James Karpowicz

157 Cliff Road, Port Jefferson, NY 11777

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$9,999,000 Active
11 Beds 11 Baths 5 Partial Bath 18,029 Sq Ft 8.24 Acres
Days on Site 12 Year Built 1992 School Port Jefferson MLS #1056005
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Market Trends

$1M Average Sales Price
93 Average Days on Market
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Property Description

We present 157 Cliff Road: 8.237 acres in the Village of Belle Terre with 310 feet of frontage on Long Island Sound. A staircase descends the bluff to the beach. The two-story frame and stucco residence, built in 1990, includes an elevator, a theater, dual saunas and an indoor pool. Outside are an in-ground pool with hot tub, a tennis court and a deck. A 1.56-acre conservation easement is shown on the bluff. A 2020 engineer's yield map shows four lots under the current A Residence zoning; no subdivision map has been filed or approved. We offer the full parcel as one tax lot. Details for qualified buyers on request.

157 Cliff Road | MLS# 1056005

This single family home located at 157 Cliff Road, Port Jefferson, NY 11777 is currently listed for sale with an asking price of $9,999,000. This property was built in 1992 and has 11 bedrooms and 11 full and 5 partial baths with 18029 sq. ft. Cliff Road is located within the Port Jefferson school district. Search Port Jefferson real estate on james-karpowicz.timberlandproperties.com today.

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Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Finished, Full, Walk-Out Access
Cooling: Central Air
Fireplaces: 2
Garage: 2
Heating: Hot Air
Home Style: Contemporary
Lot Size: 8.24 Acres
Taxes: $111,699
Year Built: 1992

Amenities

First Floor Bedroom
First Floor Full Bath
Beamed Ceilings
Breakfast Bar
Built-in Features
Cathedral Ceiling(s)
Central Vacuum
Chandelier
Chefs Kitchen
Double Vanity
Eat-in Kitchen
ENERGY STAR Qualified Door(s)
Entertainment Cabinets
Entrance Foyer
Formal Dining
Granite Counters
High Ceilings
Kitchen Island
Pantry
Recessed Lighting
Sauna
Speakers
Storage
Walk-In Closet(s)
Wet Bar
Wired for Sound
Tennis Court(s)

Feature Descriptions

Appliances: Stainless Steel Appliance(s)
Attic: Partial
Beach Rights: Y
Days on Site: 12
Exterior: Frame
Fencing: Full
Fireplace Y/N: Yes
Formal Dining: Yes
Frontage: 310.27
GarageY/N: Yes
Laundry: Laundry Room, Multiple Locations
Lot Features: Split Possible
On Market Date: 2026-10-13
Parcel Number: 0201-003-00-05-00-005-001
Parking Features: Driveway, Garage, Off Street, Private
Pool Features: In Ground, Indoor, Outdoor Pool
Rental Term: Monthly
Rooms Total: 22
Sauna: Yes
Security: yes
Security Features: Security Gate, Security System, Video Cameras
Sewer: Cesspool
Spa Y/N: Yes
Swimming Pool: Yes
Utilities: Natural Gas Available
Water: Public
Waterfront Features: Beach Access, Beach Front, Sound, Water Access, Waterfront

Local Schools

High School: Earl L Vandermeulen High School
Middle School: Port Jefferson Middle School
Elementary School: Port Jefferson Elementary School
School District: Port Jefferson
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157 Cliff Road, Port Jefferson, NY 11777

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Estimated Payment

$ 34,478.06 per month $22,253.44 Principal & Interest $9,308.25 Property Tax $2,916.38 Homeowner's Insurance

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Demographics

Listed By / Shown By

Listing By

Agency Name: Keller Williams Points North
Agency Contact: 516-865-1800

Shown By

Agent Name: James Karpowicz
Agent Phone: (646) 942-8421 Cell
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 10/13/2026. The listing information on this page last changed on 10/13/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 10/13/2026 12:00:00 AM EST) or Global MLS (last updated Mon 10/12/2026 11:52:29 PM EST) or New York State Alliance MLS (last updated Mon 10/12/2026 11:55:04 PM EST) or Hudson Valley Catskill Region MLS (last updated Mon 10/12/2026 11:51:16 PM EST) or OneKey MLS (last updated Mon 10/12/2026 11:53:31 PM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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