Homes for Rent near Pierson Middle/High School

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  $10,000 per month

  • 2 Beds
  • 1 Bath
  • 710 Sq Ft
  • House for Rent

  10 Wickatuck Dr, Sag Harbor, NY 11963

  Sag Harbor Summer Cottage with Bay View his cozy Sag Harbor cottage is around the corner from beautiful Long Beach, a couple of miles to the village, near Serene Green and Cromer's Market. Located on a quiet street offering an open floor plan with two bedrooms, one bath and new furnishings. Sun drenched with white washed walls and a relaxing screen porch. Easy, breezy, and affordable.

  Jeanne Galante Brown Harris Stevens Hamptons

  10 Wickatuck Dr, Sag Harbor, NY 11963
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  /20

  $125,000 per month

  • 6 Beds
  • 11 Baths
  • House for Rent

  361 Madison St, Sag Harbor, NY 11963

  Spend a luxurious July or August in bustling Sag Harbor village with a property that is a testament to luxury and refinement. With 7,500 square feet of opulence on three levels of living space, this 6-bedroom retreat exudes grandeur but also relaxation at every turn. As you step through the grand entrance, the foyer welcomes you with its handcrafted oak flooring, adorned with intricate patterns

  361 Madison St, Sag Harbor, NY 11963
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  /23

  $40,000 per month

  • 3 Beds
  • 2 Baths
  • 1,740 Sq Ft
  • Condo for Rent

  68 W Water St, Sag Harbor, NY 11963

  This amazingly totally custom-made renovated waterfront townhouse has it all with an ideal location in the center of Sag Harbor Village close to all the amenities and enjoyments this wonderful waterfront village has to offer. The townhouse is elegantly furnished with Serena and Lily, featuring open spaces and high ceilings with floor to ceiling French glass doors opening to your own water view

  Amelia Doggwiler Brown Harris Stevens Hamptons

  68 W Water St, Sag Harbor, NY 11963
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  /20

  $35,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  32 Poplar St, Sag Harbor, NY 11963

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

  32 Poplar St, Sag Harbor, NY 11963
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  /21

  $75,000 per month

  • 4 Beds
  • 3.5 Baths
  • 2,800 Sq Ft
  • House for Rent

  28 Parkway Dr, Sag Harbor, NY 11963

  AVAILABLE for July & August through Labor Day 2025. Conveniently situated between Sag Harbor Village and Long Beach, this immaculate 4 bedroom, 3 1/2-bathroom home, is an oasis of well curated art, blended with a sophisticated and monochromatic Interior style, in harmony with the simple proportions of this 2018 built CONTEMPORARY FARMHOUSE. An open plan kitchen, dining and living space flow

  Rachel Rushforth-Worrell Sothebys Int'l Realty Hamptons

  28 Parkway Dr, Sag Harbor, NY 11963
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  /20

  $175,000 per month

  • 6 Beds
  • 9 Baths
  • House for Rent

  14 East Dr, Sag Harbor, NY 11963

  Located in North Haven Shores moments to Ganet Creek and Noyac Bay and just minutes to Sag Harbor Main Street and the Shelter Island ferry. 6,000 sf of luxury living fully furnished by Iconic Modern. A true resort property from one of the Hamptons premier developers. Sited on a lush acre the modern silhouette is accentuated by walls of glass. Reception leads to an open floorplan with a great room

  14 East Dr, Sag Harbor, NY 11963
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  /36

  $125,000 per month

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

  1 Fox Crossing, Sag Harbor, NY 11963

  Located near Sag Harbor Village in the gated waterfront enclave of West Banks - North Haven, this stunning residence , sited on a private 1.27+/- acre parcel offers 5 bedrooms and 4.5 baths across 5500 +/- sf of beautifully designed living spaces. Upon entry you are captivated by the soaring double height ceilings opening to an open floor plan spanning the whole first level. A living room and

  Korine Konzet Brown Harris Stevens Hamptons

  1 Fox Crossing, Sag Harbor, NY 11963
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  /15

  $50,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  25 Shadyrest Dr, Sag Harbor, NY 11963

  This beautiful 4 bedroom is located in a private waterfront community in Sag Harbor. This chic home boasts a stunning chef's kitchen complete with stainless appliances, marble countertops, and a large island with a breakfast bar. The living/dining/kitchen has a wonderful open floor plan, and there's a separate light-filled den. The home boasts both a master and junior master suite, and all three

