This charming farmhouse features 3 bedrooms, 3 full baths, open living, dining, and a kitchen with doors out to the large deck with a pool. Located in the Silver Beach area of Shelter Island, it is within close proximity of the most beautiful beaches Shelter Island has to offer. A fun summer rental for family and guests which includes the use of kayaks, paddle boards, bicycles, and pool floats for those fun-filled days. Rental Registration # 2023-V-0003 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i67628782
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RR# 19L-0061 This grand compound bordering parkland is spectacular. The main house spans 4700 sf holds 5 bedrooms, 5.5 bathrooms, an open and spacious living room with fireplace, formal dining room, and a gourmet kitchen and top of the line appliances. Some of the luxurious amenities included are the theater room, game room featuring a billiards table and a bar, a heated Gunite pool with spa, putting green, guest house, and 4-car garage. For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i67096120
Brand new 5 Bedroom, 4.5 Bath Contemporary Shelter Island home on an inlet off of West Neck Creek on the Menantic Peninsula. Spacious and filled with light, this beautiful home enjoys an open floor plan with vaulted ceilings and lots of glass in the dining and living area which has a charming floor to ceiling stone fireplace. Also open to a stunning kitchen with all-new stainless appliances, granite counters, and a breakfast bar. A comfortable family room with a half bath is conveniently located next to the kitchen and all common rooms overlook the water and huge deck which has a heated gunite pool and shaded seating cabana. A quiet guest bedroom suite completes the main level. The second floor has a gorgeous master suite with a spa-like bath and a waterside balcony deck. Two additional bedrooms, a bath, and a cozy office provide guest sleeping areas and more private space for reading and internet use. The finished basement has an additional bedroom, bath, playroom, and gym. Waterfront is suitable for kayaks and small boats and the house is close to island beaches and the Island Boatyard Marina for boating and fishing enthusiasts. Rental Registration # 2021-L-48 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i67997807
This open and bright 3 bedroom 2 Bath with heated pool is the perfect place to enjoy August. Close to beach, Central Air, Outdoor shower, Pet considered For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i71181738
Available short term, this 4 Bedroom waterfront house creates incredible freedom between the insides and outside living areas. The expansive covered porch overlooking the water is a tranquil place to relax and entertain. The pool area is a special haven after a day on the water. Living room and dining areas are enhanced by the water view and surround you in comfort. Master Bedroom and outside courtyard create an elegant sense of nature. Modern, bright, and open this home is ready to enhance your Shelter Island vacation. Rental Registration # 2023-L-0101 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i66920138
This large 5 bedroom+ farm house features large common rooms and bedrooms on 3 floors for privacy. Updated baths and a French country kitchen will be the delight for summer entertaining on both the large porch with sunset views and the covered veranda overlooking the private pool and gardens. All rooms are large and feature a European country flair. A wonderful summer rental with room for all. Prices shown are for a 2 week rental period. Please contact for available dates. Rental Registration # 2023-L-0010 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i67102320
Lovely Hay Beach Home with Pool. Nicely appointed seasonal 4 bedrooms, 3 bath home with in-ground 9' diving pool awaiting your arrival. Spacious home on a shy acre with deck and patio for outdoor entertaining. Close to beaches, shopping, restaurants and ferries to both forks! Come to Shelter Island this summer and enjoy the natural beauty of it all~ Fire pit, gazebo, chairs, and lounges are included. Well-behaved dog-friendly home. Permit # 2023-V-0005 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i67515977
Recently built, this exquisite and beautifully decorated farm house is located on a beautiful hill top with wonderful views of the tree tops. Located in an area close to the south ferry, this 4 bedroom house (all with en-suite baths) is a wonderful rental. Heated pool with a sunny patio would be the envy of all your summer guests. For those not so sunny days, enjoy a work out on the Peloton bike, a game of billiards or enjoy a movie night on the large screen TV. A must see. Price is for any two week period in July or August with dates negotiable. Rental Registration # 2023-L-0064 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i67379404
19L-0065. Very charming with an open living room/beach stone fireplace, chef's kitchen with breakfast bar and access to a spacious sunny deck, familyroom, also with deck access, beautiful master bedroom with ensuite bath, 6' Jacuzzi tub and separate glassed shower plus a balcony deck. This bright, airy home offers 3 additional bedrooms and 2 additional baths to comfortably accommodate all plus new heated gunite pool and poolhouse with bedroom, bath, living room and kitchenette. Barbecue and dine on the deck, relax and read on the screened porch or take your bikes to Crescent Beach, town shops and ferry. Rental Registration # 2023-L-0019 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i69400504
