$2,475,000 Experience the best of waterfront living at 3206 Riviera Drive, a beautifully updated canal-front home offering 60 feet of waterfront, exceptional privacy, and direct access to the Key West boating lifestyle. With no homes across the canal, the property enjoys peaceful water views and a uniquely private setting. Designed for both everyday living and entertaining, the open-concept interior is filled with natural light and seamlessly connects to the outdoors through a wall of impact-rated sliding glass doors. The chef's kitchen features premium cabinetry, a large center island, and a waterfront dining area overlooking the pool and canal. The home offers three spacious bedrooms, including two en-suite bedrooms, three full bathrooms, a dedicated laundry room, two-zone air conditioning, and a whole-home generator. Outside, the tropical backyard is built for enjoying the Keys. Relax by the newly renovated heated pool, entertain from the outdoor kitchen, unwind on the screened patio, or enjoy the convenience of an outdoor bathroom. Shell stone limestone walkways, lush landscaping, covered parking, and a fully gated lot complete this private waterfront retreat. Offering the perfect combination of luxury, comfort, and functionality, 3206 Riviera Drive is move-in ready and seller financing may be available. 3 Beds ⋅ 4 Baths ⋅ 620879 MLS Experience the best of waterfront living at 3206 Riviera Drive, a beautifully updated canal-front home offering 60 feet of waterfront, exceptional privacy, and direct access to the Key West boating lifestyle. With no homes across the canal, the property enjoys peaceful water views and a uniquely private setting. Designed for both everyday living and entertaining, the open-concept interior is filled with natural light and seamlessly connects to the outdoors through a wall of impact-rated sliding glass doors. The chef's kitchen features premium cabinetry, a large center island, and a waterfront dining area overlooking the pool and canal. The home offers three spacious bedrooms, including two en-suite bedrooms, three full bathrooms, a dedicated laundry room, two-zone air conditioning, and a whole-home generator. Outside, the tropical backyard is built for enjoying the Keys. Relax by the newly renovated heated pool, entertain from the outdoor kitchen, unwind on the screened patio, or enjoy the convenience of an outdoor bathroom. Shell stone limestone walkways, lush landscaping, covered parking, and a fully gated lot complete this private waterfront retreat. Offering the perfect combination of luxury, comfort, and functionality, 3206 Riviera Drive is move-in ready and seller financing may be available. 3206 Riviera Dr, Key West
$7,500,000 At the end of prestigious Sunrise Lane, where land meets open water on 3 sides, 3750 Sunrise Lane stands as one of the most extraordinary waterfront offerings in Key West. Properties of this scale and setting rarely exist, and almost never come to market. Originally built in the 1950s and extensively rebuilt in 1999, this legacy estate sits on a 28,500sf peninsula, offering a rare scale, privacy, and waterfront presence that is nearly impossible to replicate. The 5,378sf residence blends timeless architecture with expansive indoor and outdoor living. The main level features gracious living spaces with heart pine floors, French doors, and light-filled rooms opening to wide terraces and tranquil water views. The home offers 5 bedrooms and 4.5 baths, including 3 first-floor bedrooms and a spacious primary suite designed for comfort and privacy. Upstairs, 2 guest bedrooms open to a covered balcony and rare widow's walk with panoramic views of the Atlantic, Gulf, and surrounding protected lands. At the heart of the home is an expansive family-style kitchen with a large breakfast room, bar seating, desk area, and rich wood cabinetry. A handsome den with a built-in wet bar creates a warm gathering space, while a studio/flex room offers versatility as an office, art studio, fitness room, or guest overflow. The grounds are equally remarkable, featuring mature tropical landscaping, a large swimming pool, and over 3,200sf of brick patios. Nearly 500 linear feet of seawall provide exceptional dockage with a concrete dock and 2 boat lifts offering immediate deep-water access to both the Atlantic and Gulf. An oversized finished 828sf garage with 4 garage doors adds rare flexibility and functionality. This legacy estate awaits restoration and the vision of its next owner. Its setting, structure, and scale create a once-in-a-generation opportunity to reimagine one of Key West's most significant waterfront properties. 