Islamorada, FL Homes for Sale with Garage

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  /62

  $2,200,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft

  216 Sonny Rd, Tavernier, FL 33070

  Offered for the first time in its history, this exceptional corner-lot waterfront residence has been meticulously cared for by its original owners and presents a rare opportunity to own a truly special property. Set on a premier corner parcel, the home offers an extraordinary 215 feet of concrete dockage—an unmatched feature for serious boaters and those who value both space and privacy. With

  AJ Vetter Palm House Real Estate

  216 Sonny Rd, Tavernier, FL 33070
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  /59

  $15,990,000

  New Construction

  • 6 Beds
  • 9 Baths
  • 7,590 Sq Ft

  88351 Old Hwy, Islamorada, FL 33036

  Newly completed in 2025, this exceptional oceanfront estate is located in the heart of The Florida Keys on the premier ocean side of Islamorada. A gated entry welcomes you through lush tropical landscaping and a diverse fruit-tree grove, setting a private and refined arrival. Set on over 2 usable acres with 210 feet of private sandy beachfront and a protected cove, the residence spans 7,590

  Jason Zarco BHHS EWM Realty

  88351 Old Hwy, Islamorada, FL 33036
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  /201

  $6,999,000

  Open Wed 5PM - 6PM $1M PRICE DROP

  • 8 Beds
  • 6 Baths
  • 3,649 Sq Ft

  1101 Mastic St Unit 1, Islamorada, FL 33036

  Spectacular Bayfront Estate with Guesthouse in the Heart of Islamorada. & 7 Day Rental Potential, Seller Financing Available.Experience luxury coastal living at its finest in this exceptional Gated bayfront estate, ideally situated in the heart of Islamorada. Set on a rare peninsula with over 225 feet of prime waterfront, this property offers unmatched privacy, panoramic views, and direct access

  Tracey Petrusha LoKation

  1101 Mastic St Unit 1, Islamorada, FL 33036
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  /45

  $8,590,000

  $2M PRICE DROP

  • 8 Beds
  • 10 Baths
  • 5,392 Sq Ft

  162 Bayview Dr, Islamorada, FL 33036

  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

  Nancy Muniz Coldwell Banker Realty

  162 Bayview Dr, Islamorada, FL 33036
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  /97

  $6,975,000

  $325K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 2,629 Sq Ft

  228 Tide Ave, Tavernier, FL 33070

  Very few things in life live up to the hype--but living on ''The Creek'' exceeds it. The location is world-class, the people-watching and boating scene never gets old, and the level of construction top-notch. What makes this property even more extraordinary is that the home itself now matches the setting. Following a meticulous two-year, top-to-bottom renovation, this residence was completely

  AJ Vetter Palm House Real Estate

  228 Tide Ave, Tavernier, FL 33070
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  /73

  $24,995,000

  • 7 Beds
  • 10.5 Baths
  • 10,182 Sq Ft

  82719 Old Hwy, Islamorada, FL 33036

  Experience unparalleled oceanfront living at Chateau On The Ocean, a turnkey private estate set within an exclusive enclave in Islamorada. Here elevated coastal living reflects the sophistication of what has been referred to as the Hamptons of Miami. From the moment you arrive, a striking sense of privacy, scale, and intention is evident, with architecture and surroundings that feel truly

  Pamela DiMartino Coldwell Banker Realty

  82719 Old Hwy, Islamorada, FL 33036
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  /65

  $7,400,000

  $2M PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 4,764 Sq Ft

  80201 Overseas Hwy, Islamorada, FL 33036

  Experience Islamorada living at its absolute finest with this remodeled oceanfront estate. Situated on 200 feet of sandy waterfront with unobstructed views of the Atlantic Ocean and Alligator Reef Lighthouse, this ground-level residence is designed for resort-style living. Inside, the home features 5 spacious ensuite bedrooms and 5.5 baths, highlighted by a luxurious primary suite with a coffee

  Seanna Lindback Sea Haven Realty, Inc.

