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.
Sold for $1,885,000 on 08/01/25
$1,885,000
155 Caiola Court, Greenport, NY 11944
4beds
3,500sqft
Single Family Residence, Residential
Built in 2005
0.62 Acres Lot
$1,885,400 Zestimate®
$539/sqft
$7,708 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: August 01, 2025 at 10:58am
Listed by:
William J. Walters CBR 631-553-6533,
Daniel Gale Sothebys Intl Rlty 631-477-0013
Bought with:
Bridget Elkin, 10401343265
Compass Greater NY LLC
Source: OneKey® MLS,MLS#: 866393

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Heating
- Forced Air
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Exhaust Fan, Freezer, Microwave, Oven, Range, Refrigerator, Washer
- Laundry: Laundry Room
Features
- First Floor Bedroom, First Floor Full Bath, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Chefs Kitchen, Eat-in Kitchen, Formal Dining, Kitchen Island, Primary Bathroom, Master Downstairs, Open Floorplan, Open Kitchen, Pantry, Recessed Lighting, Stone Counters
- Flooring: Wood
- Basement: Full
- Attic: Pull Stairs
- Number of fireplaces: 1
- Fireplace features: Gas
Interior area
- Total structure area: 3,500
- Total interior livable area: 3,500 sqft
Property
Parking
- Total spaces: 7
- Parking features: Driveway, Garage
- Garage spaces: 4
- Has uncovered spaces: Yes
Features
- Patio & porch: Deck, Patio
- Pool features: Indoor
- Waterfront features: Beach Access, Sound, Water Access
Lot
- Size: 0.62 Acres
- Features: Back Yard, Level, Near Golf Course, Near Public Transit, Near Shops
Details
- Parcel number: 1000033000300019016
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence, Residential
Condition
- Actual
- Year built: 2005
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Natural Gas Connected, Phone Connected, Trash Collection Private, Water Connected
Community & neighborhood
Community
- Community features: Other
Location
- Region: Greenport
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $500 annually
- Amenities included: Park
- Services included: Common Area Maintenance
Other
Other facts
- Listing agreement: Exclusive Right To Sell