5-Bedroom Houses for Sale in Islamorada, FL

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

Leslie Leopold Ocean Sotheby's International Realty

You're not just buying a home--you're embracing an unparalleled waterfront lifestyle! This exquisite six-bedroom, four-bathroom residence, featuring two primary suites, is situated on a highly sought-after corner lot with breathtaking water views from every room. Boating enthusiasts will love the 220+/- feet of concrete dock, offering ample space to park yachts and welcome guests arriving by

Lisa Wiebe Coldwell Banker Schmitt Real Estate Co.

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

Nancy Muniz Coldwell Banker Residential R.E.

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

Brian Schmitt Coldwell Banker Schmitt Real E

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

Alina Davis Coldwell Banker Schmitt Islamorada

This breathtaking three-story beachfront home boasts six spacious bedrooms and five lavish bathrooms and three living rooms, perfectly blending resort-style living with the utmost comfort. Located in a serene cove with a pristine natural beach, the home features floor-to-ceiling windows that offer stunning 180-degree panoramic views of the ocean. Every corner is meticulously designed with

Leslie Leopold Ocean Sotheby's International Realty

This exquisite bayfront Islamorada property features a main home with four bedrooms, four full bathrooms, and two half bathrooms, along with a guest house offering two bedrooms and one bathroom. The kitchen features marble countertops, a gas range, and counter seating. With a separate dining area and 30 ft high ceilings in the great room, floor-to-ceiling windows offer breathtaking views of the

Cheri Tindall Ocean Sotheby's International Realty

Experience Absolute Paradise! A Legacy Florida Keys Estate offering ultimate privacy & tranquility. The Orchid Cove Estate spans 14.5 Acres offering 1,000 ft. of waterfront & Private Beaches accessed through a grand entrance surrounded by a breathtaking canopy of exotic trees. Award winning Botanical gardens surround the property featuring impeccably curated nature trails leading to the main

Jason Zarco Berkshire Hathaway HomeServices EWM Realty

Escape to this newly renovated 5-bedroom, 2.5-bath home in the Florida Keys, just an hour south of the mainland. Perfect for family getaways, it features two fully equipped kitchens, a loft/den & open-concept living filled with natural light. The first floor includes four bedrooms, 1.5 baths, an eat-in kitchen & cozy living area. Upstairs offers a full kitchen with dry bar, dining for eight, a

Oscar Arellano BHHS EWM Realty

Introducing the Sea Pearl: a rare and refined coastal masterpiece nestled on Lower Matecumbe, just four parcels from the Gulf of Mexico. This ultra-modern smart home constructed in 2016 redefines luxury Keys living, offering five spacious bedrooms, five and a half bathrooms, and over 4,100 square feet of meticulously designed and furnished interior space. Boaters will delight in 70 feet of

Ally Kelley Ocean Sotheby's International Realty

This unique property offers five bedrooms and three bathrooms with multiple spacious screened porches for relaxing in the Keys breeze. The home sits on ONE LOT, accompanied by a SEPARATE VACANT LOT with scenic walking paths and lush tropical foliage. Located near a County park featuring boat ramps, a beach, swim lagoon, playground, and ball fields, this property offers endless recreation. This

Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

Exquisite Canal Front Retreat in Prestigious Port Antigua, IslamoradaWelcome to your dream waterfront oasis in the highly coveted Port Antigua community of Islamorada. This meticulously remodeled 5-bedroom, 3-bath (3 Up / 2 Down) residence embodies luxury coastal living with 100 feet of premier dockage, offering effortless access to Florida Bay, Channel 2, and Channel 5, placing the Atlantic

Krissy Carnahan Realty ONE Group Destination (ISL)

Exquisite Tri-Level Waterfront Estate in Islamorada!Step into luxury with this remarkable home in the prestigious Venetian Shores, designed for the most discerning buyer. Offering six bedrooms, five bathrooms, and a spacious 5000sqft of magnificently designed living space, this residence boasts an open-concept floor plan with soaring ceilings, a fireplace and a grand living area.Enjoy seamless

Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

Showcasing an oasis of distinguished elegance and prime coastal beach charm, this extraordinary property spans over 40,000 square feet of exquisite indoor and outdoor living spaces. It masterfully combines the sophistication of the Hamptons with the irresistible allure of the Florida Keys. Every detail has been meticulously crafted for discerning taste, from the shimmering mosaic fountains and

Richard Lemon Serhant

Resort style living! Located on a quiet Cul-de-sac in the highly sought after Port Antigua neighborhood. Expansive DOUBLE LOT with 170 Ft. of water frontage. For the avid boater this is a dream come true! Surrounded by lush manicured landscaping providing the utmost privacy. Pond and inground heated pool complete w/outdoor kitchen. 3 Story concrete home w/ 6 bds 5 baths. 2nd Floor living space

Jessica Pinder

An exquisite masterpiece of coastal luxury crafted by visionaries to create the ultimate secluded paradise. This architectural gem, designed by the renowned Siskind architects Bruce Carlson and Steve Siskind, offers an extraordinary lifestyle in an over five-acre waterfront oasis. Raymond Jungles' landscape mastery frames the canvas, while Sam Robin's interior magic awaits within. Experience

