Single Family
21 Wilderness Road
Active · Smithtown · Suffolk County, NY 11780
- Bedrooms
- 4 Beds
- Bathrooms
- 4 Baths
- Year built
- 1965
- Est. monthly taxes
- $1,731.25
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About this home
Welcome to 21 Wilderness Road, an exceptional Colonial set on two private acres in the Village of Nissequogue, where timeless design and thoughtful updates come together in a private, serene setting. Offering 4 bedrooms and 4 bathrooms, this residence delivers generous living spaces, refined finishes, and effortless everyday comfort. Hardwood floors, detailed crown molding, and an inviting floor plan create a warm yet elegant atmosphere throughout. The updated kitchen is appointed with granite countertops, abundant cabinetry, and flows seamlessly into the main living areas, making it ideal for both entertaining and everyday living. A fireside sitting area offers the perfect place to gather, while a dedicated home office provides the flexibility to function as a fifth bedroom, guest suite, or private study. One of the home’s most desirable features is its private deeded access to the pristine Long Island Sound, where scenic water views and shoreline access offer an exceptional coastal lifestyle. Along with Additional highlights include, LOW TAXES, Horse property, an oversized two-car garage with attic storage, a newer Peerless boiler with a Riello burner, and an indirect hot water system for added efficiency. This home is surrounded by natural beauty, yet exceptionally connected, this residence is moments from boating, Nissequogue Golf Club, Stony Brook University and charming villages of St. James.
Listing snapshot
- Days on site
- 59 days
- Listed on MLS
- Jul 22, 2026
- Full baths
- 3
- Half baths
- 1
- Annual property tax (MLS)
- $20,775
- Tax year
- 2025
- Association / maintenance fees (MLS)
- $850 / Annually
- Fees include (MLS)
- Other
- Area source (MLS)
- Public Records
- Listing brokerage
- Serhant East End LLC
- MLS ID
- KEY1027742
- Last updated
- Oct 17, 2026
General features
- Property type
- Single Family
- Property subtype
- Single Family Residence
- Year built
- 1965
- Garage
- Yes
- Garage spaces
- 2
- Total parking
- 6
- Parking
- Driveway, Garage, Oversized, Private
- Water source
- Public
- Sewer
- Cesspool
- Utilities
- Cable Connected, Electricity Connected, Phone Connected, Trash Collection Public, Water Connected
Interior features
- Basement
- Partial
- Heating
- Baseboard, Other
- Cooling
- Central Air
- Interior
- Built-in Features, Crown Molding, Double Vanity, Formal Dining, Natural Woodwork, Open Kitchen, Other, Primary Bathroom, Stone Counters, Storage, Walk-In Closet(s), Washer/Dryer Hookup
- Appliances
- Dishwasher, Dryer, Electric Range, Microwave, Refrigerator, Washer
- Flooring
- Hardwood
- Fireplace
- Yes
- Fireplaces
- 1
Exterior features
- Architectural style
- Colonial
- Construction materials
- Frame
- Exterior
- Garden, Mailbox, Rain Gutters
- Private pool
- No
Schools (MLS)
- Elementary school
- St James Elementary School
- Elementary school district
- Smithtown
- Middle school
- Nesaquake Middle School
- Middle school district
- Smithtown
- High school
- Smithtown High School-East
- High school district
- Smithtown
School information is provided by the MLS. Confirm attendance eligibility with the school district.
Recent activity
- Listing updated from MLS
- Price changed to $1,419,999
- First seen on this site
- MLS status changed
Location
Estimate monthly payment
Estimated monthly principal & interest—
Monthly property taxNot provided
Monthly association / maintenance feesNot provided
Estimated monthly total of entered costs—
Listing data is supplied by the MLS and may change without notice.