23 Osprey Road
Shelter Island, NY 11964
4
Bed
4
Bath
3,484Sqft
1.07Acres(Lot)
Welcome to 23 Osprey Road, Shelter Island-a beautifully renovated retreat offering privacy, tranquility, and the best of island living. Available for summer or year-round rental, this exceptional property sits on over an acre of landscaped grounds with peaceful pond views and direct adjacency to Dusty Boots Farm, where horses can often be seen grazing nearby. A charming front porch welcomes you into the foyer, complete with a convenient powder room. Beyond, you'll find a chef-inspired eat-in kitchen designed for both everyday living and entertaining. The spacious living room features a wood-burning fireplace and opens to the backyard, creating a seamless indoor-outdoor experience. The main level also includes a primary suite with its own en-suite bathroom, while a screened porch provides t
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 4Bathroom Information
Total Baths: 4 Full Baths: 3 Half Baths: 1Room Information
Rooms Total: 10 Basement: Full, Unfinished -
Flooring Information
Ceramic Tile, Wood -
Interior Features
Breakfast Bar, Crown Molding, Eat-in Kitchen, Entrance Foyer, Granite Counters, High Ceilings, High Speed Internet, His and Hers Closets, In-Law Floorplan, Pantry, Master Downstairs, Soaking Tub, Storage, Walk-In Closet(s) Appliances: Dishwasher, Dryer, Gas Oven, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer Laundry Features: Common Area, In Hall, Inside -
Heating & Cooling
Has Heating: Yes Heating: Oil Has Cooling: Yes Cooling: Central Air
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Building Information
Year Built: 2005 Building Area Total: 4009 Construction Materials: Shake Siding Private Pool: No Water front Features: Pond
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Lot Information
Lot Size Acres: 1.07 Lot Size Square Feet: 47916 Lot Description: Sloped, Back Yard, Front Yard, Landscaped, Views, Waterfront, WoodedProperty Information
Subdivision: Sherwood Farms Source Property Type: Residential Lease Property SubType: Single Family Residence Levels: Three Or More Property Age: 21
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Listing Price Information
Listing Price: $86000
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Tax Information
Parcel Number: 0700-023-00-02-00-078-000
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Parking Information
Driveway, GarageGarage Information
Has Garage: Yes Garage Space: 2 Pets Allowed: Call
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School Information
Elementary School: Shelter Island SchoolJunior High School: Shelter Island SchoolSenior High School: Shelter Island School -
Utility Information
Cable Connected, Electricity Connected, Phone Connected, Propane, Water Connected -
Location Information
Direction: Use Google Maps WaterSource: Public, Private, Well
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 141A N Ferry Road, Shelter Island, NY, 11964 | $3,999,000 | 4 | 7 | 5,500 | 5,500 SqFt |
| 4 Irene Lane, Shelter Island, NY, 11964 | $1,850,000 | 4 | 3 | 2,600 | 2,600 SqFt |
| 5 Sea Gull Road, Shelter Island, NY, 11964 | $3,795,000 | 5 | 5 | 3,072 | 3,072 SqFt |
| 100 S Ferry Road, Shelter Island, NY, 11964 | $4,295,000 | 6 | 8 | 5,622 | 5,622 SqFt |
| 47L S Ferry Road, Shelter Island, NY, 11964 | $50,000 | 4 | 4 | 3,800 | 3,800 SqFt |
| 5 Marc Street, Shelter Island, NY, 11964 | $2,350,000 | 4 | 4 | 2,777 | 2,777 SqFt |
| 43 Gardiners Bay Drive, Shelter Island, NY, 11964 | $3,625,000 | 5 | 5 | 6,106 | 6,106 SqFt |
| 9 Johnston Road, Shelter Island, NY, 11964 | $20,000 | 4 | 2 | 1,850 | 1,850 SqFt |
| 9 Locust Woods Drive, Shelter Island, NY, 11964 | $3,499,000 | 4 | 4 | 3,856 | 3,856 SqFt |
| 26 S Menantic Road, Shelter Island, NY, 11964 | $1,450,000 | 4 | 4 | 1,702 | 1,702 SqFt |
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ByOwner last updated this listing 06/23/2026 @ 01:34
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