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Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

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$4,500,000
155 Palo De Oro Drive
Upper Matecumbe Key Islamorada, FL 33036
MLS# 620441
3 beds  |  5 baths  |  5559 sqft


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Property 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.

Details
Maps
Contract Information
Current Price: $4,500,000
Listing Date: 2026-06-29
Listing Board: Florida Keys
Monthly Rent: $4,500,000
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
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
Status Change Info
Contingent: None
Status: Active
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.


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David Austin, Owner/Broker
Anchor Line Realty, LLC
820 Ashe Street
Key West, FL 33040
www.anchorlinerealty.com
[email protected]
305.766.6835
Member, National Association of Realtors (NAR)
Member, Florida Association of Realtors (FAR)
Member, Key West Association of Realtors (KWAR)