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Prime commercial property just 30 minutes from Key West, located in the heart of Big Pine Key. This rare offering includes 35,475 sq. ft. of commercial land with 215 feet of high-visibility frontage along the iconic Overseas Highway (U.S. 1) — the only road connecting the islands of the Florida Keys. Positioned near the island's only traffic light, across from CVS, Walgreens, and Ace Hardware, while next door to NAPA. The site benefits from exceptional exposure and steady high-volume traffic. Key Features: One building is 2,700 square feet and the other 2,550 square feet, totaling 5,250 square feet of retail space indoors occupied by 9 tenants, two of which have been at this location for over 15 years, and several others for over 5 years. There are two additional tenants renting yard space, one is within the 4,500 square-foot fenced enclosure and the other is the ice machine which has been at this location for close to 15 years. There is also a 200' radio tower located on the property with potential for added future revenue. Both buildings are elevated and equipped with a handicap-accessible ramp that services all retail spaces. Each structure is constructed from solid concrete, incorporates several firewalls between tenants, and features a premium, robust roofing system that includes steel trusses, a lightweight concrete deck, and a hot-mopped 90-pound slate finish—providing exceptional structural strength, fire resistance, superior water protection, and long-lasting durability in demanding environments. Whether you're looking to grow your portfolio, expand an existing business, or launch a new venture, this high-visibility, high-traffic property offers limitless potential. Don't miss this rare investment opportunity in the Florida Keys!

9 Baths ⋅ 617662 MLS

Prime commercial property just 30 minutes from Key West, located in the heart of Big Pine Key. This rare offering includes 35,475 sq. ft. of commercial land with 215 feet of high-visibility frontage along the iconic Overseas Highway (U.S. 1) — the only road connecting the islands of the Florida Keys. Positioned near the island's only traffic light, across from CVS, Walgreens, and Ace Hardware, while next door to NAPA. The site benefits from exceptional exposure and steady high-volume traffic. Key Features: One building is 2,700 square feet and the other 2,550 square feet, totaling 5,250 square feet of retail space indoors occupied by 9 tenants, two of which have been at this location for over 15 years, and several others for over 5 years. There are two additional tenants renting yard space, one is within the 4,500 square-foot fenced enclosure and the other is the ice machine which has been at this location for close to 15 years. There is also a 200' radio tower located on the property with potential for added future revenue. Both buildings are elevated and equipped with a handicap-accessible ramp that services all retail spaces. Each structure is constructed from solid concrete, incorporates several firewalls between tenants, and features a premium, robust roofing system that includes steel trusses, a lightweight concrete deck, and a hot-mopped 90-pound slate finish—providing exceptional structural strength, fire resistance, superior water protection, and long-lasting durability in demanding environments. Whether you're looking to grow your portfolio, expand an existing business, or launch a new venture, this high-visibility, high-traffic property offers limitless potential. Don't miss this rare investment opportunity in the Florida Keys!

30330 30348 Overseas Hwy, Big Pine

$3,099,000

Welcome to a refined waterfront pool home in the highly desirable Cudjoe Gardens neighborhood, where luxury meets laid-back island living. Located on a corner canal with 235' of waterfront this home is designed with life on the water in mind. Featuring two boat lifts, 15,000 lb and 12,000 lb, providing flexibility for multiple vessels along with a 2-car Garage for additional storage for all of your gear. Inside, the spacious 3 Bedroom, 3 Bath 3,056 sq. ft. home comfort and style blend with ease. The kitchen stands out with 6-burner Viking Range, Viking dishwasher, cabinet-front refrigerator, stainless appliances, pantry and generous space for entertaining, flowing seamlessly into the main living areas. Soaring ceilings fills the home, creating a bright and inviting atmosphere throughout. Upstairs a loft-style office and a dedicated theatre room offering a bar with beverage center provides the perfect setting for movie nights or game-day gatherings. The primary suite serves as a private retreat, complete with a lavish bath with bidet, separate shower and a relaxing jet tub, ideal for unwinding at the end of the day. Porches on both sides of the home overlook the canals and lead to a unique sandy point at the corner, offering a peaceful setting to take in water views and stunning sunset skies. After a day on the water relax by your waterfront heated salt pool or enjoy sipping cocktails on the screened lanai. Additional amenities include impact windows and doors, whole house generator and ice machine. Cudjoe Gardens is an upscale waterfront community known for its ground-level concrete homes thoughtfully built above the floodplain. The neighborhood is home to Cudjoe Gardens Marina, a convenient full-service stop for fuel, bait, and refreshments on your way to world-class fishing and diving. Residents also enjoy The Bent Prop, a beloved waterfront restaurant offering a true taste of the Keys lifestyle.

4 Beds ⋅ 3 Baths ⋅ 619589 MLS

Welcome to a refined waterfront pool home in the highly desirable Cudjoe Gardens neighborhood, where luxury meets laid-back island living. Located on a corner canal with 235' of waterfront this home is designed with life on the water in mind. Featuring two boat lifts, 15,000 lb and 12,000 lb, providing flexibility for multiple vessels along with a 2-car Garage for additional storage for all of your gear. Inside, the spacious 3 Bedroom, 3 Bath 3,056 sq. ft. home comfort and style blend with ease. The kitchen stands out with 6-burner Viking Range, Viking dishwasher, cabinet-front refrigerator, stainless appliances, pantry and generous space for entertaining, flowing seamlessly into the main living areas. Soaring ceilings fills the home, creating a bright and inviting atmosphere throughout. Upstairs a loft-style office and a dedicated theatre room offering a bar with beverage center provides the perfect setting for movie nights or game-day gatherings. The primary suite serves as a private retreat, complete with a lavish bath with bidet, separate shower and a relaxing jet tub, ideal for unwinding at the end of the day. Porches on both sides of the home overlook the canals and lead to a unique sandy point at the corner, offering a peaceful setting to take in water views and stunning sunset skies. After a day on the water relax by your waterfront heated salt pool or enjoy sipping cocktails on the screened lanai. Additional amenities include impact windows and doors, whole house generator and ice machine. Cudjoe Gardens is an upscale waterfront community known for its ground-level concrete homes thoughtfully built above the floodplain. The neighborhood is home to Cudjoe Gardens Marina, a convenient full-service stop for fuel, bait, and refreshments on your way to world-class fishing and diving. Residents also enjoy The Bent Prop, a beloved waterfront restaurant offering a true taste of the Keys lifestyle.

21090 5th Ave, Cudjoe

$3,050,000

Welcome to ''Sea-Esta''an exceptional, premiere 3-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, and landscaped grounds. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from resort infrastructure just moments away. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a rental income opportunity, or a long-term hold in one of the Florida Keys' most established resort communities. Quiet, secure, and impeccably positioned.

3 Beds ⋅ 3 Baths ⋅ 618322 MLS

Welcome to ''Sea-Esta''an exceptional, premiere 3-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, and landscaped grounds. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from resort infrastructure just moments away. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a rental income opportunity, or a long-term hold in one of the Florida Keys' most established resort communities. Quiet, secure, and impeccably positioned.

25 E Playa Largo Blvd, Key Largo

$3,000,000

Discover effortless Keys living in this beautifully designed three-story home on the ocean side of Plantation Key, offering protected dockage and immediate ocean access. Thoughtfully designed for both relaxed living and waterfront entertaining, the home features an open floor plan, 9-foot ceilings, and expansive 8-foot sliding glass doors that bring the outdoors in. Drive in and the home welcomes you with an entrance foyer, elevator, and interior stairs to the upper floors. The updated kitchen showcases quartzite countertops, soft-close cabinetry, new Samsung smart appliances, and a generous island with a GE Profile four-burner propane cooktop and downdraft. Sliding glass doors from the kitchen and living area open to a spacious covered terrace with stairs leading to the pool deck. A guest bedroom and bath complete this level. The third floor offers a spacious primary suite with a large walk-in closet, en-suite bath, and 8-foot sliding glass doors opening to a private covered terrace. The luxurious primary bath features a double vanity, soaking tub, and separate shower. A second guest suite and laundry room with sink and under-counter refrigerator are also located on this level. Exterior stairs lead to the rooftop deck, complete with electricity, water, and lighting, perfect for sunbathing, sunset cocktails, or stargazing. The waterfront lifestyle continues below with a pool, 15,000-pound boat lift, kayak launch and storage, fish cleaning station, outdoor shower, and icemaker. A well-appointed summer kitchen with grill, sink, and beverage center makes poolside entertaining a breeze. Additional features include a circular driveway, carport, garage, and thoughtfully maintained landscaping with irrigation and landscape lighting on timers. A beautiful waterfront retreat designed to make every day in the Florida Keys feel like a vacation.

