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81250 Overseas Highway Unit 2, Islamorada

Refined coastal living at Tarpon Flats, Islamorada's most exclusive bayfront enclave. This intimate, gated community consists of just 12 luxury residences spread across four beautifully landscaped acres. A stately paver driveway welcomes you to impeccably manicured grounds, where the charm of Old Florida meets the timeless elegance of Nantucket. This three-story home offers a thoughtful layout and spectacular bay views throughout. The ground floor features covered parking, a versatile multi-purpose room, and access through a gracious foyer entry. Upstairs, the main living level boasts an open-concept kitchen and dining area with panoramic bay vistas, two bedrooms, two bathrooms, and a tranquil porch ideal for enjoying sunset skies. The top floor is reserved for the expansive master suite, complete with a private balcony and sweeping waterfront views. Tarpon Flats offers an amenity-rich lifestyle tailored to the discerning buyer. Enjoy a waterfront pool and gazebo, private beachfront access, generous dockage for your skiff, a charming greenhouse, and a tennis court with shaded seating for guests. Adding to the ease of ownership, the community provides a full-time concierge service and an on-site handyman, ensuring both comfort and convenience year-round. Sophistication, privacy, and natural beauty converge in this exceptional Islamorada retreat--come discover what makes Tarpon Flats truly one of a kind.

3 Beds ⋅ 3 Baths ⋅ 620704 MLS

Refined coastal living at Tarpon Flats, Islamorada's most exclusive bayfront enclave. This intimate, gated community consists of just 12 luxury residences spread across four beautifully landscaped acres. A stately paver driveway welcomes you to impeccably manicured grounds, where the charm of Old Florida meets the timeless elegance of Nantucket. This three-story home offers a thoughtful layout and spectacular bay views throughout. The ground floor features covered parking, a versatile multi-purpose room, and access through a gracious foyer entry. Upstairs, the main living level boasts an open-concept kitchen and dining area with panoramic bay vistas, two bedrooms, two bathrooms, and a tranquil porch ideal for enjoying sunset skies. The top floor is reserved for the expansive master suite, complete with a private balcony and sweeping waterfront views. Tarpon Flats offers an amenity-rich lifestyle tailored to the discerning buyer. Enjoy a waterfront pool and gazebo, private beachfront access, generous dockage for your skiff, a charming greenhouse, and a tennis court with shaded seating for guests. Adding to the ease of ownership, the community provides a full-time concierge service and an on-site handyman, ensuring both comfort and convenience year-round. Sophistication, privacy, and natural beauty converge in this exceptional Islamorada retreat--come discover what makes Tarpon Flats truly one of a kind.

81250 Overseas Highway Unit 2, Islamorada

$2,475,000

Discover the charm of what was once a carriage house and now a single-level home nestled in the highly desirable Meadows neighborhood of Old Town Key West. This inviting 3-bedroom, 2-bath residence blends historic character with modern updates, offering the quintessential island lifestyle. Effortless indoor-outdoor living defines this home, which features an open, airy feel that flows seamlessly to a private backyard oasis. The renovated kitchen features quartz countertops, modern finishes perfect for entertaining or everyday living. A versatile bonus loft provides the ideal space for a home office. Step outside to your own tropical retreat, complete with a sparkling pool surrounded by a spacious brick patio, cabana bar, fabulous outdoor shower and mature landscaping that creates privacy and a lush island ambiance. Topped off with off-street parking, whole house generator, x flood zone and close proximity to everything that makes Key West living so special, while still providing a peaceful neighborhood setting. This is truly a gem waiting to become your tropical island home!

3 Beds ⋅ 2 Baths ⋅ 621462 MLS

Discover the charm of what was once a carriage house and now a single-level home nestled in the highly desirable Meadows neighborhood of Old Town Key West. This inviting 3-bedroom, 2-bath residence blends historic character with modern updates, offering the quintessential island lifestyle. Effortless indoor-outdoor living defines this home, which features an open, airy feel that flows seamlessly to a private backyard oasis. The renovated kitchen features quartz countertops, modern finishes perfect for entertaining or everyday living. A versatile bonus loft provides the ideal space for a home office. Step outside to your own tropical retreat, complete with a sparkling pool surrounded by a spacious brick patio, cabana bar, fabulous outdoor shower and mature landscaping that creates privacy and a lush island ambiance. Topped off with off-street parking, whole house generator, x flood zone and close proximity to everything that makes Key West living so special, while still providing a peaceful neighborhood setting. This is truly a gem waiting to become your tropical island home!

1212 Olivia St, Key West

$2,450,000

An exceptional opportunity to acquire Tom Gallagher's Marine Diesel Services, an established marine diesel mechanic and service business with an impressive 40-year operating history in the Florida Keys. Located at 2B Marina Village Drive in Ocean Reef, this long-standing business offers a rare opportunity for a marine industry professional, established service company, or strategic buyer to acquire an operating marine diesel service business with an established financial history, existing operations, and valuable business assets. The business provides marine diesel service and related marine-service operations, supported by an established operating infrastructure. Business assets include shop equipment, lift equipment, tools and other equipment utilized in daily operations. 80ft seawall for in water service and dry work areas as well. With four decades of operating history, Gallagher's Marine Diesel Services presents an opportunity to build upon an established business foundation in the specialized marine service industry. A new owner may have the opportunity to expand service capabilities, develop additional customer relationships, and capitalize on continued demand for professional marine diesel maintenance and repair services.

621665 MLS

An exceptional opportunity to acquire Tom Gallagher's Marine Diesel Services, an established marine diesel mechanic and service business with an impressive 40-year operating history in the Florida Keys. Located at 2B Marina Village Drive in Ocean Reef, this long-standing business offers a rare opportunity for a marine industry professional, established service company, or strategic buyer to acquire an operating marine diesel service business with an established financial history, existing operations, and valuable business assets. The business provides marine diesel service and related marine-service operations, supported by an established operating infrastructure. Business assets include shop equipment, lift equipment, tools and other equipment utilized in daily operations. 80ft seawall for in water service and dry work areas as well. With four decades of operating history, Gallagher's Marine Diesel Services presents an opportunity to build upon an established business foundation in the specialized marine service industry. A new owner may have the opportunity to expand service capabilities, develop additional customer relationships, and capitalize on continued demand for professional marine diesel maintenance and repair services.

2 Fishing Village Dr Unit B, Key Largo

$2,450,000

ALMOST A HALF A MILLION DOLLAR PRICE DROP IN 30 days. VERY motivated seller! All offers considered!! Exquisite Tropical keys living in this natural setting with sunset views in the warmth of a coastal home along this beautiful bayside waterfront corner lot, surrounded by 155 feet of seawall & a fabulous 35+ foot dock equipped with a 13000 lbs. boat lift & Quick easy access to the Gulf. Ease in navigating the bay waters for docking & terrific for even the ''monster'' boats! Multiple docking configurations possible! This home provides tranquil privacy & easy living. A large covered out door living area along with an enclosed flex space offers endless opportunities. Plus a double car garage that is large enough for a full size truck! Staying home for the day? Cool off in your pool or sit in the shade of the coconut trees. Want to take a water break? Private steps to the bay with easy launching for your kayaks or paddle boards. Enjoy the views of the gulf & sunsets from your patio & backyard. This open floor plan, high ceilings 3 bedroom, 2 bath home has amazing appointments & finishes throughout. A beautiful kitchen designed for the most discerning chef with: expansive island, stunning granite counters, nicely upgraded 1 year new SS appliances, double Pantry cabinetry & storage galore. Plus a morning coffee bar with upper & lower cabinets , sink & beverage fridge. The Primary ensuite provides a spacious room, natural light, a walk-in shower, a soaking tub & double sinks with drawer/cabinetry vanity, pendent lights plus a TV. Both bathrooms have tile decorative features along with stunning granite counters in primary & Quartz in Guest room + framed mirrors. Additional storage in separate laundry room & linen closets. The expansive patio, dock & stairs recently redone with maintenance free composite; Never have to paint or replaced. Almost new construction, barely been lived in, used as a part-time getaway & Never been a rental. Built 2 feet above flood elevation.

3 Beds ⋅ 2 Baths ⋅ 621465 MLS

ALMOST A HALF A MILLION DOLLAR PRICE DROP IN 30 days. VERY motivated seller! All offers considered!! Exquisite Tropical keys living in this natural setting with sunset views in the warmth of a coastal home along this beautiful bayside waterfront corner lot, surrounded by 155 feet of seawall & a fabulous 35+ foot dock equipped with a 13000 lbs. boat lift & Quick easy access to the Gulf. Ease in navigating the bay waters for docking & terrific for even the ''monster'' boats! Multiple docking configurations possible! This home provides tranquil privacy & easy living. A large covered out door living area along with an enclosed flex space offers endless opportunities. Plus a double car garage that is large enough for a full size truck! Staying home for the day? Cool off in your pool or sit in the shade of the coconut trees. Want to take a water break? Private steps to the bay with easy launching for your kayaks or paddle boards. Enjoy the views of the gulf & sunsets from your patio & backyard. This open floor plan, high ceilings 3 bedroom, 2 bath home has amazing appointments & finishes throughout. A beautiful kitchen designed for the most discerning chef with: expansive island, stunning granite counters, nicely upgraded 1 year new SS appliances, double Pantry cabinetry & storage galore. Plus a morning coffee bar with upper & lower cabinets , sink & beverage fridge. The Primary ensuite provides a spacious room, natural light, a walk-in shower, a soaking tub & double sinks with drawer/cabinetry vanity, pendent lights plus a TV. Both bathrooms have tile decorative features along with stunning granite counters in primary & Quartz in Guest room + framed mirrors. Additional storage in separate laundry room & linen closets. The expansive patio, dock & stairs recently redone with maintenance free composite; Never have to paint or replaced. Almost new construction, barely been lived in, used as a part-time getaway & Never been a rental. Built 2 feet above flood elevation.

