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$1,800,000
5 Beds 4 Baths A11974971 MLS
Turnkey Florida Keys retreat, already approved for short-term rentals! This amazing 5-bedroom, 3-bathroom home is the perfect blend of luxury lifestyle and income potential. Whether you're an investor seeking strong returns, a buyer looking for a vacation home, or planning your dream retirement in paradise, NO HOA . Comes with solar panels that save you $$$ Impact door and windows and beautiful outside space.Enjoy spacious living, a dedicated laundry room, a sparkling pool, and a beautiful gazebo designed for relaxing and entertaining under the gorgeous Florida Keys weather. The outdoor space alone creates the perfect tropical escape your guests, or your family will never want to leave. Income producer$Ideally located just minutes from Harry Harris Park, where area residents enjoy access to the boat ramp, dock, beach, and full amenities. Even better, an additional boat ramp is just steps from the property, making this a dream for boating and water sport enthusiasts.Surrounded by top attractions, renowned Tavernier restaurants, jet ski and kayak rentals, fishing charters, and vibrant nightlife, yet still offering incredible peace and tranquility, this location truly offers the best of the Keys lifestyle. Inventory in this area is extremely limited, and properties already set up for short-term rental like this are rare. Use it as your private Florida Keys paradise, a high-performing vacation rental, or both, opportunities like this do not last.

212 Banyan Lane, Tavernier

$2,890,000
5 Beds 4 Baths A12006854 MLS
Huge Direct Oceanfront Compound — One-of-a-Kind with 276-Foot Concrete DockAdjacent to World-Famous John Pennekamp, Coral Reef State Park & Molasses Reef.Discover a truly exceptional and private oceanfront compound designed for boating enthusiasts, investors, or multi-generational living. Spread across three expansive lots, this rare property includes two distinct homes and direct water access — a combination that’s nearly impossible to find in today’s market. Seller will consider all reasonable offers.The primary residence features 3 bedrooms and 2 full baths, offering bright, comfortable living spaces and sweeping ocean views. The second home, complete with 2 bedrooms and 2 baths on a separate meter, is ideal for guests, extended family, or short-term rental opportunities.Step outside to unparalleled oceanfront living with a 276-foot concrete dock, perfect for accommodating large vessels, fishing, and launching watercraft. The grounds offer generous room for entertaining, expansion, or simply enjoying the peaceful surroundings of this secluded coastal haven.Highlights:3 lots with two homes and a 276-ft dockDirect ocean access — idea for boating on the Ocean or Bay.Steps from John Pennekamp Coral Reef State ParkPerfect for entertaining, investing, or creating a family retreatUnmatched privacy and coastal lifestyle potential.

34 Atlantic Drive, Marathon

$6,999,000
8 Beds 6 Baths A12009440 MLS
Spectacular Bayfront Estate with Guesthouse in the Heart of Islamorada. & 7 Day Rental Potential, Seller Financing Available.Experience luxury coastal living at its finest in this exceptional Gated bayfront estate, ideally situated in the heart of Islamorada. Set on a rare peninsula with over 225 feet of prime waterfront, this property offers unmatched privacy, panoramic views, and direct access to both the Florida Bay and Atlantic Ocean. Seller will consider all reasonable offers.The main residence features 7 spacious bedrooms and 5 beautifully appointed bathrooms designed with both elegance and comfort in mind--perfect for entertaining or hosting large gatherings. A dramatic third-floor Bird's Nest Sky Lounge features 360-degree glass walls and a walkout rooftop deck, capturing breathtaking vistas in every direction. Expansive living areas and thoughtfully designed spaces capture stunning water views from every angle. A whole House Generator for peace of mind.A private 1-bedroom, 1-bathroom guesthouse provides the ideal retreat for visitors, accommodating extended family, or potential rental income or creating a secluded retreat. For boating enthusiasts, the estate includes an impressive 85+ foot deep-water yacht slip and four boat lifts, offering seamless access to both the Bay and Ocean--an unparalleled fishing advantage in the Florida Keys. Step outside to your own waterfront oasis, where a gorgeous heated bayfront pool invites relaxation while you take in breathtaking sunset views and the tranquil surroundings.Blending luxury, comfort, and premier waterfront access, this remarkable estate presents a rare mixed-use opportunity in one of Islamorada's most coveted locations.

