luxury houses for sale Plantation Key, United States

This exceptional waterfront estate on a deep water canal with a 50ft dock on a double lot is situated in the heart of Plantation Key. The property features a grand three story residence framed by established palm trees and a striking, patterned paver driveway. The expansive grounds are clean but unplanted, offering a clear blank canvas for you to design your ultimate custom tropical landscaping and privacy screening. The backyard focuses entirely on the water, featuring a lagoon style pool with cascading waterfalls, rock formations, and elevated sun decks. A private waterfront dock provides instant access to boating, fishing, or cruising to the open waters of Florida Bay.

Bay views with a canal front price! This beautifully coastal modern renovated property is located on the main free flowing canal in the desirable community of Indian Waterways. Designed with entertaining in mind, the open-concept floor plan features a stunning kitchen with a pass-through to the expansive deck, creating seamless indoor-outdoor living. Wake up to Florida Bay views from all of the bedrooms and living area with the primary bedroom being located on either the main level or second levels. Perfect for boating enthusiasts with deep water dockage for a large boat, this property provides direct access to Florida Bay and the Atlantic via Tavernier Creek or Snake Creek. There's plenty of room for a pool, while the versatile enclosed flex area downstairs invites endless possibilities for entertaining, storage, workshop and parking. Tucked away on a peaceful dead-end street in the sought-after Indian Waterways community, this home is the perfect sanctuary—whether for raising a family or enjoying a tranquil weekend escape in the Keys.

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 2-bedroom, 2-bath ground-level canal-front home located in a highly desirable Florida Keys neighborhood. The home features a split floor plan with a one-bedroom, one-bath layout on one side and a separate efficiency with its own bathroom and private entrance on the other--ideal for guests, extended family, or rental income. This property offers great potential to be updated and transformed into a cozy Keys retreat. Enjoy the convenience of being within walking distance to the local middle school and high school while living in a peaceful waterfront setting. 50' of concrete dock with immediate access to the bay, the best backcountry fishing, and direct access to the Ocean through Tavernier Creek. Whether you are searching for a primary residence, vacation getaway, or investment opportunity, this canal-front home offers the perfect chance to create your own slice of the Florida Keys lifestyle.

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!

Stunning Plantation Key canal front pool home! This exceptional all-concrete residence boasts a rare layout with five bedrooms, five full baths, and one-half bathroom, perfect for family living and entertaining. The chef's kitchen is a true standout, featuring a sprawling granite island, top of the line appliances, and abundant cabinet space, making it a culinary dream. A gorgeous exotic wood staircase leads you through the home's three magnificent levels, starting from the welcoming entryway and ascending to the stunning primary suite on the third floor. The suite is an oasis of tranquility, with ample space and stunning views of the surrounding beauty. Enjoy the marble floors as you make your way to the private concrete rooftop deck, where you can soak in breathtaking panoramic ocean views. On the first level, enjoy the cozy theater room for movie nights, a legal one bedroom, one bathroom guest suite offering privacy and comfort, and a tackle room ideal for storing fishing gear and outdoor equipment. The home is designed for peace of mind, elevated above potential flooding, and offers ample storage space throughout. Adventure awaits just minutes away in Tavernier Creek, providing quick access to both the Atlantic Ocean and Florida Bay for fishing enthusiasts or anyone who loves water. The exterior features a heated and chilled swimming pool, outdoor entertainment area, and a 24,000-pound boat lift, making this home the ultimate in luxury coastal living.

Located on a tranquil canal-front setting in the desirable Plantation Key Colony, this impeccably updated, turnkey ground-level residence offers two bedrooms, two baths, 50 ft of coveted dockage, and boat slip with immediate bay access. Meticulously maintained and ready for carefree island living. The home's concrete, ground-level construction enhances both durability and ease of maintenance, while a fresh, clean aesthetic unfolds inside and out. Recent upgrades and improvements include brand new metal roof, impact windows and doors, new interior and exterior paint, new interior doors, energy efficient appliances, new sewer line, and re-thatched tiki hut. Updates to the attached pull through garage includes new door rollers, lock hardware, and upgraded flooring and wall finishes, all designed to keep the property in turnkey condition. This home is for those who embrace water-based recreation with easy bay and ocean access via Tavernier Creek, a boat slip with ramp through the garage, and new fish cleaning station with electric and water hookup. The voluntary homeowners association offers a bayfront HOA park with a new boat ramp, beach, and picnic area. With its ideal location and exceptional features, this canal home presents a unique opportunity to embrace the vibrant lifestyle of the Upper Keys.

