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!

ML# :3524526   Trees, foliage, and a long driveway await you as you open the gates to 170 Northside Drive. Located Conveniently 5 mins to Sag Harbor Town Beach! As the door opens, you are greeted by a grand foyer with vaulted ceilings and an elegant chandelier. Off the foyer is a living room with a wood-burning fireplace, a gracious dining room with floor-to-ceiling French doors leading to a stone patio, an office and a guest powder room. Not to be missed is an open kitchen and dining area which enjoys views of the rear garden and pool. Off the kitchen sits a beautiful great room with another wood-burning fireplace, wet bar, mini-fridge, and wood shelving for your entertaining convenience. As you travel to the upper level landing, you experience a sense of balance, openness, and light-architecture at its best-with three bedrooms, two bathrooms (en-suite in master), and a large laundry room with a window of its own. Each level of this home opens to the outside area that looks at beautiful gardens. The middle and lower levels are fitted with French doors and the upper level with an extensive terrace. On the lower level, a beautiful Japanese garden and pond are adjacent to an apartment of its own with a bedroom, office, a full bathroom, a recreational room and a pool table too! A two car attached garage leads out to more arbor beauty. If this is not enough, come and enjoy the 20x40 pool-lounge and relax in a magnificent pool house, equipped with kitchen, fireplace, and living area.

ML# :3516780   Experience the epitome of upscale living in this stylishly appointed home in Baypoint community. Step into a completely updated interior bathed in natural light, creating an inviting atmosphere throughout. The main level features an open layout, offering a beautifully designed kitchen with a large island, custom cabinetry and stainless-steel appliances ideal for culinary enthusiasts. The dining area comfortably sits 6, boasts a mini bar and is perfect for entertaining guests.The living room is expansive and offers ample seating as well as a wood-burning stove creating an ideal space for cozy gatherings or entertainment. The chic decor adds a touch of sophistication to an already lovely ambiance. There is a full hallway bath and sliding glass door access to the rear yard completing this level.The second story boats two very spacious bedrooms and a full bath off the hall. The vast primary bedroom features a king bed, and home office space. The second bedroom is equally impressive and is equipped with two queen beds as well as a sitting TV area, home office space and a private balcony with access down to the rear yard. The finished lower level serves as a hybrid recreation room equipped with a sofa bed, TV, musical and workout equipment, and a full bath. Additionally, there is bonus space that can be utilized according to your needs as well as a laundry room and storage. Outdoors, the fully fenced yard features a stone patio equipped with BBQ, outdoor seating, and a new heated in-ground pool. This home is conveniently located just steps away from the beautiful Long Beach, and just a short drive to all Sag Harbor Village amenities providing a vibrant roster of dining, shopping, and entertainment options. Available off season and for summer 24’. An opportunity not to be missed!