Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$733,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
See This Home
Save This Home
See This Home
Save This Home
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.

Full Property Details for 955 Deep Hole Dr

General

  • Price: $733,000
  • Taxes: $9,057
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 867523
  • Updated: 12/12/2025
  • Added to Site: 245 day(s) ago

Interior

  • Number of Rooms: 9
  • 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
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
  • Laundry Facilities: Yes
  • Flooring: Combination, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: In Basement

Exterior

  • Porch/Patio/Deck: Deck

Parking

  • Total Spaces: 5
  • Parking Features: Driveway, Private

Location

  • County: Suffolk County
  • Cross Streets: New Suffolk Avenue
  • Driving Directions: Take NYS Route 25/Main Road to New Suffolk Avenue, Mattituck to Deep Hole Drive. South on Deep Hole Drive to #955 on East Side of Deep Hole Drive; 4th House North of Richmond Street.

School Information

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

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Baseboard, Hot Water, Oil
  • Heating Zones: 2

Utilities

  • Sewer: Cesspool
  • Water: Public
  • Utility Description: Cable Available, Electricity Connected, Trash Collection Private, Water Connected

Structural Information

  • Architectural Style: Mid-Century Modern
  • Detached/Attached: Attached
  • Construction: Frame
  • Basement: Yes
  • Basement Desc.: Crawl Space, Full Basement, Unfinished
  • Sq. Ft. Source: Public Records
  • Year Built: 1959

Lot Features

  • Property View: Neighborhood
  • Lot Size (Acres): 0.34
  • Lot Size (Sq. Ft.): 15,000
  • Lot Dimensions: 100' x 150'
  • Frontage: Municipal
  • Road Maintenance: Public Maintained Road
  • Lot Features: Back Yard, Cleared, Front Yard, Level, Part Wooded

Financial Considerations

  • Tax Amount: $9,057.35

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 1000-115.00-13.00-009.000
  • Block: 13
  • Lot Number: 9

Listed by Fedun Real Estate Inc

Quickly Find Out More

* Indicates a required field

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 Send Message, 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 an 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.

We Value Your Privacy

Listing agent

— 955 Deep Hole Dr —

  • Fedun Real Estate Inc

631-722-5000

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 955 Deep Hole Dr

School District:Mattituck-Cutchogue Union Free School District
NameGradesDistance
Mattituck Cutchogue Elementary School
34900 Main Road, Cutchogue, NY 11935
K-63.2 mi
Mattituck Junior Senior High School
15125 Main Road, Mattituck, NY 11952
7-121 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 955 Deep Hole Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/09/2025
Price Reduced
$733,000
-4.68%
MLS
9/18/2025
Price Reduced
$769,000
-3.15%
MLS
7/08/2025
Price Reduced
$794,000
-6.48%
MLS
6/20/2025
Listed
$849,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 955 Deep Hole Dr

Year
Property Taxes
Change
Tax Assessment
Change
2020
-100%
$5,400
—
2022
$7,634
3%
$5,400
—
2021
$7,409
1%
$5,400
—
2020
$7,306
2%
$5,400
—
2018
$7,185
2%
$5,400
—
2017
$7,045
-1%
$5,400
—
2016
$7,117
4%
$5,400
—
2015
$6,856
1%
$5,400
—
2015
$6,787
2%
$5,400
—
2014
$6,627
3%
$5,400
—
2013
$6,434
—
$5,400
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 955 Deep Hole Dr

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Fedun Real Estate Inc

955 Deep Hole Drive, Mattituck, NY 11952 (MLS# 867523) is a Single Family property with 5 bedrooms and 3 full bathrooms. 955 Deep Hole Drive is currently listed for $733,000 and was received on June 20, 2025. Want to learn more about 955 Deep Hole Drive? Do you have questions about finding other Single Family real estate for sale in Mattituck? You can browse all Mattituck real estate or contact a Coldwell Banker agent to request more information.

Tour this property