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Welcome to 154 Biscayne Boulevard in the heart of Islamorada. This beautifully maintained 3 bedroom, 2 bathroom concrete home is designed for those who want to enjoy life on the water. Located in the highly sought after Port Antigua neighborhood, this home offers the perfect balance of comfort, durability, and island living. Whether you are searching for a full time residence, a weekend retreat, or an investment opportunity in the Florida Keys, this is your chance to own a piece of paradise and experience everything Islamorada has to offer. Built for lasting peace of mind, the home features a concrete roof, full impact windows and doors, and an inviting open concept floor plan that seamlessly connects the kitchen, dining, and living areas. Natural light fills the space, creating a bright and welcoming atmosphere that is perfect for everyday living or entertaining family and friends. Step outside to the spacious screened balcony overlooking the canal, the perfect place to enjoy your morning coffee or unwind in the evening while taking in the tropical breeze. Downstairs, the covered outdoor living area offers exceptional space for entertaining, relaxing after a day on the water, or storing everything you need for the Florida Keys lifestyle. For boating enthusiasts, this property features a concrete dock with two boat lifts, and quick access to some of the best fishing and boating waters in the world. A large enclosed storage area provides plenty of room for fishing gear, paddleboards, diving equipment, and all of your essentials.

3 Beds ⋅ 2 Baths ⋅ 620603 MLS

Welcome to 154 Biscayne Boulevard in the heart of Islamorada. This beautifully maintained 3 bedroom, 2 bathroom concrete home is designed for those who want to enjoy life on the water. Located in the highly sought after Port Antigua neighborhood, this home offers the perfect balance of comfort, durability, and island living. Whether you are searching for a full time residence, a weekend retreat, or an investment opportunity in the Florida Keys, this is your chance to own a piece of paradise and experience everything Islamorada has to offer. Built for lasting peace of mind, the home features a concrete roof, full impact windows and doors, and an inviting open concept floor plan that seamlessly connects the kitchen, dining, and living areas. Natural light fills the space, creating a bright and welcoming atmosphere that is perfect for everyday living or entertaining family and friends. Step outside to the spacious screened balcony overlooking the canal, the perfect place to enjoy your morning coffee or unwind in the evening while taking in the tropical breeze. Downstairs, the covered outdoor living area offers exceptional space for entertaining, relaxing after a day on the water, or storing everything you need for the Florida Keys lifestyle. For boating enthusiasts, this property features a concrete dock with two boat lifts, and quick access to some of the best fishing and boating waters in the world. A large enclosed storage area provides plenty of room for fishing gear, paddleboards, diving equipment, and all of your essentials.

154 Biscayne Blvd, Islamorada

$2,425,000

Welcome to one of Islamorada's finest homes! Located in Venetian Shores the premier boating community of Islamorada. One of only two streets in the neighborhood with curbs and street drainage system. 70ft of deep water dockage and 100ft wide canal. Direct Ocean and Bay access via Snake Creek. Draw bridge to ocean for yachts and tower boats. This home is a must see! Extremely clean and well maintained home. Fantastic layout. Upstairs you have a little over 1,900 sq ft of living space all on one floor - which includes your kitchen, living room, dining room, 3 large bedrooms and 2 bathrooms. Downstairs you have your rec room with 2 bedrooms, cabana bath and tackle room/workshop. Solid concrete construction designed to offer peace of mind during hurricane season. Conveniently located close to restaurants, shopping, Publix, schools, and hospital. Buyer to verify all information.

5 Beds ⋅ 3 Baths ⋅ 620127 MLS

Welcome to one of Islamorada's finest homes! Located in Venetian Shores the premier boating community of Islamorada. One of only two streets in the neighborhood with curbs and street drainage system. 70ft of deep water dockage and 100ft wide canal. Direct Ocean and Bay access via Snake Creek. Draw bridge to ocean for yachts and tower boats. This home is a must see! Extremely clean and well maintained home. Fantastic layout. Upstairs you have a little over 1,900 sq ft of living space all on one floor - which includes your kitchen, living room, dining room, 3 large bedrooms and 2 bathrooms. Downstairs you have your rec room with 2 bedrooms, cabana bath and tackle room/workshop. Solid concrete construction designed to offer peace of mind during hurricane season. Conveniently located close to restaurants, shopping, Publix, schools, and hospital. Buyer to verify all information.

113 Villa Bella Dr, Islamorada

$2,425,000

Welcome to Coral Cove Residence 3, perfectly positioned in the heart of Islamorada. This turn-key, thoughtfully designed three-bedroom, three-and-a-half-bath residence was built in 2020 and features quality construction and well-appointed appliances throughout. A beautiful open floor plan allows natural light to flow effortlessly, creating an inviting coastal living environment. Located within Coral Cove, a private bayfront community of just eight residences, this home offers both exclusivity and convenience. The residence boasts its own private pool, ideal for relaxing or entertaining, while the community also features a stunning bayfront pool with sweeping sunset views over the water. An assigned boat slip in the community marina provides easy access to the bay and ocean beyond, perfect for boating, fishing, and enjoying life on the water. Weekly rentals are permitted, making this an excellent opportunity for a vacation home that can offset carrying costs, an income-producing investment, or a combination of both. The intimate, well-maintained community offers a peaceful retreat while remaining within walking distance to Islamorada's dining, art galleries, boutiques, and local attractions. A rare opportunity to own a turn-key property in one of downtown Islamorada's most desirable bayfront communities.

3 Beds ⋅ 4 Baths ⋅ 617758 MLS

Welcome to Coral Cove Residence 3, perfectly positioned in the heart of Islamorada. This turn-key, thoughtfully designed three-bedroom, three-and-a-half-bath residence was built in 2020 and features quality construction and well-appointed appliances throughout. A beautiful open floor plan allows natural light to flow effortlessly, creating an inviting coastal living environment. Located within Coral Cove, a private bayfront community of just eight residences, this home offers both exclusivity and convenience. The residence boasts its own private pool, ideal for relaxing or entertaining, while the community also features a stunning bayfront pool with sweeping sunset views over the water. An assigned boat slip in the community marina provides easy access to the bay and ocean beyond, perfect for boating, fishing, and enjoying life on the water. Weekly rentals are permitted, making this an excellent opportunity for a vacation home that can offset carrying costs, an income-producing investment, or a combination of both. The intimate, well-maintained community offers a peaceful retreat while remaining within walking distance to Islamorada's dining, art galleries, boutiques, and local attractions. A rare opportunity to own a turn-key property in one of downtown Islamorada's most desirable bayfront communities.

81906 Overseas Hwy Unit 3, Islamorada

$2,350,000

Located in the highly desirable Venetian Shores neighborhood in Islamorada, this canal front home offers 70 feet of dockage with a brand new concrete dock and seawall, making it an excellent opportunity for boating enthusiasts. Enjoy quick and convenient access to both the Atlantic Ocean and Florida Bay through Snake Creek, one of the most sought-after boating access points in the Florida Keys. This prime location allows for easy navigation whether heading offshore or exploring the backcountry. Situated on a 7,000 square foot lot, the property features a two-bedroom, two-bathroom layout upstairs, along with a one-bedroom, one-bathroom downstairs, offering additional flexibility for guests, extended family, or bonus space. The home has been freshly painted and is ready for immediate enjoyment, while also presenting an opportunity to update, expand, or build new in a neighborhood known for redevelopment and custom homes. For boaters, this property is ready to go--complete with a new concrete dock and seawall, ideal for accommodating a large vessel. A boat lift permit has already been applied for and approved by the Village of Islamorada, providing added value and convenience for the next owner. Venetian Shores is known for its wide canals, excellent water access, and close proximity to dining, marinas, and local amenities. Whether you're looking for a primary residence, vacation home, or future investment, this property offers strong potential in one of Islamorada's most desirable waterfront communities.

3 Beds ⋅ 3 Baths ⋅ 618461 MLS

Located in the highly desirable Venetian Shores neighborhood in Islamorada, this canal front home offers 70 feet of dockage with a brand new concrete dock and seawall, making it an excellent opportunity for boating enthusiasts. Enjoy quick and convenient access to both the Atlantic Ocean and Florida Bay through Snake Creek, one of the most sought-after boating access points in the Florida Keys. This prime location allows for easy navigation whether heading offshore or exploring the backcountry. Situated on a 7,000 square foot lot, the property features a two-bedroom, two-bathroom layout upstairs, along with a one-bedroom, one-bathroom downstairs, offering additional flexibility for guests, extended family, or bonus space. The home has been freshly painted and is ready for immediate enjoyment, while also presenting an opportunity to update, expand, or build new in a neighborhood known for redevelopment and custom homes. For boaters, this property is ready to go--complete with a new concrete dock and seawall, ideal for accommodating a large vessel. A boat lift permit has already been applied for and approved by the Village of Islamorada, providing added value and convenience for the next owner. Venetian Shores is known for its wide canals, excellent water access, and close proximity to dining, marinas, and local amenities. Whether you're looking for a primary residence, vacation home, or future investment, this property offers strong potential in one of Islamorada's most desirable waterfront communities.