1101 Mastic Street, Islamorada

$1,800,000
3 Beds 2 Baths A12036163 MLS
Experience the ultimate Florida Keys lifestyle in this exceptional custom-built waterfront retreat. This turnkey, Fully Furnished, CBS 3/2 residence combines luxury, quality construction, and outstanding boating access. The open-concept floor plan is centered around a stunning chef's kitchen featuring premium Viking & LG appliances, including a 36-inch gas range, wine cooler, touchless faucets, quartzite countertops and backsplash, & an oversized island with abundant storage and custom cabinetry on both sides. Soaring 9-foot ceilings, oversized doors, designer finishes, and abundant natural light create an inviting atmosphere throughout. Designed for effortless indoor-outdoor living, French doors open to a private waterfront oasis featuring a covered terrace, resort-style pool, & fully equipped outdoor kitchen. Perfect for entertaining or relaxing, this outdoor space captures the essence of luxury island living. A true boater's paradise, the property offers a private concrete dock and 15,000-pound boat lift with convenient bay and ocean access via nearby Adams Cut. Additional storage provides ample space for fishing gear and water toys. Built for durability and peace of mind, the home features solid CBS construction, a metal roof, impact-resistant windows and doors, and exceptional craftsmanship throughout. A rare opportunity to own a luxury waterfront sanctuary in the Florida Keys, offering refined living, exceptional boating access, and the unmatched beauty of island life.

410 Bowie Lane, Key Largo

$13,500,000
8 Beds 8 Baths A12028364 MLS
Behind private gates on prestigious Million Air Row, this exceptional oceanfront estate spans nearly 2.5 acres and offers a rare blend of luxury, privacy, and future potential. The recently renovated residence features 8 bedrooms, 7.5 bathrooms, double-height ceilings, spacious bedroom suites, abundant storage throughout, solid CBS construction, impact windows and doors, and a new concrete roof. Designed for the ultimate Florida Keys lifestyle, the property boasts protected basin dockage with a 24,000 lb boat lift, a private helicopter pad, hot yoga studio, resort-style pool with waterslides, waterfall, and spa, plus two covered carports and a large garage. Expansive grounds provide endless opportunities to add additional amenities such as pickleball, volleyball, guest accommodations, or a private beach retreat. A truly unique waterfront compound offering the space and exclusivity rarely found in the Florida Keys.

89401 Old Highway, Plantation Key

$2,799,000
5 Beds 5 Baths A12008188 MLS
Weekly rental income-producing property with open water access and dockage on desirable Sombrero Beach Road. This 5-bedroom, 5-bath coastal villa is a proven vacation rental offering immediate income potential in the heart of Marathon, just moments from Sombrero Beach. Thoughtfully designed across three levels, the home features light-filled interiors with a coastal palette of soft blues and crisp whites, creating a relaxed luxury feel. Modern finishes, spacious living areas, and seamless indoor-outdoor flow enhance the overall appeal. An elevator provides convenient access to all levels, and multiple balconies capture tropical breezes and water views. Private dockage with direct open water access makes this an ideal property for boating and fishing enthusiasts. The outdoor area includes a private pool and ample space for entertaining, adding to its strong rental performance. Located just a short walk or bike ride to Sombrero Beach, known for its sandy shoreline, calm waters, and beautiful sunsets. Ideal as an investment property, second home, or full-time residence with income potential.

