Watermill, NY Houses for Rent

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  $35,000 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,424 Sq Ft
  • House for Rent

  28 Old Trail Rd, Water Mill, NY 11976

  Summer in the Hamptons Starts Here | August Rental - $40,000 Spend August in effortless Hamptons style at this beautifully appointed 4-bedroom, 2.5-bath retreat, ideally located on quiet Old Trail and just minutes from both Sag Harbor Village and Southampton Village. Designed for relaxed summer living, the home offers bright, open interiors with comfortable gathering spaces, a well-equipped

  Bridget Terry Compass Greater NY LLC

  28 Old Trail Rd, Water Mill, NY 11976
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  $30,000 Per Month

  • 4 Beds
  • 4 Baths
  • House for Rent

  17 Bayview Rd, Southampton, NY 11968

  This Southampton beach house blends playful coastal personality with relaxed Hamptons living. Located in Bay View Oaks, a waterfront community with private beach access, deeded rights to Peconic Bay, and a boat launch, the home sits in a quiet setting within Bay View Oaks, just 10 minutes from both Sag Harbor and Southampton Villages. Inside, the home features high ceilings, light-filled rooms,

  17 Bayview Rd, Southampton, NY 11968
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  $50,000 Per Month

  • 2 Beds
  • 2 Baths
  • 2,197 Sq Ft
  • House for Rent

  1 Burkeshire Dr, Sag Harbor, NY 11963

  Soak up the perfect Hamptons summer in Sag Harbor w/ your very own private spa experience. The sunny pool house featuring a gunite pool, yoga deck and sauna will melt your cares away upon your arrival, after a day at the beach or after a day strolling through downtown Sag Harbor. The primary bedroom features vaulted ceilings, a skylight, a ceiling fan a king size bed and in wall speakers. The

  Zachariah Zaleski Douglas Elliman Real Estate

  1 Burkeshire Dr, Sag Harbor, NY 11963
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  $195,000 Per Month

  • 5 Beds
  • 4 Baths
  • House for Rent

  51 Seascape Ln, Sagaponack, NY 11962

  Modern, cool and comfortable. Set on a private acre just five minutes from beautiful Sagaponack ocean beaches. Perfect refuge with indoor and outdoor space for rest or to work from home with hi-speed internet, and full house generator. The open-style kitchen has a six-burner Samsung gas stove, Meile dishwasher, and Sub-Zero fridge. It opens to a comfortable living room with gas fireplace, and a

  51 Seascape Ln, Sagaponack, NY 11962
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  $45,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,025 Sq Ft
  • House for Rent

  10 Henry St, Southampton, NY 11968

  Southampton Village Gem in mint condition with beautiful gardens, mature landscaping and Gunite pool. This home and property are turn key. It offers 1025 square feet of entertaining space between the main residence and the fabulous pool house. The home and property are wonderfully appointed and located on a quiet lane in Southampton Village just moments from the shops and ocean beaches.

  Beth Marano Corcoran

  10 Henry St, Southampton, NY 11968
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  $150,000 Per Month

  • 7 Beds
  • 8 Baths
  • House for Rent

  39 Marylea Dr, Southampton, NY 11968

  This beautiful village estate section home was built in 1880 and completely renovated in 1998. Features 6,000+/- sq. ft. of living space, including a formal Living room, a sunroom, a formal dining room, a large, eat in, gourmet kitchen, 7 main bedrooms including a 1st and 2nd floor master suite, 7 1/2 baths, large sunroom, beautiful outdoor terraces leading to 2.0+/- acres of gardens with mature

  39 Marylea Dr, Southampton, NY 11968
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  $30,000 Per Month

  • 4 Beds
  • 3 Baths
  • 1,825 Sq Ft
  • House for Rent

  286 Towd Point Rd, Southampton, NY 11968

  Welcome to your tranquil summer haven. Where hiking, biking, kayaking, fishing and stunning water views await. Immerse yourself in the sound of nature. Just in time for summer. Completely remodeled new kitchen and bathrooms. This home boasts 4 beds and 3 full bathrooms, one being the primary suite. Ductless AC Units in all bedrooms and living space and water views from every room and a Gas

  Linda Jolly Douglas Elliman Real Estate

  286 Towd Point Rd, Southampton, NY 11968
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  $90,000 Per Month

  • 5 Beds
  • 6 Baths
  • House for Rent

  43 Pheasant Close W, Southampton, NY 11968

  Welcome to your own private oasis in the heart of Southampton Village! This stunning 5 bedroom, 6 bath Traditional home is situated on a meticulously landscaped +/- 1.38-acre lot within a beautiful private compound. As you enter the home, you'll be greeted by a spacious foyer with double-height ceilings, leading to a generous family room with a cozy wood-burning fireplace, a traditional living

