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Explore Similar Homes Within 2 Miles of Craig Key, FL

  • /46

    $1,225,000

    • 3 Beds
    • 2 Baths
    • 2,026 Sq Ft

    101 Gulfview Dr Unit 116D & 30' Boat slip, Islamorada, FL 33036

    Bay Harbour condos, located at MM 74.5 on Lower Matecumbe is a very desirable community. BAY HARBOUR ALLOWS 7-DAY RENTALS. Transient Rental License can be obtained from the Village of Islamorada that allows weekly rentals which are restricted in most communities in Islamorada and indeed all of Monroe County. This 2,000 sq. ft three-bedroom, two and a half bathrooms has a view of the sunrise on

    Agent Photo

    Judy Rossignol

    Realty One Group Engage the Keys

    (786) 550-3032

    101 Gulfview Dr Unit 116D & 30' Boat slip, Islamorada, FL 33036
  • /58

    $1,990,000

    • 3 Beds
    • 3 Baths
    • 2,150 Sq Ft

    159 Iroquois Dr, Islamorada, FL 33036

    Welcome to your dream home in the heart of Islamorada! This beautifully remodeled 3-bedroom, 3-bathroom 'Florida modern' home offers the perfect blend of luxury and convenience. Located on a fantastic canal just moments from the ocean, this turn-key property is ready for you to move in and start living the ultimate Florida lifestyle.The spacious, open-concept floor plan is bathed in natural

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    Pierre Bellion

    Ocean Sotheby's International Realty

    (645) 205-0201

    159 Iroquois Dr, Islamorada, FL 33036
  • /25

    $985,000

    • 2 Beds
    • 2.5 Baths
    • 1,473 Sq Ft

    101 Gulfview Dr Unit 202 & 30' Boat slip, Islamorada, FL 33036

    Beautiful 2 bed, 2 bath condo Bay Harbour in Islamorada. This condo boasts a 30' boat slip. Bay Harbour allows 7-day rentals with a license from the Village. Enjoy the pool, hot tub, tennis & pickleball courts, and the many exciting local activities available in the Keys, including fishing charters, boating excursions, snorkeling, and diving adventures.

    Agent Photo

    Judy Rossignol

    Realty One Group Engage the Keys

    (786) 745-7873

    101 Gulfview Dr Unit 202 & 30' Boat slip, Islamorada, FL 33036
  • /33

    $1,125,000

    • 3 Beds
    • 2.5 Baths
    • 2,026 Sq Ft

    101 Gulfview Dr Unit 114D & 30' boat slip, Islamorada, FL 33036

    Ideal location in the desirable Bay Harbour community. Convenient access to Florida Bay and the Atlantic Ocean. Community amenities include a pool, hot tub, gym, and clubhouse. Perfect for year-round living or as a vacation rental as Bay Harbour allows 7-day rentals with a Village Vacation Rental License. This condo has a 16,000# boat lift in the designated boat slip.

    Agent Photo

    Judy Rossignol

    Realty One Group Engage the Keys

    (844) 573-7101

    101 Gulfview Dr Unit 114D & 30' boat slip, Islamorada, FL 33036
  • /33

    $475,000

    • 5 Beds
    • 4 Baths
    • 2,900 Sq Ft

    134 Nautilus Dr Unit Share A, Islamorada, FL 33036

    New co-ownership opportunity: Own one-eighth 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. Framed by swaying palms and a gracious front entry, the 5-bedroom, 3.5-bathroom residence offers a seamless blend of comfort and coastal elegance.The open-concept

    Joseph Maehler Pacaso Inc.

    134 Nautilus Dr Unit Share A, Islamorada, FL 33036
  • /129

    $6,750,000

    • 6 Beds
    • 7 Baths
    • 5,100 Sq Ft

    194 Buttonwood Ln, Islamorada, FL 33036

    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.

