Shelter Island Real Estate, Homes and Condos for sale

All Shelter Island homes currently listed for sale in Shelter Island as of 05/24/2017 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Shelter Island homes for sale or other Shelter Island real estate, please contact us and one of our knowledgeable Shelter Island REALTORS® would be pleased to assist you.


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$4,950,000
66 Ram Island Dr, Shelter Island NY 11964
3
BEDS
4
BATHS
1.16
ACRES
1996
BUILT
"The Perfect Island Retreat ! 110 Ft Dock And Private Beach Situated Above Coecles Harbor. Enjoy The Afternoon Sea Breeze And Stunning Harbor Sunsets. Entertain In Style : Decorators Interior, Oversized Living Room, Chef's Kitchen, 3 Ensuite Bedrooms Plus Guest House W/ Lg Bedroom And Bath. Extraordinary Home For The Discerning Buyer"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $5,395,000 TO $4,950,000 
$4,700,000
1 Dering Woods Ln, Shelter Island NY 11964
5
BEDS
6
BATHS
5,400
SQFT
$870
$/SQFT
3.25
ACRES
2017
BUILT
"Inspired By A Historic Stanford White Design This 3.25 Acre Dering Harbor Estate Boasts A Classic Interior With An Open Floor Plan Of Approximately 5400 Sf. Features Inlcude: Double Height Coffered Ceilings, Wood Burning Fireplaces, Paneled Walls, And A Designer Kitchen As Well As: Expansive Covered Porches, Balconies, Saline Heated Pool, Cabana And Detached Garage."
$1,689,000
26 Country Club Dr, Shelter Island NY 11964
4
BEDS
5
BATHS
3,750
SQFT
$450
$/SQFT
1.00
ACRES
2003
BUILT
"Turn-Key Traditional Open Floor Plan & 20'X40'Pool On Club Golf Course. Front Parlor Leads To Formal Lrw/Fp & French Doors To Rear Deck. Formal Dining Room, Chef's Kitchen Then Sitting Area To Sliding Doors To Poolside Deck. First Floor Office, Laundry & Full Bath Have Easy Access To Pool Area. The 2nd Floor Offers A Spacious Master Suite & 3 Additional Bedrooms, 1 Ensuite"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,749,000 TO $1,689,000 
$1,685,000
72 S Ferry Rd, Shelter Island NY 11964
1
BEDS
1
BATHS
1,800
SQFT
$936
$/SQFT
5.50
ACRES
1998
BUILT
"Ultimate Privacy & Potential Await You At This Unique Park-Like 5.5 Acre Island Treasure. Take The Winding Path To The Infinity Lap Pool & Spa W/Spectacular Views Of Rolling Lawns, Woods, Gardens, Fruit Trees & Large Stocked Pond. Creativity Will Flow In The Spacious Artists' Studio W/Residence Above. Combine W/Vacant 4 Acre Hilltop Parcel For A 9.5 Acre Compound."
* NEW LISTING 
$1,645,000
15 Dickerson Dr, Shelter Island NY 11964
3
BEDS
3
BATHS
3,257
SQFT
$505
$/SQFT
1.00
ACRES
1987
BUILT
"Waterfront Light Filled Modern With In-Ground Waterside Pool & Dock. Covered Porch Surrounds & Allows Access From Every Room & Elevated Views To The Water. Eat In Kitchen, Dining Area & Living Room All Look To The Water. Walkout Basement With Media Room& Den, Bedroom, Bath, Laundry & Mechanicals. Mahogany Deck Surrounds In-Ground Pool. Co-Exclusive."
$1,499,000
13 Locust Woods Dr, Shelter Island NY 11964
6
BEDS
5
BATHS
4,128
SQFT
$363
$/SQFT
2.10
ACRES
2000
BUILT
"This Gracious 4200 Sq.Ft. Victorian Home With Fabulous Amenities, Sits Elevated On A Hill On 2 Plus Park Like Acres. Located At The End Of A Cul-De-Sac This Home Features A Beautiful Mahoghony Wrap Around Porch And Decking, Stone Patios, And A Magnificant L Shaped Ig Pool. All Wthin View Of The Spacious 1st Floor Master Suite. Granite Kitchen, This Home Has It All! ."
$1,479,000
8 Crescent Way, Shelter Island NY 11964
4
BEDS
4
BATHS
2,816
SQFT
$525
$/SQFT
1.10
ACRES
2017
BUILT
"Located In Desirable Area Known As Hay Beach This New Traditional Home Is Scheduled To Be Finished In June 2017. The Home Offers An Open Floor Plan With Vaulted Ceilings, A Chef's Kitchen With A Large Island. The Master Suite Offers His/Hers Closets, Sinks And A Large Shower With A Bench Seat. The Finished 550 Sq Ft Second Floor Is Such An Added Bonus With 1 Large Bedroom."
* PRICE INCREASED - $1,449,000 TO $1,479,000 
$1,375,000
142H N Ferry Rd, Shelter Island NY 11964
4
BEDS
5
BATHS
3,017
SQFT
$456
$/SQFT
0.37
ACRES
1987
BUILT
