5-Bedroom Rentals in Suffolk County, NY

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  /17

  $5,000 per month

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

  496 N Country Rd, Saint James, NY 11780

  Circa Victorian Featuring Five Bedrooms & 3 Full Bathrooms, Large Updated Eat In kitchen W/ High Ceilings, First Floor Laundry & Full Bath. CAC & thru Wall Units. Oil Heat, Driveway Parking, Cottage Not Included, Walk Up Attic for storage, Use of Rear Yard, Partially Fenced. Absolutely No Pets & No Smoking, Smithtown Zoning code Section 322 States no more than Three Unrelated Persons permitted.

  Eric Neitzel DeBarbieri Assoc Inc

  496 N Country Rd, Saint James, NY 11780
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  /20

  $42,500 per month

  • 6 Beds
  • 4 Baths
  • House for Rent

  38 Cliff Rd, Amagansett, NY 11930

  This beautiful home in the Amagansett Dunes features 6 large bedrooms (4 bedrooms with queen beds, one bedroom with two double beds, one bedroom with a single bed, all with ceiling fans), 4 baths (2 upstairs, 2 downstairs), large family room upstairs and huge great room downstairs with ceiling fans, large modern kitchen with kitchen table, massive deck with outdoor dining table (seats 8) and

  38 Cliff Rd, Amagansett, NY 11930
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  /30

  $80,000 per month

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

  10 Jones Rd, East Hampton, NY 11937

  Graceful and refined living in Georgica, South of the Highway in East Hampton, takes place on one-and-a-half acres. As you enter the foyer, a bright blue living room with fireplace greets you as well as the formal dining. There is an intimate study for quiet reading in front of a cozy fireplace. Toward the back of the house is the stunning kitchen with an open living space with fireplace

  Noel Mason Brown Harris Stevens Hamptons

  10 Jones Rd, East Hampton, NY 11937
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  /20

  $125,000 per month

  • 6 Beds
  • 7 Baths
  • House for Rent

  51 Miankoma Ln, Amagansett, NY 11930

  Located in the highly coveted Amagansett Lanes, this stunning and crisp 6 bedroom 6.5 bath house offers all the amenities you could need in a summer rental. The main house spans 6,000 sq. ft., with gorgeous space for entertaining on the main level- open plan living room, dining room, and chef's kitchen with Wolf, Sub-Zero and Thermador appliances. Plenty of storage and a massive island space

  51 Miankoma Ln, Amagansett, NY 11930
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  $40,000 per month

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

  1160 Goose Creek Ln, Southold, NY 11971

  Step back in time-without sacrificing comfort-in this beautifully preserved 5-bedroom, 3-bath home brimming with charm and nestled along the tranquil banks of Goose Creek. Surrounded by water on two sides and set on a private road, this unique property offers a rare blend of historic character and modern amenities. From the moment you arrive, you'll be captivated by the timeless architecture,

  Sheri Winter Parker Corcoran

  1160 Goose Creek Ln, Southold, NY 11971
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  /20

  $60,000 per month

  • 5 Beds
  • 6 Baths
  • House for Rent

  270 Montauk Hwy, Southampton, NY 11968

  Indulge in the ultimate summer getaway at this newly renovated 4,000 sq. ft. masterpiece. Perfectly designed and professionally decorated, this stunning home offers 5 spacious bedrooms, 5.5 elegant baths, and an open-concept living space with hardwood floors throughout. The heart of the home features a gourmet kitchen, a massive media room with a cozy fireplace and a big screen TV, and a

  270 Montauk Hwy, Southampton, NY 11968
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  /28

  $7,375 per month

  • 5 Beds
  • 3 Baths
  • 3,700 Sq Ft
  • House for Rent

  2700 Sound Dr, Greenport, NY 11944

  2025 Rates: September 1-30 $29,500; October $25,000: Escape to this exceptional seasonal rental, perfectly situated on the shores of the Long Island Sound. This beautifully appointed waterfront home offers the ultimate coastal living experience, featuring private stairs leading directly to the beach, an in-ground heated gunite pool, and panoramic water views from nearly every room. With 4