    194 Buttonwood Ln, Islamorada, FL 33036
  • /62

    $3,300,000

    • 5 Beds
    • 3 Baths
    • 3,052 Sq Ft

    117 El Capitan Dr, Islamorada, FL 33036

    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

    117 El Capitan Dr, Islamorada, FL 33036
  • /87

    $3,995,000

    • 5 Beds
    • 5.5 Baths
    • 4,131 Sq Ft

    172 Venetian Dr, Islamorada, FL 33036

    Now priced under appraisal! 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 concrete

    Ally Kelley Ocean Sotheby's International

    172 Venetian Dr, Islamorada, FL 33036
  • /58

    $3,750,000 Open Fri 2PM - 4PM

    • 5 Beds
    • 3 Baths
    • 2,425 Sq Ft

    230 Biscayne Blvd, Islamorada, FL 33036

    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)

    230 Biscayne Blvd, Islamorada, FL 33036
  • /51

    $3,695,000

    • 4 Beds
    • 3.5 Baths
    • 3,182 Sq Ft

    145 Venetian Dr, Islamorada, FL 33036

    LUXURY CANAL FRONT HOME IN ISLAMORADA!Brand new offering of the most exquisite coastal designed home offering spacious floor plans, entertaining spaces, and oversized rooms. This meticulously maintained home offers a split floorplan with a living room, wet bar, sizeable bedroom and full bathroom on the ground floor overlooking the outdoor kitchen and in ground pool. The second level boosts 3

    Kelsey Caputo Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    145 Venetian Dr, Islamorada, FL 33036
  • /55

    $4,400,000

    • 4 Beds
    • 3 Baths
    • 2,058 Sq Ft

    442 Palm Dr, Islamorada, FL 33036

    A truly spectacular waterfront home with 150 feet of prime bay frontage, offering breathtaking views of some of the clearest waters in the Florida Keys. This property has undergone a complete top-to-bottom renovation with exceptional attention to detail. Solid concrete bunker with a concrete roof and impact windows & doors. Boaters will appreciate the deep-water dockage, accommodating nearly any

    AJ Vetter Palm House Real Estate

    442 Palm Dr, Islamorada, FL 33036
  • /84

    $4,400,000

    • 4 Beds
    • 3 Baths
    • 1,800 Sq Ft

    182 Bayview Dr, Islamorada, FL 33036

    Panoramic Bay and Sunset Views! Breathtaking Bayfront Home in Safety Harbor.Experience the stunning beauty of panoramic bay views from this exquisite bayfront home in the premier Safety Harbor neighborhood on Lower Matecumbe. This home is in pristine condition and features an irreplaceable cut-in boat slip with a composite dock on the bay ensuring that your views are not obstructed, and providing

    Eric Rizzo Ocean Sotheby's International Realty

    182 Bayview Dr, Islamorada, FL 33036
  • /81

    $3,800,000

    • 4 Beds
    • 3 Baths
    • 2,519 Sq Ft

    133 Sunset Dr, Islamorada, FL 33036

    The Ospreys are back! Welcome to The Osprey's Nest; your perch by the Ocean in one of Islamorada's most coveted locations. Wake up to the sunrise and take a stroll down the turtle nesting beach, while also having the convenience of protected canalside dockage across the street. 20' dock but brought in stern-to, can accommodate larger boats. Spacious floor plan for all to enjoy, third story

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

    133 Sunset Dr, Islamorada, FL 33036
  • /68

    $3,875,000 New Construction

    • 4 Beds
    • 4 Baths
    • 3,004 Sq Ft

    96 W Plaza Del Sol, Islamorada, FL 33036

    Welcome to Paradise in Port Antigua, one of Islamorada's best-kept secrets! This spacious 4-bedroom, 4-bath home, built in 2019, offers the ultimate Florida Keys lifestyle with modern coastal design, deep-water dockage, and exceptionally low insurance premiums with the possibility of assuming a 2.8% interest rate! Located in the highly sought-after Port Antigua community, residents enjoy unique

    Amy Bruggeman American Caribbean Real Estate, Christie's International Real Estate

    96 W Plaza Del Sol, Islamorada, FL 33036
  • /7

    $1,250,000

    • Land
    • 0.00 Acre

    189 Venetian Dr, Islamorada, FL 33036

    A Rare Slice of Paradise in Islamorada | 165' Concrete Dockage | Bay Views | 24 on BPAS List | Concrete Boat Ramp Discover one of the very few remaining oversized waterfront lots in prestigious Lower Matecumbe

