Realestateinthefloridakeys.com Search Results

Experience modern coastal luxury in Islamorada, where elevated design meets premier waterfront living. Built in 2017, this custom contemporary estate offers over 5,100sf of thoughtfully designed living space, set just 2 lots from the bay and across from a tranquil mangrove preserve that enhances both privacy and natural beauty. Boaters will love the setup - 100' of dockage with 2 elevator boat lifts (20,000lb and 15,000lb), plus easy access to Everglades National Park and the Atlantic Ocean through the 65' Channel 5 Bridge. Inside, the home feels open, bright, and refined. There are 5 ensuite bedrooms and 2 half baths, each bedroom featuring its own ductless A/C along with the central system. The primary suite includes a cozy sitting area, his-and-hers closets, and partial bay views. A secondary primary suite opens directly to the pool deck, offering privacy for guests or family. The top level centers around a stunning great room with vaulted ceilings, fireplace, and a chef's kitchen with high-end appliances - the perfect setting for entertaining. On the lower level, a relaxed family room with fireplace and wet bar creates another comfortable gathering space. Additional features include laundry on both floors, an elevator, 2-car garage, and gated circular drive. Out back, the saltwater pool, outdoor kitchen, and sound system create a true resort-style atmosphere. The east-facing orientation means warm morning sunshine, shady afternoons, and gentle ocean breezes. With CBS construction, metal roof, whole house generator and impact windows and doors, this home blends luxury, comfort, and peace of mind. This is waterfront living for those who value both elegance and ease - the Keys lifestyle at its finest.

5 Beds ⋅ 7 Baths ⋅ 620457 MLS

Experience modern coastal luxury in Islamorada, where elevated design meets premier waterfront living. Built in 2017, this custom contemporary estate offers over 5,100sf of thoughtfully designed living space, set just 2 lots from the bay and across from a tranquil mangrove preserve that enhances both privacy and natural beauty. Boaters will love the setup - 100' of dockage with 2 elevator boat lifts (20,000lb and 15,000lb), plus easy access to Everglades National Park and the Atlantic Ocean through the 65' Channel 5 Bridge. Inside, the home feels open, bright, and refined. There are 5 ensuite bedrooms and 2 half baths, each bedroom featuring its own ductless A/C along with the central system. The primary suite includes a cozy sitting area, his-and-hers closets, and partial bay views. A secondary primary suite opens directly to the pool deck, offering privacy for guests or family. The top level centers around a stunning great room with vaulted ceilings, fireplace, and a chef's kitchen with high-end appliances - the perfect setting for entertaining. On the lower level, a relaxed family room with fireplace and wet bar creates another comfortable gathering space. Additional features include laundry on both floors, an elevator, 2-car garage, and gated circular drive. Out back, the saltwater pool, outdoor kitchen, and sound system create a true resort-style atmosphere. The east-facing orientation means warm morning sunshine, shady afternoons, and gentle ocean breezes. With CBS construction, metal roof, whole house generator and impact windows and doors, this home blends luxury, comfort, and peace of mind. This is waterfront living for those who value both elegance and ease - the Keys lifestyle at its finest.

430 Palm Dr, 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

$4,200,000

Welcome to 166 Bayview Drive, a rare bayfront estate in the prestigious Safety Harbor neighborhood of Lower Matecumbe Key. Located at Mile Marker 74, this property offers direct access to Florida Bay and the Atlantic Ocean, placing you in the heart of Islamorada's world-class boating and sportfishing scene. The home enjoys unobstructed water views and nightly sunsets that paint the sky in brilliant hues. A Tiki at the water's edge provides a perfect perch for morning coffee or evening cocktails, while mature landscaping adds privacy and tropical charm. Boaters will appreciate the deep-water dockage with davits, ideal for quick access to open water. The 2,478-square-foot residence features 4 bedrooms and 4 bathrooms, with tile flooring throughout and expansive windows that frame the bay. The open-concept living and dining areas flow into a well-appointed kitchen. The primary suite offers direct water views and private outdoor access. Outdoor living is elevated with a spacious pool and deck area, balcony, and brick paver walkways. The white picket fencing and lush landscaping complete the coastal aesthetic. Additional features include CBS construction, off-street parking, FKAA water service, septic system, and low HOA fees. Pets are welcome. Whether you're seeking a full-time residence, seasonal retreat, or investment opportunity, 166 Bayview Drive delivers unmatched location, views, and lifestyle in the Florida Keys.

