Sag Harbor NY Real Estate & Homes for Rent

Nestled in the charming enclave of Sag Harbor, 15 Mt Misery Drive offers a perfect blend of tranquility and sophistication. This thoughtfully designed property features 3 bedrooms, 3 bathrooms, and a chic style throughout. Enjoy the seamless flow of indoor-outdoor living, with an expansive back deck for lounging or grilling and fire pit set beside the tranquil koi pond. Relax in the privacy of Sag Harbor south with close proximity to downtown Sag Harbor, Wolffer estates and Bridgehampton. 15 Mt Misery Drive is the perfect summer getaway in Sag.

Filled with character and history, come spend your summer in the home of artists. A home which inspires the vibrant, creative spirit. Work, meditate or do yoga in the light filled ground floor studio while overlooking the private backyard with lush, deep greenery. Understated, yet effective, this handsome historic home contains many of its original wide plank floors. The 3 upper bedrooms and a large ground floor primary bedroom provide plenty of room to sleep 8 guests. Let your summer center around mealtimes in the full formal dining room, or simply enjoy evening cocktails on the back deck. Easily stroll to town to enjoy morning coffee and all the fabulous amenities that make Sag Harbor so unique. The adjacent playground and nearby Havens beach are easy available options for those entertaining young children.

First time ever offered on the market. Welcome to Azurest, a historically significant area in Sag Harbor Village boasting its own private beach. This home is an easy stroll to the beach and close proximity to Sag Harbor Main Street and all the restaurants and amenities that make Sag Harbor so special. Come enjoy this chic bungalow equipped with central air!

Don't miss your opportunity to summer in the Bay Point section of Sag Harbor. With four bedrooms, three full baths and multiple entertaining areas to enjoy you can soak in some R&R. This quaint little neighborhood is the perfect spot to hang your hat just walking distance from Long Beach. Catch your perfect sunset at 37 Bay View Dr E.

Discover unparalleled luxury in the heart of Northampton Shores with this newly constructed compound, where sophistication meets serenity. Set amidst lush landscapes and towering trees, this newly constructed estate features a main house, guest house, and a heated gunite pool, full gym and screening room offering the epitome of refined living. The main house welcomes you with grandeur and elegance, featuring spacious living areas adorned with custom finishes and designer touches. With 7 bedrooms and 7 full baths plus 2 half baths, including a luxurious primary suite, this residence offers ample space for relaxation and rejuvenation. Entertain guests in style with a gourmet kitchen equipped with top-of-the-line appliances, while expansive windows frame picturesque views of the surrounding beauty. Adjacent to the main house, the guest house provides additional accommodations of one bedroom, one full bath and loft space for visitors or extended family members, ensuring everyone feels right at home. Thoughtfully designed with comfort in mind, the guest house exudes charm and sophistication, offering a private retreat away from the hustle and bustle of daily life. Every detail of this compound has been meticulously crafted to offer the utmost in luxury and convenience. From smart home technology to custom landscaping, no expense has been spared in creating this exceptional retreat. Located in the coveted Northampton Shores community which is adjacent to the Morton Wildlife Preserve, this estate offers proximity to Sag Harbor Village, with beach rights to the pristine Peconic Bay beaches, renowned golf courses, and upscale shopping and dining destinations. Whether you seek relaxation or adventure, this is the ultimate place to call home. Experience the pinnacle of Hamptons resort living in Northampton Shores - where every day feels like a vacation

This Sag Harbor (Pine Neck) cottage is the ultimate get away from it all! Carefree and cozy, this two-bedroom cottage has just been re-done in style. Bright and airy with a new kitchen and bathroom, Lovely living room with dining area, back lawn with sun chairs and outdoor dining table with umbrella. One queen bed and one twin bed bedroom gives you just enough room to fit a small family or a few special guests. A summer to remember!

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.