    Kelsey Caputo Langley Knight Gardner Islamorada

    189 Venetian Dr, Islamorada, FL 33036
  • /17

    $1,400,000

    • Land

    155 Gulfview Dr, Islamorada, FL 33036

    Our firm is pleased to exclusively offer this vacant residential lot at 155 Gulfview Drive in Islamorada, Florida, situated within the desirable Port Antigua subdivision. The sale includes approved plans for a spacious 3,365 square foot, two-story home featuring five bedrooms and five and a half bathrooms, along with a two-car garage, workshop, ice machine room, pool, gazebo, and a dock equipped

    Ivette Agusti Premier Properties

    155 Gulfview Dr, Islamorada, FL 33036
  • /50

    $2,800,000

    • 4 Beds
    • 3 Baths
    • 2,098 Sq Ft

    141 El Capitan Dr, Islamorada, FL 33036

    Stunning Waterfront Oasis in Port AntiguaWelcome to your dream home in the Florida Keys—a rare canal-front gem perfectly positioned at the T-junction of two pristine, crystal-clear waterways in the highly sought-after community of Port Antigua, Islamorada. This turnkey 4-bedroom, 3-bathroom residence offers a seamless blend of luxury, comfort, and coastal charm, and is ready for immediate

    Raul Hernandez Phantom Real Estate

    141 El Capitan Dr, Islamorada, FL 33036
  • /48

    $2,222,000

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    64 W Plaza Del Sol, Islamorada, FL 33036

    Well priced and ready for a new family! This home has been UPDATED beautifully and has 3 bedrooms and 2 baths on the main living level. It is just waiting for a new family to begin living their best Port Antigua life! The downstairs breezeway affords a large shady area for entertaining or relaxing. Upstairs you will be greeted by an open expansive floor plan. All the windows and doors are

    Alina Davis Coldwell Banker Schmitt Islamorada

    64 W Plaza Del Sol, Islamorada, FL 33036
  • /18

    $1,650,000

    • 3 Beds
    • 2 Baths
    • 1,278 Sq Ft

    121 Venetian Dr, Islamorada, FL 33036

    Discover the ultimate waterfront retreat in the heart of Islamorada, in the highly sought after neighborhood of White Marlin Beach. This captivating 3-bedroom, 2-bathroom gem is a dream come true. The interior features an open floor plan with 9-foot ceilings and ceramic tile. Embrace the coastal lifestyle with stunning water views right from your backyard and revel in the convenience of a private

    Ray Palacios TruRes Real Estate, Inc.

    121 Venetian Dr, Islamorada, FL 33036
  • /11

    $1,075,000

    • Land

    142 Gulfview Dr, Islamorada, FL 33036

    Your tropical dream awaits with the lowest-priced waterfront lot featuring an active building permit in Islamorada. Imagine waking up to sunlit mornings, salty breezes, and the soft embrace of warm sand beneath your feet. Welcome to White Marlin Beach, where your vision of paradise comes to life.Vacant lots with active building permits are a rare find, and this one is ready for you to create your

    Eric Rizzo Ocean Sotheby's International Realty

    142 Gulfview Dr, Islamorada, FL 33036
  • /10

    $899,000

    • Land

    149 Iroquois Dr, Islamorada, FL 33036

    ISLAMORADA CANAL FRONT VACANT LOT! This prime Lower Matecumbe Key property offers direct Atlantic Ocean access and 60 ft of deep-water dockage on a canal, complete with a dock and 15,000 lb boat lift permit in hand. Ideal for avid boaters, it's also close to bridges for easy bayside access. Positioned as #2 on the BPAS list for a potential building allocation in 2025, approved plans feature a

    Karan Moeller Ocean Sotheby's International Realty

    149 Iroquois Dr, Islamorada, FL 33036
  • /50

    $2,599,000

    • 3 Beds
    • 2 Baths
    • 2,010 Sq Ft

    189 Gulfview Dr, Islamorada, FL 33036

    Welcome to Port Antigua! This beautiful Key West-style home in Port Antigua boasts an open floor plan with a spacious kitchen featuring a large center island. The main living area on the second floor includes three bedrooms and two bathrooms, while the first floor offers an entertainment room that could serve as a fourth bedroom. Two sets of sliding glass doors lead to a screened-in porch

