Homes for Rent near Pierson Middle/High School

• 

  

  

  /22

  $40,000 per month

  • 4 Beds
  • 4.5 Baths
  • 3,190 Sq Ft
  • House for Rent

  1557 Millstone Rd, Sag Harbor, NY 11963

  This privately located home is waiting for you to come and enjoy! Just minutes away from the Village of Sag Harbor, restaurants and the bay beaches, this home features 4 bedrooms, 4.5 baths with an open concept. The main floor offers a primary bedroom with primary bath, a beautiful kitchen, dining and living room, as well as a family room with a fireplace and a powder room. The second floor

  

  Deborah Pirro

  Daniel Gale Sothebys Intl Rlty

  (631) 641-7868

  1557 Millstone Rd, Sag Harbor, NY 11963
• 

  

  

  /25

  $25,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  15 Hamilton St, Sag Harbor, NY 11963

  This beautifully renovated home in Sag Harbor Village has 3 bedrooms, 3.5 baths, fireplace, central air, hardwood floors, and finished basement. separate garage with lovely landscaped yard and patio for entertaining. Close to Haven's Beach and the village.

  15 Hamilton St, Sag Harbor, NY 11963
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  /20

  $25,000 per month

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft
  • House for Rent

  37 Noyac Harbor Rd, Sag Harbor, NY 11963

  Sag Harbor Summer RentalSummer Wonderland, home with dock. Bring your own small boat, jet ski, kayak. Canal to a private beach on Clam Island, adjacent Elizabeth Morton Park and Jessup's Neck. Access to Noyac Bay, Peconic Bay, Shelter Island, Sag Harbor and more. No need to have a watercraft to enjoy this lovely home 3-bedroom, 2 full baths with large eat-in kitchen, dining room, and living room.

  Lynn Romer Deeg Brown Harris Stevens Hamptons

  37 Noyac Harbor Rd, Sag Harbor, NY 11963
• 

  

  

  /20

  $175,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  43 Hempstead St, Sag Harbor, NY 11963

  Complete renovation inside and out, this 4 bedroom, 3 bath village home backs up to Haven's Beach. Great location for summer. Everything top to bottom has been redone to create this chic oasis in the heart of Sag Harbor Village. This house has everything you want for an easy getaway this summer. The Peloton inspired gym with TONAL workout system is light and bright to inspire your weekends.

  43 Hempstead St, Sag Harbor, NY 11963
• 

  

  

  /27

  $48,000 per month

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

  7 Wildwood Dr, Sag Harbor, NY 11963

  Memorial Day through Labor Day Rental Offering An Exceptional Summer Retreat that is just moments outside of the Village of Sag Harbor! This Colonial home is comfortably furnished and suitable to sleep 8+ guests with large rooms, and an open concept floor plan. There are 4 generous sized bedrooms, 3 full baths, full spacious kitchen, family sized dining room, and an oversized living room with

  Denise Fischetti Coldwell Banker American Homes

  7 Wildwood Dr, Sag Harbor, NY 11963
• 

  

  /20

  $150,000 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
• 

  

  /21

  $55,000 per month

  • 4 Beds
  • 3 Baths
  • 2,323 Sq Ft
  • House for Rent

  4056 Noyac Rd, Sag Harbor, NY 11963

  Be the first to experience a luxurious summer escape in Sag Harbor at this newly furnished, never-before-rented, coastal Cape. With four well-appointed bedrooms—three offering king-size beds and their own TVs, and a fourth featuring a twin trundle and crib—this home provides comfort and convenience for all.The primary en-suite features an oversized closet, a luxurious soaking tub, a

  Christa Kearns Corcoran

  4056 Noyac Rd, Sag Harbor, NY 11963
• 

  

  /17

  $55,000 per month

  • 2 Beds
  • 2 Baths
  • House for Rent

  33 Bay Ave, Sag Harbor, NY 11963

  Pine Neck Beach Cottage, central air, outdoor shower. The open floor plan includes living/dining/kitchen areas with beamed cathedral ceiling, sky lights and ceiling fans, 2 bedrooms, 1.5 baths, laundry room. Primary bedroom has en suite bath with walk-in shower with rain shower head and river stone shower bed, top-of-the-line fixtures. The kitchen has granite counter tops, all new appliances and

  33 Bay Ave, Sag Harbor, NY 11963
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  /28

  $70,000 per month

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

  253 Northside Dr, Sag Harbor, NY 11963

  Rental Permit# 200858 Tucked away in coveted Sag Harbor, this stunning tennis court home offers the perfect blend of luxury, privacy, and Hamptons charm. Set on a sprawling, secluded lot, the home welcomes you with lush landscaping and a backyard oasis designed for entertaining. A large pool, expansive patio and deck spaces, and towering trees create a serene, resort-like atmosphere.

