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120 Wooleys Drive

Southampton, NY 11968

$85,000/mo*
  • 5 Bedrooms
  • 4 Bathrooms
  • 4,500 Sqft
* Seasonal Availability
  • June Rental$50,000
  • July Rental$85,000
  • August Rental$80,000
  • June/July$120,000
  • July - Labor Day$150,000
  • Mem. Day - Labor Day$180,000
  • August - Labor Day$85,000
  • Year Round Rental$275,000
hamptons / NY

Single Family HIGHLIGHTS

  • Property Type

    Single Family

  • Lot Size

    1.2 Acres

  • Private Pool

    Yes

  • Waterfront

    Pond, Beach Access

  • Views

    Water, Bay, Pond

  • Central AC

    Yes

  • Patio/Porch

    Deck

  • Year Built

    1992

  • Home Style

    Post Modern

  • Property Website

    View Website

TO BE ON THE WATER OR NOT TO BE

Rental Permit# RP251711 - Every so often, a property comes to market whether for sale or rent that is so exceptional it makes you want to move in on the spot, wishing summer days would linger just a little longer. Its location, serenity, and effortless sense of peace create a feeling that's hard to find and even harder to forget. Welcome to 120 Wooleys Drive, tucked within the coveted Colony Club of Southampton Shores. This eclectic, beautifully maintained home sits on 1.2 acres of manicured grounds and boasts 160 feet of newly installed bulkhead along with a private dock on Wooley Pond, offering direct access to open waters and unforgettable, ever‑changing sunsets. Inside, the home features five bedrooms and four baths, a sun‑filled living room with cathedral ceilings and a fireplace, a chef's kitchen with a cozy breakfast nook, and a glass‑enclosed dining room framing tranquil views of the pond and bay. The primary ensuite includes its own balcony, and additional highlights include a gym, gazebo, and one‑car garage. The amenities elevate the experience even further: a heated pool with expansive decking and lawn, central air conditioning, access to a private beach and community clubhouse, plus three tennis courts and a basketball court. Whether you're seeking the perfect Hamptons summer escape or a peaceful year‑round retreat, this property offers a rare blend of beauty, comfort, and waterfront living.

  • Acres

    1.2 Acres

  • Bathrooms Total

    4

  • Bathrooms (Full)

    4

  • Bedrooms Total

    5

  • City Region

    Southampton

  • Living Area

    4,500 Sqft

  • Neighborhood

    Southampton

  • Pool Features

    In Ground, Outdoor Pool, Heated

  • Private Pool

    Yes

  • Property Type

    Single Family

  • View Features

    Water, Bay, Pond

  • Year Built

    1992

  • Waterfront Features

    Pond, Beach Access

  • Waterfront Listing

    Yes

  • Ocean Access

    Yes

  • Private Beach

    Yes

  • Laundry Features

    Laundry Room

    • Architectural Style

      Post Modern

    • Construction Materials

      Frame, Wood Siding

    • Total Stories

      2

    • Year Built

      1992

    • Neighborhood

      Southampton

    • Borough

      hamptons

    • Lot Features

      Waterfront

    • Patio and Porch Features

      Deck

    • View

      Water, Bay, Pond

    • Parking

      Attached

    • Appliances

      Dishwasher, Dryer, Microwave, Oven, Refrigerator, Washer

    • Basement

      Partially Finished, Full

    • Cooling

      Yes - Central Air

    • Fireplace

      Yes - 1

    • Flooring

      Hardwood, Tile

    • Furnished

      Furnished

    • Has Basement

      Yes

    • Heating

      Yes - Oil, Forced Air

    • Interior Features

      Walk-In Closet(s)

    • Total Rooms

      0

    • Water Source

      Well, Private

      120 WOOLEYS DRIVE

      Location

      Get Directions

      120 Wooleys Drive, Southampton, NY

      Open in Google Maps
      Listing history

      Price and status history

      • Nov 5, 2026Price reduced from $275,000$85,000
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      Closed sales recorded by Brown Harris Stevens agents.

      Southampton
      Neighborhood

      Southampton

      Southampton, New York, located on the South Fork of Long Island, is a picturesque and historic town known for its pristine beaches, upscale lifestyle, and vibrant arts scene. It’s a popular…

      120 WOOLEYS DRIVE

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