Watermill, NY Houses for Rent

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  $250,000 per month

  • 7 Beds
  • 7.5 Baths
  • 6,500 Sq Ft
  • House for Rent

  Unlisted Address

  First Neck Compound on 4 acres with pool & tennis. Built in 2015, with sleek decor in a super location this gated estate of nearly 4 acres has seven bedrooms, main level master suite with double baths and den. The main floor has 14 foot high ceilings and 9 foot glass French doors to covered porches, the living room has an elongated gas fireplace to wow guests. The grand dining room has a custom

  Craig Beem Brown Harris Stevens Hamptons

  Unlisted Address
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  $20,000 per month

  • 5 Beds
  • 6 Baths
  • House for Rent

  649 Hill St, Southampton, NY 11968

  Brand new Village Traditional on the market for the first time. 1.5 glorious acres with traditional home and a new heated 20 x 45 gunite pool with 8 x 8 spa. Five Bedrooms, Six Baths, new kitchen and finished lower level with gym. Central location with a bike ride to Cooper's Beach and downtown Village [[Rental Registration # villageproperty]]

  649 Hill St, Southampton, NY 11968
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  $60,000 per month

  • 3 Beds
  • 5 Baths
  • 2,600 Sq Ft
  • House for Rent

  24 Jennings Ave, Southampton, NY 11968

  Just two short blocks from Southampton village's charming restaurants and shops and a short distance to the train and jitney stop, this pristinely kept home offers a luxurious escape. Relax by the heated, gunite pool amidst manicured, flowering gardens or enjoy the spacious living areas inside, including a living room with two seating areas, a den with a fold-out sofa and large television, a

  Dawn Litel-Murphy Corcoran

  24 Jennings Ave, Southampton, NY 11968
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  $70,000 per month

  • 5 Beds
  • 4 Baths
  • House for Rent

  20 Little Plains Rd, Southampton, NY 11968

  This gorgeous sun filled newly renovated home has the perfect open space living floor plan. Gourmet kitchen with high ceilings leading into the dining room, living room and two other bonus rooms. 4 over-sized bedrooms with 4.5 baths with an additional bedroom with bath outside by the pool. The backyard has a beautiful gunite pool with a stone patio eating area.

  20 Little Plains Rd, Southampton, NY 11968
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  $24,000 per month

  • 3 Beds
  • 2 Baths
  • 1,402 Sq Ft
  • House for Rent

  35 W Neck Rd, Southampton, NY 11968

  Completely renovated, crisp and bright this adorable home features 3 bedrooms and 2 full baths. Great kitchen with an open floor plan flowing to the living room and den with a flat screen TV providing multiple areas to relax and entertain. Spacious backyard with mature landscaping. Close to Southampton Village's best restaurants and ocean beaches makes this a perfect Hamptons vacation getaway.

  Cristina Matos Brown Harris Stevens Hamptons

  35 W Neck Rd, Southampton, NY 11968
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  $78,000 per month

  • 4 Beds
  • 2 Baths
  • House for Rent

  32 Toylsome Place, Southampton, NY 11968

  32 Toylsome Place, Southampton, NY 11968
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  $28,000 per month

  • 4 Beds
  • 4 Baths
  • House for Rent

  2 William Way, Southampton, NY 11968

  This stylishly decorated and sun-filled home is located south of the highway near Southampton Village and ocean beaches. Features include a spacious double-height living space, four bright bedrooms and four baths and a guest wing with separate living room, dining area and loft/study. Two of the bedrooms are large primary en-suite. Large sliding glass doors open onto deck from most rooms to a

  Thomas Cavallo Douglas Elliman Real Estate

  2 William Way, Southampton, NY 11968
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  $35,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  31 Henry St, Southampton, NY 11968

  Looking for a pristine village home, but don't need a pool? Look no further. Located on a peaceful lane, this immaculate renovated and expanded three bedroom four bath summer getaway is a true sweetheart. An open kitchen dining area flows into the great room overlooking a bluestone terrace and beautifully landscaped grounds. A principle suite with Carerra marble spa bath, two more bedrooms,

  31 Henry St, Southampton, NY 11968
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  $22,000 per month

  • 3 Beds
  • 3 Baths
  • 2,600 Sq Ft
  • House for Rent

  18 Bay View Rd, Southampton, NY 11968

  RENOVATED IN A PRIVATE BAY FRONT COMMUNITY IN SOUTHAMPTON!! Welcome To This Chic, Spacious And Clean Three Bedroom, Three Bathroom Home In The Private Bay View Oaks Bayfront Community With A Heated Gunite Pool. The First Floor Boasts An Open Kitchen With Bar Window, Open Dining/Living Room With Fireplace. Dining Room Has French Doors That Lead To A Large Deck With Grill, Table, Chairs & Outdoor

