Shelter Island, NY Homes For Sale | Cody Macaluso | MLSLI.com - Long Island Real Estate
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cmacny13@gmail.com
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Shelter Island NY Real Estate & Homes for Sale

43 Properties Found

The median home value in Shelter Island, NY is $1,350,000. This is higher than the county median home value of $366,000. The national median home value is $231,815. The average price of homes sold in Shelter Island, NY is $1,350,000. Approximately 31.5% of Shelter Island homes are owned, compared to 8% rented, while 60.5% are vacant. Shelter Island real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Shelter Island real estate agent to arrange a tour today!
Learn more about Shelter Island.


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1–25 of 43 properties displayed
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Beds:
3
Baths:
2 Full
Lot Size:
100x250
Total Taxes:
MLS#:
3228729
Type:
Single Family
Schools:
Shelter Island
Status:
NEW LISTING
Courtesy: Douglas Elliman Real Estate

This home has been recently renovated with an open concept in the main area of the home which shows off the brand new modern kitchen cabinets and appliances. The bathroom on the upper level has an elegant feeling with an RH vanity and a custom shower. The lower level is now completed which allows for a separate den/tv room, an office, large laundry room/storage room and bathroom. There are to many new upgrades to list.

Beds:
3
Baths:
1 Full/1 Half
Lot Size:
0.32
Development:
Orchard Road
Total Taxes:
MLS#:
3227700
Type:
Single Family
Schools:
Shelter Island
Status:
NEW LISTING
Courtesy: Daniel Gale Sothebys Intl Rlty

Adorable Craftsman style 3BR/1.5Ba Cottage centrally located. Access to Gardiner's Creek at the end of the private road for your kayak. LR w/FP & built-in book shelves opens to the formal DR. The first floor also hosts 2 BRs, Full BA, 3 season porch, Kitchen w/door to back yard & stairs up. The second floor has a large bedroom with half bath and lots of storage. Covered patio, shed for storage & spacious grounds all add to this Island charmer.

Beds:
2
Baths:
1 Full
Lot Size:
.91 Acres
Total Taxes:
MLS#:
3224214
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Daniel Gale Sothebys Intl Rlty

With a breathtaking view east for sunrises towards Taylor's Island and sunsets to the west through the trees, this amazing property won't last. The tranquility of Coecles Harbor and the remote location surrounds you with amazing wildlife. Make this unique property your own. Come to Shelter Island, there are many means of transportation to bring you here to enjoy the beauty our island offers.

Beds:
6
Baths:
6 Full/1 Half
Lot Size:
503x123
Total Taxes:
MLS#:
3223538
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Daniel Gale Sothebys Int'l

Take in sweeping views of Gardiners Bay from this 6 bedroom, 7 bath custom built waterfront home located at the end of Shelter Island's coveted Ram Island Drive. The 1.3 acre property features a 20x45 gunite pool, manicured gardens, 123 feet of sandy bay beach and a separate legal guest suite above the detached 2 car garage complete with bedroom, kitchen and full bath. Constructed with unparalleled craftsmanship, the main house features 5500 square feet of both open concept living and multiple spaces for work, movies and privacy. The finished basement includes a home gym and ample space for home theater and storage. Once in a lifetime opportunity to live, work and entertain on the singularly spectacular Ram Island.

Beds:
4
Baths:
3 Full/1 Half
Lot Size:
1.15 Acres
Total Taxes:
MLS#:
3222716
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Daniel Gale Sothebys Intl Rlty

Amazing waterfront home on 1.15 acres. This property offers it all, a salt water pool with waterview, your own dock approx. 8 years old and a well-maintained landscaped property. The 1st floor offers open plan living with double sided fireplace and sliding doors that lead to the expansive deck with awning. The kitchen is open to the breakfast area/den which shares the the opposite side of the gas fireplace. Some renovation may be required. HVAC 2yrs old.. Enjoy your waterfront home this summer.

Beds:
5
Baths:
3 Full/1 Half
Lot Size:
1 acre
Development:
Silver Beach
Total Taxes:
MLS#:
3221220
Type:
Single Family
Schools:
Shelter Island
Status:
Active
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty

On Peconic Bay side of Shelter Island Sound with 190 feet of waterfront with sandy beach, bulkhead and dock. This 5 bedroom, 3.5 bath beautiful shingle beach house on an acre enjoys beautiful sunsets, magnificent waterviews, waterside decks, mature landscaped lawn, attached 2 car garage and full basement.

