luxury houses for sale Monroe County, United States (page 6)

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.

Yes, you can have it all! Tucked away behind mature tropical landscaping and stretching across an expanse of more than 250 feet of sandy bayfront shoreline, 139 Gimpy Gulch is a rare Islamorada estate designed for those who value privacy, boating, sunsets and effortless luxury in equal measure. This one-of-a-kind compound captures the spirit of the Keys with a level of scale and exclusivity seldom found on the islands. Arrive through private gates to discover a secluded retreat where every detail has been curated for relaxed coastal living. For boaters, a new boat dock offers immediate access to Florida Bay and immediate Atlantic Ocean access through nearby Snake Creek. This one-of-kind package also includes a 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 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 includes 2 acres of upland, 1.2 acres of baybottom, the separate vacant 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 bayfront retreat.

OCEANFRONT , POOL & RARE BOAT BASIN DOCKAGE! Experience luxury open water living at this exceptional oceanfront retreat in the exclusive community of Summerland Cove, just 30 minutes from Key West. Designed for serious boaters and lovers of open water, this premier deep-water home offers breathtaking Atlantic views, immediate boating access, and the ultimate Florida Keys lifestyle. Beautiful newly painted exterior, this elevated 4 bed 3.5 bath home offers 2,766 sq. ft. of beautifully designed living space where soaring ceilings and walls of glass frame endless turquoise water views. Rare 3 bedroom suites with ensuite bathrooms, and a 4th bedroom with ensuite half bath. The expansive open-concept living and entertaining areas create a seamless indoor-outdoor flow perfect for relaxing or hosting guests after a day on the water. Separate laundry room is a bonus. A rare concrete dock with a protected cut-in boat slip provides quick deep-water access to the Atlantic with no long canal commute--placing you minutes from world-class offshore fishing, reef diving, sandbars, and endless boating adventures. Step outside to your private oceanfront oasis featuring a sparkling pool and spa, expansive lounging decks, and a poolside kitchen designed for sunset entertaining and waterfront gatherings. Panoramic open-water views and ocean breezes create the perfect Keys atmosphere. Upstairs, the spacious primary suite offers stunning ocean views, a private balcony, and a peaceful retreat overlooking the Atlantic. Additional features include impact windows and doors, a metal roof, a chef's kitchen with granite countertops and stainless steel appliances, plus convenient access to the nearby Summerland Key Cove Airport for easy fly-in/fly-out travel in light aircraft.This rare offering combines luxury living, protected deep-water dockage, immediate ocean access, and unforgettable open-water views in one of the Florida Keys' most sought-after waterfront communities.

Welcome to Morning Glory - The Dolphin House, a rare direct oceanfront retreat in the Florida Keys. Situated on an oversized oceanfront lot, this 4BR/3.5BA home offers 2,478 SqFt of coastal elegance, breathtaking Atlantic views, and the peaceful lifestyle buyers dream about. Wake up to stunning sunrises, relax by the pool beneath swaying palms, enjoy waterfront dining with guests and friends, or unwind by the fire pit under the stars. Every space was designed to feel warm, inviting, and effortlessly luxurious. More than a home, this is a private sanctuary where memories are made and life slows down.

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!

Experience unparalleled oceanfront living at the Chateau on the Ocean, a turnkey private estate set within an exclusive enclave in Islamorada. Here elevated coastal living reflects the sophistication of what has been referred to as the Hamptons of Miami. From the moment you arrive, a striking sense of privacy, scale, and intention is evident, with architecture and surroundings that feel truly unforgettable. Completely reimagined and newly constructed in 2023, this residence showcases exceptional modern design, engineering, and craftsmanship. Set on just under 2 acres of pristine coastline, the property offers 19,784 SF of total living and entertaining space, including 10,182 SF under air. Inside, soaring ceilings and walls of glass create a seamless indoor-outdoor connection, filling the interiors with natural light and highlighting refined, couture-level finishes. Amenities include a fitness center, indoor basketball and pickleball court, a Baccarat-inspired grand ballroom, and a custom Glamour Suite. Outdoors, a mosaic pool and spa overlook the Atlantic Ocean, complemented by alfresco dining, a firepit lounge, and multiple terraces with sweeping coastal views. A 300 inch outdoor LED theater and rooftop terrace elevate the experience. A 100ft private dock provides direct ocean access. Approved plans include 6 additional suites, including 2 oceanfront residences, allowing expansion into a multi-structure compound. A rare legacy estate defined by privacy, scale, and presence

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.

