INCOME PRODUCING with LEGAL/APPROVED ACCESSORY APARTMENT and Tenants Currently in PLACE. You are right across from Deep Hole Creek in a Custom Cape on a partially wooded lot, set back from the Street. Perfect location and size for either a Seasonal Getaway Home, yet spacious enough for Year Round Living. MAIN House has Living Room with Fireplace and Dining Room Combination, Kitchen that opens to Back Deck, and a total of 4 Bedrooms and 2 Full Baths. There are Two bedrooms and a Full bath on the First Floor; the 2 Upstairs Bedrooms are both spacious and each has its own Walk-In Closet as well as a 2nd Full Bath Upstairs. Adjacent to the main house is a fully Approved/Legal Accessory Apartment with its own Entrance, a Combined LR/Kitchen, Full Bath and a Separate Bedroom. The Roof and Windows have all been updated. There is a FULL-UNFINISHED Basement under the main house with Washer/Dryer, Plenty of Storage, and both INSIDE and OUTSIDE Entrances. The Accessory Apartment has a crawl space below. The back deck overlooks a spacious yard with possible Room for a Pool. Property sold as is. Convert this to the Home of your dreams and keep the Accessory Apartment for income, or enlarge your first-floor footprint altogether. Live Your Best Life Right Here, or make use of Mattituck Park District, New Suffolk Beach, Waterfront district, and marinas just about 2.5 miles east, and Southold Town Beaches open to residents with permits/passes. Home is also a Short Drive to Long Island Sound and Ocean Beaches, & Local Marinas. Nearby to Gourmet Restaurants, Wineries, Breweries, Golf, Shopping, and NF Farm Stands! Easy Access to the LIRR or NYC Jitney.
Listed by Deirdre Fedun
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Fedun Real Estate Inc
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631-722-5000
Last updated July 30, 2025
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Source: OneKey #867523
Listing Facts
TypeSingle-family
NeighborhoodMattituck
Bedrooms5
Bathrooms3
Days on Prevu80
Taxes$8,793.92/year
Size2,532 sqft
Price per sqft$314
Amenities
Dishwasher
Private Outdoor Space
Washer/Dryer
Parking
Location
Mortgage Calculator
Listing History
07/08/2025
Price Decreased
$794,000
06/20/2025
Listed by Fedun Real Estate Inc
$849,000
Property Details for 955 Deep Hole Drive
Exterior
Construction
Property Attached: Yes
Property Condition: Actual
Year Built: 1959
Architectural Style: Mid-Century Modern
Construction Materials: Frame
Features
Patio And Porch Features: Deck
Road Frontage Type: Municipal
View: Neighborhood
Measurements
Building Area Units: Square Feet
Frontage Type: Municipal
Lot Features: Back Yard, Cleared, Front Yard, Level, Part Wooded
Interior Features: First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen, His And Hers Closets, In-Law Floorplan, Open Kitchen, Storage, Walk-In Closet(s), Washer/Dryer Hookup
Middle Or Junior School: Mattituck Junior-Senior High School
Middle Or Junior School District: Mattituck-Cutchogue
Utilities
Equipment
Heating: Baseboard, Hot Water, Oil
Laundry Features: In Basement
Sewer: Cesspool
Utilities: Cable Available, Electricity Connected, Trash Collection Private, Water Connected
Water Source: Public
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