Sag Harbor Homes with Waterfront YN

Welcome to Sag Harbor, NY – a picturesque gem nestled in the heart of Suffolk County that perfectly blends coastal charm with a rich cultural heritage. Renowned for its stunning waterfront properties, Sag Harbor offers an idyllic lifestyle for families and individuals alike, making it an attractive destination for homebuyers seeking both luxury and tranquility.

One of the standout features of Sag Harbor is its exceptional school district, known for its commitment to academic excellence and fostering a nurturing environment for students. The Sag Harbor School District prides itself on providing a well-rounded education, with a variety of programs designed to engage and inspire young minds. From dedicated teachers to innovative curricula, parents can rest assured that their children will receive a top-notch education, preparing them for future success.

Living in Sag Harbor means enjoying the serene beauty of waterfront homes that boast breathtaking views and direct access to the water. Imagine waking up to the sound of gentle waves lapping at the shore, with the sun rising over the horizon right outside your window. Whether you prefer a charming cottage or a modern estate, the real estate market here features a diverse array of properties that cater to every lifestyle.

Embrace the coastal lifestyle in Sag Harbor, where you can enjoy leisurely strolls along the beach, boating adventures on the bay, and vibrant community events that celebrate the area’s rich history. With its excellent schools, stunning waterfront homes, and a welcoming community, Sag Harbor is more than just a place to live; it's a place to thrive. Come discover your dream home in this enchanting coastal enclave!

Newest Sag Harbor Homes with Waterfront YN

$15,950,000

4 Beds ⋅ 6 Baths ⋅ 1025305 MLS

5 Bluff Point Road is a remarkable new waterfront residence overlooking Morris Cove, where award-caliber architecture and waterfront living converge in one of Sag Harbor's most coveted settings. The home represents a thoughtful study in proportion, light, and connection to the surrounding landscape. Clad in cedar board-and-batten siding and complemented by a detached double-height garage of matching architectural character, the property has been conceived as a complete design statement. Designed for effortless indoor-outdoor living, expansive wraparound terraces and a covered roof deck seamlessly extend the home's living spaces, creating an exceptional setting for both everyday enjoyment and entertaining. The residence offers four bedrooms and five-and-a-half bathrooms, where expansive walls of glass frame uninterrupted water views and draw natural light deep into the interiors. The home's relationship to the waterfront is its defining feature. A newly constructed bulkhead and private dock accommodate a boat of approximately 24 feet (+/-), providing immediate access to Sag Harbor's waterways. Beyond, Morris Cove serves as a tranquil backdrop, with changing tides and spectacular sunsets becoming part of the daily experience. Outdoor living is equally compelling. Complementing the heated 11' x 20' Gunite pool are expansive wraparound landscaped Porcelain Stone patios and terraces, thoughtfully designed as a natural extension of the home's architecture. The terraces connect directly to the primary suite and upper-level hallway, while the roof deck enjoys panoramic views across Morris Cove and is thoughtfully outfitted with a dumbwaiter, as well as pre-plumbed and pre-wired for a future kitchenette, creating an extraordinary venue for entertaining above the water. Privately situated within the coveted Bluff Point community, directly across the cove from the John Steinbeck compound, now a writers' retreat, and moments from Sag Harbor Village, 25 Bluff Point Road offers a rare opportunity to acquire a newly built waterfront home distinguished by exceptional design, direct water access, and an enduring sense of place.

25 Bluff Point Road, Sag Harbor

$12,995,000

5 Beds ⋅ 7 Baths ⋅ 969949 MLS

Set on the tranquil shores of Genet Creek, this modern waterfront residence in North Haven Point captures the essence of Hamptons luxury. Facing west for breathtaking sunsets and framed by 1.84 acres of privacy, the pristine 8,000± sq. ft. home—crafted by master builders Witty & Gazda—balances timeless elegance with modern comfort. From the moment you arrive, the approach sets the tone: a gated, curving pebbled drive lined with native grasses leads to a striking home nestled in a natural clearing. Through a gracious loggia entry, a dramatic architectural stair introduces interiors designed to maximize light, water views, and seamless indoor-outdoor living. The first floor flows effortlessly with 10-foot ceilings, walls of French doors, and expansive bluestone patios extending each room into the landscape. A sunlit living room with marble fireplace opens to the epicurean kitchen, outfitted with sleek Poliform Varenna cabinetry, Caesarstone and stainless countertops, Dornbracht fixtures, and a full suite of Sub-Zero and Miele professional appliances—including double dishwashers and ovens. An adjoining bar and buffet area enhances entertaining, while a cozy den with fireplace, spacious walk-in pantry, custom mudroom, and private office complete the level. Upstairs, the serene primary suite features a wood-burning fireplace, spa-like bath, and private balcony overlooking Shelter Island. Two en-suite guest rooms also enjoy water views, while two additional bedrooms share a full bath—one with its own terrace. A generous laundry with double Miele washers and dryers completes the floor. The 1,500± sq. ft. lower level offers every amenity: a sun-filled game room with gas fireplace and bar, tiered home theatre with 10’ screen and projector, fully equipped gym, and full bath. Outdoors, multiple entertaining areas surround a 20’ x 50’ heated gunite pool with spa, masonry fire pit, and sweeping lawns that stretch toward dramatic western water views of Genet Creek, Noyac Bay, and Shelter Island. Sustainability meets luxury with a solar roof, geothermal air conditioning, and radiant heated floors—even in the two-car garage. Within North Haven Point, owners also enjoy quiet roads for walking or cycling, community tennis, and bay beach rights—all just minutes from Sag Harbor Village, Shelter Island, and world-class ocean beaches. This exceptional property is a rare offering: modern waterfront living at its finest, with every detail designed for comfort, beauty, and connection to the Hamptons’ natural landscape.

