ML# :3549081   Watchcase Townhouse This Pristine 4 bedroom, 3 1/2 bath townhouse is set within the historical building and grounds of The Watchcase Condominium. The 3000+ sq ft home w/ 1000+ sq ft terrace offers the full condominium amenities available to its residents and guests. From the Sage Street entrance, the open-plan chef’s kitchen offers a casual & sunny dining spot, leading to a formal, marble-accented dining area and then directly onto the private roof terrace. Original Steven Gambrel kitchen and bathroom details inspired by the historical factory building pepper the home, whilst a neutral & sophisticated color palette is layered with the combined textures of luxurious designer furnishings, curated antiques, and art, creating an effortlessly chic & sophisticated home. The private elevator offers convenient access to every floor, from the garage to the three upper living levels. Sonos speakers, Smart TVs, high-end bed linens, and Egyptian cotton towels offer luxury details, with finished designer closets in all bedrooms continuing the Boutique experience. Step outside to the privacy of a secluded & sunny 1000+ sq ft terrace, designed with the intent of maximizing outside living and entertainment with gas grill, refrigerator and wet bar surrounded by potted herbs, clipped shrubs and Summer flowers. Back stairs lead you to the landscaped pool area with heated 64’ x 22’ saltwater Gunite pool. Full gym includes cardio & weight machines, free weights & stability balls with a secondary room offering peloton bike, kettle bells, mats and resistance bands. The Club House additionally offers a sauna, complimentary towels, and water . The quiet, but central location of 2 Sage Street is surrounded by chic antique & lifestyle stores, with fine dining options, such as the American Hotel and Tutto il Giorno, to the more casual Harbor Market or Ivy Coffee at Sage and Madison just minutes away in Sag Harbor Village. Havens & Long Beach within short driving or biking distance. bands.

ML# :3509652   Are you dreaming of experiencing the luxurious lifestyle of the Hamptons? Look no further than 17 Milton, a stunning property that has been completely renovated and is just minutes away from the charming village of Sag Harbor. Whether you’re drawn to the local shopping, world-renowned restaurants, or nearby wineries, this location truly has it all. With deeded beach access and a heated gunite pool, 17 Milton is the perfect retreat for those looking to soak up the sun and enjoy the beautiful scenery that surrounds them. But the luxury doesn’t end there - this property boasts five bedrooms, including four en-suites, providing ample space for you and your guests to relax in comfort. Plus, with a multipurpose bonus space, this home is perfect for hosting gatherings or simply unwinding after a day of yachting on the nearby waters. With its classic design and top-of-the-line amenities, 17 Milton exudes class and sophistication. Whether you’re looking to enjoy the Hamptons seasonally or year-round, this property offers the ideal combination of elegance and functionality.

ML# :3511863   Four level historic house at 156 Main Street has been completely renovated (2023) and is offered for rent. In the heart of Sag Harbor Village this beautiful compound which includes a separate lower level with kitchen, two bathrooms and its own entrance. One of several Captain’s houses dating back to 1806, this Sag Harbor classic offers twin parlors plus a large modern kitchen with dining area on the first floor. Three bedrooms including the master on the second floor and a third-floor bedroom suite with kitchenette. Elaborate brick and bluestone terrace with built in barbecue grill and outdoor furniture and dining tables. Heated gunite swimming pool with hot tub plus pool house with sink, refrigerator and full bath. Expertly decorated and furnished, this is a turnkey rental opportunity which has not been occupied. Be the first to experience the sensational design and craftmanship of this total renovation.

ML# :3491729   Sag Harbor Contemporary First time year around rental, a rare find! Beautiful designer’s own home on a quiet street in Sag Harbor Village. Very close to village schools, parks, marinas, restaurants, beaches and shopping. You will enjoy the salt water pool, exterior sound system, outdoor shower, vegetable garden all in this secluded, fenced in back yard oasis. For more summer fun, take a short drive to East Hampton Ocean beaches for surfing, picnics, swimming on the pristine Hamptons sandy beaches. Very cosey home with wood burning fireplace, chef’s kitchen, 2 car garage, great primary bedroom, plenty of light streaming from all sides. Spend a beautiful year in this beautiful home in Sag Harbor.

ML# :3528991   Located near Sag Harbor Village in the gated waterfront enclave of West Banks - North Haven, this stunning residence , sited on a private 1.27+/- acre parcel offers 5 bedrooms and 4.5 baths across 5500 +/- sf of beautifully designed living spaces. Upon entry you are captivated by the soaring double height ceilings opening to an open floor plan spanning the whole first level. A living room and fireplace hearth flowing into a new modern chef’s kitchen with a large center island, Sub Zero and Wolf appliances and wide granite counters for entertaining. A great room featuring a modern jewel fireplace, a full wet bar and entertainment area with gorgeous Nanawall glass doors for indoor-outdoor living at its best. Glass panels enclose the wine storage room and line the floating catwalk on the second level. A first level plush primary suite opening out to lush gardens is a perfect addition. Your second level features a second primary suite with a designer bath, a large custom closet, and decking overlooking this stunning property. An open modern landing and 3 additional guest suites, complete this magnificent modern design. An upstairs bonus room located over the 3 car large garage is a pleasant surprise. The finished lower-level offers a state of the art theater with an entertainment and game area, and top-of-the-line, fully-equipped gym adding to this already perfect summer retreat. This private property has beautiful mature plantings with many sun drenched entertaining areas and expansive stone patios surrounding the salt water, gunite infinity pool and spa. Additional amenities include a private community beach with gorgeous westerly sunsets, deep water dock, community tennis and just minutes to shops, renowned restaurants and marinas in Sag Harbor Village. A divine Hampton’s retreat and summer living at its best.