3 Beds ⋅ 3 Baths ⋅ 621299 MLS

Discover effortless Keys living in this beautifully designed three-story home on the ocean side of Plantation Key, offering protected dockage and immediate ocean access. Thoughtfully designed for both relaxed living and waterfront entertaining, the home features an open floor plan, 9-foot ceilings, and expansive 8-foot sliding glass doors that bring the outdoors in. Drive in and the home welcomes you with an entrance foyer, elevator, and interior stairs to the upper floors. The updated kitchen showcases quartzite countertops, soft-close cabinetry, new Samsung smart appliances, and a generous island with a GE Profile four-burner propane cooktop and downdraft. Sliding glass doors from the kitchen and living area open to a spacious covered terrace with stairs leading to the pool deck. A guest bedroom and bath complete this level. The third floor offers a spacious primary suite with a large walk-in closet, en-suite bath, and 8-foot sliding glass doors opening to a private covered terrace. The luxurious primary bath features a double vanity, soaking tub, and separate shower. A second guest suite and laundry room with sink and under-counter refrigerator are also located on this level. Exterior stairs lead to the rooftop deck, complete with electricity, water, and lighting, perfect for sunbathing, sunset cocktails, or stargazing. The waterfront lifestyle continues below with a pool, 15,000-pound boat lift, kayak launch and storage, fish cleaning station, outdoor shower, and icemaker. A well-appointed summer kitchen with grill, sink, and beverage center makes poolside entertaining a breeze. Additional features include a circular driveway, carport, garage, and thoughtfully maintained landscaping with irrigation and landscape lighting on timers. A beautiful waterfront retreat designed to make every day in the Florida Keys feel like a vacation.

148 Riviera Dr, Tavernier

$3,000,000

Welcome to your Venetian Shores retreat, where relaxed coastal living meets effortless waterfront luxury. This completely updated pool home is designed for easy living and unforgettable entertaining, with an open floor plan, beautiful finishes, and seamless indoor-outdoor flow. The heart of the home is a spacious kitchen with a generous island, opening to the living area and a wall of sliding glass doors. Step outside to a covered terrace overlooking the resort-style pool and waterfront, with plenty of pool deck for soaking up the sun and a shaded poolside area for lingering over long lunches or evening cocktails. Boaters will love the 70 feet of dockage, complete with a 20,000-pound boat lift. Venetian Shores is known for its 100-foot-wide canals and exceptional boating access, with a quick route to the ocean or bay through Snake Creek. Built with CBS construction and a concrete roof, the home offers an elevator plus both interior and exterior stair access between floors. Upstairs, you'll find the main living area and two bedrooms and two baths, while the downstairs offers an additional bedroom and bath. A bonus room, ample storage, and cabana bath add flexibility and convenience. With its resort-style pool, generous waterfront, easy boating access, and beautifully updated interiors, this is the kind of home that makes everyday life feel like a vacation, casual, polished, and unmistakably coastal.

3 Beds ⋅ 3 Baths ⋅ 620907 MLS

Welcome to your Venetian Shores retreat, where relaxed coastal living meets effortless waterfront luxury. This completely updated pool home is designed for easy living and unforgettable entertaining, with an open floor plan, beautiful finishes, and seamless indoor-outdoor flow. The heart of the home is a spacious kitchen with a generous island, opening to the living area and a wall of sliding glass doors. Step outside to a covered terrace overlooking the resort-style pool and waterfront, with plenty of pool deck for soaking up the sun and a shaded poolside area for lingering over long lunches or evening cocktails. Boaters will love the 70 feet of dockage, complete with a 20,000-pound boat lift. Venetian Shores is known for its 100-foot-wide canals and exceptional boating access, with a quick route to the ocean or bay through Snake Creek. Built with CBS construction and a concrete roof, the home offers an elevator plus both interior and exterior stair access between floors. Upstairs, you'll find the main living area and two bedrooms and two baths, while the downstairs offers an additional bedroom and bath. A bonus room, ample storage, and cabana bath add flexibility and convenience. With its resort-style pool, generous waterfront, easy boating access, and beautifully updated interiors, this is the kind of home that makes everyday life feel like a vacation, casual, polished, and unmistakably coastal.

121 Severino Dr, Islamorada

$2,999,999

Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.

2 Beds ⋅ 4 Baths ⋅ 616727 MLS

Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.

405 Petronia St, Key West

$2,999,999

Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.

4 Baths ⋅ 616729 MLS

Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.

405 Petronia St, Key West

$2,999,500

Beautifully updated and styled with plush new interior designed furnishings, 401 Emma Street Unit H is a vacation rental townhome that has BOTH Ocean and Harbor views in the heart of Truman Annex. Enjoy gorgeous sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered balcony right off the main living area with living room, dining room and kitchen all in easy access. The second story's primary bedroom and bath opens out to its own private balcony. This gem is in the highly desirable Old Town location Mill's Place condominiums in Truman Annex.

2 Beds ⋅ 2 Baths ⋅ 618955 MLS

Beautifully updated and styled with plush new interior designed furnishings, 401 Emma Street Unit H is a vacation rental townhome that has BOTH Ocean and Harbor views in the heart of Truman Annex. Enjoy gorgeous sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered balcony right off the main living area with living room, dining room and kitchen all in easy access. The second story's primary bedroom and bath opens out to its own private balcony. This gem is in the highly desirable Old Town location Mill's Place condominiums in Truman Annex.

401 Emma St Unit APT H, Key West

$2,999,000

Updated canal front pool home located in a desirable neighborhood with quick and easy access to the bay or ocean via Tavernier Creek, a boaters dream. It features a 3 bedrooms, 3.5 bath, a ground level entry with beautifully designed foyer, a large entertainment room with bar, a laundry room and a half bath. The second level has a spacious bedroom with an en-suite bath and an additional room for bedroom or office space with easy access to the pool/outdoor entertainment area. The main living area has an open-concept design with balcony, dining area and updated kitchen along with a guest bedroom and guest full bath. The spacious private master suite is located on the upper level with an en-suite bath, balcony and easy access to roof-top entertaining, which includes beautiful bay views, sunrises and sunsets. Additional interior features include new recessed lighting throughout the house along with interior stair lighting, updated bathrooms and new tile throughout the house, including outdoor balconies. Outdoor features include a beautifully designed entertainment area that includes a new pool with heater/cooler, outdoor shower, a fire pit and brand new outdoor kitchen with tiki, which makes it a great area to relax with friends and family after a long day of fishing. A new 70 ft dock with new pilings, Trex Decking and a newly installed 20,000# lift for your boat. Solid concrete construction with a new metal roof, newly waterproof coated/sealed flat roof top, impact windows and doors, new driveway pavers, new privacy fence, low voltage lighting and low maintenance landscaping. An attached air-controlled garage with new hurricane rated garage door and side doors, has plenty of storage for all your toys. This home checks all the boxes whether it's a primary residence, a weekend getaway or luxury vacation rental, it's move in ready. Great location near shopping, schools & restaurants.

3 Beds ⋅ 4 Baths ⋅ 620411 MLS

Updated canal front pool home located in a desirable neighborhood with quick and easy access to the bay or ocean via Tavernier Creek, a boaters dream. It features a 3 bedrooms, 3.5 bath, a ground level entry with beautifully designed foyer, a large entertainment room with bar, a laundry room and a half bath. The second level has a spacious bedroom with an en-suite bath and an additional room for bedroom or office space with easy access to the pool/outdoor entertainment area. The main living area has an open-concept design with balcony, dining area and updated kitchen along with a guest bedroom and guest full bath. The spacious private master suite is located on the upper level with an en-suite bath, balcony and easy access to roof-top entertaining, which includes beautiful bay views, sunrises and sunsets. Additional interior features include new recessed lighting throughout the house along with interior stair lighting, updated bathrooms and new tile throughout the house, including outdoor balconies. Outdoor features include a beautifully designed entertainment area that includes a new pool with heater/cooler, outdoor shower, a fire pit and brand new outdoor kitchen with tiki, which makes it a great area to relax with friends and family after a long day of fishing. A new 70 ft dock with new pilings, Trex Decking and a newly installed 20,000# lift for your boat. Solid concrete construction with a new metal roof, newly waterproof coated/sealed flat roof top, impact windows and doors, new driveway pavers, new privacy fence, low voltage lighting and low maintenance landscaping. An attached air-controlled garage with new hurricane rated garage door and side doors, has plenty of storage for all your toys. This home checks all the boxes whether it's a primary residence, a weekend getaway or luxury vacation rental, it's move in ready. Great location near shopping, schools & restaurants.

