Islamorada, FL Homes

• 

  

  

  /31

  Not Listed For Sale

  175 Garden St, Key Largo, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 2023

  175 Garden St, Key Largo, FL 33070

  Last Sold Summary

  • 470 Days On Market
• 

  

  

  /85

  $7,099,000

  $401K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,026 Sq Ft

  239 Tavernier Dr, Tavernier, FL 33070

  Wake up to endless ocean views at this stunning 5-bedroom, 4-bath waterfront home in the heart of Tavernier. Designed for relaxation & entertaining, the property features an infinity-edge pool, private dock with direct ocean access, & breathtaking vistas from every level. Just minutes by boat to one of the Keys’ most beautiful sandbars, this home offers the ultimate Florida Keys lifestyle.

  Nilda Usatorres Aria Luxe Inc

  239 Tavernier Dr, Tavernier, FL 33070
• 

  

  

  /35

  $768,000

  Sold Aug 29, 2025

  128 E Ridge Rd, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 1963

  Last Sold Summary

  • 10% Below List Price
  • $582/SF
  • 148 Days On Market

  Current Estimated Value $888,696

  Last Listing Agent Diana Fiddes Coldwell Banker Schmitt Key Largo

  128 E Ridge Rd, Islamorada, FL 33036
• 

  

  

  /47

  Est $882,285

  Not Listed For Sale

  129 Navajo St, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,305 Sq Ft
  • Built 1989

  129 Navajo St, Tavernier, FL 33070

  Last Sold Summary

  • 191 Days On Market
• 

  

  

  /30

  $4,900,000

  • 1 Bed
  • 1 Bath
  • 946 Sq Ft

  150 List St, Islamorada, FL 33036

  Discover an extraordinary opportunity to own 34,000 square feet of prime bayfront real estate in one of Islamorada's most coveted and private enclaves. Boasting 100+ feet of pristine bay frontage, this exceptional property captures open water views, serene sunsets, and the essence of the Florida Keys lifestyle. Tucked within the property is a charming ground level 1950s cottage offering one

  Bonnie Oliver Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  150 List St, Islamorada, FL 33036
• 

  

  /40

  $1,600,000

  Sold Jun 11, 2026

  240 S Coconut Palm Blvd, Tavernier, FL 33070

  • 2 Beds
  • 1.5 Baths
  • 1,022 Sq Ft
  • Built 1964

  Last Sold Summary

  • 3% Below List Price
  • $1,566/SF
  • 2 Days On Market

  Current Estimated Value $1,675,246

  Last Listing Agent Trent Shaw American Caribbean Real Estate, Christie's International Real Estate

  240 S Coconut Palm Blvd, Tavernier, FL 33070
• 

  

  /28

  Est $2,464,219

  Not Listed For Sale

  71 W Plaza Del Lago, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 2,082 Sq Ft
  • Built 2011

  71 W Plaza Del Lago, Islamorada, FL 33036

  Last Sold Summary

  • 202 Days On Market
• 

  

  /23

  $734,900

  Under Contract

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

  170 Hibiscus St, Tavernier, FL 33070

  This property is a 2/2 with an upstairs loft located in Plantation Key Colony in the Village of Islamorada. This completely remodeled residence offers cathedral ceilings in all rooms with an abundance of light. The backyard offers privacy in a mature, tropical setting with ample room for a pool. The property has a new A/C, new water heater, new kitchen, new tile flooring, impact windows, and a

  Kimberly Browning Coastal Realty of the Florida Keys

  170 Hibiscus St, Tavernier, FL 33070
• 

  

  /13

  $1,200,000

  Sold Nov 20, 2025

  218 Matecumbe Ave, Islamorada, FL 33036

  • 3 Beds
  • 2.5 Baths
  • 1,071 Sq Ft
  • Built 1953

  Last Sold Summary

  • $1,120/SF
  • 43 Days On Market

  Current Estimated Value $1,193,045

  Last Listing Agent Rocio Hathorn VRNR, LLC

  218 Matecumbe Ave, Islamorada, FL 33036
• 

  /2

  Est $1,065,539

  Not Listed For Sale

  250 Azalea St, Islamorada, FL 33070

  • 3 Beds
  • 3 Baths
  • 1,500 Sq Ft
  • Built 2023

  250 Azalea St, Islamorada, FL 33070
• 

  

