An exquisite masterpiece of coastal luxury crafted by visionaries to create the ultimate secluded paradise. This architectural gem, designed by the renowned Siskind architects Bruce Carlson and Steve Siskind, offers an extraordinary lifestyle in an over five-acre waterfront oasis. Raymond Jungles landscape mastery frames the canvas, while Sam Robins interior magic awaits within. Experience approximately 11,000 sq ft of air-conditioned, carefully curated living space that is meticulously crafted with attention to detail. The gross square footage exceeds 17,895 sq ft, including covered outdoor verandas that seamlessly blend indoor and outdoor living. A four-bay air-conditioned collectors car garage awaits your prized vehicles. Additional covered parking porticos and a crushed shell driveway bordered by cut coral provide ample space for guests. Step into a world of tranquility with a private saltwater pond teeming with native sea life. Wander along the stone-through path for an intimate encounter with nature and carefully curated specimens. Situated on a peninsula, this estate offers complete privacy and security. A secluded beach area invites you to dip your toes into the ocean without prying eyes. Hosting soirees on the peninsula grassy area could serve as a helipad with a tiki lounge. Resort-style amenities include a gas-heated oasis pool, hot tub, and waterfall grotto to create a tropical paradise. Built-in swim-jet therapy and a beach entrance enhance your relaxation. Gas-powered tiki torches illuminate the evenings. Thoughtful details throughout, with an air-conditioned equipment room and cabana bathroom, add convenience. The elevated, fully equipped summer kitchen features a push-button elevated TV and a pizza oven, all with unobstructed views. A 450-foot dock with two boat lifts and a private protected boat basin awaits your vessels. This is more than a home; its an unparalleled legacy of luxury and privacy waiting to be claimed.

LUXURY PROPERTY AUCTION: BID June 11th - June 20th, 2025. Listed for $20.995M. Starting Bids Expected Between $8M-$11M.Tranquility Haven features the newest construction in Islamorada... completed January 2025! As you enter the gated and fenced sanctuary a long winding driveway leads up to an elevated entrance and convenient 1st floor living access. The 6 bedrooms and 9 bathrooms provide the epitome of coastal living with uninterrupted views of the turquoise waters on the Atlantic Ocean, with serene sunrises, and the gentle symphony of waves as your daily backdrop. Nestled on 210 of private sandy beach, this 2.04ac +/- serene oasis invites you to indulge in 7,738 sf of air-conditioned elegance and 1,800 sf of covered outdoor living designed for relaxation and entertaining. At its heart, a stunning 65 blue lagoon pool with swim-up bar stools, propane fire pit and spacious lounging patio promises unforgettable moments with family and friends.Inside, every detail reflects the designers mastery, from the chefs kitchen with SubZero, Thermador, and Wolf appliances to the grand living spaces that blend sophistication with comfort. The residence boasts 2 master suites that include double bathrooms and closets! A luxurious feature of the 1st floor master suite is a unique orchid garden and immediate access to the spa and pool patio. The 2nd floor master suite ensures more privacy and the ultimate sunrise horizon view! Much more is revealed as you walk from room to room - a flex room provides for possibilities of fitness, office or guests. A family room designed with home theater technology, a 2 car garage together with a beach-access garage and professionally landscaped grounds is complete with a tropical fruit orchard! Begin each day with golden sunrises and end with starlit skies, all within the embrace of an ocean breeze. Encounter warm Winter days and cool, tranquil Summer nights.

