Homes for Rent near The Hayground School

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  $250,000 per month

  • 8 Beds
  • 7.5 Baths
  • 8,000 Sq Ft
  • House for Rent

  780 Sagg Rd, Sagaponack, NY 11962

  Welcome to your luxurious retreat in Sagaponack, where tranquility meets sophistication. This newly built, eight-bedroom, seven-bath home is a testament to modern elegance, boasting high-end finishes and designer furnishings throughout. Situated on nearly 3 acres of lush vibrant landscaping, privacy abounds in this sanctuary, offering a serene escape from the hustle and bustle of everyday life.

  Maida Srdanovic Compass Greater NY LLC

  780 Sagg Rd, Sagaponack, NY 11962
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  $195,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  12 Osborn Farm Ln, Wainscott, NY 11975

  Welcome to this beautifully renovated Hamptons classic, offering the perfect blend of timeless charm and modern comfort. Set on a peaceful reserve in Wainscott, this bright and airy 4 bedroom home is designed for relaxed living and effortless entertaining. Enjoy a flowing open concept layout, a romantic primary suite with a private terrace and postcard worthy views of the ocean and farmland.

  12 Osborn Farm Ln, Wainscott, NY 11975
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  $90,000 per month

  • 5 Beds
  • 5.5 Baths
  • 3,667 Sq Ft
  • House for Rent

  182 Church Ln, East Hampton, NY 11937

  BRIDGEHAMPTON SOUTHEnter this magnificent mature 2.5 acre estate and marvel at the extraordinary park-like landscape. This elegant 5 bedroom, 5 1/2 bath restored barn offers all modern amenities, maintaining a European flare. The kitchen is fabulous, leading out to a beautiful Gunite pool and special matching pool house. There are few properties that compare to the splendor of this one.

  Elizabeth Phenis Brown Harris Stevens Hamptons

  182 Church Ln, East Hampton, NY 11937
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  $80,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  791 Sagg Main St, Sagaponack, NY 11962

  Enjoy the simple things in life at this gorgeous renovated Victorian in Sagaponack South. Featuring four bedrooms, two baths, living room, dining room, new salt water heated pool, and central air. You can gaze across the farm fields from the porch or head down to beautiful Sagg Main Beach or Gibson Beach.

  791 Sagg Main St, Sagaponack, NY 11962
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  $40,000 per month

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft
  • House for Rent

  108 Merchants Path, Sagaponack, NY 11962

  Stylish Sagaponack Summer RentalCrisp and clean as a freshly starched and ironed white shirt! Sitting on over one very private acre in the highly desirable neighborhood of Sagaponack, less than 10 minutes to the ocean (and only 2 minutes to Wolffer's!) is this renowned Interior Designer's own immaculate recently renovated (looks like new construction) contemporary home with cathedral ceilings,

  Will Metzger Douglas Elliman Real Estate

  108 Merchants Path, Sagaponack, NY 11962
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  $3,719 per month

  • 5 Beds
  • 4 Baths
  • House for Rent

  486 Toppings Path, Sagaponack, NY 11962

  Newly renovated and filled with impeccable details curated by a NYC designer, this Sagaponack North 5 bedroom home is ready for summer. The first floor boasts an open floor plan with expansive living space with open floor plan, well-appointed kitchen, dining area, powder room and 1st floor primary bedroom with ensuite bath. The second floor hosts three guest bedrooms with a full bath. And

  486 Toppings Path, Sagaponack, NY 11962
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  $30,000 per month

  • 5 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • House for Rent

  101 Noyac Path, Water Mill, NY 11976

  Beautifully renovated 5-bedroom, 3-bath home just 1.5 miles from Water Mill Village, close to beaches, restaurants, and shops. Bright open-concept living area with high ceilings, a gas fireplace, and glass sliders leading to a landscaped backyard with a heated kidney-shaped pool and expansive deck. The modern kitchen features top-of-the-line appliances, and the first-floor primary en-suite