217 Bruce Ct, Marathon

$2,450,000

Welcome to an exquisite open-water retreat in Big Pine Key, an unparalleled blend of modern luxury and authentic Keys lifestyle. This completely updated and remodeled 3BD/4BA pool home offers panoramic water views from every angle, setting the stage for endless sunrises, sunsets, and starry nights. Designed with sophistication and comfort in mind, each bedroom is an ensuite, ensuring privacy and convenience for family and guests. Beyond its beauty, this property is one of the rare few in Monroe County allowing nightly vacation rentals, boasting a highly successful rental history for those seeking both personal enjoyment and income opportunity. Every detail has been thoughtfully curated, impact windows and doors, corian countertops and two on-demand water heaters reflect quality and peace of mind. The boating enthusiast will appreciate one of the few marked channel systems leading directly to the Gulf of Mexico with the Atlantic Ocean just minutes away. Utilize the 220 sq ft extended dock for your vessel to some the best fishing, diving and boating in the continental U.S. Whether lounging poolside, entertaining on the spacious decks or heading out on the water this property offers an unmatched Keys experience. Rare, refined and ready for your investment this is open-water living at its finest.

3 Beds ⋅ 4 Baths ⋅ 616722 MLS

Welcome to an exquisite open-water retreat in Big Pine Key, an unparalleled blend of modern luxury and authentic Keys lifestyle. This completely updated and remodeled 3BD/4BA pool home offers panoramic water views from every angle, setting the stage for endless sunrises, sunsets, and starry nights. Designed with sophistication and comfort in mind, each bedroom is an ensuite, ensuring privacy and convenience for family and guests. Beyond its beauty, this property is one of the rare few in Monroe County allowing nightly vacation rentals, boasting a highly successful rental history for those seeking both personal enjoyment and income opportunity. Every detail has been thoughtfully curated, impact windows and doors, corian countertops and two on-demand water heaters reflect quality and peace of mind. The boating enthusiast will appreciate one of the few marked channel systems leading directly to the Gulf of Mexico with the Atlantic Ocean just minutes away. Utilize the 220 sq ft extended dock for your vessel to some the best fishing, diving and boating in the continental U.S. Whether lounging poolside, entertaining on the spacious decks or heading out on the water this property offers an unmatched Keys experience. Rare, refined and ready for your investment this is open-water living at its finest.

31473 Warner Rd, Big Pine

$2,444,000

Rare opportunity to secure a prime waterfront homesite on highly desirable Duck Key. This is 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, deep water 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.

2 Beds ⋅ 2 Baths ⋅ 618772 MLS

Rare opportunity to secure a prime waterfront homesite on highly desirable Duck Key. This is 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, deep water 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.

154 S Indies Dr, Duck Key

$2,434,000

Stunning modern home in New Town offering 2,525 sq. ft. of beautifully designed living space on an 8,250 sq. ft. lot. This 3-bedroom, 2 full + 2 half bath home features a desirable split floor plan with a private primary suite, complete with a walk-through closet and spa-like ensuite bath, plus two guest bedrooms and a full bath. The open-concept living, dining, and kitchen area is ideal for entertaining, highlighted by a 15-ft island and high-end Viking stainless steel appliances. The chef's kitchen also includes a wine cooler, ice maker, warming drawer, dual beverage drawers, and a dedicated coffee/wine station. Additional features include a walk-in pantry with drop-down desk, separate laundry room, and convenient half bath. Outdoor living is just as impressive, with French doors opening to a private backyard oasis featuring an Ipe wood deck, outdoor kitchen, outdoor shower, and an air-conditioned half bath. Enjoy the large heated pool and spa surrounded by lush landscaping. The property also offers a covered dual carport with built-in storage and additional brick parking for guests. Located just down the road from a public boat ramp and perfect for sunrise and sunset walks.

3 Beds ⋅ 4 Baths ⋅ 620092 MLS

Stunning modern home in New Town offering 2,525 sq. ft. of beautifully designed living space on an 8,250 sq. ft. lot. This 3-bedroom, 2 full + 2 half bath home features a desirable split floor plan with a private primary suite, complete with a walk-through closet and spa-like ensuite bath, plus two guest bedrooms and a full bath. The open-concept living, dining, and kitchen area is ideal for entertaining, highlighted by a 15-ft island and high-end Viking stainless steel appliances. The chef's kitchen also includes a wine cooler, ice maker, warming drawer, dual beverage drawers, and a dedicated coffee/wine station. Additional features include a walk-in pantry with drop-down desk, separate laundry room, and convenient half bath. Outdoor living is just as impressive, with French doors opening to a private backyard oasis featuring an Ipe wood deck, outdoor kitchen, outdoor shower, and an air-conditioned half bath. Enjoy the large heated pool and spa surrounded by lush landscaping. The property also offers a covered dual carport with built-in storage and additional brick parking for guests. Located just down the road from a public boat ramp and perfect for sunrise and sunset walks.

1511 17th Ter, Key West

$2,400,000

OPEN WATER VIEWS. ENDLESS POSSIBILITIES. YOUR SUMMERLAND KEY WATERFRONT RETREAT. Some properties are all about the location - and this is one of them. Set along the open water in sought-after Summerland Key, this well-maintained 3-bedroom, 2-bath concrete home offers incredible unobstructed views, easy boating access, and the opportunity to create your own vision of Florida Keys living. Outside, the open-water setting takes center stage, with expansive views that bring the beauty of the Florida Keys into everyday life. The concrete construction offers a solid foundation, while the fenced property and electric entry gate provide added convenience. From the covered screened balcony upstairs, you can soak in the beauty and catch spectacular sunset views. The existing interior retains its original character, providing a wonderful starting point for buyers ready to reimagine the space and make it their own. Whether your dream is a modern coastal retreat, a relaxed waterfront getaway, or a personal island escape, the possibilities are here. For boaters, waterfront living is about more than a view - it's about getting out on the water and enjoying everything the Keys have to offer. Here, the setting provides the backdrop for days spent exploring, fishing, lobstering, and returning home to spectacular open-water scenery. Straight access to the Atlantic and Gulf waters. Opportunities to secure an open-water property in Summerland Key and transform it to suit your own style are increasingly appealing. Bring your vision, embrace the location, and create something special in the Florida Keys. The views are already here. The next chapter is yours to create.

3 Beds ⋅ 2 Baths ⋅ 621795 MLS

OPEN WATER VIEWS. ENDLESS POSSIBILITIES. YOUR SUMMERLAND KEY WATERFRONT RETREAT. Some properties are all about the location - and this is one of them. Set along the open water in sought-after Summerland Key, this well-maintained 3-bedroom, 2-bath concrete home offers incredible unobstructed views, easy boating access, and the opportunity to create your own vision of Florida Keys living. Outside, the open-water setting takes center stage, with expansive views that bring the beauty of the Florida Keys into everyday life. The concrete construction offers a solid foundation, while the fenced property and electric entry gate provide added convenience. From the covered screened balcony upstairs, you can soak in the beauty and catch spectacular sunset views. The existing interior retains its original character, providing a wonderful starting point for buyers ready to reimagine the space and make it their own. Whether your dream is a modern coastal retreat, a relaxed waterfront getaway, or a personal island escape, the possibilities are here. For boaters, waterfront living is about more than a view - it's about getting out on the water and enjoying everything the Keys have to offer. Here, the setting provides the backdrop for days spent exploring, fishing, lobstering, and returning home to spectacular open-water scenery. Straight access to the Atlantic and Gulf waters. Opportunities to secure an open-water property in Summerland Key and transform it to suit your own style are increasingly appealing. Bring your vision, embrace the location, and create something special in the Florida Keys. The views are already here. The next chapter is yours to create.

312 E Caribbean Dr, Summerland

$2,400,000

Commercial opportunity for investors and owner-operators! 1,957 sq. ft. solid concrete professionally designed and built commercial building with impact windows and doors on an oversized 12,000 sq. ft. lot. Exceptional visibility from U.S. 1, access from Old Highway with ample parking, and prominent signage. 1st Floor: Spacious reception and work areas with custom-built-ins, one full and one-half bath, kitchenette, attic, sizable storage room, workshop/garage, and fenced parking area. Sale includes office seating and filing cabinets. 2nd Floor: Open layout with breakroom featuring kitchenette, washer/dryer, full bath, and interior design showroom (featuring two luxury sample closets and custom product display shelves). One of the most desirable areas of the Florida Keys located in the Village of Islamorada! Don't miss out on this investment with many zoning opportunities for businesses!