Come and enjoy all Shelter Island has to offer. This lovely 3 bedroom home has been skillfully turned into the perfect summer spot with every amenity who could list! Gunite Pool, outdoor shower, covered seating area, pool house with bar, pool table and games area. Plenty of outdoor eating spaces, BBQ, herb garden, firepit, loungers and chilling spots including lovely front porch. Well stocked kitchen, open living area with fireplace and dining room, primary bedroom, guest with queen and a guest with bunk beds and 2 baths complete the first floor. Lower level has a movie area with projector. You may not leave the home but if you do there are numerous beaches to choose from, the Historic Heights stores, top class restaurants, nature preserve and ferries for adventures to Sag Harbor and Greenport! Rental Terms: Memorial Day - Labor Day: $60, 000 June: $15, 000 August - Labor Day: $28, 000 July: $20, 000 July - Labor Day: $45, 000 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i66984781
Within close proximity to sandy Hay Beach, this immaculate 4 bedroom, 4 bath cedar shingled three-level modern has the spirit of living in a birds nest with sliding glass doors and porches everywhere overlooking cherry trees and wrap around deck, bay breezes blow throughout gently. The kitchen is a chef's delight, with granite counters, maple cabinets, Viking stove, Monogram refrigerator, Bosch dishwasher, and sliding doors to an outdoor BBQ connected to nearly unlimited propane. The first floor has two bedrooms with exotic sea grass floor coverings and skylights with shades and shared full bath. The second floor has a TV room / study with two balconies with scenic views, a spacious master suite with spa like bath and full bath in hall. The lower level is above grade, featuring a media room which is also convertible to a full bedroom with adjacent full bath. The grounds are sequestered and lovely, with a far-eastern influence. The heated Gunite pool has mahogany decking and lush bamboo gardens, sound system controlled through remote to the home and river stone paths. Gardiner's Bay Country Club just off the yard and sounds of the beach. With a popular rental history, this home has it all for a wonderful Summer vacation! Rental Registration # 2024-L-0019 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i68435583
Located near Coecles Harbor, Gardiners Bay Country Club golf course, and several island beaches, this new home on a wooded acre enjoys a spacious open design with vaulted ceilings. Featuring a living room with a stone fireplace, dining area, stylish chef's kitchen with textured granite counters, breakfast bar, stainless appliances, a computer station, and breakfast nook overlooking a spacious backyard deck plus a guest bedroom and bath on the main level. The second floor has a center hall opening to a fabulous master suite with a vaulted ceiling, private marble bath and deck plus two additional bedrooms and bath. The pristine home has a two car garage, all new furnishings, a covered front porch, a new swimming pool, rolling green lawn and flowering trees and plantings. Rental Registration # 2024-L-0027 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i69671227
A charming country home a stone's throw to the water for all of your boating needs. Post and beam constructed house offers plenty of space outside on the covered porches or inside for entertaining. A large gunite swimming pool surrounded by a beautifully landscaped lawn gives way to fun in the sun for everyone. Come and enjoy the summertime and see how special Shelter Island truly is. Rental Registration # 2023-V-0032 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i71817722
19L-0033 Completely rebuilt 4 bedroom, 3 bath home just a stone's throw from Wade's Beach. Featuring an open plan which includes a living room with fireplace and beamed ceiling, dining area, kitchen with all new appliances and wonderful glassed porch with water view plus guest suite and two bedrooms on the main floor.. The second floor has a spacious master suite with private bath, office and water view deck. New fenced, heated, saltwater pool with stone patio. New outdoor shower and grilling area. Close to Fresh Pond and Wades Beach for kayaking, paddle boarding salt and fresh water swimming and beautiful sunset views over West Neck Harbor. For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i66920863
Perfect combination of new and old. Delightful great room/dining room/kitchen with fireplace and French doors to back deck, sitting room with fireplace. The second story has fabulous deck and walkway with a peek at Coecles Harbor, large master bedroom suite and bath, and three bedrooms with full bath. Keep your boat at Coecle's Harbor Marina and enjoy the generous lawn and pool. Very Summery home--spacious, white walls and lots of white slipcovers! Rental Registration # 2023-L-0104 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i70233258
Recently updated with new bathrooms, kitchen and appliances, this wonderful Hay Beach house is located in a quiet neighborhood. Set on 1.20 Acres, the pool is private and inviting. Large patio and decks are at hand for wonderful summertime bar-b-ques. This is a wonderful summer rental with beaches nearby. Rental Registration # 2024-L-0007 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i69079544
This stunning 5 bedroom, 4.5 bath home has 6 acres and easy access to Dering Harbor Marina, the Shelter Island Yacht Club, Town dock, ferry, tennis, shops and restaurants in picturesque Shelter Island Heights. The house has first and second floor verandas, a center hall foyer, flanked by the living and dining rooms with a family-room, fireplace, powder room, marble and stainless kitchen and mud room overlooking a large dining patio, fenced and landscaped grounds with heated gunite pool, and barn with outdoor shower. The second floor has a center hall off of which fan the sunny primary bedroom suite with charming bath, two additional bedrooms and bath, a laundry room and porch. A third floor includes two beautiful bedroom ensuites and media room. The lovely back acreage has both wooded and open areas with water view glimpses while the spacious front yard is both fenced and landscaped for privacy with an ample parking area. Rental Registration # 2023-L-0005 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i70240209