111 Spoonbill Rd, Tavernier

$2,998,000

Prestigious Island Drive address with incredible open water views over Largo Sound. This solid concrete home, including the concrete roof, offers exceptional strength and peace of mind, enhanced by all-impact windows and doors. Thoughtfully reimagined into a modern masterpiece, this 3 bedroom, 3.5 bath residence blends luxury finishes with ideal Keys living. Upstairs features 2 bedrooms, 2.5 baths, and an open-concept living area designed to capture endless water views. The chef's kitchen includes a Bosch gas range, Bosch microwave, and four-door stainless refrigerator. The primary suite offers a spa-inspired bath with Duravit vanity, walk-in shower, and refined finishes. The guest bedroom also enjoys an en-suite bath. There is also an additional half bath off the entertaining space. Downstairs offers a spacious third bedroom large enough for two queen beds, plus a full bath with curbless shower and double vanity. Entertain in style with a wet bar and summer kitchen featuring wine cooler, ice machine, and folding glass doors opening to the waterfront decks. A commercial-grade air curtain system allows open-air enjoyment while helping maintain interior comfort. Boaters will appreciate 60' of waterfrontage, a cut-in slip for a vessel with approx. 10.5' beam, and excellent access to both ocean and bay waters. New dock permits and boat lift have been approved by the United States Army Corps of Engineers and are transferable to Buyer. Additional features include garage, separate laundry room, on-demand gas hot water, extra Sub-Zero refrigerator, new 200-amp electrical service, recessed LED lighting, automatic shades, blackout bedroom shades, and a 4-panel impact-glass garage door. Outside enjoy the island life under the Tiki hut! Shore power with 50 Amp Service, water and Boat whip mooring system. Automatic gated property entry offers privacy and security. Just one hour to Miami International Airport, yet a tropical world away.

3 Beds ⋅ 4 Baths ⋅ 619468 MLS

Prestigious Island Drive address with incredible open water views over Largo Sound. This solid concrete home, including the concrete roof, offers exceptional strength and peace of mind, enhanced by all-impact windows and doors. Thoughtfully reimagined into a modern masterpiece, this 3 bedroom, 3.5 bath residence blends luxury finishes with ideal Keys living. Upstairs features 2 bedrooms, 2.5 baths, and an open-concept living area designed to capture endless water views. The chef's kitchen includes a Bosch gas range, Bosch microwave, and four-door stainless refrigerator. The primary suite offers a spa-inspired bath with Duravit vanity, walk-in shower, and refined finishes. The guest bedroom also enjoys an en-suite bath. There is also an additional half bath off the entertaining space. Downstairs offers a spacious third bedroom large enough for two queen beds, plus a full bath with curbless shower and double vanity. Entertain in style with a wet bar and summer kitchen featuring wine cooler, ice machine, and folding glass doors opening to the waterfront decks. A commercial-grade air curtain system allows open-air enjoyment while helping maintain interior comfort. Boaters will appreciate 60' of waterfrontage, a cut-in slip for a vessel with approx. 10.5' beam, and excellent access to both ocean and bay waters. New dock permits and boat lift have been approved by the United States Army Corps of Engineers and are transferable to Buyer. Additional features include garage, separate laundry room, on-demand gas hot water, extra Sub-Zero refrigerator, new 200-amp electrical service, recessed LED lighting, automatic shades, blackout bedroom shades, and a 4-panel impact-glass garage door. Outside enjoy the island life under the Tiki hut! Shore power with 50 Amp Service, water and Boat whip mooring system. Automatic gated property entry offers privacy and security. Just one hour to Miami International Airport, yet a tropical world away.

626 Island Dr, Key Largo

$2,995,000

Just three homes from the bay, this waterfront home in Islamorada offers beautiful bay views, quick boating access and the quintessential Florida Keys lifestyle. The open 2 bedroom, 2 bath upstairs features bay views and high-end finishes. The outdoor offers spacious multi-level terraces with over 4000 sq ft of paver tiles and a waterfront tiki hut perfect for relaxing or entertaining. Boaters will appreciate the concrete dock with 5' draft, davits and fish-cleaning station, with quick and easy access to the bay and to the ocean via Tavernier or Snake Creek. Impact windows and doors, remotely operated roll-down shutters, gated entry, 3rd bathroom downstairs with storage and covered parking. Ideally located in Planation Key Colony; close to shopping, dining, entertainment and healthcare.

2 Beds ⋅ 3 Baths ⋅ 621277 MLS

Just three homes from the bay, this waterfront home in Islamorada offers beautiful bay views, quick boating access and the quintessential Florida Keys lifestyle. The open 2 bedroom, 2 bath upstairs features bay views and high-end finishes. The outdoor offers spacious multi-level terraces with over 4000 sq ft of paver tiles and a waterfront tiki hut perfect for relaxing or entertaining. Boaters will appreciate the concrete dock with 5' draft, davits and fish-cleaning station, with quick and easy access to the bay and to the ocean via Tavernier or Snake Creek. Impact windows and doors, remotely operated roll-down shutters, gated entry, 3rd bathroom downstairs with storage and covered parking. Ideally located in Planation Key Colony; close to shopping, dining, entertainment and healthcare.

114 N Coconut Palm Blvd, Tavernier

$2,980,000

Old Town charm in the heart of Key West! This two-story Conch-style residence offers an exceptional opportunity to enjoy island living in the highly desirable Old Town Historic District. A two-car driveway provides convenient off-street parking, while a welcoming front porch leads into an inviting interior with wood floors throughout the first level. The well-appointed kitchen features a gas range, stainless steel appliances, and easy access to the outdoor entertaining areas. A comfortable sitting room provides the perfect space to relax after a day enjoying Key West. The entire second floor is dedicated to a spacious primary suite featuring a large walk-in closet, mini-split A/C, private bath with shower, and a sunbathing area. An additional flexible space is ideal for a home office, reading area, or extra living space. Outdoor living is a highlight, with a covered patio featuring exterior lighting and ceiling fans, plus a jacuzzi and outdoor shower for year-round enjoyment. Additional conveniences include a dedicated laundry room with full-size washer and dryer, utility sink, workspace, attic storage, and a detached storage shed. Storm-ready features include a metal roof and exterior hurricane shutters, while interior plantation shutters add classic Key West character. Ideally located just a short bike ride from Duval Street, Mallory Square, St. Mary's, restaurants, galleries, shops, entertainment, and the waterfront. A wonderful opportunity to own a distinctive Old Town residence combining historic charm, valuable off-street parking, inviting outdoor spaces, and an exceptional Key West location.

3 Beds ⋅ 2 Baths ⋅ 621273 MLS

Old Town charm in the heart of Key West! This two-story Conch-style residence offers an exceptional opportunity to enjoy island living in the highly desirable Old Town Historic District. A two-car driveway provides convenient off-street parking, while a welcoming front porch leads into an inviting interior with wood floors throughout the first level. The well-appointed kitchen features a gas range, stainless steel appliances, and easy access to the outdoor entertaining areas. A comfortable sitting room provides the perfect space to relax after a day enjoying Key West. The entire second floor is dedicated to a spacious primary suite featuring a large walk-in closet, mini-split A/C, private bath with shower, and a sunbathing area. An additional flexible space is ideal for a home office, reading area, or extra living space. Outdoor living is a highlight, with a covered patio featuring exterior lighting and ceiling fans, plus a jacuzzi and outdoor shower for year-round enjoyment. Additional conveniences include a dedicated laundry room with full-size washer and dryer, utility sink, workspace, attic storage, and a detached storage shed. Storm-ready features include a metal roof and exterior hurricane shutters, while interior plantation shutters add classic Key West character. Ideally located just a short bike ride from Duval Street, Mallory Square, St. Mary's, restaurants, galleries, shops, entertainment, and the waterfront. A wonderful opportunity to own a distinctive Old Town residence combining historic charm, valuable off-street parking, inviting outdoor spaces, and an exceptional Key West location.

728 Poor House Ln, Key West

$2,980,000

PRICE IMPROVEMENT- Classic Key West charm and sophistication abound, with traditional grace yet modern conveniences, this wasn't just a simple remodel. This was a carefully thought out, complete and careful renovation of this Old Town treasure. This home is carefree, furnished, and turnkey-bring your personal bag and you are home immediately. A worry free and easily maintained 3 bedroom, 2 and & ½ bath home, master bath ensuite, on one of the most prestigious streets in Key West, this home is constantly photographed, whether it's the location, the style, or the carefully chosen color pallet by the current owners, we're not sure, but regardless, many are drawn to this home and its beautifully tailored look. Whether you want to people watch on the front porch and sip your coffee or cocktail, or withdraw to the secluded private back yard and lounge around the pool reading a Hemingway novel, who's legendary home is a mere stroll moments away out the gate one direction, or go the opposite direction to the Atlantic Ocean and the Southernmost Point Buoy, everything Key West is only minutes away from this front door, your front door. Your new home. And by new, that's what we mean-this home was carefully and completely renovated in the last couple years, essentially creating a classic Key West house, with all the comfort and benefits of a new home. A completely custom Bosch appliance filled kitchen, with virtually every modern convenience a new home would hold. Modern upscale interior, zoned central A/C system with whole-house ventilating dehumidifier, advanced internet modem and router system, maintenance free composite decking, complete security and camera system, are just a few of the extra steps the owners took when creating a time-honored but luxurious, self contained and above the norm renovation of this truly one of a kind Key West home. Lets set up your private showing today.

