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For sale
  • Price cut: $100K (6/24)
    $2,250,000

    1665 Glenn Rd, Southold, NY 11971

    4beds
    3,248sqft
    Loading
    Single Family Residence
    Built in 2024
    0.52 Acres Lot
    $2,299,700 Zestimate®
    $693/sqft
    $-- HOA

    What's special

    Two-sided gas fireplaceRear porchOutdoor accent lightingAdditional refrigeratorElectric car hookupDimmer lighting throughoutDesirable layout
    Newly built and beautifully enhanced with approx. $300K in upgrades since purchase, 1665 Glenn Road offers a turnkey North Fork retreat with thoughtful upgrades, elevated finishes, and exceptional indoor-outdoor living. Set on a .52-acre lot in Southold, this 4-bedroom, 4.5-bath home spans approximately 3,248 square feet and features a desirable layout with a first-floor ensuite primary bedroom and three second-floor ensuite guest rooms. The interior is designed for both comfort and entertaining, with a two-sided gas fireplace, quartz kitchen countertops, Bosch and XO appliances, dimmer lighting throughout, electric shades in key living areas, ceiling fans in all bedrooms, and a first-floor laundry room. Home includes 7 built-in TVs, a 98-inch Sony screen and home theater with blackout shades, creating an impressive entertainment space. Since purchasing, the owner has elevated the property, including full front and rear landscaping, new lawns, extensive plantings, 73 trees, a new front walkway and steps, a rear sprinkler system, outdoor accent lighting, and a limestone patio surrounding the pool. The exterior is anchored by an 18x36 gated heated saltwater pool with a 500-gallon inground propane tank for the pool heater, a rear porch, dog run, retaining wall, and roof deck with water views. Additional features include a Sonos music system inside and out, alarm system, 2-car attached garage with shelving, additional refrigerator, and electric car hookup. Ideally located in Southold, this move-in-ready home combines new construction ease with substantial post-purchase improvements already completed.
    52 days
    |
    789
    |
    50
    |

    Zillow last checked:

    Listed by:

    Douglas Elliman Real Estate 631-354-8100,

    Kristy B. Naddell - Associate Real Estate Broker 631-905-8584

    Source: Out East,MLS#: 395185

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Family Room, Laundry, Office
      Cooling
      • Central Air
      Features
      • Basement: Yes
      • Has fireplace: Yes
      Interior area
      • Total structure area: 3,248
      • Total interior livable area: 3,248 sqft
      Video & virtual tour

      Property

      Parking
      • Parking features: None
      Features
      • Stories: 2
      • Has private pool: Yes
      • Pool features: Heated
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      Lot
      • Size: 0.52 Acres
      Details
      • Parcel number: 1000078000100025000

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Condition
      • New construction: No
      • Year built: 2024

      Community & HOA

      Location
      • Region: Southold

      Financial & listing details

      • Price per square foot: $693/sqft
      • Tax assessed value: $2,200,000
      • Date on market: 5/6/2026
      • Lease term: Contact For Details

        Estimated market value

        $2,299,700

        $2.18M - $2.41M

        $7,303/mo

        Price history

        DateEventPrice
        6/24/2026Price change$2,250,000-4.3%$693/sqft
        Source: OneKey® MLS as distributed by MLS GRID #990099 Report a problem
        5/6/2026Price change$2,350,000-1.9%$724/sqft
        Source: OneKey® MLS as distributed by MLS GRID #990099 Report a problem
        12/2/2025Price change$2,395,000-9.6%$737/sqft
        Source: OneKey® MLS as distributed by MLS GRID #936092 Report a problem
        6/23/2025Listed for sale$2,650,000+17.1%$816/sqft
        Source: OneKey® MLS as distributed by MLS GRID #877793 Report a problem
        1/16/2025Sold$2,262,500$697/sqft
        Source: Public Record Report a problem
        10/30/2024Sold$2,262,500-1.4%$697/sqft
        Source: OneKey® MLS as distributed by MLS GRID #L3574946 Report a problem
        10/4/2024Pending sale$2,295,000$707/sqft
        Source: OneKey® MLS as distributed by MLS GRID #3574946 Report a problem
        8/28/2024Listed for sale$2,295,000+337.1%$707/sqft
        Source: OneKey® MLS as distributed by MLS GRID #3574946 Report a problem
        4/25/2024Sold$525,000$162/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $12,100 +1412.5%
        2024-- $800
        2023-- $800
        2022-- $800
        2021-- $800
        2020-- $800
        2019-- $800
        2018-- $800
        2017$1,077 $800
        2016-- $800
        2015-- $800
        2014-- $800
        2013-- $800
        2012-- $800
        2011-- $800
        2010-- $800
        2009-- $800
        2008-- $800
        2007$816 +18.9%$800
        2005$687 +4.6%$800
        2004$657 +3.9%$800
        2003$632 +4.5%$800
        2002$605 $800
        2001-- $800
        2000$522 $800

        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 11971

        Getting around

        5 / 100
        Car-Dependent
        20 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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