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Islamorada, FL Homes for Sale with Garage

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  • /21

    $4,189,000

    • 4 Beds
    • 4 Baths
    • 2,624 Sq Ft

    75433 Overseas Hwy, Islamorada, FL 33036

    Sandy Beach Cove – A Luxurious Island Retreat Nestled in the heart of Islamorada, Sandy Beach Cove is a stunning luxury property that offers a private slice of paradise. This unique estate features not just one, but two beautiful dwellings: a spacious main house and a charming, cozy cottage, perfect for guests or extended family. With 23,350 square feet of land, the property offers ample space

    Alin Zdroba Propertio

    75433 Overseas Hwy, Islamorada, FL 33036
  • /25

    $290,000

    • 1 Bath
    • 398 Sq Ft

    88500 Overseas Hwy Unit 205, Tavernier, FL 33070

    Summer Sea Condo in Tavernier sits on the Bayside on MM 88. Great location walking distance to great restaurants and less than a mile from Founders Park. Incredible renovated studio, ready for occupancy. Great building featuring many amenities: Pool, gym, kids' playroom, adult billiards room, community party room with kitchen facility, boat ramp, dock spaces (based on availability), beach area,

    Jenny Gonzalez Brown Harris Stevens

    88500 Overseas Hwy Unit 205, Tavernier, FL 33070
  • /75

    $5,499,000

    • 3 Beds
    • 3 Baths
    • 2,876 Sq Ft

    171 Kahiki Dr, Tavernier, FL 33070

    Modern Waterfront Retreat with Rooftop Terrace & Resort-Style Amenities:Embrace the pinnacle of coastal living in this timeless 3-bedroom, 3-bathroom waterfront retreat, where modern design meets durability. Constructed with solid concrete and a new roof completed in 2020, this residence offers the perfect balance of luxury and functionality. Floor-to-ceiling windows and French doors frame

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

    171 Kahiki Dr, Tavernier, FL 33070
  • /113

    $5,000,000 New Construction

    • 5 Beds
    • 5 Baths
    • 4,064 Sq Ft

    88 W Plaza Del Lago, Islamorada, FL 33036

    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 Sold Sisters Ocean Sotheby's International Realty

    88 W Plaza Del Lago, Islamorada, FL 33036
  • /35

    $375,000

    • 1 Bed
    • 1 Bath
    • 518 Sq Ft

    119 Cortez Dr Unit 3G, Islamorada, FL 33036

    Welcome to this beautifully updated and move-in ready 1-bedroom, 1-bath retreat in one of the most affordable waterfront communities in Islamorada. This condo offers the perfect blend of relaxation and adventure, dockage, convenient boat ramp, and on-site boat storage--ideal for water lovers and boaters alike. Step inside to find a meticulously updated interior featuring coastal-inspired

    Melissa Nowell Coldwell Banker Schmitt Islamorada

    119 Cortez Dr Unit 3G, Islamorada, FL 33036
  • /39

    $7,499,000

    • 3 Beds
    • 3 Baths
    • 1,485 Sq Ft

    82749 Old Hwy, Islamorada, FL 33036

    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

    Alina Davis Coldwell Banker Schmitt Islamorada

    82749 Old Hwy, Islamorada, FL 33036
  • /33

    $1,599,000

    • 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
  • /25

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 1,215 Sq Ft

    275 Pueblo St, Tavernier, FL 33070

    This single family home features 3 bedrooms, 2 bathrooms, 1 car garage and upcoming pool which will be completed by December 2025. Located in the Indian Harbor neighborhood, it offers a fantastic bayfront community park with boat ramp, so you can get out on the water easily and make memories with your family. This single family home features an updated kitchen and separate laundry room which can

    Jennifer Lopez Island Living Realty, LLC

    275 Pueblo St, Tavernier, FL 33070
  • /33

    $12,500,000

    • 3 Beds
    • 3 Baths
    • 1,243 Sq Ft

    89251 Old Hwy, Tavernier, FL 33070

    Pure magic. Every step on this property is like a step back in time. Once you pass through the gated coral rock entrance you are instantly transported back to the Old Keys as you wind down the driveway through the shady tropical hammock and meander your way to the settler's beach home circa 1934. The charming 3/3 fishing cabin was meticulously updated to add modern comforts but still maintain its