Over 3400 sqft of Luxury Living is featured with this 2007 custom built CBS in the gated community of Stirrup Key Sub in Marathon. Elevated water views, a deeded boat slip, protected community marina, multiple outdoor living areas and a private pool. Designed for both everyday comfort and entertaining, this multi-level home offers generous interior space, flexible living areas, and a thoughtful indoor-outdoor layout. The ground level features a three-car garage, ample storage, and direct access to the pool area, creating an easy flow for relaxing, hosting, and enjoying the Keys lifestyle. The second floor serves as the main living level with two bedrooms, two full baths, a full kitchen, and open living and dining areas that extend onto a large screened lanai. This level is ideal for casual gatherings, quiet mornings, and evening breezes. The third floor offers a private primary suite, sitting area or fourth bedroom, bar/kitchenette, fireplace, spa-style bath, and an expansive lanai with peaceful elevated views. A spiral staircase leads to the fourth-floor widow's walk, finished with travertine flooring and a water hookup. From this vantage point, panoramic views stretch across Marathon and toward the Gulf, creating a quiet setting for sunrise, sunset, and open-air relaxation. A private nature path winds through preserved surroundings and leads to a Gulf-front observation dock, ideal for wildlife viewing and enjoying the surrounding natural setting. Additional features include a lift to the second floor for added convenience. Centrally located in Marathon, the home offers convenient access to shopping, dining, & daily necessities. With a deeded marina slip, elevated water views, pool, garage space, storage, multiple lanais, and a flexible custom layout, this property offers a rare combination of privacy, space, and boating access in Marathon. Schedule a private showing to experience this custom home and deeded marina slip in person.

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.

Key West Oasis - A Tropical Compound Steps from the Sea. House, Pool & Guest Retreat located near by Casa Marina and steps from Old Town. Welcome to your own private tropical compound just blocks from the beach, tennis and pickleball courts, and the iconic White Street Pier where you're perfectly positioned for sunrise strolls, sunset views, and everything in between. Nestled on a lush corner lot surrounded by swaying palms and vibrant tropical foliage, this property offers both privacy and proximity to the best of island living. The main house blends timeless Key West charm with modern comfort, featuring sunlit living spaces and breezy indoor-outdoor flow. Step outside to your resort-style backyard, where a sparkling pool is the centerpiece for relaxation and entertaining. The separate pool house offers flexible space for guests, a studio, or home office.Whether you're hosting sunset gatherings, enjoying a dip after a morning beach walk, or strolling to local shops and cafes, this is island living at its finest. Experience the perfect blend of tranquility, convenience, and tropical beauty--right in the heart of Key West. Here, mornings begin with the sound of the ocean in the distance, afternoons are spent floating in the pool, and evenings bring gatherings under starlit skies. This is more than a home--it's a slice of paradise in the heart of Key West. All you need is to move in and start living your Key West dream. Built with storm readiness in mind, the residence features hurricane-impact windows and doors, offering enhanced safety, sound reduction, and energy efficiency. Complementing these upgrades is a whole-house generator, delivering seamless power during outages and elevating everyday comfort with true peace of mind.

