Discover your Keys dream home, a residence of unparalleled luxury and nautical convenience. This immaculate single-family property offers three spacious bedrooms, plus a dedicated office, all meticulously updated in 2017. The moment you step inside, you'll appreciate the seamless flow, top-of-the-line appliances and faucets, chef-ready kitchen, and the convenience of two elevators serving the home. Relax and enjoy the breezes on your expansive screened-in balcony.An Entertainer's & Angler's Paradise.Outside, the property truly shines as an entertainer's and angler's haven. A 100 feet of waterfront on a canal, you're just a few houses from the open water of Snake Creek, offering instant access to the Ocean or Bay in mere minutes--perfect for a quick run out. The custom-built dock features a 15,000 lb boat lift, ready for your vessel. The resort-style backyard includes a sparkling pool and jacuzzi with programmable timers and lighting for effortless enjoyment. Entertain guests at the fantastic outdoor bar and kitchen, complete with barstools, a refrigerator/freezer drawer system, and secure electric hurricane shutters. Practical luxury is also found in the downstairs tackle room with a refrigerator. There is an outdoor pool bathroom, and a full pool house. This property truly has it all, and so much more awaits your personal touch.
Experience the ultimate in coastal luxury and sophistication in this brand-new magnificent bayfront estate designed to impress at every turn. Set on over 2 acres of direct bayfront property with an idyllic rare white sandy private beach in prestigious Lower Matecumbe, this 7-bedroom, 7-bathroom residence spans nearly 6,000 square feet of immaculate living space. Two completely separate guest wings each with 3 bedroom suites are perfect for multi-family enjoyment or hosting in absolute comfort. From the grand entry to the soaring ceilings and panoramic glass, no detail was overlooked in crafting this Keys masterpiece. A private elevator glides between entry level and first floor, while refined finishes, bespoke furnishings, and thoughtful layouts offer seamless elegance throughout. The expansive great room flows into a chef's kitchen, perfect for both grand entertaining and intimate gatherings. Outdoors, a sprawling pool deck overlooks the turquoise waters. The private dock with 20,000 lb boat lift invites boating adventures while lush tropical landscaping ensures total seclusion. Whether enjoying the sunset from your covered terrace or hosting under the stars, this home is a sanctuary of sophistication. Weekly rentals are allowed with a Vacation Rental permit. Homes of this caliber are rare. Schedule your private showing and experience the exclusivity of Keys living redefined. Detailed 3D and Floor plan included to appreciate the masterdesign layout.
Beautiful Conch cottage located in highly desirable Indian Harbor subdivision combines island style charm with modern updates. Open beam ceilings and lots of natural light create a blend of spaciousness and warm coastal vibe.This home underwent an extensive remodel, completed in 2025 making it move in ready for a new owner to enjoy! All new, impact-rated windows and doors offer peace of mind, energy efficiency and enhanced storm protection.The brand new, modern, coastal inspired kitchen, offers white wood cabinets, quartz countertops and stainless steel appliances. The addition of a large master bath connected to the main bedroom has transformed the feel of the home. With a double vanity, soaking tub and walk in glass shower, accented by natural stone, creates a spa-like feel equipped with cabana door that leads to private outdoor shower and porch. The second bedroom includes a loft that provides additional sleeping space perfect for guests or family. The ground level enclosure expands the home's entertainment area and there is a separate storage room for stowing away fishing gear, kayaks, bikes etc. Ideally located only three blocks from beautiful bayfront homeowners park with boat ramp, private dock and sunset celebration area. With ample lot space on either side of home bring your boat and RV. Owner financing will be considered this a must see.
Boater’s dream in White Marlin Beach, Islamorada! Unique 2-story single-family home with split layout: two 2BD/1BA units, each ~800 sq ft with separate entrances and a laundry unit. 70' dock with private boat ramp on a tranquil mangrove canal—just 7 homes from the bay! Plenty of parking for RVs/trailers. Enjoy access to the White Marlin’s private homeowners park and beach, one of the only white sand beaches for miles. Perfect for extended family, guests and rental income potential. Don’t miss this rare opportunity in one of the Keys’ most sought-after neighborhoods!
