luxury house with sea view for sale Grassy Key, United States

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.

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.

This stunning oceanfront end-unit townhome in the exclusive Bonefish Yacht Club offers the perfect blend of luxury living and resort-style amenities in the heart of the Florida Keys. Nestled within a private 34-residence community set across more than four acres of beautifully maintained tropical grounds, the property captures the feel of a secluded oceanside retreat. This residence conveys with a 40' legal liveaboard boat slip, providing deep-water dockage and immediate ocean access--an exceptional feature for serious boaters. Inside, the home offers 1,751 sq. ft. of light-filled living space featuring a gourmet chef's kitchen with stainless steel appliances, a dedicated dining area, and an open-concept living room that flows seamlessly to a waterside balcony overlooking the marina--perfect for alfresco dining and entertaining. The spacious primary suite features a private waterfront balcony, walk-in closet, and a beautifully appointed ensuite bath. The guest suite also enjoys its own balcony, a full bath, and generous closet space. The ground level includes a private garage and storage area, ideal for a vehicle, fishing equipment, and water toys--perfect for the avid angler. Bonefish Yacht Club residents enjoy exceptional amenities including a heated and chilled waterfront pool with expansive sun deck, a tiki lounge gathering area with wet bar and seating, tennis/pickleball courts, and a private community beach. Offering breathtaking water views, deep-water dockage, and beautifully maintained resort amenities, this residence delivers a rare opportunity to enjoy luxury waterfront living with effortless access to world-class boating, fishing, and the best of the Florida Keys lifestyle.

Welcome to your dream escape in the Florida Keys--this beautifully updated 3-bedroom, 3-bath oceanfront end-unit townhome in the highly sought-after Bonefish Yacht Club delivers the ultimate blend of coastal elegance and laid-back island living. Tucked inside an intimate marina community of just 34 residences spread across lush tropical grounds, this property offers both privacy and a true resort-style feel. Step inside to 1,945 sq. ft. of bright, open living space designed for comfort and entertaining. The modern chef's kitchen features stainless steel appliances, sleek finishes, and ample space for gathering, flowing effortlessly into the dining and living areas. Sliding doors open to a spacious waterfront balcony overlooking the marina--perfect for morning coffee, sunset cocktails, or entertaining with ocean breezes. The primary suite is a serene retreat, complete with its own private balcony, a walk-in closet, and a fully updated ensuite bath. Two additional bedrooms offer flexibility for guests, family, or a home office, each paired with well-appointed bathrooms for comfort and privacy. On the ground level, enjoy the convenience of a private garage and generous storage space--ideal for keeping your fishing gear, paddleboards, and all your Keys lifestyle essentials ready to go. Residents of Bonefish Yacht Club enjoy an array of premium amenities, including a temperature-controlled pool, expansive sun deck, tiki lounge with wet bar, tennis and pickleball courts, and a private sandy beach. Whether you're boating, fishing, or simply soaking in the views, this is island living at its finest. This is a rare opportunity to own a turnkey, oceanfront home in one of the Keys' most desirable communities--where every day feels like a vacation. This unit is a fully licensed 7-day rental.

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.

Florida Keys luxury redefined! Experience this newly constructed 2025 oceanfront masterpiece perfectly balancing coastal elegance, craftsmanship, and timeless design. With 6 bedrooms, 6.5 baths, and 3,102 sq ft under air plus 2,000+ sq ft of balconies, it offers seamless indoor-outdoor living framed by endless turquoise views. An elevated infinity-edge pool merges visually with the Atlantic beyond. Inside, a bright open floor plan captures light, air, and ocean vistas. The great room flows into a designer kitchen and dining area, creating spaces that feel both connected and serene. Each ensuite bedroom is a private retreat, beautifully scaled and positioned for comfort and privacy. See Documents Tab for a full list of luxury features. Furnished and appointed throughout showcasing ''Design by Lily,'' the interior blends beach-cottage warmth with sophisticated Keys luxury. Custom furnishings, curated color palettes, and natural textures create a refined yet welcoming aesthetic. Every detail--from driftwood-toned floors to sculptural fixtures--exudes coastal elegance. Built by a long-time Florida Keys contractor with decades of local expertise, construction was overseen daily by the owners to ensure perfection in every finish and structure. Nothing escaped their eye, and it shows in the integrity and grace of the final result. Outdoor living shines with multiple covered terraces for dining and lounging, the infinity pool reflecting the sea, and gentle breezes completing the ambiance. The 157' dock ending in a 32' L-shaped terminus is complete. Newly built, fully furnished, and ready for immediate enjoyment, this residence is a rare opportunity--an oceanfront sanctuary minutes from the Marathon airport's two FBOs. Whether a private retreat or luxury vacation investment, this property embodies comfort, craftsmanship, and coastal allure.