3 Beds ⋅ 3 Baths ⋅ 620747 MLS

PRICE IMPROVEMENT- Classic Key West charm and sophistication abound, with traditional grace yet modern conveniences, this wasn't just a simple remodel. This was a carefully thought out, complete and careful renovation of this Old Town treasure. This home is carefree, furnished, and turnkey-bring your personal bag and you are home immediately. A worry free and easily maintained 3 bedroom, 2 and & ½ bath home, master bath ensuite, on one of the most prestigious streets in Key West, this home is constantly photographed, whether it's the location, the style, or the carefully chosen color pallet by the current owners, we're not sure, but regardless, many are drawn to this home and its beautifully tailored look. Whether you want to people watch on the front porch and sip your coffee or cocktail, or withdraw to the secluded private back yard and lounge around the pool reading a Hemingway novel, who's legendary home is a mere stroll moments away out the gate one direction, or go the opposite direction to the Atlantic Ocean and the Southernmost Point Buoy, everything Key West is only minutes away from this front door, your front door. Your new home. And by new, that's what we mean-this home was carefully and completely renovated in the last couple years, essentially creating a classic Key West house, with all the comfort and benefits of a new home. A completely custom Bosch appliance filled kitchen, with virtually every modern convenience a new home would hold. Modern upscale interior, zoned central A/C system with whole-house ventilating dehumidifier, advanced internet modem and router system, maintenance free composite decking, complete security and camera system, are just a few of the extra steps the owners took when creating a time-honored but luxurious, self contained and above the norm renovation of this truly one of a kind Key West home. Lets set up your private showing today.

1019 Whitehead St, Key West

$2,975,000

CONSTRUCTION COMPLETE! MOVE-IN AND RENTAL READY! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys; adjacent to Duck Key. A rare find of just 14 new construction residences offering direct Atlantic Ocean views, a resort-style pool, pickleball court, sandy beach with the flexibility of a weekly rental. The first floor offers a private two-car garage and covered cabana with spacious outdoor living space that leads out to the pool deck and beach. The second floor features an open floor plan with spacious kitchen, dining, and great room all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor, you'll find the primary suite with a luxurious spa bath, a second guest suite and two additional guest bedrooms that share a bath. Luxuriously finished with high-end KitchenAid appliances, waterfall quartz countertops, full-height backsplashes, custom closets, and much more. Additionally, this residence offers upgrades including an outdoor summer kitchen, an exterior spiral staircase from the second down to the first floor, and a fire pit. SeaGlass Cove is barefoot luxury at its best!

5 Beds ⋅ 5 Baths ⋅ 608751 MLS

CONSTRUCTION COMPLETE! MOVE-IN AND RENTAL READY! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys; adjacent to Duck Key. A rare find of just 14 new construction residences offering direct Atlantic Ocean views, a resort-style pool, pickleball court, sandy beach with the flexibility of a weekly rental. The first floor offers a private two-car garage and covered cabana with spacious outdoor living space that leads out to the pool deck and beach. The second floor features an open floor plan with spacious kitchen, dining, and great room all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor, you'll find the primary suite with a luxurious spa bath, a second guest suite and two additional guest bedrooms that share a bath. Luxuriously finished with high-end KitchenAid appliances, waterfall quartz countertops, full-height backsplashes, custom closets, and much more. Additionally, this residence offers upgrades including an outdoor summer kitchen, an exterior spiral staircase from the second down to the first floor, and a fire pit. SeaGlass Cove is barefoot luxury at its best!

59720 Overseas Highway Unit 7, Marathon

$2,950,000

RARE OPPORTUNITY IN CORAL COVE! Welcome to Island Hopper, an award-winning tropical plantation-style home in one of Islamorada's most private gated communities. Set on an oversized double lot, this beautifully updated 4-bedroom, 3-bath home offers 3,550 sq. ft. of living space plus 1,200 sq. ft. of covered outdoor living. A spectacular wraparound porch, soaring windows, and abundant natural light capture the relaxed elegance of Keys living. The private top-floor primary suite features a walk-in closet, Jacuzzi tub, and adjoining office. Recent upgrades include impact windows and doors, four new A/C units, approximately 5,000 sq. ft. of new marble pavers, 7,500 sq. ft. of new turf, and lush tropical landscaping with mature orchids and privacy hedging. Enjoy the privacy of a dry-lot home with the benefits of waterfront living. Coral Cove's amenities include community boat dockage with water and power, fish-cleaning station, oceanfront pool, and tiki huts. Four covered parking spaces plus dedicated golf-cart parking complete the property. Ideally located in the heart of Islamorada, within walking distance of restaurants, shopping, and entertainment. With only 9 homes in Coral Cove, opportunities to own in this special community are exceptionally rare.

4 Beds ⋅ 3 Baths ⋅ 621398 MLS

RARE OPPORTUNITY IN CORAL COVE! Welcome to Island Hopper, an award-winning tropical plantation-style home in one of Islamorada's most private gated communities. Set on an oversized double lot, this beautifully updated 4-bedroom, 3-bath home offers 3,550 sq. ft. of living space plus 1,200 sq. ft. of covered outdoor living. A spectacular wraparound porch, soaring windows, and abundant natural light capture the relaxed elegance of Keys living. The private top-floor primary suite features a walk-in closet, Jacuzzi tub, and adjoining office. Recent upgrades include impact windows and doors, four new A/C units, approximately 5,000 sq. ft. of new marble pavers, 7,500 sq. ft. of new turf, and lush tropical landscaping with mature orchids and privacy hedging. Enjoy the privacy of a dry-lot home with the benefits of waterfront living. Coral Cove's amenities include community boat dockage with water and power, fish-cleaning station, oceanfront pool, and tiki huts. Four covered parking spaces plus dedicated golf-cart parking complete the property. Ideally located in the heart of Islamorada, within walking distance of restaurants, shopping, and entertainment. With only 9 homes in Coral Cove, opportunities to own in this special community are exceptionally rare.

80902 Old Hwy, Islamorada

$2,950,000

Spacious 7 bedroom Key Colony Beach pool home featuring a brand-new metal roof and 3,696 square feet under air, plus a huge screened-in porch overlooking the sensational pool area and waterway. Set on a large lot with a newly extended and updated 60-foot dock offering ample space for multiple watercraft, the property also boasts a recently refreshed freeform shaped pool and surrounding sundeck. Open-concept living areas on two levels and large bedrooms have made this a desirable licensed vacation rental home for repeat guests. Located near the end of the street with close proximity to Vaca Cut and the Key Colony channel for easy access to both the ocean and bay. The home has been beautifully maintained and updated with impact windows and doors. Walking distance to the 3-Par golf course, tennis, and recreational area, with daily sunsets to enjoy at nearby Sunset Park on the open water. A pedestrian path circles the island for walking and safe bike riding, with a 25 mph speed limit island wide. There is no neighborhood in the Florida Keys quite like Key Colony Beach, the premier boating community of the Middle Keys.

7 Beds ⋅ 4 Baths ⋅ 621196 MLS

Spacious 7 bedroom Key Colony Beach pool home featuring a brand-new metal roof and 3,696 square feet under air, plus a huge screened-in porch overlooking the sensational pool area and waterway. Set on a large lot with a newly extended and updated 60-foot dock offering ample space for multiple watercraft, the property also boasts a recently refreshed freeform shaped pool and surrounding sundeck. Open-concept living areas on two levels and large bedrooms have made this a desirable licensed vacation rental home for repeat guests. Located near the end of the street with close proximity to Vaca Cut and the Key Colony channel for easy access to both the ocean and bay. The home has been beautifully maintained and updated with impact windows and doors. Walking distance to the 3-Par golf course, tennis, and recreational area, with daily sunsets to enjoy at nearby Sunset Park on the open water. A pedestrian path circles the island for walking and safe bike riding, with a 25 mph speed limit island wide. There is no neighborhood in the Florida Keys quite like Key Colony Beach, the premier boating community of the Middle Keys.

285 13th St, Key Colony

$2,950,000

Experience the pinnacle of coastal luxury in this brand-new waterfront residence in Key Largo. Featuring four spacious bedrooms and four elegantly appointed bathrooms, this home is crafted with solid concrete construction, ensuring durability and peace of mind. Enjoy breathtaking bay views from the top floor-an ideal setting for entertaining or unwinding as the sun sets over the water. A modern, resort-style pool at the water's edge provides the perfect retreat after a day on the ocean, while the brand-new concrete dock offers a secure haven for your boat, with deepwater access to both the ocean and bay. Inside, this stunning home boasts impact windows and doors, elegant tiled floors throughout, and a chef's kitchen with a waterfall-edge sit-up island, premium appliances, and abundant natural light. A luxury elevator adds convenience, while the spacious covered understory--complete with a workshop and storage area--is perfect for housing all your fishing and boating gear. Located just one hour from Miami International Airport, this tropical paradise offers the perfect blend of exclusivity and accessibility.

