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Off market
  • $5,339,800

    344 Main St, Sag Harbor, NY 11963

    5beds
    --sqft
    SingleFamily
    Built in ----
    -- sqft lot
    $5,339,800 Zestimate®
    $--/sqft
    $-- Estimated rent

    Home value

    $5,339,800

    $4.75M - $6.03M

    Not available

    Zestimate® history
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    $38,522/mo

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    What's special

    Private fenced-in yardFive-bedroom four-bathroom homePristine private lotTwo additional half-bathroomsAiry open layoutMultiple entertaining areasCozy indoor fireplace

    This modern masterpiece offers the perfect balance of sophistication and relaxation, inviting guests to indulge in an unparalleled vacation experience. Located within walking distance to Sag Harbor Village, this stunning five-bedroom, four-bathroom home, complete with two additional half-bathrooms, is designed to accommodate up to 12 guests. With a private fenced-in yard, a heated resort-style pool, and an elegant pool house, this property is a true sanctuary. Windows flood the interiors with natural light, while an open floor plan seamlessly connects the indoor and outdoor living spaces. Whether unwinding by the cozy indoor fireplace, enjoying a morning workout in the private exercise area, or gathering with loved ones in multiple entertaining areas, guests will find that this home is a destination in itself.Nestled on a pristine private lot, this Sag Harbor escape offers total seclusion while being just moments from town, beaches, and world-class restaurants. The beautifully landscaped yard envelops guests in lush greenery, creating a serene atmosphere. The heated resort-style pool invites guests to take a refreshing dip, while the stylish pool house provides a chic retreat for lounging. Sun-drenched outdoor spaces are thoughtfully appointed with plush sofas, sun loungers, and multiple seating areas perfect for enjoying morning coffee or evening cocktails. A covered outdoor dining space, complete with a built-in gas BBQ, allows for effortless al fresco meals, and an outdoor shower adds to the spa-like ambiance. With free parking and expansive grounds, this property is designed for both relaxation and entertainment.Step inside and experience the refined elegance of this three-level home. Designed with impeccable attention to detail, the interiors feature designer furnishings, contemporary decor, and an airy open layout. The state-of-the-art kitchen boasts top-of-the-line appliances, a spacious island perfect for hosting, and a formal dining room ideal for intimate gatherings. Multiple entertainment areas, including a sophisticated living room with a cozy fireplace, set the stage for memorable moments. Sliding glass doors open effortlessly to the pool deck, allowing guests to transition seamlessly from indoor comfort to outdoor leisure. The finished lower level is a haven of relaxation and recreation, featuring a stylish living room, a pool table, two bedrooms, and a full bathroom. With modern amenities such as WiFi, air conditioning, and a washer and dryer, every detail has been thoughtfully curated for a comfortable stay.Each bedroom is a tranquil retreat, carefully designed to ensure restful nights. The master suite is a true sanctuary, complete with sliding doors that open to a private balcony overlooking the pool. A spacious ensuite bathroom, adorned with luxurious finishes, offers a serene escape with its spa-like atmosphere. Three additional bedrooms feature plush king or queen beds, providing the perfect blend of comfort and elegance. A charming bunk room with four built-in beds is perfect for younger guests or those seeking a fun, communal sleeping arrangement. Two convenient powder rooms are located on the main level, ensuring ease and comfort for all visitors.This home is ideally located to explore all that the Hamptons have to offer. Stroll into Sag Harbor Village and discover a charming array of boutiques, art galleries, and coffee shops. Savor an exquisite meal at one of the town's acclaimed restaurants, or enjoy a leisurely day at the nearby beaches, just a short drive away. Spend an afternoon exploring the vibrant local art scene or take in a breathtaking sunset by the marina. Whether guests seek relaxation, adventure, or a bit of both, this modern, resort-style retreat provides the ultimate Hamptons getaway.

    This property is not currently displayed as for sale or rent on Zillow. This may be different from what's on other websites or public sources.