  25 Shadyrest Dr, Sag Harbor, NY 11963
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  /20

  $50,000 per month

  • 2 Beds
  • 1 Bath
  • 1,335 Sq Ft
  • House for Rent

  12 Rose St Unit Floor 2, Sag Harbor, NY 11963

  Two-Bedroom with Parking 1,335sf two-bedroom, one-bath apartment in the Village's core. Private on-site parking and proximity to all. Includes full kitchen, dining area, and living room. Plenty of natural light. Available for seasonal occupancy. Pair with the ground-floor commercial unit for a unique live-work opportunity. SURROUNDING TENANTS: Tutto il Giorno, Grindstone Donuts, M&T Bank,

  Zoila Ortega Astorr Compass

  12 Rose St Unit Floor 2, Sag Harbor, NY 11963
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  /20

  $60,000 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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  /13

  $70,000 per month

  • 5 Beds
  • 7 Baths
  • House for Rent

  9 Blue Heron Way, Sag Harbor, NY 11963

  Mitchell Brownstein Douglas Elliman Real Estate

  9 Blue Heron Way, Sag Harbor, NY 11963
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  /20

  $90,000 per month

  • 7 Beds
  • 7 Baths
  • House for Rent

  268 Madison St, Sag Harbor, NY 11963

  Set in a prime location this spacious, light-filled home sits on one of the largest lots in the Historic District of Sag Harbor. Located in a quiet, private setting just ten minutes from the village shops and restaurants, the property is a perfect summer compound in the middle of all that the Hamptons has to offer. The open-plan first floor offers a large kitchen, a dining area with a table that

  268 Madison St, Sag Harbor, NY 11963
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  /20

  $78,000 per month

  • 4 Beds
  • 2 Baths
  • House for Rent

  68 Cliff Dr, Sag Harbor, NY 11963

  Water views and magical sunsets on Cliff Drive, across from Long Beach. Available for the year round in the coveted neighborhood of Bay Point, Sag Harbor. This four bedroom, two bath house has a heated pool, oversized backyard and a garage. Just a few minutes from the heart of Sag Harbor village for theatre, dining and shopping. Bedroom with King Size bed on the first floor, more bedrooms and

  68 Cliff Dr, Sag Harbor, NY 11963
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  /20

  $45,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  379 Ferry Rd, Sag Harbor, NY 11963

  A stone's throw from the Ferry to Shelter Island sits a peaceful sanctuary with a sun-drenched living room and delightful home-chef's kitchen with an adjacent dining room for long, lazy meals. Upstairs are 3 large bedrooms and 3 renovated bathrooms, downstairs features a large den or 4th bedroom, a separate bathroom and laundry. All levels lead to the luscious backyard with a deck, screened-in

  379 Ferry Rd, Sag Harbor, NY 11963
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  /11

  $37,500 per month

  • 2 Beds
  • 1 Bath
  • House for Rent

  54 Howard St, Sag Harbor, NY 11963

  Charming cottage in the heart of Sag Harbor Village available for off-season rental from October 1, 2024 to May 31, 2025. It is not available for year-round rental. Close walking proximity to Main Street, galleries, fine restaurants, Bay Street Theater, and newly renovated Cinema. Eat-in kitchen, living room plus a separate den, 2 bedrooms, and bath. Spacious backyard. Included are TV, VCR,

  54 Howard St, Sag Harbor, NY 11963
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  /20

  $17,500 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  15 Terry Dr, Sag Harbor, NY 11963

  Stunning sandy bay beach right outside your door! Beachfront Sag Harbor Village! Unwind and enjoy waterfront summer living and spectacular views of Sag Harbor Bay, North Haven, Barcelona Neck, Shelter Island, and even Cedar Point! Nestled in the historic Azurest community, this established neighborhood gem is the epitome of easy vacation living, well-located close to the center of Sag Harbor

  15 Terry Dr, Sag Harbor, NY 11963
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  /20

  $25,000 per month

  • 2 Beds
  • 2 Baths
  • House for Rent

  35 Sylvan Ln, Sag Harbor, NY 11963

  Renovated one level home with 2 bedrooms, 1/5 baths with open floor plan, attached one car garage, and full basement. Sited on a private 0.67 acre lot on a quiet cul-de-sac. Near Long Beach and a short distance to Sag Harbor village. [[Rental Registration # RP240636]]

  35 Sylvan Ln, Sag Harbor, NY 11963
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  /20

  $85,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  148 Jermain Ave, Sag Harbor, NY 11963

  Classic Sag Harbor Greek Revival, 3 bedrooms and 2.5 baths including a large master suite with its own sitting area (or third bedroom). Home office with hi-speed internet connection, classic eat-in kitchen, and lemonade back porch overlooking the sweet back yard. Steps away from the village, bike to the beach.

