Martha's Vineyard, MA Homes

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  /31

  $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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  /8

  $18,000 total monthly price

  • 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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  $1,675,000 Sold Apr 04, 2025

  7 N Bog Rd, Edgartown, MA 02539

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

  Last Sold Summary

  • 27% Below List Price
  • $800/SF
  • 276 Days On Market

  Last Listing Agent Robin Perschel Feiner Real Estate

  7 N Bog Rd, Edgartown, MA 02539
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  /19

  Not Listed For Sale

  43 Look St, Vineyard Haven, MA 02568

  • 4 Beds
  • 2.5 Baths
  • 1,714 Sq Ft
  • Built 1900

  43 Look St, Vineyard Haven, MA 02568

  Last Sold Summary

  • $592/SF
  • 19 Days On Market

  Last Sold Price $1,015,000

  Last Listing Agent Andrew McElhinney Compass LLC
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  /9

  $1,395,000

  • 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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  /23

  $36,000 total monthly price

  • 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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  /2

  $880,000 Sold Oct 17, 2025

  5 Johns Way, Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 1,365 Sq Ft
  • Built 1987

  Last Sold Summary

  • $645/SF
  • 0 Days On Market

  Current Estimated Value $973,783

  Last Listing Agent LINK Email Cache LINK

  5 Johns Way, Oak Bluffs, MA 02557
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  /14

  Est $1,947,868 Not Listed For Sale

  2 Lexington Ave, Edgartown, MA 02539

  • 3 Beds
  • 1.5 Baths
  • 1,519 Sq Ft
  • Built 1970

  2 Lexington Ave, Edgartown, MA 02539

  Last Sold Summary

  • 26% Above List Price
  • $1,020/SF
  • 10 Days On Market

  Last Sold Price $1,550,000

  Last Listing Agent Emma Kennedy Sandpiper Realty Inc
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  /29

  $10,950,000

  • 4 Beds
  • 3.5 Baths
  • 2,050 Sq Ft

  16 Shotnaigher Ln, Chilmark, MA 02535

  New to market this completely renovated water view home is located in a private enclave of upscale homes fronting on Squibnocket Pond in Chilmark. There are 360 degree views from this 3.6 acre hilltop site offering views of the pond, Atlantic Ocean and north to Menemsha Pond and the Vineyard Sound. Sunrise and Sunset! This home, completely renovated in 2022 features a state of the art gourmet

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

  16 Shotnaigher Ln, Chilmark, MA 02535
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  $29,300 total monthly price

  • 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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  /2

  $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 $1,187,062

  Last Listing Agent LINK Email Cache LINK

  17 Front St, Oak Bluffs, MA 02557
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  /26

  Est $2,080,292 Not Listed For Sale

  82 South Rd, Chilmark, MA 02535

  • 3 Beds
  • 2 Baths
  • 1,862 Sq Ft
  • Built 1960

  82 South Rd, Chilmark, MA 02535

  Last Sold Summary

  • 14% Above List Price
  • $983/SF
  • 10 Days On Market

  Last Sold Price $1,830,000

  Last Listing Agent Meg Bodnar Tea Lane Associates
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  /36

  $2,900,000 Pending

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

  63 Bayes Hill Rd, Oak Bluffs, MA 02557

  Tucked away in a serene setting, this beautifully designed custom home offers the ultimate in privacy, comfort, and luxury living. The first floor features a spacious open-concept design, seamlessly blending the dining room, kitchen, wet bar, and living area-perfect for entertaining or relaxing with the family. Home chefs will fall in love with the gourmet kitchen complete with custom cabinetry,

  Casandra Hyland Sandpiper Realty, Inc.

  63 Bayes Hill Rd, Oak Bluffs, MA 02557
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  /10

  $11,000 total monthly price

  • 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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  $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 $1,238,351

  Last Listing Agent LINK Email Cache LINK

  11 Quammox Rd, Edgartown, MA 02539
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  /18

  Est $1,772,244 Not Listed For Sale

  29 Brook Hollow Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 2.5 Baths
  • 2,461 Sq Ft
  • Built 1994

  29 Brook Hollow Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 5% Above List Price
  • $683/SF
  • 52 Days On Market

  Last Sold Price $1,680,000

  Last Listing Agent Peyton Wallace Studio Realty
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  $1,895,000

  • 4 Beds
  • 3.5 Baths
  • 2,061 Sq Ft

  174 Middle Rd, Chilmark, MA 02535

  Nestled in the heart of Chilmark, this four-bedroom home offers a blend of comfort, convenience, and timeless Vineyard charm. Thoughtfully designed with distinct, well-proportioned rooms, the home centers around an expansive, sunlit, eat-in kitchen featuring dual ovens, elegant granite countertops, and extensive custom cherry wood built-ins that combine beauty and practicality. The welcoming

