$2,599,000

2280 Deep Hole Dr Mattituck, NY 11952

Estimated payment $14,962/month

Total Views 9,465
3 Beds
2.5 Baths
3,000 Sq Ft
$866 Price per Sq Ft

Highlights

  • Docks
  • Boat Slip
  • Waterfront
  • Mattituck-Cutchogue Elementary School Rated A-
  • Gourmet Galley Kitchen
  • Open Floorplan

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. 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.

Listing Agent

Susan Orioli

Engel & Volkers North Fork Brokerage Phone: 631-298-7953 License #10301223083 Listed on: 12/19/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $17,588

Year Built

  • Built in 2022

Lot Details

  • 0.48 Acre Lot
  • Waterfront

Parking

  • 2 Car Garage

Home Design

  • Advanced Framing

Interior Spaces

  • 3,000 Sq Ft Home
  • Open Floorplan
  • Built-In Features
  • Gas Fireplace
  • Insulated Windows
  • Entrance Foyer
  • Living Room with Fireplace
  • Water Views
  • Unfinished Basement
  • Walk-Out Basement

Kitchen

  • Gourmet Galley Kitchen
  • Oven
  • Dishwasher
  • Kitchen Island

Bedrooms and Bathrooms

  • 3 Bedrooms
  • Main Floor Bedroom
  • En-Suite Primary Bedroom
  • Bathroom on Main Level
  • Double Vanity

Laundry

  • Laundry Room
  • Dryer
  • Washer

Outdoor Features

  • Water Access
  • Boat Slip
  • Docks
  • Balcony
  • Deck
  • Covered Patio or Porch

Schools

  • Mattituck-Cutchogue Elementary Sch
  • Mattituck Junior-Senior High Middle School
  • Mattituck Junior-Senior High School

Utilities

  • Forced Air Heating and Cooling System
  • Heating System Uses Propane
  • Propane
  • Septic Tank

Listing and Financial Details

  • Assessor Parcel Number 1000-123-00-04-00-006-000

Home Details

Home Type

Single Family

Est. Annual Taxes

$17,588

Year Built

Built in 2022

Lot Details

0

Parking

2

Listing Details

  • Property Type: Residential
  • Architectural Style: Other
  • Property SubType: Single Family Residence
  • Property Condition: Actual
  • Year Built: 2022
  • Year Built Effective: 2022
  • Attribution Contact: 631-298-7953
  • Carport Y N: No
  • CurrentPrice: 2599000.00
  • MlsMajorChangeType: New Listing
  • CurrentPrice_By_LivingArea: 866.33333
  • ListPrice_By_LivingArea: 866.33333
  • ListPrice_By_OriginalListPrice: 1.00000
  • ListPrice_By_LotSizeAcres: 5414583.3333
  • LivingAreaSearchSqFt: 3000.00
  • Special Features: VirtualTour
  • Property Sub Type: Detached
  • Year Renovated: 2022

Interior Features

  • Appliances: Dishwasher, Dryer, Oven, Refrigerator, Washer
  • Interior 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
  • Fireplaces: 1
  • Fireplace Features: Gas, Living Room
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Basement: Unfinished, Walk-Out Access
  • Total Bedrooms: 3
  • Fireplace: Yes
  • Living Area: 3000
  • Window Features: Insulated Windows
  • Other Equipment: Generator
  • Basement YN: Yes

Exterior Features

  • Construction Materials: Advanced Framing Technique
  • Frontage Length: 130
  • Waterfront Features: Water Access, Waterfront
  • Pool Private: No
  • Spa: Yes
  • View: Water
  • Exterior Features: Balcony, Boat Slip, Dock
  • Patio and Porch Features: Covered, Deck
  • Waterfront: Yes

Garage/Parking

  • Garage Spaces: 2
  • Garage: Yes
  • Parking Description: Garage

Utilities

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

Condo/Co-op/Association

  • Senior Community: No
  • Association Name: James Orioli
  • Association: No

Schools

  • Middle School: Mattituck Junior-Senior High School

Lot Info

  • Horses: No
  • Lot Size Acres: 0.48
  • Lot Size Sq Ft: 20909
  • Parcel Number: 1000-123-00-04-00-006-000
  • Property Attached: No
  • Additional Parcels: No

Rental Info

  • Lease Considered: No

Tax Info

  • Tax Annual Amount: 17587.82
  • Tax Year: 2025

MLS Schools

  • Elementary School: Mattituck-Cutchogue Elementary Sch
  • High School: Mattituck Junior-Senior High School
  • Middle School District: Mattituck-Cutchogue

Map

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $16,900 $10,800 $1,800 $9,000
2023 $16,900 $10,800 $1,800 $9,000
2022 $10,137 $10,800 $1,800 $9,000
2021 $2,610 $6,800 $1,800 $5,000
2020 $2,576 $1,800 $1,800 $0
2019 $2,576 $1,800 $1,800 $0
2018 $2,477 $1,800 $1,800 $0
2017 $2,518 $1,800 $1,800 $0
2016 $2,545 $1,800 $1,800 $0
2015 -- $1,800 $1,800 $0
2014 -- $1,800 $1,800 $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
12/19/2025 12/19/25 For Sale $2,599,000 -- $866 / Sq Ft
Source: OneKey® MLS

Purchase History

Date Type Sale Price Title Company
Deed -- None Available
Deed $325,000 --
Bargain Sale Deed -- None Available
Interfamily Deed Transfer -- Olsen
Executors Deed -- Gary Flanner Olsen
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Previous Owner $867,000 Stand Alone Refi Refinance Of Original Loan
Source: Public Records

Source: OneKey® MLS

MLS Number: 943316

OneKey® MLS

APN: 1000-123-00-04-00-006-000