Newest Homes for Rent in Watermill, NY

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  $39,500 Per Month

  • 5 Beds
  • 5.5 Baths
  • 3,832 Sq Ft
  • House for Rent

  375 Hill St, Southampton, NY 11968

  Village Victorian and Cottage on Famed Hill St.This home was built by Captain William Post in the 1800's. This quintessential village home and cottage has it all including history. The main house has been recently updated with new chefs kitchen, breakfast room and family room. It has five bedrooms, five and a half baths, formal dining room, parlor and living room. There are also separate

  Joanna Mincarelli Douglas Elliman Real Estate

  375 Hill St, Southampton, NY 11968
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  /23

  $130,000 Per Month

  • 3 Beds
  • 2 Baths
  • House for Rent

  49 Huntington Ln, Water Mill, NY 11976

  Hamptons Mid-Century Modern located in Water Mill South with access to Mecox Bay, this home is an artist or writer's dream retreat. Designed by famed architect Peter Blake, this house is an architectural icon and was featured on the Hamptons Cottage & Gardens Magazine's 20th Century Modern House Tour. It is one of the only remaining original Mid-Century Modern homes in the Hamptons! Featured in

  49 Huntington Ln, Water Mill, NY 11976
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  /27

  $375,000 Per Month

  • 5 Beds
  • 9 Baths
  • 9,500 Sq Ft
  • House for Rent

  6 Gin Ln, Southampton, NY 11968

  Iconic Gin Lane sets the stage for this Villa inspired oceanfront retreat designed for effortless indoor-outdoor living, where mesmerizing views, resort-style amenities, and complete privacy come together.245' of Oceanfront, 1.4 private acres, 5 Bedrooms with seperate accomodations for the live-in housekeeper, Inground heated saltwater pool, Tennis court, Bocce court, Veggie Garden, Lushly

  Natalie Lewis Coldwell Banker Reliable R E

  6 Gin Ln, Southampton, NY 11968
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  $150,000 Per Month

  • 4 Beds
  • 4 Baths
  • House for Rent

  53 Bay Ave, Water Mill, NY 11976

  Be the first to rent this spectacular South-of-the-Highway waterfront on Mecox Bay this summer! This newly furnished waterfront estate offers a rare opportunity to experience summer on the water with incredible convenience, just 1 mile to the center of Water Mill and 2 miles from Bridgehampton Village. Set on nearly 2.5 estate-sized acres at the end of a quiet cul-de-sac, the property offers

  53 Bay Ave, Water Mill, NY 11976
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  /22

  $30,000 Per Month

  • 3 Beds
  • 2 Baths
  • House for Rent

  391 N Main St, Southampton, NY 11968

  Completely renovated with custom stainless-steel kitchen appointed with quartz counter tops and natural ash wood cabinets, three bedrooms, and two full designer baths including a large cast iron soaking tub in the master bath. All new beautifully curated interior furnishings, linens and housewares, designer light fixtures, new central air and heating system. Property is also perfect for summer

  391 N Main St, Southampton, NY 11968
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  $50,000 Per Month

  • 5 Beds
  • 5 Baths
  • House for Rent

  50 Old Farm Rd, Bridgehampton, NY 11932

  This stunning five-bedroom, four and a half bath Bridgehampton Contemporary has been recently renovated and professionally designed, offering a seamless flow and effortless elegance throughout. Thoughtfully curated interiors and generous living spaces make this home ideal for both entertaining and relaxed summer living. The interior features10' high ceilings and two spacious living rooms, a

  50 Old Farm Rd, Bridgehampton, NY 11932
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  $8,000 Per Month

  • 3 Beds
  • 3 Baths
  • House for Rent

  65 Waters Edge Rd, Southampton, NY 11968

  Also available: Any two weeks in August $18k, Sept 6-30 $20kCharming & magical waterfront property with spectacular views in prime Hamptons location off North Sea Harbor. Minutes to Southampton Village and Sag Harbor. Less than a mile to Towd Point Beach. The property is 65+/- feet on the water and features a private dock with room for a 22 ft. boat as well as a jet ski floating dock, and is