  80201 Overseas Hwy, Islamorada, FL 33036
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  /93

  $25,000

  • 4 Beds
  • 5 Baths
  • 3,467 Sq Ft

  114 Royal Ln, Islamorada, FL 33036

  Experience the ultimate Florida Keys retreat at Pickle Ball Estate, a stunning new luxury rental in the heart of Islamorada, thoughtfully crafted by 4 Keys Construction. This brand-new four-bedroom, five-bathroom residence combines sophisticated coastal design with exceptional amenities, creating the perfect escape for extended stays and seasonal living.Designed for both relaxation and

  Alexander Pinero Pine River Realty, LLC

  114 Royal Ln, Islamorada, FL 33036
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  /159

  $1,495,000

  Open Thu 10:30AM - 1PM $78K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,814 Sq Ft

  128 Dove Ave, Tavernier, FL 33070

  CANAL FRONT - DIRECT OCEAN ACCESS!! Welcome to an experience in lifestyle. Coveted by many but enjoyed by a select few, this unique upper Keys location is surrounded by protected land preserving the natural beauty of these beautiful islands! The cut in dock basin complete with a 10k boat lift makes those days on the water a breeze. Coastal luxury is the theme on the main level from the kitchen's

  128 Dove Ave, Tavernier, FL 33070
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  /65

  $6,150,000

  $340K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 5,456 Sq Ft

  137 Sapodilla Dr, Islamorada, FL 33036

  Big, beautiful, and exceptionally solid, this waterfront Islamorada residence is perfectly situated on Sandy Cove Basin with protected deep-water dockage for multiple boats and direct bay access. A gated, pavered double driveway leads to an inviting foyer where marble floors and a private elevator welcome you. The elevated living level features a spacious great room with fireplace and coral

  Leslie Leopold MMLS Assoc.-Inactive Member

  137 Sapodilla Dr, Islamorada, FL 33036
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  /72

  $1,650,000

  $750K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,941 Sq Ft

  169 Venetian Way, Islamorada, FL 33036

  Experience Coastal Luxury and privacy with this exceptional 5 bedroom, 3 bath home on two lots!!Over 2900 sq. ft. of thoughtfully designed living space. Constructed of concrete with impact windows and doors and recently painted inside and out, this home blends style, safety, and comfort. The property's coastal architectural charm is highlighted by a beautiful wrap-around porch and a curved

  Jane Wasmund Coldwell Banker Schmitt Key Largo

  169 Venetian Way, Islamorada, FL 33036
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  /39

  $2,099,900

  $100K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 960 Sq Ft

  200 Plantation Shores Dr, Tavernier, FL 33070

  Waterfront Gem in the Florida Keys – Fully Remodeled & Income-Producing!Stunning, fully remodeled property offering the perfect blend of luxury living and investment potential. This beautifully furnished home is move-in ready and currently operating as a successful short-term rental.Featuring 2 bedrooms, a versatile room, 2 full bathrooms, and a half bath, this home is designed for both

  Ana Gomez Aura Homes, LLC.

  200 Plantation Shores Dr, Tavernier, FL 33070
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  /120

  $26,400,000

  • 7 Beds
  • 10 Baths
  • 8,988 Sq Ft

  89505 Old Hwy, Tavernier, FL 33070

  Escape to Palm Paradise, a breathtaking oceanfront estate on 7.64 private acres in Islamorada, offering 369 feet of shoreline and sweeping Atlantic views. Tucked behind gates on Plantation Key, this secluded retreat combines lush tropical landscaping with unmatched privacy for the ultimate island escape.The 8,988-square-foot main residence showcases exceptional craftsmanship and thoughtful

  Leslie Leopold Ocean Sotheby's International Realty

  89505 Old Hwy, Tavernier, FL 33070
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  /33

  $40,000,000

  New Construction

  • 8 Beds
  • 11 Baths
  • 9,704 Sq Ft

  88835 Old Hwy, Tavernier, FL 33070

  A rare dual-parcel offering on prestigious Millionaire’s Row in Tavernier, 88835 and 88845 Old Highway present an extraordinary opportunity to own one of the Upper Keys’ most expansive and versatile oceanfront compounds. Spanning multiple acres with 480 feet of waterfrontage, the property combines exceptional privacy, premier boating access, and remarkable future development potential. At 88845