  Andrea Imperiale Corcoran

  18 Bay View Rd, Southampton, NY 11968
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  $200,000 per month

  • 6 Beds
  • 6 Baths
  • House for Rent

  15 Seasons Ln, Southampton, NY 11968

  Spacious and impressive, this 6-bedroom (3 en-suite), 5.5 bath residence on a quiet cul-de-sac features a double height living room with fireplace on a shy half-acre. It is filled with natural light from multiple levels of windows and glass sliders which welcome views of the background and endless blue Southampton skies. Well-planned across 6,200+/- sf (including the lower level), the formal

  15 Seasons Ln, Southampton, NY 11968
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  $115,000 per month

  • 5 Beds
  • 4.5 Baths
  • 2,854 Sq Ft
  • House for Rent

  35 Old Town Crossing, Southampton, NY 11968

  Experience luxury living in the heart of Southampton Village with this beautifully renovated traditional home, now available for rent. Just minutes from the ocean and some of the world's best beaches, this elegant residence offers the perfect blend of comfort and style. The first floor features an open-concept kitchen and living area, a formal living room with a cozy fireplace, a private

  Hedgerow Exclusive Team Hedgerow Exclusive Properties

  35 Old Town Crossing, Southampton, NY 11968
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  $64,999 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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  $40,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • House for Rent

  64 S Hill St, Southampton, NY 11968

  This charming home on a quiet street in the Estate section is the perfect place to relax and enjoy the summer. Beautiful lawn, heated gunite pool, living room with fireplace,eat in kitchen, dining room, Master bedroom deck overlooking the pool and lawn.

  Elyn W. Kronemeyer Brown Harris Stevens Hamptons

  64 S Hill St, Southampton, NY 11968
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  $99,000 per month

  • 8 Beds
  • 12 Baths
  • House for Rent

  229 White St, Southampton, NY 11968

  In the heart of Southampton Village this 9,000+/- sq. ft. beautifully furnished home offers eight bedrooms and ten and one-half baths. Thee 11-foot ceilings allow for ample light throughout the family room, formal dining room, and gourmet eat-in kitchen with breakfast area. The large master suite has its own private office, walk-in closet, and spa-style bathroom. An additional master suite is on

  229 White St, Southampton, NY 11968
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  $100,000 per month

  • 5 Beds
  • 5.5 Baths
  • 4,650 Sq Ft
  • House for Rent

  115 Toylsome Ln, Southampton, NY 11968

  Prestigious 5 BR Home Close to Ocean Tucked away and less than a mile from the ocean and located in a most prestigious area of Southampton Village, this stunning 5 bedroom home offers everything you will need. First floor features a large, open style gourmet eat-in kitchen kitchen with double height ceilings and plenty of light. Living room features chic modern design, fireplace and plenty of

  Donna Landry Brown Harris Stevens Hamptons

  115 Toylsome Ln, Southampton, NY 11968
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  $40,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  21 Ochre Ln, Southampton, NY 11968

  Nestled within the serene and historic enclave of Southampton's Art Village, this exquisite vacation home offers an unparalleled escape from the ordinary. Originally known as "Grantchester," this distinguished residence was one of the first structures established for the renowned Art School led by the celebrated American painter, William Merritt Chase, from 1891 to 1902. Its

  21 Ochre Ln, Southampton, NY 11968
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  $175,000 per month

  • 7 Beds
  • 9 Baths
  • 12,000 Sq Ft
  • House for Rent

  45 Ram Island Dr, Southampton, NY 11968

  One half of private, Ram Island, offers a complete, self contained luxury resort experience. Stylishly restored on 15 acres, the main house centers around an antique windmill-- now an elevated office--overlooks Sebonac Creek, the blue waters of Peconic Bay and the green hills of historic National Golf Links. The main house has lavish living areas coupled with soft finishes and fixtures. Featuring

  Rachel King Serhant LLC

  45 Ram Island Dr, Southampton, NY 11968
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  $37,500 per month

  • 2 Beds
  • 1 Bath
  • House for Rent

  12 Justan Ave, Southampton, NY 11968

  Come now and enjoy the peace and serenity of this lovely waterfront cottage. Minutes from the heart of Southampton Village and both Ocean and Bay beaches. The home offers an open floor plan with the kitchen, dining and living room all sharing 180 degree water views of Little Fresh Pond. The cottage contains both a King and Queen bedroom as well as a newly renovated bathroom. Relax and enjoy the

