$25,000,000
82768 Overseas Highway
Upper Matecumbe Key Islamorada, FL 33036
MLS# 613195
7 beds  |  10 baths  |  6935 sqft
 | 
Bayfront home and guest cottage
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Bayfront home and guest cottage Serenity Cay Front of home Front view of home Serenity Cay Serenity Cay Front entrance Foyer Wide open living area and staircase Living area with Bay views Open concept living area Magical Bay view Bayfront views for miles Open concept living area Dining area with Bay views Dining and living area Open concept kitchen dining area Dining for days! Kitchen area with views Oversized kitchen All the bells and whistles! Chef's kitchen Large kitchen living area Laundry room Office with a view Large guest suite Guest suite with views Stairs and chandelier Did you see this chandelier? Bay views Guest suite Guest bedroom with views Guest balcony Open living areas throughout Views from every angle Gym/bunk room Large living areas Guest bedroom Striking staircase Top floor primary Top floor primary with balcony Top floor balcony views Top floor views Top floor balcony views Roof top views Front porch Spacious front porch Pool bathroom and covered patio Pool bathroom Outdoor dining area on the Bay Outdoor kitchen and dining area Outside dining Bayfront, outside dining Rear porch overlooking Bay Relaxing space by the bayside pool Backyard space Bayside pool Island oasis Pool, dockage, and Bay views Bayside pool of your dreams Pool and Bay views Helicopter access Parking for all your toys Room for you helicopter Covered parking Guest house Guest house Side view of guest cottage Enter the perfect guest cottage! Guest home living area Open living area in guest home Guest home with bay views Guest cottage Guest home kitchen Guest cottage Guest cottage views Guest cottage bedroom Guest bedroom Bay views for miles Heli Sea plane access Private retreat Beach Protected dockage Bayside retreat Protected dockage Sitting on the Bay Relax on the Bay at Serenity Cay Rear view of home Serenity Cay Panoramic bayfront views Serenity Cay Serenity Cay on the Bay Private estate Open Bay living Ideal Bayfront location Twilight Evenings on the Bay Serenity Cay Twilight at Serenity Cay Twilight view from above Front of home Open floor plan with Bay views Large kitchen Primary suite Open concept Outside dining Evening shows daily! Sunset views Primary balcony on the Bay Entertaining on the Bay Sunsets on the Bay Sunsets at Serenity Cay Outdoor evenings Enchanting evenings KP3230-2578-MLS Twilight views Serenity Cay Guest cottage at night Sunsets on the Bay Enchanting evenings Evening bliss Enchanting twilight views Bayside infinity pool Summer sunset Summer sunset Incredible views Summer sunset Sunset Dreamy sunset Welcoming entrance Green space Driveway and boat house Boat house Winding entrance Almost 4 acres of privacy Entrance Front of home Garage

Property Description
Welcome to Serenity Cay, an exquisite Balinese-inspired estate where tranquility and luxury meet the endless beauty on the Florida Bay. A true masterpiece of engineering and design, this sprawling waterfront residence on nearly 4 acres offers an unparalleled blend of tropical elegance, sophisticated craftsmanship, and modern luxury. An expansive infinity-edge pool blends seamlessly into the sparkling waters of the bay while lush gardens create a serene oasis. The home's architecture showcases graceful, custom finishes and rich hardwoods, all hallmarks designs that evoke the spirit of the Islands. Spanning over 6,900 square feet, the interior is a seamless fusion of open-concept living spaces and private retreats. Soaring vaulted ceilings and vast windows invite abundant natural light and spectacular views of the bay, creating an indoor-outdoor flow. The primary suite serves as your personal sanctuary, complete with private terrace, spa-inspired bathroom, and walk-in closets fit for a connoisseur of fine living. Each guest has direct access to outdoor spaces and views. A bonus, versatile bunk room/media center sits just off the west wing of the home. The charming guest house is the perfect complement to the main home, nestled in its own secluded on site location this delightful addition exudes a warm, welcoming ambiance ideal for hosting guests, or as a private office or creative studio. This downtown Islamorada estate in an incomparable location; walking distance to shopping, dining, and local culture, also has appeal that extends to those with a passion for the great outdoors. Two protected docking basins and boat lift, sandy lounging beach, expansive outdoor lanai and outdoor kitchen offers the ideal space for entertaining or enjoying a quiet evening watching the sunset. Fly the seaplane in or land the helicopter. Premier boating access just moments away from the Intracoastal waterway and Ocean channels. Serenity Cay is not just a home, it's an experience.

