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Classic Cape Cod Retreat Near Shell Beach Enjoy summer on Shelter Island in this charming Cape Cod–style home with tranquil water views just across the street and easy access to one of the island’s most popular beaches. Located less than half a mile from Shell Beach, this 4-bedroom, 2.5-bath home is set in a friendly, sought-after summer community. The bright, open living and dining area flows seamlessly to a spacious deck, making it ideal for outdoor dining, entertaining, or relaxing after a day at the beach. The spacious kitchen features warm oak cabinetry with white countertops, offering a classic, functional layout that complements the home’s Cape Cod style. The first-floor primary bedroom provides a private and comfortable retreat, ideal for easy living and added convenience. Upstairs, three additional bedrooms offer plenty of space for guests. With nearby beach access, and island activities that Shelter Island has to offer, this home is a wonderful seasonal escape for relaxed coastal living.
…By Daniel Gale Sotheby's International Realty
Your quintessential North Fork summer starts here. Tucked away in the quiet beach community of Paradise Shores, this Bayfront cottage is the summer retreat you’ve been dreaming of. Positioned directly on Southold Bay with unobstructed views of Shelter Island, this charming cottage offers the best scenery on the North Fork. Whether you're hosting a sunset dinner or just enjoying a quiet morning, the backdrop is always spectacular. Loaded with vintage charm and coastal energy, it’s a place where the days are measured by the tides rather than the clock. The first floor features a waterfront sunroom, cozy living room, galley kitchen, two bedrooms and a full bath. For ultimate privacy, escape to the second floor, featuring a primary suite with a dedicated sitting area -the perfect perch for morning coffee- and half bath. Step outside to your own secluded paradise where you will find a waterfront deck offering the perfect space for al fresco dining, stargazing, or simply watching the boats pass by. It’s the ultimate front-row seat to the island's beautiful golden-hour. This property has all the markers of a perfect North Fork getaway. Permit #1435. Available Memorial Day-June 30: $18,000, July 1-31: $20,000 and August 1-31: $25,000.
…By Daniel Gale Sotheby's International Realty
Welcome to your perfect beachside rental in the beautiful East End of Long Beach! Just bring your toothbrush and bathing suit—this fully updated home is move-in ready. Featuring all-new floors, lighting, appliances, and a modern heating system, this stunning residence offers 3 bedrooms, 1.5 baths, a formal dining room, a bright and airy living room, a laundry room, surf shed, storage, deck, spacious backyard, and an outdoor shower. Enjoy coastal living at its best—just in time for the season!
…By Daniel Gale Sotheby's International Realty
Welcome to Beautiful Seaview, a pristine 3-bedroom beachfront bungalow offering 200 FT of private waterfront on coveted Centre Island. Completely renovated from top to bottom in 2024, this home combines timeless beach house appeal with today's most desirable finishes. The spacious formal living room features a cozy fireplace with a wall of French doors overlooking the Long Island Sound, while the beautifully updated kitchen is appointed with high-end stainless steel appliances, quartz countertops, and premium finishes throughout. Enjoy direct access to your own private sandy beach, along with expansive outdoor living spaces, including a spectacular rooftop deck with breathtaking water views. Nestled in the exclusive waterfront community of Centre Island, this serene retreat is surrounded by stunning natural beauty and a picturesque marine setting. Experience the tranquility of island living with the added security of a private, gated entrance equipped with license plate recognition. Available year-round for $12,500 per month, or as a summer seasonal rental from June 15th through September 14th for $19,500 per month.
…By Daniel Gale Sotheby's International Realty
Waterfront retreat in the coveted Fleets Neck community of Cutchogue. Nestled along a tranquil creek, this charming 2 bedroom, 2 bathroom cottage offers a peaceful setting with beautiful water views, spectacular sunsets, and the perfect backdrop for a North Fork escape. Enjoy kayaking, paddleboarding, fishing, or simply relaxing by the water, all while being moments from the neighborhood’s beloved beaches. Located within the sought-after Fleets Neck community, tenants can enjoy proximity to Fleets Neck Beach and Pequash Beach. Ideally situated near renowned vineyards, farm stands, waterfront dining, marinas, and all the charm of North Fork living, this inviting cottage offers the perfect blend of waterfront serenity and convenience. Available for September and October 2026, as well as an off-season rental opportunity. Whether you’re seeking a fall getaway, seasonal retreat, or extended stay on the North Fork, this waterfront cottage is a rare opportunity to experience the best of Cutchogue’s coveted Fleets Neck waterfront lifestyle. Availability: September $3,000, October $3,000 or off season rental for $2800 per month
…By Daniel Gale Sotheby's International Realty
Sound Front Contemporary Octagonal Home with Private Beach. Contemporary and chic, mint condition 1970's modular octagonal home located on a breath-taking sound front walk-out private beach in Orient. Three bedrooms, each with a full bath and an additional powder room. Updated kitchen and bathrooms. Every room is furnished with period mid-C style furniture. Living room has original Malm wood burning fireplace. Many spacious common areas, including glazed porch connecting the two octagonal wings. Relax on the large water-side deck with hot tub while enjoy panoramic water views from every room. Offered June $15,000; July $35,000; Aug $35,000; Sept $20,000. Permit #0465.
…By Daniel Gale Sotheby's International Realty
This stunning Mediterranean-style waterfront home is the perfect summer retreat, offering breathtaking views over Moriches Bay. Designed with elegance and comfort in mind, the open-concept layout seamlessly blends indoor and outdoor living. The main level features a spacious gourmet kitchen that flows into the dining area, and a bright, large great room with soaring ceilings and fireplace. Expansive glass doors lead to multiple decks, a patio, and a beautifully designed outdoor entertaining area, complete with a heated pool, spa, and a private dock. Upstairs, the primary suite showcases unmatched water views, while two additional ensuite bedrooms provide luxurious accommodations. A spacious loft den adds to the second floor, offering extra space for relaxation or work. Available for Memorial Day-Labor Day ($155,000), July ($60,000), or August-LD ($70,000). Short-term stays considered with a two-week minimum.
