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Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key with expansive water views, white sand beach, and a true resort-style experience in the Florida Keys. An exceptional investment opportunity, Casa Feliz is a strong producing vacation rental with rental history and future bookings already in place. Set on over 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, this exceptional estate is designed for both relaxation and entertaining. A 148-foot observation dock invites kayaking, paddleboarding, fishing, and endless enjoyment of marine life, while the unique orientation captures both breathtaking sunrise and sunset views over the water, a rare and coveted feature in the Keys. Outdoor living is elevated with a resort-style saltwater pool featuring cascading waterfalls, spillover spa, and fully equipped poolside cabana complete with wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit create the ultimate setting for entertaining or unwinding beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was thoughtfully redesigned to maximize sweeping ocean views from nearly every room. Offering four custom bedroom suites, each with private en-suite bath, the home comfortably accommodates guests in luxury. The top-floor penthouse suite features a private balcony, 180-degree ocean views, custom 96-inch circular bed, and kitchenette with coffee station. Expansive accordion impact glass doors seamlessly blend indoor and outdoor living throughout. The gourmet kitchen showcases Café appliances, induction cooktop, quartz countertops, mosaic tile backsplash, wine cooler, glass shelving, and multiple dining areas ideal for hosting. Additional highlights include a movie theater, library loft, Control4 smart technology, custom millwork, local artist mural, and more. Discover why Grassy Key is the place to be.
…By Ocean Sotheby's International Realty
Embrace the RARE opportunity to own 1.75 acres of open water paradise in the prestigious, gated community of Stirrup Key. Over 750' feet of direct, open Gulf frontage, you'll enjoy spectacular sunrises and sunsets from nearly every vantage point, including a charming sunset gazebo overlooking the iconic Seven Mile Bridge in the distance. The custom Mediterranean-style residence captures the essence of resort living with expansive pavered patios, sparkling elevated pool, and spacious lounging areas absolutely perfect for entertaining against a stunning Gulf backdrop. Five protected basin docks provide sheltered boating access in the marina, while terraced tropical gardens cascade toward the water, lined with mature palms and lush landscaping for a serene coastal ambiance. Inside, soaring cathedral ceilings, wood plantation shutters, and an airy great room with real coral fireplace showcase timeless Keys craftsmanship. The split-bedroom layout ensures privacy, with a luxurious master suite featuring dual closets and skylit bath, plus separate guest quarters. Additional highlights include an elevator, 12,000-gallon cistern, huge garage for cars and golf carts, and a large lower-level storage area with workbenches, pool table, and extra laundry facilities. This gated community, with unique architecture, fewer lots, limited rentals and higher quality restrictions help to sustain a premium and private feel. Only minutes from the Marathon Airport, this one-of-a-kind estate combines open-water grandeur with island tranquility, a true Florida Keys sanctuary.
…By Ocean Sotheby's International Realty
&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
…By Annonceur International
&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 4 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 29 included (45' long x 14.75' wide) &128205; Location: Emerald Flats. 815 39th Street Gulf
…By Annonceur International
Ultimate Waterfront Compound - A Rare Package Deal! A unique opportunity to own two exceptional oceanfront homes in Marathon, FL, offering breathtaking open water views, direct ocean access, and premium boating amenities. This combined offering provides a total of six bedrooms and four bathrooms, making it an ideal family compound, luxury retreat, or investment property with excellent rental potential. Property Highlights: Total of 141 feet of direct ocean frontage Two private seawalls (85 feet and 56 feet) with a boat lift and ramp Expansive open water views of the Atlantic Built for durability with impact windows, metal roofs, and elevated structures Exterior elevator for added accessibility (1043 property) Room for a pool with plans and quote available Covered parking and additional storage space Short-term rental potential with weekly rentals allowed The properties are situated in a prime location for boating, fishing, diving, and waterfront relaxation. With direct access to the ocean, the homes offer an unparalleled coastal lifestyle. Whether you are looking for a private retreat, a multi-generational family estate, or an investment opportunity, this offering provides the space, privacy, and flexibility to meet your needs. Do not miss this rare chance to own a piece of paradise in Marathon. Contact us today for more details on this exceptional waterfront package.