  Lorraine Lorenc Signature Premier Properties

  101 Noyac Path, Water Mill, NY 11976
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  $115,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  29 Meadows E, Bridgehampton, NY 11932

  This Bridgehampton home is a perfect summer rental with a heated gunite pool, located next to the Channings Vineyards. It is conveniently situated between Bridgehampton and Sag Harbor villages in the heart of horse country. The house is close to town and to the beach. The home features three bedrooms, two-and-a-half bathrooms, a chef's kitchen with high-end appliances, central air and a wood

  29 Meadows E, Bridgehampton, NY 11932
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  $250,000 per month

  • 7 Beds
  • 7.5 Baths
  • 7,500 Sq Ft
  • House for Rent

  327 Georgica Rd, East Hampton, NY 11937

  Georgica Estate Compound with Pool and Tennis - In the world class destination of the Hamptons is this classic gabled traditional on over 1.3 gorgeous acres in the coveted Georgica enclave of East Hampton Village offering a fortunate tenant a rare opportunity. Newly designer decorated, painted and floors done, this South of the highway jewel should not be overlooked. With elements of size and

  Andrea Ackerman Brown Harris Stevens Hamptons

  327 Georgica Rd, East Hampton, NY 11937
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  $40,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  32 Poplar St, Sag Harbor, NY 11963

  Newly renovated and impeccably designed Sag Harbor light filled home includes an open kitchen/dining room with 3 bedrooms and 2 baths. Heated Pool. Outdoors is a screened in patio as well as an adjacent brick patio and beautifully landscaped private yard. Enjoy summer from this quiet tree lined street just a few blocks from a lovely bay beach, Cromer's Market, wine store and several restaurants.

  32 Poplar St, Sag Harbor, NY 11963
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  $35,000 per month

  • 4 Beds
  • 3 Baths
  • 2,323 Sq Ft
  • House for Rent

  4056 Noyac Rd, Sag Harbor, NY 11963

  *** Available for 2 week time periods*** Be the first to experience a luxurious summer escape in Sag Harbor at this newly furnished, never-before-rented, coastal Cape. With four well-appointed bedrooms—three offering king-size beds and their own TVs, and a fourth featuring a twin trundle and crib—this home provides comfort and convenience for all.The primary en-suite features an oversized

  Christa Kearns Corcoran

  4056 Noyac Rd, Sag Harbor, NY 11963
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  $155,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  102 Old Barn Ln, Sagaponack, NY 11962

  Newly renovated and updated with wonderful space and light, this 4-bedroom, 3-bath modernist home is located on one of Sagaponack's best streets and on perhaps the most magnificent property in the area. The 1.5 acres of manicured lawns, specimen plantings, lovely vistas and of course gunite pool, make this a rare and wonderful estate. The best deal in Sagaponack!!

  102 Old Barn Ln, Sagaponack, NY 11962
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  $130,000 per month

  • 5 Beds
  • 7 Baths
  • 2,300 Sq Ft
  • House for Rent

  176 Sayres Path, Wainscott, NY 11975

  July in the Hamptons! Surrounded by lush landscaping and set south of the highway, this stunning Wainscott retreat embodies the effortless elegance of Hamptons living. Located just moments from iconic Beach Lane ocean access, local farm stands, and the conveniences of town, this beautifully renovated 5-bedroom, 5.5-bath home offers the perfect balance of coastal sophistication and relaxed

  Angela Boyer Sothebys Int'l Realty Hamptons

  176 Sayres Path, Wainscott, NY 11975
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  $180,000 per month

  • 4 Beds
  • 4 Baths
  • House for Rent

  6 Sunset Dr, Sag Harbor, NY 11963

  Beautifully renovated 4 bedroom, 3.5 bath contemporary with bay views from second floor living room. Open floor plan, with professional kitchen, marble countertops, and stainless steel appliances. Additional office space with futon. Bathrooms are also all recently renovated. Short distance to Long Beach and minutes from Sag Harbor Village! [[Rental Registration # RP241233]]