Eric Rizzo Ocean Sotheby's International Realty

Live the dream in this elevated Plantation Key retreat, designed for ultimate comfort and island living! The freshly painted main home offers 3 bedrooms, 2 baths, an open coastal-style layout, and an upgraded kitchen with stainless appliances, gas cooktop, and wine bar. Enjoy updated LED lighting, new ceiling fans, and a refreshed guest bath.Downstairs, a finished storage area with bath adds

Katie Raskob Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

Welcome to Paradise at 115 Spoonbill Road! This luxurious canal-front new construction home offers direct bay access and ocean access through Tavernier creek. Spanning 4,100 sq. ft. of air-conditioned space, this brand-new custom-built home features 5 spacious bedrooms and 6 elegant bathrooms.On the upper level, the serene master suite invites relaxation with a large walk-in closet, beverage

Mike Jones Fairchild Partners, Inc.

Own a slice of Paradise. Discover one of the finest estate homes in the sought-after community of Tavernier. Perfect as your primary residence or a dream vacation getaway. This three-story masterpiece offers unparalleled luxury. Complete with a private elevator for easy access to every level. Boasting 5 spacious bedrooms and 3 elegantly designed bathrooms, this home is ideal for entertaining

Melissa Falco-Diaz A+ Realty Group

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

The Florida Keys Sol Sabrina Wampler Ocean Sotheby's International Realty

Welcome to your slice of paradise in Islamorada! This stunning canal-front property offers direct bay access and quick, convenient ocean access, making it a boater's dream. Concrete home boasts 5 bedrooms, 3.5 baths - 2,779 sq of elegant living. Upstairs features 3 spacious bedrooms, 2baths plus powder room,. Two separate living areas upstairs provide ample space for relaxation and entertaining.

Jocelyn Tiedemann Ocean Sotheby's International Realty

Massive, massive, massive dock on this peninsula. This is a Boater's Dream with Unmatched Dockage!Situated on a private peninsula, this incredible property boasts over 740 feet of concrete dockage, perfect for boaters and water enthusiasts. Offering the ultimate convenience and luxury for your boating lifestyle. Whether you own a yacht or a smaller boat, there's ample space to accommodate all

Terry Canto American Caribbean Real Estate, Christie's International Real Estate

Welcome to paradise at 117 Leoni Drive in the exclusive Venetian Shores neighborhood! This stunning 4,100 sq. ft., canal-front home offers bay and ocean access via snake creek, 70 feet of dockage, and luxurious living with 5 bedrooms and 6 bathrooms. Built with precision and modern style, this brand-new custom CBS residence boasts lush landscaping, a sparkling pool, and high-end finishes

Mike Jones Fairchild Partners, Inc.

This stunning property spans 1.82 acres and is ideally located on the ocean in the heart of Islamorada, Florida Keys. A gated entry welcomes you leading to a Royal Palm-lined circular driveway up to a portico providing a grand entrance. Upon entering the foyer, the wrought iron staircase sets the stage for the impressive interior.With five spacious bedrooms and four well-appointed bathrooms, this

Cheri Tindall Ocean Sotheby's International Realty

Discover this luxurious ocean view gated home on a point lot over 1/2 acre, featuring over 6,000 sq ft of living space, 6 bedrooms, 5 bathrooms, and 4 oceanfront rooms. Highlights include soaring ceilings, a large garage, putting green, an elevator, deep water access with 2 boat lifts (45,000 and 16,000 lb), beachfront and canal access, and a multi-million dollar renovation. Enjoy easement rights

Steven Koleno Beycome of Florida LLC

Key Harbor. Pristine and gorgeous, this authentically restored Oceanfront Home is nestled on approximately one and a half acres with expansive breathtaking open water views. Step inside and enjoy the open flow-through layout, blending interior and exterior seamlessly while delivering amazing and unobstructed views from palm-lined lawns to sandy beach, marina, and the ocean beyond. Inviting

Leslie Leopold Ocean Sotheby's International Realty

Merlin Perez Golden International Realty

'Tranquility Haven' features the newest construction in Islamorada... completed January 2025! As you enter the gated and fenced sanctuary a long winding driveway leads up to an elevated entrance and convenient 1st floor living access. The 6 bedrooms and 9 bathrooms provide the epitome of coastal living with uninterrupted views of the turquoise waters on the Atlantic Ocean, with serene sunrises,

Patti Stanley Coldwell Banker Schmitt Islamorada

Nestled in the panoramic setting of Islamorada, Florida, the brand new construction at 87895 Old Hwy offers a premium blend of luxury, privacy, and elegant island living. Sprawled over two acres on the azure Atlantic, this opulent abode stretches a massive 9,011 sq ft under air, extending to over 15,000 sq ft under roof. The expansive property includes five spacious bedrooms, five

Sam Williams Coldwell Banker Schmitt Real Estate Co.