Brand-New Oceanfront Estate! Completion in approximately 45 days - An opportunity to own new construction in the heart of Islamorada.Introducing a brand-new architectural masterpiece poised along the turquoise shores of the Atlantic Ocean in the prestigious enclave of Plantation Key. Set on over two private acres, this extraordinary estate offers an unparalleled blend of coastal elegance, modern luxury, and serene island living.Boasting over 9,000 sqft of interior space (15,000+ sq ft under roof), this expansive residence features 5 spacious ensuite bedrooms, 5 full bathrooms, and 3 half baths, with thoughtfully designed flex spaces including a fitness room, dedicated office, and a state-of-the-art theater room -- all of which could convert into additional bedrooms if desired.The open-concept living areas are elevated by Thermador and U-Line appliances, ice makers, and an upgraded package of eco-insulated commercial-grade CGI impact windows and doors, reflecting an added $200K investment for enhanced comfort, efficiency, and style.Enjoy breathtaking ocean views from nearly every room, or step outside to 1,735+ square feet of covered porches, a private pool and jacuzzi, and an 80-foot dock with electric and water hookups, flanked by a 160-foot concrete jetty and a 20K lb boat lift -- a boaters dream.Additional features include an elevator for seamless access across all levels, dual laundry rooms (one per floor), a concrete retention wall along the shoreline for added protection, and a gated entry ensuring both privacy and a grand arrival.Zoned Residential Estate, the property allows for vacation rental licensing, adding exceptional value for those seeking both a luxurious personal retreat and a strong investment opportunity.With completion just weeks away, this is your chance to secure a custom-built estate in one of the most desirable destinations in the Florida Keys. Experience world-class island living--where every sunrise and sunset

Pure magic. Every step on this property is like a step back in time. Once you pass through the gated coral rock entrance you are instantly transported back to the Old Keys as you wind down the driveway through the shady tropical hammock and meander your way to the settlers beach home circa 1934. The charming 3/3 fishing cabin was meticulously updated to add modern comforts but still maintain its relaxing Old Florida appeal. The kitchen, living room and primary bedroom all enjoy open ocean views and all three bedrooms are ensuite. Just sitting on the shady back porch, enjoying the hush of the palms, you could mistake this breathtaking oceanfront for a postcard of yesterdays Florida Keys a century ago. This one-of-a-kind oceanfront estate property includes 4.3 acres of upland plus another 2.65 acres of baybottom and approximately 400 feet along the water! There is also a deep water dock (going into permitting for repair) and a unique collection of rare mature palms. The Native Residential (NR) Zoning allows for many different options for future development and also allows for weekly rentals. This is one of the rare, truly private large parcels on Plantation Key in Islamorada. Dont miss the opportunity to make this unspoiled piece of the past part of your future in the Keys! Call today for more details and to request a private showing.

Modern luxury meets barefoot elegance in this oceanfront masterpiece in Islamorada! Stunning ocean views can be seen from almost every room in this spectacular home. Designed for casual living and entertaining, indoor and outdoor living is seamless and allows for year round enjoyment of the Florida Keys lifestyle. Open ocean views, 380 ft. of dockage with power and water and a cut in boatslip with a 25,000 lb. boatlift will accommodate your boats and water toys. Boasting 6 bedrooms, each with ensuite baths, a 3 story elevator whisks you from the ground level to the main living level on the second floor. Here you will find an open floor plan accented with high coffered ceilings and tall windows and doors opening to ocean views. The kitchen has a large island with quartzite counters and a waterfall edge, GE Monogram appliances and walk in pantry. The primary suite offers ocean views, his and hers closets and a magnificent bath with a double vanity, free standing tub and ingenious double shower. There is a junior primary suite on this level with its own breakfast bar and refrigerator. The game room is on the 3rd floor with exceptional ocean views, service bar and 600 bottle wine vault! Also on this floor are 4 guest bedrooms with ensuite baths. This oceanfront oasis is gated for privacy and features a 3 car garage plus an additional single car garage! The pavered driveway leads to the front door and entrance foyer where you see the pool and oceanfront beauty shining through. To the left is the gym to work off last nights dinner and the pool deck and dock are straight ahead ready for some fun today. There is plenty of shade by the outdoor kitchen or you can relax on the oceanfront chaises. The pool with sun shelf and spa are ready for your friends and family to enjoy. Need a little extra shade? An oceanfront tiki sits beside a fire pit for the perfect transition from day to night! Tiki torches along the waterfront are the perfect evening accent!

Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires Row... Islamoradas 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!

Discover your dream retreat in this beautiful oceanfront home, set on 1.5 acres of prime beachfront property with 150 feet of pristine white sandy beach, this is the ultimate getaway for relaxation and adventure.Unwind in the oversized heated pool or customized hot tub after a day of sun and fun. The Tiki Hut provides convenient storage for all your water toys, making your boating and beach days effortless. Enjoy practicing your swing on the private putting golf course, all while surrounded by breathtaking ocean scenery.With a lucrative 7-day rental option and an easily obtainable license, this gem is perfect for both personal enjoyment and investment. Dont miss your chance to own this slice of paradise--schedule a viewing today!

Experience the pinnacle of luxury waterfront living in this extraordinary custom contemporary estate, ideally positioned in the heart of Islamoradas premier community of Venetian Shores. Newly constructed, the residence radiates modern coastal elegance and features impeccable attention to detail. A total of five spacious bedrooms and five en-suite bathrooms are thoughtfully laid out, complemented by a half bath and separate cabana-style guest quarters, creating an ideal retreat for family and visitors.Located on the bayside, the estate offers 100 feet of deep-water dockage, complete with a cut-in boat slip, 2 boat lifts & a float-on double jet ski lift. With direct access to the Gulf and Atlantic through world-famous Snake Creek, the location is a dream for avid boaters and luxury seekers.Inside, soaring tray ceilings, marble tiled floors, a private elevator, and a grand staircase elevate the living experience. The open-concept layout seamlessly connects the kitchen, dining, and living areas for effortless flow. The chefs kitchen features premium appliances including a Dacor gas cooktop, a walk-in pantry w/custom shelving, a prep island, and an expansive bar-height island for gathering. A private, elevated two-story guest wing includes a spacious bedroom & bath, as well as a billiard/game room w/full bath. The third-floor owners suite offers a sanctuary, highlighted by dual walk-in closets, a circular soaking tub, oversized shower, and separate water closet. Finally, there is a 3 car garage for all your cars & water toys.Outdoor living is just as impressive with multiple balconies overlooking tropical landscaping & wide canal. A heated pool/spa anchors the expansive outdoor area with outdoor kitchen, covered dining & lounging areas, a fire pit, hammock, sandy yard, palms, plume grass & lemon trees. This estate is a rare offering that perfectly blends refined style, tropical comfort, and unparalleled boating access, the very essence of luxury Keys living.

Southern Shore - A Modern Coastal Masterpiece Nestled in an exclusive oceanfront setting, Southern Shore is a premier coastal residence offering an unobstructed, 180-degree panorama of the Atlantic Ocean. This exceptional, all-concrete estate spans 3,790 square feet of meticulously designed indoor living space, complemented by 2,580 square feet of expansive terraces for seamless outdoor living. Inside, the home features four luxurious en-suite bedrooms, offering breathtaking ocean views. The chef-inspired kitchen is outfitted with custom floor-to-ceiling cabinetry, sleek quartz countertops, and top-of-the-line appliances. State-of-the-art smart home technology, custom-built closets, and the convenience of an elevator elevate both form and function in this sophisticated residence. The interior spaces reflect a perfect balance of elegance and comfort. With floor-to-ceiling windows throughout, the home captures the essence of the tropical lifestyle, offering stunning vistas of the ocean from nearly every room--living areas, kitchen, and bedrooms alike. The outdoor spaces of this estate are designed to host gatherings in style, featuring a rooftop deck, multiple terraces, and a luxurious pool and spa area with an outdoor shower. For boat enthusiasts there is a 12K lift boat and letter from the Village Planning and Building Department allowing a 24K 4 post lift. All protected by a gated entry. Located within the serene Plantation Key community, this property also includes a misting system and occupies an expansive lot with direct ocean access. This is the ultimate tropical sanctuary for those seeking a premier location with unparalleled views, superior construction, and a full suite of luxurious amenities. Note: The owner is a licensed Florida real estate agent. For additional details, please refer to the full property description available in the document tab.

