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

New Listing
$4,900,000
Property Type: Residential Bedrooms: 3 Baths: 5 Square Footage: 5,559 Lot Size (sq. ft.): 9,998 Status: Active
Current Price: $4,900,000 List Date: 6/29/2026 Last Modified: 7/01/2026

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 square feet** of living space plus over **1,100 square feet of covered porches**, with plans for three spacious guest suites, each with a private bath, a half bath, laundry room, chef's kitchen, and open-concept living area. The entire third floor is dedicated to the **1,731-square-foot primary retreat**, designed with ocean views, a spa-inspired bath, oversized custom closet, executive office, and private covered porch. An elevator shaft is already in place for easy access to every level. Plans also include a canal-front pool and cabana overlooking Snake Creek Bridge. With a concrete dock, 100 feet of waterfront, deep-water boating, and one of the Keys' finest locations, this property offers the rare opportunity to complete a truly remarkable custom estate while selecting every finish to reflect your own vision. Property is being sold as is. Some images are AI computer generated to show future potential.

More Information MLS# 620441

Contract Information

Current Price: $4,900,000 Listing Date: 2026-06-29 Listing Board: Florida Keys List Price: $4,900,000 As is Rght to Inspct: Yes Potential Short Sale: No Bank Owned: No

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

General Property Description

Realtor.COM Type: Residential - Single Family Style: Single Family Waterfront: Yes Control Depth: 6 Pool: Yes Year Built: 2027 Lot Size: 100 X 100 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: 1 Total Baths: 5 Rentals Allowed: With Restrictions

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Dockage

Dock Length: 100 Dock: Concrete Dock Permit: Yes Seawall: Concrete

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: July - 01 - 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.

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