Dukes, MA Homes in ZIP Code 02568

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  /11

  $575,000

  • Land
  • 0.29 Acre
  • $1,982,759 per Acre

  112 County Rd, Oak Bluffs, MA 02557

  Discover the perfect opportunity to build your dream home on this desirable parcel located at 112 County Road, Oak Bluffs. This spacious lot offers convenient access to local amenities, beaches, ferry terminals, and town attractions. With its central location and natural surroundings, this property is ideal for those seeking both privacy and convenience. Bring your vision to life on Martha’s

  Kiet Bordley Fort Hill Brokerage Group

  112 County Rd, Oak Bluffs, MA 02557
• 

  

  

  /17

  $17,600 per month

  • 4 Beds
  • 4 Baths
  • 2,676 Sq Ft
  • House for Rent

  40 Summer Cir, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,400. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This beautiful tasteful modern home has many charming elements. The bright open airy floor plan offers a generous kitchen, welcoming dining room and living room surrounded by windows and decks with an outdoor table and extra seating. An "upside down" house with the living

  Karen Overtoom Karen M. Overtoom R.E.

  40 Summer Cir, West Tisbury, MA 02575
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  /35

  $1,837,500 Sold Apr 18, 2025

  • 1,654 Sq Ft
  • $1111/SF
  • 182 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1984

  55 Charles Neck Way, Vineyard Haven, MA 02568

  LONG POINT BEACH RETREAT. Privately set on 1.6 acres in the highly-coveted Long Point area of West Tisbury, this reverse style beach house is an idyllic island retreat. The open-designed Great Room features vaulted ceilings and a wall of sliding glass doors that open out to an expansive deck, perfect for indoor-outdoor summer living and entertaining. There are also screened porches on both

  Wendy Harman Compass | Point B

  55 Charles Neck Way, Vineyard Haven, MA 02568
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  /17

  Est $1,508,587 Not Listed For Sale

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

  165 Weaver Ln, Vineyard Haven, MA 02568

  165 Weaver Ln, Vineyard Haven, MA 02568
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  /54

  $1,830,000

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

  12 & 14 Maple Ave, Oak Bluffs, MA 02557

  Two Historic Oak Bluffs Cottages - Prime Location - Deeded Separately Perched 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 Floyd Portfolio Properties

  12 & 14 Maple Ave, Oak Bluffs, MA 02557
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  /2

  $10,000 per month

  • 6 Beds
  • 3.5 Baths
  • 2,100 Sq Ft
  • House for Rent

  15 Crowell Lane Wt119, West Tisbury, MA 02575

  THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!!!!Seven Gates Farm. This property has three ponds, overlooks rolling meadows and is very charming. Located in Seven Gates Farm association, the property affords access to association tennis and two miles of private beach as well as miles of walking trails. Bookings for tennis are available at the office for a slight fee.There is a $25 trash charge per

  Karen Overtoom Karen M. Overtoom R.E.

  15 Crowell Lane Wt119, West Tisbury, MA 02575
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  /49

  $865,000 Sold Apr 17, 2025

  • 1,208 Sq Ft
  • $716/SF
  • 70 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1972

  4 Quail Run Unit 17, Oak Bluffs, MA 02557

  LUXURIOUS LIFESTYLE AMENITIES: RENOVATED TOWNHOUSE WITH TENNIS, PICKLEBALL + BOATING ACCESS. Welcome to this beautifully renovated 2-bedroom, 2-bathroom townhouse located in the exclusive Sengekontacket community. This nicely appointed property offers a perfect blend of comfort and convenience, making it an ideal choice for year-round living or as a rental investment opportunity.Spanning 1,208

  Wendy Harman Compass | Point B

  4 Quail Run Unit 17, Oak Bluffs, MA 02557
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  /17

  Est $1,082,396 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 934 Sq Ft

  10 Briarwood Ln, Vineyard Haven, MA 02568

  10 Briarwood Ln, Vineyard Haven, MA 02568
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  /7

  $1,199,000

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  13 County Rd, Oak Bluffs, MA 02557

