9,577

Islamorada, FL Homes

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  • /76

    $1,890,000

    • 5 Beds
    • 3 Baths
    • 2,845 Sq Ft

    74980 Overseas Hwy Unit 3, Islamorada, FL 33036

    Experience the ultimate Florida Keys lifestyle in this stunning split-level waterfront loft and take advantage of the vacation rental revenue. Ideally located in highly sought-after Lower Matecumbe. This exceptional 5-bedroom, 3-bath residence combines contemporary design with breathtaking water views, creating a truly unique island retreat. The thoughtfully designed layout features three

    Agent Photo

    Pierre-Marc Bellion

    Ocean Sotheby's International Realty

    74980 Overseas Hwy Unit 3, Islamorada, FL 33036
  • /27

    $2,850 Per Month

    • 2 Beds
    • 1.5 Baths
    • 989 Sq Ft
    • Condo for Rent

    87455 Old Hwy 245 Hwy Unit 245, Plantation Key, FL 33036

    Location! Location! Location! Beautiful 2 bedroom 2 bath furnished condo. Located in oceanfrontbuilding in Islamorada. Dock available for boat to load and unload. Elevator to first floor. Master has a large balcony and walk in closet. Additional storage unit on main floor. Covered parking, guest parking, heated pool, 400 ft. fishing pier/dock for loading and unloading only, club house, gym,

    Anthony Garcia The Keyes Company

    87455 Old Hwy 245 Hwy Unit 245, Plantation Key, FL 33036
  • /3

    $910,000

    Sold Dec 31, 2025

    81200 Overseas Hwy Unit 7, 8, 9, Islamorada, FL 33036

    • 3 Beds
    • 3 Baths
    • 1,012 Sq Ft
    • Built 1962

    Last Sold Summary

    • $899/SF
    • 0 Days On Market

    Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

    81200 Overseas Hwy Unit 7, 8, 9, Islamorada, FL 33036
    • /5

      Not Listed For Sale

      91655 Overseas Hwy, Tavernier, FL 33070

      • Built 1976
      91655 Overseas Hwy, Tavernier, FL 33070

      Last Sold Summary

      • 40 Days On Market

  • /50

    $1,495,000

    Under Contract
    • 3 Beds
    • 3 Baths
    • 1,384 Sq Ft

    140 Iroquois Dr, Islamorada, FL 33036

    Experience the ultimate Keys lifestyle in this beautifully furnished and impeccably maintained waterfront pool home in desirable Lower Matecumbe Key. Offering 60 feet of newly decked dockage along the tranquil ''Sleepy Lagoon'', this exceptional property combines relaxed island living with effortless boating access to both the ocean and bay. The light-filled second floor features an open-concept

    Agent Photo

    Bettina Garber

    Ocean Sotheby's International Realty

    140 Iroquois Dr, Islamorada, FL 33036
  • /55

    $6,000 Per Month

    • 4 Beds
    • 3 Baths
    • 1,080 Sq Ft
    • House for Rent

    115 Harbor Ln, Tavernier, FL 33070

    Welcome to this canal-front home in Kahiki Harbor, offering protected dockage and quick access to both the Atlantic Ocean and Florida Bay via Tavernier Creek. The elevated living area opens to a spacious covered porch overlooking the water, creating the perfect setting to relax and enjoy the Florida Keys lifestyle. And the downstairs adds extra living space perfect for guests or extended family.

    Caroline Anthony Palm House Real Estate

    115 Harbor Ln, Tavernier, FL 33070
  • /51

    $890,000

    Sold May 07, 2026

    134 Arctic Ave, Tavernier, FL 33070

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Below List Price
    • $824/SF
    • 50 Days On Market

    Current Estimated Value $823,545

    Last Listing Agent Lauren Dunn Coldwell Banker Schmitt Islamorada

    134 Arctic Ave, Tavernier, FL 33070
    • /36

      Not Listed For Sale

      88540 Overseas Hwy Unit 106 and boat sl, Tavernier, FL 33070

      • 3 Beds
      • 2 Baths
      • 1,271 Sq Ft
      • Built 1985
      88540 Overseas Hwy Unit 106 and boat sl, Tavernier, FL 33070

