9,647

Islamorada, FL Homes

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  • /43

    $1,200,000

    • 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
  • /8

    $5,150 per month

    • 3 Beds
    • 3 Baths
    • 1,897 Sq Ft
    • House for Rent

    214 Normandy Dr, Tavernier, FL 33070

    Welcome to Your Dream Home in Tavernier! Imagine waking up to stunning sunset views every evening from your beautiful, remodeled canal-side sanctuary! This 3-bedroom, 3-bath single-family home offers the comfort, style, and outdoor living. Step outside onto your balcony and covered terrace, where you can enjoy unforgettable sunsets and relax in your outdoor kitchen and barbecue area This home

    Sandra Fernandez Lifestyle International Realty

    214 Normandy Dr, 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 $250,675

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

    88500 Overseas Hwy Unit 302, Tavernier, FL 33070
    • /2

      Est $615,110 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 525 Sq Ft

      153 List St, Islamorada, FL 33036

      153 List St, 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
  • /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
  • /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 $1,625,177

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

    254 Navajo St, Tavernier, FL 33070
    • /2

      Est $1,135,365 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 1,700 Sq Ft

      300 El Capitan Dr Unit 2, Islamorada, FL 33036

      300 El Capitan Dr Unit 2, Islamorada, FL 33036
  • /43

    $1,350,000

    • 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
  • /6

    $2,250 per month

    • 1 Bed
    • 1 Bath
    • 8,774 Sq Ft
    • Apartment for Rent

    91865 Overseas Hwy Unit 104, Tavernier, FL 33070

    AVAILABLE TO LEASE STARTING MARCH 1st. Discover this fully furnished and equipped apartment, ready for you to move in.Located at Mile Marker 98 in Tavernier, this unit offers an unbeatable location with direct exposure on the Overseas Highway. The building recently underwent over $100,000 in furnitures, including brand-new appliances and top on the line equipment in each unit. The building is a

    Shani Maimoni Related General Realty, LLC.

    91865 Overseas Hwy Unit 104, 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 $1,968,014

    Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

    275 Azalea St, Tavernier, FL 33070
    • /60

      Est $944,457 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,178 Sq Ft

      88500 Overseas Hwy Unit 506, Tavernier, FL 33070

      88500 Overseas Hwy Unit 506, 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
  • /7

    $2,250 per month

    • 1 Bed
    • 1 Bath
    • Apartment for Rent

    91865 Overseas Hwy Unit 103, Tavernier, FL 33070

    Discover this fully furnished and equipped apartment, ready for you to move in. Located at Mile Marker 98 in Tavernier, this unit offers an unbeatable location with direct exposure on the Overseas Highway. The building recently underwent over $100,000 in furnitures, including brand-new appliances and top on the line equipment in each unit. The building is a hub of activity, with popular

    Shani Maimoni Related ISG International Realty

    91865 Overseas Hwy Unit 103, Tavernier, FL 33070
  • /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
    • /43

      Est $661,294 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 826 Sq Ft

      500 Burton Dr Unit 2212, Tavernier, FL 33070

      500 Burton Dr Unit 2212, Tavernier, FL 33070
  • /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
  • /6

    $2,250 per month

    • 1 Bed
    • 1 Bath
    • Apartment for Rent

    91865 Overseas Hwy Unit 102, Tavernier, FL 33070

    Discover this fully furnished and equipped apartment, ready for you to move in. Located at Mile Marker 98 in Tavernier, this unit offers an unbeatable location with direct exposure on the Overseas Highway. The building recently underwent over $100,000 in furnitures, including brand-new appliances and top on the line equipment in each unit. The building is a hub of activity, with popular