    Raul Hernandez Phantom Real Estate

    189 Gulfview Dr, Islamorada, FL 33036
  • /5

    $5,000

    • Land
    • 0.30 Acre
    • $16,667 per Acre

    74560 Overseas Hwy, Islamorada, FL 33036

    Remarkable Commercial Approved 100 Ft Dock for RENT with deep water access with Helicopter Pad Option. Rare in the Florida Keys! Can also be packaged with an additional 1 Bedroom Apartment or Studio

    Giancarlo Espinosa Virtual Realty Group FL Keys Inc

    74560 Overseas Hwy, Islamorada, FL 33036
  • /33

    $2,395,000

    • 2 Beds
    • 2 Baths
    • 1,228 Sq Ft

    121 Lisbon Ct, Islamorada, FL 33036

    What does everyone want? The smallest house in the best neighborhood! This is the one! This home has been beautifully updated and is being sold furnished including kitchen wares, dishes and linens. Don't worry about the weather, impact windows and doors have been installed throughout including the 3 skylights in the concrete roof! The pleasing open floor plan will easily accommodate your

    Alina Davis Coldwell Banker Schmitt Islamorada

    121 Lisbon Ct, Islamorada, FL 33036
  • /49

    $2,999,987

    • 3 Beds
    • 3 Baths
    • 2,374 Sq Ft

    122 Court Contessa, Islamorada, FL 33036

    Sellers will consider contributing to buyer's closing costs depending on price and terms. Are you looking for a newly renovated Port Antigua home that has plenty of outside entertaining space and 90 ft. of dockage? You've found it! This home is a top-performing 5-Star vacation rental, projected to generate approx. $70,000 rented just 6 months of the year. Home is being sold with furniture,

    Alina Davis Coldwell Banker Schmitt Islamorada

    122 Court Contessa, Islamorada, FL 33036
  • /72

    $7,999,000

    • 6 Beds
    • 4 Baths
    • 4,394 Sq Ft

    165 Bayview Dr, Islamorada, FL 33036

    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+/- ft. of concrete dock, offering ample space to park yachts and welcome guests arriving by boat,

    Lisa Wiebe Coldwell Banker Schmitt Real Estate Co.

    165 Bayview Dr, Islamorada, FL 33036
  • /72

    $2,995,000

    • 4 Beds
    • 2 Baths
    • 2,928 Sq Ft

    415 Palm Dr, Islamorada, FL 33036

    Coastal Elegance Meets Timeless Craftsmanship in Safety Harbor- Welcome to 'Piece of Quiet', a winner of the Miami Herald 'Fame' award for custom homes with unique architecture. Nestled in the coveted Safety Harbor neighborhood, this CBS construction home is a masterful blend of strength, style, and coastal luxury. Wrapped in island-style siding, the home exudes character and seaside charm, while

    Eric Rizzo Ocean Sotheby's International Realty

    415 Palm Dr, Islamorada, FL 33036
  • /52

    $1,450,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    176 Iroquois Dr, Islamorada, FL 33036

    Welcome to Two White Turtles, a beautifully renovated, turnkey waterfront coastal paradise retreat - perfect for a vacation rental, second home, or primary residence. This stunning canal-front property offers homeowner access to a rare white sandy BEACH and is designed for the ultimate Florida Keys lifestyle. The grand French door entrance leads to open-concept areawhich features soaring

    Peter Schwarz-Top Producer LoKation Real Estate

    176 Iroquois Dr, Islamorada, FL 33036
  • /46

    $9,985,000

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

    162 Bayview Dr, Islamorada, FL 33036

    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.

