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

Experience the ultimate Islamorada waterfront lifestyle in an exceptional contemporary custom bayfront residence, designed by its current owners, with sophisticated architecture, exceptional construction, and premier boating amenities. Perfectly positioned on a cul-de-sac to capture spectacular year-round sunsets across Florida Bay, the tri-level residence offers approx. 3,200 Sqft of living space, an additional 800 Sqft of covered, tiled balconies, four bedrooms, each with an en suite bathroom, plus a convenient half bath. Natural stone flooring, custom cabinetry, quality finishes, and an elevator serving all interior living levels. Built for lasting durability, the home features reinforced concrete construction, galvanized reinforcing steel, a solid concrete roof, impact windows & doors plus automatic hurricane curtains protecting the main waterfront terrace. The spectacular 1,400 Sqft rooftop sun deck crowns the residence, showcasing panoramic views across Florida Bay, unforgettable year-round sunsets, & a fire pit for entertaining or relaxing under the stars. Designed for the boating enthusiast, the property offers immediate deep-water access, two boat lifts at +/- 25,000 and 12,000 pounds, and an enclosed tackle room/workshop for fishing gear and marine equipment. Low-maintenance grounds feature artificial turf, coral rock hardscaping, and irrigated tropical landscaping. The spacious backyard offers ample room for a future resort-style pool overlooking Florida Bay adjacent to the existing chickee hut. A spacious double covered carport with 9.5-foot ceilings provides generous parking for multiple vehicles, trailers, golf carts & recreational equipment. Combining contemporary custom design, exceptional concrete construction, expansive indoor/outdoor living, premier boating amenities, breathtaking sunset views, and endless opportunities for waterfront entertaining, the residence represents luxurious bayfront living at its finest in the Florida Keys.

Truly turnkey and fully furnished, this newly completed coastal-modern residence delivers approximately 3,100 square feet of refined luxury, with four bedrooms and four bathrooms. Completed in 2025 and professionally curated by Wright Interiors, the home showcases custom millwork, designer finishes and integrated technology, complemented by durable CBS construction, impact glass and a sleek metal roof. Seamless indoor-outdoor living unfolds across a summer kitchen, outdoor bar, heated and chilled pool, lush tropical landscaping, and two climate-controlled garages, with elevator shaft ready for install. Approximately 60 feet of concrete dockage beneath custom composite decking is expertly configured for both a center console and skiff, with direct Florida Bay access, a 20,000-pound boat lift, floating dock, shore power and custom fish-cleaning station. Positioned within one of Islamorada's premier close-knit boating neighborhoods, with A-rated schools nearby, this exceptional residence offers an elevated Keys lifestyle for both weekend escapes and full-time living. Optional HOA membership extends access to a private bayfront park and boat ramp.

Escape to Palm Paradise, a breathtaking oceanfront estate on 7.64 private acres in Islamorada, offering 369 feet of shoreline and sweeping Atlantic views. Tucked behind gates on Plantation Key, this secluded retreat combines lush tropical landscaping with unmatched privacy for the ultimate island escape. The 8,988-square-foot main residence showcases exceptional craftsmanship and thoughtful design. One wing features a dramatic two-story primary suite with a private office, while the opposite wing includes four additional bedrooms and four bathrooms across two levels. A separate two-bedroom guest house provides extra space for visitors, and a whole-house generator adds convenience and peace of mind. Inside, custom woodwork, coffered ceilings, built-ins, and high-end finishes create a warm yet refined atmosphere. Amenities include a chef's kitchen, wine cellar, private gym, elevator, and seamless indoor-outdoor living spaces ideal for entertaining or relaxing by the water. Resort-style outdoor features include a custom pool, tiki bar, outdoor kitchen, beachside fire pit, putting green, observation pier, and a lighted tennis court with cabana. Convenient access by seaplane, helicopter, or a 90-minute drive from Miami makes travel effortless. Perfect for boating enthusiasts, the estate is near dockage and concierge dry storage options. Located in the heart of Islamorada, Palm Paradise offers easy access to world-class fishing, boating, dining, and the laid-back luxury of the Florida Keys. Offered at $26.4M, Palm Paradise is a rare opportunity to own a private waterfront compound ideal for luxury living, family retreats, or executive escapes.

