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$4,650,000

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

Full Property Details for 153 Stromboli Dr

General

  • Price: $4,650,000
  • HOA FEE: $13/month
  • HOA FEE FREQ.: Annually
  • Taxes: $15,649 (2024)
  • Status: Active
  • Type: Single Family
  • Source: Greater_Miami
  • MLS ID: A11931138
  • Updated: 12/16/2025
  • Added to Site: 56 day(s) ago

Interior

  • Interior Features: First Floor Entry, Family Room, Great Room
  • Fireplace: Yes
  • Fireplace(s): Decorative
  • Appliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Gas Range, Refrigerator
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 5

Bedrooms

  • Total Bedrooms: 6
  • Bedroom Features: At Least 1 Bedroom Ground Level, Primary Bath Tub, Primary Bedroom Upstairs, Sitting Area - Primary Bedroom

Other Rooms

  • Living Room: Family Room, Great Room Sq. Ft.

Additional Information

  • Pool: Yes
  • Pool Description: In Ground, 12x20
  • Security/Safety: Smoke Detector
  • Equipment: Natural Gas

Exterior

  • Exterior Features: Open Balcony
  • Deck/Patio: Open Balcony

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Additional Spaces Available, Covered, Driveway

Location

  • Area: Venetian Shores No 2
  • County: Monroe County
  • Subdivision: VENETIAN SHORES NO 2
  • Building Name: VENETIAN SHORES NO 2
  • Direction Faces: Northwest

Community

  • Community Name: Venetian Shores No 2
  • Association: Yes

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Ceiling Fan(s), Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Municipal Water

Structural Information

  • Architectural Style: Attached, Three Or More Stories
  • Structure Type: House
  • Detached/Attached: Detached
  • Construction: Concrete Block With Brick, CBS Construction
  • Roof: Metal Roof
  • Doors: High Impact Doors
  • Building Size: 8996
  • Square Feet: 4,964
  • Living Area: 4,964 Sq. Ft.
  • Year Built: 1998

Lot Features

  • Property View: Canal, Water
  • Lot Size (Sq. Ft.): 10,000
  • Frontage Feet: 100
  • Lot Features: 1/4 To Less Than 1/2 Acre Lot
  • Zoning: is

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Ocean Access, Canal Front

Financial Considerations

  • Price Per Sq. Ft.: $936.74
  • Association Fee: $150
  • Assoc Fee Freq.: Annually
  • Tax Amount: $15,649
  • Tax Year: 2024
  • Terms: All Cash, Conventional, FHA

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 OR1090-731 OR1313-332 OR139
  • Restrictions: See Broker Remarks
  • Inclusions: Boatlift, Dock Available, Private Dock
  • Property ID: 00407680-000000

Listed by Langley Knight Gardner Islamorada

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Listing agent

— 153 Stromboli Dr —

  • Langley Knight Gardner Islamorada

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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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
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.

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NMLS#: 1598647

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Listed by Langley Knight Gardner Islamorada

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153 Stromboli Dr, Islamorada, FL 33036 (MLS# A11931138) is a Single Family property with 6 bedrooms and 5 full bathrooms. 153 Stromboli Dr is currently listed for $4,650,000 and was received on November 21, 2025. Want to learn more about 153 Stromboli Dr? 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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