3 Baths ⋅ 618987 MLS

Commercial opportunity for investors and owner-operators! 1,957 sq. ft. solid concrete professionally designed and built commercial building with impact windows and doors on an oversized 12,000 sq. ft. lot. Exceptional visibility from U.S. 1, access from Old Highway with ample parking, and prominent signage. 1st Floor: Spacious reception and work areas with custom-built-ins, one full and one-half bath, kitchenette, attic, sizable storage room, workshop/garage, and fenced parking area. Sale includes office seating and filing cabinets. 2nd Floor: Open layout with breakroom featuring kitchenette, washer/dryer, full bath, and interior design showroom (featuring two luxury sample closets and custom product display shelves). One of the most desirable areas of the Florida Keys located in the Village of Islamorada! Don't miss out on this investment with many zoning opportunities for businesses!

88701 Overseas Hwy, Tavernier

$2,399,000

Welcome to 1320 Eliza Street, a beautiful historic Key West home filled with Old World charm and character. Once serving as a local schoolhouse, this unique property sits on a stunning, tropically landscaped corner lot in a quiet neighborhood, offering the perfect combination of history and privacy in Old Town, Key West. Featuring four (4) bedrooms, two (2) full bathrooms, and two (2) half bathrooms, this home offers plenty of space for family and guests, both indoors and out. A brand-new roof was recently installed, and the home has just been tented, providing added peace of mind. The main residence offers generous living spaces that open beautifully to the lush tropical gardens surrounding the home. The spacious living room flows directly onto a covered porch, allowing you to enjoy the wonderful Key West weather year-round. The chef's kitchen is perfect for preparing everything from a gourmet dinner to a casual meal with family and friends. The first-floor primary bedroom offers plenty of room for a king-size bed, along with a spacious walk-in closet. The second guest bedroom features its own en-suite bathroom and private front porch, giving guests their own special place to relax and enjoy the Key West lifestyle. Upstairs, you'll find a third bedroom along with an oversized walk-in storage area and ample closet space. Step outside and enjoy your own private tropical retreat. Beautiful gardens surround the heated and chilled swimming pool, creating a wonderful setting for entertaining or simply relaxing in the sunshine. Tucked away in the back corner of the property, the separate pool house offers additional privacy and flexibility, making it perfect for guests, a home office, or a quiet getaway. Complete with a half bathroom and outdoor shower, it offers what we like to call a true Key West bathroom! This home is a must see! Schedule your private showing today!

4 Beds ⋅ 4 Baths ⋅ 621742 MLS

Welcome to 1320 Eliza Street, a beautiful historic Key West home filled with Old World charm and character. Once serving as a local schoolhouse, this unique property sits on a stunning, tropically landscaped corner lot in a quiet neighborhood, offering the perfect combination of history and privacy in Old Town, Key West. Featuring four (4) bedrooms, two (2) full bathrooms, and two (2) half bathrooms, this home offers plenty of space for family and guests, both indoors and out. A brand-new roof was recently installed, and the home has just been tented, providing added peace of mind. The main residence offers generous living spaces that open beautifully to the lush tropical gardens surrounding the home. The spacious living room flows directly onto a covered porch, allowing you to enjoy the wonderful Key West weather year-round. The chef's kitchen is perfect for preparing everything from a gourmet dinner to a casual meal with family and friends. The first-floor primary bedroom offers plenty of room for a king-size bed, along with a spacious walk-in closet. The second guest bedroom features its own en-suite bathroom and private front porch, giving guests their own special place to relax and enjoy the Key West lifestyle. Upstairs, you'll find a third bedroom along with an oversized walk-in storage area and ample closet space. Step outside and enjoy your own private tropical retreat. Beautiful gardens surround the heated and chilled swimming pool, creating a wonderful setting for entertaining or simply relaxing in the sunshine. Tucked away in the back corner of the property, the separate pool house offers additional privacy and flexibility, making it perfect for guests, a home office, or a quiet getaway. Complete with a half bathroom and outdoor shower, it offers what we like to call a true Key West bathroom! This home is a must see! Schedule your private showing today!

1320 Eliza St, Key West

$2,399,000

Waterfront Home in Key West- 60 feet of water frontage, no homes across the canal and a fully gated lot, with your boat behind the house and downtown Key West minutes away. A wall of impact sliding glass doors opens the main living area to the screened patio, the newly renovated pool and the canal beyond. The kitchen has a large center island, premium cabinetry and a dining area that looks out over the pool to the water. Outside is set up for real use: an outdoor kitchen, an outdoor bathroom, shell stone limestone walkways and landscaped grounds. Three bedrooms, two of them en suite, and four full baths. A whole-home generator, two-zone air conditioning, a dedicated laundry room and covered parking. Canal control depth is approx. 3 feet, with approx. 12 feet of bridge clearance at low tide. Move-in ready. Call to see 3206 Riviera Drive in person.

3 Beds ⋅ 4 Baths ⋅ 620879 MLS

Waterfront Home in Key West- 60 feet of water frontage, no homes across the canal and a fully gated lot, with your boat behind the house and downtown Key West minutes away. A wall of impact sliding glass doors opens the main living area to the screened patio, the newly renovated pool and the canal beyond. The kitchen has a large center island, premium cabinetry and a dining area that looks out over the pool to the water. Outside is set up for real use: an outdoor kitchen, an outdoor bathroom, shell stone limestone walkways and landscaped grounds. Three bedrooms, two of them en suite, and four full baths. A whole-home generator, two-zone air conditioning, a dedicated laundry room and covered parking. Canal control depth is approx. 3 feet, with approx. 12 feet of bridge clearance at low tide. Move-in ready. Call to see 3206 Riviera Drive in person.

3206 Riviera Dr, Key West

$2,399,000

A Waterfront Escape That Works as Hard as You Play! Imagine spending your mornings on the water, your afternoons enjoying the Florida Keys sunshine, and knowing your waterfront home has a strong rental history when you're away. Welcome to Luna Light, a newer waterfront property in Marathon that offers the combination Keys buyers are looking for: excellent dockage, quick ocean access, and a proven history as a vacation rental. Whether your ideal day involves fishing, diving, or simply cruising the beautiful waters of the Florida Keys, your next adventure begins right outside your door. For buyers seeking a home to enjoy personally while generating rental income. Call for your showing today!

4 Beds ⋅ 5 Baths ⋅ 619881 MLS

A Waterfront Escape That Works as Hard as You Play! Imagine spending your mornings on the water, your afternoons enjoying the Florida Keys sunshine, and knowing your waterfront home has a strong rental history when you're away. Welcome to Luna Light, a newer waterfront property in Marathon that offers the combination Keys buyers are looking for: excellent dockage, quick ocean access, and a proven history as a vacation rental. Whether your ideal day involves fishing, diving, or simply cruising the beautiful waters of the Florida Keys, your next adventure begins right outside your door. For buyers seeking a home to enjoy personally while generating rental income. Call for your showing today!

229 Pescayo Ave, Marathon

$2,399,000

Discover a rare blend of history, artistry, and luxury in this extraordinary residence at the celebrated William Fleming House--one of Old Town Key West's most iconic and meticulously restored historic buildings. Originally constructed in the 1890s as Peacon's General Store, this architectural treasure has been transformed into an exclusive boutique condominium, exquisitely and entirely renovated. Inside, the first level condo rises to an unforgettable 16 feet, creating a sense of openness and serenity that feels both dramatic and inviting. Sunlight pours through impact-rated windows and doors, illuminating the vintage wood flooring and expansive walls that are ideal for showcasing meaningful art and personal collections. The thoughtfully designed layout includes two bedrooms, two full bathrooms, a half bath and a versatile loft space- accessed by a traditional staircase--offering remarkable flexibility for work, guests, creative pursuits, or quiet retreat. A private outdoor deck extends your living space and provides a peaceful spot for morning coffee or evening unwinding. The William Fleming House elevates daily living with its heated outdoor pool, lush tropical landscaping, and assigned off-street parking. Located in the desirable X-flood zone and directly across from Williams Hall, this residence places you in the heart of Old Town's cultural and architectural richness. With its unmatched scale, history, and character, this home invites you to bring your vision and transform it into a truly exceptional Key West sanctuary--one that reflects your style, your story, and your sense of place.

