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Off market
  • $3,943,900

    295 Main St, Sag Harbor, NY 11963

    4beds
    2,000sqft
    SingleFamily
    Built in 1799
    -- sqft lot
    $3,943,900 Zestimate®
    $1,972/sqft
    $7,771 Estimated rent

    Home value

    $3,943,900

    $3.43M - $4.61M

    $7,771/mo

    Zestimate® history
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    $7,771/mo

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    $7,771/mo

    Rent Zestimate®

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    $27,144/mo

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    $27,144/mo

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    What's special

    Gas fireplaceWater featureGas bbq grillCustom heated gunite poolGenerous car parkCompletely private rear yardMulti-use recreational space

    On the doorsteps of Sag Harbor Village, nestled between Otter Pond and Sag Harbor Cove is this completely rebuilt Seafarers Cottage by Frank Greenwald Architects. Set off Main Street by Canio's bookstore you enter the property to a generous car park for three to four vehicles in a green setting featuring reclaimed local granite curb stones set in turf, rare for the village. The front porch for sunset viewing, includes a glimpse of the cove and featuring a custom made dutch entrance door with the finest hardware. Stunning, yet quaint, the front foyer opens up to an immaculate living space with gas fireplace, office with full bath and powder room. Up the dramatic staircase are two generous ensuite master bedrooms. On the lower level are two additional bedrooms that share a bath and the multi-use recreational space. In the expansion area of the house you will find an open modern eat-in kitchen/family room featuring an overhead disappearing door that opens the space to a completely private rear yard with one of a kind custom heated pool. Off the Kitchen and great room is a pebble stone al fresco dining area with a gas BBQ grill. The rear of the property is to die for, with a custom heated gunite pool with water feature and a pool house with outdoor shower amongst gardens and views of Otter Pond. With custom millwork throughout blending traditional spaces with contemporary finishes, 295 Main Street is one of the best kept secrets never before on the rental market.

    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:

    Listing updated:

    Source: Zillow Rentals

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Cooling
    • Central Air
    Features
    • View
    • Has basement: Yes
    Interior area
    • Total interior livable area: 2,000 sqft

    Property

    Parking
    • Parking features: None
    • Details: Contact manager
    Features
    • Stories: 2
    • Exterior features: Architecture Style: cottage, Broker Exclusive, Shingle (Not Wood)
    • Has private pool: Yes
    • Has view: Yes
    • View description: Water View
    Details
    • Parcel number: 0903006000100006000

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: SingleFamily
    Condition
    • Year built: 1799

    Community & neighborhood

    Location
    • Region: Sag Harbor

    Price history

    DateEventPrice
    12/11/2025Listing removed$27,083$14/sqft
    Source: Zillow Rentals Report a problem
    10/1/2025Price change$27,083-39.8%$14/sqft
    Source: Zillow Rentals Report a problem
    6/21/2025Price change$45,000-28%$23/sqft
    Source: Zillow Rentals Report a problem
    6/1/2025Price change$62,500+56.3%$31/sqft
    Source: Zillow Rentals Report a problem
    1/16/2025Listed for rent$40,000+300%$20/sqft
    Source: Zillow Rentals Report a problem
    12/23/2023Listing removed--
    Source: Zillow Rentals Report a problem
    9/25/2023Price change$10,000-66.7%$5/sqft
    Source: Zillow Rentals Report a problem
    9/24/2023Listed for rent$30,000$15/sqft
    Source: Zillow Rentals Report a problem
    4/24/2023Listing removed--
    Source: Zillow Rentals Report a problem
    4/19/2023Price change$30,000-58.1%$15/sqft
    Source: Zillow Rentals Report a problem
    3/21/2023Price change$71,666-59%$36/sqft
    Source: Zillow Rentals Report a problem
    1/17/2023Listed for rent$175,000$88/sqft
    Source: Zillow Rentals Report a problem
    2/26/2022Listing removed--
    Source: Out East Report a problem
    2/7/2022Price change$175,000+16.7%$88/sqft
    Source: Out East #355670 Report a problem
    1/24/2022Price change$150,000+80.7%$75/sqft
    Source: Out East #355670 Report a problem
    10/13/2021Price change$83,000-4.2%$42/sqft
    Source: Out East #355670 Report a problem
    9/13/2021Price change$86,666-66.7%$43/sqft
    Source: Out East #355670 Report a problem
    9/9/2021Listed for rent$260,000+300%$130/sqft
    Source: Out East #355670 Report a problem
    5/17/2021Listing removed--
    Source: Out East Report a problem
    5/5/2021Price change$65,000-9.3%$33/sqft
    Source: Out East #355670 Report a problem
    4/17/2021Price change$71,666-13.1%$36/sqft
    Source: Out East #355670 Report a problem
    4/15/2021Price change$82,500-67%$41/sqft
    Source: Out East #355670 Report a problem
    12/15/2020Listed for rent$250,000$125/sqft
    Source: Compass #355670 Report a problem
    4/17/2013Sold$975,000-2.4%$488/sqft
    Source: Agent Provided Report a problem
    2/29/2012Listing removed$999,000$500/sqft
    Source: The Corcoran Group #35751 Report a problem
    2/19/2011Listed for sale$999,000$500/sqft
    Source: The Corcoran Group #35751 Report a problem
    10/5/2007Sold$999,000+54.9%$500/sqft
    Source: Public Record Report a problem
    6/23/2003Sold$645,000+53.6%$323/sqft
    Source: Public Record Report a problem
    11/9/2000Sold$420,000$210/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025-- $2,122,000
    2024-- $2,122,000
    2023-- $2,122,000
    2022-- $2,122,000
    2021-- $2,122,000
    2020-- $2,122,000
    2019-- $2,122,000 +35.2%
    2018-- $1,569,400
    2017$6,371 $1,569,400 +45.1%
    2016-- $1,081,300 +11.9%
    2015-- $966,500
    2014-- $966,500 -6.3%
    2013-- $1,031,400
    2012-- $1,031,400
    2011-- $1,031,400
    2010-- $1,031,400 +0.4%
    2009-- $1,027,600
    2008-- $1,027,600
    2007$5,188 +24.1%$1,027,600 +61.9%
    2005$4,181 +32.3%$634,802 +8080.4%
    2004$3,161 +8.4%$7,760
    2003$2,917 +10.4%$7,760
    2002$2,642 +38.2%$7,760
    2001$1,912 +10.1%$7,760
    2000$1,737 $7,760

    Find assessor info on the county website

    Neighborhood: 11963

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $3,943,900
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    Estimated market value
    $3,943,900