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155 Palo De Oro Drive, Upper Matecumbe Key Islamorada, FL 33036

New Listing
$4,500,000
Property Type: Residential Bedrooms: 3 Baths: 5 Square Footage: 5,559 Lot Size (sq. ft.): 9,998 Status: Active
Current Price: $4,500,000 List Date: 8/22/2026 Last Modified: 8/22/2026

Overview

Description

An Unfinished Masterpiece Awaits in the prestigious **Venetian Shores**, one of Islamorada's most desirable waterfront communities, known for its deep-water canals and quick access to both the Florida Bay and the Atlantic Ocean via Snake Creek. This extraordinary opportunity allows you to complete what was envisioned as one of the Florida Keys' most premier luxury estates. Elevated above flood on **100 feet of canal frontage**, this solid concrete home features a striking concrete roofline and nearly all impact-rated windows and doors already installed, providing an exceptional foundation for your dream home. Designed with **5,559 square feet of air-conditioned living space**, the residence offers an ideal blend of luxury and boating lifestyle. The first level includes **1,467 square feet** of living space, an oversized **897-square-foot garage**, and plans for an expansive entertainment area, fishing gear room, and direct waterfront access. The second level features **2,361 s ...

Listing Details MLS# 620441

Location, Tax & Legal

Street #
155
Street Name
Palo De Oro
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

Contract Information

Listing Board
Florida Keys
As is Rght to Inspct
Yes
Potential Short Sale
No
Bank Owned
No

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
Yes
Control Depth
6
Pool
Yes
Year Built
2027
Lot SqFt
9998
Lot Sqft Source
Property Data Card
Acres
0.23
Living Apx SqFt
5559
SqFt Source
Builder/Architect
Total Bedrooms
3
Full Baths
4
Half Baths
Yes
Total Baths
5
Rentals Allowed
With Restrictions

Status Change Info

Contingent
None

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No

Dockage

Dock Length
100
Dock
Concrete
Dock Permit
Yes
Seawall
Concrete

More Information

Building Style

Above Flood
Yes

Vehicle Storage

Car(s)
4+

Financial Status

Auction
No
Bank Owned
No
Potential Short Sale
No
Standard Sale
Yes

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Canal Front Waterview: Canal View; Ocean View Dockage: Boat Lift Property Condition: New Construction Vehicle Storage: Garage; Off Street Parking Furnished: Unfurnished Cooling: Central Air Heating: Central Utilities: Buyer to Verify; FKAA; Municipal Sewer; Propane Appliances: No Appliances Exterior Features: Gazebo Pool Info: In Ground Construction: CBS; Concrete Floor: Concrete Roof: Concrete Roof Pets: Pets Allowed Security: No Security Land Size: Less Than 1/4 Acre Terms: Cash; No Seller Finance Title: Title Ins - Buyer GF-Interior Features: LED Lighting
Listing Office: RE/MAX All Keys Real Estate
Last Updated: August - 22 - 2026
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.