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 2022 a highly valuable transferable TDR (Transferable Development Rights) an additional buildable lot lush natural tropical vegetation providing exceptional privacy and exclusivity The 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.

Completed in 2025 and positioned along one of the most coveted stretches of oceanfront in Islamorada, this extraordinary estate represents a once-in-a-generation opportunity to own one of the Florida Keys' most remarkable waterfront properties. Set on more than two acres of usable tropical grounds and directly overlooking the turquoise waters of the Atlantic Ocean, the estate offers an unrivaled combination of privacy, scale, and coastal luxury, redefining the very essence of oceanfront living. A gated entrance welcomes residents through lush tropical landscaping and a beautifully curated fruit orchard, creating a grand arrival experience that immediately conveys exclusivity, serenity, and sophistication. The property boasts approximately 210 feet of private sandy beachfront, a rare protected cove, and an impressive 230-foot private dock, providing exceptional access for boating, fishing, and an array of water-based activities synonymous with the Islamorada lifestyle. Designed to embrace seamless indoor-outdoor living, the residence offers approximately 7,500 square feet of refined interior space complemented by over 1,700 square feet of covered outdoor living areas, all carefully crafted to maximize breathtaking Atlantic Ocean views. The dramatic great room serves as the centerpiece of the home, featuring soaring 24-foot ceilings and expansive walls of glass that frame spectacular panoramic ocean vistas, creating an atmosphere of openness, elegance, and connection to the surrounding landscape. Expansive covered terraces provide the ideal setting for entertaining and relaxation, complete with a fully equipped summer kitchen, outdoor dining spaces, and sophisticated lounge areas overlooking the water. The gourmet chef's kitchen showcases premium Sub-Zero, Wolf, and Thermador appliances, combining exceptional functionality with refined design to satisfy the expectations of the most discerning culinary enthusiasts. Outside, a stunning 65-foot heated lagoon-style swimming pool anchors the resort-inspired grounds. A swim-up bar, luxurious lounge spaces, and a dedicated firepit gathering area create an extraordinary private retreat reminiscent of the world's finest luxury resorts. The residence further features two exceptional primary suites, offering remarkable flexibility for family living and guest accommodations while maintaining the highest levels of privacy and comfort. Additional amenities include a private orchid garden, a dedicated recreation and relaxation lounge, private elevator, integrated Sonos surround-sound system, impact-resistant windows and doors, durable standing-seam metal roof, double-height garage, dedicated water-sports equipment storage facility, and a whole-house backup generator. For buyers seeking even greater potential, an adjacent 0.7-acre parcel is available separately and includes development rights for an accessory structure with upper-level storage and additional facilities, providing a rare opportunity for future expansion. A truly iconic oceanfront trophy estate that captures the finest elements of luxury, privacy, and waterfront living in the Florida Keys, created for an international clientele seeking one of the region's most exceptional properties. Private showings and confidential information available exclusively upon qualified request.

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 core of island living. Behind its private, fully fenced grounds, you'll discover sweeping bay views and a rare tiki hut at the end of the dockyour new go-to spot for toasting unforgettable sunsets. Upstairs, the open-concept living area spills out through sliding glass doors onto a spacious, screened-in terrace, perfect for laid-back evenings or lively gatherings. This level also features three bedrooms and two baths, providing plenty of space for guests or family. Step down from the terrace to your own tropical oasis, complete with a pool, backyard, beach, and dock. The ground floor adds even more flexibility with two additional bedrooms, a bath, and a relaxed living areaideal for guests or extended family. Whether you're looking for your forever getaway in the Keys or a smart investment when you're not soaking it all in yourself, this property is a rare find. Come see why life really is better by the bay.

Stunning 4-bedroom, 3-bathroom home, recently renovated to perfection. This modern masterpiece is located in the highly desirable X flood zone, offering peace of mind and lower insurance costs. Step inside to a bright, airy floor plan that blends classic design with the relaxed Keys lifestyle. Soaring ceilings and abundant natural light create an open, welcoming feel throughout the living areas, beautifully complemented by custom LED lighting.The open-concept gourmet kitchen features stylish finishes, stainless steel appliances, quartz countertops, and a large island that's perfect for entertaining. The luxurious primary suite includes a spacious en-suite bathroom with a walk-in shower. Three additional bedrooms provide plenty of flexible space for family, guests, or a home office. New flooring and contemporary fixtures complete the fresh, move-in-ready interior. Outside, enjoy a large screened-in porch ideal for relaxing or hosting gatherings, plus an expansive backyard with room to add a pool and beautiful views of swaying palms and endless blue skies. Residents of Edenaire enjoy exclusive access to the community park, which includes a fenced picnic area, grill, trailer parking, boat ramp, and 72-hour dockage--giving you direct access to Tavernier Creek, the ocean, and the bay for boating, fishing, paddleboarding, and more. You will not find a 4 Bed 3 Bath home fort this price and in this neighborhood. X Flood, 2021 Roof. This property is currently rented and requires at least 24 hours' notice for all showings. Contact agent for lease details.

