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MLS ID KEY934770Last updated Sep 18, 2026

Single Family

249 Gerritsen Avenue

Pending · Islip · Suffolk County, NY 11705

Bedrooms
3 Beds
Bathrooms
4 Baths
Year built
1957
Est. monthly taxes
$2,401.37
Property gallery0 / 40
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About this home

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.

Listing snapshot

Days on site
59 days
Listed on MLS
Dec 7, 2025
Full baths
3
Half baths
1
Annual property tax (MLS)
$28,816.47
Tax year
2025
Area source (MLS)
Public Records
Listing brokerage
Douglas Elliman Real Estate
MLS ID
KEY934770
Last updated
Sep 18, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1957
Garage
No
Parking
Driveway, Oversized
Water source
Public
Sewer
Cesspool
Utilities
Electricity Connected, Water Connected

Interior features

Heating
Oil
Cooling
Central Air
Interior
First Floor Full Bath, Beamed Ceilings, Breakfast Bar, Built-in Features, Cathedral Ceiling(s), Chandelier, Chefs Kitchen, Eat-in Kitchen, Entrance Foyer, Formal Dining, High Ceilings, His and Hers Closets, Kitchen Island, Open Kitchen, Pantry, Primary Bathroom, Recessed Lighting, Soaking Tub, Stone Counters, Walk-In Closet(s), Wet Bar
Appliances
Microwave, Refrigerator, Washer
Flooring
Hardwood
Fireplace
Yes
Fireplaces
3

Exterior features

Architectural style
Tudor
Construction materials
Stone, Stucco
Private pool
No

Schools (MLS)

Elementary school
Academy Street Elementary School
Elementary school district
Bayport-Blue Point
Middle school
James Wilson Young Middle School
Middle school district
Bayport-Blue Point
High school
Bayport-Blue Point High School
High school district
Bayport-Blue Point

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. MLS status changed
  3. First seen on this site

Location

Islip · Suffolk County, NY 11705Show interactive map
249 Gerritsen Avenue

Islip · Suffolk County, NY 11705

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Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
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Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.