  12 Justan Ave, Southampton, NY 11968
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  $98,000 per month

  • 4 Beds
  • 2.5 Baths
  • 2,138 Sq Ft
  • House for Rent

  67 Peconic Hills Dr, Southampton, NY 11968

  Newly renovated, this open floor plan and bright home has four bedrooms, two baths and one half bath. On the first floor, there is an open concept floor plan featuring a kitchen, dining and living area with double height ceilings and it's flooded with light, two bedrooms, one bathroom, den, laundry room, and a powder room. On the second floor, there are two additional bedrooms and bathroom.

  Cristina Matos Brown Harris Stevens Hamptons

  67 Peconic Hills Dr, Southampton, NY 11968
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  $157,000 per month

  • 4 Beds
  • 4 Baths
  • House for Rent

  24 Tansey Ln, Bridgehampton, NY 11932

  Nestled on half an acre of in a serene neighborhood between Bridgehampton and Sag Harbor, this exquisite four-bedroom, four-bathroom home offers the epitome of Hamptons living. Boasting a spacious layout and luxurious amenities, including a pristine pool, this residence is an idyllic retreat for the summer of 2024. Surrounded by open space, tranquility envelops the property, providing a peaceful

  24 Tansey Ln, Bridgehampton, NY 11932
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  $40,000 per month

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • House for Rent

  43 Robin Dr, Bridgehampton, NY 11932

  Nestled on a quiet cul-de-sac in Bridgehampton, this park-like, Gambrel styled property features 2,200+/- sf of living space, 3 bedrooms, 2 baths, double-height ceilings, and an abundance of natural light, and privacy. The first floor features an open-concept floor plan, a great room with bold splashes of color with a wood-burning fireplace and skylights, an updated kitchen with stainless steel

  John Vitello Brown Harris Stevens Hamptons

  43 Robin Dr, Bridgehampton, NY 11932
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  $50,000 per month

  • 7 Beds
  • 5 Baths
  • House for Rent

  507 Mecox Rd, Water Mill, NY 11976

  This seven bedroom, 4.5 bath farmhouse has it all including spectacular setting with gorgeous gardens, kitchen, living room, separate dining room, pool, guest house and close to the beach. All waiting for your perfect summer enjoyment. [[Rental Registration # RP250541]]

  507 Mecox Rd, Water Mill, NY 11976
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  $62,500 per month

  • 4 Beds
  • 3.5 Baths
  • 2,280 Sq Ft
  • House for Rent

  686 Hill St, Southampton, NY 11968

  Location! Location! This 4-bedroom, 3.5 bath, contemporary home is 1.5 Miles from Job’s Lane and 2 Miles from Coopers Beach. The charming French Country exterior opens to a welcoming double-height living room with wood-burning fireplace, newly renovated eat-in kitchen with windowed dining area, and a den with a second wood-burning fireplace and sectional sofa. Living spaces all open onto a

  Dawn Litel-Murphy Corcoran

  686 Hill St, Southampton, NY 11968
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  $30,000 per month

  • 3 Beds
  • 4 Baths
  • House for Rent

  55 Rogers Ave, Southampton, NY 11968

  One would be hard pressed to find a better location for your August vacation that this classic Village home sited on a beautiful deep lot with pool and pool house. Just steps from Main St one has easy access to the beach, the Village shops and wonderful restaurants. This charming 3 bedroom home with a living room, formal dining room, updated galley kitchen with a cozy breakfast area and a large

  55 Rogers Ave, Southampton, NY 11968
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  $65,000 per month

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

  43 Scrimshaw Dr, Southampton, NY 11968

  Minutes to the beach is this fantastic Contemporary with some water views and fall in love! Located in a desirable waterfront bay beach community and completely renovated with great taste, a modern feel and all new furniture decorated from a well-known interior designer. Sited on .80 acre, this bright home filled with light offers 4 bedrooms and 4.5 baths, an open floor plan, living room with

