300 Private Road 8
Cutchogue, NY, 11935 $ 2,195,000
Bedrooms4 Baths2.1 Sq 3,500 Monthly Estimate*
$ 13,515
for $2,195,000 with 4 bedrooms and 2 full baths, 1 half bath. This 3,500 square foot home was built in 1999 on a lot size of 3.34.
Just 90 minutes from New York City, discover an extraordinary opportunity to own a private estate retreat in the heart of the coveted North Fork. Tucked away at the end of a quiet cul-de-sac and set on 3.3 lush, sprawling acres, this exceptional 3,500-square-foot Victorian-style residence offers a rare blend of timeless elegance, modern comfort, and serene countryside living. A classic wraparound porch sets the tone, inviting you into a warm and refined interior where expansive living spaces are thoughtfully designed for both everyday living and upscale entertaining. The home features four generously sized bedrooms and multiple baths, including a beautifully renovated primary suite bath that adds a touch of modern luxury. Rich wood flooring flows throughout, complemented by three fireplaces that create an inviting ambiance across the formal living room, elegant dining room, and oversized family room. At the heart of the home, a spacious chef’s kitchen offers the perfect setting for gatherings both large and intimate, while additional highlights—including central air, central vacuum, a full basement with outside entrance, and a garage with an oversized loft—provide both comfort and endless potential for customization, whether for extended living space, a studio, or recreational use. Step outside to your own private resort. The beautifully landscaped grounds are framed by mature trees and open land, offering exceptional privacy rarely found on the North Fork. A stunning in-ground pool with an expansive patio creates the ultimate outdoor oasis—ideal for summer entertaining, weekend escapes, or quiet relaxation under the sun. With ample space for expansion, the property also lends itself perfectly to a pool house or equestrian use, making it an ideal horse property. Located just moments from world-renowned vineyards, charming farm stands, and pristine North Fork beaches only 1.5 miles away, this remarkable estate offers a lifestyle that is both refined and relaxed. Whether you’re seeking a full-time residence, a weekend retreat, or a legacy property, this is a rare offering where luxury, privacy, and location come together seamlessly.
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FeaturesInteriorInterior Amenities First Floor Bedroom Breakfast Bar Central Vacuum Chandelier Eat-in Kitchen Entrance Foyer Formal Dining Granite Counters Kitchen Island Open Floorplan Open Kitchen Pantry Storage
Basement Full Unfinished
Flooring Hardwood
Total Fireplaces 3
Basement Features Full Unfinished
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 4
Total Baths 3
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GeneralSewer Cesspool
Heating Oil
Cooling Central Air
Utilities Cable Available Electricity Available
Appliances Dryer Electric Oven Electric Water Heater Gas Cooktop Microwave Oven Refrigerator Washer
Garage Spaces 2
Architectural Style Victorian
Pool Features Diving Board Electric Heat In Ground
Construction Materials Vinyl Siding
Year Built 1999
Unit Number 8
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 1000-097-00-03-00-018-007
County Suffolk County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 10
Full Baths 2
High School Mattituck Junior-Senior High School
City Southold
Senior Community Y/N N
High School District Mattituck-Cutchogue
Carport Y/N N
Elementary School Mattituck-Cutchogue Elementary Sch
Property Attached Y/N N
Tax Annual Amount 15341.65
Middle/Junior High School Mattituck Junior-Senior High School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Mattituck-Cutchogue
Elementary School District Mattituck-Cutchogue
Tax Assessed Value 9000
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ExteriorParking Features Detached Detached
Water Source Public
Waterfront Y/N N
Horse Y/N Y
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* Excluded FeaturesList ByJustin SorianoListing Agent
Signature Premier PropertiesBroker
Affordability Calculator
- Monthly Principal & Interest
- $13,515
- Monthly Property Taxes
- $1,278
- 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.
Learn more about how to save NearbySingle family listings in Cutchogue, NY
Average List Price $2,412,167
Percent of Sale Price 10%
About Cutchogue, NY 3,370 Population
3% Since 2002
$ 89,407 Median Income
53.05 Median Age
17% Households with Children
Trends Information provided by ATTOM Data Solutions.
4100006 Elementary School
4099858 Middle School
Mattituck Junior-Senior High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/1/2026 | $2,195,000 | | Listed Price |