luxury houses with sea view for sale Monroe County, United States (page 3)

The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for either full time residency or effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

Gracious waterfront living awaits at 15 Harbor Island Drive, a spacious 5,400 sq. ft. family retreat tucked within one of Ocean Reef's most private and picturesque neighborhoods. Located on a quiet street surrounded by sparkling canals, this two-story residence offers exceptional indoor–outdoor living and an ideal layout for both multi-generational families and effortless entertaining. The home features five en-suite bedrooms, including a grand first-floor primary suite with soaring ceilings, dual walk-in closets, and two full baths. Sliders open directly to the pool deck, creating a serene extension of the suite. A second guest suite is also located on the main level, along with a separate laundry room and a private office for quiet productivity. A formal living room, dining room, and media room provide multiple gathering spaces, while the open-concept family room seamlessly blends the gourmet kitchen, dining area, and separate wet bar with the expansive pool patio. Custom millwork, crown molding, marble floors, and thoughtful architectural details create a sense of understated sophistication throughout. Upstairs, a striking iron-and-brass staircase leads to three additional guest suites and a spacious media room with a built-in Murphy bed for overflow guests—ideal for larger families and holiday gatherings. Boaters will appreciate the 75' dock system, complete with a fixed dock, floating dock, and lift suitable for large center consoles. Impact windows, a three-car garage, courtyard entry, and pavered circular driveway add to the home's ease of living. Whether hosting outdoor dinners on the covered pool patio, enjoying peaceful afternoons by the water, or setting out for a day on the ocean, this Harbor Island residence offers the finest in private waterfront living at Ocean Reef.

Discover a rare opportunity to own an exceptional oceanfront estate in the heart of Islamorada that seamlessly combines luxury living with an established, successful vacation rental history. Situated on 1.82 private acres with approximately 225 feet of ocean frontage, this Residential Estate-zoned property is currently licensed for legal 7-day vacation rentals, making it one of the limited number of properties within the Village of Islamorada offering this highly sought-after privilege. With a documented history as a successful income-producing vacation rental, this property offers the opportunity to enjoy an extraordinary Florida Keys lifestyle, while rental income may help offset the costs of ownership. A gated entrance welcomes you through a majestic Royal Palm-lined circular driveway to an impressive, covered portico. Inside, a dramatic foyer and elegant wrought-iron staircase set the tone for a home featuring five spacious bedrooms, four beautifully appointed bathrooms, and breathtaking ocean views throughout. Enjoy spectacular sunrises from the observation pier or relax year-round in the heated and chilled saltwater pool. The home is beautifully appointed with quartz countertops, premium appliances, impact-resistant windows, and exceptional craftsmanship throughout. Whether you're seeking a luxurious private residence or a proven income-producing property to help offset costs, this ideal combination of both is a remarkable Islamorada estate that offers an exceptional blend of privacy, oceanfront beauty, and one of the most desirable licensed weekly vacation rental opportunities in the Florida Keys.

A once-in-a-lifetime opportunity to own one of South Florida's most iconic properties. Welcome to Tea Table Key, a breathtaking 15-acre private island estate, accessible by car or by boat, located just minutes from downtown Islamorada and directly across from the iconic Alligator Reef Lighthouse. Surrounded by vivid turquoise waters, this extraordinary sanctuary offers complete privacy and a front-row seat to nature's daily spectacle — herons and egrets gliding overhead, pelicans diving at sunrise, and eagles soaring above your shoreline. Enjoy the rare luxury of total seclusion without sacrificing convenience. Within minutes, you're immersed in Islamorada's finest restaurants, art galleries, and shopping, yet at home you're embraced by the stillness of your own island world. Conveniently located approximately 1 hour and 30 minutes from Miami International Airport, or a 25-minute helicopter or seaplane ride, Tea Table Key offers an unmatched combination of accessibility and exclusivity. The island features a beautifully updated 6-bedroom residence, along with a tennis court and private dockage. Whether you choose to enjoy the comfort of the existing home or envision an entirely new luxury residence, Tea Table Key presents a truly incomparable canvas in one of the most sought-after destinations in the Florida Keys.

Charming oceanfront cottage located in the historic district of Tavernier. This three-bedroom, two-and-a-half-bath residence features vaulted ceilings, French doors, and a white-washed coastal aesthetic that complements its breathtaking setting. Enjoy panoramic, sparkling ocean views and unforgettable sunrises from the expansive open porch spanning the entire oceanside of the home, with access from both the primary suite and a guest bedroom. Additional highlights include deep-water dockage, impact windows and doors, and enclosed ground-level storage—ideal for island living.

