luxury houses for sale Islamorada, United States (page 3)

Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires' Row... Islamorada's premier address. New dock with two boat lifts (16,000 lb. and 10,000 lb.) to enjoy one of the best boating locations in the Keys, plus a 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame the ocean view. Open ocean views from the living room, Florida room, porches, master bedroom and upstairs loft. Living room with wet bar and pass-through window to the gourmet kitchen and separate dining room, all with Saturnia stone floors. Direct boating access to the best offshore fishing and diving, plus quick Florida Bay access. RE Zoning allows weekly rentals for great income potential. The sandy backyard is shaded by palms and the large pool is fenced for privacy. The winding drive from the gate to the home is dotted with seating spots for enjoying the wildlife and tropical foliage. There is also a separate storage room and workshop downstairs, a gardening shed and landscape lighting along the driveway. Call today!

Are you looking for that PERFECT FIXER UPPER? Well look no further. Welcome to 214 Pueblo St. This house has great bones! One Story home ABOVE FLOOD, Concrete Roof, AND is situated on 2 WATER FRONT LOTS that total 13,200 +/- SqFt. 120 ft of canal frontage! Short idle down the canal to the Bay and quick Ocean access via Tavernier Creek. Two car garage with a workshop and extra storage area. Mother in Law Suite. Nice oversized screened porch overlooking canal. Plenty of room for RV's , boat trailers, water toys. Working boat ramp and multiple sheds. Lots of room to expand or redevelop. Get the Afternoon Shade and eastern exposure on this side of the canal. Concrete dock. Very private & quiet street. This property is conveniently located close to great schools, grocery stores, restaurants, churches and a hospital. OWNER FINANCING. ***BUYER TO VERIFY ALL INFORMATION***

Don't let the address fool you, this home has easy bay access! Welcome to relaxed waterfront living in the Village of Islamorada, where open water views and nightly sunsets set the tone for an effortless Keys lifestyle. This inviting three-story home is designed to capture light, breezes, and the beauty of its surroundings. Inside, vaulted tongue-and-groove ceilings and an airy open floor plan create a warm coastal ambiance, while expansive impact windows and doors frame sweeping water views. The main living spaces flow seamlessly together, making it easy to entertain or simply unwind after a day on the water. Three comfortable bedrooms and two baths provide plenty of room for family and guests. Step outside to enjoy open terraces on both levels--perfect for morning coffee, sunset cocktails, or watching boats glide by on their way to Florida Bay just minutes away. Boaters will appreciate the concrete dock and quick access to some of the Keys' most spectacular waters. Thoughtfully equipped with impact windows and doors and a whole-house generator for peace of mind, this waterfront retreat blends comfort, practicality, and the timeless charm of Islamorada living--where every evening ends with a sunset over the bay.

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.

Fantastic oceanside canal home offering peek-a-boo ocean views from both the front and backyard. Enjoy a straight shot to the Atlantic Ocean, perfect for world-class fishing and diving, along with quick access to the Bay/Gulf via Tavernier Creek. This spacious property features 3 bedrooms and 2 bathrooms upstairs, plus 2 bedrooms and 2 bathrooms downstairs--ideal for guests or extended family. Impact windows provide added peace of mind throughout. Downstairs, discover the ultimate outdoor entertaining space, complete with a bar overlooking the pool and canal. Boaters will appreciate 70 feet of concrete dock along a wide, deep-water canal, offering easy access and ample room for your vessel.

Charming oceanfront cottage located in the historic district of Tavernier. This three-bedroom, two-and-a-half-bath residence features vaulted ceilings, French doors, and a white-washed coastal aesthetic that complements its breathtaking setting. Enjoy panoramic, sparkling ocean views and unforgettable sunrises from the expansive open porch spanning the entire oceanside of the home, with access from both the primary suite and a guest bedroom. Additional highlights include deep-water dockage, impact windows and doors, and enclosed ground-level storage—ideal for island living.

