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Home > 76180 Overseas Highway, Lower Matecumbe, FL 33036 (MLS# 615275)
$27,750,000
76180 Overseas Highway
Lower Matecumbe, FL 33036
MLS# 615275
Status: Closed
8 beds  |  10 baths  |  10228 sqft
 | 
Front entrance
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Front entrance Welcome to Tres Sirenas Cover shot Salted concrete driveway with Chicago brick highlights and aprons North side Four car Garage Four Car Garage Main and Guest house Gated private drive Open to drive Circle drive Main House Entrance Guest house Pool and spa Beach area Pool deck Ariel Main house, guest house Bayfront beach, lawn, dockage Spectacular sunsets Pool at twilight Evening view back of main house Firepit Pool Beach at sunset Main house entrance Main house front door Great Room Great Room Italian wood floors Floor to ceiling glass Great room Great Room with glass wine cellar Great room Opens to spacious outdoor living Great room to front door Stairway to third floor Marble and dolomite countertops Built in Sub Zero refrigeration Custom backsplash Indoor dining Indoor dining opens to main level porch Automatic window treatments, Lutron lighting for perfect "movie mode" XX Home Theater with surround sound 180 bottle capacity, alabaster and frameless glass Private balcony Guest bath 1 Blush marble countertop Entertainment center with surround sound Private bayfront balcony Primary balcony Kallista soaking tub Custom mosaic tile floors Primary indoor shower Double vanities His California custom closet Hers custom California custom dressing room closet Third floor landing Ceiling reflects floor Third floor guest bedroom suite Private balcony Ensuite bath Guest bath Guest shower Third floor guest bedroom 2 Ensuite bathroom Guest suite sitting area One of 2 laundry rooms Third floor guest bedroom 3 Guest bath Guest bath and shower Guest suite balcony Private balcony with wide opn bay views Top floor main house back balcony Top floor main house back balcony Top floor balcony Top floor balcony Top floor balcony Top floor balcony Top Floor balcony Top floor balcony Main level out door living and dining Main level outdoor living Main level outdoor living Main level outdoor den Outdoor lounge, bar, kitchen Fiero Solfatara hand built Italian brick pizza oven, Evo flattop grill, Kamado Joe smoker Outdoor dining Main level outdoor bar Outdoor bar with surround sound Main level outdoor sitting, bar, kitchen Main level lounge looking inside Stairway to lowest level Includes 2 electric vehicle chargers, plus golfcart garage Extra storage space Icemaker, freezer, Ryobi storage system Covered patio Covered patio Covered sitting area Integrated Sonos sound system Sundeck Lawn and boat ramp Heated, chilled, spa with whirlpool jets Pool, primary houserear view Oolite walls, integrated gas firepit Great lawn, pool, dock, boat ramp Spacious sandy beach Boat ramp Timbertech 150' dock with 2 lifts 150' dock Sunset Terminal With private pool, separate gated driveway Entry Entry Guest House Kitchen Guest Kitchen Guest Living Room Beautiful Views Guest House Dining Bayview main level porch Outdoor living, main level porch Main level guest bedroom Guest shower Guest bath 2 Guest suite 2 Ensuite guest bath Guest bath Guest house laundry Stairway to third floor Top floor sitting/office Guest house primary bedroom Primary suite balcony Primary bath double vanity Primary shower Primary suite balcony Primary suite balcomy with bay views Guest house pool deck Guest house sundeck Guest house pool Gorgeous sunsets Sunset at the dock Gather for sunset Gas tiki torches Pool at sunset Colorful skies from main level porch End of day Good evening View from end of dock to house Illuminated Illuminated Sunset Aerial sunset Sunset over the bay Aerial Sunset over the bay Sunset Sunset Twilight Aerial sunset Aerial sunset Aerial sunset Sunset over Lower Matecumbe Twilight Twilight Dockage at sunset Main house Guest House Aerial Exquisite bayfront Aerial Rear view Rear view Main and guest houses Aerial Aerial Top floor balcony Great lawn Aerial Aerial Mature palms Beach area Beach area Winding drive Private gated entrance

Property Description
Spectacular 1.65-Acre Bayfront Estate in Islamorada, Florida Keys |