  65 Waters Edge Rd, Southampton, NY 11968
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  /28

  $110,000 Per Month

  • 4 Beds
  • 4 Baths
  • House for Rent

  88 Old Town Crossing, Southampton, NY 11968

  This beautiful home spans approximately 2,500 sq. ft. and is situated on 0.32 acres of land. It boasts an excellent location, in very close proximity to the Atlantic Ocean and a short distance from Southampton Village Center. The property is surrounded by mature hedges and landscaping, ensuring maximum privacy. This classic home exudes charm and is exquisitely furnished with meticulous attention

  88 Old Town Crossing, Southampton, NY 11968
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  /19

  $185,000 Per Month

  • 8 Beds
  • 9 Baths
  • House for Rent

  22 E Woods Path, Sagaponack, NY 11962

  This spectacular Sagaponack estate offers the best of Hamptons luxury lifestyle. Designed by a renowned interior designer, the graciously appointed interior flows easily to an outdoor living/dining patio, heated gunite pool, hot tub, tennis court, and exquisitely landscaped garden and lawn. The main floor has a living room, great room open to eat-in kitchen, formal dining room, butler's pantry,

  22 E Woods Path, Sagaponack, NY 11962
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  $55,000 Per Month

  • 4 Beds
  • 4 Baths
  • House for Rent

  99 Audubon Ave, Bridgehampton, NY 11932

  Escape to this beautifully renovated four-bedroom, 3.5-bathroom home, perfectly situated south of the highway on a private, lushly landscaped half-acre-just minutes from Bridgehampton Village and Ocean Road Beach. Designed with comfort and style in mind, this immaculate home features two spacious primary suites, a sun-drenched open kitchen with a cozy sitting area, and elegant designer décor

  99 Audubon Ave, Bridgehampton, NY 11932
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  Call for Price

  • 21 Beds
  • 26 Baths
  • House for Rent

  90 Wyandanch Ln, Southampton, NY 11968

  A one-of-a-kind compound on prestigious Wyandanch Lane features four structures including an 10,000+/- sq. ft. main house plus three spacious guest cottages with almost 400 feet of waterfront on Old Towne Pond. Set on nearly five acres of rolling lawns and park like grounds in the heart of Southampton Village, the estate offers a stunning new nine-bedroom primary residence and three guest

  90 Wyandanch Ln, Southampton, NY 11968
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  $125,000 Per Month

  • 3 Beds
  • 4 Baths
  • House for Rent

  9 First Neck Ln, Southampton, NY 11968

  A rare opportunity to rent this sunlit three-bedroom townhouse in close proximity to all conveniences in Southampton Village. Renovated and in pristine condition, this beautiful home boasts French doors off of the living and dining areas which lead one to the private garden affording green views and sunlight throughout the day. Ideally planned for summer season entertaining, the modern open

  9 First Neck Ln, Southampton, NY 11968
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  $5,000 Per Month

  • 3 Beds
  • 3 Baths
  • House for Rent

  28 Andrew Ct, Southampton, NY 11968

  Spend the summer in this newly and beautifully-decorated townhouse condo, located in The Courtyards, just three miles from Southampton Village, convenient to stores, restaurants, and ocean beaches. The home boasts a bright and open living room, dining area, and fully equipped gourmet kitchen, leading out to a private patio for outdoor dining and lounging, and relaxing in the hot tub. In addition

  28 Andrew Ct, Southampton, NY 11968
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  /18

  $200,000 Per Month

  • 5 Beds
  • 5 Baths
  • House for Rent

  535 Old Sag Harbor Rd, Sag Harbor, NY 11963

  Conveniently located between Bridgehampton and Sag Harbor Village(s), this five bedroom spacious beach house is designed for comfort, relaxation, and entertainment. Pristine and tasteful furnishings, fully equipped kitchen, top-tier amenities, and privacy. The ultimate retreat for a memorable summer in the Hamptons awaits. [[Rental Registration # 250576]] EH RR #: 250576Rental

