9,660

Islamorada, FL Homes

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  • /42

    $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
  • /41

    $6,700 per month

    • 3 Beds
    • 2.5 Baths
    • 2,652 Sq Ft
    • House for Rent

    112 Seagull Ln, Tavernier, FL 33070

    Escape to the Florida Keys and enjoy Bay Views, brilliant Sunsets, and effortless Boating Access from this stunning 3-bedroom, 2.5-bath canal-front home -- just one lot from Florida Bay. Designed for island living, the first level offers a spacious screened waterside patio perfect for entertaining or relaxing. Watch the game on the big-screen TV, cook in the outdoor kitchen, or unwind by the

    Terri Bodker LoKation Real Estate - Pompano Beach

    112 Seagull Ln, Tavernier, FL 33070
  • /38

    $550,000 Sold Sep 25, 2025

    100 Broadway Ave, Key Largo, FL 33070

    • 2 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • Built 1961

    Last Sold Summary

    • 34% Below List Price
    • $399/SF
    • 302 Days On Market

    Current Estimated Value $605,043

    Last Listing Agent Seanna Lindback Sea Haven Realty, Inc.

    100 Broadway Ave, Key Largo, FL 33070
    • /32

      Est $1,803,977 Not Listed For Sale

      87851 Old Hwy Unit P43, Islamorada, FL 33036

      • 4 Beds
      • 3 Baths
      • 2,668 Sq Ft
      • Built 1989
      87851 Old Hwy Unit P43, Islamorada, FL 33036

      Last Sold Summary

      • 10% Below List Price
      • $750/SF
      • 26 Days On Market

      Last Sold Price $2,000,000

      Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

  • /100

    $29,500,000

    • 6 Beds
    • 6 Baths
    • 3,104 Sq Ft

    79775 Overseas Hwy, Islamorada, FL 33036

    A once-in-a-lifetime opportunity to own one of South Florida's most iconic properties.Welcome to Tea Table Key, a breathtaking 15-acre private island estate, accessible by car or by boat, located just minutes from downtown Islamorada and directly across from the famous Alligator Reef Lighthouse.Surrounded by vivid turquoise waters, this extraordinary sanctuary offers complete privacy and a

    Agent Photo

    Pierre Bellion

    Ocean Sotheby's International Realty

    (855) 951-5685

    79775 Overseas Hwy, Islamorada, FL 33036
  • /8

    $2,350 per month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Townhouse for Rent

    101 Indian Mound Trail Unit 2, Tavernier, FL 33070

    Brand new 1 bedroom/1 bathroom with vaulted ceilings and a loft. Washer and dryer inside the unit. Potential tenant must work in Monroe County and meet the affordable housing income limits.

    AJ Vetter Palm House Real Estate

    101 Indian Mound Trail Unit 2, Tavernier, FL 33070
  • /44

    $850,000 Sold Feb 23, 2026

    166 Airstream Ln, Tavernier, FL 33070

    • 2 Beds
    • 2 Baths
    • 1,220 Sq Ft
    • Built 1967

    Last Sold Summary

    • 3% Below List Price
    • $697/SF
    • 7 Days On Market

    Last Listing Agent Ashley Lindmar, Realtor Coldwell Banker Schmitt Islamorada

    166 Airstream Ln, Tavernier, FL 33070
    • /44

      Est $907,378 Not Listed For Sale

      103 Costa Bravo Dr Unit 103, Islamorada, FL 33036

      • 2 Beds
      • 1.5 Baths
      • 1,206 Sq Ft
      • Built 1974
      103 Costa Bravo Dr Unit 103, Islamorada, FL 33036

      Last Sold Summary

      • 1% Above List Price
      • $746/SF
      • 26 Days On Market

      Last Sold Price $900,000

      Last Listing Agent Rhonda Simonds-Brewer American Caribbean Real Estate, Christie's International Real Estate

  • /55

    $5,999,995

    • 4 Beds
    • 4 Baths
    • 3,228 Sq Ft

    75560 Overseas Hwy, Islamorada, FL 33036

    Discover Serenity Cove: Where Privacy Meets the Ease of Keys LivingSerenity Cove is a distinctive waterfront estate that offers an exceptional blend of privacy, space, and comfort along the calm waters of Florida Bay. Set on nearly 1.75 acres stretching from the main highway to the bay, this custom designed property invites you to enjoy the easy, relaxed lifestyle that has made the Florida Keys