2 Beds ⋅ 3 Baths ⋅ 619742 MLS

Discover a rare blend of history, artistry, and luxury in this extraordinary residence at the celebrated William Fleming House--one of Old Town Key West's most iconic and meticulously restored historic buildings. Originally constructed in the 1890s as Peacon's General Store, this architectural treasure has been transformed into an exclusive boutique condominium, exquisitely and entirely renovated. Inside, the first level condo rises to an unforgettable 16 feet, creating a sense of openness and serenity that feels both dramatic and inviting. Sunlight pours through impact-rated windows and doors, illuminating the vintage wood flooring and expansive walls that are ideal for showcasing meaningful art and personal collections. The thoughtfully designed layout includes two bedrooms, two full bathrooms, a half bath and a versatile loft space- accessed by a traditional staircase--offering remarkable flexibility for work, guests, creative pursuits, or quiet retreat. A private outdoor deck extends your living space and provides a peaceful spot for morning coffee or evening unwinding. The William Fleming House elevates daily living with its heated outdoor pool, lush tropical landscaping, and assigned off-street parking. Located in the desirable X-flood zone and directly across from Williams Hall, this residence places you in the heart of Old Town's cultural and architectural richness. With its unmatched scale, history, and character, this home invites you to bring your vision and transform it into a truly exceptional Key West sanctuary--one that reflects your style, your story, and your sense of place.

800 Fleming St Unit Unit C1, Key West

$2,395,000

EXCEPTIONAL COMMERCIAL/RESIDENTIAL INVESTMENT OPPORTUNITY IN THE HEART OF HISTORIC TAVERNIER! Prime location, outstanding visibility, and endless possibilities! This versatile two-story commercial/residential property is situated on an expansive 15,430-square-foot site consisting of four parcels, offering an impressive 297 feet of frontage along Overseas Highway. Featuring approximately 4,900 square feet of interior space, the building offers commercial space on the ground floor and a spacious two-bedroom, two-bathroom apartment upstairs. An oversized, separate air-conditioned storage room provides additional flexibility and convenience. Ideally located in the heart of Historic Downtown Tavernier, near Baptist Health Mariners Hospital, this highly visible property benefits from excellent highway exposure, convenient accessibility, and ample on-site parking. A rare opportunity to own a prominently located mixed-use property in the Florida Keys! Whether you're an investor, entrepreneur, or business owner, this distinctive property offers tremendous potential in a highly desirable Upper Keys location.

4 Beds ⋅ 4 Baths ⋅ 622022 MLS

EXCEPTIONAL COMMERCIAL/RESIDENTIAL INVESTMENT OPPORTUNITY IN THE HEART OF HISTORIC TAVERNIER! Prime location, outstanding visibility, and endless possibilities! This versatile two-story commercial/residential property is situated on an expansive 15,430-square-foot site consisting of four parcels, offering an impressive 297 feet of frontage along Overseas Highway. Featuring approximately 4,900 square feet of interior space, the building offers commercial space on the ground floor and a spacious two-bedroom, two-bathroom apartment upstairs. An oversized, separate air-conditioned storage room provides additional flexibility and convenience. Ideally located in the heart of Historic Downtown Tavernier, near Baptist Health Mariners Hospital, this highly visible property benefits from excellent highway exposure, convenient accessibility, and ample on-site parking. A rare opportunity to own a prominently located mixed-use property in the Florida Keys! Whether you're an investor, entrepreneur, or business owner, this distinctive property offers tremendous potential in a highly desirable Upper Keys location.

91655 Overseas Hwy, Key Largo

$2,395,000

New construction waterfront living in the heart of Coco Plum. This beautifully designed 4-bedroom, 3-bath residence combines modern coastal style, exceptional outdoor living, and direct boating access in one of Marathon's most desirable waterfront neighborhoods. Thoughtfully positioned to take advantage of the setting, the home offers expansive open-water views from nearly every room and a bright, open-concept layout designed for both everyday living and entertaining. The main living level features a spacious living and dining area surrounded by natural light and water views, along with two guest bedrooms and a full bath. Upstairs, two generously sized primary suites each feature private en-suite baths and elevated panoramic views, creating peaceful private retreats above the water. Outdoor living is a true highlight, with three covered terraces spanning both levels, a large resort-style pool, and a convenient poolside prep station with sink and storage. Whether hosting guests, relaxing by the pool, or enjoying a quiet morning overlooking the water, the home is designed to embrace the Florida Keys lifestyle. Boaters will appreciate approximately 50 feet of deep-water dockage with quick ocean access, along with a fish-cleaning station, bait freezer, and covered parking for added convenience. Ideally located near Coco Plum Beach and just minutes from Marathon's dining, shopping, and attractions, this newly constructed waterfront residence offers an exceptional combination of modern comfort, boating access, privacy, and island living, perfect as a full-time residence, vacation retreat, or investment property.

4 Beds ⋅ 3 Baths ⋅ 621168 MLS

New construction waterfront living in the heart of Coco Plum. This beautifully designed 4-bedroom, 3-bath residence combines modern coastal style, exceptional outdoor living, and direct boating access in one of Marathon's most desirable waterfront neighborhoods. Thoughtfully positioned to take advantage of the setting, the home offers expansive open-water views from nearly every room and a bright, open-concept layout designed for both everyday living and entertaining. The main living level features a spacious living and dining area surrounded by natural light and water views, along with two guest bedrooms and a full bath. Upstairs, two generously sized primary suites each feature private en-suite baths and elevated panoramic views, creating peaceful private retreats above the water. Outdoor living is a true highlight, with three covered terraces spanning both levels, a large resort-style pool, and a convenient poolside prep station with sink and storage. Whether hosting guests, relaxing by the pool, or enjoying a quiet morning overlooking the water, the home is designed to embrace the Florida Keys lifestyle. Boaters will appreciate approximately 50 feet of deep-water dockage with quick ocean access, along with a fish-cleaning station, bait freezer, and covered parking for added convenience. Ideally located near Coco Plum Beach and just minutes from Marathon's dining, shopping, and attractions, this newly constructed waterfront residence offers an exceptional combination of modern comfort, boating access, privacy, and island living, perfect as a full-time residence, vacation retreat, or investment property.

171 Ave D, Marathon

$2,395,000

Fantastic opportunity in Marathon's desirable Sombrero Beach area! Built in 2020, this beautifully designed 4-bedroom, 3-bath waterfront pool home offers 2,464 sq. ft. of comfortable living space and 100ft of dockage for ultimate enjoyment of boating, outdoor living and the easy, island atmosphere you come to the Keys for! Fully furnished and thoughtfully appointed - the open kitchen, dining and living area create an easy gathering space for family and friends, while spacious waterfront balconies on both levels invite you outside to enjoy the views and tropical breezes. On this level you also have a guest bedroom, full bath and separate laundry room for convenience. On the top floor, an ample primary suite offers an en-suite bath, walk in closet & covered balcony. Just down the hall there are 2 more sizable guest bedrooms and a spacious hall bath. Downstairs, the covered entertainment area extends the living space outdoors--perfect for relaxing after a day on the water, entertaining around the pool or simply enjoying life at a slower pace. Store your water toys fishing & boating accessories securely in the garage for easy access. The 10,000sqft lot allows for plenty of parking etc. For the boater, 100 feet of composite dockage along a serene canal provides direct access to open water. And when the beach is calling, beautiful sandy Sombrero Beach is just a short walk away. Central Marathon location is close to shopping, dining, attractions & more. Whether you're searching for a full-time Keys home, a vacation retreat or an investment property, this custom home offers the flexibility to enjoy it your way. Currently operating as an active weekly vacation rental, offering the added ease & opportunity for income when you're not here enjoying it yourself. Come experience the beauty of ocean life - the easy pace, boating and beach days that make living in the heart of the Florida Keys so special.

4 Beds ⋅ 3 Baths ⋅ 621014 MLS

Fantastic opportunity in Marathon's desirable Sombrero Beach area! Built in 2020, this beautifully designed 4-bedroom, 3-bath waterfront pool home offers 2,464 sq. ft. of comfortable living space and 100ft of dockage for ultimate enjoyment of boating, outdoor living and the easy, island atmosphere you come to the Keys for! Fully furnished and thoughtfully appointed - the open kitchen, dining and living area create an easy gathering space for family and friends, while spacious waterfront balconies on both levels invite you outside to enjoy the views and tropical breezes. On this level you also have a guest bedroom, full bath and separate laundry room for convenience. On the top floor, an ample primary suite offers an en-suite bath, walk in closet & covered balcony. Just down the hall there are 2 more sizable guest bedrooms and a spacious hall bath. Downstairs, the covered entertainment area extends the living space outdoors--perfect for relaxing after a day on the water, entertaining around the pool or simply enjoying life at a slower pace. Store your water toys fishing & boating accessories securely in the garage for easy access. The 10,000sqft lot allows for plenty of parking etc. For the boater, 100 feet of composite dockage along a serene canal provides direct access to open water. And when the beach is calling, beautiful sandy Sombrero Beach is just a short walk away. Central Marathon location is close to shopping, dining, attractions & more. Whether you're searching for a full-time Keys home, a vacation retreat or an investment property, this custom home offers the flexibility to enjoy it your way. Currently operating as an active weekly vacation rental, offering the added ease & opportunity for income when you're not here enjoying it yourself. Come experience the beauty of ocean life - the easy pace, boating and beach days that make living in the heart of the Florida Keys so special.

