Sited on 1.9 acres in one of the original estate areas of Shelter Island this former barn, built in 1892, has been lovingly converted into a stunning residence. The entrance features a vintage cobble ramp leading to the two-story foyer. Just ahead is a library-media room, showcasing original bead board and hardwood floors. Adjacent to the library is a guest bedroom with views of the grove and original ceilings. Off the foyer is a full bath. The 30' living room spans the full depth of the house. It features a dining area with side yard views, a wood burning fireplace and 3 sets of French doors opening to a bluestone entertainment terrace. This area seamlessly connects to the farm-style kitchen, which includes perimeter counters of Absolute Black granite, new range and dishwasher, a center island, a separate pantry/laundry room, and an original Dutch door leading to a barbecue balcony. A curved staircase with custom iron rail leads to the second floor. The landing boasts wide windows, high ceilings, the structure's original cupolas and meditation areas. Two guest bedrooms share a spa-like bath with a Waterworks soaking tub, Popham Design tile floors, and a separate shower and enjoys views to the pool and gardens. The primary bedroom, situated on the opposite side of the house, features exposed beams, natural sunlight from the second cupola, a window seat, lounge area, full bath with shower, and French doors opening to a balcony. The pool, set away from the home through double gates, is surrounded by mature foliage, including weeping beech and copper beech trees, flowering shrubs and tall ornamental grasses. Tucked behind a privet hedge, the property is dotted with century-old linden trees, and has ample space for a tennis court, pool house and garage. Be transported to a bygone era in one of Shelter Island's most gracious neighborhoods, located on a quiet, private lane a stone's throw from two beaches.
Sold for $4,750,000
$4,750,000
18 Rocky Point Rd, Shelter Island, NY 11964
4beds
3,612sqft
Single Family Residence
Built in 1892
1.9 Acres Lot
$4,877,400 Zestimate®
$1,315/sqft
$7,632 Estimated rent
Home value
$4,877,400
$4.39M - $5.41M
$7,632/mo
Zestimate® history
Owner options
List your home for rent
$7,632/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$7,632/mo
Rent Zestimate®
Refinance and save
$27,404/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$27,404/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked:
Source: Out East,MLS#: 383250
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Family Room, Office
Cooling
- Central Air
Features
- Has basement: Yes
- Has fireplace: Yes
Interior area
- Total structure area: 3,612
- Total interior livable area: 3,612 sqft
Property
Parking
- Parking features: None
Features
- Has private pool: Yes
- Pool features: Heated
Lot
- Size: 1.9 Acres
Details
- Parcel number: 0700017000100043004
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- New construction: No
- Year built: 1892
Community & HOA
Community
- Features: Room for a Tennis Court
Location
- Region: Shelter Island
Financial & listing details
- Price per square foot: $1,315/sqft
- Tax assessed value: $2,925,000
- Date on market: 8/24/2024
- Lease term: Contact For Details
Price history
| Date | Event | Price |
|---|---|---|
| 12/10/2024 | Sold | $4,750,000+26.7%$1,315/sqft |
Source: Public Record Report a problem | ||
| 8/30/2024 | Contingent | $3,750,000$1,038/sqft |
Source: NY State MLS #11330960 Report a problem | ||
| 8/28/2024 | Pending sale | $3,750,000$1,038/sqft |
Source: Out East #383250 Report a problem | ||
| 8/24/2024 | Listed for sale | $3,750,000$1,038/sqft |
Source: Out East #383250 Report a problem | ||
| 8/12/2024 | Listing removed | -- |
Source: NY State MLS #11330960 Report a problem | ||
| 8/9/2024 | Listed for sale | $3,750,000+1604.5%$1,038/sqft |
Source: NY State MLS #11330960 Report a problem | ||
| 7/26/1996 | Sold | $220,000$61/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $2,925,000 +83.4% |
| 2024 | -- | $1,595,000 |
| 2023 | -- | $1,595,000 |
| 2022 | -- | $1,595,000 |
| 2021 | -- | $1,595,000 +3% |
| 2020 | -- | $1,549,000 +0.3% |
| 2019 | -- | $1,545,000 +0.3% |
| 2018 | -- | $1,540,000 +3.4% |
| 2017 | $9,134 | $1,490,000 +3.5% |
| 2016 | -- | $1,440,000 +10.5% |
| 2015 | -- | $1,303,000 +1.2% |
| 2014 | -- | $1,287,000 +26.5% |
| 2013 | -- | $1,017,000 -0.3% |
| 2012 | -- | $1,020,000 -4.7% |
| 2011 | -- | $1,070,000 +0.9% |
| 2010 | -- | $1,060,000 -9.4% |
| 2009 | -- | $1,170,000 -0.7% |
| 2008 | -- | $1,178,700 +3.5% |
| 2007 | $5,818 +21.7% | $1,139,200 +60% |
| 2005 | $4,782 -5.4% | $712,000 +1.5% |
| 2004 | $5,054 -12.7% | $701,300 -10.4% |
| 2003 | $5,790 +197.1% | $782,600 +152.5% |
| 2002 | $1,949 | $310,000 |
| 2001 | -- | $310,000 +19.2% |
| 2000 | $2,742 | $260,000 |
Find assessor info on the county website
Neighborhood: 11964
Nearby homes
- $2,607,8004 bd2 ba2.3k sqft22 Rocky Point Rd, Shelter Island, NY 11964Off Market

- $370,900-- bd-- ba-- sqft17 Terry Dr, Shelter Island, NY 11964Off Market
- $2,403,6004 bd3 ba3k sqft15 Terry Dr, Shelter Island, NY 11965Off Market

- $1,320,9003 bd2 ba2.5k sqft19 Terry Dr, Shelter Island, NY 11964Off Market
- $1,063,9003 bd1 ba1.5k sqft13 Terry Dr, Shelter Island, NY 11964Off Market
- $3,742,9004 bd4 ba4.4k sqft16 Rocky Point Ave, Shelter Island Heights, NY 11965Off Market
- $370,900-- bd-- ba-- sqft21 Terry Dr, Shelter Island, NY 11964Off Market
- $2,790,0004 bd3 ba2.8k sqft24 Rocky Point Rd, Shelter Island, NY 11964For Sale
Nearby schools
GreatSchools rating
- 8/10Shelter Island SchoolGrades: PK-12Distance: 1.8 mi
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$4,877,400
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$4,877,400
- New York
- Suffolk County
- Shelter Island
- 11964
- 18 Rocky Point Rd