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68 Chestnut StreetMount Sinai, NY 11766

For Sale

$899,000

Smart Buyer Rebate $8,990

Hillside Retreat on .82 Private Acres | New Roof, Boiler & Trex Deck

Discover a distinctive 4-bedroom, 3-full-bath, approximately 3,000-square-foot hillside home set on .82 private acres at the end of a long, private driveway. Built in the 1990s and designed into the natural grade of the property, this unique multi-level residence offers architectural character, versatile living space, modern updates, and a peaceful, wooded setting.

The main living level features an open-concept layout with soaring ceilings and abundant natural light. The kitchen with granite countertops flows into the dining area and living room, creating an inviting space for everyday living and entertaining. The primary bedroom features a full bath and ample closet space. An additional bedroom and full bath complete this level.

The ground level offers two additional bedrooms, a den or living area, and a full bath. Thanks to the home's hillside design, this level functions as a true ground-level living space rather than a traditional basement. The flexible layout offers a variety of possibilities for a home office, guest accommodations, recreation room, gym, or media room.

Notable updates include a roof approximately 4 years old, a boiler approximately 3 years old, and a new Trex deck. Additional features include granite countertops, an electric vehicle charger, a sprinkler system, a 1.5-car garage, and oversized parking.

Enjoy the outdoors from the new Trex deck overlooking the wooded surroundings. The expansive backyard offers ample room to create an outdoor retreat, with possibilities for a pool, patio, gardens, play area, and outdoor entertaining space. An existing patio with a retaining wall adds to the property's outdoor potential.

Conveniently located within the Mount Sinai School District and close to downtown Port Jefferson Village, with its shops, restaurants, and golf, this property combines a secluded setting with access to nearby amenities.

Distinctive hillside architecture, approximately 3,000 square feet of versatile living space, significant updates, and .82 private acres make this a unique opportunity to enjoy space, privacy, and outdoor potential.

Listed by Irina V. Renner

·

R & R Duo Realty Inc

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631-816-5875

Last updated October 27, 2026

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Source: OneKey #1053741

Listing Facts

  • TypeSingle-family
  • NeighborhoodMount Sinai
  • Bedrooms4
  • Bathrooms3
  • Days on Prevu36
  • Taxes$15,562.84/year
  • Size3,000 sqft
  • Price per sqft$300

Amenities

  • Dishwasher
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

10/20/2026
Price Decreased
$899,000
09/25/2026
Status changed to Active
$969,000
09/25/2026
Listed by R & R Duo Realty Inc
$969,000
  1. 10/20/2026$899,000
    Price Decreased
  2. 09/25/2026$969,000
    Status changed to Active
  3. 09/25/2026$969,000
    Listed by R & R Duo Realty Inc

Property Details for 68 Chestnut Street

Exterior

Construction

  • Property Condition: Actual
  • Year Built: 1997
  • Architectural Style: A-Frame, Other
  • Construction Materials: Vinyl Siding

Measurements

  • Building Area Total: 3,000
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.82
  • Lot Size Square Feet: 35,719

Financial

Taxes

  • Parcel Number: 0200-163-00-06-00-069-003
  • Tax Annual Amount: $15,562.84
  • Tax Assessed Value: $3,470.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer, Oil Water Heater
  • Flooring: Carpet, Hardwood
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Cathedral Ceiling(s), Granite Counters, Kitchen Island, Open Floorplan, Open Kitchen, Primary Bathroom, Speakers

Measurements

  • Living Area: 3,000

Rooms

  • Bathrooms Full: 3
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 4
  • Rooms Total: 9

Parking

Parking

  • Garage Spaces: 1
  • Garage: Yes
  • Parking Features: Driveway, Garage, Garage Door Opener, Oversized
  • Parking Total: 5

Schools

Elementary School

  • Elementary School: Mt Sinai Elementary School
  • Elementary School District: Mount Sinai

High School

  • High School: ROBERT M GRABLE JR MOUNT SINAI HIGH SCHOOL
  • High School District: Mount Sinai

Middle or Junior School

  • Middle Or Junior School: Mt Sinai Middle School
  • Middle Or Junior School District: Mount Sinai

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Baseboard, Oil
  • Laundry Features: In Kitchen, Inside
  • Sewer: Cesspool
  • Utilities: Trash Collection Public
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 3 bathrooms in this single-family home at 68 Chestnut Street.

What schools are nearby to 68 Chestnut Street?

Nearby schools include the Mt Sinai Elementary School, Mt Sinai Middle School, and ROBERT M GRABLE JR MOUNT SINAI HIGH SCHOOL.

Does this single-family home have parking?

Yes, there is 1 parking space available for 68 Chestnut Street.

What are the annual taxes for 68 Chestnut Street?

Annual taxes for this single-family home are estimated at $15,562.

How does 68 Chestnut Street compare to other single-family homes in Mount Sinai?

This single-family home is listed 0% below the average price for single-family homes in Mount Sinai and has been on the market for 18 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,000 sqft.

68 Chestnut Street is a 4-bedroom, 3-bath single-family home for sale in Mount Sinai NY 11766. Available on Prevu for 36 days at $899,000. This includes a recent price decrease of $70,000. This residence features 3,000 square feet of living space, located in Mount Sinai. The median listing price for single-family homes in this area is $775,000. Nearby schools include Mt Sinai Elementary School, Mt Sinai Middle School, and ROBERT M GRABLE JR MOUNT SINAI HIGH SCHOOL. The home offers dishwasher, air conditioning, parking, and washer/dryer. View other single-family home listings in Suffolk County.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2026, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.