Commanding 170 feet of private Florida Bay frontage, and situated on over and acre of precious Islamorada land, Eagle Point is a contemporary coastal estate that captures the essence of refined waterfront living. Designed for both serenity and sophistication, the residence blends clean architectural lines with the natural beauty of its tropical surroundings.Gated and beautifully landscaped, the property opens to sweeping open-water vistas framed by swaying palms and fruit trees orchard upon your entrance. Expansive glass walls flood the interiors with natural light, connecting elegant living and dining spaces to the outdoors providing vast screened porched both upstairs and down. The kitchen anchors the home with gorgeous views and function ideal for entertaining or quiet evenings at home.A downstairs flex room and private gym add versatility and wellness to daily life, while multiple rooftop terraces invite sunset gatherings and panoramic bay views. Outside, the resort-inspired amenities continue with a lagoon-style pool, putting green, and ample deepwater dockage with boat lift with Bay to Ocean access in minutes via Channels 2 or 5, offering effortless access to world-class boating and fishing. Just off the edge of the channel lies a rare bayside reef teeming with life and providing snorkeling right off your own dock. Located on the Lower Matecumbe island of Islamorada, Eagle Point balances modern coastal luxury with timeless island tranquility--an estate designed for those who seek both beauty and belonging by the water.
Unparalleled amenities are what seperates Beacon Reef condo complex from any other complex on Upper Matecumbe Key. Premium oceanside dockage, resort style pool, a well-appointed gym with sweeping ocean views to name a few. Centrally located, Beacon Reef is located within walking distance or just a short golf cart ride to grocery and boutique shopping, restaurants & art district.Unique to this particular unit is the deeded, generously sized, undercover parking. Call to schedule your private tour of Unit 405 and beautiful Beacon Reef.
This brand-new tri-level home in the FL Keys perfectly captures the essence of sophisticated luxury & relaxed island living. With both bay & ocean access, 60 ft. of canal frontage + private concrete dock, it's ideal for saltwater enthusiasts. The home flows seamlessly from the rec room & summer kitchen to pool area, all set in a fenced yard - perfect for kids & pets. The 2nd level offers open living & dining, kitchen island, sleek wet bar & laundry room. An expansive balcony is perfect for family dinners & unwinding. Upstairs, elegant finishes & water views offer a peaceful master retreat. Just blocks from Tavernier Marina & fuel station, close to the top dining spots in Islamorada & only 90 mins. from Miami, this home is an ideal vacation retreat w/no HOA & great rental income potential.
Experience the ultimate Keys lifestyle in this luxurious Islamorada retreat on Lower Matecumbe Key. Enjoy breathtaking ocean views, protected boat dockage with two lifts, and resort-style amenities. This 4BR/5BA home showcases solid concrete construction, impact windows & doors, Interlock aluminum roof, and sleek modern finishes throughout. Entertain guests on the 860sf elevated ocean view patio or the poolside cabana complete with outdoor kitchen and indoor lounge. The backyard oasis features a resort-style pool & spa, sandy beach, putt-putt golf, and mature tropical landscaping. With 200’ of water frontage, 90’ of dock space, fishing tackle room, and ample garage space, this home perfectly blends luxury, functionality, and the Florida Keys lifestyle.
Paradise found! Experience the Ultimate in Coastal Living! Privacy abounds in this beautifully updated and lushly land-scaped Lake Front home with bay views from the top floor primary suite. Quick access from the lake to the bay and also to the ocean side through Tavernier Creek. Impact windows and doors and soaring ceilings make this home extra open and bright. The spacious great room opens onto an open deck with the lake just feet away. The layout of the large chef's kitchen flows easily around an amazing, oversized island with an etched glass underwater seascape on 3 sides, lit with LED strips controlled by remote with color change options. Maple cabinets and gorgeous granite countertops, a Thermador Refrigerator and Oven, Bosch dishwasher, a new Commercial Ice Maker with filter. and a GE profile series Wine Cooler complete this beautiful kitchen. On the main level are two guest bedrooms and two newly updated bathrooms, one ensuite. Access to the third floor is via a custom, serpentine staircase carved from tamarind wood. The entire third floor is a very spacious primary suite with fabulous views. The primary bathroom offers a whirlpool tub and a shower that can also be a steam room. The bathroom features skylights for additional natural lighting.The huge two car garage features12 foot ceilings and has room for both cars and storage. Ther Also on the ground floor is a roomy storage area currently used as a guest apartment with a permitted full bathroom. The secluded in-ground, free-form pool is heated for year-round enjoyment and surrounded by mature, lush vegetation. The 60-foot concrete dock is covered with IPE (Brazilian Walnut) one of the hardest woods available, which can last up to 75 years and requires little to no maintenance. There are steps down to the lake for easy access to launch kayaks and paddle boards. This amazing home offers the ultimate in Keys living - upscale yet comfortable, thoughtfully designed for relaxation, security, and privacy
Iconic Islamorada Oceanfront Retreat. Welcome to The Last Resort, a one-of-a-kind oceanfront estate offering rare privacy and breathtaking natural beauty in the heart of Islamorada. Set on over an acre of lush tropical land, this coastal retreat boasts 165 feet of private sandy Atlantic beach, where you can launch a kayak or paddleboard right from your backyard and soak in endless turquoise views. Expansive covered verandahs, a 15' x 30' heated seaside pool, and beachside hammocks invite slow, sun-filled days and relaxed gatherings. Across the street, a separate canalfront parcel with a 37.5' concrete dock provides protected deep-water dockage and space for boats, trailers, and water toys — an extraordinary pairing of true beachfront living and convenient boating access.
