34

Islamorada, FL Homes for Sale with Garage

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  • /29

    $12,499,000

    • 5 Beds
    • 8 Baths
    • 6,367 Sq Ft

    236 Costa Bravo Dr, Islamorada, FL 33036

    A rare architectural masterpiece by renowned architect Max Strang, this modern coastal estate in Port Antigua, Islamorada, redefines luxury waterfront living. Set on a private sandy beach, the residence offers 5 bedrooms, 6 full baths and 2 half baths across 6,367 SF of interior space and 10,483 total SF. Strang’s signature tropical modernist design showcases natural materials, clean lines, and

    Angel Nicolas Serhant

    236 Costa Bravo Dr, Islamorada, FL 33036
  • /65

    $6,490,000

    • 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

    Annie Hagen Ocean Sothebys Intl Realty

    137 Sapodilla Dr, Islamorada, FL 33036
  • /73

    $4,650,000

    • 6 Beds
    • 5 Baths
    • 4,964 Sq Ft

    153 Stromboli Dr, Islamorada, FL 33036

    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 offers an open-concept floor plan with soaring ceilings, a fireplace and a grand living area. Enjoy seamless

    Lisa Frins Langley Knight Gardner Islamorada

    153 Stromboli Dr, Islamorada, FL 33036
  • /83

    $7,800,000

    • 5 Beds
    • 5.5 Baths
    • 4,770 Sq Ft

    75931 Overseas Hwy, Islamorada, FL 33036

    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

    Annie Hagen Ocean Sothebys Intl Realty

    75931 Overseas Hwy, Islamorada, FL 33036
  • /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
  • /67

    $4,750,000

    • 4 Beds
    • 4.5 Baths
    • 4,464 Sq Ft

    44 W Plaza Del Lago, Islamorada, FL 33036

    Unparalleled Waterfront Command in Port Antigua. Boasting one of the largest water frontages in Islamorada's exclusive Port Antigua, this striking 3 story residence offers 4 bedrooms, 4.5 baths, and an extraordinary 220 feet of dockage with dual boat lifts. Every bedroom is beautifully appointed across thoughtfully designed living levels. Step outside to your private marina, where turnkey boating

    Dominic Rivera Pine River Realty, LLC.

    44 W Plaza Del Lago, Islamorada, FL 33036
  • /19

    $6,000,000 New Construction

    • 5 Beds
    • 6 Baths
    • 3,332 Sq Ft

    120 Captains Ct, Tavernier, FL 33070

    Welcome to 120 Captains Ct, a rare waterfront new construction opportunity in Islamorada. Situated on a quiet Kahiki Harbor cul de sac, this nearly quarter acre property with 165' of deep canal frontage, provides the backdrop for a classic Keys sanctuary.Inspired by timeless Florida Keys estates, the 5 bedroom, 6 bath CBTConstruction built home offers every element you have been searching for in

    AJ Vetter Palm House Real Estate

    120 Captains Ct, Tavernier, FL 33070
  • /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
  • /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
  • /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
  • /109

    $19,500,000 New Construction

    • 6 Beds
    • 8 Baths
    • 6,692 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-cochere entry sets the tone, leading to a single-level

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

    87429 Old Hwy, Islamorada, FL 33036
  • /13

    $1,950,000

    • 3 Beds
    • 3 Baths
    • 1,697 Sq Ft

    214 Pueblo St, Tavernier, FL 33070

    Are you looking for that PERFECT FIXER UPPER? Well look no further. Welcome to 214 Pueblo St. This house has great bones! One Story home ABOVE FLOOD, Concrete Roof, AND is situated on 2 WATER FRONT LOTS that total 13,200 +/- SqFt. 120 ft of canal frontage! Short idle down the canal to the Bay and quick Ocean access via Tavernier Creek. Two car garage with a workshop and extra storage area. Mother

    Jessica Pinder

    214 Pueblo St, Tavernier, FL 33070
  • /92

    $3,495,000

    • 4 Beds
    • 4.5 Baths
    • 2,539 Sq Ft

    80639 Old Hwy Unit 201, Islamorada, FL 33036

    Welcome to Your Florida Keys retreat or income-producing rental, with 7-day rentals approved! Maison Residences presents its final developer unit, #201, offering 4 bedrooms, 4.5 bathrooms and a spacious open layout designed for true oceanside living. Step off your private elevator into a grand room with soaring 10-foot ceilings and 9-foot stacked sliders that frame endless Ocean views. The open

    Jennifer Gomez LPT Realty, LLC

    80639 Old Hwy Unit 201, Islamorada, FL 33036
  • /82

    $3,800,000 New Construction

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

    82779 Old Hwy Unit 8, 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 8, Islamorada, FL 33036
  • /24

    $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 residence offers an extraordinary blend of scale, design, and modern coastal luxury. Encompassing approximately 8,200 square feet under air and over 16,000 total square feet, the home was thoughtfully designed for elevated living and grand-scale entertaining. The property features 5 bedrooms, 6

    Angel Nicolas Serhant

    88845 Old Hwy, Tavernier, FL 33070
  • /40

    $1,600,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,277 Sq Ft

    36 Park Rd, Upper Matecumbe Key Islamorada, FL 33036

    Stunning new custom pool home in the heart of Islamorada. This exceptional, brand-new ground-level home was thoughtfully designed and expertly crafted with meticulous attention to detail. A professional interior designer curated high-end fixtures and elegant finishes throughout, creating a polished and inviting living space.Offering a rare 4-bedroom, 3-bathroom split floorplan, the home features