Don't let the address fool you, this home has easy bay access! Welcome to relaxed waterfront living in the Village of Islamorada, where open water views and nightly sunsets set the tone for an effortless Keys lifestyle. This inviting three-story home is designed to capture light, breezes, and the beauty of its surroundings. Inside, vaulted tongue-and-groove ceilings and an airy open floor plan create a warm coastal ambiance, while expansive impact windows and doors frame sweeping water views. The main living spaces flow seamlessly together, making it easy to entertain or simply unwind after a day on the water. Three comfortable bedrooms and two baths provide plenty of room for family and guests. Step outside to enjoy open terraces on both levels--perfect for morning coffee, sunset cocktails, or watching boats glide by on their way to Florida Bay just minutes away. Boaters will appreciate the concrete dock and quick access to some of the Keys' most spectacular waters. Thoughtfully equipped with impact windows and doors and a whole-house generator for peace of mind, this waterfront retreat blends comfort, practicality, and the timeless charm of Islamorada living--where every evening ends with a sunset over the bay.

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.

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.

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 sanctuary for extended families or groups of friends seeking their own slice of paradise. Three charming dwellings rest on two separate parcels--complete with deeded baybottom--creating a truly unparalleled retreat. Beyond the gated entrance, a winding drive leads first to the Coral House, a spacious 4-bedroom, 3-bath residence currently enjoyed as a licensed vacation rental. Continue toward the shoreline and you'll find the Cottage and the Florida Bay House tucked amid mature tropical landscaping, each offering its own unique character and comfort. The Florida Bay House, originally built in 1961 and thoughtfully expanded in the early 1970s, features 3 bedrooms and 3 baths, including an upstairs primary suite with sweeping views. The Cottage, built in 1956, provides a quaint and welcoming guest retreat. The Coral House, constructed in 1992 and situated in the desirable X flood zone, adds yet another layer of versatility to this exceptional estate. Step outside to where Florida Bay stretches before you--complete with a private jetty ideal for sunning, stargazing, or simply soaking in the peaceful coastal atmosphere. A convenient boat ramp beside the jetty makes it easy to launch kayaks and paddleboards for hours of exploration on the shimmering bay. This is a rare opportunity to own a remarkable coastal haven unlike any other. Contact us today to schedule your private tour and experience the magic of this timeless bayfront escape.

Set along 175 feet of direct Atlantic Ocean seawall, this completely remodeled 2026 Key Largo waterfront residence pairs contemporary coastal design with the boating lifestyle that defines the Florida Keys. Privately situated on a gated 14,220 SF corner lot at the end of a quiet cul-de-sac, the three-level home enjoys sweeping ocean views, easterly breezes, and an additional 100 feet of protected canal frontage. Boaters will appreciate a 26-by-14-foot cut-in boat slip with 5,000-pound davits, complemented by an additional 31 feet of concrete seawall. Cruise to nearby Rodriguez Key, explore the Atlantic's renowned fishing and diving grounds, or enjoy a short ride to Tavernier Creek for passage to Florida Bay and the Gulf side. Inside, a complete renovation introduces a refined coastal-modern aesthetic with warm neutrals, clean lines, and thoughtfully selected finishes. Expansive impact-rated windows and doors frame the waterfront setting, while the ocean-view kitchen features stainless steel appliances, a quartz center island, and adjoining dining area. Five bedrooms and three bathrooms offer comfortable accommodations for family and guests, with wraparound porches extending the living spaces outdoors. Framed by palms and tropical landscaping, the private pool and generous grounds invite a future summer kitchen, waterfront dining, and gathering spaces overlooking the Atlantic. A detached two-car garage, dedicated laundry, and main-level storage add everyday practicality, while a previously enclosed elevator shaft offers potential for future elevator installation. Conveniently accessible from Miami, this oceanfront residence offers an exceptional balance of privacy, refined coastal living, and direct access to the waters that make the Florida Keys one of the most sought-after boating destinations in South Florida.