  Welcome to an inviting single-story ranch nestled in the heart of Oak Bluffs. This cozy and charming home offers a comfortable living space and is set on a generous, water view landscaped lot with mature trees and natural privacy.Inside, the home features a functional layout with a mix of wood and carpet flooring, a cozy wood-burning fireplace, and abundant natural light throughout. The

  Jennifer DaSilva Compass | Point B

  13 County Rd, Oak Bluffs, MA 02557
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  /39

  $46,000 per month

  • 6 Beds
  • 4.5 Baths
  • 3,800 Sq Ft
  • House for Rent

  99 Pond Road Wt104, West Tisbury, MA 02575

  THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!! Beautiful bright sunny home with open concept living. Main floor features a gourmet kitchen with stainless appliances, breakfast bar and formal dining table to seat 10. Large glass sliders open up to expansive views of the deck, pool and pasture beyond. Also on the main level is a separate living area with large screen TV, powder room, and den with twin

  Karen Overtoom Karen M. Overtoom R.E.

  99 Pond Road Wt104, West Tisbury, MA 02575
• 

  

  /42

  $865,000 Sold Apr 17, 2025

  • 1,208 Sq Ft
  • $716/SF
  • 2 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1972

  4 Quail Run Rd Unit 17, Edgartown, MA 02539

  Luxurious Lifestyle Amenities: Renovated Townhouse With Tennis, Pickleball + Boating Access - This nicely appointed condominium in the exclusive Sengekontacket community offers a perfect blend of comfort and convenience. It features two walls of sliding glass doors that lead out to an expansive 288-square foot deck. The property was updated in 2023 with new Pella® sliding glass doors, new

  Wendy Harman Compass

  4 Quail Run Rd Unit 17, Edgartown, MA 02539
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  /34

  Est $1,241,357 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,230 Sq Ft

  38 Lake St, Vineyard Haven, MA 02568

  38 Lake St, Vineyard Haven, MA 02568
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  /44

  $6,395,000

  • 6 Beds
  • 6 Baths
  • 7,000 Sq Ft

  400 Barnes Rd, Vineyard Haven, MA 02568

  Experience the quiet elegance of this rare Asian-inspired contemporary estate set on 2.42 acres in a prime Oak Bluffs location. Tucked behind a long private drive and surrounded by 234 acres of Southern Woodlands conservation land offering biking and hiking, this expansive property offers unparalleled privacy just minutes from Featherstone Center for the Arts, Farm Neck Golf Club and the island’s

  Jennifer DaSilva Compass | Point B

  400 Barnes Rd, Vineyard Haven, MA 02568
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  /34

  $12,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • House for Rent

  267 Great Plains Road Wt117, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Large spacious home with open concept living and dining area. This house has gorgeous hardwood floors throughout, separate media room, and loads of natural sunlight. It also features an exceptionally large master bedroom with en-suite bath, and private deck. There is

  Karen Overtoom Karen M. Overtoom R.E.

  267 Great Plains Road Wt117, West Tisbury, MA 02575
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  /14

  $640,000 Sold Apr 11, 2025

  • 647 Sq Ft
  • $989/SF
  • 178 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1880

  56 Narragansett Ave Unit 3A, Oak Bluffs, MA 02557

  OAK BLUFFS REAL ESTATE OPPORTUNITY~Explore this spacious first-floor condo, complete with two bedrooms and a full bath. Perfectly located just a leisurely stroll from the beach, a variety of restaurants, charming campgrounds, coffee shops, and the harbor with ferry access. Boasting coveted B1 zoning, this property offers an outstanding opportunity for savvy investors. Its potential as a rental

  Marilyn Moses Ocean Park Realty Inc

  56 Narragansett Ave Unit 3A, Oak Bluffs, MA 02557
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  /32

  Est $2,625,554 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,276 Sq Ft

  232 Lagoon Pond Rd, Vineyard Haven, MA 02568

  232 Lagoon Pond Rd, Vineyard Haven, MA 02568
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  /52

  $3,950,000

  • 5 Beds
  • 7 Baths
  • 4,372 Sq Ft

  139 Main St, Vineyard Haven, MA 02568

  Nestled just two blocks from Vineyard Haven’s working harbor, 139 Main Street is a quietly grand in-town property with the feel of a private estate. Once two separate addresses—now gracefully combined into a single half-acre parcel—this home offers rare space, privacy, and timeless character in one of the island’s most approachable villages.From the moment you step through the welcoming

  Leslie C. Floyd Portfolio Real Estate, Inc.

