Properties For Sale in Monroe County

Introducing a newly completed architectural masterpiece overlooking the turquoise waters of the Atlantic Ocean in the prestigious enclave of Plantation Key. Set on over two private acres, this extraordinary estate embodies the pinnacle of coastal elegance, modern luxury, and serene island living....

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...

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 ...

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...

Introducing an extraordinary and completely custom Polynesian-inspired estate designed by the owner with finishes imported from all over the world. Perfectly positioned on the most premier lot within the exclusive gated enclave of Shark Key, offering an exceptional blend of privacy and waterfront...

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...

Located within exclusive Key Colony Beach, nestled on a lushly landscaped, oversized lot, lies a stunning Oceanfront estate of unrivaled opulence. Boasting in-ground saltwater pool and spa, private sandy beach, firepit, built-in outdoor kitchen, and sprawling composite dock with 40K boat lift, th...

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...

Welcome to Casa Mar Azul, a one-of-a-kind oceanfront estate located along the iconic Old Highway in Islamorada a rare offering with 200 feet of oceanfront shoreline, a private jetty with dockage, and breathtaking panoramic views of the Atlantic Ocean. This elegant coastal retreat blends indoor-ou...

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.

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...

Architectural Polynesian-Inspired Waterfront Retreat in Key Largo Inspired by the architectural philosophy of Frank Lloyd Wright, this distinctive 4-bedroom, 3.5-bath waterfront pool home was thoughtfully designed around the four natural elements: stone, water, fire and wood. Creating a harmoniou...

Nestled within the coveted Coco Plum neighborhood, this remarkable estate epitomizes luxury waterfront living in the heart of the Florida Keys. Meticulously crafted by D'asign Source, this custom home boasts an unparalleled blend of sophistication, comfort, and functionality while also offering s...

Nestled on a secluded 2-acre lot in Grassy Key, Marathon, this gated waterfront estate boasts 4,000 sq. ft. and is highlighted with a ton of amenities including two docks, 4 post boat lift, private sandy beach and an infinity-edge elevated pool blending seamlessly with the gulf and featuring a bu...

Waterfront pool home with dockage in Venetian Shores offered furnished. Experience the ultimate Florida Keys lifestyle in this beautifully updated canal-front residence designed for relaxed coastal living and effortless entertaining. The home offers 5 bedrooms and 3 bathrooms, with approximately ...

Florida Keys luxury redefined! Experience this newly constructed 2025 oceanfront masterpiece perfectly balancing coastal elegance, craftsmanship, and timeless design. With 6 bedrooms, 6.5 baths, and 3,102 sq ft under air plus 2,000+ sq ft of balconies, it offers seamless indoor-outdoor living fra...

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...

Tired of waiting on Uber or Freebee? Why not make this stunning bayfront estate your own private slice of paradise, right in the heart of Islamorada? Just a flip-flop stroll away from local favorites like MEAT Eatery, Shima, Marker 88, and City Hall Caf, this property places you at the vibrant co...

Charming Multifamily Compound in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional multifamily compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or fam...

Welcome to Morning Glory - The Dolphin House, a rare direct oceanfront retreat in the Florida Keys. Situated on an oversized oceanfront lot, this 4BR/3.5BA home offers 2,478 SqFt of coastal elegance, breathtaking Atlantic views, and the peaceful lifestyle buyers dream about. Wake up to stunning s...

Charming Single family home with multiple guest cottages in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal in...