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Signature Premier Properties, 7 West Main Street, Smithtown, NY 11787 Office: (631) 360-2800

Signature Premier Properties
Stephanie Calinoff at Signature Premier Properties

For Sale

68 Chestnut Street Mount Sinai, NY 11766

$875,000

Listed September 21, 2026, 39 days ago

Listing courtesy of Irina V. Renner, R & R Duo Realty Inc MLS #KEY1053741

  • 4Bedrooms
  • 3Bathrooms
  • 3,000Square feet
  • $292Per square foot
  • 1997Year built

About this home

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.

Description supplied by the listing broker.

Features

  • First Floor Bedroom
  • First Floor Full Bath
  • Cathedral Ceiling(s)
  • Granite Counters
  • Kitchen Island
  • Open Floorplan
  • Open Kitchen
  • Primary Bathroom
  • Speakers

Property details

Interior

Attic
Pull Stairs
Flooring
Carpet, Hardwood
Levels
Two
Appliances
Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer, Oil Water Heater

Systems and utilities

Heating
Baseboard, Oil
Cooling
Central Air
Utilities
Trash Collection Public
Water
Public

Exterior and lot

Construction
Vinyl Siding
Architectural style
A-Frame, Other
Condition
Actual
Parking
Driveway, Garage, Garage Door Opener, Oversized

Tax and legal

Parcel number
0200-163-00-06-00-069-003
Listing agreement
Exclusive Right To Sell

Property details supplied by the listing broker through OneKey MLS, as of November 3, 2026. Fields not shown were not supplied and should not be read as absent from the property.

This listing

  1. November 3, 2026 Reduced to $875,000 from $899,000
  2. October 20, 2026 Reduced to $899,000 from $969,000
  3. September 25, 2026 Changed to Active from Coming Soon
  4. September 21, 2026 Listed at $969,000

Location

68 Chestnut Street, Mount Sinai, NY 11766

About Mount Sinai

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