  43 Pheasant Close W, Southampton, NY 11968
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  $45,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft
  • House for Rent

  9 Helens Ln, Southampton, NY 11968

  Southampton Cove Retreat – Renovated 3BR with Water Views & Deck Just renovated! This stunning 3-bedroom, 2-bath home offers an open floor plan with brand-new floors and modern bathrooms. The spacious great room flows seamlessly to a large deck, perfect for entertaining or relaxing while enjoying serene water views. A bonus room on the first floor has a separate kitchenette and laundry. Located

  Nancy Pearson Sothebys Int'l Realty Hamptons

  9 Helens Ln, Southampton, NY 11968
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  $50,000 Per Month

  • 4 Beds
  • 3 Baths
  • House for Rent

  2629 Montauk Hwy, Bridgehampton, NY 11932

  This Bridgehampton South classic country farmhouse nestled far off the road on a deep flag lot a 1/4 of a mile to town. This charming house is surrounded by hydrangea in a very private .53-acre parcel. A heated salt-water Gunite pool with a sunning level provides for luxurious sunbathing and a private back deck is partially shaded for evening grilling, and dining alfresco. The large custom chef's

  2629 Montauk Hwy, Bridgehampton, NY 11932
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  $30,000 Per Month

  • 3 Beds
  • 3 Baths
  • 1,904 Sq Ft
  • House for Rent

  1008 Middle Line Hwy, Sag Harbor, NY 11963

  Welcome to the Sag Harbor escape everyone is searching for — and almost no one finds. Set behind gates on 3.6 acres of pristine, private grounds, this beautifully designed Hamptons retreat offers the rare combination of total privacy, resort-style outdoor living, and effortless access to everything Sag Harbor is loved for. It’s peaceful, spacious, and completely turnkey — the kind of place guests

  Elizabeth Cordova Alata Douglas Elliman Real Estate

  1008 Middle Line Hwy, Sag Harbor, NY 11963
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  $135,000 Per Month

  • 5 Beds
  • 5 Baths
  • House for Rent

  491 Butter Ln, Bridgehampton, NY 11932

  Located in the heart of the Hamptons. A large circular driveway leads to this beautifully appointed and decorated 5-bedroom, 5-bath home with a separate legal artist studio and heated pool. Adjacent to a 23-acre nature reserve and situated on a private flag lot, enjoy Hamptons living at its best. Mature plantings and gardens accent the appeal of this one-of-a-kind property. The house offers an

  491 Butter Ln, Bridgehampton, NY 11932
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  $50,000 Per Month

  • 6 Beds
  • 6 Baths
  • 3,520 Sq Ft
  • House for Rent

  78 Mecox Rd, Water Mill, NY 11976

  Great house for entertaining and close to all the Villages in a central location. South of the highway and close to the beach.

  Nancy Pearson Sothebys Int'l Realty Hamptons

  78 Mecox Rd, Water Mill, NY 11976
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  $10,000 Per Month

  • 5 Beds
  • 2 Baths
  • House for Rent

  465 Blank Ln, Water Mill, NY 11976

  The pastoral areas around the house make you relax, there are 3 wings- the master ensuite, the middle entertaining area with kitchen, dining room 2 small bedrooms with their own office area and a third 2 bedroom / bath wing. Very peaceful. 10 minutes to ocean and bay beaches. [[Rental Registration # RP241674]] EH RR #: RP241674Rental Terms:June: $10,000September: $10,000

  465 Blank Ln, Water Mill, NY 11976
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  $72,000 Per Month

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

  4 Carriage Ln, Southampton, NY 11968

  FLEXIBLE WEEKS AVAILABLE! **Just 3 miles from Shinnecock Hills Golf Course. 1 Mile to Main Street. 2 Miles to Beach. Completely redesigned and newly rebuilt, this home sits on an expansive .3 acre with spectacular views located in a private cut de sac in the Dunes of Southampton. This coastal chic home features almost 3000 square feet of interior living space plus an outdoor lounge and dining

