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: 39
Average Price: $1,588,205
Highest Price: $6,900,000
Lowest Price: $350,000

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Shelter Island Heights Homes For Sale

17 Properties Found. Page 1 of 1
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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...

The Perfect Hamptons Alternative- 110 Ft Dock ...

REDUCED 7%

$4,595,000

66 Ram Island Dr, Shelter Island

  • 4 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...

The Exclusive Enclave Of Ram Island Continues T...

$2,975,000

139 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 Modern 4 Bedroom 6.5 Bath Farmhouse Draws ...

$2,800,000

2 Bayview Ave, Shelter Island H

  • 4 Beds
  • 7 Baths
  • 1 Acres
  • 5,338 sqft

School District: Shelter Island

This Modern 4 Bedroom 6.5 Bath Farmhouse Draws Inspiration From Classic Barns But With Twist, The Vaulted Great Room At One End With Its Tall Window Wall Allows For Nature To Be Seen From The First And Second Floor. The Master Suite Is On The Ground Floor, ...

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...

Stunning Waterfront Contemporary Thoughtful Red...

REDUCED 13%

$2,295,000

142g N Ferry Rd, Shelter Island

  • 4 Beds
  • 4 Baths
  • 3,500 sqft

School District: Shelter Island

Stunning Waterfront Contemporary Thoughtful Redesign By Architects. Tucked Away On A Full Acre With Incredible Waterviews. Private Dock. Open Living Plan Combines A Henry Built Kitchen, Features Four Bedrooms And Four Full Bathrooms, A Wonderful Spacious Ou...

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 Perfect Modern On Private Acre W/plans F...

$1,850,000

6 Sunnyside Ave, Shelter Island

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

School District: Shelter Island

Simply Perfect Modern On Private Acre W/plans For Accessory Living In The Works. Open Lr, Dr & Eik W/dramatic Glass Walls To Mahogany Dining Deck In The Treetops. Master Br En Suite W/balcony. 3 Additional En Suite Brs. In-ground, Gunite Pool & Outdoor Show...

Set In A Quiet Neighborhood, Next To A Preserve...

$1,570,000

6 Quail Hedge Ln, Shelter Island

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

School District: Shelter Island

Set In A Quiet Neighborhood, 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/sto...

Absolutely Beautiful Designer Summer Cottage By...

$1,500,000

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...

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...

Stunning Location W/ Gorgeous Sunset Views Over...

$1,295,000

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...

Surprising, Frank Lloyd Wright-inspired Contemp...

$950,000 Under Contract

20 Terry Dr, Shelter Island

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

School District: Shelter Island

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 Bedrooms + Large Den, 2.5 Baths. Master...

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.

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...

A Wonderful Opportunity To Build Your Dream Hom...

REDUCED 4% Photo of Listing #2816929

$695,000 Under Contract

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...

Vacant Land To Built Your Dream Home In A Great...

Photo of Listing #3023860

$350,000

29 Sunnyside Ave, Shelter Island H

  • 1.07 Acres

School District: Shelter Island

Vacant Land To Built Your Dream Home In A Great Location In Shelter Island Heights, With All The Benefits Of The Shelter Island Heights Association And Only 2-3 Blocks From Cafes, Restaurants & More.

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