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: 27
Average Price: $2,070,685
Highest Price: $5,950,000
Lowest Price: $384,000

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SHELTER ISLAND
MARKET REPORT
SHELTER ISLAND
TOWN PROFILE

 

Daniel Gale Sotheby's Open Houses

$4,900,000

29 Winthrop Rd 6 Beds, 10.00 Baths, 1.71 Acres
Open House Date/Time Sun Dec 16 2018 (12:00 PM to 2:00 PM)

Shelter Island Homes For Sale

25 Properties Found. Page 1 of 1
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Newly Renovated Interiors/exteriors. Quintessen...

REDUCED 4%

$5,950,000

85 Ram Island Dr, Shelter Island

  • 5 Beds
  • 5 Baths
  • 2.94 Acres
  • 3,500 sqft

School District: Shelter Island

Newly Renovated Interiors/exteriors. Quintessential Beach Estate On Shy 3 Acres With Great Bay Views, 258' Of Sandy Beach, Bulkhead, Waterside Heated 20'*40' Gunite Pool With Slate Patio, Waterside Decks And Screened Porch, Open Floor Plan With Bedroom Suit...

Newly Renovated Interiors/exteriors. Quintessen...

REDUCED 4%

$5,950,000

85 & 90 Ram Island Dr, Shelter Island

  • 5 Beds
  • 5 Baths
  • 2.94 Acres
  • 3,230 sqft

School District: Shelter Island

Newly Renovated Interiors/exteriors. Quintessential Beach Estate On Shy 3 Acres With Great Bay View, 258' Of Sandy Beach, Bulkhead, Waterside Heated 20'x40' Gunite Pool W/slate Patio, Waterside Decks & Screened Porch, Open Floor Plan W/ Bedroom Suites On Bo...

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...

Stunning, With Ornately Landscaped Expansive Gr...

NEW

$3,498,000

28 S Menantic Rd, Shelter Island

  • 4 Beds
  • 5 Baths
  • 2 Acres
  • 4,174 sqft

School District: Shelter Island

Stunning, With Ornately Landscaped Expansive Grounds,it Creates A Classic English Countryside Atmosphere. The 1st Floor Features An Open Living Area With French Doors To The Patio Garden, Formal Dining, Eat-in-kitchen With Butler's Pantry, Laundry & A Study...

Simply Stunning New Construction W/water Views ...

REDUCED 9%

$2,995,000

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...

The Exclusive Enclave Of Ram Island Continues T...

REDUCED 4%

$2,495,000

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...

Beautiful Sunsets From This Mint, Modern, Water...

$2,485,000

47 Peconic Ave, Shelter Island

  • 4 Beds
  • 4 Baths
  • 1.92 Acres
  • 3,137 sqft

School District: Shelter Island

Beautiful Sunsets From This Mint, Modern, Water-view Estate. Enjoy Heated Water-view Pool, 50+ Linear Ft Of Private, Sandy Beach, Water Garden & Electric Sunshade & Awning For Outside Comfort. Interiors Have Been Freshly Renovated Throughout. New Custom Ki...

Fully Renovated Classic Island Farmhouse W/ Mod...

$2,095,000

2 Bonnie Ln, Shelter Island

  • 5 Beds
  • 5 Baths
  • 1.9 Acres
  • 4,500 sqft

School District: Shelter Island

Fully Renovated Classic Island Farmhouse W/ Modern Finishes On 2 Acres, Across From Preserved Land & Extensive Open Space. Wrap Around Covered Porch With Mahogany Deck & Screened Porch. Main House Consists Of 4 Bedrooms, 3.5 Baths, Chefs Kitchen With Ston...

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...

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.

Exceptional Waterfront Value. Light-filled Mode...

$1,495,000

15 Dickerson Dr, Shelter Island

  • 3 Beds
  • 3 Baths
  • 1 Acres
  • 3,257 sqft

School District: Shelter Island

Exceptional Waterfront Value. Light-filled Modern With Dock And In-ground Waterside Pool. Covered Porch Surrounds & Offers Elevated Views To The Water & Access From Every Room. Living & Dining Rooms & Eat In Kitchen All Look To The Water. Waterside Walkout ...

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

REDUCED 6%

$1,475,000

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...

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

REDUCED 10%

$1,250,000 Under Contract

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...

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!

At The End Of A Cul-de-sac This Beautiful 4,200...

$1,149,000

13 Locust Wood Dr, Shelter Island

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

School District: Shelter Island

At The End Of A Cul-de-sac This Beautiful 4,200 Sf Post Modern Sits Elevated On A Hill With A Mahogany Wrap Around Porch,stone Patios & Incredible Heated L Shaped Pool With A Stone Waterfall. If You're A Fan Of The Historic Shelter Island, This Will Flirt 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...

Crisp & Newly Redone Mid-century Modern Ranch O...

$875,000

40 Brander Pky, Shelter Island

  • 3 Beds
  • 2 Baths
  • 0.75 Acres
  • 1,454 sqft

School District: Shelter Island

Crisp & Newly Redone Mid-century Modern Ranch On .75 Acre Plus 25' Wide Private Beach Strip On Peconic Ave. Spacious, New Mbr Suite, New Kitchen & Updates Throughout, Including Complete Insulation, Oil Tank, Electric, Plumbing, Outdoor Shower & Smart Home F...

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...

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...

Beautiful, Immaculate Cute Ranch In Majestic Ha...

REDUCED 6%

$749,000 Under Contract

7 Terry Dr, Shelter Island

  • 3 Beds
  • 2 Baths
  • 0.63 Acres

School District: Shelter Island

Beautiful, Immaculate Cute Ranch In Majestic Harbor View Acres, Shelter Island. Private Association Beach And Mooring Rights. Great Prop Size, Wonderfully Maintained Backs Up To A Preserve. Perfect Location, Steps Away From Water. Lrg Backyard Entertainin...

Cozy Farmhouse With Close Proximity To Everythi...

$727,000 Under Contract

32 Saint Mary's Rd, Shelter Island

  • 3 Beds
  • 3 Baths
  • 7.1 Acres
  • 1,538 sqft

School District: Shelter Island

Cozy Farmhouse With Close Proximity To Everything That Shelter Island Offers. The House Consists Of 3 Bedrooms And 2.5 Baths With Partial Basement And Crawl Space Access. Property Is Set On .7 Of An Acre With Detached 2 Car Garage And Shed/poolhouse/stor...

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 ...

Spectacular Bay View 1 Bedroom, 1 Bath Unit Wit...

REDUCED 3%

$384,000

13 Winthrop Rd 15, Shelter Island

  • 1 Beds
  • 1 Baths
  • 625 sqft

School District: Shelter Island

Spectacular Bay View 1 Bedroom, 1 Bath Unit With Porch In 7.9 Acre Dering Harbor Inn Waterfront Property. Bright And Roomy With Private Porch On Lawn With Adirondack Chairs Over Bluff And Association Dock. Heated Pool, Two Tennis Courts, Fully Equiped Gym...

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