  Patricia Pascullo Salegna Douglas Elliman Real Estate

  4 Carriage Ln, Southampton, NY 11968
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  $40,000 Per Month

  • 4 Beds
  • 3 Baths
  • House for Rent

  251 Meadows W, Bridgehampton, NY 11932

  Down a long drive, this charming Hamptons classic house is situated on a professionally landscaped acre. Tucked away in a quiet community and only a stone's throw to both Bridgehampton and Sag Harbor villages. This stylish professionally decorated home is fully equipped with 4 bedrooms and 2.5 bathrooms. The first floor boasts a sun-drenched great room with designer furniture and lighting, wide

  251 Meadows W, Bridgehampton, NY 11932
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  $29,000 Per Month

  • 4 Beds
  • 3 Baths
  • 2,372 Sq Ft
  • House for Rent

  17 Underhill Dr, Southampton, NY 11968

  Welcome to your new stylish home at 17 Underhill Rd, Southampton, located in the heart of Suffolk County's sought-after Southampton community. This spacious residence offers 4 bedrooms and 3 bathrooms, along with 2 bonus rooms that can serve as a home office or gym, providing ample space for comfortable living and productivity. Experience the epitome of luxury living, just a stone's throw away

  Todd Jacobs Exit Realty Everyday

  17 Underhill Dr, Southampton, NY 11968
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  $75,000 Per Month

  • 4 Beds
  • 4 Baths
  • House for Rent

  25 Meadowgrass Ln, Southampton, NY 11968

  Ideally located in Southampton Village, this classic traditional offers easy summer living just minutes from ocean beaches and the village center. Set on a beautifully landscaped property, the home features a heated gunite pool and a spacious deck designed for relaxed outdoor entertaining. The main level includes open living with a fireplace, kitchen and dining areas, and a flexible den or guest

  25 Meadowgrass Ln, Southampton, NY 11968
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  $84,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft
  • House for Rent

  3 Meadowgrass Ln, Southampton, NY 11968

  The Ultimate Four-Season Retreat in Southampton Village: 3 Meadowgrass Ln Discover the rare opportunity to secure a home that excels across every season. Located moments from Southampton Village center and world-class Ocean Beaches, this charming cedar-shingled residence at 3 Meadowgrass Ln is available for Summer, Winter, and Year-Round terms. The property offers the quintessential Hamptons

  Elizabeth Cordova Alata Douglas Elliman Real Estate

  3 Meadowgrass Ln, Southampton, NY 11968
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  $60,000 Per Month

  • 4 Beds
  • 5 Baths
  • House for Rent

  135 Meeting House Ln, Southampton, NY 11968

  Charming Southampton Village home retains many of its original features, built-in 1870, including wood floors along with more recent additions and upgrades completed in 2020. This 4 bedroom, 4.5 bath house is in the most desirable location in the heart of Southampton Village, a few short blocks to all shops and restaurants as well as the beach! Spacious entertaining areas, library and home office

  135 Meeting House Ln, Southampton, NY 11968
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  $45,000 Per Month

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

  24 Jennings Ave, Southampton, NY 11968

  Location! Location! Available for US Open. 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 traditional 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,

  Dawn Litel-Murphy Corcoran

  24 Jennings Ave, Southampton, NY 11968
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  $70,000 Per Month

  • 5 Beds
  • 5 Baths
  • House for Rent

  9 Sea Farm Ct, Bridgehampton, NY 11932

  Tucked within the private Sea Farm community, this updated post-modern home near Bridgehampton Village features bright, open living with dramatic ceiling heights and bright living spaces. Positioned on a half-acre bordering reserve, the property is set in serene, park-like surroundings. The 5,200-square-foot layout includes four bedrooms, with a main-level primary suite. Soaring windows fill the

  9 Sea Farm Ct, Bridgehampton, NY 11932
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  $48,000 Per Month

  • 4 Beds
  • 3 Baths
  • 2,452 Sq Ft
  • House for Rent

  167 Tuckahoe Ln, Southampton, NY 11968

  Southampton Retreat - Tucked away on 1.29 ultra-private acres in the heart of Southampton, this elegant 4-bedroom, 3-bath retreat is surrounded by world-class golf courses and pristine bay beaches. Designed for effortless entertaining, the home features sun-filled living spaces and a resort-style Gunite heated pool. Stylishly appointed throughout, it's the perfect Hamptons escape for Summer 2026

  Beth Marano Corcoran

  167 Tuckahoe Ln, Southampton, NY 11968
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  $190,000 Per Month

  • 5 Beds
  • 6 Baths
  • House for Rent

  53 Hidden Cove Ct, Southampton, NY 11968

  This light filled, airy, modern home has an open layout and is within walking distance to Peconic Bay. Located at the end of a very quiet dead end street, the house offers an expansive mahogany deck overlooking a 40X20 gunite pool with electric safety cover and deco turf tennis court surrounded by professional landscaping. A great entertaining home with a rolling lawn for outside play, it offers