4 Beds ⋅ 4 Baths ⋅ 617501 MLS

Welcome to 166 Bayview Drive, a rare bayfront estate in the prestigious Safety Harbor neighborhood of Lower Matecumbe Key. Located at Mile Marker 74, this property offers direct access to Florida Bay and the Atlantic Ocean, placing you in the heart of Islamorada's world-class boating and sportfishing scene. The home enjoys unobstructed water views and nightly sunsets that paint the sky in brilliant hues. A Tiki at the water's edge provides a perfect perch for morning coffee or evening cocktails, while mature landscaping adds privacy and tropical charm. Boaters will appreciate the deep-water dockage with davits, ideal for quick access to open water. The 2,478-square-foot residence features 4 bedrooms and 4 bathrooms, with tile flooring throughout and expansive windows that frame the bay. The open-concept living and dining areas flow into a well-appointed kitchen. The primary suite offers direct water views and private outdoor access. Outdoor living is elevated with a spacious pool and deck area, balcony, and brick paver walkways. The white picket fencing and lush landscaping complete the coastal aesthetic. Additional features include CBS construction, off-street parking, FKAA water service, septic system, and low HOA fees. Pets are welcome. Whether you're seeking a full-time residence, seasonal retreat, or investment opportunity, 166 Bayview Drive delivers unmatched location, views, and lifestyle in the Florida Keys.

166 Bayview Dr, 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

$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

$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

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

$220,000

Nice and quiet 1/1 located in the desirable Plantation Villas on Plantation Key. This is a upper corner unit with Tile throughout. Impact Cat 5 hurricane windows and newer AC. Tub shower combination in bath. Large walk-in closet in bedroom with lots of storage and ceiling fans throughout. Beautiful Yard area for outdoor enjoyment. This development has a pool, clubhouse and picnic area. Located near Founders Park with lots of activities and beautiful beach.

1 Beds ⋅ 1 Baths ⋅ 618855 MLS

Nice and quiet 1/1 located in the desirable Plantation Villas on Plantation Key. This is a upper corner unit with Tile throughout. Impact Cat 5 hurricane windows and newer AC. Tub shower combination in bath. Large walk-in closet in bedroom with lots of storage and ceiling fans throughout. Beautiful Yard area for outdoor enjoyment. This development has a pool, clubhouse and picnic area. Located near Founders Park with lots of activities and beautiful beach.

40 High Point Rd Unit 601, 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

87200 Overseas Hwy Unit APT B 6, Islamorada

$500,000

This is the exceptional deal you've been waiting for! Opportunity knocks on this 2 story townhouse in Islamorada's gated bayfront community, Executive Bay Club. These spacious units are highly desired for their well laid out floor plan, perfect for full time residence, a vacation home or as a seasonal rental (30 day minimum) Amenities include a Bayfront sandy beach, newly renovated marina with first come first serve dockage, a newly renovated pool lined with cabana chickee huts and a gorgeous clubhouse. Tennis and pickleball courts, a 24 hour gated security guard and 2 pets are allowed per townhouse. This unit is mostly original inside. Perfect for those looking to transform a unit to their desired style and preference. Townhouse B6 is in a great location within the community with a tastefully done back patio, it is ready for back yard summer time BBQ's! The sale is subject to Monroe County Probate court approval. Don't hesitate to call for a showing. This is priced to sell and won't last long. Easy to show. Must have an appointment to get into the community. All information to be verified by buyers.

2 Beds ⋅ 2 Baths ⋅ 620524 MLS

This is the exceptional deal you've been waiting for! Opportunity knocks on this 2 story townhouse in Islamorada's gated bayfront community, Executive Bay Club. These spacious units are highly desired for their well laid out floor plan, perfect for full time residence, a vacation home or as a seasonal rental (30 day minimum) Amenities include a Bayfront sandy beach, newly renovated marina with first come first serve dockage, a newly renovated pool lined with cabana chickee huts and a gorgeous clubhouse. Tennis and pickleball courts, a 24 hour gated security guard and 2 pets are allowed per townhouse. This unit is mostly original inside. Perfect for those looking to transform a unit to their desired style and preference. Townhouse B6 is in a great location within the community with a tastefully done back patio, it is ready for back yard summer time BBQ's! The sale is subject to Monroe County Probate court approval. Don't hesitate to call for a showing. This is priced to sell and won't last long. Easy to show. Must have an appointment to get into the community. All information to be verified by buyers.