Sunset Haven This absolutely delightful and serene Florida bayfront beauty will take your breath away the moment you walk in. Delightful double primary ensuite layout and open porches and patios galore adorn this fresh feeling home. 180 degree open water views complete nightly with painted sky sunsets and the best boating proximity; just a stones throw to the Intracoastal waterway and both Tavernier Creek and Snake Creek for easy Bay to Ocean access. 108 of protected dockage with ramp, boat lift and tiki, ample parking and plenty of room for a pool if you need one.

Live where others dream--on arguably the most coveted stretch of Florida Bay. Nestled perfectly between Snake Creek and Tavernier Creek, this timeless estate captures the essence of waterfront living with its panoramic sunset views and year-round tranquility.Enter through private gates and follow the paver driveway to this architectural showpiece. Inside, soaring vaulted ceilings clad in rich Dade County pine create a grand yet inviting atmosphere, tailor-made for hosting and relaxing alike. The second-floor main living level is thoughtfully designed with an open-concept living room, dining area, and kitchen. The master suite and a second bedroom, along with a full guest bathroom, complete the upper level--all seamlessly connected to the outdoors by private screened porches in every room.The first floor offers two additional bedrooms, a full bathroom, and a spacious laundry room, accessible via an interior staircase--ideal for guests or extended family.Step outside to your private dock, stretching 100 feet into the bay with an additional 50-foot L extension and a water depth of approximately 5 feet--perfect for boating enthusiasts.Lovingly held by the same family for nearly 40 years, this is the first time this extraordinary property has been offered for sale in decades. Come experience a true slice of paradise.

Modern Waterfront Retreat with Rooftop Terrace & Resort-Style Amenities:Embrace the pinnacle of coastal living in this timeless 3-bedroom, 3-bathroom waterfront retreat, where modern design meets durability. Constructed with solid concrete and a new roof completed in 2020, this residence offers the perfect balance of luxury and functionality. Floor-to-ceiling windows and French doors frame sweeping water views and bathe the open-concept interior with natural light, creating a seamless flow between indoor and outdoor living.The gourmet kitchen is designed for both everyday living and grand entertaining, featuring premium finishes including a six-burner gas range and stainless steel appliances. Hardwired electric shutters on the upper level offer convenience and peace of mind, while thoughtful design throughout the home enhances its effortless elegance. Step outside into your own private resort-style oasis. The summer kitchen features a wet bar, warming drawer, beverage fridge, and ice maker. A covered rooftop terrace provides an idyllic setting for sunset cocktails, while the professionally landscaped backyard is anchored by a custom inground pool with a tanning ledge and a Keystone gas fire pit--perfect for relaxing or entertaining. The fully fenced backyard is accessed by a classic Chicago brick driveway, enhancing both curb appeal and privacy. Boating enthusiasts will appreciate the expansive T-dock with a boat lift and ample space for additional vessels, offering direct access to both the Atlantic and the Gulf. An enclosed garage offers secure parking and storage, while the lower-level flexible space presents exciting opportunities for expansion or customization.This home is a rare blend of architectural integrity, refined finishes, and resort-inspired amenities in one of the most sought-after waterfront communities. It invites you to enjoy the Florida Keys lifestyle to its fullest--indoors and out.

