About this home

Set along one of Mattituck's most sought-after waterfront enclaves, 2280 Deep Hole Drive offers a rare opportunity to own an exquisite waterfront residence newly built in 2022, encompassing 3,000 square feet of thoughtfully designed living space with exceptional deepwater dockage and direct access to Peconic Bay. Perfectly suited for the boating enthusiast, the property features approximately 130 feet of deepwater frontage on Deep Hole Creek and a substantial dock capable of accommodating two vessels up to 36 feet, complete with electric and water, providing protected, convenient access to the bay and beyond. The home features 9-foot ceilings on the main level, an open-concept layout filled with natural light, expansive water views, and refreshing bay breezes throughout. At the heart of the home is a custom chef's kitchen appointed with premium, professional-grade appliances, high-end finishes, and a large center island ideal for entertaining and everyday living. The kitchen flows seamlessly into the dining and living areas, where a gas fireplace anchors the space with warmth and ambiance while framing serene water views. Sliding doors from the main living areas open to a waterside deck and balcony, creating an ideal setting for alfresco dining or relaxing in the spa-style hot tub overlooking the water. The first-floor primary suite offers a private retreat with an en-suite bath, and then there are 3+ additional spacious bedrooms, dedicated workstation areas, and 2.5 baths that provide flexibility and comfort. The full walk-out daylight basement provides expansive storage and the potential for a gym, workshop, or recreational space. Built with enhanced features for comfort and efficiency, the home includes a Navien tankless hot water system, 1,000-gallon propane tank, thermal windows, updated systems throughout, and a whole-house Generac generator for added peace of mind. Outdoors, there is room for a pool, and the waterfront setting creates an exceptional lifestyle opportunity for boating, fishing, paddleboarding, and entertaining by the water. Ideally located less than one mile from Love Lane and just minutes to local vineyards, farm stands, beaches, parks, and acclaimed North Fork dining, 2280 Deep Hole Drive is more than a home-it is a complete waterfront lifestyle defined by modern design, flexible living spaces, coveted dockage, and the unmistakable charm of Mattituck's North Fork. Includes an option to purchase furnishings. Nearby Pool Club Membership available at Strong's Water Club and Marina. This listing may include images that have been digitally altered or virtually staged.

Facts and features

Schools

• Mattituck Junior Senior High School

  middle · 7-12 · 1.2 mi

  6

• Mattituck Cutchogue Elementary School

  elementary · K-6 · 3.3 mi

  7

• Our Lady Of Mercy Regional School

  elementary · PK-6 · 2.2 mi

Price history

• Sep 2, 2026 · Price Changed$2,299,000
• Jul 29, 2026 · Price Changed$2,499,000
• Dec 20, 2025 · Listed$2,599,000
• Dec 16, 2025 · Listing Removed$3,250,000
• Dec 16, 2025 · Listing Removed$2,495,000
• Oct 19, 2025 · Listing Removed$2,495,000
• Sep 9, 2025 · Price Changed$2,495,000
• Aug 15, 2025 · Price Changed$2,895,000

Tax history

• 2025$19,456 tax · $11,600 assessed
• 2024$16,899 tax · $10,800 assessed
• 2023$16,377 tax · $10,800 assessed
• 2022$10,136 tax · $6,800 assessed
• 2021$1,304 tax · $1,800 assessed
• 2020$2,575 tax · $1,800 assessed
• 2018$2,549 tax · $1,800 assessed
• 2017$2,517 tax · $1,800 assessed

Home value

$2,276,000

• Collateral Analytics$2,276,000
• Cotality$2,266,600

Where it is