120 Wooleys Drive
Southampton, NY 11968
- 5 Bedrooms
- 4 Bathrooms
- 4,500 Sqft
- 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
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
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
Price and status history
- Nov 5, 2026Price reduced from $275,000$85,000
Similar homes that sold nearby
| Address | Size | Sold For |
|---|---|---|
| 47 Wireless WaySouthampton | 6 BR / 7.5 BA | $7,650,000 |
| 39 Wireless WaySouthampton | 4 BR / 5.5 BA | $2,025,000 |
| 4 Scrimshaw DriveSouthampton | 4 BR / 3.5 BA | $1,460,000 |
| 1824 Majors PathSouthampton | 4 BR / 3 BA | $2,400,000 |
| Southampton ResidentialSouthampton | 4 BR / 2.5 BA | $1,050,000 |
Closed sales recorded by Brown Harris Stevens agents.

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…
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