SHELTER ISLAND HEIGHTS, NY
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Shelter Island Heights

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: 38
Average Price: $1,952,171
Highest Price: $6,900,000
Lowest Price: $260,000

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Shelter Island Heights Homes For Sale

22 Properties Found. Page 1 of 1
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As You Approach Ram Island The Feeling Of Priva...

$2,999,000

139 Ram Island Dr, Shelter Island

  • 4 Beds
  • 3 Baths
  • 2.4 Acres
  • 2,150 sqft

School District: Shelter Island

As You Approach Ram Island The Feeling Of Privacy And Prestige Is Clear. The 2 Acre Properties Eye Opening Hill Top Entry And Bay Views Instantly Catch Your Eye. From The Top Of The Drive To Lovely Contentemory Down By The Bay Front, This Bulk Headed Waterf...

Stunning Waterfront Contemporary Tucked Away On...

$2,900,000

142g N Ferry Rd, Shelter Island H

  • 3 Beds
  • 3 Baths
  • 2,398 sqft

School District: Shelter Island

Stunning Waterfront Contemporary Tucked Away On A Full Acre Of Land. Open Plan Combines Spacious Entry With Kitchen, Lr, Dining, Den, 1st Fl Br & Bath. Windows & Doors Offer Access To Outdoor Deck, Pool & Views Of Gardiner's Creek. Upstairs, A Mbr & 2 Addit...

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...

Level And Lush With Many Salvageable, Mature Tr...

Photo of Listing #2970344

$260,000 Under Contract

4 Tims Trl, Shelter Island

  • 0.62 Acres

School District: Shelter Island

Level And Lush With Many Salvageable, Mature Trees, This Property Is Located In Desirable Long View. The Street Is Quiet And Peaceful. The Homes Are Lovingly Kept With Meticulous Care. It Is A Perfect Place To Start The Next Day Of The Rest Of A Life. Near ...

Gardiner's Bluff: Quintessential Beach Cottage ...

$3,950,000

85 Ram Island Drive, Shelter Island

  • 5 Beds
  • 5 Baths
  • 2.94 Acres

School District: Shelter Island

Gardiner's Bluff: Quintessential Beach Cottage On Shy 3 Acres W/ Great Bay Views. 258' Of Sandy Beach, Bulkhead, Waterside Heated 20 X 40' Gunite Pool W/ Slate Patio, Waterside Decks & Screened Porch, Open Floor Plan W/ Bedroom Suites On Both Floors, Den, G...

Quintessential Beach Cottage On Shy 3 Acres Wit...

$3,950,000

85 Ram Island Drive, Shelter Island

  • 5 Beds
  • 5 Baths
  • 2.94 Acres

School District: Shelter Island

Quintessential Beach Cottage On Shy 3 Acres With Great Bay Views. 258' Of Sandy Beach, Bulkhead, Waterside Heated 20 X 40' Gunite Pool With Slate Patio, Waterside Decks And Screened Porch, Open Floor Plan With Bedroom Suites On Both Floors, Den, Grand Maste...

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 Originally Built In 1888 And Renovated In 2010. Features Include Scenic Views Of Dering Harbor, 600 Ft Of Private Beach And A 168 Ft Deep Water Dock And A Deeded Moori...

This Beautiful Newly Built Traditional Is A Mus...

$4,950,000

23 Freds Ln, Shelter Island

  • 5 Beds
  • 7 Baths
  • 1.1 Acres
  • 5,200 sqft

School District: Shelter Island

This Beautiful Newly Built Traditional Is A Must See And Offers A Water View From Most Rooms. There Are Many Amenities Including Chef's Kitchen, Formal Dining Room, Living Room And Den With Fireplaces, Master Bedroom En-suite On The 1st Floor, With 4 Addit...

Simply Perfect Modern On Very Private Acre. Ope...

$1,640,000

6 Sunnyside Ave, Shelter Island H

  • 4 Beds
  • 5 Baths
  • 0.94 Acres
  • 3,337 sqft

School District: Shelter Island

Simply Perfect Modern On Very Private Acre. Open Living Room, Dining Room & Eat In Kitchen W/dramatic Glass Walls Overlook A Spacious Mahogany Dining Deck In The Treetops. Master Br En Suite W/balcony. 3 Additional En Suite Brs, Two Walkout To Pool. Ingroun...

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

REDUCED 1%

$1,459,000

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...

0.34 Acre Of Buildable Land. Located Next To An...

Photo of Listing #2893796

$350,000

10 Tennis Court Ln, Shelter Island

  • 0.34 Acres

School District: Shelter Island

0.34 Acre Of Buildable Land. Located Next To An Existing Home At 10 Tennis Ct Lane. Only 2 Homes From The Water On 2 Sides. 2nd Floor Waterviews. Directly Opposite A Preserve So Views Preserved Forever! Residential A Zone. Fantastic One Of A Kind Opportunit...

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

REDUCED 4%

$945,000

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.

As Seen On Hgtv, A Surprising, Frank Lloyd Wrig...

$875,000

20 Terry Dr, Shelter Island

  • 4 Beds
  • 3 Baths
  • 0.52 Acres
  • 2,644 sqft

School District: Shelter Island

As Seen On Hgtv, A Surprising, Frank Lloyd Wright-inspired Contemporary W/deeded Beach & Mooring Rights. Spacious Light-filled Open Living Area, Unique Architectural Features, Living Room W/fireplace, 3 Bdrms+ Lg Den, 2.5 Baths, Incl Master Bdrm Suite W/sli...

The Perfect Hamptons Alternative- 110 Ft Dock ...

REDUCED 7%

$4,595,000

66 Ram Island Dr, Shelter Island

  • 3 Beds
  • 4 Baths
  • 1.16 Acres

School District: Shelter Island

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

Waterfront Modern At Water's Edge With Dock, Wa...

REDUCED 5%

$1,375,000 Under Contract

142h N Ferry Rd, Shelter Island

  • 4 Beds
  • 5 Baths
  • 0.37 Acres
  • 3,017 sqft

School District: Shelter Island

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, ...

This Listing Is A Very Rare Find Because The Pr...

$1,149,000

56 Brander Pky, Shelter Island

  • 2 Beds
  • 1 Baths
  • 1.9 Acres
  • 1,200 sqft

School District: Shelter Island

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.

A Wonderful Opportunity To Build Your Dream Hom...

REDUCED 2% Photo of Listing #2816929

$725,000

65 Peconic Ave, Shelter Island

  • 1.19 Acres

School District: Shelter Island

A Wonderful Opportunity To Build Your Dream Home On This Large Parcel Of Land Located In Desirable Silver Beach With Views Of Peconic Bay And The Prevailing Southwest Breezes The Possibilities Are Endless. Imagine Sitting On Your Front Porch Watching The Su...

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...

Spacious Waterview 2 Bedroom, 2 Bath Co-op On B...

$425,000

15 Winthrop Rd, Shelter Island

  • 2 Beds
  • 2 Baths
  • 1,080 sqft

School District: Shelter Island

Spacious Waterview 2 Bedroom, 2 Bath Co-op On Beautiful Dering Harbor With New Heated Gunite Pool, Tennis, Basketball Courts And Deep Water Dock. Spacious Lobby With Gym, Memberships Available. The Grounds Are Lush On 7.9 Waterfront Acres. Rental Program Av...

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