  Sheila Morse Island Real Estate

  174 Middle Rd, Chilmark, MA 02535
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  $80,000 total monthly price

  • 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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  $1,390,000 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 $1,190,858

  Last Listing Agent LINK Email Cache LINK

  57 Colonial Dr, Vineyard Haven, MA 02568
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  /25

  Est $1,487,780 Not Listed For Sale

  101 Dunham Ave, Vineyard Haven, MA 02568

  • 5 Beds
  • 3 Baths
  • 2,287 Sq Ft
  • Built 1982

  101 Dunham Ave, Vineyard Haven, MA 02568

  Last Sold Summary

  • 24% Above List Price
  • $525/SF
  • 0 Days On Market

  Last Sold Price $1,200,000

  Last Listing Agent LINK Email Cache LINK
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  /78

  $7,950,000

  • 6 Beds
  • 6.5 Baths
  • 6,927 Sq Ft

  6 Janes Cove Rd, Edgartown, MA 02539

  Waterfront on Edgartown Great Pond with delightful water views, this newly-renovated Coastal Colonial is set on a very private 9.2 acre lot on Janes Cove. You know you are somewhere very special the moment you enter through the gates. As you travel along the cobblestone lined driveway flanked by lush lawns, the gorgeous home rises before you. Stunning the day it was originally completed, it has

  Mark Jenkins Wallace & Co. Sotheby's International Realty

  6 Janes Cove Rd, Edgartown, MA 02539
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  $38,000 total monthly price

  • 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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  $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 $1,702,500

  Last Listing Agent Hope O'Brien Compass Massachusetts, LLC

  36 Ferro Way, Tisbury, MA 02568
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  Est $2,768,259 Not Listed For Sale

  89 Main St, Vineyard Haven, MA 02568

  • 4 Beds
  • 5 Baths
  • 2,728 Sq Ft
  • Built 1830

  89 Main St, Vineyard Haven, MA 02568

  Last Sold Summary

  • 9% Above List Price
  • $935/SF
  • 445 Days On Market

  Last Sold Price $2,550,000

  Last Listing Agent Mark Jenkins Wallace & Co. Sotheby's International Realty
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  /21

  $895,000 Coming Soon

  • 3 Beds
  • 1 Bath
  • 931 Sq Ft

  22 Montgomery Square, Oak Bluffs, MA 02557

  COMING SOON 3/13 along with new photos..Located in the heart of Wesleyan Grove within the historic Martha's Vineyard Camp Meeting Association, this enchanting year-round Victorian cottage captures the timeless charm and vibrant spirit of Oak Bluffs living. Just steps from lively Circuit Avenue, picturesque Oak Bluffs Harbor, and sandy beaches, the location offers the very best of in-town

  Marilyn Moses Ocean Park Realty, Inc.

  22 Montgomery Square, Oak Bluffs, MA 02557
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  $56,800 total monthly price

  • 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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  $1,050,000 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 $1,031,641

  Last Listing Agent Marilyn Moses Ocean Park Realty Inc

  4 Quail Run Unit 2, Oak Bluffs, MA 02557
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  Est $1,515,631 Not Listed For Sale

  152 Main St, Vineyard Haven, MA 02568

  • 6 Beds
  • 5.5 Baths
  • 2,417 Sq Ft
  • Built 1720

  152 Main St, Vineyard Haven, MA 02568

  Last Sold Summary

  • 17% Above List Price
  • $538/SF
  • 370 Days On Market

  Last Sold Price $1,300,000

  Last Listing Agent Elise Ryan LandVest MV
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  /13

  $6,750,000

  • Land
  • 2.11 Acres
  • $3,199,052 per Acre

  5 Atlantic Dr Unit 5.2, Edgartown, MA 02539

  Located in one of Katama’s most coveted neighborhoods, this 2.11-acre parcel offers stunning ocean views and a direct path to South Beach. Surrounded by high-end homes and just minutes from Edgartown Village, it’s an ideal setting for a custom-built retreat with room for a four bedroom residence with pool and views over the dunes. A rare opportunity to own in this prestigious coastal enclave.

  Deb Levin Studio Realty

  5 Atlantic Dr Unit 5.2, Edgartown, MA 02539
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  /21

  $14,000 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,505 Sq Ft
  • House for Rent

  175 Meetinghouse Way Ed321, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This updated contemporary is located in Katama area and a short bike ride to South Beach. There are 4 bedrooms, 1 down and 3 up, and a beautiful kitchen/dining which opens to a large living room. The house has a nice deck on the front and owners have added a deck off the

  Karen Overtoom Karen M. Overtoom R.E.