  /25

  $6,750,000

  • Land
  • 7.78 Acres
  • $867,084 per Acre

  82900 Old Hwy, Islamorada, FL 33036

  OCEANFRONT ACREAGE IN HEART OF ISLAMORADA! Discover a unique opportunity to own oceanfront acreage right in the heart of Islamorada, the jewel of the Florida Keys. This remarkable property encompasses over 7 acres of pristine upland, complemented by baybottom, and comes with a coveted building right, allowing you to create your dream estate. With an astonishing 700 feet of direct Atlantic

  Karan Moeller Ocean Sotheby's International Realty

  82900 Old Hwy, Islamorada, FL 33036
• 

  

  /42

  $825,000

  Sold Jul 13, 2026

  83201 Old Hwy Unit 301, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,275 Sq Ft
  • Built 1982

  Last Sold Summary

  • 8% Below List Price
  • $647/SF
  • 215 Days On Market

  Current Estimated Value $873,817

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

  83201 Old Hwy Unit 301, Islamorada, FL 33036
• 

  /2

  Est $4,667,111

  Not Listed For Sale

  74560 Overseas Hwy Unit 5, Islamorada, FL 33036

  • 1 Bed
  • 1 Bath
  • 6,263 Sq Ft
  • Built 1983

  74560 Overseas Hwy Unit 5, Islamorada, FL 33036
• 

  /2

  $3,350,000

  • 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 Access Luxury 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.

  Kelsey Caputo Langley Knight Gardner Islamorada

  145 Venetian Dr, Islamorada, FL 33036
• 

  

  /40

  $335,000

  Sold Mar 23, 2026

  119 Cortez Dr Unit 3G, Islamorada, FL 33036

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

  Last Sold Summary

  • 11% Below List Price
  • $647/SF
  • 54 Days On Market

  Last Listing Agent Melissa Nowell Century 21 Circle- Islamorada

  119 Cortez Dr Unit 3G, Islamorada, FL 33036
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  /75

  Not Listed For Sale

  28 Pen Key Club, Islamorada, FL 33036

  • 4 Beds
  • 4 Baths
  • 3,044 Sq Ft
  • Built 1964

  28 Pen Key Club, Islamorada, FL 33036

  Last Sold Summary

  • 771 Days On Market
• 

  

  /29

  $428,000

  $72K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  87455 Old Hwy Unit 248, Islamorada, FL 33036

  THIS OCEAN FRONT BEAUTY IS. PRICED TO SELL! RARE 2 BEDROOM CONDO WITH OCEAN VIEWS FOR LESS THAN $430,000. THIS SPACIOUS CONDO OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE. FEATURING AN OPEN CONCEPT LIVING AREA, A WELL-APPOINTED UPDATED OPEN CONCEPT KITCHEN WITH WOOD CABINETRY, RECESSED LIGHTING, AND AMPLE STORAGE. NEW HOT WATER HEATER, 1/2 BATH DOWNSTAIRS, SPLIT BEDROOM LAYOUT UPSTAIRS FOR

  Anthony Garcia The Keyes Company

  87455 Old Hwy Unit 248, Islamorada, FL 33036
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  /50

  $645,000

  Sold May 04, 2026

  88181 Old Hwy Unit G21, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,593 Sq Ft
  • Built 1979

  Last Sold Summary

  • 6% Below List Price
  • $405/SF
  • 57 Days On Market

  Current Estimated Value $696,916

  Last Listing Agent Pierre-Marc Bellion Ocean Sotheby's International Realty

  88181 Old Hwy Unit G21, Islamorada, FL 33036
• 

  

  /10

  Est $301,458

  Not Listed For Sale

  96 Madeira Rd Unit 22, Islamorada, FL 33036

  • 1 Bed
  • 45 Sq Ft
  • Built 2014

  96 Madeira Rd Unit 22, Islamorada, FL 33036

  Last Sold Summary

  • 32 Days On Market
• 

  

  /26

  $22,500,000

  New Construction

  • 7 Beds
  • 9 Baths
  • 8,878 Sq Ft

  81486 Overseas Hwy, Islamorada, FL 33036

  Introducing Isla House. A truly exceptional waterfront estate in the heart of downtown Islamorada, which exemplifies the serene beauty and elegance of Keys living. Set on a 5.82 acre double lot, Isla House overlooks 500+ feet of pristine Florida Bay waterfront. New custom construction melds traditional Caribbean architecture with clean modern aesthetics. The over 8,800 square feet of air

  Kelly Shaw Pa American Caribbean Real Estate, Christie's International Real Estate

