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$1,585,000

90 Caiola Ct

Greenport, NY
Pending
4
Bedrooms
3
Bathrooms
0.62
Lot Size (acres)
2007
Year Built
93
Days On Market

Welcome to 90 Caiola Court, nestled within the highly sought-after waterfront community of Rock Cove Estates in the charming hamlet of Greenport. Built in 2007 and impeccably maintained, this Post Modern residence makes an immediate impression with its mature specimen landscaping, manicured grounds, and timeless curb appeal. Step inside to a grand, light-filled foyer featuring soaring ceilings, an elegant open staircase, and an inviting sense of scale that sets the tone for the home's thoughtfully designed interior. The main level offers an exceptional layout for both everyday living and entertaining, featuring a formal dining room, gracious living room, and an inviting media room anchored by a classic wood-burning fireplace. At the heart of the home, the spacious eat-in kitchen is appointed with abundant cabinetry, generous counter space, and a highly functional layout designed to accommodate everything from casual everyday meals to large-scale gatherings. Just beyond, a private home office overlooks the rear grounds, providing a peaceful and inspiring workspace. Occupying nearly 900 square feet, the second-floor primary suite serves as a true private retreat, complete with dual custom walk-in closets and a luxurious spa-inspired bath featuring double vanities, a walk-in shower, and a Jacuzzi soaking tub. Three additional guest bedrooms and a well-appointed full hallway bathroom complete the upper level, providing comfortable accommodations for family and guests alike. Another huge bonus is the expansive unfinished basement with 8' ceilings and walk-out egress already in place, making this ripe for another fully finished space which would add approximately 1400 additional sqft. Perfectly positioned within one of Greenport's most desirable beach communities, residents enjoy private access to the Rock Cove Estates association beach while remaining just minutes from the vibrant shops, acclaimed restaurants, marinas, and waterfront attractions of Greenport Village, as well as the renowned wineries, farm stands, and scenic beauty that define the North Fork lifestyle.

Listing Information

Listing Updated
17 days ago
Listed By
William J. Walters CBR · Daniel Gale Sothebys Intl Rlty, 6314770013
MLS#
1027434
Source
OneKey MLS
Status
Pending

Facts & Features

Location

Community Information

Address
90 Caiola Ct, Greenport, NY 11944
City
Greenport
County
Suffolk
Zip Code
11944

Architecture

Bedrooms
4
Bathrooms
3
Year Built
2007
Style
Post Modern
Construction Materials
Frame, Cedar
Garage
Yes
Garage Spaces
2
Parking Features
Driveway, Garage

Features & Amenities

Interior Features
High Speed Internet, Cathedral Ceiling(s), Eat-in Kitchen, Walk-In Closet(s), Kitchen Island, Central Vacuum, Double Vanity, Recessed Lighting, High Ceilings, Entrance Foyer, Crown Molding, Stone Counters, His and Hers Closets, Soaking Tub
Appliances
Dryer, Dishwasher, Electric Range, Refrigerator, Washer, Freezer, Electric Oven, Exhaust Fan
Flooring
Tile, Wood
Exterior Features
None
Patio and Porch
Deck
Cooling
Central Air
Heating
Forced Air, Natural Gas

Property Features

Lot Size
0.62 Acres
Lot Features
Level, Near Golf Course, Private, Landscaped, Front Yard, Near Public Transit
Water
Public
Sewer
Septic Tank
Utilities
Natural Gas Available, Cable Connected, Electricity Connected, Water Connected, Underground Utilities, Phone Connected

Square Footage

Total
3,392 sq. ft.

Tax & Financial Information

List Price
$1,585,000
Annual Taxes
$14,521
Association Fee
$350 (paid Annually)

Schools

100/100
Greenport Elementary School
Elementary · Grades PK–06 · 1 mi
Assigned school for this home
City
Greenport
Students
331
Student body
60% Hispanic / Latino · 25% White · 8% Black
Free/reduced lunch
80%
Phone
(631) 477-1950
51/100
Greenport High School
High · Grades 07–12 · 1 mi
Assigned school for this home
City
Greenport
Students
356
Student body
57% Hispanic / Latino · 30% White · 7% Black
Free/reduced lunch
63%
Phone
(631) 477-1950
72/100
Oysterponds Elementary School
Elementary · Grades PK–06 · 4.4 mi
City
Orient
Students
86
Parent reviews
5.0★ avg · 2 reviews
Student body
69% White · 23% Hispanic / Latino · 5% Two or More Races
Phone
(631) 323-2410
55/100
Southold Junior-Senior High School
High · Grades 07–12 · 4.8 mi
City
Southold
Students
456
Student body
63% White · 32% Hispanic / Latino · 3% Asian
Free/reduced lunch
31%
Phone
(631) 765-5081
55/100
Southold Elementary School
Elementary · Grades KG–06 · 4.8 mi
City
Southold
Students
333
Student body
63% White · 32% Hispanic / Latino · 2% Asian
Free/reduced lunch
34%
Phone
(631) 765-5400
53/100
Shelter Island School
7th & Above · Grades PK–12 · 3.8 mi
City
Shelter Island
Students
225
Student body
77% White · 16% Hispanic / Latino · 4% Two or More Races
Free/reduced lunch
26%
Phone
(631) 749-0302

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
09/15/2026Price change$1,585,000
07/17/2026Listed for sale$1,785,000

Listed by William J. Walters CBR · Daniel Gale Sothebys Intl Rlty · 6314770013

Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, OneKey MLS. All rights reserved.

Last Updated: September 30, 2026 at 2:47 PM | Source: OneKey MLS | MLS#: 1027434

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