  6 Sunset Dr, Sag Harbor, NY 11963
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  $5,800 per month

  • 2 Beds
  • 2 Baths
  • 750 Sq Ft
  • House for Rent

  200 Division St Unit 2C, Sag Harbor, NY 11963

  City-style living in this 2-bedroom, 2-bath apartment, located on the second floor of a mixed-use building in Sag Harbor Village. With abundant natural light, the space offers the comfort and convenience of a city apartment paired with the charm of the Hamptons. The apartment features light-filled rooms, living area, and an equipped kitchen-perfect for relaxing or entertaining. Both bedrooms are

  Jessica Von Hagn Compass

  200 Division St Unit 2C, Sag Harbor, NY 11963
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  $130,000 per month

  • 6 Beds
  • 8 Baths
  • House for Rent

  206 Mecox Rd, Water Mill, NY 11976

  Centrally located in the heart of Water Mill, this architecturally distinct home is just a bike ride away from the surf and sun of the country's most prestigious ocean beaches and a short drive to the world-class shopping and dining of Bridgehampton and Water Mill. Newly constructed and designed, this striking cedar-shingled 8,100 square-foot home drew inspiration from the East End's potato

  206 Mecox Rd, Water Mill, NY 11976
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  $115,000 per month

  • 4 Beds
  • 3 Baths
  • 1,572 Sq Ft
  • House for Rent

  32 Sunset Dr, Sag Harbor, NY 11963

  Discover this stunning home in the desirable Baypoint community, now available for seasonal or year-round living. This property features a brand-new entertaining area perfect for gatherings, alongside a beautifully crafted in-ground gunite pool that invites relaxation and fun. With four spacious bedrooms and three well-appointed baths, this home combines comfort and style. Enjoy

  Clare Ambrose Au Dela Real Estate LLC

  32 Sunset Dr, Sag Harbor, NY 11963
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  $125,000 per month

  • 7 Beds
  • 7 Baths
  • House for Rent

  50 Narrow Ln, Southampton, NY 11968

  This beautifully renovated village home sits south of the highway on .50 acres and is the perfect summer rental. Enter this well-appointed home through the charming front porch complete with a pair of rocking chairs. A grand double height entry welcomes you to the first floor. Here you will find a junior primary en suite, a guest/office room, a powder room, a billiard room for the days you want

  50 Narrow Ln, Southampton, NY 11968
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  $55,000 per month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  51 Stoney Hill Rd, Sag Harbor, NY 11963

  This charming two bedroom one bathroom home with private office is newly renovated and a short distance to Long Beach and the Village. Come and relax in this tranquil outdoor space among nature. The brand new kitchen and living area is the perfect place to relax and cook amazing meals throughout the summer. Don't miss this amazing retreat close to all.

  Clare Ambrose Au Dela Real Estate LLC

  51 Stoney Hill Rd, Sag Harbor, NY 11963
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  $145,000 per month

  • 4 Beds
  • 4 Baths
  • House for Rent

  21 Spinnaker Way, Southampton, NY 11968

  Ideally located at the end of a quiet cul-de-sac with other equally impressive homes, this custom-built traditional on .76 acres was constructed and finished to the highest standards. Light and bright living room with wood burning fireplace, a comfortable den, elegant formal dining room, chef's kitchen with spacious dining area, custom cabinetry, and high-end appliances. Lovely primary bedroom

  21 Spinnaker Way, Southampton, NY 11968
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  $15,000 per month

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft
  • House for Rent

  112 Laurel Valley Dr, Sag Harbor, NY 11963

  Welcome to beautiful 112 Laurel Valley Drive, your destination to enjoy all that Sag Harbor has to offer. This is also a perfect launch pad to explore Southampton, Bridgehampton, some of the worlds best ocean and bay beaches, shops and the restaurants that The Hamptons are known for. Majestically set upon a hill, this home provides a private back yard with a heated in-ground pool that is a

