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.
Pending
$1,999,000
2 Penny Lane, Nissequogue, NY 11780
5beds
3,754sqft
Single Family Residence, Residential
Built in 1997
1 Acres Lot
$-- Zestimate®
$532/sqft
$42/mo HOA
What's special
- 32 days
- 142
- 4
Zillow last checked:
Listing updated:
Listed by:
Daniel Gale Sothebys Intl Rlty 631-584-6600,
Bonnie Glenn 631-921-1494
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1038110
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Description: Primary suite with beautiful views of the Long Island Sound, an electric fireplace and two walk-in closets.
- Level: Second
Bedroom 1
- Description: 1st Floor 5th Bedroom or Home Office
- Level: First
Primary bathroom
- Description: Ensuite bath features double sinks, shower and a Jacuzzi tub with beautiful water views of the Sound in the distance
- Level: Second
Bathroom 1
- Description: Full Bathroom
- Level: First
Bathroom 3
- Description: Main full bathroom with double sinks and shower
- Level: Second
Other
- Description: 3 Additional Second Floor Bedrooms- 2 have access to a private deck.
- Level: Second
Basement
- Description: Full unfinished basement. Ample storage
- Level: Basement
Dining room
- Description: Formal dining room with hardwood floors, beautiful oversized arched window offering abundant natural light.
- Level: First
Family room
- Description: Great room with soaring vaulted ceilings, hardwood floors, a wood-burning fireplace and expansive windows. Sliders open to a large entertaining deck overlooking the surrounding landscape.
- Level: First
Kitchen
- Description: Eat-in-Kitchen features white cabinetry, granite countertops, a center island with seating and a large dinette area
- Level: First
Laundry
- Description: Convenient 1st floor laundry room with washer, dryer and sink. Door to yard
- Level: First
Living room
- Description: Formal Living Room with wood floors
- Level: First
Heating
- Baseboard, Hot Water, Oil
Cooling
- Central Air
Appliances
- Included: Convection Oven, Dryer, Electric Cooktop, Electric Oven, Exhaust Fan, Microwave, Refrigerator, Washer, Oil Water Heater
- Laundry: Washer/Dryer Hookup, Electric Dryer Hookup, Laundry Room, Washer Hookup
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)
- Flooring: Carpet, Hardwood, Tile
- Windows: Double Pane Windows
- Basement: Full,Storage Space,Unfinished
- Attic: Pull Stairs,Unfinished
- Number of fireplaces: 1
- Fireplace features: Family Room
Interior area
- Total structure area: 4,929
- Total interior livable area: 3,754 sqft
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Driveway, Garage
- Garage spaces: 3
- Has uncovered spaces: Yes
Features
- Patio & porch: Deck, Patio
- Exterior features: Lighting, Mailbox, Rain Gutters
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Beach Access, Beach Front, Sound, Waterfront
- Frontage length: 75'
Lot
- Size: 1 Acres
- Features: Back Yard, Cul-De-Sac, Front Yard, Landscaped, Private, Sprinklers In Front, Sprinklers In Rear
Details
- Additional structures: Gazebo
- Parcel number: 0802006000200009002
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence, Residential
Materials
- Frame, Vinyl Siding
Condition
- Actual
- Year built: 1997
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Underground Utilities, Water Connected
Community & HOA
Community
- Security: Fire Alarm, Security System
- Subdivision: 'The Dunes at Nissequogue"
HOA
- Has HOA: Yes
- Services included: Snow Removal
- HOA fee: $500 annually
Location
- Region: Saint James
Financial & listing details
- Price per square foot: $532/sqft
- Tax assessed value: $14,500
- Annual tax amount: $35,788
- Date on market: 8/16/2026
- Cumulative days on market: 49 days
- Listing agreement: Exclusive Right To Sell
- Exclusions: See listing agent
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/18/2026 | Pending sale | $1,999,000$532/sqft |
Source: | ||
| 9/1/2026 | Listing removed | $1,999,000$532/sqft |
Source: | ||
| 8/14/2026 | Listed for sale | $1,999,000+11.4%$532/sqft |
Source: | ||
| 4/7/2020 | Listing removed | $1,795,000$478/sqft |
Source: Douglas Elliman #3133048 Report a problem | ||
| 5/16/2019 | Price change | $1,795,000+5.9%$478/sqft |
Source: Douglas Elliman #3133048 Report a problem | ||
| 5/11/2019 | Listed for sale | $1,695,000-32.2%$452/sqft |
Source: Douglas Elliman #3133048 Report a problem | ||
| 7/10/2007 | Sold | $2,500,000+825.9%$666/sqft |
Source: Public Record Report a problem | ||
| 9/29/1995 | Sold | $270,000$72/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $14,500 |
| 2024 | -- | $14,500 |
| 2023 | -- | $14,500 |
| 2022 | -- | $14,500 |
| 2021 | -- | $14,500 -4.2% |
| 2020 | -- | $15,140 |
| 2019 | -- | $15,140 |
| 2018 | -- | $15,140 |
| 2017 | $30,760 | $15,140 |
| 2016 | -- | $15,140 |
| 2015 | -- | $15,140 |
| 2014 | -- | $15,140 |
| 2013 | -- | $15,140 |
| 2012 | -- | $15,140 |
| 2011 | -- | $15,140 |
| 2010 | -- | $15,140 |
| 2009 | -- | $15,140 |
| 2008 | -- | $15,140 |
| 2007 | $21,645 +23.3% | $15,140 |
| 2005 | $17,554 +8.3% | $15,140 |
| 2004 | $16,207 +7.7% | $15,140 |
| 2003 | $15,047 +8.6% | $15,140 |
| 2002 | $13,851 | $15,140 |
| 2001 | -- | $15,140 |
| 2000 | $13,036 | $15,140 |
Find assessor info on the county website
Monthly payment
Climate risks
Neighborhood: 11780
Nearby schools
Schools provided by the listing agent
- Elementary: St James Elementary School
- Middle: Nesaquake Middle School
- High: Smithtown High School-East
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.