27 Ezekills Hollow, Sag Harbor

$34,995,000

8 Beds ⋅ 10 Baths ⋅ 959468 MLS

2 West Water Street: The Zenith of Maritime Modernism In the historic heart of Sag Harbor-a village defined by its whaling heritage and contemporary cultural gravity-Residence A emerges as a singular architectural achievement. Occupying a commanding 250'+/- of prime water frontage, this estate is not merely a residence; it is a four-level masterwork of light, glass, and stone, curated for the global citizen who demands total discretion alongside unrivaled nautical access. This unparalleled pedigree is a collaborative triumph between the visionary J. Bialsky of Bialsky Premiere Design & Development and the world-renowned Hollander Design Landscape Architects, the property represents a seamless dialogue between the built environment and the Peconic Bay. Every line is intentional, every view is framed, and every material is selected for its ability to withstand the coastal elements while maintaining a refined aesthetic. Spanning a staggering 16,974 SF+/- of total living space, the residence is designed as a vertical sanctuary, where grand-scale entertaining meets quiet, private retreat. The interior volume boasts 12,551 SF+/- of meticulously crafted interiors featuring a palette of organic textures and state-of-the-art finishes. The layout accommodates 8 palatial bedrooms and 10 bespoke bathrooms, ensuring ample space for guests, and live-in staff. An outdoor al fresco experience of tiered terraces and lounge decks provide a multi-sensory connection to the water. With a rooftop sanctuary, a crowning achievement, featuring a private pool and spa suspended above the harbor, offering a 360-degree vantage point of Sag Harbor's gold-coast sunsets. For the yachting enthusiast, the property offers a level of utility rarely found in private residential real estate. Exclusive marina access: The estate includes a private, deep-water marina featuring two 60' boat slips. Located at the epicenter of the Hamptons' maritime scene, providing immediate access to the open Atlantic or the sheltered coves of the Shelter Island Sound. Beyond the views, the residence functions with the precision of a high-tech fortress. From the secure private garage parking-a rare luxury in the village-to the smart-home systems that manage climate, lighting, and security from anywhere in the world, This residence is the ultimate turn-key asset for the high-net-worth portfolio.

2 "A" W Water Street, Sag Harbor

$15,500,000

8 Beds ⋅ 10 Baths ⋅ 959467 MLS

The Pinnacle of Sag Harbor Waterfront Living This 11,723 SF+/- masterpiece redefines harbor water front luxury living. A collaboration between Andre Kikoski, Sofia Joelsson, and Ed Hollander, this 4-level residence sits on 250' of direct frontage on Sag Harbor Cove, featuring a private beach and an exclusive deep-water marina with two 60' slips. The Residence is defined by floor-to-ceiling glass and seamless indoor/outdoor transitions, the home features 8 bedrooms, 9.5 bathrooms, and an elevator serving all levels. Living spaces are light-filled, open-concept layout with wide-plank flooring, a sculptural floating staircase, and double-height foyers. The chef's kitchen embraces only the best: White Calacatta marble, custom charcoal Ecolak cabinetry, and a suite of Miele, SubZero, and Gaggenau appliances. The primary suite is situated in its own private wing featuring dual walk-in closets, panoramic water views, and a spa-bath clad in fluted Fior De Bosco tile and Black Cosmic granite. The guest quarters are elegant designer en-suites appointed with Zebrino marble, Canaletto walnut, and molten brass accents. Additional amenities include a Rooftop Oasis with an expansive terrace and a full outdoor kitchen, BBQ, and dining all overlooking Sag Harbor Cove. Sunsets provide moving artwork throughout the seasons. A private gym with Technogym equipment, 4-car underground garage, and a Rolls-Royce-engineered backup power system. All of this mere steps from Sag Harbor's Main Street galleries and fine dining. This isn't just a home; it's a masterclass in Hamptons engineering. From the deep-water docking to the rooftop with pool potential, extraordinary sunsets, every inch has been intentionally curated for capacious hosting and tranquil privacy.