109 Milano Dr, Islamorada

$2,275,000

Welcome to your own private slice of Islamorada paradise! This canal-front home offers easy access to Florida Bay along with stunning lake views and unforgettable sunsets. This home features CBS construction, a metal roof, accordion shutters, living areas above base flood elevation, and plenty of parking. The upstairs main living area offers over 2,000 square feet of living space with 3 bedrooms and 2.5 bathrooms. Vaulted ceilings and an open, spacious layout are designed to capture natural light and water views. The large kitchen flows seamlessly into the living and dining areas, making it ideal for entertaining or simply enjoying the relaxed Keys lifestyle. The bedrooms are located down the hallway, creating a nice separation from the main living spaces. The primary suite features a walk-in closet and a beautifully appointed spa-like bathroom with marble finishes, dual vanities, granite countertops, soaking tub, and a glass-enclosed steam shower with multiple shower heads. All bedrooms are generously sized with ample closet space. The downstairs living space offers over 770 square feet and is separate from the upstairs, creating a great private area for guests to enjoy, complete with sliding glass doors that open directly to the pool area. Outside, enjoy lush tropical landscaping, a canal-front pool with heater, 60' of dockage with a 15,000 lb boat lift, and quick boating access to Florida Bay. The outdoor living space is ideal for entertaining with plenty of room under the carport along with an outdoor kitchen. Whether you are heading out for a sunset cruise, fishing trip, or waterfront dining, this location puts the best of the Florida Keys lifestyle right at your fingertips.

4 Beds ⋅ 4 Baths ⋅ 620004 MLS

Welcome to your own private slice of Islamorada paradise! This canal-front home offers easy access to Florida Bay along with stunning lake views and unforgettable sunsets. This home features CBS construction, a metal roof, accordion shutters, living areas above base flood elevation, and plenty of parking. The upstairs main living area offers over 2,000 square feet of living space with 3 bedrooms and 2.5 bathrooms. Vaulted ceilings and an open, spacious layout are designed to capture natural light and water views. The large kitchen flows seamlessly into the living and dining areas, making it ideal for entertaining or simply enjoying the relaxed Keys lifestyle. The bedrooms are located down the hallway, creating a nice separation from the main living spaces. The primary suite features a walk-in closet and a beautifully appointed spa-like bathroom with marble finishes, dual vanities, granite countertops, soaking tub, and a glass-enclosed steam shower with multiple shower heads. All bedrooms are generously sized with ample closet space. The downstairs living space offers over 770 square feet and is separate from the upstairs, creating a great private area for guests to enjoy, complete with sliding glass doors that open directly to the pool area. Outside, enjoy lush tropical landscaping, a canal-front pool with heater, 60' of dockage with a 15,000 lb boat lift, and quick boating access to Florida Bay. The outdoor living space is ideal for entertaining with plenty of room under the carport along with an outdoor kitchen. Whether you are heading out for a sunset cruise, fishing trip, or waterfront dining, this location puts the best of the Florida Keys lifestyle right at your fingertips.

316 Woods Ave, Islamorada

$2,100,000

Turnkey waterfront living with exceptional boating access in the heart of Plantation Key. Beautifully remodeled and designed for the Florida Keys lifestyle, this inviting canal-front home offers 70 feet of waterfront on a wide canal, a spectacular new pool surrounded by expansive brick-paver decking, and direct access to the Atlantic Ocean. The light-filled main living level features an open-concept design with a beautifully updated kitchen, generous island seating and an easy flow into the living and entertaining spaces. The main level offers two bedrooms and two baths, while a separate one-bedroom, one-bath guest area downstairs provides additional space for family and friends. A garage adds valuable storage for all the Keys essentials. Outside is where this property truly shines. Lush tropical landscaping surrounds the new pool and spacious waterfront entertaining areas, creating a private, resort-like setting for relaxing after a day on the water. Enjoy 70 feet of canal frontage with plenty of room for your boating lifestyle. Boaters will appreciate quick, direct ocean access, with Tavernier Creek just minutes away providing convenient passage to Florida Bay. This exceptional location makes both the Atlantic and Florida Bay easily accessible for fishing, diving, cruising and days on the water. Fresh, beautifully updated and ready to enjoy, this is a wonderful opportunity to embrace the best of Plantation Key living, where boating, entertaining and laid-back island life come together.

3 Beds ⋅ 3 Baths ⋅ 621166 MLS

Turnkey waterfront living with exceptional boating access in the heart of Plantation Key. Beautifully remodeled and designed for the Florida Keys lifestyle, this inviting canal-front home offers 70 feet of waterfront on a wide canal, a spectacular new pool surrounded by expansive brick-paver decking, and direct access to the Atlantic Ocean. The light-filled main living level features an open-concept design with a beautifully updated kitchen, generous island seating and an easy flow into the living and entertaining spaces. The main level offers two bedrooms and two baths, while a separate one-bedroom, one-bath guest area downstairs provides additional space for family and friends. A garage adds valuable storage for all the Keys essentials. Outside is where this property truly shines. Lush tropical landscaping surrounds the new pool and spacious waterfront entertaining areas, creating a private, resort-like setting for relaxing after a day on the water. Enjoy 70 feet of canal frontage with plenty of room for your boating lifestyle. Boaters will appreciate quick, direct ocean access, with Tavernier Creek just minutes away providing convenient passage to Florida Bay. This exceptional location makes both the Atlantic and Florida Bay easily accessible for fishing, diving, cruising and days on the water. Fresh, beautifully updated and ready to enjoy, this is a wonderful opportunity to embrace the best of Plantation Key living, where boating, entertaining and laid-back island life come together.

123 Harbor Dr, Islamorada

$2,075,000

Welcome to your private island home retreat, The Belle House. Highlighted on the Netflix series Bloodline as the home of Kevin & Belle Rayburn. Set on an expansive half-acre double lot enveloped by lush, tropical native plantings, this beautifully updated home offers a rare combination of privacy, tranquility, & effortless Keys living. This home offers room to breathe, unwind & genuinely enjoy your surroundings. Mature landscaping creates a secluded, garden-like setting that feels more like a private resort than a traditional residential property. Featured on the Upper Keys 40th Anniversary Garden Walk, this concrete home with metal roof, Anderson impact windows & doors throughout, & lovely, relaxing wraparound porch is situated in an X flood zone. The neighborhood boasts one of Islamorada's nicest homeowners' parks offering a boat ramp, temporary dockage, a beach & wade in swimming area. Depart from your driveway, launch your boat, & be in Florida Bay in under 10 minutes! Located walking distance to Islamorada's Founder's Park. The interior provides casual, timeless elegance with vaulted ceilings & hand sculpted walnut flooring. The main level consists of free-flowing living & dining, chef's kitchen featuring Wolf, Sub Zero & Meile appliances with honed granite countertops, large pantry/laundry area, very spacious primary suite, as well as guest bedroom, bath and under stair storage. The second level provides privacy for your guests or older children, offering a second guest bedroom and bath as well as a sitting room with mini fridge and breakfast bar. This area could easily transition into a 4th bedroom. There is a detached, all concrete garage on the second lot w/ ample space for parking a flats boat and RV ready with 30-amp service. Two driveways provide plenty of parking for multiple vehicles. This unique home is move in ready. It has been beautifully maintained and cared for and is ready for you and your family to make new memories on Palm Lane!

3 Beds ⋅ 3 Baths ⋅ 621121 MLS

Welcome to your private island home retreat, The Belle House. Highlighted on the Netflix series Bloodline as the home of Kevin & Belle Rayburn. Set on an expansive half-acre double lot enveloped by lush, tropical native plantings, this beautifully updated home offers a rare combination of privacy, tranquility, & effortless Keys living. This home offers room to breathe, unwind & genuinely enjoy your surroundings. Mature landscaping creates a secluded, garden-like setting that feels more like a private resort than a traditional residential property. Featured on the Upper Keys 40th Anniversary Garden Walk, this concrete home with metal roof, Anderson impact windows & doors throughout, & lovely, relaxing wraparound porch is situated in an X flood zone. The neighborhood boasts one of Islamorada's nicest homeowners' parks offering a boat ramp, temporary dockage, a beach & wade in swimming area. Depart from your driveway, launch your boat, & be in Florida Bay in under 10 minutes! Located walking distance to Islamorada's Founder's Park. The interior provides casual, timeless elegance with vaulted ceilings & hand sculpted walnut flooring. The main level consists of free-flowing living & dining, chef's kitchen featuring Wolf, Sub Zero & Meile appliances with honed granite countertops, large pantry/laundry area, very spacious primary suite, as well as guest bedroom, bath and under stair storage. The second level provides privacy for your guests or older children, offering a second guest bedroom and bath as well as a sitting room with mini fridge and breakfast bar. This area could easily transition into a 4th bedroom. There is a detached, all concrete garage on the second lot w/ ample space for parking a flats boat and RV ready with 30-amp service. Two driveways provide plenty of parking for multiple vehicles. This unique home is move in ready. It has been beautifully maintained and cared for and is ready for you and your family to make new memories on Palm Lane!

