luxury properties for sale Southold, United States

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.

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.

Perched along the pristine shoreline of Sag Harbor Bay, this newly constructed waterfront estate offers one of the most extraordinary settings in the Hamptons. Situated on 1.7 private acres surrounded by a protected tidal estuary, the property delivers uninterrupted panoramic water views, exceptional privacy, and a seamless connection to nature. Spanning over 6,000+/- square feet across three finished levels with elevator access throughout, the residence features six beautifully appointed bedroom suites designed to maximize light, space, and the breathtaking surroundings. The main level primary suite is a true retreat, complete with floor to ceiling glass walls and a private covered terrace showcasing spectacular sunrise to sunset vistas with no neighboring homes in sight. Three additional guest suites are also located on this level. The upper level reveals the home's most dramatic living spaces, where soaring open concept interiors are framed by expansive walls of glass and oversized sliding doors that create a seamless indoor-outdoor lifestyle experience. The living room, dining area, and gourmet chef's kitchen all overlook the stunning bayfront scenery. Thoughtfully curated finishes include exquisite Italian stonework selected to complement the natural landscape, anchored by a statement Officine Gullo range. Designed for both relaxation and entertaining, the outdoor living spaces feature expansive terraces, an elevated pool, sun drenched lounging areas, and covered waterfront dining. The garden level offers two additional family suites, a media and recreation lounge, and a waterfront fitness studio complete with a six person barrel sauna and cold plunge. Beautifully landscaped grounds lead to a private walkway and bayfront beach, where a secluded picnic area creates the perfect setting for peaceful waterfront afternoons. Rarely does a property combine architectural sophistication, resort level amenities, and such an unparalleled natural setting in one offering. A truly exceptional Hamptons waterfront estate.

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.

Level .919-acre lot in Hillcrest Estates, Orient, NY. Beautiful site with electric and natural gas in the street. Close to Orient State Park, Orient Village, Truman’s Beach, Sound and Bay Beaches. A short drive to Greenport Village for shopping and restaurants.

Welcome to an extraordinary new construction contemporary home in the highly sought-after Bridgehampton, NY. This stunning property is perfectly designed for those seeking the ultimate oceanfront living experience. With 125' of ocean frontage and sprawling over 1.5 acres on Surfside Drive, this property offers an unparalleled level of luxury and sophistication. The 8,600 SF+/- residence features 8 bedrooms, 8 full and 1 half bathrooms, a heated gunite pool and spa, and breathtaking ocean views. The modern eat-in kitchen is a chef's dream, equipped with top-of-the-line appliances, custom soft-close cabinetry, a large center island, dining area, and a glass-enclosed wine closet. The first level primary en-suite bedroom, with a walk-in closet, offers direct access to the outdoor patio, perfect for enjoying the fresh ocean air. This contemporary masterpiece is perfect for those who appreciate the finer things in life. Whether you're looking for a full-time residence or a luxurious vacation home, this property has it all. With its sleek and stylish design and magnificent ocean views, this home is sure to impress even the most discerning of buyers. Don't miss out on the opportunity to own a piece of paradise in one of the most prestigious neighborhoods in the Hamptons. Contact us today to schedule a private viewing.

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.

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.

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.

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.

Nestled in the heart of picturesque Madison, this charming 2-bedroom, 1-bathroom seasonal cottage offers a serene sanctuary for enjoying summers along the shoreline. With a cozy living space, this quaint abode is perfectly designed for those seeking a peaceful beachside getaway. As you step inside, you're greeted by a warm and inviting atmosphere that captures the essence of coastal living. The open-plan living area maximizes the cottage's compact footprint, providing a comfortable space for relaxation and intimate gatherings. The kitchen is well-equipped for preparing light bites and beach picnics, while the two snug bedrooms offer a restful night's sleep after a day of fun in the sun. The loft space above the bedrooms awaits your imagination and offers an abundance of possibilities - pre-wired and ready to be finished to your heart's content! The cottage's prime location means you're just a short walk from the expansive sandy shores of Hammonasset Beach State Park. Madison's vibrant community is also at your doorstep, with its quaint downtown area, boutique shops, excellent restaurants, and attractions like the Madison Art Cinema and the historic E.C. Scranton Library. Whether you're looking for outdoor adventure or small-town charm, this cottage is the perfect seasonal home. Embrace the simplicity of cottage living and the beauty of coastal Connecticut with this delightful property, where endless summer memories await. Land lease - currently $5,400 per year.

Highly sought after and rarely available-until now! 89-2 Cottage Road is the seasonal Madison cottage you'll want to run toward. Proudly part of the historic Little Colony community settled by veterans just after World War II, this lovely abode offers two bedrooms and a thoughtfully renovated full bath. The heart of the home is a generous, open-concept living space featuring a beautifully updated kitchen with granite countertops and a center island with a waterfall edge. Outfitted with newer appliances, new flooring throughout, and professional landscaping outside, each upgrade was carefully chosen to cultivate a beautiful yet serene space-easy to maintain, even easier to enjoy! Plus, the fully screened-in porch means there is plenty of space for gathering family and friends at the shoreline. Unlike many original cottages in the area, 89-2 was constructed with the integrity of a small home, featuring a full basement and crawl space for storage, insulation, and an oil heating system. Its larger size allows for conveniences uncommon in seasonal living, including a dishwasher and an in-home washer and dryer. Located within a short distance to Hammonasset, Madison town beaches, and town center, this is more than just a home-it is a gateway to a vibrant shoreline lifestyle. Seize this rare opportunity to own a piece of Madison history in a highly sought after community and come see for yourself why 89-2 Cottage Road is the ideal haven for making lifelong summer memories

LOCATION AND POTENTIAL MEET AT 35 NEPTUNE AVE! Just off Liberty Street, this single-family dwelling on .2 acres features 4 bedrooms, 2 bathrooms, a detached 2-car garage, screened porch and a spacious walkup attic offering excellent expansion potential. Situated in the coveted Madison, CT beach community, complete with deeded beach rights & access to the Barberry Farms Association, Inc. This opportunity is perfect for investors, builders, or buyers looking to design a custom home. The home is a renovation project - offering a blank canvas to build significant equity in a prime shoreline location. Bring your architect and vision to transform this property into a premier coastal estate in a highly sought-after neighborhood.