Courtesy: Coldwell Banker Schmitt RE Co
305-743-5181
Modern luxury meets barefoot elegance in this oceanfront masterpiece in Islamorada! Stunning ocean views can be seen from almost every room in this spectacular home. Designed for casual living and entertaining, indoor and outdoor living is seamless and allows for year round enjoyment of the Florida Keys lifestyle. Open ocean views, 380 ft. of dockage with power and water and a cut in boatslip with a 25,000 lb. boatlift will accommodate your boats and water toys. Boasting 6 bedrooms, each with ensuite baths, a 3 story elevator whisks you from the ground level to the main living level on the second floor. Here you will find an open floor plan accented with high coffered ceilings and tall windows and doors opening to ocean views. The primary suite offers ocean views, his and hers
Nestled in the Safety Harbor enclave, Islamorada, this stunning Gulfside estate offers unparalleled blend of luxury and tranquility. Situated on a prime point w/open water and protected dockage, makes this a boater's paradise. With concrete seawall/2 boat lifts this home is appointed for waterfront living. Easy ocean access through Channel 5. Home features 8 ensuite BRs plus 2 half BAs. The master layout, a private sanctuary w/spa bath, showcases water views thru impact windows/sliding doors. Elevator ensures access to all levels; balconies invite you to savor unobstructed panoramas. The gourmet kitchen w/high-end appliances/gas cooktop is a chef's delight. With its seamless indoor-outdoor design and unmatched location, this property is the epitome of luxurious Keys living. Owner/Agent
Seize the rare opportunity to build your dream home in one of Islamorada's most coveted locations! This Ocean Front estate located directly across from the iconic Alligator Reef Lighthouse. Across the street from a protected preserve that will never be developed, and featuring a deep water channel capable of accommodating boats up to 40 feet, this property offers unmatched privacy and access.Imagine living just a short stroll from the legendary Square Grouper, Midway Cafe, Robbie's. Down the road from some of the best restaurants in Islamorada like Ziggie's, Mad Dog's, and Chef Michael's. This oversized lot, just shy of an acre, provides the perfect canvas for a builder, developer, or savvy end user to craft a stunning, custom-designed home in an unparalleled location.
Welcome to your private tropical retreat in the heart of Islamorada, Florida Keys. This stunning gated oceanfront estate showcases unparalleled beauty with a private walk-in sandy beach, offering direct access to crystal-clear waters. Designed for both relaxation and recreation, the property features 5 spacious bedrooms, 6.5 luxurious bathrooms, a resort-style pool, a pickleball court, and a putting green, all set amidst lush, tranquil landscaping.Wake up to spectacular ocean views from nearly every room, and enjoy the serenity of your tropical surroundings. This property is offered turn-key, fully furnished and equipped, making it an ideal primary residence, second home, or lucrative vacation rental opportunity in one of the Keys' most desirable locations.Your dream oceanfront lifestyle awaits in Islamorada -- where every day feels like a vacation.
Courtesy: Sutter & Nugent LLC
561-249-7266
MOTIVATED SELLERS! Paradise Found: Renovated Jungle Treehouse in Islamorada. This fully renovated CBS home blends modern upgrades with Old Florida charm in a peaceful secluded location. Featuring 3 bedrooms, 3 full baths, and a large downstairs flex space, it's perfect for relaxing or entertaining. Set on an oversized 15,000+ sq ft lot with lush landscaping and a rooftop deck, the home feels like a private retreat. Upgrades includes, new buried electrical lines and panels, and impact windows throughout. Enjoy access to a shared day dock with a full easement--great for kayaking, swimming, or fishing in the bay. (Note: boating rights not included.) Located in the heart of Islamorada, this home offers elegance, privacy, and island living at its finest.
Open Bay Views, Boat Dockage, Pool and more... all in the Heart of Downtown Islamorada! Have you been dreaming of living downtown, but can't find a home with dedicated boat dockage and open water views? If so, this custom 4/4 home in Madeira Bay is your dream come true! Enjoy open water views from the porch, living room, kitchen, loft and bedroom plus soaring ceilings and nearly 3,000 sf of spacious living space perfect for a large or extended family. The Madeira Bay gated community is a hidden treasure of only 8 homes tucked in behind one of Islamorada's most beloved local restaurants in a peaceful private neighborhood. In addition to the community dock there is also a community pool and a gradual shoreline for launching a boat, paddle board or kayak or for wading directly into the bay with your rafts and floats! Inside, the stunning great room opens to the bay view porch on the main living level where there are also three bedrooms and two full baths in a split plan. There is also an open loft bedroom with full bath upstairs just off the great room featuring beautiful bay views. The fully permitted downstairs is connected by internal spiral stairs and adds a separate ground level entrance plus a spacious second living room, wet bar area for entertaining, plus a private guest bedroom with a full bath and outdoor porch. There is also an attached garage for protected parking and/or storage. The downtown location offers immediate access to shopping, fine dining, bars, galleries, art studios and all the regular local art festivals, full moon parties and events. Madeira Bay homes rarely come on the market and this one is a must see!
Courtesy: Serhant
561-203-2762
Welcome to The Islands of Islamorada, a private gated enclave that epitomizes coastal luxury. Our stunning waterfront residences feature four spacious bedrooms and four and one-half bathrooms, all designed for your comfort. Each three-floor villa offers 3,137 square feet of interior space and 930 square feet of outdoor living, showcasing contemporary island architecture with an open, airy design. Three king-sized bedrooms come with en-suite bathrooms, while the fourth is a charming bunk room, ideal for family gatherings. Offered fully furnished with exquisite artwork from local Florida artists, these homes embody the spirit of coastal living.Enjoy a state-of-the-art kitchen that flows into open-concept dining and living areas. Additional features include a powder room, ample
Courtesy: Serhant
561-203-2762
Welcome to The Islands of Islamorada, a private gated enclave that epitomizes coastal luxury. Our stunning waterfront residences feature four spacious bedrooms and four and one-half bathrooms, all designed for your comfort. Each three-floor villa offers 3,137 square feet of interior space and 930 square feet of outdoor living, showcasing contemporary island architecture with an open, airy design. Three king-sized bedrooms come with en-suite bathrooms, while the fourth is a charming bunk room, ideal for family gatherings. Offered fully furnished with exquisite artwork from local Florida artists, these homes embody the spirit of coastal living.Enjoy a state-of-the-art kitchen that flows into open-concept dining and living areas. Additional features include a powder room, ample
Courtesy: Serhant
561-203-2762
Welcome to The Islands of Islamorada, a private gated enclave that epitomizes coastal luxury. Our stunning waterfront residences feature four spacious bedrooms and four and one-half bathrooms, all designed for your comfort. Each three-floor villa offers 3,137 square feet of interior space and 930 square feet of outdoor living, showcasing contemporary island architecture with an open, airy design. Three king-sized bedrooms come with en-suite bathrooms, while the fourth is a charming bunk room, ideal for family gatherings. Offered fully furnished with exquisite artwork from local Florida artists, these homes embody the spirit of coastal living.Enjoy a state-of-the-art kitchen that flows into open-concept dining and living areas. Additional features include a powder room, ample
Peaceful Palms, a newly developed gated community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential. Each three-bedroom, three-bathroom townhome is thoughtfully designed with expansive balconies on both the second and third floors, a spacious garage, and pet-friendly accommodations. Peaceful Palms is designed to accommodate weekly rentals with the proper permitting, offering an incredible opportunity for investors. With the possibility of new building permits becoming unavailable in the Florida Keys, now is the time to secure your place in this sought-after destination.
Courtesy: Coldwell Banker Schmitt RE Co
305-743-5181
Welcome to Latitudes in Islamorada, a luxurious 4BD/2.5BA home in the exclusive Port Antigua community on Lower Matecumbe Key. Enjoy 360 views from the top floor, a custom pool and spa, tiki hut with grill and bar, private elevator, and two boat lifts (12K & 20K lb) with deep water dockage. The top floor features open-concept living with kitchen, dining, and living areas flowing like an elegant penthouse. Covered balconies expand your outdoor living, while a ground-floor guest suite offers flexibility. The second floor includes a serene master suite, two guest rooms, and full bath. Impact windows/doors, garage, and storage round out this coastal gem.
STUNNING WATERFRONT HOME IN PORT ANTIGUA! Experience the best of Keys living in this remodeled 3-bedroom, 2-bath waterfront home in sought-after Port Antigua. The open floor plan flows into a gorgeous oversized kitchen with a large center island—perfect for entertaining. The main living level offers three bedrooms and two baths, while the ground floor includes an additional bedroom—ideal for guests or an office. Sliding glass doors open to a screened-in porch overlooking the canal—a perfect place to relax. This home features high-impact windows & doors. The 45-ft concrete dock includes a 15k boat lift for easy boating access. As a Port Antigua resident, enjoy exclusive access to a private beach with breathtaking sunsets. Don't miss this incredible opportunity—come enjoy the Keys Life!
Courtesy: Sutter & Nugent LLC
561-249-7266
Paradise Found: Renovated Jungle Treehouse! Welcome to your dream retreat in the heart of the Florida Keys. Nestled in the highly sought-after village of Islamorada, this exquisitely remodeled 3-bedroom, 3-bath estate redefines luxury living. Perfectly situated on a sprawling 15k+ square-foot lot, this property offers an unparalleled combination of elegance, privacy, and tropical charm. NEW 2024 roof, and electrical, and state-of-the-art impact windows, providing peace of mind and protection while letting in abundant natural light. The interiors have been meticulously updated whilst keeping the Old Florida Charm alive. The kitchen is a true chef's dream.The expansive lot provides endless opportunities for outdoor living. Imagine hosting unforgettable gatherings in your oversized
Courtesy: Coldwell Banker Schmitt RE Co
305-743-5181
LAST new developer unit available at Maison Residences, Islamorada! Residence #201 is a stunning 4 bed, 4.5 bath oceanfront home with an open floor plan, oversized terraces, and private elevator entry. The grand room flows into a gourmet kitchen with Sub-Zero and Wolf appliances, island seating, and casual dining - perfect for gathering. Enjoy 10' ceilings, Caesarstone counters, porcelain tile, and luxe designer furnishings. Nestled between the Atlantic and Florida Bay on artsy Upper Matecumbe Key, Maison features 350' of natural beach, 155' day pier, 86' lagoon-style pool, spa, and private commons. Multiple terraces with summer kitchen, fireplace, and ocean views make this residence an entertainer's dream.Earn passive income by renting out short term.
Set on 1.38 acres of pristine oceanfront in the Florida Keys, this private estate offers the perfect blend of luxury, serenity, and tropical beauty. With an enormous 150-foot private beach, this stunning 4,770-square-foot residence presents an unparalleled opportunity to experience the magic of oceanfront living.The home features five bedrooms and five and a half baths, including separate guest quarters for added privacy. Towering 30-foot ceilings create a grand, open atmosphere, while expansive windows frame breathtaking views of the Atlantic Ocean. Offered turnkey, this estate is move-in ready, with exquisite furnishings that complement its elegant design.Step outside to a resort-style infinity-edge pool with spa. A spacious two-car garage provides convenience, while the estate's zoning allows for weekly rentals, making it a remarkable investment opportunity.This property is more than just a home--it's a tropical oasis where you can kayak, fish, or build sandcastles right from your backyard. Whether you seek a family getaway or a primary residence, this estate offers the best of both worlds: a tranquil retreat surrounded by nature yet still within the comforts of the United States.
Courtesy: Coldwell Banker Schmitt RE Co
305-743-5181
'Tranquility Haven' is Islamorada's newest masterpiece, completed in January 2025! This gated 2.04-acre sanctuary boasts 210' of private sandy beach and 6,946 sq. ft. of air-conditioned elegance, plus 1,800 sq. ft. of covered outdoor living. Enjoy uninterrupted Atlantic views, sunrises, and ocean breezes. The 6-bed, 9-bath estate centers around a stunning 65' blue lagoon pool with swim-up bar and fire pit. Inside, a chef's kitchen with SubZero, Thermador & Wolf appliances complements grand living spaces. Two master suites include spa-like baths, with a private outdoor shower in the 1st-floor suite. A flex room, theater-ready family room, dual garages, and a tropical orchard complete this luxury retreat--your island paradise awaits!
ANGLERS REEF HOME, Islamorada's Upscale Oceanfront Gated Community, This home features 2 bedrooms, 2.5 bathrooms with carport & 4 porches. Upgrades include Brazilian Cherry hardwood floors, kitchen with granite countertops and SS appliances with 2 breakfast bars & tons of cabinet space. The home also has a composite decking, metal roof & impact doors & windows. The community features 2 sandy beaches, a pool & marina on the Atlantic Ocean. Home has been in rental program for many years with a good following. Own your vacation home for free & more. Great investment. Call today for a showing!
LUXURY CANAL FRONT HOME IN ISLAMORADA! Brand new offering of the most exquisite coastal designed home offering spacious floor plans, entertaining spaces, and oversized rooms. This meticulously maintained home offers a split floorplan with a living room, wet bar, sizeable bedroom and full bathroom on the ground floor overlooking the outdoor kitchen and in ground pool. The second level boosts 3 bedrooms and 2.5 bathrooms, a great living room, pristine kitchen, and walk in laundry room/ office. The fenced in backyard welcomes you to enjoy your private yard surrounded in turf. The concrete dock holds a 20,000 lb boat lift and room for multiple boats! Along with this stunning home, you will also have access to the White Marlin Private Homeowners Beach, and all the close amenities!
Coastal Elegance Meets Timeless Craftsmanship in Safety Harbor- Welcome to 'Piece of Quiet', a winner of the Miami Herald 'Fame' award for custom homes with unique architecture. Nestled in the coveted Safety Harbor neighborhood, this CBS construction home is a masterful blend of strength, style, and coastal luxury. Wrapped in island-style siding, the home exudes character and seaside charm, while grandeur arched French doors in the main living area flood the space with natural light and frame stunning waterfront views. Delight your senses with the custom terrace floors that were modeled after those at the Historic Cheeca Lodge & Spa. Step inside to the rich beauty of white oak flooring, offering both durability and sophistication throughout. The open-concept design seamlessly connects indoor and outdoor living, perfect for entertaining or enjoying peaceful moments by the water. Boating enthusiasts will revel in the 70 feet of dockage on a serene, protected deepwater basin, providing direct access to the bay and quick ocean access via the two bridges at Channels 2 and 5. Whether you're setting sail at sunset or savoring the gentle breezes from your private dock, or waterfront decks, this home is a rare gem not to be missed.Don't miss the opportunity to own this waterfront retreat--schedule your private showing today!
Coccoloba: Awarded Florida's ASLA Garden of the Year. A once-in-a-lifetime opportunity to own one of Florida's most distinguished oceanfront estates, a secluded sanctuary where visionary design meets botanical perfection. Nestled on over five acres of waterfront bliss, this architectural triumph--conceived by the acclaimed Siskind Architects--is a symphony of elegance, privacy, and coastal grandeur.The estate's lush, immersive gardens--crafted by legendary landscape architect Raymond Jungles--earned the coveted ASLA Florida Chapter Award, celebrating its harmonious blend of native flora, curated tranquility, and ecological artistry. Meandering stone-through pathways invite reflection, leading to a saltwater pond teeming with indigenous sea life.Step into ~11,000 sq ft of bespoke, air-conditioned living space meticulously curated by renowned interior designer Sam Robin. The home's total footprint exceeds 17,895 sq ft, with expansive verandas that dissolve boundaries between interior elegance and outdoor serenity.Curated for Collectors & EntertainersFour-bay air-conditioned collector's garage. Additional porticos + crushed shell driveway bordered by cut coral.Elevated summer kitchen with pizza oven, push-button TV, and unobstructed views.Dedicated cabana bath + equipment room for effortless hosting.Oceanfront Opulence: Positioned on a private peninsula with secure gated access, the property offers a protected boat basin, two lifts, and a 450-foot dock, as well as a submersible toys dock. A private beach lets you slip into the ocean in total privacy. Resort-Level Amenities include:Gas-heated oasis pool + hot tub + waterfall grotto - Swim-jet therapy + beach entry for rejuvenation..Peninsula lounge doubles as helipad or tropical party venue with Tiki barGas tiki torches for enchanting evenings.This is not merely a home--it is a legacy estate woven with rarity, intentionality, and coastal prestige. A true collector's piece.
50' slip comes with this 2 bedroom / 2 bathroom condo in Coral Harbour. The units boasts 1,330sf of living space, peek-a-boo ocean views, large outdoor living area, impact windows and sliding glass doors, washer and dryer in the unit and a spacious kitchen. Primary bedroom and living area has impact sliders that lead to the outdoor living area. This complex has many great amenities - marina, fuel dock with diesel and gasoline, ice, boat ramp, pool, clubhouse, saltwater lagoon with beach, car washing station, covered parking, tennis courts, bocce ball, horseshoe, gated community and amazing landscaping.
Courtesy: Coldwell Banker Schmitt RE CO
Brian Schmitt
Welcome to BAYVIEW HIDEAWAY. Situated on 2 SEPARATE LOTS â??each with its own parcel IDâ??the buildable bayfront lot has endless potential. The price per square foot reflects this extraordinary opportunity. This mini estate is surrounded by water on three sides with 435'+/- water-frontage and secured by a 6-foot gated entrance. BAYVIEW HIDEAWAY boasts 220'+ of concrete dock, complete with three lifts, power, and water. Ideal for boating enthusiasts, the property accommodates yachts over 80+ feet and offers convenient access to Channel 5 Bridge with 65-foot clearance for seamless bay-to-ocean access. The second lot even has the potential for a helicopter landing. Meticulously renovated by the original builder in 2020-2021, this home was stripped to the bare framework and reimagined with modern updates, including new electric, plumbing, and impact-rated PGT/WinDoor windows and doors, porcelain tile flooring and Level 5 drywall throughout. The property features smart, energy-efficient upgrades, such as 4 Trane AC units with variable-speed smart thermostats, two water heaters, and foam-filled block insulation. Inside, the home offers picturesque water views from every room and features luxurious details, including Turkish marble stairs, vaulted ceilings, Hunter Douglas window treatments, and Italian marble accents in the primary baths. The spacious layout includes six bedrooms, each with private balconies, two primary suites, 4 bathrooms, and a chef's kitchen with Viking appliances, custom cabinetry, and Vetrazzo countertops. The outdoor spaces feature a new saltwater pool built in 2021 with a heater/chiller surrounded by marble pavers, a bar, BBQ area, a gazebo, an orchid house, pergolas, a putting green, and hot tub. Located in Safety Harbor subdivision in Islamoradaâ??BAYVIEW HIDEAWAY is more than just a home; it's a lifestyle opportunity. Combining high-end finishes, unparalleled amenities, and a prime bayfront location, this estate is a true gem in the Keys.
Welcome to BAYVIEW HIDEAWAY, a mini estate on two lots, each with its own parcel ID. The buildable bayfront lot offers endless potential, with the estate boasting 435'± waterfrontage and a secure 6-foot gated entrance. The property includes 220'+ of concrete dock with three lifts accommodating yachts over 80 feet and providing bay-to-ocean access via the nearby Channel 5 Bridge. Meticulously renovated in 2020-2021, the home features updated electric, plumbing and impact windows/doors. Luxurious interiors offer water views, Turkish marble stairs, vaulted ceilings, six bedrooms with balconies, two primary suites, and a chef's kitchen with Viking appliances. Outdoors, enjoy a saltwater pool, bar, BBQ area, gazebo, putting green, and more in Islamorada’s exclusive Safety Harbor subdivision.
This updated resort-style condo at Ocean Harbour in Islamorada offers a perfect blend of luxury, convenience, and natural beauty. There are expansive Atlantic Ocean views from the living and primary bedroom. The unit location within a gated community ensures privacy and tranquility, while the lush tropical landscaping adds to the overall peaceful atmosphere. Inside, the condo has been thoughtfully updated, with a spacious 2-bedroom, 2-bath layout that combines comfort with style. The spacious kitchen is ideal for both everyday meals and entertaining guests. Meanwhile, the living room has been expanded by incorporating the screened porch, creating a larger, more inviting space for relaxation and social gatherings.The split floor plan provides privacy and space for all, with the luxurious primary suite offering ocean views, a spa-like en-suite bath, and a generous walk-in closet. The guest bedroom offers a beautiful sized room for family and guest to relax after an incredible day in the Keys.With over 12 acres of meticulously maintained tropical grounds, the community offers top-notch amenities such as a marina, tennis and pickleball courts, a clubhouse, gym, tiki bar with BBQ, car charging stations, and trailer storage.Ocean Harbour is a highly sought-after community in Islamorada, known for its luxury living in one of the most coveted locations in the Florida Keys. Rental boat slips are available in the marina, adding to the allure of this prime oceanfront property. Boat slip has been secured from the HOA until 12/26/2026.
Welcome to Serenity Cay, an exquisite Balinese-inspired estate where tranquility and luxury meet the endless beauty on the Florida Bay. A true masterpiece of engineering and design, this sprawling waterfront residence on nearly 4 acres offers an unparalleled blend of tropical elegance, sophisticated craftsmanship, and modern luxury. An expansive infinity-edge pool blends seamlessly into the sparkling waters of the bay while lush gardens create a serene oasis. The home's architecture showcases graceful, custom finishes and rich hardwoods, all hallmarks designs that evoke the spirit of the Islands. Spanning over 6,900 square feet, the interior is a seamless fusion of open-concept living spaces and private retreats. Soaring vaulted ceilings and vast windows invite abundant natural light and spectacular views of the bay, creating an indoor-outdoor flow. The primary suite serves as your personal sanctuary, complete with private terrace, spa-inspired bathroom, and walk-in closets fit for a connoisseur of fine living. Each guest has direct access to outdoor spaces and views. A bonus, versatile bunk room/media center sits just off the west wing of the home. The charming guest house is the perfect complement to the main home, nestled in its own secluded on site location this delightful addition exudes a warm, welcoming ambiance ideal for hosting guests, or as a private office or creative studio. This downtown Islamorada estate in an incomparable location; walking distance to shopping, dining, and local culture, also has appeal that extends to those with a passion for the great outdoors. Two protected docking basins and boat lift, sandy lounging beach, expansive outdoor lanai and outdoor kitchen offers the ideal space for entertaining or enjoying a quiet evening watching the sunset. Fly the seaplane in or land the helicopter. Premier boating access just moments away from the Intracoastal waterway and Ocean channels. Serenity Cay is not just a home, it's an experience.
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All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc.
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Islamorada is located in Florida. Islamorada, Florida has a population of 7,051. Islamorada is less family-centric than the surrounding county with 18.45% of the households containing married families with children. The county average for households married with children is 20.65%.
The median household income in Islamorada, Florida is $77,423. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Islamorada is 55.3 years.
The average high temperature in July is 89.3 degrees, with an average low temperature in January of 62 degrees. The average rainfall is approximately 47.7 inches per year, with 0 inches of snow per year.
