155 Caiola Court

Greenport, NY 11944

Discover an exceptional opportunity to own in Rock Cove Estates, one of the North Fork’s most sought-after communities. This 4-bedroom, 3.5-bathroom home is surrounded by similarly elegant, high-caliber residences—each reflecting a shared standard of luxury and pride of ownership that defines this prestigious enclave. Perfectly positioned at the end of a cul-de-sac on a lush .63-acre lot, this coastal retreat offers deeded access to a private community beach, just a scenic 5-minute walk from your front door. Enjoy quiet morning strolls along the Long Island Sound, sunset picnic, and the unparalleled tranquility that only private shoreline access can provide. Inside, the home welcomes you with a grand two-story foyer and a refined layout designed for both relaxed living and elegant entertaining. The formal dining room and versatile flex space are ideal for hosting or working from home. A spacious first-floor primary ensuite offers a peaceful haven, while the open-concept eat-in kitchen and living room—with vaulted ceilings and a cozy gas fireplace—create the perfect setting for gatherings. Upstairs, two guest bedrooms and a junior ensuite provide ample privacy for guests. Step outside to an entertainer’s paradise: a large deck, inviting gunite pool, and sun-drenched patio surrounded by beautifully landscaped grounds. Located just minutes from the historic village of Greenport, you’ll enjoy close proximity to award-winning restaurants, boutique shops, vibrant marinas, seasonal farmer’s markets, and the North Fork’s celebrated vineyards. Whether you’re boating in the harbor, dining al fresco, or savoring local wines, Greenport offers the perfect complement to your coastal lifestyle. This is not just a home—it’s a rare chance to become part of a close-knit, luxury seaside community where every detail reflects quality and exclusivity. Experience the best of Long Island Sound living in Rock Cove Estates.

Listing courtesy of Daniel Gale Sothebys Intl Rlty williamwalters@danielgale.com


Based on information submitted to the MLS GRID as of 2025-06-03 01:17 PM EDT. 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.