Stunning waterfront property surrounded by Sag Harbor Bay, Barcelona Neck & Fresh Pond on a private gated half acre peninsula in Bay Haven beach community. Your sandy beach is mere steps off the expansive 2000sf deck furnished with chic new outdoor set and umbrellas. Luxuriate in open great room with fireplace or 2nd floor loft with king-sized pullout sofa bed, built-in bar/sink/ice maker & comfy club chairs overlooking the dramatic coastal vistas. This home is impeccably maintained at 2710sf, recent total renovation of chef's kitchen, 3 bedrooms, 3 full baths, walk-in master closet, soaking tub, laundry room, CAC & outdoor brick grill. The exclusive property ideally located one mile from the heart of Sag Harbor Village. Enjoy New Bikes, Kayaks & Paddleboards! A memorable summer awaits at this North Haven treasure.

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.

(Utilities included: electric, water, internet, trash removal, lawn service) Come to this cozy Sag Harbor cottage for peace and tranquility. Besides the beautiful sunsets and bay breezes, this home has 2 bedrooms and I bath, family room, full kitchen, & comfortable, sun filled, enclosed porch. Who needs a pool when you can swim in the water right out your backdoor? Before going back inside from enjoying the beach, rinse off under the outdoor shower. Close to Sag Harbor village and only seconds away from Circle Beach.

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.

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.

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.

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.

Boaters Paradise. Sunsets ! Waterfront property . Dock and floating dock. Kayak and boat right off property! Outdoor covered porch and separate patio. BBQ. Outdoor shower ,Peloton . Walk to Serene Green! Walk to Long Beach!

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!

Nestled enchantingly in the heart of Sag Harbor Village, this idyllic 3-bedroom waterfront cottage beckons with its unrivaled blend of convenience and natural splendor. Positioned mere steps away from it's private tranquil Bay beach, this summer haven offers an exquisite retreat for those seeking both serenity and sophistication. Boasting a fully-equipped deepwater dock and the promise of breathtaking sunsets, this cottage transcends the ordinary, providing an immersive summer experience in waterfront living. Beyond the threshold, a world of charm unfolds as you embark on a journey to explore the enchanting Sag Harbor village. Quaint shops, delectable restaurants, and a tapestry of vibrant and multi-cultural attractions and experiences await, inviting you to savor the unhurried pace of life that defines this cherished locale. Absolute ideal opportunity to embrace this prime location that grants you access to a tapestry of amenities and scenic beauty, ensuring that every desire is met right at your doorstep. Your stay at this charming cottage is destined to be an unforgettable and effortlessly convenient Hamptons Summer experience, where each day unfolds like a cherished holiday, leaving an indelible mark on your memory. Exclusively listed with the Canberg Team, now available for summer 2024.

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.

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.

Escape to a charming 3 bed, 2 bath Sag Harbor rental for an off-season retreat. Open living and dining area, fully equipped kitchen, and cozy bedrooms offer comfort and relaxation. Modern amenities, including a fireplace, ensure a cozy stay. Explore the historic village's boutiques and dine in its renowned restaurants. Take leisurely strolls by the waterfront Located 1 mile from Foster Memorial Beach (Long Beach) and 1/2 mile from Sag Harbor Village. Experience Sag Harbor's allure in this inviting rental.

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.

Escape to the breathtaking beauty of the Hamptons and indulge in the ultimate vacation experience! This stunning property offers the epitome of luxury living, whether you're seeking a month-to-month rental, a summer escape, or year-round bliss. Step into a world of elegance and comfort as you enter this spacious, bright, and immaculately maintained home. The open floor plan and soaring vaulted ceilings create an atmosphere of grandeur and serenity, while the generously sized rooms provide ample space for relaxation and entertainment. Summer Rental, month to month,, or year round! Find yourself enjoying the beautiful vacation life that the Hamptons has to offer! Super spacious, bright, clean, open floor plan and vaulted ceilings with generous sized rooms. All 4 Bedrooms have ensuite baths. Exercise room complete with equipment, sauna makes this retreat the perfect quintessential vacation home. Private Heated Pool (Seperate Charge). with spacious deck for outdoor dining and entertaining or just chaise lounging. Located between Southhampton, Bridgehampton, and Sag Harbor Village which is the closest. Very Private Location.