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Welcome to Islamorada, one of the most desirable islands in the Florida Keys, where relaxed island living and life on the water come together. This modern, clean, and beautifully maintained 5-bedroom, 3-bath home sits on a quiet cul-de-sac with a large, fenced yard and plenty of room to enjoy the outdoors. The home offers a flexible layout with 3 bedrooms and 2 baths upstairs, plus a separate 2-bedroom, 1-bath lower level--giving family and guests their own space and privacy. The large kitchen features beautiful Italian finishes and stainless steel appliances, while two A/C systems, hot water on demand, high-impact windows and doors, and a cooled single-car garage add comfort and convenience. Outside is where you'll really enjoy the Keys lifestyle. Take a dip in the saltwater pool and jacuzzi, relax around the outdoor kitchen, or head over to the water and hop in the boat. The property enjoys a very desirable corner location on the canal, with approximately 100 feet of canal frontage, a wide, easy-turnaround canal, and approximately 50+ feet of concrete dock. The location offers quick access to the bay and easy access to the Atlantic through nearby Tavernier Creek. You may even find yourself watching manatees and tarpon swimming right by the property. The yard is fenced and designed for easy living with pea rock and synthetic turf, giving you more time to enjoy the space and less time worrying about maintenance. Whether you're looking for a comfortable full-time home, a place to escape to on weekends, or a property with plenty of room for family and friends, 107 Azalea Street is a place where you can slow down, get on the water, and enjoy everything the Florida Keys have to offer.

5 Beds ⋅ 3 Baths ⋅ 621542 MLS

Welcome to Islamorada, one of the most desirable islands in the Florida Keys, where relaxed island living and life on the water come together. This modern, clean, and beautifully maintained 5-bedroom, 3-bath home sits on a quiet cul-de-sac with a large, fenced yard and plenty of room to enjoy the outdoors. The home offers a flexible layout with 3 bedrooms and 2 baths upstairs, plus a separate 2-bedroom, 1-bath lower level--giving family and guests their own space and privacy. The large kitchen features beautiful Italian finishes and stainless steel appliances, while two A/C systems, hot water on demand, high-impact windows and doors, and a cooled single-car garage add comfort and convenience. Outside is where you'll really enjoy the Keys lifestyle. Take a dip in the saltwater pool and jacuzzi, relax around the outdoor kitchen, or head over to the water and hop in the boat. The property enjoys a very desirable corner location on the canal, with approximately 100 feet of canal frontage, a wide, easy-turnaround canal, and approximately 50+ feet of concrete dock. The location offers quick access to the bay and easy access to the Atlantic through nearby Tavernier Creek. You may even find yourself watching manatees and tarpon swimming right by the property. The yard is fenced and designed for easy living with pea rock and synthetic turf, giving you more time to enjoy the space and less time worrying about maintenance. Whether you're looking for a comfortable full-time home, a place to escape to on weekends, or a property with plenty of room for family and friends, 107 Azalea Street is a place where you can slow down, get on the water, and enjoy everything the Florida Keys have to offer.

107 Azalea St, Islamorada

$749,000

Charming CBS home located in Plantation Key Colony, situated on a corner lot and in an X flood zone. Offering over 1,300sf of living space, this 2 bedroom / 2 bath home features a spacious, open floor plan ideal for everyday living and entertaining. The generous kitchen offers abundant cabinetry and counter space and flows seamlessly into the main living area. Both bathrooms have been tastefully updated, and the interior has been freshly painted. Tile flooring throughout, recessed lighting, coastal colors, and a metal roof add to the home's appeal. Outside, enjoy a fenced yard, room for a pool, and ample off-street parking. The neighborhood offers a homeowners park with a boat ramp, providing convenient water access to enjoy the Florida Keys lifestyle. Conveniently located close to schools, shopping, dining, and local amenities, this inviting home is ready to enjoy.

