USD 2,275,000

Welcome to your dream home just minutes away from Sag Harbor Village and the bay! The main level boasts a grand double-height living room and formal dining room, perfect for entertaining guests in style, while the kitchen features a breakfast room adjacent to the cozy den with fireplace and three-season room. The first-floor primary suite offers convenience and direct access to the pool, and an additional guest bedroom could also be the perfect office. Upstairs, a large landing provides a serene space for guests to unwind before bed, leading to a junior suite and two additional guest bedrooms. The partially finished lower level is an entertainment haven, featuring a pool table and a media room for movie nights, and plenty of potential to finish the rest of the level. Outside, the expansive decking provides the perfect setting for outdoor dining and lounging, surrounded by beautifully landscaped grounds. Dive into relaxation in the large heated pool, ideal for enjoying sunny days with loved ones. Plus, the attached 2-car garage and large semi-circular driveway offer ample parking.

5 bd

4,171 sqft

Sag Harbor

USD 1,995,000

Discover a charming, recently renovated 2-bedroom, 2-bath retreat set on 0.34 acres, located just a mile from Sag Harbor Village. With 912 square feet of inviting living space, this home offers hardwood floors, central AC, and a full basement, seamlessly blending comfort with style. Step outside to your private oasis, where tranquil decks, lush landscaping, and an outdoor shower provide the perfect backdrop for relaxation. Enjoy proximity to the vibrant shops, restaurants, and cultural attractions of the village while savoring the peace of your own sanctuary. Whether you cherish this home as it stands or envision expanding it to 4,500 square feet across three levels—with plans for 6 bedrooms, 5 baths, and a gunite pool (permits pending Health Board approval)—the potential here is boundless. Priced to sell, this property invites you to imagine, create, and enjoy. Features: - SwimmingPool

2 bd

973 sqft

Sag Harbor

USD 4,795,000

Nestled on a serene cul-de-sac lane in Sag Harbor, this stunning modern home is set for completion in Spring 2025. Just moments away from the picturesque Long Beach, the vibrant Sag Harbor Village with its incredible amenities, and the charming villages of Bridgehampton and East Hampton, this residence offers the perfect blend of tranquility, convenience, and new construction. Spanning 0.99+/- acres, the property features a heated gunite pool, fantastic outdoor lounging areas, outdoor kitchen, outdoor shower, and a well-designed landscape creating a relaxing outdoor oasis. The home itself features a total of 6 bedrooms, 5 full bathrooms, and 1 half bath, encompassing approximately 5,824 square feet of exquisite interior space, including a finished walkout lower level. The first floor is designed for both comfort and entertaining, with the foyer flowing into the open-concept floor plan including a living room, dining room, and a stunning designer kitchen. The kitchen is serviced by a substantial butler's pantry. Additionally, the first floor includes two bedrooms, a full bath, and a half bath, offering convenience and privacy for guests. On the second floor, the spacious primary bedroom serves as a luxurious retreat, accompanied by two en-suite bedrooms. An additional loft space on this floor is a perfect, cozy sitting area. The fully finished lower level adds even more versatility to the home, featuring another bedroom, a full bath, and bonus room (well suited as either a bedroom or gym). This level also includes an expansive laundry room, a family room, and access to the garage. This exceptional project is currently underway, with a projected completion date of Spring 2025. New, state-of-the-art, 5-bedroom home in the vibrant Sag Harbor area

6 bd

Sag Harbor

USD 1,250,000

Perfect Hampton location! Northampton Colony has a centrally located lot with all necessary permits and approvals in place. White sandy beaches, Northampton Yacht Club and John B Wilkens Marina are just a few exclusive extras this community offers its owners. The lot is partially clear and has electric established on it.