  535 Old Sag Harbor Rd, Sag Harbor, NY 11963
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  $35,000 Per Month

  • 4 Beds
  • 5 Baths
  • House for Rent

  29 Harris Ln, Southampton, NY 11968

  This modern and chic four bedroom, four bath home has a gourmet kitchen with Miele appliances. The first floor primary suite opens onto the pool terrace. There is also a den on the main floor with ""en suite"" bathroom. Three bedrooms and two baths upstairs. Heated gunite pool surrounded by beautiful manicured gardens. Located by beautiful Conscience Point and bay beaches. All you need for a

  29 Harris Ln, Southampton, NY 11968
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  $60,000 Per Month

  • 4 Beds
  • 4 Baths
  • House for Rent

  2654 Montauk Hwy, East Hampton, NY 11932

  Immaculate and meticulous, this four bedroom, three and a half bath traditional is located just steps from Main Street in Bridgehampton, convenient to both Sag Harbor and East Hampton. Tastefully designed and decorated, on the first floor, the house features a lovely great room, comfortable family/media room with large sofas and television and a wonderfully equipped fabulous kitchen with adjacent

  2654 Montauk Hwy, East Hampton, NY 11932
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  $175,000 Per Month

  • 8 Beds
  • 6 Baths
  • House for Rent

  477 Little Plains Rd, Southampton, NY 11968

  Experience the best of Southampton Village living from this beautifully renovated Gin Lane estate rental, ideally located south of the highway just one block from the ocean. Set on 4 lush acres at the corner of Little Plains Road and iconic Gin Lane, this private summer retreat offers timeless Hamptons style, expansive entertaining spaces, and exceptional proximity to the beach, village

  477 Little Plains Rd, Southampton, NY 11968
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  $65,000 Per Month

  • 4 Beds
  • 5 Baths
  • House for Rent

  291 Brick Kiln Rd, Bridgehampton, NY 11932

  Discover a newly completed 2025 modern residence, quietly set far back from the road for exceptional privacy. Thoughtfully designed, the home features three generously scaled primary suites and a striking great room with balcony, oriented toward serene views of the 100-foot pool, spa, and brick-lined terrace. A covered porch and outdoor dining area invite relaxed gatherings framed by the natural

  291 Brick Kiln Rd, Bridgehampton, NY 11932
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  /28

  $80,000 Per Month

  • 4 Beds
  • 3 Baths
  • House for Rent

  138 Merchants Path, Sagaponack, NY 11962

  Available for US OPEN! Tucked behind a gated drive, this magazine-featured estate offers an exclusive escape for discerning guests. Four expansive king suites provide comfort and privacy, each thoughtfully appointed with high-end furnishings and serene views. The open-concept layout is anchored by a dramatic double-height living room, flowing seamlessly into a newly renovated chef's kitchen and a

  138 Merchants Path, Sagaponack, NY 11962
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  /18

  Call for Price

  • 4 Beds
  • 4 Baths
  • House for Rent

  108 Heady Creek Ln, Southampton, NY 11968

  Pristine house on 1 private acre. Quiet street in desirable Southampton south estate section. Gallery entrance foyer, cathedral living room, eat in kitchen leads to screened porch, 3 bedrooms plus den, 3 and a half baths, heated swimming pool. 2.5 miles from ocean & village center. 2 miles from SHGC/US Open. Architectural style distinguishes this dramatic and sun drenched home. Must see for July