2 Beds ⋅ 2 Baths ⋅ 621446 MLS

Charming CBS home located in Plantation Key Colony, situated on a corner lot and in an X flood zone. Offering over 1,300sf of living space, this 2 bedroom / 2 bath home features a spacious, open floor plan ideal for everyday living and entertaining. The generous kitchen offers abundant cabinetry and counter space and flows seamlessly into the main living area. Both bathrooms have been tastefully updated, and the interior has been freshly painted. Tile flooring throughout, recessed lighting, coastal colors, and a metal roof add to the home's appeal. Outside, enjoy a fenced yard, room for a pool, and ample off-street parking. The neighborhood offers a homeowners park with a boat ramp, providing convenient water access to enjoy the Florida Keys lifestyle. Conveniently located close to schools, shopping, dining, and local amenities, this inviting home is ready to enjoy.

202 Hibiscus St, 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

$2,250,000

Nestled in the heart of Tavernier in the Village of Islamorada, this waterfront gem at 324 Woods Avenue is the perfect blend of elegance, comfort, and island living. This property isn't just a home—it's a lifestyle experience. Imagine waking up and starting your day with a cup of coffee on one of two waterfront balconies overlooking the serene San Pedro Lake. From sunrise to sunset, this home offers views that will make every moment feel like a vacation. Step inside and you're greeted with an open-concept living area designed to let natural light pour in, creating an inviting and refreshing ambiance. Recently updated to reflect the modern charm of island living, this home is truly move-in ready for those seeking a luxurious Florida Keys retreat. If you're a fan of outdoor entertaining or simply love to relax by the water, you're in for a treat. This home's resort-style outdoor space includes: An Infinity Edge Pool with decorative finishes and custom lighting. A covered patio complete with a built-in bar for hosting unforgettable gatherings. A private dock with a fish cleaning station—perfect for anglers. A boat lift and jet ski lifts for easy access to the water. A media room just off the pool, that can compete with any theater in town, complete with wet-bar and bath. Lush landscaping with tropical palms, accent lighting, and paved walkways for added elegance. With direct Bay and ocean access via Tavernier Creek, this home is a boater's paradise. Whether you enjoy fishing, diving, or simply cruising the turquoise waters, adventure is always just a step away. Whether you're looking for a full-time residence or a vacation home, accessibility is key—and 324 Woods Avenue delivers. This is more than just a home—it's an opportunity to embrace the lifestyle you've always dreamed of.

4 Beds ⋅ 3 Baths ⋅ 613018 MLS

Nestled in the heart of Tavernier in the Village of Islamorada, this waterfront gem at 324 Woods Avenue is the perfect blend of elegance, comfort, and island living. This property isn't just a home—it's a lifestyle experience. Imagine waking up and starting your day with a cup of coffee on one of two waterfront balconies overlooking the serene San Pedro Lake. From sunrise to sunset, this home offers views that will make every moment feel like a vacation. Step inside and you're greeted with an open-concept living area designed to let natural light pour in, creating an inviting and refreshing ambiance. Recently updated to reflect the modern charm of island living, this home is truly move-in ready for those seeking a luxurious Florida Keys retreat. If you're a fan of outdoor entertaining or simply love to relax by the water, you're in for a treat. This home's resort-style outdoor space includes: An Infinity Edge Pool with decorative finishes and custom lighting. A covered patio complete with a built-in bar for hosting unforgettable gatherings. A private dock with a fish cleaning station—perfect for anglers. A boat lift and jet ski lifts for easy access to the water. A media room just off the pool, that can compete with any theater in town, complete with wet-bar and bath. Lush landscaping with tropical palms, accent lighting, and paved walkways for added elegance. With direct Bay and ocean access via Tavernier Creek, this home is a boater's paradise. Whether you enjoy fishing, diving, or simply cruising the turquoise waters, adventure is always just a step away. Whether you're looking for a full-time residence or a vacation home, accessibility is key—and 324 Woods Avenue delivers. This is more than just a home—it's an opportunity to embrace the lifestyle you've always dreamed of.