      Last Sold Summary

      • 12 Days On Market

  • /78

    $1,295,000

    • 6 Beds
    • 3 Baths
    • 2,684 Sq Ft

    81160 Old Hwy, Islamorada, FL 33036

    3 plex ( 3 separate units) in the heart of downtown Islamorada. A total of 6 bedrooms and 3 baths. Two of the units are remodeled. Walk to Shopping, Boutiques, Bars, Restaurants, World Wide Sportsman/Bas Pro Shops, Florida Keys Brewery. Or take your street legal golf cart. Currently fully rented on annual leases. Would make great 30 days rentals or really great employee housing. Do not miss this

    Agent Photo

    Shane Wilson

    Cypress Realty, Inc.

    81160 Old Hwy, Islamorada, FL 33036
  • /20

    $3,500 Per Month

    • 2 Beds
    • 1 Bath
    • 925 Sq Ft
    • House for Rent

    135 Peace Ave, Tavernier, FL 33070

    Experience the Florida Keys lifestyle in this charming 2-bedroom, 1-bath canal-front home available as a long-term rental. Offered fully furnished and move-in ready, this waterfront property provides the perfect combination of comfort, privacy, and boating convenience. Inside, you'll find a bright, inviting living space with comfortable furnishings and a well-equipped kitchen, making it easy to

    Shanti Cope Coldwell Banker Schmitt Key Largo

    135 Peace Ave, Tavernier, FL 33070
  • /29

    $11,500,000

    Sold Jun 02, 2026

    236 Costa Bravo Dr, Islamorada, FL 33036

    • 5 Beds
    • 8 Baths
    • 6,367 Sq Ft
    • Built 2023

    Last Sold Summary

    • 23% Below List Price
    • $1,806/SF
    • 210 Days On Market

    Current Estimated Value $8,197,051

    Last Listing Agent Angel Nicolas Serhant

    236 Costa Bravo Dr, Islamorada, FL 33036
    • /42

      Not Listed For Sale

      88181 Old Hwy Unit C-44 & 50' Slip 7, Islamorada, FL 33036

      • 3 Beds
      • 2 Baths
      • 1,593 Sq Ft
      • Built 1979
      88181 Old Hwy Unit C-44 & 50' Slip 7, Islamorada, FL 33036

      Last Sold Summary

      • 45 Days On Market

  • /54

    $675,000

    $24K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 841 Sq Ft

    500 Burton Dr Unit 4211, Tavernier, FL 33070

    This Condo Grossed $29,319.00 in the first 6 months of 2026Two Oceanfront balconies come with this 2/2 D model in Building 4 , the building closest to the Ocean at Ocean Pointe. Views from the Living Room, Kitchen and the Owners Suite. Both Bathrooms are Tiled with Walk in Showers. Impact sliders & windows and being sold fully furnished. Complex has a naturally protected Direct Ocean Access

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    500 Burton Dr Unit 4211, Tavernier, FL 33070
  • /21

    $2,200 Per Month

    • 2 Beds
    • 1.5 Baths
    • 950 Sq Ft
    • Condo for Rent

    92550 Overseas Hwy Unit 202, Tavernier, FL 33070

    Available for annual lease, this unfurnished 2-bedroom, 1.5-bath second-floor condo is located in a bayfront community at MM 92 in Tavernier. The unit features a full kitchen, open living and dining area, and two porches with bay views. Community amenities include a bayfront beach area (dockage is not available), on-site coin-operated laundry, and first-come, first-served parking. Tenant is

    Natalie Bevis Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    92550 Overseas Hwy Unit 202, Tavernier, FL 33070
  • /32

    $4,850

    Sold May 13, 2026

    123 Fairwich Ct, Tavernier, FL 33070

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 1987

    Last Sold Summary

    • $3/SF
    • 0 Days On Market

    Last Listing Agent Shanti Cope Coldwell Banker Schmitt Key Largo

    123 Fairwich Ct, Tavernier, FL 33070
    • /34

      Est $822,899

      Not Listed For Sale

      88181 Old Hwy Unit 2B Slip 45, Islamorada, FL 33036

      • 2 Beds
      • 2 Baths
      • 1,224 Sq Ft
      • Built 1979
      88181 Old Hwy Unit 2B Slip 45, Islamorada, FL 33036

