Karen M. Overtoom Logo
Your connection to all Martha's Vineyard Real Estate and Vacation Rentals
508-693-7832
Karen M. Overtoom Logo
508-693-7832

Real Estate for Sale in Oak Bluffs on the Island of Martha's Vineyard


  • Property Details in Aquinnah: 43345-1
  • Property Details in Aquinnah: 43345-2
  • Property Details in Aquinnah: 43345-3
  • Property Details in Aquinnah: 43345-4
  • Property Details in Aquinnah: 43345-5
  • Property Details in Aquinnah: 43345-6

  • LINK ID: 43345
    (8 Fresh Pond Road )
  • Price: $5,295,000.00
  • Town/City: Oak Bluffs
  • Type: 1 Family
  • Address: 8 Fresh Pond Road
  • Year Built: 2006
  • Rooms: 14
  • Bedrooms: 7
  • Baths: 4.5
  • Half Baths: 1

The Ultimate Oak Bluffs Compound: A rare opportunity to own a stunning seven-bedroom estate, thoughtfully designed for both luxurious living and exceptional rental potential. This expansive property features a newly built pool, lush landscaping, and direct access to Fresh Pond—ideal for kayaking, paddleboarding, and swimming. Perfect for entertaining, the home showcases a dramatic great room, an expansive deck, a pergola with a fireplace, and an elevated gazebo overlooking meticulously manicured grounds. Versatility is at the heart of this unique compound. With three full kitchens, the home easily accommodates use as a spacious single-family residence or as three separate living quarters—ideal for multi-generational living, hosting extended guests, or generating rental income. Additional highlights include a 10-bedroom septic system in place - allowing for future expansion, an oversized three car garage, and solar. Come experience the very best of Island living.

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  • Water Type: Town
  • Sewege: Septic Tank
  • Zoning: R3
  • Stove Type: Stove: 3 Stoves,Washer: Yes
  • Refrigerator: Stove: 3 Stoves,Washer: Yes
  • Lot Size: 1.57
  • Heat: GFHA
  • Water Frontage: None
  • Yard Type: Yes - With Pool
  • Basement: The newly completed lower level features both interior and exterior access. It includes a spacious living room with sliding doors leading to the outdoor patio,a kitchen,two bedrooms—one with direct patio access—a full bathroom,and laundry area. An unfinished section of the basement provides ample storage space.
  • Parking: Ample Parking
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