324 Woods Ave, Islamorada

$725,000

Nice alternative to a condo, low maintenance, monthly rentals allowed. Private homeowner's park with boat launch and ample parking. Located in popular Plantation Key Colony, this classic conch cottage is built to last. Rest easy because of high elevation / X flood zone designation. Tastefully updated, Exceptional 3 bed, 2 bath floor plan features generous closet space in guest bedrooms, walk in closet as well as en suite bath in main bedroom. French doors in the main and guest bed open to large private back deck. Current owners installed brand new AC & tankless water heater. Mostly fenced.

3 Beds ⋅ 2 Baths ⋅ 610581 MLS

Nice alternative to a condo, low maintenance, monthly rentals allowed. Private homeowner's park with boat launch and ample parking. Located in popular Plantation Key Colony, this classic conch cottage is built to last. Rest easy because of high elevation / X flood zone designation. Tastefully updated, Exceptional 3 bed, 2 bath floor plan features generous closet space in guest bedrooms, walk in closet as well as en suite bath in main bedroom. French doors in the main and guest bed open to large private back deck. Current owners installed brand new AC & tankless water heater. Mostly fenced.

252 Hibiscus St, Islamorada

$860,000

Immaculate ground level concrete home in a 'local's favorite' neighborhood - Plantation Key Colony. PKC is a boater's paradise - with access to a private park and boat ramp. With direct access to the bay and a quick ride to the ocean via Tavernier Creek, you'll be having fun on the water in no time - with no need to trailer your boat to a public ramp! Location by land or sea is just terrific. Shops, gyms, restaurants, doctors and the phenomenal Founders Park are all close by. Plantation Key School is right in the neighborhood and Coral Shores High School is just 1/2 mile away. This three-bedroom, two-bathroom 2003 home is designed for easy living, with all living space on one level—no stairs! Kitchen, living and dining areas are all open to one another, making it so easy to entertain and interact with family and friends. The open kitchen showcases high-quality cabinetry. A dedicated laundry room (not just a closet!) adds extra convenience. Spacious 10' ceilings and neutral large-format tile flooring, create a bright and modern feel throughout. Built for durability and efficiency, this home features a 2023 5V crimp metal roof and boasts reasonable insurance and utility costs. A true highlight of this home is the huge screened-in sunroom, perfect for entertaining or relaxing in the breeze. The low-maintenance yet tropical yard is complemented by a pretty paver driveway, adding to the home's curb appeal. Only one family has lived in this home and it has been immaculately maintained. No 'honey-do' list here! Situated on 1.5 lots, (75' x 105') this property offers plenty of space to add a pool and keep your boat/trailer out of the way when you aren't on the water. It's the ideal retreat for those who love Keys living. Even a fuel dock is close by! Plantation Key Colony is in the Village of Islamorada. Residents enjoy Village services and free access to Founders Park. Don't miss the video and the 3D tour!

3 Beds ⋅ 2 Baths ⋅ 614299 MLS

Immaculate ground level concrete home in a 'local's favorite' neighborhood - Plantation Key Colony. PKC is a boater's paradise - with access to a private park and boat ramp. With direct access to the bay and a quick ride to the ocean via Tavernier Creek, you'll be having fun on the water in no time - with no need to trailer your boat to a public ramp! Location by land or sea is just terrific. Shops, gyms, restaurants, doctors and the phenomenal Founders Park are all close by. Plantation Key School is right in the neighborhood and Coral Shores High School is just 1/2 mile away. This three-bedroom, two-bathroom 2003 home is designed for easy living, with all living space on one level—no stairs! Kitchen, living and dining areas are all open to one another, making it so easy to entertain and interact with family and friends. The open kitchen showcases high-quality cabinetry. A dedicated laundry room (not just a closet!) adds extra convenience. Spacious 10' ceilings and neutral large-format tile flooring, create a bright and modern feel throughout. Built for durability and efficiency, this home features a 2023 5V crimp metal roof and boasts reasonable insurance and utility costs. A true highlight of this home is the huge screened-in sunroom, perfect for entertaining or relaxing in the breeze. The low-maintenance yet tropical yard is complemented by a pretty paver driveway, adding to the home's curb appeal. Only one family has lived in this home and it has been immaculately maintained. No 'honey-do' list here! Situated on 1.5 lots, (75' x 105') this property offers plenty of space to add a pool and keep your boat/trailer out of the way when you aren't on the water. It's the ideal retreat for those who love Keys living. Even a fuel dock is close by! Plantation Key Colony is in the Village of Islamorada. Residents enjoy Village services and free access to Founders Park. Don't miss the video and the 3D tour!