    Brett Newman Coldwell Banker Schmitt Islamorada

    89251 Old Hwy, Tavernier, FL 33070
  • /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

    $3,495,000

    • 4 Beds
    • 4 Baths
    • 3,817 Sq Ft

    111 Spoonbill Rd, Tavernier, FL 33070

    Fully furnished, remodeled home combines timeless elegance with coastal sophistication.Ceramic tile floors, marble-accented baths, and Restoration Hardware furnishings create a refined ambiance.Enjoy breathtaking sunsets and sunrises from the backyard with a heated and chilled saltwater pool, or from the large terraces and balconies on multiple levels.The new 70-ft Trex dock with 20K-lb lift and

    Javier Dapena Lifestyle International Realty

    111 Spoonbill Rd, Tavernier, FL 33070
  • /29

    $729,000

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

    110 Cortez Dr Unit A, Islamorada, FL 33036

    Islamorada Townhome | Beautifully Remodeled End Unit | Dockage | Rare 1-Car GarageMove-in ready and thoughtfully updated, this 2-bedroom, 2-bath end-unit townhome offers the ideal blend of comfort, style, and hard-to-find amenities in Islamorada.The beautifully remodeled kitchen features KitchenAid stainless steel appliances and has been thoughtfully opened to create a seamless flow between the

    Claire Johnson Coastal Realty of the Florida Keys

    110 Cortez Dr Unit A, Islamorada, FL 33036
  • /38

    $1,075,000

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

    101 Gulfview Dr Unit 114, Islamorada, FL 33036

    Luxury Condo with Boat slip and Lift in Islamorada

    Judy Rossignol Paradise Florida Keys Real Est

    101 Gulfview Dr Unit 114, Islamorada, FL 33036
  • /68

    $1,375,000 New Construction

    • 3 Beds
    • 3 Baths
    • 1,680 Sq Ft

    84745 Old Hwy Unit 4, Islamorada, FL 33036

    Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each

    Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

    84745 Old Hwy Unit 4, Islamorada, FL 33036
  • /106

    $5,950,000

    • 5 Beds
    • 6.5 Baths
    • 3,978 Sq Ft

    75851 Overseas Hwy, Islamorada, FL 33036

    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

    75851 Overseas Hwy, Islamorada, FL 33036
  • /64

    $3,795,000 New Construction

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

    96 W Plaza Del Sol, Islamorada, FL 33036

    Paradise in Port Antigua! Assumable interest rate of 2.625%!Discover one of Islamorada's best-kept secrets in this spacious 4bd/4ba 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

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

    96 W Plaza Del Sol, Islamorada, FL 33036
  • /65

    $8,100,000

    • 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
  • /60

    $2,490,000

    • 4 Beds
    • 3 Baths
    • 2,508 Sq Ft

    140 Fairwich Ct, Tavernier, FL 33070

    PRICE IMPROVEMENT' MOTIVATED SELLER! Selling 'Fully Furnished'. Bay Views from every corner of this home in Hammer Point! MM93 in Tavernier, 4-bedroom, 3-bath, one house away from the open bay. The second floor 1/1 & the third floor 3/2 having the Master Suite w/ 2 guest bedrooms. Private 37-foot dock, w/platform lift! The property has meticulous landscaping & low-maintenance artificial turf. ALL

    Lidia Yoham Anchor Realty of FL, LLC.

    140 Fairwich Ct, Tavernier, FL 33070
  • /10

    $895,000

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

    101 Gulfview Dr Unit 202, Islamorada, FL 33036

    Luxury Condo in Islamorada with Ocean view

    Judy Rossignol Paradise Florida Keys Real Est

    101 Gulfview Dr Unit 202, Islamorada, FL 33036
  • /33

    $689,000

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

    118 Cortez Dr Unit A, Islamorada, FL 33036

    Charming, light-filled townhouse-style condo featuring 2 bedrooms and 2 baths, tucked away on a quiet cul-de-sac on Lower Matecumbe Key. Enjoy resort-style amenities and excellent boating and fishing access to both the Ocean and the Bay.The open-concept living and dining area flows seamlessly into a well-designed kitchen. Each bedroom and bathroom occupies its own level, providing exceptional

