Islamorada, FL Homes

• 

  

  

  /27

  Est $496,558

  Not Listed For Sale

  500 Burton Dr Unit 3304, Tavernier, FL 33070

  • 1 Bed
  • 1 Bath
  • 577 Sq Ft
  • Built 1991

  500 Burton Dr Unit 3304, Tavernier, FL 33070

  Last Sold Summary

  • 82 Days On Market
• 

  

  

  /18

  $365,000

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft

  84961 Old Hwy Unit 7, Islamorada, FL 33036

  Bring your toothbrush, everything else you need is included in this move-in ready property where you OWN THE LAND. Rent it, vacation or live here in the heart of Islamorada. This fully renovated unit has TWO PARKING SPOTS, patio and spacious storage shed. The top to bottom renovation includes a liquid silicone coating on the roof, new paint in and out, all new plumbing from the water meter to all

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  84961 Old Hwy Unit 7, Islamorada, FL 33036
• 

  

  

  /56

  $1,700,000

  Sold Mar 13, 2026

  127 Peace Ave, Tavernier, FL 33070

  • 3 Beds
  • 3 Baths
  • 1,628 Sq Ft
  • Built 1981

  Last Sold Summary

  • 6% Below List Price
  • $1,044/SF
  • 26 Days On Market

  Current Estimated Value $1,650,478

  Last Listing Agent Carlos Lorenzo American Caribbean Real Estate, Christie's International Real Estate

  127 Peace Ave, Tavernier, FL 33070
• 

  

  

  /43

  Est $1,043,379

  Not Listed For Sale

  214 Apache St, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft
  • Built 1990

  214 Apache St, Tavernier, FL 33070

  Last Sold Summary

  • 110 Days On Market
• 

  

  

  /43

  $549,500

  • 1 Bed
  • 1 Bath
  • 358 Sq Ft

  81801 Overseas Hwy Unit 716, Islamorada, FL 33036

  Exquisite Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Welcome to your unparalleled opportunity to own an exceptional income-producing property in the heart of Islamorada, the Sportfishing Capital of the World. This double queen bed condotel, situated in the renowned Cheeca Lodge Resort and Spa, offers the perfect blend of luxury, convenience, and investment potential. Beautiful

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  81801 Overseas Hwy Unit 716, Islamorada, FL 33036
• 

  

  /38

  $1,025,000

  Sold Feb 23, 2026

  101 Gulfview Dr Unit 114, Islamorada, FL 33036

  • 3 Beds
  • 2.5 Baths
  • 2,026 Sq Ft
  • Built 2003

  Last Sold Summary

  • 9% Below List Price
  • $506/SF
  • 453 Days On Market

  Current Estimated Value $1,047,032

  Last Listing Agent Judy Rossignol Paradise Florida Keys Real Est

  101 Gulfview Dr Unit 114, Islamorada, FL 33036
• 

  

  /25

  Est $598,353

  Not Listed For Sale

  500 Burton Dr Unit 3302, Tavernier, FL 33070

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

  500 Burton Dr Unit 3302, Tavernier, FL 33070

  Last Sold Summary

  • 49 Days On Market
• 

  

  /202

  $5,499,000

  • 5 Beds
  • 5.5 Baths
  • 3,458 Sq Ft

  142 Guilford Ct, Tavernier, FL 33070

  Welcome to 142 Guilford Court, a stunning bayfront home in the desirable Hammer Point neighborhood of Key Largo. Built in 2021 with solid concrete construction and a concrete roof, this luxury waterfront property offers panoramic bay views from both the main living areas and the primary suite.Offered turnkey furnished and professionally decorated, this 5-bedroom, 5.5-bathroom home features

  Oscar Arellano Coldwell Banker Realty

  142 Guilford Ct, Tavernier, FL 33070
• 

  

  /75

  $2,050,000

  Sold Jul 16, 2026

  137 Cortez Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 2,123 Sq Ft
  • Built 1979

  Last Sold Summary

  • 9% Below List Price
  • $966/SF
  • 42 Days On Market

  Current Estimated Value $1,721,996

  Last Listing Agent Claudette Mell Century 21 Circle- Islamorada

  137 Cortez Dr, Islamorada, FL 33036
• 

  

  /57

  Est $1,955,621

  Not Listed For Sale

  264 S Coconut Palm Blvd, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 2,070 Sq Ft
  • Built 1997

  264 S Coconut Palm Blvd, Tavernier, FL 33070

  Last Sold Summary

  • 127 Days On Market
• 

  