  53 Hidden Cove Ct, Southampton, NY 11968
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  $150,000 Per Month

  • 6 Beds
  • 6.5 Baths
  • 6,000 Sq Ft
  • House for Rent

  94 Merchants Path, Sagaponack, NY 11962

  Solid, quality 2019 new build (with a plethora of upgrades) tucked behind Wolffer Estate in Sagaponack. No expense was spared in the design, construction, or furnishing of this massive 6 bedroom, 6.5 bath home brimming with five-star amenities. Monthly rental price shown.

  Matthew Melinger Brown Harris Stevens Hamptons

  94 Merchants Path, Sagaponack, NY 11962
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  $150,000 Per Month

  • 9 Beds
  • 13 Baths
  • House for Rent

  59 First Neck Ln, Southampton, NY 11968

  Exceptional home located in one of the most desirable streets in the Southampton Estate Section. The home just went through an immaculate renovation and the elegant floor plan includes a grand foyer with windows overlooking the grounds, two oversized and separate living rooms, both accessing terraces and areas of the garden, a beautiful den off the pool, an elegant formal dining room, a TV/media

  59 First Neck Ln, Southampton, NY 11968
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  $25,000 Per Month

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

  62 Sea Farm Ln, Bridge Hampton, NY 11932

  Quiet, Luxury in the Heart of the Hamptons. Welcome to Sea Farm - a newly updated Hamptons retreat lovingly set with designer furniture, made for peaceful relaxation and serenity by the pool yet within 10 mins to all major destinations the Hamptons has to offer. Designed with quiet comfort and luxury in mind, with amble space to host family and friends. Bordering a delightful nursery with views

  Thomas Aabo Douglas Elliman Real Estate

  62 Sea Farm Ln, Bridge Hampton, NY 11932
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  $50,000 Per Month

  • 6 Beds
  • 5 Baths
  • House for Rent

  264 S Magee St, Southampton, NY 11968

  New to the 2021 rental market: 6 BR, 5 bath modern Hampton home with fabulous pool house and an inground, heated gunite swimming pool. Several outdoor entertaining spaces and in- and outdoor fireplace. This home offers an open concept floor plan with a large gourmet chef's kitchen, dining area that flows effortlessly into the living/family area with fireplace. On the second floor are 5 bedrooms,

  264 S Magee St, Southampton, NY 11968
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  $200,000 Per Month

  • 5 Beds
  • 7.5 Baths
  • 6,400 Sq Ft
  • House for Rent

  231 Flying Point Rd, Southampton, NY 11968

  Southampton Village - Elegantly Renovated Carriage HouseLocated in the heart of Southampton Village, 231 Flying Point Road is set on 1.4 private and specimen tree lined gated acres. Thoughtful and sophisticated detail are displayed inside and out. Recently renovated and professionally decorated, it offers a livable interior design & atmosphere to provide the most comfortable lifestyle for the

  Andrea Ackerman Brown Harris Stevens Hamptons

  231 Flying Point Rd, Southampton, NY 11968
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  $150,000 Per Month

  • 6 Beds
  • 10 Baths
  • House for Rent

  127 Head of Pond Rd, Water Mill, NY 11976

  Be the first to experience this brand new modern twist to a classic Hamptons home. This high-end construction flawlessly combines modern and sophisticated interior finishes with a classic exterior design. This beautiful 6 bedroom, 8 bathroom home situated on 1.6 =/-acres, features a sunken Tennis court, oversized Gunite Pool and Pool House. All within minutes of stunning Southampton beaches and

  127 Head of Pond Rd, Water Mill, NY 11976
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  $155,000 Per Month

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

  1477 Deerfield Rd, Water Mill, NY 11976

  Experience Luxury & PrivacyRental Reg #:PENDING. A gated entry and long private driveway lead to this private and secure estate tucked away on 4.65+/- manicured acres. 7,400+/- sq. ft. of thoughtfully designed living space on three floors offer ample space for gathering both indoors and out. A double height grand entrance opens to a spacious living room with fireplace and dining room. French

  Craig Beem Brown Harris Stevens Hamptons

  1477 Deerfield Rd, Water Mill, NY 11976
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  $95,000 Per Month

  • 5 Beds
  • 6 Baths
  • House for Rent

  2 Grace Ct, Water Mill, NY 11976

  Beautifully furnished, this home is an oasis with heated pool and freshly resurfaced tennis court in desirable South of the Highway location. Open living areas with fireplace flowing into the dining area, separate breakfast area, bright eat-in kitchen open to the living spaces. Five relaxing, well appointed bedrooms and four and 1/2 baths, 2 master suites with private bath on each level.

