19

Islamorada, FL Homes for Sale under $500,000

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  • /24

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,179 Sq Ft

    200 Wrenn St Unit 404, Tavernier, FL 33070

    This unit at Sea Gulls Condominium is more than just a home; it's an invitation to a lifestyle of comfort and coastal beauty. Whether you're seeking a serene vacation retreat or a permanent residence with resort-style amenities, this property offers a unique living experience in the Florida Keys. This renovated 4th-floor unit offers a harmonious blend of contemporary design and coastal charm,

    Agent Photo

    Lorie LaLonde

    American Caribbean Real Estate, Christie's International Real Estate

    (786) 418-0465

    200 Wrenn St Unit 404, Tavernier, FL 33070
  • /43

    $489,000

    • 1 Bed
    • 1 Bath
    • 577 Sq Ft

    500 Burton Dr Unit 2313, Tavernier, FL 33070

    Updated 1/1 with nice Ocean Views , great rental income too. This condo Grossed $21,025.61 in the first Quarter of 2025. Owner and friends used it a lot too as there are no restrictions on an owners use. Impact sliders & Doors. Being sold fully furnished with Housewares. Fiber optic WIFI that is quick and secured. Direct Ocean access marina that is naturally protected. Lighted tennis & pickle

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    (786) 882-9229

    500 Burton Dr Unit 2313, Tavernier, FL 33070
  • /35

    $450,000

    • 5 Beds
    • 4 Baths
    • 2,907 Sq Ft

    134 Nautilus Dr, 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, Islamorada, FL 33036
  • /35

    $449,000

    • 5 Beds
    • 4 Baths
    • 2,907 Sq Ft

    134 Nautilus Dr Unit 2, 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 2, Islamorada, FL 33036
  • /30

    $439,000

    • 2 Beds
    • 1.5 Baths
    • 794 Sq Ft

    88500 Overseas Hwy Unit 301, Tavernier, FL 33070

    #1 WINTER DESTINATION! Mint condition, fully furnished 2BR/2BA apartment in the heart of Islamorada. Features modern porcelain floors and top-tier amenities: Private beach, two swimming pools, and a community kitchen with BBQ area. Adventure-ready with kayak/paddleboard ramp and storage. Enjoy the on-site gym and game room. Docks and trailer parking available for owners. Turnkey and ready for the

    Valeria Fucaraccio Benesch Brokers, LLC

    88500 Overseas Hwy Unit 301, Tavernier, FL 33070
  • /41

    $500,000

    • 1 Bed
    • 1 Bath
    • 577 Sq Ft

    500 Burton Dr Unit 4204, Tavernier, FL 33070

    Rare Opportunity in Ocean Pointe! Experience the ultimate in Florida Keys luxury living with this modern, oceanfront 1-bedroom, 1-bath condo—a rare find in the highly sought-after Ocean Pointe community. Located in Building 4 on the 2nd floor, this beautifully appointed unit features a private balcony with serene ocean and mangrove views, offering the perfect spot to unwind. With a strong rental

    Ian Trumbach FLORIDA PRESTIGIOUS HOMES INC

    500 Burton Dr Unit 4204, Tavernier, FL 33070
  • /44

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft

    228 Oleander Dr, Tavernier, FL 33070

    Step inside this comfortable and tastefully remodeled three-bedroom, two-bath mobile home complete with a dedicated office space. The open-concept layout seamlessly connects the living and dining areas, creating a bright and inviting atmosphere. Enjoy a private backyard enclosed with white vinyl fencing--perfect for relaxing or entertaining away from neighboring homes. The spacious lot offers

    Barbara Eads Barbara Eads Realty

    228 Oleander Dr, Tavernier, FL 33070
  • /46

    $470,000

    • 2 Beds
    • 1.5 Baths
    • 989 Sq Ft

    87455 Old Hwy Unit 248, Islamorada, FL 33036

    BEAUTIFUL CONDO WITH OCEAN VIEWS FOR LESS THAN $480,000! LIVE THE DREAM IN THIS OCEANFRONT RESORT STYLE PROPERTY IN THE HIGHLY DESIRABLE PLANTATION BY THE SEA ON THE OCEAN IN THE BEAUTIFUL FLORIDA KEYS! LOCATED ON HIGHLY SOUGHT AFTER MILLIONAIRES ROW! UPON ENTERING THIS GATED COMMUNITY, THE OCEAN GREETS YOU AS YOU PARK IN YOUR DESIGNATED COVERED PARKING SPACE. UPON ENTERING YOUR CONDO, THIS