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

Welcome to a refined waterfront pool home in the highly desirable Cudjoe Gardens neighborhood, where luxury meets laid-back island living. Located on a corner canal with 235' of waterfront this home is designed with life on the water in mind. Featuring two boat lifts, 15,000 lb and 12,000 lb, providing flexibility for multiple vessels along with a 2-car Garage for additional storage for all of your gear. Inside, the spacious 3 Bedroom, 3 Bath 3,056 sq. ft. home comfort and style blend with ease. The kitchen stands out with 6-burner Viking Range, Viking dishwasher, cabinet-front refrigerator, stainless appliances, pantry and generous space for entertaining, flowing seamlessly into the main living areas. Soaring ceilings fills the home, creating a bright and inviting atmosphere throughout. Upstairs a loft-style office and a dedicated theatre room offering a bar with beverage center provides the perfect setting for movie nights or game-day gatherings. The primary suite serves as a private retreat, complete with a lavish bath with bidet, separate shower and a relaxing jet tub, ideal for unwinding at the end of the day. Porches on both sides of the home overlook the canals and lead to a unique sandy point at the corner, offering a peaceful setting to take in water views and stunning sunset skies. After a day on the water relax by your waterfront heated salt pool or enjoy sipping cocktails on the screened lanai. Additional amenities include impact windows and doors, whole house generator and ice machine. Cudjoe Gardens is an upscale waterfront community known for its ground-level concrete homes thoughtfully built above the floodplain. The neighborhood is home to Cudjoe Gardens Marina, a convenient full-service stop for fuel, bait, and refreshments on your way to world-class fishing and diving. Residents also enjoy The Bent Prop, a beloved waterfront restaurant offering a true taste of the Keys lifestyle.

Prestigious Island Drive address with incredible open water views over Largo Sound. This solid concrete home, including the concrete roof, offers exceptional strength and peace of mind, enhanced by all-impact windows and doors. Thoughtfully reimagined into a modern masterpiece, this 3 bedroom, 3.5 bath residence blends luxury finishes with ideal Keys living. Upstairs features 2 bedrooms, 2.5 baths, and an open-concept living area designed to capture endless water views. The chef's kitchen includes a Bosch gas range, Bosch microwave, and four-door stainless refrigerator. The primary suite offers a spa-inspired bath with Duravit vanity, walk-in shower, and refined finishes. The guest bedroom also enjoys an en-suite bath. There is also an additional half bath off the entertaining space. Downstairs offers a spacious third bedroom large enough for two queen beds, plus a full bath with curbless shower and double vanity. Entertain in style with a wet bar and summer kitchen featuring wine cooler, ice machine, and folding glass doors opening to the waterfront decks. A commercial-grade air curtain system allows open-air enjoyment while helping maintain interior comfort. Boaters will appreciate 60' of waterfrontage, a cut-in slip for a vessel with approx. 10.5' beam, and excellent access to both ocean and bay waters. New dock permits and boat lift have been approved by the United States Army Corps of Engineers and are transferable to Buyer. Additional features include garage, separate laundry room, on-demand gas hot water, extra Sub-Zero refrigerator, new 200-amp electrical service, recessed LED lighting, automatic shades, blackout bedroom shades, and a 4-panel impact-glass garage door. Outside enjoy the island life under the Tiki hut! Shore power with 50 Amp Service, water and Boat whip mooring system. Automatic gated property entry offers privacy and security. Just one hour to Miami International Airport, yet a tropical world away.

Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary located at 74049 Overseas Highway in the prestigious Village of Islamorada. This iconic property represents one of the rarest opportunities in the Upper Keys: a private, gated, resort-style compound offering expansive open-water views, unmatched privacy, and the timeless charm of classic Florida Keys architecture. Set on a generous parcel with a sandy beach, and direct ocean access, Casa Matecumbe delivers the ultimate coastal lifestyle--one defined by serenity, natural beauty, and the freedom to enjoy the water at a moment's notice. The gated entrance supplies a perfect level of privacy. The approach sets the tone for the entire experience: peaceful, secluded, and authentically 'Old Florida,' yet elevated with the sophistication expected in a luxury Keys residence. Whether used as a full-time home, a seasonal retreat, or a legacy property to be enjoyed for generations, Casa Matecumbe offers a rare combination of location, land, and lifestyle that is nearly impossible to replicate. The main residence is thoughtfully positioned to maximize panoramic ocean views from nearly every room. Expansive windows and glass doors frame the turquoise water, inviting natural light to fill the interior spaces throughout the day. Upstairs there are 3 bedrooms and 2 baths as well as a gorgeous kitchen an open concept with dining under air conditioning or al fresco, Downstairs includes a large en-suite bedroom with water views as well as an additional kitchen and dining living area. Lower-Level Finished area of 1,065 is included in square footage. Both levels offer a breezy indoor-outdoor living--with modern comforts including updated finishes, impact windows, and spacious living areas. This 4-bedroom House is the perfect vacation home for larger families wishing to enjoy the pool, the beach and the ocean in a private setting.

