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For sale
  • $4,299,000

    3525 Paradise Point Rd, Southold, NY 11971

    4beds
    3,500sqft
    Loading
    Single Family Residence
    Built in 1995
    2.38 Acres Lot
    $4,086,300 Zestimate®
    $1,228/sqft
    $-- HOA

    What's special

    Waterfront primary suiteAbundant natural lightRare natural coral-stone fireplaceExtraordinary water viewsDramatic double-height great roomWalk-in closetSweeping staircase
    Commanding 2.38 private acres on the bay in Southold's coveted Paradise Point, this remarkable waterfront estate possesses the cinematic North Fork presence of a setting from Nelson DeMille's Plum Island—dramatic, intriguing and entirely unforgettable. With approximately 97 feet of private beach, panoramic views toward Shelter Island and the estate-lined shoreline beyond, plus community boating rights with access to the residents' boat basin, the property offers exceptional privacy without sacrificing comfort or convenience. Custom built in 1993, the approximately 3,500-square-foot residence offers four bedrooms, three full baths and three levels designed for gracious year-round living. Bold proportions, soaring 20-foot ceilings, walls of glass and a sweeping staircase capture the confident glamour of grand-scale coastal architecture, while abundant natural light and extraordinary water views give the interiors a timeless quality. This is not a conventional beach house; it is a substantial bayfront residence designed to make an impression. The dramatic double-height great room is anchored by a rare natural coral-stone fireplace and opens to more than 1,500 square feet of exterior decking—an exceptional setting for entertaining, dining outdoors or simply watching the light move across the bay. A formal waterside dining room complements the spacious eat-in kitchen, which provides generous counter space and an inviting place for everyday gatherings. The main level also includes pantry and laundry areas, together with a flexible 4th bedroom or den and adjacent full bath—ideal for guests, a private home office or convenient first-floor living. Ascend the sweeping staircase to the waterfront primary suite, a private retreat featuring magnificent bay views, its own waterside terrace, a luxurious full bath and walk-in closet. Two additional bedrooms and another full bath complete the upper level. The finished lower level expands the home's recreational possibilities with a game or media area, direct access to a waterside terrace and an attached multicar garage. Outside, the expansive, level grounds provide ample room for entertaining, recreation and quiet enjoyment amid beautiful natural surroundings. A private boardwalk leads directly to the sandy beach, where days can be spent swimming, fishing, kayaking, paddleboarding or launching a morning adventure on the bay. Although wonderfully private, the estate is only minutes from Southold Village and the restaurants, vineyards, farm stands, shops, beaches and boating destinations that define North Fork living. Additional amenities include public water, a supplemental well, oil-fired forced-air heat and central air conditioning. Rare acreage, substantial private beach frontage, community boating access and a dramatic waterfront residence come together in one extraordinary Southold offering. Paradise Found.
    1 day
    203
    9

    Zillow last checked:

    Listed by:

    William Raveis Real Estate 631-298-0600,

    Nicholas J. Planamento - Real Estate Sales Person 631-948-0143

    Source: Out East,MLS#: 397941

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Rooms
      • Room types: Family Room, Laundry
      Cooling
      • Central Air
      Features
      • Basement: Yes
      • Has fireplace: Yes
      Interior area
      • Total structure area: 3,500
      • Total interior livable area: 3,500 sqft

      Property

      Parking
      • Parking features: GarageDetached
      • Has garage: Yes
      Features
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      • Waterfront features: Waterfront
      • Frontage type: Waterfront
      Lot
      • Size: 2.38 Acres
      Details
      • Parcel number: 1000081000100015009

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Condition
      • New construction: No
      • Year built: 1995

      Community & HOA

      Location
      • Region: Southold

      Financial & listing details

      • Price per square foot: $1,228/sqft
      • Tax assessed value: $2,236,364
      • Date on market: 9/24/2026
      • Lease term: Contact For Details

        Estimated market value

        $4,086,300

        $3.88M - $4.29M

        $6,251/mo

        Price history

        DateEventPrice
        9/24/2026Listed for sale$4,299,000+186.6%$1,228/sqft
        Source: Out East #397941 Report a problem
        12/29/2020Sold$1,500,000-6.2%$429/sqft
        Source: OneKey® MLS as distributed by MLS GRID #L3228971 Report a problem
        10/24/2020Price change$1,599,000-9.9%$457/sqft
        Source: Coldwell Banker M&D Good Life #3228971 Report a problem
        9/29/2020Price change$1,775,000-6.5%$507/sqft
        Source: Coldwell Banker M&D Good Life #3228971 Report a problem
        8/25/2020Price change$1,899,000-5%$543/sqft
        Source: Coldwell Banker M&D Good Life #3228971 Report a problem
        4/30/2020Price change$1,999,900-9.1%$571/sqft
        Source: Coldwell Banker M&D Good Life #3189393 Report a problem
        1/5/2020Listed for sale$2,199,000$628/sqft
        Source: Coldwell Banker M&D Good Life #3189393 Report a problem
        10/15/2018Listing removed$2,199,000$628/sqft
        Source: Nest Seekers Report a problem
        4/17/2018Listed for sale$2,199,000$628/sqft
        Source: Nest Seekers International #103336 Report a problem
        1/1/2018Listing removed$2,199,000$628/sqft
        Source: Lewis & Nickles Ltd #2845051 Report a problem
        4/8/2017Listed for sale$2,199,000-4.3%$628/sqft
        Source: Lewis & Nickles Ltd #2845051 Report a problem
        1/3/2017Listing removed$2,299,000$657/sqft
        Source: Lewis & Nickles Ltd #2845051 Report a problem
        4/17/2016Listed for sale$2,299,000$657/sqft
        Source: Lewis & Nickles Ltd #2845051 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $12,300
        2024-- $12,300
        2023-- $12,300
        2022-- $12,300
        2021-- $12,300
        2020-- $12,300
        2019-- $12,300
        2018-- $12,300
        2017$15,887 $12,300
        2016-- $12,300
        2015-- $12,300
        2014-- $12,300
        2013-- $12,300
        2012-- $12,300
        2011-- $12,300 -7.5%
        2007$12,799 +19.9%$13,300
        2005$10,673 +4.8%$13,300
        2004$10,188 +3.9%$13,300
        2003$9,808 +4.8%$13,300
        2002$9,354 $13,300
        2001-- $13,300
        2000$8,504 $13,300
        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: 11971

        Getting around

        0 / 100
        Car-Dependent
        27 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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