  Marco Maida Compass Greater NY LLC

  253 Northside Dr, Sag Harbor, NY 11963
• 

  

  /20

  $150,000 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
• 

  

  /31

  $190,000 per month

  • 4 Beds
  • 4.5 Baths
  • 3,160 Sq Ft
  • House for Rent

  18 North Dr, Sag Harbor, NY 11963

  In the prestigious community of North Haven Shores, perched atop a 20-foot-high bluff overlooking the Shelter Island Sound, this expansive property offers stunning northwest facing views of the open water and breathtaking sunsets. With over 180 feet of elevated bulkhead and a private deep water dock this location is truly a boaters paradise. The entry foyer leads to a spacious great room with

  Michael Brennan Douglas Elliman Real Estate

  18 North Dr, Sag Harbor, NY 11963
• 

  

  /17

  $25,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  2 Bay View Dr W, Sag Harbor, NY 11963

  Nestled within the prestigious Bay View Oaks community of Southampton, this impeccably renovated 1,600 square foot home offers the ultimate coastal retreat. Just 1,000 feet away from a private bay beach, indulge in luxury seaside living. With 3 bedrooms and 2.5 baths, this sunlit sanctuary is perfectly designed for comfort and style. The first floor features a spacious living room, elegant

  2 Bay View Dr W, Sag Harbor, NY 11963
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  /11

  $3,500 per month

  • 1 Bed
  • 1 Bath
  • House for Rent

  200 Division St Unit . 2A, Sag Harbor, NY 11963

  City living in Sag Harbor Village. This cozy one bedroom studio apartment is situated on the second floor with light filled rooms. Offering high ceilings and natural light, this space feels like a hotel suite with a comfortable open layout. Just a stone's throw to Main Street, this unit offers the convenience of village living with easy access to shops, restaurants, theaters, Hamptons jitney and

  Jessica Von Hagn Compass

  200 Division St Unit . 2A, Sag Harbor, NY 11963
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  /28

  $30,590 per month

  • 6 Beds
  • 4 Baths
  • 3,400 Sq Ft
  • Condo for Rent

  1653 Millstone Rd Unit ID401720P, Sag Harbor, NY 11963

  Welcome to Meadowood Manor, a luxurious home located in the heart of Sag Harbor. Experience the best of the Hamptons in style with this exquisite property offering an open floor concept, expansive living space, and a fully equipped kitchen. With six luxurious bedrooms, it provides an idyllic retreat for any group. Conveniently located near Sag Harbor Village and Bridgehampton, as well as

  1653 Millstone Rd Unit ID401720P, Sag Harbor, NY 11963
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  /10

  $115,000 per month

  • 4 Beds
  • 3 Baths
  • 1,572 Sq Ft
  • House for Rent

  32 Sunset Dr, Sag Harbor, NY 11963

  Discover this stunning home in the desirable Baypoint community, now available for seasonal or year-round living. This property features a brand-new entertaining area perfect for gatherings, alongside a beautifully crafted in-ground gunite pool that invites relaxation and fun. With four spacious bedrooms and three well-appointed baths, this home combines comfort and style. Enjoy

  Clare Ambrose Au Dela Real Estate LLC

  32 Sunset Dr, Sag Harbor, NY 11963
• 

  

  /18

  $21,690 per month

  • 3 Beds
  • 2 Baths
  • 2,464 Sq Ft
  • Condo for Rent

  71 Franklin Ave Unit ID401717P, Sag Harbor, NY 11963

  Welcome to Breakwater, an exquisite private home situated in the heart of Sag Harbor. The first floor features an open concept kitchen, living room, and dining room filled with natural light, while the entire home is equipped with built-in Sonos speakers, perfect for entertaining or relaxing. Amenities include a heated pool, outdoor shower, soaking tub, outdoor grill, and a separate pool house.

  71 Franklin Ave Unit ID401717P, Sag Harbor, NY 11963
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  /12

  $55,000 per month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  51 Stoney Hill Rd, Sag Harbor, NY 11963

  This charming two bedroom one bathroom home with private office is newly renovated and a short distance to Long Beach and the Village. Come and relax in this tranquil outdoor space among nature. The brand new kitchen and living area is the perfect place to relax and cook amazing meals throughout the summer. Don't miss this amazing retreat close to all.