  108 Heady Creek Ln, Southampton, NY 11968
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  $85,000 Per Month

  • 4 Beds
  • 5 Baths
  • House for Rent

  83 Sandpiper Ln, Bridgehampton, NY 11932

  Richard Gluckman designed modern gem within easy stroll to Bridgehampton Ocean Rd beach. Rarely does a modern house of this caliber in this coveted south of the highway location become available for rent. Enjoy the exquisite architecture and gorgeous grounds of this 4 bed/4.5 bath home, with open living and dining area adjacent to top of the line Bulthaup kitchen, Unique terrace outside master

  83 Sandpiper Ln, Bridgehampton, NY 11932
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  /19

  $140,000 Per Month

  • 6 Beds
  • 7 Baths
  • House for Rent

  127 Toylsome Ln, Southampton, NY 11968

  Experience the ultimate Hamptons summer in this exceptional newly constructed luxury rental in Southampton Village, offering resort-style living just moments from ocean beaches, fine dining, boutique shopping, and the best of Southampton Village. Designed for effortless summer living and entertaining, this modern Hamptons rental features three finished levels with custom Ciuffo cabinetry and

  127 Toylsome Ln, Southampton, NY 11968
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  $35,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,696 Sq Ft
  • House for Rent

  1981 Montauk Hwy, Bridgehampton, NY 11932

  A beautifully positioned Bridgehampton property offering the perfect blend of convenience, privacy, and classic Hamptons charm. This stand out property boasts easy access to beaches, transportation, shopping, and dining — an exceptional opportunity in a highly sought-after location. A truly special home, must see! Seasonal Rental: June $25K; July $35K; August $35K; September $25K

  

  Sophia Walker

  Signature Premier Properties

  (631) 380-1956

  1981 Montauk Hwy, Bridgehampton, NY 11932
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  /43

  $300,000 Per Month

  • 7 Beds
  • 8.5 Baths
  • 5,682 Sq Ft
  • House for Rent

  Unlisted Address

  7 BDRM Water Mill Estate Rental for U.S. Open ChampionshipSet on nearly three private acres in Water Mill North, this newly renovated estate offers the ultimate Hamptons vacation package just moments from Southampton, Bridgehampton, Sag Harbor, and easy access to the U.S. Open Golf Championship. Designed for effortless summer living and entertaining, the residence spans approximately 8,000

  Angela Boyer Sothebys Int'l Realty Hamptons

  Unlisted Address
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  /20

  $190,000 Per Month

  • 7 Beds
  • 7 Baths
  • 5,328 Sq Ft
  • House for Rent

  172 Narrow Ln E, Sagaponack, NY 11962

  Sagaponack Horse Farm ViewsEnjoy quintessential Sagaponack farm views all Summer! This newly built Modern farm style 7 bedroom Compound for rent is a rare find in the Hamptons. It includes a 4,000sf 4 bedroom Main Farmhouse and an adjoining 2,500sf 3 bedroom Cottage exquisitely designed by Val Florio set on 1.7 pasture-like acres indicative of Sagaponack's agricultural history. The grounds

  Cynthia Barrett Brown Harris Stevens Hamptons

  172 Narrow Ln E, Sagaponack, NY 11962
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  $20,000 Per Month

  • 3 Beds
  • 3 Baths
  • Townhouse for Rent

  50 Hubbard Ln, Southampton, NY 11968

  Southampton Commons, All the Amenities Conveniently located, winter or summer living will be seamless in this 3 bedroom 2.5 bath townhome. Recently renovated and styled. Open living, eat in kitchen, and back deck area perfect for evening barbecues. Community tennis, pickle ball, putting range, 2 pools and quick access to village shops and ocean beaches! [[Rental Registration # condon/a]] EH RR #:

  50 Hubbard Ln, Southampton, NY 11968
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  /19

  $10,000 Per Month

  • 3 Beds
  • 2 Baths
  • Condo for Rent

  125 St Andrew Cir, Southampton, NY 11968

  Wonderful rental opportunity--a three-bedroom condo that has been completely renovated in 2021. Easy living all on one floor. New kitchen, bathrooms, wood flooring and freshly painted. Upon entering the house there is a grand living room with wood burning fireplace, vaulted ceiling, flat screen tv, a dining room and a new kitchen with white cabinets, granite countertops and stainless appliances.

