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122 Court Contessa, Islamorada, Florida 33036

Active For Sale
$2,750,000
  • Beds 3
  • Baths 3
  • Sq Ft 2,374 Sqft
  • Visits: 6 in 335 days

Description

Rarely available, turnkey Deepwater Boater’s 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 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. 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. Some Exterior Photos are AI-generated.

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
  • Close Price: $0
  • Elementary School: Plantation Key
  • Exterior Features: Balcony, Awning(s), Outdoor Shower, Room For Pool, Outdoor Living Area
  • 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 Total: 3
  • Tax Annual Amount: $13,927
  • Window Features: Blinds, Other
  • Zoning: IS-M

Location

Listing Updated: 2026-07-17 14:52:04

  • Property Type : Single Family
  • Property Sub Type : Single Family Residence
  • Listing Type : For Sale
  • Listing ID : A11857499
  • Price : $2,750,000
  • Bedrooms : 3
  • Bathrooms : 3
  • Full Bathrooms : 3
  • Half Bathrooms : 0
  • Square Footage : 2,374 Sqft
  • Year Built : 2021
  • Lot Area : 0.13 Acre
  • Listing Status : Active
  • Days On Market : 335
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