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
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