Located within close proximity to sandy beaches and town landing, this cottage has a spacious living room which has a fireplace and bay windows that look out onto tall white pines and lilies of the valley. The kitchen has custom cabinetry, appliances, marble counters and island with breakfast area. Sliding doors from the kitchen lead to a wonderful screened in porch with hardwood floors, overlooking the gardens and pool. The master bedroom is en suite and two guest bedrooms are adjacent. The grounds offer tranquility, with extensive landscaping around a sunny inground 32' x 16' pool with bluestone surround and refreshing outdoor shower. Half of the grounds are shaded with meditation areas. An oversized two-car garage is attached to the home. Rental Registration # 2023-L-001 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i66950025
This lovely 3 bedroom and 2 bath home has been fully renovated, open living space with kitchen and dining area, sun room which leads out to deck, three bedrooms and two baths finished basement level, new solar heated pool. A great place to spend your summer! Rental Registration # Pending Rental Terms: Memorial Day - Labor Day: $60, 000 July - Labor Day: $55, 000 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i71640758
This charming 3 bedroom house with a pool is comfortable, fresh and bright. The updated kitchen features stone counters, new stainless appliances, and practical counter seating. Great area for relaxing and entertaining in living room, dining room, and sunroom. A large deck surrounds the pool creating an easy flow for outside living and dining.. The house is located on a quiet street close by some of the islands loveliest beaches. Rental Registration # 2023-L-0105 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i66917136
Great Shelter Island traditional home in Hilo Shores with a charming wrap around porch. Set up on a hill this spacious home has lovely kitchen, living room, separate den and formal dining. There are five bedrooms and three full bathrooms and a powder room. Lovely kidney shaped gunite pool and plenty of outdoor entertaining space. Second floor -Master suite with King size bed, has an adjoining room perfect for office, nursery or dressing area. 2nd BR has a Queen bed, 3rd BR has 2 single beds. Hallway bathroom with tub. First floor has kitchen open to family room, formal dining room with double-sided fireplace, living room, half bath and laundry room. Kitchen is complete with granite counter tops, top-of-the line appliances and ample cabinet space. French doors and additional exits open to wrap-around porch. Multiple seating areas on porch along with outdoor barbecue. Relaxing views of pool and sprawling front lawn. Above ground lower-level opens to outside patio and has additional two bedrooms that share a full bath and a sitting room. Observation deck off third story offers panoramic views of night sky and seasonal water views. Property is adjacent to 50 + acres of woodland. Rental Terms: Memorial Day - Labor Day: $60, 000 July: $30, 000 Other / Short Term - Aug 19th - Sept 5th: $20, 000 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i66962389
In one of the most sought after locations on Shelter Island, this original waterfront cottage has the most beautiful waterviews overlooking Coecles harbor to Gardiners Bay, with full sunlight from Sunrise to Sunset. This 4 bedroom 2 bath property sits at the end of a long winding driveway providing great privacy. There has been a new kitchen renovation now providing waterviews while cooking. there is a deep water dock and a heated pool completing this property. For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i69330081
This wonderful traditional has been totally remodeled and is a wonderful August rental. Four bedrooms and 4 and a half remodeled baths as well as a remodeled kitchen is the type of summer rental one is always dreaming of. Located on a water front bluff in Hilo Shores, sip cocktails on the veranda overlooking the pool and West Neck Harbor in the distance. Moor your boat at the deep water dock. A finished lower level is great for extra guests if need be. Rental Registration # 2023-L-0178 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i67195100
Located within close proximity to popular Sunset Beach, golf, tennis and Perlman Music Camp in desirable resort area, this hand-crafted Scandinavian style farmhouse with summer guest cottage and barn with loft on 1.5 acres was thoughtfully built and completed in 2010 using rich textures and environmentally efficient amenities. Pine and cedar aromas fill the air inside this beautifully sunlit home, with 200 year old reclaimed heart pine floors throughout the main level. The living room, which has doors to an airy Finnish slatted style entertainment veranda, also offers a Scana wood burning stove with slate surround. Adjacent is a modern kitchen with lacquer style cabinets, jade Caesarstone counters and penny-tile surround. Two bedrooms and a full bath overlook fruit trees for a tranquil scenic view. The master suite has large windows that look up into a treed canopy and a spacious bath with separate tub and shower. The lower level is presently wide open with a wall of french doors to the pool courtyard. An adorable 2 bedroom, 1 bath summer cottage with cathedral ceilings and full kitchen is just beyond the lawn, with its own dedicated grounds and outdoor shower. A fabulous barn is available for kayaks/boat. Hip with historic references, and in tune with life surrounded by nature, this farm compound is ready for you and your summer guests. Square footage above does not reflect SF in cottage which is 720 sf. Rental Registration # 2023-L-100 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i67064140