87200 Overseas Hwy Unit APT B 6, 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

$3,510,000

Welcome to Casa Tranquila in the highly desirable Venetian Shores neighborhood of Islamorada, where boating convenience meets tropical serenity. With 105 feet of dockage just one home from Snake Creek, this property offers immediate access to both the bay and the ocean--perfect for effortless days on the water. A brick-pavered driveway leads to a welcoming foyer and interior staircase, guiding you to the light-filled main living level. Here, an open floor plan creates an inviting space for gathering. The well-appointed kitchen features stainless steel appliances and flows effortlessly into the dining and living areas, making entertaining both easy and enjoyable. Just off the dining space, a convenient dry bar provides the perfect spot for preparing cocktails and serving guests. Two sets of sliding glass doors extend the living area onto a spacious screened terrace--ideal for enjoying breezes and waterfront views. This level also offers two comfortable bedrooms, two full baths, and a dedicated laundry room for added convenience. The private third-floor primary suite is a true retreat, complete with an ensuite bath and an expansive open terrace overlooking the water--your own peaceful escape for sunrise coffee or evening relaxation. Surrounded by lush, mature landscaping--including ponytail palms, queen palms, ginger, and fishtail palms--the property feels like a secluded tropical oasis. The backyard is designed for both relaxation and entertaining, featuring a heated saltwater pool with spa and waterfall, a charming tiki hut with lighting and fan, and fruit-bearing key lime and mango trees that enhance the island ambiance. With its prime location, thoughtful layout, and beautifully curated indoor and outdoor spaces, this home captures the essence of the Islamorada lifestyle--elegant, inviting, and effortlessly connected to the water.

3 Beds ⋅ 3 Baths ⋅ 619454 MLS

Welcome to Casa Tranquila in the highly desirable Venetian Shores neighborhood of Islamorada, where boating convenience meets tropical serenity. With 105 feet of dockage just one home from Snake Creek, this property offers immediate access to both the bay and the ocean--perfect for effortless days on the water. A brick-pavered driveway leads to a welcoming foyer and interior staircase, guiding you to the light-filled main living level. Here, an open floor plan creates an inviting space for gathering. The well-appointed kitchen features stainless steel appliances and flows effortlessly into the dining and living areas, making entertaining both easy and enjoyable. Just off the dining space, a convenient dry bar provides the perfect spot for preparing cocktails and serving guests. Two sets of sliding glass doors extend the living area onto a spacious screened terrace--ideal for enjoying breezes and waterfront views. This level also offers two comfortable bedrooms, two full baths, and a dedicated laundry room for added convenience. The private third-floor primary suite is a true retreat, complete with an ensuite bath and an expansive open terrace overlooking the water--your own peaceful escape for sunrise coffee or evening relaxation. Surrounded by lush, mature landscaping--including ponytail palms, queen palms, ginger, and fishtail palms--the property feels like a secluded tropical oasis. The backyard is designed for both relaxation and entertaining, featuring a heated saltwater pool with spa and waterfall, a charming tiki hut with lighting and fan, and fruit-bearing key lime and mango trees that enhance the island ambiance. With its prime location, thoughtful layout, and beautifully curated indoor and outdoor spaces, this home captures the essence of the Islamorada lifestyle--elegant, inviting, and effortlessly connected to the water.

131 Bayview Isle Dr, Islamorada

$4,000,000

Experience breathtaking sunsets throughout the year on this waterfront lot ready for construction in Islamorada. There's no enduring lengthy waiting periods for development - this parcel comes with an active permit and holds a Residential Estate zoning designation. Encompassing a generous expanse from the highway to the bay, the property boasts an impressive 1.2 acres of land plus another .24 acres of bay bottom, accommodating deep-water dockage and a picturesque sandy beach. Seize the opportunity to actualize your ideal residence right now!

618904 MLS

Experience breathtaking sunsets throughout the year on this waterfront lot ready for construction in Islamorada. There's no enduring lengthy waiting periods for development - this parcel comes with an active permit and holds a Residential Estate zoning designation. Encompassing a generous expanse from the highway to the bay, the property boasts an impressive 1.2 acres of land plus another .24 acres of bay bottom, accommodating deep-water dockage and a picturesque sandy beach. Seize the opportunity to actualize your ideal residence right now!

75750 Overseas Hwy, Islamorada

79901 Overseas Highway Unit 204, Islamorada

$430,000

🌊 Spectacular Direct Ocean Views! ✨ Islamorada's Best-Kept Secret! This beautifully appointed 2-bedroom, 2-bath residence offers breathtaking, unobstructed ocean views from your private waterfront balcony. Step outside and enjoy a refreshing swim in the oceanfront pool or take a dip directly in the crystal-clear Atlantic. Perfectly situated near Bud & Mary's Marina and just minutes from Islamorada's most beloved restaurants, this location captures the very best of island living. This property is truly a must-see--and it's priced to sell. Seller will consider all reasonable offers.