Sag Harbor

USD 3,295,000

Welcome to this exquisite residence that has recently undergone a comprehensive renovation, elevating it to the standards of new construction. Nestled on a sprawling 0.53-acre lot, this stunning home boasts an impressive 3,540 square feet of thoughtfully designed living space, featuring six spacious bedrooms and four luxurious baths. As you step inside, you are greeted by an abundance of natural light that fills every corner of the home. The three meticulously crafted levels offer a harmonious blend of comfort and sophistication. The grand two-story living room captivates with its soaring arched ceilings and a beautifully appointed fireplace framed by symmetrical windows, seamlessly transitioning into a cozy sitting area that invites relaxation. The expansive first-floor layout is designed for effortless living and entertaining. The gourmet kitchen is a chef's dream, outfitted with state-of-the-art appliances and surrounded by custom-built wooden cabinetry that exudes a warm Scandinavian aesthetic. Adjacent to the kitchen, the elegant dining area features sliding doors that open to a beautifully landscaped yard, showcasing breathtaking views of the glistening pool. On this level, you will also discover two additional well-appointed bedrooms and a full bath, catering to guests or family members. Ascend to the second floor, where the primary bedroom suite awaits, offering a serene sanctuary complete with a stunning bathroom featuring an oversized shower, a luxurious soaking tub, and an expansive custom walk-in closet. This level is further enhanced by a spacious junior bedroom suite with its own en-suite bathroom. The finished lower level presents an abundance of additional space, including a large media area/playroom and two more bedrooms, complemented by a full bathroom and multiple custom closets for ample storage. A dedicated laundry area adds to the convenience of this home. Step outside to your private backyard oasis, where a 15x36 heated gunite saltwater pool awaits, surrounded by a gorgeous custom granite patio. Enjoy the outdoor shower, expansive mahogany decking, and a designated BBQ area, perfect for entertaining or relaxing in the sun. This exceptional home is equipped with a state-of-the-art Sonos surround sound system and a comprehensive security alarm, ensuring comfort and peace of mind. Ideally located near the charming Sag Harbor village, you can access exquisite dining options, boutique shopping, and vibrant galleries. For outdoor enthusiasts, marinas, golf courses, and scenic parks are just a short distance away, while the breathtaking sunsets at Long Beach are a must-see. Whether you're drawn to the allure of village charm or the excitement of outdoor adventures, this remarkable location truly offers the best of both worlds.

6 bd

3,539 sqft

Sag Harbor

USD 22,000,000

Introducing a once in a once-in-a-lifetime opportunity to own a premier waterfront property in the Historic village of Sag Harbor. This exceptional and unique compound with amazing sunset views is anchored by a historically significant main house dating back to 1800, incredibly restored and modernized by master designer Steven Gambrel; 5300 square feet including waterfront guest house; beautiful stone barn dining pavilion; heated gunite pool, plus a deep water dock. The main house features a double-height living room with wood burning fireplace, an exquisite chef's kitchen, a sophisticated paneled library, a front parlor, four ensuite bedrooms, incredible entertaining areas with a perfectly appointed covered bluestone patio overlooking the heated gunite pool, and rolling lawn to the water. Separate garage. It's an ideal location on almost full acre situated just a couple of blocks to the idyllic Main Street of Sag Harbor, along with deep-water Marinas, the best restaurants, art galleries, and cultural attractions, epitomizing the Perfect Hamptons lifestyle. Totally pristine and turn key designer masterpiece! Ready for summer occupancy!

5 bd

5,300 sqft

Sag Harbor

USD 1,550,000

The Ezekiel Payne House in Sag Harbor Village is a rare piece of 19th-century architecture just steps from Main Street, Captain's Row, and scenic Long Wharf. This Gothic Revival gem features four bedrooms and two baths across 1,500 square feet, complete with original details like wide plank floors and period fireplaces in the parlor and upstairs bedroom. Named for its original owner, Ezekiel Payne, a whaler and tavern owner from the 1800s, the house represents an iconic part of the maritime history that defines Sag Harbor Village. Located in the heart of one of America's most picturesque towns, this property is prime real estate for Hamptons tourism. The location offers easy access to dining, shopping, marinas, and bay beach

