luxury properties for sale Sag Harbor, United States

Nestled within Shelter Island’s highly sought-after Shorewood Farms community, this exceptional waterfront beach house offers the perfect coastal retreat. Enjoy breathtaking views across Mabel’s Creek and the South Fork, with a sandy beach just steps from your door. As a resident of Shorewood Farms, you’ll also enjoy exclusive access to a private association beach and tennis courts, enhancing the relaxed waterfront lifestyle. Designed for both entertaining and everyday enjoyment, the property features two private docks ideal for boating, paddleboarding, and kayaking, along with a spacious waterside deck overlooking the sparkling water. The first floor has a large waterfront room that opens directly onto the deck, complemented by 4 generously sized bedrooms and 4 full bathrooms. Upstairs, soaring cathedral ceilings frame an open-concept great room encompassing the living, dining, and kitchen areas. Walls of glass capture stunning panoramic water views, creating a light-filled and inviting gathering space. Privately situated off the great room, the expansive primary suite offers a large walk-in closet and a spa-inspired bathroom. Completing the property is a detached 2-car garage with a finished upper level, providing the perfect space for recreation, a home office, artist’s studio, or additional guest accommodations. A rare opportunity to enjoy waterfront living with private docks, beach access, tennis, and some of Shelter Island’s most captivating water views.

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.

Introducing Goose Creek - an exceptional 7.45 acre waterfront estate offering privacy, timeless architecture, and extraordinary Hamptons living. Set along an impressive 827 feet of waterfront, Goose Creek captures breathtaking views across Georgica Pond to the Atlantic Ocean. A long, private winding driveway leads through beautifully landscaped grounds, creating a sense of arrival and seclusion rarely found in the Hamptons. Lush rolling lawns and mature specimen plantings surround the property, offering a truly serene and park-like setting. A dramatic double-height foyer opens to a formal dining room with fireplace, while the adjacent chef's kitchen and breakfast area flow naturally into the spacious family room. French doors lead directly to a screened porch and expansive covered porch, creating effortless transitions between interior spaces and the surrounding landscape. The first floor also features an elegant library with fireplace, gracious living room, sunroom with a full wet bar, ideal for entertaining, and a private en-suite bedroom suitable for guests or staff. Upstairs, five en-suite bedrooms provide exceptional privacy, including a luxurious primary suite with a generous walk-in closet, spa-like bath with double vanity, soaking tub and shower, separate sitting room with fireplace, and private balcony overlooking the spectacular waterfront landscape. The finished lower level expands the home's lifestyle offerings with an open recreation area, home theater, gym with steam shower, seventh bedroom, and the potential to create an eighth bedroom. Outside, the grounds are designed for both relaxation and entertaining, featuring a detached three-car garage, pool house, and heated Gunite pool overlooking Georgica Pond. Adding to the estate's exceptional appeal is the potential for subdivision, offering the possibility of creating a second waterfront estate with space for an additional residence, pool, pool house, and tennis court. Goose Creek represents a rare opportunity to acquire a significant waterfront property in the Hamptons-combining scale, privacy, architectural pedigree, resort-style amenities, and extraordinary future potential.

With approximately 200 feet of direct ocean frontage on one of Sagaponack's most private and prestigious lanes shared by only three other homes, this is a generational opportunity rarely seen on the East End. Two separate parcels (both with deeded beach access), protected by a non-conforming pre-existing rock revetment, offer extraordinary potential in a setting that is as private as it is breathtaking. The main residence is a commanding, nearly 9,000 sq. ft., modern beach house-built with substance and intention. Floor to ceiling walls of glass open the home to the serene ocean landscape, offering uninterrupted views of the Atlantic Ocean and dramatic sunsets over a neighboring pond. Terraces spill out toward a pool, spa, and wildflower meadow that runs all the way to the dunes, where a pre-existing (and grandfathered) pavilion and private stairs deliver you directly to one of the widest stretches of beach in the Hamptons. A pre-existing, non-conforming lower level is fully built out with staff quarters, wine cellar, gym, game room and more. The home's scale, quality construction, and excellent condition make it an ideal canvas for reimagination-whether reconfiguring the interior or elevating the existing design to match its surroundings. Directly across the private gravel drive, the second parcel offers a blank slate with deeded ocean access and its own executive golf course. It's perfectly suited for a guest house, expanded estate grounds, or added amenities like tennis and pickleball. This is not just a property - it's a true compound - in one of the most coveted oceanfront enclaves in the world.

