Situated in the desirable Sherwood Farms neighborhood, just moments from the private beach and tennis court, this charming shingled home has been fully refreshed and is move in ready. Built in 2005 by renowned Shelter Island builder, George Phriender, it is convenient to the South Ferry as well as south shore restaurants and marinas. Enjoy the peace and quiet of Shelter Island only a few minutes from the South Fork. An amply equipped open kitchen pours out into the windowed dining area, with a fully screened in, covered porch just adjacent. The formal living room, complete with fireplace is spacious yet inviting. The en suite first floor primary is bright and beautiful. Upstairs are three more bedrooms and two baths, plus an open landing area, perfect for a study, at the top of the stairs. Add the two car garage and this home is a perfect fit for the Shelter Island lifestyle.
For sale
Price cut: $355K (4/29)
$1,995,000
23 Osprey Rd, Shelter Island, NY 11964
4beds
3,484sqft
Single Family Residence
Built in 2005
1.1 Acres Lot
$1,949,800 Zestimate®
$573/sqft
$-- HOA
What's special
Charming shingled homeTwo car garageWindowed dining areaAmply equipped open kitchen
- 106 days |
- 535 |
- 20 |
Zillow last checked:
Listed by:
SERHANT. 631-500-8800,
Kieran Brew - Real Estate Sales Person 631-702-5764
Source: Out East,MLS#: 393576
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Family Room
Cooling
- Central Air
Features
- Basement: No
- Has fireplace: Yes
Interior area
- Total structure area: 3,484
- Total interior livable area: 3,484 sqft
Property
Parking
- Parking features: None
Lot
- Size: 1.1 Acres
Details
- Parcel number: 0700023000200078000
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- New construction: No
- Year built: 2005
Community & HOA
Location
- Region: Shelter Island
Financial & listing details
- Price per square foot: $573/sqft
- Tax assessed value: $2,321,000
- Date on market: 3/19/2026
- Lease term: Contact For Details
Estimated market value
$1,949,800
$1.85M - $2.05M
$7,763/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/8/2026 | Listed for rent | $86,000$25/sqft |
Source: OneKey® MLS as distributed by MLS GRID #1010703 Report a problem | ||
| 4/29/2026 | Price change | $1,995,000-15.1%$573/sqft |
Source: Out East #393576 Report a problem | ||
| 3/19/2026 | Listed for sale | $2,350,000+30.9%$675/sqft |
Source: Out East #393576 Report a problem | ||
| 10/12/2020 | Listing removed | $1,795,000$515/sqft |
Source: Brown Harris Stevens #50362 Report a problem | ||
| 10/8/2020 | Listed for sale | $1,795,000$515/sqft |
Source: Brown Harris Stevens #50362 Report a problem | ||
| 4/10/2019 | Listing removed | $1,795,000$515/sqft |
Source: Brown Harris Stevens Report a problem | ||
| 4/8/2019 | Listed for sale | $1,795,000$515/sqft |
Source: Brown Harris Stevens Report a problem | ||
| 9/21/2017 | Listing removed | $1,795,000$515/sqft |
Source: Brown Harris Stevens #50362 Report a problem | ||
| 9/19/2017 | Listed for sale | $1,795,000+12.5%$515/sqft |
Source: Brown Harris Stevens #50362 Report a problem | ||
| 5/9/2013 | Listing removed | $1,595,000$458/sqft |
Source: Penelope Moore, Realtor #47077 Report a problem | ||
| 3/20/2013 | Listed for sale | $1,595,000$458/sqft |
Source: Penelope Moore, Realtor #47077 Report a problem | ||
| 10/14/2012 | Listing removed | $1,595,000$458/sqft |
Source: The Corcoran Group #47077 Report a problem | ||
| 6/12/2010 | Listed for sale | $1,595,000-11.1%$458/sqft |
Source: M. Wein Realty Inc. #S1056 Report a problem | ||
| 3/30/2010 | Listing removed | $1,795,000$515/sqft |
Source: Daniel Gale Sotheby's International Realty #*1045963 Report a problem | ||
| 9/17/2008 | Listed for sale | $1,795,000+7080%$515/sqft |
Source: Daniel Gale #*1004703 Report a problem | ||
| 11/26/1996 | Sold | $25,000$7/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $2,321,000 +73.1% |
| 2024 | -- | $1,341,000 |
| 2023 | -- | $1,341,000 |
| 2022 | -- | $1,341,000 |
| 2021 | -- | $1,341,000 +1% |
| 2020 | -- | $1,328,000 +0.3% |
| 2019 | -- | $1,324,000 +0.4% |
| 2018 | -- | $1,319,000 +3.1% |
| 2017 | $7,823 | $1,279,000 +2.1% |
| 2016 | -- | $1,253,000 +3.9% |
| 2015 | -- | $1,206,000 +0.5% |
| 2014 | -- | $1,200,000 +2.1% |
| 2013 | -- | $1,175,000 -0.3% |
| 2012 | -- | $1,179,000 -4.5% |
| 2011 | -- | $1,235,000 +0.4% |
| 2010 | -- | $1,230,000 -10.5% |
| 2009 | -- | $1,375,000 -1.8% |
| 2008 | -- | $1,400,000 +3.1% |
| 2007 | $6,935 +320.2% | $1,357,800 +452.6% |
| 2005 | $1,650 +17.8% | $245,700 +26.5% |
| 2004 | $1,400 +23.5% | $194,300 +26.8% |
| 2003 | $1,133 +30.5% | $153,200 +101.6% |
| 2002 | $869 | $76,000 |
| 2001 | -- | $76,000 |
| 2000 | $801 | $76,000 |
Find assessor info on the county website
Monthly payment
Estimated monthly payment$1,822
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 11964
Nearby schools
GreatSchools rating
- 6/10Shelter Island SchoolGrades: PK-12Distance: 1.4 mi
A local agent can set up tours, give advice and negotiate with sellers.
- New York
- Suffolk County
- Shelter Island
- 11964
- 23 Osprey Rd
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