2 Beds ⋅ 2 Baths ⋅ 618199 MLS

🌊 Spectacular Direct Ocean Views! ✨ Islamorada's Best-Kept Secret! This beautifully appointed 2-bedroom, 2-bath residence offers breathtaking, unobstructed ocean views from your private waterfront balcony. Step outside and enjoy a refreshing swim in the oceanfront pool or take a dip directly in the crystal-clear Atlantic. Perfectly situated near Bud & Mary's Marina and just minutes from Islamorada's most beloved restaurants, this location captures the very best of island living. This property is truly a must-see--and it's priced to sell. Seller will consider all reasonable offers.

79901 Overseas Highway Unit 204, 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

$2,500,000

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

$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

$3,250,000

TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private Beach Access Luxury canal-front home in Islamorada offering spacious living, refined coastal design, and exceptional outdoor amenities. This meticulously maintained residence features a flexible split floor plan with a main-level living area, wet bar, bedroom, and full bath overlooking the outdoor kitchen and resort-style pool. Upstairs includes 3 additional bedrooms, 2.5 baths, an open living area, pristine kitchen, and walk-in laundry room/office. The fenced backyard is designed for easy living with turf, low-maintenance landscaping, and privacy! Concrete dock with 20,000 lb boat lift and space for multiple boats. Owners also enjoy access to the private White Marlin homeowners beach and close proximity to area amenities. The perfect Florida Keys getaway with strong monthly rental income potential! A rare opportunity for turnkey waterfront living in the heart of Islamorada.

4 Beds ⋅ 4 Baths ⋅ 618873 MLS

TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private Beach Access Luxury canal-front home in Islamorada offering spacious living, refined coastal design, and exceptional outdoor amenities. This meticulously maintained residence features a flexible split floor plan with a main-level living area, wet bar, bedroom, and full bath overlooking the outdoor kitchen and resort-style pool. Upstairs includes 3 additional bedrooms, 2.5 baths, an open living area, pristine kitchen, and walk-in laundry room/office. The fenced backyard is designed for easy living with turf, low-maintenance landscaping, and privacy! Concrete dock with 20,000 lb boat lift and space for multiple boats. Owners also enjoy access to the private White Marlin homeowners beach and close proximity to area amenities. The perfect Florida Keys getaway with strong monthly rental income potential! A rare opportunity for turnkey waterfront living in the heart of Islamorada.

145 Venetian 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

79901 Overseas Highway Unit 511, Islamorada

$670,000

Spectacular Top-Floor Views and Expansive Covered Porch! Experience the ultimate Florida Keys backdrop from this 5th-floor condo at The Palms of Islamorada. Being on the top floor means you get the absolute best vantage point--boasting a huge covered porch designed for true outdoor living, with breathtaking, unobstructed ocean views and a direct line of sight to Alligator Lighthouse. Offered completely furnished and in excellent condition, the highly desirable split floor plan ensures maximum privacy. The generous primary suite is a true highlight, offering great space and its own beautiful ocean views. Guests will also love the comfortable second bedroom featuring its own private ensuite bath. The bright interior includes a sleek, modern European-style kitchen and the ultimate convenience of an in-unit washer and dryer. The Palms is a secure, gated complex in downtown Islamorada offering fantastic amenities: a resort-style pool, a large oceanfront tiki hut (plus 6 smaller satellite tikis), a community room, separate men's and women's gyms, and assigned covered parking. Best of all, you are within easy walking distance to premier local dining favorites like Lazy Days and Papa Joe's. This is one you definitely don't want to miss out on--call today to schedule your private showing!

2 Beds ⋅ 2 Baths ⋅ 620084 MLS

Spectacular Top-Floor Views and Expansive Covered Porch! Experience the ultimate Florida Keys backdrop from this 5th-floor condo at The Palms of Islamorada. Being on the top floor means you get the absolute best vantage point--boasting a huge covered porch designed for true outdoor living, with breathtaking, unobstructed ocean views and a direct line of sight to Alligator Lighthouse. Offered completely furnished and in excellent condition, the highly desirable split floor plan ensures maximum privacy. The generous primary suite is a true highlight, offering great space and its own beautiful ocean views. Guests will also love the comfortable second bedroom featuring its own private ensuite bath. The bright interior includes a sleek, modern European-style kitchen and the ultimate convenience of an in-unit washer and dryer. The Palms is a secure, gated complex in downtown Islamorada offering fantastic amenities: a resort-style pool, a large oceanfront tiki hut (plus 6 smaller satellite tikis), a community room, separate men's and women's gyms, and assigned covered parking. Best of all, you are within easy walking distance to premier local dining favorites like Lazy Days and Papa Joe's. This is one you definitely don't want to miss out on--call today to schedule your private showing!