4 bd

1,515 sqft

Sag Harbor

USD 4,700,000

Welcome to 93 Redwood Road, nestled in the highly coveted Redwood enclave of Sag Harbor Village. This stunning 4,300-square-foot home, set on a spacious half-acre lot, boasts truly captivating year-round water views. Upon entering, you are greeted by an inviting foyer that leads to a beautifully designed open-concept living space. The great room, featuring a cozy fireplace and a chic wet bar, flows seamlessly into the sunlit eat-in kitchen, complete with a large pantry. From here, glass doors lead directly to expansive poolside and dining decks, ideal for entertaining or simply soaking in the serenity of your surroundings. On the ground floor, you'll also find a well-appointed junior primary suite with a walk-in closet, and a stylish powder room. Upstairs, the primary suite is a luxurious retreat, featuring a spacious walk-in closet and a marble-clad bathroom with a double vanity, freestanding soaking tub, and a separate shower. The fully finished lower level, designed for relaxation and entertainment, has space for both a large media room and game table. It also includes an additional bedroom with a full bath and a quiet office space, perfect for work or study. The Costco devotee in you will appreciate the extra-large storage closet. The home is complemented by a sprawling yard, perfect for outdoor activities or future landscaping visions. In addition, a detached 2-car garage provides ample space for your land or water toys, and there's also an outdoor shower! Situated in a tranquil and picturesque setting, 93 Redwood Road provides the perfect backdrop for walking or biking and is just moments from the center of Sag Harbor Village. You'll enjoy easy access to waterfront marinas, boutiques, acclaimed dining, and rich cultural attractions. This is village living at its finest, with expansive water views right in the heart of Sag Harbor.

5 bd

4,300 sqft

Sag Harbor

USD 3,485,000

Trying to decide on the beach or the mountains? You can have BOTH with this bottom to top re-imagined, expanded and better than new... 5 en-suite bedroom gem in a coveted, convenient and quiet location in Sag Harbor. Minutes to both Sag Harbor Village and world-famous ocean beaches, this gorgeous upstate-like beach house was artfully and intentionally designed with gatherings, festivities and fun, top of mind. With design elements that bring the outside in, detailed landscaping views can be enjoyed from every window, and exterior architectural elements suggest a winter chalet. The heated industrial container pool is the main event in the backyard, (You can see though the side of the pool with a cool submarine window vibe!) but there is also a fire pit overlooking the backyard, raised deck by the container pool, and large patio for entertaining and relaxing. Designed for low maintenance and energy efficiency, the house features both a gas fireplace and a wood-burning stove, a Tesla charging station, and two tankless water heaters. This is the ultimate destination for Instgrammable moments and lifelong memories with friends and family. Comfortably nestled on the side of a sunny hill, and embraced by generational trees and signature landscaping, you'll find 4,325 SF of sun-drenched beauty to create memories of a lifetime. With 2 levels of living space, this open concept home has a central meeting place that embraces the professional kitchen with 15-foot quartz center island, stainless appliances, farm sink, sleek Restoration Hardware pendant lighting, dining and living areas with vaulted ceilings warmed by a toasty wood burning stove in the cooler months. Inviting warm gatherings, the aroma of fine food and drink, all can enjoy music, a favorite movie or sports event. The main level has 4 bedroom suites, 2 that open to the expansive patio area. The lower level has a large second living room with beautiful gas fireplace, extra room for gym or entertainment media, and 5th en-suite bedroom that walks out to the front yard area. Coming back from a day at the beach, enjoy the outdoor shower and a dip in the pool before getting the firepit ready for after dinner smores with family and friends. Whether you're looking for a luxury retreat or the ultimate rental investment, this property is perfect for creating a legacy and a lifestyle that blends glamour, nature, and style-all while offering a rare and unforgettable experience. Rich with unique style and handsome finishings, this is a destination where you'll count the days till your next visit home.

