luxury property with terrace for sale Greenport, United States

Rare opportunity to own a charming early-1900s Victorian farmhouse in the historic Heights. Set on a quiet road, this inviting home features an extra-large yard perfect for entertaining and a welcoming wraparound porch ideal for relaxing summer evenings. Inside, the home boasts a spacious living room with a wood-burning fireplace, a gracious parlor, formal dining room, and a first-floor bedroom with a full bath. Upstairs are two additional bedrooms and another full bath. A full basement provides ample storage and utility space. Just a stone’s throw from downtown shopping, restaurants, and all that the Heights has to offer, this is a rare find in one of Shelter Island’s most sought-after neighborhoods.

Discover a serene sanctuary amidst the natural beauty of Shelter Island. This stunning residence offers breathtaking water views of Miss Annie's Creek, providing an unparalleled escape from the ordinary. Step onto the property and be captivated by the charm of covered porches and a heated pool, inviting you to relax and soak in the picturesque vistas. Whether you're enjoying a quiet morning coffee or hosting unforgettable gatherings, this waterfront oasis provides the perfect backdrop for every occasion. Don't miss this opportunity to own a piece of paradise in Mashomack Preserve.

Some properties are simply irreplaceable. This is one of them. Held by a single family for nearly a century, 90 Peconic Avenue carries the kind of history that can't be manufactured - a deep sense of place, of summers lived well, of a waterfront that has remained unchanged while the world around it evolved. Custom built by Reich Eklund in 1985 and thoughtfully maintained, this classic Shelter Island Shingle beach house sits on a level acre along one of the Island's most coveted stretches of waterfront - 190 feet of Silver Beach shoreline, fully bulkheaded, with a private dock and unobstructed sunset views that define the property at every hour. Deceptively generous in scale, the five-bedroom, 3.5-bath residence features an open floor plan with every room oriented toward the water. Two en-suite bedrooms, one on each floor. A full waterside balcony. Two-car attached garage. Full basement with poured concrete foundation. Mature landscaping on all sides for privacy. The expansive side lawn - often mistaken for a separate lot - offers room for an accessory structure. Architectural Renderings available upon request illustrating pool placement and the full potential of this property, making this one of the rare waterfront opportunities with meaningful room to grow. A chance to own a piece of Shelter Island's story.

Wake up to endless views of the Peconic Bay — sunlight glimmering off the water, birds gliding over the nearby nature preserve, and the calm rhythm of the deep-water inlet just beyond your deck. This sweet beach cottage captures everything that makes summer on the North Fork unforgettable. With 3 comfortable bedrooms, 2 baths, and an open, easy-flow layout connecting the living, dining, kitchen, and entertainment nook, it’s made for barefoot mornings and breezy afternoons with friends. Step outside to a spacious wraparound deck and 130 feet of pristine waterfront — perfect for soaking in the sun, launching a kayak, or simply taking in the view. Secluded yet steps to the private sandy association beach, this is a rare slice of coastal paradise where summer never really ends.

Enjoy exclusive Beach Rights and ultimate coastal living in the highly desirable Chapman Beach community! Just steps from the sand, this bright and airy 3-bedroom, 1-bath seasonal cottage is the ultimate shoreline escape you've been waiting for. Inside, 828 square feet of sun-drenched living space is perfectly optimized for relaxed, carefree seaside vibes. Tucked away on a private lot along a quiet road, your outdoor oasis features a generous deck ready for summer BBQs, an expansive yard for lawn games, and a dedicated shed to stow your surfboards and beach gear. Ready for your personal touch! Just moments from the Connecticut Shoreline's finest dining, marinas, and boutique shopping, this rare gem is the timeless summer escape you've been waiting for.