"Waterfront Modern At Water's Edge With Dock, Waterside; Wrap Around Dining Deck, Pergula + 2nd Floor Verandas In Bucolic Setting. Quiet + Across From Large Waterfront Preserve. Spacious, Stylish + Recently Renovated, Italian Custom Cabinetry, Open Kitchen, Dr, Lr Have Doors To Deck + Dining Al Fresco. 2 Roomy Dens, Gym, Work Shop/Utility Room, New Roof + Skylights In 2014."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,450,000 TO $1,375,000 
$1,175,000
6 Country Club Dr, Shelter Island NY 11964
4
BEDS
4
BATHS
2,958
SQFT
$397
$/SQFT
0.94
ACRES
1994
BUILT
"Enjoy This Beautiful Traditional Style, Custom Built Home Situated On A Shy Acre On Gardiner's Bay Golf Course. This Home Offers An Open Plan Concept With Focal Point Toward Outdoor Living. Enjoy Al Fresco Dining Along Side Your Gunite Pool With Spacious Patio For Entertaining. This Home Is Situated In Hay Beach, Great Location And Close To The Beach. Ready For This Summer"
$1,175,000
29A Osprey Rd, Shelter Island NY 11964
5
BEDS
3
BATHS
3,000
SQFT
$392
$/SQFT
0.72
ACRES
1866
BUILT
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,200,000 TO $1,175,000 
$1,149,000
56 Brander Pky, Shelter Island NY 11964
2
BEDS
1
BATHS
1,200
SQFT
$958
$/SQFT
1.90
ACRES
1965
BUILT
"This Listing Is A Very Rare Find Because The Property Has Front Yard And Backyard Water Views On 1.7 Acres Along With A Beach Lot That Is 25Ft Wide X Approx. 118Ft Long Located On Peconic Ave."
* LISTED OVER 120 DAYS 
$985,000
44 Country Club Dr, Shelter Island NY 11964
4
BEDS
3
BATHS
2,097
SQFT
$470
$/SQFT
1.00
ACRES
1982
BUILT
"Gorgeous Location On The 14th Tee Of Gardiner's Bay Country Club For This 4Br/3Ba Contemporary Home. Living Room With Fireplace, Den, Formal Dining Room & Eik. 2 Car Attached Garage. Room For A Pool."
* LISTED OVER 120 DAYS  * PRICE INCREASED - $975,000 TO $985,000 
$950,000
1 Osprey Rd, Shelter Island NY 11964
4
BEDS
3
BATHS
2,950
SQFT
$322
$/SQFT
1.12
ACRES
2001
BUILT
"Bright&Sunny Contemporary With 2 Master Suites,3 Full Baths,Garage,Full Unfinished Basement,Automatic Propane Generator,Beautifully Landscaped,Fish Pond,Wrap Around Porch,Andersen Windows,Skylights,Redone 2Y Ref.Wood Floors,Firelace In Liv.Room,All Year Round Solarium,Minutes Away From Wade's Beach,Mashomack Preserve,South Ferry,Great Getaway Or Perfect Permanent Residency"
* PRICE LOWERED - $995,000 TO $950,000 
$875,000
20 Terry Dr, Shelter Island NY 11964
4
BEDS
3
BATHS
2,644
SQFT
$331
$/SQFT
0.52
ACRES
1984
BUILT
"Surprising, Frank Lloyd Wright-Inspired Contemporary In Private Community W/Deeded Beach & Mooring Rights. Spacious Light-Filled Open Living Area, Well-Crafted Unique Architectural Features, Living Room W/Fireplace, 3 Bdrms+ Lg Den, 2.5 Baths, Incl Master Bdrm Suite W/Sliding Glass Doors To Enclosed Mahogany Patio, In-Ground Heated Pool W/Landscaped Brick Poolside Deck."
* LISTED OVER 120 DAYS 
$625,000
4 Bateman Rd, Shelter Island NY 11964
2
BEDS
2
BATHS
1,645
SQFT
$380
$/SQFT
0.57
ACRES
1937
BUILT
"This 1937 Quaint Cottage Style Home Was Renovated In 2002, An Addition Including Great Room With Fireplace, Dining And Kitchen Was Added. Situated On .57 Acres In The Heart Of Shelter Island With Quiet Level Yard, Enjoy Through Your Bay Window Or From Your Patio. The Additional 1.5 Car Garage Offers Storage. The Outdoor Shower Is A Summer Asset For Those Beach Days."
$595,000
16 Bowditch Rd, Shelter Island NY 11964
3
BEDS
2
BATHS
1,450
SQFT
$410
$/SQFT
0.31
ACRES
1950
BUILT
"Centrally Located On Shelter Island, Emerges This Charming Three Bedroom Home With A Multitude Of Upgrades And Complimentary Renovations Throughout. A Granite Kitchen With New Appliances & Breakfast Bar. A New Master Bedroom, Ensuite With His & Her Closets. Large Outdoor Seating Area For Entertainment. Upgraded Septic, New Well, New Roof In 2013 And More."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $635,000 TO $595,000 
$440,000
6 W Thomas St, Shelter Island NY 11964
2
BEDS
2
BATHS
1,006
SQFT
$437
$/SQFT
0.50
ACRES
1948
BUILT
"Cozy Cottage Located In The Heart Of Shelter Island, Nestled Away Behind A Long Sprawling Lawn. Centrally Located Making It A Quick Drive To Either The North Or South Ferry, With The Deli, Bank, And All Else You Might Need Right Around The Corner. Home Features Two Bedrooms, Two Full Bathrooms And Eat-In Kitchen, All On A Spacious Half Acre Of Property."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $450,000 TO $440,000 
 
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