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Off market
  • $4,627,000

    38099 Main Rd, Orient, NY 11957

    3beds
    2,800sqft
    Single Family Residence
    Built in 1999
    0.69 Acres Lot
    $4,627,000 Zestimate®
    $1,653/sqft
    $6,352 Estimated rent

    Home value

    $4,627,000

    $4.40M - $4.86M

    $6,352/mo

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    $32,301/mo

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    $32,301/mo

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    What's special

    At the end of a secluded, private one-mile road, where the land meets the Long Island Sound, this newly renovated modern beach house offers breathtaking views, refined design, and total privacy. Set on two-thirds of an acre and surrounded by two 30 acre privately owned parcels of land, one of which is entirely vacant, the home features over 100 feet of private beachfront with a naturally sloped path leading to the shore. Every inch of this residence is bathed in natural light and designed to celebrate its stunning surroundings—from the expansive great room with white oak flooring and gas fireplace to the vaulted dining area and sleek kitchen with a gas stove and integrated workspace. The primary suite includes a spa-inspired bath with a sauna, shower, and bidet, while the additional first floor bedroom has an en-suite bathroom with a second floor bedroom as well. There is a full fitness center in a finished basement with heat and central air conditioning with walk out stairs to the pool area. All new Pella black-framed windows perfectly frame the Sound, with nearly every room offering unobstructed water views. Outside, lush landscaping and vibrant hydrangeas surround a 50' x 8' heated saltwater gunite pool with an automatic cover and stone patio, creating a peaceful outdoor retreat ideal for both entertaining and everyday living. The white board and batten siding, matte black metal roof, and detached one-car garage complete the clean, modern aesthetic. With porcelain tile sunroom floors, low taxes, and deeded road rights with private gate, this is a rare opportunity to own a fully renovated waterfront home with unrivaled serenity, where the sunsets, sea breeze, and silence feel like your own private oasis.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Zillow last checked: 7 hours ago

    Source: Out East,MLS#: 390507

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Cooling
    • Central Air
    Features
    • Basement: Yes
    • Has fireplace: Yes
    Interior area
    • Total structure area: 2,800
    • Total interior livable area: 2,800 sqft

    Property

    Parking
    • Parking features: GarageDetached
    • Has garage: Yes
    Features
    • Stories: 2
    • Has private pool: Yes
    • Pool features: Heated
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    • Waterfront features: Waterfront
    • Frontage type: Waterfront
    Lot
    • Size: 0.69 Acres
    Details
    • Parcel number: 1000015000200016000

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Condition
    • New Construction
    • New construction: Yes
    • Year built: 1999

    Community & neighborhood

    Community
    • Community features: Room for a Tennis Court
    Location
    • Region: Orient

    Price history

    DateEventPrice
    1/19/2026Listing removed$4,999,000$1,785/sqft
    Source: Out East #390507 Report a problem
    10/4/2025Price change$4,999,000-25.9%$1,785/sqft
    Source: Out East #390507 Report a problem
    7/31/2025Listed for sale$6,750,000+68.8%$2,411/sqft
    Source: OneKey® MLS as distributed by MLS GRID #895848 Report a problem
    7/1/2024Listing removed--
    Source: Zillow Rentals Report a problem
    2/5/2024Listed for rent$35,000-65%$13/sqft
    Source: Zillow Rentals Report a problem
    2/5/2024Listing removed--
    Source: Douglas Elliman Report a problem
    7/1/2023Listed for rent$100,000+17.6%$36/sqft
    Source: Zillow Rentals Report a problem
    7/1/2023Listing removed--
    Source: Zillow Rentals Report a problem
    3/24/2023Listed for rent$85,000+183.3%$30/sqft
    Source: Zillow Rentals Report a problem
    7/1/2021Listing removed--
    Source: Out East Report a problem
    6/22/2021Listed for rent$30,000$11/sqft
    Source: Out East #350296 Report a problem
    2/20/2021Listing removed--
    Source: Out East Report a problem
    11/21/2020Listing removed$3,999,000$1,428/sqft
    Source: Douglas Elliman #3181925 Report a problem
    11/21/2020Listed for rent$30,000+28.6%$11/sqft
    Source: Douglas Elliman Real Estate #350296 Report a problem
    8/11/2020Price change$3,999,000+2.5%$1,428/sqft
    Source: Douglas Elliman Real Estate #348573 Report a problem
    8/7/2020Price change$3,900,000-8.2%$1,393/sqft
    Source: Douglas Elliman Real Estate #348573 Report a problem
    5/7/2020Price change$4,250,000-19%$1,518/sqft
    Source: Douglas Elliman Real Estate #348573 Report a problem
    11/11/2019Price change$5,250,000-25%$1,875/sqft
    Source: Douglas Elliman Real Estate #348573 Report a problem
    8/1/2019Listed for sale$7,000,000$2,500/sqft
    Source: Corcoran Group #44074 Report a problem
    8/1/2019Listing removed$23,333$8/sqft
    Source: Shelter Island #79636 Report a problem
    5/10/2019Price change$23,333+6.1%$8/sqft
    Source: Shelter Island Report a problem
    4/23/2019Price change$22,000-66.7%$8/sqft
    Source: Shelter Island Report a problem
    11/14/2018Listed for rent$66,000+1000%$24/sqft
    Source: Corcoran Group Shelter Island Office #79636 Report a problem
    8/8/2018Listing removed$6,000$2/sqft
    Source: The Corcoran Group #79636 Report a problem
    8/7/2018Listed for rent$6,000$2/sqft
    Source: The Corcoran Group #79636 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024-- $9,800
    2023-- $9,800
    2022-- $9,800
    2021-- $9,800
    2020-- $9,800 +2.1%
    2019-- $9,600 +5.5%
    2018-- $9,100
    2017$6,830 $9,100
    2016-- $9,100
    2015-- $9,100
    2014-- $9,100
    2013-- $9,100
    2012-- $9,100
    2011-- $9,100 +18.2%
    2010-- $7,700
    2009-- $7,700
    2008-- $7,700 +8.5%
    2007$4,136 +691%$7,100 +7.6%
    2005$523 -86.4%$6,600
    2004$3,847 $6,600

    Find assessor info on the county website

    Neighborhood: 11957

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $4,627,000
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    Estimated market value
    $4,627,000