443 Sombrero Beach Road, Marathon

$7,995,000
5 Beds 8 Baths A12043732 MLS
Nestled within the exclusive, gated enclave of Coral Coast, home to just 15 private waterfront estates, this exceptional Bayfront residence offers sweeping views of Florida Bay, a rare sandy-bottom beach shoreline, and a 200-foot-long pier with deep water (approx. 5’) dockage. Spanning more than 6,000 square feet across three levels with elevator access, this custom-built home features 5 bedrooms, 6 full baths, and 2 half baths. Brazilian walnut hardwood floors, soaring ceilings, and expansive living spaces create an atmosphere of refined coastal luxury. The gourmet kitchen is designed for entertaining with Monogram appliances, a gas range, oversized island, custom cabinetry, and Bay views. The private Owner's Suite occupies its own wing, showcasing panoramic water views, a spa-inspired bath, and private balcony. The home also features two oversized garages (1 pass through), providing ample space for vehicles, water toys, and a home gym. Outdoor living is equally impressive with a heated and chilled pool, waterfall spa, lush tropical landscaping, natural hardwood hammock, sandy beach shoreline, and two boat lifts rated for 30,000 and 6,000 pounds. Offering privacy, security, world-class boating, and unforgettable sunset views, this remarkable Estate represents the very best of luxury waterfront living in the Florida Keys.

104 Coastal Drive, Key Largo

$2,160,000
3 Beds 3 Baths B26046192 MLS
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 décor, 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

704 Grouper Lane, Key Largo

$2,685,000
4 Beds 5 Baths B26044978 MLS
Brand-new construction in one of Key West's most desirable residential neighborhoods, the Casa Marina area of Old Town, just blocks from upper Duval Street and four blocks from the beach. This 4 bedroom, 4.5 bath single-family home blends modern durability with relaxed island living, offering the ease of low-maintenance ownership in the highly sought-after X flood zone. Built in 2026 to Florida's toughest standards, the home features concrete board siding, impact doors and windows, and an elevated first floor. The construction is designed to withstand winds up to 180 MPH. Inside, spacious living areas with high ceilings flow comfortably to a private outdoor retreat with an inground pool and water features. All bedrooms are en-suite, with one located on the first floor. A $15,000 builder appliance credit allows you to choose the finishes and appliance brands, at cost, that best suit your lifestyle. Off-street parking adds everyday convenience, while reclaimed wood accents from the historic schooner Western Union bring a meaningful connection to Key West history into the architecture. Quiet, private, and close to everything, this home offers luxury, walkability, and the best of Key West living.

1316 Royal Street Unit 6, Key West

$710,000
1 Beds 1 Baths B26036550 MLS
Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Great vacation and income producing condotel in the Sport Fishing Capital of the World. This 27-acre oceanfront Islamorada resort set in a lush tropical landscape has everything from fine dining restaurants, spa and wellness, fitness center, three resort style pools, two tiki bars, par 3 golf course, four lighted tennis courts, pickleball, basketball, bicycles, huge pier for fishing, kayaking, paddleboarding, and more. This top floor corner unit is a beautifully appointed one king bedroom with expansive master bath, kitchen and private screened in balcony. Accomplished on-site professional management has delivered high occupancy and rental rates far above many other lodging properties in the Keys!

81801 Overseas Highway Highway Unit 714, Islamorada

$1,269,000
2 Beds 2 Baths B26029208 MLS
Discover your personal island sanctuary in the heart of Cudjoe Key, where every day feels like Margaritaville. This stunning 2-bedroom, 2-bathroom single-family home has been thoughtfully updated to offer the ultimate waterfront lifestyle, featuring a sleek kitchen with a central island, 2025 updated appliances and two beautifully remodeled bathrooms. The interior glows with natural light, highlighted by impact-resistant windows and elegant French doors that lead to an open balcony. The floor plan is designed for effortless living, including a versatile bonus room and a separate dining area that provides a front-row seat to the tranquil canal. For added convenience, the spacious walk-in closet features an integrated 2025 washer and dryer, while a temperature-controlled thermostat and security system ensure year-round comfort and peace of mind. The exterior of the home is just as impressive, boasting brand-new Hardie Board siding updated within the last year and a full privacy fence that creates a secluded tropical retreat. Step outside to find a backyard oasis complete with swaying palm trees and an inground concrete pool featuring decorative tiling and a stylish paver deck. Boaters will fall in love with the concrete dock slip, which comes equipped with a 10,000 lbs elevator boat lift, offering ocean access in just minutes. Beneath the home, you'll find ample garage parking and massive storage space for your kayaks, grill, and water toys, along with a refreshing outdoor shower. Perfectly capturing that sought-after "Keys feel," this home is the ideal blend of relaxation and adventure.

