New Price, New Improvements, including new dock, deck off dock on jetty, boat lift, channel markers, dredging the channel, raise elevation of rocks on jetty and new landscaping! Entice Your Senses with Unobstructed Ocean Views in Lower Matecumbe Welcome to a rare gem in the Florida Keys—an exquisitely remodeled home offering panoramic Atlantic Ocean vistas right from your backyard. Nestled on a sprawling 2.5-acre oceanfront estate, this property provides not only a front-row seat to breathtaking sunrises and sunsets but also a unique opportunity to create the ultimate coastal retreat. A Foundation for Your Dream Estate The existing home is move-in ready and serves as the perfect launchpad to design and build your dream estate. Envision a luxurious main residence, guest house, tiki hut, tennis court, and a detached garage while enjoying your current waterfront lifestyle. Once your new home is completed, transform the original house into a resort-style tiki hut alongside the existing pool for laid-back Keys-style entertaining. A Fisherman's Paradise Awaits Out back, a 50-foot dock and a private channel provide immediate access to offshore fishing, world-class diving, and serene backcountry adventures. A custom private jetty connects you to your 4-post boat lift, while twin davits stand ready for jet skis—designed with the avid water enthusiast in mind. Unrivaled Coastal Living Boasting approximately 740 feet of pristine shoreline, this property offers space, serenity, and value rarely seen in the Keys. The spacious backyard and unobstructed water views make every day feel like a vacation.
Exclusive Anglers Reef Resort-style oceanfront home in Islamorada -- a rare coastal gem. Nestled inside a gated community with resort-caliber amenities, a private marina and two sandy beaches, this fully furnished two-story single-family retreat offers 2 bedrooms and 2.5 baths -- ideal for saltwater lovers or savvy investors. Thoughtfully upgraded with elegant, durable finishes: impact-rated windows and doors, brand-new stainless steel appliances, custom wood cabinetry, and gleaming granite countertops. Recently insulated with closed-cell spray foam for superior R-value, structural reinforcement, and an effective air and moisture barrier. Freshly painted in and out. Step outside to direct ocean access and easy runs to the famed Islamorada Sandbar -- perfect for boating, snorkeling, or sunset cocktails. Meticulously cared for as a private vacation haven and lightly used, the property blends turnkey luxury with strong rental potential. Weekly rentals are allowed (7-night minimum). Pet-friendly and perfectly situated for life in the Florida Keys. Owner/Agent -- call anytime with questions.
Experience elevated coastal living in this elegant Port Antigua retreat. Thoughtfully designed for comfort, privacy, effortless entertaining and situated in a prime waterfront location, this beautiful resort-style residence offers generous living spaces, including both upstairs and downstairs primary suites, three additional guest suites, a dedicated office, shaded porches on both levels and a spacious garage for ultimate flexibility. The gourmet kitchen flows seamlessly to a fully equipped outdoor kitchen and shaded lounge area—ideal for al fresco dining by the pool amid lush tropical landscaping. A rare combination of classic design, modern amenities, and timeless island charm. Effortless boating and space for all of your waterfront toys with 75' of deepwater dockage and quick access to both ocean and bay. Nearby homeowner's park provides the added bonuses of a private, sandy beach and boat ramp. With the serene, wide canal views and cooling bay breezes, and this is where luxury, comfort, and natural beauty, convenience converge.
New Price, New Improvements, including new dock, deck off dock on jetty, boat lift, channel markers, dredging the channel, raise elevation of rocks on jetty and new landscaping! Entice Your Senses with Unobstructed Ocean Views in Lower Matecumbe! Welcome to this beautifully remodeled and inviting 3-bedroom, 2-bath concrete home offering panoramic Atlantic Ocean views right out your back door! Nestled on an expansive highway-to-oceanfront lot, this home showcases a comfortable open living floor plan, gorgeous kitchen, and a sparkling POOL surrounded by tropical landscaping--perfect for relaxing or entertaining. Step outside to enjoy 50' DOCKAGE and a large peninsula/jetty, ideal for immediate access to offshore fishing, diving, and snorkeling. Prefer the backcountry? There's convenient access nearby for flats fishing or waterfront dining by boat or car. Weekly rentals are permitted, making this an exceptional investment opportunity or private escape. Don't miss the breathtaking sunrises and spacious backyard that truly capture the essence of Florida Keys living. Bonus Offering: Adjacent vacant lot at 75671 Overseas Hwy., MLS#615599 is also available with building permit . Buy both properties for $5.9m and own approximately 740 feet of stunning shoreline--a rare and valuable opportunity!