5 bd

4,237 sqft

Sag Harbor

USD 3,295,000

Nestled in an exclusive private waterfront community with direct beach access, this beautifully maintained home offers an idyllic Hamptons retreat. Set on a sprawling .92-acre lot, the property boasts soaring ceilings and abundant natural light streaming through a stunning wall of glass French doors, framing picturesque views of the landscaped grounds, heated pool, and multiple outdoor seating areas. The gourmet kitchen seamlessly flows into the dining and great room, anchored by a cozy wood-burning fireplace-ideal for gatherings. After dinner, unwind in the expansive living room by the second fireplace, creating a warm and inviting atmosphere. Two spacious guest bedrooms share a stylish bath, while the primary suite features a spa-like bathroom with dual vanities, a European-style tub, and generous closet space. The partially finished lower level offers potential for a home office, media room, and additional storage, with the possibility of adding a fourth bedroom. The community provides private beach access with stunning views of Peconic Bay, perfect for summer days or watching breathtaking sunsets. Outside, enjoy the heated pool, a surrounding patio for lounging, lush landscaping, and a two-car garage. Located just minutes from Sag Harbor's premier shopping and dining, this home embodies the best of coastal living. Experience the perfect balance of luxury, comfort, and convenience in this exceptional Hamptons escape.

3 bd

2,400 sqft

Sag Harbor

USD 1,895,000

USD 1,700,000

Welcome to Chestnut House. Located in the Pine Neck enclave of Sag Harbor moments to Circle Beach, Mill Creek and Peconic Bay. Offered fully furnished and turnkey to enjoy. A Pine Neck compound with a 865sf 2 bed 2 bath cottage, a 350sf pool house with full bath and a 14x24 ft pool surrounded by a verdant lawn shaded in vintage foliage. The cottage welcomes with an open and light filled living room w/ FP, dining and pass through kitchen to the primary suite and guest room. Outback the pool house is light filled and airy w/ wet bar and full bath. Enjoy the pool, outdoor shower and abundance of sunshine with western exposure. Live the Hamptons boating lifestyle and dock your boat 1 block away. The property includes a membership to Yacht Hampton boating club which includes a boat slip for up to 23' along w/ annual dues. It's time to make Chestnut House your own.

2 bd

1,209 sqft

Sag Harbor

USD 2,399,000

Beautifully renovated and updated 4 bedroom home abutting a 22 acre reserve with attached 2 car garage, heated saltwater pool, jacuzzi, outdoor shower and inviting sitting areas around the pool and the back patio nestled on a private setting accented with lush landscaping and expansive lawn. This quintessential beach house perfect for the Hamptons vacation goer that wants a turn-key home, chic and light-filled, with stunning new baths on a street with multi-million dollar homes. Close to Sag Harbor Village its shops restaurants, Wharf and Marinas, Foster Memorial Long Beach, Morton Wildlife Reserve, Bay Accesses for kayaking and paddle boarding, down the street from The Bridge Golf Club, Trout Pond Park and not far from Bridgehampton and white sandy ocean beaches. ***Substantial Opportunity*** Owner will build out expansion Plans; FINAL PRODUCT $4,950,000. CONTACT ME FOR DETAILS plans available and included with the home purchase. A must see opportunity! Listing ID: 912828