5 Beds ⋅ 5 Baths ⋅ 619886 MLS At the end of prestigious Sunrise Lane, where land meets open water on 3 sides, 3750 Sunrise Lane stands as one of the most extraordinary waterfront offerings in Key West. Properties of this scale and setting rarely exist, and almost never come to market. Originally built in the 1950s and extensively rebuilt in 1999, this legacy estate sits on a 28,500sf peninsula, offering a rare scale, privacy, and waterfront presence that is nearly impossible to replicate. The 5,378sf residence blends timeless architecture with expansive indoor and outdoor living. The main level features gracious living spaces with heart pine floors, French doors, and light-filled rooms opening to wide terraces and tranquil water views. The home offers 5 bedrooms and 4.5 baths, including 3 first-floor bedrooms and a spacious primary suite designed for comfort and privacy. Upstairs, 2 guest bedrooms open to a covered balcony and rare widow's walk with panoramic views of the Atlantic, Gulf, and surrounding protected lands. At the heart of the home is an expansive family-style kitchen with a large breakfast room, bar seating, desk area, and rich wood cabinetry. A handsome den with a built-in wet bar creates a warm gathering space, while a studio/flex room offers versatility as an office, art studio, fitness room, or guest overflow. The grounds are equally remarkable, featuring mature tropical landscaping, a large swimming pool, and over 3,200sf of brick patios. Nearly 500 linear feet of seawall provide exceptional dockage with a concrete dock and 2 boat lifts offering immediate deep-water access to both the Atlantic and Gulf. An oversized finished 828sf garage with 4 garage doors adds rare flexibility and functionality. This legacy estate awaits restoration and the vision of its next owner. Its setting, structure, and scale create a once-in-a-generation opportunity to reimagine one of Key West's most significant waterfront properties. 3750 Sunrise Ln, Key West
$2,499,000 Welcome to your Key West waterfront retreat. This 3bedroom 2bath home is featuring key upgrades already in place with a new roof, all new windows, updated electrical, fresh paint, and a beautiful brand new pool. Situated on an oversized 9,794 sq ft lot with room for your boat this home offers the ideal blend of comfort, outdoor living, and the flexibility to personalize over time. A rare opportunity to step into waterfront living in one of Key West's most desirable locations. 3 Beds ⋅ 2 Baths ⋅ 619667 MLS Welcome to your Key West waterfront retreat. This 3bedroom 2bath home is featuring key upgrades already in place with a new roof, all new windows, updated electrical, fresh paint, and a beautiful brand new pool. Situated on an oversized 9,794 sq ft lot with room for your boat this home offers the ideal blend of comfort, outdoor living, and the flexibility to personalize over time. A rare opportunity to step into waterfront living in one of Key West's most desirable locations. 3612 Sunrise Dr, 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
$3,398,000 Your Dream Waterfront Oasis Awaits! Immerse yourself in refined elegance in this 3-bedroom, 4-bathroom sanctuary. The crown jewel of this residence is the unparalleled canal frontage, complete with a new 24k lb boat lift and ~58' of new seawall, offering seamless ocean access. Step inside to experience the spacious living areas, illuminated by tons of natural light, with tile flooring throughout. Marvel at the attention to detail in the updated kitchen featuring a waterfall island and all new stainless steel appliances. Outside, a heated salt pool, equipped with automation and a water feature, invites you to unwind amidst the lush turf and enchanting landscape lighting. Relish in unparalleled privacy with a comprehensive privacy wall and fencing, enhanced by a Mosquito Nix system for a pleasant outdoor experience. Enjoy the added conveniences of a whole-house automatic generator and on-demand gas water heater. Nestled in an environment that offers the best waterfront living, your lifestyle is enhanced by limitless opportunities for boating and fishing--right from your backyard: automatic front gates, circular driveway, and awning-covered parking round out this unparalleled offering. Elevate your life with this matchless blend of luxury and oceanic freedom! 