59 Hagerty Dr Vineyard Haven, MA 02568
Vineyard Haven NeighborhoodEstimated payment $36,486/month
Highlights
- Very Popular Property
- Views of Trees
- Deck
- Tisbury Elementary School Rated A-
- 1.15 Acre Lot
- Vaulted Ceiling
About This Home
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. 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.
Listing Agent
Carol Shore
Donnelly + Co Listed on: 08/18/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $32,594
Year Built
- Built in 2003 | Remodeled in 2021
Lot Details
- 1.15 Acre Lot
- Garden
- Property is zoned R50
Interior Spaces
- 5,034 Sq Ft Home
- Vaulted Ceiling
- Mud Room
- Screened Porch
- Views of Trees
- Laundry Room
Bedrooms and Bathrooms
- 6 Bedrooms
- Soaking Tub
Outdoor Features
- Deck
- Patio
Utilities
- Septic Tank
Listing and Financial Details
- Tax Lot 11
- Assessor Parcel Number 29D11
- $956,600 per year additional tax assessments
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $31,925 | $4,217,300 | $1,251,000 | $2,966,300 |
| 2024 | $33,484 | $4,196,000 | $1,151,500 | $3,044,500 |
| 2023 | $30,379 | $4,150,100 | $1,158,300 | $2,991,800 |
| 2022 | $24,866 | $2,858,145 | $610,145 | $2,248,000 |
| 2021 | $23,508 | $2,563,600 | $557,800 | $2,005,800 |
| 2020 | $21,208 | $2,273,047 | $557,847 | $1,715,200 |
| 2019 | $21,483 | $2,342,800 | $627,600 | $1,715,200 |
| 2018 | $19,843 | $2,099,800 | $626,700 | $1,473,100 |
| 2017 | $17,716 | $1,944,700 | $638,900 | $1,305,800 |
| 2016 | $16,956 | $1,851,100 | $644,300 | $1,206,800 |
| 2015 | $16,509 | $1,850,800 | $644,700 | $1,206,100 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 08/18/2026 08/18/26 | For Sale | $6,150,000 | +38.2% | $1,222 / Sq Ft | |
| 04/06/2023 04/06/23 | Sold | $4,450,000 | 0.0% | $884 / Sq Ft | View Prior Sale |
| 03/06/2023 03/06/23 | Pending | -- | -- | -- | |
| 03/03/2023 03/03/23 | For Sale | $4,450,000 | -- | $884 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Quit Claim Deed | -- | None Available | |
| Quit Claim Deed | $4,450,000 | None Available | |
| Deed | $630,000 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $1,680,000 | Stand Alone Refi Refinance Of Original Loan | |
| Previous Owner | $1,424,000 | Adjustable Rate Mortgage/ARM | |
| Previous Owner | $800,000 | Closed End Mortgage | |
| Previous Owner | $1,389,000 | No Value Available | |
| Previous Owner | $1,458,000 | No Value Available | |
| Previous Owner | $500,000 | Unknown | |
| Previous Owner | $1,500,000 | No Value Available | |
| Previous Owner | $2,200,000 | No Value Available | |
| Previous Owner | $1,680,000 | No Value Available | |
| Previous Owner | $605,250 | No Value Available |
Source: LINK (Vineyard)
MLS Number: 44845
APN: TISB-000029D-000000-000011
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