    AJ Vetter Palm House Real Estate

    36 Park Rd, Upper Matecumbe Key Islamorada, FL 33036
  • /48

    $1,300,000

    • 3 Beds
    • 2 Baths
    • 1,224 Sq Ft

    32 Park Rd, Islamorada, FL 33036

    Ideally located in the heart of Islamorada, this charming home is perfectly updated with a harmonious blend of old and new Keys characteristics and a light and airy layout and enclosed sun room that brings the lovely landscaping inside! A serene pool and oversized backyard with plenty of privacy provide book ends to lovely days of beat the heat splashes during the day and evenings of peace and

    The Florida Keys Sold Sisters Ocean Sotheby's International Realty

    32 Park Rd, Islamorada, FL 33036
  • /79

    $3,800,000 New Construction

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

    82779 Old Hwy Unit 14, 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 14, Islamorada, FL 33036
  • /21

    $3,999,000

    • 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.100’ of Ocean Front Private Beach ,23,350 square feet of Prime

    Alin Zdroba Propertio

    75433 Overseas Hwy, Islamorada, FL 33036
  • /93

    $2,995,000 New Construction

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

    114 Royal Ln, Islamorada, FL 33036

    Pickle Ball Estate is a stunning new luxury retreat in the heart of Islamorada, masterfully crafted by 4 Keys Construction. This brand-new four-bedroom, five-bathroom residence is a true standout, blending refined coastal design with resort-style living.Designed for both relaxation and entertainment, the home features a private pickleball court, making it a rare and exciting find in the Florida

    Alexander Pinero Pine River Realty, LLC

    114 Royal Ln, Islamorada, FL 33036
  • /84

    $3,800,000 New Construction

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

    82779 Old Hwy Unit 7, 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 7, Islamorada, FL 33036
  • /49

    $2,300,000

    • 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
  • /68

    $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
  • /39

    $2,200,000

    • 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
  • /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
  • /24

    $2,220,000 New Construction

    • 5 Beds
    • 3 Baths
    • 1,276 Sq Ft

    115 Azalea St, Tavernier, FL 33070

    New construction waterfront residence featuring quality material and modern design throughout. This home offers impact-resistant doors and windows, a garage, and open living spaces designed for comfortable coastal living. Outdoor amenities include a private pool, built-in grill area, and approximately 45-foot dock providing convenient boating access. Constructed with high-quality materials and

    Merlin Perez Golden International Realty Corp

    115 Azalea St, Tavernier, FL 33070
  • /33

    $3,995,000

    • 5 Beds
    • 4 Baths
    • 4,014 Sq Ft

    87445 Old Hwy, Islamorada, FL 33036

    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 American Caribbean Real Estate, Christie's International Real Estate

    87445 Old Hwy, Islamorada, FL 33036
  • /31

    $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
  • /69

    $2,950,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 2,938 Sq Ft

    124 Orchid St, Tavernier, FL 33070

    Brand-new contemporary waterfront home in premier Plantation Key with 60 ft of protected deep-water dockage and seawall, offering direct canal access to Tavernier Creek, the Atlantic Ocean, and Florida Bay. Ground level features an open-air two-car garage and spacious covered area. First living level offers a large recreation room opening to the poolside patio with full cabana bath, perfect for

    Alexander Rojas The Lab Realty Group, LLC

    124 Orchid St, Tavernier, FL 33070
  • /79

    $2,795,000

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

    122 Court Contessa, Islamorada, FL 33036

    Turnkey Deepwater Boater's Retreat with Private Beach Access in the Heart of IslamoradaTucked away on a quiet cul-de-sac in one of the most desirable enclaves in Islamorada, this fully renovated 3-bedroom, 3.5-bath home delivers the ultimate Florida Keys lifestyle--where luxury, durability, and world-class boating converge.Built for peace of mind and longevity, the home features solid

    Lourdes Martin-Rosa The Keyes Company

    122 Court Contessa, Islamorada, FL 33036
  • /28

    $260,000

    • 1 Bath
    • 398 Sq Ft

    88500 Overseas Hwy Unit 205, Tavernier, FL 33070

    Great opportunity to own a piece of paradise, in the Florida Keys. Updated studio unit in Summer Sea Condo (MM88), turnkey unit ready for occupancy. Building grounds are incredible, featuring dock space (First come first serve), boat ramp, oversized pool area/deck, gym, kids community room, adult billiards room, large party/event room, beach area, barbeque areas, fish cleaning stations, area to

    Nerida Deza Keller Williams Capital Realty

    88500 Overseas Hwy Unit 205, 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
  • /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
  • /56

    $675,000

    • 2 Beds
    • 1 Bath
    • 885 Sq Ft

    8 Ocean View Blvd, Key Largo, FL 33037

    Charming Key Largo Retreat Near the Water... taking in the Bay Breeze. Just under an hour from Miami, discover this picture-perfect “dollhouse” nestled on sought-after Ocean View Blvd in Key Largo. Surrounded by magnificent estates and located near world-famous Snappers, this property offers the perfect blend of charm, location, and opportunity. Set on a 5,780 SF lot , this impeccably updated and

    Odalys Sierra Compass Florida, LLC

    8 Ocean View Blvd, Key Largo, FL 33037

Home Trends in Islamorada, FL

Housing Trends

Median Sale Price
$1,375,000
Median Single Family Sale Price
$2,500,000
Median Townhouse Sale Price
$887,000
Median 2 Bedroom Sale Price
$629,000
Median 1 Bedroom Sale Price
$377,500
Average Price Per Sq Ft
$1,160
Number of Homes for Sale
120
Last 12 months Home Sales
173
Months of Supply
8.30
Median List Price
$1,950,000
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
15%
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