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

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

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

Welcome to 16 Seaside, an extraordinary oceanfront estate showcasing the perfect balance of modern design, functionality, and refined coastal living. This newly constructed residence is situated on a protected private basin offering the rare, secure deep-water dockage with a sandy peninsula. The private basin provides parking for up to six vessels, each equipped with shore power and water, making it a boater's dream. Spanning 6,585 square feet under air, the home features seven bedrooms, seven en-suite baths, and two half baths, including dual primary suites designed for multi-generational living or guest privacy. The interior exudes modern luxury with a custom chef's kitchen, climate-controlled wine cellar, multi-level elevator, four-zone AC system, and comprehensive smart-home automation managing lighting, audio, climate, pool, and security. Every detail was curated for seamless living and entertaining, from the expansive third-floor entertainment suite overlooking the ocean to the open-concept living spaces lined with glass doors and terraces capturing panoramic views. Outdoors, enjoy a resort-style pool and spa, covered summer kitchen, and a tiki hut on your private sandy beach framed by lush landscaping and privacy fencing. Seven balconies provide stunning vantage points, while an automatic entry gate and approximately 2,500 square feet of covered parking offer security and convenience. Built to last with reinforced, poured concrete construction, impact glass, and a whole-home generator, this residence combines elegance with durability. Set on a .48-acre double lot with flexible suburban/commercial zoning ideal for 1031 exchange investors, 16 Seaside delivers unmatched versatility and long-term value. Located just one hour from Miami, this exceptional Key Largo waterfront estate embodies the essence of the Florida Keys lifestyle, where oceanfront serenity, modern craftsmanship, and world-class boating converge in one remarkable private estate sized property.

This property is an exquisite example of modern ocean side living in the Florida Keys with 7 bedrooms, 7 in suite bathrooms, 2 half baths, whole smart home technology for lights, security and sound all the way to the beach, custom chef kitchen, whole home generator, 4 zone cooling, elevator, custom wine cellar, and primary bedrooms on 2 floors. Outside you have an outside kitchen, extended covered seating, pool with spa and waterfall off the pergola, private lagoon with parking for five boats each with water and shore power, boat lift, custom fish station, private beach with Tiki hut, approximately 2,500 sq feet of covered parking and smart home controlled LED lighting.

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!

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

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

An unparalleled development opportunity in the heart of the Florida Keys. Spanning approximately 10 acres, this expansive bayfront property represents one of the largest and most versatile land offerings currently available in the Middle Keys. There are two newer construction homes (4 bedrooms/4.5 bathrooms each), 8 additional building rights (7 waterfront lots, 1 dry lot), 16 deep water boat slips in a protected basin (6 with boat lifts) and a total of 10 acres of land conveyed with the sale. The property offers exceptional flexibility for a luxury compound, secluded waterfront community or private family retreat. The 2 current homes sit on 5,200 SF lot each featuring 4 bedrooms/4.5 bathrooms with a total interior square footage of 3,300. Each has their own private pool & spa, unobstructed bay views, garage, Thermador appliances & marble kitchen countertops, impact doors & windows & designed to embrace the island lifestyle. The estate balances seclusion with convenience just minutes from Marathon Executive Airport for effortless fly-in, fly-out access. As well as seamless access to both the bay & ocean side waters via Long Key Bridge or Channel 5. The setting is defined by endless sunsets, abundant wildlife, and world-class boating & fishing just steps from your door. Whether envisioned as a multigenerational retreat, a private waterfront sanctuary or a visionary redevelopment, this legacy property offers the space, flexibility & natural beauty to bring a dream to life.

Escape to your own tropical paradise with this dreamy, ultra-luxurious 6-acre estate on Key Largo Bay, just one hour south of Miami. This extraordinary private retreat features a main residence w/in-law suite, plus three accessory dwelling units, offering a total of 6 bedrooms, 6 full bathrooms, and 1 half baths, perfect for hosting family and friends or creating a secluded personal sanctuary. The estate delivers true resort-style living with a stunning brand-new heated /chilled pool and a natural pool with a tranquil fountain, all set within a lush tropical landscape. With 300 feet of private waterfront, including 100 feet of sandy beach overlooking the Gulf, the property enjoys unobstructed panoramic views and some of the most breathtaking sunsets in the Florida Keys. Designed around a wellness-focused lifestyle, the property includes a sauna, cold plunge, outdoor shower, and dedicated workout and yoga areas, ideal for meditation, fitness, and holistic living surrounded by nature.Boating enthusiasts will appreciate the exceptional waterfront infrastructure, featuring multiple dock spaces, a covered boat house, a private basin, and an approved 99’6” private dock & tiki hut with an approximately 6-foot draft. The new dock adds flexibility to accommodate larger vessels and comfortably welcome multiple boating guests. This estate is positioned near Snake Creek and Tavernier Creek and provides quick access to both the Atlantic Ocean and the Florida Bay, making it a premier launch point for backcountry flats fishing, offshore adventures, sandbar days, and sunset cruises.The location also places you by iconic Florida Keys destinations, including the Islamorada Sandbar, Alligator Reef Lighthouse, and several popular waterfront restaurants easily accessible by boat, offering the ultimate Keys lifestyle of dining, cruising, and coastal exploration.The estate is home to hundreds of tropical plants and trees, ensuring unmatched privacy and natural beauty. An urban garden with organic herbs and vegetables supports a true farm-to-table lifestyle. Outdoor living is elevated with tiki huts, outdoor kitchens, expansive entertaining areas, and ample parking, making the property ideal for intimate retreats, wellness gatherings, or peaceful island living.This one-of-a-kind Key Largo estate is more than a home, it’s a lifestyle. Truly unforgettable and irreplaceable, it must be experienced in person to fully appreciate its scale, serenity, and extraordinary details.*Information is believed to be accurate but not guaranteed. Buyer & Buyer agent/broker to verify all details.