211 S Anglers Dr, Marathon

$2,395,000

This Income Producing property with future rentals scheduled, 319 Grinnell Street is a captivating residence in the heart of Key West's Historic Seaport, where charm and character abound. This beautifully framed Key West-style home reflects the rich tapestry of the area's history, showcasing classic architecture with inviting porches and intricate details that honor the past. Nestled among a collection of historic homes, 319 Grinnell Street offers a serene escape while remaining close to the vibrant pulse of the seaport. The Historic Seaport is a treasure trove of maritime heritage, featuring streets lined with art galleries, eclectic shops, and gourmet dining options. This lively district, once the center of the island's shipping trade, now celebrates Key West's legacy through its well-preserved structures and vibrant community life. Owning 319 Grinnell Street means immersing yourself in a lifestyle rich with culture and history. Enjoy leisurely strolls along the quaint streets, where the scent of jasmine and the sounds of laughter fill the air. This home is not just a residence; it's an invitation to embrace the unique spirit of Key West, making it a perfect sanctuary for those who value both tradition and modern living. Experience the allure of 319 Grinnell Street, where historic charm meets contemporary comfort in the heart of the enchanting Historic Seaport. Professional Vacation Rental Management is available for this property. Call for a showing today.

3 Beds ⋅ 2 Baths ⋅ 618819 MLS

This Income Producing property with future rentals scheduled, 319 Grinnell Street is a captivating residence in the heart of Key West's Historic Seaport, where charm and character abound. This beautifully framed Key West-style home reflects the rich tapestry of the area's history, showcasing classic architecture with inviting porches and intricate details that honor the past. Nestled among a collection of historic homes, 319 Grinnell Street offers a serene escape while remaining close to the vibrant pulse of the seaport. The Historic Seaport is a treasure trove of maritime heritage, featuring streets lined with art galleries, eclectic shops, and gourmet dining options. This lively district, once the center of the island's shipping trade, now celebrates Key West's legacy through its well-preserved structures and vibrant community life. Owning 319 Grinnell Street means immersing yourself in a lifestyle rich with culture and history. Enjoy leisurely strolls along the quaint streets, where the scent of jasmine and the sounds of laughter fill the air. This home is not just a residence; it's an invitation to embrace the unique spirit of Key West, making it a perfect sanctuary for those who value both tradition and modern living. Experience the allure of 319 Grinnell Street, where historic charm meets contemporary comfort in the heart of the enchanting Historic Seaport. Professional Vacation Rental Management is available for this property. Call for a showing today.

319 Grinnell St, Key West

$2,390,000

**6%+ Cap Rate Opportunity ** Now offered at $2,490,000, this income producing Old Town property offers strong cash flow and immediate investor appeal. Located just steps from Duval Street, 402 Appelrouth Lane offers a rare investment opportunity in a premier X Flood Zone location. This mixed use property has income potential from residential and commercial units. With over 5000sqft of interior space this iconic structure showcases tall ceilings, historic architectural character and custom artistic details that give it Old Town Charm. Appelrouth Lane is known for strong foot traffic, established neighboring businesses and a desirable central location. just minutes from restaurants, galleries, shopping and Key West nightlife. Opportunities like this are exceptionally rare.

3 Beds ⋅ 8 Baths ⋅ 621784 MLS

**6%+ Cap Rate Opportunity ** Now offered at $2,490,000, this income producing Old Town property offers strong cash flow and immediate investor appeal. Located just steps from Duval Street, 402 Appelrouth Lane offers a rare investment opportunity in a premier X Flood Zone location. This mixed use property has income potential from residential and commercial units. With over 5000sqft of interior space this iconic structure showcases tall ceilings, historic architectural character and custom artistic details that give it Old Town Charm. Appelrouth Lane is known for strong foot traffic, established neighboring businesses and a desirable central location. just minutes from restaurants, galleries, shopping and Key West nightlife. Opportunities like this are exceptionally rare.

402 Applerouth Ln, Key West

$2,390,000

Welcome to Emerald Flats, a gated waterfront enclave in the heart of Marathon where refined coastal design meets the Florida Keys lifestyle. Designed & Built by D'Asign Source, this beautifully furnished 5-bedroom, 4-bath residence was completed in 2025 and offers 2,565 square feet of thoughtfully designed living space, with high ceilings, an open-concept layout, impact-rated windows and doors, and a metal roof. Elevated on concrete pilings, the home is designed for both style and durability while creating generous covered space beneath the residence. Inside, the light-filled living areas showcase a sophisticated coastal aesthetic with seamless flow between the kitchen, dining, and gathering spaces. The kitchen is a true centerpiece, featuring quartz countertops, KitchenAid stainless steel appliances, crisp white cabinetry, a striking waterfall-edge island, and generous seating and prep space. Expansive glass doors open to covered balconies, extending the living space outdoors, while a separate bar and entertainment area adds another polished touch for hosting family and friends. Outdoor living is equally impressive, with a private heated pool, tropical landscaping, expansive paver areas, and multiple covered spaces ideal for relaxing or entertaining. Boaters will appreciate the included Boat Slip #30, reported to measure approximately 45 feet long by 14.75 feet wide, offering convenient private docking within the Emerald Flats Marina community. The slip is separately identified by Monroe County as a marina condominium boat-slip parcel. Fully furnished and move-in ready, this home offers an exceptional combination of luxury, boating access, modern construction, and effortless island living in one of Marathon's desirable waterfront communities.

5 Beds ⋅ 4 Baths ⋅ 621439 MLS

Welcome to Emerald Flats, a gated waterfront enclave in the heart of Marathon where refined coastal design meets the Florida Keys lifestyle. Designed & Built by D'Asign Source, this beautifully furnished 5-bedroom, 4-bath residence was completed in 2025 and offers 2,565 square feet of thoughtfully designed living space, with high ceilings, an open-concept layout, impact-rated windows and doors, and a metal roof. Elevated on concrete pilings, the home is designed for both style and durability while creating generous covered space beneath the residence. Inside, the light-filled living areas showcase a sophisticated coastal aesthetic with seamless flow between the kitchen, dining, and gathering spaces. The kitchen is a true centerpiece, featuring quartz countertops, KitchenAid stainless steel appliances, crisp white cabinetry, a striking waterfall-edge island, and generous seating and prep space. Expansive glass doors open to covered balconies, extending the living space outdoors, while a separate bar and entertainment area adds another polished touch for hosting family and friends. Outdoor living is equally impressive, with a private heated pool, tropical landscaping, expansive paver areas, and multiple covered spaces ideal for relaxing or entertaining. Boaters will appreciate the included Boat Slip #30, reported to measure approximately 45 feet long by 14.75 feet wide, offering convenient private docking within the Emerald Flats Marina community. The slip is separately identified by Monroe County as a marina condominium boat-slip parcel. Fully furnished and move-in ready, this home offers an exceptional combination of luxury, boating access, modern construction, and effortless island living in one of Marathon's desirable waterfront communities.

818 39th St, Marathon

$2,390,000

Fast track your way to receiving a building permit for the home of your dreams. A stunning opportunity to build exactly what you envision for this beautiful ocean front lot, completely cleared and filled to grade. Preexisting home has been removed, thus allowing for a super fast permitting process. once your architectural plans have been submitted you could be breaking ground in two to three months. This 1/2 acre + lot is located in the heart of Marathon, walking distance to the popular Sombrero Beach and Park. There is a bike path/walking path that winds through the golf course, past Publix Shopping Center, the best beach in the Keys and lovely quiet neighborhoods. In five minutes you can be at the Marathon International Airport, Fishermans Hospital or Home Depot. Marathon is a friendly fishing and diving village with many restaurants and shops. The boating access from this lot will accommodate a boat with up to a 4' draft and the channel is clearly marked. Dock Permit readily obtainable.

619872 MLS

Fast track your way to receiving a building permit for the home of your dreams. A stunning opportunity to build exactly what you envision for this beautiful ocean front lot, completely cleared and filled to grade. Preexisting home has been removed, thus allowing for a super fast permitting process. once your architectural plans have been submitted you could be breaking ground in two to three months. This 1/2 acre + lot is located in the heart of Marathon, walking distance to the popular Sombrero Beach and Park. There is a bike path/walking path that winds through the golf course, past Publix Shopping Center, the best beach in the Keys and lovely quiet neighborhoods. In five minutes you can be at the Marathon International Airport, Fishermans Hospital or Home Depot. Marathon is a friendly fishing and diving village with many restaurants and shops. The boating access from this lot will accommodate a boat with up to a 4' draft and the channel is clearly marked. Dock Permit readily obtainable.

