Pending
3D Tour3D Tour
Sale Pending at 2 Penny Ln, Smithtown, NY 11780 | MLS# 1038110 | Listing updated on 2026-09-18
Photo 1 of Sale Pending at 2 Penny Ln, Smithtown, NY 11780 | MLS# 1038110 | Listing updated on 2026-09-18
Photo 2 of Sale Pending at 2 Penny Ln, Smithtown, NY 11780 | MLS# 1038110 | Listing updated on 2026-09-18
Photo 3 of Sale Pending at 2 Penny Ln, Smithtown, NY 11780 | MLS# 1038110 | Listing updated on 2026-09-18
Photo 4 of Sale Pending at 2 Penny Ln, Smithtown, NY 11780 | MLS# 1038110 | Listing updated on 2026-09-18
32+
Beds Icon

Virtual Tour

Beds Icon

Street View

$1,999,000

Monthly Est:$9,950

  • Beds Icon5 Beds
  • Beds Icon
    3 Baths
  • Beds Icon3,754sqft

2 Penny Ln, Smithtown, NY 11780

$9,950/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1997

  • $41.67/mo HOA

  • 1 acre lot

  • $532/sq.ft

Description

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.

  • Houzeo last checked: 0 minutes ago
  • Listing updated: September 18, 2026 at 8:01 pm
  • Listing Provided by: Bonnie Glenn (631) 921-1494 | Daniel Gale Sothebys Intl Rlty (631) 584-6600
  • Source: OneKey MLS-NY | MLS#: 1038110 OneKey MLS-NY

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Suffolk County

  • City

    Smithtown

  • Neighborhood

    --

  • Year Built

    1997

  • HOA Fees

    $41.67/mo

  • Finished Area

    3,754 sqft

  • Lot Size

    1 acre lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    1038110

  • MLS Status

    Pending

  • Days on Market

    58

  • Cumulative Days on Market

    16

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Location

HOA Management

N/A

HOA Fees

$500/ Annually

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Snow Removal Snow Removal

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 3

  • Basement

    Level: Basement

  • Living Room

    Level: First

  • Dining Room

    Level: First

  • Kitchen

    Level: First

  • Family Room

    Level: First

  • Laundry

    Level: First

  • Bedroom 1

    Level: First

  • Bathroom 1

    Level: First

  • Primary Bedroom

    Level: Second

  • Primary Bathroom

    Level: Second

  • Bathroom 3

    Level: Second

Interior

  • Cooling

    Central Air

  • Window Features

    Double Pane Windows

  • Appliances

    Convection Oven, Dryer, Electric Cooktop, Electric Oven, Exhaust Fan, Microwave, Refrigerator, Washer, Oil Water Heater

  • Interior Features

    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

  • Flooring

    Carpet, Hardwood, Tile

  • Exterior Features

    Lighting, Mailbox, Rain Gutters

  • Sewer

    Septic Tank

  • Heating

    Baseboard, Hot Water, Oil

Construction

  • Year Built

    Year Built: 1997

  • Home type

    Single Family Residence

  • Property Condition

    Actual

  • Construction Materials

    Frame, Vinyl Siding

  • Architectural Style

    Colonial

Utilities & Energy

  • Laundry Features

    Electric Dryer Hookup, Laundry Room, Washer Hookup

  • Utilities

    Cable Connected, Electricity Connected, Underground Utilities, Water Connected

  • Fireplace Features

    Family Room

  • Security Features

    Fire Alarm, Security System

  • Basement

    Full, Storage Space, Unfinished

  • Parking Features

    Driveway, Garage

  • Water Source

    Public

Other Features

  • Lot Features

    Back Yard, Cul De Sac, Front Yard, Landscaped, Private, Sprinklers In Front, Sprinklers In Rear, Waterfront

  • Patio And Porch Features

    Deck, Patio

  • Subdivision Name

    'the Dunes At Nissequogue"

Price History

DateEventPrice

09/18/2026

Source: mls_logoOneKey MLS-NY #KEY1038110

Pending

$1,999,000

$532/sqft

09/01/2026

Source: mls_logoOneKey MLS-NY #KEY1038110

Listing Removed

$1,999,000

$532/sqft

08/14/2026

Source: mls_logoOneKey MLS-NY #KEY1038110

Listed for Sale

$1,999,000

$532/sqft

08/12/2026

Source: mls_logoOneKey MLS-NY #KEY1038110

Coming Soon

$1,999,000

$532/sqft

Nearby Homes

Based on information from OneKey MLS, through Oct 10, 2026, 12:46PM. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group