…By Annonceur International
Welcome to your dream waterfront escape in the Florida Keys! This beautifully updated 3 bedroom, 2 bath home is nestled in an exclusive neighborhood and offers the perfect blend of luxury, comfort, and island charm. Boasting 142 feet of protected dockage on an open bay, it's a boater's paradise with direct access to world-class fishing and diving. Enjoy stunning sunrises from this east-facing property. Soaring vaulted ceilings add to the airy, open feel of the home, while the convenience of an elevator makes access effortless. Step outside to your private coastal oasis featuring a large pool and a spacious downstairs entertaining areaideal for gatherings, grilling, or relaxing after a day on the water. This is more than just a homeit's a true Florida Keys lifestyle!
…By Annonceur International
Experience ultimate waterfront luxury living with this stunning 5-bedroom, 3-bath residence (versatile bonus den can be used as 5th bedroom), perfectly positioned on a tranquil, sheltered waterway in a tucked away neighborhood. Thoughtfully designed and impeccably furnished, this home showcases high-end finishes and designer dcor throughout, creating a sophisticated yet comfortable coastal retreat. A rare highlight of this property is the indoor swimming pool, allowing for year-round enjoyment in complete comfort and privacy. Outside, you'll find a tropical oasis backyard for relaxing or entertaining. Feel free to cast a fishing line off your private dockage with 30 ft of waterfront. With direct access to the Atlantic Ocean or Gulf of Mexico, this is a dream for boating and fishing enthusiasts. Enjoy paddle boards or kayaks in your own private lagoon. The spacious open concept living areas are ideal for entertaining. Each bedroom opens up to the indoor pool providing a relaxing sanctuary for family and guests alike. Whether you're seeking a full-time residence or a luxury vacation escape, this exceptional waterfront home combines resort-style amenities, impeccable design, and an unbeatable location for the perfect Keys lifestyle.
…By Annonceur International
Discover breathtaking open water views from this beautifully designed 3-bedroom, 3-bath home in the heart of Marathon. Featuring a desirable double master suite layout, this residence offers 2 bedrooms and 2 bathrooms on the main level, plus an expansive second-floor master retreat where you can wake up to panoramic views of the Atlantic Ocean right from your bed. The home's interior blends comfort and style with tile flooring throughout the first level, and a wood staircase leading to the all-wood master suite upstairs. A spacious kitchen anchors the main living area, boasting abundant cabinetry, and generous counter spaceperfect for entertaining or preparing the day's fresh catch. With its thoughtful floor plan, coastal finishes, and stunning views, this property offers the perfect balance of everyday living and vacation escape. Located in a prime spot along the Atlantic, it's an ideal opportunity to own your own slice of paradise in the Florida Keys.
…By Annonceur International
Seller Financing Available Pre-Construction Waterfront Retreat Deep Water Sunrise Views Located right across from the island of Boot Key, this exceptional pre-construction offering combines protected deep-water living, open-water views, and one of the most desirable boating locations in Marathon. Explore scenic kayak trails for beginners and advanced paddlers, surrounded by rich nature and wildlife where dolphins and manatees are frequently seen. The property faces east for breathtaking sunrises, while Boot Key provides natural protection during stormscreating an ideal, secure harbor environment. With approx 60 feet of deep-water dockage, enjoy ample space for large or multiple vessels, excellent maneuverability, and direct access to world-class boating. Inside the harbor, convenience is unmatched with 5 restaurants and 3 gas docks just minutes away. Commencing soon on this with construction, the custom home is designed with modern coastal style and true Keys practicality. The residence will feature 3 bedrooms and 2.5 bathrooms, offering elevated living spaces perfectly oriented toward panoramic Boot Key Harbor views. Whether you're a dedicated boater, nature lover, investor, or seeking a peaceful Keys escape, this rare property delivers the ultimate blend of location, protection, and lifestyle. Seller will finance with half down!