79901 Overseas Highway Unit 511, Islamorada

141 Aregood Ln Unit # 3B (C1), Islamorada

$900,000

Wake up to sparkling Atlantic Ocean views and embrace the relaxed elegance of Islamorada living. This fully remodeled 2-bedroom, 2.5-bath townhome at the highly sought-after Port of Call community offers an exceptional blend of luxury, comfort, and investment potential. Designed for effortless coastal living, the residence features an ocean-view primary suite with a private balcony, an expansive rooftop deck, a beautifully updated kitchen, sunlit dining space, open-concept living area, and a screened terrace perfect for enjoying the island breeze. One of the property's most valuable and increasingly rare features is its ability to accommodate weekly vacation rentals. Port of Call is a boutique 10-residence community that offers the rare advantage of weekly vacation rentals, making this property an exceptional opportunity for both personal enjoyment and investment income. Whether you're seeking a personal island retreat, a high-performing vacation rental, or the ideal combination of both, this flexibility creates tremendous value and income potential. Residents and guests enjoy an oceanfront swimming pool, sandy beach, boat slip, covered parking, private storage, and the convenience of an in-unit laundry room and pantry. With luxury updates, ocean views, boating access, resort-style amenities, and highly desirable weekly rental capability, this turnkey Islamorada property represents a rare opportunity in one of the Florida Keys' most sought-after waterfront communities.

2 Beds ⋅ 3 Baths ⋅ 620172 MLS

Wake up to sparkling Atlantic Ocean views and embrace the relaxed elegance of Islamorada living. This fully remodeled 2-bedroom, 2.5-bath townhome at the highly sought-after Port of Call community offers an exceptional blend of luxury, comfort, and investment potential. Designed for effortless coastal living, the residence features an ocean-view primary suite with a private balcony, an expansive rooftop deck, a beautifully updated kitchen, sunlit dining space, open-concept living area, and a screened terrace perfect for enjoying the island breeze. One of the property's most valuable and increasingly rare features is its ability to accommodate weekly vacation rentals. Port of Call is a boutique 10-residence community that offers the rare advantage of weekly vacation rentals, making this property an exceptional opportunity for both personal enjoyment and investment income. Whether you're seeking a personal island retreat, a high-performing vacation rental, or the ideal combination of both, this flexibility creates tremendous value and income potential. Residents and guests enjoy an oceanfront swimming pool, sandy beach, boat slip, covered parking, private storage, and the convenience of an in-unit laundry room and pantry. With luxury updates, ocean views, boating access, resort-style amenities, and highly desirable weekly rental capability, this turnkey Islamorada property represents a rare opportunity in one of the Florida Keys' most sought-after waterfront communities.

141 Aregood Ln Unit # 3B (C1), Islamorada

$950,000

Direct Oceanfront Townhome with Private Boat Slip & Rooftop Deck in the Heart of the Keys! Experience panoramic ocean views, direct boating access, and the ultimate coastal lifestyle from this beautifully updated 2-bedroom, 2.5-bath townhouse in Plantation Key. Perched directly on the oceanfront, this residence includes a private boat slip and a rooftop deck offering unobstructed sunrise-to-moonrise vistas. Inside, an open-concept layout welcomes you with abundant natural light and stunning water views from both the main living areas and the primary suite. The kitchen and living room flow effortlessly to a private terrace perfect for morning coffee, al fresco dining, or evening cocktails by the sea. Upstairs, the spacious bedrooms offer comfortable retreats with generous storage, while the rooftop deck serves as your personal oasis in the sky ideal for sunbathing, entertaining, or simply soaking in the views. This property is eligible for a weekly vacation rental license, giving you the option to generate income when you're not enjoying it yourself. Located at MM 88 just off the Old Highway in Islamorada, you're minutes from world-class fishing, diving, dining, and boutique shopping yet tucked away in your own peaceful waterfront retreat. Whether you're searching for a full-time residence, weekend getaway, or investment property, this home delivers the best of the Florida Keys lifestyle. Seller carries wind/flood and hazard insurances.