  William Walters Daniel Gale Sothebys Intl Rlty

  2700 Sound Dr, Greenport, NY 11944
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  /20

  $100,000 per month

  • 5 Beds
  • 5 Baths
  • House for Rent

  540 Blank Ln, Water Mill, NY 11976

  Situated at the end of a dead-end street, down a long private drive overlooking the expansive grounds, is this 5 bedroom post-modern home in excellent condition. Recently renovated, and newly furnished, this home offers over 4,000 square feet of living space including a gourmet kitchen, dining area, media/family room, living room with fireplace all included in the open floor plan for easy

  540 Blank Ln, Water Mill, NY 11976
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  /29

  $8,000 per month

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

  800 Ruth Rd, Mattituck, NY 11952

  Mattituck, Captain Kidd Estates SEASONAL RENTAL by Breakwater Beach - classic Cape Cod-style home features a broad covered entry porch to idle away the hours. Spacious floor plan includes formal entry, living room with fireplace and vaulted ceilings; formal dining room; large eat in kitchen and breakfast area with stainless steel appliances... hall guest bath, plus two bedrooms and private full

  Nicholas Planamento William Raveis New York LLC

  800 Ruth Rd, Mattituck, NY 11952
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  /20

  $30,000 per month

  • 5 Beds
  • 4 Baths
  • House for Rent

  1611 Deerfield Rd, Water Mill, NY 11976

  Welcome to this beautifully updated home on Deerfield Road, offering effortless elegance and exceptional privacy. This immaculate 5-bedroom, 4-bathroom residence spans 2.5 acres and has been freshly painted with refinished hardwood floors throughout. Featuring a newly renovated chef's kitchen with top-of-the-line stainless steel appliances, including Subzero, the home is designed for both style

  1611 Deerfield Rd, Water Mill, NY 11976
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  $60,000 per month

  • 5 Beds
  • 4.5 Baths
  • 3,684 Sq Ft
  • House for Rent

  825 Dune Rd, Westhampton Beach, NY 11978

  Ocean Escape - Your Private Oasis and View of the SeaStep onto your private boardwalk, where the scent of salt air fills your lungs, and the soft whisper of the waves calls you forward. Beneath your feet, the sun-warmed planks lead you over the rolling dunes, each step bringing you closer to the endless blue horizon. Ocean Escape—is not just a home; it is a sanctuary of light, air, and

  Lisa Fasano Compass Greater NY LLC

  825 Dune Rd, Westhampton Beach, NY 11978
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  /12

  $125,000 per month

  • 5 Beds
  • 5 Baths
  • House for Rent

  76 Mill Creek Close, Water Mill, NY 11976

  Great central, south of the highway location close to Southampton Village and a stone's throw to Water Mill Village, and minutes to Bridgehampton. Five bedrooms, 4 baths, light-filled Contemporary, with cathedral living room, huge decks, and central air. Fun for everyone with pool, tennis, basketball and basement finished with game room. New flat screen TVs in all the bedrooms. [[Rental

  76 Mill Creek Close, Water Mill, NY 11976
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  /39

  $175,000 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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  /12

  $100,000 per month

  • 6 Beds
  • 8 Baths
  • House for Rent

  89 Murray Ln, Southampton, NY 11968

  This shingle-style Southampton residence with frontage on a pond just moments to the ocean. Two acres of privacy create a setting of country elegance for this newly renovated country/beach house. 6 bedrooms and 6.5 baths plus staff quarters, fabulous new kitchen, great room, and Master bedroom, screened porch, heated pool with cabana, large brick terrace and just moments from a secluded

  89 Murray Ln, Southampton, NY 11968
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  /25

  $8,000 per month

  • 7 Beds
  • 5 Baths
  • 5,200 Sq Ft
  • House for Rent

  82 Yale Ave, Oakdale, NY 11769

  Expansive 7-Bedroom, 4-Bath Hi-Ranch. This spacious and versatile Hi-Ranch offers two complete living spaces under one roof. The upper level boasts 5 generously sized bedrooms, 3 full bathrooms, a bright and airy kitchen, and an open living/dining area—ideal for everyday living and entertaining. The lower level features 2 bedrooms, 2 full bathrooms, a second full kitchen, and a separate living

  Nicholas Ramsingh LAFFEY REAL ESTATE

  82 Yale Ave, Oakdale, NY 11769
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  /20

  $30,000 per month

  • 5 Beds
  • 6 Baths
  • House for Rent

  4 Eagle Close, East Quogue, NY 11942

  This bright and airy contemporary has plenty to offer including a first floor main suite with a spa and a sauna. There are 2 additional Junior en suites upstairs - one with a with a Jacuzzi and a deck. In addition there are 2 guest bedrooms - en suite as well. All the bedrooms are very roomy with lots of closets and walk-ins. This home has a total of 6 full baths. The open style living room /

