Sellers

Villa Lago Named Sotheby's Extraordinary Property of the Day

We are proud to announce that Villa Lago — 75090 Overseas Highway, Islamorada — has been selected as the Sotheby's International Realty® Extraordinary Property of the Day, featured across the brand's global social media channels to an audience of more than one million followers worldwide.
Published on
July 29, 2026

It is a distinction reserved for properties that genuinely earn it. Villa Lago is one of them.

Positioned along 220 feet of pristine Florida Bay frontage on a full acre in Islamorada, Villa Lago is an Italian-inspired waterfront estate unlike anything else in the Upper Keys market. At 8,194 square feet across three levels, the home makes an immediate statement — a dramatic arrival beneath 30-foot soaring ceilings opening into grand living spaces framed entirely by turquoise bay views.

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A Home Built With Extraordinary Intention

Every detail of Villa Lago reflects a commitment to craft that is rare at any price point. An arcaded hallway with a hand-tiled barrel-vaulted ceiling connects interiors finished in Italian marble, five fireplaces, and hand-painted ceiling frescoes. Florentine quatrefoil windows, Juliette balconies, wrought-iron railings, copper rain gutters, and hand-carved marble corbels define an architectural character you will not find in another Keys property.

The floor plan includes four bedrooms: three guest suites on the main level and a private third-floor primary retreat with two fireplaces, an office, tea room, sitting room, spa-inspired bath, custom walk-in closet, private laundry, and balconies overlooking the living spaces below.

The chef's kitchen is appointed with Viking, Miele, U-Line, and Sub-Zero appliances alongside a walk-in pantry and dedicated prep kitchen — with a pass-through window connecting to the outdoor kitchen and covered dining area overlooking the pool, beach, and bay.

Additional spaces include a formal dining room with hand-painted ceiling fresco, wellness room, sauna, private theater with wet bar, and a billiards lounge finished in mahogany coffered ceilings and coconut wood flooring. Outside: an infinity-edge pool, sunken gazebo with swim-up seating, putting green, fountains, and mature tropical landscaping. Deep-water dockage and a white-sand beach provide direct access to some of the finest fishing, diving, and boating waters in the world.

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What Global Reach Means for Your Listing

The Extraordinary Property of the Day feature is one example of what it means to list with a team connected to the world's premier luxury real estate network. When your property is represented by Leslie Leopold and Annie Hagen, it enters a marketing ecosystem that reaches buyers in more than 81 countries — buyers who find exceptional properties through Sotheby's and close with agents they trust.

For sellers in the Upper Keys, that reach is not a luxury — it is a necessity. The buyers of record-setting properties rarely come from around the corner. Getting your property in front of the right audience, at the right moment, with the right presentation, is what separates a strong result from an extraordinary one.

If you are considering selling your Florida Keys property, we would welcome the conversation. Learn more about what it means to sell with Leslie and Annie →

Interested in viewing Villa Lago? See the full listing →

Ready to talk about your property? Reach out→

Leslie Leopold
Global Real Estate Advisor

Three-decade Keys resident. Top producer since 2004.

Annie Hagen
Global Real Estate Advisor

Local knowledge, professional precision, community roots.