116 Spanish Main Drive, Cudjoe Key

$949,000
3 Beds 2 Baths B26013545 MLS
Bring your boats to this beautifully furnished canal front home. This home is secluded on a large corner lot with 190 ft. of concrete seawall. Large and open living, dining, and kitchen areas. Lovely updated kitchen and bathes. New beautiful floors, along with impact windows, doors, and metal roof. Enjoy swimming in the above ground pool, relaxing on the deck, cocktails at the bar, or meeting the adorable key deer roaming the neighborhood. Great yard with room for all your toys. Three vacant lots next door are county owned for preservation. Lots of privacy! This home is totally furnished with lots of extras. TURN KEY READY! Successfully rents for$9000 during season. This house is MAGICAL! ROOF 2017 AC 2019

1540 Lantana Lane, Big Pine Key

$3,999,999
2 Beds 2 Baths B26001957 MLS
Estate Opportunity - Spanning 34,409 SF, this exceptional parcel offers a scale uncommon in Islamorada, providing the foundation for a spectacular Florida Keys residential estate. The exceptional lot size allows a discerning buyer to imagine the best. The site easily accommodates the vision of an estate property with pool, tennis or pickleball court, expansive outdoor living, caretaker's cottage, and generous waterfront dockage--all while maintaining privacy rarely achieved in the Keys. Positioned on a deep basin, the property provides protected dockage while being only seconds from Florida Bay and minutes under the bridge to the Atlantic Ocean, placing world-class backcountry and offshore fishing within immediate reach. The 2/2 pool home is updated and ready for refined living.

77340 Overseas Highway, Islamorada

$1,150,000
2 Beds 3 Baths R11156123 MLS
Exquisite high-end corner residence offering breathtaking, unobstructed views of the Atlantic Ocean and the pristine beaches of Key Colony Beach. This 2 bedroom, 2 ½ bath luxury condo is bathed in natural light, featuring expansive windows that showcase endless ocean vistas and spectacular sunrises. Thoughtfully designed with an open, airy layout, the residence blends refined elegance with coastal sophistication. Enjoy seamless indoor-outdoor living from your private corner vantage point, where the sights and sounds of the ocean create a truly serene retreat. Located in the heart of Key Colony Beach, this exceptional property offers the perfect balance of privacy, comfort, and premier island living. ACTIVE VACATION RENTAL

1133 W Ocean Drive Unit 17, Key Colony Beach

$2,249,000
4 Beds 3 Baths R11162784 MLS
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.

205 Stirrup Key Boulevard, Marathon

$3,495,000
5 Beds 5 Baths W7882829 MLS
LOCATION LOCATION LOCATION DIRECTLY ON THE GULF W/ GULF OF AMERICA AND MARINA VIEWS! Welcome to an extraordinary opportunity to own a newly constructed, luxury waterfront residence in the heart of the Florida Keys. Located in the exclusive Emerald Landings community in Marathon, this exceptional home offers breathtaking open-water views, a private 50' boat slip included, and a rare private beach, kayak launch, blending high-end coastal living with unmatched boating convenience. Thoughtfully designed for both luxury and functionality, this stunning property features 5 bedrooms and 5 bathrooms, including two spacious primary suites with private balconies overlooking the water. An open-concept floor plan showcases a chef's kitchen with quartz countertops and waterfall island, seamlessly flowing into the living and dining areas--ideal for entertaining or relaxing with panoramic sunset views. Outdoor living is elevated with a heated resort-style pool, expansive patios, and multiple spaces designed for al fresco dining and sunset gatherings. Premium finishes, coastal-inspired design, and modern technology are found throughout the home, offering a turn-key experience for owners and guests alike.This property is the perfect investment opportunity, boasting a proven short-term rental history and strong income potential, while also serving as an ideal future personal residence for those dreaming of a private retreat in the Keys. Whether used as a high-performing vacation rental, a seasonal escape, or a full-time waterfront home, this property offers unmatched versatility. Centrally located near world-class boating, dining, shopping, and beaches, this rare offering combines luxury, location, and lifestyle--a true Keys dream home with income-producing potential. Being offered furnished.