88 A Tingler Ln, Marathon

$2,380,000

Step inside this beautifully renovated concrete residence, ideally situated in Midtown West, one of Key West's best-kept secrets. Just a quick bike ride from downtown restaurants, live music, and attractions, this fully fenced corner sanctuary has it all. Midtown West offers a relaxed neighborhood atmosphere, where friendly faces & leisurely evening strolls are part of everyday life. Just four blocks away are beaches, the White Street Pier, playgrounds, pickleball/tennis & the popular weekend Artisan Market. With a new roof, impact-rated windows and doors, and an exceptional price per square foot, this home delivers an impressive combination of location, style, value, and uncompromising structural integrity. Spanning an impressive 2,890 square feet, this turn-key residence offers four bedrooms & four full bathrooms, thoughtfully divided between two levels, with two and two on each floor. Expansive foyers on both levels and an enormous dressing room off the primary, offer flex space for reading nooks, fitness or work areas. Large, plentiful closets and a spacious kitchen pantry add to the home's everyday functionality. Modern conveniences include split AC systems, two washer/dryer hook-ups (one for each floor), two tankless, on-demand water heaters, engineered wood flooring, Italian granite countertops, and all-new appliances. Outdoor living is equally appealing, with a private, heat-optional pool featuring a waterfall, a spacious covered lanai for lounging and dining, and multiple decks, including one just off the upstairs primary suite. Built with resilience, this formidable home offers strength, security and privacy but also exudes tropical charm and tranquility. It is a beautiful home, rich in polished details and extra touches. Whether entertaining friends, hosting family or enjoying a quiet evening at home, this home is ideal for every occasion. Additional outdoor storage, irrigation system & off-street parking complete this exceptional Midtown offering.

4 Beds ⋅ 4 Baths ⋅ 621969 MLS

Step inside this beautifully renovated concrete residence, ideally situated in Midtown West, one of Key West's best-kept secrets. Just a quick bike ride from downtown restaurants, live music, and attractions, this fully fenced corner sanctuary has it all. Midtown West offers a relaxed neighborhood atmosphere, where friendly faces & leisurely evening strolls are part of everyday life. Just four blocks away are beaches, the White Street Pier, playgrounds, pickleball/tennis & the popular weekend Artisan Market. With a new roof, impact-rated windows and doors, and an exceptional price per square foot, this home delivers an impressive combination of location, style, value, and uncompromising structural integrity. Spanning an impressive 2,890 square feet, this turn-key residence offers four bedrooms & four full bathrooms, thoughtfully divided between two levels, with two and two on each floor. Expansive foyers on both levels and an enormous dressing room off the primary, offer flex space for reading nooks, fitness or work areas. Large, plentiful closets and a spacious kitchen pantry add to the home's everyday functionality. Modern conveniences include split AC systems, two washer/dryer hook-ups (one for each floor), two tankless, on-demand water heaters, engineered wood flooring, Italian granite countertops, and all-new appliances. Outdoor living is equally appealing, with a private, heat-optional pool featuring a waterfall, a spacious covered lanai for lounging and dining, and multiple decks, including one just off the upstairs primary suite. Built with resilience, this formidable home offers strength, security and privacy but also exudes tropical charm and tranquility. It is a beautiful home, rich in polished details and extra touches. Whether entertaining friends, hosting family or enjoying a quiet evening at home, this home is ideal for every occasion. Additional outdoor storage, irrigation system & off-street parking complete this exceptional Midtown offering.

1701 Ashby St, Key West

$2,380,000

Experience the ultimate Key West waterfront lifestyle with this private tropical retreat on the highly coveted Riviera Canal--one of the island's only canals offering direct boating access to world-class fishing and diving. Tucked behind a gated entrance, this beautifully landscaped property welcomes you into a lush, secluded garden setting that feels like your own hidden oasis in the heart of Key West. This meticulously maintained 3-bedroom, 2-bath ground-level pool home blends comfort, style, and functionality. Inside, you'll find elegant travertine flooring throughout, granite countertops, stainless steel appliances, and a wet bar--perfect for entertaining. The thoughtfully designed layout features two separate living areas, with both the main living space and the primary suite opening through hurricane-impact sliding glass doors to the backyard. Step outside to your private resort-style escape, where a stunning in-ground concrete pool overlooks the tranquil canal. Enjoy peaceful water views, frequent visits from manatees, and the natural privacy provided by protected mangroves across the water. The screened, covered lanai creates the perfect setting for outdoor dining and relaxation year-round. Boaters will appreciate the 15,000 lb boat lift, allowing you to go from home to open water in minutes. Additional premium features include a newer generator with large propane tanks, outdoor shower, electric gate, automated irrigation and landscape lighting, covered carport, and secure off-street parking for two vehicles. Located just minutes from Key West International Airport, dining, and local attractions, this exceptional property offers the perfect blend of convenience, privacy, and island luxury. Whether you're seeking a full-time residence or a vacation escape, this waterfront home is a rare opportunity to own a true piece of paradise.

3 Beds ⋅ 2 Baths ⋅ 619644 MLS

Experience the ultimate Key West waterfront lifestyle with this private tropical retreat on the highly coveted Riviera Canal--one of the island's only canals offering direct boating access to world-class fishing and diving. Tucked behind a gated entrance, this beautifully landscaped property welcomes you into a lush, secluded garden setting that feels like your own hidden oasis in the heart of Key West. This meticulously maintained 3-bedroom, 2-bath ground-level pool home blends comfort, style, and functionality. Inside, you'll find elegant travertine flooring throughout, granite countertops, stainless steel appliances, and a wet bar--perfect for entertaining. The thoughtfully designed layout features two separate living areas, with both the main living space and the primary suite opening through hurricane-impact sliding glass doors to the backyard. Step outside to your private resort-style escape, where a stunning in-ground concrete pool overlooks the tranquil canal. Enjoy peaceful water views, frequent visits from manatees, and the natural privacy provided by protected mangroves across the water. The screened, covered lanai creates the perfect setting for outdoor dining and relaxation year-round. Boaters will appreciate the 15,000 lb boat lift, allowing you to go from home to open water in minutes. Additional premium features include a newer generator with large propane tanks, outdoor shower, electric gate, automated irrigation and landscape lighting, covered carport, and secure off-street parking for two vehicles. Located just minutes from Key West International Airport, dining, and local attractions, this exceptional property offers the perfect blend of convenience, privacy, and island luxury. Whether you're seeking a full-time residence or a vacation escape, this waterfront home is a rare opportunity to own a true piece of paradise.

3108 Riviera Dr, Key West

$2,350,000

Welcome to 4 Palmas -- Your Ultimate Key Largo Retreat! Built in 2016, this custom 5BD/4.5BA waterfront home offers over 5,600 sq. ft. of total indoor-outdoor living! Designed for entertaining, the home features two primary suites (one on each level), 3 living rooms, two bars, an elevator, and 4 private balconies. Step outside to your private tropical oasis complete with a heated pool, expansive sun deck, and covered patio featuring a full outdoor kitchen. Boaters will love the 50 ft. dock on a wide canal with quick ocean and bay access, plus a floating dock for easy launching from you kayak, skiff or jet ski. Whether you're looking for a luxury residence, vacation escape, or premium rental property, 4 Palmas has it all!

5 Beds ⋅ 5 Baths ⋅ 621107 MLS

Welcome to 4 Palmas -- Your Ultimate Key Largo Retreat! Built in 2016, this custom 5BD/4.5BA waterfront home offers over 5,600 sq. ft. of total indoor-outdoor living! Designed for entertaining, the home features two primary suites (one on each level), 3 living rooms, two bars, an elevator, and 4 private balconies. Step outside to your private tropical oasis complete with a heated pool, expansive sun deck, and covered patio featuring a full outdoor kitchen. Boaters will love the 50 ft. dock on a wide canal with quick ocean and bay access, plus a floating dock for easy launching from you kayak, skiff or jet ski. Whether you're looking for a luxury residence, vacation escape, or premium rental property, 4 Palmas has it all!

117 La Paloma Rd, Key Largo

$2,350,000

Welcome to one of Buccaneer Point's most extraordinary waterfront estates-a breathtaking modern Balinese-inspired sanctuary where timeless architecture, exceptional craftsmanship, and resort-style living come together in perfect harmony. Situated on an oversized lot with more than 110 feet of waterfront, this custom CBS estate features a concrete roof, standing-seam metal roofing, and over $150,000 in professionally designed tropical landscaping. Dual electric gates welcome you with Royal Palms, Canary Island palms, bamboo, and mature privacy landscaping. Built for both everyday living and entertaining, the home offers expansive waterfront views, premium travertine and wood-look tile flooring, Hunter Douglas motorized shades, and a fully integrated Control4 Smart Home System. The chef's kitchen is equipped with premium JennAir appliances, double convection ovens, an additional wall oven, a six-burner gas range with griddle, pot filler, oversized island, custom cabinetry, and direct access to the waterfront balcony. The outdoor living space is designed for year-round enjoyment with a heated saltwater pool and spa, expansive travertine patio, outdoor kitchen with TV, bar seating, authentic Bakers Pride pizza oven, putting green, waterfront lounge area, cabana bath, covered entertaining space, irrigation system, mosquito misting system, pet run, and fully fenced grounds. Inside, the home offers four spacious bedrooms, including a main-level primary suite with private balcony access and coffee bar. The upper-level owner's retreat features dual walk-in closets, coffee and wine bar, dressing area, steam shower, separate his-and-hers bathrooms, and a private waterfront balcony. A custom wood elevator services every level, leading to a rooftop observation deck with power and water, offering panoramic views of Florida Bay, and some of the best sunsets in the Keys. Combining quality construction, premium amenities & outstanding waterfront location, this is a rare opportunity.