  4 Eagle Close, East Quogue, NY 11942
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  /31

  $100,000 per month

  • 5 Beds
  • 6.5 Baths
  • 4,500 Sq Ft
  • House for Rent

  2 Fall Ct, Southampton, NY 11968

  Sensational in SouthamptonEnjoy living in this stunning home with all the Hamptons Charm. The double-high living room creates a bright and welcoming atmosphere as soon as you enter the home. There is an oversized custom gourmet kitchen with a large Island, Wolf, Bosch and Sub-Zero appliances, and a breakfast area, an oversized great room with flat screen TV along with a formal dining room. The 5

  Toni Asch Douglas Elliman Real Estate

  2 Fall Ct, Southampton, NY 11968
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  /11

  $75,000 per month

  • 5 Beds
  • 4 Baths
  • House for Rent

  8 White Pine Rd, East Hampton, NY 11937

  Picture yourself spending the summer in the Hamptons in this bright open contemporary with a beautiful pool and large private backyard. The 5 bedroom house has numerous sitting areas and a big screened-in outdoor "living room" /porch. The open living room and kitchen area make entertaining a breeze. Sliders to the deck and pool allow a view of the pool from the living room and easy

  8 White Pine Rd, East Hampton, NY 11937
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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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  /17

  $95,000 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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  /13

  $9,950 per month

  • 5 Beds
  • 3 Baths
  • 2,100 Sq Ft
  • House for Rent

  7 Atlantic Ave, East Islip, NY 11730

  This Home is Available To Rent Weekly For $9,950 NOT a month. Fire Island is a vacation destination. Spectacular 5-bedroom, 3-full-bath new build in the beautiful town of Seaview with panoramic views of the Bay. This gem features three floors of coastal living, including the Rooftop Deck. The first floor offers a spacious primary bedroom with an ensuite bath, two additional bedrooms, and

  Maureen Putman Netter Real Estate Inc

  7 Atlantic Ave, East Islip, NY 11730
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  /19

  $95,000 per month

  • 5 Beds
  • 4 Baths
  • House for Rent

  52 Foster Crossing, Southampton, NY 11968

  Enjoy a classic traditional on a spectacular property where you can hear the ocean waves while you sit in utter privacy by the heated Gunite pool and spa. The sunny terrace off the kitchen and large bedroom create a wonderful flow from inside to outside for the summer. The interior has a very comfortable living room that is flooded with southern light and a fireplace for those winter stay-in days

  52 Foster Crossing, Southampton, NY 11968
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  /20

  $7,950 per month

  • 5 Beds
  • 3.5 Baths
  • 3,200 Sq Ft
  • House for Rent

  52 Hillside Place, Northport, NY 11768

  Amazing Village home including 12 rooms, 5 bedrooms, 3.5 baths, Center Isle Eat In Kitchen, Top shelf SS Appliances, Gas FP in den, amazing bathrooms, full basement for storage, 2 car garage, gas heat, CAC IGS....WOW home!

  Janet Pushee Coldwell Banker American Homes

  52 Hillside Place, Northport, NY 11768
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  /18

  $30,000 per month

  • 5 Beds
  • 5 Baths
  • House for Rent

  34 Redcoats Ln, Sag Harbor, NY 11963

  Nestled in a prestigious section of Sag Harbor, this exceptional 5-bedroom, 4.5-bathroom residence offers the perfect combination of elegance, privacy, and modern living. Set on over two acres of lush grounds, this rental has a host of luxurious features that will make you feel right at home. Inside, the large chef's kitchen will delight the most discerning cook, flowing into the dining room

  34 Redcoats Ln, Sag Harbor, NY 11963
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  /35

  $6,500 per month

  • 5 Beds
  • 3.5 Baths
  • 3,774 Sq Ft
  • House for Rent

  8 Mondavi Ln, East Setauket, NY 11733

  Discover luxury and comfort in this elegant 5-bedroom, 4-bathroom contemporary home for rent in East Setauket, NY. Situated on a spacious 0.72-acre lot, this 3,800 sq ft residence features a bright open layout, a gourmet kitchen, hardwood floors, a cozy fireplace, and a full finished basement with a private entrance—ideal for guests or extended family. Enjoy relaxing in the private Jacuzzi or