4 bd

Sag Harbor

USD 5,495,000

Imagine waking up to the serene sounds of gentle waves and the breathtaking beauty of the sunrise over the bay. Welcome to 38 Bay Avenue in Sag Harbor, NY-a rare gem set on 2.16 acres of pristine land with 450 feet of bay frontage. This property is not just a plot of land; it's a canvas for creating your dream coastal retreat. Designed by the renowned Ryan T Kesner Architects, the approved plans for this estate envision a luxurious 5-bedroom, 7-bathroom home sprawling over 5,266 square feet of meticulously designed interior living space, complemented by over 6,000 square feet of stunning exterior space. Imagine entertaining guests in the expansive living area on the first floor, which boasts 2,976 square feet of open-plan living space with soaring 10-foot ceilings, flowing seamlessly onto 1,641 square feet of decks and porches. Picture warm summer days by the 705-square-foot pool, perfectly situated for both relaxation and recreation. The second floor continues the theme of spacious elegance with 2,290 square feet of living space and an additional 953 square feet of outdoor decks, providing ample room for family and guests to enjoy the panoramic bay views. And for those who seek a truly unparalleled perspective, the 360-degree roof deck offers 2,555 square feet of outdoor living space, where the vistas of Sag Harbor are yours to enjoy from sunrise to sunset. But the allure doesn't stop there. The basement level, while not included in the primary living space calculations, adds an impressive 3,500+ square feet of additional space with 9 and a half foot ceilings. This includes a 636-square-foot two-car garage, a 270-square-foot lower lobby and elevator room, a 184-square-foot outdoor lobby, and a 588-square-foot bayside recreational area. With three storage areas totaling over 2,300 square feet, you'll have all the room you need for kayaks, paddleboards, and other outdoor equipment. Plus, a 455-square-foot bayside patio area invites you to create unforgettable memories by the water's edge. Every detail of this home has been carefully considered to meet AE 6 flood zone building codes, ensuring not only luxury but also safety and durability. 38 Bay Avenue is more than a property; it's an opportunity to craft a lifestyle of elegance, tranquility, and connection to nature. Come, build your dream on the bay, and let the story of this exquisite home unfold with your unique vision. Features: - SwimmingPool

Sag Harbor

USD 4,295,000

Welcome to your dream home in the heart of Sag Harbor Village! This brand-new custom construction masterpiece spans an impressive 4,500 square feet across three sun-drenched levels, offering the ultimate in modern luxury and comfort. Nestled on a serene .30-acre lot, this home boasts six spacious bedrooms, six and a half luxurious baths, and elegant oak floors throughout. As you step inside, you are greeted by an open-concept design that features dramatic double-height ceilings, bathing the space in natural light from the sliding glass and French doors. The stunning custom white oak staircase with glass railings is a centerpiece, exuding sophistication and style. The first floor welcomes you with a living room that showcases a dramatic double-height ceiling, centered around a wood-burning fireplace adorned with a custom Calacatta marble surround. A custom wet bar with quartz countertops, a backsplash, waterfall sides, and a wine cooler enhances the space, perfect for entertaining. French doors lead you to a charming side garden, adding to the home's allure. A convenient powder bath and an en-suite junior master bedroom with a luxurious bathroom featuring frameless shower glass doors and porcelain tiles complete this level. The custom kitchen is a chef's delight, equipped with high-end Wolf appliances, a Sub-Zero fridge/freezer, and a Bosch dishwasher. The quartz countertops, waterfall sides, and full backsplash add a touch of elegance. A separate butler's pantry with a full-size sink, quartz countertops, and custom cabinetry ensures ample storage and prep space. The adjacent laundry room, featuring a full-size utility sink, custom cabinetry, quartz countertops, and a GE stacked washer/dryer, provides practicality and convenience. Step outside to the covered veranda overlooking the heated gunite pool. This outdoor oasis is designed for relaxation and entertainment, featuring an electric fireplace, outdoor TV readiness, custom louvre shutters, remote-controlled ceiling fans, and a BBQ area. The second floor offers three beautifully appointed bedrooms and three baths, divided into two separate wings. One wing features two en-suite bedrooms connected by a dramatic glass walkway leading to the master bedroom. The master suite is a true retreat, with a vaulted ceiling, custom closet cabinetry, and glass sliding doors opening to a mahogany deck overlooking the pool area. The lower level is a haven for entertainment and relaxation, with large format porcelain tile flooring throughout. It includes two additional bedrooms, two baths, and a spacious family room featuring a gas fireplace with a custom white marble surround. Custom built-in cabinetry with quartz countertops and a beverage cooler enhance the space. A versatile 14x17 flex room is ready to serve as a gym, office, or playroom, with sliding doors providing easy access to the garden and pool area. This exceptional home is equipped with four zones of heating and cooling, a full security system with Google Nest cameras and thermostats, and an outdoor shower. The detached one-car garage and meticulous landscaping complete this exquisite property, making it the perfect sanctuary for modern living in Sag Harbor Village. Features: - SwimmingPool - Alarm - Air Conditioning

