153 Stromboli Drive, Upper Matecumbe Key Islamorada, FL 33036
$4,650,000
Property Type:
Residential
Bedrooms:
6
Baths:
5
Square Footage:
4,964
Lot Size (sq. ft.):
10,000
Status:
Active
Current Price:
$4,650,000
List Date:
11/21/2025
Last Modified:
12/04/2025
Description
Exquisite Tri-Level Waterfront Estate in Islamorada! Step into luxury with this remarkable home in the prestigious Venetian Shores, designed for the most discerning buyer. Offering six bedrooms, five bathrooms, and a spacious 5000sqft of magnificently designed living space, this residence offers an open-concept floor plan with soaring ceilings, a fireplace and a grand living area. Enjoy seamless indoor-outdoor living with an expansive wraparound veranda, perfect for soaking in the breeze and relaxing water views. The beautifully landscaped 10,000sqft lot provides privacy and tranquility, while the salt swimming pool offers the ultimate relaxation. For boating enthusiasts, this property is a dream come true! Featuring 100' of deep-water concrete dockage equipped with a 20,000lb catamaran width elevator boat lift and a 5500lb set of davits you will enjoy immediate access to both the Atlantic Ocean and Florida Bay for excellent offshore and backcountry fishing. A two-car garage with a new A/C unit, plus additional covered carport parking, ensures ample space for vehicles and storage along with a beautifully paved driveway. Come experience the best of the Florida Keys lifestyle in this exceptional waterfront retreat! Updates.... 1. NEW 2-car Air Conditioning Split with 10-year warranty 2. New Dock and Stair Brick Pavers 3. New third-floor Impact Windows 4. Two New third-floor Impact French Doors 5. Two New third-floor electric Rolladen Hurricane Shutters 6. Swimming poll resurfacing with new glass edge surround 7. Dock has a 220-volt pedestal to service dock-side marine electric needs
More Information MLS# 617415
Contract Information
Listing Board: Florida Keys
As is Rght to Inspct: Yes
Current Price: $4,650,000
Listing Date: 2025-11-21
List Price: $4,650,000
Location, Tax & Legal
City: ISLAMORADA
Off Shore Island: No
Mile Marker: 86
Marathon Neighborhood: N/A
Side: Bay/Gulf
Flood Zone: AE
Alternate Key #: 1499871
Parcel #: 00407680-000000
Zoning: R1 - Residential Single Family
Deed Restrictions: Unknown
Legal: BK 13 LT 14 VENETIAN SHORES PLAT NO 2 PLANTATION KEY PB4-33 OR567-645 OR641-369 OR969-2274 OR1000-628 OR1000-629 OR1090-
Taxes: 15132.69
Tax Year: 2024
Pub Sewer HkUp: Yes
Street #: 153
Street Name: Stromboli
Street Suffix: Drive
Key/Island: Upper Matecumbe Key Islamorada
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Venetian Shores (86.0)
Area: 25 - Plantation Key
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 6
Lot SqFt: 10000
Pool: Yes
Lot Sqft Source: Tax Records
Total Units: 0
Acres: 0.23
SqFt Source: Tax Records
Rentals Allowed: With Restrictions
Style: Single Family
Year Built: 1998
Living Apx SqFt: 4964
Total Bedrooms: 6
Full Baths: 5
Total Baths: 5
Remarks & Misc
Remarks – Consumer: Exquisite Tri-Level Waterfront Estate in Islamorada! Step into luxury with this remarkable home in the prestigious Venetian Shores, designed for the most discerning buyer. Offering six bedrooms, five bathrooms, and a spacious 5000sqft of magnificently designed living space, this residence offers an open-concept floor plan with soaring ceilings, a fireplace and a grand living area. Enjoy seamless indoor-outdoor living with an expansive wraparound veranda, perfect for soaking in the breeze and relaxing water views. The beautifully landscaped 10,000sqft lot provides privacy and tranquility, while the salt swimming pool offers the ultimate relaxation. For boating enthusiasts, this property is a dream come true! Featuring 100' of deep-water concrete dockage equipped with a 20,000lb catamaran width elevator boat lift and a 5500lb set of davits you will enjoy immediate access to both the Atlantic Ocean and Florida Bay for excellent offshore and backcountry fishing. A two-car garage with a new A/C unit, plus additional covered carport parking, ensures ample space for vehicles and storage along with a beautifully paved driveway. Come experience the best of the Florida Keys lifestyle in this exceptional waterfront retreat! Updates.... 1. NEW 2-car Air Conditioning Split with 10-year warranty 2. New Dock and Stair Brick Pavers 3. New third-floor Impact Windows 4. Two New third-floor Impact French Doors 5. Two New third-floor electric Rolladen Hurricane Shutters 6. Swimming poll resurfacing with new glass edge surround 7. Dock has a 220-volt pedestal to service dock-side marine electric needs
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 150
Fee Includes
Common Area Mnt: 1
Dockage
Dock Length: 100
Dock: Concrete
Boat Lift: 1
Davits: 1
Tax Exemptions
Homestead: 1
Appliances
Dishwasher: 1
Dryer: 1
Gas Appliances: 1
Microwave: 1
Oven: 1
Range: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Washer: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Heating
Central: 1
Waterfront
Canal Front: 1
Waterview
Canal View: 1
Floor
Tile: 1
Interior Features
Built-in Cabinets: 1
Drapes/Blinds Incl: 1
Entrance Foyer: 1
Fireplace(s): 1
Granite Counter Top: 1
Security System: 1
Smoke Alarms: 1
Walk-in Closet(s): 1
Building Style
Above Flood: Unknown
Stories: 3 Stories
Windows/Doors
French Doors: 1
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Vehicle Storage
Carport: 1
Covered Parking: 1
Garage: 1
Open Parking: 1
Attached: 1
Security
On Premises System: 1
Construction
CBS: 1
Concrete: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Negotiable: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Porch/Balcony
Open Porch/Balcony: 1
Title
Title Ins - Buyer: 1
Pool Info
In Ground: 1
Fiberglass: 1
Pre-Wired
Cable: 1
Roof
Metal Roof: 1
Shutters
Accordion: 1
Status Change Info
Status: Active
Property Features
Fee Includes: Common Area Mnt
Tax Exemptions: Homestead
Waterfront: Canal Front
Waterview: Canal View
Dockage: Boat Lift; Davits
Vehicle Storage: Garage; Carport; Attached; Covered Parking; Open Parking
Furnished: Negotiable
Cooling: Ceiling Fans(s); Central Air
Heating: Central
Utilities: FKAA; Municipal Sewer
Interior Features: Built-in Cabinets; Drapes/Blinds Incl; Entrance Foyer; Fireplace(s); Granite Counter Top; Security System; Smoke Alarms; Walk-in Closet(s)
Pre-Wired: Cable
Appliances: Dishwasher; Dryer; Gas Appliances; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer
Pool Info: In Ground; Fiberglass
Construction: CBS; Concrete
Shutters: Accordion
Floor: Tile
Roof: Metal Roof
Pets: Pets Allowed
Security: On Premises System
Land Size: Less Than 1/4 Acre
Title: Title Ins - Buyer
Listing Office:
Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Last Updated: December - 04 - 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.