Nestled on approximately 2.1 acres with an impressive 186 feet of natural beachfront, 33 Dinah Rock Road is a rare west facing waterfront estate on Shelter Island. This elevated property, rising about 26 feet above sea level, delivers uninterrupted sunset views, refreshing southwest summer breezes, and sweeping vistas across the water. Its defining feature is the expansive private shoreline, complemented by a private dock with 4+ feet of depth at low tide plus a deep water mooring accommodating a variety of vessels. The thoughtfully expanded and meticulously maintained residence features 6 bedrooms and 4 full bathrooms, while a separate accessory building offers additional garage space, an art studio, and wood shop with clear potential for guest house conversion, bringing the total to three garage bays. Mature grounds, multiple outdoor living spaces, and proximity to Gardiner's Bay Country Club create a perfect blend of seclusion, natural beauty, and long term potential, ideal as a timeless Shelter Island country retreat or a premier site for future reimagination.
For sale
$6,995,000
33 Dinah Rock Rd, Shelter Island, NY 11964
6beds
4,875sqft
Single Family Residence
Built in 1962
2.1 Acres Lot
$6,320,300 Zestimate®
$1,435/sqft
$-- HOA
What's special
Art studioThree garage baysUninterrupted sunset viewsMultiple outdoor living spacesRefreshing southwest summer breezesWood shopExpansive private shoreline
- 88 days
- 765
- 17
Zillow last checked:
Listed by:
Hedgerow Exclusive Properties 631-296-8543,
Hedgerow Exclusive Properties - Real Estate Sales Person 631-296-8543
Source: Out East,MLS#: 396148
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 4
- Full bathrooms: 4
Rooms
- Room types: Family Room
Features
- Basement: No
- Has fireplace: Yes
Interior area
- Total structure area: 4,875
- Total interior livable area: 4,875 sqft
Property
Parking
- Parking features: GarageDetached
- Has garage: Yes
Features
- Stories: 2
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Waterfront
- Frontage type: Waterfront
Lot
- Size: 2.1 Acres
Details
- Parcel number: 0700001000100015000
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- New construction: No
- Year built: 1962
Community & HOA
Location
- Region: Shelter Island
Financial & listing details
- Price per square foot: $1,435/sqft
- Tax assessed value: $4,775,000
- Date on market: 6/4/2026
- Lease term: Contact For Details
Estimated market value
$6,320,300
$6.00M - $6.64M
$7,414/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/4/2026 | Listed for sale | $6,995,000+636.3%$1,435/sqft |
Source: Out East #396148 Report a problem | ||
| 2/2/1999 | Sold | $950,000$195/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $4,775,000 +47.4% |
| 2024 | -- | $3,240,000 |
| 2023 | -- | $3,240,000 |
| 2022 | -- | $3,240,000 |
| 2021 | -- | $3,240,000 +0.1% |
| 2020 | -- | $3,237,000 -1% |
| 2019 | -- | $3,270,000 -0.2% |
| 2018 | -- | $3,275,000 +3.8% |
| 2017 | $19,424 | $3,156,000 +3.5% |
| 2016 | -- | $3,050,000 +7.4% |
| 2015 | -- | $2,840,000 +5.2% |
| 2014 | -- | $2,700,000 +3.1% |
| 2013 | -- | $2,620,000 +1.6% |
| 2012 | -- | $2,580,000 -1.9% |
| 2011 | -- | $2,630,000 +0.8% |
| 2010 | -- | $2,610,000 -17.1% |
| 2009 | -- | $3,150,000 -3% |
| 2008 | -- | $3,246,000 +7.7% |
| 2007 | $15,399 +35.2% | $3,015,100 +77.9% |
| 2005 | $11,386 -3.2% | $1,695,300 +3.9% |
| 2004 | $11,758 +31.2% | $1,631,500 +34.7% |
| 2003 | $8,961 -27.1% | $1,211,300 +12.7% |
| 2002 | $12,288 | $1,075,000 |
| 2001 | -- | $1,075,000 +48.3% |
| 2000 | $7,645 | $725,000 |
Find assessor info on the county website
Monthly payment
Climate risks
Neighborhood: 11964
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