Skip main navigation
For sale
  • Price cut: $121K (11/5)
    $1,298,999

    21 Wilderness Road, Nissequogue, NY 11780

    4beds
    2,905sqft
    Loading
    Single Family Residence, Residential
    Built in 1965
    2 Acres Lot
    $-- Zestimate®
    $447/sqft
    $71/mo HOA

    What's special

    Tucked away on a private road in the desirable Village of Nissequogue, this classic 4-bedroom, 3.5-bath Colonial offers timeless charm, a spacious layout and exceptional privacy on two sprawling, usable acres. Set back from the road, the home welcomes you with formal living and dining rooms, ideal for entertaining. The kitchen features granite countertops, peninsula seating and a sunlit dining area overlooking the picturesque grounds, flowing seamlessly into the inviting family room with a brick fireplace. A convenient first-floor office with built-ins and a separate outside entrance provides flexibility for working from home, while a mudroom/laundry room with access to the two-car garage adds everyday functionality. Upstairs, the spacious primary suite offers a private retreat with an en suite bathroom featuring dual sinks, a dressing area and walk-in closet. Three additional bedrooms and a full bathroom complete the second level. Enjoy the tranquility of two expansive acres with plenty of room for outdoor entertaining, recreation or simply taking in the natural surroundings. A private beach (dues) on the Long Island Sound is just a stone's throw away, adding to the appeal of this special location. Village amenities include a dedicated Village Police Department and resident-only Short Beach with its beach and playground. Easy access to museums, golf courses, dining and shopping and conveniently located just 3.8 miles from the St. James train station. A wonderful opportunity to enjoy privacy, space and the sought-after North Shore lifestyle.
    105 days
    710
    17

    Zillow last checked:

    Listing updated:

    Listed by:

    Serhant East End LLC 646-480-7665,

    Sari Eidelkind 631-708-5519,

    Joyce E. Mennella 631-708-9995,

    Serhant East End LLC

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1027742MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Description: Primary bedroom with sitting area, walk-in closet and access to additional unfinished attic space
      • Level: Second
      Bedroom 1
      • Description: 9' x 11' Bedroom
      • Level: Second
      Bedroom 2
      • Description: 11' x 11' Bedroom
      • Level: Second
      Bedroom 3
      • Description: 9' x 12' Bedroom
      • Level: Second
      Primary bathroom
      • Description: Primary bathroom with dual sinks
      • Level: Second
      Bathroom 1
      • Description: Half Bathroom
      • Level: First
      Bathroom 2
      • Description: Full bathroom
      • Level: First
      Bathroom 3
      • Description: Shared second floor bathroom
      • Level: Second
      Basement
      • Description: Utilities and storage
      • Level: Basement
      Dining room
      • Description: 17' x 13' Dining room
      • Level: First
      Family room
      • Description: 14' x 16' Family room with fireplace
      • Level: First
      Kitchen
      • Description: 12' x 13' Kitchen with additional 9' x 15' dining area
      • Level: First
      Laundry
      • Description: Laundry/Mudroom with access to garage and yard
      • Level: First
      Living room
      • Description: 19' x 15' Living room
      • Level: First
      Office
      • Description: 11' x 11' Office with outside entrance and built-ins
      • Level: First
      Heating
      • Baseboard
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Electric Range, Microwave, Refrigerator
      • Laundry: Laundry Room
      Features
      • Built-in Features, Double Vanity, Formal Dining, Primary Bathroom, Walk-In Closet(s)
      • Flooring: Hardwood
      • Basement: Partial
      • Attic: Pull Stairs
      • Number of fireplaces: 1
      • Fireplace features: Family Room
      Interior area
      • Total structure area: 2,905
      • Total interior livable area: 2,905 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Garage
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Lot
      • Size: 2 Acres
      • Features: See Remarks
      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
      • Year built: 1965

      Utilities & green energy

      • Sewer: Cesspool
      • Water: Public
      • Utilities for property: Electricity Connected, 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: $447/sqft
      • Tax assessed value: $8,305
      • Annual tax amount: $20,775
      • Date on market: 7/22/2026
      • Cumulative days on market: 103 days
      • Listing agreement: Exclusive Right To Sell
      • Inclusions: See Listing Agent
      • Exclusions: See Listing Agent
      • Electric utility on property: Yes

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        11/5/2026Price change$1,298,999-8.5%$447/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1027742 Report a problem
        9/17/2026Price change$1,419,999-4.7%$489/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1027742 Report a problem
        7/22/2026Listed for sale$1,489,999-0.7%$513/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1027742 Report a problem
        7/17/2026Listing removed--
        Source: Owner Report a problem
        6/16/2026Price change$1,500,000-18.9%$516/sqft
        Source: Owner Report a problem
        6/8/2026Price change$1,850,000-5.1%$637/sqft
        Source: Owner Report a problem
        5/27/2026Listed for sale$1,950,000+146.8%$671/sqft
        Source: Owner Report a problem
        11/2/2018Sold$790,000-3.5%$272/sqft
        Source: OneKey® MLS as distributed by MLS GRID #L3016346 Report a problem
        7/3/2018Price change$819,000-3.5%$282/sqft
        Source: Daniel Gale Agency Inc #3016346 Report a problem
        3/31/2018Listed for sale$849,000+30.6%$292/sqft
        Source: Daniel Gale Agency Inc #3016346 Report a problem
        9/3/2014Sold$650,000-4.3%$224/sqft
        Source: OneKey® MLS as distributed by MLS GRID #L2675982 Report a problem
        7/17/2014Price change$679,000-2.9%$234/sqft
        Source: Daniel Gale Sotheby's International Realty #2675982 Report a problem
        5/25/2014Price change$699,000-5.4%$241/sqft
        Source: Daniel Gale Agency Inc #2675982 Report a problem
        3/5/2014Price change$739,000-2.6%$254/sqft
        Source: Daniel Gale Sotheby's International Realty #2631946 Report a problem
        11/26/2013Listed for sale$759,000$261/sqft
        Source: Daniel Gale Sotheby's International Realty #2631946 Report a problem

        Public tax history

        YearProperty taxesTax 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

        Estimated monthly payment$1,822
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 11780

        Getting around

        0 / 100
        Car-Dependent
        19 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        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.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts