Realestateinthefloridakeys.com Search Results

$7,995,000

Nestled within the exclusive, gated enclave of Coral Coast, home to just 15 private waterfront estates, this exceptional Bayfront residence offers sweeping views of Florida Bay, a rare sandy-bottom beach shoreline, and a 200-foot-long pier with deep water (approx. 5') dockage. Spanning more than 6,000 square feet across three levels with elevator access, this custom-built home features 5 bedrooms, 6 full baths, and 2 half baths. Brazilian walnut hardwood floors, soaring ceilings, and expansive living spaces create an atmosphere of refined coastal luxury. The gourmet kitchen is designed for entertaining with Monogram appliances, a gas range, oversized island, custom cabinetry, and Bay views. The private Owner's Suite occupies its own wing, showcasing panoramic water views, a spa-inspired bath, and private balcony. The home also features two oversized garages (1 pass through), providing ample space for vehicles, water toys, and a home gym. Outdoor living is equally impressive with a heated and chilled pool, waterfall spa, lush tropical landscaping, natural hardwood hammock, sandy beach shoreline, and two boat lifts rated for 30,000 and 6,000 pounds. Offering privacy, security, world-class boating, and unforgettable sunset views, this remarkable Estate represents the very best of luxury waterfront living in the Florida Keys.

5 Beds ⋅ 8 Baths ⋅ 620417 MLS

Nestled within the exclusive, gated enclave of Coral Coast, home to just 15 private waterfront estates, this exceptional Bayfront residence offers sweeping views of Florida Bay, a rare sandy-bottom beach shoreline, and a 200-foot-long pier with deep water (approx. 5') dockage. Spanning more than 6,000 square feet across three levels with elevator access, this custom-built home features 5 bedrooms, 6 full baths, and 2 half baths. Brazilian walnut hardwood floors, soaring ceilings, and expansive living spaces create an atmosphere of refined coastal luxury. The gourmet kitchen is designed for entertaining with Monogram appliances, a gas range, oversized island, custom cabinetry, and Bay views. The private Owner's Suite occupies its own wing, showcasing panoramic water views, a spa-inspired bath, and private balcony. The home also features two oversized garages (1 pass through), providing ample space for vehicles, water toys, and a home gym. Outdoor living is equally impressive with a heated and chilled pool, waterfall spa, lush tropical landscaping, natural hardwood hammock, sandy beach shoreline, and two boat lifts rated for 30,000 and 6,000 pounds. Offering privacy, security, world-class boating, and unforgettable sunset views, this remarkable Estate represents the very best of luxury waterfront living in the Florida Keys.

104 Coastal Dr, Key Largo

$7,950,000

Nestled in the exclusive Safety Harbor enclave of Islamorada, this stunning Gulfside estate offers an unparalleled blend of luxury and tranquility. Situated on a prime point, the property boasts breathtaking open water views and the added advantage of protected dockage, making it a boater's paradise. With a concrete seawall, two boat lifts equipped with power and water, and a fish cleaning station, this home is perfectly appointed for waterfront living. Easy ocean access through the nearby Channel 5 Bridge adds to its appeal for avid anglers and adventure seekers alike. Inside, the home features eight spacious bedrooms, each with its own ensuite bath, plus two additional half baths for convenience. The master suite is a private sanctuary with a spa-inspired bath, while the open layout showcases spectacular water views through impact windows and sliding glass doors. An elevator ensures effortless access to all levels, and the wraparound balcony invites you to savor unobstructed panoramas. The gourmet kitchen, complete with high-end stainless steel appliances and gas cooktop, is a chef's delight, complemented by an outdoor kitchen for alfresco entertaining. With its seamless indoor-outdoor design and unmatched location, this property is the epitome of luxurious Keys living. Owner/Agent

8 Beds ⋅ 10 Baths ⋅ 613653 MLS

Nestled in the exclusive Safety Harbor enclave of Islamorada, this stunning Gulfside estate offers an unparalleled blend of luxury and tranquility. Situated on a prime point, the property boasts breathtaking open water views and the added advantage of protected dockage, making it a boater's paradise. With a concrete seawall, two boat lifts equipped with power and water, and a fish cleaning station, this home is perfectly appointed for waterfront living. Easy ocean access through the nearby Channel 5 Bridge adds to its appeal for avid anglers and adventure seekers alike. Inside, the home features eight spacious bedrooms, each with its own ensuite bath, plus two additional half baths for convenience. The master suite is a private sanctuary with a spa-inspired bath, while the open layout showcases spectacular water views through impact windows and sliding glass doors. An elevator ensures effortless access to all levels, and the wraparound balcony invites you to savor unobstructed panoramas. The gourmet kitchen, complete with high-end stainless steel appliances and gas cooktop, is a chef's delight, complemented by an outdoor kitchen for alfresco entertaining. With its seamless indoor-outdoor design and unmatched location, this property is the epitome of luxurious Keys living. Owner/Agent

162 Bayview Dr, Islamorada

$7,750,000

Direct Atlantic oceanfront living with protected canal-side dockage--two features rarely found together in one Florida Keys residence. Situated within an exclusive gated enclave of just 20 lots, this newly constructed 2025 waterfront residence offers a level of privacy, luxury, and lifestyle rarely found in the Florida Keys. Positioned to capture unobstructed ocean views and a year-round ocean breeze, this thoughtfully designed 4-bedroom, 4.5-bathroom home offers an elevated coastal lifestyle with exceptional attention to detail throughout. Each bedroom features a private ensuite bathroom and spacious walk-in closet, while a true foyer entry, elevator, and abundant storage create a floor plan that is as functional as it is beautiful. The open concept living offers the perfect home to entertain and enjoy the abundant natural light. The interior design offers high end tile selections, designer light fixtures and wood accents throughout. The home also features 3 interior bars and window treatments throughout. The living spaces seamlessly transition outdoors, where an expansive entertainment area is designed to embrace the Keys lifestyle. Enjoy a resort-style pool and hot tub, outdoor kitchen, and multiple spaces to relax while overlooking the turquoise waters of the Atlantic. A rare wade-in beach offers effortless access to the ocean, while protected dockage on the canal side provides a secure spot for your boat. Additional features include a one-car garage, oversized air-conditioned storage space, and a generous covered carport ideal for vehicles, boats, golf carts, and more!

4 Beds ⋅ 5 Baths ⋅ 620096 MLS

Direct Atlantic oceanfront living with protected canal-side dockage--two features rarely found together in one Florida Keys residence. Situated within an exclusive gated enclave of just 20 lots, this newly constructed 2025 waterfront residence offers a level of privacy, luxury, and lifestyle rarely found in the Florida Keys. Positioned to capture unobstructed ocean views and a year-round ocean breeze, this thoughtfully designed 4-bedroom, 4.5-bathroom home offers an elevated coastal lifestyle with exceptional attention to detail throughout. Each bedroom features a private ensuite bathroom and spacious walk-in closet, while a true foyer entry, elevator, and abundant storage create a floor plan that is as functional as it is beautiful. The open concept living offers the perfect home to entertain and enjoy the abundant natural light. The interior design offers high end tile selections, designer light fixtures and wood accents throughout. The home also features 3 interior bars and window treatments throughout. The living spaces seamlessly transition outdoors, where an expansive entertainment area is designed to embrace the Keys lifestyle. Enjoy a resort-style pool and hot tub, outdoor kitchen, and multiple spaces to relax while overlooking the turquoise waters of the Atlantic. A rare wade-in beach offers effortless access to the ocean, while protected dockage on the canal side provides a secure spot for your boat. Additional features include a one-car garage, oversized air-conditioned storage space, and a generous covered carport ideal for vehicles, boats, golf carts, and more!

128 Sunrise Dr, Marathon

$7,495,000

** Seller Financing Available With 50% Down Subject To Acceptable Terms ** Nestled on the private gated island of Sunrise Isles in Marathon, Florida Keys, this 2019 oceanfront estate redefines luxury living. One of only 20 residences within this secure island enclave, it offers a rare blend of privacy and the serene beauty of the Keys. This 5-bedroom, 5-bathroom residence spans 3,500 square feet of crafted living space designed to capture breathtaking ocean views. The open-concept single-level floor plan connects gourmet kitchen, dining, and living areas, while floor-to-ceiling windows flood the home with natural light. Each bedroom features an en-suite bathroom, while the primary suite offers panoramic ocean views and a spa-inspired bath. Impact-resistant sliding glass doors open to approximately 700 square feet of covered terrace for exceptional indoor-outdoor living. Set on over 32,000 square feet of waterfront property, the estate boasts 110 feet of sandy beachfront plus 110 feet of protected canal dockage with two custom boat lifts and an L-shaped synthetic dock, providing effortless open-water access. Outdoor amenities include a resort-style pool with water features, creating the perfect island retreat for entertaining or relaxing. Just ½ mile from Sombrero Beach and minutes from shopping, dining, and Marathon Airport, this extraordinary Sunrise Isles estate presents a rare opportunity to own one of the Florida Keys' finest luxury oceanfront residences.

5 Beds ⋅ 5 Baths ⋅ 620585 MLS

** Seller Financing Available With 50% Down Subject To Acceptable Terms ** Nestled on the private gated island of Sunrise Isles in Marathon, Florida Keys, this 2019 oceanfront estate redefines luxury living. One of only 20 residences within this secure island enclave, it offers a rare blend of privacy and the serene beauty of the Keys. This 5-bedroom, 5-bathroom residence spans 3,500 square feet of crafted living space designed to capture breathtaking ocean views. The open-concept single-level floor plan connects gourmet kitchen, dining, and living areas, while floor-to-ceiling windows flood the home with natural light. Each bedroom features an en-suite bathroom, while the primary suite offers panoramic ocean views and a spa-inspired bath. Impact-resistant sliding glass doors open to approximately 700 square feet of covered terrace for exceptional indoor-outdoor living. Set on over 32,000 square feet of waterfront property, the estate boasts 110 feet of sandy beachfront plus 110 feet of protected canal dockage with two custom boat lifts and an L-shaped synthetic dock, providing effortless open-water access. Outdoor amenities include a resort-style pool with water features, creating the perfect island retreat for entertaining or relaxing. Just ½ mile from Sombrero Beach and minutes from shopping, dining, and Marathon Airport, this extraordinary Sunrise Isles estate presents a rare opportunity to own one of the Florida Keys' finest luxury oceanfront residences.

108 Sunrise Dr, Marathon

$7,199,000

Experience refined oceanfront living on sought-after Duck Key. This double lot estate offers 138 feet of protected deepwater dockage, complete with a solid concrete seawall designed to accommodate a sportfishing yacht, multiple center consoles, and all of your waterfront lifestyle needs. A true boater's paradise, this property offers both privacy and exceptional access to the Atlantic Ocean. The fully remodeled residence is constructed of concrete with a new roof. Inside, seven spacious bedrooms and six bathrooms provide ample accommodations for family and guests. Coastal-inspired interiors feature wood-look tile flooring throughout, woven statement light fixtures, and soaring ceilings with exposed beams and pecky cypress accents. Expansive impact windows and doors frame sweeping ocean views, bringing natural light into nearly every room. The gourmet kitchen anchors the main living space as the heart of the home, with a striking 12' island that creates the perfect setting for gatherings. Outfitted with top-of-the-line appliances, this space is equally suited for everyday living with family or hosting unforgettable evenings of entertaining. Spa-like marble bathrooms further elevate the home, blending comfort with luxury. Designed for both style and function, the property also offers a rare 4+ car garage and abundant storage. Outdoors, a sparkling pool invites afternoons in the sun, while the expansive double lot offers unmatched opportunities for expansion. Whether envisioning a private guest house, a tennis or pickleball court, or exploring the option to build and sell, this rare property provides endless possibilities for both personal enjoyment and investment potential—an uncommon luxury in the Florida Keys. Balancing modern sophistication with coastal simplicity, this sanctuary captures the essence of waterfront living from sunrise over the Atlantic to evenings by the water, in one of the most desirable neighborhoods in the Florida Keys.

7 Beds ⋅ 6 Baths ⋅ 616613 MLS

Experience refined oceanfront living on sought-after Duck Key. This double lot estate offers 138 feet of protected deepwater dockage, complete with a solid concrete seawall designed to accommodate a sportfishing yacht, multiple center consoles, and all of your waterfront lifestyle needs. A true boater's paradise, this property offers both privacy and exceptional access to the Atlantic Ocean. The fully remodeled residence is constructed of concrete with a new roof. Inside, seven spacious bedrooms and six bathrooms provide ample accommodations for family and guests. Coastal-inspired interiors feature wood-look tile flooring throughout, woven statement light fixtures, and soaring ceilings with exposed beams and pecky cypress accents. Expansive impact windows and doors frame sweeping ocean views, bringing natural light into nearly every room. The gourmet kitchen anchors the main living space as the heart of the home, with a striking 12' island that creates the perfect setting for gatherings. Outfitted with top-of-the-line appliances, this space is equally suited for everyday living with family or hosting unforgettable evenings of entertaining. Spa-like marble bathrooms further elevate the home, blending comfort with luxury. Designed for both style and function, the property also offers a rare 4+ car garage and abundant storage. Outdoors, a sparkling pool invites afternoons in the sun, while the expansive double lot offers unmatched opportunities for expansion. Whether envisioning a private guest house, a tennis or pickleball court, or exploring the option to build and sell, this rare property provides endless possibilities for both personal enjoyment and investment potential—an uncommon luxury in the Florida Keys. Balancing modern sophistication with coastal simplicity, this sanctuary captures the essence of waterfront living from sunrise over the Atlantic to evenings by the water, in one of the most desirable neighborhoods in the Florida Keys.

308 Sabal St, Duck Key

$6,999,000

Discover one of Old Towns true hidden gems at Andrews Inn, a turnkey six-unit B&B offering an exceptional blend of privacy, iconic island charm, and income potential. Tucked away in the heart of Old Town, directly adjacent to the world-famous Ernest Hemingway Home and sharing a property wall with this legendary landmark, Andrews Inn enjoys a location that simply cannot be replicated. Just steps from Duval Street, guests have effortless access to Key West's celebrated attractions, dining, and nightlife--while returning to the tranquility of a secluded tropical retreat. A highly coveted transient license enhances the property's value as an established hospitality asset in one of the nation's most sought-after vacation destinations. Lush tropical landscaping surrounds the property, creating an intimate garden oasis complete with a refreshing outdoor pool and inviting spaces for guests to relax and unwind. Each of the six guest accommodations has been thoughtfully appointed with a private bath, modern amenities, and contemporary comforts while maintaining the character and distinctive charm that make Key West so special. The result is a welcoming boutique experience that has attracted repeat guests and earned strong reviews. Offered as an established, income-producing hospitality property, Andrews Inn presents a rare opportunity for an investor or owner-operator seeking a distinctive Old Town asset with an irreplaceable location, established revenue, and additional upside potential. Modern comforts. Tropical privacy. Hemingway as your next-door neighbor. Duval Street just steps away. This is quintessential Key West. Financials available to qualified buyers.

6 Beds ⋅ 6 Baths ⋅ 621143 MLS

Discover one of Old Towns true hidden gems at Andrews Inn, a turnkey six-unit B&B offering an exceptional blend of privacy, iconic island charm, and income potential. Tucked away in the heart of Old Town, directly adjacent to the world-famous Ernest Hemingway Home and sharing a property wall with this legendary landmark, Andrews Inn enjoys a location that simply cannot be replicated. Just steps from Duval Street, guests have effortless access to Key West's celebrated attractions, dining, and nightlife--while returning to the tranquility of a secluded tropical retreat. A highly coveted transient license enhances the property's value as an established hospitality asset in one of the nation's most sought-after vacation destinations. Lush tropical landscaping surrounds the property, creating an intimate garden oasis complete with a refreshing outdoor pool and inviting spaces for guests to relax and unwind. Each of the six guest accommodations has been thoughtfully appointed with a private bath, modern amenities, and contemporary comforts while maintaining the character and distinctive charm that make Key West so special. The result is a welcoming boutique experience that has attracted repeat guests and earned strong reviews. Offered as an established, income-producing hospitality property, Andrews Inn presents a rare opportunity for an investor or owner-operator seeking a distinctive Old Town asset with an irreplaceable location, established revenue, and additional upside potential. Modern comforts. Tropical privacy. Hemingway as your next-door neighbor. Duval Street just steps away. This is quintessential Key West. Financials available to qualified buyers.

223 Eanes Ln, Key West

$6,999,000

Spectacular Bayfront Estate with Guesthouse in the Heart of Islamorada. & 7 Day Rental Potential, Seller Financing Available. Experience luxury coastal living at its finest in this exceptional Gated bayfront estate, ideally situated in the heart of Islamorada. Set on a rare peninsula with over 225 feet of prime waterfront, this property offers unmatched privacy, panoramic views, and direct access to both the Florida Bay and Atlantic Ocean. The main residence features 7 spacious bedrooms and 5 beautifully appointed bathrooms designed with both elegance and comfort in mind--perfect for entertaining or hosting large gatherings. A dramatic third-floor Birds Nest Sky Lounge features 360-degree glass walls and a walkout rooftop deck, capturing breathtaking vistas in every direction. Expansive living areas and thoughtfully designed spaces capture stunning water views from every angle. A Whole House Generator for peace of mind. A private 1-bedroom, 1-bathroom guesthouse provides the ideal retreat for visitors, accommodating extended family, or potential rental income or creating a secluded retreat. For boating enthusiasts, the estate includes an impressive 85+ foot deep-water yacht slip and four boat lifts, offering seamless access to both the Bay and Ocean--an unparalleled fishing advantage in the Florida Keys. Step outside to your own waterfront oasis, where a gorgeous heated bayfront pool invites relaxation while you take in breathtaking sunset views and the tranquil surroundings. Blending luxury, comfort, and premier waterfront access, this remarkable estate presents a rare mixed-use opportunity in one of Islamorada's most coveted locations. Seller will consider all reasonable offers.

8 Beds ⋅ 6 Baths ⋅ 619673 MLS

Spectacular Bayfront Estate with Guesthouse in the Heart of Islamorada. & 7 Day Rental Potential, Seller Financing Available. Experience luxury coastal living at its finest in this exceptional Gated bayfront estate, ideally situated in the heart of Islamorada. Set on a rare peninsula with over 225 feet of prime waterfront, this property offers unmatched privacy, panoramic views, and direct access to both the Florida Bay and Atlantic Ocean. The main residence features 7 spacious bedrooms and 5 beautifully appointed bathrooms designed with both elegance and comfort in mind--perfect for entertaining or hosting large gatherings. A dramatic third-floor Birds Nest Sky Lounge features 360-degree glass walls and a walkout rooftop deck, capturing breathtaking vistas in every direction. Expansive living areas and thoughtfully designed spaces capture stunning water views from every angle. A Whole House Generator for peace of mind. A private 1-bedroom, 1-bathroom guesthouse provides the ideal retreat for visitors, accommodating extended family, or potential rental income or creating a secluded retreat. For boating enthusiasts, the estate includes an impressive 85+ foot deep-water yacht slip and four boat lifts, offering seamless access to both the Bay and Ocean--an unparalleled fishing advantage in the Florida Keys. Step outside to your own waterfront oasis, where a gorgeous heated bayfront pool invites relaxation while you take in breathtaking sunset views and the tranquil surroundings. Blending luxury, comfort, and premier waterfront access, this remarkable estate presents a rare mixed-use opportunity in one of Islamorada's most coveted locations. Seller will consider all reasonable offers.

1101 Mastic St, Islamorada

$6,850,000

103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. This home is perfect for entertaining on a large scale or enjoying a quiet evening. A dramatic staircase leads to a second floor walkway which is open to the main level. The floor plan provides privacy for each bedroom with the primary suite at one end of the hallway and a guest bedroom suite at the other end. Another guest bedroom and bath are on the first floor creating an option for a first floor primary bedroom. Custom features throughout are evidence of the artistic ingenuity used in the design of this impressive home. The kitchen features custom wood cabinets and granite countertops and is open to the dining area. Tall windows and french doors flood the home with sunlight. This home is perfect for indoor/outdoor entertaining. A wet bar features custom built ins plus an icemaker and refrigerator. Fronted by a white picket fence, the home sits back from the street and is adorned by tropical foliage. This unique structure with thick brick walls and impressivly tall windows offers passers by a glimpse of the historic origins of the Truman Annex. Its location in the heart of old town Key West provides easy walkability to the waterfront promenade, Ft. Taylor beach, cultural venues, shops and restaurants. The property comprises two lots with a large swimming pool and spa plus an outdoor shower between the covered and open air loggia and parking. There's plenty of space for entertaining outdoors under the palm trees. This estate home is one of a kind was restored to the highest standards. One must see this home to appreciate the incredible design and attention to detail that went into this historic treasure.

3 Beds ⋅ 3 Baths ⋅ 617136 MLS

103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. This home is perfect for entertaining on a large scale or enjoying a quiet evening. A dramatic staircase leads to a second floor walkway which is open to the main level. The floor plan provides privacy for each bedroom with the primary suite at one end of the hallway and a guest bedroom suite at the other end. Another guest bedroom and bath are on the first floor creating an option for a first floor primary bedroom. Custom features throughout are evidence of the artistic ingenuity used in the design of this impressive home. The kitchen features custom wood cabinets and granite countertops and is open to the dining area. Tall windows and french doors flood the home with sunlight. This home is perfect for indoor/outdoor entertaining. A wet bar features custom built ins plus an icemaker and refrigerator. Fronted by a white picket fence, the home sits back from the street and is adorned by tropical foliage. This unique structure with thick brick walls and impressivly tall windows offers passers by a glimpse of the historic origins of the Truman Annex. Its location in the heart of old town Key West provides easy walkability to the waterfront promenade, Ft. Taylor beach, cultural venues, shops and restaurants. The property comprises two lots with a large swimming pool and spa plus an outdoor shower between the covered and open air loggia and parking. There's plenty of space for entertaining outdoors under the palm trees. This estate home is one of a kind was restored to the highest standards. One must see this home to appreciate the incredible design and attention to detail that went into this historic treasure.

103 Front St, Key West

$6,800,000

Waterfront Trophy Investment Property & Marina located in the heart of Tavernier. Highly visible location with 250 ft. on Old Rd and Rt 1. Total of 4 parcels (Parcel ID #'s-00436050, 00436680, 00436090, 004366700) with ample parking. The Landmark Restaurant waterfront building is 14,400 sq. ft. with Over 713 ft. of seawall/dockage, and has approx. 22 +/- deep water slips with direct access to the ocean. Includes 1,114 sqft single family 2 story CBS waterfront home. (103 Harbor Dr.)

2 Beds ⋅ 6 Baths ⋅ 621372 MLS

Waterfront Trophy Investment Property & Marina located in the heart of Tavernier. Highly visible location with 250 ft. on Old Rd and Rt 1. Total of 4 parcels (Parcel ID #'s-00436050, 00436680, 00436090, 004366700) with ample parking. The Landmark Restaurant waterfront building is 14,400 sq. ft. with Over 713 ft. of seawall/dockage, and has approx. 22 +/- deep water slips with direct access to the ocean. Includes 1,114 sqft single family 2 story CBS waterfront home. (103 Harbor Dr.)

90311 Old Hwy Highway, Tavernier

$6,799,000

Triton Sea Center represents one of the most compelling marina acquisition opportunities in the Florida Keys. Strategically located at 29740 Overseas Highway in Big Pine Key, this fully renovated, turnkey marina combines income-producing operations with premium waterfront real estate. Set on 1.27 acres with both canal frontage and prime highway exposure, the 50,406 sq. ft. upland parcel offers outstanding accessibility and visibility. The 14,198 sq. ft. facility includes a CBS constructed retail space and a metal boat barn designed for efficiency and durability. The marina accommodates 71 total slips: 24 interior dry racks, 22 exterior racks, 16 ground slips, 7 wet slips and room for 2 additional slips along 130' concrete seawall Operational infrastructure includes a 28,000 lb travel lift, fuel dock with six 500-gallon tanks, 5,000 lb/day commercial ice machine, walk-in cooler, offices, storage areas, and 18 dedicated parking spaces. The retail operation offers boating supplies, apparel, and convenience items, creating diversified income streams. Renovated in 2022 and maintained in mint condition, the property reflects pride of ownership and operational excellence. Suburban Commercial zoning allows for continued marina and retail operations in this high-traffic, high-visibility location. This is a rare opportunity to acquire both business and real estate in one of the most desirable boating markets in the world.

2 Baths ⋅ 618896 MLS

Triton Sea Center represents one of the most compelling marina acquisition opportunities in the Florida Keys. Strategically located at 29740 Overseas Highway in Big Pine Key, this fully renovated, turnkey marina combines income-producing operations with premium waterfront real estate. Set on 1.27 acres with both canal frontage and prime highway exposure, the 50,406 sq. ft. upland parcel offers outstanding accessibility and visibility. The 14,198 sq. ft. facility includes a CBS constructed retail space and a metal boat barn designed for efficiency and durability. The marina accommodates 71 total slips: 24 interior dry racks, 22 exterior racks, 16 ground slips, 7 wet slips and room for 2 additional slips along 130' concrete seawall Operational infrastructure includes a 28,000 lb travel lift, fuel dock with six 500-gallon tanks, 5,000 lb/day commercial ice machine, walk-in cooler, offices, storage areas, and 18 dedicated parking spaces. The retail operation offers boating supplies, apparel, and convenience items, creating diversified income streams. Renovated in 2022 and maintained in mint condition, the property reflects pride of ownership and operational excellence. Suburban Commercial zoning allows for continued marina and retail operations in this high-traffic, high-visibility location. This is a rare opportunity to acquire both business and real estate in one of the most desirable boating markets in the world.

29740 Overseas Hwy, Big Pine

$6,750,000

Luxurious, Modern, Historic, & Impeccably Remodeled. Welcome to 411 Louisa Street, located in the heart of Old Town Key West, less than a block from Duval Street's top dining and entertainment. This stunning five-bedroom, four-and-a-half-bath residence offers 3,663 sq. ft. of living space on an 8,227 sq. ft.oversized lot, providing rare space and privacy in one of the island's most desirable neighborhoods. Enter through the white picket fence and tropical courtyard to your grand Key West estate, where every detail has been thoughtfully designed. The first floor is set for entertaining, featuring a spacious living area and a chef's kitchen with stone countertops, an oversized island, custom cabinetry, and premium Sub-Zero, Viking, and Wolf appliances. A generous walk-in pantry adds extra storage convenience. The primary suite, also on the ground level, overlooks the pool and boasts a spa-inspired bath with dual showers, a freestanding soaking tub (with air bubble massage) and a large walk-in closet with one of two laundry areas. Outdoors, enjoy your private resort-style backyard with an oversized pool, covered lounge, and outdoor kitchen complete with gas grill, ice maker, and mini-fridge, perfect to grill up those fresh catches or hotdogs for the kids. Sonos speakers throughout set the tone to enjoy a relaxed Key West lifestyle. A floating living room staircase leads to two inviting guest rooms and a full bath. Two additional bedrooms currently serve as offices, each with en suite baths and private entrances, ideal for guest suites, studios, or remote workspaces (one includes a kitchenette). A climate-controlled standalone workshop offers a perfect space for projects, hobbies, or extra storage. Designed for both resilience and comfort, the home includes impact-rated doors and windows, a 30 KW Cummins diesel generator with 500-gallon fuel tank, smart home automation for lighting and shades, and off-street parking for two vehicles.

5 Beds ⋅ 5 Baths ⋅ 621141 MLS

Luxurious, Modern, Historic, & Impeccably Remodeled. Welcome to 411 Louisa Street, located in the heart of Old Town Key West, less than a block from Duval Street's top dining and entertainment. This stunning five-bedroom, four-and-a-half-bath residence offers 3,663 sq. ft. of living space on an 8,227 sq. ft.oversized lot, providing rare space and privacy in one of the island's most desirable neighborhoods. Enter through the white picket fence and tropical courtyard to your grand Key West estate, where every detail has been thoughtfully designed. The first floor is set for entertaining, featuring a spacious living area and a chef's kitchen with stone countertops, an oversized island, custom cabinetry, and premium Sub-Zero, Viking, and Wolf appliances. A generous walk-in pantry adds extra storage convenience. The primary suite, also on the ground level, overlooks the pool and boasts a spa-inspired bath with dual showers, a freestanding soaking tub (with air bubble massage) and a large walk-in closet with one of two laundry areas. Outdoors, enjoy your private resort-style backyard with an oversized pool, covered lounge, and outdoor kitchen complete with gas grill, ice maker, and mini-fridge, perfect to grill up those fresh catches or hotdogs for the kids. Sonos speakers throughout set the tone to enjoy a relaxed Key West lifestyle. A floating living room staircase leads to two inviting guest rooms and a full bath. Two additional bedrooms currently serve as offices, each with en suite baths and private entrances, ideal for guest suites, studios, or remote workspaces (one includes a kitchenette). A climate-controlled standalone workshop offers a perfect space for projects, hobbies, or extra storage. Designed for both resilience and comfort, the home includes impact-rated doors and windows, a 30 KW Cummins diesel generator with 500-gallon fuel tank, smart home automation for lighting and shades, and off-street parking for two vehicles.

411 Louisa St, Key West

$6,750,000

OCEANFRONT ACREAGE IN HEART OF ISLAMORADA! Discover a unique opportunity to own oceanfront acreage right in the heart of Islamorada, the jewel of the Florida Keys. This remarkable property encompasses over 7 acres of pristine upland, complemented by baybottom, and comes with a coveted building right, allowing you to create your dream estate. With an astonishing 700 feet of direct Atlantic beachfront, your oasis in paradise awaits. Nestled in the vibrant community of Upper Matecumbe Key, you have the canvas to craft your vision, with space for your main residence, a caretaker cottage, a detached guest house, a tennis court, and even a charming boardwalk leading to your very own private sandy beach. Not only does this piece of paradise offer unparalleled beauty and space, but it also boasts zoning that allows for weekly rental potential, making it a valuable investment. Seize the opportunity to make your waterfront dreams a reality in the Florida Keys. This is your chance to create a legacy estate that combines coastal luxury with the convenience of town living. Don't miss out on this once-in-a-lifetime opportunity!

607307 MLS

OCEANFRONT ACREAGE IN HEART OF ISLAMORADA! Discover a unique opportunity to own oceanfront acreage right in the heart of Islamorada, the jewel of the Florida Keys. This remarkable property encompasses over 7 acres of pristine upland, complemented by baybottom, and comes with a coveted building right, allowing you to create your dream estate. With an astonishing 700 feet of direct Atlantic beachfront, your oasis in paradise awaits. Nestled in the vibrant community of Upper Matecumbe Key, you have the canvas to craft your vision, with space for your main residence, a caretaker cottage, a detached guest house, a tennis court, and even a charming boardwalk leading to your very own private sandy beach. Not only does this piece of paradise offer unparalleled beauty and space, but it also boasts zoning that allows for weekly rental potential, making it a valuable investment. Seize the opportunity to make your waterfront dreams a reality in the Florida Keys. This is your chance to create a legacy estate that combines coastal luxury with the convenience of town living. Don't miss out on this once-in-a-lifetime opportunity!

82900 Old Hwy, Islamorada

$6,500,000

Once in a lifetime opportunity! This amount of frontage on US-1 in the FL Keys does not exist anymore! With flexible zoning (call for details) the Wheatons Service Center is an open canvas for investors, logistic companies, corporate entities, or even an end user who wants to take the reins of a thriving and established business. 101500 Overseas Highway is a substantial 1.79-acre commercial site with approximately 745 feet of frontage along the primary roadway serving Key Largo and the Florida Keys. The property combines an existing service building, a large paved operating area, open yard capacity and strong roadside visibility in a supply-constrained island market. Call listings agents today for further details!

620903 MLS

Once in a lifetime opportunity! This amount of frontage on US-1 in the FL Keys does not exist anymore! With flexible zoning (call for details) the Wheatons Service Center is an open canvas for investors, logistic companies, corporate entities, or even an end user who wants to take the reins of a thriving and established business. 101500 Overseas Highway is a substantial 1.79-acre commercial site with approximately 745 feet of frontage along the primary roadway serving Key Largo and the Florida Keys. The property combines an existing service building, a large paved operating area, open yard capacity and strong roadside visibility in a supply-constrained island market. Call listings agents today for further details!

101500 Overseas Hwy, Key Largo

$6,500,000

Welcome to your private oceanfront retreat, ideally situated on a quiet cul-de-sac in the heart of Tavernier. Set on an expansive 28,705-square-foot lot, this beautifully renovated estate in 2024 offers breathtaking Atlantic Ocean views and seamless indoor-outdoor living. The open-concept floor plan is designed to showcase the spectacular water views from nearly every room, elevated ABOVE FLOOD for added peace of mind. The property features a 2-bedroom, 2.5-bath main residence and a private 1-bedroom guest suite above the garage, thoughtfully redesigned with interiors curated by acclaimed designer Kevin Gray. Top of the line finishes throughout. Outside, enjoy a stunning resort-style pool and spa, an expansive oceanfront veranda, tropical landscaping, and an exterior lift providing convenient access from the covered carport to the main entrance. For boating enthusiasts, the private dock is equipped with an elevator boat lift and a charming tiki hut, creating the ultimate Florida Keys waterfront lifestyle. Whether you're enjoying sunrise coffee overlooking the Atlantic or heading offshore for a day on the water, this exceptional estate offers luxury, comfort, and timeless coastal elegance.

3 Beds ⋅ 4 Baths ⋅ 620553 MLS

Welcome to your private oceanfront retreat, ideally situated on a quiet cul-de-sac in the heart of Tavernier. Set on an expansive 28,705-square-foot lot, this beautifully renovated estate in 2024 offers breathtaking Atlantic Ocean views and seamless indoor-outdoor living. The open-concept floor plan is designed to showcase the spectacular water views from nearly every room, elevated ABOVE FLOOD for added peace of mind. The property features a 2-bedroom, 2.5-bath main residence and a private 1-bedroom guest suite above the garage, thoughtfully redesigned with interiors curated by acclaimed designer Kevin Gray. Top of the line finishes throughout. Outside, enjoy a stunning resort-style pool and spa, an expansive oceanfront veranda, tropical landscaping, and an exterior lift providing convenient access from the covered carport to the main entrance. For boating enthusiasts, the private dock is equipped with an elevator boat lift and a charming tiki hut, creating the ultimate Florida Keys waterfront lifestyle. Whether you're enjoying sunrise coffee overlooking the Atlantic or heading offshore for a day on the water, this exceptional estate offers luxury, comfort, and timeless coastal elegance.

197 Lowe St, Tavernier

$6,500,000

Presenting an extraordinary pre-construction opportunity to own a luxury oceanfront masterpiece, designed and newly constructed in the prestigious enclave of Shipman Point. Thoughtfully designed to embrace the beauty of the Florida Keys, this sophisticated residence will showcase refined coastal architecture, elevated finishes, and seamless indoor-outdoor living, all set against a backdrop of breathtaking Gulf views. Construction is scheduled to begin soon, offering a limited window for the discerning buyer to collaborate with the builder and personalize select finishes and design elements to create a truly bespoke waterfront retreat. The carefully curated floor plan features expansive living and entertaining spaces, a dramatic open-to-below architectural design, private elevator access, a temperature-controlled wine cellar, and a private guest casita designed for comfort and privacy. Floor-to-ceiling glass invites natural light and panoramic ocean vistas throughout the home, while the gourmet kitchen and elegant gathering spaces flow effortlessly to outdoor terraces overlooking a private resort-style pool, includes a 70-foot private dock with a new boat lift installed. Whether as a primary residence, seasonal retreat, weekly vacation rental or legacy waterfront estate, this is a rare opportunity to secure a brand-new luxury home and influence its final design before completion. Experience the pinnacle of oceanfront living at Shipman Point--where timeless design, exceptional craftsmanship, and the natural beauty of the Florida Keys converge.

4 Beds ⋅ 4 Baths ⋅ 620228 MLS

Presenting an extraordinary pre-construction opportunity to own a luxury oceanfront masterpiece, designed and newly constructed in the prestigious enclave of Shipman Point. Thoughtfully designed to embrace the beauty of the Florida Keys, this sophisticated residence will showcase refined coastal architecture, elevated finishes, and seamless indoor-outdoor living, all set against a backdrop of breathtaking Gulf views. Construction is scheduled to begin soon, offering a limited window for the discerning buyer to collaborate with the builder and personalize select finishes and design elements to create a truly bespoke waterfront retreat. The carefully curated floor plan features expansive living and entertaining spaces, a dramatic open-to-below architectural design, private elevator access, a temperature-controlled wine cellar, and a private guest casita designed for comfort and privacy. Floor-to-ceiling glass invites natural light and panoramic ocean vistas throughout the home, while the gourmet kitchen and elegant gathering spaces flow effortlessly to outdoor terraces overlooking a private resort-style pool, includes a 70-foot private dock with a new boat lift installed. Whether as a primary residence, seasonal retreat, weekly vacation rental or legacy waterfront estate, this is a rare opportunity to secure a brand-new luxury home and influence its final design before completion. Experience the pinnacle of oceanfront living at Shipman Point--where timeless design, exceptional craftsmanship, and the natural beauty of the Florida Keys converge.

4800 Overseas Highway Unit 54, Marathon

$6,500,000

Very few things in life live up to the hype--but living on ''The Creek'' exceeds it. The location is world-class, the people-watching and boating scene never gets old, and the level of construction top-notch. What makes this property even more extraordinary is that the home itself now matches the setting. Following a meticulous two-year, top-to-bottom renovation, this residence was completely reimagined--from structural improvements to the finest design details--resulting in a flawless, move-in-ready showpiece. The main living level commands attention the moment you walk in, with dramatic vaulted ceilings, exposed wood beams, and an open-concept living and kitchen area designed for unforgettable entertaining. Two bedrooms and 1.5 bathrooms complete this floor with style and comfort. The entire third level is dedicated to a private primary suite that feels like a retreat in the sky. Wake up to elevated views over the Creek from your own private porch, admire the craftsmanship of the tongue-and-groove ceilings, and enjoy a stunning spa-style bathroom featuring a soaking tub within the shower and--finally--a large walk-in closet rarely found in Keys homes. The ground level offers a fully independent guest quarters with its own bedroom, bathroom, and full kitchen. Two functional garages with durable coated floors and bright LED lighting, plus a cabana bath accessible from both inside and outside for pool days. And then there's the backyard--where this home shifts from impressive to unforgettable. A full outdoor kitchen, heated pool, and hot tub set the stage, but the dock steals the show: deep-water dockage with two boat lifts (22,000 lb and 18,000 lb) and plenty of space for visiting boats, because friends will come. Tropical landscaping, an exterior elevator, and thoughtful details throughout complete a property that simply refuses to compromise. If you're looking for ordinary, keep scrolling. If you want a home you'll never get tired of walking into, this is it.

4 Beds ⋅ 5 Baths ⋅ 618703 MLS

Very few things in life live up to the hype--but living on ''The Creek'' exceeds it. The location is world-class, the people-watching and boating scene never gets old, and the level of construction top-notch. What makes this property even more extraordinary is that the home itself now matches the setting. Following a meticulous two-year, top-to-bottom renovation, this residence was completely reimagined--from structural improvements to the finest design details--resulting in a flawless, move-in-ready showpiece. The main living level commands attention the moment you walk in, with dramatic vaulted ceilings, exposed wood beams, and an open-concept living and kitchen area designed for unforgettable entertaining. Two bedrooms and 1.5 bathrooms complete this floor with style and comfort. The entire third level is dedicated to a private primary suite that feels like a retreat in the sky. Wake up to elevated views over the Creek from your own private porch, admire the craftsmanship of the tongue-and-groove ceilings, and enjoy a stunning spa-style bathroom featuring a soaking tub within the shower and--finally--a large walk-in closet rarely found in Keys homes. The ground level offers a fully independent guest quarters with its own bedroom, bathroom, and full kitchen. Two functional garages with durable coated floors and bright LED lighting, plus a cabana bath accessible from both inside and outside for pool days. And then there's the backyard--where this home shifts from impressive to unforgettable. A full outdoor kitchen, heated pool, and hot tub set the stage, but the dock steals the show: deep-water dockage with two boat lifts (22,000 lb and 18,000 lb) and plenty of space for visiting boats, because friends will come. Tropical landscaping, an exterior elevator, and thoughtful details throughout complete a property that simply refuses to compromise. If you're looking for ordinary, keep scrolling. If you want a home you'll never get tired of walking into, this is it.

228 Tide Ave, Tavernier

$6,500,000

Once in a lifetime investment in the heart of Islamorada. This exceptional property offers a wide range of potential uses as it includes two Village Center parcels stretching from Highway to Bay, currently featuring a spacious 3,995 sqft restaurant and bar with a coveted 5COP liquor license - no food quota. Village Center zoning allows for multiple use opportunities including, but not limited to, single family estate, multi family compound, luxury townhomes, vacation rentals, restaurants, marinas, general store with package sales, and much more. The property spans 30,415 sqft. Includes a Bayfront boat basin, and plans for an additional 100' dock to be constructed. The Village of Islamorada officially recognizes three waterfront market-rate dwelling units . The three waterfront Transferable Development Rights (TDRs) can be utilized onsite, transferred to another location, or sold to a receiver site. The Village Center Zoning would allow up to 8 market-rate dwelling units to be developed on site for a new luxury townhome community, with the transfer in of additional TDRs. Whether you're looking to rehab a local iconic business, start a new business, redevelop the entire site, or create a spectacular residential estate, this unicorn property is perfectly located. ***Buyer to verify ALL information.***

611386 MLS

Once in a lifetime investment in the heart of Islamorada. This exceptional property offers a wide range of potential uses as it includes two Village Center parcels stretching from Highway to Bay, currently featuring a spacious 3,995 sqft restaurant and bar with a coveted 5COP liquor license - no food quota. Village Center zoning allows for multiple use opportunities including, but not limited to, single family estate, multi family compound, luxury townhomes, vacation rentals, restaurants, marinas, general store with package sales, and much more. The property spans 30,415 sqft. Includes a Bayfront boat basin, and plans for an additional 100' dock to be constructed. The Village of Islamorada officially recognizes three waterfront market-rate dwelling units . The three waterfront Transferable Development Rights (TDRs) can be utilized onsite, transferred to another location, or sold to a receiver site. The Village Center Zoning would allow up to 8 market-rate dwelling units to be developed on site for a new luxury townhome community, with the transfer in of additional TDRs. Whether you're looking to rehab a local iconic business, start a new business, redevelop the entire site, or create a spectacular residential estate, this unicorn property is perfectly located. ***Buyer to verify ALL information.***

81910 & 81908 Overseas Hwy, Islamorada

$6,500,000

Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires' Row... Islamorada's premier address. New dock with two boat lifts (16,000 lb. and 10,000 lb.) to enjoy one of the best boating locations in the Keys, plus a 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame the ocean view. Open ocean views from the living room, Florida room, porches, master bedroom and upstairs loft. Living room with wet bar and pass-through window to the gourmet kitchen and separate dining room, all with Saturnia stone floors. Direct boating access to the best offshore fishing and diving, plus quick Florida Bay access. RE Zoning allows weekly rentals for great income potential. The sandy backyard is shaded by palms and the large pool is fenced for privacy. The winding drive from the gate to the home is dotted with seating spots for enjoying the wildlife and tropical foliage. There is also a separate storage room and workshop downstairs, a gardening shed and landscape lighting along the driveway. Call today!

4 Beds ⋅ 3 Baths ⋅ 610778 MLS

Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires' Row... Islamorada's premier address. New dock with two boat lifts (16,000 lb. and 10,000 lb.) to enjoy one of the best boating locations in the Keys, plus a 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame the ocean view. Open ocean views from the living room, Florida room, porches, master bedroom and upstairs loft. Living room with wet bar and pass-through window to the gourmet kitchen and separate dining room, all with Saturnia stone floors. Direct boating access to the best offshore fishing and diving, plus quick Florida Bay access. RE Zoning allows weekly rentals for great income potential. The sandy backyard is shaded by palms and the large pool is fenced for privacy. The winding drive from the gate to the home is dotted with seating spots for enjoying the wildlife and tropical foliage. There is also a separate storage room and workshop downstairs, a gardening shed and landscape lighting along the driveway. Call today!

88547 Old Hwy, Tavernier

$6,495,000

Exceptional mixed-use investment opportunity in the heart of Tavernier at 91865 Overseas Highway. This fully renovated income-producing property features a strong tenant mix consisting of 10 residential apartments and 5 established commercial tenants, including a popular pizzeria, boutique doctor's office, hair and nail salon, coffee shop, and additional long-term businesses serving the Upper Keys community. The property has undergone extensive interior and exterior renovations with quality craftsmanship and attention to detail throughout, including high-impact windows and doors, updated plumbing and electrical systems, 2023 Metal/Shingle Roofs, new A/C units, paver walkways, exterior lighting, fresh stucco and paint, tile flooring throughout, zebra shades, and fully furnished all inclusive residential units. Positioned along the highly trafficked Overseas Highway corridor, this landmark property in the south end of Key Largo offers stable cash flow, strong rental demand, and substantial annual revenue with market-rate leases already in place. Under the current Profit & Loss Statement, the property is producing approximately a 7% return based on the asking price. Seller financing available with up to $3,000,000 owner financing offered at 4% interest-only payments for up to 3 years. A rare turnkey commercial asset in one of the Florida Keys' most desirable and supply-constrained markets.

619962 MLS

Exceptional mixed-use investment opportunity in the heart of Tavernier at 91865 Overseas Highway. This fully renovated income-producing property features a strong tenant mix consisting of 10 residential apartments and 5 established commercial tenants, including a popular pizzeria, boutique doctor's office, hair and nail salon, coffee shop, and additional long-term businesses serving the Upper Keys community. The property has undergone extensive interior and exterior renovations with quality craftsmanship and attention to detail throughout, including high-impact windows and doors, updated plumbing and electrical systems, 2023 Metal/Shingle Roofs, new A/C units, paver walkways, exterior lighting, fresh stucco and paint, tile flooring throughout, zebra shades, and fully furnished all inclusive residential units. Positioned along the highly trafficked Overseas Highway corridor, this landmark property in the south end of Key Largo offers stable cash flow, strong rental demand, and substantial annual revenue with market-rate leases already in place. Under the current Profit & Loss Statement, the property is producing approximately a 7% return based on the asking price. Seller financing available with up to $3,000,000 owner financing offered at 4% interest-only payments for up to 3 years. A rare turnkey commercial asset in one of the Florida Keys' most desirable and supply-constrained markets.

91865 Overseas Hwy, Tavernier

$6,200,000

Experience Mediterranean elegance and open-water living at this private oceanfront estate, featuring a pool, all set on a gated 10,545 sq. ft. lot in prestigious Key Colony Beach. Spanning 4,401 sq. ft., the 5 Bedroom, 4 Full and 2 Half Bath residence features impact glass and a private sandy beach offering privacy along the open water. Built for the ultimate boating lifestyle, the estate boasts deep-water dockage, 2 Boat Lifts, and direct access to both the Atlantic Ocean and Gulf of Mexico. The waterfront unfolds into a resort-style escape, where a heated and chilled pool with raised Hot Tub overlooks the ocean and a poolside Gazebo invites you to relax beneath the palms and enjoy sunsets. A sweeping circular driveway centered by an elegant fountain introduces the Mediterranean façade, while expansive rear balconies and twin sweeping staircases descend to the Pool deck, providing a dramatic backdrop for waterfront entertaining. Inside, a breathtaking Foyer makes an unforgettable impression with a sweeping split staircase, marble flooring, crystal chandeliers, classic archways, and an open upper gallery. The adjoining Great Room showcases a custom sunset mural by local artist Nancy Gagliardini. French doors open to an oceanfront balcony with water views and a Cabana Half Bath. Designed around the view, the Kitchen features stainless-steel appliances, black granite surfaces, and windows opening toward the ocean for inspiring sunset views. The Primary Suite offers a walk-in closet, soaking tub, and ocean-view balcony access. Ensuite Guest Bedrooms, a Media Room, and Office provide privacy and versatility, while 2 attached Garages and a whole-house Generator add convenience. Owners also enjoy access to a private beach club, golf course, tennis and pickleball courts, shopping, dining, and a waterfront sunset park, all within walking distance. With 7-day rental zoning, this estate offers outstanding vacation-investment.