Beds:
3
Baths:
2 Full
Total Taxes:
MLS#:
3217035
Type:
Single Family, Ranch
Schools:
Shelter Island
Status:
Active
Courtesy: Saunders & Associates

This meticulously maintained cedar shingled cottage is located just around the corner from boat launch and borders one of the largest expanses of forest on the southwest side of Shelter Island. The sunroom entry flows easily into an open floor plan featuring a raised fireplace, solid pine floors, walls of windows throughout, and 14-foot high cathedral ceilings in the core. The kitchen offers maple block counters, Danby, Kitchen Aid and Miele appliances. The en-suite master bedroom has French doors leading to a true meditation garden with lilies of the valley, hostas, and a variety of flowering perennials. There are two additional guest bedrooms with hallway bath, with above standard finishes including Duravit sink, walk-in shower and Jacuzzi tub.

Beds:
4
Baths:
3 Full
Lot Size:
0.5
Total Taxes:
MLS#:
3216710
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Daniel Gale Sothebys Intl Rlty

Come explore this beautiful shingled style waterfront home with a stunning view of Menantic Creek. This delightful home is situated on .5 acres offering a well manicured yard with privacy hedge, fenced yard, a separate screened garden waiting for your plantings and a storage shed. The open plan of the main living area with high ceilings and gas fireplace, lends itself to ease of entertaining and invites nature in. The french door off the living area opens to a mahogany deck for alfresco dining. A lovely master suite is situated on the first floor and opens into a 4 season sun room. There is a spacious unfinished basement with high ceilings and secondary walkout entrance. The full house generator will keep your electric service seamless . Come enjoy your new home!

Beds:
5
Baths:
5 Full/2 Half
Lot Size:
1.1
Total Taxes:
MLS#:
3214407
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Douglas Elliman Real Estate

Newly Built custom waterfront home with attention to detail. Inground heated gunite pool w/builtin spa,seperate heater and automatic pool cover, overlooking West Neck Creek. Oak wood floors throughout. First Fr, butlers pantry, chefs kitchen w/sub zero, Bosch, Wolf appliances. living rm/family room w/firepacel, office/study, grand foyer, master bedroom suite with his/her showers &sinks. all rooms have sliders that open onto Mahogany veranda. upper fl, jr master suite, 3 addtl en-suite bedrooms. Most rooms access upper deck. Complete w/builders warranty. Enjoy all that Shelter Is has to offer.

Beds:
7
Baths:
8 Full
Lot Size:
1.87
Total Taxes:
MLS#:
3212786
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Saunders & Associates

This 1884 Queen Anne style waterfront estate possesses an extraordinary provenance, and has been lovingly restored, retaining its original character. Set on 1.87+/- elevated acres with 200+/- ft. of sandy beachfront on Shelter Island Sound, the sweeping sunset views from four levels of living space, comprising 7,165+/- sq. ft., offer a bird's eye view all the way to Connecticut. The area, named "Divinity Hill" after this and the adjacent home on this picturesque lane were built by Dr. Richard Salter Storrs, a minister who delivered a speech for Abraham Lincoln, as well as the convocation for the opening of the Brooklyn Bridge. A wide circular driveway leads to the front steps. The entry foyer, which has a fireplace, cushioned window seat, sitting area and an abundance of natural light offers a view through the home to the water. The library is adjacent with fireplace and full bath.

Beds:
4
Baths:
4 Full
Total Taxes:
MLS#:
3212233
Type:
Single Family, Ranch
Schools:
Shelter Island
Status:
Active
Courtesy: Saunders & Associates

Located in the estate section of Ram Island on Shelter Island, this is a once-in-a-lifetime opportunity to build your home along one of the most dramatic coastlines on the island. With 225 feet of sandy beach, protected with bulkhead and stone and with panoramic vistas to Gardiners Island, Orient and the iconic Bug Light lighthouse, an expansive compound is easily realized. An in-ground 20 x 40 pool with surround are in an established, grandfathered site along the waterfront. Just down the lane is Reel Point, with Mashomack Preserve just across Coecles Harbor. Ram's Head Inn is just up the road, near the Causeway. Only a few short minutes to the ferry and to the Hamptons, yet this stunning beachfront paradise is private and can be all yours.

