Martha's Vineyard, MA Homes

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  $1,390,000

  • 4 Beds
  • 2 Baths
  • 1,332 Sq Ft

  40 Scotchmans Ln, Vineyard Haven, MA 02568

  A home with history, built in the early 1800s this dwelling was originally built on a local farm and moved to its present location in the 1920's. The structure sits nestled amongst mature plantings and out buildings facing the Mill Brook. The studio and covered patio offer opportunities to entertain, relax and reflect. This 3.76 parcel was created from a larger parcel by the owner (see attached

  Jim Osmundsen Donnelly + Co.

  40 Scotchmans Ln, Vineyard Haven, MA 02568
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  $50,000 per month

  • 5 Beds
  • 5 Baths
  • 2,975 Sq Ft
  • House for Rent

  17 Edgartown Bay Rd Ed328, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Private Beach, Waterfront, Mooring and Dock!! Spend your days looking at beautiful Katama Bay. Dock your boat or relax at your private beach. This large Classic Vineyard Home sleeps 10, has two living rooms, protected porch area and a really great front yard leading to

  Karen Overtoom Karen M. Overtoom R.E.

  17 Edgartown Bay Rd Ed328, Edgartown, MA 02539
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  $1,100,000 Sold Jun 17, 2025

  17 Front St, Oak Bluffs, MA 02557

  • 2 Beds
  • 2 Baths
  • 2,912 Sq Ft
  • Built 1989

  Last Sold Summary

  • $378/SF
  • 0 Days On Market

  Current Estimated Value $1,236,560

  Last Listing Agent LINK Email Cache LINK

  17 Front St, Oak Bluffs, MA 02557
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  /20

  Est $1,786,258 Not Listed For Sale

  11 Pine Tree Ln, Vineyard Haven, MA 02568

  • 4 Beds
  • 3 Baths
  • 1,240 Sq Ft
  • Built 1960

  11 Pine Tree Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 5% Above List Price
  • $1,371/SF
  • 74 Days On Market

  • Last Sold Price $1,700,000
  • Jun 28, 2023

  Last Listing Agent Carol Shore Donnelly + Co.
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  $1,800,000

  • 3 Beds
  • 3 Baths
  • 2,293 Sq Ft

  10 Trotters Ln, West Tisbury, MA 02575

  Centrally located and surrounded by lush landscaping, this inviting cape offers three bedrooms and three full baths. Warm, mellow wood floors, tiled bathrooms and a spacious living area anchored by a cozy fireplace. The full basement provides ample storage or expansion potential, while a versatile bonus room on the second level is perfect as an art studio, home office or guest overflow.

  Rebecca V Conroy Conroy & Company R.E., Inc.

  10 Trotters Ln, West Tisbury, MA 02575
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  $20,000 per month

  • 4 Beds
  • 3 Baths
  • 2,226 Sq Ft
  • House for Rent

  54 Schoolhouse Road Ed330, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Perfectly located close to South Beach and Edgartown is this absolutely wonderful 3 bedroom home with a separate guest quarters that has one twin bed and one full bed, kitchenette and bath. The main house has a formal dining room right off of the kitchen, a bright sunny

  Karen Overtoom Karen M. Overtoom R.E.

  54 Schoolhouse Road Ed330, Edgartown, MA 02539
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  $1,100,000 Sold Oct 29, 2025

  11 Quammox Rd, Edgartown, MA 02539

  • 2 Beds
  • 1 Bath
  • 685 Sq Ft
  • Built 1940

  Last Sold Summary

  • $1,606/SF
  • 0 Days On Market

  Current Estimated Value $1,200,653

  Last Listing Agent LINK Email Cache LINK

  11 Quammox Rd, Edgartown, MA 02539
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  Est $1,000,417 Not Listed For Sale

  84 Pine Tree Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 1 Bath
  • 1,116 Sq Ft
  • Built 1980

  84 Pine Tree Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 21% Above List Price
  • $743/SF
  • 66 Days On Market

  • Last Sold Price $829,000
  • Aug 15, 2023

  Last Listing Agent Michele Moore Island Real Estate
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  /26

