Sag Harbor New York homes for sale starting at Fifty Thousand Dollars

$3,795,000 - Sag Harbor, NY

1739 Millstone Road Sag Harbor, NY - 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 & 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.

$3,750,000 - Sag Harbor, NY

19 Walker Avenue Sag Harbor, NY - At the heart of the historic waterfront neighborhood of Azurest in Sag Harbor Village sits this brand new, light-filled, expertly crafted Modern on a sunny .29 AC lot. The six bedroom, five and a half bath home sprawls over 3000 square feet plus an attached one-car garage. The aesthetic here is bright and beachy: contemporary finishes, clean lines, and great attention to detail throughout. The bedroom level has four ensuite bedrooms, while the upper level stuns with a knockout primary suite and a massive open great room for the trifecta effect: all your living, dining, and entertaining have an ideal, easy flow. A custom chef's kitchen with induction cooking and Plain and Fancy cabinetry opens to the living area. There are custom built in closets in the master bedroom and entryway with abundant organized storage. Bathrooms feature custom marble and glass tiles with Rohl plumbing fixtures. Downstairs, the expansive foyer level possesses its own bedroom and bath plus a flexible recreation space. The outdoor experience beckons with a heated Gunite pool, expert landscaping and plenty of patio space for entertaining. This coveted neighborhood has its own private beach right on Sag Harbor Bay, a sparkling jewel in any season, plus quick access to Sag Harbor's restaurants, shops, cultural destinations and historic sites, as well as beautiful, popular Havens Beach. Checks all the Village boxes: Ready for immediate occupancy.

$3,725,000 - Sag Harbor, NY

1224 Brick Kiln Road Sag Harbor, NY - Welcome to 1224 Brick Kiln, an unparalleled 4-bedroom, 3.5-bathroom estate exuding luxury and seclusion. Nestled on a sprawling 6.2-acre private compound, this residence is a sanctuary of tranquility, offering an oasis just minutes from the lively Sag Harbor Main Street and the picturesque Mashashimuet Park. As you approach the residence, a winding circular driveway welcomes you, featuring ample parking space equipped with an EV home-supercharge setup. The grandeur continues as you step inside the double entrance doors, greeted by a captivating three-story cantilevered ceiling living room. The sleek slate fireplace and elegant five-columned design create an ambiance of sophistication and warmth. Boasting a spacious and well-thought-out floor plan spanning approximately 5,000+ sq.ft, including a lower level ready for your personal touch, this estate is designed for comfort and versatility. Entertaining is a delight with the beautiful bricked terrace, heated pool, and newly laid Har-Tru tennis court, all accessible through the living room or master suite's four French doors. The large country kitchen, equipped with all-new stainless-steel appliances, is a culinary haven for creating masterpieces. The impressive master bedroom suite offers a marble bath, separate shower stall, and Jacuzzi tub, providing the ultimate sanctuary for rest and rejuvenation. Embrace the serene lifestyle as you enjoy picturesque sunsets over your very own wooded 6+ acres personal reserve, delivering an unmatched sense of privacy. With its central location to parks, shopping, harbor, and beaches, this Sag Harbor estate offers a rare opportunity to experience luxury living in perfect harmony with nature. Recently Issued a brand new certificate of occupancy with the Town of Southampton.