  81486 Overseas Hwy, Islamorada, FL 33036
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  /49

  $900,000

  Sold Jul 29, 2026

  141 Aregood Ln Unit 3B (C1), Islamorada, FL 33036

  • 2 Beds
  • 2.5 Baths
  • 1,248 Sq Ft
  • Built 1993

  Last Sold Summary

  • 14% Below List Price
  • $721/SF
  • 11 Days On Market

  Last Listing Agent Nate Bartlett Berkshire Hathaway HomeServices Keys Real Estate

  141 Aregood Ln Unit 3B (C1), Islamorada, FL 33036
• 

  

  /36

  Est $602,592

  Not Listed For Sale

  500 Burton Dr Unit 2205, Tavernier, FL 33070

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

  500 Burton Dr Unit 2205, Tavernier, FL 33070

  Last Sold Summary

  • 66 Days On Market
• 

  

  /76

  $14,999,000

  • 8 Beds
  • 7.5 Baths
  • 6,500 Sq Ft

  89401 Old Hwy, Tavernier, FL 33070

  Behind private gates on prestigious Million Air Row, this exceptional oceanfront estate spans nearly 2.5 acres and offers a rare blend of luxury, privacy, and future potential. The recently renovated residence features 8 bedrooms, 7.5 bathrooms, double-height ceilings, spacious bedroom suites, abundant storage throughout, solid CBS construction, impact windows and doors, and a new concrete roof.

  Kelsey Caputo Langley Knight Gardner Islamorada

  89401 Old Hwy, Tavernier, FL 33070
• 

  

  /43

  $950,000

  Sold Jul 24, 2026

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

  • 2 Beds
  • 2.5 Baths
  • 1,248 Sq Ft
  • Built 1992

  Last Sold Summary

  • 24% Below List Price
  • $761/SF
  • 4 Days On Market

  Current Estimated Value $1,318,068

  Last Listing Agent Christy Hughes Coldwell Banker Schmitt Islamorada

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

  /2

  Est $1,384,000

  Not Listed For Sale

  84745 Old Hwy Unit 9, Islamorada, FL 33036

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

  84745 Old Hwy Unit 9, Islamorada, FL 33036
• 

  

  /15

  $399,000

  • Land
  • 3,484 Sq Ft
  • $4,987,500 per Acre

  135 Airstream Ln, Tavernier, FL 33070

  Seller is willing to consider all offers!! This ideally located property has an immediate building right should you choose to rebuild. Seller is in receipt of a quote for the demolition of the existing structure and the construction of a beautiful new three bedroom, three bathroom 1,169 SF modular residence. Upon completion of the home, you will have spectacular unobstructed views of the Florida

  Bonnie Oliver Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  135 Airstream Ln, Tavernier, FL 33070
• 

  

  /59

  $2,200,000

  Sold Jan 12, 2026

  189 Gulfview Dr, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 2,010 Sq Ft
  • Built 2004

  Last Sold Summary

  • 19% Below List Price
  • $1,095/SF
  • 294 Days On Market

  Current Estimated Value $2,286,185

  Last Listing Agent Raul Hernandez Phantom Real Estate

  189 Gulfview Dr, Islamorada, FL 33036
• 

  

  /59

  Not Listed For Sale

  88500 Overseas Hwy Unit 214, Islamorada, FL 33036

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

  88500 Overseas Hwy Unit 214, Islamorada, FL 33036

  Last Sold Summary

  • 49 Days On Market
• 

  

  /30

  $20,000

  • 5 Beds
  • 4.5 Baths

  128 Leoni Dr, Islamorada, FL 33036

  SPECTACULAR VENETIAN SHORES HOME! 70' concrete dock on deep water canal which opens directly to Snake Creek for quick and easy access to bay or ocean; Furnished; 5 bedrooms/4.5 baths; private master retreat with gorgeous bath on third level; marble floors throughout; elevator; FABULOUS chef's kitchen with Wolf gas range and huge island; large terraces and fantastic entertaining spaces; Sonos

  Emily Romberg Real Estate Sales Force - Coral Gables

  128 Leoni Dr, Islamorada, FL 33036
• 

  

  /25

  $545,000

  Sold Apr 14, 2026

  500 Burton Dr Unit 4215, Tavernier, FL 33070

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

  Last Sold Summary

  • 7% Below List Price
  • $660/SF
  • 57 Days On Market

  Current Estimated Value $558,477

  Last Listing Agent Karan Moeller Ocean Sotheby's International Realty

  500 Burton Dr Unit 4215, Tavernier, FL 33070
• 

  

  /13

  Est $594,847

  Not Listed For Sale

  218 Hispanola Rd, Tavernier, FL 33070

  • 4 Beds
  • 2 Baths
  • 1,541 Sq Ft
  • Built 1981

  218 Hispanola Rd, Tavernier, FL 33070

  Last Sold Summary

  • 208 Days On Market
• 

  

  /40

  $2,650,000

  • 2 Beds
  • 1 Bath
  • 776 Sq Ft

  190 & 192 Harborview Dr, Key Largo, FL 33070

  Stunning Bayfront Opportunity with Western Sunset Views | Tavernier Positioned on Two 6,975 SqFt, Prime Waterfront Lots, with year-round western exposure, this one-of-a-kind Bayfront Property captures spectacular sunset views and offers a unique combination of existing income potential and future luxury development. Once a full duplex, the northside half has been professionally demolished and

  Kevin Cornell Cornell Commercial Real Estate, Inc.

