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$1,999,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 4,929 Sq. Ft.
  • 3 Car Garage
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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.

Full Property Details for 2 Penny Ln

General

  • Price: $1,999,000
  • HOA FEE: $42/month
  • HOA FEE FREQ.: Annually
  • Taxes: $35,788
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 1038110
  • Updated: 8/14/2026
  • Added to Site: 14 day(s) ago

Interior

  • Number of Rooms: 9
  • 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
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Family Room
  • Appliances: Convection Oven, Dryer, Electric Cooktop, Electric Oven, Exhaust Fan, Microwave, Refrigerator, Washer, Oil Water Heater
  • Laundry Facilities: Yes
  • Flooring: Carpet, Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Electric Dryer Hookup, Laundry Room, Washer Hookup

Additional Information

  • Security/Safety: Fire Alarm, Security System

Exterior

  • Exterior Features: Lighting, Mailbox, Rain Gutters
  • Porch/Patio/Deck: Deck, Patio

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking Features: Driveway, Garage

Location

  • County: Suffolk County
  • Subdivision: 'The Dunes at Nissequogue"
  • Cross Streets: East Long Beach Road
  • Driving Directions: Moriches Rd. to Long Beach Rd. follow to East Long Beach Rd. Make left on Penny Lane to #2 on left

School Information

  • High School District: Smithtown
  • Elementary School: St James Elementary School
  • Middle School: Nesaquake Middle School
  • High School: Smithtown High School-East

Community

  • Association: Yes
  • Assoc. Fees Include: Snow Removal

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Baseboard, Hot Water, Oil
  • Heating Zones: 3

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Underground Utilities, Water Connected

Structural Information

  • Architectural Style: Colonial
  • Detached/Attached: Detached
  • Construction: Frame, Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Full Basement, Storage Space, Unfinished
  • Unfinished Attic: Yes
  • Windows: Double Pane Windows
  • Building Size: 4929
  • Square Feet: 4,929
  • Year Built: 1997

Additional Structures

  • Other Structures: Gazebo

Lot Features

  • Property View: Water
  • Lot Size (Acres): 1
  • Lot Size (Sq. Ft.): 43,560
  • Frontage Feet: 75'
  • Lot Features: Back Yard, Cul-De-Sac, Front Yard, Landscaped, Private, Sprinklers In Front, Sprinklers In Rear, Waterfront

Water Features

  • Water View: Yes
  • Water Front View: Beach Access, Beach Front, Sound

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $500
  • Assoc Fee Freq.: Annually
  • Other Fee: Yes
  • Other Fee Type: HOA
  • Other Fee Freq.: Annually
  • Taxes Include: Trash
  • Tax Amount: $35,788

Disclosures and Reports

  • Special Conditions: None
  • Exclusions: See listing agent
  • Property ID: 0802-006-00-02-00-009-002
  • Block: 2
  • Lot Number: 9

Listed by Daniel Gale Sothebys Intl Rlty

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Listing agent

— 2 Penny Ln —

  • Daniel Gale Sothebys Intl Rlty

631-584-6600

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 2 Penny Ln

School District:Smithtown Central School District
NameGradesDistance
Saint James Elementary School
580 Lake Avenue, Saint James, NY 11780
K-52.8 mi
Nesaquake Middle School
479 Edgewood Avenue, Saint James, NY 11780
6-83.6 mi
Smithtown High School East
10 School Street, Saint James, NY 11780
9-123.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2 Penny Ln Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/14/2026
Listed
$1,999,000
-20.04%
MLS
6/25/2007
Sold
$2,500,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2 Penny Ln

Year
Property Taxes
Change
Tax Assessment
Change
2024
$33,548
100%
$14,500
—
2020
100%
$14,500
—
2022
-100%
$14,500
—
2016
$30,760
—
$14,500
-4%
2016
$30,760
4%
$15,140
—
2020
$29,536
3%
$15,140
—
2018
$28,635
4%
$15,140
—
2017
$27,651
1%
$15,140
—
2016
$27,360
—
$15,140
—
2015
$27,284
2%
$15,140
—
2015
$26,841
3%
$15,140
—
2014
$26,156
4%
$15,140
—
2013
$25,236
—
$15,140
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 2 Penny Ln

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Down Payment
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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Daniel Gale Sothebys Intl Rlty

2 Penny Lane, Nissequogue, NY 11780 (MLS# 1038110) is a Single Family property with 5 bedrooms and 3 full bathrooms. 2 Penny Lane is currently listed for $1,999,000 and was received on August 14, 2026. Want to learn more about 2 Penny Lane? Do you have questions about finding other Single Family real estate for sale in Nissequogue? You can browse all Nissequogue real estate or contact a Coldwell Banker agent to request more information.

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