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955 Deep Hole Drive, 
Mattituck, NY 11952

$733,000


5

Beds


3

Baths


2,532

Sq Ft


Single Family

Active

Listed by

Deirdre Fedun

Fedun Real Estate Inc

Last updated:

December 21, 2025, 11:42 AM

MLS#

867523

Source:

OneKey MLS

About This Home

955 Deep Hole Drive

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.

Home Facts

Single Family

3 Baths

5 Bedrooms

Built in 1959

Price Summary

733,000

$289 per Sq. Ft.

MLS #:

867523

Last Updated:

December 21, 2025, 11:42 AM

Added:

6 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

3

Interior

Living Area:

2,532 Sq. Ft.


Structure

Structure

Architectural Style:

Mid-Century Modern

Building Area:

2,532 Sq. Ft.

Year Built:

1959


Lot

Lot Size (Sq. Ft):

15,000


Finances & Disclosures

Finances

Price:

$733,000

Price per Sq. Ft:

$289 per Sq. Ft.

Source:OneKey MLS
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.