6 bd

4,500 sqft

Sag Harbor

USD 7,650,000

Stunning new construction situated on a 1.60+- acre flag lot near the village of Sag Harbor, across from Little Peconic Bay. In a completely private, tranquil setting, this modern traditional style home features 7 bedrooms, 9 full and 2 half bathrooms, and a total of 5,355 square feet of living space. The main level features a double-height foyer leading to a great room with an open kitchen, living room, and family room with a fireplace. A separate dining room caters to formal occasions. A spacious junior suite is also featured on the 1st floor as well as a mudroom, pantry, and dedicated laundry room. On the second level, a grand primary suite features a fireplace and a large luxurious bath. 4 additional en-suite guest bedrooms are also included as well as a 2nd dedicated laundry room. This magnificent property also includes a 360-degree circular driveway, an attached 2-car garage, a heated gunite pool with a pool shelf, a spa, a bluestone patio, and an extensive deck for entertaining. Permits for a tennis court are included.

7 bd

Sag Harbor

USD 3,995,000

This classic Hamptons residence combines the most preferred traditional and modern design and architectural elements to maximize comfort, convenience, and space. The new Sag Harbor home offers 3,724+/- sf of living space on the first and second floors including 5 bedrooms, 5 and one-half baths, complemented by a finished 1,563+/- sf lower level with 1 additional bedroom, one and one-half baths, laundry, wine closet, entertainment room with walk-out access and a gym. The open floor plan features a beautiful gourmet kitchen with Wolf range, Sub-Zero refrigerator, an oversized island with sink, dishwashers and bar area, a wine cooler, and custom cabinetry, open to the family room and dining area. Running nearly the length of both the kitchen and family room is the stunning, custom, 24' ft wide Eagle sliding door that opens to a terrace and swimming pool area. An entertainer's paradise, the first floor is completed by a living room with a sleek double-sided 72' fireplace and a bedroom with en suite bath. Up a modern, floating staircase, the second floor offers 2 well-appointed guest bedrooms and a luxurious master suite. Occupying the entire left wing, the exceptional master suite includes a stunning marbled master bath with heated floors, a dressing room, and a private outdoor terrace accessed by 16+/- ft custom Marvin sliders. This showcase home is set on a sprawling 1.70+/- acres in a private Sag Harbor location. Near to both Sag Harbor and Southampton Villages, Long Beach, marinas, golf courses, beautiful parks, and nature reserves. A perfect new home in a perfect Hamptons location.

6 bd

Sag Harbor

USD 6,395,000

12.35 +/- Acres of beautiful rolling land with at least two lots. House can be updated or make room for new build