  139 Main St, Vineyard Haven, MA 02568
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  /18

  $10,000 per month

  • 3 Beds
  • 2 Baths
  • 1,439 Sq Ft
  • House for Rent

  24 Nat's Farm Lane Wt113, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Charming three bedroom home located in a private neighborhood close to bike path, walking trails and public tennis courts. Just a short drive to Lambert's Cove Beach, West Tisbury Village and down island restaurants and shops.Amenities include High definition TV, wifi

  Karen Overtoom Karen M. Overtoom R.E.

  24 Nat's Farm Lane Wt113, West Tisbury, MA 02575
• 

  

  /22

  $1,150,000 Sold Apr 11, 2025

  • 1,264 Sq Ft
  • $910/SF
  • 216 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  41 Old County Rd, Vineyard Haven, MA 02568

  Let your imagination run wild with this peaceful, pastoral property centrally located between down and up-island. This home is perfectly sited on just over 2 acres and is ready for your vision. The cape-style main house features a spacious wrap around deck and an open floor plan on the first level. The entire home is outfitted with hardwood floors. According to the West Tisbury Board of Health,

  Jared Bicknell Compass | The O'Hanlon Group

  41 Old County Rd, Vineyard Haven, MA 02568
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  /36

  Est $1,636,556 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,144 Sq Ft

  323 Lamberts Cove Rd, Vineyard Haven, MA 02568

  323 Lamberts Cove Rd, Vineyard Haven, MA 02568
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  /31

  $1,350,000

  • 3 Beds
  • 3 Baths
  • 1,900 Sq Ft

  145 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568

  Enjoy effortless island living in this beautifully renovated 3-bedroom, 2.5-bath condo, tucked within a quiet and well-maintained association. Thoughtfully updated with modern finishes and quality craftsmanship, this spacious unit offers comfort, style, and functionality. The open-concept living area features a cozy wood pellet fireplace, perfect for cooler evenings, and flows seamlessly into a

  Emily Flake Viewpoints

  145 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568
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  /9

  $19,000 per month

  • 6 Beds
  • 2.5 Baths
  • 2,155 Sq Ft
  • House for Rent

  17 Umbagog Ave Wt109, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,750. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This three story home is located in a very desirable area off of Lambert's Cove Road, Makonikey, with access to a private association beach and walking trails. There are four plus bedrooms and bright and open living spaces that lead out to a deck and a screened-in porch.

  Karen Overtoom Karen M. Overtoom R.E.

  17 Umbagog Ave Wt109, West Tisbury, MA 02575
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  /8

  $390,000 Sold Apr 01, 2025

  • Land
  • 0.25 Acre
  • $1,560,000 per Acre

  • 83 Days On Market

  0 Concord Ave, Oak Bluffs, MA 02568

  GROVEDALE BUILD YOUR DREAM OPPORTUNITY - Along a quiet country lane and close to all Oak Bluffs has to offer, this level lot is located in a neighborhood of nicely landscaped homes. The pride of ownership is apparent in this locale. There are not many opportunites like this left on Martha's Vineyard.

  Leslie C. Floyd Portfolio Real Estate, Inc.