Stunning renovation of this ultra charming c. 1822 historic Shelter Island farmhouse. Completely redone for every modern convenience while maintaining the integrity of the original dwelling with great attention to period and detail. This beautifully landscaped acre plus property has an expansive, hedged pool area with new gunite pool, and a bluestone patio with seating and dining areas plus outdoor shower. A bluestone front path to the right of the large parking area and garage, leads to a covered front porch which opens to a central hall with stairs to the second floor and an entry to the living room which in turn opens to the dining room and media room with kitchen beyond. Off the entry hall is a bedroom/office and bath with a convenient coffee station between the kitchen and laundry room. The well designed kitchen has stainless appliances, a large breakfast bar and work space and opens onto the back porch and entertainment areas. Just a few steps from Mashomack Nature Preserve trails and close to island beaches, South Ferry and the Hamptons. For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i66916488
Rental Registration #20L-0086 This farmhouse features a wrap around porch, free form pool and large lawn and open floor plan. With an open layout, entertaining guests is easy. The kitchen features granite countertops, stainless steel appliances and breakfast bar. Sliding doors lead to the free form pool which also offers lounge area for those lazy summer days and the grassy lawn is conducive to recreation. Located within close proximity to ferry, golf, tennis and beach. Rental Registration # 2023-L-0175 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i67033634
Enjoy all The Hamptons have to offer in this newly recreated waterfront home in the heart of West Neck Harbor! Complete with a boat and complimentary captain at the end of your private dock. Every detail was masterfully thought through by a leading design team. The floor plan offers a first-floor primary suite, four additional private guest bedrooms with two gracious common living spaces, a dining area and adjacent guest cottage. Every room was uniquely designed, each having endless water views of West Neck Harbor. Outdoor living includes a heated, salt water, gunite pool with spa, accompanied by a sauna and outdoor shower. From the patio, take a walk down the waterfront deck to watch the stunning sunset. Soak in every minute of summer at this waterfront retreat. For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i67015875
This beautiful Contemporary home has 1.8 acres of rolling green lawn and water views of both Coecles Harbor and Gardiner's Bay. The main floor has a great room with fireplace, vaulted ceilings, dining area and two-story windows that maximize the view. There is a wrap deck easily accessed from the living areas where there is a new gas grill and heat lamp for cooler summer evenings. The kitchen has stainless appliances, gas stove, farm sink and granite counter tops. There are two bedrooms on the main level and a full bath in the hall. One of these bedrooms has a deck and pool view. The second floor has a media room with skylights and a futon sofa suitable as an extra guest bedroom. Across the open landing which also has a waterview is the master suite with private bath, waterside balcony deck and separate laundry room. Renovations on the bathrooms has just been completed. Stylishly and comfortably furnished and well located for an easy jaunt to Menhaden Lane town beach, Gardiners Bay Country Club golf course and Ram Island causeway beaches. Rental Registration # 2023-L-0110 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i67369688
This newly updated ranch house on Tuthill Drive (a private road on Big Ram Island) has been reimagined with the greatest attention to detail and quality. The open plan connects a spacious sun and (high fidelity) TV room with living room (and wet bar), cook's kitchen, and full dining room Three bedrooms include a private guest suite (with steam shower)primary and secondary bedrooms both ensuite, (the primary with a large double ended, clawfoot tub), all with radiant heated tile bathroom floors The sunroom and living room are separated by a modern wood fireplace opening to both rooms. Moroccan rugs , interesting art, and designer furniture pepper the house.The exterior property has a large, private, beautifully landscaped rear garden with a heated Gunite pool and bluestone patio seating and dining areas. At the rear of the property is a single car garage and private driveway connected to South Ram Island Drive, providing the property with access from two roads. A short half mile from the house is majestic Reel Point, a peninsula shaped beach that forms the entrance to Coecles Harbor. A little more than a half mile in the other direction is the historic Ram's Head Inn where one can end the day with sunset drinks and dinner.23 Tuthill is a wonderful summer get-away where one can relax, entertain, and enjoy the quiet and surrounding beauty. Rental Registration # 2024-L-0028 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i69860982
West views over Peconic Bay, sandy beach, 5 bedrooms, 6 bathrooms, pool, garage, high end everything Rental Registration # 2024-L-0059 For more details and to contact: https://realtyww.info/homes_shelter-island-d537329/for-rent_i71650101
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