206 Bougainvillea St, Islamorada

$1,000,000

ALL CONCRETE BUNKER in an X Zone, beautifully updated! With 2,200sqft under air, this all concrete, 3/3 pool home has it all! Located one of Islamorada's most popular & convenient subdivisions Plantation Key Colony, on a fully fenced and gated lot & a half in an X zone. You'll be greeted by an lots of sunlight & greenery as you come up the stairs through the fully climate controlled sunroom. The main living area offers vaulted & insulated ceilings, covered in tongue & groove cypress; a true chef's kitchen, w/ a full suite of GE Cafe series stainless appliances, an abundance of wood cabinets, beautiful granite counters. The 48 bottle wine chiller & oversized island are perfect for entertaining. On this level there are 2 bedrooms & 2 newly remodeled baths, including an en suite in the main bedroom, along with a seperate laundry room with Miele W/D, & insulated wood lined vaulted ceilings. Back steps lead to the new heated & chilled in ground pool w/ jets & water fall, surrounded by travertine pavers & a new tiki with electric. Downstairs is a a legal guest suite with wet bar, private bath, den & a 3rd bedroom. There is abundant storage in the a/c'd workshop, room to park your boat, & tons of covered parking for multiple vehicles, plus a half circle drive all secured by double gates, one of which is electric. Other upgrades include new impact windows, all new electrical throughout incl. underground service to the pole, & expandable subpanel; all new plumbing & waste lines, LED lighting, all new HVAC including the main central Lennox system, new ducts, distributions & grilles, & zoned split units in the sunroom & guest suite, new roof over the sunroom, proper drainage at the pool area, fresh paint, & more! Join Plantation Key Colony's voluntary HOA (just $250 per year) to access private bayfront homeowner's park, beach, truck & trailer parking & boat ramp is just down the street. Enjoy the beauty of Florida Keys living in one of Islamorada's best loved subdivisions!

3 Beds ⋅ 3 Baths ⋅ 612045 MLS

ALL CONCRETE BUNKER in an X Zone, beautifully updated! With 2,200sqft under air, this all concrete, 3/3 pool home has it all! Located one of Islamorada's most popular & convenient subdivisions Plantation Key Colony, on a fully fenced and gated lot & a half in an X zone. You'll be greeted by an lots of sunlight & greenery as you come up the stairs through the fully climate controlled sunroom. The main living area offers vaulted & insulated ceilings, covered in tongue & groove cypress; a true chef's kitchen, w/ a full suite of GE Cafe series stainless appliances, an abundance of wood cabinets, beautiful granite counters. The 48 bottle wine chiller & oversized island are perfect for entertaining. On this level there are 2 bedrooms & 2 newly remodeled baths, including an en suite in the main bedroom, along with a seperate laundry room with Miele W/D, & insulated wood lined vaulted ceilings. Back steps lead to the new heated & chilled in ground pool w/ jets & water fall, surrounded by travertine pavers & a new tiki with electric. Downstairs is a a legal guest suite with wet bar, private bath, den & a 3rd bedroom. There is abundant storage in the a/c'd workshop, room to park your boat, & tons of covered parking for multiple vehicles, plus a half circle drive all secured by double gates, one of which is electric. Other upgrades include new impact windows, all new electrical throughout incl. underground service to the pole, & expandable subpanel; all new plumbing & waste lines, LED lighting, all new HVAC including the main central Lennox system, new ducts, distributions & grilles, & zoned split units in the sunroom & guest suite, new roof over the sunroom, proper drainage at the pool area, fresh paint, & more! Join Plantation Key Colony's voluntary HOA (just $250 per year) to access private bayfront homeowner's park, beach, truck & trailer parking & boat ramp is just down the street. Enjoy the beauty of Florida Keys living in one of Islamorada's best loved subdivisions!