Architect-designed and purpose-built for modern island living, 1614 Washington Street delivers a rare combination of durability, intelligence, and refined restraint. This is a luxury home defined not by excess, but by performance, longevity, and thoughtful design. Constructed with solid masonry, impact-rated windows and doors, and positioned above flood elevation, the home offers a level of resilience and peace of mind increasingly sought in today's coastal market. Materials and systems were selected for low maintenance and long-term reliability, creating a residence that is as practical as it is elegant. The home reflects the work of award-winning local architect Matthew Stratton, whose projects have been featured in Architectural Digest and Coastal Living. It is designed with a philosophy centered on efficiency, foresight, and long-term coastal performance. Energy independence is integral to the design. A solar infrastructure paired with Tesla battery storage supports uninterrupted power, and a quieter, more secure lifestyle-an elevated approach to sustainability that enhances daily living rather than complicating it. The interior floor plan is owner-forward and highly livable. The primary suite is located on the main level, offering privacy and ease. At the same time, three additional en-suite guest bedrooms are intentionally arranged around a den/lounge space on the second level, ideal for extended stays or visiting guests. Finishes include porcelain tile flooring, quartz surfaces, custom cabinetry, and high ceilings that bring light and volume throughout. Outdoor living is private and well-defined. A two-tiered pool with a splash deck and water features anchors the backyard, surrounded by mature tropical landscaping that creates a true island retreat. At its core, 1614 Washington is not about excess; it's about intelligence. A fortress when needed, a retreat when desired, and a design-forward home whose value is revealed in daily living, not just on paper.

Experience the pinnacle of Florida Keys waterfront living in this newly constructed (2023) open water home on Big Pine Key. Perfectly positioned to capture breathtaking sunrise views, this CBS-built residence offers a seamless blend of modern coastal design, durability, and effortless indoor-outdoor living. Spanning 1,834 square feet, the home features 3 Bedrooms and 2 Bathrooms, thoughtfully designed with soaring 10-foot ceilings, 8-foot doors, and expansive impact-rated windows and doors that invite in natural light while framing panoramic water views throughout the living spaces and Primary Suite. The heart of the home is the stunning chef's Kitchen, appointed with white quartz countertops, stainless steel appliances, custom cabinetry, and an oversized dining bar--ideal for entertaining guests or enjoying casual waterfront dining. The Primary Suite serves as a tranquil retreat, complete with sweeping water views, a spacious custom walk-in closet, and a beautifully finished modern Bathroom. Outdoors, the property transforms into a private resort. A large waterfront Pool overlooks the open water, while the 75-foot Concrete Dock with a protected cut-in Boat Slip provides exceptional boating convenience with deep water access to both the Gulf and Atlantic via Bogie Channel, renowned for its excellent fishing. Offered fully Turn-Key and rental ready, this property is perfectly suited for a luxury second home or income-producing investment. As a newer construction, it also benefits from lower insurance costs, an increasingly valuable advantage in the Keys. Located in Big Pine Key, home to serene nature preserves, the famous Key Deer, and convenient shopping and dining, you are also just minutes from the pristine beaches of Bahia Honda State Park.