130 Palm Ln, Islamorada

$2,050,000

Impeccably Designed Islamorada Waterfront Retreat! Welcome to your private island oasis! This stunning 3BR/3BA solid concrete waterfront home on Lower Matecumbe Key combines comfort and style with the ultimate Florida Keys lifestyle. Beautifully updated, this turnkey residence is move-in ready for immediate enjoyment. The inviting floor plan features a well-appointed kitchen with quartz countertops and stainless appliances with open living concept, a spacious primary en suite, and a versatile downstairs guest suite with bedroom and living area--perfect for hosting family and friends or creating your own private retreat. Situated on a canal with immediate ocean access, the property includes 75 feet of concrete dockage with boat lift for the boating enthusiast. The resort-style backyard is designed for endless entertaining with a heated pool, expansive sun deck, screened porch, and multiple indoor-outdoor living spaces--your personal vacation paradise. Located just minutes from Islamorada's acclaimed restaurants, local marinas, world-class fishing, and island attractions, this exceptional home offers the perfect balance of waterfront tranquility and vibrant Keys living. Whether you're lounging poolside, departing for a day on the water, or gathering with loved ones, every day feels like a getaway. Low Flood Insurance currently $2075 available to transfer.

3 Beds ⋅ 3 Baths ⋅ 619722 MLS

Impeccably Designed Islamorada Waterfront Retreat! Welcome to your private island oasis! This stunning 3BR/3BA solid concrete waterfront home on Lower Matecumbe Key combines comfort and style with the ultimate Florida Keys lifestyle. Beautifully updated, this turnkey residence is move-in ready for immediate enjoyment. The inviting floor plan features a well-appointed kitchen with quartz countertops and stainless appliances with open living concept, a spacious primary en suite, and a versatile downstairs guest suite with bedroom and living area--perfect for hosting family and friends or creating your own private retreat. Situated on a canal with immediate ocean access, the property includes 75 feet of concrete dockage with boat lift for the boating enthusiast. The resort-style backyard is designed for endless entertaining with a heated pool, expansive sun deck, screened porch, and multiple indoor-outdoor living spaces--your personal vacation paradise. Located just minutes from Islamorada's acclaimed restaurants, local marinas, world-class fishing, and island attractions, this exceptional home offers the perfect balance of waterfront tranquility and vibrant Keys living. Whether you're lounging poolside, departing for a day on the water, or gathering with loved ones, every day feels like a getaway. Low Flood Insurance currently $2075 available to transfer.

137 Cortez Dr, Islamorada

$1,950,000

VA Assumable! Experience refined waterfront living in the Florida Keys, where luxury meets effortless access to world-class boating and fishing. This exceptional canal-front residence is thoughtfully designed for discerning buyers who value privacy, convenience, and a true connection to the water. A private dock with newly added 15,000 lb boat lift provides seamless access to open water, allowing you to leave your backyard and reach premier fishing grounds in minutes. A utility elevator lift enhances everyday comfort, making it easy to move gear, provisions, and luggage between levels with ease. Outdoor living is elevated for both entertaining and function. A custom storage shed equipped with an ice machine and two deep freezers caters perfectly to avid anglers and boating enthusiasts, offering an ideal setup for bait, ice, and fresh catch storage—an uncommon and highly desirable feature in the Keys. Inside, the home offers a bright, coastal interior that complements the surrounding water views, creating a calm and inviting retreat. Designed for both full-time living and elegant escapes, the residence balances relaxed island style with upscale practicality. Whether hosting sunset gatherings, heading offshore at first light, or enjoying quiet evenings by the water, this property delivers a lifestyle defined by ease, sophistication, and the unparalleled beauty of the Florida Keys. An exceptional opportunity for those seeking a premier waterfront home that supports both luxury living and an active boating lifestyle.

4 Beds ⋅ 3 Baths ⋅ 617822 MLS

VA Assumable! Experience refined waterfront living in the Florida Keys, where luxury meets effortless access to world-class boating and fishing. This exceptional canal-front residence is thoughtfully designed for discerning buyers who value privacy, convenience, and a true connection to the water. A private dock with newly added 15,000 lb boat lift provides seamless access to open water, allowing you to leave your backyard and reach premier fishing grounds in minutes. A utility elevator lift enhances everyday comfort, making it easy to move gear, provisions, and luggage between levels with ease. Outdoor living is elevated for both entertaining and function. A custom storage shed equipped with an ice machine and two deep freezers caters perfectly to avid anglers and boating enthusiasts, offering an ideal setup for bait, ice, and fresh catch storage—an uncommon and highly desirable feature in the Keys. Inside, the home offers a bright, coastal interior that complements the surrounding water views, creating a calm and inviting retreat. Designed for both full-time living and elegant escapes, the residence balances relaxed island style with upscale practicality. Whether hosting sunset gatherings, heading offshore at first light, or enjoying quiet evenings by the water, this property delivers a lifestyle defined by ease, sophistication, and the unparalleled beauty of the Florida Keys. An exceptional opportunity for those seeking a premier waterfront home that supports both luxury living and an active boating lifestyle.

439 Palm Drive Dr, Islamorada

$1,800,000

Prime Commercial Opportunity in Islamorada! A rare find in the heart of Islamorada. This iconic restaurant property offers exceptional visibility along the world-famous Overseas Highway. Perfectly positioned on the corner of Overseas Highway and Blackwood Drive, this site has excellent traffic exposure, strong curb appeal, and convenient access for both locals and visitors traveling through the Florida Keys. Close proximity to multiple resorts, shopping, and the Morada Way Art District. The building totals 4,942 square feet situated on a 16,746 square feet lot, with ample customer and employee parking available in the front, side, and rear of the property with a 160 seat restaurant and a 5COP liquor license. Zoned Village Center (VC), the site offers tremendous flexibility for a wide range of commercial uses and is located in desirable X flood zone. Currently home to the Islamorada Shrimp Shack, a local staple and internationally recognized restaurant featured on Food Network's ''Diners, Drive-Ins, and Dives'' with Guy Fieri, the property presents a truly unique opportunity. Whether you're looking to continue a restaurant tradition in a turnkey setting or redevelop into a new commercial concept, this property provides a strong foundation for growth.

4 Baths ⋅ 616246 MLS

Prime Commercial Opportunity in Islamorada! A rare find in the heart of Islamorada. This iconic restaurant property offers exceptional visibility along the world-famous Overseas Highway. Perfectly positioned on the corner of Overseas Highway and Blackwood Drive, this site has excellent traffic exposure, strong curb appeal, and convenient access for both locals and visitors traveling through the Florida Keys. Close proximity to multiple resorts, shopping, and the Morada Way Art District. The building totals 4,942 square feet situated on a 16,746 square feet lot, with ample customer and employee parking available in the front, side, and rear of the property with a 160 seat restaurant and a 5COP liquor license. Zoned Village Center (VC), the site offers tremendous flexibility for a wide range of commercial uses and is located in desirable X flood zone. Currently home to the Islamorada Shrimp Shack, a local staple and internationally recognized restaurant featured on Food Network's ''Diners, Drive-Ins, and Dives'' with Guy Fieri, the property presents a truly unique opportunity. Whether you're looking to continue a restaurant tradition in a turnkey setting or redevelop into a new commercial concept, this property provides a strong foundation for growth.

81901 Overseas Hwy, Islamorada

$1,525,000

Experience Coastal Luxury and privacy with this exceptional 5 bedroom, 3 bath home on two lots!! Over 2900 sq. ft. of thoughtfully designed living space. Constructed of concrete with impact windows and doors and recently painted inside and out, this home blends style, safety, and comfort. The property's coastal architectural charm is highlighted by a beautiful wrap-around porch and a curved pavered driveway leading to the air-conditioned garage. the main floor includes three bedrooms and 2 baths, featuring a master suite at the end of the home with private access to the backyard and heated pool. Upstairs two large bedrooms share a Jack-and-Jill bath, ideal for family or guests. The chef's kitchen boasts stainless steel appliances, an eat-in area, and a full walk-in pantry, flowing seamlessly into the sun-room and open living/dining area with a canal view. The outdoor living spaces are designed for entertaining and relaxation, including a heated pool with Jacuzzi, torch-lit ambiance around the pool, a fire pit and beautifully landscaped grounds. An air-conditioned shed - currently used as a potting shed - can easily serve as a playroom, art studio, or man cave. Boating enthusiasts will love the boat storage with in-and-out service less than 5 minutes away, offering reduced maintenance and added protection. Convenient access nearby to boat ramps at Founders Park, which also offers a sandy beach, pool, dog park, and sports field. Many community events held here - and you can just walk over to them. This home is set in a private, desirable neighborhood near upscale dining and amenities. Luxury, versatility, and lifestyle in one perfect package. Please schedule your private showing today to experience 169 Venetian Way!!

