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Shelter Island NY Real Estate & Homes for Sale

37 Properties Found

The median home value in Shelter Island, NY is $1,125,000. This is higher than the county median home value of $353,318. The national median home value is $209,892. The average price of homes sold in Shelter Island, NY is $1,125,000. 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 37 properties displayed
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Farmhouse,  1 Family
Beds:
5
Baths:
4 Full/1 Half
Lot Size:
1.9 Acre
Development:
Overlook
Total Taxes:
$8,567
MLS#:
3191114
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Contact:
Suzanne Wilutis, suzannewilutis@danielgale.com, 631-749-1155
Courtesy: Daniel Gale Sothebys Intl Rlty

Fully renovated classic Island farmhouse w/ modern finishes on 2 acres, across from preserved land and extensive open space. Wrap around covered porch with mahogany deck and screened porch. Main house consists of 4 bedrooms, 3.5 baths, chefs kitchen with stone fireplace, 1st floor master suite, heated pool with stone patio, apple orchard and specimen trees. Seperate and private 1 bedroom/ 1 bath guest house with great room, kitchen & porch. Detached 3-car garage. Excellent rental history.

Traditional,  1 Family
Beds:
4
Baths:
4 Full
Lot Size:
2.3
Total Taxes:
$22,088
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

Cape,  1 Family
Beds:
3
Baths:
2 Full
Lot Size:
.64 Acre
Development:
Longview
Total Taxes:
$3,854
MLS#:
3187823
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Contact:
Linda McCarthy, lindamccarthy@danielgale.com, 631-749-1155
Courtesy: Daniel Gale Sothebys Intl Rlty

Freshly painted w/floors refinished & more, this charming Cape is a must-see for value! In a scenic & quiet community w/preserved land behind. LRw/FP, DRw/stove & kitchen, offer open floor plan living. MBR on 1st Fl or office/den. Mudroom w/laundry leads to 2 car garage & back deck to pool. 2nd fl hosts 2 large BRs w/full BA between. Cool & roomy screened porch, off of DR, leads to in-ground heated pool w/surrounding deck. Full basement, w/int & ext stairs, hosts mechanicals & large storage area

Ranch,  1 Family
Beds:
3
Baths:
1 Full
Lot Size:
1.38 Acres
Total Taxes:
$1,401
MLS#:
3187715
Type:
Single Family
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.

Ranch,  1 Family
Beds:
3
Baths:
1 Full
Lot Size:
0.62
Total Taxes:
$2,987
MLS#:
3187450
Type:
Single Family
Schools:
Shelter Island
Status:
Active

This three bedroom Silver Beach cottage is surrounded by water with stunning views of Peconic Bay from the front porch and picturesque pond in the back. Open kitchen, dining area and living room take advantage of every water view. Wraparound decks creates a seamless inside and outside atmosphere at this beach oasis. Take sunset walks on the association beach directly across the street. What a Location!

Victorian,  1 Family
Beds:
4
Baths:
3 Full
Lot Size:
.083 acre
Total Taxes:
$4,039
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.

Traditional,  1 Family
Beds:
5
Baths:
4 Full/1 Half
Lot Size:
1
Total Taxes:
$17,818
Common Charges:
$0
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.

Farmhouse,  1 Family
Beds:
4
Baths:
4 Full/1 Half
Lot Size:
130x
Total Taxes:
$4,744
MLS#:
3174813
Type:
Single Family
Schools:
Shelter Island
Status:
Active

Island getaway Farmhouse. Start your day with coffee on the charming porch. Enjoy gatherings in the sun filled open kitchen, dining room & family room. Outside entertaining is easily accomplished on the spacious deck that stepping down to a private, & fenced in yard. The cozy living room with fireplace sets the mood of this home. The first floor features 2 ensuite bedrooms, one serves as the master suite & the other service guest area. 2 bedroom & full bath complete the upper level.

Ranch,  1 Family
Beds:
4
Baths:
4 Full
Lot Size:
225x
Total Taxes:
$13,810
MLS#:
3173560
Type:
Single Family
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.

Farmhouse,  1 Family
Beds:
4
Baths:
3 Full
Lot Size:
1.4
Total Taxes:
$7,808
MLS#:
3172944
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Saunders & Associates

This 1885 Shelter Island farmhouse is sited on nearly 1.5 +/- acres with beautiful gardens, established plantings and a pool. Just inside the entry to the right is a parlor-library. Adjacent is a formal dining room and conversation area with fireplace. The kitchen is off the dining room, with sliding doors to entertainment deck, breakfast area and serving bar.