      Last Sold Summary

      • 30 Days On Market

  • /53

    $739,000

    • 2 Beds
    • 2 Baths
    • 841 Sq Ft

    500 Burton Dr Unit 4206, Tavernier, FL 33070

    Two Oceanfront Balconies comes with this updated D model at Ocean Pointe. Remarkable Kitchen remodeling job , both baths too with Impact windows and sliders. Wow factor Ocean Views with all the amenities owners and guest want. Jr. Olympic pool with 14 person Spa, Pool Bar, Direct ocean access Marina with dry boat storage. Lighted Tennis & Pickle ball courts. Oceanfront Cafe & Lounge. No

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    500 Burton Dr Unit 4206, Tavernier, FL 33070
  • /67

    $15,000 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’

    235 Tavernier Dr, Tavernier, FL 33070
  • /54

    $660,000

    Sold Nov 12, 2025

    500 Burton Dr Unit 4402, Tavernier, FL 33070

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

    Last Sold Summary

    • 8% Below List Price
    • $799/SF
    • 93 Days On Market

    Current Estimated Value $662,003

    Last Listing Agent Tom Rodriguez American Caribbean Real Estate, Christie's International Real Estate

    500 Burton Dr Unit 4402, Tavernier, FL 33070
    • /50

      Est $718,968

      Not Listed For Sale

      88540 Overseas & Boat Slip #3 Hwy Unit 605, Plantation Key, FL 33070

      • 2 Beds
      • 2 Baths
      • 853 Sq Ft
      • Built 1985
      88540 Overseas & Boat Slip #3 Hwy Unit 605, Plantation Key, FL 33070

      Last Sold Summary

      • 29 Days On Market

  • /51

    $479,000

    • 1 Bed
    • 1 Bath
    • 577 Sq Ft

    500 Burton Dr Unit 2313, Tavernier, FL 33070

    Brand New Metal standing seam roof !! Updated 1/1 with nice Ocean Views , great rental income too. This condo 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 ball courts.

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    500 Burton Dr Unit 2313, Tavernier, FL 33070
  • /41

    $7,500 Per Month

    • 4 Beds
    • 3 Baths
    • 2,581 Sq Ft
    • House for Rent

    103 Starfish Ln, Tavernier, FL 33070

    Awesome view of the Bay from the Chickee Hut Dock to Full Roof Top Patio. 2 story Large Master Bedroom with Steam Shower. Concrete L shaped dock with 15,000 lb lift. There is also a cocktail pool to enjoy after a day out on the water. Ready for your families dream vacation in the Florida Keys. Fantastic Neighbors and Neighborhood. Great water access!! King bed in main bedroom queen beds in the

    George Matter EXP Realty LLC

    103 Starfish Ln, Tavernier, FL 33070
  • /55

    $3,900,000

    Sold Sep 16, 2025

    442 Palm Dr, Islamorada, FL 33036

    • 4 Beds
    • 3 Baths
    • 2,058 Sq Ft
    • Built 1977

    Last Sold Summary

    • 11% Below List Price
    • $1,895/SF
    • 179 Days On Market

    Current Estimated Value $3,913,677

    Last Listing Agent AJ Vetter Palm House Real Estate

    442 Palm Dr, Islamorada, FL 33036
    • /16

      Not Listed For Sale

      108 Caribbean Ave, Key Largo, FL 33037

      • 4 Beds
      • 2 Baths
      • 1,686 Sq Ft
      • Built 1980
      108 Caribbean Ave, Key Largo, FL 33037

      Last Sold Summary

      • 66 Days On Market

  • /47

    $2,795,000

    • 3 Beds
    • 2.5 Baths
    • 1,632 Sq Ft

    107 Valencia Dr, Islamorada, FL 33036

    OCEAN ACCESS WATERFRONT OPPORTUNITY IN VENETIAN SHORES! Immaculate 2-story CBS concrete home offering the ultimate Florida Keys lifestyle! Situated on a 100' wide deep-water canal with NO FIXED BRIDGES and direct access to both the Atlantic Ocean and Florida Bay via Snake Creek, this is a boater's dream. Minutes to open water with a private dock featuring power and davits, perfect for large