5 Beds ⋅ 3 Baths ⋅ 619545 MLS

Experience Coastal Luxury and privacy with this exceptional 5 bedroom, 3 bath home on two lots!! Over 2900 sq. ft. of thoughtfully designed living space. Constructed of concrete with impact windows and doors and recently painted inside and out, this home blends style, safety, and comfort. The property's coastal architectural charm is highlighted by a beautiful wrap-around porch and a curved pavered driveway leading to the air-conditioned garage. the main floor includes three bedrooms and 2 baths, featuring a master suite at the end of the home with private access to the backyard and heated pool. Upstairs two large bedrooms share a Jack-and-Jill bath, ideal for family or guests. The chef's kitchen boasts stainless steel appliances, an eat-in area, and a full walk-in pantry, flowing seamlessly into the sun-room and open living/dining area with a canal view. The outdoor living spaces are designed for entertaining and relaxation, including a heated pool with Jacuzzi, torch-lit ambiance around the pool, a fire pit and beautifully landscaped grounds. An air-conditioned shed - currently used as a potting shed - can easily serve as a playroom, art studio, or man cave. Boating enthusiasts will love the boat storage with in-and-out service less than 5 minutes away, offering reduced maintenance and added protection. Convenient access nearby to boat ramps at Founders Park, which also offers a sandy beach, pool, dog park, and sports field. Many community events held here - and you can just walk over to them. This home is set in a private, desirable neighborhood near upscale dining and amenities. Luxury, versatility, and lifestyle in one perfect package. Please schedule your private showing today to experience 169 Venetian Way!!

169 Venetian Way, Islamorada

$1,500,000

Island Living in Prestigious Venetian Shores! Welcome to this newly custom-built 4bd/3ba residence ideally positioned on a tranquil plugged canal in one of the most sought-after subdivisions in the Florida Keys. Upstairs, enjoy a spacious open porch that flows seamlessly into a light-filled open concept floor plan. The designer kitchen features solid wood cabinetry, quartz countertops, a large island with waterfall edges, and accent-colored cabinetry for a modern coastal touch. The lower level offers the perfect guest quarters, complete with a private bedroom overlooking the pool, a large bathroom, and a generous living space. Concrete construction with metal roof and impact windows and doors allows you to enjoy the benefits of newer construction. Outdoor entertaining is a breeze with multiple seating areas and a large gazebo, and paver driveway that extends into a beautifully designed pool area. The concrete pool includes a water feature and LED lighting. Additional features include tall covered parking suitable for RVs and boats, and spray foam Icynene insulation in the attic for energy efficiency and reduced cooling costs. Buyers of new hones like this one can save an average of $25,335 over the first 10 years in lower utility bills and reduced repair costs compared to 20 year old homes - Based on recent study, Realtor.com. Boaters will love the nearby Venetian Shores marina with available boat slip rentals and convenient nearby access to boat ramps at Founders Park which also offers a sandy beach, pool, dog park and sports fields. Whether you're looking for a full-time residence or a weekend escape, this exceptional home captures the best of Florida Keys living! SELLER WILL PAY FOR A YEAR OF STORAGE FOR UP TO A 30' BOAT AT SNAKE CREEK MARIN

4 Beds ⋅ 3 Baths ⋅ 619331 MLS

Island Living in Prestigious Venetian Shores! Welcome to this newly custom-built 4bd/3ba residence ideally positioned on a tranquil plugged canal in one of the most sought-after subdivisions in the Florida Keys. Upstairs, enjoy a spacious open porch that flows seamlessly into a light-filled open concept floor plan. The designer kitchen features solid wood cabinetry, quartz countertops, a large island with waterfall edges, and accent-colored cabinetry for a modern coastal touch. The lower level offers the perfect guest quarters, complete with a private bedroom overlooking the pool, a large bathroom, and a generous living space. Concrete construction with metal roof and impact windows and doors allows you to enjoy the benefits of newer construction. Outdoor entertaining is a breeze with multiple seating areas and a large gazebo, and paver driveway that extends into a beautifully designed pool area. The concrete pool includes a water feature and LED lighting. Additional features include tall covered parking suitable for RVs and boats, and spray foam Icynene insulation in the attic for energy efficiency and reduced cooling costs. Buyers of new hones like this one can save an average of $25,335 over the first 10 years in lower utility bills and reduced repair costs compared to 20 year old homes - Based on recent study, Realtor.com. Boaters will love the nearby Venetian Shores marina with available boat slip rentals and convenient nearby access to boat ramps at Founders Park which also offers a sandy beach, pool, dog park and sports fields. Whether you're looking for a full-time residence or a weekend escape, this exceptional home captures the best of Florida Keys living! SELLER WILL PAY FOR A YEAR OF STORAGE FOR UP TO A 30' BOAT AT SNAKE CREEK MARIN

124 Venetian Way, Islamorada

$1,490,000

Experience the ultimate Keys lifestyle in this beautifully furnished and impeccably maintained waterfront pool home in desirable Lower Matecumbe Key. Offering 60 feet of newly decked dockage along the tranquil ''Sleepy Lagoon'', this exceptional property combines relaxed island living with effortless boating access to both the ocean and bay. The light-filled second floor features an open-concept living, dining, and kitchen area with soaring cathedral ceilings and new vinyl flooring throughout. The recently remodeled kitchen showcases new cabinetry, stainless steel appliances, and an inviting layout ideal for entertaining. Two bright bedrooms with laminate flooring are located on this level, including a spacious primary with en-suite bath. Step outside onto the expansive second-floor balcony and enjoy breathtaking lagoon views while watching manatees glide by and fish jump in the tranquil waters below. The first floor offers additional flexible living space with an open bedroom/living area and full bath, featuring sliding glass doors that lead directly to the tropical backyard, pool, and dock. Designed for comfort and convenience, this fully turnkey home includes well-maintained accordion shutters on all non-impact windows, generous storage space for water toys and gardening equipment, and a securely anchored storage shed. Outdoor living is truly exceptional. Relax beneath the airy chickee hut, cool off in the in-ground pool after a day on the water, or entertain family and friends with freshly grilled BBQ favorites in the private backyard oasis. Additional features include a JetDock, fish cleaning station, spacious outdoor shower, fenced backyard for pets, and ample parking for boats, trailers, RVs, and recreational equipment. Residents may enjoy access to a beautiful sandy beach within the subdivision through a voluntary HOA membership. The beach is a protected turtle nesting habitat.

3 Beds ⋅ 3 Baths ⋅ 620353 MLS

Experience the ultimate Keys lifestyle in this beautifully furnished and impeccably maintained waterfront pool home in desirable Lower Matecumbe Key. Offering 60 feet of newly decked dockage along the tranquil ''Sleepy Lagoon'', this exceptional property combines relaxed island living with effortless boating access to both the ocean and bay. The light-filled second floor features an open-concept living, dining, and kitchen area with soaring cathedral ceilings and new vinyl flooring throughout. The recently remodeled kitchen showcases new cabinetry, stainless steel appliances, and an inviting layout ideal for entertaining. Two bright bedrooms with laminate flooring are located on this level, including a spacious primary with en-suite bath. Step outside onto the expansive second-floor balcony and enjoy breathtaking lagoon views while watching manatees glide by and fish jump in the tranquil waters below. The first floor offers additional flexible living space with an open bedroom/living area and full bath, featuring sliding glass doors that lead directly to the tropical backyard, pool, and dock. Designed for comfort and convenience, this fully turnkey home includes well-maintained accordion shutters on all non-impact windows, generous storage space for water toys and gardening equipment, and a securely anchored storage shed. Outdoor living is truly exceptional. Relax beneath the airy chickee hut, cool off in the in-ground pool after a day on the water, or entertain family and friends with freshly grilled BBQ favorites in the private backyard oasis. Additional features include a JetDock, fish cleaning station, spacious outdoor shower, fenced backyard for pets, and ample parking for boats, trailers, RVs, and recreational equipment. Residents may enjoy access to a beautiful sandy beach within the subdivision through a voluntary HOA membership. The beach is a protected turtle nesting habitat.

140 Iroquois Dr, Islamorada

$1,450,000

Seller will consider seller financing. Florida Keys waterfront home, offered fully furnished, no homeowners association, 1,786 SqFt living area (larger than tax roll) fully renovated 3 bedroom, 3 bath waterfront property situated in Lower Matecumbe Key with 7,500 SQ FT lot. New seawall was completed & elevated in 2021. Boaters paradise w/75FT of dockage, under 5 minute ride to open ocean + easy access to bay as well, plenty of space to install a boat lift. There is also a private neighborhood concrete boat ramp that can be used. Canal depth is estimated 10-12 FT. Unique layout offers 2 bedrooms & 2 baths on the second floor with full kitchen & spacious living room area, washer & dryer. First floor offers 1 bedroom & 1 bath, washer & dryer, full kitchen (separate living units). New roof/hurricane impact windows. Easy storage space. Ample parking.

3 Beds ⋅ 3 Baths ⋅ 616594 MLS

Seller will consider seller financing. Florida Keys waterfront home, offered fully furnished, no homeowners association, 1,786 SqFt living area (larger than tax roll) fully renovated 3 bedroom, 3 bath waterfront property situated in Lower Matecumbe Key with 7,500 SQ FT lot. New seawall was completed & elevated in 2021. Boaters paradise w/75FT of dockage, under 5 minute ride to open ocean + easy access to bay as well, plenty of space to install a boat lift. There is also a private neighborhood concrete boat ramp that can be used. Canal depth is estimated 10-12 FT. Unique layout offers 2 bedrooms & 2 baths on the second floor with full kitchen & spacious living room area, washer & dryer. First floor offers 1 bedroom & 1 bath, washer & dryer, full kitchen (separate living units). New roof/hurricane impact windows. Easy storage space. Ample parking.