  0 Concord Ave, Oak Bluffs, MA 02568
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  /77

  Est $1,009,862 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  14 Cottage St, Vineyard Haven, MA 02568

  14 Cottage St, Vineyard Haven, MA 02568
• 

  

  /21

  $1,675,000

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

  111 Charles Neck Way, Vineyard Haven, MA 02568

  Tucked away on 1.6 wooded acres in West Tisbury, this classic Cape-style home offers both privacy and convenience, with easy access to the charm of Up-Island and the amenities of Down-Island. Located on a paved road near Long Point Beach, it also includes coveted access to Lambert's Cove Beach. The bright, open interior features a living and dining area with a wood-burning fireplace, a kitchen

  Emma Kennedy Sandpiper Realty Inc

  111 Charles Neck Way, Vineyard Haven, MA 02568
• 

  

  /25

  $13,600 per month

  • 2 Beds
  • 2 Baths
  • 792 Sq Ft
  • House for Rent

  64 Bartimus Luce Road Wt125, West Tisbury, MA 02575

  THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!!!!!!!Idyllic location right above a sandy private beach on the North Shore. This beach cottage affords views of the Sound and the Elizabeth Islands with a front row seat on unrivaled sunsets. It is rustic and cozy with a large screened porch overlooking the view. Have a getaway like in days of yore when life was simple and the beach at your doorstep.Take

  Karen Overtoom Karen M. Overtoom R.E.

  64 Bartimus Luce Road Wt125, West Tisbury, MA 02575
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  /38

  $1,875,000 Sold Apr 01, 2025

  • 3,841 Sq Ft
  • $488/SF
  • 24 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1994

  83 Dolan Ave, Vineyard Haven, MA 02568

  Beautiful Cape style home renovated over the years with an open floor plan, five bedrooms including a first-floor primary with en-suite, and a nicely finished walk-out lower level. There is a 7-bedroom septic system for additional bedrooms and a special permit for the apartment. Manicured yard with mature plantings providing excellent privacy. In-ground heated pool with blue stone patio and lots

  Courtney Marek Sandpiper Realty

  83 Dolan Ave, Vineyard Haven, MA 02568
• 

  

  /18

  Est $1,136,676 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1 Sq Ft

  10 Canterbury Ln, Vineyard Haven, MA 02568

  10 Canterbury Ln, Vineyard Haven, MA 02568
• 

  

  /34

  $1,590,000

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

  46 Kennebec Ave, Oak Bluffs, MA 02557

  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' allure as a premier summer destination on Martha's Vineyard. This delightful three-season cottage has been carefully modernized over the years, offering a rare investment opportunity. Located

  Michael Schweikert Ocean Park Realty, Inc.

  46 Kennebec Ave, Oak Bluffs, MA 02557
• 

  

  /41

  $14,500 per month

  • 5 Beds
  • 5.5 Baths
  • 3,392 Sq Ft
  • House for Rent

  76 School House Lane Wt101, West Tisbury, MA 02575

  THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!! An elegant, whimsical house full of color, quality and artistic touches. The grounds are sumptuous, nature at its apotheosis. There is gentle movement in the landscape with flowering trees and shrubs everywhere replete with a babbling brook flowing into a pond bordering the garden behind the house. The stonework is finely crafted with balanced

  Karen Overtoom Karen M. Overtoom R.E.

  76 School House Lane Wt101, West Tisbury, MA 02575
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  /34

  $980,000 Sold Mar 26, 2025

  • 1,608 Sq Ft
  • $609/SF
  • 191 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1969

  11 Fairway Dr, Oak Bluffs, MA 02557

  In the well established residential neighborhood of Sea Glen, turn in onto the second street on the right. At the soft curve of the road, just on the other side of the low natural stone wall, the land gently slopes down toward the house where you will find this understated rustic one level home nestled in the midst of lovely seasonal flower beds surrounding the house with mature trees along the

  Sandra Grymes Portfolio Real Estate, Inc.

  11 Fairway Dr, Oak Bluffs, MA 02557
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  /32

  Est $1,319,395 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,118 Sq Ft

  58 Hagerty Dr, Vineyard Haven, MA 02568

  58 Hagerty Dr, Vineyard Haven, MA 02568
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  /8

  $875,000

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

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

  Bright first-floor, three-bedroom, two bath condo in the popular Vineyard Haven Causeway Harborview association. Easy access to downtown shops, restaurants, harbor, ferry, and beaches. Building amenities include a shared pool, convenient storage, and on-site laundry facilities. The perfect blend of convenience and comfort for year-round living or as your ideal summer retreat.