4 Beds ⋅ 4 Baths ⋅ 620878 MLS

Welcome to one of Buccaneer Point's most extraordinary waterfront estates-a breathtaking modern Balinese-inspired sanctuary where timeless architecture, exceptional craftsmanship, and resort-style living come together in perfect harmony. Situated on an oversized lot with more than 110 feet of waterfront, this custom CBS estate features a concrete roof, standing-seam metal roofing, and over $150,000 in professionally designed tropical landscaping. Dual electric gates welcome you with Royal Palms, Canary Island palms, bamboo, and mature privacy landscaping. Built for both everyday living and entertaining, the home offers expansive waterfront views, premium travertine and wood-look tile flooring, Hunter Douglas motorized shades, and a fully integrated Control4 Smart Home System. The chef's kitchen is equipped with premium JennAir appliances, double convection ovens, an additional wall oven, a six-burner gas range with griddle, pot filler, oversized island, custom cabinetry, and direct access to the waterfront balcony. The outdoor living space is designed for year-round enjoyment with a heated saltwater pool and spa, expansive travertine patio, outdoor kitchen with TV, bar seating, authentic Bakers Pride pizza oven, putting green, waterfront lounge area, cabana bath, covered entertaining space, irrigation system, mosquito misting system, pet run, and fully fenced grounds. Inside, the home offers four spacious bedrooms, including a main-level primary suite with private balcony access and coffee bar. The upper-level owner's retreat features dual walk-in closets, coffee and wine bar, dressing area, steam shower, separate his-and-hers bathrooms, and a private waterfront balcony. A custom wood elevator services every level, leading to a rooftop observation deck with power and water, offering panoramic views of Florida Bay, and some of the best sunsets in the Keys. Combining quality construction, premium amenities & outstanding waterfront location, this is a rare opportunity.

40 N Bounty Ln, Key Largo

$2,345,000

Ocean views, deepwater dockage, dock is being replaced with a lift 9/26, and the rare ability to legally operate nightly rentals - it doesn't get any better! The seller has approval for a 20,000lb boat lift and improvement of the dock. There is also approval for an observation deck into the open ocean. This exceptional oceanfront estate offers a standout turnkey investment opportunity, combining the perfect trifecta for your portfolio: panoramic ocean views, deepwater dockage, and approved nightly rental capability. An ideal family compound and a rare chance to own a fully versatile, income-producing Keys property. Enjoy oceanfront living with two beautifully updated units, each featuring 2 bedrooms and 1 bathroom, separate entrances, and its own oceanfront porch. The property showcases panoramic blue-water views that are simply breathtaking, a rare find for both investors and those seeking a spectacular coastal retreat. Boating enthusiasts will appreciate the 100 feet of concrete dockage with immediate ocean access, along with the unique benefit of ownership of the ocean bottom, offering added value, flexibility, and long-term security. Zoning permits rentals with a minimum stay of just one night, giving you maximum income potential or the option to enjoy it as a private getaway. Whether you're looking to expand your investment portfolio or create your future oceanfront dream home, this home offers unmatched versatility and incredible potential in a beautiful setting. Plenty of parking and room for a pool, expansion or redevelopment! Call today for more details.

4 Beds ⋅ 2 Baths ⋅ 617384 MLS

Ocean views, deepwater dockage, dock is being replaced with a lift 9/26, and the rare ability to legally operate nightly rentals - it doesn't get any better! The seller has approval for a 20,000lb boat lift and improvement of the dock. There is also approval for an observation deck into the open ocean. This exceptional oceanfront estate offers a standout turnkey investment opportunity, combining the perfect trifecta for your portfolio: panoramic ocean views, deepwater dockage, and approved nightly rental capability. An ideal family compound and a rare chance to own a fully versatile, income-producing Keys property. Enjoy oceanfront living with two beautifully updated units, each featuring 2 bedrooms and 1 bathroom, separate entrances, and its own oceanfront porch. The property showcases panoramic blue-water views that are simply breathtaking, a rare find for both investors and those seeking a spectacular coastal retreat. Boating enthusiasts will appreciate the 100 feet of concrete dockage with immediate ocean access, along with the unique benefit of ownership of the ocean bottom, offering added value, flexibility, and long-term security. Zoning permits rentals with a minimum stay of just one night, giving you maximum income potential or the option to enjoy it as a private getaway. Whether you're looking to expand your investment portfolio or create your future oceanfront dream home, this home offers unmatched versatility and incredible potential in a beautiful setting. Plenty of parking and room for a pool, expansion or redevelopment! Call today for more details.

127 Seaside Ave, Key Largo

$2,325,000

Located in the desirable Twin Lakes community, this inviting waterfront home offers a wonderful blend of privacy, comfort, and boating convenience. Built in 2001, the upper level features a spacious 3 bedroom, 2 bath split floor plan filled with abundant natural light. The lower level includes a 1 bedroom space, offering added flexibility for guests or home office. Set on a generous 9,937-square-foot lot with 75 feet of waterfront on a wide 70-foot canal, the property is well suited for enjoying the Florida Keys lifestyle. Boaters will appreciate the 20,000-pound boat lift. Outdoor living shines with a swimming pool and spa, plus a gazebo with a bar area ideal for entertaining or relaxing after a day on the water. A concrete privacy wall, electric gated entrance, and covered parking enhance both privacy and convenience. With no neighbor directly across the street, this home offers a uniquely peaceful setting.

3 Beds ⋅ 2 Baths ⋅ 621071 MLS

Located in the desirable Twin Lakes community, this inviting waterfront home offers a wonderful blend of privacy, comfort, and boating convenience. Built in 2001, the upper level features a spacious 3 bedroom, 2 bath split floor plan filled with abundant natural light. The lower level includes a 1 bedroom space, offering added flexibility for guests or home office. Set on a generous 9,937-square-foot lot with 75 feet of waterfront on a wide 70-foot canal, the property is well suited for enjoying the Florida Keys lifestyle. Boaters will appreciate the 20,000-pound boat lift. Outdoor living shines with a swimming pool and spa, plus a gazebo with a bar area ideal for entertaining or relaxing after a day on the water. A concrete privacy wall, electric gated entrance, and covered parking enhance both privacy and convenience. With no neighbor directly across the street, this home offers a uniquely peaceful setting.

984 Shaw Dr, Key Largo

$2,300,000

Brand-New Waterfront Home - Completed and Move-In Ready. This elevated CBS single-level residence offers 4 bedrooms, 3 bathrooms, 10-foot ceilings, impact-rated windows and doors, durable metal roof, stainless steel appliances, quartz countertops, open-concept living areas, screened porch, private in-ground pool, and covered parking below. Built with modern coastal construction in mind, the CBS structure, impact openings, elevated design, and metal roof provide lasting durability, low-maintenance appeal, and insurance-friendly features for coastal living. The waterfront setting is enhanced by allocated dockage with an approximately 45' access walk leading to a 91' platform, creating a great setup for enjoying boating, kayaking, paddleboarding, and the surrounding water views. Situated on a generous 14,680-square-foot lot with approximately 75' of waterfront frontage, the property captures panoramic Bay/Gulf-front water views and beautiful sunrise exposure. Enjoy boating access via Bogie Channel, with easy access to the backcountry and fast open-water routes to both the Atlantic Ocean and the Gulf. Nearby Looe Key Reef is a favorite destination for snorkeling and scuba diving, with excellent fishing opportunities nearby. Located on the Big Pine Key side of the Bogie Channel Bridge to No Name Key, this setting offers peaceful water views and a unique sense of island privacy. The property can be used as an investment property for vacation rental use, adding flexibility and income appeal. Located near the iconic No Name Pub and surrounded by the natural beauty of Big Pine Key, where Key Deer are a beloved and frequent part of everyday island life. Unlike smaller, more remote keys, Big Pine Key serves as a convenient Lower Keys hub with everyday necessities nearby while still offering the quiet waterfront lifestyle people come to the Keys to enjoy. Construction is complete and ready for immediate occupancy.

4 Beds ⋅ 3 Baths ⋅ 621731 MLS

Brand-New Waterfront Home - Completed and Move-In Ready. This elevated CBS single-level residence offers 4 bedrooms, 3 bathrooms, 10-foot ceilings, impact-rated windows and doors, durable metal roof, stainless steel appliances, quartz countertops, open-concept living areas, screened porch, private in-ground pool, and covered parking below. Built with modern coastal construction in mind, the CBS structure, impact openings, elevated design, and metal roof provide lasting durability, low-maintenance appeal, and insurance-friendly features for coastal living. The waterfront setting is enhanced by allocated dockage with an approximately 45' access walk leading to a 91' platform, creating a great setup for enjoying boating, kayaking, paddleboarding, and the surrounding water views. Situated on a generous 14,680-square-foot lot with approximately 75' of waterfront frontage, the property captures panoramic Bay/Gulf-front water views and beautiful sunrise exposure. Enjoy boating access via Bogie Channel, with easy access to the backcountry and fast open-water routes to both the Atlantic Ocean and the Gulf. Nearby Looe Key Reef is a favorite destination for snorkeling and scuba diving, with excellent fishing opportunities nearby. Located on the Big Pine Key side of the Bogie Channel Bridge to No Name Key, this setting offers peaceful water views and a unique sense of island privacy. The property can be used as an investment property for vacation rental use, adding flexibility and income appeal. Located near the iconic No Name Pub and surrounded by the natural beauty of Big Pine Key, where Key Deer are a beloved and frequent part of everyday island life. Unlike smaller, more remote keys, Big Pine Key serves as a convenient Lower Keys hub with everyday necessities nearby while still offering the quiet waterfront lifestyle people come to the Keys to enjoy. Construction is complete and ready for immediate occupancy.