$3,650,000 - Sag Harbor, NY

2761 Deerfield Road Sag Harbor, NY - Custom built contemporary residence in Sag Harbor nestled at the end of a serene drive off Deerfield Road, this light-filled property offers an exceptional blend of luxury, comfort, and modern design. There is a main residence and pool cottage/accessory structure on the property with a total of 3 bedrooms, all en-suite, 4 baths, and one half bath. The main house features three en-suite bedrooms, a completely updated kitchen with top-of-the-line appliances (Sub-Zero and Wolf), a welcoming dining area, and a living room with a wood-burning fireplace. The primary suites, one upstairs and one on the main level, offer stunning views, with the main level suite opening to the pool area flanked by gorgeous landscaping. The upstairs suite has a spacious balcony overlooking the property. The pool cottage/accessory structure includes a pantry complete with Miele refrigerator, dishwasher and washer/dryer, large living room, office and full bath. The interior is professionally decorated, enhancing the home's sleek, clean look and modern architecture, with handcrafted Terrazzo tiles adding elegance. The open floor plan, with walls of glass, provides breathtaking views of the 2.61-acre grounds, creating a seamless indoor/outdoor lifestyle. The meticulously landscaped and lush grounds, featuring over 150 hydrangeas, include a heated, salt-water pool, outdoor shower, Har-Tru tennis court, and an attached garage. Located minutes from Sag Harbor Village, this property offers easy access to both Sag Harbor and Bridgehampton, as well as the ocean beaches., Additional information: ExterioFeatures:Tennis,Interior Features:Lr/Dr,Marble Bath

$3,295,000 - Sag Harbor, NY

221 Redwood Road Sag Harbor, NY - Welcome to this stunning, newly renovated contemporary home in the desirable Redwood section of Sag Harbor Village. Thoughtfully designed with modern amenities and luxurious finishes, this two-story residence offers 4 spacious bedrooms and 3.5 bathrooms, including a first-floor primary suite with a luxurious en-suite bath featuring radiant heated floors and an upstairs primary suite with a walk-in closet, balcony, and captivating water views. The elegant bathrooms showcase Waterworks fixtures and tiles, while the gourmet kitchen boasts premium appliances, marble countertops, and custom cabinetry. Enjoy year-round comfort with central A/C, a new smart heating system. The home's stylish exterior features cedar siding, a galvanized steel roof, all-new windows, and a beautifully landscaped blue stone backyard with an 8x40 pool, perfect for outdoor entertaining. Additional highlights include a cozy wood-burning fireplace, California closets, a tankless hot water heater, 1 car garage, town water and gas, and an irrigation system. This exceptional property perfectly blends style, comfort, and functionality, offering the best of Sag Harbor Village living.

$2,995,000 - Sag Harbor, NY

67 Suffolk Street Sag Harbor, NY - Beautifully updated historic home ideally located in the Village of Sag Harbor, moments away from downtown shops and restaurants. Ocean and bay beaches are just a short drive away. First floor includes a custom kitchen and dining for 8, 2 large living spaces with plenty of seating and a powder room. The second floor has 3 bedrooms and 2 full baths. As well as a dedicated office balcony looking over the living room. Originally built in 1890, history and character surround the property and the street. Outdoors is beautifully landscaped with a gunite pool, a deck with lounge seating, and a two-car driveway.

$2,995,000 - Sag Harbor, NY

45 Coves End Lane Sag Harbor, NY - Find the elevated essentials of Hamptons living on a quiet cul-de-sac street and abutting 37-acre reserve with water access, moments from Sag Harbor Village. Sited on over half an acre of irrigated grounds with perimeter fencing for privacy, this beautiful home boasts 2,752 +/- sq. ft. of living space with 3 bedrooms, 2.5 baths, and an attached 2-car garage. The interiors beam with new hardwood floors and natural light from bay windows and sliding glass doors that lead to the back patio. The great room has tall 15' ceilings and is anchored by a wood-burning fireplace. Perfect for elegant meals at home with a sunny dining room and eat-in kitchen with stainless steel appliances and travertine floors. Bedrooms are all well-sized and ready to accommodate loved ones and guests with a large ensuite primary with a walk-in closet. Enjoy easy indoor-outdoor living with beautifully manicured grounds, highlighted by an expansive 38'x18' heated gunite pool, spa with a surrounding patio for sun lounging, and an outdoor shower for washing off after days on the water. Enviable everyday adventures await in Sag Harbor Village with charming boutiques, marinas, elevated dining, and cultural experiences.

