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$2,500,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 1,368 Sq. Ft.
  • Updated 6 hours ago
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Located in the highly desirable Venetian Shores neighborhood in Islamorada, this canal front home offers 70 feet of dockage with a brand new concrete dock and seawall, making it an excellent opportunity for boating enthusiasts. Enjoy quick and convenient access to both the Atlantic Ocean and Florida Bay through Snake Creek, one of the most sought-after boating access points in the Florida Keys. This prime location allows for easy navigation whether heading offshore or exploring the backcountry. Situated on a 7,000 square foot lot, the property features a two-bedroom, two-bathroom layout upstairs, along with a one-bedroom, one-bathroom downstairs, offering additional flexibility for guests, extended family, or bonus space. The home has been freshly painted and is ready for immediate enjoyment, while also presenting an opportunity to update, expand, or build new in a neighborhood known for redevelopment and custom homes. For boaters, this property is ready to go--complete with a new concrete dock and seawall, ideal for accommodating a large vessel. A boat lift permit has already been applied for and approved by the Village of Islamorada, providing added value and convenience for the next owner. Venetian Shores is known for its wide canals, excellent water access, and close proximity to dining, marinas, and local amenities. Whether you're looking for a primary residence, vacation home, or future investment, this property offers strong potential in one of Islamorada's most desirable waterfront communities.

Full Property Details for 109 Milano Dr

General

  • Price: $2,500,000
  • HOA FEE: $17/month
  • HOA FEE FREQ.: Yearly
  • Taxes: $12,657 (2025)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 618461
  • Updated: 5/13/2026
  • Added to Site: 99 day(s) ago

Interior

  • Appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
  • Flooring: Wood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3

Exterior

  • Deck/Patio: Open Porch/Balcony, Patio
  • Porch/Patio/Deck: Open Porch/Balcony, Patio

Parking

  • Parking Features: Guest, Off Street, Carport

Location

  • Area: 25 - Plantation Key
  • County: Monroe
  • Subdivision: Venetian Shores (86.0)
  • Driving Directions: Overseas Highway to mile marker 86 turn bayside into Venetian Shores and onto Venetian Boulevard. Continue down to Milano Drive across from the marina. House on left with sign.

Community

  • Assoc. Fees Include: None
  • Pets Allowed: Yes

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air, Ceiling Fans(s)

Structural Information

  • Architectural Style: Above Flood
  • Construction Status: Updated/Remodeled
  • Construction: CBS
  • Roof: Concrete
  • Windows/Doors: Impact Rstnce Doors
  • Square Feet: 1,368
  • Sq. Ft. Source: Tax Records
  • Year Built: 1987
  • Property Condition: Updated/Remodeled

Lot Features

  • Property View: Canal
  • Lot Size (Acres): 0.16
  • Lot Size (Sq. Ft.): 7,000
  • Lot Size Source: Property Data Card
  • Lot Dimensions: 70 x 100
  • Zoning: R1 - Residential Single Family

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Canal Front

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $200
  • Assoc Fee Freq.: Yearly
  • Tax Amount: $12,657.71
  • Tax Year: 2025

Disclosures and Reports

  • Legal Description: Bk 27 Lt 3 Venetian Shores Plat No 3 Plantation Key Pb5-48
  • Flood Zone: AE
  • APN: 409600000000

Listed by Coldwell Banker Schmitt Islamorada, JAMIE ENGEL, PA (305) 394-2500

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Listing agent

— 109 Milano Dr —

  • JAMIE ENGEL, PA

    Coldwell Banker Schmitt 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 109 Milano Dr

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Plantation Key School
100 Lake Road, Tavernier, FL 33070
PK-83.6 mi
Coral Shores High School
89901 Old Highway, Tavernier, FL 33070
9-123.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 109 Milano Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/04/2026
Price Reduced
$2,500,000
-3.85%
MLS
2/03/2026
Listed
$2,600,000
30%
MLS
9/05/2025
Sold
$2,000,000
—
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 109 Milano Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$11,366
—
$1,710,662
13%
2024
$11,366
4%
$1,512,573
2%
2023
$10,948
33%
$1,484,951
98%
2021
$8,219
-11%
$750,422
-27%
2022
$9,201
12%
$1,027,034
36%
2021
$8,219
1%
$756,468
5%
2019
$8,132
6%
$723,219
9%
2018
$7,695
13%
$665,991
10%
2017
$6,781
-1%
$605,446
6%
2016
$6,817
-4%
$573,466
-6%
2015
$7,090
-8%
$612,311
-8%
2014
$7,707
3%
$668,292
5%
2013
$7,502
—
$636,512
—
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 Coldwell Banker Schmitt Islamorada, JAMIE ENGEL, PA (305) 394-2500

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109 Milano Drive, Upper Sugarloaf Key, FL 33036 (MLS# 618461) is a Single Family property with 3 bedrooms and 3 full bathrooms. 109 Milano Drive is currently listed for $2,500,000 and was received on February 03, 2026. Want to learn more about 109 Milano Drive? Do you have questions about finding other Single Family real estate for sale in Upper Sugarloaf Key? You can browse all Upper Sugarloaf Key real estate or contact a Coldwell Banker agent to request more information.

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