38099 Main Road, Orient, NY

$4,500,000

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3

Beds

2

Baths

2,000

Square feet

0.69

Acres

About 38099 Main Road

At the end of a secluded, private one-mile road, where the land meets the Long Island Sound, this newly renovated modern beach house offers breathtaking views, refined design, and total privacy. Set on two-thirds of an acre and surrounded by two 30 acre privately owned parcels of land, one of which is entirely vacant, the home features over 100 feet of private beachfront with a naturally sloped path leading to the shore. Every inch of this residence is bathed in natural light and designed to celebrate its stunning surroundings—from the expansive great room with white oak flooring and gas fireplace to the vaulted dining area and sleek kitchen with a gas stove and integrated workspace. The primary suite includes a spa-inspired bath with a sauna, shower, and bidet, while the additional first floor bedroom has an en-suite bathroom with a second floor bedroom as well. There is a full fitness center in a finished basement with heat and central air conditioning with walk out stairs to the pool area. All new Pella black-framed windows perfectly frame the Sound, with nearly every room offering unobstructed water views. Outside, lush landscaping and vibrant hydrangeas surround a 50’ x 8’ heated saltwater gunite pool with an automatic cover and stone patio, creating a peaceful outdoor retreat ideal for both entertaining and everyday living. The white board and batten siding, matte black metal roof, and detached one-car garage complete the clean, modern aesthetic. With porcelain tile sunroom floors, low taxes, and deeded road rights with private gate, this is a rare opportunity to own a fully renovated waterfront home with unrivaled serenity, where the sunsets, sea breeze, and silence feel like your own private oasis.

Features of 38099 Main Road

MLS® # 1047292
Price $4,500,000
Bedrooms 3
Bathrooms 2.00
Full Baths 2
Internal Footage 2,000
Square Footage 30056
Acres 0.69
Year Built 2003
Type Residential
Sub-Type Single Family Residence
Style Traditional
Status Active

Community Information

Address 38099 Main Road
City Orient
County Suffolk County
State NY
Zip Code 11957

Amenities

Utilities Cable Connected, Electricity Connected, Phone Connected, Sewer Connected, Trash Collection Private, Water Connected
Parking Private
# of Garages 15
View Water
Is Waterfront Yes
Waterfront Sound
Has Pool Yes

Interior

Interior Hardwood
Interior Features First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Breakfast Bar, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Formal Dining, High Ceilings, High Speed Internet, Kitchen Island, Quartz/Quartzite Counters, Recessed Lighting, Soaking Tub, Sound System, Speakers
Appliances Cooktop, Dryer, Exhaust Fan, Gas Cooktop, Gas Range, Stainless Steel Appliance(s), Washer, Water Softener Owned
Heating Propane
Cooling Central Air
Fireplace Yes
# of Fireplaces 1
Fireplaces Wood Burning
Has Basement Yes
Basement Finished, Full, Walk-Out Access

Exterior

Exterior Features Garden
Lot Description Front Yard, Garden, Sprinklers In Front, Sprinklers In Rear, Waterfront
Construction Frame

School Information

District Greenport
Elementary Oysterponds Elementary School
Middle Greenport High School
High Greenport High School

Additional Information

Date Listed September 6th, 2026
Days on Market 1
Short Sale No
RE / Bank Owned No

Listing Details

Listing Provided Courtesy ofDouglas Elliman Real Estate
Contact Info631-477-2220

Listing Map

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