  /79

  $630,000

  • 2 Beds
  • 2 Baths
  • 1,365 Sq Ft

  87200 Overseas Hwy Unit N2, Islamorada, FL 33036

  Private location for your pleasure at this roomy townhouse offering an abundance of space to enjoy. Spiral stairs leading to the primary suites with an additional loft for your quests. Soft carpet on the living area floors with tile in the remodeled kitchen and beautiful bathrooms. Two pets allowed, with first come first serve the waterfront area. Pool and club house for your recreation along

  Barbara Eads Barbara Eads Realty Inc.

  87200 Overseas Hwy Unit N2, Islamorada, FL 33036
• 

  

  /43

  $690,000

  Sold Jan 07, 2026

  500 Burton Dr Unit 5203, Tavernier, FL 33070

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

  Last Sold Summary

  • 3% Below List Price
  • $820/SF
  • 20 Days On Market

  Current Estimated Value $689,344

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

  500 Burton Dr Unit 5203, Tavernier, FL 33070
• 

  /2

  Est $1,586,834

  Not Listed For Sale

  259 Pueblo St, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft
  • Built 1990

  259 Pueblo St, Tavernier, FL 33070
• 

  

  /120

  $14,900,000

  • 6 Beds
  • 9 Baths
  • 6,573 Sq Ft

  139 Gimpy Gulch Dr, Islamorada, FL 33036

  Yes, you can have it all! Tucked behind lush tropical landscaping and stretching across an expanse of more than 250 feet of sandy bayfront shoreline, 139 Gimpy Gulch is a rare Islamorada 3.2-acre estate designed for those who value privacy, boating, sunsets and effortless luxury in equal measure. This one-of-a-kind compound captures the spirit of the Keys with a level of scale and exclusivity

  Brett Newman Coldwell Banker Schmitt Islamorada

  139 Gimpy Gulch Dr, Islamorada, FL 33036
• 

  

  /39

  $650,000

  Sold Apr 13, 2026

  112 S Rolling Hill Rd, Tavernier, FL 33070

  • 4 Beds
  • 3 Baths
  • 1,608 Sq Ft
  • Built 1963

  Last Sold Summary

  • 35% Below List Price
  • $404/SF
  • 63 Days On Market

  Current Estimated Value $802,333

  Last Listing Agent Maryann Warren Prudential Keyswide Properties

  112 S Rolling Hill Rd, Tavernier, FL 33070
• 

  

  /44

  Est $818,841

  Not Listed For Sale

  103 Pacific Ave, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,566 Sq Ft
  • Built 2007

  103 Pacific Ave, Tavernier, FL 33070

  Last Sold Summary

  • 59 Days On Market
• 

  

  /27

  $2,850

  Pending

  • 2 Beds
  • 2 Baths
  • 983 Sq Ft

  87455 Old Hwy Unit 124, Islamorada, FL 33036

  Location! Location! Location! Beautiful 2 bedroom 2 bath furnished condo all on one level. Located in oceanfront building in Islamorada. Split bedroom plan, wood cabinets in kitchen as well as stainless steel appliances. 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

  Anthony Garcia The Keyes Company

  87455 Old Hwy Unit 124, Islamorada, FL 33036
• 

  

  /3

  $350,000

  Sold Jul 10, 2026

  Waterfront Tdr Building Right for Sale Rd, Upper Matecumbe Key Islamorada, FL 33036

  • Land
  • 0 Sq Ft

  Last Sold Summary

  • 12% Below List Price
  • 7 Days On Market

  Last Listing Agent Patti Stanley Angler S Realty Inc.

  Waterfront Tdr Building Right for Sale Rd, Upper Matecumbe Key Islamorada, FL 33036
• 

  

  /16

  Est $469,333

  Not Listed For Sale

  88500 Overseas Hwy Unit 211, Tavernier, FL 33070

  • 1 Bed
  • 1 Bath
  • 574 Sq Ft
  • Built 1976

  88500 Overseas Hwy Unit 211, Tavernier, FL 33070

  Last Sold Summary

  • 64 Days On Market
• 

  