Life on the water begins the moment you arrive at this beautifully positioned open water home on prestigious Harbour Drive in Duck Key. Surrounded by swaying palms and tropical landscaping, this classic 2 Bedroom 3 Bathroom Florida Keys coastal cottage sits on an oversized 11,250 sq. ft. lot highlighted by a bright open-concept layout with panoramic views of Toms Harbor. Built with CBS construction, impact windows, and a metal roof, the property provides both durability and low-maintenance island living. For boaters, the property features 75 feet of concrete seawall and a dock with quick access to both the Atlantic Ocean and Gulf for world-class fishing, diving, and boating. The tropical backyard is designed for true Keys living, featuring a waterside tiki hut, shaded seating areas, and plenty of room for a future pool with a permitted convenience bathroom downstairs. An outdoor elevator, garage, and beautifully landscaped yard add comfort and curb appeal. Residents of Duck Key enjoy optional membership at Club Duck Key with access to a heated and chilled pool, pickleball and tennis courts, bocce ball, basketball, and a vibrant social calendar. Located just minutes from Marathon Jet Center, marinas, restaurants, and shopping, this Duck Key home offers the perfect balance of privacy, boating convenience, and island lifestyle.

Contemporary coastal living meets premier boating access in this elevated 2BD/2BA waterfront home on a 12,500 sq ft canal-front lot with 100 ft of waterfront and coveted SW exposure. Ideally positioned on one of the only flow-through, crystal-clear canals in desirable Sugarloaf Shores, offering exceptional access to both the ocean and backcountry.Light-filled interiors showcase impact windows and doors, wood-look porcelain flooring, and an open-concept chef's kitchen with porcelain countertops, custom cabinetry, stainless steel appliances, and an entertainer's bar. The spacious great room and dining area flow seamlessly to a covered, screened porch--perfect for alfresco dining, sunset views, and watching dolphins pass through to Sugarloaf Sound.A full wraparound composite deck with marine-grade stainless steel railings enhances outdoor living. The expansive, landscaped yard offers ample room for a pool and includes two RV hookups. A rare opportunity for boaters seeking clear water, prime location, and effortless Keys living.

This custom-built, elevated two-story estate sits on a 7,300 SF point lot at the coveted tip of Adam's Cut Waterway, with 167 feet of waterfront offering panoramic views that open directly to Largo Sound with ocean access. More than a home, it is an unparalleled opportunity to own an iconic piece of Keys historyan architecturally significant retreat built to exceptional standards of strength, beauty, and design. Spanning 3,723 SF, the 4BR/5+2BA residence features a triple-poured concrete roof, 8 inches of concrete between floors, Italian La Finestra impact windows and doors, whole-house sound system, interior elevator, Shell Reef honed limestone floors, and concealed-hinge custom doors. The main level showcases a stunning light-filled living room framed by floor-to-ceiling windows, a remote-controlled drop-down TV, stone accent wall, and sleek wet barall opening to the expansive wraparound terrace overlooking Adam's Cut. An open dining area complements the chef's kitchen with a backlit polished Plume Quartz waterfall island, JennAir gas cooktop, integrated refrigeration, and Liebherr wine cooler. This floor includes three bedrooms, including a junior suite with private balcony and spa-style bath, plus a designer powder room, laundry room, and two additional ensuite guest rooms. The private principal suite spans the second floor, featuring a high-pitched ceiling, midnight bar, elevated bed platform, flexible additional room, and a spa-inspired bath. It opens to a private terrace with a rooftop infinity pool, swim-up bar, and jacuzzi for a true resort experience. Ground-level highlights include a grand covered terrace w/summer kitchen, Lynx grill, salt-chlorinated pool, teak ceilings, standalone bar, and cabana bath. A hidden gem is the brick-lined, temperature-controlled 200-bottle wine cellar w/ a decanting area. A 77' private dock w/ permitting in progress for a 30,000 lb boatlift, swim platform, and sunning areas complete this extraordinary Keys masterpiece