  Robert Wilner Douglas Elliman Real Estate

  112 Laurel Valley Dr, Sag Harbor, NY 11963
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  $160,000 per month

  • 5 Beds
  • 7 Baths
  • House for Rent

  131 Flying Point Rd, Southampton, NY 11968

  Enjoy pool and tennis on almost two acres of supreme privacy with a gated entry south of the highway in Southampton Village with an 8 minute bike ride to Flying Point Beach. Five Bedrooms & 7 Baths with a brand new kitchen & renovated interiors. There is a first-floor guest bedroom with king bed and bath and then 4 additional ensuite bedrooms on the 2nd floor. The home has so many hangout

  131 Flying Point Rd, Southampton, NY 11968
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  $70,000 per month

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • House for Rent

  43 Greenleaf Ln, Sagaponack, NY 11962

  Sagaponack? 2 Cleared Acres? Tennis? So Close to the Beach?YES! It's all TRUE! Situated in Sagaponack on a quiet lane near Wolffer Estates, and around the corner from Poxabogue Golf Center (great 9 hole public course, driving range, private lessons), this four-bedroom English-country traditional estate boasts professional landscaping, jacuzzi, heated pool, sunken tennis court and meticulously

  Julie Pinkwater Douglas Elliman Real Estate

  43 Greenleaf Ln, Sagaponack, NY 11962
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  $75,000 per month

  • 5 Beds
  • 6 Baths
  • House for Rent

  12 Deer Trail Rd, Southampton, NY 11968

  Exceptionally private, this like-new residence was built in 2018 on 0.99+/- acre. Sited on a cul-de-sac flag lot, the location is sufficiently remote to assure tranquility, yet conveniently equidistant to Southampton Village, Bridgehampton, and Sag Harbor. Enjoy summer to its fullest near Towd Point and Peconic Bay Beaches. Atlantic Ocean beaches are also within proximity. The residence is a

  12 Deer Trail Rd, Southampton, NY 11968
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  $40,000 per month

  • 5 Beds
  • 5.5 Baths
  • 4,000 Sq Ft
  • House for Rent

  61 Peconic Ave, Sag Harbor, NY 11963

  Envision your perfect summer unfolding in this exquisite and expansive residence nestled within Shelter Island’s prestigious Silver Beach area. Recently completely renovated from the ground up in 2024, this home boasts a captivating blend of elegance and modernity. Step inside to discover a meticulously designed floor plan featuring dual primary suites, one conveniently located on the ground

  Michael Brennan Douglas Elliman Real Estate

  61 Peconic Ave, Sag Harbor, NY 11963
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  $160,000 per month

  • 9 Beds
  • 11 Baths
  • House for Rent

  127 Greenleaf Ln, Sagaponack, NY 11962

  Introducing this Sagaponack compound, sitting on 5.4 private acres and is tucked at the end of a cul-de-sac for utmost privacy. This estate has it all, 10,000 +/- of luxury living, dramatic double height entry foyer, nine bedrooms, two spacious living rooms, billiards room with splash bar, and gym. The great room with glass doors flows seamlessly into your Arclinea chef's kitchen that has Wolf,

  127 Greenleaf Ln, Sagaponack, NY 11962
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  $350,000 per month

  • 12 Beds
  • 11 Baths
  • 5,800 Sq Ft
  • House for Rent

  179 Montauk Hwy, East Hampton, NY 11937

  Sleek Modern Retreat with Luxury AmenitiesThis stunning contemporary home offers 5,800± sq. ft. of impeccably designed living space with five bedrooms and six full baths. Thoughtfully designed for comfort and accessibility, the home is handicap-friendly, featuring wide entryways, an open layout, and a first-floor primary suite to ensure ease of movement throughout. Walls of glass, custom