5 Beds ⋅ 6 Baths ⋅ 621235 MLS

Experience Mediterranean elegance and open-water living at this private oceanfront estate, featuring a pool, all set on a gated 10,545 sq. ft. lot in prestigious Key Colony Beach. Spanning 4,401 sq. ft., the 5 Bedroom, 4 Full and 2 Half Bath residence features impact glass and a private sandy beach offering privacy along the open water. Built for the ultimate boating lifestyle, the estate boasts deep-water dockage, 2 Boat Lifts, and direct access to both the Atlantic Ocean and Gulf of Mexico. The waterfront unfolds into a resort-style escape, where a heated and chilled pool with raised Hot Tub overlooks the ocean and a poolside Gazebo invites you to relax beneath the palms and enjoy sunsets. A sweeping circular driveway centered by an elegant fountain introduces the Mediterranean façade, while expansive rear balconies and twin sweeping staircases descend to the Pool deck, providing a dramatic backdrop for waterfront entertaining. Inside, a breathtaking Foyer makes an unforgettable impression with a sweeping split staircase, marble flooring, crystal chandeliers, classic archways, and an open upper gallery. The adjoining Great Room showcases a custom sunset mural by local artist Nancy Gagliardini. French doors open to an oceanfront balcony with water views and a Cabana Half Bath. Designed around the view, the Kitchen features stainless-steel appliances, black granite surfaces, and windows opening toward the ocean for inspiring sunset views. The Primary Suite offers a walk-in closet, soaking tub, and ocean-view balcony access. Ensuite Guest Bedrooms, a Media Room, and Office provide privacy and versatility, while 2 attached Garages and a whole-house Generator add convenience. Owners also enjoy access to a private beach club, golf course, tennis and pickleball courts, shopping, dining, and a waterfront sunset park, all within walking distance. With 7-day rental zoning, this estate offers outstanding vacation-investment.

1285 Coury Dr, Key Colony

$6,200,000

Don't miss this rare and exceptional opportunity to have your dream waterfront masterpiece begin construction in 2026! Located in the prestigious, gated community of Shark Key, 36 Cannon Royal is an extraordinary west-facing lot that spans nearly 14,500 square feet and boasts approximately 130 feet of waterfront, delivering breathtaking sunset views over the Gulf waters. The sale of this property includes the completed construction of a 4,624 square-foot single family residence in accordance with the approved architectural plans and all associated permits. This thoughtfully designed 5-bedroom, 4.5-bath home features an elevator, a high-end chef's kitchen, loft, outdoor shower, fire pit, outdoor kitchen, and multiple porches/balconies that set the tone for a seamless indoor-outdoor lifestyle. The expansive fifty foot resort-style pool with sun ledge completes the vision of perfectly tailored island life. Additional conveniences include a two car garage, ample storage, and large covered patio located on the ground level. 36 Cannon Royal is a fully realized, ready-to-build waterfront estate offering luxurious coastal living, impact-rated construction, and peace of mind without compromising comfort or design. Shark Key residents enjoy exclusive amenities including a clubhouse, private beach, swimming lagoon, and pickleball/tennis courts- just minutes away from the world-class dining, arts, and entertainment of iconic Key West. Current architectural plans of 36 Cannon Royal are pending review by Shark Key ARB.

5 Beds ⋅ 5 Baths ⋅ 620499 MLS

Don't miss this rare and exceptional opportunity to have your dream waterfront masterpiece begin construction in 2026! Located in the prestigious, gated community of Shark Key, 36 Cannon Royal is an extraordinary west-facing lot that spans nearly 14,500 square feet and boasts approximately 130 feet of waterfront, delivering breathtaking sunset views over the Gulf waters. The sale of this property includes the completed construction of a 4,624 square-foot single family residence in accordance with the approved architectural plans and all associated permits. This thoughtfully designed 5-bedroom, 4.5-bath home features an elevator, a high-end chef's kitchen, loft, outdoor shower, fire pit, outdoor kitchen, and multiple porches/balconies that set the tone for a seamless indoor-outdoor lifestyle. The expansive fifty foot resort-style pool with sun ledge completes the vision of perfectly tailored island life. Additional conveniences include a two car garage, ample storage, and large covered patio located on the ground level. 36 Cannon Royal is a fully realized, ready-to-build waterfront estate offering luxurious coastal living, impact-rated construction, and peace of mind without compromising comfort or design. Shark Key residents enjoy exclusive amenities including a clubhouse, private beach, swimming lagoon, and pickleball/tennis courts- just minutes away from the world-class dining, arts, and entertainment of iconic Key West. Current architectural plans of 36 Cannon Royal are pending review by Shark Key ARB.

36 Cannon Royal Dr, Shark Key

$6,200,000

You can renovate a house. You can't recreate the land. At the end of Sunrise Lane, on a 28,500 SF peninsula with water on three sides, sits one of the most compelling residential sites in Key West. 3750 Sunrise Lane combines land, privacy, waterfront, and scale in a way that simply does not come to market. This is not just a residence. It is the chance to build a significant Key West waterfront estate around the one thing that cannot be improved upon: the setting. Originally built in the 1950s and extensively expanded and rebuilt in 1999, the 5,378 SF residence offers five bedrooms and four and a half baths with heart pine floors, French doors, abundant natural light, and wide waterfront terraces. Three bedrooms and a spacious primary suite are on the first floor, while two upstairs guest bedrooms open to a covered balcony and rare widow's walk with sweeping water and protected land views. An expansive family-style kitchen and breakfast room anchors the home, complemented by a den with built-in wet bar and a separate studio and flex room offering multiple possibilities. Outside, the true scale of the property reveals itself. More than 3,200 SF of brick patios surround the large pool and tropical landscaping. Over 500 linear feet of seawall provides protected dockage, two boat lifts, and immediate deep-water access to the Atlantic and Gulf. A finished 828 SF, four-door garage completes this exceptional waterfront property. The residence is offered as a restoration and reimagination opportunity. It carries deferred maintenance, and with it the freedom to shape the property's next chapter rather than inherit someone else's. Restore its character. Rethink its spaces. Create a waterfront compound worthy of the site. 28,500 SF of land. Water on three sides. More than 500 feet of seawall. Protected dockage. Direct access to the Atlantic and Gulf. Homes can be transformed. Land like this cannot be recreated.

5 Beds ⋅ 5 Baths ⋅ 619886 MLS

You can renovate a house. You can't recreate the land. At the end of Sunrise Lane, on a 28,500 SF peninsula with water on three sides, sits one of the most compelling residential sites in Key West. 3750 Sunrise Lane combines land, privacy, waterfront, and scale in a way that simply does not come to market. This is not just a residence. It is the chance to build a significant Key West waterfront estate around the one thing that cannot be improved upon: the setting. Originally built in the 1950s and extensively expanded and rebuilt in 1999, the 5,378 SF residence offers five bedrooms and four and a half baths with heart pine floors, French doors, abundant natural light, and wide waterfront terraces. Three bedrooms and a spacious primary suite are on the first floor, while two upstairs guest bedrooms open to a covered balcony and rare widow's walk with sweeping water and protected land views. An expansive family-style kitchen and breakfast room anchors the home, complemented by a den with built-in wet bar and a separate studio and flex room offering multiple possibilities. Outside, the true scale of the property reveals itself. More than 3,200 SF of brick patios surround the large pool and tropical landscaping. Over 500 linear feet of seawall provides protected dockage, two boat lifts, and immediate deep-water access to the Atlantic and Gulf. A finished 828 SF, four-door garage completes this exceptional waterfront property. The residence is offered as a restoration and reimagination opportunity. It carries deferred maintenance, and with it the freedom to shape the property's next chapter rather than inherit someone else's. Restore its character. Rethink its spaces. Create a waterfront compound worthy of the site. 28,500 SF of land. Water on three sides. More than 500 feet of seawall. Protected dockage. Direct access to the Atlantic and Gulf. Homes can be transformed. Land like this cannot be recreated.

3750 Sunrise Ln, Key West

$6,195,000

Experience the ultimate Islamorada waterfront lifestyle in an exceptional contemporary custom bayfront residence, designed by its current owners, with sophisticated architecture, exceptional construction, and premier boating amenities. Perfectly positioned on a cul-de-sac to capture spectacular year-round sunsets across Florida Bay, the tri-level residence offers approx. 3,200 Sqft of living space, an additional 800 Sqft of covered, tiled balconies, four bedrooms, each with an en suite bathroom, plus a convenient half bath. Natural stone flooring, custom cabinetry, quality finishes, and an elevator serving all interior living levels. Built for lasting durability, the home features reinforced concrete construction, galvanized reinforcing steel, a solid concrete roof, impact windows & doors plus automatic hurricane curtains protecting the main waterfront terrace. The spectacular 1,400 Sqft rooftop sun deck crowns the residence, showcasing panoramic views across Florida Bay, unforgettable year-round sunsets, & a fire pit for entertaining or relaxing under the stars. Designed for the boating enthusiast, the property offers immediate deep-water access, two boat lifts at +/- 25,000 and 12,000 pounds, and an enclosed tackle room/workshop for fishing gear and marine equipment. Low-maintenance grounds feature artificial turf, coral rock hardscaping, and irrigated tropical landscaping. The spacious backyard offers ample room for a future resort-style pool overlooking Florida Bay adjacent to the existing chickee hut. A spacious double covered carport with 9.5-foot ceilings provides generous parking for multiple vehicles, trailers, golf carts & recreational equipment. Combining contemporary custom design, exceptional concrete construction, expansive indoor/outdoor living, premier boating amenities, breathtaking sunset views, and endless opportunities for waterfront entertaining, the residence represents luxurious bayfront living at its finest in the Florida Keys.