SPECTACULAR HOME IN VENETIAN SHORES! 70' concrete dock on deep water canal which opens directly to Snake Creek for easy and quick access to bay or ocean; 5 bedrooms/4.5 baths; private master retreat with gorgeous bath on third level; marble floors throughout; elevator; FABULOUS chef's kitchen with Wolf gas range and huge island; large terraces and fantastic entertaining spaces; sound system throughout; huge storage areas on ground floor; outdoor kitchen on ground level next to beautiful pool. A must see! (Owner/Agent)
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.
Welcome to Port of Call, an exclusive oceanfront community in Islamorada. With just 10 units across 5 buildings, this hidden gem offers resort-style amenities and short-term weekly rental flexibility. This updated 2-bed, 2.5-bath townhome features a sunroom dining area with direct ocean views, two screened balconies, and a private rooftop sundeck. Enjoy an oceanfront pool, beachside tiki hut, and private boat slips. Undercover parking adds convenience. Minutes from shopping, dining, marinas, and Founder's Park, it's a perfect retreat just hours from Miami or Key West. Call today!
Welcome to Port of Call, an exclusive low-density, private community nestled on the ocean side of Islamorada. With only 5 buildings with 10 units, this hidden gem offers resort-style amenities and the flexibility of short-term vacation rentals. This beautifully updated 2-bedroom, 2.5-bath townhome is designed for comfort and elegance. A standout feature is the sunroom dining area, where you can enjoy meals with direct ocean views. Step onto two expansive screened balconies, soak in the sun on your private rooftop sundeck, or take in breathtaking sunrises from anywhere in the unit. Undercover parking ensures convenience, while the oceanfront pool, beachside tiki hut, and private boat slips make every day feel like a vacation. Located just minutes from shopping, dining, marinas, and Founder's Park, this is Islamorada living at its finest. Plus, your only hours from Miami or Key West, making this the perfect getaway or full-time retreat. Call today to experience the charm of Port of Call - where paradise meets opportunity!
Stunning new custom pool home in the heart of Islamorada. This exceptional, brand-new ground-level home was thoughtfully designed and expertly crafted with meticulous attention to detail. A professional interior designer curated high-end fixtures and elegant finishes throughout, creating a polished and inviting living space. Offering a rare 4-bedroom, 3-bathroom split floorplan, the home features a spacious open-concept layout ideal for both everyday living and entertaining. Soaring 10-foot vaulted ceilings and oversized 8-foot doors define the home's modern architectural style. Additional highlights include a two-car garage, swimming pool, low-maintenance turf, and quality construction that sets a new standard for homes in the area. Located in desirable downtown Islamorada, you're close to popular restaurants, shopping, a grocery store, and a beloved brewery. With new construction permits currently suspended in Islamorada, opportunities like this are becoming increasingly rare. Don't miss your chance to own one of the last newly built homes in this prime location - this property truly checks all the boxes.
Experience refined coastal living at Tarpon Flats, Islamorada's most exclusive bayfront enclave. This intimate, gated community consists of just 12 luxury residences spread across four beautifully landscaped acres. A stately paver driveway welcomes you to impeccably manicured grounds, where the charm of Old Florida meets the timeless elegance of Nantucket. This three-story home offers a thoughtful layout and spectacular bay views throughout. The ground floor features covered parking, a versatile multi-purpose room, and access through a gracious foyer entry. Upstairs, the main living level boasts an open-concept kitchen and dining area with panoramic bay vistas, two bedrooms, two bathrooms, and a tranquil porch ideal for enjoying sunset skies. The top floor is reserved for the expansive master suite, complete with a private balcony and sweeping waterfront views. Tarpon Flats offers an amenity-rich lifestyle tailored to the discerning buyer. Enjoy a waterfront pool and gazebo, private beachfront access, generous dockage for your skiff, a charming greenhouse, and a tennis court with shaded seating for guests. Adding to the ease of ownership, the community provides a full-time concierge service and an on-site handyman, ensuring both comfort and convenience year-round. Sophistication, privacy, and natural beauty converge in this exceptional Islamorada retreat—come discover what makes Tarpon Flats truly one of a kind.
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
Courtesy: Serhant
561-203-2762
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.
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
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.
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!
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 & Entertainers Four-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 bar Gas 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.
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.
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The data relating to real estate for sale on this Website come in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this broker are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the Listing Brokers. The properties displayed may not be all the properties available through the BR Program. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it. Some properties that appear for sale on this website may no longer be available. |
Islamorada is located in Florida. Islamorada, Florida 33036has a population of 7,051. Islamorada 33036 is less family-centric than the surrounding county with 16.45% 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 33036 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 33036 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.