4 Beds ⋅ 4 Baths ⋅ 621065 MLS

Experience the pinnacle of coastal luxury in this brand-new waterfront residence in Key Largo. Featuring four spacious bedrooms and four elegantly appointed bathrooms, this home is crafted with solid concrete construction, ensuring durability and peace of mind. Enjoy breathtaking bay views from the top floor-an ideal setting for entertaining or unwinding as the sun sets over the water. A modern, resort-style pool at the water's edge provides the perfect retreat after a day on the ocean, while the brand-new concrete dock offers a secure haven for your boat, with deepwater access to both the ocean and bay. Inside, this stunning home boasts impact windows and doors, elegant tiled floors throughout, and a chef's kitchen with a waterfall-edge sit-up island, premium appliances, and abundant natural light. A luxury elevator adds convenience, while the spacious covered understory--complete with a workshop and storage area--is perfect for housing all your fishing and boating gear. Located just one hour from Miami International Airport, this tropical paradise offers the perfect blend of exclusivity and accessibility.

714 Garden State Ln, Key Largo

$2,950,000

A Premier Florida Keys Yacht Property! Positioned on an exceptional point lot at the end of 11th Street in Key Colony Beach, this beautifully renovated waterfront residence offers an incredible 300 linear feet of concrete seawall and dockage, creating one of the finest private boating properties in the Middle Keys. Designed for the serious yachtsman, the property comfortably accommodates vessels up to approximately 150 feet, along with additional sportfishing boats, center consoles, tenders, and water toys. Features include two large docks 90 and 110 feet of protected dockage, two 50-amp shore power pedestals, heavy-duty concrete pilings, and a slip with 16,000 lb boat lift. Situated on a wide turning basin with immediate access to both the Atlantic Ocean and the Gulf of America, you'll spend less time navigating canals and more time enjoying world-class fishing, diving, and cruising. Inside, the home has been completely renovated with a bright, contemporary coastal design. The open floor plan is highlighted by walls of impact-rated sliding glass doors that frame panoramic water views and seamlessly connect the living areas to the expansive waterfront patio and dock. The modern kitchen features sleek custom cabinetry, stainless steel appliances, and abundant workspace. Large-format porcelain tile flows throughout the home. The spacious waterfront primary suite enjoys private patio access and beautiful basin views. Updated guest accommodations and a flexible office or 3rd bedroom provide comfortable living for family and friends. Plus a huge 2 car garage. Located in the heart of Key Colony Beach, you're just minutes from restaurants, marinas, golf, pickleball, tennis, parks, and some of the best boating in the Keys. Properties w/ 300 feet of seawall, exceptional yacht dockage, deep-water access, and a beautifully renovated home are extraordinarily rare. If you're an avid angler, yachtsman, or waterfront enthusiast, this is unmatched opportunity!

3 Beds ⋅ 2 Baths ⋅ 620786 MLS

A Premier Florida Keys Yacht Property! Positioned on an exceptional point lot at the end of 11th Street in Key Colony Beach, this beautifully renovated waterfront residence offers an incredible 300 linear feet of concrete seawall and dockage, creating one of the finest private boating properties in the Middle Keys. Designed for the serious yachtsman, the property comfortably accommodates vessels up to approximately 150 feet, along with additional sportfishing boats, center consoles, tenders, and water toys. Features include two large docks 90 and 110 feet of protected dockage, two 50-amp shore power pedestals, heavy-duty concrete pilings, and a slip with 16,000 lb boat lift. Situated on a wide turning basin with immediate access to both the Atlantic Ocean and the Gulf of America, you'll spend less time navigating canals and more time enjoying world-class fishing, diving, and cruising. Inside, the home has been completely renovated with a bright, contemporary coastal design. The open floor plan is highlighted by walls of impact-rated sliding glass doors that frame panoramic water views and seamlessly connect the living areas to the expansive waterfront patio and dock. The modern kitchen features sleek custom cabinetry, stainless steel appliances, and abundant workspace. Large-format porcelain tile flows throughout the home. The spacious waterfront primary suite enjoys private patio access and beautiful basin views. Updated guest accommodations and a flexible office or 3rd bedroom provide comfortable living for family and friends. Plus a huge 2 car garage. Located in the heart of Key Colony Beach, you're just minutes from restaurants, marinas, golf, pickleball, tennis, parks, and some of the best boating in the Keys. Properties w/ 300 feet of seawall, exceptional yacht dockage, deep-water access, and a beautifully renovated home are extraordinarily rare. If you're an avid angler, yachtsman, or waterfront enthusiast, this is unmatched opportunity!

800 11th St, Key Colony

$2,950,000

Boater's Paradise in the Heart of Key Largo! This exceptional 2018 waterfront residence offers the perfect blend of luxury, location, and effortless island living. Featuring 5 bedrooms, 4 bathrooms, and 2,509 square feet of thoughtfully designed living space, this meticulously maintained canal-front home showcases exquisite finishes and timeless coastal elegance throughout. Situated just a few homes from the open water of Blackwater Sound, you'll enjoy quick access to Adams Cut and the Atlantic Ocean -- putting world-class fishing, diving, snorkeling, and waterfront dining just minutes from your dock. Speaking of which: 75 feet of canal frontage and a 17,000-lb boat lift make this an ideal setup for the serious boater. Step outside to your private tropical oasis, complete with a sparkling pool, over 2,000 square feet of open-air balcony and outdoor entertaining space, a spacious carport, and a private gated entrance -- every detail designed to maximize indoor-outdoor living and capture the true Keys lifestyle. Whether you're searching for a luxury primary residence, a vacation getaway, or a waterfront investment, this home checks every box. Conveniently located just an hour from Miami International Airport, you can enjoy island living without sacrificing accessibility. Owner financing available -- a rare opportunity to own a premier waterfront home in one of Key Largo's most desirable boating neighborhoods.

5 Beds ⋅ 4 Baths ⋅ 620755 MLS

Boater's Paradise in the Heart of Key Largo! This exceptional 2018 waterfront residence offers the perfect blend of luxury, location, and effortless island living. Featuring 5 bedrooms, 4 bathrooms, and 2,509 square feet of thoughtfully designed living space, this meticulously maintained canal-front home showcases exquisite finishes and timeless coastal elegance throughout. Situated just a few homes from the open water of Blackwater Sound, you'll enjoy quick access to Adams Cut and the Atlantic Ocean -- putting world-class fishing, diving, snorkeling, and waterfront dining just minutes from your dock. Speaking of which: 75 feet of canal frontage and a 17,000-lb boat lift make this an ideal setup for the serious boater. Step outside to your private tropical oasis, complete with a sparkling pool, over 2,000 square feet of open-air balcony and outdoor entertaining space, a spacious carport, and a private gated entrance -- every detail designed to maximize indoor-outdoor living and capture the true Keys lifestyle. Whether you're searching for a luxury primary residence, a vacation getaway, or a waterfront investment, this home checks every box. Conveniently located just an hour from Miami International Airport, you can enjoy island living without sacrificing accessibility. Owner financing available -- a rare opportunity to own a premier waterfront home in one of Key Largo's most desirable boating neighborhoods.

44 S Blackwater Ln, Key Largo

$2,950,000

Welcome to 8 Poisonwood Road, a masterfully renovated waterfront residence that redefines modern luxury in the heart of Key Largo. This exceptional 4-bedroom, 4-bathroom CBS home features a metal roof, impact-rated windows and doors, and over 3,900 square feet of beautifully designed living space. Ideally situated on a private, direct ocean-access canal, you'll enjoy immediate access to world-class fishing, diving, snorkeling, sandbars, and the crystal-clear waters of the Florida Keys. The open-concept second level is the heart of the home, offering panoramic canal views across the entire width of the residence. A chef-inspired kitchen flows seamlessly into the spacious living and dining areas and features granite countertops, full-height granite backsplashes, a custom wet bar, contemporary glass railings, warm LED lighting, and sleek roller shades throughout. The private third-floor primary suite offers a peaceful retreat with a spacious walk-in closet, spa-inspired bathroom featuring custom dual vanities and a frameless glass shower, plus a private balcony with peek-a-boo ocean views. The first floor includes three additional bedrooms, two full bathrooms, a large entertainment area, and a dedicated poolside bath providing convenient access to the outdoor living spaces. Designed for effortless entertaining, the property boasts over 700 square feet of covered outdoor living space overlooking a stunning designer swimming pool completed in 2026. Professionally landscaped with decorative stone, premium artificial turf, and mature tropical landscaping, the grounds offer exceptional beauty with minimal maintenance. Boaters will appreciate the 60-foot concrete dock, concrete water-entry steps, and three canal aerators that help maintain crystal-clear water for swimming, paddleboarding, and waterfront enjoyment.

