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.
Beautiful estate area home with a 3 bedroom 2.5 bath Manor House and 3 bedroom, 2.5 bath Carriage House overlooking a beautiful natural style pool and patio.
The main house has been restored and has many original architectural details. Furnished with period antiques and featuring a living room, eat-in-kitchen with Viking stove and 2 dish washers, formal dining room with French doors opening to a charming stone terrace, library, piano room and two Sun rooms on either side of the living and piano rooms. The master suite includes an office. The carriage house has an open plan for living room, dining area and kitchen which overlook a lovely private pool and patio. This spacious property offers expansive green lawns, well established trees, flowering bushes and plantings which add to the delightful country ambience.. also available for full season at $150,000.
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.
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.
House features: Four bedrooms, three and a half bathrooms, formal dining room, eat-in kitchen, two story high great room, master bedroom on first floor, theater room, pool cabana, outdoor shower,central air conditioning, fireplace, screened-in dining porch, heated pool.
Stylishly renovated beach house with spectacular sunrise to sunset water views on a sandy beach. Set on West Neck Harbor with 3 waterside ensuite bedrooms plus a study with convertible sofa and 4 bathrooms in all. In a lovely setting well of the main road, the house has an enclosed stone courtyard leading to the glass entry which opens on to a spacious common area with views of the water from every room, vaulted ceilings, fireplace, living and dining areas plus fabulous kitchen with honed slate countertops, Gaggenau appliances and walnut cabinets. The layout affords great separation for all bedrooms, each with direct access to outdoor space. A lovely second story master suite has a bath and deck with wonderful outdoor bathtub and birds eye view of the beach. The outdoor amenities include spacious covered deck areas, patios, outdoor fireplace, shower and kitchen. Enjoy your vacation in this magical seaside paradise sunning and swimming at the beach, reading or napping in the cool breezes on the deck to the sound of the waves lapping the shore; or barbeque at the cocktail hour as the sun sets over sparkling water and indulge yourself with a romantic dinner under the stars. This house has the benefit of prevailing breezes, spectacular views, and all modern amenities.
Gorgeous sunsets and sparkling water views from this chic beach cottage. Beautifully renovated and perfectly appointed for relaxing weekends, cooking, entertaining, water sports or simply enjoying a peaceful private retreat surrounded by the natural beauty of Shelter Island. Close to the South Ferry with easy access to Sag Harbor, the vineyards and restaurants of the North Fork, Greenport Village and all Hamptons amenities.
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.
First offering! This stunning traditional located a stone's throw from the beach has all of the necessary ingredients for a perfect summer holiday. There are three levels of living space with room for everyone. The ground floor entry has a foyer sitting area, two guest bedrooms, full bath and laundry. The second floor has incredible double height ceilings and an abundance of natural light with windows all around. The living room has a fireplace and flows into dining room and spacious kitchen with casual seating. There is a deck off the living room and kitchen areas. The master suite is off the living room. The third floor has two guest bedrooms and lounge area. The grounds are beautifully landscaped with tall privacy privet hedge around the pool. A cabana offers easy poolside amenities as well as three bedrooms. A country lane leads to the beach. Two Week Minimum.
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.
Located at the end of a quiet lane with panoramic water views in each direction, this 1930's Beach Cottage has been renovated in high style. From a tranquil veranda, step into the foyer and behold incredible water views before you. A dining area leads to spacious living area with windows all around in an open floor plan. The kitchen has high end appliances with breakfast area immediately adjacent. The first floor offers three beautifully appointed guest bedrooms with shared hall bath. The second floor has a media room with fireplace and wet bar, and two decks, each with water views. The master suite is immediately adjacent with spa like bath. A separate guest Cottage has a playroom-gym and meditation area, and a second cottage is a fully equipped office/library. The waterfront is breathtaking with a dock, small sandy beach, and lawn area for entertainment and games. A unique, first offering on the rental market! Two week rental minimum.
Enjoy 180 degree waterfront views of boats, ferries, and the North Fork from the covered porch of this charming and spacious Victorian home in the Heights. Close to North Ferry, the Beach Club, tennis across the street or the heart of the Heights for dining, shopping and breakfast at one of the few traditional lunch counters left in the country.
Plenty of room with 5 Bedrooms, lots of good seating and a wrap porch to while away the summer and fall days. There is a kayak to use as well. Avail Memorial Day week and Sept. 16 to Columbus Day weekend for $2,000 per week.