Commanding 170 feet of private Florida Bay frontage and situated on over an acre of precious Islamorada land, Eagle Point is a contemporary coastal estate that captures the essence of refined waterfront living. Designed for both serenity and sophistication, the residence blends clean architectural lines with the natural beauty of its tropical surroundings. Gated and beautifully landscaped, the property opens to sweeping open-water vistas framed by swaying palms and fruit trees orchard upon your entrance. Expansive glass walls flood the interiors with natural light, connecting elegant living and dining spaces to the outdoors, providing vast screened porches both upstairs and down. The kitchen anchors the home with gorgeous views and a function ideal for entertaining or quiet evenings at home. A downstairs flex room and private gym add versatility and wellness to daily life, while multiple rooftop terraces invite sunset gatherings and panoramic bay views. Outside, the resort-inspired amenities continue with a lagoon-style pool, putting green, and ample deep-water dockage with a boat lift, providing Bay to Ocean access in minutes via Channels 2 or 5. This offers effortless access to world-class boating and fishing. Just off the edge of the channel lies a rare bayside reef teeming with life and providing snorkeling right off your own dock. Located on the Lower Matecumbe island of Islamorada, Eagle Point balances modern coastal luxury with timeless island tranquility—an estate designed for those who seek both beauty and belonging by the water.

Step into elegance at this Neo-Classical oceanfront estate. Situated on a pristine stretch of Atlantic coastline, this single-level architectural gem offers panoramic ocean views. The home features 142 feet of ocean frontage in a prime location. Crafted in 2002, the home reflects the vision of its architect, builder, and homeowners. It sits on an 18,660 square foot lot with a grand entrance from a circular driveway and wide steps leading to an impressive front. Inside, the foyer opens to generously scaled spaces that are gracious, elegant, and inviting. The 3,382 square foot split floor plan includes formal and casual areas. The grand living area boasts soaring ceilings framed by iconic columns, opening to an expansive terrace—perfect for entertaining or enjoying quiet evenings with ocean views. The master suite offers tranquility with a large, luxurious en-suite bathroom featuring marble finishes, a walk-in shower, and an enormous closet with a center island—all with views of the terrace and ocean sunrises. The home includes 2 guest bedrooms flooded with natural light, each with large windows, ample closets, and en-suite baths. The office/art studio can convert into a 4th oceanfront bedroom with its own full bath. Skylights, windows, and glass doors, along with high ceilings, emphasize the home's indoor-outdoor living concept and natural light. The chef-style kitchen, with ocean and pool patio views, features custom cabinetry and a large island—ideal for hosting and culinary delights. The sun-filled living area opens to exterior spaces including terraces at the back of the home and by the pool—perfect for entertaining or relaxing with family and friends. Outside, impeccably landscaped grounds lead to a private pool that seamlessly blends with the ocean, accompanied by a renovated coral rock seawall that offers dockage for large vessels. With impact glass throughout, a powder room, laundry room, and a spacious two-car, one-cart garage.

Make all of your Florida Keys fantasies come true at Fantasy Harbor! We're willing to bet you never even knew this gated community on Islamorada's Lower Matecumbe existed. This concrete harborfront home is being offered for the very first time. Upstairs 2 bedroom 2 bathrooms suites with open and spacious harborview living areas plus downstairs bedroom and bathroom with a bonus party hut reminiscent of relaxing Bahamian nights after a day on the water. Quiet & private living situated just off the Florida Bay in a protected harbor with 99' concrete seawall on cap rock plus boat lift. This one is a winner!

Zephyr Cove; the extravagant, aquatically inspired retreat that you deserve. Located on the breathtaking waterfront nestled along the Gulf and was designed and built by D’Asign Source. This stunning estate invites you to experience the perfect balance of luxury, tranquility, and adventure. With both fresh and saltwater elements woven into its design, every detail has been thoughtfully crafted. At the heart of the property lies a lazy river loop infinity pool, complete with bridges, a swim-up pool bar with a gazebo, a spa with a table, a lap pool, beach-style entries, and a waterfall grotto plus a gas fire pit, and putting green. Whether you’re floating under the sun, entertaining guests, or enjoying a peaceful evening by the water, this home was manifested for unforgettable moments. Grand main residence vaunts an impressive private primary wing and elegant open spaces designed for both comfort and entertainment. Indoor amenities include a temperature-controlled wine room, game room, home theater, fitness center, and conference room, offering endless ways to unwind and enjoy life. Two additional charming two-bedroom villas and a separate two-bedroom guest house are perched next door, perfect for hosting family and friends with style and privacy. Designed for the ultimate coastal lifestyle with outdoor kitchen and dining areas set against breathtaking Gulf views, ideal for entertaining or simply soaking in the beauty of your surroundings. Ample dockage and multiple boat lifts for your toys, located right between Vaca cut and Tom’s Harbor Cut for easy Ocean access. Tropical gardens enhance the natural beauty of this property. Expansive garages and storage spaces provide ample room for vehicles, boats, and all of your coastal essentials. Whole-home 130kw generator in its own private structure, ensuring peace of mind no matter the season. This is where everyday life feels like you’re being pampered at a lavish resort. Step into a world where the beauty of nature meets unparalleled craftsmanship and let the magic of the Gulf welcome you home.