2 Beds ⋅ 3 Baths ⋅ 616461 MLS

Direct Oceanfront Townhome with Private Boat Slip & Rooftop Deck in the Heart of the Keys! Experience panoramic ocean views, direct boating access, and the ultimate coastal lifestyle from this beautifully updated 2-bedroom, 2.5-bath townhouse in Plantation Key. Perched directly on the oceanfront, this residence includes a private boat slip and a rooftop deck offering unobstructed sunrise-to-moonrise vistas. Inside, an open-concept layout welcomes you with abundant natural light and stunning water views from both the main living areas and the primary suite. The kitchen and living room flow effortlessly to a private terrace perfect for morning coffee, al fresco dining, or evening cocktails by the sea. Upstairs, the spacious bedrooms offer comfortable retreats with generous storage, while the rooftop deck serves as your personal oasis in the sky ideal for sunbathing, entertaining, or simply soaking in the views. This property is eligible for a weekly vacation rental license, giving you the option to generate income when you're not enjoying it yourself. Located at MM 88 just off the Old Highway in Islamorada, you're minutes from world-class fishing, diving, dining, and boutique shopping yet tucked away in your own peaceful waterfront retreat. Whether you're searching for a full-time residence, weekend getaway, or investment property, this home delivers the best of the Florida Keys lifestyle. Seller carries wind/flood and hazard insurances.

143 Aregood Ln Unit D1, Islamorada

$2,700,000

Paradise found--experience the best of Florida Keys waterfront living in this beautifully updated, lushly landscaped lakefront home offering exceptional privacy and tranquil water views. Boaters will appreciate easy access from the lake to the bay and direct ocean access through nearby Tavernier Creek. Inside, soaring ceilings and impact-rated windows and doors fill the home with natural light, creating a bright, open atmosphere. The spacious great room flows onto an expansive waterfront deck just steps from the lake--perfect for relaxing or entertaining. The chef's kitchen features maple cabinetry, granite countertops, Thermador refrigerator and oven, Bosch dishwasher, commercial ice maker with filtration, and a GE Profile wine cooler. The oversized island showcases etched glass panels depicting an underwater seascape, illuminated with remote-controlled LED lighting. The main level includes two guest bedrooms and two updated bathrooms, including one ensuite. A custom tamarind wood serpentine staircase leads to the private third-floor primary suite with beautiful water views. The primary bath offers a whirlpool tub, walk-in steam shower, and skylights. Additional features include an oversized two-car garage with 12-foot ceilings and ample storage, plus a large ground-level storage area currently configured as a guest apartment with a permitted full bath. Outdoors, enjoy a secluded heated pool surrounded by tropical landscaping and a 60-foot concrete dock finished with durable IPE (Brazilian walnut). With no neighbors behind, on one side, or across the water, this property offers rare privacy and quick access to both Florida Bay and the Atlantic Ocean--capturing the essence of relaxed Keys living.

3 Beds ⋅ 4 Baths ⋅ 619060 MLS

Paradise found--experience the best of Florida Keys waterfront living in this beautifully updated, lushly landscaped lakefront home offering exceptional privacy and tranquil water views. Boaters will appreciate easy access from the lake to the bay and direct ocean access through nearby Tavernier Creek. Inside, soaring ceilings and impact-rated windows and doors fill the home with natural light, creating a bright, open atmosphere. The spacious great room flows onto an expansive waterfront deck just steps from the lake--perfect for relaxing or entertaining. The chef's kitchen features maple cabinetry, granite countertops, Thermador refrigerator and oven, Bosch dishwasher, commercial ice maker with filtration, and a GE Profile wine cooler. The oversized island showcases etched glass panels depicting an underwater seascape, illuminated with remote-controlled LED lighting. The main level includes two guest bedrooms and two updated bathrooms, including one ensuite. A custom tamarind wood serpentine staircase leads to the private third-floor primary suite with beautiful water views. The primary bath offers a whirlpool tub, walk-in steam shower, and skylights. Additional features include an oversized two-car garage with 12-foot ceilings and ample storage, plus a large ground-level storage area currently configured as a guest apartment with a permitted full bath. Outdoors, enjoy a secluded heated pool surrounded by tropical landscaping and a 60-foot concrete dock finished with durable IPE (Brazilian walnut). With no neighbors behind, on one side, or across the water, this property offers rare privacy and quick access to both Florida Bay and the Atlantic Ocean--capturing the essence of relaxed Keys living.