    Shani Maimoni Related ISG International Realty

    91865 Overseas Hwy Unit 102, Tavernier, FL 33070
  • /46

    $715,000 Sold Feb 11, 2025

    80450 Overseas Hwy Unit 107, Islamorada, FL 33036

    • 5 Beds
    • 3 Baths
    • 3,264 Sq Ft
    • Built 1983

    Last Sold Summary

    • 43% Below List Price
    • $219/SF
    • 351 Days On Market

    Current Estimated Value $786,915

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

    80450 Overseas Hwy Unit 107, Islamorada, FL 33036
    • /53

      Est $321,332 Not Listed For Sale

      • 2 Beds
      • 1 Bath

      325 Calusa St Unit 506, Key Largo, FL 33037

      325 Calusa St Unit 506, Key Largo, FL 33037
  • /42

    $639,000

    • 2 Beds
    • 2 Baths
    • 826 Sq Ft

    500 Burton Dr Unit 1210, Tavernier, FL 33070

    Immerse yourself in the highly desirable Ocean Pointe Development offering an unparalleled lifestyle with stunning sunrises and an array of amenities, including NIGHTLY RENTALS! This meticulously maintained 2 bedroom, 2 bathroom condominium offering a new air conditioner and dishwasher, new impact windows and door coming Sept. 2024, boasts a rich history of successful short-term rentals,

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    500 Burton Dr Unit 1210, Tavernier, FL 33070
  • /7

    $2,550 per month

    • 1 Bath
    • Apartment for Rent

    91865 Overseas Hwy Unit 108, Tavernier, FL 33070

    Discover this fully furnished and equipped apartment, ready for you to move in. mile Marker 98 in Tavernier, this unit offers an unbeatable location with direct exposure on the Overseas Highway. The building recently underwent over $100,000 in furnitures, including brand-new appliances and top on the line equipment in each unit. The building is a hub of activity, with popular businesses like a

    Shani Maimoni Related ISG International Realty

    91865 Overseas Hwy Unit 108, Tavernier, FL 33070
  • /29

    $750,000 Sold Jun 23, 2025

    325 Calusa St, Key Largo, FL 33037

    • 2 Beds
    • 1 Bath
    • Built 2024

    Last Sold Summary

    • 21% Below List Price
    • 188 Days On Market

    Current Estimated Value $381,081

    Last Listing Agent Janet Quijano Florida Capital Realty

    325 Calusa St, Key Largo, FL 33037
    • /2

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,408 Sq Ft

      499 Beach Rd, Key Largo, FL 33037

      499 Beach Rd, Key Largo, FL 33037
  • /57

    $5,800,000

    • 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 by the current owner 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

    Brett Newman Coldwell Banker Schmitt Islamorada

    100 List St, Islamorada, FL 33036
  • /7

    $2,250 per month

    • 1 Bed
    • 1 Bath
    • Apartment for Rent

    91865 Overseas Hwy Unit 110, Tavernier, FL 33070

    Discover this fully furnished and equipped apartment, ready for you to move in. Mile Marker 98 in Tavernier, this unit offers an unbeatable location with direct exposure on the Overseas Highway. The building recently underwent over $100,000 in furnitures, including brand-new appliances and top on the line equipment in each unit. The building is a hub of activity, with popular businesses like a

    Shani Maimoni Related ISG International Realty

    91865 Overseas Hwy Unit 110, Tavernier, FL 33070
  • /54

    $625,000 Sold May 23, 2025

    88500 Overseas Hwy Unit 421, Tavernier, FL 33070

    • 2 Beds
    • 1.5 Baths
    • 794 Sq Ft
    • Built 1976

    Last Sold Summary

    • 11% Below List Price
    • $787/SF
    • 61 Days On Market

    Current Estimated Value $639,585

    Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    88500 Overseas Hwy Unit 421, Tavernier, FL 33070
    • /19

      Est $405,912 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 315 Sq Ft

      325 Calusa St Unit 94, Key Largo, FL 33037

      325 Calusa St Unit 94, Key Largo, FL 33037
  • /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
  • /14

    $3,250 per month

    • 3 Beds
    • 2 Baths
    • Apartment for Rent

    91865 Overseas Hwy Unit 109, Tavernier, FL 33070

    Discover this fully furnished and equipped apartment, ready for you to move in. mile Marker 98 in Tavernier, this unit offers an unbeatable location with direct exposure on the Overseas Highway. The building recently underwent over $100,000 in furnitures, including brand-new appliances and top on the line equipment in each unit. The building is a hub of activity, with popular businesses like a

