Patterson MV Luxury Homes, LLC

  47 E Chop Dr Unit 3, Oak Bluffs, MA 02568
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  /10

  $569,000

  • Land
  • 1.08 Acres
  • $526,852 per Acre

  515 C Edgartown Rd Unit 8.1, Tisbury, MA 02568

  Nestled in a high, gently rolling landscape, this beautiful parcel is ready for your vision. With town water and power already at the site, it's an ideal setting for a dream home. Surrounded by conservation land on two sides, and just steps from the trailhead to the Land Bank's Beech Tree Preserve, you'll enjoy direct access to serene paths that lead to the Lagoon—perfect for kayaking,

  Meg Bodnar Tea Lane Associates

  515 C Edgartown Rd Unit 8.1, Tisbury, MA 02568
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  /14

  $499,000

  • Land
  • 0.60 Acre
  • $831,667 per Acre

  515 B Edgartown Rd Unit 8.11, Tisbury, MA 02568

  A wonderful opportunity to build your island home on this high, level, and beautifully wooded parcel just minutes from town. With electricity and water already in place, the lot is ready for development. Mature trees provide natural privacy and a serene setting. Located next to the trailhead for the Land Bank’s Beech Tree Preserve, you’ll enjoy scenic walks that lead to the Lagoon—perfect for

  Meg Bodnar Tea Lane Associates

  515 B Edgartown Rd Unit 8.11, Tisbury, MA 02568
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  /29

  $1,950,000

  • 1 Bed
  • 1 Bath
  • 524 Sq Ft

  61 Hines Point Rd, Vineyard Haven, MA 02568

  Tucked away on the serene shores of Lagoon Pond in Vineyard Haven, this cozy one-bedroom cottage offers the perfect island escape. Located on exclusive Hines Point, the home features stunning water views, direct access to a private beach, and the calming sounds of the tide just steps from your door. Inside, the cottage is thoughtfully designed for comfort and simplicity, with an open living area

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  61 Hines Point Rd, Vineyard Haven, MA 02568
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  $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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  /34

  $1,795,000

  • 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 DaSilva Compass | Point B

  35 Tuckernuck Ave, Oak Bluffs, MA 02557
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  $4,500,000

  • 5 Beds
  • 5 Baths
  • 5,598 Sq Ft

  71 Stoney Hill Rd, Vineyard Haven, MA 02568

  A combination of luxury, comfort, and natural beauty, this expansive custom, five bedroom, post and beam home is sited on more than eight acres of land, surrounded by acres of Land Bank property. From the moment you step inside, you'll be captivated by the attention to detail and the high-end finishes throughout. The open concept layout allows for seamless flow from one room to the next, perfect

  Sheila Morse Island Real Estate

  71 Stoney Hill Rd, Vineyard Haven, MA 02568
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  $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
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  /4

  $2,200,000

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

  5 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

  Gerrett Conover Landvest MV

  5 Weaver Ln, Tisbury, MA 02568
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  /41

  $1,590,000

  • 4 Beds
  • 3 Baths
  • 1,305 Sq Ft

  46 Kennebec Ave, Oak Bluffs, MA 02557

  This exquisite Victorian home, lovingly preserved by the same family for over a generation, stands in outstanding condition and is perfectly situated in the vibrant heart of Oak Bluffs Center. Enjoy the convenience of being just steps away from the Public Beach, Steamship Authority, Oak Bluffs Harbor, a supermarket, and a variety of charming restaurants and shops that contribute to Oak Bluffs'

  Alan Schweikert Ocean Park Realty Inc

  46 Kennebec Ave, Oak Bluffs, MA 02557
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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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  /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

Showing Results 41 - 80, Page 2 of 4