220 Jasmine St, Islamorada

$4,250,000

This waterfront paradise has everything you could desire! Enjoy breathtaking sunsets every evening, ample dockage, and plenty of space for family and friends to gather. This 5-bedroom, 5-bathroom concrete home offers numerous comfortable living areas, both indoors and out, perfect for embracing the relaxed Keys lifestyle. With a small private basin featuring a concrete seawall, a 20K# boat lift, a 100'+ dock, and a lift for your skiff, there's no shortage of space for your boats. Spanning over 4,000 square feet under AC, there's plenty of room for all your loved ones. The thoughtful layout of this three-story home is designed for both comfort and functionality. The main level welcomes you with bay views, an open concept living room, a stunning chef's kitchen & dining area, creating a seamless flow for daily living and entertaining. Two bedrooms and two bathrooms on this level ensure convenience and privacy for guests or family members. Ascending to the top floor reveals a breathtaking master bedroom suite boasting panoramic bay views, offering a serene retreat for relaxation. Adjacent to the master suite is an exercise room, providing a convenient space to stay active while enjoying the view. Additionally, another bedroom with an ensuite bathroom on this floor offers flexibility and convenience. Descending to the bottom floor, you'll find recently remodeled ''rec rooms'', with a full bath, currently utilized as a guest suite that opens to the bay front backyard, providing guests with their own private oasis and easy access to outdoor activities and waterfront enjoyment. This home features three stories of concrete construction for strength and durability.The third floor, added in 1998, boasts a cathedral tongue and groove ceilings and a metal roof. Nearly every window and door in the house is impact resistant, ensuring durability and safety. Square footage includes 1,512sf on top floor, 1,512sf on middle floor and 1,018sf of 'lower level finished on original plans.

5 Beds ⋅ 5 Baths ⋅ 608720 MLS

This waterfront paradise has everything you could desire! Enjoy breathtaking sunsets every evening, ample dockage, and plenty of space for family and friends to gather. This 5-bedroom, 5-bathroom concrete home offers numerous comfortable living areas, both indoors and out, perfect for embracing the relaxed Keys lifestyle. With a small private basin featuring a concrete seawall, a 20K# boat lift, a 100'+ dock, and a lift for your skiff, there's no shortage of space for your boats. Spanning over 4,000 square feet under AC, there's plenty of room for all your loved ones. The thoughtful layout of this three-story home is designed for both comfort and functionality. The main level welcomes you with bay views, an open concept living room, a stunning chef's kitchen & dining area, creating a seamless flow for daily living and entertaining. Two bedrooms and two bathrooms on this level ensure convenience and privacy for guests or family members. Ascending to the top floor reveals a breathtaking master bedroom suite boasting panoramic bay views, offering a serene retreat for relaxation. Adjacent to the master suite is an exercise room, providing a convenient space to stay active while enjoying the view. Additionally, another bedroom with an ensuite bathroom on this floor offers flexibility and convenience. Descending to the bottom floor, you'll find recently remodeled ''rec rooms'', with a full bath, currently utilized as a guest suite that opens to the bay front backyard, providing guests with their own private oasis and easy access to outdoor activities and waterfront enjoyment. This home features three stories of concrete construction for strength and durability.The third floor, added in 1998, boasts a cathedral tongue and groove ceilings and a metal roof. Nearly every window and door in the house is impact resistant, ensuring durability and safety. Square footage includes 1,512sf on top floor, 1,512sf on middle floor and 1,018sf of 'lower level finished on original plans.

416 S Coconut Palm Blvd, Islamorada

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