151 Lake Rd, 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

$275,000

ISLAMORADA OCEANFRONT LIVING! Located in the highly desirable Plantation by the Sea community, this rare opportunity allows you to create your own island retreat. Currently gutted and ready for renovation, this 2-bedroom, 1.5-bathroom townhome offers a blank canvas to design and finish to your personal taste within one of Islamorada's premier gated oceanfront communities. The floor plan features a spacious living area that opens to a screened balcony, providing the perfect setting to enjoy the tropical breeze and outdoor living. Upstairs, you'll find two bedrooms and a full bathroom, while a convenient half bath is located on the main level. Plantation by the Sea offers an impressive collection of resort-style amenities, including an oceanfront swimming pool with expansive sundeck, clubhouse with full kitchen, fitness center overlooking the Atlantic Ocean, sauna, kayak and paddleboard storage, fishing pier and fish-cleaning station, BBQ area, and guest parking. Ideally located near Founders Park, residents enjoy access to a wide range of recreational amenities, including an Olympic-size swimming pool, sandy beach, marina, tennis and pickleball courts, ball fields, playgrounds, dog park, and amphitheater. If you are looking for an investment property, this is your chance to customize a townhome in one of Islamorada's most sought-after oceanfront communities and enjoy the unparalleled Florida Keys lifestyle.

2 Beds ⋅ 2 Baths ⋅ 620217 MLS

ISLAMORADA OCEANFRONT LIVING! Located in the highly desirable Plantation by the Sea community, this rare opportunity allows you to create your own island retreat. Currently gutted and ready for renovation, this 2-bedroom, 1.5-bathroom townhome offers a blank canvas to design and finish to your personal taste within one of Islamorada's premier gated oceanfront communities. The floor plan features a spacious living area that opens to a screened balcony, providing the perfect setting to enjoy the tropical breeze and outdoor living. Upstairs, you'll find two bedrooms and a full bathroom, while a convenient half bath is located on the main level. Plantation by the Sea offers an impressive collection of resort-style amenities, including an oceanfront swimming pool with expansive sundeck, clubhouse with full kitchen, fitness center overlooking the Atlantic Ocean, sauna, kayak and paddleboard storage, fishing pier and fish-cleaning station, BBQ area, and guest parking. Ideally located near Founders Park, residents enjoy access to a wide range of recreational amenities, including an Olympic-size swimming pool, sandy beach, marina, tennis and pickleball courts, ball fields, playgrounds, dog park, and amphitheater. If you are looking for an investment property, this is your chance to customize a townhome in one of Islamorada's most sought-after oceanfront communities and enjoy the unparalleled Florida Keys lifestyle.

87455 Old Hwy Unit 235, Islamorada

$580,000

ANCHOR IN PARADISE- 4 BEDROOM, 2 BATH IN ISLAMORADA- EXECUTIVE BAY CLUB, THIS IMMACULATE CONDO WILL CONVEY FULLY FURNISHED ALL COMPLETELY RENOVATED & UPDATED W/HURRICANE IMPACT WINDOWS, SLIDING GLASS DOORS, WASHER/DRYER DOWNSTAIRS. PERFECT RETREAT W/SANDY BEACH, POOL, TENNIS COURTS, CLUBHOUSE FOR GATHERINGS, DOCKAGE AVAILABLE, BRAND NEW ONSITE MARINA, WALKING DISTANCE TO 'FOUNDER'S PARK' & FINE DINING!

4 Beds ⋅ 2 Baths ⋅ 618000 MLS

ANCHOR IN PARADISE- 4 BEDROOM, 2 BATH IN ISLAMORADA- EXECUTIVE BAY CLUB, THIS IMMACULATE CONDO WILL CONVEY FULLY FURNISHED ALL COMPLETELY RENOVATED & UPDATED W/HURRICANE IMPACT WINDOWS, SLIDING GLASS DOORS, WASHER/DRYER DOWNSTAIRS. PERFECT RETREAT W/SANDY BEACH, POOL, TENNIS COURTS, CLUBHOUSE FOR GATHERINGS, DOCKAGE AVAILABLE, BRAND NEW ONSITE MARINA, WALKING DISTANCE TO 'FOUNDER'S PARK' & FINE DINING!

