3 Upland Dr

3 Upland Dr — Photo 1
3 Upland Dr — Photo 2
3 Upland Dr — Photo 3
3 Upland Dr — Photo 4
3 Upland Dr — Photo 5
3 Upland Dr — Photo 6
3 Upland Dr — Photo 7
3 Upland Dr — Photo 8
3 Upland Dr — Photo 9
3 Upland Dr — Photo 10
3 Upland Dr — Photo 11
3 Upland Dr — Photo 12
3 Upland Dr — Photo 13
3 Upland Dr — Photo 14
3 Upland Dr — Photo 15
3 Upland Dr — Photo 16
3 Upland Dr — Photo 17
3 Upland Dr — Photo 18
3 Upland Dr — Photo 19
3 Upland Dr — Photo 20
3 Upland Dr — Photo 21
3 Upland Dr — Photo 22
3 Upland Dr — Photo 23
3 Upland Dr — Photo 24
3 Upland Dr — Photo 25
3 Upland Dr — Photo 26
3 Upland Dr — Photo 27
3 Upland Dr — Photo 28
3 Upland Dr — Photo 29
3 Upland Dr — Photo 30
3 Upland Dr — Photo 31
3 Upland Dr — Photo 32
3 Upland Dr — Photo 33
3 Upland Dr — Photo 34
3 Upland Dr — Photo 35

$40k/ mo
Doesn't include deposits and fees
4 beds3.5 baths3200 sqft house
3 Upland Dr

Your booked tour

What you get

ParkingAir conditioningPool

Costs, fees, and lease terms

The neighborhood

About the building

Step into summer in Southampton with this newly renovated contemporary retreat, where light, space, and effortless luxury come together just moments from the village and ocean beaches. Tucked away on nearly an acre of private, landscaped grounds, this home features 4-bedrooms, of which both the primary and junior primary bedrooms are ensuite, and the 2-guest rooms share a sizable full bathroom. All bedrooms feature their own balcony. From the moment you enter, you're greeted by soaring ceilings and dramatic south-facing picture windows that flood the home with natural light and frame tranquil views of mature trees and open sky. The first floor is thoughtfully designed for both everyday comfort and entertaining. A sun-drenched great room with double-height ceilings flows into an open dining area and a custom eat-in chef's kitchen, creating an inviting central hub. The main level also features a serene primary suite, a sleek powder room, and a convenient laundry room-all finished with beautiful hardwood flooring and quality craftsmanship throughout. Upstairs, three well-appointed guest bedrooms each offer their own private outdoor deck that appreciate the landscaped grounds. A sun-filled den overlooks the living space below. Outside, the home truly comes to life for summer. The expansive southern-facing yard is designed for sun-filled days and relaxed entertaining, complete with a heated pool and generous patio area surrounded by lush landscaping. Located just 1.5 miles from Southampton's renowned restaurants, shops, golf, and pristine beaches, this home offers the perfect balance of privacy and proximity. Available for a short-term June rental at $25,000 for two weeks, this is a rare opportunity to experience the best of Hamptons living in a beautifully renovated, move-in-ready home.

The property manager

Nearby schools

Students who live in 3 Upland Dr attend the following Tuckahoe Comn School District (Unified School District) public schools:

GreatSchools ratings are based on test scores and additional metrics when available.

3 Upland Dr

By contacting this property, you agree to our Terms of Use. Visit our Privacy Portal for more information. When you click “Send message”, we’ll send your inquiry to the property manager so they can reach out and answer your questions.

Find similar homes

Spot something off?Good catch. Flag it and help keep listings legit.