The charming 200-acre, seaside Village of Dering Harbor with just 35 homes has been dubbed "The Smallest Village in New York". And in the heart of this quaint Village is Oriole Farm which, once the private arboretum and gardens of famed horticulturist Alice Fiske, is now home to a new Shelter Island offering in a privileged setting. The sprawling, six park-like acre estate is a brilliant collaboration between Barnes Coy Architects and Edmund D Hollander Landscape Design. The intriguing stone and stucco residence incorporates 7,000+ square feet of finely articulated living space on three levels. The two-story entry hall leads to the living room under beamed ceilings with beautifully finished white oak flooring, a fireplace and intimate dining alcove. The chef's kitchen, equipped with Viking and other professional appliances, statuary marble countertops, center island seating and a breakfast table overlooking the grounds. opens to its own family room with fireplace. The ground floor master suite offers a large sleeping chamber with cathedral ceilings, dual walk-in closets and a spa-like French limestone bathroom with steam shower. Adjacent to the master suite is a paneled library/office with fireplace and private terrace. Four additional bedroom suites, one with a sleeping porch, an office, and a laundry room await on the second floor. The finished lower level offers a media room with a fireplace, gym, playroom, wine room, laundry room, and a full bath with steam shower. Multiple covered terraces adorn the outside of the house highlighted by a large, covered porch with fireplace, all overlooking the manicured lawns and lush plantings. The 55-ft Gunite pool & spa with pergola sits next to an enchanting Lord & Burnham greenhouse, used as a pool cabana and dining atrium, all braced by an allee of 100-year-old weeping beech trees and specimen plantings. Privacy is absolute and assured by over a quarter mile of 80-year-old beech hedge. There is ample room for tennis and the detached 3 car garage could be finished to provide additional living space. The home boasts energy efficient state of the art geothermal heating and air conditioning with a redundant traditional boiler system. An ambitious new owner might inquire about the opportunity to own an additional 8 acres of contiguous property. This sublime property sits across the street from Gardiner's Bay Country Club and is within easy walking distance to beaches and the quaint waterfront commercial district with its multiple shops and restaurants. With easy access to both the North and South Forks as well as proximity to the shops and various restaurants that dot the 29 square mile island oasis, this singular new offering deserves your attention today.
Sold for $6,550,000
$6,550,000
41 Manhanset Rd, Shelter Island, NY 11964
5beds
7,500sqft
Single Family Residence
Built in 2008
6.18 Acres Lot
$7,995,000 Zestimate®
$873/sqft
$108,332 Estimated rent
Home value
$7,995,000
$7.04M - $9.19M
$108,332/mo
Zestimate® history
Owner options
List your home for rent
$108,332/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$108,332/mo
Rent Zestimate®
Refinance and save
$45,511/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$45,511/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#: 367812
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 7
- Full bathrooms: 6
- 1/2 bathrooms: 1
Rooms
- Room types: Family Room, Laundry, Library
Cooling
- Central Air
Features
- Has fireplace: Yes
Interior area
- Total structure area: 7,500
- Total interior livable area: 7,500 sqft
Property
Parking
- Parking features: GarageDetached
- Has garage: Yes
Features
- Has private pool: Yes
- Has spa: Yes
- Spa features: Heated
Lot
- Size: 6.18 Acres
Details
- Parcel number: 0701001000300011003
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- New construction: No
- Year built: 2008
Community & HOA
Location
- Region: Shelter Island
Financial & listing details
- Price per square foot: $873/sqft
- Tax assessed value: $6,992,000
- Date on market: 9/11/2023
- Lease term: Contact For Details
Price history
| Date | Event | Price |
|---|---|---|
| 2/22/2024 | Sold | $6,550,000+10.1%$873/sqft |
Source: Public Record Report a problem | ||
