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Sag Harbor, NY Homes for Rent with Pool

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  • /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

    Agent Photo

    Deborah Pirro

    Daniel Gale Sothebys Intl Rlty

    (631) 641-7868

    1557 Millstone Rd, Sag Harbor, NY 11963
  • /33

    $150,000 per month

    • 4 Beds
    • 3 Baths
    • 2,500 Sq Ft
    • House for Rent

    28 Windermere Dr, Sag Harbor, NY 11963

    4 BR Modern Sag Harbor Rental - Bay PointSag Harbor Rental - Bay Point Spend your summer in style at this beautifully updated 4-bedroom, 3-bath rental in the coveted waterfront community of Bay Point, Sag Harbor. Just minutes from the village and a moments from Foster Memorial Beach, this tastefully appointed home offers a perfect blend of modern comfort and Hamptons charm. Step inside to an

    Craig Beem Brown Harris Stevens Hamptons

    28 Windermere Dr, Sag Harbor, NY 11963
  • /22

    $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

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    2723 Deerfield Rd, Sag Harbor, NY 11963
  • /32

    $19,999 per month

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

    170 Northside Dr, Sag Harbor, NY 11963

    Trees, foliage, and a long driveway await you as you open the gates to 170 Northside Drive. Located Conveniently 5 mins to Sag Harbor Town Beach! As the door opens, you are greeted by a grand foyer with vaulted ceilings and an elegant chandelier. Off the foyer is a living room with a wood-burning fireplace, a gracious dining room with floor-to-ceiling French doors leading to a stone patio, an

    Domenick Cartelli Nest Seekers International LLC

    170 Northside Dr, Sag Harbor, NY 11963
  • /20

    $125,000 per month

    • 6 Beds
    • 6.5 Baths
    • 5,000 Sq Ft
    • House for Rent

    29 Bittersweet Ln, Sag Harbor, NY 11963

    NEW TO MARKET. ENDLESS WATERFRONT VISTAS & ICONIC SUNSETS. Water views from almost every room! This sprawling home has it all. Open concept floor plan perfect for entertaining. Main floor features larger than life eat in kitchen, sun room, sunken living room, open concept living and dining, powder, laundry, extra large primary suite with walk in closet and XL en suite bathroom. 2nd floor features

    Matthew Melinger Brown Harris Stevens Hamptons

    29 Bittersweet Ln, Sag Harbor, NY 11963
  • /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
  • /18

    $25,000 per month

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • House for Rent

    16 Payne Ave, Sag Harbor, NY 11963

    Chic & Spacious Sag Harbor Summer Retreat with Saltwater PoolAvailable: June 22 - August 22 | Special Offer: August 1-14 for $10,000 Escape to tranquility in this beautifully renovated Sag Harbor home, perfectly located on a quiet cul-de-sac just 1 mile from Long Beach and 2 miles from the boutiques and restaurants of Sag Harbor Village. This bright and airy residence offers the ideal setting for

    Elizabeth Phenis Brown Harris Stevens Hamptons

    16 Payne Ave, 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

    *** Available for 2 week time periods from July-October, as well!*** 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

    Christa Kearns Corcoran

    4056 Noyac Rd, Sag Harbor, NY 11963
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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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