  $1,299,000 Pending

  • 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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  $48,000 per month

  • 4 Beds
  • 3.5 Baths
  • 2,675 Sq Ft
  • House for Rent

  9 Thaxter Lane Ed310, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $14,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Enjoy the pool with this Stunning custom designed and professionally decorated Tri Level contemporary home with open floor plan. Once inside you will be captivated by the dramatic open spaces, soaring ceiling and walls of glass. Located in a high end neighborhood within

  Karen Overtoom Karen M. Overtoom R.E.

  9 Thaxter Lane Ed310, Edgartown, MA 02539
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  $1,560,000 Sold Jan 15, 2026

  36 Ferro Way, Tisbury, MA 02568

  • 5 Beds
  • 3.5 Baths
  • 4,032 Sq Ft
  • Built 2020

  Last Sold Summary

  • 4% Below List Price
  • $387/SF
  • 33 Days On Market

  Current Estimated Value $1,617,772

  Last Listing Agent Hope O'Brien Compass Massachusetts, LLC

  36 Ferro Way, Tisbury, MA 02568
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  /17

  Est $1,615,754 Not Listed For Sale

  55 Pinehurst Rd, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 1996

  55 Pinehurst Rd, Edgartown, MA 02539

  Last Sold Summary

  • 3% Above List Price
  • $1,250/SF
  • 15 Days On Market

  • Last Sold Price $1,575,000
  • Nov 30, 2023

  Last Listing Agent Bonnie Pierce Wallace & Co. Sotheby's International Realty
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  $5,800,000

  • 6 Beds
  • 9 Baths
  • 5,732 Sq Ft

  31 Lamberts Cove Rd, Vineyard Haven, MA 02568

  Tashmoo Farm, one of Martha's Vineyard's iconic properties, a take-your-breath-away landmark on Lamberts Cove Road! This country estate of over 10 acres is within close proximity of the village of Vineyard Haven with its boutiques and bourgeoning restaurant scene, and yet feels secluded and remote. For 3 centuries it has been a beloved year-round residence and at times a sought-after vacation

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

  31 Lamberts Cove Rd, Vineyard Haven, MA 02568
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  $18,000 per month

  • 3 Beds
  • 2.5 Baths
  • House for Rent

  71 Bartmus Luce Road Wt154, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Finest Views on the Island!! This house is set high on a hill surrounded by nature. The expansive views from the front of this house are spectacular. Enjoy the large deck or the screened porch and gaze upon one of the most amazing Vineyard Views available. It is a short

  Karen Overtoom Karen M. Overtoom R.E.

  71 Bartmus Luce Road Wt154, West Tisbury, MA 02575
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  $1,390,000 Sold Jul 22, 2025

  57 Colonial Dr, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,299 Sq Ft
  • Built 1984

  Last Sold Summary

  • $1,070/SF
  • 0 Days On Market

  Current Estimated Value $1,162,429

  Last Listing Agent LINK Email Cache LINK

  57 Colonial Dr, Vineyard Haven, MA 02568
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  Est $1,242,402 Not Listed For Sale

  31 Music St, Vineyard Haven, MA 02568

  • 3 Beds
  • 1.5 Baths
  • 1,150 Sq Ft
  • Built 1817

  31 Music St, Vineyard Haven, MA 02568

  Last Sold Summary

  • 10% Above List Price
  • $978/SF
  • 0 Days On Market

  • Last Sold Price $1,125,000
  • Feb 29, 2024

  Last Listing Agent LINK Email Cache LINK
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  $12,500,000 Pending

  • 6 Beds
  • 4 Baths
  • 4,876 Sq Ft

  44 Forest Rd, Vineyard Haven, MA 02568

  Quintessential Seven Gates waterfront compound offering outstanding views and immediate beachfront access. This exceptional Martha’s Vineyard retreat includes a main residence and barn, thoughtfully designed and built by South Mountain Company. Immaculately maintained, both structures are virtually turn-key.The interiors showcase rich detail, the highest level of craftsmanship, and elegant