Set in one of Water Mill South's most coveted locations, this refined estate overlooks 34 acres of protected reserve, offering rare privacy, light, and open views. The 8,600± sq ft traditional residence features 7 bedrooms and 9.5 baths on 1.5 acres of mature, manicured grounds. Outdoors, multiple terraces surround a heated gunite pool, creating a resort-like setting. A separate 1,400± sq ft pool/guest house-with an additional 800± sq ft finished lower level-offers exceptional flexibility for guests, recreation, or work-from-home use. Designed for both gracious entertaining and effortless everyday living, the main level offers a beautifully proportioned formal living room, den, library, bar and dining room, along with a temperature-controlled wine room and powder room. A top-tier chef's kitchen anchors the home and opens seamlessly to a screened porch and sunroom-ideal for indoor-outdoor living. The second floor is highlighted by a serene primary suite, complemented by four spacious ensuite guest bedrooms. The expansive 4,000± sq ft lower level is fully finished and includes a billiards room, private theater, fitness room, golf simulator, and two additional ensuite bedrooms. Thoughtfully constructed and impeccably maintained, this Water Mill South estate delivers scale, privacy, and amenities rarely found in such a prime setting-perfectly suited for both quiet retreats and large-scale entertaining.

With a new roof in process, 32 North Street is calling you home! Set on one of the largest lots in Dud's Village, this lovely cottage is the idyllic seasonal abode. Equipped with 2 bedrooms, 1 full bath, and an outdoor shower, you will surely enjoy your summers along the Madison shoreline here. The recently refreshed kitchen and fresh coat of paint throughout will undoubtedly delight. And let's not forget the new floors in the kitchen and living room. The enclosed front porch is simply charming offering additional living space and featuring daybeds for cool summer sleepovers. Outside is an entertainer's paradise - a desirable corner lot with the oversized deck and enough yard space to host all your family and friends. Just a short distance to Salt Meadow Park, Hammonasset Beach State Park and downtown Madison, you'll always have something to do! And with summer right around the corner, you'll want to move quickly! Schedule your tour today and fully embrace coastal living at its finest! The village is seasonal - April 1st through October 31st. Land is leased by cottage owners, and the land lease is currently $5,400 per year. New roof to be completed as quickly as possible.

Ideally positioned upon a secluded acre within the historic estate section of Southampton Village at 254 Captains Neck Lane, this elegant country house stands as an opportunity amongst the Hamptons' most exclusive offerings. Embodying the timeless coastal sophistication that defines the region, the features begin with a sun-drenched, heated Gunite pool and all-weather tennis court, creating an idyllic pastime enclave. The six-bedroom, five-bathroom wood shingled gambrel-style residence, offering approximately 5,000 square feet of interior living space, has been host to several families during its lifetime, with each one telling the same story: memories and the best of times having been experienced here. A gracious 23 x 30 tray ceilinged living room anchored by a wood-burning fireplace features French doors which open to the terrace and garden, a richly appointed library, and a formal dining room that provides the elegant backdrop for large gatherings and grand soirées. A rarity in many homes, a first-floor primary suite with an adjoining 17 x 15 library/office that serves as a private sanctuary, as well as access to the outdoors. A conveniently located staff bedroom lies adjacent to the well-stocked chef's kitchen, where the finest culinary experiences can be created. The second floor spans over 2000 square feet and offers three beautifully proportioned guest bedrooms and a nearly 1000 sprawling flex space waiting for the next owner's imagination, presenting endless possibilities. This property has convenient access to miles of quiet lanes for strolling (or any other activity) and is located within a short distance to the Atlantic Ocean and Main Street. Upscale boutique shopping, fine dining, and art galleries make for the best of enjoying the ideal seaside lifestyle. This is more than a home, however, and most importantly, a distinguished legacy property that captures the very essence of exceptional Hamptons living.

Set gracefully on a beautifully landscaped property framed by classic New England stone walls, this timeless Colonial has been thoughtfully refreshed and offers the perfect balance of warmth, charm, and modern comfort. A welcoming covered front porch opens an inviting interior with a classic, smart floor plan. At the heart of the home is the Kitchen featuring honed granite, GE Monogram stainless steel appliances, and a center island with a gas cooktop. This space opens to the Family Room highlighted by a wood fireplace and windows overlooking the front yard. The Sunroom with sliders to the large deck presents additional space for work, life and play. The 1st floor is rounded out with a gracious Dining Room, Living Room with a gas fireplace and a sweet Powder Room. Upstairs you'll find four bedrooms. The Primary will impress with a walk-in closet, full bath, elegant wainscoting, and an adjoining flex space. Three bedrooms and a full bath complete the floor. The unfinished lower level, creatively reimagined as a play space, offers expansion possibilities as does the unfinished walk up attic. Enjoy evenings on the patio beneath the pergola, dine with a view, unwind in the enclosed hot tub, rinse off in the outdoor shower, or simply take in the beauty of the grounds. Additional highlights include a shed and woodshed. Offering timeless appeal, exceptional outdoor living, and a coveted Madison location, this is a home where memories are waiting to be made.