  Angel Nicolas Serhant

  88835 Old Hwy, Tavernier, FL 33070
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  /58

  $1,390,000

  $105K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,279 Sq Ft

  251 Azalea St, Tavernier, FL 33070

  Located on a tranquil canal-front setting in the desirable Plantation Key Colony, this impeccably updated, turnkey ground-level residence offers two bedrooms, two baths, 50 ft of coveted dockage, and boat slip with immediate bay access. Meticulously maintained and ready for carefree island living. The home's concrete, ground-level construction enhances both durability and ease of maintenance,

  Tiffany Alana Ocean Sotheby's International Realty

  251 Azalea St, Tavernier, FL 33070
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  /26

  $3,999,999

  • 2 Beds
  • 2 Baths
  • 928 Sq Ft

  77340 Overseas Hwy, Islamorada, FL 33036

  Estate Opportunity - Spanning 34,409 SF, this exceptional parcel offers a scale uncommon in Islamorada, providing the foundation for a spectacular Florida Keys residential estate. The exceptional lot size allows a discerning buyer to imagine the best. The site easily accommodates the vision of an estate property with pool, tennis or pickleball court, expansive outdoor living, caretaker's cottage,

  77340 Overseas Hwy, Islamorada, FL 33036
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  /51

  $3,250,000

  $449K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,481 Sq Ft

  136 Giardino Dr, Islamorada, FL 33036

  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

  Alina Davis Coldwell Banker Schmitt Islamorada

  136 Giardino Dr, Islamorada, FL 33036
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  /42

  $1,750,000

  • 4 Beds
  • 2 Baths
  • 672 Sq Ft

  125 Gardenia St, Tavernier, FL 33070

  Experience luxury waterfront living in the heart of the Florida Keys! 4 bedrooms and 2 bathrooms. This stunning modern home offers sleek finishes, breathtaking canal views, and direct boating access. Enjoy the spacious outdoor entertainment area, complete with a private dock, lush synthetic turf, and a large jacuzzi--perfect for relaxing under the stars. The upper-level terrace provides an ideal

  Ernesto Vega Canvas Real Estate

  125 Gardenia St, Tavernier, FL 33070
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  /100

  $18,999,000

  $501K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 6,054 Sq Ft

  87429 Old Hwy, Islamorada, FL 33036

  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-cochère entry sets the tone, leading to a single-level

  Michaela Walters Ocean Sothebys Intl Realty

  87429 Old Hwy, Islamorada, FL 33036
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  /55

  $4,900,000

  • 3 Beds
  • 4.5 Baths
  • 5,559 Sq Ft

  155 Palo de Oro Dr, Islamorada, FL 33036

  An Unfinished Masterpiece Awaits in the prestigious **Venetian Shores**, one of Islamorada's most desirable waterfront communities, known for its deep-water canals and quick access to both the Florida Bay and the Atlantic Ocean via Snake Creek. This extraordinary opportunity allows you to complete what was envisioned as one of the Florida Keys' most premier luxury estates. Elevated above flood on

  Kelly Randin Sharon J. Kelly Realty, Inc.

  155 Palo de Oro Dr, Islamorada, FL 33036
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  /50

  $1,095,000

  • 5 Beds
  • 3 Baths
  • 2,754 Sq Ft

  106 Gardenia Ave, Tavernier, FL 33070

  Live the Florida Keys Lifestyle in Your Dream Home Experience the perfect blend of elegance, functionality, and laid-back tropical living in this beautifully designed Florida Keys-style home. The open-concept floor plan creates a seamless flow between the living, dining, kitchen, and loft areas--ideal for both everyday living and entertaining. The spacious primary suite offers a private retreat,

  Jason Adams Coastal Realty of the Florida Keys

  106 Gardenia Ave, Tavernier, FL 33070
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  /63

  $4,600,000

  • 5 Beds
  • 5.5 Baths
  • 4,636 Sq Ft

  157 Valencia Dr, Islamorada, FL 33036

  Located in sought-after Venetian Shores subdivision in Islamorada, this canal-front home was renovated in 2022. Sought after location - just one lot in from Snake Creek, offering exceptional boating access, 100' of deep water dockage with a 20k boat lift. With approximately 4,600sf of living space, 5 bedrooms and 5.5 bathrooms, the home is situated above base flood elevation and offers an