Sag Harbor

USD 9,695,000

Imagine waking up to the serene sounds of gentle waves and the breathtaking beauty of the sunrise over the bay. Welcome to 38 Bay Avenue in Sag Harbor, NY—a rare gem set on 2.29 acres of pristine land with 450 feet of bay frontage. This property is not just a plot of land; it's a canvas for creating your dream coastal retreat. Designed by the renowned architect Ryan T Kesner, the approved plans for this estate envision a luxurious 5-bedroom, 7-bathroom home sprawling over 5,266 square feet of meticulously designed interior living space, complemented by over 10,000 square feet of stunning exterior space. Imagine entertaining guests in the expansive living area on the first floor, which boasts 2,976 square feet of open-plan living space with soaring 10-foot ceilings, flowing seamlessly onto 1,641 square feet of decks and porches. Picture warm summer days by the 705-square-foot pool, perfectly situated for both relaxation and recreation. The second floor continues the theme of spacious elegance with 2,290 square feet of living space and an additional 953 square feet of outdoor decks, providing ample room for family and guests to enjoy the panoramic bay views. And for those who seek a truly unparalleled perspective, the 360-degree roof deck offers 2,555 square feet of outdoor living space, where the vistas of Sag Harbor are yours to enjoy from sunrise to sunset. But the allure doesn't stop there. The basement level, while not included in the primary living space calculations, adds an impressive 3,500+ square feet of additional space. This includes a 636-square-foot two-car garage, a 270-square-foot lower lobby and elevator room, a 184-square-foot outdoor lobby, and a 588-square-foot bayside recreational area. With three storage areas totaling over 2,300 square feet, you'll have all the room you need for kayaks, paddleboards, and other outdoor equipment. Plus, a 455-square-foot bayside patio area invites you to create unforgettable memories by the water's edge. Every detail of this home has been carefully considered to meet AE 6 flood zone building codes, ensuring not only luxury but also safety and durability. 38 Bay Avenue is more than a property; it’s an opportunity to craft a lifestyle of elegance, tranquility, and connection to nature. Come, build your dream on the bay, and let the story of this exquisite home unfold with your unique vision. Features: - Satellite TV - SwimmingPool - Air Conditioning

5 bd

5,266 sqft

Sag Harbor

USD 5,250,000

USD 4,975,000

Set on nearly an acre of sprawling land on the shores of the protected waters of Morris Cove in Sag Harbor Village, this renovated 3000SF modern home has so much to offer: breathtaking water views from nearly every room, a sparkling waterside pool, a lush backyard with koi pond, and a dock that can accommodate a 28' boat. Inside, you'll love the open, light-filled floor plan with multiple living spaces, chef's kitchen, a sophisticated primary suite with balcony overlooking the cove, and 4 additional guest bedrooms. This home is your launchpad for the waterfront lifestyle you've always wanted. whether boating, kayaking, paddle boarding or jet skiing is your thing, this house lets you have it all. And if you need more space? There's plenty of room to expand. Best of all, the center of Sag Harbor Village awaits: shops, restaurants, theater and cinema, workout options, beautiful parks, and serene bay beaches are all a stone's throw away.

5 bd

2,956 sqft

Sag Harbor

USD 6,395,000

An Idyllic winding drive leads to a tranquil setting for this fabulous 5 Bedroom 4.5 Bath Sag Harbor home with attached garage and pool situated on a beautifully landscaped rolling 9.71+/- acres. Enter the double-height entry, and you will be impressed with the central stairs, formal Dining room and parlor. Fabulous eat-in kitchen, large pantry and den overlook the backyard to the gunite pool. Upstairs you will find the ample-sized primary suite with two walk-in closets. 3 more guest rooms and two baths round out the second floor. Make this beautiful home your own or start fresh! Wont last! Adjacent 2.64 acre buildable lot available to keep pristine or build out!

5 bd

5,025 sqft

Sag Harbor

USD 9,695,000

Imagine waking up to the serene sounds of gentle waves and the breathtaking beauty of the sunrise over the bay. Welcome to 38 Bay Avenue in Sag Harbor, NY—a rare gem set on 2.29 acres of pristine land with 450 feet of bay frontage. This property is not just a plot of land; it's a canvas for creating your dream coastal retreat. Designed by the renowned architect Ryan T Kesner, the approved plans for this estate envision a luxurious 5-bedroom, 7-bathroom home sprawling over 5,266 square feet of meticulously designed interior living space, complemented by over 10,000 square feet of stunning exterior space. Imagine entertaining guests in the expansive living area on the first floor, which boasts 2,976 square feet of open-plan living space with soaring 10-foot ceilings, flowing seamlessly onto 1,641 square feet of decks and porches. Picture warm summer days by the 705-square-foot pool, perfectly situated for both relaxation and recreation. The second floor continues the theme of spacious elegance with 2,290 square feet of living space and an additional 953 square feet of outdoor decks, providing ample room for family and guests to enjoy the panoramic bay views. And for those who seek a truly unparalleled perspective, the 360-degree roof deck offers 2,555 square feet of outdoor living space, where the vistas of Sag Harbor are yours to enjoy from sunrise to sunset. But the allure doesn't stop there. The basement level, while not included in the primary living space calculations, adds an impressive 3,500+ square feet of additional space. This includes a 636-square-foot two-car garage, a 270-square-foot lower lobby and elevator room, a 184-square-foot outdoor lobby, and a 588-square-foot bayside recreational area. With three storage areas totaling over 2,300 square feet, you'll have all the room you need for kayaks, paddleboards, and other outdoor equipment. Plus, a 455-square-foot bayside patio area invites you to create unforgettable memories by the water's edge. Every detail of this home has been carefully considered to meet AE 6 flood zone building codes, ensuring not only luxury but also safety and durability. 38 Bay Avenue is more than a property; it’s an opportunity to craft a lifestyle of elegance, tranquility, and connection to nature. Come, build your dream on the bay, and let the story of this exquisite home unfold with your unique vision. Features: - Air Conditioning - Satellite TV - SwimmingPool