Dreamy, luxurious estate on the BAY OF KEY LARGO just one hour South of Miami. This hidden 6-acre private paradise features over 300 feet of secluded beachfront. The estate includes four bungalows with 7 beds, 6 full baths, 2 half baths, docks, and plans for a 90-ft pier with a 7-ft draft. Enjoy tiki huts, outdoor kitchens, bars, and a spa area, perfect for relaxation or entertaining. Zoned for rentals, it’s a lucrative investment for hosting high-end events. Don’t miss this rare opportunity to own a one-of-a-kind Keys retreat!

Enjoy calm mornings and serene evenings on the screened porch at your waterfront retreat on Long Key. Layton living will take you back to an Old Keys feel and this property is perfectly situated on a quiet canal with quick access to the open Ocean and access to the Bay via nearby Chanel 5 Bridge. This open floor plan home has 2 oversized bedrooms and 2 bathrooms as well as a garage and covered parking. Lots of storage and flex space as well!

Nestled along the pristine shores of Buccaneer Point, this exquisite bayfront estate offers an unparalleled fusion of opulence, tranquility, and sweeping water views, redefining luxury living in the Florida Keys. Perfectly positioned at the tip of the peninsula, this exceptional property offers breathtaking panoramic views of the bay from every major living area. Experience unrivaled privacy and serenity with conservation land bordering the property to the West, ensuring unobstructed vistas and a tranquil setting. This meticulously updated five bedroom, four bathroom estate combines modern elegance with resort-style amenities. The open-concept gourmet kitchen is a chef's delight, featuring high-end appliances, custom cabinetry, and seamless flow into the expansive living and dining spaces—all with stunning water views. A sleek glass elevator provides effortless access to all levels, making every part of this home easily accessible. Step outside to your personal paradise: a lush backyard with low-maintenance turf, a custom putting green, and an in ground pool equipped with heaters for year-round comfort. Boating enthusiasts will appreciate the 15,000-pound boat lift, offering direct access to the bay for endless adventures on the water. Additional highlights include a spacious two-car garage, ample storage, and a quiet cul-de-sac location that ensures privacy. Whether you're relaxing poolside, savoring sunsets from the expansive balcony, or entertaining guests in style, this home truly embodies the ultimate in luxury coastal living. Don't miss the rare opportunity to own this spectacular bayfront retreat in coveted Buccaneer Point Estates—schedule your private showing today!

Step into a fresh take on coastal living in this newly built Key Largo home, where contemporary design meets the relaxed charm of the Florida Keys. Elevated in traditional stilt fashion, the residence is constructed for both beauty and strength, featuring a solid concrete roof and impact-rated windows and doors that provide durability and peace of mind. The interior offers a spacious and welcoming atmosphere with five bedrooms, eight-foot ceilings, and large-format tile flooring that enhances the home's clean, modern aesthetic. The open-concept layout creates an effortless flow throughout the main living spaces, ideal for both everyday living and hosting guests. A separate lower-level living area adds valuable versatility, complete with two bedrooms and a full bathroom, providing a comfortable space for guests, extended family, or additional private accommodations. Upstairs, the main living area opens onto a generous outdoor patio, where you can enjoy gentle island breezes and the beauty of the surrounding tropical environment. The well-appointed kitchen is both stylish and functional, featuring ample counter space, sleek modern finishes, and a large statement sink that stands out as a unique design feature. Designed with entertaining in mind, the outdoor space includes a ground-level BBQ kitchen set on pavers, creating the perfect setting for gatherings after a day of boating, fishing, or exploring the Keys. Ideally located, the property is within walking distance to local restaurants, grocery markets, marinas, and boat ramps. Close proximity to Key Largo Park, which offers pickleball and tennis courts, swimming pools, and scenic walking trails, adding to the vibrant lifestyle this area provides. Combining brand-new construction, contemporary finishes, and an unbeatable Key Largo setting, this home offers an outstanding opportunity as a primary residence, vacation retreat, or income-producing investment in the Florida Keys.