Open House 5/24 2pm - 3:30pm
2280 Deep Hole Drive
Mattituck, NY, 11952 $ 2,599,000
Bedrooms3 Baths2.1 Sq 3,000 Monthly Estimate*
$ 16,002
for $2,599,000 with 3 bedrooms and 2 full baths, 1 half bath. This 3,000 square foot home was built in 2022 on a lot size of 0.48.
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. A unique music room offers creative space for the artistically inclined and can easily be converted into 2 bedrooms if desired. 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.
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Open House
5/24/2026 2:00 PM - 3:30 PM
2280 Deep Hole Drive Mattituck, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesInteriorInterior Amenities 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
Basement Unfinished Walk-Out Access
Total Fireplaces 1
Fireplace Features Gas Living Room
Basement Features Unfinished Walk-Out Access
Basement (Y/N) Y
Window Features Insulated Windows
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 3
Total Baths 3
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GeneralSewer Septic Tank
Heating Forced Air Propane
Cooling Central Air
Utilities Propane
Appliances Dishwasher Dryer Oven Refrigerator Washer
Garage Spaces 2
Patio/Porch Features Covered Deck
Architectural Style Other
Construction Materials Advanced Framing Technique
Year Built 2022
View Water
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 1000-123-00-04-00-006-000
Waterfront Features Water Access Waterfront
County Suffolk County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 6
Full Baths 2
Directions Main Road to New Suffolk Ave to Deep Hole Drive
High School Mattituck Junior-Senior High School
City Southold
Association Name James Orioli
Senior Community Y/N N
High School District Mattituck-Cutchogue
Carport Y/N N
Elementary School Mattituck-Cutchogue Elementary Sch
Property Attached Y/N N
Tax Annual Amount 17587.82
Middle/Junior High School Mattituck Junior-Senior High School
Property Condition Actual
Additional Parcels Y/N N
Virtual Tour https://youtu.be/cQClEP_s2oM
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Mattituck-Cutchogue
Elementary School District Mattituck-Cutchogue
Tax Assessed Value 10800
Year Built Effective 2022
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ExteriorExterior Amenities Balcony Boat Slip Dock
Parking Features Garage Garage
Water Source Public
Spa Y
Frontage Length 130
Waterfront Y/N Y
Other Equipment Generator
Horse Y/N N
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* Excluded FeaturesList BySusan M. OrioliListing Agent
Engel & Volkers North ForkBroker
Affordability Calculator
- Monthly Principal & Interest
- $16,002
- Monthly Property Taxes
- $1,466
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Mattituck, NY
Average List Price $2,110,229
Percent of Sale Price 19%
About Mattituck, NY 4,757 Population
5% Since 2002
$ 94,496 Median Income
49.43 Median Age
25% Households with Children
Trends Information provided by ATTOM Data Solutions.
4100006 Elementary School
4099858 Middle School
Mattituck Junior-Senior High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 12/19/2025 | $2,599,000 | | Listed Price |