Details
Maps
Documents
Contract Information
Listing Board: Florida Keys
Current Price: $25,000,000
Listing Date: 2025-01-15
List Price: $25,000,000
Location, Tax & Legal
City: ISLAMORADA
Mile Marker: 83.2
Marathon Neighborhood: N/A
Side: Bay/Gulf
Flood Zone: AE,VE,AE,AE,AE,AE
Alternate Key #: 1496707
Handicap Access: Yes
Parcel #: 00404440-000000
Zoning: RE - Residential Estate
Deed Restrictions: Unknown
Legal: TR 36 AND ADJ BAY BTM THE RUSSELL EST PB2-14-15 UPPER MATECUMBE G68-494 OR367-87 OR762-947 OR762-943 OR1999-1261 OR1999-
Taxes: 43688.37
Tax Year: 2023
Pub Sewer HkUp: Yes
Street #: 82768
Street Name: Overseas
Street Suffix: Highway
Key/Island: Upper Matecumbe Key Islamorada
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Russell Estates (83.2)
Area: 23 - Upper Matecumbe
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 4
Lot Size: 232 x 645 x 195.5 x 640
Lot SqFt: 146797.2
Pool: Yes
Lot Sqft Source: Seller
Total Units: 2
Acres: 3.37
SqFt Source: Property Data Card
Rentals Allowed: Yes
Style: Single Family
Year Built: 2017
Living Apx SqFt: 6935
Total Bedrooms: 7
Full Baths: 9
Half Baths: 1
Total Baths: 10
Remarks & Misc
Remarks – Consumer: Welcome to Serenity Cay, an exquisite Balinese-inspired estate where tranquility and luxury meet the endless beauty on the Florida Bay. A true masterpiece of engineering and design, this sprawling waterfront residence on nearly 4 acres offers an unparalleled blend of tropical elegance, sophisticated craftsmanship, and modern luxury. An expansive infinity-edge pool blends seamlessly into the sparkling waters of the bay while lush gardens create a serene oasis. The home's architecture showcases graceful, custom finishes and rich hardwoods, all hallmarks designs that evoke the spirit of the Islands. Spanning over 6,900 square feet, the interior is a seamless fusion of open-concept living spaces and private retreats. Soaring vaulted ceilings and vast windows invite abundant natural light and spectacular views of the bay, creating an indoor-outdoor flow. The primary suite serves as your personal sanctuary, complete with private terrace, spa-inspired bathroom, and walk-in closets fit for a connoisseur of fine living. Each guest has direct access to outdoor spaces and views. A bonus, versatile bunk room/media center sits just off the west wing of the home. The charming guest house is the perfect complement to the main home, nestled in its own secluded on site location this delightful addition exudes a warm, welcoming ambiance ideal for hosting guests, or as a private office or creative studio. This downtown Islamorada estate in an incomparable location; walking distance to shopping, dining, and local culture, also has appeal that extends to those with a passion for the great outdoors. Two protected docking basins and boat lift, sandy lounging beach, expansive outdoor lanai and outdoor kitchen offers the ideal space for entertaining or enjoying a quiet evening watching the sunset. Fly the seaplane in or land the helicopter. Premier boating access just moments away from the Intracoastal waterway and Ocean channels. Serenity Cay is not just a home, it's an experience.
Directions: GPS
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
Dock: Concrete
Basin: 1
Boat Lift: 1
Boat Ramp: 1
Boat Slip: 1
Tax Exemptions
Homestead: 1
Appliances
Dishwasher: 1
Disposal: 1
Dryer: 1
Freezer: 1
Gas Appliances: 1
Ice Machine: 1
Microwave: 1
More Appliances: 1
Oven: 1
Range: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Washer: 1
Water Purification: 1
Wine Cooler: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Heating
Central: 1
Electric: 1
Separate Meters: 1
Zoned: 1
Waterfront
Bay Front: 1
Gulf Front: 1
Open Water: 1
Waterview
Bay/Gulf View: 1
Open Water View: 1
Floor
Marble: 1
Neighborhood Feature
Bike Paths: 1
Interior Features
Built-in Cabinets: 1
Cathedral Ceilings: 1
Drapes/Blinds Incl: 1
Elevator: 1
Entrance Foyer: 1
Pantry: 1
Security System: 1
Smoke Alarms: 1
Split Bedroom: 1
Storage: 1
Tray Ceilings: 1
