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$4,495,000

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 5 Full Baths
  • 4,964 Sq. Ft.

Next open house:

Open House: 11:00 AM - 2:00 PM

Saturday 1/17 11:00 AM - 2:00 PM

153 Stromboli Drive,Islamorada, FL 33036

153 Stromboli DriveIslamoradaFL33036

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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

Full Property Details for 153 Stromboli Dr

General

  • Price: $4,495,000
  • HOA FEE: $150
  • Taxes: $15,132 (2024)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 617415
  • Updated: 12/29/2025
  • Added to Site: 55 day(s) ago

Interior

  • Interior Features: Drapes/Blinds Incl, Walk-in Closet(s), Smoke Alarms, Security System, Granite Counter Top, Built-in Cabinets, Entrance Foyer, Fireplace(s)
  • Fireplace: Yes
  • Appliances: Washer, Stainless Steel Appliance(s), Gas Appliances, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
  • Furnishings: Negotiable
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 5

Bedrooms

  • Total Bedrooms: 6

Additional Information

  • Pool: Yes
  • Pool Description: In Ground, Fiberglass
  • Security/Safety: On Premises System

Exterior

  • Deck/Patio: Open Porch/Balcony

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Carports: Yes
  • Parking: Garage, Covered Parking, Open Parking, Attached, Carport

Location

  • Area: 25 - Plantation Key
  • County: Monroe
  • Subdivision: Venetian Shores (86.0)

Community

  • Assoc. Fees Include: Common Area Mnt
  • Pets Allowed: Yes

Heating & Cooling

  • Cooling Type: Central Air, Ceiling Fans(s)
  • Heating Type: Central

Utilities

  • Water: Canal View
  • Utility Description: FKAA, Municipal Sewer

Structural Information

  • Architectural Style: Single Family
  • Construction: CBS, Concrete
  • Roof: Metal Roof
  • Windows/Doors: French Doors, Impact Rstnce Window, Impact Rstnce Doors
  • Dock Size: 100
  • Wiring: Cable
  • Stories/Levels: 3 Stories
  • Square Feet: 4,964
  • Sq. Ft. Source: Tax Records
  • Year Built: 1998

Lot Features

  • Lot Size (Sq. Ft.): 10,000
  • Zoning: R1 - Residential Single Family

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Type: Canal Front
  • Dock Description: Davits, Boat Lift

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $150
  • Tax Amount: $15,132
  • Tax Year: 2024

Disclosures and Reports

  • Legal Description: BK 13 LT 14 VENETIAN SHORES PLAT NO 2 PLANTATION KEY PB4-33 OR567-645 OR641-369 OR969-2274 OR1000-628 OR1000-629 OR1090-
  • Flood Zone: AE
  • APN: 00407680-000000

Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada, Lisa Frins P.A. (305) 522-1479

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Listing agent

— 153 Stromboli Dr —

  • Lisa Frins P.A.

    Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 153 Stromboli Dr

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Plantation Key School
100 Lake Road, Tavernier, FL 33070
PK-83.7 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-1279.7 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 153 Stromboli Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/29/2025
Price Reduced
$4,495,000
-3.33%
MLS
11/21/2025
Listed
$4,650,000
32.86%
MLS
10/17/2006
Sold
$3,500,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 153 Stromboli Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$15,133
—
$1,678,462
3%
2024
$15,133
1%
$1,631,159
3%
2023
$15,030
—
$1,583,650
6%
2021
$14,962
1%
$1,492,743
-3%
2022
$14,749
-1%
$1,537,525
4%
2021
$14,962
1%
$1,472,134
2%
2019
$14,840
2%
$1,445,055
2%
2018
$14,499
4%
$1,418,111
2%
2017
$13,925
-4%
$1,388,944
2%
2016
$14,441
3%
$1,360,377
1%
2015
$14,084
—
$1,350,921
1%
2014
$14,112
-9%
$1,340,199
-8%
2013
$15,449
—
$1,457,208
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 153 Stromboli Dr

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada, Lisa Frins P.A. (305) 522-1479

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153 Stromboli Drive, Islamorada, FL 33036 (MLS# 617415) is a Single Family property with 6 bedrooms and 5 full bathrooms. 153 Stromboli Drive is currently listed for $4,495,000 and was received on November 21, 2025. Want to learn more about 153 Stromboli Drive? Do you have questions about finding other Single Family real estate for sale in Islamorada? You can browse all Islamorada real estate or contact a Coldwell Banker agent to request more information.

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