126 Columbus Dr, Islamorada

$1,435,000

Peaceful Palms - Luxury Oceanfront Living in the Florida Keys Welcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential. Each three-bedroom, three-bathroom townhome is thoughtfully designed with expansive balconies on both the second and third floors, a spacious garage, and pet-friendly accommodations. Owners and guests can enjoy stunning sunrises, an oceanfront pool, and dockage available for rent, making it an ideal escape for those who love life on the water. Additionally, Peaceful Palms is designed to accommodate weekly rentals with the proper permitting, offering an incredible opportunity for investors. With the possibility of new building permits becoming unavailable in the Florida Keys, now is the time to secure your place in this sought-after destination. Don't miss the chance to own a piece of paradise!

3 Beds ⋅ 3 Baths ⋅ 618650 MLS

Peaceful Palms - Luxury Oceanfront Living in the Florida Keys Welcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential. Each three-bedroom, three-bathroom townhome is thoughtfully designed with expansive balconies on both the second and third floors, a spacious garage, and pet-friendly accommodations. Owners and guests can enjoy stunning sunrises, an oceanfront pool, and dockage available for rent, making it an ideal escape for those who love life on the water. Additionally, Peaceful Palms is designed to accommodate weekly rentals with the proper permitting, offering an incredible opportunity for investors. With the possibility of new building permits becoming unavailable in the Florida Keys, now is the time to secure your place in this sought-after destination. Don't miss the chance to own a piece of paradise!

84745 Old Hwy Unit 7, Islamorada

101 Gulfview Dr Unit 204 & 30' boat slip with lift, Islamorada

$1,300,000

Experience luxury island living in the heart of Islamorada at Bay Harbour, one of the Florida Keys' most desirable waterfront communities. Unit 204 offers breathtaking ocean and lagoon water views and an exceptional blend of elegance, comfort, and investment potential. This spacious 3-bedroom, 2.5-bath residence has been fully remodeled and impeccably maintained, featuring beautiful high-end finishes throughout and a stunning designer kitchen perfect for entertaining. The oversized primary suite offers a true retreat with a spacious bedroom and a beautifully appointed spa-inspired primary bathroom. Offered 100% turnkey, this residence is ready for immediate enjoyment or income production, with the flexibility of 7-day rentals and a strong established, impressive rental history. Boaters will appreciate the assigned boat slip and private 20,000-pound boat lift, providing easy access to some of the best fishing and boating in the Florida Keys. Bay Harbour is known for its upscale amenities, prime location, and relaxed coastal lifestyle, making this an exceptional opportunity for both personal enjoyment and investment.

3 Beds ⋅ 3 Baths ⋅ 619919 MLS

Experience luxury island living in the heart of Islamorada at Bay Harbour, one of the Florida Keys' most desirable waterfront communities. Unit 204 offers breathtaking ocean and lagoon water views and an exceptional blend of elegance, comfort, and investment potential. This spacious 3-bedroom, 2.5-bath residence has been fully remodeled and impeccably maintained, featuring beautiful high-end finishes throughout and a stunning designer kitchen perfect for entertaining. The oversized primary suite offers a true retreat with a spacious bedroom and a beautifully appointed spa-inspired primary bathroom. Offered 100% turnkey, this residence is ready for immediate enjoyment or income production, with the flexibility of 7-day rentals and a strong established, impressive rental history. Boaters will appreciate the assigned boat slip and private 20,000-pound boat lift, providing easy access to some of the best fishing and boating in the Florida Keys. Bay Harbour is known for its upscale amenities, prime location, and relaxed coastal lifestyle, making this an exceptional opportunity for both personal enjoyment and investment.

101 Gulfview Dr Unit 204 & 30' boat slip with lift, Islamorada

113 San Juan Dr Unit & Boat Slip, Islamorada

$1,300,000

Desirable Venetian Shores 3 bedroom / 2 bath home just steps to your boat slip! Enjoy a direct sight line view of your boat and surround yourself with peaceful water views from almost every window of this bright, open-concept residence on one of the neighborhood's premier streets. This home offers the truly rare treat of wrap-around views of coastal living with a wide panorama of the private community marina and direct view of your assigned boat slip, plus water views of the closed canal in back. Don't miss this opportunity to live in Islamorada's most desirable neighborhood and enjoy the best boating in the Keys! With just minutes from your boat slip to Florida Bay and easy ocean access through Snake Creek to the Atlantic Ocean, you can delight in fishing, diving, offshore sandbars and boating to more than a dozen nearby waterfront restaurants and bars. This stilt home, built on reinforced concrete pilings, has all the living space on one level upstairs including an open kitchen with newer appliances (2023), large pantry, great room with high ceilings and a sun porch. There are also three large bedrooms in a split plan all with ample closet space. This family home offers the security of a reinforced metal roof, outdoor cameras and an alarm system, and the front door and most of the windows have also been upgraded to impact glass. Downstairs are two carports with workshop, a central tackle/storage room, and a sizable back yard with a sunken outdoor kitchen area/patio for enjoying afternoon barbecues after a day on the water. The expansive front yard has low maintenance landscaping and offers lots of parking for family, friends and all your toys. Relax with your favorite beverage on your covered front porch for a perfect view of the famous Florida Keys sunsets over the marina every night. Marina includes power/water and allows a variety of boat lifts to suit your boat. Ready to enjoy the best Islamorada has to offer with your boat steps from your door? Call today!

3 Beds ⋅ 2 Baths ⋅ 619311 MLS

Desirable Venetian Shores 3 bedroom / 2 bath home just steps to your boat slip! Enjoy a direct sight line view of your boat and surround yourself with peaceful water views from almost every window of this bright, open-concept residence on one of the neighborhood's premier streets. This home offers the truly rare treat of wrap-around views of coastal living with a wide panorama of the private community marina and direct view of your assigned boat slip, plus water views of the closed canal in back. Don't miss this opportunity to live in Islamorada's most desirable neighborhood and enjoy the best boating in the Keys! With just minutes from your boat slip to Florida Bay and easy ocean access through Snake Creek to the Atlantic Ocean, you can delight in fishing, diving, offshore sandbars and boating to more than a dozen nearby waterfront restaurants and bars. This stilt home, built on reinforced concrete pilings, has all the living space on one level upstairs including an open kitchen with newer appliances (2023), large pantry, great room with high ceilings and a sun porch. There are also three large bedrooms in a split plan all with ample closet space. This family home offers the security of a reinforced metal roof, outdoor cameras and an alarm system, and the front door and most of the windows have also been upgraded to impact glass. Downstairs are two carports with workshop, a central tackle/storage room, and a sizable back yard with a sunken outdoor kitchen area/patio for enjoying afternoon barbecues after a day on the water. The expansive front yard has low maintenance landscaping and offers lots of parking for family, friends and all your toys. Relax with your favorite beverage on your covered front porch for a perfect view of the famous Florida Keys sunsets over the marina every night. Marina includes power/water and allows a variety of boat lifts to suit your boat. Ready to enjoy the best Islamorada has to offer with your boat steps from your door? Call today!

113 San Juan Dr Unit & Boat Slip, Islamorada

$1,280,000

3 plex ( 3 separate units) in the heart of downtown Islamorada. A total of 6 bedrooms and 3 baths. Two of the units are remodeled. Walk to Shopping, Boutiques, Bars, Restaurants, World Wide Sportsman/Bas Pro Shops, Florida Keys Brewery. Or take your street legal golf cart. Currently fully rented on annual leases. Would make great 30 days rentals or really great employee housing. Do not miss this opportunity. Two separate electric meters and one water meter.

6 Beds ⋅ 3 Baths ⋅ 620458 MLS

3 plex ( 3 separate units) in the heart of downtown Islamorada. A total of 6 bedrooms and 3 baths. Two of the units are remodeled. Walk to Shopping, Boutiques, Bars, Restaurants, World Wide Sportsman/Bas Pro Shops, Florida Keys Brewery. Or take your street legal golf cart. Currently fully rented on annual leases. Would make great 30 days rentals or really great employee housing. Do not miss this opportunity. Two separate electric meters and one water meter.

81160 Old Hwy, Islamorada

$1,275,000

Ocean Harbour condo with Atlantic ocean views and a boat slip in Islamorada. 3 bedroom, 2 bathroom luxury condo offers expansive ocean views and comfortable living space. The thoughtfully redesigned floor plan enhances the primary suite layout, adds a third bedroom, updates both bathrooms, and expands the living area by enclosing the porch as additional interior living space; maximizing functionality, comfort, and guest accommodations. Features updated appliances, hurricane impact glass, boat slip #33 and one covered parking space. Elevated waterfront living within this premier gated community featuring beach areas, oceanfront clubhouse, swimming pool, spa, gym, pickleball and tennis courts, EV charging station, boat ramp, and boat trailer storage. The beach tiki is ideal for entertaining with a grill, ice maker, and TV. Pets allowed with restrictions. Enjoy boating, fishing, kayaking, paddle boarding, nearby restaurants, medical care, boutique shopping, and art galleries. Bring your boat and experience the best of Florida Keys waterfront living.

