SHELTER ISLAND, NY HOMES FOR SALE


Shelter Island

Nestled between the North and South Forks of Long Island, Shelter Island is a unique community that seamlessly combines quirky, artsy, rural and cosmopolitan; it is a place where cultures relax, work and play together, from the farm stands to the country club. The Island boasts many restaurants offering the freshest seafood and a variety of cuisines. Islanders (both visitors and residents) enjoy boating, golfing, fishing, and hiking. There are over 70 boat landings open for residents.

Shelter Island & Shelter Island Heights

Total Listings: 30
Average Price: $1,623,147
Highest Price: $6,900,000
Lowest Price: $299,900

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Shelter Island Homes For Sale

27 Properties Found. Page 1 of 1
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This 1887 Carpenter Gothic Victorian Is As Swee...

$1,275,000

11 Spring Garden Ave, Shelter Island

  • 4 Beds
  • 2 Baths
  • 0.12 Acres

School District: Shelter Island

This 1887 Carpenter Gothic Victorian Is As Sweet As Its Porch Swing And Blue Hydrangeas. The Front Porch, Chapel Style Doors And Guest Parlor Welcome You To This Historic Home. Simple Gatherings Enjoy Are Easy To Create In The Open Dining Room And Kitchen. ...

The Perfect Hamptons Alternative- 110 Ft Dock A...

$4,295,000

66 Ram Island Dr, Shelter Island

  • 4 Beds
  • 4 Baths
  • 1.16 Acres
  • 4,050 sqft

School District: Shelter Island

The Perfect Hamptons Alternative- 110 Ft Dock And Private Beach Situated On Coecles Harbor. Enjoy The Afternoon Sea Breeze & Stunning Harbor Sunsets. Entertain In Style: Decorators Interior, Oversized Living Room, Chef's Kitchen, 3 Ensuite Bedrooms Plus Gue...

The Exclusive Enclave Of Ram Island Continues T...

$2,799,000

139 N Ram Island Dr, Shelter Island

  • 4 Beds
  • 3 Baths
  • 2.4 Acres

School District: Shelter Island

The Exclusive Enclave Of Ram Island Continues To Attract Bold And Ambitious Architecture, And This Meticulously Maintained Bayfront Home Was Designed By Italian Architect Maria-rosaria Piomelli, The First Woman Dean Of An Architecture School In The United S...

This 2.2 Acre Property Allows For So Many Possi...

$699,000

57 N Midway Rd, Shelter Island

  • 2 Beds
  • 1 Baths
  • 2.2 Acres
  • 1,546 sqft

School District: Shelter Island

This 2.2 Acre Property Allows For So Many Possibilities. Besides Having A 2 Bedroom 1 Bath 1546 Sq Ft Home To Enjoy All Year Round, The Property Offers 1,221 Sq Ft Of Garge Spaces Which Includes 1 Detached Garage By The Home And 3/4 Car Garage Space Behind ...

This Exquisite True Victorian Home Is An Entert...

$1,149,000

13 Locust Wood Dr, Shelter Island

  • 6 Beds
  • 5 Baths
  • 2.1 Acres
  • 4,128 sqft

School District: Sagaponack

This Exquisite True Victorian Home Is An Entertainers Delight! Fully Renovated From Top To Bottom With All Of Todays Modern Amenities, While Preserving The Historic Hamptons Charm. Positioned Grandly On Over 2 Acres At The End Of Cul-de-sac, The Beautifully...

Incomparable Waterfront Sunsets. Surrounded By ...

$835,000

48 Lake Dr, Shelter Island

  • 2 Beds
  • 1 Baths
  • 0.54 Acres
  • 1,105 sqft

School District: Shelter Island

Incomparable Waterfront Sunsets. Surrounded By Nature, Rare 100' Of Shoreline On 15-acre Fresh Pond, The 'jewel' Of Shelter Island Near Wades Beach. No Concern Of Flooding From Tide Or Storm Surge. Quaint 2 Bed, 1ba Ranch In Ideal Setting. Watch Ospreys Div...

Step Back In Time To This Quaint, Beautifully R...

