Home Homes for Sale 59 Hagerty Drive, Tisbury MA 02568
$6,150,000
$1222/sqft · Tisbury, MA
6Beds
6Baths
5,034Sqft
1.15 acresLot Size
59 Hagerty Drive, Tisbury MA 02568
Active Listed 4 days ago
Single Family Residence Built in 2003 1.15 Acre Lot 2-car Garage, Attached Garage

What's Special

Single Family ResidenceBuilt in 20032-car Garage, Attached Garage

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.

Location

Property Details

Core Details

Property TypeSingle Family Residence
Year Built2003
Architectural StyleOther (See Remarks)
Parcel Number2451324
ZoningR50
MLS #73565263

Space & Sizing

Living Area5,034 sqft
Above Grade5,034 sqft
Total Rooms14
Bedrooms6
Bathrooms6
Lot Size1.15 acres

Features & Systems

Parking2-car Garage, Attached Garage
Garage2 spaces
Open Parking6
Cooling5 Zones
Heating5 Zones
FoundationConcrete Perimeter
CoolingCentral Air
HeatingForced Air, Propane
SewerPrivate Sewer
ViewScenic View(s)
Water SourcePublic

Features & Amenities

Appliances
Water Heater
Lot Features
Gentle Sloping
Lead Paint
Unknown
Parking Features
Attached Off Street
Waterfront Features
1/2 to 1 Mile To Beach Beach Ownership(Public) Sound

Additional Information

Directions: Franklin Street to Hagerty Drive. Property is 4th on the right.

Financial Details

Annual Taxes$32,594 (2026)
Assessed Value$4,392,700
Tax Map / Block / Lot29D / — / 11
Tax Book Number1688
Listed on Aug 19, 2026 Updated Aug 22, 2026 7:05 AM Dukes County

Interested in this home?

Contact a CRA Agent or Schedule a showing today.

Colonial Realty Associates
(617) 977-6025
MLS #73565263

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords, and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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