3 Beds ⋅ 2 Baths ⋅ 620016 MLS

Ocean Harbour condo with Atlantic ocean views and a boat slip in Islamorada. 3 bedroom, 2 bathroom luxury condo offers expansive ocean views and comfortable living space. The thoughtfully redesigned floor plan enhances the primary suite layout, adds a third bedroom, updates both bathrooms, and expands the living area by enclosing the porch as additional interior living space; maximizing functionality, comfort, and guest accommodations. Features updated appliances, hurricane impact glass, boat slip #33 and one covered parking space. Elevated waterfront living within this premier gated community featuring beach areas, oceanfront clubhouse, swimming pool, spa, gym, pickleball and tennis courts, EV charging station, boat ramp, and boat trailer storage. The beach tiki is ideal for entertaining with a grill, ice maker, and TV. Pets allowed with restrictions. Enjoy boating, fishing, kayaking, paddle boarding, nearby restaurants, medical care, boutique shopping, and art galleries. Bring your boat and experience the best of Florida Keys waterfront living.

87851 Old Hwy Unit M42, Islamorada

$1,260,000

Welcome to 310 North Drive, located in the gated community of Plantation Lake Estates. This solid concrete 4-bedroom, 2-bath home offers 1,975 sq ft of living space and sits on a rare 16,000 sq ft double lot with no neighbors on three sides, providing exceptional privacy. The home features recently renovated kitchen and bathrooms, a spacious wraparound porch, and an oversized 1,500+ sq ft garage/workshop. The seller is installing all impact windows and doors prior to closing, adding significant value and peace of mind. Enjoy access to the neighborhood's newly updated homeowners park, complete with a boat ramp and 72-hour dockage. Conveniently located directly across from Founders Park, offering beaches, a marina, pool, and pickleball courts. A rare opportunity combining concrete construction, privacy, boating access, and a prime location in one of Islamorada's most desirable gated communities.

4 Beds ⋅ 2 Baths ⋅ 619672 MLS

Welcome to 310 North Drive, located in the gated community of Plantation Lake Estates. This solid concrete 4-bedroom, 2-bath home offers 1,975 sq ft of living space and sits on a rare 16,000 sq ft double lot with no neighbors on three sides, providing exceptional privacy. The home features recently renovated kitchen and bathrooms, a spacious wraparound porch, and an oversized 1,500+ sq ft garage/workshop. The seller is installing all impact windows and doors prior to closing, adding significant value and peace of mind. Enjoy access to the neighborhood's newly updated homeowners park, complete with a boat ramp and 72-hour dockage. Conveniently located directly across from Founders Park, offering beaches, a marina, pool, and pickleball courts. A rare opportunity combining concrete construction, privacy, boating access, and a prime location in one of Islamorada's most desirable gated communities.

310 North Dr, Islamorada

$1,230,000

EXCEPTIONAL FLORIDA KEYS OPPORTUNITY! Lowest priced home in Indian Waterways. This is it!! Your Florida Key Oasis! Quintessentially Key-z, this home has it all ... and then some. Located in the very desirable Indian Waterways Community of Tavernier on Plantation Key. Stylish Two Bedroom / Two Bath Main house plus a super inviting 1/1 guest house that your guests will never want to leave! Relax and entertain in the canal front Tiki hut as you enjoy tropical breezes. Cool off on the Custom Outdoor Shower after you dock your boat. Composite Dock ensures longtime enjoyment. And an Outstanding Double-sided Garage + storage room for a major Bonus!!! Also features a personal boat ramp, that is perfect for launching/storing a flats boat, skiff, Jet Ski, or Kayak. Both the Main House and Guest House boast gorgeous, exposed wood-beamed ceilings that are gleaming works of Art. Large Bedrooms and stylishly updated Bathrooms. Great privacy with a nature preserve across the Street. CBS Construction and a White Picket Fence add to the irresistible charm of this property that personifies 'Tropical Chic.' Super Close proximity to Tavernier Creek via the famous 'Toilet Set Cut'. World Class deep water, reef, and backcountry fishing are mere minutes away, as are incredible diving, snorkeling, Lobstering, and sandbar-ing! Come Grab a slice of Florida Keys Living!

3 Beds ⋅ 3 Baths ⋅ 619607 MLS

EXCEPTIONAL FLORIDA KEYS OPPORTUNITY! Lowest priced home in Indian Waterways. This is it!! Your Florida Key Oasis! Quintessentially Key-z, this home has it all ... and then some. Located in the very desirable Indian Waterways Community of Tavernier on Plantation Key. Stylish Two Bedroom / Two Bath Main house plus a super inviting 1/1 guest house that your guests will never want to leave! Relax and entertain in the canal front Tiki hut as you enjoy tropical breezes. Cool off on the Custom Outdoor Shower after you dock your boat. Composite Dock ensures longtime enjoyment. And an Outstanding Double-sided Garage + storage room for a major Bonus!!! Also features a personal boat ramp, that is perfect for launching/storing a flats boat, skiff, Jet Ski, or Kayak. Both the Main House and Guest House boast gorgeous, exposed wood-beamed ceilings that are gleaming works of Art. Large Bedrooms and stylishly updated Bathrooms. Great privacy with a nature preserve across the Street. CBS Construction and a White Picket Fence add to the irresistible charm of this property that personifies 'Tropical Chic.' Super Close proximity to Tavernier Creek via the famous 'Toilet Set Cut'. World Class deep water, reef, and backcountry fishing are mere minutes away, as are incredible diving, snorkeling, Lobstering, and sandbar-ing! Come Grab a slice of Florida Keys Living!

157 Caloosa St, Islamorada

$1,180,000

One of the most sought after Islamorada Oceanside canals in a prestigious neighborhood where most homes have been completely remodeled or built new. Easy walking distance to both Plantation Key Elementary School and Coral Shores Highschool. Immediate Ocean access and Bay/Backcountry fishing via Tavernier Creek. 128 Plantation drive is located just south of Old Tavernier restaurant. This older 2 Bedroom/2 Bath stilt Cedar home has an 8 foot deep covered back porch, full walkaround deck and a 300 SqFt storage area downstairs with a half bath. Impact Window and Sliding Doors throughout. Cathedral ceilings in the Living/Dinning room and Kitchen. Property is on an XL lot of 70' x 115' including a 12' x 70' Concrete dock with Davits. The previous owners were Fishing Guides, Capt. Ron and Barb Green, and built a really nice fish cleaning table with a hip roof. Easy to show just call the listing agents to set up an appointment.

2 Beds ⋅ 3 Baths ⋅ 619466 MLS

One of the most sought after Islamorada Oceanside canals in a prestigious neighborhood where most homes have been completely remodeled or built new. Easy walking distance to both Plantation Key Elementary School and Coral Shores Highschool. Immediate Ocean access and Bay/Backcountry fishing via Tavernier Creek. 128 Plantation drive is located just south of Old Tavernier restaurant. This older 2 Bedroom/2 Bath stilt Cedar home has an 8 foot deep covered back porch, full walkaround deck and a 300 SqFt storage area downstairs with a half bath. Impact Window and Sliding Doors throughout. Cathedral ceilings in the Living/Dinning room and Kitchen. Property is on an XL lot of 70' x 115' including a 12' x 70' Concrete dock with Davits. The previous owners were Fishing Guides, Capt. Ron and Barb Green, and built a really nice fish cleaning table with a hip roof. Easy to show just call the listing agents to set up an appointment.

128 Plantation Dr, Islamorada

$1,065,000

Resort-style living at Ocean Harbour. 2BR/2BA oceanfront condo with sweeping Atlantic Ocean views, new kitchen appliances, impact windows/doors and a 6,000-lb boat lift. Boat slip #36 is currently leased from the Association for $100 per month. Boat ramp, trailer storage, and covered parking space included. Enjoy the luxury island lifestyle on 12 gated acres with an oceanfront pool, beach areas, clubhouse, gym, pickleball/tennis, tiki with BBQ, EV charging station, impeccably maintained tropical grounds. Prime Plantation Key location at MM 87.5, close to restaurants, shops, health care, and galleries. The best of Islamorada waterfront living awaits—this Ocean Harbour condo is refreshed and ready for its new owner.

2 Beds ⋅ 2 Baths ⋅ 617512 MLS

Resort-style living at Ocean Harbour. 2BR/2BA oceanfront condo with sweeping Atlantic Ocean views, new kitchen appliances, impact windows/doors and a 6,000-lb boat lift. Boat slip #36 is currently leased from the Association for $100 per month. Boat ramp, trailer storage, and covered parking space included. Enjoy the luxury island lifestyle on 12 gated acres with an oceanfront pool, beach areas, clubhouse, gym, pickleball/tennis, tiki with BBQ, EV charging station, impeccably maintained tropical grounds. Prime Plantation Key location at MM 87.5, close to restaurants, shops, health care, and galleries. The best of Islamorada waterfront living awaits—this Ocean Harbour condo is refreshed and ready for its new owner.