    Agent Photo

    Krissy Carnahan

    Realty ONE Group Destination (ISL)

    (786) 933-9406

    75560 Overseas Hwy, Islamorada, FL 33036
  • /21

    $6,500 per month

    • 2 Beds
    • 2 Baths
    • House for Rent

    135 Tequesta St, Tavernier, FL 33070

    Waterfront Canal Home located in the Best Islamorada Plantation key Location.COMPLETELY FURNISHED TURNKEY HOME. Large bedrooms with King Beds. Metal Roof , Smart TVs, Quartz countertops , open kitchen , Modern bathrooms, Great living room with open kitchen, Washer & Dryer, Screened in wrap around porch overlooking the water. 60 ' of Canal Frontage. HUGE enclosed Garage area underneath , New

    Jonathan Minerick Homecoin.com

    135 Tequesta St, Tavernier, FL 33070
  • /25

    $740,000 Sold Nov 03, 2025

    500 Burton Dr Unit 4411, Tavernier, FL 33070

    • 2 Beds
    • 2 Baths
    • 841 Sq Ft
    • Built 1991

    Last Sold Summary

    • 4% Below List Price
    • $880/SF
    • 65 Days On Market

    Current Estimated Value $732,448

    Last Listing Agent Diego Sosa Lifestyle International Realty

    500 Burton Dr Unit 4411, Tavernier, FL 33070
    • /29

      Not Listed For Sale

      215 Antigua Rd, Tavernier, FL 33070

      • 2 Beds
      • 1 Bath
      • 672 Sq Ft
      • Built 1970
      215 Antigua Rd, Tavernier, FL 33070

      Last Sold Summary

      • $521/SF
      • 10 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

  • /55

    $2,495,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 1,829 Sq Ft

    81906 Overseas Hwy Unit 2, Islamorada, FL 33036

    Perfectly positioned in the heart of Upper Matecumbe Key, this stunning residence places you in downtown Islamorada--just a short stroll to the area's most celebrated restaurants, art galleries, and island attractions.Privately gated and approached by a Chicago paver driveway, this absolutely turn-key 3-bedroom, 3.5-bath residence is part of an exclusive collection of just eight bayfront homes

    Agent Photo

    Pierre Bellion

    Ocean Sotheby's International Realty

    (786) 917-2660

    81906 Overseas Hwy Unit 2, Islamorada, FL 33036
  • /39

    $18,000 per month

    • 3 Beds
    • 2 Baths
    • 1,180 Sq Ft
    • House for Rent

    235 Tavernier Dr, Tavernier, FL 33070

    Florida Keys Oceanfront "Fisherman’s Paradise" with breathtaking Atlantic Views and Private Dockage. This fully renovated 3BR/2BA home features an open layout, Dade County Pine woodwork, and floor-to-ceiling impact windows that frame endless ocean vistas. The lower level includes a workshop with full bath and laundry—perfect for guests or gear. Boaters and anglers will love the 50’ seawall, 30’

    Monica Benitez Xcellence Realty

    235 Tavernier Dr, Tavernier, FL 33070
  • /29

    $1,415,000 Sold Mar 18, 2026

    105 Caloosa St, Tavernier, FL 33070

    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • Built 1975

    Last Sold Summary

    • 9% Below List Price
    • $1,263/SF
    • 138 Days On Market

    Current Estimated Value $1,494,200

    Last Listing Agent William Pope Coastal Realty of the Florida Keys

    105 Caloosa St, Tavernier, FL 33070
    • /54

      Est $359,756 Not Listed For Sale

      87455 Old Hwy Unit 118, Islamorada, FL 33036

      • 2 Beds
      • 2 Baths
      • 980 Sq Ft
      • Built 1977
      87455 Old Hwy Unit 118, Islamorada, FL 33036

      Last Sold Summary

      • 4% Above List Price
      • $352/SF
      • 119 Days On Market

      Last Sold Price $345,000

      Last Listing Agent Claire Johnson Coastal Realty of the Florida Keys

  • /46

    $1,350,000 Open Sun 10AM - 12PM

    • 4 Beds
    • 2 Baths
    • 1,500 Sq Ft

    228 & 230 Apache St, Plantation Key, FL 33070

    This could be the peaceful waterfront Keys property that actually ''pays you back''. Located in one of the Upper Keys' most beloved neighborhoods, known locally as 'Indian Mound', this canal front duplex combines Old Florida Keys charm with solid construction and development potential for a savvy buyer. Water access is important in the Keys and it's terrific from this property. With 32' of

    Christy Hughes Coldwell Banker Schmitt Islamorada

    228 & 230 Apache St, Plantation Key, FL 33070
  • /41

    $5,865 per month

    • 3 Beds
    • 2 Baths
    • 1,593 Sq Ft
    • Condo for Rent

    88181 Old Hwy Unit A41, Islamorada, FL 33036

    Welcome to Sea Breeze 41, a refined island residence in the gated Coral Harbour Club. This spacious 3-bedroom, 2-bath condo offers elegant coastal living with a private 30' boat slip included (fits up to 33') Professionally decorated in a Tropical Modern style, The open-concept layout seamlessly connects the gourmet kitchen with stainless steel appliances and corian counter tops to the living,

    Steven Koleno Beycome of Florida, LLC

    88181 Old Hwy Unit A41, Islamorada, FL 33036
  • /64

    $1,400,000 Sold Oct 16, 2025

    87851 Old Hwy Unit M26, Islamorada, FL 33036

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 1989

    Last Sold Summary

    • 2% Below List Price
    • $778/SF
    • 297 Days On Market

    Current Estimated Value $1,374,660

    Last Listing Agent Will Langley Langley Knight Gardner Islamorada

    87851 Old Hwy Unit M26, Islamorada, FL 33036
    • /32

      Not Listed For Sale

      84745 Old Hwy Unit 11, Islamorada, FL 33036

      • 3 Beds
      • 3 Baths
      • 1,680 Sq Ft
      • Built 2023
      84745 Old Hwy Unit 11, Islamorada, FL 33036

      Last Sold Summary

      • $774/SF
      • 38 Days On Market

      Last Sold Price $1,300,000

      Last Listing Agent Mark Stampini Guaranteed Home Sales

  • /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
  • /20

    $5,500 per month

    • 2 Beds
    • 2 Baths
    • Townhouse for Rent

    87200 Overseas Hwy Unit 1, Islamorada, FL 33036

    Prestigious Executive Bay Club corner townhouse in Islamorada. Offering 2BD/2Bth and loft. Spacious, updated & completely furnished. Beach front private community with 24 manned gate entrance, private beach to enjoy beautiful sunsets, pool, tennis courts, club house, first come first serve dock. Next door to Founder's Park offering many activities including the famous Nautical flee market. Assoc

    Isabel Ruiz Coldwell Banker Realty

    87200 Overseas Hwy Unit 1, Islamorada, FL 33036
  • /50

    $2,200,000 Sold Mar 16, 2026

    193 Nautilus Dr, Islamorada, FL 33036

    • 3 Beds
    • 3 Baths
    • 1,911 Sq Ft
    • Built 1978

    Last Sold Summary

    • 8% Below List Price
    • $1,151/SF
    • 20 Days On Market

    Current Estimated Value $2,072,327

    Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

    193 Nautilus Dr, Islamorada, FL 33036
    • /28

      Not Listed For Sale

      130 Overseas Hwy, Islamorada, FL 33036

      130 Overseas Hwy, Islamorada, FL 33036

      Last Sold Summary

      • 17 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Thalia Caro Realty One Group Royal Oaks

  • /55

    $2,700,000

    • 3 Beds
    • 3.5 Baths
    • 2,309 Sq Ft

    316 North Dr, Islamorada, FL 33036

    Simply the best location, exclusive & extremely private. This is a rare find and a single-family home that's rarely available. It's tucked away in the prestigious ''Plantation Lake Estates,'' a highly sought-after gated community with an on-site boat ramp and park. This Coastal-Styled Beach Home is in a prime location at Mile Marker 87, across the street from Founders Park, which has a beach,

    Anthony Askowitz RE/MAX All Keys Real Estate

    316 North Dr, Islamorada, FL 33036
  • /55

    $7,500 per month

    • 3 Beds
    • 2 Baths
    • 1,702 Sq Ft
    • House for Rent

    147 Plantation Ave, Tavernier, FL 33070

    Beautifully renovated ground-level home situated on a prime canal in Islamorada, offering quick and easy access to Tavernier Creek. This 3-bedroom, 2-bathroom residence features a spacious master suite with stunning water views, vaulted tongue-and-groove ceilings, a stylish kitchen, and a fun-filled game room. Fully furnished and move-in ready--just bring your swimsuit and start enjoying the

    AJ Vetter Palm House Real Estate

    147 Plantation Ave, Tavernier, FL 33070
  • /46

    $248,000 Sold Oct 17, 2025

    88500 Overseas Hwy Unit 302, Tavernier, FL 33070

    • 1 Bath
    • 398 Sq Ft
    • Built 1976

    Last Sold Summary

    • 1% Below List Price
    • $623/SF
    • 73 Days On Market

    Current Estimated Value $261,488

    Last Listing Agent Claudette Mell Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    88500 Overseas Hwy Unit 302, Tavernier, FL 33070
    • /44

      Not Listed For Sale

      81200 Overseas Hwy Unit 5, 6, Islamorada, FL 33036

      • 2 Beds
      • 2 Baths
      • 1,232 Sq Ft
      • Built 1964
      81200 Overseas Hwy Unit 5, 6, Islamorada, FL 33036

      Last Sold Summary

      • $751/SF
      • 75 Days On Market

      Last Sold Price $925,000

      Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

  • /43

    $1,150,000 Open Sun 2PM - 4PM

    • 2 Beds
    • 2.5 Baths
    • 1,248 Sq Ft

    143 Aregood Ln Unit D-1, Islamorada, FL 33036

    Direct Oceanfront Townhome with Private Boat Slip & Rooftop Deck in the Heart of the Keys!Experience panoramic ocean views, direct boating access, and the ultimate coastal lifestyle from this beautifully updated 2-bedroom, 2.5-bath townhouse in Plantation Key. Perched directly on the oceanfront, this residence includes a private boat slip and a rooftop deck offering unobstructed

    Christy Hughes Coldwell Banker Schmitt Islamorada

    143 Aregood Ln Unit D-1, Islamorada, FL 33036
  • /23

    $5,000 per month

    • 2 Beds
    • 1 Bath
    • 1,050 Sq Ft
    • House for Rent

    184 Harborview Dr, Tavernier, FL 33070

    Charming Waterfront Home in Tavernier - Old Keys Style Living!Discover the beauty of waterfront living in this charming ground-level concrete home in Tavernier. Featuring two bedrooms, one bathroom, and an open living floor plan, this home offers comfort and convenience in a serene setting. Enjoy breathtaking bay views from the expansive screened porch and huge back yard, perfect for relaxing and

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    184 Harborview Dr, Tavernier, FL 33070
  • /44

    $1,640,000 Sold Sep 03, 2025

    254 Navajo St, Tavernier, FL 33070

    • 3 Beds
    • 3 Baths
    • 1,230 Sq Ft
    • Built 1980

    Last Sold Summary

    • 31% Below List Price
    • $1,333/SF
    • 164 Days On Market

    Current Estimated Value $1,625,489

    Last Listing Agent Judy Rossignol Paradise Florida Keys Real Estate, a Luxury Brand

    254 Navajo St, Tavernier, FL 33070
    • /42

      Est $383,125 Not Listed For Sale

      200 Wrenn St Unit 602, Tavernier, FL 33070

      • 1 Bed
      • 1 Bath
      • 756 Sq Ft
      • Built 1975
      200 Wrenn St Unit 602, Tavernier, FL 33070

      Last Sold Summary

      • 20% Above List Price
      • $423/SF
      • 76 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Will Langley Langley Knight Gardner Islamorada