Antique/Hist,  1 Family
Beds:
3
Baths:
2 Full
Lot Size:
0.90 acres
Total Taxes:
$5,391
MLS#:
3171472
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Contact:
Rachel Rushforth-Worrell, rworrell@bhshamptons.com, 631-477-0551
Courtesy: Brown Harris Stevens N Fork

This 3-bedroom, 2-bathroom home is exquisite; exuding as sophisticated attention to detail which perfectly balances historical features with contemporary, smart home amenities and aesthetics. A stunning turnkey home for sale on Shelter Island featuring an immaculate cedar shake-clad farmhouse style, an ultra minimalist pool house and gunite pool, set on a perfectly manicured 0.90 +/- acre lot . All nestled among the natural beauty of Shelter Island & minutes to Coecles Harbor Marina

Ranch,  1 Family
Beds:
2
Baths:
1 Full
Lot Size:
2.2
Total Taxes:
$3,010
MLS#:
3170848
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Contact:
Christine Beckwith, christine.beckwith@elliman.com
Courtesy: Douglas Elliman Real Estate

This type of property doesn't become available very often. This property is 2.2 acres with a 2 bedroom, one bath home with a detached 1 car garage located along the front of the property. Behind the home is a 4 car garage which is amazing storage or a great workshop. Approx over an acre of this property has not been touch so there are mature trees scattered throughout.

Ranch,  1 Family
Beds:
3
Baths:
2 Full
Lot Size:
100x
Total Taxes:
$3,080
MLS#:
3167968
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Saunders & Associates

Located within close proximity of town, ferry and beaches, this adorable cottage has been renovated and is completely turn-key. The entry foyer leads to a spacious open living concept, with living area contiguous to a galley style kitchen with breakfast bar with stools and granite counters and formal dining room, currently used as a family room. There are two guest bedrooms and shared full bath, as well as an en-suite master bedroom with walk in closets and expanded master bathroom.

,  1 Family
Beds:
5
Baths:
3 Full/1 Half
Lot Size:
1 acre
Development:
Silver Beach
Total Taxes:
$18,500
MLS#:
3166656
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Daniel Gale Sothebys Intl Rlty

On Peconic Bay with 190 feet of waterfront with sandy beach, bulkhead and dock. This 5 bedroom, 3.5 bath beautiful shingle beach house enjoys beautiful sunsets, magnificent waterviews, waterside decks, landscaped lawn and attached 2 car garage. Full acre, mature plantings.

Colonial,  1 Family
Beds:
22
Baths:
14 Full/4 Half
Lot Size:
4.3
Total Taxes:
$22,051
MLS#:
3159835
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Contact:
Enzo Morabito, Enzo.morabito@elliman.com, 631-288-6244
Courtesy: Douglas Elliman Real Estate

Own a piece of Shelter Island history with this one-of-a-kind waterfront estate in the Hamptons. The 4.3+/- acre property boasts rolling lawn, old specimen trees, stone patios, a tennis court, and 800+/- feet of water frontage with a private sandy beach, deep-water dock and 8 moorings. Operating since 1929 as the renowned Ram's Head Inn, the 12,000+/- colonial style manor features a myriad of possibilities.

Colonial,  1 Family
Beds:
4
Baths:
2 Full/1 Half
Lot Size:
39x
Total Taxes:
$7,503
MLS#:
3158515
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Saunders & Associates

Located a stone's throw from Wades Beach, this charming 1954 traditional offers three levels of finished living space with incredible water views from each level. Tucked close to the 384-foot bulkheaded shoreline, the home feels as though you are on a houseboat, with the salt water always a part of the backdrop. An inviting gate opens to the front lawn which has high privet hedges, perennials and a walkway toward the water and to the front door.

Traditional,  1 Family
Beds:
5
Baths:
4 Full
Lot Size:
2.3
Total Taxes:
$13,005
MLS#:
3158039
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Saunders & Associates

This classic traditional epitomizes "Greenlawns", the name of the estate area developed in 1895 on Shelter Island where this home graces 2.3 acres, with a veranda overlooking sweeping lawns that offer sunset views toward the sound. The living room, which has a raised hearth, has French doors on both the front of the house as well as toward the private gardens in the rear. The kitchen, which was renovated in 2016 has high end appliances and center island, with mud room area and pantry.

Traditional,  1 Family
Beds:
4
Baths:
3 Full/1 Half
Lot Size:
1.82
Total Taxes:
$30,103
MLS#:
3154714
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Saunders & Associates

Tucked off a quiet lane on 1.82 acres, this shingled traditional on Little Ram Island, an estate section off Shelter Island, is reminiscent of classic Hamptons waterfront homes. Located on Coecles Harbor, with 185 feet of shoreline, the vistas from nearly every room in the home are breathtaking. A meandering driveway wends around a 60 x 120 foot tennis court and past a 20 x 40 Gunite pool with water views to the front entrance of the home.

Ranch,  1 Family
Beds:
3
Baths:
1 Full
Lot Size:
0.4
Total Taxes:
$2,525
MLS#:
3151189
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Saunders & Associates

Located a stone's throw from Wades Beach on Shelter Island, this sweet and well maintained cottage is a wonderful opportunity. With winter water views of Menantic Creek and established landscaping, a sense of privacy and serenity abounds. There is a living and dining area with windows that look out onto the grounds and the creek. The kitchen, which also has a laundry nook, has been updated and is adjoining. A hallway leads to three well proportioned bedrooms and a full bath.