87851 Old Hwy Unit M24, Islamorada

$1,062,000

A unique opportunity to enjoy the Florida Keys boating lifestyle without the cost of waterfront ownership. This well-maintained dry lot home in desirable Tollgate Shores includes a deeded boat slip directly across the street, complete with a new dock, 20k boat lift, water, power, and a fish cleaning station. Enjoy the convenience of direct sight lines to your boat from the living room and front porch, with peekaboo views of Florida Bay and the iconic Channel 5 Bridge beyond. Upstairs, the home features two generously sized bedroom suites, each with its own ensuite bathroom. A pantry and laundry room are conveniently set off of the well-appointed, modern kitchen. The open-concept living area is highlighted by vaulted ceilings with exposed wood trusses and bamboo flooring. A clean interior offers a comfortable, move-in-ready space, with furnishings negotiable. The lower level includes covered parking, an air conditioned garage, a spacious bonus room, and a dedicated tackle storage closet, providing ample space for boating gear, hobbies, and everyday storage. A metal roof, high quality insulation and impact windows and doors add to the integrity and efficiency of this home. Located adjacent to the neighborhood park, the property benefits from additional open green space. The voluntary HOA is $250 annually. With quick boating access to both Florida Bay and the Atlantic Ocean via Channel 5, this property is well suited as a full-time residence, weekend retreat, or investment opportunity. Whether your priority is boating, fishing, or embracing the relaxed Florida Keys lifestyle, 321 Tollgate Shores offers a distinctive combination of convenience, functionality, and value with a niche setup.

2 Beds ⋅ 2 Baths ⋅ 620551 MLS

A unique opportunity to enjoy the Florida Keys boating lifestyle without the cost of waterfront ownership. This well-maintained dry lot home in desirable Tollgate Shores includes a deeded boat slip directly across the street, complete with a new dock, 20k boat lift, water, power, and a fish cleaning station. Enjoy the convenience of direct sight lines to your boat from the living room and front porch, with peekaboo views of Florida Bay and the iconic Channel 5 Bridge beyond. Upstairs, the home features two generously sized bedroom suites, each with its own ensuite bathroom. A pantry and laundry room are conveniently set off of the well-appointed, modern kitchen. The open-concept living area is highlighted by vaulted ceilings with exposed wood trusses and bamboo flooring. A clean interior offers a comfortable, move-in-ready space, with furnishings negotiable. The lower level includes covered parking, an air conditioned garage, a spacious bonus room, and a dedicated tackle storage closet, providing ample space for boating gear, hobbies, and everyday storage. A metal roof, high quality insulation and impact windows and doors add to the integrity and efficiency of this home. Located adjacent to the neighborhood park, the property benefits from additional open green space. The voluntary HOA is $250 annually. With quick boating access to both Florida Bay and the Atlantic Ocean via Channel 5, this property is well suited as a full-time residence, weekend retreat, or investment opportunity. Whether your priority is boating, fishing, or embracing the relaxed Florida Keys lifestyle, 321 Tollgate Shores offers a distinctive combination of convenience, functionality, and value with a niche setup.

321 Tollgate Shores Dr, Islamorada

$1,050,000

ACTIVE BUILDING AND DOCK PERMITS. BUILD RIGHT AWAY. Your tropical dream awaits with the lowest-priced waterfront lot featuring an active building permit in Islamorada. Imagine waking up to sunlit mornings, salty breezes, and the soft embrace of warm sand beneath your feet. Welcome to White Marlin Beach, where your vision of paradise comes to life. Vacant lots with active building permits are a rare find, and this one is ready for you to create your dream retreat. Picture a three-bedroom, four-bathroom island escape blending coastal charm with modern luxury. Two spacious, sunlit stories are designed for relaxation, complete with an elevator to ensure comfort and convenience. Expansive porches invite you to unwind, sip your morning coffee with bay views, feel the ocean breeze in your hair, and enjoy evenings under a canopy of stars. New construction offers more than a fresh start—it brings favorable insurance rates, a solid foundation, and the confidence of quality craftsmanship. This is your gateway to maritime bliss. The private homeowners' park features one of the few sandy beaches in the Keys, perfect for building sandcastles, watching sunsets, and creating cherished memories. This property offers convenient access to vibrant dining, boutique shopping, and an inspiring arts scene. It's more than just a property; it's an invitation to embrace the island lifestyle. Opportunities like this don't wait. Ready to turn your dream into reality? Dive into your future at White Marlin Beach—your tropical oasis is calling!

3 Beds ⋅ 4 Baths ⋅ 617029 MLS

ACTIVE BUILDING AND DOCK PERMITS. BUILD RIGHT AWAY. Your tropical dream awaits with the lowest-priced waterfront lot featuring an active building permit in Islamorada. Imagine waking up to sunlit mornings, salty breezes, and the soft embrace of warm sand beneath your feet. Welcome to White Marlin Beach, where your vision of paradise comes to life. Vacant lots with active building permits are a rare find, and this one is ready for you to create your dream retreat. Picture a three-bedroom, four-bathroom island escape blending coastal charm with modern luxury. Two spacious, sunlit stories are designed for relaxation, complete with an elevator to ensure comfort and convenience. Expansive porches invite you to unwind, sip your morning coffee with bay views, feel the ocean breeze in your hair, and enjoy evenings under a canopy of stars. New construction offers more than a fresh start—it brings favorable insurance rates, a solid foundation, and the confidence of quality craftsmanship. This is your gateway to maritime bliss. The private homeowners' park features one of the few sandy beaches in the Keys, perfect for building sandcastles, watching sunsets, and creating cherished memories. This property offers convenient access to vibrant dining, boutique shopping, and an inspiring arts scene. It's more than just a property; it's an invitation to embrace the island lifestyle. Opportunities like this don't wait. Ready to turn your dream into reality? Dive into your future at White Marlin Beach—your tropical oasis is calling!

142 Gulfview Dr, Islamorada

$1,030,000

Experience the relaxed lifestyle of Islamorada at its finest, at Ocean Harbor Condominiums. This first-floor unit sits directly above its assigned covered parking space and is conveniently closest to the elevator for easy access. A private backyard staircase leads you straight to the pool, and the beach is just steps from your door. This home can serve as a personal retreat or monthly vacation rental, and offers the perfect mix of comfort, convenience, and coastal charm. Inside, the spacious 2 bed/ 2-bath split floor plan offers 1,536 square feet of thoughtfully designed living space, providing privacy for guests, family, or friends. The primary suite features unobstructed ocean views, allowing you to wake up to the beauty of the sea each morning. The living room shares these sweeping vistas, perfect for tranquil sunrises. Enjoy your morning coffee on the porch or take a short walk to the Tiki Hut at the point, which offers ample entertainment space complete with barbecue grills and ice makers ideal for gatherings. Ocean Harbor is a gated community known for its extremely well maintained grounds, with meticulously raked beaches, freshly cut grass, and lush tropical landscaping. Resort style amenities include a large pool and jacuzzi, tennis courts, and a jetty with a Tiki Hut offering breathtaking, unobstructed ocean views. The beautifully appointed clubhouse features a gym, co-working space, and lounge areas. Outdoor grills are located throughout the beach area and near the clubhouse for casual entertaining. For boating enthusiasts, there's a boat launch for trailers, on-site boat storage, and slips available for rent for long term, which just might be cheaper than owning one and paying property taxes on the slip you own. Additional conveniences include electric vehicle charging stations, a pet-friendly policy allowing up to two pets of any size, and one assigned covered parking space. Call today for your private showing!

2 Beds ⋅ 2 Baths ⋅ 619193 MLS

Experience the relaxed lifestyle of Islamorada at its finest, at Ocean Harbor Condominiums. This first-floor unit sits directly above its assigned covered parking space and is conveniently closest to the elevator for easy access. A private backyard staircase leads you straight to the pool, and the beach is just steps from your door. This home can serve as a personal retreat or monthly vacation rental, and offers the perfect mix of comfort, convenience, and coastal charm. Inside, the spacious 2 bed/ 2-bath split floor plan offers 1,536 square feet of thoughtfully designed living space, providing privacy for guests, family, or friends. The primary suite features unobstructed ocean views, allowing you to wake up to the beauty of the sea each morning. The living room shares these sweeping vistas, perfect for tranquil sunrises. Enjoy your morning coffee on the porch or take a short walk to the Tiki Hut at the point, which offers ample entertainment space complete with barbecue grills and ice makers ideal for gatherings. Ocean Harbor is a gated community known for its extremely well maintained grounds, with meticulously raked beaches, freshly cut grass, and lush tropical landscaping. Resort style amenities include a large pool and jacuzzi, tennis courts, and a jetty with a Tiki Hut offering breathtaking, unobstructed ocean views. The beautifully appointed clubhouse features a gym, co-working space, and lounge areas. Outdoor grills are located throughout the beach area and near the clubhouse for casual entertaining. For boating enthusiasts, there's a boat launch for trailers, on-site boat storage, and slips available for rent for long term, which just might be cheaper than owning one and paying property taxes on the slip you own. Additional conveniences include electric vehicle charging stations, a pet-friendly policy allowing up to two pets of any size, and one assigned covered parking space. Call today for your private showing!

87851 Old Hwy Unit M3, Islamorada

$1,010,000

ANGLERS REEF HOME THAT PAYS FOR ITSELF! Islamorada's Upscale Oceanfront Gated Community that allows Vacation Rentals, This home features 2 bedrooms, 2.5 bathrooms with carport & 4 porches. Upgrades include Brazilian Cherry hardwood floors, kitchen with granite countertops and SS appliances with 2 breakfast bars & tons of cabinet space. The home also has a composite decking & railing, a metal roof & impact doors & windows. The community features 2 sandy beaches, a pool & marina on the Atlantic Ocean. Home has been in rental program for many years with a good following. Own your vacation home for free & more. Great investment. Call today for a showing!