Walk-in Closet(s): 1
Wet Bar: 1
Whirlpool Bath Tub: 1
Window Treatments: 1
Specialty Rooms
Bath House: 1
Guest/Servant Qtrs: Legal
Gym: 1
Laundry Room: 1
Media Room: 1
Theater Room: 1
Utility Room: 1
Workshop: 1
Building Style
Above Flood: Yes
Windows/Doors
French Doors: 1
Glass Doors: 1
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Sliding Glass Doors: 1
Vehicle Storage
Car(s): 4+
Garage: 1
Guest Parking: 1
Open Parking: 1
RV Parking Open: 1
Attached: 1
Detached: 1
Auto Door Opener: 1
Off Street Parking: 1
Trailer Storage: 1
Security
Electric Gate: 1
On Premises System: 1
Secured Building: 1
Construction
CBS: 1
Concrete: 1
Stucco: 1
Land Size
2 Less Than 5 Acres: 1
Furnished
Negotiable: 1
Terms
Cash: 1
Conventional: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Propane: 1
Solar Power: 1
Water Separate Meter: 1
Whole House Generatr: 1
Porch/Balcony
Open Porch/Balcony: 1
Roof Top Deck: 1
Title
Title Ins - Buyer: 1
Exterior Features
Bar: 1
Built-in Grill: 1
Detached Guest Qtrs: 1
Fencing: 1
Fruit Tree(s): 1
Gazebo: 1
Hot Tub: 1
Lanai: 1
Lighting: 1
Outdoor Kitchen: 1
Outdoor Shower: 1
Privacy Wall/Fence: 1
Rain Gutters: 1
Sandy Beach: 1
Shed: 1
Sprinkler System: 1
Storage: 1
Water Display: 1
Pool Info
In Ground: 1
Other: hybrid
Heated: Yes
Concrete: 1
Decked: 1
Other Surroundings: infinity pool & spa
Pre-Wired
Cable: 1
Cat 5: 1
Optical: 1
Other: security
Surround Sound: 1
Roof
Concrete Roof: 1
Metal Roof: 1
Financial Status
Standard Sale: Yes
Accessibility Feat
Accessible Doors: 1
Accessible Elevator Installed: 1
Accessible Full Bath: 1
Accessible Kitchen: 1
Parking: 1
Wheelchair Ramp: 1
GF-Bldg Materials
Double Paned Windows: 1
GF-Interior Features
LED Lighting: 1
Low Flow Toilets: 1
Programmable Thermst: 1
Tankless Hot Wtr Htr: 1
GF-Utilities
Net Metered: 1
Solar Panels: 1
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: Homestead
Waterfront: Bay Front; Gulf Front; Open Water
Waterview: Bay/Gulf View; Open Water View
Dockage: Basin; Boat Lift; Boat Ramp; Boat Slip
Vehicle Storage: Garage; Attached; Detached; Auto Door Opener; Guest Parking; Off Street Parking; Open Parking; RV Parking Open; Trailer Storage
Furnished: Negotiable
Cooling: Ceiling Fans(s); Central Air
Heating: Central; Separate Meters; Zoned
Utilities: FKAA; Municipal Sewer; Propane; Solar Power; Water Separate Meter; Whole House Generatr
Interior Features: Built-in Cabinets; Cathedral Ceilings; Drapes/Blinds Incl; Elevator; Entrance Foyer; Pantry; Security System; Smoke Alarms; Split Bedroom; Storage; Tray Ceilings; Walk-in Closet(s); Wet Bar; Whirlpool Bath Tub; Window Treatments
Pre-Wired: Cable; Cat 5; Optical; Surround Sound
Specialty Rooms: Bath House; Gym; Laundry Room; Media Room; Theater Room; Utility Room; Workshop
Appliances: Dishwasher; Disposal; Dryer; Freezer; Gas Appliances; Ice Machine; Microwave; More Appliances; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Water Purification; Wine Cooler
Exterior Features: Bar; Built-in Grill; Detached Guest Qtrs; Fencing; Fruit Tree(s); Gazebo; Hot Tub; Lanai; Lighting; Outdoor Kitchen; Outdoor Shower; Privacy Wall/Fence; Rain Gutters; Sandy Beach; Shed; Sprinkler System; Storage; Water Display
Accessibility Feat: Accessible Doors; Accessible Elevator Installed; Accessible Full Bath; Accessible Kitchen; Parking; Wheelchair Ramp
Pool Info: In Ground; Concrete; Decked
Construction: CBS; Concrete; Stucco
Floor: Marble
Roof: Concrete Roof; Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Bike Paths
Security: Electric Gate; On Premises System; Secured Building
Land Size: 2 Less Than 5 Acres
Terms: Cash; Conventional
Title: Title Ins - Buyer
GF-Bldg Materials: Double Paned Windows
GF-Interior Features: LED Lighting; Low Flow Toilets; Programmable Thermst; Tankless Hot Wtr Htr
GF-Utilities: Net Metered; Solar Panels
Listing Office: Ocean Sotheby's International Realty

Last Updated: December - 28 - 2025

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.

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