    Bettina Garber Ocean Sotheby's International Realty

    118 Cortez Dr Unit A, Islamorada, FL 33036
  • /58

    $1,495,000

    • 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,

    Sebastian Del Negro Ocean Sotheby's International Realty

    251 Azalea St, Tavernier, FL 33070
  • /34

    $899,000

    • 3 Beds
    • 2.5 Baths
    • 1,948 Sq Ft

    216 Pearl Ave, Tavernier, FL 33070

    Islamorada Home with Homeowner's Park & 72-Hour Dockage. Enjoy Keys living in this 3 bedroom, 2.5 bathroom home featuring vaulted tongue-and-groove ceilings, a metal roof (2007), and plenty of space inside and out. The primary suite occupies the entire top floor, complete with vaulted ceilings, walk-in closet, and spacious bath. The main living level offers two guest bedrooms with a shared bath,

    Claire Johnson Coastal Realty of the Florida Keys

    216 Pearl Ave, Tavernier, FL 33070
  • /25

    $1,225,000

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

    101 Gulfview Dr Unit 116, Islamorada, FL 33036

    Luxury Islamorada Condo

    Judy Rossignol Paradise Florida Keys Real Est

    101 Gulfview Dr Unit 116, Islamorada, FL 33036
  • /46

    $8,950,000

    • 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 Realty - Coral Gables

    162 Bayview Dr, Islamorada, FL 33036
  • /51

    $3,699,000

    • 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
  • /73

    $4,299,999

    • 4 Beds
    • 4 Baths
    • 1,532 Sq Ft

    74049 Overseas Hwy, Islamorada, FL 33036

    Incredible opportunity to own an amazing large home directly on the ocean in the Florida Keys, Islamorada. Use this property or rent it with significant short term rental income in demand all year round. A huge 21,600 sft lot has pool, sports area, bbq area, storage, and plenty of gated parking. The tranquility of this charming area and private street make this home the perfect Keys gateway.

    George Theodore Address Real Estate LLC

    74049 Overseas Hwy, Islamorada, FL 33036
  • /58

    $7,995,000

    • 4 Beds
    • 5 Baths
    • 4,048 Sq Ft

    91 Iroquois Dr, Islamorada, FL 33036

    Discover paradise in Islamorada, where you can enjoy beautiful ocean views, protected dockage, and resort-style amenities. This home blends luxury living with the Florida Keys lifestyle and is designed with both entertainment and relaxation in mind. Concrete construction and equipped with impact windows/doors, Interlock Aluminum Slate Roofing and a solar generator, this home can weather any

    Eric Smith Coastal Realty of the Florida Keys

    91 Iroquois Dr, Islamorada, FL 33036
  • /57

    $950,000

    • 2 Beds
    • 2 Baths
    • 1,024 Sq Ft

    116 South Dr, Key Largo, FL 33037

    Discover exceptional Florida Keys living in this elevated 2-bedroom, 2-bath home with stunning bay views and rare privacy. Located at the end of a quiet dead-end street with no neighbors on three sides, this property offers a peaceful island setting with panoramic water vistas. Enjoy beautiful bay views from the living room, kitchen, porch, and primary bedroom, or take in unforgettable sunrises

    Billy Hart Ocean Sotheby's International Realty

    116 South Dr, Key Largo, FL 33037
  • /50

    $1,489,000

    • 3 Beds
    • 3 Baths
    • 1,769 Sq Ft

    157 Caloosa St, Tavernier, FL 33070

    This is it!! Your Florida Key Oasis! Quintessentially Key-z, this home has it all ... and then some. Located in the very desirable Indian Waterways Community of Tavernier on Plantation Key. Stylish Two Bedroom / Two Bath Main house plus a super inviting 1/1 guest house that your guests will never want to leave! Relax and entertain in the canal front Tiki hut as you enjoy tropical breezes. Cool

    Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

    157 Caloosa St, Tavernier, FL 33070
  • /33

    $2,350,000 New Construction

    • 5 Beds
    • 3 Baths
    • 2,450 Sq Ft

    115 Azalea St, Tavernier, FL 33070

    Merlin Perez Golden International Realty

    115 Azalea St, Tavernier, FL 33070
  • /72

    $8,999,000

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

    165 Bayview Dr, Islamorada, FL 33036

    Embrace true waterfront living in this six bedroom, four bathroom home, featuring two primary suites and panoramic water views from every room. Positioned on a coveted corner lot, the property offers 220 feet +\- of concrete dockage with three boat lifts--ideal for yachts and easy guest arrivals by water.Fully renovated down to the studs in 2020, the home showcases a clean, modern design with

    Lisa Wiebe Coldwell Banker Schmitt Real Estate Co.

