4 beds2,905 sqft$513/sqft
21 Wilderness Rd, Nissequogue, NY 11780
Est: $9,376/moGet pre-approved

Description

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,...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. Additional highlights include 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 UPDATED: 08/03/2026 06:05 PM

  1. Listed by Jennifer Keenan • Serhant East End LLC
    P: (646)-480-7665 C: (631)-459-6100 jennifer.keenan@serhant.com

Property Details for 21 Wilderness Road

Status
MLS #
1027742
Days on Market
12
Taxes
$20,775 / year
HOA Fees
$850 / year
Condo/Co-op Fees
-
Property Type
MLS Type
Single Family
Year Built
1965
Lot Size
2.00 AC / 87,120 SF
City/Township
Smithtown
Subdivision Name
Northwoods
Architectural Style
Colonial
Garage Spaces
2
Waterfront
Yes
Section Area
Long Beach Road

Open Houses

Thursday, Aug 6th5:30 PM - 7:30 PM
Saturday, Aug 8th1:00 PM - 3:00 PM
Sunday, Aug 9th1:00 AM - 3:00 PM

Location

Listing Courtesy of Serhant East End LLC, Jennifer Keenan
Add your commute

Building Information for 21 Wilderness Road

Stories-Year Built1965Building Size-Lot Size2.00 AC / 87,120 SF

Payment Calculator

$9,376 per month

30 year fixed, 6.55% Interest

Principal and Interest

$7,573

Property Taxes

$1,731

HOA Dues

$71

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 21 Wilderness Road

Summary
Location and General Information
  • Village: Nissequogue
  • Complex Name: Northwoods
  • Senior Community YN: No
  • Directions: Moriches Road to Long Beach Road to Wilderness Road
  • Tax Block: 2
  • Tax Lot: 29
  • Property Attached: No
  • Structure Type: Detached
  • Levels: Three Or More
  • Property Condition: Actual
  • State Or Province: NY
  • Water Access YN: Yes
School Information
  • School District: Smithtown
  • Elementary School District: Smithtown
  • Elementary School: St James Elementary School
  • Middle Or Junior School District: Smithtown
  • Middle Or Junior School: Nesaquake Middle School
  • High School District: Smithtown
  • High School: Smithtown High School-East
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 0802-003-00-02-00-012-000
  • Tax Assessed Value: $8,305.00
  • Additional Fees: No
  • Association Fee: $850.00
  • Association Fee Includes: Other
  • Association Fee Frequency: Annually
  • Tax Source: Other
  • Tax Year: 2025
  • Association: Yes
Interior and Exterior Features
Interior Features
  • Amenities: Beach Access, Beach Front, Built-in Features, Colonial, Crown Molding, Double Vanity, Electric Dryer Hookup, Formal Dining, Garden, Gas, Gas Dryer Hookup, Hardwood Floors As Seen, Laundry Room, Mailbox, Natural Woodwork, None, Open Kitchen, Other, Porch, Primary Bathroom, Public, Rain Gutters, Sound, Stone Counters, Storage, Walk In Closet, Washer/Dryer Hookup, Waterfront
  • Interior Features: 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
  • Number Of Kitchens: 1
  • Total Rooms: 10
  • Basement: Partial
  • Attic Description: Full,Storage
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Fireplace Features: Gas
  • Location Amenities: Hardwood Floors As Seen, Dual Sinks, Formal Dining Room, Open Kitchen, Storage, Walk In Closet, WD Hookup, Porch
  • Laundry Features: Electric Dryer Hookup, Gas Dryer Hookup, Laundry Room, Other
  • Spa: No
  • Flooring: Hardwood
  • Living Area: 2905
  • Basement: Yes
Exterior Features
  • Exterior Features: Garden, Mailbox, Rain Gutters
  • Exterior Property Features: Garden, Mailbox, Rain Gutters, Porch, Driveway, Garage, Oversized, Private, None
  • Elevation Certificate: No
  • Fencing: None
  • Patio And Porch Features: Porch
  • Construction Materials: Frame
  • Waterfront Features: Beach Access, Beach Front, Sound, Waterfront
  • Horse: Yes
  • Pool Private: No
Lot Information
  • Additional Parcel: No
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway, Garage, Oversized, Private
  • Parking Total: 6.00
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Baseboard, Other
  • Heat Fuel Type: Baseboard, Other
  • Sewer: Cesspool
  • Water Source: Public
  • Utilities: Cable Connected, Electricity Connected, Phone Connected, Trash Collection Public, Water Connected
Green Features
  • Green Features: Dishwasher, Dryer, Electric Range, Microwave, Refrigerator, Washer, Baseboard, Other, Garden, Mailbox, Rain Gutters
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 21 Wilderness Road

