122 Court Contessa
Islamorada, FL 33036
$2,740,000
$1,154/ft²
About this home
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
- Waterfront
Property details
Listing
- MLS #
- A12073183
- Status
- For sale
- Listed on
- Aug 18, 2026
- Days on market
- 9 days
- Listing data updated
- Aug 18, 2026
Interior
- Beds
- 3
- Baths
- 3.5
- Living area
- 2,374 ft²
- Price per ft²
- $1,154/ft²
Building & community
- Type
- Single-family home
- Year built
- 2021
- HOA fee
- $42/mo
- County
- Monroe
Lot & exterior
- Lot size
- 5,788 ft²
- Waterfront
- Yes
Days on market, price per ft² and the monthly HOA amount are calculated by this site from the MLS data shown; the association fee is normalized to a monthly figure.
What's nearby
- Transit
- MILE MARKER 74 ISLAMORADA · 0.3 mi away
Straight-line distances · Sources: NCES/FL DOE, GTFS Miami-Dade and Broward, OpenStreetMap
True monthly cost
- Mortgage (principal & interest)
- $13,855
- Property taxes (est.)
- $2,512
- Home insurance (est.)
- $2,055
- Flood insurance (est.)
- —
- HOA fee
- $42
Estimated total$18,464*/mo
* Some cost lines aren't available yet for this listing; the total shown is incomplete.
Based on 20% down, a 6.5% rate and a 30-year loan, plus this home's estimated Florida carrying costs. All figures are illustrative estimates — not quotes, not financial or insurance advice.
Sources: flood zone — FEMA National Flood Hazard Layer; mortgage, taxes and insurance figures — this site's own estimates; HOA / CDD — as reported for this listing.
What will this home really cost you?
Location
Mortgage calculator
$13,855/moEstimated principal & interest. Taxes, insurance, and HOA are not included. This is an estimate, not a quote or financial advice.
This listing is courtesy of The Keyes Company.
Lourdes Martin-Rosa · 305-505-8050 · lmrosa@me.com · 954-966-0631
Data deemed reliable, but is not guaranteed accurate by MIAMI REALTORS®.
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