  Angela Boyer Sothebys Int'l Realty Hamptons

  179 Montauk Hwy, East Hampton, NY 11937
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  $40,000 per month

  • 6 Beds
  • 5 Baths
  • House for Rent

  116 Bay St, Sag Harbor, NY 11963

  Sited on a gentle rise across the street from the Village beach, this stunning, award-winning restoration of a 1885 updated Traditional "Sea Breeze" has been totally restored to its original splendor with the added benefits and comforts of today's amenities. Five bedrooms in the main house and an additional guest suite with bath in the pool house/guest cottage provide comfortable

  116 Bay St, Sag Harbor, NY 11963
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  $40,000 per month

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • House for Rent

  17 Bay View Rd W, Southampton, NY 11968

  RP241487. Located in Bayview Oaks, a Southampton waterfront community with its own access to Peconic Bay. Bright and airy with an open floor plan, this custom built home with high-end designer furnishings offers 4 bedrooms, plus a large bunk room and 3.5 bathrooms. Living room with fireplace, dining room and gourmet eat-in kitchen have 13+ foot ceilings. With the master bedroom on one side, bunk

  John Vitello Brown Harris Stevens Hamptons

  17 Bay View Rd W, Southampton, NY 11968
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  $165,000 per month

  • 5 Beds
  • 6 Baths
  • House for Rent

  173 Bay St, Sag Harbor, NY 11963

  5,500+- sf New 5 bedroom, 5 1/2 bath A modern perspective on a classic Sag Harbor home home is set on shy 1/2 acre in the heart of Sag Harbor Village. Manicured lawn and hedges provide a serene lifestyle with covered porches, patios, outdoor living and dining with fireplace inside and out, gunite heated pool and designer finishes throughout. Conveniently located adjacent to village reserve

  173 Bay St, Sag Harbor, NY 11963
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  $40,000 per month

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft
  • House for Rent

  8 Dovas Path, Southampton, NY 11968

  This enchanting three bedroom/two bathroom summer rental in Southampton offers a luxurious, private escape on 1.3 manicured acres and just minutes from the Village center. Nestled on a quiet cul-de-sac among other upscale homes, the property features stunning gardens and an elegant, open-concept living space. With a modern kitchen, quartz countertops, a dining area which seats ten and a second

  Nancy Pearson Sothebys Int'l Realty Hamptons

  8 Dovas Path, Southampton, NY 11968
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  $5,500 per month

  • 2 Beds
  • 2 Baths
  • House for Rent

  53 Sayre's Path, Wainscott, NY 11975

  Idyllic cottage of a noted photographer located in Wainscott South, just minutes to ocean beaches and farm stands. Painted all white, with wide plank floors and beamed ceiling, this home has been newly renovated with top brand kitchen appliances and bathroom fixtures, queen bedroom with full bath on main floor, and airy, skylit sleeping loft above with half bath. Charming rear deck with

  53 Sayre's Path, Wainscott, NY 11975
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  $25,000 per month

  • 3 Beds
  • 2 Baths
  • 10,890 Sq Ft
  • House for Rent

  46 Bayview Ave, Sag Harbor, NY 11963

  This is an amazing opportunity to enjoy everything that Sag Harbor Village can offer. This home is close to beautiful marinas, world-wide restaurants, and beaches, just a few minutes from Jitney and Main Street. This home features three bedrooms, two baths, a hot tub, a big backyard, a pool, inviting decor, a spacious living area with a fireplace, and a fully equipped kitchen ready for your

  Elizabeth Cordova Alata Douglas Elliman Real Estate

  46 Bayview Ave, Sag Harbor, NY 11963
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  $52,800 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  3766 Noyack Rd, Sag Harbor, NY 11963

  This Hamptons classic 3 bedroom 2 bath cottage offers charm, convenience and is situated near Long Beach (Foster Memorial Beach) for those beautiful sunny beach days and amazing sunsets. This great Sag Harbor location is just under 10 minutes away from Sag Harbor village with its amazing restaurants and shops. Don't miss out on this one... [[Rental Registration # RP240316]]