  Bill Rossi Studio Realty

  44 Forest Rd, Vineyard Haven, MA 02568
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  /23

  $36,000 per month

  • 3 Beds
  • 3 Baths
  • 2,556 Sq Ft
  • House for Rent

  74 Turkeyland Cove Rd Ed306, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $9,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Less than 5 miles from the center of town, the property is a 3 bedroom uniquely-designed guest house which provides the space needed for a large family or visiting guests. Most of the living/entertaining space is on the second floor. The kitchen has granite countertops,

  Karen Overtoom Karen M. Overtoom R.E.

  74 Turkeyland Cove Rd Ed306, Edgartown, MA 02539
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  $1,050,000 Sold Oct 06, 2025

  4 Quail Run Unit 2, Oak Bluffs, MA 02557

  • 2 Beds
  • 1.5 Baths
  • 1,323 Sq Ft
  • Built 1972

  Last Sold Summary

  • 11% Below List Price
  • $794/SF
  • 62 Days On Market

  Current Estimated Value $1,015,044

  Last Listing Agent Marilyn Moses Ocean Park Realty Inc

  4 Quail Run Unit 2, Oak Bluffs, MA 02557
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  Not Listed For Sale

  30 Mill Hill Rd, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 2,800 Sq Ft
  • Built 1850

  30 Mill Hill Rd, Edgartown, MA 02539

  Last Sold Summary

  • $1,784/SF
  • 4 Days On Market

  • Last Sold Price $4,995,000
  • Oct 12, 2023

  Last Listing Agent Wendy Harman Compass
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  $2,850,000 Under Contract

  • Land
  • 1.52 Acres
  • $1,881,064 per Acre

  39 Slough Cove Rd Unit 12.2 (part of), Edgartown, MA 02539

  NEWLY LISTED | Build Your Katama Dream. Set in one of Martha’s Vineyard’s most sought-after locations, this newly created 1.5-acre parcel offers a rare opportunity to build your custom island retreat in the heart of Katama. Perfectly sited near the pristine shores of South Beach, the level and conforming R60 lot provides endless potential for a main residence and an outdoor oasis designed to your

  Fran Agnoli The Agency

  39 Slough Cove Rd Unit 12.2 (part of), Edgartown, MA 02539
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  $29,300 per month

  • 3 Beds
  • 2.5 Baths
  • 1,871 Sq Ft
  • House for Rent

  76 Mattakesett Way Ed313, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $7,325. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This upside-down house was built in 2007. Sit out on the upper deck to panoramic ocean views or grill your favorite seafood while taking in the view. Watch the sun set to a new and beautiful aurora each night on either of the decks or while lazing on the porch swing.The

  Karen Overtoom Karen M. Overtoom R.E.

  76 Mattakesett Way Ed313, Edgartown, MA 02539
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  $5,250,000 Sold Jul 02, 2025

  14 Katama Farm Rd N, Edgartown, MA 02539

  • 3 Beds
  • 4.5 Baths
  • 2,869 Sq Ft
  • Built 1988

  Last Sold Summary

  • 5% Below List Price
  • $1,830/SF
  • 54 Days On Market

  Last Listing Agent Courtney Marek Sandpiper Realty Inc

  14 Katama Farm Rd N, Edgartown, MA 02539
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  Est $1,374,666 Not Listed For Sale

  165 Weaver Ln, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,503 Sq Ft
  • Built 1974

  165 Weaver Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 12% Above List Price
  • $815/SF
  • 43 Days On Market

  • Last Sold Price $1,225,000
  • May 17, 2023

  Last Listing Agent John Best John Best Associates
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  $1,875,000

  • Land
  • 24,393 Sq Ft
  • $3,348,214 per Acre

  11A Duarte Cir, Edgartown, MA 02539

  Nestled in the HEART OF KATAMA, this ready-to-build unique deep lot offers the opportunity to create your DREAM COMPOUND just minutes to Edgartown Center & South Beach. Set back on a pristine cul-de-sac this property provides unparalleled privacy for a home in Katama with a country vibe. The SIX BEDROOM COMPOUND allows a MAIN HOUSE, GUEST HOUSE, GARAGE and has amble space for outdoor entertaining