Traditional,  1 Family
Beds:
4
Baths:
3 Full
Lot Size:
0.7
Total Taxes:
$6,997
MLS#:
3149064
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Saunders & Associates

SHELTER ISLAND W/POOL & ASSN DOCK Classic traditional blt 2006 on quiet corner in Hilo Shores, access to day dock on bay. On .70 acre, bluestone path to front veranda. Sunlit foyer w/ dbl ht ceilings & hand-laid tile. Formal dining w/tiled fp, doors to entertainment deck. Well designed kitchen w/ center island, high end appliances, casual dining area. 1st flr master w/fp, spa-like bath. 2nd flr has 3 guest bedrms 1 en suite, 2nd bath, & bonus room. Rear grounds w/ gardens, gunite pool & spa.

Estate,  1 Family
Beds:
4
Baths:
3 Full/1 Half
Lot Size:
1.16
Total Taxes:
$22,376
MLS#:
3141848
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Contact:
Wayne Marciano, waynemarciano@danielgale.com
Courtesy: Daniel Gale Agency Inc

The Perfect Hamptons Alternative! 110 Ft Dock And Private Beach situated on Coecles Harbor. Enjoy the Afternoon Sea Breeze & Stunning Harbor Sunsets. Peter Pennoyer designed, Decorators Interior, Oversized Living Room, New Chef's Kitchen, 3 Ensuite Bedrooms plus Guest House W/ Lg Bedroom And Bath. Seaplane Access From NYC. Fantastic Value and Extraordinary Home for the discerning Buyer.

Contemporary,  1 Family
Beds:
5
Baths:
5 Full
Lot Size:
1.72
Total Taxes:
$11,504
Common Charges:
$0
MLS#:
3139286
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Saunders & Associates

SHELTER ISLAND W/DOCK, GUEST HOUSE & BARN Turnkey harborview compound on 1.7 acres w/ 5 beds & 5 baths. 3-level main house w/open 1st flr living areas, top of line kitchen, yr-round sunroom, water views from many rooms, entertainment deck. 2nd flr master & guest suite, both w/new baths & water views. 3rd flr office w/water views. 2 bed, 2 bath cottage, grove of apple trees, 2 whole house generators, barn w/hoist & workbench, separate waterfront lot w/ beach, deep water dock & bulkhead.

Contemporary,  1 Family
Beds:
3
Baths:
2 Full
Lot Size:
1.2
Total Taxes:
$5,374
MLS#:
3139275
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Saunders & Associates

CLASSIC SHELTER ISLAND FARMHOUSE W/POOL 1885 farmhouse on 1.5 +/- acres w/beautiful gardens & pool. 1st flr parlor-library,formal dining, conversation area w/fp, kitchen w/ doors to entertainment deck, breakfast area, serving bar. Great room in the rear of home, w/ cathedral ceilings, windows all around. Bedroom w/ adjacent full bath. 2nd flr master suite w/spa-like bath; 2 addtl bedrms, hall bath.Outdoors flower beds, shady trees & a pool. Close to Wades Beach, fine dining, tennis and more.

,  1 Family
Beds:
4
Baths:
4 Full
Lot Size:
0.53
Total Taxes:
$14,457
Common Charges:
$0
MLS#:
3139265
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Saunders & Associates

SHELTER ISLAND SOUNDFRONT W/ BEACH & POOL. Close to South Ferry, dramatic modern beach house des. by Robert Kahn captures surrounding nature in each room. Living & dining w/soaring ceilings are spacious yet enveloping. Walls of windows, fireplace, doors to deck. High end kitchen w/ walk-in pantry & bar. Family rm w/doors to deck. Full bath. 2 en-suite bedrms, elevator. Upstairs master w/ balcony, views, spa-like bath, walk-in closet; addtl guest suite. Pool w/deck, true sandy beach, sunsets.

Traditional,  1 Family
Beds:
4
Baths:
6 Full
Lot Size:
1.8
Total Taxes:
$16,253
Common Charges:
$0
MLS#:
3139257
Type:
Single Family
Schools:
Shelter Island
Status:
Active
Courtesy: Saunders & Associates

SHELTER ISLAND TRADITIONAL W/POOL ON 1.8 ACRES On Ram Island near Reel Point & Coecles Harbor, spacious tradtl on 1.8 acres blt in 2002 & reno 2015. Borders 40-acre preserve w/trails. Dbl ht entry foyer, library w/fireplace, formal dining w/bar, living rm w/fp & doors to piazza overlooking pool in garden. Kitchen well-apptd, high end apps, sunny dining. Media rom w/full bath, adjacent en-suite BR. 2nd flr master w reno spa bath, 2addtl en suites. LL family rm, wine cellar. 2-bay garage.

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