  175 Meetinghouse Way Ed321, 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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  Not Listed For Sale

  52 Marthas Rd, Edgartown, MA 02539

  • 3 Beds
  • 3.5 Baths
  • 3,780 Sq Ft
  • Built 1978

  52 Marthas Rd, Edgartown, MA 02539

  Last Sold Summary

  • $556/SF
  • 53 Days On Market

  Last Sold Price $2,100,000

  Last Listing Agent Frank Markwica Sandpiper Realty Inc
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  /21

  $1,445,000

  • 4 Beds
  • 2.5 Baths
  • 1,738 Sq Ft

  22 Oklahoma Ave, Vineyard Haven, MA 02568

  3 BEDROOM HOUSE + 1 BEDROOM APARTMENT! A rare opportunity in a convenient Vineyard Haven neighborhood. This move-in ready property features a 3 BR, 1.5 BA main house plus a legal 1 BR, 1 BA accessory apartment, offering the perfect setup for multi-generational living or a high-demand rental to offset your mortgage. The main house features a stunning sun-room, a cheerful efficient kitchen, and a

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

  22 Oklahoma Ave, Vineyard Haven, MA 02568
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  $100,000 total monthly price

  • 5 Beds
  • 4 Baths
  • 4,500 Sq Ft
  • House for Rent

  60 Witchwood Lane Ed317, Edgartown, MA 02539

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $25,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This gorgeous waterfront home is well equipped with gourmet kitchen, stone fireplace, numerous sitting areas, and multiple decks each with water views over the Edgartown Harbor. Both the main and upper level have beautiful master suites and also washers & dryers. Easy

  Karen Overtoom Karen M. Overtoom R.E.

  60 Witchwood Lane Ed317, Edgartown, MA 02539
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  $1,555,000 Sold Apr 14, 2025

  7 Clark Dr, Edgartown, MA 02539

  • Land
  • 0.36 Acre
  • $4,349,650 per Acre

  Last Sold Summary

  • 0 Days On Market

  Current Estimated Value $3,082,198

  Last Listing Agent LINK Email Cache LINK

  7 Clark Dr, Edgartown, MA 02539
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  /31

  Est $1,418,757 Not Listed For Sale

  48 Puritan Dr, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,999 Sq Ft
  • Built 1985

  48 Puritan Dr, Vineyard Haven, MA 02568

  Last Sold Summary

  • 26% Above List Price
  • $565/SF
  • 25 Days On Market

  Last Sold Price $1,130,000

  Last Listing Agent Jennifer B. DaSilva Compass
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  /69

  $4,175,000

  • 6 Beds
  • 3.5 Baths
  • 3,397 Sq Ft

  19 Kitts Field Cir, Edgartown, MA 02539

  Old World Vineyard Charm Meets Modern Katama Living. Welcome to this beautifully crafted Katama family compound, a private, thoughtfully designed estate offering timeless elegance and exceptional amenities. Nestled near Edgartown Village, this stunning property includes a four-bedroom main residence with three levels of living space, a charming two-bedroom guest house, pool house, pool, spa,

  Michele Casavant Vineyard Village Realty

  19 Kitts Field Cir, Edgartown, MA 02539
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  $50,000 total monthly price

  • 4 Beds
  • 3 Baths
  • 3,237 Sq Ft
  • House for Rent

  29 Naushon Rd Wt142, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Waterfront home in spectacular location overlooking the Vineyard Sound and the Elizabeth Islands. This casual and comfortable single level 4 BR 3 bath home has central air and heat. Enjoy summer star-studded skies from your patio or through skylights in each bedroom.

  Karen Overtoom Karen M. Overtoom R.E.

  29 Naushon Rd Wt142, West Tisbury, MA 02575
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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 $1,783,480

  Last Listing Agent Michele Moore Island Real Estate

  12 Martha's Park Rd, Oak Bluffs, MA 02557
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  Est $1,460,572 Not Listed For Sale

  13 Saddle Club Rd, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 2,717 Sq Ft
  • Built 1988

  13 Saddle Club Rd, Edgartown, MA 02539

  Last Sold Summary

  • 17% Above List Price
  • $460/SF
  • 43 Days On Market

  Last Sold Price $1,250,000

  Last Listing Agent Reciprocal Agent Reciprocal Office

Showing Results 241 - 280, Page 7 of 18