2 Beds ⋅ 3 Baths ⋅ 618212 MLS

ANGLERS REEF HOME THAT PAYS FOR ITSELF! Islamorada's Upscale Oceanfront Gated Community that allows Vacation Rentals, This home features 2 bedrooms, 2.5 bathrooms with carport & 4 porches. Upgrades include Brazilian Cherry hardwood floors, kitchen with granite countertops and SS appliances with 2 breakfast bars & tons of cabinet space. The home also has a composite decking & railing, a metal roof & impact doors & windows. The community features 2 sandy beaches, a pool & marina on the Atlantic Ocean. Home has been in rental program for many years with a good following. Own your vacation home for free & more. Great investment. Call today for a showing!

102 Anglers Way, Islamorada

81200 Overseas Hwy Unit 2122, Islamorada

$1,000,000

Unit 21 & 22 building within Kon Tiki resort. An exceptional opportunity to own one of Islamorada's most recognizable waterfront hospitality properties. The iconic Kon Tiki Resort is a beloved Old Florida destination on the tranquil shores of Florida Bay in the heart of the Sportfishing Capital of the World. This family-owned resort offers a collection of charming villa-style accommodations surrounded by mature tropical landscaping, a private marina, and unforgettable sunset views. Designed for boaters and outdoor enthusiasts, the property features one of the few private boat ramps in Islamorada, complimentary dockage, trailer parking, a temperature-controlled pool, sandy swimming lagoon, picnic areas, and direct access to both Florida Bay and the Atlantic Ocean. Its central location places guests within minutes of world-renowned fishing, dining, diving, and the vibrant lifestyle that defines the Florida Keys. With decades of established goodwill, a loyal repeat clientele, and a reputation for authentic Keys hospitality, Kon Tiki represents a rare investment opportunity to acquire units within an operating waterfront resort with tremendous long-term potential in one of the most desirable destinations in the Florida Keys.

2 Beds ⋅ 2 Baths ⋅ 620889 MLS

Unit 21 & 22 building within Kon Tiki resort. An exceptional opportunity to own one of Islamorada's most recognizable waterfront hospitality properties. The iconic Kon Tiki Resort is a beloved Old Florida destination on the tranquil shores of Florida Bay in the heart of the Sportfishing Capital of the World. This family-owned resort offers a collection of charming villa-style accommodations surrounded by mature tropical landscaping, a private marina, and unforgettable sunset views. Designed for boaters and outdoor enthusiasts, the property features one of the few private boat ramps in Islamorada, complimentary dockage, trailer parking, a temperature-controlled pool, sandy swimming lagoon, picnic areas, and direct access to both Florida Bay and the Atlantic Ocean. Its central location places guests within minutes of world-renowned fishing, dining, diving, and the vibrant lifestyle that defines the Florida Keys. With decades of established goodwill, a loyal repeat clientele, and a reputation for authentic Keys hospitality, Kon Tiki represents a rare investment opportunity to acquire units within an operating waterfront resort with tremendous long-term potential in one of the most desirable destinations in the Florida Keys.

81200 Overseas Hwy Unit 2122, Islamorada

$1,000,000

Looking to purchase your own office space while also generating rental income? This property delivers both. Located in Islamorada, this two-story Key West/Conch-inspired building is zoned for mixed-use highway commercial. 50 feet of frontage along the Overseas Highway, providing strong visibility and signage potential. The exterior is accented by mature landscaping, with parking that includes four spaces in front of the building (per survey, now landscaped) and nine more spaces in the rear with direct access from Old Highway. Inside, the building offers a bright reception area and functional layout. The second floor features 5 one-room offices with a shared kitchenette and half bath, providing the potential of consistent income from annual or month to month tenants. On the ground level, the owner's suite includes a private office, a small meeting room, and a larger executive-style conference room, along with its own kitchenette and half bath. There is one additional office and locked storage room down another set of stairs bringing the total to 7 private offices and two conference rooms. Positioned in a central Upper Keys location, the property is just minutes from local courthouse, downtown Islamorada and Tavernier, with convenient access to local restaurants, shopping, and Founder's Park. With the space for an owner's own office and conference room this property presents an excellent investment in one of the most desirable areas of the Florida Keys.

3 Baths ⋅ 616512 MLS

Looking to purchase your own office space while also generating rental income? This property delivers both. Located in Islamorada, this two-story Key West/Conch-inspired building is zoned for mixed-use highway commercial. 50 feet of frontage along the Overseas Highway, providing strong visibility and signage potential. The exterior is accented by mature landscaping, with parking that includes four spaces in front of the building (per survey, now landscaped) and nine more spaces in the rear with direct access from Old Highway. Inside, the building offers a bright reception area and functional layout. The second floor features 5 one-room offices with a shared kitchenette and half bath, providing the potential of consistent income from annual or month to month tenants. On the ground level, the owner's suite includes a private office, a small meeting room, and a larger executive-style conference room, along with its own kitchenette and half bath. There is one additional office and locked storage room down another set of stairs bringing the total to 7 private offices and two conference rooms. Positioned in a central Upper Keys location, the property is just minutes from local courthouse, downtown Islamorada and Tavernier, with convenient access to local restaurants, shopping, and Founder's Park. With the space for an owner's own office and conference room this property presents an excellent investment in one of the most desirable areas of the Florida Keys.

88101 Old Hwy, Islamorada

101 Gulfview Dr Unit 116D & 30' boat slip, Islamorada

$975,000

Welcome to Unit 116D at Bay Harbour, an elegant and spacious residence in one of Islamorada's most desirable waterfront communities. This beautifully maintained 3-bedroom, 2.5-bath condo offers the perfect blend of comfort, style, and resort-level amenities, all within a gated, private setting in Lower Matecumbe. Step inside to an inviting open-concept layout featuring high ceilings, abundant natural light, and a generous living and dining area ideal for relaxing or entertaining. The well-appointed kitchen with a propane Viking Range also includes ample cabinetry, granite countertops, and a convenient breakfast bar, making meal preparation both easy and enjoyable. A large, covered terrace extends the living space outdoors, providing the perfect spot for morning coffee, evening breezes, or dining al fresco. The primary suite is a peaceful retreat with direct access to the terrace, a spacious walk-in closet, and an en-suite bath with dual vanities, soaking tub, and separate shower. Two additional guest bedrooms offer flexibility for family, visitors, or a dedicated home office. Bay Harbour is known for its exceptional amenities, including a heated resort-style pool, spa, fitness center, tennis courts, and a clubhouse. The property also features a marina with available boat slips, making it an excellent choice for boating and fishing enthusiasts. Covered parking, a private storage unit, and elevator access add convenience and ease to everyday living. Located just minutes from world-class fishing, dining, beaches, and the natural beauty of the Florida Keys, Unit 116D delivers a low-maintenance, luxury lifestyle in a prime Islamorada location. Whether you're seeking a full-time residence or a seasonal escape, this condo offers the perfect blend of comfort, convenience, and coastal living. Bay Harbour allows weekly rentals with a Village of Islamorada license. For virtual tour www.116BayHarbourCondo.com

3 Beds ⋅ 3 Baths ⋅ 618807 MLS

Welcome to Unit 116D at Bay Harbour, an elegant and spacious residence in one of Islamorada's most desirable waterfront communities. This beautifully maintained 3-bedroom, 2.5-bath condo offers the perfect blend of comfort, style, and resort-level amenities, all within a gated, private setting in Lower Matecumbe. Step inside to an inviting open-concept layout featuring high ceilings, abundant natural light, and a generous living and dining area ideal for relaxing or entertaining. The well-appointed kitchen with a propane Viking Range also includes ample cabinetry, granite countertops, and a convenient breakfast bar, making meal preparation both easy and enjoyable. A large, covered terrace extends the living space outdoors, providing the perfect spot for morning coffee, evening breezes, or dining al fresco. The primary suite is a peaceful retreat with direct access to the terrace, a spacious walk-in closet, and an en-suite bath with dual vanities, soaking tub, and separate shower. Two additional guest bedrooms offer flexibility for family, visitors, or a dedicated home office. Bay Harbour is known for its exceptional amenities, including a heated resort-style pool, spa, fitness center, tennis courts, and a clubhouse. The property also features a marina with available boat slips, making it an excellent choice for boating and fishing enthusiasts. Covered parking, a private storage unit, and elevator access add convenience and ease to everyday living. Located just minutes from world-class fishing, dining, beaches, and the natural beauty of the Florida Keys, Unit 116D delivers a low-maintenance, luxury lifestyle in a prime Islamorada location. Whether you're seeking a full-time residence or a seasonal escape, this condo offers the perfect blend of comfort, convenience, and coastal living. Bay Harbour allows weekly rentals with a Village of Islamorada license. For virtual tour www.116BayHarbourCondo.com

101 Gulfview Dr Unit 116D & 30' boat slip, Islamorada

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