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 remarkable compound captures the spirit of the Keys with a level of scale and exclusivity seldom found on the islands. Arrive through a private gate to discover a secluded retreat where every detail has been curated for relaxed coastal living. For boaters, the new boat dock offers immediate access to Florida Bay and immediate Atlantic Ocean access through nearby Snake Creek. The welcome package also includes a newer 34' Edgewater with twin 400 hp Yahamas, a pair of Waverunners and UTV tow vehicle, plus fishing rods, kayaks, paddle boards, and bicycles to enjoy everything Islamorada has to offer. The 100 ft. long resort-style pool with large spa create the centerpiece of the property, surrounded by multiple lounging areas, outdoor kitchen with covered bar, shady terraces and intimate gathering spaces. The estate's flexible layout includes two full homes--a 2/2.5 with ground level living, and a 3/3.5 tri-level--plus a 1/1.5 media house with 2-car garage, all with classic island character. Both homes offer chef kitchens with high-end appliances including SubZero and La Cornue. Not only is this estate ready for fun, it's also ready to enjoy with furniture, decor, kitchenware and even linens included! This remarkable property encompasses 2 acres of upland, 1.2 acres of baybottom, a separate buildable lot, plus valuable development rights. It is also conveniently located next to Islamorada's crown jewel Founder's Park for near instant access to seasonal festivals, sports fields, dog park, playground, tennis and pickleball courts and much more. All of these features elevate the property into a true legacy holding--ideal as a luxury residence, family compound, or private retreat.

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.

Step back in time and experience the charm of Old Florida in this 1934 historic cottage, one of the oldest homes in the Old Tavernier subdivision. Lovingly maintained and showcasing superior wood craftsmanship, this adorable 1-bedroom, 1-bath residence offers timeless appeal. The home sits on a spacious, fenced lot, creating a private backyard oasis surrounded by mature trees, perfect for relaxing or entertaining outdoors. Inside, warm wood finishes and classic design details speak to the home's storied past, while thoughtful care and upkeep make it move-in ready. Located in the heart of Tavernier, this property offers easy access to neighborhood beaches and a local boat ramp, as well as restaurants, coffee shops, grocery stores, the hospital, and a movie theater, all just moments away. The quiet streets of Old Tavernier invite leisurely strolls or bike rides through this beloved, character-rich community. A rare opportunity to own a piece of Keys history and enjoy the authentic island lifestyle that never goes out of style.

Coastal elegance meets the ultimate boating lifestyle in this beautifully updated Venetian Shores home. Designed for effortless Keys living, the open floor plan is filled with natural light, highlighted by a dramatic floor-to-ceiling wall of windows in the living area that brings the outdoors in. An inviting entrance foyer welcomes you inside, with interior stairs to the main living level. The spacious kitchen is the heart of the home, featuring stainless steel appliances, a large island for gathering, and a separate laundry room and pantry for added convenience. The main living level offers two guest bedrooms and two full baths, including one bedroom with a private en-suite bath. Direct access from the second-floor living area to the pool deck creates a seamless connection between indoor and outdoor living. The open floor plan offers plenty of room for dining, watching TV, conversation and even some ping pong. Upstairs, the expansive primary suite provides a peaceful retreat with a walk-in closet and luxurious en-suite bath. A fourth bedroom on the third floor offers flexibility for guests, family, or a home office. Separate air-conditioning systems for each floor ensure year-round comfort. Outside, 70 feet of dockage and a 27,000-pound boat lift make this property a dream for boating enthusiasts, with quick access to both the Atlantic Ocean and Florida Bay. The resort-style backyard is ready for endless summer fun, featuring a sparkling pool, expansive sun deck, shady lounging area, and abundant storage for all your fishing, diving, and water sports gear. Whether you're entertaining friends, heading out for a day on the water, or simply relaxing poolside, this exceptional Venetian Shores home offers the perfect blend of coastal sophistication and waterfront adventure.