…By Daniel Gale Sotheby's International Realty
Located just outside Bridgehampton village sits this quiet cottage available for summer and off-season rental. Tasteful amenities include a large living room with fireplace and vaulted ceiling, a separate kitchen with washer/dryer, a dining area, two bedrooms and a full bath. A charming patio allows for outdoor nature enjoyment, all within minutes of local area shops, restaurants and ocean beaches. [[Rental Registration # RP241102]] EH RR #: RP241102 Rental Terms: Winter Season: $30,000 Per Month June: $15,000 Memorial Day - Labor Day: $60,000 July: $25,000 July - Labor Day: $50,000
…By Sotheby's International Realty - East Hampton Brokerage
Expect to be impressed by this fully expanded and renovated waterfront Farm Ranch, privately set on 3.14 tranquil acres at the end of a cul-de-sac, offering breathtaking panoramic western views of Northport Bay and the Long Island Sound—the perfect backdrop for unforgettable sunsets over the water. A true boater’s dream, the property features a 130’ steel fixed pier with floating dock, a cabana, over 300’ of private sandy beach, and an observation deck. Enjoy effortless access to Northport Village by water—dock your boat at the village dock and spend the day enjoying everything the harbor has to offer. The eat-in kitchen is appointed with stainless steel appliances and glass sliders leading to a Trex deck, ideal for entertaining or quiet waterfront dining. A sun-filled great room with vaulted ceilings, a stone wood-burning fireplace, and walls of windows frames sweeping water views. The first-floor primary suite with en suite bath offers comfort and convenience, while an upstairs guest suite with full bath provides privacy for visitors. Additional highlights include a separate legal cottage, EHC private beach rights (dues), and a prime location approximately 6.4 miles to downtown Northport Village, where you can enjoy the Engeman Theater, seasonal Saturday farmers market, waterfront park, boutique shops, and renowned restaurants. Conveniently located less than one hour to NYC and approximately 8 miles to the train, this exceptional waterfront estate seamlessly blends recreation, and village lifestyle.
…By Daniel Gale Sotheby's International Realty
Find your rental for the US Open at this stunning getaway in Amagansett Dunes! Offering 4 bedrooms, 3 baths with the backyard fully landscaped for privacy. A beautiful gourmet kitchen, dining area, living room with fireplace, den/media room and bedroom are on the first floor, with 3 bedrooms including a primary bedroom suite on the second floor. Situated just one block to the ocean and the community only boardwalk to the beach. Slipping away to the ocean's edge, tucking into the dunes for a bit of sunshine or relaxing in the comfort of this very nice retreat offers one of the most desirable destinations In the Amagansett Dunes.
…By Daniel Gale Sotheby's International Realty
Stunning waterfront shingle style home overlooking Long Island Sound with private beach access. Waterview, heated pool. Wrap-around porch. Original beach stone fireplace, vintage beadboard walls, large, updated gourmet kitchen, open common area, 5 bedrooms, 3 bathrooms, large master ensuite with private screen water view balcony. Beautiful interior furnishings, with teak rocking chairs, chaise lounges and picnic table on porch and pool area for entertaining. Close to Orient Village amenities, marinas, Country store, Yacht Club, and bay beaches. Offered June 3-27 $28,000; Sept 2-16 $14,000. Permit# 1108.
…By Daniel Gale Sotheby's International Realty
Charming historic Bayfront beach cottage located on Orient Harbor in Orient Village. Featuring 75 feet of private walkout beach, waterside porch, screen bay view gazebo for entertaining. Interior includes wide plank wood floors, renovated baths, spacious kitchen water view living room with wood burning fireplace, 2 ensuite bedrooms for a total of 3 bedrooms/ 2.5 baths. Walk to Country Store, Post Office, Orient Yacht Club, marinas, and other village amenities. Close to renowned Orient Beach State Park & Cross Island Ferry. Available Aug $35,000. Permit# 1374. No showings until after January 15, 2026.
…By Daniel Gale Sotheby's International Realty
Paradise on the bay!! Relax and enjoy your vacation at a quintessential bayfront beach house directly across the street from one of the most beautiful ocean beaches on LI. Enjoy your morning coffee inside your screened-in porch as the bay gently laps against the bulkhead 20 feet away. Spend your days enjoying the ocean beach, paddle-boarding or kayaking on the bay or visit the quaint and recently renovated main street just 2 miles away. End your day gazing at the most unforgettable sunsets. This single story home includes three bedrooms (two with queen-size beds and one with bunk beds), one full bath and a outdoor shower to wash off the day's salt and sand. The updated kitchen is great for cooking at home; or you can barbeque on the expanded deck out back. Now available for end of summer and fall 2025.
…By Daniel Gale Sotheby's International Realty
Situated in the quaint hamlet of Remsenburg on charming south of the highway Rogers Lane, this fully furnished home is privately nestled on a 1.39 acre waterfront property and completely renovated. The home offers an airy double-height living room with a new propane fireplace, open floor plan, 4 bedrooms, and 2.5 baths. Sliders in the living room and the dining room lead out to the sunny, spacious deck with inground heated pool, Weber grill, outdoor furniture and gorgeous views of the backyard oasis. Enjoy your own private cat walk to the water. 90 minutes from NYC, 10 minutes to village shopping, dining and beautiful beaches.
…By Daniel Gale Sotheby's International Realty
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