  Cristina Matos Brown Harris Stevens Hamptons

  43 Scrimshaw Dr, Southampton, NY 11968
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  $50,000 per month

  • 6 Beds
  • 6 Baths
  • House for Rent

  261 Toppings Path, Sagaponack, NY 11962

  Just completed custom-designed by StudioLabs, enjoy this six bedroom home in the heart of Sagaponack, near the storied Wolffer Vineyard and the world-class beaches of Sagaponack. The ControlFour smart home and multi-zone music throughout make this spacious and luxurious open floor plan perfect for entertaining, opening out to a large backyard entertaining area and covered patio, all-new luxury

  261 Toppings Path, Sagaponack, NY 11962
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  $20,000 per month

  • 6 Beds
  • 10 Baths
  • 6,100 Sq Ft
  • House for Rent

  6 Ocean View Pkwy, Southampton, NY 11968

  Secluded and amenity-filled, this Southampton property features an expansive 6000+/- sf of immaculate interior living space across 3 stories and multiple indoor and outdoor entertaining areas. This home has it all, from sprawling lush grounds to a luxurious, feature-rich home with a 3.5 car garage. All 6 bedrooms and 5.5 baths are well-appointed and drenched in natural light. The great room

  Cristina Matos Brown Harris Stevens Hamptons

  6 Ocean View Pkwy, Southampton, NY 11968
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  $37,500 per month

  • 6 Beds
  • 6 Baths
  • House for Rent

  53 Meadow Ln, Southampton, NY 11968

  Welcome to 53 Meadow Lane, Southampton, NY, a distinguished rental property offering a quintessential Hamptons experience. This 2,628 square foot residence, located south of the highway, is adjacent to the famed Meadow Club and within close proximity to Coopers Beach and Cryder Beach. This home has never been rented before and is an exceptional opportunity for those seeking to immerse themselves

  53 Meadow Ln, Southampton, NY 11968
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  $12,000 per month

  • 8 Beds
  • 7.5 Baths
  • 8,500 Sq Ft
  • House for Rent

  1060 Noyac Path, Water Mill, NY 11976

  Stunning and Private 8-Bedroom Property on 5 Acres, Featuring Har-Tru Tennis court, beautiful pool, mahogany deck, and Fully Equipped Gym with Peloton Equipment. This Gorgeous estate Includes a Main House with 5 Bedrooms and Attached 3-Bedroom Carriage House, Perfect for Large Families, Friends, or Live-In Staff. Enjoy Extra Rooms in the Finished Basement for Added Space and Privacy. Ideal for

  Diana Rafailova ALEPH REALTY BROKERAGE LLC

  1060 Noyac Path, Water Mill, NY 11976
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  $140,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  28 Tansey Ln, Bridgehampton, NY 11932

  Discover the perfect Hamptons getaway at 28 Tansey Lane-an impeccably maintained summer rental nestled on a quiet cul-de-sac in Bridgehampton. This light-filled home offers four spacious bedrooms and beautifully renovated bathrooms, ideal for family living or entertaining guests. The open-concept floor plan features a sun-drenched living room, formal dining area, and a cozy den-providing plenty

  28 Tansey Ln, Bridgehampton, NY 11932
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  $29,000 per month

  • 4 Beds
  • 3.5 Baths
  • 2,599 Sq Ft
  • House for Rent

  59 N Captains Neck Ln, Southampton, NY 11968

  Estate-like, lush privet hedges surround this immaculate, traditional situated on a beautiful .46-acre property on a tranquil lane in Southampton Village. Stylish, light-filled rooms, include a spacious living room, a cozy den/family room with fireplace and a separate formal dining room. A recently-renovated open kitchen with new stainless steel appliances, includes a breakfast area with sliding

  Cristina Matos Brown Harris Stevens Hamptons

  59 N Captains Neck Ln, Southampton, NY 11968
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  $195,000 per month

  • 6 Beds
  • 6 Baths
  • House for Rent

  39 Pheasant Close S, Southampton, NY 11968

  Fully outfitted by restoration hardware, interior renovation including grey tone hardwood flooring throughout, brushed nickel hardware on the new solid white interior doors for additional soundproofing, plus an exceptional 20x40 all-white professional kitchen, with Sub-zero refrigerator, double dishwashers, ice maker, wine refrigerator that houses up to 120 bottles, Viking stove with 6 burners,

  39 Pheasant Close S, Southampton, NY 11968
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  $250,000 per month

  • 5 Beds
  • 4.5 Baths
  • 3,900 Sq Ft
  • House for Rent

  120 Swans Neck Ln, Water Mill, NY 11976

  Newly-renovated and presiding over an estate of 2.50 acres featuring living room with fireplace, dining room, eat-in kitchen, 5 bedrooms (including first-floor master), 4 baths and a powder room. Additional amenities include central air-conditioning, sound system and a heated 20' x 40' pool. Mature landscaping and a picturesque setting, this property is privately situated on a cul-de-sac and