  2 Grace Ct, Water Mill, NY 11976
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  $135,000 Per Month

  • 6 Beds
  • 6.5 Baths
  • 5,400 Sq Ft
  • House for Rent

  26 Georgian Ln, Water Mill, NY 11976

  Located in Water Mill, South of the Highway, with access to Mecox Bay, on a coveted, private lane, this luminous, new shingle-style construction features 6 bedrooms, 6.5 baths and 2 fireplaces across 5,400+ sf of living space. A light-filled entry leads to an open, spacious living room in a home featuring modern Asian decor. Five ample sliding glass doors open directly to the bluestone back

  John Vitello Brown Harris Stevens Hamptons

  26 Georgian Ln, Water Mill, NY 11976
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  $150,000 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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  $6,000 Per Month

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

  624 Noyack Rd, Southampton, NY 11968

  Exclusive Southampton Escape: A Serene Winter Oasis An exclusive blend of design, tranquility, and location. This unique 4-bedroom, 3-bathroom home is your quintessential winter escape in Southampton. Step into a beautifully designed home where every detail contributes to a sense of calm and luxury. The spacious, open-concept layout is perfect for cozy nights, while the large windows let natural

  Elizabeth Cordova Alata Douglas Elliman Real Estate

  624 Noyack Rd, Southampton, NY 11968
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  $24,000 Per Month

  • 2 Beds
  • 1 Bath
  • House for Rent

  64 Towd Point Rd, Southampton, NY 11968

  Experience the epitome of coastal living just steps from the serene shores of Towd Point Beach. This enchanting waterfront cottage, complete with a charming boathouse, perfectly blends luxury and tranquility. Ideally located, it offers effortless access to the vibrant villages of Sag Harbor and Southampton, ensuring the best of both worlds. With two bedrooms featuring plush Queen-sized beds and

  64 Towd Point Rd, Southampton, NY 11968
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  $15,000 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • House for Rent

  2723 Deerfield Rd, Sag Harbor, NY 11963

  Welcome to an exquisite Sag Harbor retreat, perfectly situated on a quiet lane in the coveted Noyac area. This home is a testament to the ideal Hamptons lifestyle, offering a stunning blend of convenient location, timeless elegance, and modern luxury. Recently and meticulously renovated, it’s an opportunity to own a turnkey property that feels both completely fresh and perfectly established. Step

  Elizabeth Cordova Alata Douglas Elliman Real Estate

  2723 Deerfield Rd, Sag Harbor, NY 11963
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  $30,000 Per Month

  • 6 Beds
  • 7 Baths
  • House for Rent

  133-135 Toylsome Ln, Southampton, NY 11968

  Be one of the first to enjoy this beautifully renovated compound set on over half an acre in the heart of Southampton Village, now offered as a rental, with all new furnishings from Home Nature, Serena & Lily and CB2. Just moments from the iconic Gin Lane beaches and charming village shops, the main residence welcomes with a lovely entry foyer featuring a wood-burning fireplace on one side, and

  133-135 Toylsome Ln, Southampton, NY 11968
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  /22

  $30,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,092 Sq Ft
  • House for Rent

  23 Marjorie Ln, Sag Harbor, NY 11963

  Waterfront SunsetsEscape to the tranquility of waterfront living with this 2 bedroom 2 bathroom cottage - perfect for those who crave stunning sunsets, serene waters and nature. Nestled right on the water this cozy haven offers endless relaxation and summer entertainment, whether you are hosting friends or enjoying a quiet retreat. Amazing sunsets - Enjoy breathtaking views every evening from

  Elizabeth France Brown Harris Stevens Hamptons

  23 Marjorie Ln, Sag Harbor, NY 11963
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  $65,000 Per Month

  • 4 Beds
  • 5 Baths
  • House for Rent

  118 Burnett St, Southampton, NY 11968

  This chic designer decorated 4BD, 4 1/2 BA offers coveted location and stunning features throughout. Located on a charming and quiet one-way street in Southampton Village and just minutes from Main Street, this sophisticated and modern house thrills with millwork that creates an effortless flow throughout. From the moment you enter, you'll be engaged by the bright and light feel and open floor

  118 Burnett St, Southampton, NY 11968

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