Single Family
2 Penny Lane
Pending · Smithtown · Suffolk County, NY 11780
- Bedrooms
- 5 Beds
- Bathrooms
- 3 Baths
- Year built
- 1997
- Est. monthly taxes
- $2,982.33
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About this home
Waterfront on the Long Island Sound, this rare offering features 75 feet of direct frontage and is set on a beautifully landscaped acre at the end of a quiet cul-de-sac within a private beach community. An entertainer’s dream, the property features a stunning bluestone patio overlooking the water, complete with a gazebo and generous seating areas—all positioned to take in expansive views of the Sound and spectacular sunsets. The perfect setting for hosting summer BBQs or simply relaxing and unwinding in your own waterfront oasis. Private steps lead directly to the beach and water below, creating an exceptional setting for outdoor dining, entertaining or simply enjoying the waterfront. The traditional 5-bedroom, 3-full-bath Center Hall Colonial features spacious formal rooms, wood floors and an impressive formal entry hall with soaring ceilings and a custom bridal staircase. The eat-in kitchen features white cabinetry, granite countertops, a center island with seating and a large dinette area, and opens directly to the beautiful great room with soaring ceilings, a wood-burning fireplace and large windows that bring the beauty of the surrounding landscape indoors. Glass sliders open to a large entertainment deck, extending the living space outdoors. A first-floor bedroom, equally well suited as a home office, and conveniently located laundry add flexibility to the main level. The second-floor primary suite offers a private retreat with beautiful views of the Long Island Sound, an electric fireplace and two walk-in closets. The spacious ensuite bath features double sinks and a Jacuzzi tub positioned beneath a wall of windows, creating a peaceful place to relax while taking in the water views. Three additional generously sized bedrooms, a spacious main full bath with double sinks, and a private outdoor deck complete the second floor. A full basement offers substantial additional space and storage with the potential to be finished in the future, while the 3-car garage with a car lift provides added versatility. Professionally landscaped grounds are enhanced by landscape lighting, a hot tub, generous driveway parking and multiple outdoor spaces for dining, gathering and relaxing by the water. With the Long Island Sound just beyond the backyard, private beach access and gorgeous sunsets unfolding across the horizon, the setting offers the feeling of being on vacation year-round, all from the privacy of your own home.
Listing snapshot
- Days on site
- 40 days
- Listed on MLS
- Aug 16, 2026
- Full baths
- 3
- Half baths
- 0
- Annual property tax (MLS)
- $35,788
- Tax year
- 2026
- Association / maintenance fees (MLS)
- $500 / Annually
- Fees include (MLS)
- Snow Removal
- Listing brokerage
- Daniel Gale Sothebys Intl Rlty
- MLS ID
- KEY1038110
- Last updated
- Sep 18, 2026
General features
- Property type
- Single Family
- Property subtype
- Single Family Residence
- Year built
- 1997
- Garage
- Yes
- Garage spaces
- 3
- Parking
- Driveway, Garage
- Water source
- Public
- Sewer
- Septic Tank
- Utilities
- Cable Connected, Electricity Connected, Underground Utilities, Water Connected
Interior features
- Basement
- Full, Storage Space, Unfinished
- Heating
- Baseboard, Hot Water, Oil
- Cooling
- Central Air
- Interior
- First Floor Bedroom, First Floor Full Bath, Cathedral Ceiling(s), Ceiling Fan(s), Chandelier, Crown Molding, Double Vanity, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, High Speed Internet, His and Hers Closets, Kitchen Island, Pantry, Primary Bathroom, Recessed Lighting, Storage, Walk-In Closet(s), Washer/Dryer Hookup
- Appliances
- Convection Oven, Dryer, Electric Cooktop, Electric Oven, Exhaust Fan, Microwave, Refrigerator, Washer, Oil Water Heater
- Flooring
- Carpet, Hardwood, Tile
- Fireplace
- Yes
- Fireplaces
- 1
Exterior features
- Architectural style
- Colonial
- Construction materials
- Frame, Vinyl Siding
- Exterior
- Lighting, 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
- First seen on this site
- Listing updated from MLS
- 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.
