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2280 Deep Hole DriveMattituck, NY 11952

For Sale

$2,599,000

Smart Buyer Rebate $25,990

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.

Listed by Susan M. Orioli

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Engel & Volkers North Fork

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631-298-7953

Last updated January 28, 2026

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Source: OneKey #943316

Listing Facts

  • TypeSingle-family
  • NeighborhoodMattituck
  • Bedrooms3
  • Bathrooms3
  • Days on Prevu42
  • Taxes$17,587.82/year
  • Size3,000 sqft
  • Price per sqft$866

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

12/19/2025
Listed by Engel & Volkers North Fork
$2,599,000

Property Details for 2280 Deep Hole Drive

Association

General

  • Association Name: James Orioli

Exterior

Construction

  • Property Condition: Actual
  • Window Features: Insulated Windows
  • Year Built: 2022
  • Architectural Style: Other
  • Construction Materials: Advanced Framing Technique
  • Exterior Features: Balcony, Boat Slip, Dock

Features

  • Patio And Porch Features: Covered, Deck
  • View: Water
  • Waterfront Features: Water Access, Waterfront
  • Waterfront: Yes

Measurements

  • Building Area Units: Square Feet
  • Frontage Length: 130
  • Lot Size Acres: 0.48
  • Lot Size Square Feet: 20,909

Financial

Taxes

  • Parcel Number: 1000-123-00-04-00-006-000
  • Tax Annual Amount: $17,587.82
  • Tax Assessed Value: $10,800.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Dishwasher, Dryer, Oven, Refrigerator, Washer
  • Fireplace Features: Gas, Living Room
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Interior Features: 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
  • Spa: Yes

Measurements

  • Living Area: 3,000
  • Living Area Source: Public Records

Rooms

  • Basement: Unfinished, Walk-Out Access
  • Has Basement: Yes
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 3
  • Rooms Total: 6

Parking

Parking

  • Garage Spaces: 2
  • Garage: Yes
  • Parking Features: Garage

Schools

Elementary School

  • Elementary School: Mattituck-Cutchogue Elementary Sch
  • Elementary School District: Mattituck-Cutchogue

High School

  • High School: Mattituck Junior-Senior High School
  • High School District: Mattituck-Cutchogue

Middle or Junior School

  • Middle Or Junior School: Mattituck Junior-Senior High School
  • Middle Or Junior School District: Mattituck-Cutchogue

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Forced Air, Propane
  • Laundry Features: Laundry Room
  • Other Equipment: Generator
  • Sewer: Septic Tank
  • Utilities: Propane
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 3 bedrooms and 3 bathrooms in this single-family home at 2280 Deep Hole Drive.

What schools are nearby to 2280 Deep Hole Drive?

Nearby schools include the Mattituck-Cutchogue Elementary Sch, Mattituck Junior-Senior High School, and Mattituck Junior-Senior High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 2280 Deep Hole Drive.

What are the annual taxes for 2280 Deep Hole Drive?

Annual taxes for this single-family home are estimated at $17,587.

How does 2280 Deep Hole Drive compare to other single-family homes in Mattituck?

This single-family home is listed 36% above the average price for single-family homes in Mattituck and has been on the market for 94 less days than the typical home in this area.

What building or home owners association is the single-family home part of?

This single-family home is part of the James Orioli home owners association.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,000 sqft.

2280 Deep Hole Drive is a 3-bedroom, 3-bath single-family home for sale in Mattituck NY 11952. On Prevu for 42 days at $2,599,000. This home features 3,000 square feet of living space, located in Mattituck. The median listing price for single-family homes in this area is $1,225,000. Nearby schools include Mattituck-Cutchogue Elementary Sch, Mattituck Junior-Senior High School, and Mattituck Junior-Senior High School. Additional amenities include private outdoor space, dishwasher, air conditioning, parking, and washer/dryer. Browse more single-family home listings in Suffolk County.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2026, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.