  David White OwnerEntry.com

  11A Duarte Cir, Edgartown, MA 02539
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  $11,000 per month

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  15 Price's Way Ed322, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,750. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This is an inviting and affordable home with air-conditioning. As you see from the pictures the sun is welcomed through many sliders and windows. Inside the furnishings are simple but well chosen. There is a splitter in the living area that cools the downstairs. The

  Karen Overtoom Karen M. Overtoom R.E.

  15 Price's Way Ed322, Edgartown, MA 02539
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  $2,900,000 Sold Mar 30, 2026

  63 Bayes Hill Rd, Oak Bluffs, MA 02557

  • 4 Beds
  • 5 Baths
  • 5,165 Sq Ft
  • Built 1988

  Last Sold Summary

  • $561/SF
  • 35 Days On Market

  Current Estimated Value $2,875,270

  Last Listing Agent Casandra Hyland Sandpiper Realty, Inc.

  63 Bayes Hill Rd, Oak Bluffs, MA 02557
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  Est $1,467,799 Not Listed For Sale

  23 Anthiers Way, Edgartown, MA 02539

  • 4 Beds
  • 3 Baths
  • 2,066 Sq Ft
  • Built 1950

  23 Anthiers Way, Edgartown, MA 02539

  Last Sold Summary

  • 15% Above List Price
  • $617/SF
  • 66 Days On Market

  • Last Sold Price $1,275,000
  • Dec 21, 2023

  Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's International Realty
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  $1,645,000

  • Land
  • 3.32 Acres
  • $495,482 per Acre

  26 Flint Hill Rd, West Tisbury, MA 02575

  Stop Searching. Start Building. You've toured dozens of homes. Nothing feels right. What if your dream home on Martha's Vineyard simply hasn't been built yet? This rare 3.32-acre West Tisbury hilltop is the blank canvas you've been waiting for. Glacial boulders, open pasture, and cathedral oaks with Land Bank-preserved Arrowhead Farm and protected Rodgers Path land on two sides— a setting no

  Dawn Bellante Sandpiper Realty, Inc.

  26 Flint Hill Rd, West Tisbury, MA 02575
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  $80,000 per month

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

  7 Mill Hill Farms Rd Ed315, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $20,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Gorgeous new 4 bedroom 4 bath home. Top of the line finishes and appliances. Gourmet kitchen, screened in porch with fireplace and TV. Pool with swim up bar, hot tub and grilling area. This is a cream of the crop Katama house is a short distance to downtown Edgartown and

  Karen Overtoom Karen M. Overtoom R.E.

  7 Mill Hill Farms Rd Ed315, Edgartown, MA 02539
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  $1,800,000 Sold Aug 26, 2025

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

  • 4 Beds
  • 1.5 Baths
  • 1,351 Sq Ft
  • Built 1910

  Last Sold Summary

  • 1% Below List Price
  • $1,332/SF
  • 0 Days On Market

  Current Estimated Value $1,643,059

  Last Listing Agent Michele Moore Island Real Estate

  12 Martha's Park Rd, Oak Bluffs, MA 02557
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  Not Listed For Sale

  7 N Bog Rd, Edgartown, MA 02539

  • 3 Beds
  • 3 Baths
  • 2,094 Sq Ft
  • Built 1994

  7 N Bog Rd, Edgartown, MA 02539

  Last Sold Summary

  • $800/SF
  • 276 Days On Market

  • Last Sold Price $1,675,000
  • Apr 04, 2025

  Last Listing Agent Robin Perschel Feiner Real Estate
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  $1,195,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,410 Sq Ft

