300 Private Road, 8, Southold, NY, 11935
$1,995,000
$2,199,999
activeBedrooms
4
Bathrooms
3
Sq Ft
3,500
Lot Size
145,490 sqft
Year Built
1999
Garage
2 car
Type
Single Family
Estimate. Actual payment depends on credit, lender, taxes, and insurance.
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.
Listed by Justin Soriano, Signature Premier Properties
Listings courtesy of OneKey® MLS as distributed by MLS GRIDBased on information submitted to the MLS GRID as of Apr 20, 2026, 3:12 PM UTC (date and time MLS GRID Data was obtained). All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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