DateEvent & SourcePriceAppreciation
Jul 22, 2026

Listed (Active)

ONEKEY #1027742

$1,489,999
Nov 2, 2018

Sold (Public Record)

Public Record #636654774

$790,000

+4.8% / yr

Nov 2, 2018

Sold

ONEKEY #3016346

$790,000
DateEvent & SourcePrice
07/22/2026

Listed (Active)

ONEKEY #1027742

$1,489,999
11/02/2018

Sold (Public Record)

Public Record #636654774

$790,000

+4.8% / yr

11/02/2018

Sold

ONEKEY #3016346

$790,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 21 Wilderness Road

Taxable ValueLand$1,200Additions$7,105Total$8,305
Tax Record2024$17,524 ($1,460 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt2,841 SqFtAbove Grade Finished SqFt2,841 SqFtStories2Lot Size87,120 SqFtStyleSingle Family ResidenceYear Built1966Year Renovated1966CountySUFFOLKAPN0802-003.00-02.00-012.000

Schools near 21 Wilderness Road

This home is within Smithtown Central School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - 6 to 8
Rating
School
Distance
Saint James Elementary School
PublicK to 5

Nesaquake Middle School
Public6 to 8

Smithtown High School East
Public9 to 12

Accompsett Middle School
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 11780

$440,175 | 404 Lennox Drive, Unit 404, St. James, NY 11780
1/3

Listing Courtesy of Charles Rutenberg Realty Inc, Lawrence Agranoff

Coming SoonOpen: 8/9 12:30PM - 02:30PM

$440,175

2
Bedrooms
Unavailable
Square Feet
$1,190,000 | 61 Hillside Avenue, St. James, NY 11780
1/29

Listing Courtesy of Signature Premier Properties, Robin V. Rosenberg

Coming SoonOpen: 8/8 11:30AM - 01:00PM

$1,190,000

5
Bedrooms
3,186
Square Feet
0.5
Acres

Listing Courtesy of Realty Connect USA L I Inc, Jin Tao

New

$515,000

1
Bedrooms
886
Square Feet
$399,000 | 1006 Cabot Path, St. James, NY 11780
1/35

Listing Courtesy of Howard Hanna Coach, Theresa A. Narici CBR; Howard Hanna Coach, June A. Ellis

New

$399,000

1
Bedrooms
1,003
Square Feet
$649,990 | 101 Lake Avenue, St. James, NY 11780
1/31

Listing Courtesy of Century 21 Catapano Homes, Donna Lee Hickey

Open: 8/9 01:00PM - 04:00PM

$649,990

3
Bedrooms
1,000
Square Feet
0.39
Acres
$678,000 | 322 2nd Avenue, St. James, NY 11780
1/24

Listing Courtesy of Daniel Gale Sothebys Intl Rlty, Marianne J. Koke; Daniel Gale Sothebys Intl Rlty, Diane Duffy

$678,000

4
Bedrooms
1,928
Square Feet
0.25
Acres
$399,000 | 1203 Cabot Court, St. James, NY 11780
1/6

Listing Courtesy of BERKSHIRE HATHAWAY, Melanie Kalmaer CBR; BERKSHIRE HATHAWAY, Jesus Valladares

Virtual Tour

$399,000

1
Bedrooms
793
Square Feet
$499,000 | 302 Bentley Court West, St. James, NY 11780
1/35

Listing Courtesy of EXP Realty, Katelyn A. Montrony

$499,000

2
Bedrooms
1,067
Square Feet
$2,375,000 | 5 Meadow Gate West, St. James, NY 11780
1/50
Listed By Compass

$2,375,000

5
Bedrooms
4,578
Square Feet
2
Acres

21 Wilderness Road is a single family home for sale in Nissequogue, NY 11780. This property was listed for sale on July 22, 2026 by Serhant East End LLC, it's currently listed at $1,489,999. It has been on the market for a total of 12 days and was last sold on November 2, 2018. This listing's school district is Smithtown Central School District. Nearby schools include Saint James Elementary School, Nesaquake Middle School and Smithtown High School East. 21 Wilderness Road is a 4-bed, 4-bath, 2,905 sqft single family home built in 1965.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Serhant East End LLC, Jennifer Keenan

Based on information submitted to the MLS GRID as of 08/03/2026 06:05 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.