…By Annonceur International
Casa De Artista is a rare luxury estate in the exclusive community of Sombrero Isle. Set on more than an acre with 415 feet of waterfront, this property combines privacy, elegance, and the ultimate Florida Keys lifestyle. With only 27 homes on the island and Sombrero Beach just one block away, the location is both secluded and highly desirable. Extensively renovated by D'Asign Source in 2016, the 4,649 sq. ft. main residence offers 4 bedrooms and 3.5 baths. The open-concept living and dining areas feature stunning tongue-and-groove ceilings, while the chef's kitchen showcases premium appliances, dual wine refrigerators, and double islands designed for entertaining. Expansive sliding glass doors connect to a waterfront patio with outdoor kitchen, beverage coolers, and resort-style ambiance. The grounds are landscaped with exotic palms and feature a pool with spa, and deep-water dockage. For boaters, two lifts (24K and 5K) and an 86-foot dock provide direct access to world-class fishing and diving. A 299 sq. ft. detached artist studio with half bath offers flexible use as a creative retreat or guest space. Additional highlights include a 5,176 sq. ft. garage and storage level, ideal for vehicles, boats, and equipment. Just 10 minutes from Marathon Airport and offering strong weekly rental potential, Casa De Artista is a true trophy property and one of Sombrero Isle's most exceptional estates.
…By Annonceur International
Located within exclusive Key Colony Beach, nestled on a lushly landscaped, oversized lot, lies a stunning Oceanfront estate of unrivaled opulence. Boasting in-ground saltwater pool and spa, private sandy beach, firepit, built-in outdoor kitchen, and sprawling composite dock with 40K boat lift, this home caters to elevated Florida Keys living, and the 13,659 Sq. Ft. manicured lot across the street is also included in the sale where you can add a guest house or 2nd home. Enter through soaring glass doors into an elegant foyer, where turquoise Ocean Views are the focal point of the courtyard in the heart of the home. In the South wing, a gorgeous Great Room features access to both the courtyard and a covered veranda, boasting views of the grounds, pool, and Open Water. A well-appointed wet bar, complete with refrigerator and wine cooler, lends itself to entertaining. In the North wing, the showstopping Chef's Kitchen, with premium appliances, including gas range, and large island with storage and seating, is designed for hosting memorable gatherings. Visitors will enjoy superior accommodation in either the downstairs guest suite, or either of two upstairs en suite guest bedrooms. Retire to a palatial primary suite, with large walk-in closet with laundry, luxurious en suite, sitting area, and built-in wet bar, provided abundant privacy in the upstairs South wing. Wake up to magnificent Ocean Views and enjoy morning coffee on the private primary balcony. Outside, host memorable events in the lush backyard oasis. Lounge poolside on the sun deck or beachside in a shaded hammock. Grill up your fresh catch and enjoy sunset cocktails from the well-appointed, built-in outdoor kitchen, and cozy up by the firepit under a blanket of stars, to enjoy balmy ocean breezes. This spectacular property is designed for resort-style living, situated in sought-after Key Colony, boasting incomparable community amenities and with convenient proximity to delectable dining and stores in town
…By Annonceur International
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.