3 Beds ⋅ 4 Baths ⋅ 619475 MLS Your Dream Waterfront Oasis Awaits! Immerse yourself in refined elegance in this 3-bedroom, 4-bathroom sanctuary. The crown jewel of this residence is the unparalleled canal frontage, complete with a new 24k lb boat lift and ~58' of new seawall, offering seamless ocean access. Step inside to experience the spacious living areas, illuminated by tons of natural light, with tile flooring throughout. Marvel at the attention to detail in the updated kitchen featuring a waterfall island and all new stainless steel appliances. Outside, a heated salt pool, equipped with automation and a water feature, invites you to unwind amidst the lush turf and enchanting landscape lighting. Relish in unparalleled privacy with a comprehensive privacy wall and fencing, enhanced by a Mosquito Nix system for a pleasant outdoor experience. Enjoy the added conveniences of a whole-house automatic generator and on-demand gas water heater. Nestled in an environment that offers the best waterfront living, your lifestyle is enhanced by limitless opportunities for boating and fishing--right from your backyard: automatic front gates, circular driveway, and awning-covered parking round out this unparalleled offering. Elevate your life with this matchless blend of luxury and oceanic freedom! 3034 Riviera Dr, Key West
$1,975,000 NEW PRICE!! Key West WATERFRONT Home with a POOL! This expansive two-story residence has everything you need, featuring a first-floor primary suite, ample off-street parking, and a canal for boating enthusiasts, along with a fantastic pool area complete with a tiki hut for shaded relaxation. With 4 bedrooms and 3 bathrooms, this home spans 2,080 sq. ft. and is just minutes away from Old Town Key West. Nestled on a cul-de-sac, Jamaica Drive is the perfect island oasis--simply drop your paddleboard in from your backyard! The kitchen is chef-ready, offering plenty of cabinet space and a large island. The open floor plan is designed for entertaining, seamlessly flowing to the backyard area with tiki hut, canal views, and a beautiful swimming pool. The first floor includes a primary suite with a luxurious bath, walk-in closet, and pool access. There are three spacious bedrooms located on the second floor. Additional features include central AC, ductless units, a workshop, soundproof windows, impact-rated doors, and hurricane panels. Saltwater pool with chiller and heater. Perfect canal home with seawall without leaving KW! 4 Beds ⋅ 3 Baths ⋅ 619096 MLS NEW PRICE!! Key West WATERFRONT Home with a POOL! This expansive two-story residence has everything you need, featuring a first-floor primary suite, ample off-street parking, and a canal for boating enthusiasts, along with a fantastic pool area complete with a tiki hut for shaded relaxation. With 4 bedrooms and 3 bathrooms, this home spans 2,080 sq. ft. and is just minutes away from Old Town Key West. Nestled on a cul-de-sac, Jamaica Drive is the perfect island oasis--simply drop your paddleboard in from your backyard! The kitchen is chef-ready, offering plenty of cabinet space and a large island. The open floor plan is designed for entertaining, seamlessly flowing to the backyard area with tiki hut, canal views, and a beautiful swimming pool. The first floor includes a primary suite with a luxurious bath, walk-in closet, and pool access. There are three spacious bedrooms located on the second floor. Additional features include central AC, ductless units, a workshop, soundproof windows, impact-rated doors, and hurricane panels. Saltwater pool with chiller and heater. Perfect canal home with seawall without leaving KW! 1620 Jamaica Dr, Key West
$2,549,000 **Seller Financing Considered** 2924 Riviera Dr is a Must See! Meticulously renovated house on the Riviera Canal. Features 3 bedrooms, 2 full baths & 2 half baths, plus separate pool / canal side cottage. Open & airy living room & kitchen gives you spectacular views of backyard, pool and canal. You can even see the pool and canal from the front door. Owner / Seller is a carpenter. House was stripped to the concrete block walls and rebuilt (with permits) with all new materials. New impact windows & doors, roof (with straps), ductless AC ( 2 compressors, 6 heads), electrical - 200 Amp service, water supply lines, manifold style on demand water heater, Turkish Marble floors throughout (no ceramic tile), drywall on walls & ceiling, kitchen