  /24

  $1,750,000

  • 4 Beds
  • 2 Baths
  • 672 Sq Ft

  125 Gardenia St, Tavernier, FL 33070

  Experience luxury waterfront living in the heart of the Florida Keys! 4 bedrooms and 2 bathrooms. This stunning modern home offers sleek finishes, breathtaking canal views, and direct boating access. Enjoy the spacious outdoor entertainment area, complete with a private dock, lush synthetic turf, and a large jacuzzi—perfect for relaxing under the stars. The upper-level terrace provides an ideal

  125 Gardenia St, Tavernier, FL 33070
• 

  

  /65

  $1,435,000

  Sold May 22, 2026

  84745 Old Hwy Unit 7, Islamorada, FL 33036

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

  Last Sold Summary

  • 4% Below List Price
  • $854/SF
  • 58 Days On Market

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

  84745 Old Hwy Unit 7, Islamorada, FL 33036
• 

  

  /40

  Est $1,024,010

  Not Listed For Sale

  55 Harbor Dr, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,075 Sq Ft
  • Built 1975

  55 Harbor Dr, Islamorada, FL 33036

  Last Sold Summary

  • 94 Days On Market
• 

  

  /61

  $3,350,000

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  236 Tarpon St, Tavernier, FL 33070

  Charming oceanfront cottage located in the historic district of Tavernier.
This three-bedroom, two-and-a-half-bath residence features vaulted ceilings, French doors, and a white-washed coastal aesthetic that complements its breathtaking setting. Enjoy panoramic, sparkling ocean views and unforgettable sunrises from the expansive open porch spanning the entire oceanside of the home, with

  Leslie Leopold Ocean Sotheby's International Realty

  236 Tarpon St, Tavernier, FL 33070
• 

  

  /51

  $2,300,000

  Sold Feb 27, 2026

  72 W Plaza Granada, Islamorada, FL 33036

  • 4 Beds
  • 3.5 Baths
  • 2,937 Sq Ft
  • Built 1990

  Last Sold Summary

  • 38% Below List Price
  • $783/SF
  • 619 Days On Market

  Current Estimated Value $2,436,024

  Last Listing Agent Keith Allen Coastal Realty of the Florida Keys

  72 W Plaza Granada, Islamorada, FL 33036
• 

  

  /34

  Est $1,055,072

  Not Listed For Sale

  87851 Old Hwy Unit K33, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1989

  87851 Old Hwy Unit K33, Islamorada, FL 33036

  Last Sold Summary

  • 108 Days On Market
• 

  

  /87

  $5,999,999

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,320 Sq Ft

  181 Nautilus Dr, Islamorada, FL 33036

  Brand new 2026 coastal luxury in Islamorada's White Marlin Beach. 181 Nautilus Dr offers the ultimate Keys lifestyle with 5 bedrooms, 5.5 baths, and 5,320 SF of living area across three levels. Served by a private elevator that opens on all floors. Designed for indoor/outdoor living, enjoy a resort-style pool and a modern outdoor setting ideal for entertaining. Built for peace of mind with impact

  Karla Gil Coldwell Banker Realty - Coral Gables

  181 Nautilus Dr, Islamorada, FL 33036
• 

  

  /47

  $975,000

  Sold May 29, 2026

  110 Dove Creek Dr, Key Largo, FL 33037

  • 3 Beds
  • 3 Baths
  • 2,128 Sq Ft
  • Built 2013

  Last Sold Summary

  • 5% Below List Price
  • $458/SF
  • 40 Days On Market

  Last Listing Agent Eric Rizzo Ocean Sotheby's International Realty

  110 Dove Creek Dr, Key Largo, FL 33037
• 

  

  /55

  Est $1,741,730

  Not Listed For Sale

  145 Plantation Dr, Tavernier, FL 33070

  • 4 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1971

  145 Plantation Dr, Tavernier, FL 33070

  Last Sold Summary

  • 2 Days On Market
• 

  

  /58

  $2,300,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  76412 Overseas Hwy, Islamorada, FL 33036

  Make all of your Florida Keys fantasies come true at Fantasy Harbor! We're willing to bet you never even knew this gated community on Islamorada's Lower Matecumbe existed. This concrete harborfront home is being offered for the very first time. Upstairs 2 bedroom 2 bathrooms suites with open and spacious harborview living areas plus downstairs bedroom and bathroom with a bonus party hut

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  76412 Overseas Hwy, Islamorada, FL 33036
• 

  