  Clare Ambrose Au Dela Real Estate LLC

  51 Stoney Hill Rd, Sag Harbor, NY 11963
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  /14

  $35,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  330 Sprig Tree Path, Sag Harbor, NY 11963

  Charming Sag Harbor home bordering the long pond Greenbelt is proximate to both Sag Harbor Village and Sagg Main Beach. Features include an open living/dining/kitchen area, large deck and a new 45 foot long heated gunite swimming pool. There is a downstairs twin bedroom that accesses a hall bath. The primary ensuite (Queen bed) is upstairs along with 2 guest rooms and a hall bath (both guest

  330 Sprig Tree Path, Sag Harbor, NY 11963
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  /17

  $15,000 per month

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft
  • House for Rent

  112 Laurel Valley Dr, Sag Harbor, NY 11963

  Welcome to beautiful 112 Laurel Valley Drive, your destination to enjoy all that Sag Harbor has to offer. This is also a perfect launch pad to explore Southampton, Bridgehampton, some of the worlds best ocean and bay beaches, shops and the restaurants that The Hamptons are known for. Majestically set upon a hill, this home provides a private back yard with a heated in-ground pool that is a

  Robert Wilner Douglas Elliman Real Estate

  112 Laurel Valley Dr, Sag Harbor, NY 11963
• 

  

  /18

  $55,000 per month

  • 3 Beds
  • 4 Baths
  • House for Rent

  76 Harbor Dr, Sag Harbor, NY 11963

  Welcome to your perfect newly renovated summer sanctuary in Baypoint, one of Sag Harbor's most sought-after waterfront enclaves. Just a short stroll to Foster Memorial Beach and a breezy bike ride from the charm of Sag Harbor Village, this 3-bedroom, 3.5-bath home offers everything you need for a truly unforgettable summer. Launch paddle boards and kayaks from your private deep-water dock, then

  76 Harbor Dr, Sag Harbor, NY 11963
• 

  

  /22

  $25,000 per month

  • 3 Beds
  • 1 Bath
  • 1,218 Sq Ft
  • House for Rent

  20 Hildreth St, Sag Harbor, NY 11963

  **Charming Summer Retreat in Sag Harbor**Escape to the picturesque charm of Sag Harbor with this delightful summer rental, perfectly situated just a stone's throw from the vibrant village. This inviting home offers three spacious bedrooms and a bonus spaceThe property features 1.5 bathrooms and is equipped with air conditioning to ensure your comfort during those warm summer days.

  Bridget Terry Compass Greater NY LLC

  20 Hildreth St, Sag Harbor, NY 11963
• 

  

  /20

  $70,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  18 Rysam St, Sag Harbor, NY 11963

  Spend July and August immersed in the magic of Sag Harbor Village, where sun-drenched days and starlit nights unfold against the stunning backdrop of marina views. This rare Captain's Row gem, a beautifully appointed 3-bedroom home, offers the perfect blend of historic charm and modern luxury. Wake up to the gentle hum of the harbor, just steps from the marina, and the village's most beloved

  18 Rysam St, Sag Harbor, NY 11963
• 

  

  /27

  $40,000 per month

  • 5 Beds
  • 5.5 Baths
  • 4,000 Sq Ft
  • House for Rent

  61 Peconic Ave, Sag Harbor, NY 11963

  Envision your perfect summer unfolding in this exquisite and expansive residence nestled within Shelter Island’s prestigious Silver Beach area. Recently completely renovated from the ground up in 2024, this home boasts a captivating blend of elegance and modernity. Step inside to discover a meticulously designed floor plan featuring dual primary suites, one conveniently located on the ground

  Michael Brennan Douglas Elliman Real Estate

  61 Peconic Ave, Sag Harbor, NY 11963
• 

  

  /20

  $85,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  11 Henry St, Sag Harbor, NY 11963

  Graceful and beautiful 1830 Greek Revival home on .22 acres, and once the first Presbyterian parsonage, is where old charm still abounds! Although there are modern updates such as central air, many of the original details, including timeless pocket doors, wide plank wood flooring, and five fireplaces, are preserved. The original front door welcomes you into the classic living room with fireplace

  11 Henry St, Sag Harbor, NY 11963
• 

  

  /15

  $20,000 per month

  • 3 Beds
  • 2 Baths
  • 1,421 Sq Ft
  • House for Rent

  3389 Noyac Rd, Sag Harbor, NY 11963

  Beautifully and recently renovated ranch home near Circle beach in Noyac with vaulted ceilings, open kitchen, TV room, 2 renovated bathrooms, central air, just about everything you need before you head to the beach! Close to Sag Harbor, Long Beach, restaurants and marinas. Just reduced for July at $20,000. Also available for June at $12,000.