4 Beds ⋅ 5 Baths ⋅ 620986 MLS

Experience the ultimate Islamorada waterfront lifestyle in an exceptional contemporary custom bayfront residence, designed by its current owners, with sophisticated architecture, exceptional construction, and premier boating amenities. Perfectly positioned on a cul-de-sac to capture spectacular year-round sunsets across Florida Bay, the tri-level residence offers approx. 3,200 Sqft of living space, an additional 800 Sqft of covered, tiled balconies, four bedrooms, each with an en suite bathroom, plus a convenient half bath. Natural stone flooring, custom cabinetry, quality finishes, and an elevator serving all interior living levels. Built for lasting durability, the home features reinforced concrete construction, galvanized reinforcing steel, a solid concrete roof, impact windows & doors plus automatic hurricane curtains protecting the main waterfront terrace. The spectacular 1,400 Sqft rooftop sun deck crowns the residence, showcasing panoramic views across Florida Bay, unforgettable year-round sunsets, & a fire pit for entertaining or relaxing under the stars. Designed for the boating enthusiast, the property offers immediate deep-water access, two boat lifts at +/- 25,000 and 12,000 pounds, and an enclosed tackle room/workshop for fishing gear and marine equipment. Low-maintenance grounds feature artificial turf, coral rock hardscaping, and irrigated tropical landscaping. The spacious backyard offers ample room for a future resort-style pool overlooking Florida Bay adjacent to the existing chickee hut. A spacious double covered carport with 9.5-foot ceilings provides generous parking for multiple vehicles, trailers, golf carts & recreational equipment. Combining contemporary custom design, exceptional concrete construction, expansive indoor/outdoor living, premier boating amenities, breathtaking sunset views, and endless opportunities for waterfront entertaining, the residence represents luxurious bayfront living at its finest in the Florida Keys.

144 N Rolling Hill Rd, Islamorada

$6,150,000

Welcome to 194 Buttonwood Lane, a rare waterfront sanctuary nestled in the prestigious Safety Harbor enclave. This meticulously designed 6-bedroom, 7-bathroom residence seamlessly blends architectural elegance with modern comfort. The heart of the home features a chef's kitchen outfitted with top-of-the-line appliances, custom cabinetry, and breath taking stone finishes on the countertops and backsplash. A thoughtfully placed custom steam shower adds a spa-like element to the home's exceptional amenities. This home is perfect for everyday living and elevated entertaining. Expansive living spaces flow effortlessly to the outdoors, where covered lounge areas, low-maintenance artificial turf, and tropical landscaping create the ultimate indoor-outdoor lifestyle. A full laundry room and spacious garage add practicality to the property's thoughtful design. Boating enthusiasts will appreciate 100 feet of prime dockage plus an additional 20 feet of canal frontage, offering unmatched access and flexibility for multiple watercraft. Not included in the listed square footage is a 488 SF garage and over a thousand square feet of covered patio. This home is perfect for the indoor/outdoor entertainer. A true statement of coastal luxury—this is Florida Keys living at its finest.

6 Beds ⋅ 7 Baths ⋅ 620190 MLS

Welcome to 194 Buttonwood Lane, a rare waterfront sanctuary nestled in the prestigious Safety Harbor enclave. This meticulously designed 6-bedroom, 7-bathroom residence seamlessly blends architectural elegance with modern comfort. The heart of the home features a chef's kitchen outfitted with top-of-the-line appliances, custom cabinetry, and breath taking stone finishes on the countertops and backsplash. A thoughtfully placed custom steam shower adds a spa-like element to the home's exceptional amenities. This home is perfect for everyday living and elevated entertaining. Expansive living spaces flow effortlessly to the outdoors, where covered lounge areas, low-maintenance artificial turf, and tropical landscaping create the ultimate indoor-outdoor lifestyle. A full laundry room and spacious garage add practicality to the property's thoughtful design. Boating enthusiasts will appreciate 100 feet of prime dockage plus an additional 20 feet of canal frontage, offering unmatched access and flexibility for multiple watercraft. Not included in the listed square footage is a 488 SF garage and over a thousand square feet of covered patio. This home is perfect for the indoor/outdoor entertainer. A true statement of coastal luxury—this is Florida Keys living at its finest.

194 Buttonwood Ln, Islamorada

$6,000,000

Coastal Luxury. Endless Lifestyle. A rare opportunity to own an extraordinary Plantation Key waterfront estate where captivating ocean views, 140 feet of protected dockage, direct Atlantic access, and exceptional craftsmanship come together in perfect harmony. Privately tucked away on a quiet cul-de-sac, this stunning coastal residence was thoughtfully designed for those who appreciate effortless luxury both on and off the water. Filled with natural light, the open-concept floor plan showcases soaring ceilings, walls of glass, and seamless indoor-outdoor living that frames beautiful water views throughout the home. At the heart of the residence, the gourmet chef's kitchen is beautifully appointed with premium appliances, including dual ovens, two dishwashers, generous preparation space, and an oversized island that effortlessly connects the living and dining areas, creating the perfect setting for entertaining family and friends. Step outside to an expansive covered terrace complete with a built-in barbecue, outdoor refrigerator, and multiple gathering spaces overlooking the resort-style saltwater pool and spa, lush tropical landscaping, and tranquil waterfront. Whether hosting sunset cocktails or enjoying a quiet morning coffee, every space has been designed to embrace the relaxed elegance of the Florida Keys. The thoughtfully designed floor plan offers four spacious bedrooms, four full baths, two half baths, a private elevator, and a luxurious primary suite featuring separate his-and-her walk-in closets. A spacious secondary living area, currently enjoyed as a waterfront fitness studio, offers endless possibilities as a media room, family room, home office, or guest retreat. For boating enthusiasts, this property is truly exceptional. Boasting 140 feet of protected dockage, a boat lift, five garages with direct canal-side access, and quick, easy access to the Atlantic Ocean, it is perfectly suited for everything from offshore fishing adventures to leisurely days on the water. Surrounded by beautifully established tropical gardens with irrigation and meticulously maintained grounds, this remarkable waterfront estate offers the perfect balance of privacy, sophistication, and relaxed coastal living

4 Beds ⋅ 6 Baths ⋅ 620708 MLS

Coastal Luxury. Endless Lifestyle. A rare opportunity to own an extraordinary Plantation Key waterfront estate where captivating ocean views, 140 feet of protected dockage, direct Atlantic access, and exceptional craftsmanship come together in perfect harmony. Privately tucked away on a quiet cul-de-sac, this stunning coastal residence was thoughtfully designed for those who appreciate effortless luxury both on and off the water. Filled with natural light, the open-concept floor plan showcases soaring ceilings, walls of glass, and seamless indoor-outdoor living that frames beautiful water views throughout the home. At the heart of the residence, the gourmet chef's kitchen is beautifully appointed with premium appliances, including dual ovens, two dishwashers, generous preparation space, and an oversized island that effortlessly connects the living and dining areas, creating the perfect setting for entertaining family and friends. Step outside to an expansive covered terrace complete with a built-in barbecue, outdoor refrigerator, and multiple gathering spaces overlooking the resort-style saltwater pool and spa, lush tropical landscaping, and tranquil waterfront. Whether hosting sunset cocktails or enjoying a quiet morning coffee, every space has been designed to embrace the relaxed elegance of the Florida Keys. The thoughtfully designed floor plan offers four spacious bedrooms, four full baths, two half baths, a private elevator, and a luxurious primary suite featuring separate his-and-her walk-in closets. A spacious secondary living area, currently enjoyed as a waterfront fitness studio, offers endless possibilities as a media room, family room, home office, or guest retreat. For boating enthusiasts, this property is truly exceptional. Boasting 140 feet of protected dockage, a boat lift, five garages with direct canal-side access, and quick, easy access to the Atlantic Ocean, it is perfectly suited for everything from offshore fishing adventures to leisurely days on the water. Surrounded by beautifully established tropical gardens with irrigation and meticulously maintained grounds, this remarkable waterfront estate offers the perfect balance of privacy, sophistication, and relaxed coastal living

202 Plantation Shores Dr, Tavernier

$5,999,999

Big, beautiful, and exceptionally solid, this waterfront Islamorada residence is perfectly situated on Sandy Cove Basin with protected deep-water dockage for multiple boats and direct bay access. A gated, pavered double driveway leads to an inviting foyer where marble floors and a private elevator welcome you. The elevated living level features a spacious great room with fireplace and coral accents, ideal for entertaining, along with a chef's kitchen offering custom teak cabinetry, granite countertops, island cooktop, and premium Sub-Zero and Bosch appliances. Wide screened porches extend the living space and capture open waterfront views. The home offers 5 bedrooms and 5.5 baths, a resort-style pool, and excellent updates including a new dock, new boat lift, and new A/C systems. A privacy wall enhances the secluded feel of this quiet, one-street neighborhood known for its consistently lovely homes. An exceptional opportunity for refined island living with outstanding boating access.

5 Beds ⋅ 6 Baths ⋅ 618481 MLS

Big, beautiful, and exceptionally solid, this waterfront Islamorada residence is perfectly situated on Sandy Cove Basin with protected deep-water dockage for multiple boats and direct bay access. A gated, pavered double driveway leads to an inviting foyer where marble floors and a private elevator welcome you. The elevated living level features a spacious great room with fireplace and coral accents, ideal for entertaining, along with a chef's kitchen offering custom teak cabinetry, granite countertops, island cooktop, and premium Sub-Zero and Bosch appliances. Wide screened porches extend the living space and capture open waterfront views. The home offers 5 bedrooms and 5.5 baths, a resort-style pool, and excellent updates including a new dock, new boat lift, and new A/C systems. A privacy wall enhances the secluded feel of this quiet, one-street neighborhood known for its consistently lovely homes. An exceptional opportunity for refined island living with outstanding boating access.