Located on 1.85 acres of tropical and native landscaping, this mystical waterfront estate in Key Largo offers the perfect blend of privacy, comfort, and coastal living. Designed with both family life and entertaining in mind, this charming three bedrooms, two and a half bath residence features a spacious, light filled, open concept floor plan with clean architectural lines and seamless indoor- outdoor living. At the center of the home is a beautifully appointed kitchen anchored by an expansive island, creating the ideal gathering space for casual family meals and entertaining guests. Generous living spaces flow effortlessly to a covered central courtyard, extending the home's living area into a private outdoor sanctuary. Beyond the courtyard, the backyard unfolds into a breathtaking waterfront setting with direct ocean access. Surrounded by mature landscaping and exceptional privacy, this serene retreat feels like your own secluded oasis. Whether you are relaxing by the water, enjoying the tranquil surrounds, or setting out for a day on the ocean, this property captures the best of the Florida Keys lifestyle.

Enjoy this OPEN WATER luxury lifestyle in the coveted area of Buccaneer Point Estates in south Key Largo. Prepare to be captivated by this 5 bedroom, 4 bath extraordinary waterfront masterpiece that combines modern elegance and over 3,900 sq. ft of living space with a tropical paradise ambiance. Nestled on the shores of the bay, this custom-designed home has been thoughtfully crafted with discerning clients in mind. This rare offering promises a lifestyle beyond compare, where every moment is infused with the allure of the Florida Keys. As you step inside, ascend the interior stairs from the grand foyer to the main living level, where cathedral ceilings and an abundance of natural light create an inviting atmosphere. Revel in the breathtaking water views framed by expansive windows and doors, seamlessly blending the beauty of the outdoors with the comfort of your luxurious sanctuary. The heart of this residence lies within the great room, where a well-appointed double island creates the perfect setting for entertaining while the expansive porch areas beckon you to soak in the tranquil vistas. Designed to accommodate a large family or gathering of friends, this home boasts two master ensuites on each level, ensuring privacy and comfort for all. In addition, three guest bedrooms with adjoining bathrooms provide ample space for everyone to unwind and recharge. For water enthusiasts, this home is a dream come true with an inviting in-ground heated pool, surrounded by a custom paved deck area and lush privacy landscaping. The deep water pier dock features a boat lift and jet ski lift. The spacious four-car garage with dual doors, a second refrigerator, an ice maker, and the potential for a bar or summer kitchen makes it a versatile space for hosting unforgettable backyard gatherings.

Welcome to one of Buccaneer Point's most extraordinary waterfront estates-a breathtaking modern Balinese-inspired sanctuary where timeless architecture, exceptional craftsmanship, and resort-style living come together in perfect harmony. Situated on an oversized lot with more than 110 feet of waterfront, this custom CBS estate features a concrete roof, standing-seam metal roofing, and over $150,000 in professionally designed tropical landscaping. Dual electric gates welcome you with Royal Palms, Canary Island palms, bamboo, and mature privacy landscaping. Built for both everyday living and entertaining, the home offers expansive waterfront views, premium travertine and wood-look tile flooring, Hunter Douglas motorized shades, and a fully integrated Control4 Smart Home System. The chef's kitchen is equipped with premium JennAir appliances, double convection ovens, an additional wall oven, a six-burner gas range with griddle, pot filler, oversized island, custom cabinetry, and direct access to the waterfront balcony. The outdoor living space is designed for year-round enjoyment with a heated saltwater pool and spa, expansive travertine patio, outdoor kitchen with TV, bar seating, authentic Bakers Pride pizza oven, putting green, waterfront lounge area, cabana bath, covered entertaining space, irrigation system, mosquito misting system, pet run, and fully fenced grounds. Inside, the home offers four spacious bedrooms, including a main-level primary suite with private balcony access and coffee bar. The upper-level owner's retreat features dual walk-in closets, coffee and wine bar, dressing area, steam shower, separate his-and-hers bathrooms, and a private waterfront balcony. A custom wood elevator services every level, leading to a rooftop observation deck with power and water, offering panoramic views of Florida Bay, and some of the best sunsets in the Keys. Combining quality construction, premium amenities & outstanding waterfront location, this is a rare opportunity.