Florida Keys waterfront home, offered fully furnished, 1,786 SqFt living area (larger than tax roll) fully renovated 3 bedroom, 3 bath waterfront property situated in Lower Matecumbe Key with 7,500 SQ FT lot. New seawall was completed & elevated in 2021. Boaters paradise w/75FT of dockage, under 5 minute ride to open ocean + easy access to bay as well, plenty of space to install a boat lift. There is also a private neighborhood concrete boat ramp that can be used. Canal depth is estimated 10-12 FT. Unique layout offers 2 bedrooms & 2 baths on the second floor with full kitchen & spacious living room area, washer & dryer. First floor offers 1 bedroom & 1 bath, washer & dryer, full kitchen (separate living units). New roof/hurricane impact windows. Easy storage space. Ample parking. No HOA
Your dream getaway in the heart of the Florida Keys! This light-filled, spacious 2br/2bth home is located in the highly sought-after Angler's Reef community in Islamorada. Fully furnished, tastefully decorated and turnkey, this well-maintained property is perfect for ocean lovers or savvy investors alike. With over 12 years in a successful vacation rental program and an active vacation rental license, this home offers immediate income potential. Just bring your suitcase and start enjoying or earning from day one! Oceanfront community pool and marina, two private sandy beaches, gated community, pet friendly and direct ocean access. As a personal tropical retreat or a high-performing investment property, this home has it all. Don’t miss your chance to own a piece of paradise!
Welcome to Port of Call, an intimate oceanfront boutique community on Plantation Key, where luxury meets the laid-back Florida Keys lifestyle.This well appointed 2-bedroom, 2.5-bathroom townhome features an assigned boat slip and rooftop deck with ocean views, offering spacious living with a thoughtful floor plan designed for both comfort and entertaining. The light-filled main living area flows seamlessly to a private balcony, where gentle ocean breezes set the tone for island living. Upstairs, two generous en-suite bedrooms provide privacy and relaxation, each with their own balcony, while the main level features an additional half bath for guests. As a resident of Port of Call, you'll enjoy premier amenities including an assigned boat slip with direct ocean access for world-class boating and fishing adventures, a community pool, and private beach area ideal for sunbathing and taking in the views.With only 10 units, Port of Call offers a sense of exclusivity and privacy. Centrally located on Plantation Key, you're minutes from fine dining, shopping, and everything Islamorada has to offer.Whether as a full-time residence, weekend retreat, or an investment in the Keys lifestyle, this Islamorada townhome presents a rare opportunity with its weekly rental eligibility.
Spacious 4-bedroom, 4-bath home, built in 2019. With a modern coastal design, deepwater dockage, and exceptionally low insurance premiums, this home delivers the ultimate Florida Keys lifestyle. A pool permit is already in the works, and the seller is motivated! This home is a MUST-SEE. Located in the sought-after Port Antigua community, residents enjoy deepwater dockage plus over 1,000 feet of private, sandy beach, an amenity unlike any other in the Keys.
Welcome to Your Florida Keys retreat or income-producing rental, with 7-day rentals approved! Maison Residences presents its final developer unit, #201, offering 4 bedrooms, 4.5 bathrooms and a spacious open layout designed for true oceanside living. Step off your private elevator into a grand room with soaring 10-foot ceilings and 9-foot stacked sliders that frame endless Ocean views. The open plan connects casual dining, island seating, and a gourmet kitchen outfitted with Sub-Zero and Wolf appliances, Caesar-stone counters, and abundant storage.Oversized covered terrace expand your living space outdoors, where multiple seating areas, TV, a fireplace, and an infrared/gas grill create the ultimate setting for entertaining against the ocean backdrop. The master suite features king-sized accommodations, terrace access, and a spa-inspired ensuite with a luxurious tub and glass shower. Three additional guest suites, 2 with king beds and private balconies, 1 with two twin beds and all with en-suite baths that provide comfort and privacy. This exclusive enclave sits between the Atlantic Ocean and Florida Bay on Islamorada's most vibrant island, Upper Matecumbe Key. Maison's private grounds include over 350 feet of natural sand beach, a 155-foot day pier, lavish 86-foot lagoon-style pool, heated jacuzzi, and space for every water activity. Details such as porcelain tile, U-Line beverage center, Lynx grill, Kohler fixtures, built-in closets, and energy-efficient construction reflect luxury and comfort at every turn.Owning at Maison Residences gives you the rare flexibility to enjoy your home while also generating income. With 7-day minimum rentals approved, you can use your residence as a private retreat and still take advantage of strong demand for luxury short-term stays in Islamorada. This makes Unit 201 not only a lifestyle purchase with world-class boating, fishing, diving, and snorkeling, but also a smart investment opportunity!
Welcome to Casa Mar Azul, a one-of-a-kind oceanfront estate located along the iconic Old Highway in Islamorada -- a rare offering with 200 feet of oceanfront shoreline, a private jetty with dockage, and breathtaking panoramic views of the Atlantic Ocean. This elegant coastal retreat blends indoor-outdoor living with an open floor plan and soaring vaulted tongue-and-groove ceilings that bring warmth and character to the airy living space. Floor to ceiling windows and doors lead to an expansive open terrace, where unobstructed ocean views take center stage and sea breezes invite total relaxation. Upstairs, you'll find two spacious bedrooms and two full baths, each thoughtfully designed for comfort and ease. A versatile bonus room opens to a covered lanai that leads directly to your own sandy beach -- the perfect spot for morning coffee or sunset gatherings. The private jetty stretches 200 feet into the turquoise waters and offers dockage at the end, ideal for boating, fishing, or simply soaking in the serenity of the sea. Nestled within mature tropical landscaping, this estate offers a sense of seclusion while being just steps or a short bike ride from Islamorada's best -- charming restaurants, local boutiques, and vibrant art galleries. Whether you're looking for a serene island escape or a place to entertain in style, this exceptional property captures the spirit of the Florida Keys with timeless charm and coastal elegance. Offered by appointment only -- your piece of paradise awaits.
Recently appraised at $4.2M, the Sea Pearl is a rare coastal masterpiece just four parcels from the Gulf. Built in 2016, this ultra-modern smart home offers 5 bedrooms, 5.5 baths, and over 4,100 sq. ft. of furnished luxury. Boaters enjoy 70’ of dockage with lift, water, electric, and stunning sunset views over a protected preserve. Features include a Control4 system, generator, impact windows/doors, metal roof, and glass elevator. Nearly 1,500 sq. ft. of porches overlook a resort-style pool and spa. Inside: custom kitchen with quartz counters, Viking induction, GE Monogram appliances, wine cooler, and spacious living areas. The top floor primary suite offers sweeping water views, spa bath, and custom closet. Optional White Marlin Beach access.
An unparalleled waterfront sanctuary in the prestigious and private beachside of Port Antigua, where luxury meets the laid-back charm of the Florida Keys. This impeccably upgraded home offers the perfect blend of refined coastal living and island serenity -- ideal for those seeking an exceptional full-time residence or a serene island escape. 3 Bedroom; 3 Full Bathrooms + extra 1/2 Bath; Private Dockage + Exclusive Beach Access 1-Car Garage + Ground-Level extra Room; every detail of this home has been thoughtfully designed for comfort and style -- from the elegant interiors to the seamless flow of indoor-outdoor living. Outside, enjoy world-class boating with direct access to the bay and ocean. And when you're ready to relax, the private white sand beach is just moments away.
Welcome to 106 Lisbon Court, an exceptional opportunity in the prestigious Port Antigua community of Islamorada. Perfectly situated in one of the Keys' most sought-after neighborhoods, this three-level residence combines an enviable coastal lifestyle with rare amenities, including 60 feet of dockage for your boat and direct access to world-class fishing and turquoise waters. The home's thoughtful design features an updated kitchen, inviting living areas for entertaining, and a private third-level primary suite that serves as your personal retreat with serene views. Outdoor spaces provide the ideal setting for gatherings or quiet evenings under the island breeze. Beyond the property itself, Port Antigua offers unmatched lifestyle benefits with a private white-sand beach, community boat ramp
Condo for Sale - Islamorada, Plantation by The Sea 2 Bedrooms 1.5 Bathrooms Furnished Two-Story Townhouse StyleExperience the unique lifestyle of the Florida Keys in this spectacular furnished condo at Plantation by The Sea!Located in prestigious and convenient Islamorada, this exclusive two-story townhouse-style condo is the perfect retreat for those seeking comfort and authentic coastal living. Fully furnished and equipped - just bring your suitcase and get ready to enjoy!Key Features:2 spacious bedrooms1.5 bathroomsKitchen with modern appliances and functional cabinetryCommunity Amenities:Heated ocean-view poolFitness center with modern equipment and saunaCommunity room with billiards, ping-pong, and board gamesExtra-long fishing pierCommunity BBQ area(Boats and jet skis are not permitted)Asking Price: $475,000Rental Option: $2,700 per monthShowings: By appointment only - No sign on property.Call now to schedule your private showing!
