luxury houses with pool for sale Islamorada, United States (page 2)

Located along the renowned Millionaire’s Row in Tavernier, this extraordinary dual-parcel estate represents one of the rarest and most strategically significant waterfront opportunities in the entire Florida Keys luxury real estate market.Positioned at 88835 and 88845 Old Highway, the compound spans multiple acres with approximately 480 feet of direct ocean frontage, offering an unmatched combination of privacy, world-class boating infrastructure, and exceptional future development potential.The primary residence at 88845 Old Highway is a newly constructed contemporary estate encompassing approximately 8,200 square feet of ultra-luxury interiors. Designed to the highest modern standards, the home features 5 bedrooms, 6 full bathrooms, and 2 powder rooms, with sophisticated designer finishes, advanced smart-home technology, and expansive living spaces tailored for elevated waterfront living.Outdoor amenities create the ambiance of a private oceanfront resort, highlighted by a spectacular 120-foot resort-style swimming pool, protected yacht basin with private dockage, boat lift, and direct deep-water access to the open ocean.Complementing the primary estate, the adjacent parcel at 88835 Old Highway contributes more than 3 additional acres of land, delivering a rare level of flexibility and long-term value rarely found within the Florida Keys.The secondary parcel includes:a fully renovated 3-bedroom residence completed in 2022a highly valuable transferable TDR (Transferable Development Rights)an additional buildable lotlush natural tropical vegetation providing exceptional privacy and exclusivityThe inclusion of transferable development rights creates the opportunity for a significantly larger future primary residence, further elevating the estate into a true generational waterfront legacy asset.An irreplaceable oceanfront compound offering an extraordinary blend of luxury living, premier boating access, investment value, and future development flexibility within one of the most coveted waterfront destinations in the Florida Keys.

A rare dual-parcel offering on prestigious Millionaires Row in Tavernier, 88835 and 88845 Old Highway present an extraordinary opportunity to own one of the Upper Keys most expansive and versatile oceanfront compounds. Spanning multiple acres with 480 feet of waterfrontage, the property combines exceptional privacy, premier boating access, and remarkable future development potential. At 88845 Old Highway, a newly constructed 8,200 SF modern estate showcases 5 bedrooms, 6 full baths, 2 half baths, designer finishes, smart-home technology, a resort-style 120-foot pool, and a protected basin with dockage, boat lift, and deep-water access. Complementing the main estate, the adjacent parcel at 88835 Old Highway encompasses over 3 additional acres and introduces a rare layer of flexibility and long-term value. The property includes a renovated 3-bedroom residence completed in 2022, a transferable TDR allowing for the future construction of a substantially larger primary residence, an additional buildable lot, and a lush natural hammock buffer that enhances privacy and exclusivity. Together, this exceptional compound delivers an unmatched blend of luxury living, investment potential, and future flexibility in one of the Florida Keys most coveted waterfront settings.

Set on over 2 acres along prestigious Millionaires Row in Tavernier, this newly constructed oceanfront residence offers an extraordinary blend of scale, design, and modern coastal luxury. Encompassing approximately 8,200 square feet under air and over 16,000 total square feet, the home was thoughtfully designed for elevated living and grand-scale entertaining. The property features 5 bedrooms, 6 full baths, and 2 half baths, with all bedrooms offering en suite accommodations, custom closets, and refined finishes throughout. Additional highlights include a private office, elevator, whole-home sound system, 600-amp electrical service, and five independent AC zones. Interiors are curated with white diamond marble, rich teak wood flooring, custom millwork, and a striking steel roof. The chefs kitchen is outfitted with premium Wolf, SubZero, and Cove appliances, dual dishwashers, farmhouse sinks, and custom mahogany countertops. With 240 feet of direct ocean frontage, outdoor living is equally impressive, anchored by a 120-foot resort-style pool with heating and chilling systems, a gas-heated spa, summer kitchen, cabana bath, and expansive covered entertaining areas. Additional features include a 3-car garage, climate-controlled workshop, and weekly rental zoning, offering both exceptional lifestyle appeal and investment potential.

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 property is an exquisite example of modern ocean side living in the Florida Keys with 7 bedrooms, 7 in suite bathrooms, 2 half baths, whole smart home technology for lights, security and sound all the way to the beach, custom chef kitchen, whole home generator, 4 zone cooling, elevator, custom wine cellar, and primary bedrooms on 2 floors. Outside you have an outside kitchen, extended covered seating, pool with spa and waterfall off the pergola, private lagoon with parking for five boats each with water and shore power, boat lift, custom fish station, private beach with Tiki hut, approximately 2,500 sq feet of covered parking and smart home controlled LED lighting.

Welcome to 16 Seaside, an extraordinary oceanfront estate showcasing the perfect balance of modern design, functionality, and refined coastal living. This newly constructed residence is situated on a protected private basin offering the rare, secure deep-water dockage with a sandy peninsula. The private basin provides parking for up to six vessels, each equipped with shore power and water, making it a boater's dream. Spanning 6,585 square feet under air, the home features seven bedrooms, seven en-suite baths, and two half baths, including dual primary suites designed for multi-generational living or guest privacy. The interior exudes modern luxury with a custom chef's kitchen, climate-controlled wine cellar, multi-level elevator, four-zone AC system, and comprehensive smart-home automation managing lighting, audio, climate, pool, and security. Every detail was curated for seamless living and entertaining, from the expansive third-floor entertainment suite overlooking the ocean to the open-concept living spaces lined with glass doors and terraces capturing panoramic views. Outdoors, enjoy a resort-style pool and spa, covered summer kitchen, and a tiki hut on your private sandy beach framed by lush landscaping and privacy fencing. Seven balconies provide stunning vantage points, while an automatic entry gate and approximately 2,500 square feet of covered parking offer security and convenience. Built to last with reinforced, poured concrete construction, impact glass, and a whole-home generator, this residence combines elegance with durability. Set on a .48-acre double lot with flexible suburban/commercial zoning ideal for 1031 exchange investors, 16 Seaside delivers unmatched versatility and long-term value. Located just one hour from Miami, this exceptional Key Largo waterfront estate embodies the essence of the Florida Keys lifestyle, where oceanfront serenity, modern craftsmanship, and world-class boating converge in one remarkable private estate sized property.