  125 St Andrew Cir, Southampton, NY 11968
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  /23

  $125,000 Per Month

  • 5 Beds
  • 5 Baths
  • House for Rent

  747 Flying Point Rd, Water Mill, NY 11976

  Water views stretch across Mecox Bay from this exceptional villa on Flying Point in Water Mill South. Privately set on 0.6 acres, this meticulous Hampton's residence offers approximately 5,000 square feet of living space with five bedrooms, including a gracious primary suite with en-suite bath, walk-in closet, den, and balcony overlooking the grounds. Four guest bedrooms enjoy sweeping bay views,

  747 Flying Point Rd, Water Mill, NY 11976
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  $10,000 Per Month

  • 4 Beds
  • 4 Baths
  • House for Rent

  69 Whalebone Landing Rd, Southampton, NY 11968

  Fabulous, brand new minimal, modern home available for rent for the first time. Serene water views from living areas, deck and brand new in-ground, heated swimming pool. A short 300' to the sandy bay beach. The home was completely renovated in 2020. The home offers open concept living at its best with wall to ceiling glass doors letting the outdoors in and offering serene water views. The first

  69 Whalebone Landing Rd, Southampton, NY 11968
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  $30,000 Per Month

  • 5 Beds
  • 5 Baths
  • House for Rent

  341 Narrow Ln, Bridgehampton, NY 11932

  Gorgeous secluded house in one of the quietest areas of Bridgehampton in the heart of the Long Pond Greenbelt. Lovely property with pool and tennis - perfect for summer living with five bedrooms and five bathrooms. Close proximity to beaches, villages, transportation, shopping, restaurants and nature trails. Available July or August [[Rental Registration # RP241630]] EH RR #:

  341 Narrow Ln, Bridgehampton, NY 11932
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  $200,000 Per Month

  • 7 Beds
  • 8 Baths
  • House for Rent

  25 Rawson Rd, Sag Harbor, NY 11963

  Experience the ultimate Hamptons summer in this extraordinary modern waterfront estate, ideally located between Sag Harbor Village and Bridgehampton Village with direct private beach access to a secluded bay beach and breathtaking panoramic water views. Offering spectacular sunsets and resort-style living, this luxury Hamptons waterfront rental spans 8,000± sq. ft. with 7 bedrooms, 8 full and 1

  25 Rawson Rd, Sag Harbor, NY 11963
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  $25,000 Per Month

  • 3 Beds
  • 2 Baths
  • House for Rent

  635 Water Mill Towd Rd, Southampton, NY 11968

  This recently renovated and professionally decorated cottage features 3 bedrooms on 0.40+/- acres. The immaculate interior is welcoming and chic, while maintaining the desirable comfort of a beachy summer home. Minutes to both Sag Harbor Village and Southampton, this retreat features new appliances, fresh and stylish furnishings, and interior rooms bathed in natural light. Bar-B-Que on the back

  635 Water Mill Towd Rd, Southampton, NY 11968
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  $35,000 Per Month

  • 3 Beds
  • 3 Baths
  • House for Rent

  109 Toylsome Ln, Southampton, NY 11968

  This charming 3-bedroom, 3-bath cottage is perfectly situated in prime Southampton Village, just moments from the area's renowned beaches and world-class shopping. The home offers a bright, inviting layout with thoughtfully designed interiors that blend comfort and style. Enjoy easy access to everything that makes the village so special, from celebrated dining to picturesque streetscapes. Whether