  190 & 192 Harborview Dr, Key Largo, FL 33070
• 

  

  /35

  $775,000

  Sold Aug 11, 2025

  182 Adobe Casa Court Dr, Key Largo, FL 33037

  • 4 Beds
  • 2 Baths
  • 881 Sq Ft
  • Built 2015

  Last Sold Summary

  • 6% Below List Price
  • $880/SF
  • 58 Days On Market

  Current Estimated Value $779,786

  Last Listing Agent Jeannine Cook Rook Realty LLC

  182 Adobe Casa Court Dr, Key Largo, FL 33037
• 

  

  /55

  Est $1,913,632

  Not Listed For Sale

  115 Coral Ave, Tavernier, FL 33070

  • 3 Beds
  • 3 Baths
  • 1,188 Sq Ft
  • Built 1979

  115 Coral Ave, Tavernier, FL 33070

  Last Sold Summary

  • 27 Days On Market
• 

  

  /20

  $498,000

  • 1 Bed
  • 1 Bath
  • 506 Sq Ft

  140 Tavern Dr, Tavernier, FL 33070

  Step back in time and experience the charm of Old Florida in this 1934 historic cottage, one of the most historic homes in the Old Tavernier Showcasing superior wood craftsmanship, this adorable 1-bedroom, 1-bath residence offers timeless appeal. The home sits on a spacious, fenced lot, creating a private backyard oasis surrounded by mature trees, perfect for relaxing or entertaining outdoors.

  Annie Hagen Ocean Sothebys Intl Realty

  140 Tavern Dr, Tavernier, FL 33070
• 

  

  /17

  $1,175,000

  Sold Aug 08, 2025

  155 Gulfview Dr, Islamorada, FL 33036

  • Land
  • 7,500 Sq Ft
  • $6,824,400 per Acre

  Last Sold Summary

  • 16% Below List Price
  • 29 Days On Market

  Current Estimated Value $1,266,750

  Last Listing Agent Ivette Agusti Premier Properties

  155 Gulfview Dr, Islamorada, FL 33036
• 

  

  /31

  Est $942,815

  Not Listed For Sale

  107 Carroll St, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 1,459 Sq Ft
  • Built 1958

  107 Carroll St, Islamorada, FL 33036

  Last Sold Summary

  • 68 Days On Market
• 

  

  /50

  $3,750,000

  • 4 Beds
  • 4.5 Baths
  • 2,320 Sq Ft

  154 Redwing Rd, Tavernier, FL 33070

  Experience the ultimate Florida Keys waterfront lifestyle in this exceptional BayFront retreat located in the prestigious Sunshine Estates community on Plantation Key. Situated on a private 12,565 sq. ft. lot with 100 feet of pristine bay frontage and 50 feet of deep-water dockage, this contemporary CBS home offers breathtaking open bay views and quick ocean access via Tavernier Creek.

  Noemi Camps Keller Williams Capital Realty

  154 Redwing Rd, Tavernier, FL 33070
• 

  

  /53

  $2,200,000

  Sold Dec 29, 2025

  218 Bristol Ct, Tavernier, FL 33070

  • 3 Beds
  • 3 Baths
  • 2,156 Sq Ft
  • Built 1989

  Last Sold Summary

  • 12% Below List Price
  • $1,020/SF
  • 113 Days On Market

  Current Estimated Value $2,280,003

  Last Listing Agent Claire Johnson Exit Realty Florida Keys TAV

  218 Bristol Ct, Tavernier, FL 33070
• 

  

  /44

  Est $3,685,200

  Not Listed For Sale

  75433 Overseas Hwy, Islamorada, FL 33036

  • 4 Beds
  • 4 Baths
  • 2,024 Sq Ft
  • Built 1970

  75433 Overseas Hwy, Islamorada, FL 33036

  Last Sold Summary

  • 401 Days On Market

Showing Results 441 - 480, Page 12 of 18