…By Annonceur International
This waterfront residence in Key Colony Beach offers the perfect blend of refined comfort, thoughtful design, and effortless island living. Lovingly owned, gently used, and never rented, the home reflects true pride of ownership throughout. An elevator, updated kitchen, and custom baths set the stage, while soaring wood ceilings and an open-concept kitchen, dining, and living area create a light-filled space that flows seamlessly through stackable sliders to a spacious screened porchâ€''ideal for entertaining or unwinding in the coastal breeze. The generous primary suite is a private retreat with porch access and a skylit spa-style bath featuring a jetted tub, walk-in tiled shower, and dual vanities. The lower level is designed for true indoor-outdoor living, featuring a custom, inground swimming pool surrounded by elegant marble decking, along with expansive covered and uncovered paved patios. Mature tropical landscaping enhances privacy, while ample covered and uncovered parking adds everyday convenience. Boaters will love the 37.5-foot dock with boat lift, located on a wide, deep canal with quick, easy access, just minutes to both the open ocean and the Gulf via Vaca Cut. A permitted third full bathroom on the lower level sits next to a large, air-conditioned storage area with sliders that open directly to the patio and dock, making it ideal as an angler's room for fishing gear and water toys. Key Colony Beach is one of the Florida Keys' most desirable island communities, known for its wide, walkable streets, city-maintained infrastructure, and relaxed coastal charm. Residents enjoy access to marinas, a nine-hole golf course, tennis and pickleball courts, playgrounds, dining, and waterfront sunset parksâ€''all just steps or a short bike ride away. Perfectly positioned in the Middle Keys, Key Colony Beach offers a rare combination of small-town island living, world-class boating, and easy access to Marathon's shopping, dining, and local airport.
…By Ocean Sotheby's International Realty
Experience sweeping ocean views and breathtaking sunsets, from both floors of living in this beautifully updated oceanfront residence in Key Colony Beach—the gem of the Florida Keys. The spacious primary suite features an extended living area on the enclosed balcony with amazing blue water & sunset views, a custom bath, and a generous walk-in closet. Two large guest bedrooms offer comfort and privacy for family or visitors. The gourmet kitchen boasts abundant cabinetry, stunning granite countertops, and opens to a light-filled living and dining area complete with a wet bar and panoramic ocean vistas—perfect for entertaining. This home suits any lifestyle: a high-performing vacation rental, a seasonal retreat for snowbirds, or a full-time residence in a meticulously maintained community of just 31 condos and townhomes. Enjoy resort-style amenities including a large oceanfront pool surrounded by expansive sun decks, a fishing pier with breathtaking sunset views, grilling and private lounging areas, covered parking garage, bike and kayak storage, plus guest parking, shuffleboard, and tennis/pickleball courts. Ideally located near marinas, restaurants, shopping, and local attractions, your island dream awaits in paradise.
…By Ocean Sotheby's International Realty
Experience Key Colony Point with sweeping ocean views and unforgettable sunsets from both levels of this beautifully updated end-unit oceanfront residence in Key Colony Beach— a true gem of the Florida Keys. With a coveted corner location, this residence is wrapped in extra windows and natural light, creating a bright, airy coastal atmosphere you'll feel the moment you walk in. The spacious primary suite is a private retreat, featuring an extended sitting area on the enclosed balcony with mesmerizing blue-water and sunset views, a custom-designed bath, and a generous walk-in closet. Two large guest bedrooms provide comfort and privacy for family and friends, making hosting effortless. At the heart of the home, the gourmet kitchen offers abundant cabinetry and stunning granite countertops, flowing seamlessly into the sun-filled living and dining areas. A wet bar and panoramic ocean backdrop set the stage for easy entertaining, sunset cocktails, or quiet mornings with the sound of the waves. Whether you're seeking a full-time island residence, a seasonal escape, or a strong vacation rental investment, this delivers. The impeccably maintained community of just 31 condos and townhomes offers resort-style amenities, including a large oceanfront pool with expansive sun decks, a fishing pier with postcard-worthy sunsets, grilling and private lounging areas, covered garage parking, bike and kayak storage, guest parking, shuffleboard, and tennis/pickleball courts. Perfectly located near marinas, dining, shopping, and local attractions, this light-filled end unit offers the best of oceanfront living—privacy, views, and the effortless Florida Keys lifestyle you've been waiting for. It is a licensed 7-day rental with rental history.