  Yuvika Bist Best American Homes Inc

  8 Mondavi Ln, East Setauket, NY 11733
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  /20

  $35,000 per month

  • 5 Beds
  • 3 Baths
  • House for Rent

  27 S Fulton Dr, Montauk, NY 11954

  5 Bedroom/ 3 bath stunning home located only 1 mile to Ditch Plains beach and only two blocks to Montauk Downs State Park with Golf, Tennis and Olympic size pool. Recently, renovated and beautifully decorated. Jump in the brand new 36 x 16ft heated pool in the privacy of the tranquil rear yard. Front and rear decking for your relaxing and outdoor dining pleasure. Beach chairs, Bikes, and Paddle

  27 S Fulton Dr, Montauk, NY 11954
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  /15

  $45,000 per month

  • 5 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • House for Rent

  33 Hoppin Ave, Montauk, NY 11954

  DITCH PLAINS BEACH HOUSE Gorgeous 5 bedroom, 2 bath home just blocks from family friendly Ditch Plains ocean beach known for some of the best surf on the East Coast, enjoy beautiful sunsets and beachfront bonfires. Comfortably sleeps ten offering two living areas, top of the line appliances, outdoor deck and patio and a private fenced in yard. Surfboards and bikes are included. Conveniently

  Lisa Grenci Douglas Elliman Real Estate

  33 Hoppin Ave, Montauk, NY 11954
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  /20

  $200,000 per month

  • 6 Beds
  • 7 Baths
  • House for Rent

  139 Crestview Ln, Sagaponack, NY 11962

  Stunning Sagaponack Oceanfront when only the best will do! In a coveted gated oceanfront enclave at Gibson Lane Beach. Published in Elle Decor Magazine with an open floor plan that is perfect for entertaining. The private master bedroom suite features walls of glass with breathtaking second floor ocean views. There are five spacious guest bedrooms, three are oceanside with private deck

  139 Crestview Ln, Sagaponack, NY 11962
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  /36

  $8,250 per month

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

  45 Romana Dr, Hampton Bays, NY 11946

  HAMPTONS YR.-ROUND RENTAL 5 BR, 3.5 BATHS, WATERFRONT, POOL & DOCK - $8,250 Mo. An amazing waterfront property, this beautifully maintained home features open bay views; heated inground pool; private dock, a first floor primary suite and a second ensuite bedroom; 3 additional guest bedrooms; 3.5 bathrooms; bi-level decks; well equipped kitchen; formal dining room; breakfast nook;

  Rosalie Tutino South Fork Realty

  45 Romana Dr, Hampton Bays, NY 11946
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  /10

  $200,000 per month

  • 6 Beds
  • 7 Baths
  • House for Rent

  117 Erica's Ln, Sagaponack, NY 11962

  Newly renovated Modern residence in coveted Sagaponack sited on over 1.5 beautifully landscaped acres offers luxury outdoor living with 50 foot heated Gunite swimming pool and entertainment space, open living spaces with walls of glass and room for everyone with 6 bedrooms and 7 baths. This property has it all and the convenience of being centrally located between East Hampton, Bridgehampton and

  117 Erica's Ln, Sagaponack, NY 11962
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  /18

  $30,000 per month

  • 8 Beds
  • 3.5 Baths
  • 5,176 Sq Ft
  • House for Rent

  16 Willowood Ct, Westhampton, NY 11977

  Tastefully Decorated Ranch With A Gourmet Kitchen, Great Room W Fireplace, Master Suite, 6 Additional Bedrooms And Spa Bath With Sauna, Game Room. Entertainers Delight Backyard With In Ground Pool Deck And Plenty Of Room For Guests. Must see to truly appreciate!