It's official, the best deal in Key Largo Ocean Resort has hit the market. Priced well below other comparable homes within this community. This 4-level home experience offers all the comforts one would desire. Being sold fully furnished, this home shouts elegance and efficiency all while maintaining the decorator's artistic integrity. Beautified with soft beach tones paired with wood accents lends itself to subtle sophistication. Next functionality appears as you enter the advanced tube elevator, lifting you to 1of 3 levels. As you explore this 4/3 beach house you will ultimately discover a spectacular rooftop terrace offering you amazing ocean views for you & your guests to enjoy. This golfcart community offers gated security, Club House, pool, tennis & basketball court, gym, marina and private boat ramp available 24hrs. And for the investor, this home comes with 2026 reserved tenants, positioning this home with immediate passive income. Your Paradise awaits!

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

An unparalleled development opportunity in the heart of the Florida Keys. Spanning approximately 10 acres, this expansive bayfront property represents one of the largest and most versatile land offerings currently available in the Middle Keys. There are two newer construction homes (4 bedrooms/4.5 bathrooms each), 8 additional building rights (7 waterfront lots, 1 dry lot), 16 deep water boat slips in a protected basin (6 with boat lifts) and a total of 10 acres of land conveyed with the sale. The property offers exceptional flexibility for a luxury compound, secluded waterfront community or private family retreat. The 2 current homes sit on 5,200 SF lot each featuring 4 bedrooms/4.5 bathrooms with a total interior square footage of 3,300. Each has their own private pool & spa, unobstructed bay views, garage, Thermador appliances & marble kitchen countertops, impact doors & windows & designed to embrace the island lifestyle. The estate balances seclusion with convenience just minutes from Marathon Executive Airport for effortless fly-in, fly-out access. As well as seamless access to both the bay & ocean side waters via Long Key Bridge or Channel 5. The setting is defined by endless sunsets, abundant wildlife, and world-class boating & fishing just steps from your door. Whether envisioned as a multigenerational retreat, a private waterfront sanctuary or a visionary redevelopment, this legacy property offers the space, flexibility & natural beauty to bring a dream to life.

Escape to your own tropical paradise with this dreamy, ultra-luxurious 6-acre estate on Key Largo Bay, just one hour south of Miami. This extraordinary private retreat features a main residence w/in-law suite, plus three accessory dwelling units, offering a total of 6 bedrooms, 6 full bathrooms, and 1 half baths, perfect for hosting family and friends or creating a secluded personal sanctuary. The estate delivers true resort-style living with a stunning brand-new heated /chilled pool and a natural pool with a tranquil fountain, all set within a lush tropical landscape. With 300 feet of private waterfront, including 100 feet of sandy beach overlooking the Gulf, the property enjoys unobstructed panoramic views and some of the most breathtaking sunsets in the Florida Keys. Designed around a wellness-focused lifestyle, the property includes a sauna, cold plunge, outdoor shower, and dedicated workout and yoga areas, ideal for meditation, fitness, and holistic living surrounded by nature.Boating enthusiasts will appreciate the exceptional waterfront infrastructure, featuring multiple dock spaces, a covered boat house, a private basin, and an approved 99’6” private dock & tiki hut with an approximately 6-foot draft. The new dock adds flexibility to accommodate larger vessels and comfortably welcome multiple boating guests. This estate is positioned near Snake Creek and Tavernier Creek and provides quick access to both the Atlantic Ocean and the Florida Bay, making it a premier launch point for backcountry flats fishing, offshore adventures, sandbar days, and sunset cruises.The location also places you by iconic Florida Keys destinations, including the Islamorada Sandbar, Alligator Reef Lighthouse, and several popular waterfront restaurants easily accessible by boat, offering the ultimate Keys lifestyle of dining, cruising, and coastal exploration.The estate is home to hundreds of tropical plants and trees, ensuring unmatched privacy and natural beauty. An urban garden with organic herbs and vegetables supports a true farm-to-table lifestyle. Outdoor living is elevated with tiki huts, outdoor kitchens, expansive entertaining areas, and ample parking, making the property ideal for intimate retreats, wellness gatherings, or peaceful island living.This one-of-a-kind Key Largo estate is more than a home, it’s a lifestyle. Truly unforgettable and irreplaceable, it must be experienced in person to fully appreciate its scale, serenity, and extraordinary details.*Information is believed to be accurate but not guaranteed. Buyer & Buyer agent/broker to verify all details.

Welcome to waterfront paradise in Key Largo, a 3,325 sq ft single-family home built in 2011. Featuring robust concrete construction, a metal roof, and impact-resistant windows, it offers security and enduring elegance. Inside, Miami Dade pine ceilings and marble flooring exude coastal charm. The gourmet kitchen, dining, and living areas flow seamlessly to a balcony with canal views. The master suite boasts a lavish ensuite and private balcony. Two bedrooms on the third floor offer ensuites, with an upstairs living room bathed in natural light. Outdoor living includes a pool, lush landscaping, and a 60 ft dock with a 16,000-pound boat lift. A 17KW generator and propane system ensure comfort during inclement weather. Phenomenal seller financing available. Do not miss this opportunity!