100 Keyes, 1926 - 2026
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122 Court Contessa

Islamorada, FL

Listing Details

  • $2,795,000
  • MLS# A11857499
  • Type Residential - Single Family
  • Status Active
  • 3
    Bedrooms
  • 3 full
    Bathrooms
  • 2,374
    Square Feet
  • 0.133 acres
    Lot Size
  • 2021
    Year Built

Description

Rarely available, turnkey Deepwater Boaters Retreat with Private Beach Access in the Heart of IslamoradaTucked away on a quiet cul-de-sac in one of the most desirable enclaves in Islamorada, this fully renovated 3-bedroom, 3.5-bath home delivers the ultimate Florida Keys lifestyle--where luxury, durability, and world-class boating converge.Built for peace of mind and longevity, the home features solid concrete construction and a concrete roof, offering superior storm resilience and insurance advantages rarely found in the Keys.Designed for serious boaters, the property boasts 90 feet of deep-water dockage with immediate access to both the... Read more bay and the Atlantic Ocean--no bridges.Inside, the home is completely turnkey ready. Expansive balconies and a large outdoor patio overlook the wide canal, creating a private waterfront setting perfect for sunset dining.The oversized paved driveway provides ample parking for guests, trailers, or multiple vehicles -- an uncommon convenience in this area.What truly sets this property apart is access to a rare, highly coveted private beach area, widely regarded by locals as one of the finest in the Florida Keys, offering a unique blend of boating and beach lifestyle that is seldom available in a single property.Whether youre seeking a primary residence, a luxury second home, or an income-producing waterfront asset, this property delivers unmatched versatility and strong potential for high-end monthly rentals.

Video

Key Features

  • Open Balcony
  • Outdoor Shower
  • Room For Pool
  • Second Floor Entry
  • Closet Cabinetry
  • Cooking Island
  • Pantry
  • Vaulted Ceiling(s)
  • Walk-In Closet(s)
  • Den/Library/Office
  • Family Room
  • Utility Room/Laundry
  • Boating
  • Maintained Community
  • Management On Site
  • Paved Road
  • Picnic Area
  • Street Lights
View All Features
122 Court Contessa
Islamorada, FL 33036
Subdivision
PORT ANTIGUA PLAT NO 5 Port Antigua
County
Monroe

Contact the Agent

Luxury Homes Specialist
Contact the Listing Agent
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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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 on this site was last updated 06/22/2026. The listing information on this page last changed on 06/22/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 06/22/2026 6:10:12 AM EST) or Miami MLS (last updated Mon 06/22/2026 12:28:41 AM EST) or Stellar MLS (last updated Mon 06/22/2026 1:58:52 AM EST) or SPC MLS (last updated Sun 06/21/2026 11:21:13 PM EST) or Martin MLS (last updated Sun 06/21/2026 11:38:10 PM EST) or Indian River MLS (last updated Sun 06/21/2026 11:30:12 PM EST) or Daytona MLS (last updated Sun 06/21/2026 11:36:43 PM EST) or Fort Myers (last updated Sun 06/21/2026 11:04:30 PM EST) or Sanibel (last updated Mon 06/22/2026 12:23:23 AM EST) or Tallahassee MLS (last updated Sun 06/21/2026 10:48:19 PM EST) or Northeast Florida MLS (last updated Mon 06/22/2026 12:18:53 AM EST) or Beaches MLS (last updated Sun 06/21/2026 2:37:37 AM EST) or Naples MLS (last updated Sun 06/21/2026 11:40:22 PM EST) or Bonita Springs MLS (last updated Sun 06/21/2026 11:02:23 PM EST) or PBI MLS (last updated Sun 06/21/2026 11:21:27 PM EST) or Florida Keys MLS (last updated Mon 06/22/2026 12:28:28 AM EST). Real estate listings held by brokerage firms other than The Keyes Company may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Agent License Information: 3636025

All Property Features

  • Property Type: Residential - Single Family
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Free-Standing Freezer, Ice Maker, Microwave, Electric Range, Refrigerator, Self Cleaning Oven, Wall Oven, Washer
  • Community Features: Boating, Maintained Community, Management On Site, Paved Road, Picnic Area, Street Lights
  • Cooling: Ceiling Fan(s), Central Air
  • Crops Included Y/N: No
  • Days on Site: 306
  • Directions: Google Maps is easy to find. No gates
  • Door Features: High Impact Doors
  • Exterior: Concrete Block Construction, CBS Construction, Eleva
  • Exterior Features: Open Balcony, Outdoor Shower, Room For Pool
  • Flooring: Concrete
  • Garage: 1 car attached
  • Heating: Central
  • HOA Fee: 500/ Annually
  • Home Style: Detached, Three Or More Stories
  • Home Warranty Y/N: No
  • Interior Features: Second Floor Entry, Closet Cabinetry, Cooking Island, Pantry, Vaulted Ceiling(s), Walk-In Closet(s), Den/Library/Office, Family Room, Utility Room/Laundry
  • Laundry: Utility Room/Laundry, Washer/Dryer Hook-Up
  • Lease Considered Y/N: No
  • Listing Terms: All Cash, Conventional, FHA, VA Loan
  • Lot Description: Less Than 1/4 Acre Lot
  • Lot Size: 0.13 Acres
  • Other Equipment: Automatic Garage Door Opener
  • Parcel#: 00394489-009400
  • Parking: Additional Spaces Available, Covered, Driveway, Golf Cart Parking, Guest, Paver Block
  • Parking Notes: Additional Spaces Available, Covered, Driveway, Golf
  • Patio/Porch: Awning(s), Open Balcony, Open Porch, Patio
  • Property Attached Y/N: No
  • Property Sub-Type: Single Family Residence
  • Roof Type: Concrete
  • Security: Curr Owner Wind Mitig Cert Avail, Fire Alarm, Smoke Detector
  • Sewer: Public Sewer
  • Special View Info: Bay, Canal, Intracoastal View, Ocean, Direct Ocean, Wat
  • Swimming Pool: Yes
  • Taxes: $13,927
  • Water: Municipal Water
  • Water Features: WF/Ocean Access, Canal Front, Ocean Access
  • Window: Clear Impact Glass, Complete Impact Glass, Blinds, High Impact Windows, Impact Glass, Picture Window
  • Year Built: 2021

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