    165 Bayview Dr, Islamorada, FL 33036
  • /75

    $1,479,000

    • 3 Beds
    • 2.5 Baths
    • 2,117 Sq Ft

    145 Plantation Blvd, Islamorada, FL 33036

    Nestled on a generous half-acre lot in one of Plantation Key's most sought-after neighborhoods, this stunning 3-bedroom, 2.5-bath home with a dedicated office offers the perfect blend of comfort, style, and island living. Boasting 2,117 sq ft of interior space, this property also includes a small guest quarters--ideal for extended family or visiting friends.Step inside to discover a bright,

    Kim Thaler Ocean Sotheby's International Realty

    145 Plantation Blvd, Islamorada, FL 33036
  • /57

    $1,999,999

    • 4 Beds
    • 4 Baths
    • 2,728 Sq Ft

    82762 Overseas Hwy Unit 3, Islamorada, FL 33036

    Open Bay Views, Boat Dockage, Pool and more... all in the Heart of Downtown Islamorada! Have you been dreaming of living downtown, but can't find a home with dedicated boat dockage and open water views? If so, this custom 4/4 home in Madeira Bay is your dream come true! Enjoy open water views from the porch, living room, kitchen, loft and bedroom plus soaring ceilings and nearly 3,000 sf of

    Brett Newman Coldwell Banker Schmitt Islamorada

    82762 Overseas Hwy Unit 3, Islamorada, FL 33036
  • /74

    $2,399,000

    • 3 Beds
    • 3 Baths
    • 1,858 Sq Ft

    240 Mohawk St, Tavernier, FL 33070

    Modern Coastal Retreat. Nothing short of extraordinary! Welcome to your dream waterfront oasis in the prestigious Indian Waterways community. This beautiful 3-bedroom, 3-bath home sits on a lot and a half with 90 feet of waterfront, a concrete dock, 20,000 lb boat lift, lush tropical landscaping, and more. Perfect for boating enthusiasts, enjoy quick and easy access to Florida Bay.Inside, you'll

    Carlos Lorenzo American Caribbean Real Estate, Christie's International Real Estate

    240 Mohawk St, Tavernier, FL 33070
  • /126

    $27,800,000

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

    89505 Old Hwy, Tavernier, FL 33070

    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

    89505 Old Hwy, Tavernier, FL 33070
  • /29

    $4,799,000

    • 5 Beds
    • 4.5 Baths
    • 3,556 Sq Ft

    128 Leoni Dr, Islamorada, FL 33036

    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 - Coral Gables

    128 Leoni Dr, Islamorada, FL 33036
  • /81

    $6,250,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 3,945 Sq Ft

    206 Plantation Ave, Islamorada, FL 33070

    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.

    206 Plantation Ave, Islamorada, FL 33070
  • /42

    $24,995,000

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

    82719 Old Hwy, Islamorada, FL 33036

    The Chateau on the Ocean is a private oceanfront estate in Islamorada, where world-class design meets unmatched amenities. Completely renovated in 2022, this gated estate spans 10,182 sqft & offers 7 bedrooms & 9.5 baths. Set along a pristine private coastline, it features a 100-ft private dock & an expansive rooftop terrace with breathtaking Atlantic views. Interiors showcase soaring ceilings,

    Chad Carroll Compass Florida, LLC

    82719 Old Hwy, Islamorada, FL 33036
  • /43

    $900,000

    • 3 Beds
    • 2 Baths
    • 2,059 Sq Ft

    27 Lycaloma Ave, Key Largo, FL 33037

    Discover the potential of this solid concrete stilt home located on 2 large lots completely fenced in a desirable southern Key Largo neighborhood. The main level offers 3 bedrooms,2 baths, laundry with kitchen open to dining /living area complete with large ground level enclosure and 1 car garage. Outdoors you'll find mature native hardwood and fruit trees including soursop and avocado with ample

    Christine Panse LoKation Real Estate

    27 Lycaloma Ave, Key Largo, FL 33037

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