    Shani Maimoni Related ISG International Realty

    91865 Overseas Hwy Unit 109, Tavernier, FL 33070
  • /39

    $610,000 Sold Mar 31, 2025

    88181 Old Hwy Unit F24, Islamorada, FL 33036

    • 2 Beds
    • 2 Baths
    • 1,330 Sq Ft
    • Built 1979

    Last Sold Summary

    • 5% Below List Price
    • $459/SF
    • 0 Days On Market

    Current Estimated Value $631,265

    Last Listing Agent Lauren Dunn Coldwell Banker Schmitt Islamorada

    88181 Old Hwy Unit F24, Islamorada, FL 33036
    • /2

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,553 Sq Ft

      88181 Old Hwy Unit A1 and 50' slip 2, Islamorada, FL 33036

      88181 Old Hwy Unit A1 and 50' slip 2, Islamorada, FL 33036
  • /57

    $2,550,000

    • 4 Beds
    • 3 Baths
    • 1,855 Sq Ft

    106 Lisbon Ct, Islamorada, FL 33036

    Welcome to 106 Lisbon Court, an exceptional opportunity in the prestigious Port Antigua community of Islamorada. Perfectly situated in one of the Keys' most sought-after neighborhoods, this three-level residence combines an enviable coastal lifestyle with rare amenities, including 60 feet of dockage for your boat and direct access to world-class fishing and turquoise waters. The home's thoughtful

    Dominic Rivera Pine River Realty, LLC.

    106 Lisbon Ct, Islamorada, FL 33036
  • /41

    $5,500 per month

    • 3 Beds
    • 3 Baths
    • 1,568 Sq Ft
    • House for Rent

    112 Captains Ct, Tavernier, FL 33070

    PRICE IMPROVEMENT*** Annual Rental, will consider 6+ months. Waterfront 3 Bed/3 Bath Bay-Side Home in Kahiki Harbor - Fully Furnished & Turnkey Ready! Live the Florida Keys lifestyle in this stunning bay-side home featuring 65 feet of canal-front dockage with davits --perfect for boating enthusiasts! This beautifully maintained Kahiki Harbor Home is being offered fully furnished and turnkey

    Lisa Lapradd Beacon Property Services, Inc.

    112 Captains Ct, Tavernier, FL 33070
  • /49

    $1,150,000 Sold Oct 07, 2025

    144 Dove Ave, Tavernier, FL 33070

    • 2 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 1984

    Last Sold Summary

    • 12% Below List Price
    • $933/SF
    • 312 Days On Market

    Current Estimated Value $1,137,196

    Last Listing Agent Ophelia Angelone Action Realty LLC

    144 Dove Ave, Tavernier, FL 33070
    • /14

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 756 Sq Ft

      234 Camelot Dr, Tavernier, FL 33070

      234 Camelot Dr, Tavernier, FL 33070
  • /53

    $3,499,000

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

    145 Venetian Dr, Islamorada, FL 33036

    TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private Beach AccessLuxury canal-front home in Islamorada offering spacious living, refined coastal design, and exceptional outdoor amenities. This meticulously maintained residence features a flexible split floor plan with a main-level living area, wet bar, bedroom, and full bath overlooking the outdoor kitchen and resort-style pool.Upstairs

    Kelsey Caputo Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    145 Venetian Dr, 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
  • /30

    $1,050,000 Sold Mar 06, 2025

    109 Nautilus Dr, Islamorada, FL 33036

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Built 1983

    Last Sold Summary

    • 25% Below List Price
    • $1,167/SF
    • 23 Days On Market

    Current Estimated Value $1,063,025

    Last Listing Agent Patti Stanley Coldwell Banker Schmitt Islamorada

    109 Nautilus Dr, Islamorada, FL 33036
    • /36

      Est $1,183,998 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,445 Sq Ft

      118 Pippin Dr, Islamorada, FL 33036

      118 Pippin Dr, Islamorada, FL 33036

Showing Results 121 - 160, Page 4 of 18

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