Properties For Sale in Monroe County

Experience unparalleled oceanfront living at Chateau On The Ocean, a turnkey private estate set within an exclusive enclave in Islamorada. Here elevated coastal living reflects the sophistication of what has been referred to as the Hamptons of Miami. From the moment you arrive, a striking sense o...

Experience unparalleled oceanfront living at the Chateau on the Ocean, a turnkey private estate set within an exclusive enclave in Islamorada. Here elevated coastal living reflects the sophistication of what has been referred to as the Hamptons of Miami. From the moment you arrive, a striking sen...

Newly completed private oceanfront estate on 2+ acres in Plantation Key, offering an extraordinary combination of scale, privacy, dockage, and resort-style living in the heart of the Florida Keys. Designed for luxury coastal living, entertaining, and extended stays, this exceptional estate featur...

This breathtaking five-acre oceanfront estate, with 244 feet of private ocean frontage, is the crown jewel of the Florida Keys. From the moment you pass through the gates, you'll be captivated by a world of elegance, privacy, and unparalleled amenities. At the heart of this premier estate lies a ...

Discover one of the Florida Keys' most extraordinary private island retreats. Encompassing 9.69 acres of pristine tropical landscape, Howell Key offers an unparalleled opportunity to own an off-grid luxury island with two building rights, allowing for one additional residence, surrounded by breat...

Welcome to Morton Manor, an exceptional gulf-side waterfront estate set on 2.82 private acres where luxury, privacy, and resort-style living come together in this extraordinary Florida Keys compound. Encompassing 8,515 sq. ft. of living space, this property features a 5-bedroom, 4.5 bath CBS main...

Yes, you can have it all! This one-of-a-kind 3.2 acre Islamorada bayfront estate offers a new boat dock, more than 250 feet of sandy wade-in bayfront shoreline, two full residences, a separate garage/media house and a move-in ready package of extras unlike any other property in the Keys. This rem...

Manatee Bay Club Marina - Rare Investment Opportunity in the Florida Keys Located on the iconic 18-Mile Stretch entering Key Largo at the Miami-Dade/Monroe County line, Manatee Bay Club is a private, gated marina condominium association offering a truly unique investment opportunity. This offerin...

This 2-story estate sits on a 7,300 SF point lot at the tip of Adam's Cut w/167 FT WF & views to Largo Sound w/ocean access. Spanning 3,723 SF the 4BR/5+2BA home features La Finestra impact windows, elevator & Shell Reef limestone floors. 1st floor offers living room w/floor-to-ceiling windows, d...

Nestled in the exclusive Safety Harbor enclave of Islamorada, this stunning Gulfside estate offers an unparalleled blend of luxury and tranquility. Situated on a prime point, the property boasts breathtaking open water views and the added advantage of protected dockage, making it a boater's parad...

Crafted for waterfront living, this custom 6-bedroom, 5.5-bath bayfront estate offers expansive Florida Bay views, seamless indoor-outdoor living, and an unparalleled boating lifestyle. Offered fully furnished and turnkey, recent owner enhancements include elegant marble flooring throughout the l...

Crafted for exceptional waterfront living, this custom 6-bedroom, 5.5-bath bayfront estate showcases impeccable craftsmanship, expansive Florida Bay views, seamless indoor-outdoor living, and an unparalleled boating lifestyle. Offered fully furnished and turnkey, the home has been thoughtfully en...

Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires' Row... Islamorada's premier address. New dock with two boat lifts (16,000 lb. and 10,000 lb.) to enjoy one of the best boating locations in the Keys, plus a 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated p...

Embrace the essence of coastal living at this extraordinary bayfront estate, where privacy, comfort, and natural beauty come together on two sun-drenched acres along Florida Bay. Graced with year-round sunsets and endless opportunities for waterfront adventures, this property offers a rare sanctu...

Experience Mediterranean elegance and open-water living at this private oceanfront estate, featuring a pool, all set on a gated 10,545 sq. ft. lot in prestigious Key Colony Beach. Spanning 4,401 sq. ft., the 5 Bedroom, 4 Full and 2 Half Bath residence features impact glass and a private sandy bea...

Brand new 2026 coastal luxury in Islamorada's White Marlin Beach. 181 Nautilus Dr offers the ultimate Keys lifestyle with 5 bedrooms, 5.5 baths, and 5,320 SF of living area across three levels. Served by a private elevator that opens on all floors. Designed for indoor/outdoor living, enjoy a reso...

At the very tip of a private peninsula in the heart of the Florida Keys, this stunning Gulffront property delivers the ultimate waterfront lifestyle. Built in 2022, this 4,146 sq. ft. Coastal Modern residence was crafted by one of Marathon's premier builders with meticulous attention to detail, b...

Welcome to 142 Guilford Court, a stunning bayfront home in the desirable Hammer Point neighborhood of Key Largo. Built in 2021 with solid concrete construction and a concrete roof, this luxury waterfront property offers panoramic bay views from both the main living areas and the primary suite. Of...

Looking for a truly unique opportunity in the Florida Keys? Check out these 2 Custom Luxury CBS Pool Homes that are side by side! Live in one, and rent the other, corporate retreats, weddings, vacation rentals, tons of options! Experience luxury waterfront living in these custom-built, new constr...

Architectural Polynesian-Inspired Waterfront Retreat in Key Largo A rare architectural waterfront retreat in Key Largo, this 4 bedroom, 3.5 bath pool home blends Polynesian influence, tropical elegance, and one of the most peaceful settings on Largo Sound. Inspired by the design philosophy of Fra...

The Oasis is a modern oceanfront sanctuary with 86 feet of Atlantic frontage, a 75-foot infinity pool, and resort-style outdoor living. Engineered plans include future expansion and a private dock, offering luxury and serenity in Key Largo.

Welcome to an extraordinary oceanfront residence in the exclusive Casa Caselles community, where two townhomes have been masterfully combined into one spectacular 4,224 sq. ft. luxury retreat. Completely reimagined, this one-of-a-kind home features a private interior elevator with automatic doors...

Set along the Gulf on 2 lots within the sought-after gated Stirrup Key community, this beautifully appointed CBS residence captures panoramic open-water views, unforgettable sunsets, and a rare sense of privacy. Electronic gated entry and tropical surroundings create an immediate sense of arrival...

Welcome to Casa Tranquila in the highly desirable Venetian Shores neighborhood of Islamorada, where boating convenience meets tropical serenity. With 105 feet of dockage just one home from Snake Creek, this property offers immediate access to both the bay and the ocean--perfect for effortless day...