    162 Bayview Dr, Islamorada, FL 33036
  • /50

    $12,900,000

    • 6 Beds
    • 4 Baths
    • 4,394 Sq Ft

    186 Bayview Dr, Islamorada, FL 33036

    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

    186 Bayview Dr, Islamorada, FL 33036
  • /52

    $1,660,000

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft

    102 Venetian Dr, Islamorada, FL 33036

    BEAUTIFUL WATER FRONT WHITE MARLIN BEACH HOME. THIS NEWLY UPDATED CBS CONSTRUCTION HOUSE HAS A PRIVATE BAY FRONT WHITE MARLIN BEACH HOME OWNER PARK DOWN THE STREET. HIGH END APPLIANCES WITH VAULTED CEILINGS, IMPACT DOORS/WINDOWS AND METAL ROOF. THE HOME FEATURES A BEAUTIFUL DOCK THROUGH THE MANGROVES WHICH CAN ACCOMMODATE A 22 FT BOAT WITH DIRECT ACESS TO THE BAY. PLEASE CONTACT LISTING AGENT FOR

    Hanler Portal Florida Realty of Miami

    102 Venetian Dr, Islamorada, FL 33036
  • /53

    $10,900,000

    • 4 Beds
    • 3.5 Baths
    • 4,512 Sq Ft

    170 Sapodilla Dr, Islamorada, FL 33036

    Discover the unparalleled beauty and tranquility of this Bayfront Estate, nestled on the pristine shores of Lower Matecumbe in the Florida Keys. Surrounded by lush, meticulously landscaped grounds, this exceptional property offers direct waterfront on the crystal clear waters of the Gulf. Experience breathtaking sunsets over the horizon, world-class tarpon fishing just steps away, and private

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

    170 Sapodilla Dr, Islamorada, FL 33036
  • /39

    $2,995,000

    • 4 Beds
    • 2.5 Baths
    • 2,683 Sq Ft

    117 Buena Vista Ct, Islamorada, FL 33036

    Welcome to Latitudes in Islamorada, where luxury living meets coastal elegance. This stunning 4-bedroom, 2.5-bath, three-story residence is nestled within the prestigious Port Antigua community on Lower Matecumbe Key in the Florida Keys, a sought-after enclave known for its 'live-work-play' lifestyle. The neighborhood shares a natural white sand beach and boat ramp with private access. This

    Patti Stanley Coldwell Banker Schmitt Islamorada

    117 Buena Vista Ct, Islamorada, FL 33036
  • /51

    $3,100,000

    • 4 Beds
    • 3.5 Baths
    • 2,937 Sq Ft

    72 W Plaza Granada, Islamorada, FL 33036

    72 West Plaza Granada is looking for an offer. 4 bedrooms 3.5 bath gorgeous waterfront home in Islamorada's Port Antigua awaits a new owner! Freshly painted, recent new roof, impact windows, Roll down shuttered second level outside balcony for entertaining, top of the line kitchen with Miele and Sub Zero appliances and Faber exhaust island stove, exquisite baths, wine cooler, ice machine

    Keith Allen Century 21 Circle- Islamorada

    72 W Plaza Granada, Islamorada, FL 33036
  • /50

    $8,900,000

    • 6 Beds
    • 5 Baths
    • 6,100 Sq Ft

    91 Iroquois Dr, Islamorada, FL 33036

    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

    91 Iroquois Dr, Islamorada, FL 33036
  • /77

    $2,499,999

    • 3 Beds
    • 4 Baths
    • 2,432 Sq Ft

    109 Porto Vista Ct, Islamorada, FL 33036

    Welcome to this exquisitely designed home located in beautiful Port Antigua. This is an entertainer's delight featuring marble flooring throughout the home. It boasts 2 full kitchens, one of which is outdoors so you can bring your fresh catch in from the boat and start cooking immediately while the smell of night blooming jasmine envelops you.There is a fully fenced in yard for your furry

    Kristin Harold Coldwell Banker Schmitt Islamorada

    109 Porto Vista Ct, Islamorada, FL 33036
  • /35

    $757,000

    • 3 Beds
    • 3 Baths
    • 1,764 Sq Ft

    100 Iroquois Dr Unit 8, Islamorada, FL 33036

    Welcome to your own paradise in Islamorada, Florida! This stunning retreat offers the perfect blend of modern luxury and serene island living. Step inside this meticulously remodeled 3-bedroom, 3-full bathroom home and be amazed by the expert craftsmanship and attention to detail. The contemporary design fits seamlessly with the tropical surroundings while providing an elegant and comfortable

    April Nixon RE/MAX Trend

    100 Iroquois Dr Unit 8, Islamorada, FL 33036
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