| 10/17/2023 | Listing removed | -- |
Source: Out East Report a problem | ||
| 9/8/2023 | Pending sale | $5,950,000$793/sqft |
Source: Out East #367812 Report a problem | ||
| 7/22/2022 | Listed for sale | $5,950,000+4.8%$793/sqft |
Source: Out East #367812 Report a problem | ||
| 1/3/2022 | Listing removed | -- |
Source: Out East Report a problem | ||
| 6/24/2021 | Price change | $5,675,000+0.4%$757/sqft |
Source: Out East #358966 Report a problem | ||
| 2/19/2021 | Listed for sale | $5,650,000$753/sqft |
Source: | ||
| 9/23/2020 | Listing removed | $5,650,000$753/sqft |
Source: SAUNDERS & ASSOCIATES #10931398 Report a problem | ||
| 9/2/2020 | Listed for sale | $5,650,000-0.4%$753/sqft |
Source: SAUNDERS & ASSOCIATES #10931398 Report a problem | ||
| 6/19/2020 | Listing removed | $5,675,000$757/sqft |
Source: SAUNDERS & ASSOCIATES #10132172 Report a problem | ||
| 6/19/2020 | Listed for rent | $65,000$9/sqft |
Source: Sag Harbor #351701 Report a problem | ||
| 4/26/2018 | Listed for sale | $5,675,000$757/sqft |
Source: Saunders & Associates #54762 Report a problem | ||
| 12/15/2017 | Listing removed | $65,000$9/sqft |
Source: Shelter Island Office #66451 Report a problem | ||
| 12/6/2017 | Listed for rent | $65,000$9/sqft |
Source: Shelter Island Office #66451 Report a problem | ||
| 12/6/2017 | Listing removed | $5,675,000$757/sqft |
Source: Saunders & Associates #54762 Report a problem | ||
| 10/31/2017 | Listing removed | $65,000$9/sqft |
Source: Shelter Island Office #66451 Report a problem | ||
| 10/14/2017 | Listed for rent | $65,000$9/sqft |
Source: Shelter Island Office #66451 Report a problem | ||
| 4/13/2017 | Listed for sale | $5,675,000-12.7%$757/sqft |
Source: Saunders & Associates #54762 Report a problem | ||
| 3/12/2017 | Listing removed | $6,500,000$867/sqft |
Source: SAUNDERS & ASSOCIATES #10132172 Report a problem | ||
| 4/25/2016 | Price change | $6,500,000-7.1%$867/sqft |
Source: SAUNDERS & ASSOCIATES #10132172 Report a problem | ||
| 10/30/2014 | Price change | $7,000,000+11.6%$933/sqft |
Source: SAUNDERS & ASSOCIATES #10132172 Report a problem | ||
| 12/11/2013 | Listed for sale | $6,275,000$837/sqft |
Source: Penelope Moore, Realtor #10132172 Report a problem | ||
| 1/13/2011 | Listing removed | -- |
Source: M. Wein Realty Inc. #S1047 Report a problem | ||
| 4/2/2010 | Listed for sale | -- |
Source: M. Wein Realty Inc. #S1047 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $6,992,000 +49.4% |
| 2024 | -- | $4,679,000 |
| 2023 | -- | $4,679,000 |
| 2022 | -- | $4,679,000 |
| 2021 | -- | $4,679,000 +0.5% |
| 2020 | -- | $4,656,000 -3.5% |
| 2019 | -- | $4,825,000 +1.5% |
| 2018 | -- | $4,754,000 -8.1% |
| 2017 | $25,950 | $5,173,000 +3% |
| 2016 | -- | $5,021,000 +8% |
| 2015 | -- | $4,650,000 +2.1% |
| 2014 | -- | $4,555,000 +3.1% |
| 2013 | -- | $4,420,000 +0.5% |
| 2012 | -- | $4,400,000 -4.3% |
| 2011 | -- | $4,600,000 |
| 2010 | -- | $4,600,000 -21.1% |
| 2009 | -- | $5,830,000 -0.3% |
| 2008 | -- | $5,845,000 +62.4% |
| 2007 | $16,719 +321.6% | $3,598,100 +469.1% |
| 2005 | $3,966 -6.3% | $632,200 |
| 2004 | $4,231 +1.5% | $632,200 +3.9% |
| 2003 | $4,167 -1.7% | $608,600 +51.5% |
| 2002 | $4,241 | $401,700 |
Find assessor info on the county website
Neighborhood: Dering Harbor
Nearby homes
- $1,090,600-- bd-- ba-- sqft47 Manhanset Rd, Shelter Island, NY 11964Off Market
- $2,895,0008 Acres31 Manhanset Rd, Shelter Island, NY 11964Lot/Land

- $21,600-- bd-- ba-- sqft9A Yoco Rd, Shelter Island Heights, NY 11964Off Market
- $2,600,000-- bd-- ba-- sqftC1 Sylvester Rd, Shelter Island, NY 11964Sold
- $11,704,4003 bd4 ba4.2k sqft1 Sylvester Rd, Shelter Island, NY 11964Off Market
- $8,170,1003 bd2 ba3.1k sqft42 Manhanset Rd, Shelter Island Heights, NY 11965Off Market
- $61,500-- bd-- ba-- sqft8 Yoco Rd, Shelter Island, NY 11964Off Market
- $6,074,4008 bd9 ba8k sqft4 Sylvester Rd, Shelter Island, NY 11964Off Market
Nearby schools
GreatSchools rating
- 8/10Shelter Island SchoolGrades: PK-12Distance: 1.9 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
$7,995,000
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
$7,995,000
- New York
- Suffolk County
- Shelter Island
- 11964
- Dering Harbor
- 41 Manhanset Rd