A refined expression of waterfront living, this six-bedroom, four-bath residence is set on a desirable over ½ acre lot with panoramic water views from every room. Offering 220+ linear feet of concrete dockage with three boat lifts, the property is exceptionally suited for large vessels with effortless access to the open Florida Bay/Gulf or Ocean via Channel 5 bridge. Two separate parcels are included in this sale, opening up future options for the fortunate owner who resides here. Completely renovated in 2020, the home presents a clean, contemporary aesthetic with Viking appliances, bespoke finishes, and a subtle, neutral palette inspired by the flowing surrounding turquoise waters. A custom saltwater pool equipped with both heater and chiller provides year-round enjoyment for everyone. This Safety Harbor residence delivers both elegance and function for the discerning boater or sunset lover. Impeccably maintained and move-in ready, it offers a rare combination of low-maintenance living, thoughtful design, quiet living, and enduring appeal in the Florida Keys. Private showings available by appointment.

Welcome to Tranquility, an exceptional three-bedroom oceanfront residence at Playa Largo Ocean Residences, an intimate and private luxury waterfront enclave in the heart of Key Largo, Florida. Thoughtfully designed as a secluded coastal retreat, this gated community offers a rare sense of privacy and exclusivity while remaining moments from the island's finest dining, boating, and resort amenities. Positioned within a low-density, purpose-built oceanfront development, the residence was constructed to the highest coastal engineering standards, ensuring durability, performance, and long-term value. Offered fully furnished with a designer-curated interior package, the home delivers a seamless turnkey experience with refined finishes, clean architectural lines, and thoughtfully designed living spaces. Expansive terraces extend the living environment outdoors, offering a tranquil setting for both relaxation and entertaining. The open-concept kitchen, dining, and living areas are filled with natural light and oriented toward the water, while each private bedroom suite provides a serene retreat for owners and guests alike. Every detail has been considered to balance comfort, elegance, and effortless livability. Owners enjoy access to a private clubhouse, resort-style swimming pool, and beautifully landscaped grounds. When you participate in the Playa rental management program, you can enjoy the renowned Playa Largo Resort & Spa world-class waterfront dining, spa services, beach amenities, and ramp access, elevating both daily living and rental appeal. A defining attribute of this offering is its rare flexibility of ownership and income potential, providing uncommon control over both personal use and revenue strategy. This residence presents an exceptional opportunity as a private vacation retreat, a luxury short-term rental, or a long-term investment in one of the Florida Keys' most established and highly sought-after communities.

Big, beautiful, and exceptionally solid, this waterfront Islamorada residence is perfectly situated on Sandy Cove Basin with protected deep-water dockage for multiple boats and direct bay access. A gated, pavered double driveway leads to an inviting foyer where marble floors and a private elevator welcome you. The elevated living level features a spacious great room with fireplace and coral accents, ideal for entertaining, along with a chef's kitchen offering custom teak cabinetry, granite countertops, island cooktop, and premium Sub-Zero and Bosch appliances. Wide screened porches extend the living space and capture open waterfront views. The home offers 5 bedrooms and 5.5 baths, a resort-style pool, and excellent updates including a new dock, new boat lift, and new A/C systems. A privacy wall enhances the secluded feel of this quiet, one-street neighborhood known for its consistently lovely homes. An exceptional opportunity for refined island living with outstanding boating access.

Commanding 170 feet of private Florida Bay frontage and situated on over an acre of precious Islamorada land, Eagle Point is a contemporary coastal estate that captures the essence of refined waterfront living. Designed for both serenity and sophistication, the residence blends clean architectural lines with the natural beauty of its tropical surroundings. Gated and beautifully landscaped, the property opens to sweeping open-water vistas framed by swaying palms and fruit trees orchard upon your entrance. Expansive glass walls flood the interiors with natural light, connecting elegant living and dining spaces to the outdoors, providing vast screened porches both upstairs and down. The kitchen anchors the home with gorgeous views and a function ideal for entertaining or quiet evenings at home. A downstairs flex room and private gym add versatility and wellness to daily life, while multiple rooftop terraces invite sunset gatherings and panoramic bay views. Outside, the resort-inspired amenities continue with a lagoon-style pool, putting green, and ample deep-water dockage with a boat lift, providing Bay to Ocean access in minutes via Channels 2 or 5. This offers effortless access to world-class boating and fishing. Just off the edge of the channel lies a rare bayside reef teeming with life and providing snorkeling right off your own dock. Located on the Lower Matecumbe island of Islamorada, Eagle Point balances modern coastal luxury with timeless island tranquility—an estate designed for those who seek both beauty and belonging by the water.