805 39th Street Gulf, Marathon

$16,900,000
6 Beds 7 Baths F10548717 MLS
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.

95410 Overseas Highway, Key Largo

$3,690,000
3 Beds 3 Baths W7882338 MLS
Stunning Furnished Coastal Modern 3-bedroom, 3-bath modern waterfront estate built by the Florida Keys' premier builder, D'Asign Source. This three-story solid concrete home offers exceptional design, craftsmanship, and strength, perfectly positioned on over a quarter acre with 110 feet of deep-water frontage along a 300-foot-wide canal. Boaters will love the 10,000 lb boat lift, 85 feet of dockage, and direct deep-water access to the Gulf and Atlantic. A fish cleaning station with water, bait freezer, and commercial ice machine make this property a dream for anglers and water enthusiasts. Inside, expansive glass doors and windows flood the living space with natural light and showcase panoramic canal views. The chef's kitchen features Viking appliances, quartz countertops, wine cooler, and premium finishes, while the open-concept design connects seamlessly to multiple balconies and outdoor living areas. The master suite includes an oversized rainfall shower and a private balcony overlooking the water, while two guest bedrooms provide bright, inviting retreats. Outdoor living is the heart of this home, featuring a custom 440 sq. ft. pool with hot tub and sunshelf, surrounded by soft sand, hammocks, and lush tropical landscaping. Entertain in style at the covered outdoor bar and grilling area, or unwind with sunsets from the private rooftop lounge overlooking the Gulf of Mexico. Additional features include four+ parking spaces, trailer parking, high-speed WiFi, multiple smart TVs, and a fully fenced yard that's pet-friendly. Tis property combines luxury, durability, and a true Keys lifestyle — offering modern design, deep-water access, and spectacular views in one of Marathon's most sought-after waterfront neighborhoods.

118 Avenue E, Marathon

$399,000
2 Beds 2 Baths R11147301 MLS 19 BLDG.
Ocean Breeze makes island living easy in this Florida Keys waterfront enclave. This fully furnished, newly constructed manufactured home is outfitted with tasteful coastal decor across the sunny 2 bed, 2 bath space. The upstairs private balcony overlooks the ocean for morning coffee. All modern appliances including washer and dryer and dishwasher complete the package. Enjoy full amenities in this well-maintained community including swimming pool, marina access, kayak launch, BBQ area, and proximity to all Marathon has to offer including watersports, dining, the local airport and quick access to the Gulf and Ocean. This residence is organized on a leasehold principle making home ownership stress-free.

101 11th Street Unit 19, Marathon

$500,000
1 Beds 1 Baths O6349943 MLS
Rare Opportunity in Ocean Pointe! Experience the ultimate in Florida Keys luxury living with this modern, oceanfront 1-bedroom, 1-bath condo—a rare find in the highly sought-after Ocean Pointe community. Located in Building 4 on the 2nd floor, this beautifully appointed unit features a private balcony with serene ocean and mangrove views, offering the perfect spot to unwind. With a strong rental history and the flexibility for nightly rentals, this property is more than just a home—it's an investment in the Keys lifestyle. Offered fully furnished and turn-key, you can start earning income or enjoying paradise immediately. Ocean Pointe is a gated, resort-style community offering exceptional amenities, including: Heated oceanfront pool Marina with boat ramp and dockage Private beach area Tennis courts Clubhouse with lounge and restaurant Ideally situated in Tavernier, between Key Largo and Islamorada, you’ll be moments from world-class dining, shopping, fishing, diving, and the vibrant charm of the Upper Keys. Seize this rare chance to own a piece of Ocean Pointe—where luxury meets investment potential in one perfect package.

500 Burton Drive Unit 4204, Tavernier