REDUCED 5%

$925,000

20 Congdon Rd, Shelter Island

  • 4 Beds
  • 3 Baths
  • 0.71 Acres
  • 2,120 sqft

School District: Shelter Island

Step Back In Time To This Quaint, Beautifully Restored 3br Farmhouse Compound. 2nd Floor Spacious Mbr Plus 2 Bedrooms & Bath. Huge Rear Screen Porch & Enclosed Front Porch Add Living Spaces To An Already Roomy Formal Dr, Cozy Lr W/fp & Eik. Detached Garage ...

Next To A Preserve, This Well-appointed Home Is...

$1,570,000

6 Quail Hedge Ln, Shelter Island

  • 4 Beds
  • 4 Baths
  • 0.95 Acres
  • 3,054 sqft

School District: Shelter Island

Next To A Preserve, This Well-appointed Home Is Turn-key. Luxuriously Landscaped Grounds W/heated Ig Pool, Pool House, Patio Surround W.built-in Kitchen & Privacy. This Expansive 4br Gem Boasts A Chef's Eik, 4 Season Porch W/stove, Mbr Suite, Formal Dr W/ru...

Beautiful Menantic Creek Front Home With 180' D...

$1,699,500

13 Dickerson Dr, Shelter Island

  • 2 Beds
  • 2 Baths
  • 1.1 Acres
  • 1,642 sqft

School District: Shelter Island

Beautiful Menantic Creek Front Home With 180' Deepwater Dock. This Home Offers Furnished Open Living Space With Waterview And A Loft, Separate Studio/office And Gunite Heated Pool With Automatic Cover. Great Location And Home For Seasonal Or Year Round.

Stunning Location W/ Gorgeous Sunset Views Over...

$1,295,000 Under Contract

7 Gazon Rd, Shelter Island

  • 3 Beds
  • 3 Baths
  • 1.01 Acres
  • 1,901 sqft

School District: Shelter Island

Stunning Location W/ Gorgeous Sunset Views Over Sweeping Lawn Down To West Neck Creek. Home Set Up On Rise W/ Huge Lawn For Pool Or Tennis And Accessory Building Of Your Design. Water Views From Almost Every Room. Launch Your Kayak Or Peacefully Lounge W...

Bright&sunny Contemporary With 2 Master Suites,...

$925,000

1 Osprey Rd, Shelter Island

  • 4 Beds
  • 3 Baths
  • 1.12 Acres
  • 2,950 sqft

School District: Shelter Island

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 Rou...

Charming Ranch Situated In The Harbor View Acre...

REDUCED 5%

$875,000

7 Terry Dr, Shelter Island

  • 3 Beds
  • 2 Baths
  • 0.63 Acres
  • 1,600 sqft

School District: Shelter Island

Charming Ranch Situated In The Harbor View Acres Section. Home Boasts 3 Bedrooms & 2 Full Bathrooms, Solar Panel System W/ 20k Backup Generator For Entire House. Pool Liner 2 Years Old & Aztek Decking Around Pool. Home Is Walking Distance To Private Beach/b...

Absolutely Beautiful Designer Summer Cottage By...

REDUCED 1%

$1,479,000

1 Sylvan Rd, Shelter Island

  • 4 Beds
  • 3 Baths
  • 1 Acres
  • 2,650 sqft

School District: Shelter Island

Absolutely Beautiful Designer Summer Cottage By The Beach. Recently Completely Rebuilt: Plumbing, Wiring, Siding, Roof, Windows, Kitchen, Baths, Heating, Cac, 2 Hot Water Systems, Heated Gunite Pool, Shed, Landscaped Gardens, Deck And Fencing, Full Finished...

Beautifully Renovated Home. Gourmet Kitchen,all...

REDUCED 4%

$1,149,000

13 Locust Woods Dr, Shelter Island

  • 6 Beds
  • 5 Baths
  • 2.1 Acres

School District: Shelter Island

Beautifully Renovated Home. Gourmet Kitchen,all Hard Wood Floors ,crown Moldings,new Pool Liner,pump And Motor, Custom Mantels On Firplaces, Extensive Landsacaping. Too Many Details To List. This Is A Must See! Plenty Of Outside Entertaining Room!

Dickerson Creek Waterfront Home Boasts An Open ...

$2,295,000 Under Contract

1 Tarkettle Rd, Shelter Island

  • 4 Beds
  • 6 Baths
  • 1.1 Acres
  • 4,200 sqft

School District: Shelter Island

Dickerson Creek Waterfront Home Boasts An Open Unobstructed Vista Of Wades Beach, North Haven And Beyond. This Light Filled Home With Vaulted Ceilings Gives You An Open Floor Plan, Offering Endless Opportunities To Enjoy And Entertain. The 1.1 Acre Property...