8 Bedrooms | 9.5 Bathrooms | 10,228 Total Sq Ft | 150' Waterfront | Dockage | Pool | Beach Welcome to a rare offering in the heart of the Florida Keys—this 1.65-acre gated bayfront compound in Islamorada combines timeless island luxury with modern amenities and endless water views. With 150 feet of private waterfront, dockage, boat ramp, private beach, two pools, and lush, mature tropical landscaping, this estate is a true Keys sanctuary. The 7,562 sq ft main residence boasts 5 spacious bedrooms, 5.5 bathrooms, an office, and exquisite finishes throughout. The gourmet kitchen features marble and dolomite countertops, a custom mosaic tile backsplash, built-in Miele coffee system, wine dispenser, 36'' Wolf gas cooktop, four Sub-Zero refrigerators, and two laundry rooms. A stunning 180-bottle glass wine cellar, handmade wood bar with wood sink, Sonos sound system, and living room with blackout shades to enhance the entertaining potential. Additional highlights include an elevator, Lutron lighting system, Toto toilets, expansive covered porches with panoramic open bay views, an outdoor kitchen complete with Italian brick pizza oven, Evo flat grill, and smoker, as well as a tackle room and 4-car garage. The 2,666 sq ft guest house offers a private gated drive, 3 bedrooms, 4 bathrooms, a private pool, and a fully equipped kitchen with JennAir appliances, making it ideal for hosting guests or extended family in complete privacy. With two gated driveways, serene lawns, and a high-end tropical ambiance, this estate seamlessly blends privacy, prestige, and paradise. A one-of-a-kind legacy property - experience the ultimate Florida Keys lifestyle.

Details
Maps
Contract Information
Listing Board: Florida Keys
As is Rght to Inspct: Yes
Species List: No
Current Price: $27,750,000
Listing Date: 2025-06-01
Sold Price: $27,750,000
Location, Tax & Legal
City: ISLAMORADA
Mile Marker: 76
Marathon Neighborhood: N/A
Side: Bay/Gulf
Flood Zone: AE,VE,AE,VE,AE
Alternate Key #: 1487406
Parcel #: 00395000-000000
Zoning: MF - Multi-Family Attached
Deed Restrictions: Unknown
Legal: BK 2 LT 8 AND ADJ BAY BTM AND S 1/2 LOT 9 MAT OCEAN-BAY SEC-1 AMENDED AND EXTENDED PB2-96 G54-454 OR146-130(II DEED 216
Taxes: 25525.78
Tax Year: 2024
Pub Sewer HkUp: Yes
Street #: 76180
Street Name: Overseas
Street Suffix: Highway
Key/Island: Lower Matecumbe
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Misc Lower Matacumbe (76.0)
Area: 22 - Lower Matecumbe
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 4
Lot Size: 150w x aprox 327deep
Lot SqFt: 53960
Pool: Yes
Lot Sqft Source: Property Data Card
Total Units: 2
Acres: 1.65
SqFt Source: Builder/Architect
Rentals Allowed: With Restrictions
Style: Single Family
Year Built: 2024
Living Apx SqFt: 10228
Total Bedrooms: 8
Full Baths: 9
Half Baths: 1
Total Baths: 10
Remarks & Misc
Remarks – Consumer: Spectacular 1.65-Acre Bayfront Estate in Islamorada, Florida Keys |
8 Bedrooms | 9.5 Bathrooms | 10,228 Total Sq Ft | 150' Waterfront | Dockage | Pool | Beach Welcome to a rare offering in the heart of the Florida Keys—this 1.65-acre gated bayfront compound in Islamorada combines timeless island luxury with modern amenities and endless water views. With 150 feet of private waterfront, dockage, boat ramp, private beach, two pools, and lush, mature tropical landscaping, this estate is a true Keys sanctuary. The 7,562 sq ft main residence boasts 5 spacious bedrooms, 5.5 bathrooms, an office, and exquisite finishes throughout. The gourmet kitchen features marble and dolomite countertops, a custom mosaic tile backsplash, built-in Miele coffee system, wine dispenser, 36'' Wolf gas cooktop, four Sub-Zero refrigerators, and two laundry rooms. A stunning 180-bottle glass wine cellar, handmade wood bar with wood sink, Sonos sound system, and living room with blackout shades to enhance the entertaining potential. Additional highlights include an elevator, Lutron lighting system, Toto toilets, expansive covered porches with panoramic open bay views, an outdoor kitchen complete with Italian brick pizza oven, Evo flat grill, and smoker, as well as a tackle room and 4-car garage. The 2,666 sq ft guest house offers a private gated drive, 3 bedrooms, 4 bathrooms, a private pool, and a fully equipped kitchen with JennAir appliances, making it ideal for hosting guests or extended family in complete privacy. With two gated driveways, serene lawns, and a high-end tropical ambiance, this estate seamlessly blends privacy, prestige, and paradise. A one-of-a-kind legacy property - experience the ultimate Florida Keys lifestyle.