cabinets & counter tops, appliances, bathroom fixtures, and much, much more. Even has interior laundry & utility room. Expansive primary bedroom with walk thru closet and spacious ensuite bath, plus pool & canal views. Enjoy the convenience of living in Key West and having your boat in your back yard. Concrete seawall (59Ft) with newer 12,000 Ibs boat lift and inground pool (with newer pump / filter) compliment the canal-front back yard. Lot is 7,670 sq ft. Located close to schools, professional offices, shopping, airport & beaches. Just a short ride to Duval St and the all the Old Town KW attractions. House is turn-key. Simply unpack your swimsuit and start enjoying the Keys lifestyle. **Seller is open to financing the Buyer** 3 Beds ⋅ 4 Baths ⋅ 618952 MLS **Seller Financing Considered** 2924 Riviera Dr is a Must See! Meticulously renovated house on the Riviera Canal. Features 3 bedrooms, 2 full baths & 2 half baths, plus separate pool / canal side cottage. Open & airy living room & kitchen gives you spectacular views of backyard, pool and canal. You can even see the pool and canal from the front door. Owner / Seller is a carpenter. House was stripped to the concrete block walls and rebuilt (with permits) with all new materials. New impact windows & doors, roof (with straps), ductless AC ( 2 compressors, 6 heads), electrical - 200 Amp service, water supply lines, manifold style on demand water heater, Turkish Marble floors throughout (no ceramic tile), drywall on walls & ceiling, kitchen cabinets & counter tops, appliances, bathroom fixtures, and much, much more. Even has interior laundry & utility room. Expansive primary bedroom with walk thru closet and spacious ensuite bath, plus pool & canal views. Enjoy the convenience of living in Key West and having your boat in your back yard. Concrete seawall (59Ft) with newer 12,000 Ibs boat lift and inground pool (with newer pump / filter) compliment the canal-front back yard. Lot is 7,670 sq ft. Located close to schools, professional offices, shopping, airport & beaches. Just a short ride to Duval St and the all the Old Town KW attractions. House is turn-key. Simply unpack your swimsuit and start enjoying the Keys lifestyle. **Seller is open to financing the Buyer** 2924 Riviera Dr, Key West
$2,195,000 This fully renovated canal front home at 1724 Bahama Drive offers modern waterfront living in a highly convenient location in Key West. The property features four bedrooms and four bathrooms and includes a separate mother in law unit, making it well suited for guests, extended family, or flexible use. The home has been completely updated with a new kitchen featuring quartz countertops, custom cabinetry, and stainless steel Thermador appliances. New tile flooring, updated lighting, and fully renovated bathrooms with clean modern finishes create a bright and comfortable interior throughout. The home also includes a new central air conditioning system and discreet security cameras that blend seamlessly into the design. A new roof adds peace of mind and makes this a true move in ready property. Outside, the home offers 56 feet of concrete seawall along a calm canal, providing excellent dockage potential and easy access for boating and paddleboarding. The outdoor space includes a bar and grilling area that is ideal for entertaining, along with a fully fenced yard finished with low maintenance turf for privacy and ease of care. The location is one of the home's strongest features. It is close to schools and the local high school and is within five minutes of grocery stores, restaurants, and beaches. Downtown Key West is approximately ten minutes away, offering quick access to Old Town, shopping, dining, and entertainment. This is a rare opportunity to own a fully renovated canal front home with flexible living space, boat ready frontage, and a central Key West location. One of the owners is a Licensed Florida Realtor. 