Charming cottage-style home offering 3 bedrooms and 2 full baths in a highly desirable central location. Just moments from beautiful beaches, local restaurants, and boutique shops, this inviting property blends classic charm with modern updates. Renovated in 2019 with additional recent improvements, the home features comfortable living spaces filled with warmth and character. Outside, enjoy a beautifully landscaped yard with deck perfect for relaxing, entertaining, or summer gatherings. A wonderful opportunity to enjoy easy island living in a move-in-ready home.

This well-maintained, single-level ranch is ideally situated in the desirable Harborview area of Shelter Island, offering association beach access for effortless coastal living. The home features a spacious kitchen with warm wood cabinetry, granite countertops, and stainless steel appliances—perfect for both everyday living and entertaining. A large, inviting living room with a wood-burning fireplace provides a comfortable gathering space year-round. Just off the kitchen, sliding French doors open to a covered three-season room/screened porch with a vaulted ceiling, creating a seamless indoor-outdoor flow and easy access to the backyard—ideal for barbecuing and relaxing. The home includes three generously sized bedrooms and two and a half baths, all set on a .44-acre lot. Additional highlights include an outdoor shower, a partial basement with finished space for added flexibility, an attached two-car garage, and a detached 1.5-car garage offering additional storage or workspace. A wonderful opportunity to enjoy the charm and tranquility of Shelter Island living.

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.

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.

Dating back to the original 1871 layout of the Shelter Island Grove and Camp Meeting Association, Spring Garden Avenue is celebrated for its organic, rolling streetscapes and preserved 19th-century architecture. 5 Spring Garden Avenue is an authentic 1880 Victorian residence that embodies the classic style of the era, from its steeply pitched rooflines to its expansive exterior woodwork. The interior layout is expansive and true to its vintage, characterized by distinctive octagonal rooms on both the first and second floors. With five bedrooms, a sprawling third-floor attic loft, and a substantial footprint of covered decks and porches, the home offers a generous canvas within a historic setting. A significant structural update was completed in 2008, replacing the older foundation with a new poured concrete basement and structural footings, alongside the installation of a new roof. Featuring full access to the Shelter Island Heights Association tennis courts and beach club, this property represents an authentic piece of island history.

Tucked into 2.8 wooded acres in Amagansett North, 62 Canvasback offers privacy, scale, and a home designed equally for entertaining and quiet weekends. Designed by architect Andrew Pollock and built by fourth-generation builder Ronald Webb, this newly constructed residence draws from the traditional Hamptons vernacular-cedar shingles, white trim, and deep eaves-reinterpreted through more modern rooflines and proportions, resulting in a fresh transitional design. Spanning approximately 8,300 square feet of total buildable area, the home features eight bedrooms, all located above grade-an increasingly hard-to-find offering. Inside, the main level is organized around a 22-by-50-foot great room with 9-foot French doors opening to the south lawn and pool deck. Adjacent to the great room, a chef's kitchen in custom white oak is equipped with Wolf and Sub-Zero appliances and a 10-foot bifold window that opens directly to the pool deck. Outside, over 5,000 square feet of multi-level Red Balau decking extends across the rear of the property, with more than 4,000 square feet centered around the pool. The pool and spa are separately heated. A cedar-shingled pool house includes a full bathroom, changing room, outdoor shower, sauna, built-in bar, and a large covered overhang for shaded dining and lounging. The lower level extends the living space with a 22-by-50-foot recreation room, nearly 9-foot ceilings, a wet bar, dedicated media area, gym, and three above-grade bedrooms, all with direct access to the outdoors. Upstairs, the 1,500 square foot primary suite features 14-foot cathedral ceilings, two custom white oak walk-in closets with integrated LED lighting, and a separate office or nursery. A covered balcony overlooks the property from within the tree canopy. The primary bath is centered around a freestanding soaking tub, flanked by two walk-in showers, and a custom 7-foot white oak vanity with oversized 48-inch medicine cabinets. .Polished nickel finishes are carried throughout. A rare combination of craftsmanship, architectural sophistication, and lifestyle design-all set within one of the Hamptons' best-kept secrets, Amagansett North.

