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59 Hagerty Drive

Tisbury, MA 02568
$6,150,000
6 Beds
5/2 Baths
5,034 Living Area
  • Property Description
    Tucked away on a quiet street in coveted West Chop, this pristine property offers exceptional privacy, stunning scenery, and easy access to downtown Vineyard Haven. Designed for effortless indoor-outdoor living, this sophisticated compound combines timeless charm with every modern amenity. The first floor features an inviting open-concept layout ideal for both relaxed family living and entertaining. The kitchen overlooks the dining area, an intimate sitting area, and a versatile game and reading area beyond. The spacious TV and family room features custom built-in bookcases and French doors that open onto a bluestone patio and the pool area beyond. A generous screened porch provides additional living space. Completing the first floor is a large guest bedroom with an ensuite bath, along with a powder room, pantry, mudroom, and laundry room. Upstairs, the gracious primary suite features vaulted ceilings, a sitting area, and a luxurious bath with a soaking tub. There are two additional guest bedrooms, each with an ensuite bath. A private sun deck overlooks the pool and beautifully landscaped grounds, offering a wonderful spot to relax and enjoy distant water views. A dedicated office with water views toward Woods Hole and the Elizabeth Islands provides an inspiring setting for work or quiet retreat. Above the garage, a separate one-bedroom apartment offers a full kitchen, bath, and laundry, with convenient interior and exterior access. The living space in the apartment is currently being used as the sixth bedroom. Outside, the property transforms into a private oasis. The upper garden patio features an inviting sofa seating, while a stone staircase leads down to the heated 20' x 40' pool with spa. The expansive pool terrace is furnished with comfortable loungers and the pool cabana provides additional seating and a welcome retreat from the sun, all surrounded by lush, mature plantings. Other amenities include a gym, two enclosed outside showers and a pool powder room. With its exceptional privacy, generous living spaces, water views, pool and cabana, guest accommodations, this stunning property is truly one of the Grand Dames of West Chop.
  • Highlights
    • Acres: 1
    • Has View: Yes
    • Parking Spots: 8
    • Property Type: Single Family Residence
    • Total Rooms: 14
    • Status: Active
    • Cooling: Central Air
    • Heating: Forced Air, Propane
    • Property Class: Residential
    • Style: Other (See Remarks)
    • Year Built: 2003
  • Additional Details
    • Appliances: Water Heater
    • Foundation: Concrete Perimeter
    • SqFt Source: Public Record
    • Year Built Details: Actual
    • Zoning: R50
    • Basement: Full, Partially Finished
    • Lot Features: Gentle Sloping
    • View: Scenic View(s)
    • Year Built Source: Public Records
  • Amenities
    • Covered Parking Spaces: 2
    • Waterfront Features: Sound, 1/2 to 1 Mile To Beach, Beach Ownership(Public)
    • Parking Features: Attached, Off Street
  • Utilities
    • Sewer: Private Sewer
    • Water Source: Public
  • Fees / Taxes
    • Assessed Value: $4,392,700
    • Taxes: $32,594
    • Tax Year: 2026

Location

59 Hagerty Drive, Tisbury, MA 02568

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Content © 2026 MLS Property Information Network, Inc. The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of Donnelly + Co.. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.
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