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- Description
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Street View
$1,585,000
Monthly Est:$7,889
4 Beds
- 3 Baths
3 full baths
3,392sqft
90 Caiola Ct, Southold, NY 11944
$1,585,000
$7,889/moEst:
Get Pre-Approved
Single Family Residence
Built in 2007
$29.17/mo HOA
27,007 sqft lot
$467/sq.ft
Description
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.
- Houzeo last checked: 8 minutes ago
- Listing updated: September 30, 2026 at 2:43 pm
- Listing Provided by: William J. Walters CBR (631) 553-6533 | Daniel Gale Sothebys Intl Rlty (631) 477-0013
- Source: OneKey MLS-NY | MLS#: 1027434

Property Details
Status
Pending
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
2007
HOA Fees
$29.17/mo
Finished Area
3,392 sqft
Lot Size
27,007 sqft lot
Basement Area
- sqft
MLS Name
OneKey MLS
MLS Number
1027434
MLS Status
Pending
Days on Market
83
Cumulative Days on Market
138

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Location
HOA Management
Rockcove Estates
HOA Fees
$350/ Annually
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Other
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 3
Interior
Sewer
Septic Tank
Cooling
Central Air
Exterior Features
None
Flooring
Tile, Wood
Appliances
Dishwasher, Dryer, Electric Oven, Electric Range, Exhaust Fan, Freezer, Refrigerator, Washer
Heating
Forced Air, Natural Gas
Interior Features
First Floor Full Bath, Cathedral Ceiling(s), Central Vacuum, Crown Molding, Double Vanity, Eat In Kitchen, Entrance Foyer, Formal Dining, High Ceilings, High Speed Internet, His And Hers Closets, Kitchen Island, Primary Bathroom, Recessed Lighting, Soaking Tub, Stone Counters, Walk In Closet(s)
Construction
Year Built
Year Built: 2007
Home type
Single Family Residence
Construction Materials
Cedar, Fiberglass Insulation, Frame
Architectural Style
Post Modern
Utilities & Energy
Basement
Full, Walk Out Access
Parking Features
Driveway, Garage
Water Source
Public
Fireplace Features
Wood Burning
Utilities
Cable Connected, Electricity Connected, Natural Gas Available, Phone Connected, Underground Utilities, Water Connected
Laundry Features
Laundry Room
Other Features
Patio And Porch Features
Deck
Lot Features
Front Yard, Landscaped, Level, Near Golf Course, Near Public Transit, Near School, Near Shops, Private
Price History
| Date | Event | Price |
|---|---|---|
09/30/2026 Source: | Pending | $1,585,000 $467/sqft |
09/15/2026 Source: | Price Decreased | $1,585,000 -6.49% $467/sqft |
08/04/2026 Source: | Price Decreased | $1,695,000 -5.04% $500/sqft |
07/17/2026 Source: | Listed for Sale | $1,785,000 $526/sqft |
Nearby Homes
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Based on information from OneKey MLS, through Oct 09, 2026, 11:31AM. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.
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