Directions: Gated entrances on access road at MM76 bayside.
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
Dock Length: 150
Boat Lift: 1
Boat Ramp: 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
Wine Cooler: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Heating
Central: 1
Waterfront
Bay Front: 1
Gulf Front: 1
Open Water: 1
Waterview
Bay/Gulf View: 1
Open Water View: 1
Floor
Marble: 1
Wood: 1
Interior Features
Bar: 1
Built-in Cabinets: 1
Cathedral Ceilings: 1
Drapes/Blinds Incl: 1
Elevator: 1
Entrance Foyer: 1
Fireplace(s): 1
Pantry: 1
Security System: 1
Smoke Alarms: 1
Split Bedroom: 1
Storage: 1
Walk-in Closet(s): 1
Wet Bar: 1
Window Treatments: 1
Property Condition
New Construction: 1
Specialty Rooms
Guest/Servant Qtrs: Legal
Laundry Room: 1
Theater Room: 1
Utility Room: 1
Workshop: 1
Building Style
Above Flood: Yes
Stories: 3 Stories
Windows/Doors
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Vehicle Storage
Car(s): 4+
Garage: 1
Attached: 1
Auto Door Opener: 1
Security
Electric Gate: 1
On Premises System: 1
Construction
CBS: 1
Concrete: 1
Land Size
1 Less Than 2 Acres: 1
Furnished
Negotiable: 1
Utilities
Buyer to Verify: 1
FKAA: 1
Municipal Sewer: 1
Propane: 1
Whole House Generatr: 1
Porch/Balcony
Deck: 1
Open Porch/Balcony: 1
Patio: 1
Exterior Features
Bar: 1
Built-in Grill: 1
Detached Guest Qtrs: 1
Fencing: 1
Hot Tub: 1
Lanai: 1
Lighting: 1
Outdoor Kitchen: 1
Outdoor Shower: 1
Privacy Wall/Fence: 1
Sandy Beach: 1
Sprinkler System: 1
Storage: 1
Pool Info
In Ground: 1
Salt Water: 1
Heated: Yes
Concrete: 1
Decked: 1
Roof
Metal Roof: 1
Status Change Info
Sold Date: 2025-10-06
Sold Price: $27,750,000
Status: Closed
Property Features
Fee Includes: None
Tax Exemptions: Homestead
Waterfront: Bay Front; Gulf Front; Open Water
Waterview: Bay/Gulf View; Open Water View
Dockage: Boat Lift; Boat Ramp
Property Condition: New Construction
Vehicle Storage: Garage; Attached; Auto Door Opener
Furnished: Negotiable
Cooling: Ceiling Fans(s); Central Air
Heating: Central
Utilities: Buyer to Verify; FKAA; Municipal Sewer; Propane; Whole House Generatr
Interior Features: Bar; Built-in Cabinets; Cathedral Ceilings; Drapes/Blinds Incl; Elevator; Entrance Foyer; Fireplace(s); Pantry; Security System; Smoke Alarms; Split Bedroom; Storage; Walk-in Closet(s); Wet Bar; Window Treatments
Specialty Rooms: Laundry 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; Wine Cooler
Exterior Features: Bar; Built-in Grill; Detached Guest Qtrs; Fencing; Hot Tub; Lanai; Lighting; Outdoor Kitchen; Outdoor Shower; Privacy Wall/Fence; Sandy Beach; Sprinkler System; Storage
Pool Info: In Ground; Salt Water; Concrete; Decked
Construction: CBS; Concrete
Floor: Marble; Wood
Roof: Metal Roof
Pets: Pets Allowed
Security: Electric Gate; On Premises System
Land Size: 1 Less Than 2 Acres
Listing Office: Ocean Sotheby's International Realty

Last Updated: October - 06 - 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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