    Agent Photo

    Patty Accorto

    Keller Williams Legacy

    107 Valencia Dr, Islamorada, FL 33036
  • /15

    $1,400 Per Month

    • 1 Bed
    • 1 Bath
    • 9,878 Sq Ft
    • Apartment for Rent

    Unlisted Address

    Great gateway spot Cabana Studio style in Tavernier with private Hot tub. Apartment comes fully furnished and equipped ready for short term. Unit features small kitchen with cook-top, refrigerator and everything needed to makes your dates enjoyable at the keys. Wifi and parking included. All services included, so only come and make this cozy cabana yours for your Florida keys trip. Unit has a

    Yohan Barreras Soltura Prime House Realty, Inc.

    Unlisted Address
  • /52

    $2,325,000

    Sold Nov 14, 2025

    207 Camelot Dr, Tavernier, FL 33070

    • 3 Beds
    • 2.5 Baths
    • 2,638 Sq Ft
    • Built 2008

    Last Sold Summary

    • 14% Below List Price
    • $881/SF
    • 84 Days On Market

    Current Estimated Value $2,498,624

    Last Listing Agent Douglas Levine The Keyes Company

    207 Camelot Dr, Tavernier, FL 33070
    • /40

      Est $1,681,196

      Not Listed For Sale

      110 Buttonwood Ln, Islamorada, FL 33036

      • 3 Beds
      • 2 Baths
      • 1,290 Sq Ft
      • Built 2025
      110 Buttonwood Ln, Islamorada, FL 33036

      Last Sold Summary

      • 66 Days On Market

  • /51

    $459,000

    • 1 Bed
    • 1 Bath
    • 577 Sq Ft

    500 Burton Dr Unit 2304, Tavernier, FL 33070

    Least expensive Condo at OP, this 1/1 has Impact windows and sliders with a nice Ocean view.Enjoy the direct Ocean Access Marina, Jr. Olympic pool and 14 person spa, Private Oceanfront Cafe & Lounge, Nice beach area with Tiki's , Lighted Pickle ball & Tennis courts. Boats have to be under 28ft and insured. Owners may rent their place or live here full time and Homestead their OP condo. OP is

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    500 Burton Dr Unit 2304, Tavernier, FL 33070
  • /2

    $28,000 Per Month

    • 6 Beds
    • 6.5 Baths
    • 4,108 Sq Ft
    • House for Rent

    146 Mockingbird Rd, Islamorada, FL 33070

    Spectacular waterfront residence built in 2021 showcasing exceptional craftsmanship and high-quality materials throughout. This three-story coastal retreat offers 6 bedrooms and 6.5 bathrooms and is perfectly positioned facing west, capturing breathtaking sunset Gulf views while offering enhanced privacy with no rear neighbors.The first floor features a private guest suite, living area with

    146 Mockingbird Rd, Islamorada, FL 33070
  • /52

    $2,350,000

    Sold Mar 13, 2026

    101 Villa Bella Dr, Islamorada, FL 33036

    • 2 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 1986

    Last Sold Summary

    • 15% Below List Price
    • $1,506/SF
    • 71 Days On Market

    Current Estimated Value $2,392,421

    Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

    101 Villa Bella Dr, Islamorada, FL 33036
    • /44

      Not Listed For Sale

      88540 Overseas Hwy Unit 104 and Boat Slip 46, Tavernier, FL 33070

      • 2 Beds
      • 2 Baths
      • 853 Sq Ft
      • Built 1985
      88540 Overseas Hwy Unit 104 and Boat Slip 46, Tavernier, FL 33070

      Last Sold Summary

      • 58 Days On Market

  • /48

    $1,675,000

    $115K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,034 Sq Ft

    159 Iroquois Dr, Islamorada, FL 33036

    Discover island living at its finest in this beautifully remodeled 3-bedroom, 3-bath ''Florida Modern'' CBS home, ideally located in the desirable Lower Matecumbe Beach neighborhood of Islamorada. A light-filled open-concept layout seamlessly connects the living, dining, and kitchen areas--perfect for entertaining or relaxed island living. The home features three spacious bedrooms and three full