Beds:
1
Baths:
1 Full
Lot Size:
5.5 Acres
Development:
Deer Park Area
Total Taxes:
MLS#:
3211304
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Daniel Gale Sothebys Intl Rlty

Ultimate serenity & potential to expand await you on these scenic 5.5 acres at the end of a 1000' private driveway. Expansive Artist's studio w/wall of windows on 1st floor & apartment with separate entrance above. Elegant, elevated in-ground pool with commanding view of rolling lawns, woods, vegetable & perennial gardens, fruit trees & large stocked man-made pond w/fountain. Conveniently located less than a mile from South Ferry & a short distance to Wades Beach & Mashomack Preserve.

Beds:
4
Baths:
2 Full
Lot Size:
.96 acre
Development:
Conservancy Estates
Total Taxes:
MLS#:
3208167
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Daniel Gale Sothebys Intl Rlty

Very sunny contemporary home at the end of a very quiet wooded Cul-De-Sac . This beautiful shy acre lot backs up to Conservancy Estates. Home inside is in excellent condition with hard wood floors, open floor plan with vaulted ceilings. MBR has private deck and full bath. 3BRs share full bath. Partially finished basement with ground floor exit, Washer/Dryer & plumbing for additional BA.

Beds:
4
Baths:
3 Full/1 Half
Lot Size:
1.2
Development:
Fresh Pond
Total Taxes:
MLS#:
3208140
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Daniel Gale Sothebys Intl Rlty

On a beautiful 1.2 Acres with stone walls, next to magnificent Wades Beach. Features; WiFi-enabled heated pool, automatic pool cover, 700 sq. ft. marble patio. Two-story entry foyer with staircase leads to the bedroom areas. Two master bedroom ensuites with two guest bedrooms and a bath, living room, dining room has a wall of glass window, open kitchen w quartz countertops, double-height great room with fireplace. 2-car garage, laundry room, beautifully landscaped w specimen trees, generator.

Beds:
3
Baths:
2 Full
Lot Size:
150x
Total Taxes:
MLS#:
3207982
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Saunders & Associates

Sited on one acre, tucked on a slight hill overlooking West Neck Bay, this contemporary offers a winning combination of assets for the astute home buyer. A few steps up from the entry foyer, the living area is comprised of an open layout with dining area and kitchen with serving counter, wood floors and whitewashed barn board walls. There are glass doors that open to an 514 sf elevated outdoor entertainment deck with views of the bay and steps to the ground level.

Beds:
1
Baths:
1 Full
Development:
Dering Harbor Inn
Total Taxes:
MLS#:
3207691
Type:
Single Family, Stock Cooperative
Schools:
Shelter Island
Status:
Active
Courtesy: Daniel Gale Sothebys Intl Rlty

The only unit available in the desirable waterfront Dering Harbor Inn! Situated on approximately 8 waterfront acres overlooking Dering Harbor. This lovely water-view co-op has 1BR, 1BA, EIK, LR & waterside elevated terrace. New padding/carpeting, toilet & some fixtures. This incomparable setting offers 2 Hard-Tru tennis courts, heated gunite pool, marina, dock, fitness center, laundry, storage & parking. Flexible for rental income, personal use or both! In easy distance to Heights & shopping.

Beds:
3
Baths:
3 Full/1 Half
Lot Size:
390x
Total Taxes:
MLS#:
3207576
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Saunders & Associates

Built in 2002, "Treetops", an AIA Archi Award winning classic modern, possesses arguably the best views on Eastern Long Island to the North Fork, Peconic Bay, Long Island Sound and Connecticut. Designed by noted architect, Frederick Stelle who elaborated on the original building by avant garde architect Peter Schladermundt, who also designed structures for the famed 1964 New York World's Fair, the home sits at an elevation of 162 feet on "Divinity Hill" in Shelter Island Heights.

Beds:
5
Baths:
5 Full/1 Half
Lot Size:
3.25
Total Taxes:
MLS#:
3204729
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Douglas Elliman Real Estate

An elegant approach leads to this custom creation on 3.25+/- acres in Dering Harbor Village, Shelter Island. The 5-bedroom, 5.5-bath residence exudes old world charm with the latest amenities and a light-filled open layout. Great room, cozy den, eat-in kitchen with large breakfast area, butler's pantry, wide planked flooring, coffered ceilings, 2-car garage, attic, full basement, covered porch, patio, decking, cabana, and a 50' gunite pool.

