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. Along with Additional highlights include, LOW TAXES, Horse property, 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.
For sale
Price cut: $70K (9/17)
$1,419,999
21 Wilderness Road, Nissequogue, NY 11780
4beds
2,905sqft
Single Family Residence, Residential
Built in 1965
2 Acres Lot
$-- Zestimate®
$489/sqft
$71/mo HOA
What's special
Dedicated home officeScenic water viewsInviting floor planDetailed crown moldingPrivate acresTimeless designRefined finishes
- 62 days
- 1,275
- 81
Zillow last checked:
Listing updated:
Listed by:
Serhant East End LLC 646-480-7665,
Jennifer Keenan 631-459-6100
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1027742
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Heating
- Baseboard, Other
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Electric Range, Microwave, Refrigerator, Washer
- Laundry: Washer/Dryer Hookup, Electric Dryer Hookup, Gas Dryer Hookup, Laundry Room, Other
Features
- Built-in Features, Crown Molding, Double Vanity, Formal Dining, Natural Woodwork, Open Kitchen, Other, Primary Bathroom, Stone Counters, Storage, Walk-In Closet(s)
- Flooring: Hardwood
- Basement: Partial
- Attic: Full,Storage
- Number of fireplaces: 1
- Fireplace features: Gas
Interior area
- Total structure area: 2,905
- Total interior livable area: 2,905 sqft
Property
Parking
- Total spaces: 6
- Parking features: Driveway, Garage, Oversized, Private
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: Three Or More
- Patio & porch: Porch
- Exterior features: Garden, Mailbox, Rain Gutters
- Fencing: None
- On waterfront: Yes
- Waterfront features: Beach Access, Beach Front, Sound, Waterfront
Lot
- Size: 2 Acres
Details
- Parcel number: 0802003000200012000
- Special conditions: None
- Horses can be raised: Yes
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence, Residential
Materials
- Frame
Condition
- Actual
- Year built: 1965
Utilities & green energy
- Sewer: Cesspool
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Phone Connected, Trash Collection Public, Water Connected
Community & HOA
Community
- Subdivision: Northwoods
HOA
- Has HOA: Yes
- Services included: Other
- HOA fee: $850 annually
- HOA name: Nissequogue Wilderness Property Association
Location
- Region: Saint James
Financial & listing details
- Price per square foot: $489/sqft
- Tax assessed value: $8,305
- Annual tax amount: $20,775
- Date on market: 7/22/2026
- Cumulative days on market: 62 days
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/17/2026 | Price change | $1,419,999-4.7%$489/sqft |
Source: | ||
| 7/22/2026 | Listed for sale | $1,489,999-0.7%$513/sqft |
Source: | ||
| 7/17/2026 | Listing removed | -- |
Source: Owner Report a problem | ||
| 6/16/2026 | Price change | $1,500,000-18.9%$516/sqft |
Source: Owner Report a problem | ||
| 6/8/2026 | Price change | $1,850,000-5.1%$637/sqft |
Source: Owner Report a problem | ||
| 5/27/2026 | Listed for sale | $1,950,000+146.8%$671/sqft |
Source: Owner Report a problem | ||
| 11/2/2018 | Sold | $790,000-3.5%$272/sqft |
Source: | ||
| 7/3/2018 | Price change | $819,000-3.5%$282/sqft |
Source: Daniel Gale Agency Inc #3016346 Report a problem | ||
| 3/31/2018 | Listed for sale | $849,000+30.6%$292/sqft |
Source: Daniel Gale Agency Inc #3016346 Report a problem | ||
| 9/3/2014 | Sold | $650,000-4.3%$224/sqft |
Source: | ||
| 7/17/2014 | Price change | $679,000-2.9%$234/sqft |
Source: Daniel Gale Sotheby's International Realty #2675982 Report a problem | ||
| 5/25/2014 | Price change | $699,000-5.4%$241/sqft |
Source: Daniel Gale Agency Inc #2675982 Report a problem | ||
| 3/5/2014 | Price change | $739,000-2.6%$254/sqft |
Source: Daniel Gale Sotheby's International Realty #2631946 Report a problem | ||
| 11/26/2013 | Listed for sale | $759,000$261/sqft |
Source: Daniel Gale Sotheby's International Realty #2631946 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $8,305 |
| 2024 | -- | $8,305 |
| 2023 | -- | $8,305 |
| 2022 | -- | $8,305 |
| 2021 | -- | $8,305 |
| 2020 | -- | $8,305 |
| 2019 | -- | $8,305 |
| 2018 | -- | $8,305 |
| 2017 | $17,065 | $8,305 |
| 2016 | -- | $8,305 |
| 2015 | -- | $8,305 |
| 2014 | -- | $8,305 |
| 2013 | -- | $8,305 |
| 2012 | -- | $8,305 -8.4% |
| 2011 | -- | $9,070 |
| 2010 | -- | $9,070 |
| 2009 | -- | $9,070 |
| 2008 | -- | $9,070 |
| 2007 | $12,729 +24.5% | $9,070 |
| 2005 | $10,225 +8.4% | $9,070 |
| 2004 | $9,430 +7.6% | $9,070 |
| 2003 | $8,764 +8.9% | $9,070 |
| 2002 | $8,051 | $9,070 |
| 2001 | -- | $9,070 |
| 2000 | $7,783 | $9,070 |
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.