  • /10

    $3,999,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 3,710 Sq Ft

    109 Ellington Ct, Tavernier, FL 33070

    Escape to luxury in this newly constructed all concrete home capturing mesmorizing views! Enjoy the stately coastal finishes, high ceilings, private master suite, four additional en suites, a chef's kitchen, open porch space, completed with an elevator, protected dockage, and waterside pool. This residence provides for a concrete roof, impact windows and doors, quartz counters, stainless steel

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

    109 Ellington Ct, Tavernier, FL 33070
  • /41

    $5,500 per month

    • 3 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • House for Rent

    246 Tavernier Dr Unit 1, Tavernier, FL 33070

    Introducing a 3/2 home located in the serene Tavernier. This idyllic hideaway is situated in a tranquil block with only eight properties providing you with the perfect opportunity to rent seasonally(min of 28 days). Enjoy the comfort of a home away from home with a fully furnished open-plan living area, well-equipped kitchen, and tastefully decorated bedrooms. The location is unbeatable!The

    Gustavo Dias Keller Williams Realty International Lifestyles

    246 Tavernier Dr Unit 1, Tavernier, FL 33070
  • /47

    $1,925,000 Sold Sep 23, 2025

    275 Azalea St, Tavernier, FL 33070

    • 5 Beds
    • 3 Baths
    • 2,171 Sq Ft
    • Built 2009

    Last Sold Summary

    • 3% Below List Price
    • $887/SF
    • 31 Days On Market

    Current Estimated Value $1,949,628

    Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

    275 Azalea St, Tavernier, FL 33070
    • /50

      Est $1,097,543 Not Listed For Sale

      87851 Old Hwy Unit K-24 & 35ft. Boat Sl, Islamorada, FL 33036

      • 2 Beds
      • 2 Baths
      • 1,536 Sq Ft
      • Built 1989
      87851 Old Hwy Unit K-24 & 35ft. Boat Sl, Islamorada, FL 33036

      Last Sold Summary

      • $716/SF
      • 85 Days On Market

      Last Sold Price $1,100,000

      Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

  • /57

    $5,400,000

    • 3 Beds
    • 2.5 Baths
    • 3,019 Sq Ft

    100 List St, Islamorada, FL 33036

    Islamorada Bayfront Estate with Dockage & Open Bay Views... all in downtown Islamorada within walking distance of your favorite spots! Custom built in 2014, this concrete fortress is storm-resilient and also offers a host of sustainability features including a whole-house solar array. Situated on a peninsula with 250+ feet of crystal-clear open waterfront, the gated estate provides unparalleled

    Brett Newman Coldwell Banker Schmitt Islamorada

    100 List St, Islamorada, FL 33036
  • /65

    $1,250,000 Sold Jun 18, 2025

    84745 Old Hwy Unit 12, Islamorada, FL 33036

    • 3 Beds
    • 3 Baths
    • 1,680 Sq Ft
    • Built 2023

    Last Sold Summary

    • 17% Below List Price
    • $744/SF
    • 112 Days On Market

    Last Listing Agent Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

    84745 Old Hwy Unit 12, Islamorada, FL 33036
    • /25

      Est $1,615,128 Not Listed For Sale

      330 Woods Ave, Tavernier, FL 33070

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 1993
      330 Woods Ave, Tavernier, FL 33070

      Last Sold Summary

      • 8% Above List Price
      • $1,157/SF
      • 137 Days On Market

      Last Sold Price $1,500,000

      Last Listing Agent Shannon Duval Acreage Plus Realty Inc

  • /72

    $5,493,000

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

    120 Toner Ln, Islamorada, FL 33036

    Oceanfront luxury living in Islamorada.Experience the ultimate in coastal elegance with this breathtaking 4-bedroom, 4-bath oceanfront estate in the heart of Islamorada, offering 3,052 square feet of beautifully crafted living space. Nestled on over half an acre, this three-story residence boasts unobstructed 180-degree views of the Atlantic, deep water dockage, a rare, private boat ramp and room

    Kim Thaler Ocean Sotheby's International Realty

    120 Toner Ln, Islamorada, FL 33036

Showing Results 121 - 160, Page 4 of 18

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