  Robert Florio Daniel Gale Sothebys Intl Rlty

  3389 Noyac Rd, Sag Harbor, NY 11963
• 

  

  /9

  $35,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  16 Fordham St, Sag Harbor, NY 11963

  Tucked away on a quiet street in Sag Harbor Village, this charming Cape Cod home offers easy access to Main Street's shops, restaurants, and waterfront. The simple and welcoming layout features three bedrooms and two full bathrooms, with comfortable living spaces that feel instantly inviting. Outdoors, enjoy a peaceful backyard perfect for summer afternoons. A wonderful opportunity to experience

  16 Fordham St, Sag Harbor, NY 11963
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  /36

  $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
• 

  

  /20

  $120,000 per month

  • 4 Beds
  • 4 Baths
  • House for Rent

  7 Fairway Ct, Sag Harbor, NY 11963

  Discover your dream retreat in the heart of Sag Harbor. Set on a private 2.3 +/- acre lot in an exclusive neighborhood, this pristine 3,300 +/- sq. ft. home offers 4 bedrooms, 3 baths, and a detached 2-car garage. The bright, open interior boasts a custom gourmet kitchen flowing seamlessly into the living and dining areas, highlighted by a stunning two-story Westchester Granite fireplace and

  7 Fairway Ct, Sag Harbor, NY 11963
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  /27

  $25,000 per month

  • 3 Beds
  • 2 Baths
  • 10,890 Sq Ft
  • House for Rent

  46 Bayview Ave, Sag Harbor, NY 11963

  This is an amazing opportunity to enjoy everything that Sag Harbor Village can offer. This home is close to beautiful marinas, world-wide restaurants, and beaches, just a few minutes from Jitney and Main Street. This home features three bedrooms, two baths, a hot tub, a big backyard, a pool, inviting decor, a spacious living area with a fireplace, and a fully equipped kitchen ready for your

  Elizabeth Cordova Alata Douglas Elliman Real Estate

  46 Bayview Ave, Sag Harbor, NY 11963
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  /20

  $130,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  52 Actors Colony Rd, Sag Harbor, NY 11963

  On famed Actors Colony Road, amazingly private and with the best panoramic and unspoiled waterfront on the East End. Charmingly rustic, the three-bedroom home has glorious views from every room, including the spacious great room with fireplace, eat-in kitchen and dining area, deck and hot tub - all overlooking the pond and bay. The beachfront is sandy and protected, the water is clear and clean

  52 Actors Colony Rd, Sag Harbor, NY 11963
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  /31

  $15,000 per month

  • 3 Beds
  • 3 Baths
  • 1,848 Sq Ft
  • House for Rent

  15 Mount Misery Dr, Sag Harbor, NY 11963

  Indulge in Design: Hamptons Summer Rental Experience the magic of Sag Harbor Village has to offer in this charming Hamptons Designer Retreat just moments from Heavens beach-Indulge in design and sophistication in this Hamptons summer rental. Nestled in the charming enclave of Sag Harbor Village, experience world-class dining, art galleries, and a vibrant cultural scene of stunning natural

  Elizabeth Cordova Alata Douglas Elliman Real Estate

  15 Mount Misery Dr, Sag Harbor, NY 11963
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  /16

  $55,000 per month

  • 4 Beds
  • 4 Baths
  • House for Rent

  41 Rawson Rd, Sag Harbor, NY 11963

  This beautiful 4 bedroom home in a special bayfront enclave in Sag Harbor is steps away from the residents-only beach. Spacious 4 bedrooms and 3.5 baths on an acre of manicured grounds, with immense outdoor space for summer entertaining - think pool parties, afternoon barbeques, and dinner parties under the summer stars. Open floor plan includes eat-in kitchen, light-filled, two-story great room

  41 Rawson Rd, Sag Harbor, NY 11963
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  /44

  $100,000 per month

  • 5 Beds
  • 5.5 Baths
  • 3,456 Sq Ft
  • House for Rent

  Unlisted Address

  Every detail of this stunning home has been thoughtfully designed to offer a luxurious and peaceful escape in the heart of the Hamptons. Located just minutes from the charming Sag Harbor Village and Bridgehampton, the property is perched on a rise, providing rare, lovely water vistas of Noyac Bay from its rooftop living platform. This five-bedroom, five-and-a-half-bathroom masterpiece is tailored

