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$2,795,000
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Property Description
Turnkey Deepwater Boater's Retreat with Private Beach Access in the Heart of Islamorada Tucked 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 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.
Full Property Details
Full Property Details for 122 Court Contessa
General
- Price: $2,795,000
- HOA FEE: $42/month
- HOA FEE FREQ.: Annually
- Taxes: $13,927 (2024)
- Status: Active
- Type: Single Family
- Source: Greater_Miami
- MLS ID: A11857499
- Updated: 4/22/2026
- Added to Site: 293 day(s) ago
Interior
- Number of Rooms: 1
- 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
- Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Free-Standing Freezer, Ice Maker, Microwave, Electric Range, Refrigerator, Self-Cleaning Oven, Wall Oven, Washer
- Flooring: Concrete
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
- Primary Bathroom: 2 Primary Bathrooms, Bidet, Combination Tub & Shower, Dual Sinks, Shower Only
Bedrooms
- Total Bedrooms: 3
- Bedroom Features: Primary Bath Shower, Primary Bath Tub, Primary Bedroom Upstairs
Other Rooms
- Living Room: Den/Library/Office, Family Sq. Ft.
- Eat-in kitchen: Yes
- Dining Room: Dining/Living Room, Eat-In Kitchen, Formal Dining, Kitchen Dining
- Laundry: Utility Room/Laundry, Washer/Dryer Hook-Up
Additional Information
- Security/Safety: Curr Owner Wind Mitig Cert Avail, Fire Alarm, Smoke Detector
- Equipment: Automatic Garage Door Opener
Exterior
- Exterior Features: Open Balcony, Outdoor Shower, Room for Pool
- Deck/Patio: Awning(s), Open Balcony, Open Porch, Patio
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 1
- Covered Spaces: 1
- Parking Features: Additional Spaces Available, Covered, Driveway, Golf Cart Parking, Guest, Paver Block
Location
- Area: Port Antigua Plat No 5 &
- County: Monroe County
- Subdivision: PORT ANTIGUA PLAT NO 5 &, Port Antigua
- Building Name: PORT ANTIGUA PLAT NO 5 &
- Driving Directions: Google Maps is easy to find.
- Direction Faces: East
Community
- Community Name: Port Antigua Plat No 5 &
- Association: Yes
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Ceiling Fan(s), Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Municipal Water
Structural Information
- Architectural Style: Detached, Three Or More Stories
- Structure Type: House
- Detached/Attached: Detached
- Construction: Concrete Block Construction, CBS Construction, Elevated Construction
- Roof: Concrete
- Windows: Clear Impact Glass, Complete Impact Glass, Blinds, High Impact Windows, Impact Glass, Picture Window
- Doors: High Impact Doors
- Building Size: 3858
- Square Feet: 2,374
- Sq. Ft. Source: Building Plan/Survey
- Living Area: 2,374 Sq. Ft.
- Year Built: 2021
- Property Condition: Substantially Remodeled, Completely Renovated
Lot Features
- Property View: Bay, Canal, Intracoastal View, Ocean, Direct Ocean, Water
- Lot Size (Sq. Ft.): 5,788
- Frontage Feet: 90
- Lot Features: Less Than 1/4 Acre Lot
- Zoning: IS-M
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: WF/Ocean Access, Canal Front, Ocean Access
Green Features
- Energy Efficient: Appliances, Doors, HVAC, Lighting, Roof, Ventilation, Water Heater, Windows
Financial Considerations
- Price Per Sq. Ft.: $1,177.34
- Association Fee: $500
- Assoc Fee Freq.: Annually
- Tax Amount: $13,927
- Tax Year: 2024
- Terms: All Cash, Conventional, FHA, VA Loan
Disclosures and Reports
- Legal Description: LT 291 PORT ANTIGUA PLAT NO 5-6 PB6-25 OR537-302 OR563-1055 OR798-1172 OR1065-1871 OR1074-861 OR1173-271 OR1171-912 OR1439-1252 OR2680-47/48
- Restrictions: Ok To Lease With Res
- Inclusions: Deeded Beach Access, Boatlift, Community Boat Dock, Community Boat Ramp, Dock Available, Boat Hoists/Davits, Private Dock, Beach, Beach Access, Community Ramp, Dock Available, Dock Owned/Included, Electric Available, Exclusive Use, Hoist/Davit, Lift, No Wake Zone, Parking, Private Dock, Ramp, Up to 80 Ft Boat, Water Available, WiFi Available
- Property ID: 00394489-009400
Listed by The Keyes Company
Get Pre-Approved Today
Schools
Schools serving 122 Court Contessa
School District:Monroe County School District, Middle Torch Key, FL
| Name | Grades | Distance |
|---|---|---|
Plantation Key School 100 Lake Road, Tavernier, FL 33070 | PK-8 | 14.8 mi |
Key West High School 2100 Flagler Avenue, Key West, FL 33040 | 9-12 | 69.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 122 Court Contessa
Date
Details
Price
Change
Source
4/22/2026
Price Reduced
$2,795,000
-3.62%
MLS
1/05/2026
Price Reduced
$2,900,000
-3.33%
MLS
9/02/2025
Price Increased
$3,000,000
—
MLS
8/20/2025
Listed
$2,999,995
300%
MLS
4/10/2014
Sold
$750,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 122 Court Contessa
Year
Property Taxes
Change
Tax Assessment
Change
2024
$13,927
—
$1,938,047
3%
2024
$13,927
11%
$1,875,896
22%
2023
$12,522
25%
$1,536,920
63%
2021
$10,049
-12%
$940,571
-29%
2022
$11,369
13%
$1,320,754
45%
2021
$10,049
10%
$910,225
10%
2019
$9,169
4%
$828,417
4%
2018
$8,794
8%
$796,117
6%
2017
$8,169
2%
$749,635
9%
2016
$7,973
7%
$686,448
6%
2015
$7,442
-8%
$647,460
-8%
2014
$8,114
8%
$705,728
10%
2013
$7,494
—
$641,571
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 122 Court Contessa
122 Court Contessa, Islamorada, FL 33036 (MLS# A11857499) is a Single Family property with 3 bedrooms and 3 full bathrooms. 122 Court Contessa is currently listed for $2,795,000 and was received on August 20, 2025. Want to learn more about 122 Court Contessa? Do you have questions about finding other Single Family real estate for sale in Islamorada? You can browse all Islamorada real estate or contact a Coldwell Banker agent to request more information.