  Emma Kennedy Sandpiper Realty Inc

  124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568
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  /22

  $3,000 per month

  • 4 Beds
  • 2.5 Baths
  • 2,703 Sq Ft
  • House for Rent

  41 Oak Lane Wt147, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Inside the front entrance is a large open living room with a comfortable L-shaped couch facing the floor to ceiling windows which look out onto the spacious tree lined back yard and a wall mounted flat screen television. Off the open concept living/dining room is a large

  Karen Overtoom Karen M. Overtoom R.E.

  41 Oak Lane Wt147, West Tisbury, MA 02575
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  /30

  $1,175,000 Sold Mar 20, 2025

  • 1,389 Sq Ft
  • $846/SF
  • 173 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  12 W Farm Rd, West Tisbury, MA 02575

  Welcome to 12 West Farm Road, a delightful classic cape nestled among beautiful mature evergreens in the Coffins Field neighborhood of West Tisbury. This well-kept home features 3 bedrooms and 2 bathrooms, offering 1,389 square feet of cozy and inviting living space. Skylighted ceilings and an open first-floor living/cooking/dining area combination provide a spacious feeling for everyday

  Carson Crissman Compass | Point B

  12 W Farm Rd, West Tisbury, MA 02575
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  /17

  Est $1,422,592 Not Listed For Sale

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

  2 Pond View Farm Rd, Vineyard Haven, MA 02568

  2 Pond View Farm Rd, Vineyard Haven, MA 02568
• 

  

  /59

  $6,495,000

  • 6 Beds
  • 6 Baths
  • 3,998 Sq Ft

  15 Tamarack Ln, Oak Bluffs, MA 02557

  FARM NECK: The original 1780 Farm House was tastefully restored in 1985 to honor the land and legacy of Farm Neck. This serene 3.7 acre oasis of rolling greenery with a variety of mature trees and lots of natural privacy has an up Island feel with the down Island convenience to fine dining, shopping, ferry, airport, bike paths and includes Stockholder Membership in the popular Farm Neck Golf

  Alan Schweikert Ocean Park Realty Inc

  15 Tamarack Ln, Oak Bluffs, MA 02557
• 

  

  /21

  $11,000 per month

  • 2 Beds
  • 1.5 Baths
  • 800 Sq Ft
  • House for Rent

  55 Dr Fisher Rd Unit 1, West Tisbury, MA 02575

  THIS IS A SUMMER RENTAL ONLY. Nestled on a quiet country lane, this charming two BR guest house will enchant you with its inviting character and custom features throughout. From the cathedral living area and newly furnished interior to the covered front porch and expansive deck, this lovely cottage has it all. Privately situated , yet convenient to the village, bike path and local

  Karen Overtoom Karen M. Overtoom R.E.

  55 Dr Fisher Rd Unit 1, West Tisbury, MA 02575
• 

  

  /34

  $1,136,250 Sold Mar 19, 2025

  • 1,152 Sq Ft
  • $986/SF
  • 239 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1999

  41 Towanticut Ave, Oak Bluffs, MA 02557

  What a wonderful opportunity to own a Contemporary Ranch style home on this beautiful Island of Martha’s Vineyard. It is well maintained with three bedrooms, two full baths, central a/c, and a full unfinished basement. Ideal location in a very quiet neighborhood, just a short distance to bike path, Town, ferry, restaurants, beaches, shops all that you could ask for. Living room is light, bright

  JoJo Lambert Island Home Realty Inc.

  41 Towanticut Ave, Oak Bluffs, MA 02557
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  /32

  Est $1,221,911 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,429 Sq Ft

  10 Elm St, Vineyard Haven, MA 02568

  10 Elm St, Vineyard Haven, MA 02568

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