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122 Court Contessa, Islamorada, Florida 33036

Active For Sale
$2,740,000
  • Beds 3
  • Baths 4
  • Sq Ft 2,374 Sqft
  • Visits: 1 in 6 days

Description

Rarely available turnkey Deepwater Boater’s retreat with a Private Bayside beach in the heart of the fishing capital of the world. Tucked away on a quiet cul-de-sac in one of the most desirable enclaves in the Florida Keys, this fully renovated 3-bedroom, 3.5-bath concrete residence 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 FT of deepwater dockage with immediate access to both the bay and the Atlantic Ocean – NO BRIDGES, no delays, just open water within minutes. The home is completely updated with a seamless indoor-outdoor flow ideal for entertaining or extended stays. The oversized paved driveway provides ample parking for guests, trailers, or multiple vehicles – an uncommon convenience in this area. What truly sets this home apart is access to a rare, highly coveted private bayside beach, 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 you’re 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.

Features

  • Heating System: Central
  • Cooling System: Central Air, Ceiling Fan(s)
  • Patio: Balcony, Open, Patio, Porch
  • Parking: Driveway, Garage, Garage Door Opener, Attached, Covered, Guest, Paver Block, Golf Cart Garage

Appliances

  • Appliances: Dryer, Dishwasher, Electric Range, Microwave, Refrigerator, Washer, Electric Water Heater, Disposal, Ice Maker, Oven, Free-Standing Freezer

Address Map

  • Country: US
  • State: FL
  • County: Monroe
  • City: Islamorada
  • Subdivision: PORT ANTIGUA PLAT NO 5 &
  • Zipcode: 33036
  • Street: Court Contessa
  • Street Number: 122
  • Floor Number: 0
  • Longitude: W81° 16' 17.5''
  • Latitude: N24° 51' 37.5''
  • Directions: Google Maps is easy to find. No gates
  • MLS Area: 5940 - Other Florida County

MLS Addon

  • Association Amenities: Picnic Area, Management, Beach Rights, Maintenance, Boating, Beach Access
  • Association Fee: $500
  • Association Fee Frequency: Annually
  • Carport Spaces:
  • Close Date:
  • Close Price: $0
  • Elementary School: Plantation Key
  • Exterior Features: Balcony, Awning(s), Outdoor Shower, Room For Pool, Outdoor Living Area
  • Fireplaces Total: 0
  • Flooring: Concrete
  • Garage Spaces: 1
  • High School: Coral Shores
  • Insurance Expense: $0
  • Interior Features: Dual Sinks, Living/Dining Room, Upper Level Primary, Closet Cabinetry, Eat-in Kitchen, Walk-In Closet(s), Kitchen Island, Bidet, Pantry, Separate Shower, Dining Area, Separate/Formal Dining Room, Vaulted Ceiling(s), Kitchen/Dining Combo, Tub Shower, Bathtub, Soaking Tub, Multiple En Suite Bathrooms
  • Laundry Features: Washer Hookup, Dryer Hookup
  • Levels: Three Or More
  • Middle Or Junior School: Plantation Key
  • New Taxes Expense: $0
  • Stories: 0
  • Stories Total: 3
  • Tax Annual Amount: $13,927
  • Window Features: Blinds, Other
  • Zoning: IS-M

Location

Listing Updated: 2026-10-07 18:26:32

  • Property Type : Single Family
  • Property Sub Type : Single Family Residence
  • Listing Type : For Sale
  • Listing ID : A12073183
  • Price : $2,740,000
  • View : Bay, Beach, Canal, Intercoastal, Ocean, Water
  • Bedrooms : 3
  • Bathrooms : 4
  • Full Bathrooms : 3
  • Half Bathrooms : 1
  • Square Footage : 2,374 Sqft
  • Year Built : 2021
  • Lot Area : 0.13 Acre
  • Listing Status : Active
  • Days On Market : 46
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