    Anthony Garcia The Keyes Company

    87455 Old Hwy Unit 248, Islamorada, FL 33036
  • /20

    $475,000

    • 2 Beds
    • 1.5 Baths
    • 981 Sq Ft

    87465 Old Hwy Unit 218, Islamorada, FL 33036

    Condo for Sale - Islamorada, Plantation by The Sea 2 Bedrooms | 1.5 Bathrooms | Furnished | Two-Story Townhouse StyleExperience the unique lifestyle of the Florida Keys in this spectacular furnished condo at Plantation by The Sea!Located in prestigious and convenient Islamorada, this exclusive two-story townhouse-style condo is the perfect retreat for those seeking comfort and authentic coastal

    Florentina Antigua EXP Realty LLC

    87465 Old Hwy Unit 218, Islamorada, FL 33036
  • /31

    $419,000

    • 1 Bed
    • 1 Bath
    • 577 Sq Ft

    500 Burton Dr Unit 1204, Tavernier, FL 33070

    Own your piece of paradise. This beautifully redone 1 bedroom condominium in Ocean Pointe Resort is turn key ready to rent by the night (rare in the Upper Keys). It includes new impact windows and doors, all furnishings, decor, Samsung washer and dryer and a fully outfitted kitchen. Pieces by CB2, Pottery Barn and Urban Outfitters along with original art make unit 1204 stand out on vacation

    Jonathan Minerick Homecoin.com

    500 Burton Dr Unit 1204, Tavernier, FL 33070
  • /16

    $425,000

    • Land

    186 Dove Creek Dr, Key Largo, FL 33037

    ACTIVE PERMIT! OCEANSIDE Upper Keys Active Permit for a 3/2 single-family home with a large balcony overlooking the ocean. The plans for this home include an elevated concrete block structure with pilings ALREADY in place/ building plans can be modified. It is surrounded by a protected hardwood hammock that provides privacy for this property. Oceanfront Harry Harris Park is right down the street.

    Marcia McCormick Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    186 Dove Creek Dr, Key Largo, FL 33037
  • /16

    $439,000

    • Land

    Lot 24 Gardenia St, Islamorada, FL 33070

    WATERFRONT DEEP WATER LOT!! Owner financing possible! Fantastic and RARE Opportunity to build with 50' OF WATERFRONT 6250 SQ FT Plantation Key Islamorada LOT...building rights available to apply to this great lot!! T-Dock possibility on the trimmed mangrove lot. DEEP WATER at shoreline. The house and lot next door are sold separately... purchase both together and use as your getaway while you

    Peter Schwarz-Top Producer LoKation Real Estate

    Lot 24 Gardenia St, Islamorada, FL 33070
  • /49

    $435,000

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft

    144 Sunset Ln, Tavernier, FL 33070

    Charming home with endless potential! This 3-bedroom, 2-bath residence is nestled in the highly sought-after Sunset Acres community and sits on a generous double lot, offering space, comfort, and flexibility both indoors and out. The inviting open-concept living, kitchen, and dining area is ideal for entertaining or relaxed family living. Enjoy peaceful evenings on the screened patio with a

    Ana G Zalesky Coldwell Banker Schmitt Key Largo

    144 Sunset Ln, Tavernier, FL 33070
  • /40

    $428,000

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft

    87465 Old Hwy Unit 102, Islamorada, FL 33036

    LIVE THE DREAM IN THIS OCEANFRONT BUILDING IN THE BEAUTIFUL FLORIDA KEYS! LARGER THAN OTHER UNITS UNDER AIR AT 1100 SQ FT. TURN KEY STUNNING AND REMODELED, FRESHLY PAINTED, FULLY FURNISHED ALL ON ONE LEVEL 2 BEDROOM 2 FULL BATH CONDO IS MOVE IN READY! OR START MAKING MONEY AS A VACATION RENTAL RIGHT AWAY! $10,000.00 WORTH OF VACATION RENTAL BOOKINGS AND CONSULTING ARE INCLUDED WITH THIS CONDO