87200 Overseas Hwy Unit M2, 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

$825,000

Beacon Reef is calling your name! This beautifully designed 2-bedroom, 2-bath residence spans approximately 1,275 square feet of light-filled living space. Enjoy the charming balcony with a steady breeze and lovely ocean views from the primary and balcony. With a spacious primary suite complete with an en-suite bath and charming sitting area and an oversized guest suite offering flexibility and comfort, this unit offers generous space for all! The open-concept living area seamlessly connects to a well-appointed kitchen featuring ample cabinetry and an abundance of counter space and a breakfast bar, perfect for entertaining. Additional highlights include impact windows, designated laundry space, a new air conditioner and refrigerator in 2025, a new stackable washer/dryer, and a large balcony designed for indoor-outdoor living. This unit is also ADA accessible and includes a larger parking space with ADA parking to accomodate a van. Residents of Beacon Reef enjoy gated, resort-style amenities including an oceanfront lovely pool, fitness center with water views, and first come/first serve boat slips accommodating vessels up to 35 feet. The property also offers a fishing pier, tiki hut, BBQ area, and lush tropical landscaping. Just minutes from world-class fishing, diving, dining, and art galleries and within walking distance to Publix and several restaurants, Unit 301 offers the perfect balance of tranquility and access to the best of the Florida Keys. Whether as a primary residence, weekend escape, or seasonal retreat, this exceptional residence is your invitation to live the true Islamorada lifestyle!

2 Beds ⋅ 2 Baths ⋅ 617666 MLS

Beacon Reef is calling your name! This beautifully designed 2-bedroom, 2-bath residence spans approximately 1,275 square feet of light-filled living space. Enjoy the charming balcony with a steady breeze and lovely ocean views from the primary and balcony. With a spacious primary suite complete with an en-suite bath and charming sitting area and an oversized guest suite offering flexibility and comfort, this unit offers generous space for all! The open-concept living area seamlessly connects to a well-appointed kitchen featuring ample cabinetry and an abundance of counter space and a breakfast bar, perfect for entertaining. Additional highlights include impact windows, designated laundry space, a new air conditioner and refrigerator in 2025, a new stackable washer/dryer, and a large balcony designed for indoor-outdoor living. This unit is also ADA accessible and includes a larger parking space with ADA parking to accomodate a van. Residents of Beacon Reef enjoy gated, resort-style amenities including an oceanfront lovely pool, fitness center with water views, and first come/first serve boat slips accommodating vessels up to 35 feet. The property also offers a fishing pier, tiki hut, BBQ area, and lush tropical landscaping. Just minutes from world-class fishing, diving, dining, and art galleries and within walking distance to Publix and several restaurants, Unit 301 offers the perfect balance of tranquility and access to the best of the Florida Keys. Whether as a primary residence, weekend escape, or seasonal retreat, this exceptional residence is your invitation to live the true Islamorada lifestyle!

83201 Old Hwy Unit 301, Islamorada

$225,000

The perfect spot to call home. Plantation Villas unit G101 is a ground-level end unit in the quiet back corner of the community. This one-bedroom, one-bath home has been updated this past year with a new kitchen featuring all new appliances, Quartz stone countertops, under-cabinet LED lighting, and LED ceiling lights. The bathroom features a tile shower and a built-in Bluetooth music speaker. When you are away from home, an app-controlled thermostat and smoke detector make monitoring things a breeze. Plantation Villas features assigned parking and guest parking. A community pool and clubhouse for your enjoyment. And the location within the Village of Islamorada allows the owner access to the benefits of Founders Park, with sandy beach, swimming pools, tennis, pickleball, walking paths, sports fields, and daily fun activities.FYI - Plantation Villas has recently renamed Building G to Building #2 and the unit to #210. The HOA dues include the building insurance.

1 Beds ⋅ 1 Baths ⋅ 619702 MLS

The perfect spot to call home. Plantation Villas unit G101 is a ground-level end unit in the quiet back corner of the community. This one-bedroom, one-bath home has been updated this past year with a new kitchen featuring all new appliances, Quartz stone countertops, under-cabinet LED lighting, and LED ceiling lights. The bathroom features a tile shower and a built-in Bluetooth music speaker. When you are away from home, an app-controlled thermostat and smoke detector make monitoring things a breeze. Plantation Villas features assigned parking and guest parking. A community pool and clubhouse for your enjoyment. And the location within the Village of Islamorada allows the owner access to the benefits of Founders Park, with sandy beach, swimming pools, tennis, pickleball, walking paths, sports fields, and daily fun activities.FYI - Plantation Villas has recently renamed Building G to Building #2 and the unit to #210. The HOA dues include the building insurance.

40 High Point Rd Unit G101, Islamorada

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