Direct Oceanfront Townhome with Private Boat Slip & Rooftop Deck in the Heart of the Keys!Experience panoramic ocean views, direct boating access, and the ultimate coastal lifestyle from this beautifully updated 2-bedroom, 2.5-bath townhouse in Plantation Key. Perched directly on the oceanfront, this residence includes a private boat slip and a rooftop deck offering unobstructed sunrise-to-moonrise vistas. Inside, an open-concept layout welcomes you with abundant natural light and stunning water views from both the main living areas and the primary suite. The kitchen and living room flow effortlessly to a private terrace perfect for morning coffee, al fresco dining, or evening cocktails by the sea.Upstairs, the spacious bedrooms offer comfortable retreats with generous storage, while the rooftop deck serves as your personal oasis in the sky ideal for sunbathing, entertaining, or simply soaking in the views.This property is eligible for a weekly vacation rental license, giving you the option to generate income when you're not enjoying it yourself. Located at MM 88 just off the Old Highway in Islamorada, you're minutes from world-class fishing, diving, dining, and boutique shopping yet tucked away in your own peaceful waterfront retreat. Whether you're searching for a full-time residence, weekend getaway, or investment property, this home delivers the best of the Florida Keys lifestyle.
Venetian Shores Has It All! Welcome to your slice of paradise in the heart of Islamorada's most sought-after boating community. This beautiful 4 bedroom, 3 bath coastal retreat is designed for both relaxation and entertainment, featuring 70 feet of deep-water dockage along a 100-foot wide canal - just seconds from open water via Snake Creek. Step inside the front door to access the elevator and interior stairs. Upstairs, the main living area offers 2 bedrooms and 2 baths, a wide open floor plan, and a gourmet kitchen with a large center island, granite countertops, stainless steel appliances, and a dedicated workstation. Enjoy sunset cocktails from the screened canal-side terrace, accessed via impact-rated sliding glass doors. Downstairs, the ground level is a haven for guests and fun - featuring a pool table, a comfortable tv area, 2 more bedrooms and a full bath, laundry room, and garage for all your gear. The backyard is pure Keys magic - complete with a heated pool, tiki hut, hot tub and an expansive deck for sunbathing or relaxing in the shade. Boaters will love the 70 ft concrete dock with a 15,000 lb boat lift, 50 amp shore power and fish cleaning station. This home checks every box for the ultimate island lifestyle - whether you're heading east to the Atlantic or west to Florida Bay's backcountry to enjoy fishing and breathtaking sunsets. Live the dream in Venetian Shores - where the boating is easy and the living is even better.
Experience luxury living at its finest in this completely renovated four-bedroom, four-bathroom home nestled in one of the most prestigious neighborhoods in the upper Keys. This stunning residence showcases exceptional craftsmanship by a renowned local builder, creating an extraordinary retreat where sophisticated design meets tropical paradise.The home features two separate living areas and dedicated guest quarters, providing versatility for both intimate family gatherings and grand-scale entertaining. Floor-to-ceiling impact windows and doors flood the interior with natural light while ensuring peace of mind during storm season. An elevator adds convenience and accessibility throughout this thoughtfully designed property.Step outside to discover your private oasis, where the amazing backyard truly shines as the crown jewel of outdoor living. Two separate terraces offer multiple spaces for relaxation and entertainment, while the outdoor kitchen area transforms al fresco dining into a culinary adventure. As the day winds down, ascend to the rooftop deck where breathtaking sunsets paint the sky above panoramic water views that stretch endlessly across the horizon.The sparkling pool serves as the centerpiece of the landscaped grounds, complemented by a cozy fire pit perfect for evening gatherings under the stars. A beautifully paved driveway welcomes guests to this remarkable property.Perhaps most impressive is the 100 feet of private dockage providing direct deep water access to both ocean and bay waters. Whether you prefer fishing in the Atlantic depths or exploring restaurants on the calm bay waters, unlimited boating adventures await right at your doorstep.This exceptional residence offers the rare combination of luxury, location, and lifestyle that defines quintessential Keys living.

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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.