    Zillow last checked:

    Listing updated:

    Source: Zillow Rentals,MLS#: 389426

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 5
    • Full bathrooms: 5
    Rooms
    • Room types: Laundry Room
    Heating
    • Central
    Cooling
    • Air Conditioner, Central Air

    Property

    Parking
    • Details: Contact manager
    Features
    • Has private pool: Yes
    • Pool features: Pool
    Details
    • Parcel number: 0903004000200023000

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: SingleFamily

    Community & HOA

    Community
    • Features: Pool
    HOA
    • Amenities included: Laundry, Pool
    Location
    • Region: Sag Harbor

    Financial & listing details

    • Tax assessed value: $3,103,500
    • Date on market: 7/4/2026
    • Lease term: Contact For Details

    Price history

    DateEventPrice
    9/1/2026Listing removed$150,000
    Source: Zillow Rentals #389426 Report a problem
    7/4/2026Listed for rent$150,000
    Source: Zillow Rentals Report a problem
    6/17/2026Listing removed$150,000
    Source: Zillow Rentals Report a problem
    6/19/2025Listed for rent$150,000
    Source: Zillow Rentals Report a problem
    4/5/2025Listing removed$4,950,000
    Source: Out East #383406 Report a problem
    2/21/2025Pending sale$4,950,000
    Source: Out East #383406 Report a problem
    1/23/2025Price change$4,950,000-5.7%
    Source: Out East #383406 Report a problem
    8/22/2024Price change$5,250,000+5.1%
    Source: Out East #383406 Report a problem
    5/11/2023Price change$4,995,000-8.8%
    Source: Out East #370603 Report a problem
    3/3/2023Price change$5,475,000-4.8%
    Source: Out East #370603 Report a problem
    12/28/2022Listed for sale$5,750,000+86.2%
    Source: Out East #370603 Report a problem
    5/10/2019Sold$3,087,500-6.3%
    Source: Agent Provided Report a problem
    4/26/2019Pending sale$3,295,000
    Source: Sotheby's International Realty Report a problem
    1/17/2019Listed for sale$3,295,000
    Source: Sotheby's International Realty - Southampton Brokerage #107244 Report a problem
    10/18/2018Listing removed$3,295,000
    Source: Sotheby's International Realty - Southampton Brokerage #107244 Report a problem
    8/18/2018Listed for sale$3,295,000+231.2%
    Source: Sotheby's International Realty #107244 Report a problem
    10/24/2017Sold$995,000-5.2%
    Source: Agent Provided Report a problem
    7/18/2017Listing removed$1,050,000
    Source: Compass #25800 Report a problem
    5/9/2017Price change$1,050,000-19.2%
    Source: Compass #25800 Report a problem
    12/29/2016Price change$1,299,000+3.9%
    Source: Owner Report a problem
    10/6/2016Listed for sale$1,250,000+39.7%
    Source: Owner Report a problem
    5/11/2009Listing removed$895,000
    Source: Prudential Real Estate #H0159191 Report a problem
    6/5/2008Price change$895,000-5.8%
    Source: Prudential Real Estate #H0159191 Report a problem
    5/29/2008Listed for sale$950,000
    Source: Prudential Real Estate #H0159191 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025-- $3,103,500
    2024-- $3,103,500
    2023-- $3,103,500
    2022-- $3,103,500 +5%
    2021-- $2,956,700
    2020-- $2,956,700
    2019-- $2,956,700 +348%
    2018-- $660,000 -12.4%
    2017$4,491 $753,000
    2016-- $753,000
    2015-- $753,000
    2014-- $753,000
    2013-- $753,000
    2012-- $753,000
    2011-- $753,000
    2007$2,185 -19.4%$753,000 +31.5%
    2005$2,713 +68.7%$572,580 +9213.3%
    2004$1,608 +11.7%$6,148
    2003$1,439 +14.5%$6,148
    2002$1,257 +10%$6,148
    2001$1,143 +11.9%$6,148
    2000$1,021 $6,148
    Find assessor info on the county website

    Neighborhood: 11963

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $5,339,800
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    Estimated market value
    $5,339,800