Premier Brokers International
122 Court Contessa, Islamorada, FL 33036
ActiveMLS listing sourceMIAMI REALTORS® MLS
ActiveMLS® A12073183
$2,740,000

122 Court Contessa, Islamorada, FL 33036

Beds
3
Baths
4
Sqft
2,374
Est. payment$16,790/mo
Home type
Single Family Residence
Year built
2021
Lot size
5,663 sqft
Price / sqft
$1,154
HOA
$42/mo
Community
PORT ANTIGUA PLAT NO 5 &

Property 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.

Listing activity

Days on market
67
Listed
Aug 18, 2026
MLS listing updated
Oct 19, 2026
Feed last checked
10 minutes ago

Listed by Lourdes Martin-Rosa · The Keyes Company

Map

Map location is based on MLS-supplied coordinates. Verify the location before relying on it.

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms
3
Bathrooms
4
Bathrooms (decimal)
3.5
Full bathrooms
3
Half bathrooms
1

Rooms & features

Rooms
4
Interior features
Closet Cabinetry, Kitchen Island, Pantry, Vaulted Ceiling(s), Walk-In Closet(s)
Flooring
Concrete
Appliances
Electric Water Heater, Dishwasher, Disposal, Dryer, Electric Range, Free-Standing Freezer, Ice Maker, Microwave, Oven, Refrigerator, Washer
Laundry
Washer Hookup, Dryer Hookup
Window features
Blinds, Other

Heating & cooling

Heating
Central
Cooling
Ceiling Fan(s), Central Air
Property

Parking

Garage spaces
1
Garage
Yes
Covered spaces
1
Parking features
Attached, Attached Garage, Covered, Driveway, Garage, Garage Door Opener, Golf Cart Garage, Guest, Paver Block
Attached garage
Yes

Exterior

Stories
3
Building area
3,858 sqft
Entry level
2
Patio & porch
Porch - Open, Porch, Patio
Exterior features
Balcony, Awning(s), Outdoor Shower
Pool
No
View
Ocean, Intracoastal, Direct Ocean, Canal, Beach, Bay, Water
Waterfront
Ocean Access, Deeded Beach Access, Canal Front
Waterfront property
Yes

Lot

Lot size
5,663 sqft
Lot size (acres)
0.13 acres
Lot features
Room for Pool
Zoning
IS-M
Road surface
Paved
Construction

Type & style

Home type
Single Family Residence
Year built
2021
New construction
No

Materials

Construction
Block, CBS
Roof
Concrete
Property condition
Updated/Remodeled
Levels
Three Or More
Faces
East
Utilities & green energy

Utilities

Electric
Circuit Breakers
Sewer
Public Sewer
Water
Public
Green features
Appliances, Doors, HVAC, Lighting, Roof, Water Heater, Windows
Community & HOA

Community

Subdivision
PORT ANTIGUA PLAT NO 5 &
MLS area
5940 - Other Florida County
MLS subarea
Other
Security
Fire Alarm, Smoke Detector(s)
Pets allowed
Yes
55+ community
No

Association

Has association
Yes
Association fee
$500 annually
Estimated monthly dues
$42
Amenities
Beach Access, Boating, Maintained Community, Management, Manager On Site, Picnic Area, Street Lights
Lease details

Not reported by the listing source.

Location

Area details

City
Islamorada
County
Monroe
ZIP code
33036
Manufactured home details

Not reported by the listing source.

Financial & listing details

Listing

MLS number
A12073183
Possession
Close Of Escrow
Original list price
$2,740,000
Parcel number
00394489009400
Annual property tax
$13,927
Tax year
2026
Tax 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
Special listing conditions
Real Estate Owned
Additional MLS details

Reported by the listing source

Association Amenities
Beach Access, Boating, Maintained Community, Management, Manager On Site, Picnic Area, Street Lights
Association Fee Frequency
Annually
Association
Yes
Bathrooms Total Decimal
3.5
Bathrooms Total Integer
4
Building Area Total
3858
Construction Materials
Block, CBS
County Or Parish
Monroe
Days On Market
67
Direction Faces
East
Elementary School
Plantation Key
Green Energy Efficient
Appliances, Doors, HVAC, Lighting, Roof, Water Heater, Windows
Green Indoor Air Quality
Ventilation
High School
Coral Shores
Laundry Features
Washer Hookup, Dryer Hookup
List Price
2740000
Listing Contract Date
2026-08-18
Living Area
2374
Lot Size Acres
0.13
Lot Size Area
5788
MLSArea Major
5940 - Other Florida County
MLSArea Minor
Other
Middle Or Junior School
Plantation Key
Mls Status
Active
On Market Date
2026-10-02
Patio And Porch Features
Porch - Open, Porch, Patio
Photos Count
80
Postal Code
33036
Property Sub Type
Single Family Residence
Property Type
Residential
Road Surface Type
Paved
Rooms Total
4
Security Features
Fire Alarm, Smoke Detector(s)
Senior Community
No
Standard Status
Active
State Or Province
FL
Status Change Timestamp
2026-10-02T05:16:05Z
Stories Total
3
Subdivision Name
PORT ANTIGUA PLAT NO 5 &
Water Source
Public
Waterfront Features
Ocean Access, Deeded Beach Access, Canal Front
Tax Annual Amount
13927
Bathrooms Full
3
Pool Private
No
Bedrooms Total
3
Bathrooms Half
1
Financial Information: Estimated Monthly Assoc Recurring Fee
42

Market value

Automated estimate—No licensed valuation source connected
Estimated sales range—Ask Karim for a local market analysis
Estimated rent—No licensed rental valuation source connected

Price history

DateEventPrice
Aug 18, 2026ListedMIAMI REALTORS® MLS$2,740,000$1,154/sqft

Public tax history

YearProperty taxesAssessment
2026$13,927—

Payment calculator

Estimated monthly payment$16,790/moIllustrative estimate, not a loan offer.
Principal & interest
$14,217
Property taxes
$1,161
Insurance
$1,370
Association dues
$42

Live national rate context is displayed below through Mortgage News Daily’s official widget. The calculator rate remains a separate assumption until licensed machine-readable access is connected. This is not a loan offer.

Neighborhood

Area

PORT ANTIGUA PLAT NO 5 &

Islamorada · Monroe County · 33036

Climate risk

—

No licensed climate-risk source is connected.

Nearby schools

Plantation KeyElementary
—
Plantation KeyMiddle
—
Coral ShoresHigh
—
School names and districts are MLS-reported when available. Verify attendance boundaries with the school district. Ratings require a licensed ratings provider.

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MLS listing source

MIAMI REALTORS® MLS · Listing courtesy of The Keyes Company. All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright ©2026 BeachesMLS, Inc. IDX information is provided exclusively for consumers’ personal, non-commercial use and may be used only to identify prospective properties they may be interested in purchasing or leasing. Terms of use · Equal Housing Opportunity.