    Anthony Garcia The Keyes Company

    87465 Old Hwy Unit 102, Islamorada, FL 33036
  • /40

    $479,000

    • 2 Beds
    • 1.5 Baths
    • 892 Sq Ft

    129 Airstream Ln, Tavernier, FL 33070

    Discover your perfect retreat in this charming and attractive mobile home, thoughtfully remodeled to offer a blend of comfort and style providing the perfect escape in a stunning bay view setting and nightly sunsets. Two bedrooms and 1.5 bathrooms, this property offers ample space for you to relax and unwind. Step outside to discover your own slice of paradise. The backyard is an entertainer's

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    129 Airstream Ln, Tavernier, FL 33070
  • /30

    $500,000

    • 1 Bed
    • 1 Bath
    • 574 Sq Ft

    88500 Overseas Hwy Unit 320, Tavernier, FL 33070

    Premier 1 bedroom unit a stunning open water and pool view off your private balcony. Fully updated with the open concept kitchen open to the dining and living room. Stunning white cabinets and modern bathroom, Tile floors and granite countertops throughout the apartment. Comfortable queen size bed with a pull-out couch in the living room. The perfect place to lounge and enjoy your days! The

    Jonelle Kop Blue 9 Realty, Inc.

    88500 Overseas Hwy Unit 320, Tavernier, FL 33070
  • /74

    $429,000

    • 2 Beds
    • 1.5 Baths
    • 794 Sq Ft

    88500 Overseas Hwy Unit 429, Tavernier, FL 33070

    This is a modern, fully updated beautiful 2 bedroom, 1.5 bath condominium at Summer Sea must be seen to be appreciated. Check out the photos, video and floorplan.

    Richard DeLucia Classic Properties

    88500 Overseas Hwy Unit 429, Tavernier, FL 33070
  • /36

    $460,000

    • 2 Beds
    • 1.5 Baths
    • 981 Sq Ft

    87465 Old Hwy 215 Hwy Unit 215, Plantation Key, FL 33036

    WELCOME TO PARADISE BY THE SEA! THIS SPACIOUS CONDO LOCATED ON MILLIONAIRE'S ROW IN AN OCEANFRONT BUILDING OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE, THIS BEAUTY FEATURES AN OPEN CONCEPT LIVING AREA, WELL APPOINTED KITCHEN WITH WOOD CABINETS, & A 1/2 BATH DOWNSTAIRS. WALK UPSTAIRS TO A COZY SPLIT BEDROOM FLOOR PLAN FOR PRIVACY. PRIMARY SUITE INCLUDES A WALK-IN CLOSET. OUTSIDE OFFERS

    Nancy Garcia The Keyes Company

    87465 Old Hwy 215 Hwy Unit 215, Plantation Key, FL 33036
  • /49

    $460,000

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    87465 Old Hwy Unit 215, Islamorada, FL 33036

    WELCOME TO PARADISE BY THE SEA! THIS SPACIOUS CONDO LOCATED IN HIGHLY DESIRED PLANTATION KEY/SLAMORADA ON MILLIONAIRE'S ROW. THIS OCEANFRONT BUILDING OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE, THIS BEAUTY FEATURES AN OPEN CONCEPT LIVING AREA THAT LIGHT AND BRIGHT! WELL APPOINTED KITCHEN WITH WOOD CABINETS, & FIRST FLOOR HALF BATHROOM. WALK UPSTAIRS TO A COZY SPLIT BEDROOM FLOOR PLAN FOR

    Anthony Garcia The Keyes Company

    87465 Old Hwy Unit 215, Islamorada, FL 33036

Home Trends in Islamorada, FL

Housing Trends

Median Sale Price
$1,346,000
Median Single Family Sale Price
$2,649,000
Median Townhouse Sale Price
$1,250,000
Median 2 Bedroom Sale Price
$629,500
Median 1 Bedroom Sale Price
$377,500
Average Price Per Sq Ft
$1,150
Number of Homes for Sale
134
Last 12 months Home Sales
154
Months of Supply
10.40
Median List Price
$1,700,000
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
12%
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