ML# :3529277   Nestled in the waterfront community of West Banks, North Haven, this traditional Villa is beautifully appointed on 1.4 + lush acres offering 4000+ sf of Hamptons summer living. Just steps to a private beach and picnic area, deep water dock, and gorgeous westerly sunsets with direct views of Morton Wildlife Refuge. Kayaking and paddle boarding, a designated property mooring and community tennis courts are all here and inclusive. This elegant designer home offers an open chef’s kitchen with a marble center island and counters, Wolf and Sub Zero appliances, comfortable living areas with 2 fireplace hearths all enhancing indoor and outdoor entertaining. A spectacular covered outdoor pergola is surrounded by bright, manicured gardens for al-fresco dining and all season enjoyment. This home also features 2 primary suites, one on the first level flowing out to a private garden, and a second level primary suite complete with a large sitting room and patio deck overlooking the lush flower gardens and landscape. Two additional bedrooms and a shared bath are also on this level. A sparkling saltwater gunite pool surrounded by sun-drenched patios only enhances this already perfect Hamptons summer retreat. Just minutes to Sag Harbor village and its world-class restaurants and yachting marinas, this boater’s paradise is the perfect summer destination.

ML# :3535559   AVAILABLE JULY, 2024 (open to first two weeks of Aug-inquire for pricing). Located off a quaint private road this stately +/- 4, 790 square foot 5 bedroom, 4.5 bath home makes for a fabulous retreat that can be enjoyed 365 days a year. Boasting a free-flowing, versatile floor plan that feels ’just right, ’ guests are met with a stunning double height entry hall giving way to a two-story great room accented by soaring ceilings and partial bay views. Prime for entertaining yet spacious enough to offer privacy for one and all, no detail was spared in this masterful build. Standout features include two primary bedroom suites (one upstairs, one downstairs), three guest bedrooms, gourmet kitchen, 800 square foot bonus room, screened in porch, palatial deck leading to a heated pool, Har-tru tennis court, bay views from the 2nd floor, and private access to a secluded bay front beach with the ability to moor a boat. 4-Zone central air/heat, 2, 200+/- square foot basement, and 2 car garage. 16 Bittersweet is filled with sunlight from oversized multiple windows and is ready to make you feel right at home. Minutes to Sag Harbor, Bridgehampton, and Water Mill.

ML# :3533515   The bucolic beauty of North Haven The bucolic beauty of North Haven surrounds this lovingly maintained, custom-designed, & sun-filled 2300-square-foot home, offering 3 bedrooms, 2 baths, a full basement, attic, Shoji screens, high ceilings, central air, deck, and garage with room for expansion and a pool on .66 acres. Directly across the street, which ends at a cul-de-sac, is access to the Peconic River. The property is part of North Haven Manor, originally the estate of Nathaniel Hawthorne’s son Julian. All of the houses, including this one on Mashomuck, have been renovated or totally rebuilt during the last two decades. Two residents-only beaches are available offering bathing and mooring rights. It’s a terrific spot for an evening of clamming or crabbing. Sunrises and sunsets are never lovelier here in this small peninsula village surrounded by Shelter Island Sound and Sag Harbor Cove. This is the perfect place for living and entertaining, plus homeowners here are entitled to enjoy the village clubhouse with its tennis court, playground and nature trail. Right across the bridge, downtown Sag Harbor features shops, restaurants, music, theater, and more along its historic main street. If you have not yet had the pleasure of visiting peaceful, scenic North Haven, now is the time. Beware, though: you may not be able to leave.

ML# :3532380   Rental Permit# 200858 - Five bedrooms, four baths postmodern home offers kitchen with stainless steel appliances, breakfast nook, dining area, living room with fireplace, and den/TV area with fireplace, heated pool and har-tru tennis court.

ML# :3547681   Soak up the perfect Hamptons summer in Sag Harbor with your very own private spa experience. The sunny pool house featuring a gunite pool, yoga deck and sauna will melt your cares away upon your arrival, after a day at the beach or after a day strolling through downtown Sag Harbor. The kitchen features a Bertazzoni oven, Subzero fridge and ample natural light with vaulted ceilings and a skylight. Ample indoor dining space and a pantry so you can stock up on all of your creature comforts for the whole summer! The main living space features vaulted ceilings and numerous skylights for a light airy feeling all day. There are also some supplementary sleeping accommodations in the main living space. The primary bedroom features vaulted ceilings, a skylight, a ceiling fan a king size bed and in wall speakers. The primary bathroom features a large bath tub and an enclosed steam shower. Fully fenced backyard for a worry-free time with children and pets. Relax and re-fuel at multiple walkable restaurants like Cappelletti, Bell & Anchor and M.J. Dowling’s. Mix up the surf with some turf and enjoy a stroll through Trout Pond Park, which is within walking distance, or a few holes at The Bridge Golf Club. Easy access to Cromer’s Market. Less than two miles to Foster Memorial Beach and Beach Access on Noyak Bay is less than one mile away! Less than 4 miles from Main Street Sag Harbor. Additional paid services available through the on-site property manager with a reservation: heated pool feature during your stay, hot tub access, cold plunge, yoga & massage therapy, hot and cold hydrotherapy, sound bath, fire ceremony, bikes and paddle boards. The location and amenities of this property cannot be beat!