Venetian Shores Has It All! Welcome to your slice of paradise in the heart of Islamorada's most sought-after boating community. This beautiful 4 bedroom, 3 bath coastal retreat is designed for both relaxation and entertainment, featuring 70 feet of deep-water dockage along a 100-foot wide canal - just seconds from open water via Snake Creek. Step inside the front door to access the elevator and interior stairs. Upstairs, the main living area offers 2 bedrooms and 2 baths, a wide open floor plan, and a gourmet kitchen with a large center island, granite countertops, stainless steel appliances, and a dedicated workstation. Enjoy sunset cocktails from the screened canal-side terrace, accessed via impact-rated sliding glass doors. Downstairs, the ground level is a haven for guests and fun - featuring a pool table, a comfortable tv area, 2 more bedrooms and a full bath, laundry room, and garage for all your gear. The backyard is pure Keys magic - complete with a heated pool, tiki hut, hot tub and an expansive deck for sunbathing or relaxing in the shade. Boaters will love the 70 ft concrete dock with a 15,000 lb boat lift, 50 amp shore power and fish cleaning station. This home checks every box for the ultimate island lifestyle - whether you're heading east to the Atlantic or west to Florida Bay's backcountry to enjoy fishing and breathtaking sunsets. Live the dream in Venetian Shores - where the boating is easy and the living is even better.

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. Offered turnkey furnished and professionally decorated, this 5-bedroom, 5.5-bathroom home features approximately 3,500 square feet across three levels with elevator access. Each bedroom includes a private en-suite bathroom, ideal for hosting family and guests. The open-concept living space is filled with natural light and framed by expansive impact glass doors overlooking the bay. The chef's kitchen features premium appliances, quartz countertops, a large pantry, and a warming drawer, all designed for effortless entertaining. Outside, enjoy a resort-style setting with a concrete dock, in-ground pool, multiple balconies, fenced yard, covered parking, and breathtaking sunset views. This is a rare opportunity to own a newer construction bayfront home in Key Largo with direct water access and true Florida Keys luxury living.

Charming concrete bungalow in the heart of Islamorada! Move right into this beautifully updated 1BR/1BA retreat featuring fabulous ocean views from your private rooftop deck. Blending timeless Florida Keys charm with modern finishes, this home offers durable concrete construction with beautiful interior finishes, impact windows, an updated electrical panel, and parking for two vehicles. Relax under the covered Chickee Hut while enjoying spectacular Atlantic sunrises and unforgettable sunset skies. Community amenities include dock privileges, the Atlantic Ocean Jetty Area, a community Chickee Hut, and a low HOA fee of just $149/month, all conveniently located near Snake Creek Marina. Looking for a weekend getaway, vacation rental, or full-time island escape, this is your opportunity to experience the best of Florida Keys living.

Welcome to this solid concrete home in the Florida Keys, located in Tavernier and built for durability, comfort, and island living. Featuring all-concrete construction with a concrete roof, this property offers strength, low maintenance, and peace of mind—ideal for Keys conditions. The upstairs level includes a fully remodeled 2-bedroom, 2-bathroom living space with peek-a-boo ocean views from the porch and views overlooking the community park, creating a relaxing setting with open green space and ocean breezes. The downstairs level offers a remodeled 1-bedroom, 1-bathroom area, providing flexible options for guests or extended family. Situated on a rare double lot, this property offers additional space for outdoor living, parking, or future possibilities. A large covered carport provides convenient parking and storage for vehicles, boats, or recreational gear. Enjoy an unbeatable location overlooking the community park and just steps from the boat ramp, making this home ideal for boating, fishing, and outdoor enthusiasts. Whether you're searching for a primary residence, vacation home, or investment opportunity, this Tavernier property delivers location, versatility, and Florida Keys lifestyle appeal.

Located in the heart of Tavernier, ideally situated between Key Largo and Islamorada, this well-appointed four-bedroom, two-bath home offers a blend of comfort, functionality, and relaxed outdoor living. The spacious downstairs garage and storage area offer exceptional flexibility, ideal for uses ranging from hobby space to additional storage for boating and recreational gear. The fully fenced backyard, finished with low-maintenance synthetic turf, creates a private setting with ample room to entertain or unwind, and space to add a pool if desired. The outdoor accommodations are further elevated by a fully equipped kitchen featuring a grill, refrigerator, sink, smoker space, and an integrated sound system. Upstairs, a screened patio overlooks the backyard and opens to a serene nature preserve, offering a peaceful, private backdrop. Inside, the home features high-end stainless steel appliances, a propane stove, and a thoughtful list of recent upgrades, including renovated bathrooms with new plumbing, new interior paint, a newer AC system, and a tankless water heater. A new washer and dryer add everyday convenience. Additional highlights include a 220-volt outlet and outdoor water access, ideal for an ice machine or further customization. With additional covered parking for a boat trailer or RV on the side of the home, this property offers a practical yet elevated lifestyle in a prime Upper Keys location.

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.