This stunning property spans 1.82 acres and is ideally located on the ocean in the heart of Islamorada, Florida Keys. A gated entry welcomes you leading to a Royal Palm-lined circular driveway up to a portico providing a grand entrance. Upon entering the foyer, the wrought iron staircase sets the stage for the impressive interior.With five spacious bedrooms and four well-appointed bathrooms, this residence offers ample space for family and guests. Enjoy stunning ocean views from various vantage points within the home, enhancing the comfort and breathtaking natural beauty. The observation dock provides a perfect spot for relaxation, while the saltwater pool equipped with heater/chiller, ensures year-round enjoyment. Added features are quartz countertops, top-of-the-line appliances and the Residential Estate zoning allows weekly vacation rentals with a high-income stream.This combination of amenities creates an inviting atmosphere that reflects the privacy and charm of the Florida Keys lifestyle.

Welcome to paradise at 117 Leoni Drive in the exclusive Venetian Shores neighborhood! This stunning 4,100 sq. ft., canal-front home offers bay and ocean access via snake creek, 70 feet of dockage, and luxurious living with 5 bedrooms and 6 bathrooms. Built with precision and modern style, this brand-new custom CBS residence boasts lush landscaping, a sparkling pool, and high-end finishes throughout.Step upstairs to find a tranquil master suite with an expansive walk-in closet, a beverage center, a large shower, and dual vanities. Three additional guest suites with private bathrooms, a spacious living area, a large laundry room, and a versatile bonus room complete the upper level, providing ample space for relaxation and recreation.On the main floor, the gourmet kitchen is a chefs dream, featuring top-of-the-line appliances, storage pantry, Taj Mahal quartzite countertops, a wine cooler, and custom cabinetry throughout. A private guest room with an ensuite bathroom is perfect for the friends and family to visit for a staycation. The open-concept main living area flows seamlessly into the outdoors where a full bath and outdoor kitchen await. Relax by the lounge pool, enjoy synthetic grass surroundings, and take advantage of the full dock.This canal-front oasis is a rare find in the coveted Upper Keys and offers the perfect blend of luxury, comfort, and convenience. Your slice of paradise awaits!

Welcome to Paradise at 115 Spoonbill Road! This luxurious canal-front new construction home offers direct bay access and ocean access through Tavernier creek. Spanning 4,100 sq. ft. of air-conditioned space, this brand-new custom-built home features 5 spacious bedrooms and 6 elegant bathrooms.On the upper level, the serene master suite invites relaxation with a large walk-in closet, beverage center, expansive shower, and his-and-her sinks. Three additional guest suites--each with its own bathroom--a spacious living area, large laundry room, and a flexible bonus room perfect for a gym or office complete this floor.The lower level is designed for entertainment and convenience. The gourmet kitchen boasts top-of-the-line appliances, quartz countertops, a wine cooler, and custom cabinetry. The main living area, along with a guest suite and full bath, flows seamlessly to the outdoor oasis featuring an outdoor kitchen and gazebo, synthetic grass, a sparkling pool, and a full 70 feet of dockage--perfect for boating enthusiasts.

BRAND NEW DOCKAGE COMING SOON!! UPDATED PICTURES ONCE COMPLETED!! Discover coastal luxury in this stunning 4-bedroom, 4-bathroom bayside paradise. With 4,144 square feet of luxurious living space, this home offers breathtaking sunset views and direct access to the sparkling waters of the Florida Keys. Indulge in spacious, open-concept living areas, perfect for entertaining guests. Retreat to one of two primary suites, each featuring a large walk-in closet and private en-suite bathroom. Ascend to the rooftop deck and be rewarded with unobstructed, open-water bay views. The property features a separate living space, ideal for in-laws or guests, offering privacy and independence. The modern kitchen boasts sleek stainless steel appliances, double oven, gas appliances and ample counter space, perfect for culinary enthusiasts. The homes durable construction with a metal roof, and impact-resistant windows and doors, ensures peace of mind. For added security and privacy, the property is fully fenced and features an electric gate. Enjoy panoramic water views and unforgettable sunsets from your private oasis. With large boat dockage, youll have plenty of room for multiple boats, jet skis and easy access to the open water for boating, fishing, and other water activities. This completely updated home offers the ultimate experience in comfort and convenience. Whether youre seeking a serene retreat or an active water lovers paradise, this home has it all. Dont miss this opportunity to own a piece of paradise.