Beds:
4
Baths:
3 Full
Lot Size:
1.12. Acres
Total Taxes:
MLS#:
3201789
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Daniel Gale Sothebys Intl Rlty

This sun-filled home is elevated and is situated on 1.12 Acres of property close to South Ferry, 3 blocks from Wades Beach. The cathedraled living room creates an open feeling with wood burning fireplace and leads into the eat in kitchen with granite counters. 2 Master En-suites on 1st and 2nd floors. An all season sunroom off secondary bedroom. A pond with waterfall is located in the rear yard and was once a pool and can be returned to one. There is a full house generator and electric dog fence #virtualopenhouse https://danielgale.zoom.us/j/98836883029 5/16/2020 2:00PM-2:30PM

Beds:
3
Baths:
2 Full
Development:
Silver Beach
Total Taxes:
MLS#:
3199970
Type:
Single Family, Ranch
Schools:
Shelter Island
Status:
Active
Courtesy: Daniel Gale Sothebys Intl Rlty

Stylish, mid-century modern ranch with 25' private sandy beach on Peconic Bay. Price includes waterfront beach strip at 54D Peconic Ave. Current renovation of Master Bath, adding Skylights & new LR fireplace. 3-bedroom plus office/study & 2 full baths. Vaulted, screened dining porch, tiki bar & 2 decks for entertaining. Smart home w/new oil tank, complete insulation, electric, plumbing & outdoor shower. Move in, enjoy then head to the beach!

Beds:
3
Baths:
1 Full
Total Taxes:
MLS#:
3196690
Type:
Single Family, Ranch
Schools:
Shelter Island
Status:
Active
Courtesy: Douglas Elliman Real Estate

Charming clean Mid 20th Century Ranch on shy acre with room for swimming pool. Recently updated kitchen. Open layout living and dining room. Three season sunroom for your plants and morning coffee. Mature landscaping and beautiful garden. Beach is a thousand feet as the seagull flies, a bit longer by road.

Beds:
4
Baths:
4 Full
Lot Size:
2.3
Total Taxes:
MLS#:
3190362
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Town And Country Real Estate

Sprawling home on 2.3 acres overlooking the Harbor& Bay w/ nearly 300' of waterfront including a, private boat basin. The home is designed to take in all the beauty of its surroundings, with a layout perfect for entertaining or simply curling up with a good book. Details such as a top of the line kitchen & Smallbone cabinetry throughout further yields that 'one of a kind' feeling you have when you explore this gem. The private road has only 7 homes which share community tennis & waterfront park

Beds:
3
Baths:
1 Full
Total Taxes:
MLS#:
3187715
Type:
Single Family, Ranch
Schools:
Shelter Island
Status:
Active
Courtesy: Daniel Gale Sothebys Intl Rlty

Beautifully Treed 1.38 Acres with ranch style home and pond. The sun-filled living room is inviting and leads to the kitchen and sunroom/den. In addition, this home offers 3 bedrooms and full bath with shower. The full unfinished basement includes utilities and lots of storage with interior access as well as bilco door access. There is a spacious deck overlooking the yard and pond. A shed in the yard offers outside storage.

Beds:
4
Baths:
3 Full
Lot Size:
.083 acre
Total Taxes:
MLS#:
3187430
Type:
Single Family
Schools:
Shelter Island
Status:
Active

This Victorian Cottage captures the romance of Shelter Island's sweet sea breezes in every room. Carefree living begins the moment you step into this impeccably maintained 4 bedroom 3 bath home. A sun-filled living room invites relaxation and peace. Bright new kitchen open to the dining room offers a special place to gather with friends. Enjoy the association tennis and beach club. Walk to town, golf and transportation to NYC.

Beds:
5
Baths:
4 Full/1 Half
Lot Size:
1
Total Taxes:
MLS#:
3187307
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Saunders & Associates

Located on historic Westmoreland Farms peninsula on West Neck Bay, this glorious traditional boasts four levels of living space and is ready for its next owner. Sited on one acre, the cobblestone circular driveway leads to a sunny courtyard with gardens and pool with mahogany entertainment decks and shaded lounge area, which are flanked by two guest suites, one with kitchenette. The main entry opens to a welcoming foyer with water views to the bay.

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