$2,995,000 - Sag Harbor, NY

16 Redwood Road Sag Harbor, NY - Welcome to Bramble House, a Sag Harbor Village historic cottage with a heated Gunite pool just seconds from Baron's Cove, the Beacon and the center of town. Built in the 1800s by John Bramble, a son of the Revolution, this 3 bed, 3 bath, 1,500 square feet home sits on a large Village lot and has been renovated and updated by the founders of Ash, an AD100 design firm. The main floor features a stunning double-height kitchen, originally a butcher shop floated over from North Haven, with a decorative wood-burning stove and seating for 6. There is a separate dining room, mud room with laundry, and a loungey living space with windows of striking leaded glass, salvaged from a Manhattan church. The grounds are gorgeously landscaped for visual enjoyment and privacy. There is a very sweet deck with a pergola amongst gardens, perfect for al fresco dining and entertaining. There is also a potential accessory structure with a bathroom, making it a great studio, workspace, or pool house. Enjoy the coveted Redwood community with access to kayaking, canoeing and paddle boarding. This property also has a robust rental history. Don't let this opportunity slip away.

$2,799,000 - Sag Harbor, NY

39 Hamilton Street Sag Harbor, NY - Welcome to 39 Hamilton Street, a true gem nestled in the heart of Sag Harbor Village. This stunning residence boasts three spacious bedrooms and two full-size bathrooms, each designed with an elegant touch. The home is a perfect blend of comfort and luxury, featuring high-quality finishes and a well-thought-out layout that maximizes both space and natural light. This home was thoughtfully remodeled by a very special builder RAY ROMANO CONTRACTING. The house is a haven of tranquility, offering a perfect retreat from the hustle and bustle of everyday life. The kitchen, equipped with top-tier appliances, is a chef's dream, offering ample space for culinary creativity. The living area is a perfect spot for both relaxation and entertainment, with its inviting atmosphere and abundant natural light. The outdoor space is equally impressive, featuring a well-manicured lawn and a spacious patio, perfect for alfresco dining or simply enjoying the serene surroundings. This home truly offers a unique blend of indoor and outdoor living. But the allure of this property extends beyond its walls. Located in the vibrant community of Sag Harbor, it's just a stone's throw away from a plethora of local amenities. From quaint local shops and gourmet dining options to stunning parks and recreational facilities, everything you need is within easy reach. This community is known for its friendly, welcoming atmosphere, making it a perfect place for anyone looking for a sense of belonging. With its rich history and cultural diversity, Sag Harbor offers a unique lifestyle that is hard to find elsewhere. 39 Hamilton Street is more than just a house; it's a lifestyle. Enjoy life in this beautifully updated traditional home in Sag Harbor, located in close proximity to both the Village Center and Havens Beach. Inside, you'll find rustic, beamed ceilings along with top-of-the-line finishes throughout, including a gourmet kitchen and high-end appliances. Multiple glass doors across the back of the home open wide for seamless indoor/outdoor living in fine weather. Enjoy the backyard complete with a heated gunite pool - the perfect spot for summertime entertaining. There's even a rooftop deck with seating and a putting green! Located just a few blocks from the restaurants, shops, and other delights of Main Street and a short walk to Havens Beach, this property offers the best of Hamptons living. Don't miss out on this opportunity to own a piece of Sag Harbor's charm. Come and see for yourself what makes this property a truly special place to call home., Additional information: Appearance:Excellent,Interior Features:Lr/Dr

$2,750,000 - Sag Harbor, NY

10 Maunakea Street Sag Harbor, NY - Experience effortless Hamptons living at 10 Maunakea Street, a fully renovated and impeccably styled home in North Haven. Just under a mile from Sag Harbor Village and moments from Foster Memorial Beach, this super chic property is the ultimate summer haven. The interior boasts 4 spacious bedrooms, 2.5 bathrooms, and a brand-new custom kitchen-perfect for entertaining in style. Outdoors, enjoy a private retreat with a heated saltwater pool, a sleek patio, and a brand-new screened in porch that seamlessly connects to the kitchen, offering a perfect indoor-outdoor flow. North Haven adds to the allure with community amenities, including a playground, basketball and tennis courts (permit required), and scenic trails through the Stock Farm Preserve, just behind Village Hall. This turnkey property blends sophisticated design with unbeatable convenience, making it a must-see for the ultimate Hamptons lifestyle!

Sag Harbor, New York listings for sale

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