5 bd

5,266 sqft

Sag Harbor

USD 2,650,000

Sheltered on two sides by a conservation reserve, this charming 3-bedroom traditional in the heart of Sag Harbor Village has all the conveniences of village living with the benefit of remarkably rare privacy. Preserving the original front façade dating to 1890, the home was completely rebuilt in 2008 to merge modern building techniques with classic features like wide plank hardwood floors from a reclaimed antique barn. The main level entry hall with powder room leads past two guest bedrooms with a shared bath to the living room with gas fireplace, open kitchen with dining area, and mudroom. A gabled clerestory window bathes the kitchen and dining area in natural light. Upstairs, the spacious primary suite has a sitting area, office space, and bright bathroom with a walk in marble shower with dual shower heads and ledge seating. The rear sun deck and grilling patio profit from unspoiled views of the adjacent bird sanctuary. A garage and potting shed complete the property. With a coveted address on a street with few offerings, this is a rare opportunity to own a home abutting preserved woodland in the heart of Sag Harbor Village.

3 bd

2,228 sqft

Sag Harbor

USD 2,325,000

Discover the epitome of value in Sag Harbor with this custom-built, traditional-style home, a testament to grand scale and natural light. Situated on over an acre and bordering reserve for complete privacy, with three full levels of incredible potential. Step into the grand foyer that leads to the expansive living room with double-height ceilings and windows, and massive fireplace. The adjacent dining area overlooks the pool, while the custom kitchen around the corner features a professional range, beautiful ceramic tiles, and a bright breakfast room. A guest suite completes the first level, while the spacious primary suite with fireplace and sitting room upstairs is accompanied by an additional guest bedroom. There's also a loft and bonus room making up the third level. Outside, you'll enjoy entertaining on the nearly 360º wraparound porch and decking surrounding the pool. Mature trees and landscaping offer privacy from neighbors as all ages can enjoy frolicking on the beautiful lawn. Finally hosting would not be complete without ample parking, which you are afforded with the semi-circular driveway.

3 bd

3,814 sqft

Sag Harbor

USD 2,395,000

Nestled on a peaceful cul-de-sac in Sag Harbor, this beautiful traditional-style home offers a perfect blend of comfort, elegance, and outdoor enjoyment. Featuring 3 spacious bedrooms and 4 full baths, this residence is thoughtfully designed with an open layout, hardwood floors, and abundant natural light throughout. The property boasts a heated gunite pool for warm summer days, along with a detached two-car garage and a finished lower level, providing extra living or entertainment space. Enjoy cozy evenings by the fireplace in the great room, which is filled with light and perfect for relaxing or entertaining. One of the standout features of this property is its deeded water access, allowing for kayaking, paddle boarding, or rowing out to a mooring-ideal for those who love the water. Located minutes from Sag Harbor's vibrant village, shops, and dining, this home is the perfect retreat for enjoying all that the Hamptons has to offer.

3 bd

2,000 sqft

Sag Harbor