  Joseph Van Asco Douglas Elliman Real Estate

  Unlisted Address
• 

  

  /20

  $30,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  78 Northview Hills Ct, Sag Harbor, NY 11963

  Enjoy summer in this private, beautiful home minutes to the bay beach and Sag Harbor. Wonderful landscaping provides a serene setting for you to enjoy lying by the pool [[Rental Registration # RP240387]]

  78 Northview Hills Ct, Sag Harbor, NY 11963
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  /15

  $150,000 per month

  • 5 Beds
  • 5.5 Baths
  • 4,100 Sq Ft
  • House for Rent

  2887 Deerfield Rd, Sag Harbor, NY 11963

  All new.... way off the main road, down a long pebble covered driveway, this modern gem with vistas of Noyac Golf Club creates a serious WOW factor as soon as you walk in the door. Built for entertaining, relaxing, and enjoying the Hamptons lifestyle. A stone's throw from the Villages of Sag Harbor, Water Mill, South and Bridge- world class shopping, restaurants, socializing, beaching, or just

  Palmer Gaget Douglas Elliman Real Estate

  2887 Deerfield Rd, Sag Harbor, NY 11963
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  /25

  $85,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  221 Division St, Sag Harbor, NY 11963

  Welcome to 221 Division Street-an exceptional summer retreat in the very heart of Sag Harbor Village. This historic cottage has been completely re-envisioned with a refined touch, blending timeless character with a chic, mid-century modern sensibility. Thoughtfully designed to offer both sophistication and comfort, the home features two distinct living rooms, perfect for relaxing or entertaining,

  221 Division St, Sag Harbor, NY 11963
• 

  

  /17

  $50,000 per month

  • 4 Beds
  • 2.5 Baths
  • 2,128 Sq Ft
  • House for Rent

  10 Maunakea St, Sag Harbor, NY 11963

  Experience effortless Hamptons living at 10 Maunakea Street, a fully renovated and impeccably styled home in North Haven. Just under a mile from Sag Harbor Village and moments from Foster Memorial Beach, this super chic property is the ultimate summer haven. The interior boasts 4 spacious bedrooms, 2.5 bathrooms, and a brand-new custom kitchen-perfect for entertaining in style. Outdoors, enjoy a

  Christopher Furchert Compass Greater NY LLC

  10 Maunakea St, Sag Harbor, NY 11963
• 

  

  /26

  $125,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  299 Main St, Sag Harbor, NY 11963

  Looking for a spacious rental in the village of Sag Harbor? Experience Sag Harbor Cove sunset views from this versatile village home and cottage retreat filled with character and comfort. Situated on Main Street, just moments from the heart of Sag Harbor, this spacious home is convenient to shopping, restaurants and the Hampton Jitney. Inside the main house, a bright foyer opens to a classic

  299 Main St, Sag Harbor, NY 11963
• 

  

  /36

  $55,000 per month

  • 4 Beds
  • 4.5 Baths
  • 3,300 Sq Ft
  • House for Rent

  340 Wainscott Harbor Rd, Sagaponack, NY 11962

  Fabulous Sagaponack location, recently renovated, close to everything Hamptons! This 4 bedroom, 4.5 bath home offers wonderful entertaining space with open concept great room, dining, kitchen, and bar. Take your pick of 2 Primary bedrooms, both ensuite; one on the main floor, one upstairs with its own private deck. The 2 additional bedrooms/2 baths are also located on the upper floor. Other

  Kimberly Kakerbeck Brown Harris Stevens Hamptons

  340 Wainscott Harbor Rd, Sagaponack, NY 11962
• 

  

  /21

  $60,000 per month

  • 4 Beds
  • 4 Baths
  • House for Rent

  18 Payne Ave, Sag Harbor, NY 11963

  Newly renovated and ideally located, this 4-bedroom, 4-bath home is tucked away on a private street just minutes from Sag Harbor's bay beaches and under a mile from the village. Set on .6 acres, the 3,100± sq.ft. residence offers a seamless blend of comfort and style, with a spacious living room featuring a wood-burning fireplace, and an updated kitchen that opens to a brick patio shaded by a

  18 Payne Ave, Sag Harbor, NY 11963

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