Stunning open water views from this fabulous waterfront home! A truly rare and highly coveted 37,139 sqft lot point lot with A massive 362 FT OF WATERFRONTAGE on prestigious Sugarloaf Key, offering breathtaking panoramic open water views, exceptional privacy, and unmatched boating access. (24,662 sqft Upland & 12,477 submerged). These point lots are extremely limited and among the most sought-after properties on Sugarloaf, prized for their expansive water frontage and commanding views of sunrise, sunset, and moonrise. Set on a massive, fenced, and lushly landscaped lot, this extraordinary waterfront retreat enjoys no bridges to open water, making it ideal for boaters with T-tops and tuna towers. The open water side remains unobstructed, while the canal side features three boat lifts,a 10,000-lb lift, a 5,000-lb lift, and a 5,000-lb jet ski lift, thoughtfully positioned to preserve the spectacular open water views. The private sandy beach is perfect for launching paddleboards, kayaks, and water toys, while the pool creates a serene resort-style setting for relaxation and entertaining. The property is configured as a charming coastal compound, featuring a main residence with 2 bedrooms and 2 bathrooms, complemented by two separate studio cottages, each with its own bathroom, ideal for guests, extended family, or a private retreat feel. Nestled within a quiet, upscale waterfront neighborhood, Sugarloaf Shores is known for its pristine canals, biking and hiking trails, and relaxed island atmosphere, all while being just minutes to shops and restaurants and only 20 minutes from the magic of Key West. This is an incredible opportunity to own one of Sugarloaf Key's most exceptional and rare point lots where privacy, open water beauty, and effortless boating come together in perfect harmony.

New 2025 waterfront construction on the final canal in Key Haven--an architectural entertainer designed for seamless indoor-outdoor living just 5 minutes from Key West. Unlike typical Keys homes, this residence was designed around outdoor living, offering over 2,400 Sq.Ft. of covered entertaining space seamlessly connected to the interior. Completed in 2025, this striking modern waterfront residence offers 4 bedrooms + office, 4 bathrooms, and 2,458 Sq.Ft. of interior living space. Positioned on the coveted final canal in the exclusive Key Haven community, the home is designed for privacy, entertaining, and exceptional boating access. The layout offers rare flexibility. The entire top level functions as a private guest quarters, ideal as an elevated primary suite, luxury guest retreat, or in-law residence with some of the best water views in the home. This level also features a large covered porch spanning the entire floor, creating an additional private entertaining space. Inside, the architecture emphasizes volume, light, and clean modern lines. Tall ceilings, expansive glass, and large polished porcelain tile flooring create a refined coastal aesthetic. The open living area centers around a gourmet kitchen with Thermador appliances designed for entertaining. Stackable glass doors open the entire main living space onto a wide covered waterfront porch, for seamless indoor-outdoor living. A private elevator with access from ground level.Outdoor spaces include four decks, a rooftop deck with sweeping water views, a pool with swim-up bar, and a private putting green. The rooftop deck is ideal for spectacular sunsets and stargazing.For boating enthusiasts, the property features a 15,000 lb boat lift and davit with quick access to both the Gulf and Atlantic. Additional highlights include solid concrete construction, standing seam metal roof, elevator access, high-end finishes, and a large air-conditioned storage room. Photos include virtually staged furniture.

Nestled within this 280 ft of concrete walled and gated property lies a tropical oasis that epitomizes Keys living. Situated on a huge,12,000 sq ft corner lot that provides an exclusive island vibe with lots of privacy that comes complete with 200' of canal frontage, a 133' concrete dock, a new 10k lb boat lift, fish cleaning station, and travertine steps into the sparkling water for an enjoyable saltwater swim. Outdoor lighting perfects this entire property along and under the dock and seawall as well. A new higher end fiberglass pool and spa made by Latham which are built with double thick fiberglass complete with heater and chiller is just waiting for you to enjoy after a day on the water or an evening of entertaining. The adjoining new tiki hut, complete with a NewAge summer kitchen, a dining area and ready for happy hours and fish tales. The bar and lounging area located across from the tiki hut provides a comfortable lounging area complete with a nice storage area. Pavers adorn all the open spaces surrounded by new exquisite, lush landscaping maintained by a 5-zone irrigation system. A new standing seam metal roof was installed in 2024. Oh and did I mention a real fire pit. This gorgeous home is all about being outdoors and enjoying the Florida Keys tropical ambiance. The main living area has an open kitchen concept with a center island (buyers choice), gas stove, new appliances, and dining table. Guest bedroom is on the main floor with a full bath and walk in shower. Upstairs has two master suites, one with a stand-alone tub and walk in shower and the other with a walk-in shower only. All the bedrooms have balconies overlooking this peaceful, delightful, property. All the furniture is brand new and comes included with the purchase. With the proximity to Key West, and all the excitement and nightlife and the world class fishing and diving out your back door, the world is your oyster in this Fabulous Florida Keys slice of paradise. Don't let this one get awa