…By Ocean Sotheby's International Realty
Rare opportunity to own a legal duplex being sold as A Single Family Home in the heart of Key Colony Beach in the beautiful Florida Keys. Located just one street off the Atlantic Ocean, 340-350 E Ocean Drive offers exceptional space, boating access, and an amazing investment opportunity with flexibility at a competitive price designed to sell. With 5 bedrooms, 3 bathrooms, and over 2,900 sq ft of living space, this property provides the rare opportunity to own a large waterfront home while still benefiting from the layout of a legal duplex. Sold together as a single property, it offers incredible versatility for full-time living, vacation use, or income-producing investment. Boaters will appreciate 50 feet of dockage with dual docks, allowing space for multiple vessels. Buyer and buyers agent to verify all info
…By Annonceur International
Rare opportunity to secure a prime waterfront homesite on highly desirable Duck Key. This property is being offered for land value, presenting the perfect canvas to design and build a custom island retreat exactly to your vision. Even better, the property is ROGO exempt, meaning no waiting for a new building permit -- a verified build right is already in place (letter on file). Boaters will appreciate the 82 feet of dockage and exceptionally quick ocean access. Two davits that are 5,500 lbs each one and a turner on one of them. Center Island is a prime location for privacy on Duck Key. Navigate under the Seaview Bridge and head out through the Headpins for fast access to open water, or take the main channel route for larger sportfishing vessels. Enjoy all the lifestyle perks Duck Key is known for, including nearby dining at Hawks Cay Resort, a welcoming island community. that is golf cart friendly. Fly into Marathon airport with your own plane or Million Air and then drive 15 minutes to your island oasis. Whether you're planning a full-time residence or luxury vacation escape, this is your chance to build your dream home in one of the Florida Keys' most sought-after boating enclaves.
…By Annonceur International
Experience Florida Keys waterfront living in this beautifully updated residence in Harbor Village on Duck Key. This desirable property includes a deeded dock slip located directly behind the home, offering convenient, immediate access for boating and water activities with quick ocean access. The home features a light-filled, coastal-inspired floor plan with inviting living spaces and water views that enhance the relaxed island lifestyle. Enjoy seamless indoor-outdoor living with a private outdoor area overlooking the canal, ideal for morning coffee, entertaining, or unwinding after a day on the water. Located within the sought-after Hawks Cay Resort community, owners enjoy a resort-style setting with access to nearby amenities including boating, dining, and recreational offerings. This property presents an excellent opportunity for a second home, vacation retreat, or income-producing investment in one of Duck Key's most desirable waterfront communities.
…By Ocean Sotheby's International Realty
Experience refined oceanfront living on sought-after Duck Key. This double lot estate offers 138 feet of protected deepwater dockage, complete with a solid concrete seawall designed to accommodate a sportfishing yacht, multiple center consoles, and all of your waterfront lifestyle needs. A true boater's paradise, this property offers both privacy and exceptional access to the Atlantic Ocean. The fully remodeled residence is constructed of concrete with a new roof. Inside, seven spacious bedrooms and six bathrooms provide ample accommodations for family and guests. Coastal-inspired interiors feature wood-look tile flooring throughout, woven statement light fixtures, and soaring ceilings with exposed beams and pecky cypress accents. Expansive impact windows and doors frame sweeping ocean views, bringing natural light into nearly every room. The gourmet kitchen anchors the main living space as the heart of the home, with a striking 12' island that creates the perfect setting for gatherings. Outfitted with top-of-the-line appliances, this space is equally suited for everyday living with family or hosting unforgettable evenings of entertaining. Spa-like marble bathrooms further elevate the home, blending comfort with luxury. Designed for both style and function, the property also offers a rare 4+ car garage and abundant storage. Outdoors, a sparkling pool invites afternoons in the sun, while the expansive double lot offers unmatched opportunities for expansion. Whether envisioning a private guest house, a tennis or pickleball court, or exploring the option to build and sell, this rare property provides endless possibilities for both personal enjoyment and investment potential—an uncommon luxury in the Florida Keys. Balancing modern sophistication with coastal simplicity, this sanctuary captures the essence of waterfront living from sunrise over the Atlantic to evenings by the water, in one of the most desirable neighborhoods in the Florida Keys.
…By Ocean Sotheby's International Realty
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