249 Gerritsen Avenue Bayport, NY $ 1,995,000
249 Gerritsen Avenue
$ 1,995,000
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249 Gerritsen Avenue

Bayport, NY, 11705
$ 1,995,000
Bedrooms3 Baths3.1 Sq 5,362

Monthly Estimate*

$ 12,284

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Single Family Home for sale in Bayport, NY

for $1,995,000 with 3 bedrooms and 3 full baths, 1 half bath. This 5,362 square foot home was built in 1957 on a lot size of 0.67.

Storybook Tudor-A Fairytale Retreat with Carmel-by-the-Sea Charm right here in South Bayport. Just 5 houses from the Bayport beach, step 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 walk-in 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. 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 walk-in 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 walk-in 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.

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Single Family Active

Price

$ 1,995,000

Bedrooms

3

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 28,816

Style

Tudor

Lot Size

0.67

Year Built

1957

Town/City

Bayport

County/Region

Suffolk

MLS | Web ID

934770

Features
Interior
Interior Amenities 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 Kitc
Flooring Hardwood
Total Fireplaces 3
Fireplace Features Family Room Masonry Wood Burning
Basement (Y/N) N
Window Features New Windows
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 3
Total Baths 4
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General
Sewer Cesspool
Heating Oil
Cooling Central Air
Utilities Electricity Connected Water Connected
Appliances Microwave Refrigerator Washer
Architectural Style Tudor
Construction Materials Stone Stucco
Year Built 1957
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 0500-411-00-05-00-004-000
County Suffolk County
Property Type Residential
HOA N
Facing Direction West
Garage Y/N N
Total Rooms 14
Full Baths 3
Directions Use GPS
High School Bayport-Blue Point High School
City Islip
Disclosures Lead Paint
Senior Community Y/N N
High School District Bayport-Blue Point
Carport Y/N N
Elementary School Academy Street Elementary School
Property Attached Y/N N
Tax Annual Amount 28816.47
Middle/Junior High School James Wilson Young Middle School
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Bayport-Blue Point
Elementary School District Bayport-Blue Point
Tax Assessed Value 77600
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Exterior
Parking Features Driveway Oversized Driveway Oversized
Water Source Public
Spa Y
Building Area Total 5362
Waterfront Y/N N
Horse Y/N N
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Internal Only
Street Number 1 249
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* Excluded Features
List By
Janice Zavala

Listing Agent

Douglas Elliman Real Estate

Broker

631-589-8500

Contact

Affordability Calculator

$14,685
Per Month
84%
16%
0%
Monthly Principal & Interest
$12,284
Monthly Property Taxes
$2,401
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4100062 Elementary School
4101443 Middle School
Bayport-Blue Point High School High School
Pricing History
DatePricePrice ChangeDescription
12/8/2025$1,995,000 Listed Price

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249 Gerritsen Avenue, Bayport, NY, 11705 is a Single Family Home for sale at $1,995,000 with 5,362 sqft and a lot size of 0.67. 249 Gerritsen Avenue has 3 bedrooms, 3.1 baths, and was built in 1957. The property's zip code is 11705 which is in Bayport, NY