A rare opportunity to own an early 20th-century Adirondack-style cottage in Greenport, ideally situated just 0.12 miles from a beautiful Sound beach and only one mile from the heart of Greenport Village. This charming cottage showcases many of the home’s original details starting with a screened-in front porch spanning the full width of the façade, creating a welcoming indoor/outdoor retreat. Inside, the open floor plan includes a living/dining room with a wood-burning stove, an eat-in kitchen, full bath, laundry, and access to a rear deck. The second floor offers a cozy loft-style bedroom. Two additional accessory structures — each equipped with electricity and water, and one including a bedroom — offer flexible space for guests, a home office, studio, or creative workspace. Surrounded by trees creating privacy and offering open vineyard views, this distinctive cottage compound captures the relaxed character and timeless appeal of the North Fork.

This storybook circa 1858 cottage captures the very essence of North Fork living: cozy, charming, and effortlessly inviting. Rich in history and timeless appeal, this beautifully preserved home blends the simplicity of a bygone era with thoughtful modern updates, creating a warm and welcoming retreat. Inside, random-width wide plank flooring adds authentic character throughout. The first floor offers a spacious primary bedroom, a second bedroom or home office, an inviting living room, formal dining room, and an eat-in kitchen with a convenient laundry area. Upstairs, two additional bedrooms and a half bath provide comfortable accommodations. Architectural details enhance the home's enduring charm, from the welcoming semi-wraparound covered front porch to the side deck with a new retractable awning overlooking beautifully landscaped gardens. A pergola with a slate patio creates the perfect setting for outdoor dining, entertaining, or simply relaxing on a summer evening. Adding to the property's appeal is a detached 2-car garage and a delightful artist's or hobby studio, complete with its own pergola-covered sitting area nestled among lush gardens. Privately tucked behind a classic white picket fence, the beautifully landscaped .5-acre property is an exceptional outdoor sanctuary. The backyard features a heated free-form Gunite pool with a cascading waterfall, a pool shed with deck, two additional storage sheds, mature trees, and an abundance of seasonal flowering plantings, creating a peaceful and private oasis. Ideally located just minutes from pristine beaches, golf courses, marinas, renowned wineries and breweries, county parks, farm stands, Hampton Jitney and popular local eateries. This special property also enjoys close proximity to Historic Greenport, where waterfront dining, boutique shopping, and galleries await. The backyard abuts a nature preserve that leads to Marion Lake County Park. Nothing can be built behind it. Whether you're enjoying a quiet morning coffee on the porch, spending the afternoon poolside, or entertaining friends after a day at the beach, this one-of-a-kind North Fork treasure offers the perfect blend of historic character, modern comfort, and relaxed coastal living.

Presenting a rare opportunity in the tiny village of New Suffolk. This slice of paradise is situated on the easterly side of West Creek along Grathwohl Road. This move in ready home is an oasis, consisting of the main house, beautifully appointed inground pool, pool house, outdoor kitchen and offered with this amazing property is a private guest cottage that can be used as overflow for family and friends or as an income generator. In the main house, you will find high end finishes and a true chefs kitchen (Wolf, Sub Zero etc). A finished game room below, three bedrooms on the second floor including the primary suite. The guest house, also tastefully cozy with two bedrooms, one on the main level, another on the second. Living room, eat-in kitchen, laundry and dry basement. Together, this offering represents in many ways the essence of the North Fork with its beauty, privacy and location. This is an exceptional opportunity.

Nestled on nearly two acres along the shores of Shinnecock Bay, this waterfront estate offers a rare combination of privacy, space, and direct water access. The sprawling ranch features six bedrooms and five baths, complemented by a separate guest cottage, private dock, bulkheaded shoreline and heated inground pool. Expansive bay views, generous outdoor living spaces, and beautifully landscaped grounds create an exceptional setting for year-round enjoyment or a Hamptons retreat.