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Properties Available 5 properties available
Glamorous waterfront property nestled within the prestigious area of South Water Street in downtown Edgartown. This harbor spectacular five bedroom six bathroom captains home has been re-constructed with luxury and comfort marking every corner of this property sheer elegance. Inside you will find a chef's kitchen equipped with stainless steel appli
$18,000.00 - $58,000.00 / per week + taxes and fees
Beds 5 beds
Baths 6 Full, 1 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 87
Glamorous waterfront property nestled within the prestigious area of South Water Street in downtown Edgartown. This harbor spectacular five bedroom si... Read More
June 2026
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As you head out of town down a private dirt road lined with glimpses of the ocean and sprawling lawns, you round a corner and find a house where the ocean envelopes you.  The view from the driveway looks out to the front lawn, porch, patio, pool and ocean. A well-thought out design with an emphasis on private spaces, multiple living spaces both ind
$35,000.00 - $60,000.00 / per week + taxes and fees
Beds 7 beds
Baths 6 Full, 1 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 109
As you head out of town down a private dirt road lined with glimpses of the ocean and sprawling lawns, you round a corner and find a house where the o... Read More
June 2026
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  1 2 3 4 5 $37,500 6
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14 15 16 17 18 19 $37,500 20
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Steeped in history, exuding luxury. The traditional whaling captain's home has been renovated to include seven bedrooms and seven and a half bathrooms over three buildings. Starting in the main house, you enter through perfectly replicated antique doors. On this level you will find a lovely sitting area that closes off for privacy and the first of
Hot HOT 27
$35,000.00 - $75,000.00 / per week + taxes and fees
Beds 7 beds
Baths 7 Full, 1 Half Bath
Sleeps sleeps 14
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 25
Steeped in history, exuding luxury. The traditional whaling captain's home has been renovated to include seven bedrooms and seven and a half bathrooms... Read More
June 2026
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  1 2 3 4 5 $65,000 6
7 8 9 10 11 12 $65,000 13
14 15 16 17 18 19 $65,000 20
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      1 2 3 $75,000 4
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Stunning Chilmark contemporary home with a pool is situated high up from the water with fabulous views of the North Shore. There are numerous paths to wander in the woods. Privacy, privacy, privacy offered on twenty two acres. Great space in the main house with five bedrooms on the main level and overflow off of the finished family room downstairs.
$55,000.00 / per week + taxes and fees
Beds 6 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 12
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Chilmark 2060
Stunning Chilmark contemporary home with a pool is situated high up from the water with fabulous views of the North Shore. There are numerous paths to... Read More
June 2026
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  1 2 3 4 5 $55,000 6
7 8 9 10 11 12 $55,000 13
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This exquisite residence boasts approximately 7,900 square feet of elegantly designed living space situated in an exceptional location. Encircled by Herring Creek Farm, the property offers exclusive access to a private dock and a secluded beach, providing a rare combination of seclusion and proximity to South Beach and Edgartown Village. Within the
$45,000.00 - $65,000.00 / per week + taxes and fees
Beds 6 beds
Baths 7 Full, 2 Half Bath
Sleeps sleeps 14
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 524
This exquisite residence boasts approximately 7,900 square feet of elegantly designed living space situated in an exceptional location. Encircled by H... Read More
June 2026
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  1 2 3 4 5 $45,000 6
7 8 9 10 11 12 $45,000 13
14 15 16 17 18 19 $45,000 20
21 22 23 24 25 26 $55,000 27
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