  /54

  $1,800,000

  Sold Jan 16, 2026

  163 Fontaine Dr, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 2,669 Sq Ft
  • Built 2001

  Last Sold Summary

  • 5% Below List Price
  • $674/SF
  • 16 Days On Market

  Current Estimated Value $1,889,968

  Last Listing Agent The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  163 Fontaine Dr, Tavernier, FL 33070
• 

  

  /40

  Est $1,493,221

  Not Listed For Sale

  87851 Old Hwy Unit M36, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 2,150 Sq Ft
  • Built 1989

  87851 Old Hwy Unit M36, Islamorada, FL 33036

  Last Sold Summary

  • 216 Days On Market
• 

  

  /16

  $3,200

  • 2 Beds
  • 2 Baths
  • 1,349 Sq Ft

  87200 Overseas Hwy Unit 4, Islamorada, FL 33036

  2 Bedroom, 2 Bath Townhome for Rent Enjoy resort-style living in this beautifully maintained 2-bedroom, 2-bath townhome featuring an array of desirable community amenities. Residents have access to a sparkling pool, private beach area, tennis courts, BBQ facilities, and a welcoming clubhouse. Conveniently located near top-rated schools, shopping, Founders Park, and the local hospital, this home

  Lizette Miller Coldwell Banker Schmitt Islamorada

  87200 Overseas Hwy Unit 4, Islamorada, FL 33036
• 

  

  /26

  $735,000

  Sold Mar 04, 2026

  102 South Dr, Key Largo, FL 33037

  • 2 Beds
  • 2 Baths
  • 800 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Below List Price
  • $919/SF
  • 55 Days On Market

  Current Estimated Value $732,971

  Last Listing Agent Billy Hart Ocean Sotheby's International Realty

  102 South Dr, Key Largo, FL 33037
• 

  

  /56

  Est $605,112

  Not Listed For Sale

  87200 Overseas Hwy Unit P8, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,359 Sq Ft
  • Built 1980

  87200 Overseas Hwy Unit P8, Islamorada, FL 33036

  Last Sold Summary

  • 150 Days On Market
• 

  

  /5

  $190,000

  $60K PRICE DROP Pending

  • Land
  • 5,227 Sq Ft
  • $1,583,333 per Acre

  127 Indian Ave Unit B, Tavernier, FL 33070

  This is a great opportunity for new home construction, allowing you to begin your dream home in the Florida Key.

  Natalia Hugues Florida Realty of Miami

  127 Indian Ave Unit B, Tavernier, FL 33070
• 

  

  /100

  $5,475,000

  Sold May 05, 2026

  75851 Overseas Hwy, Islamorada, FL 33036

  • 5 Beds
  • 6.5 Baths
  • 3,978 Sq Ft
  • Built 1992

  Last Sold Summary

  • 8% Below List Price
  • $1,376/SF
  • 332 Days On Market

  Current Estimated Value $5,586,836

  Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

  75851 Overseas Hwy, Islamorada, FL 33036
• 

  

  /45

  Est $606,595

  Not Listed For Sale

  87200 Overseas Hwy Unit P7, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,356 Sq Ft
  • Built 1980

  87200 Overseas Hwy Unit P7, Islamorada, FL 33036

  Last Sold Summary

  • 37 Days On Market
• 

  

  /40

  $425,000

  $54K PRICE DROP Under Contract

  • 2 Beds
  • 1.5 Baths
  • 892 Sq Ft

  129 Airstream Ln, Tavernier, FL 33070

  SELLER FINANCING AVAILABLE! 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

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  129 Airstream Ln, Tavernier, FL 33070
• 

  

  /35

  $692,500

  Sold Aug 08, 2025

  149 Orchid St, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 2,088 Sq Ft
  • Built 1981

  Last Sold Summary

  • 19% Below List Price
  • $332/SF
  • 292 Days On Market

  Current Estimated Value $678,795

  Last Listing Agent Derek Rodberg Cypress Realty, Inc.

  149 Orchid St, Tavernier, FL 33070
• 

  

  /52

  Est $625,801

  Not Listed For Sale

  87200 Overseas Hwy Unit P4, Islamorada, FL 33036

  • 2 Beds
  • 3 Baths
  • 1,353 Sq Ft
  • Built 1980

  87200 Overseas Hwy Unit P4, Islamorada, FL 33036

  Last Sold Summary

  • 123 Days On Market

Showing Results 561 - 600, Page 15 of 18