A rare and unparalleled opportunity to acquire an iconic c.1900 property set atop a gentle rise at the head of Main Street in historic Essex Village. This substantial, professionally maintained building is comprised of two legal condominium units, and offers unmatched flexibility with its APPROVED MIXED RETAIL/OFFICE/RESIDENTIAL USE status. Potential to create your own custom Essex village pied-a-terre with an income-producing component, or to convert this current office building into your full-time Essex home. Solid and well maintained, the building is currently divided into two condominium units. Unit 'A' consists of 1,484 SF on the first floor. Unit 'B' comprises 1,977 SF on the second level and 1,083 SF on the third level. Features include a new septic system to be installed, kitchen, and a spacious second level room overlooking Main and Pratt Street with glimpses of the CT river. A terrace and private rear yard are accessed from the second level. The location is spectacular. Enjoy a commanding presence, and commanding views, of the heart of Essex village. Adjacent to shops, restaurants, yacht clubs, marinas, and artist galleries.

This Amagansett beach house is a true work of art, blending timeless design with the natural beauty of its oceanfront setting. Located just moments from the sand and framed by flowering dunes, it immerses you in the sights and sounds of coastal living. Enjoy breathtaking panoramic ocean views from the expansive rooftop deck. The oversized designer kitchen flows seamlessly into a bright, open living space with radiant heat flooring and a fireplace, perfect for entertaining or relaxed gatherings. The entire top floor is dedicated to a private master retreat, complete with its own deck, hot tub, and outdoor shower for the ultimate sanctuary experience. Two additional bedrooms with two full bathrooms are conveniently located on the first floor, providing comfort and privacy for family and guests. Rare for the area, the home also includes an underground garage, offering both security and ease of access. Nestled in a quiet beachfront enclave, this home offers unmatched tranquility, modern luxury, and a front-row seat to the ocean's beauty.

Nestled in the heart of Essex Village along one of its most picturesque streets, this iconic c.1818 home welcomes you with a charming wraparound covered front porch, an inviting place to sit and relax. Inside, you'll find a perfect blend of timeless character and thoughtful modern updates, creating a home is both beautiful and comfortable. At its heart is a custom chef's kitchen featuring solid wood cabinetry, granite countertops, a Wolf 6-burner range, dual sinks, and complete with a well appointed butler's pantry. The kitchen flows seamlessly into a dining and seating area that opens to the patio & backyard. A sun filled, cozy family room with a stone floor and fireplace provides the perfect setting for quiet evenings or casual gatherings. Formal living and dining rooms, along with, half bath, and mudroom, complete this level. Upstairs, the spacious primary suite serves as a true retreat, offering dual walk-in closets, a fireplace, and a spa like bathroom. Three additional bedrooms and two full baths provide plenty of space for family and guests, while a walk-up attic adds convenient storage. French doors open to a beautiful bluestone patio overlooking the spacious fenced backyard-ideal for outdoor entertaining or simply enjoying peaceful moments at home. A handsome two-car carriage house includes a heated garage and a finished (permitted/legal) upper level apartment with a full bath, perfect for a guest suite, studio, or private office.

Unit 68 A rare opportunity to purchase a second story, year-round, 1 bedroom, 1 bath air-conditioned co-op unit with private balcony that enjoys a view of the ocean waves as they break along a pristine sandy beach of the Amagansett Dunes. When not pampered with chaise lounges, towels & umbrella cabana service either surf-side or heated pool-side; take in a work-out on one of the lighted two community tennis courts, shoot some hoops on the lighted basketball court or play a leisurely game of shuffleboard. BBQ in the community picnic park/playground or cook at home in renovated kitchen under the cathedral ceiling great room with its cheerful rays of light from north skylights including a wall of sliders leading to the oceanfront balcony that enjoys big breathtaking ocean views. Consider taking advantage of the income producing rental program in this full service resort either to recoup your cash or have it pay down your mortgage.SF is for the unit + balcony