Experience unparalleled oceanfront living at Chateau On The Ocean, a turnkey private estate set within an exclusive enclave in Islamorada. Here elevated coastal living reflects the sophistication of what has been referred to as the Hamptons of Miami. From the moment you arrive, a striking sense of privacy, scale, and intention is evident, with architecture and surroundings that feel truly unforgettable. Completely reimagined and newly constructed in 2023, this residence showcases exceptional modern design, engineering, and craftsmanship. Set on just under 2 acres of pristine coastline, the property offers 19,784 SF of total living and entertaining space, including 10,182SF under air. Inside, soaring ceilings and walls of glass create a seamless indoor-outdoor connection, filling the interiors w/ natural light and highlighting refined, couture-level finishes. Amenities include a fitness center, indoor basketball and pickleball court, putting green, a Baccarat-inspired grand ballroom, and a custom Glamour Suite. Outdoors, a mosaic pool and spa overlook the Atlantic Ocean, complemented by alfresco dining, a firepit lounge, and multiple terraces w/sweeping coastal views. A 300 outdoor LED theater and rooftop terrace elevate the experience. A 100ft private dock provides direct ocean access. Approved plans include 6 additional suites, including 2 oceanfront residences, allowing expansion into a multi-structure compound. A rare legacy estate defined by privacy, scale and presence

Join us for Brokers Open House today 4-6 pm! This stunning, fully renovated waterfront home in Key Colony Beach offers the ultimate Florida Keys lifestyle, combining high-end finishes with practical, top-tier enhancements for durability and comfort. Step into a bright, open-flow sanctuary anchored by wood-look tile flooring and crisp custom shiplap walls. The heart of the home is a culinary showpiece, featuring an expanded island with hand-selected quartzite countertops, a farmhouse sink, and an instant hot water system. The sunroom offers an elevated retreat with its tongue-and-groove ceiling, while the bathrooms have been transformed with sleek barn-door glass showers and designer finishes. Designed for the elite boater, the outdoor oasis features a 15,000 lb boat lift and a newly replaced dock (2026). The backyard is a private tropical resort, finished with limestone pavers, a composite raised deck, and a brand-new tiki hut. For the dedicated angler, the garage is thoughtfully equipped with a commercial-grade ice maker and a dedicated bait freezer, ensuring you are always ready for a day on the reef. Every inch of the property has been modernized, from the hurricane impact glass that frames every view to the all-new PVC sewer infrastructure installed in 2023. The saltwater pool is optimized for year-round perfection with a dedicated heater and chiller, while new landscaping and privacy palms create a secluded sanctuary. A circular paver driveway and an expanded outdoor storage closet provide the final touches of convenience to this masterpiece. Call today for your private tour! No sign on the property.

&127969; Welcome to Emerald Flats a Waterfront Community in the heart of Marathon! Your brand-new dream home is here: Gated community entryway Gulf front water views and private boat docking. Built for efficiency and comfort there are 5 Bedrooms | 4 Bathrooms - space for everyone High ceilings & open floor plan for a modern feel KitchenAid stainless appliances + quartz countertops Separate bar/entertainment space Fully furnished with luxury coastal style - just bring your suitcases! Boat Slip 30 included (45' long x 14.75' wide) &128205; Location: Emerald Flats. 818 39th Street Gulf