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 lobby and staircase. Walls of glass and 20-foot bifold doors flood the home with natural light, while an elevator provides access to all three levels. The second level is home to the primary suite with Florida Bay views, a custom beverage bar, a private retreat space, and a reimagined boutique-inspired closet with glass-enclosed wardrobes and integrated storage. The spa bath features Spanish porcelain tile, dual vanities, a dual shower, soaking tub, and TOTO toilets. Three additional ensuite guest bedrooms and a laundry room complete this level. The upper level is designed for entertaining with a chef's kitchen featuring Miele appliances, Italian Pedini cabinetry, porcelain countertops, and an oversized island overlooking the living and dining areas. Additional owner enhancements include a glass-enclosed Miele wine gallery, curated designer furnishings, and a new 40K boat lift. KEF audio, integrated security, covered terraces, a saltwater pool, summer kitchen, putting green, and a rooftop terrace complement two additional ensuite guest bedrooms and a powder bath. Outdoors, 125 feet of protected dockage with 40K and 20K boat lifts complete the ultimate Florida Keys waterfront lifestyle.

Discover unparalleled privacy and tranquility in this one-of-a-kind oceanfront estate, a true sanctuary nestled amidst the untouched beauty of the Florida Keys. Tucked behind a private gate, the estate begins with a scenic drive through acres of pristine, preserved nature, leading to your own private island. This secluded haven, like no other in the Florida Keys, was once a source of inspiration for Budd Post—the visionary engineer behind the legendary Card Sound Road. It offers an extraordinary blend of history, natural beauty, and modern luxury. Surrounded by breathtaking 360-degree views, the property's expansive decks and waterfront tiki hut provide unmatched solitude and serenity. Here, you can reflect on days spent exploring the unspoiled waters of the Florida Keys, far removed from the bustle of everyday life. Crafted to perfection, the estate's concrete construction ensures strength and resilience while maintaining an air of timeless elegance. Inside, cathedral ceilings and a grand limestone fireplace create a warm and sophisticated ambiance. The dining room, framed by panoramic ocean views, offers an intimate setting for unforgettable gatherings. Three en-suite bedrooms promise unmatched comfort and privacy, making the home as functional as it is exquisite. This listing includes an additional lot offering even more possibilities and potential. Boasting over 200 feet of concrete dockage, and a private boat ramp, the estate is a boater's dream, offering the perfect gateway to explore the azure waters that surround you. Whether pursuing nautical adventures or savoring the peace of waterfront living, this property delivers an exceptional experience. This private haven is truly like no other in the Florida Keys—a rare gem where luxury, seclusion, and nature converge. Every corner of this secluded retreat invites you to embrace the unparalleled charm of coastal living in an enchanting and one-of-a-kind setting.