137 Sapodilla Dr, Islamorada

$5,999,000

Beautiful 200' of oceanfront property on Lower Matecumbe Key. This offering consists of one 100' lot, vacant with TDR & contiguously, a 100' lot with a triplex apartment building (3 TDRs),.This gives you endless possibilities for redevelopment of the property. The vacant lot has an additional 200' of bay bottom. Fantastic 180° ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front of you. At night, beautiful full moon risings, cruise ships with their lights passing, and plenty of stars. Launch kayaks from the beach to do a little tarpon fishing and bonefish are making a comeback so you can wade with your fly rod for a thrill. Also snorkel for lobster in season in all the little crevices and holes off shore of the property. Recap: 200' of oceanfront made up of 1 vacant lot with TDR, 1 lot with 3 apartments, bay bottom on the vacant lot, for a total of 4 TDRs on the property Note: One of the owners is a State of Florida Real Estate Licensee

3 Beds ⋅ 3 Baths ⋅ 608546 MLS

Beautiful 200' of oceanfront property on Lower Matecumbe Key. This offering consists of one 100' lot, vacant with TDR & contiguously, a 100' lot with a triplex apartment building (3 TDRs),.This gives you endless possibilities for redevelopment of the property. The vacant lot has an additional 200' of bay bottom. Fantastic 180° ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front of you. At night, beautiful full moon risings, cruise ships with their lights passing, and plenty of stars. Launch kayaks from the beach to do a little tarpon fishing and bonefish are making a comeback so you can wade with your fly rod for a thrill. Also snorkel for lobster in season in all the little crevices and holes off shore of the property. Recap: 200' of oceanfront made up of 1 vacant lot with TDR, 1 lot with 3 apartments, bay bottom on the vacant lot, for a total of 4 TDRs on the property Note: One of the owners is a State of Florida Real Estate Licensee

75131 Overseas Hwy, Islamorada

$5,999,000

Beautiful 200' of oceanfront property on Lower Matecumbe Key. This offering consists of one 100' lot, vacant with TDR & contiguously, a 100' lot with a triplex apartment building (3 TDRs),.This gives you endless possibilities for redevelopment of the property. The vacant lot has an additional 200' of bay bottom. Fantastic 180° ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front of you. At night, beautiful full moon risings, cruise ships with their lights passing, and plenty of stars. Launch kayaks from the beach to do a little tarpon fishing and bonefish are making a comeback so you can wade with your fly rod for a thrill. Also snorkel for lobster in season in all the little crevices and holes off shore of the property. Recap: 200' of oceanfront made up of 1 vacant lot with TDR, 1 lot with 3 apartments, bay bottom on the vacant lot, for a total of 4 TDRs on the property Note: One of the owners is a State of Florida Real Estate Licensee

608979 MLS

Beautiful 200' of oceanfront property on Lower Matecumbe Key. This offering consists of one 100' lot, vacant with TDR & contiguously, a 100' lot with a triplex apartment building (3 TDRs),.This gives you endless possibilities for redevelopment of the property. The vacant lot has an additional 200' of bay bottom. Fantastic 180° ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front of you. At night, beautiful full moon risings, cruise ships with their lights passing, and plenty of stars. Launch kayaks from the beach to do a little tarpon fishing and bonefish are making a comeback so you can wade with your fly rod for a thrill. Also snorkel for lobster in season in all the little crevices and holes off shore of the property. Recap: 200' of oceanfront made up of 1 vacant lot with TDR, 1 lot with 3 apartments, bay bottom on the vacant lot, for a total of 4 TDRs on the property Note: One of the owners is a State of Florida Real Estate Licensee

75131 Overseas Hwy, Islamorada

$5,995,000

Welcome to CASA MARE, where contemporary luxury meets the open Atlantic. Built in 2023 by Dellanos Construction of the Keys, this spectacular direct-oceanfront residence offers approximately 3,000 sq. ft. of living space with 5 bedrooms, 4 baths and breathtaking panoramic open-water views from virtually every level. Designed to embrace its extraordinary setting, expansive glass and generous covered terraces create a seamless connection between indoor and outdoor living, with the Atlantic Ocean providing an ever-changing backdrop. Contemporary architectural details include clean modern finishes, warm wood accents and a dramatic floating-style staircase with glass railings. Step outside into your own private oceanfront resort. An impressive infinity-edge pool with in-water seating seemingly blends into the horizon, while a private putting green and low-maintenance outdoor areas provide the perfect setting for entertaining, relaxing and enjoying the Florida Keys lifestyle. Boaters will appreciate the deed-cut boat slip with 17,000-lb. boat lift, offering the rare combination of protected boat storage and immediate access to the open water. Multiple covered outdoor living areas capture panoramic ocean views and tropical breezes, creating exceptional spaces for morning coffee, entertaining friends or simply watching the horizon. With 5 bedrooms, extensive outdoor amenities and an extraordinary direct-oceanfront setting, Casa Mare also offers excellent potential for seasonal rental use. Casa Mare is more than a home--it is a contemporary oceanfront retreat where architecture, boating and the beauty of the Florida Keys come together.

5 Beds ⋅ 4 Baths ⋅ 621057 MLS

Welcome to CASA MARE, where contemporary luxury meets the open Atlantic. Built in 2023 by Dellanos Construction of the Keys, this spectacular direct-oceanfront residence offers approximately 3,000 sq. ft. of living space with 5 bedrooms, 4 baths and breathtaking panoramic open-water views from virtually every level. Designed to embrace its extraordinary setting, expansive glass and generous covered terraces create a seamless connection between indoor and outdoor living, with the Atlantic Ocean providing an ever-changing backdrop. Contemporary architectural details include clean modern finishes, warm wood accents and a dramatic floating-style staircase with glass railings. Step outside into your own private oceanfront resort. An impressive infinity-edge pool with in-water seating seemingly blends into the horizon, while a private putting green and low-maintenance outdoor areas provide the perfect setting for entertaining, relaxing and enjoying the Florida Keys lifestyle. Boaters will appreciate the deed-cut boat slip with 17,000-lb. boat lift, offering the rare combination of protected boat storage and immediate access to the open water. Multiple covered outdoor living areas capture panoramic ocean views and tropical breezes, creating exceptional spaces for morning coffee, entertaining friends or simply watching the horizon. With 5 bedrooms, extensive outdoor amenities and an extraordinary direct-oceanfront setting, Casa Mare also offers excellent potential for seasonal rental use. Casa Mare is more than a home--it is a contemporary oceanfront retreat where architecture, boating and the beauty of the Florida Keys come together.

239 Tavernier Dr, Tavernier

$5,995,000

Private oceanfront estate behind the gates of Tingler Island, one of Marathon's most exclusive and sought-after communities. Designed in timeless Caribbean West Indies style, this exceptional residence is perfectly oriented with coveted southern exposure—capturing refreshing ocean breezes, warm natural light, and the rare privilege of both sunrise and sunset views over open water. Set along a premier stretch of true oceanfront, the property offers unobstructed, forever ocean views, highlighted by a spectacular infinity-edge pool that blends seamlessly into the horizon. The setting is serene, private, and truly irreplaceable. Offered fully furnished, the home features travertine marble flooring throughout the main living level, rich hardwood floors upstairs, and beautiful custom woodwork throughout. Light-filled living spaces flow effortlessly, complemented by spacious bedrooms and a well-appointed kitchen ideal for entertaining, complete with a dedicated wine cooler. An upstairs private lounge and bar open to a walk-out oceanview terrace—an unforgettable setting for sunset cocktails and evening gatherings. The bar is equipped with a wine refrigerator, dishwasher, and ice maker for effortless hosting. Additional highlights include a two-car, climate-controlled garage with ample storage. Ideally located within walking distance to Sombrero Beach, with access to a scenic bike and walking path along Sombrero Beach Road, and just minutes from shopping, dining, grocery stores, and golf-cart-friendly island conveniences. Seller financing available for qualified buyers, presenting a rare opportunity to secure a premier oceanfront estate with enhanced flexibility. Homes of this caliber, privacy, and oceanfront position are seldom offered. Schedule your private showing and experience Tingler Island living firsthand.

5 Beds ⋅ 5 Baths ⋅ 618602 MLS

Private oceanfront estate behind the gates of Tingler Island, one of Marathon's most exclusive and sought-after communities. Designed in timeless Caribbean West Indies style, this exceptional residence is perfectly oriented with coveted southern exposure—capturing refreshing ocean breezes, warm natural light, and the rare privilege of both sunrise and sunset views over open water. Set along a premier stretch of true oceanfront, the property offers unobstructed, forever ocean views, highlighted by a spectacular infinity-edge pool that blends seamlessly into the horizon. The setting is serene, private, and truly irreplaceable. Offered fully furnished, the home features travertine marble flooring throughout the main living level, rich hardwood floors upstairs, and beautiful custom woodwork throughout. Light-filled living spaces flow effortlessly, complemented by spacious bedrooms and a well-appointed kitchen ideal for entertaining, complete with a dedicated wine cooler. An upstairs private lounge and bar open to a walk-out oceanview terrace—an unforgettable setting for sunset cocktails and evening gatherings. The bar is equipped with a wine refrigerator, dishwasher, and ice maker for effortless hosting. Additional highlights include a two-car, climate-controlled garage with ample storage. Ideally located within walking distance to Sombrero Beach, with access to a scenic bike and walking path along Sombrero Beach Road, and just minutes from shopping, dining, grocery stores, and golf-cart-friendly island conveniences. Seller financing available for qualified buyers, presenting a rare opportunity to secure a premier oceanfront estate with enhanced flexibility. Homes of this caliber, privacy, and oceanfront position are seldom offered. Schedule your private showing and experience Tingler Island living firsthand.

90 Tingler Ln, Marathon