Casual elegance in a 5BR, 3.5 Bath Victorian located in the Historic Heights District. So close to shopping, dining, antique stores, the Heights Beach Club, the Shelter Island Yacht Club for sailing programs and the North Ferry. The property offers 2 big lawns for croquet and badminton, pool, porch with ping pong, and sleeps 10. Spacious rooms and covered porches invites you to finally relax. Pets are allowed. MD-LD $76,000; June $15,000; July $25,000; August-LD $30,000.
Great views of Coecles Harbor and Gardiner's Bay. Quiet Waterfront penisula hosts this Charming Waterfront Beach House with beautiful marble and stainless kitchen, open floor plan with formal dining room, kitchen, living room and master suite are on waterside with doors to waterside deck, lawn and harbor. Private den borders separate guest suite, additional guest room and full bath. Oct-May $38K
This lovely waterfront property has a well placed hammock for watching the Dering Harbor sailboats skim by. Lots of outdoor decking for sunning or enjoying a sea side meal. Inside all is fresh and cool with a serene color palette. There is a great kitchen with granite and stainless appliances, a waterside diniing table, madly sunny solarium for morning coffee and paper reading, a master suite with waterside screened porch and another three guest bedrooms and a total of 3 bathrooms. A sandy beach on the property rounds out this handsomely furnished house with dramatic waterfront location and wide angled coast views stretching from Southold to Orient Point.
Pondfront 4BR, 3.5BA Contemporary with central air, pool with pool house and swing set for the kids. Small dock for kayak or canoe or even tossing a line out for fishing. Walk to shopping, restaurants and ferry. MD-LD $55,000; July $20,000; August $25,000. Shorter term rentals available. Also for sale.
Very private, very pretty, absolutely perfect post and beam home with heated free-form pool. First floor plan has living room with fireplace, dining room with double doors to front deck, gourmet eat-in kitchen, bedroom and full bath. Second floor has Master bedroom and bath and guest bedroom and bath. Dine outdoors on the back deck adjacent to a canopied full furnished area. Fully equipped including central air, cable TV, high-speed internet, AT&T Micro-Cell (a mini cell tower inside the home which gives 5 bars of reception in every room) and Wi-Fi, ping pong and horseshoe court. As the name says, walk to the bay and enjoy spectacular sunsets. Available for the summer season for $50,000, June $15,000, July $20,000 or two weeks for $10,000, and August through Labor Day $25,000 or two weeks for $10,000. September 8-15 $5,000 and September 8-22 $8,000.
Located a half block from sandy beach, this deer free property has beautiful gardens and pool with covered entertainment deck nearby. The home has an open layout with walls of windows to the gardens. There are two master suites, one on each side of the home, with two additional guest bedrooms and three baths.
Located in the prestigious village of Dering Harbor, this attractive and beautifully decorated home features 5 bedrooms, 3.5 baths, butlers pantry and a waterfront covered porch with dining and sitting areas that command the most gorgeous sunsets on all of Shelter Island. This home has been professionally decorated with period furnishings for even the most discerning summer renter. New deep water dock on Dering Harbor.
This roomy Post Modern Has cathedral ceilings, open floor plan and spacious rooms, new kitchen and baths with pool off deck and landscaped for privacy. Close to Town, Beaches, restaurants and shopping in quiet waterfront neighborhood
This idyllic home, perched atop Chase Creek with both Dering Harbor water and village views, in the middle of exclusive Shelter Island Heights, is the perfect vacation destination. The newly re-decorated 1880 Victorian offers four bedrooms, 3.5 baths, a front parlor and games room as well as an open plan, large family living space toward the rear. There is both a large, wrap-around porch as well as a full back yard for outdoor dining and enjoyment. Staying in the Heights gives you access to the tennis courts, golf course and private beach club offered by the community. Sailing, boating and all water sports are also available. Accessible by Jitney or train to ferry, no car necessary! Close to ferry, restaurants, gourmet grocery and of course the local bars! Don't miss this chance to throw down a blanket in one of our 6 parks and just watch the boats go by. This Summer...make it Shelter!
MD-LD $42,000; June $12,000; July $16,000; August-LD $19,000; June-July $25,000; July-LD $34,000. Short terms available.
This 4 bedroom, 3.5 bath is situated in the historic heights, overlooking Chase Creek. The first floor consists of a parlor, kitchen, dining room, living room, media room, half bath and Masterensuite. The second floor has ensuite with King size bed, and 2 additional bedrooms with a shared bath. Walk to restaurants, shops and ferry. Available for the summer season $42,000, June $12,000 $3,500/wk., July $16,000 $4,5000/wk. and August through labor Day $18,000 $5,500/wk.
Perfect summer rental located on a quiet lane. Just 100 feet to a sandy beach, or a short stroll to a lifeguarded beach, this comfortablebeach house has 4 bedrooms and 2 baths. A chef's waterside kitchen leads to a covered outdoor eating and lounging porch and the heated saline gunite pool in a lovely private yard. Spectacular southwest waterviews. MD-LD $40,000. June $7,000; July $19,000; August thru LD $22,000. Available during the off season.
Beautiful airy shingle Hamptons Traditional with open floor plan, light filled soaring living room, formal dining room, spacious kitchen with seating Island dining table and doors to screen porch and new BBQ patio entertaining area near pool and pool cabana, 4 bedrooms, 3.5 baths, roomy Den and media room on large landscaped acre.
Beautiful, spacious, 3 bedroom traditional on 2 acres. Overlooking Coecles Harbor with extended views to Orient Point and beyond. Outdoor activities include a 40 foot long heated gunite pool, tennis court, kayaking & dock. Rear 30x16 foot mahogany deck with shaded pergola. First level open floor plan: Sun-room, living room, fireplace, dining room, kitchen, bathroom and shower.
Second level: Master bedroom suite, Jacuzzi / Shower. Two guest rooms and additional full bath. Windows and sliders everywhere provide spectacular sunrises and all day water views. No pets.
This Shelter Island home boasts a fabulous great room with fireplace, dining area and chefs kitchen with very handsome granite counters. The rear of the house has sliders opening onto a spacious deck leading to a very attractive separately fenced pool. The bedroom wing has a master suite with a large dressing room and bath with tub and separate shower, guest bedroom with connecting bath to bedroom/office. There are lovely, wide, rolling golf course views from this Shelter Island property.