2 "B" W Water Street, Sag Harbor

$34,995,000

8 Beds ⋅ 10 Baths ⋅ 959421 MLS

In the historic heart of Sag Harbor — a village shaped by its storied whaling past and now celebrated for its cultural sophistication — Residence A stands as a singular architectural statement along one of the most coveted stretches of waterfront. Commanding approximately 250 feet of prime frontage on the harbor, this exceptional estate is far more than a home; it is a four-level masterwork of glass, stone, and light, created for a global buyer seeking complete privacy, effortless luxury, and direct nautical access. This extraordinary property is the result of a visionary collaboration between J. Bialsky of Bialsky Premiere Design & Development and the internationally acclaimed Hollander Design Landscape Architects. Together, they have crafted a residence that exists in perfect harmony with the Peconic Bay — a seamless dialogue between architecture, landscape, and water. Every line is intentional, every perspective framed, and every material selected to endure the coastal environment while maintaining an elevated, timeless aesthetic. Spanning an impressive 16,974 square feet across four levels, the estate is conceived as a vertical sanctuary where grand-scale entertaining and intimate retreat coexist effortlessly. Interiors encompass approximately 12,551 square feet of meticulously designed living space, defined by a palette of organic textures, refined finishes, and state-of-the-art systems. The residence offers eight expansive bedroom suites and ten beautifully appointed baths, thoughtfully arranged to accommodate guests, and live-in staff with complete comfort and privacy. Outdoor living unfolds across multiple levels of tiered terraces and lounge decks, creating a dynamic al fresco experience that keeps the water constantly within view. At the pinnacle, a private rooftop sanctuary serves as a crowning architectural achievement — featuring a pool and spa seemingly suspended above the harbor, offering uninterrupted 360-degree vistas and breathtaking sunset views across Sag Harbor’s golden coastline. For the yachting enthusiast, the property delivers a level of functionality rarely found in village waterfront estates. A private, deep-water marina includes two 60-foot boat slips, placing you at the center of the Hamptons’ maritime lifestyle with immediate access to the open Atlantic and the protected waters of Shelter Island Sound. Beyond its beauty, the residence operates with the precision of a modern high-security retreat. A rare private garage provides secure parking in the heart of the village, while fully integrated smart-home technology manages climate, lighting, and security seamlessly from anywhere in the world. Turn-key in every sense, Residence A represents a rare convergence of location, design pedigree, and waterfront capability — an exceptional offering for the most discerning buyer seeking a legacy property in one of the Hamptons’ most iconic destinations.

2 A West Water Street, Sag Harbor

$15,500,000

8 Beds ⋅ 10 Baths ⋅ 959203 MLS

Presenting a truly exceptional waterfront offering at 2 West Water Street, Residence B, this remarkable property spans approximately 11,723± sq. ft. of thoughtfully designed interior and exterior living space. Created by J. Bialsky Premier Design & Development in collaboration with award-winning Andre Kikoski Architect, this turnkey residence represents a sophisticated blend of innovative architecture, modern luxury, and effortless waterfront living in the heart of Sag Harbor. Arranged across four elevator-serviced levels, the home features a refined layout with eight beautifully appointed bedroom suites and expansive, light-filled living spaces designed to capture the surrounding harbor views. The entry level offers direct garage access and opens to a welcoming family room that connects seamlessly to a waterfront gym and a covered porch overlooking the dock, creating a tranquil indoor-outdoor lifestyle experience. The second level is dedicated to the serene waterfront primary suite, complete with a spa-inspired bath featuring a soaking tub, a private office, dual closets, and a waterside terrace designed for quiet mornings overlooking the harbor. At the heart of the residence, the third-level great room serves as the main gathering space, showcasing an open-concept kitchen, dining, and living area. Floor-to-ceiling openings lead to an expansive waterfront deck, perfectly positioned to take in sweeping views across Sag Harbor Cove and the village beyond. The rooftop terrace elevates the living experience further, featuring an outdoor kitchen, multiple seating and dining areas, and panoramic vistas in every direction. The generous rooftop footprint also allows for the potential addition of a plunge pool or spa, creating a private retreat above the water. The offering includes private beach access and immediate harbor entry, along with two individual boat slips accommodating vessels up to 50 feet, making this an exceptional opportunity for boating enthusiasts. Seamlessly combining the comfort of modern townhouse living with the rare privilege of direct waterfront access, Residence B stands as a distinctive and highly sought-after Hamptons offering.

2 B West Water Street, Sag Harbor

$6,500,000

3 Beds ⋅ 2 Baths ⋅ 957128 MLS

This unique waterfront offering boasts an unprecedented 228± feet of water frontage in the highly sought-after Redwood Island neighborhood of Sag Harbor Village. This south-facing, partially bulkheaded lot offers breathtaking panoramic views of Sag Harbor Cove and features a private dock equipped with a jet ski lift, accommodating multiple boats for convenient access to the Village and the Bay. The charming nautical-themed cottage boasts a charming eat-in kitchen with a tin ceiling, a cozy living room with a fireplace, 3 bedrooms, 2 bathrooms, a detached garage, and a covered deck and patio - ideal for relaxing and enjoying the expansive water views. Explore the potential of this extremely rare, double-wide waterfront opportunity, just a mile from Sag Harbor Village's year-round activities. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

210 Redwood Road, Sag Harbor

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