  Kimberly Cammarata Douglas Elliman Real Estate

  16 Willowood Ct, Westhampton, NY 11977
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  /18

  $80,000 per month

  • 6 Beds
  • 8 Baths
  • House for Rent

  90 S Main St, Southampton, NY 11968

  Spend the season in this stunning 6 bedroom and 6 bath classic beauty between the Atlantic Ocean and Southampton Village Main Street. This historic home is beautifully renovated with chic style and modern living in mind while being sensitive to the original design of the home. There is plenty of space for every need for the summer in the formal living room, a dining room with a fireplace, and a

  90 S Main St, Southampton, NY 11968
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  /20

  $350,000 per month

  • 6 Beds
  • 8.5 Baths
  • 10,000 Sq Ft
  • House for Rent

  Unlisted Address

  Southampton oceanfront ESTATE with all the amenities the Hamptons can OfferBeach, pool, basketball, tennis, bocce courtRooftop Terrace, Cabana, Outdoor barbecue, Steam room, Gym, Koi pond, saltwater pool with waterfalls, Beautiful entertainment amenities. Sun, surf, wind, tranquil, exquisite.

  Ron Moschetta RE/MAX Beach West

  Unlisted Address
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  /18

  $90,000 per month

  • 5 Beds
  • 5 Baths
  • House for Rent

  8 Whispering Fields Ct, Water Mill, NY 11976

  Situated in the sought-after Water Mill district, this impressive property offers a superior residential experience in a picturesque environment. The residence overlooks a serene equine farm, contributing to an ambiance of peaceful rural sophistication. The expansive property measures a generous 5000 sq ft, ensuring an abundance of room for comfort and opulence. It boasts 5 large bedrooms, 4.5

  8 Whispering Fields Ct, Water Mill, NY 11976
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  /22

  $39,000 per month

  • 5 Beds
  • 4 Baths
  • 2,251 Sq Ft
  • House for Rent

  89 South Rd, Westhampton Beach, NY 11978

  Experience the pinnacle of summer luxury in this beautifully renovated 5-bedroom, 4-bathroom expanded ranch, ideally positioned just half a mile from Main Street, Westhampton Beach, and a short distance from Rogers Beach. This home is elegantly designed for both relaxation and entertainment. Enjoy alfresco dining on the beautifully designed patio, which comfortably seats ten, or unwind in the

  Joel Posner Compass Greater NY LLC

  89 South Rd, Westhampton Beach, NY 11978
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  /17

  $125,000 per month

  • 6 Beds
  • 7 Baths
  • House for Rent

  444 Hedges Ln, Sagaponack, NY 11962

  This spectacular 6 bedroom (3 master suites), 6 1/2 bath residence with heated pool is located south of the highway in Sagaponack near Bridgehampton and East Hampton. The home is beautifully furnished, with 3 sitting rooms with fireplaces, 3 master bedroom suites, tons of privacy and has central air conditioning, a pool house equipped with kitchen and bath and a 20 x 40 gunite pool. Ocean

  444 Hedges Ln, Sagaponack, NY 11962
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  /35

  $65,000 per month

  • 6 Beds
  • 3 Baths
  • 3,300 Sq Ft
  • House for Rent

  20 Alanson Ln, Hampton Bays, NY 11946

  Tucked away on a quiet street and just a short stroll to the bay, this charming and thoughtfully designed Hamptons home has six bedrooms and three bathrooms, including a serene primary suite with vaulted ceilings and a steam shower, the home offers both space and comfort. Enjoy morning coffee on the three-season porch, unwind in the cozy family room with coffered ceilings and a fireplace, or

  Dave Barkstedt Serhant East End LLC

  20 Alanson Ln, Hampton Bays, NY 11946
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  /20

  $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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  /19

  $75,000 per month

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

  19 Fairlea Ct, Sag Harbor, NY 11963

  ELEGANT GAMBREL-STYLE IN PRIVATE COMMUNITYThis luxurious 5-bedroom, 5.5-bath traditional home blends timeless architecture with every modern amenity. Nestled on 2 meticulously landscaped acres, the residence offers over 5,500 square feet of finely appointed living space. The grand foyer opens to a formal living room with a fireplace and an elegant dining room, ideal for entertaining. At the rear

  Elizabeth Phenis Brown Harris Stevens Hamptons

  19 Fairlea Ct, Sag Harbor, NY 11963
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  /10

  $75,000 per month

  • 5 Beds
  • 5 Baths
  • House for Rent

  11 Hillside Dr, Shelter Island, NY 11964

  This home has been thoughtfully designed creating spaces for complete comfort and relaxing whether alone or entertaining large groups of friends. Detailed with the highest quality and craftsmanship throughout . Starting with the extensive outdoor spaces all accessible from the main rooms of the house , the pool area has generous lounging areas including and outdoor kitchen , leading onto the

  11 Hillside Dr, Shelter Island, NY 11964

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