5-Bedroom Houses for Sale in Islamorada, FL

New co-ownership opportunity - Own 1/8th of this professionally managed, turnkey home by Pacaso. Tucked within the coveted White Marlin Beach enclave, this canal-front retreat captures the essence of refined Florida Keys living. The 5-bedroom, 3.5-bathroom residence offers a seamless blend of comfort and coastal elegance. The open-concept main level is bathed in natural light, with soaring

Marty Hanna Marz RE, LLC.

Experience the ultimate in coastal luxury and sophistication in this brand-new magnificent oceanfront estate designed to impress at every turn. Set on over 2 acres of direct oceanfront 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

Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

Stunning open water with sweeping bay views awaits you in this remarkable residence. From the grand entryway to the expansive living and dining areas, every detail of this six-bedroom, five-bathroom home is thoughtfully crafted for comfort and elegance. An elevator provides effortless access to all levels, including the third-floor master suite, which is currently being remodeled to feature an

Jan Keller Coldwell Banker Schmitt Islamorada

Introducing 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 breathtaking stone finishes on the countertops and

Mike Jones Fairchild Partners, Inc.

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

Leslie Leopold Ocean Sotheby's International Realty

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

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

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 each and every room. Boating enthusiasts will love the 220+/- feet of concrete dock, offering ample space to park yachts and welcome guests

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. Situated on 2 SEPARATE LOTS —each with its own parcel ID—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

Brian Schmitt Coldwell Banker Schmitt RE CO

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

BRAND NEW CONSTRUCTION WITH BAY VIEWS! Welcome to a stunning new construction residence that redefines luxury waterfront living in the Florida Keys. This elegant three-story home offers 5 bedrooms, 5.5 bathrooms, pool and spa, office, garage, outdoor kitchen and 70 feet of dockage--perfectly positioned to capture sweeping views of the Florida Bay and iconic Keys sunsets.Thoughtfully designed for

Mike Jones Fairchild Partners, Inc.

Experience the pinnacle of luxury waterfront living in this extraordinary custom contemporary estate, ideally positioned in the heart of Islamorada's premier community of Venetian Shores. Newly constructed, the residence radiates modern coastal elegance and features impeccable attention to detail. A total of five spacious bedrooms and five en-suite bathrooms are thoughtfully laid out,

Karan Moeller Ocean Sotheby's International Realty

Welcome to 131 Indian Mound Trail - A Tranquil Coastal Retreat in the Heart of Plantation Key and the Village of Islamorada. Situated in the highly sought-after Indian Mound neighborhood, this beautifully updated two-story concrete home offers the ideal blend of comfort, space, and coastal charm -- perfect for families or investors looking to own a slice of paradise in the Upper Keys. Step inside

Bonnie Oliver Ocean Sotheby's International Realty

Own a Little Piece of Paradise. Welcome to 120 Fairwich Court — a true Waterfront Paradise in Hammer Point.This extraordinary Keys retreat combines comfort, elegance, and the best of coastal living. Perfect as a primary residence or a dream vacation getaway, the home offers breathtaking sunsets, world-class fishing, and endless water adventures right from your backyard. Situated in the heart

Larry Lunsford A+ Realty Group

Escape to Palm Paradise, a one-of-a-kind oceanfront estate in Islamorada, Florida Keys, where luxury and privacy intertwine on 7.64 secluded acres. This magnificent property boasts 369 feet of pristine ocean frontage, revealing breathtaking panoramic views from nearly every corner. The sprawling 8,988 square foot main residence boasts five spacious bedrooms, five full bathrooms, three half

Leslie Leopold Ocean Sotheby's International Realty

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

Emily Romberg Real Estate Sales Force

Tired of waiting on Uber or Freebee? Why not make this stunning bayfront estate your own private slice of paradise, right in the heart of Islamorada? Just a flip-flop stroll away from local favorites like MEAT Eatery, Shima, Marker 88, and City Hall Cafe, this property places you at the vibrant core of island living. Behind its private, fully fenced grounds, you'll discover sweeping bay views

Alina Davis Coldwell Banker Schmitt Islamorada

Located in the highly sought-after neighborhood of Port Antigua, this newly renovated 5-bedroom, 3-bathroom canal-front home offers the ideal combination of space, style, and boating convenience. The main living area is on the upper level, featuring 3 bedrooms and 2 bathrooms with a desirable split floorplan. Soaring ceilings and a large open-concept living space create the perfect environment

AJ Vetter Palm House Real Estate

Florida Keys-style home blends elegance, functionality, and relaxed tropical vibe. Open floor plan offers spacious living, dining, kitchen, and versatile loft areas. Spacious primary bedroom features a custom ensuite bath. Have your own private spa day or refresh under the ample rain shower. Generously sized bedrooms, 3 full bathrooms, open concept design, multipurpose loft area, laundry room.

Susan Holler LoKation

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

Recently Appraised for $4.2m! Introducing the Sea Pearl: a rare and refined coastal masterpiece nestled just four parcels from the Gulf. 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

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

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

Eric Rizzo Ocean Sotheby's International Realty

Welcome to your elevated retreat in the heart of Plantation Key--where island living and thoughtful upgrades come together effortlessly. This freshly painted 3-bedroom, 2-bath main home features a breezy, open layout with coastal charm throughout. The kitchen is beautifully updated with stainless steel appliances, a gas cooktop and wine bar--perfect for entertaining or everyday ease.You'll

Katie Raskob Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

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 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.

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

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

Escape to luxury in this newly constructed all concrete home capturing mesmorizing views! Enjoy the stately coastal finishes, high ceilings, private master suite, four additional en suites, a chef's kitchen, open porch space, completed with an elevator, protected dockage, and waterside pool. This residence provides for a concrete roof, impact windows and doors, quartz counters, stainless steel

The Jude Lindback Te Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

'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

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

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

A private sanctuary of coastal sophistication, The Oasis offers two residences spanning 2.85 meticulously landscaped acres with over 400 feet of pristine waterfront and a protected deepwater basin. Designed for elevated living, The Oasis blends resort-style amenities with the privacy and scale of a true Florida Keys compound.The grand porte-cochere entry sets the tone, leading to a single-level

TEAM Walters Gloria, Rachel and Michae Ocean Sotheby's International Realty

Spectacular 1.65-Acre Bayfront Estate in Islamorada, Florida Keys |
8 Bedrooms | 9.5 Bathrooms | 10,228 Total Sq Ft | 150' Waterfront | Dockage | Pool | BeachWelcome to a rare offering in the heart of the Florida Keys--this 1.65-acre gated bayfront compound in Islamorada combines timeless island luxury with modern amenities and endless water views. With 150 feet of private waterfront,

Leslie Leopold Ocean Sotheby's International Realty