30995 Watson Blvd, Big Pine

$2,299,995

Set on a large, private lot at the corner of two canals, this 3-bedroom, 2-bath, 2,020 sq. ft. waterfront home offers exceptional outdoor living, quick boating access and multiple spaces designed to enjoy the Florida Keys lifestyle. Boaters will enjoy the updated dock and 15K-lb boat lift. The outdoor space is built for entertaining, featuring a waterfront pool with paver decking, a poolside screened lanai, a main-floor screened porch, and an expansive rooftop deck with sweeping ocean views. Inside, the Great Room is filled with natural light, highlighted by an arched window framing views of the pool and canal, with easy access out to the rooftop deck and screened porch. The adjacent kitchen comes fully equipped with granite countertops, stainless steel appliances, and a pantry closet. The main level houses a dedicated guest wing with two bedrooms, one opening to a front porch balcony and the other stepping directly out to the rear screened porch, plus a full guest bathroom with a jetted soaking tub. Upstairs, the top floor serves as a completely private primary suite and second living area. This retreat features a soaking tub, walk-in closet, direct sun deck access showcasing open water views, and steps leading up to the rooftop deck. Additional features include impact-resistant windows and doors, a one-car garage, carport and plenty of storage for your island essentials. The neighborhood also offers the convenience of a full-service marina and waterfront restaurant close to home. With quick open-water access putting world-class fishing, diving and snorkeling within easy reach, this home is perfectly positioned to enjoy the best of the Florida Keys waterfront lifestyle.

3 Beds ⋅ 2 Baths ⋅ 621419 MLS

Set on a large, private lot at the corner of two canals, this 3-bedroom, 2-bath, 2,020 sq. ft. waterfront home offers exceptional outdoor living, quick boating access and multiple spaces designed to enjoy the Florida Keys lifestyle. Boaters will enjoy the updated dock and 15K-lb boat lift. The outdoor space is built for entertaining, featuring a waterfront pool with paver decking, a poolside screened lanai, a main-floor screened porch, and an expansive rooftop deck with sweeping ocean views. Inside, the Great Room is filled with natural light, highlighted by an arched window framing views of the pool and canal, with easy access out to the rooftop deck and screened porch. The adjacent kitchen comes fully equipped with granite countertops, stainless steel appliances, and a pantry closet. The main level houses a dedicated guest wing with two bedrooms, one opening to a front porch balcony and the other stepping directly out to the rear screened porch, plus a full guest bathroom with a jetted soaking tub. Upstairs, the top floor serves as a completely private primary suite and second living area. This retreat features a soaking tub, walk-in closet, direct sun deck access showcasing open water views, and steps leading up to the rooftop deck. Additional features include impact-resistant windows and doors, a one-car garage, carport and plenty of storage for your island essentials. The neighborhood also offers the convenience of a full-service marina and waterfront restaurant close to home. With quick open-water access putting world-class fishing, diving and snorkeling within easy reach, this home is perfectly positioned to enjoy the best of the Florida Keys waterfront lifestyle.

459 Pattison Dr, Cudjoe

$2,299,000

Welcome to effortless Keys living! Built in 2017, this beautifully designed 3-bedroom, 3.5-bath CBS canal-front home offers 2,126 sq. ft. of living space, coastal style, privacy, and comfort. With no neighbors directly across the street, enjoy added privacy and openness. Solid CBS construction and impact-resistant windows and doors rated for winds up to 180 mph provide peace of mind. Set on a 50-foot-wide, deep, flow-through canal, the home offers quick, direct access to open water with no bridges. The spacious great room features soaring ceilings, abundant natural light, and a beautiful kitchen with quartz countertops, stainless steel appliances, and elegant finishes. Two ensuite guest bedrooms are on the main living level, while the entire upper level is a private primary retreat with a walk-in closet and bonus den, ideal for an office, workout space, or sitting area. Balconies on multiple levels invite you to enjoy morning coffee, coastal breezes, and stunning sunsets overlooking the salt ponds. A 40-foot concrete dock and 20,000-pound boat lift keep your boat right at home and ready to go. A fish-cleaning station adds convenience after a day on the water, while downstairs enclosed storage provides room for fishing gear, water toys, and Keys essentials. Less than two miles from a public boat ramp, this waterfront home puts world-class fishing, diving, and days on the water within easy reach. Whether it's a morning of fishing, an afternoon of diving, or a sunset cruise, enjoy all the Florida Keys have to offer. With comfort, privacy, and exceptional boating access, this home captures effortless island living!

3 Beds ⋅ 4 Baths ⋅ 621868 MLS

Welcome to effortless Keys living! Built in 2017, this beautifully designed 3-bedroom, 3.5-bath CBS canal-front home offers 2,126 sq. ft. of living space, coastal style, privacy, and comfort. With no neighbors directly across the street, enjoy added privacy and openness. Solid CBS construction and impact-resistant windows and doors rated for winds up to 180 mph provide peace of mind. Set on a 50-foot-wide, deep, flow-through canal, the home offers quick, direct access to open water with no bridges. The spacious great room features soaring ceilings, abundant natural light, and a beautiful kitchen with quartz countertops, stainless steel appliances, and elegant finishes. Two ensuite guest bedrooms are on the main living level, while the entire upper level is a private primary retreat with a walk-in closet and bonus den, ideal for an office, workout space, or sitting area. Balconies on multiple levels invite you to enjoy morning coffee, coastal breezes, and stunning sunsets overlooking the salt ponds. A 40-foot concrete dock and 20,000-pound boat lift keep your boat right at home and ready to go. A fish-cleaning station adds convenience after a day on the water, while downstairs enclosed storage provides room for fishing gear, water toys, and Keys essentials. Less than two miles from a public boat ramp, this waterfront home puts world-class fishing, diving, and days on the water within easy reach. Whether it's a morning of fishing, an afternoon of diving, or a sunset cruise, enjoy all the Florida Keys have to offer. With comfort, privacy, and exceptional boating access, this home captures effortless island living!

589 Pirates Rd, Little Torch

$2,299,000

Welcome to your private island retreat in the heart of Duck Key. Perfectly positioned just a few homes from the Seaview Channel, this exceptional waterfront residence offers instant access to both the Atlantic Ocean and the Gulf of Mexico—an ideal setting for boaters, entertainers, and families alike. This beautifully maintained home features three bedrooms and three baths, including downstairs living space, providing flexible options for guests, extended family, or a private suite. The remodeled kitchen and bathrooms showcase a European design, with wood cabinetry, granite countertops, and refined finishes throughout. Indoor-outdoor living is at the heart of this property. Step outside to a gorgeous pool and Jacuzzi, surrounded by a spacious pool deck with a built-in bar area, perfect for entertaining under the Florida sun. A large screened-in balcony captures beautiful water views in every direction, offering a serene space to relax and unwind. This space could easily be enclosed to add more living space. Additional highlights include a one-car garage, 75 feet of concrete dockage, and a fabulous canal setting just moments from open water. Easy to show and ready to enjoy, this Duck Key home delivers the very best of Keys living—luxury, lifestyle, and location.

3 Beds ⋅ 3 Baths ⋅ 618104 MLS

Welcome to your private island retreat in the heart of Duck Key. Perfectly positioned just a few homes from the Seaview Channel, this exceptional waterfront residence offers instant access to both the Atlantic Ocean and the Gulf of Mexico—an ideal setting for boaters, entertainers, and families alike. This beautifully maintained home features three bedrooms and three baths, including downstairs living space, providing flexible options for guests, extended family, or a private suite. The remodeled kitchen and bathrooms showcase a European design, with wood cabinetry, granite countertops, and refined finishes throughout. Indoor-outdoor living is at the heart of this property. Step outside to a gorgeous pool and Jacuzzi, surrounded by a spacious pool deck with a built-in bar area, perfect for entertaining under the Florida sun. A large screened-in balcony captures beautiful water views in every direction, offering a serene space to relax and unwind. This space could easily be enclosed to add more living space. Additional highlights include a one-car garage, 75 feet of concrete dockage, and a fabulous canal setting just moments from open water. Easy to show and ready to enjoy, this Duck Key home delivers the very best of Keys living—luxury, lifestyle, and location.

272 W Seaview Dr, Duck Key

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