  3766 Noyack Rd, Sag Harbor, NY 11963
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  $85,000 per month

  • 7 Beds
  • 7.5 Baths
  • 6,000 Sq Ft
  • House for Rent

  2 Hannahs Ct, Southampton, NY 11968

  This 6000 s/f above ground beautiful 2018 construction is located on one landscaped acre on a quiet cul-de-sac and conveniently located minutes from Southampton Village, Beaches, Southampton Recreation Center and the Peconic Bay. The first floor has a large eat-in kitchen with sub-zero/thermador appliances and a beautiful center island with French doors that lead to an outdoor partially covered

  Lillian Holtzclaw Brown Harris Stevens Hamptons

  2 Hannahs Ct, Southampton, NY 11968
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  $45,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  76 Jack And Jill Dr, Bridgehampton, NY 11932

  Longing to stay after the Summer? Perfectly located in Bridgehampton South, this freshly updated 3 bedroom contemporary is the perfect retreat to spend the best months in the Hamptons! Located at the end of a cul de sac, on a full acre, complete with gunite pool, this home is a great opportunity should you be looking for an escape from the city or a home away from home while renovating your

  76 Jack And Jill Dr, Bridgehampton, NY 11932
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  $225,000 per month

  • 5 Beds
  • 6.5 Baths
  • 7,800 Sq Ft
  • House for Rent

  28 Kendalls Ln, Southampton, NY 11968

  In Southampton at the end of a private road sits KISMET, a modern waterfront oasis prominently situated on Wooley Pond with open access to Peconic Bay. Also offers your own boat dock for all your water recreation. Built by the expert team of Cavallo Building, renowned Hamptons architect Siyu Liu, and designed by award-winning Suzanne Kelley, this new construction boasts 7,800 square feet with

  Thomas Cavallo Douglas Elliman Real Estate

  28 Kendalls Ln, Southampton, NY 11968
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  $110,000 per month

  • 5 Beds
  • 5 Baths
  • House for Rent

  13 Deer Ridge Trail, Water Mill, NY 11976

  This amazing Water Mill home with beautiful tree top views offers 5+ bedrooms, 4 bathrooms, double height foyer, large living room with fireplace, dining area, open kitchen, and den. Surrounded by lush landscaping, there are wonderful decks for outdoor entertaining, plus a heated pool and an outdoor hot tub. Located just minutes from Bridgehampton, Southampton, and Sag Harbor villages, this home

  13 Deer Ridge Trail, Water Mill, NY 11976
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  $165,000 per month

  • 3 Beds
  • 3.5 Baths
  • 2,250 Sq Ft
  • Condo for Rent

  520 Hampton Rd Unit 18, Southampton, NY 11968

  EXQUISITE SOUTHAMPTON VILLAGE CONDO RENTAL!Be the first to rent this spectacular fully renovated, designer decorated, 3 bedroom 3.5 bathroom Southampton Village home located in Farrington Close. This unit is approximately 2300+/-sqft. The open floor plan has multiple entertaining spaces including a living room, dining and a top of the line gourmet eat-in kitchen. Additionally, there are 3

  Toni Asch Douglas Elliman Real Estate

  520 Hampton Rd Unit 18, Southampton, NY 11968
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  $45,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  28 Eastview Ct, Sag Harbor, NY 11963

  Meticulous very private 3 bedroom, 2 bath home with heated pool, outdoor shower and new landscaping. One floor living situated on a 1 plus acre lot at the end of a cul-de-sac. Recently renovated new kitchen and baths, nicely furnished, open floor plan, minutes to Long Beach, Sag Harbor Village stores and restaurants. The perfect summer home. Owner/agent [[Rental Registration # RP250366]]

  28 Eastview Ct, Sag Harbor, NY 11963

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