4 Beds ⋅ 4 Baths ⋅ 620729 MLS

Welcome to 8 Poisonwood Road, a masterfully renovated waterfront residence that redefines modern luxury in the heart of Key Largo. This exceptional 4-bedroom, 4-bathroom CBS home features a metal roof, impact-rated windows and doors, and over 3,900 square feet of beautifully designed living space. Ideally situated on a private, direct ocean-access canal, you'll enjoy immediate access to world-class fishing, diving, snorkeling, sandbars, and the crystal-clear waters of the Florida Keys. The open-concept second level is the heart of the home, offering panoramic canal views across the entire width of the residence. A chef-inspired kitchen flows seamlessly into the spacious living and dining areas and features granite countertops, full-height granite backsplashes, a custom wet bar, contemporary glass railings, warm LED lighting, and sleek roller shades throughout. The private third-floor primary suite offers a peaceful retreat with a spacious walk-in closet, spa-inspired bathroom featuring custom dual vanities and a frameless glass shower, plus a private balcony with peek-a-boo ocean views. The first floor includes three additional bedrooms, two full bathrooms, a large entertainment area, and a dedicated poolside bath providing convenient access to the outdoor living spaces. Designed for effortless entertaining, the property boasts over 700 square feet of covered outdoor living space overlooking a stunning designer swimming pool completed in 2026. Professionally landscaped with decorative stone, premium artificial turf, and mature tropical landscaping, the grounds offer exceptional beauty with minimal maintenance. Boaters will appreciate the 60-foot concrete dock, concrete water-entry steps, and three canal aerators that help maintain crystal-clear water for swimming, paddleboarding, and waterfront enjoyment.

8 Poisonwood Rd, Key Largo

$2,950,000

SELLER MOTIVATED Gulf Views with lots of living indoors and out! Looking for a spacious home with 5 bedrooms and 3 baths, a very large pool, easy boating access and 112' of concrete dockage. House is U shaped and takes advantage of pool views from practically every room. Located in the exclusive Roosevelt Point subdivision on a quiet Gulf side street. Situated on two lots that can be separated. This property is already licensed for vacation rentals and has future rentals in place. Loads of parking for your RV, Boats and Toys.

5 Beds ⋅ 3 Baths ⋅ 620480 MLS

SELLER MOTIVATED Gulf Views with lots of living indoors and out! Looking for a spacious home with 5 bedrooms and 3 baths, a very large pool, easy boating access and 112' of concrete dockage. House is U shaped and takes advantage of pool views from practically every room. Located in the exclusive Roosevelt Point subdivision on a quiet Gulf side street. Situated on two lots that can be separated. This property is already licensed for vacation rentals and has future rentals in place. Loads of parking for your RV, Boats and Toys.

555 70th St, Marathon

$2,950,000

Island living in prestigious Port Largo, one of Key Largo's most sought-after waterfront neighborhoods. Set on an oversized 14,215 sq. ft. waterfront lot, this furnished and move-in-ready pool home offers 50' of concrete dockage with boat lift and jet ski davits, deep-water ocean access, and exceptional space for enjoying the Florida Keys lifestyle. The home offers 4 bedrooms and 4 baths, including 2 primary suites. The owner's suite encompasses the third floor and features a private balcony retreat and spacious bath with soaking tub, separate shower, dressing table, and spa-like feel. On the main living level, a well-appointed kitchen features ample wood cabinetry, granite countertops, and stainless-steel appliances. A large outdoor balcony extends the living space and provides an inviting setting for morning coffee, coastal breezes, dining, or relaxed evenings. The expansive, fully fenced and gated yard is a standout feature, with a heated pool, generous covered outdoor areas, and plenty of room to entertain family and friends after a day on the water. A ground-level recreation room opens directly to the pool area, while 2 attached garages provide valuable storage and convenience--a rare find in the Keys. Ideally located near restaurants, shopping, Key Largo Community Park, and Jacobs Aquatic Center. With its oversized lot, waterfront setting, abundant outdoor space, and boating amenities, 437 Laguna Avenue offers a distinctive opportunity to enjoy the Keys lifestyle in Port Largo.

4 Beds ⋅ 4 Baths ⋅ 619782 MLS

Island living in prestigious Port Largo, one of Key Largo's most sought-after waterfront neighborhoods. Set on an oversized 14,215 sq. ft. waterfront lot, this furnished and move-in-ready pool home offers 50' of concrete dockage with boat lift and jet ski davits, deep-water ocean access, and exceptional space for enjoying the Florida Keys lifestyle. The home offers 4 bedrooms and 4 baths, including 2 primary suites. The owner's suite encompasses the third floor and features a private balcony retreat and spacious bath with soaking tub, separate shower, dressing table, and spa-like feel. On the main living level, a well-appointed kitchen features ample wood cabinetry, granite countertops, and stainless-steel appliances. A large outdoor balcony extends the living space and provides an inviting setting for morning coffee, coastal breezes, dining, or relaxed evenings. The expansive, fully fenced and gated yard is a standout feature, with a heated pool, generous covered outdoor areas, and plenty of room to entertain family and friends after a day on the water. A ground-level recreation room opens directly to the pool area, while 2 attached garages provide valuable storage and convenience--a rare find in the Keys. Ideally located near restaurants, shopping, Key Largo Community Park, and Jacobs Aquatic Center. With its oversized lot, waterfront setting, abundant outdoor space, and boating amenities, 437 Laguna Avenue offers a distinctive opportunity to enjoy the Keys lifestyle in Port Largo.

437 Laguna Ave, Key Largo

$2,950,000

This property encompasses 15 Seaview Ave, 5 Seaview Ave, and a Vacant LT-69. This property includes a fish house (approximately 1000 SQFT), a 20 ft blast freezer, 1 cooler/freezer (1 not hooked not in working condition), 2-20 ft containers boxes, 1- 30 ft container box, a Ted shed, surveillance system with 20 cameras, a lean-to working area (1 approximately 20ft x 15ft), open air covered working area, dockage can accommodate 14 boats, and there is an active permit to build a dock of 612 squared ft, but must be completed by the beginning of 2026 according to the seller, 2-1000 lb ice machines (Hoshizaki, 1 icubed ice, one flake), 2 leased 500 gallon double walled gas tanks to be paid off by the end of the year 2024.

611074 MLS

This property encompasses 15 Seaview Ave, 5 Seaview Ave, and a Vacant LT-69. This property includes a fish house (approximately 1000 SQFT), a 20 ft blast freezer, 1 cooler/freezer (1 not hooked not in working condition), 2-20 ft containers boxes, 1- 30 ft container box, a Ted shed, surveillance system with 20 cameras, a lean-to working area (1 approximately 20ft x 15ft), open air covered working area, dockage can accommodate 14 boats, and there is an active permit to build a dock of 612 squared ft, but must be completed by the beginning of 2026 according to the seller, 2-1000 lb ice machines (Hoshizaki, 1 icubed ice, one flake), 2 leased 500 gallon double walled gas tanks to be paid off by the end of the year 2024.

15 Seaview Ave, Conch

$2,950,000

Ready to Build Your Dream Florida Keys Estate? This rare opportunity includes two large adjacent, cleared parcels, totaling 21,798 sq ft, in the heart of Marathon, already vested with a City of Marathon Market Rate Transferable Building Right, (TBR) — meaning no wait, no red tape - start building immediately! Positioned on a deepwater canal with 7.9' controlling depth, this location is ideal for large vessels and offers quick access to the open Atlantic, while providing protected dockage in a serene setting. Enjoy views toward the ocean from this extraordinary site. Dock permits are pending, and the sale includes a full set of architectural plans for a luxury residence complete with a private pool and pickleball court—all crafted by a respected local engineering firm and ready for permitting submission. Renderings of the completed home bring the vision to life and are featured in the listing gallery. No guessing, no waiting—just groundbreaking luxury. Watch the video Create your personal Keys retreat today.

614973 MLS

Ready to Build Your Dream Florida Keys Estate? This rare opportunity includes two large adjacent, cleared parcels, totaling 21,798 sq ft, in the heart of Marathon, already vested with a City of Marathon Market Rate Transferable Building Right, (TBR) — meaning no wait, no red tape - start building immediately! Positioned on a deepwater canal with 7.9' controlling depth, this location is ideal for large vessels and offers quick access to the open Atlantic, while providing protected dockage in a serene setting. Enjoy views toward the ocean from this extraordinary site. Dock permits are pending, and the sale includes a full set of architectural plans for a luxury residence complete with a private pool and pickleball court—all crafted by a respected local engineering firm and ready for permitting submission. Renderings of the completed home bring the vision to life and are featured in the listing gallery. No guessing, no waiting—just groundbreaking luxury. Watch the video Create your personal Keys retreat today.