4 Beds ⋅ 4 Baths ⋅ 618256 MLS This fully renovated canal front home at 1724 Bahama Drive offers modern waterfront living in a highly convenient location in Key West. The property features four bedrooms and four bathrooms and includes a separate mother in law unit, making it well suited for guests, extended family, or flexible use. The home has been completely updated with a new kitchen featuring quartz countertops, custom cabinetry, and stainless steel Thermador appliances. New tile flooring, updated lighting, and fully renovated bathrooms with clean modern finishes create a bright and comfortable interior throughout. The home also includes a new central air conditioning system and discreet security cameras that blend seamlessly into the design. A new roof adds peace of mind and makes this a true move in ready property. Outside, the home offers 56 feet of concrete seawall along a calm canal, providing excellent dockage potential and easy access for boating and paddleboarding. The outdoor space includes a bar and grilling area that is ideal for entertaining, along with a fully fenced yard finished with low maintenance turf for privacy and ease of care. The location is one of the home's strongest features. It is close to schools and the local high school and is within five minutes of grocery stores, restaurants, and beaches. Downtown Key West is approximately ten minutes away, offering quick access to Old Town, shopping, dining, and entertainment. This is a rare opportunity to own a fully renovated canal front home with flexible living space, boat ready frontage, and a central Key West location. One of the owners is a Licensed Florida Realtor. 1724 Bahama Dr, Key West
$1,375,000 Ocean Views! Over 2730 interior sq ft townhome with Ocean Views! This is the largest floor plan at SeaSide Court. Boasting 6 balconies - 4 bed - 4 bath - 3 levels over private garage. Only one other of these largest floor plans has come up for sell in the MLS in three years! Concrete construction with impact rated windows & doors gives you lock it & leave convenience. Features stainless steel kitchen appliances, two garden tubs & four showers. For your convenience it has trash and laundry chutes on multiple floors plus parking for three cars (one inside private garage, one in exclusive space outside the garage and one is in open parking around the pool). No attached unit on one side of this town home. On the ground level you have garage, interior storage, laundry room and covered area leading out to a secluded (fenced) courtyard. This is a great space for entertaining, dinning, bar area, etc... to enjoy our mild winter weather. Some owners in this community have built small, private pools in their court yards (this one does NOT have a private pool). Up on the roof you'll find a small, private roof top deck for enjoying sunrises, sunsets, star gazing or working on your tan! The SeaSide complex is gated, has two pools and a club house with weight / work out room. The private elevator goes from the ground level up to all three levels & has just been serviced. The roof-top deck is accessible from a 'ships ladder' only. Proof of funds or mortgage pre-qual required before showing and must accompany all offers. HOA fees cover wind insurance but not flood. See documents tab for Assoc docs, budget, etc... 4 Beds ⋅ 4 Baths ⋅ 617821 MLS Ocean Views! Over 2730 interior sq ft townhome with Ocean Views! This is the largest floor plan at SeaSide Court. Boasting 6 balconies - 4 bed - 4 bath - 3 levels over private garage. Only one other of these largest floor plans has come up for sell in the MLS in three years! Concrete construction with impact rated windows & doors gives you lock it & leave convenience. Features stainless steel kitchen appliances, two garden tubs & four showers. For your convenience it has trash and laundry chutes on multiple floors plus parking for three cars (one inside private garage, one in exclusive space outside the garage and one is in open parking around the pool). No attached unit on one side of this town home. On the ground level you have garage, interior storage, laundry room and covered area leading out to a secluded (fenced) courtyard. This is a great space for entertaining, dinning, bar area, etc... to enjoy our mild winter weather. Some owners in this community have built small, private pools in their court yards (this one does NOT have a private pool). Up on the roof you'll find a small, private roof top deck for enjoying sunrises, sunsets, star gazing or working on your tan! The SeaSide complex is gated, has two pools and a club house with weight / work out room. The private elevator goes from the ground level up to all three levels & has just been serviced. The roof-top deck is accessible from a 'ships ladder' only. Proof of funds or mortgage pre-qual required before showing and must accompany all offers. HOA fees cover wind insurance but not flood. See documents tab for Assoc docs, budget, etc... 43 Seaside South Ct, Key West