Scenic & Updated W/open Vaulted Living Area, Ga...

REDUCED 7%

$925,000

149 N Ferry Rd, Shelter Island

  • 3 Beds
  • 3 Baths
  • 0.87 Acres
  • 2,691 sqft

School District: Shelter Island

Scenic & Updated W/open Vaulted Living Area, Gas Fireplace, Dining & Eat In Kitchen W/gracious French Doors To Dining Deck. Mbr Suite & Office On First Floor, 2 Guest Bedrooms & Bath Above. Room For A Pool On The Spacious .87 Property. 2 Car Garage & Large ...

This Well Thought Out Property Is Designed For ...

$1,950,000

13 Brander Pky, Shelter Island

  • 5 Beds
  • 6 Baths
  • 1.45 Acres
  • 3,868 sqft

School District: Shelter Island

This Well Thought Out Property Is Designed For A 3,868 Square Feet Home With 2 Master Suites And 3 Additional Bedrooms With Bathrooms, The Kitchen Is Suited For Any Cook. The Garage Has A Living Space Above For Additional Guests. Also A Pool House And A 20x...

Simply Stunning New Construction W/water Views ...

REDUCED 3%

$3,275,000

6 J Hagar Rd, Shelter Island

  • 4 Beds
  • 3 Baths
  • 1 Acres

School District: Shelter Island

Simply Stunning New Construction W/water Views From Every Room. An Incredible Setting W/589 Feet Of Waterfront, 100' Dock & Gunite, 18x36, Heated Pool. Living Rm W/fireplace Opens To Elevated Deck. Eat In Kitchen & Formal Dining Area Open To Dining Deck. Wa...

Enjoy The Tranquility Of Shelter Island. This 9...

$6,900,000

29 Winthrop Rd, Shelter Island

  • 6 Beds
  • 10 Baths
  • 1.71 Acres

School District: Shelter Island

Enjoy The Tranquility Of Shelter Island. This 9,230 Sq. Ft. Home Located On 1.7 Acres Was Rebuilt In 2010. Features Include Scenic Views Of Dering Harbor, 600 Ft Of Private Beach, A 168 Ft Deep Water Dock, A Deeded Mooring, Five Fireplaces, A Four-car Garag...

Located In A Desirable Area Of Shelter Island K...

REDUCED 1%

$1,439,000

8 Crescent Way, Shelter Island

  • 4 Beds
  • 4 Baths
  • 1.1 Acres
  • 2,816 sqft

School District: Shelter Island

Located In A Desirable Area Of Shelter Island Known As Hay Beach, This New Traditional Home Is Ready For Its New Owner. The Home Offers An Open Floor Plan With Vaulted Ceilings, A Chef's Kitchen With A Large Island And Dining Area. The Master Suite Offers H...

Gorgeous Location On The 14th Tee Of Gardiner's...

REDUCED 4%

$945,000 Under Contract

44 Country Club Dr, Shelter Island

  • 4 Beds
  • 3 Baths
  • 1 Acres
  • 2,097 sqft

School District: Shelter Island

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. Quiet & Peaceful Neighborhood.

Turn Key, Mint, Exceptionally Built, Spacious, ...

$2,695,000

1 Landing Ln, Shelter Island

  • 4 Beds
  • 5 Baths
  • 1.02 Acres
  • 2,774 sqft

School District: Shelter Island

Turn Key, Mint, Exceptionally Built, Spacious, Light Filled, Waterfront Shingle Traditional With Pool + Dock In Quiet Private Community. Beautiful Waterviews! Also Boasts 2 Waterside Master Suites Each With Waterside Decks. Open Floor Plan With Excellent In...

In The Historic Village Of Dering Harbor, This ...

REDUCED 4% Photo of Listing #2651678

$790,000

7 Dering Woods Rd, Shelter Island

  • 3.1 Acres

School District: Shelter Island

In The Historic Village Of Dering Harbor, This 3.1 Acre Property Is Down A Scenic, Wooded, Private Lane. This Acreage Awaits Your New Home. Assured Of Privacy, One Side Of The Property Abuts A 17 Acre Preserve And Another Backs Up To The 6th Tee Box At Gard...

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