  52 Windsor Dr, Edgartown, MA 02539

  Nestled on a wooded lot only 3.5 miles from Edgartown Village, this three-bedroom home offers a bright, open-plan main level with kitchen, dining, and living area flowing onto a private deck—ideal for outdoor dining, morning coffee, or enjoying the outdoors. A first-floor bedroom and bath add convenience, while two upstairs bedrooms and a bath provide flexible space for families or guests. The

  Emma Kennedy Sandpiper Realty

  52 Windsor Dr, Edgartown, MA 02539
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  $38,000 per month

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • House for Rent

  17 Otis Bassett Rd, West Tisbury, MA 02575

  THIS IS A WEEKLY RENTAL NOT MONTHLY. AUGUST WEEKLY IS $9,500. SEE OUR WEB SITE FOR WEEKLY PRICING!!!!!Are you looking for the perfect back yard Oasis? Well here it is!! Surrounding a large pool you will be able to relax on the expansive deck areas that include plenty of space for gathering. Inside is an amazing kitchen with every amenity you could want. Coffee lovers will appreciate a regular

  Karen Overtoom Karen M. Overtoom R.E.

  17 Otis Bassett Rd, West Tisbury, MA 02575
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  $860,000 Sold Feb 09, 2026

  8 Hitchings Cir, Oak Bluffs, MA 02557

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Below List Price
  • $698/SF
  • 22 Days On Market

  Last Listing Agent Peyton Wallace Studio Realty

  8 Hitchings Cir, Oak Bluffs, MA 02557
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  Est $2,373,063 Not Listed For Sale

  232 Lagoon Pond Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 4 Baths
  • 2,276 Sq Ft
  • Built 1970

  232 Lagoon Pond Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 9% Below List Price
  • $1,142/SF
  • 220 Days On Market

  • Last Sold Price $2,600,000
  • Dec 29, 2023

  Last Listing Agent Keith McLaughlin Grade A Realty
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  $5,995,000

  • 3 Beds
  • 3 Baths
  • 2,234 Sq Ft

  43 Sengekontacket Rd, Oak Bluffs, MA 02557

  Breathtaking property at the tip of a prominent peninsula on Sengekontacket Pond's western shoreline. Set beautifully at high elevation above the shore, this charming home and guest cottage includes jaw-dropping views of the pond, barrier dunes and Nantucket Sound. Direct from the property take your whaler or other watercraft out into the sound and beyond for endless recreational pursuits. Aside

  Peyton Wallace Studio Realty

  43 Sengekontacket Rd, Oak Bluffs, MA 02557
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  $56,800 per month

  • 5 Beds
  • 4 Baths
  • 3,000 Sq Ft
  • House for Rent

  2 Nonamessett Rd, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $14,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING.Newly renovated architect designed home with every amenity. Cook's gourmet kitchen, open plan living/dining room, second living room, lots of outdoor patio and deck space, Set in a private 7 acre property with wildflower meadow. Relax around the beautiful in ground pool

  Karen Overtoom Karen M. Overtoom R.E.

  2 Nonamessett Rd, Edgartown, MA 02539
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  $1,675,000 Sold Dec 08, 2025

  78 Whalers Walk, Edgartown, MA 02539

  • 3 Beds
  • 2.5 Baths
  • 1,914 Sq Ft
  • Built 1999

  Last Sold Summary

  • 7% Below List Price
  • $875/SF
  • 100 Days On Market

  Current Estimated Value $1,690,352

  Last Listing Agent Dawn Bellante Sandpiper Realty Inc

  78 Whalers Walk, Edgartown, MA 02539
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  /23

  Not Listed For Sale

  51 Blueberry Ridge Ln, Chilmark, MA 02535

  • 6 Beds
  • 3.5 Baths
  • 2,229 Sq Ft
  • Built 1989

  51 Blueberry Ridge Ln, Chilmark, MA 02535

  Last Sold Summary

  • $1,032/SF
  • 11 Days On Market

  • Last Sold Price $2,300,000
  • Nov 08, 2024

  Last Listing Agent Rebecca V Conroy Conroy & Company R.E., Inc.

Showing Results 241 - 280, Page 7 of 18