  Claire Johnson Exit Realty Florida Keys TAV

  157 Valencia Dr, Islamorada, FL 33036
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  /29

  $27,000,000

  New Construction

  • 5 Beds
  • 8 Baths
  • 8,200 Sq Ft

  88845 Old Hwy, Tavernier, FL 33070

  Set on over 2 acres along prestigious Millionaire's Row in Tavernier, this newly constructed oceanfront estate represents a rare convergence of scale, design, and functionality in the Upper Florida Keys. Encompassing 8,200 square feet of interior living space and over 16,000 square feet total, the residence is thoughtfully designed to accommodate both elevated everyday living and large-scale

  Courtney Conley Serhant Florida LLC - Coconut Grove

  88845 Old Hwy, Tavernier, FL 33070
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  /47

  $649,000

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  81801 Old Hwy Unit 754, Islamorada, FL 33036

  Crystal-clear turquoise waters, swaying palms, and gentle ocean breezes create the perfect Florida Keys escape. The historic Cheeca Lodge is located in the heart of Islamorada, which is recognized as ''The Sport Fishing Capital of the World''. Islamorada is renowned for fine dining, water sports, The Art District, galleries, shopping and breweries. The resort encompasses 27 acres with 1,200' of

  81801 Old Hwy Unit 754, Islamorada, FL 33036
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  /82

  $3,800,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,574 Sq Ft

  82779 Old Hwy Unit 15, Islamorada, FL 33036

  The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  82779 Old Hwy Unit 15, Islamorada, FL 33036
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  /14

  $665,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,079 Sq Ft

  118 Cortez Dr Unit B, Islamorada, FL 33036

  This island resort unit offers stations for dockage up to 25-foot boats daytime only, trailer storage and boat ramp. There is a pool for the development, pickle ball and tennis courts. The unit has hurricane impact windows as well as updated balcony area. It offers a large garage area with plenty of storage space. Injoy island living in the Keys .

  Ralph Pena Pena Realty, Inc.

  118 Cortez Dr Unit B, Islamorada, FL 33036
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  /4

  $6,000,000

  • 4 Beds
  • 6 Baths

  202 Plantation Shores Dr, Tavernier, FL 33070

  Coastal Luxury. Endless Lifestyle. A rare opportunity to own an extraordinary Plantation Key waterfront estate where captivating ocean views, 140 feet of protected dockage, direct Atlantic access, and exceptional craftsmanship come together in perfect harmony. Privately tucked away on a quiet cul-de-sac, this stunning coastal residence was thoughtfully designed for those who appreciate effortless

  202 Plantation Shores Dr, Tavernier, FL 33070
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  /48

  $40,000,000

  New Construction

  • 8 Beds
  • 11 Baths
  • 9,704 Sq Ft

  88845 Old Hwy, Tavernier, FL 33070

  A rare dual-offering on coveted Millionaire's Row in Tavernier, this extraordinary oceanfront compound spans over multiple acres across two parcels-delivering an unmatched combination of scale, privacy, and future development flexibility in the Florida Keys. At 88845, a newly constructed 8,200SF estate sets a new standard for modern coastal luxury. Thoughtfully designed for both grand

  Courtney Conley Serhant Florida LLC - Coconut Grove

  88845 Old Hwy, Tavernier, FL 33070
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  /250

  $1,675,000

  • 3 Beds
  • 2 Baths
  • 1,245 Sq Ft

  123 Peace Ave, Tavernier, FL 33070

  South Florida Luxury Waterfront LivingEnjoy the ultimate Florida Keys lifestyle in this beautiful waterfront home with direct Atlantic Ocean access, located across from Rodríguez Key and just minutes from Mosquito Bank and Molasses Reef. Built in 2011, this elevated Keys-style home features concrete pile construction, a metal roof, and impact-resistant windows and doors for durability, safety,

  123 Peace Ave, Tavernier, FL 33070
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  /46

  $725,000

  $24K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,801 Sq Ft

  323 Bay View Ave, Key Largo, FL 33037

  Nestled among mature tropical trees with only one neighboring property, this 3BR/2BA two-story home presents a peaceful, low-density setting just approx. 800 ft from a private homeowners’ park with beach, dock, and boat ramp for convenient access to Florida Bay. The home features an enclosed interior staircase connecting both levels, supporting its legal 3-bedroom configuration and providing a

  Steven Koleno Beycome of Florida LLC

  323 Bay View Ave, Key Largo, FL 33037

Showing Results 41 - 70, Page 2 of 2