Unobstructed SUNSET/BAY views. Tucked away on a secluded point in the prestigious Sunshine Estates community on Plantation Key. Expansive property. Well built CBS home designed to enjoy bay views from essentially every room in the house. 4 Beds 4.1 Baths. Vaulted ceilings finished with wood beams. Refinished custom oak wood floors, corian kitchen countertops, dummy waiter, marble bathrooms/bedrooms, built in shelving and and uniquely designed glass block to reflect the colored sunsets. Large floating wood deck surrounded by lush foliage ; for morning coffee or catered events. Ground level consists of covered parking & rec room/maid quarters w/cabana bath & kitchen for indoor-outdoor entertaining. Crystal clear water, fishing, lobstering, & water-sports right in your own backyard. Quick ocean access via Tavernier Creek. Centrally located to restaurants, schools, shopping, churches & hospital. This is the home you have been waiting for!**BUYER TO VERIFY ALL INFORMATION.**

Waterfront Elegance in Venetian Shores - A Turnkey Coastal GemDiscover the pinnacle of Florida Keys living in this impeccably remodeled waterfront oasis, located in the highly sought-after Venetian Shores. This sophisticated 4-bedroom, 3-bathroom retreat spans over 3,000 square feet of thoughtfully designed living space, blending contemporary luxury with island-inspired charm.From the moment you step inside, youll be captivated by the refined finishes and custom upgrades throughout -- including a gourmet chefs kitchen, spa-quality bathrooms, and expansive open-concept living areas ideal for relaxing or entertaining.This home is truly move-in ready, featuring a brand-new roof, sparkling new pool, all-new impact windows and doors, a state-of-the-art 27,000 lb boat lift, and premium craftsmanship in every detail.Boaters will appreciate 70 feet of deepwater dockage with instant access to Snake Creek -- offering seamless navigation to both the Atlantic Ocean and Florida Bay.Whether youre searching for a permanent residence or a high-end vacation escape, this home offers the perfect blend of luxury, comfort, and unbeatable location.Exclusively offered in Venetian Shores -- where world-class boating and refined coastal living come together.

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 Cafe, this property places you at the vibrant core of island living. Behind its private, fully fenced grounds, youll discover sweeping bay views and a rare tiki hut at the end of the dock--your 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 area--ideal for guests or extended family. Whether youre looking for your forever getaway in the Keys or a smart investment when youre not soaking it all in yourself, this property is a rare find. Come see why life really is better by the bay.

Welcome to Your Waterfront Oasis in Venetian Shores. Discover the ideal blend of luxury and laid-back island living in this elegant three-story canal-front home, perfectly situated in the coveted community of Venetian Shores. Boasting 100 feet of dockage and a 14,000 lb. boat lift, this property offers effortless access to both the Atlantic Ocean and Florida Bay via scenic Snake Creek--making it a boaters dream. Thoughtfully designed for comfort, convenience, and entertaining, the home features an open-concept main living area that flows seamlessly into the outdoors. Enjoy al fresco dining in the covered entertaining space complete with an outdoor kitchen and a soothing spa--perfect for unwinding after a day on the water. This residence is fully fenced with two gated driveways and a separate walk gate, ensuring privacy and space for guests. A private elevator connects all three levels, adding both accessibility and sophistication. Inside, youll find two spacious guest suites, each with en-suite baths, and a luxurious primary retreat with dual half baths and a separate spa-style shower--designed for ultimate relaxation and convenience. With abundant storage throughout, a whole-house propane generator, and refined coastal finishes, every detail has been curated for peace of mind and island comfort. Whether youre seeking a serene escape or a vibrant place to gather with family and friends, this Venetian Shores sanctuary offers it all.Paradise is calling. Possible seller financing.