    Agent Photo

    Pierre-Marc Bellion

    Ocean Sotheby's International Realty

    159 Iroquois Dr, Islamorada, FL 33036
  • /43

    $9,500 Per Month

    • 5 Beds
    • 4 Baths
    • 2,922 Sq Ft
    • House for Rent

    51 W Plaza Del Lago, Islamorada, FL 33036

    Welcome to PARADISE! FL Vacation Living at Key of Islamorada where luxury meets coastal living! This stunning property offers breathtaking bay views, creating the ultimate Florida Keys retreat. The home features a modern kitchen and updated bedroom flooring, 6-car driveway,blending style and comfort seamlessly. Step outside to your private boat ramp, offering direct access to the bay for endless

    Yure Contreras Brickell Realty Group International

    51 W Plaza Del Lago, Islamorada, FL 33036
  • /29

    $377,500

    Sold Nov 20, 2025

    119 Cortez Dr Unit 1G, Islamorada, FL 33036

    • 1 Bed
    • 1 Bath
    • 518 Sq Ft
    • Built 1980

    Last Sold Summary

    • 2% Below List Price
    • $729/SF
    • 24 Days On Market

    Last Listing Agent Krissy Carnahan Paradise Florida Keys Real Estate, a Luxury Brand

    119 Cortez Dr Unit 1G, Islamorada, FL 33036
    • /30

      Est $432,040

      Not Listed For Sale

      84961 Old Hwy Unit A1, Islamorada, FL 33036

      • 1 Bed
      • 1 Bath
      • 406 Sq Ft
      • Built 1948
      84961 Old Hwy Unit A1, Islamorada, FL 33036

      Last Sold Summary

      • 1 Day On Market

  • /28

    $375,000

    $44K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 350 Sq Ft

    325 Calusa St Unit 475, Key Largo, FL 33037

    Looking for a great place to vacation? or investment property? Here is a great property in the heart of Key Largo that offers, 3/b 1/b new RV trailer with water access via boat ramp, amazing water view and breath-taking sunsets. Restaurants, shopping and 1 hour from airports, ports and malls. Tour the keys islands on your boat, car or motorcycle. Love to give you a tour today. Seller Finance

    Agent Photo

    Joe Vigo, P.A.

    RE/MAX All Keys Real Estate

    325 Calusa St Unit 475, Key Largo, FL 33037
  • /24

    $2,850 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    87455 Old Hwy Unit 245, Islamorada, FL 33036

    LIVE THE DREAM IN THIS OCEANFRONT RESORT STYLE PROPERTY ON MILLIONAIRES' ROW IN PLANTATION BY THE SEA! LOCATED ON PLANTATION KEY/ISLAMORADA IN THE BEAUTIFUL FLORIDA KEYS! TURN KEY STUNNING AND REMODELED, FULLY FURNISHED 2 BEDROOM 1.5 BATH CONDO IS MOVE IN READY! GLASSWARE, STEMWARE, SHEETS, TOWELS, ALL ARE FURNISHED FOR YOU! BEAUTIFUL OPEN CONCEPT KITCHEN HAS A LARGE TABLE AND IS WELL STOCKED

    Anthony Garcia The Keyes Company

    87455 Old Hwy Unit 245, Islamorada, FL 33036
  • /44

    $900,000

    Sold May 22, 2026

    109 Costa Bravo Dr, Islamorada, FL 33036

    • 2 Beds
    • 1.5 Baths
    • 1,322 Sq Ft
    • Built 1974

    Last Sold Summary

    • 10% Below List Price
    • $681/SF
    • 79 Days On Market

    Last Listing Agent Courtney Conley Serhant Florida LLC - Coconut Grove

    109 Costa Bravo Dr, Islamorada, FL 33036
    • /25

      Not Listed For Sale

      145 Westminster Dr, Tavernier, FL 33070

      • 3 Beds
      • 2 Baths
      • 1,579 Sq Ft
      • Built 1976
      145 Westminster Dr, Tavernier, FL 33070

      Last Sold Summary

      • 20 Days On Market

Showing Results 41 - 80, Page 2 of 18

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