  148 Jermain Ave, Sag Harbor, NY 11963
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  /20

  $30,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  330 Sprig Tree Path, Sag Harbor, NY 11963

  Down a long quiet street bordering the Long Pond Greenbelt, this warm and friendly home is waiting for you. The first floor offers a country kitchen, dining room, a large living room and a bedroom with two twin beds. The living room has a television for relaxing and a beautiful fireplace. The bedroom is ensuite and has a nice walk-in closet. The laundry room is right off the kitchen for your

  330 Sprig Tree Path, Sag Harbor, NY 11963
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  /20

  $55,000 per month

  • 4 Beds
  • 2 Baths
  • House for Rent

  11 N Valley Rd, Sag Harbor, NY 11963

  Newly renovated 4 bedroom home in Sag Harbor, conveniently located moments from Long Beach and Sag Harbor Village. Living area is full of light and open to the modern kitchen/dining, sliding glass doors lead to a massive elevated deck with ample room for entertaining. Large heated pool and rear yard, property sits on half an acre. Lower level includes another bedroom and bathroom and attached

  11 N Valley Rd, Sag Harbor, NY 11963
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  /15

  $30,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  62 Hillside Dr E, Sag Harbor, NY 11963

  Enjoy the perfect Sag Harbor cottage just steps from Havens Beach. This renovated 3 bedroom and 1.5 bath cottage, with new kitchen and appliances, is perfectly appointed for your Hamptons summer getaway. Minutes from Sag Harbor village restaurants, shops and marinas.

  62 Hillside Dr E, Sag Harbor, NY 11963
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  /16

  $65,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  45 Hillside Dr E, Sag Harbor, NY 11963

  This newly updated cottage features three bedrooms-all on one level-along with a full bath and a half bath, and is furnished throughout with brand-new pieces. Tucked away on a quiet cul-de-sac, it's just minutes from a serene bay beach and the heart of Sag Harbor Village.

  45 Hillside Dr E, Sag Harbor, NY 11963
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  /13

  $35,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  20 Elizabeth St, Sag Harbor, NY 11963

  Adorable 3 bedroom, 2 bath traditional in the heart of the Village. Ample sized dining room, recently renovated kitchen, and just a short walk to Main Street for breakfast, lunch, dinner or Sag Harbor's wonderful night life. Only a short bike ride to Bay beaches. A perfect summer home in a perfect location!

  20 Elizabeth St, Sag Harbor, NY 11963
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  /17

  $42,000 per month

  • 4 Beds
  • 2 Baths
  • House for Rent

  4 Breezy Dr, Sag Harbor, NY 11963

  Newly renovated, 4 Breezy Drive on a quiet street in Sag Harbor, only 5 minutes from the village. Close to Long Beach and Serene Green Farm stand, this newly renovated mid-century modern features an open layout kitchen, dining, living area, and a sunken conversation nook with fireplace. Four bedrooms, two bathrooms, central air conditioning, BBQ. [[Rental Registration # RP170607]]

  4 Breezy Dr, Sag Harbor, NY 11963
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  /20

  $60,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  69 High St, Sag Harbor, NY 11963

  This exquisitely renovated, architect owned 4 bedroom, 3 bath 1919 Dutch Gambrel honors the history of the house, but the interior architecture reflects a modern sensibility and a strong connection to the landscape. The interior is a wooden jewel box with white oak floors, walls and ceilings throughout the house. Large windows bring in light while connecting the space to the outdoors. On the

  69 High St, Sag Harbor, NY 11963
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  /20

  $25,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  54 Pheasant Rd, Sag Harbor, NY 11963

  Light-filled architect designed modernist home features an open floor plan with 3 bedrooms, 2 baths, kitchen, dining room and living room with a fireplace that faces a wall of glass with its own private deck. The beautifully heated pool offers maximum seclusion and privacy and is well suited for entertaining. This home is centrally located between Sag Harbor and Bridgehampton village shops,

  54 Pheasant Rd, Sag Harbor, NY 11963

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