Single Family
2280 Deep Hole Drive
Active · Southold · Suffolk County, NY 11952
- Bedrooms
- 3 Beds
- Bathrooms
- 3 Baths
- Year built
- 2022
- Est. monthly taxes
- $1,465.65
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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.
Listing snapshot
- Days on site
- 59 days
- Listed on MLS
- Dec 19, 2025
- Full baths
- 2
- Half baths
- 1
- Annual property tax (MLS)
- $17,587.82
- Tax year
- 2025
- Area source (MLS)
- Public Records
- Listing brokerage
- Engel & Volkers North Fork
- MLS ID
- KEY943316
- Last updated
- Oct 10, 2026
General features
- Property type
- Single Family
- Property subtype
- Single Family Residence
- Year built
- 2022
- Garage
- Yes
- Garage spaces
- 2
- Parking
- Garage
- Water source
- Public
- Sewer
- Septic Tank
- Utilities
- Propane
Interior features
- Basement
- Unfinished, Walk-Out Access
- Heating
- Forced Air, Propane
- Cooling
- Central Air
- Interior
- First Floor Bedroom, First Floor Full Bath, Built-in Features, Chefs Kitchen, Double Vanity, Eat-in Kitchen, Entrance Foyer, Kitchen Island, Open Floorplan, Open Kitchen, Primary Bathroom, Walk Through Kitchen
- Appliances
- Dishwasher, Dryer, Oven, Refrigerator, Washer
- Fireplace
- Yes
- Fireplaces
- 1
Exterior features
- Architectural style
- Other
- Construction materials
- Advanced Framing Technique
- Exterior
- Balcony, Boat Slip, Dock
- Private pool
- No
Schools (MLS)
- Elementary school
- Mattituck-Cutchogue Elementary Sch
- Elementary school district
- Mattituck-Cutchogue
- Middle school
- Mattituck Junior-Senior High School
- Middle school district
- Mattituck-Cutchogue
- High school
- Mattituck Junior-Senior High School
- High school district
- Mattituck-Cutchogue
School information is provided by the MLS. Confirm attendance eligibility with the school district.
Recent activity
- Listing updated from MLS
- Price changed to $2,299,000
- First seen on this site
- MLS status changed
Location
Estimate monthly payment
Estimated monthly principal & interest—
Monthly property taxNot provided
Monthly association / maintenance feesNot provided
Estimated monthly total of entered costs—
Listing data is supplied by the MLS and may change without notice.