WEST-FACING BAYFRONT HOME | 5 Bedrooms | 5.5 Bathrooms | 3,208 SF | 180 Feet of Dockage | CBS Construction | Built Above Flood Zone Imagine ending every day with a breathtaking Florida Keys sunset right outside your door. Perfectly positioned to capture the spectacular west-facing views over Buttonwood Sound, this exceptional bayfront residence offers a front-row seat to nature's nightly masterpiece. Watch the sky transform into brilliant shades of gold, coral, pink, and crimson as the sun melts into the horizon, creating unforgettable evenings right in your own backyard. Offering 5 bedrooms, 5.5 bathrooms, and 3,208 square feet of living space, this impressive home blends relaxed Keys elegance with exceptional indoor-outdoor living. Beautiful travertine flooring, an open-concept Keys-style kitchen, and spacious living areas create an ideal setting for entertaining family and friends. Impact-resistant doors and windows and a durable metal roof add to the home's appeal. Designed for flexibility, the home features a ground-floor primary suite or private mother-in-law quarters with additional living space, ideal for multigenerational living or hosting guests. Upstairs, the primary suite offers a private retreat with captivating views of Buttonwood Sound. Outside, enjoy your own tropical oasis with a swimming pool on the main living level, surrounded by elegant travertine decking and lush tropical landscaping. Boating enthusiasts will appreciate 180 feet of dockage, two boat lifts (35K lb and 7K lb), composite dock construction, and a sandy beach area with kayak storage. Additional features include a private gated entrance, a one-car garage with storage, and automatic remote-controlled roll-down sunshades. This remarkable waterfront property offers an exceptional combination of boating amenities, versatile living spaces, tropical privacy, and unforgettable west-facing sunsets. Your Florida Keys waterfront dream awaits.

WEST-FACING BAYFRONT HOME | 5 Bedrooms | 5.5 Bathrooms | 3,208 SF | 180 Feet of Dockage | CBS Construction | Built Above Flood Zone Imagine ending every day with a breathtaking Florida Keys sunset right outside your door. Perfectly positioned to capture the spectacular west-facing views over Buttonwood Sound, this exceptional bayfront residence offers a front-row seat to nature's nightly masterpiece. Watch the sky transform into brilliant shades of gold, coral, pink, and crimson as the sun melts into the horizon, creating unforgettable evenings right in your own backyard. Offering 5 bedrooms, 5.5 bathrooms, and 3,208 square feet of living space, this impressive home blends relaxed Keys elegance with exceptional indoor-outdoor living. Beautiful travertine flooring, an open-concept Keys-style kitchen, and spacious living areas create an ideal setting for entertaining family and friends. Impact-resistant doors and windows and a durable metal roof add to the home's appeal. Designed for flexibility, the home features a ground-floor primary suite or private mother-in-law quarters with additional living space, ideal for multigenerational living or hosting guests. Upstairs, the primary suite offers a private retreat with captivating views of Buttonwood Sound. Outside, enjoy your own tropical oasis with a swimming pool on the main living level, surrounded by elegant travertine decking and lush tropical landscaping. Boating enthusiasts will appreciate 180 feet of dockage, two boat lifts (35K lb and 7K lb), composite dock construction, and a sandy beach area with kayak storage. Additional features include a private gated entrance, a one-car garage with storage, and automatic remote-controlled roll-down sunshades. This remarkable waterfront property offers an exceptional combination of boating amenities, versatile living spaces, tropical privacy, and unforgettable west-facing sunsets. Your Florida Keys waterfront dream awaits.

Experience the Florida Keys with this fractional ownership opportunity at Fisherman's Cove, a private residence club set along Blackwater Sound in Key Largo. This spacious residence offers approximately 2,300 square feet, featuring three bedrooms and three full bathrooms. The recently updated interior showcases a clean coastal-modern design with subtle island touches. A fully equipped kitchen with bar seating opens to the main living area, while a private balcony provides beautiful waterfront views. Owners enjoy access to premium amenities, including a rooftop owners' deck, resort-style pool with three private cabanas, and community boats such as a 26' Sea Fox and 24' Contender. Concierge and housekeeping services ensure a seamless stay. Conveniently located above Jimmy Johnson's Big Chill, with dining and entertainment just steps away. Ownership includes flexible use, typically 5-7 weeks per year, with additional time based on availability. This is a private ownership club and is not available for rental. All privileges are reserved for owners only. Interest 2 in Unit 1 is being conveyed as a deed to the property. Seller Financing Available!