  109 Toylsome Ln, Southampton, NY 11968
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  /35

  $160,000 Per Month

  • 8 Beds
  • 8 Baths
  • House for Rent

  65 Herrick Rd, Southampton, NY 11968

  Ideally situated in the heart of Southampton Village this 8 bedroom, 7 1/2 bath home has been lovingly restored to its original excellence with modern amenities. The first floor offers an open and bright Living Room, a sunny family room, a guest bedroom with a bath, a very large and open kitchen with walls of windows and glass doors that lead to the large stone patio, a formal dining room, and a

  65 Herrick Rd, Southampton, NY 11968
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  $60,000 Per Month

  • 5 Beds
  • 5 Baths
  • House for Rent

  21 Rawson Rd, Sag Harbor, NY 11963

  Set against the exquisite backdrop of Little Peconic Bay, this unique waterfront home offers a harmonious blend of modern sophistication and waterfront beauty. With 180-degree bay views and resort-style amenities, the property is a sanctuary of elevated living. The main residence is a striking five-bedroom, four-and-a-half-bath haven, thoughtfully designed for both intimate entertaining and quiet

  21 Rawson Rd, Sag Harbor, NY 11963
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  /22

  $85,000 Per Month

  • 7 Beds
  • 10 Baths
  • House for Rent

  16 Ranch Ct, Sagaponack, NY 11954

  Experience summer in this elegant 7-bedroom, 9.5-bath estate set behind tall privets in one of Sagaponack North's most desirable neighborhoods. Spanning approximately 11,000 square feet on the largest fully cleared property on the street, this impressive home offers exceptional privacy, scale, and classic Hamptons living. Manicured grounds feature expansive bluestone terraces, an oversized 20x45

  16 Ranch Ct, Sagaponack, NY 11954
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  $50,000 Per Month

  • 5 Beds
  • 6 Baths
  • House for Rent

  5 Artist Colony Ln, Southampton, NY 11968

  Located on a very quiet cul-de-sac on 1.2+/- acres in the village of Southampton, this classic home has 5 bedrooms, including a master bedroom with fireplace, 5.5 baths, 3 fireplaces, a formal living room with fireplace, a dining room, sunroom, family room and a fully equipped gourmet kitchen with breakfast area (2 Refrigerators, 2 dishwashers, and large pantry) and a butler's pantry. There is

  5 Artist Colony Ln, Southampton, NY 11968
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  $15,000 Per Month

  • 6 Beds
  • 7 Baths
  • House for Rent

  1754 Majors Path, Southampton, NY 11968

  This gated, 10,000 square foot on 5 park-like acres is the perfect Southampton retreat. The home feels like a true "estate," completely secluded on a private cul-de-sac of high-end homes, well off the main road. The recently refreshed interior is grand, with 5500 square feet of 2-story living space, all on one level, plus an additional 4500 square feet of finished lower level with every amenity.

  1754 Majors Path, Southampton, NY 11968
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  $100,000 Per Month

  • 6 Beds
  • 7 Baths
  • House for Rent

  221 Wickapogue Rd, Southampton, NY 11968

  This beautiful classic white shingled three-story house with six bedrooms,6 bathrooms, two half-baths, gorgeous backyard, heated pool and spa is the perfect summer rental in Southampton Village. Enter the large foyer and experience the spacious nature and high ceilings that exist throughout the house. The main floor offers an elegant and spacious living room that opens onto the patio and gardens,

  221 Wickapogue Rd, Southampton, NY 11968
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  $50,000 Per Month

  • 4 Beds
  • 4 Baths
  • House for Rent

  18 Spring Ln, Southampton, NY 11968

  An open living floor plan offers 2 living areas (one with wet bar), breakfast nook, eat-in kitchen with stainless appliances, dining area, finished bonus room, 4 bedrooms (including a spacious primary suite), 3.5 baths, 2 car garage, heated gunite pool, nice outdoor landscaping, community tennis,finished lower level, and a convenient location. Offered for July. [[Rental Registration # 240719]] EH

  18 Spring Ln, Southampton, NY 11968

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