246 & 248 Pescayo Ave, Marathon

$2,950,000

Experience stunning water views from this exceptional 4-bedroom, 3-bath home situated on a desirable bayside corner lot. This property offers extensive dockage with a step down, custom-built steel bumpers, accommodating multiple vessels with ease. With approximately 190 feet of waterfront, you can unwind by the beautiful swimming pool and hot tub while enjoying serene lagoon views. The home is offered fully furnished and features an updated kitchen with stainless steel appliances and quartz counters, newer A/C, impact windows, and an interior laundry room with custom cabinetry. Weekly rentals are permitted, adding excellent investment potential. Enjoy outstanding views from the living area and balcony, as well as canal views from 2 of the bedrooms. This is the perfect spot for kayaking, paddleboarding, and fishing directly from your private dock. The deep water access allows for large vessels, and there is ample parking for all your toys. A public boat ramp is conveniently located just a few blocks away. Additional highlights include a dedicated rod-and-reel room/lower-level storage area just steps from the dock, a fish-cleaning station with running water, an outdoor shower, and concrete steps providing easy kayak and paddleboard launch access. Tons of storage space downstairs on an oversized lot. This is a true boater's paradise--perfectly equipped for relaxation, recreation, and coastal living at its finest.

4 Beds ⋅ 3 Baths ⋅ 617358 MLS

Experience stunning water views from this exceptional 4-bedroom, 3-bath home situated on a desirable bayside corner lot. This property offers extensive dockage with a step down, custom-built steel bumpers, accommodating multiple vessels with ease. With approximately 190 feet of waterfront, you can unwind by the beautiful swimming pool and hot tub while enjoying serene lagoon views. The home is offered fully furnished and features an updated kitchen with stainless steel appliances and quartz counters, newer A/C, impact windows, and an interior laundry room with custom cabinetry. Weekly rentals are permitted, adding excellent investment potential. Enjoy outstanding views from the living area and balcony, as well as canal views from 2 of the bedrooms. This is the perfect spot for kayaking, paddleboarding, and fishing directly from your private dock. The deep water access allows for large vessels, and there is ample parking for all your toys. A public boat ramp is conveniently located just a few blocks away. Additional highlights include a dedicated rod-and-reel room/lower-level storage area just steps from the dock, a fish-cleaning station with running water, an outdoor shower, and concrete steps providing easy kayak and paddleboard launch access. Tons of storage space downstairs on an oversized lot. This is a true boater's paradise--perfectly equipped for relaxation, recreation, and coastal living at its finest.

123 W Bruce Ct, Marathon

$2,950,000

A Secluded Waterfront Paradise in the Heart of the Florida Keys. Step into a world of minimalistic elegance and tranquility at this one-of-a-kind coastal oasis. Tucked away on over an acre of lushly landscaped, private property stretching from highway to water, this architecturally unique home offers serene luxury and endless possibilities. Arrive via a tree-lined driveway to discover a striking three-story coastal retreat. Featuring four private en suite bedrooms, each with its separate entrance, the home is designed to provide privacy and relaxation for family and guests alike, great rental property for corporate retreat. This property has just received a vacation rental license which brings enhanced opportunities for income producing short term vacation rentals. The sleek, contemporary design integrates seamlessly with the natural surroundings, offering captivating water views from every vantage point. Designed with entertaining in mind, this property boasts multiple spacious outdoor entertainment areas, including verandas overlooking the sparkling pool, sand-laden grounds, and tranquil waterfront oasis. Gather around the expansive fire-pit with seating for up to 14, perfectly situated at the water's edge for unforgettable evenings under the Keys' starry skies. Adding to its versatility, a secondary garage structure—measuring over 700 sq. ft. with soaring 11-foot ceilings—has been artfully re-imagined as a flexible guest space or personal retreat. With SR zoning permitting vacation rentals, this unique property offers endless opportunities, whether as a family compound, corporate retreat, or lucrative investment. Its layout, designed to maximize privacy and individuality, makes it especially appealing for those seeking a distinctive and adaptable space. Additional features include: Ample parking and storage, ideal for all your waterfront toys. •A kayaker's or paddleboarder's dream, with access to nearby mangrove trails. A secluded yet accessible location, offering privacy while remaining close to the best of the Keys. Don't miss the opportunity to own this unparalleled Keys sanctuary, where modern sophistication meets natural beauty. Schedule your private tour today and experience the allure of this remarkable retreat.

4 Beds ⋅ 5 Baths ⋅ 613026 MLS

A Secluded Waterfront Paradise in the Heart of the Florida Keys. Step into a world of minimalistic elegance and tranquility at this one-of-a-kind coastal oasis. Tucked away on over an acre of lushly landscaped, private property stretching from highway to water, this architecturally unique home offers serene luxury and endless possibilities. Arrive via a tree-lined driveway to discover a striking three-story coastal retreat. Featuring four private en suite bedrooms, each with its separate entrance, the home is designed to provide privacy and relaxation for family and guests alike, great rental property for corporate retreat. This property has just received a vacation rental license which brings enhanced opportunities for income producing short term vacation rentals. The sleek, contemporary design integrates seamlessly with the natural surroundings, offering captivating water views from every vantage point. Designed with entertaining in mind, this property boasts multiple spacious outdoor entertainment areas, including verandas overlooking the sparkling pool, sand-laden grounds, and tranquil waterfront oasis. Gather around the expansive fire-pit with seating for up to 14, perfectly situated at the water's edge for unforgettable evenings under the Keys' starry skies. Adding to its versatility, a secondary garage structure—measuring over 700 sq. ft. with soaring 11-foot ceilings—has been artfully re-imagined as a flexible guest space or personal retreat. With SR zoning permitting vacation rentals, this unique property offers endless opportunities, whether as a family compound, corporate retreat, or lucrative investment. Its layout, designed to maximize privacy and individuality, makes it especially appealing for those seeking a distinctive and adaptable space. Additional features include: Ample parking and storage, ideal for all your waterfront toys. •A kayaker's or paddleboarder's dream, with access to nearby mangrove trails. A secluded yet accessible location, offering privacy while remaining close to the best of the Keys. Don't miss the opportunity to own this unparalleled Keys sanctuary, where modern sophistication meets natural beauty. Schedule your private tour today and experience the allure of this remarkable retreat.

98701 Overseas Hwy, Key Largo

$2,919,000

Some homes in Key West give you a view. This one gives you an entire private world. Tucked behind its own gates on a lush 12,000-square-foot lot, 3615 Eagle Avenue is a custom-built retreat where a botanical garden isn't a backyard feature -- it's the whole point. Mature native palms, flowering tropical plants, and a resident population of birds and butterflies surround the home on every side, and nearly every room has been designed to keep that view in constant reach, with walls of impact-rated glass doors blurring the line between inside and out. Inside, cathedral ceilings and wide-plank tile floors set a calm, airy tone across sweeping one-level living space. The kitchen is built for people who actually cook and entertain -- Sub-Zero refrigeration, a gas range, dual dishwashers, a wine cooler, and an ice machine, all within reach of the garden views. The primary suite sits privately at the front of the home, paired with a fully renovated spa-style bath. A flexible office/den off the main living space easily converts to a fourth bedroom for guests, in-laws, or a work-from-home setup. Step outside to a covered pavilion overlooking a heated 33-foot pool and spa, connected by a sand pathway that winds through the garden -- an entertaining space that feels more resort than residential. A generator, oversized double-car garage with built-in storage, and covered parking for three additional vehicles round out the practical side of island living. This is a rare offering: real privacy, real green space, and real craftsmanship, minutes from everything that makes Key West Key West.

3 Beds ⋅ 4 Baths ⋅ 621305 MLS

Some homes in Key West give you a view. This one gives you an entire private world. Tucked behind its own gates on a lush 12,000-square-foot lot, 3615 Eagle Avenue is a custom-built retreat where a botanical garden isn't a backyard feature -- it's the whole point. Mature native palms, flowering tropical plants, and a resident population of birds and butterflies surround the home on every side, and nearly every room has been designed to keep that view in constant reach, with walls of impact-rated glass doors blurring the line between inside and out. Inside, cathedral ceilings and wide-plank tile floors set a calm, airy tone across sweeping one-level living space. The kitchen is built for people who actually cook and entertain -- Sub-Zero refrigeration, a gas range, dual dishwashers, a wine cooler, and an ice machine, all within reach of the garden views. The primary suite sits privately at the front of the home, paired with a fully renovated spa-style bath. A flexible office/den off the main living space easily converts to a fourth bedroom for guests, in-laws, or a work-from-home setup. Step outside to a covered pavilion overlooking a heated 33-foot pool and spa, connected by a sand pathway that winds through the garden -- an entertaining space that feels more resort than residential. A generator, oversized double-car garage with built-in storage, and covered parking for three additional vehicles round out the practical side of island living. This is a rare offering: real privacy, real green space, and real craftsmanship, minutes from everything that makes Key West Key West.