Welcome to Serenity Cay, an exquisite Balinese-inspired estate where tranquility and luxury meet the endless beauty on the Florida Bay. A true masterpiece of engineering and design, this sprawling waterfront residence on nearly 4 acres offers an unparalleled blend of tropical elegance, sophisticated craftsmanship, and modern luxury. An expansive infinity-edge pool blends seamlessly into the sparkling waters of the bay while lush gardens create a serene oasis. The home's architecture showcases graceful, custom finishes and rich hardwoods, all hallmarks designs that evoke the spirit of the Islands. Spanning over 6,900 square feet, the interior is a seamless fusion of open-concept living spaces and private retreats. Soaring vaulted ceilings and vast windows invite abundant natural light and spectacular views of the bay, creating an indoor-outdoor flow. The primary suite serves as your personal sanctuary, complete with private terrace, spa-inspired bathroom, and walk-in closets fit for a connoisseur of fine living. Each guest has direct access to outdoor spaces and views. A bonus, versatile bunk room/media center sits just off the west wing of the home. The charming guest house is the perfect complement to the main home, nestled in its own secluded on site location this delightful addition exudes a warm, welcoming ambiance ideal for hosting guests, or as a private office or creative studio. This downtown Islamorada estate in an incomparable location; walking distance to shopping, dining, and local culture, also has appeal that extends to those with a passion for the great outdoors. Two protected docking basins and boat lift, sandy lounging beach, expansive outdoor lanai and outdoor kitchen offers the ideal space for entertaining or enjoying a quiet evening watching the sunset. Fly the seaplane in or land the helicopter. Premier boating access just moments away from the Intracoastal waterway and Ocean channels. Serenity Cay is not just a home, it's an experience.

Wake up on the water in this turnkey, fully furnished coastal retreat in the heart of Key Largo. Complete with a modern, beach-chic design, this 3-bedroom, 3-bath home blends effortless luxury with true Florida Keys living. Outside, enjoy direct ocean access from your private dock with boat lift--just minutes to world-class fishing, diving and sandbars. After a day on the water, unwind in the resort-style pool with submerged bar stools, sun shelf, and turf yard perfect for lounging, grilling, and sunset cocktails. Walls of glass and multiple balconies frame sweeping ocean and canal views, filling the home with natural light. The open-concept main level features a stunning chef's kitchen with sleek cabinetry, quartz waterfall island, Bosch appliances, and gold accents, flowing into a relaxed living area designed for entertaining. The spacious primary suite is a true sanctuary with panoramic water views, private balcony, and spa-like bath boasting a freestanding soaking tub, oversized glass shower, and designer finishes. Guest rooms are thoughtfully furnished--including a bunk room--offering comfortable accommodations for family and friends. Offered fully furnished, down to the dcor, this home is truly move-in ready--ideal as a primary residence, vacation escape, or high-end rental property. Experience the best of Keys waterfront living with style, comfort, and unbeatable ocean views

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 pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame the ocean view. Open ocean views from the living room, Florida room, porches, master bedroom and upstairs loft. Living room with wet bar and pass-through window to the gourmet kitchen and separate dining room, all with Saturnia stone floors. Direct boating access to the best offshore fishing and diving, plus quick Florida Bay access. RE Zoning allows weekly rentals for great income potential. The sandy backyard is shaded by palms and the large pool is fenced for privacy. The winding drive from the gate to the home is dotted with seating spots for enjoying the wildlife and tropical foliage. There is also a separate storage room and workshop downstairs, a gardening shed and landscape lighting along the driveway. Call today!

This luxe, oceanfront estate will be sold at Luxury AUCTION Without Reserve on December 4, 2025! List price for REFERENCE ONLY. Offered in co-op. with Platinum Luxury Auctions. Inquire for details.Trophy Oceanfront Estate in THE PRIME location on Ocean Dr Summerland Key - surrounded by multi million dollar estates favored by celebrities and business leaders. Fly in and boat out! Located in one of the most exclusive areas of the Florida Keys, this one-of-a-kind estate offers the ultimate blend of luxury, privacy, and unmatched boating access. Set on a beautifully landscaped 37,400 sq ft lot with 120 feet of direct oceanfront, this residence is a rare opportunity to own a property designed for discerning buyers who demand the best. Boaters will be captivated by the 120,000 lb yacht lift, capable of hosting up to a 75 ft vessel--an extraordinary find in the Keys. The estate also features a private mooring buoy, two additional boat lifts, and a private boat basin. With exclusive bay bottom rights, this is a true boater's paradise. Inside, the home boasts 5 bedrooms, 4 full baths, and 2 half baths. The spacious guest suite features a separate sitting area currently set up as a gym with a half bathroom, and a large bedroom with ensuite bathroom. The open-concept living area showcases vaulted ceilings, a chef's kitchen with high-end appliances, and seamless indoor-outdoor flow to a sprawling tiled patio. Enjoy breathtaking views of the Atlantic and Little Palm Island from the raised pool, spa, and covered bar area, perfect for entertaining in style. The estate also includes a private beach, desalination plant, and backup generator, ensuring complete self-sufficiency. Additional highlights: one-car garage, large storage space, circular drive, and lush tropical grounds that evoke a luxury resort. Fly into paradise at Summerland Key Community Airport for residents only - helicopter and small aircraft. This exceptional property offers the pinnacle of Florida Keys living.