  John Vitello Brown Harris Stevens Hamptons

  120 Swans Neck Ln, Water Mill, NY 11976
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  $6,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  13 Waters Edge Rd, Southampton, NY 11968

  Lovely home on the water in Fish Cove. Beautifully done kitchen with custom cabinets, large island for entertaining, and new appliances. A light filled first floor with large windows and doors includes a great room for dining, watching TV, sitting by the fireplace, or enjoying the view overlooking the water. Additionally enjoy the convenience of a bedroom, full bath, and laundry. Upstairs is an

  13 Waters Edge Rd, Southampton, NY 11968
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  $60,000 per month

  • 4 Beds
  • 4 Baths
  • 3,100 Sq Ft
  • House for Rent

  128 Halsey St, Southampton, NY 11968

  The interior showcases a warm color palette with soothing hues setting the tone for a relaxing summer escape. The open floor plan includes a living room and dining room leading into the gorgeous gourmet kitchen. Fit for a true epicurean chef, it is equipped with top-of-the-line appliances and stunning cabinetry. Wrapped in an elegant package, all the bells and whistles are present. The

  John Vitello Brown Harris Stevens Hamptons

  128 Halsey St, Southampton, NY 11968
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  $20,000 per month

  • 7 Beds
  • 5 Baths
  • House for Rent

  50 Culver St, Southampton, NY 11968

  One cannot find a more convenient location than this for your summer rental ! Beautiful shingled traditional in the heart of the village within a block of Lake Agawam Park, the movie theatre, the cultural center and all Southampton Village shopping. Sited on a beautiful south facing property with a sunny Gunite pool and outdoor shower this property is fantastic for lounging by the pool when one

  50 Culver St, Southampton, NY 11968
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  $90,000 per month

  • 4 Beds
  • 4 Baths
  • 3,500 Sq Ft
  • House for Rent

  271 Flying Point Rd, Southampton, NY 11968

  Located South of the Highway in Southampton Village, "THE WAVE" is a sprawling, updated and turnkey modern home that is the ideal retreat for year-round Hamptons living. With a southern exposure providing an abundance of natural light, the bright, open living spaces are ideal for entertaining. The 4 bedroom, 4 bath home benefits from oversized panels of glass that look out over the 1.30+/- acre

  John Vitello Brown Harris Stevens Hamptons

  271 Flying Point Rd, Southampton, NY 11968
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  $3,800 per month

  • 2 Beds
  • 2 Baths
  • House for Rent

  37 Trout Pond Rd, Sag Harbor, NY 11963

  Newly renovated in 2025, this adorable 2-bedroom, 1.5-bath cottage is the perfect Hamptons getaway. Just a short walk to Long Beach and 5 minutes to Sag Harbor Village, the home features a king-bedded primary suite with an ensuite half bath, all new appliances, and stylish, fully furnished interiors. Set on a private, quiet lot, surrounded by nature. It's cozy, comfortable, and the perfect place

  37 Trout Pond Rd, Sag Harbor, NY 11963
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  $15,000 per month

  • 7 Beds
  • 8.5 Baths
  • 8,250 Sq Ft
  • House for Rent

  421 Edge of Woods Rd, Water Mill, NY 11976

  WATER MILL SECLUDED COMPOUND Down a long driveway, this wonderfully appointed home situated on 2.5+/- acres offers exceptional privacy and seclusion in Water Mill. The compound features a beautiful main house, a guest cottage, and a pool house, this newly-updated traditional offers 7 bedrooms and 8.5 baths. The main house features an oversized gourmet kitchen with stainless steel appliances with

  Cristina Matos Brown Harris Stevens Hamptons

  421 Edge of Woods Rd, Water Mill, NY 11976
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  $40,000 per month

  • 4 Beds
  • 4 Baths
  • House for Rent

  333 Newlight Ln, Bridgehampton, NY 11932

  A Designer Retreat Near Ocean Beaches in Sag Harbor Discover the ultimate Hamptons summer rental just 2.5 miles from Bridgehampton's world-renowned ocean beaches. This South of the Highway luxury vacation home offers a rare blend of historic charm and modern amenities, making it the perfect Bridgehampton rental for your next getaway.Step inside to soaring 28-foot ceilings and an open-concept

  333 Newlight Ln, Bridgehampton, NY 11932

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