3615 Eagle Ave, Key West

$2,900,000

Welcome to Ocean Isle Estates, where luxury living meets the Florida Keys lifestyle. This 4-bedroom, 4-bath concrete home offers a private pool and spa, 70 feet of waterfrontage with deep-water dockage and quick ocean access, an elevator, ocean views, and lush tropical landscaping. Enter through the electric gate to a fully fenced property with covered parking and an inviting entry. Inside, the open main living level features marble flooring, solid wood interior doors, and a custom kitchen with Sub-Zero refrigeration, stainless steel appliances, granite countertops, solid wood cabinetry, a pantry, and a large island. The kitchen, dining, and living areas flow to a generous covered ocean-view balcony, perfect for enjoying the indoor-outdoor Keys lifestyle. Two guest bedrooms with hardwood flooring and a laundry room are located on this level. Upstairs, a second living area with a wet bar opens to another ocean-view balcony. The primary suite offers hardwood flooring, water views, private balcony access, dual walk-in closets, and a spacious bath with dual vanities, an oversized shower, and a jetted tub. A fourth bedroom completes the upper level, with three of the home's four bedrooms offering private en-suite baths. Outdoors, enjoy a private pool and spa surrounded by tropical greenery, creating a secluded, resort-like setting. Boaters, anglers, and divers will appreciate the wide canal, concrete dock, davits, and quick access to world-class fishing and diving. Additional features include solid concrete construction, a metal roof, impact windows and doors, and added privacy with no direct neighbor across the street. Conveniently located less than an hour from Miami, Ocean Isle Estates also offers two waterfront restaurants within the neighborhood. Call today!

4 Beds ⋅ 4 Baths ⋅ 621300 MLS

Welcome to Ocean Isle Estates, where luxury living meets the Florida Keys lifestyle. This 4-bedroom, 4-bath concrete home offers a private pool and spa, 70 feet of waterfrontage with deep-water dockage and quick ocean access, an elevator, ocean views, and lush tropical landscaping. Enter through the electric gate to a fully fenced property with covered parking and an inviting entry. Inside, the open main living level features marble flooring, solid wood interior doors, and a custom kitchen with Sub-Zero refrigeration, stainless steel appliances, granite countertops, solid wood cabinetry, a pantry, and a large island. The kitchen, dining, and living areas flow to a generous covered ocean-view balcony, perfect for enjoying the indoor-outdoor Keys lifestyle. Two guest bedrooms with hardwood flooring and a laundry room are located on this level. Upstairs, a second living area with a wet bar opens to another ocean-view balcony. The primary suite offers hardwood flooring, water views, private balcony access, dual walk-in closets, and a spacious bath with dual vanities, an oversized shower, and a jetted tub. A fourth bedroom completes the upper level, with three of the home's four bedrooms offering private en-suite baths. Outdoors, enjoy a private pool and spa surrounded by tropical greenery, creating a secluded, resort-like setting. Boaters, anglers, and divers will appreciate the wide canal, concrete dock, davits, and quick access to world-class fishing and diving. Additional features include solid concrete construction, a metal roof, impact windows and doors, and added privacy with no direct neighbor across the street. Conveniently located less than an hour from Miami, Ocean Isle Estates also offers two waterfront restaurants within the neighborhood. Call today!

52 S Andros Rd, Key Largo

$2,900,000

New commercial property with excellent highway visibility, Suburban Commercial Zoning, flexible use potential, and room for expansion. Located across three platted lots with 100 feet of highway frontage, the property offers strong exposure from both directions and is ideal for an owner-user, investor, or business seeking a visible commercial location. The 2,600-square-foot CBS building features a concrete roof, 12-foot ceilings, and CGI impact-rated windows and doors. The layout includes eight individual bays and a separate office/retail space. Each bay has a Janus hurricane rated roll-up door measuring approximately 8'8''W x 9'H, providing convenient access for deliveries, equipment, inventory, or personal car storage use. The office/retail area includes natural light, coral columns, Hardy Board siding, quality exterior finishes, and a dedicated bathroom. The reinforced concrete roof was engineered with the strength to support a potential second-floor addition, with a higher live-load capacity. All additions would subject to zoning, permitting, and county approvals. Since the building occupies only one of the three platted lots, the remaining land may offer additional development or expansion potential. Additional features include a dedicated irrigation meter, a separate water supply meter, and two street access points. Building and property are offered for sale only; the existing business is not included. Interior photos are available upon request. See SC Zoning uses in Document tab for all permitted and conditional property uses.

1 Baths ⋅ 621205 MLS

New commercial property with excellent highway visibility, Suburban Commercial Zoning, flexible use potential, and room for expansion. Located across three platted lots with 100 feet of highway frontage, the property offers strong exposure from both directions and is ideal for an owner-user, investor, or business seeking a visible commercial location. The 2,600-square-foot CBS building features a concrete roof, 12-foot ceilings, and CGI impact-rated windows and doors. The layout includes eight individual bays and a separate office/retail space. Each bay has a Janus hurricane rated roll-up door measuring approximately 8'8''W x 9'H, providing convenient access for deliveries, equipment, inventory, or personal car storage use. The office/retail area includes natural light, coral columns, Hardy Board siding, quality exterior finishes, and a dedicated bathroom. The reinforced concrete roof was engineered with the strength to support a potential second-floor addition, with a higher live-load capacity. All additions would subject to zoning, permitting, and county approvals. Since the building occupies only one of the three platted lots, the remaining land may offer additional development or expansion potential. Additional features include a dedicated irrigation meter, a separate water supply meter, and two street access points. Building and property are offered for sale only; the existing business is not included. Interior photos are available upon request. See SC Zoning uses in Document tab for all permitted and conditional property uses.

100500 Overseas Hwy, Key Largo

$2,900,000

Seclusion meets striking contemporary design in this elevated sanctuary, positioned just moments from Higgs Beach and White Street Pier. Behind a signature pivoting red gate and architectural peekaboo wall, the residence unfolds as a curated experience of light and geometry. The entry foyer--anchored by a sun-drenched desk nook and an open-tread staircase--leads to a living space defined by floor-to-ceiling glass and transom detailing that frames the outdoor oasis like a living gallery. The culinary space is anchored by a sleek, minimalist aesthetic, featuring custom cabinetry, crisp white surfaces, and Bosch appliances. A glass-door pantry provides a sophisticated home for provisions, blending functional utility with the kitchen's clean geometry For guests, a private main-level suite is tucked away behind a discreet pocket door, offering an ensuite bathroom and ample closet space for a completely independent wing. The second floor is dedicated entirely to the primary retreat. This suite features a large walk-in closet and a refined ensuite bathroom. Just beyond the sleeping quarters is a private balcony where an open-air soaking tub offers a quiet moment of luxury under the stars. The exterior of the home is a masterwork of tropical landscaping, where beautifully mature and lush greenery wraps the property in total privacy. At the heart of the grounds is an expansive heated pool bordered by a large deck, perfect for sun-drenched afternoons. For the host, the covered outdoor dining pavilion is fully equipped with an integrated grill and ample countertop space for seamless entertaining. Nearby, a serene Zen garden with a tranquil fountain feature provides a quiet corner for meditation and reflection. This is more than a home; it is a sophisticated, high-design haven just steps from the ocean.

2 Beds ⋅ 2 Baths ⋅ 619715 MLS

Seclusion meets striking contemporary design in this elevated sanctuary, positioned just moments from Higgs Beach and White Street Pier. Behind a signature pivoting red gate and architectural peekaboo wall, the residence unfolds as a curated experience of light and geometry. The entry foyer--anchored by a sun-drenched desk nook and an open-tread staircase--leads to a living space defined by floor-to-ceiling glass and transom detailing that frames the outdoor oasis like a living gallery. The culinary space is anchored by a sleek, minimalist aesthetic, featuring custom cabinetry, crisp white surfaces, and Bosch appliances. A glass-door pantry provides a sophisticated home for provisions, blending functional utility with the kitchen's clean geometry For guests, a private main-level suite is tucked away behind a discreet pocket door, offering an ensuite bathroom and ample closet space for a completely independent wing. The second floor is dedicated entirely to the primary retreat. This suite features a large walk-in closet and a refined ensuite bathroom. Just beyond the sleeping quarters is a private balcony where an open-air soaking tub offers a quiet moment of luxury under the stars. The exterior of the home is a masterwork of tropical landscaping, where beautifully mature and lush greenery wraps the property in total privacy. At the heart of the grounds is an expansive heated pool bordered by a large deck, perfect for sun-drenched afternoons. For the host, the covered outdoor dining pavilion is fully equipped with an integrated grill and ample countertop space for seamless entertaining. Nearby, a serene Zen garden with a tranquil fountain feature provides a quiet corner for meditation and reflection. This is more than a home; it is a sophisticated, high-design haven just steps from the ocean.

1701 Laird St, Key West