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    (845) 398-1717 susan@ImagineProperties1.com
    • 100 Dutch Hill Rd Suite 260
      Orangeburg, NY 10962
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    Home / Bayport / 249 Gerritsen Avenue
    249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 249 Gerritsen Avenue Bayport, NY 11705 View All Photos

    $1,375,000

    | Pending

    249 Gerritsen Avenue

    Bayport, NY 11705

    5,362
    Square Feet
    3
    Beds
    3.5
    Baths
    0.67
    Acres
    276
    Days on Market
    KEY934770
    MLS#
    House
    Structure
    Residential
    Zone
    Contact

    This beautifully styled home was thoughtfully transformed to create its own distinctive look and feel with the project completed in 2017. Storybook Tudor-A Fairytale Retreat with Carmel-by-the-Sea Charm right here in South Bayport. Just 5 houses from the Bayport beach, enter into a world of storybook elegance with this extraordinary 3-bedroom, 3.5-bath architectural masterpiece inspired by the enchanting homes of Carmel-by-the-Sea, California. Every detail of this residence exudes artistry, craftsmanship, and timeless sophistication — a perfect blend of European romance and modern luxury. From the moment you arrive, the home’s cedar shake roof, detailed windows, and Dutch front door invite you into a warm, character-filled sanctuary. Inside, white oak character plank floors flow throughout sunlit spaces adorned with antique French lighting and bespoke design details. The heart of the home is the chef’s kitchen, a true culinary masterpiece. Designed for both gourmet cooking and artisan baking, it features Italian slate countertops, dual cherry wood islands, and a dedicated Botticelli Italian stone baking island supported by antique French circa 1860 table legs. Enjoy a 60-inch ILVE range with brass fittings beneath an industrial brass-trimmed hood, a Sub-Zero refrigerator and freezer, Bosch Benchmark dishwasher, wet bar, pot filler, and dual under-counter refrigerator drawers and microwave. A shelf lined pantry and farm sink with hands-free faucet complete this dream kitchen. The den/great room impresses with 20-foot ceilings, hand-laid stone fireplace and abundant natural light, creating an inviting space for both relaxation and entertaining. A bonus room serves perfectly as a craft studio or playroom, while a dedicated exercise room and home office offer flexibility for today’s lifestyle. These rooms can easily become bedrooms if in need of more sleep space without sacrificing living space. Suitable as an en suite / in-law space as well. The south-facing sunroom, adorned with antique French tile flooring, provides a serene setting for morning coffee or afternoon tea, basking in gentle natural light. The primary suite is a romantic retreat, featuring vaulted ceilings, parrot-style windows, dual closets, and a dedicated makeup area. The spa-inspired primary bath includes a clawfoot champagne soaking tub and a Herbeau faucet shaving stand, blending antique beauty with modern comfort. Two additional bedrooms each offer huge closets and thoughtfully curated finishes. For a bit of whimsy, you will love the hidden spiral staircase leading to a cozy attic nook. Oh and lets not forget the He Shed-She Shed with adjoining hot tub room. Throughout the home, antique lighting, handcrafted details, and authentic materials create a sense of history and artistry rarely found in modern builds. This is more than a home — it’s a one-of-a-kind sanctuary where fairytale charm meets refined living.

    Property Details
    Interior
    First Floor Full Bath, Beamed Ceilings, Breakfast Bar, Built-in Features, Cathedral Ceiling(s), Chandelier, Chefs Kitchen, Eat-i
    Fireplaces
    3
    Cooling
    Central Air
    Heating
    Oil
    Cooling Features
    Central Air
    Bedrooms
    3
    Bathrooms
    3.5
    Full Baths
    3
    Half Baths
    1
    Acres
    0.67
    Square Feet
    5362.0
    Parking Features
    Driveway, Oversized
    Parking Type
    Driveway
    Property Type
    Purchase
    Year Built
    1957
    Sewer Information
    Cesspool
    Utility Source
    Public
    Utility Features
    Electricity Connected, Water Connected
    Appliances
    Microwave, Refrigerator, Washer
    School District
    Bayport-Blue Point
    Elementary School
    Academy Street Elementary School
    Middle School
    James Wilson Young Middle School
    High School
    Bayport-Blue Point High School
    County
    Suffolk County
    Region
    Islip
    Original List Price
    $1,995,000
    Days on Market (Cumulative)
    276
    Taxes Annual
    $28,816
    MLS #
    934770
    Property Subtype
    Single Family Residence
    Parcel Number
    0500-411-00-05-00-004-000
    MLS #
    934770
    Date Listed
    November 11, 2025
    Address
    249 Gerritsen Avenue
    Location
    Legal

    IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

    Provided By
    Listed by Janice Zavala (#KEY198697)
    Listing Office: Douglas Elliman Real Estate (#KEYDERE10)

    Provided By (Buyer)
    Buyer's Agent: Janice Zavala (#KEY198697)
    Buyer's Office: Douglas Elliman Real Estate (#KEYDERE10)

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