Homes in ZIP Code 33036

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  /81

  $3,500,000

  • 4 Beds
  • 3 Baths
  • 2,519 Sq Ft

  133 Sunset Dr, Islamorada, FL 33036

  The Ospreys are back! Welcome to The Osprey's Nest; your perch by the Ocean in one of Islamorada's most coveted locations. Wake up to the sunrise and take a stroll down the turtle nesting beach, while also having the convenience of protected canalside dockage across the street. 20' dock but brought in stern-to, can accommodate larger boats. Spacious floor plan for all to enjoy, third story

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  133 Sunset Dr, Islamorada, FL 33036
• 

  

  

  /41

  $1,787,500 Sold Oct 17, 2025

  150 Columbus Dr, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,802 Sq Ft
  • Built 1993

  Last Sold Summary

  • 25% Below List Price
  • $992/SF
  • 212 Days On Market

  Current Estimated Value $1,804,645

  Last Listing Agent Diana Fiddes Coldwell Banker Schmitt Key Largo

  150 Columbus Dr, Islamorada, FL 33036
• 

  

  /2

  Not Listed For Sale

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

  • 3 Beds
  • 2 Baths
  • 1,553 Sq Ft
  • Built 1982

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

  Last Sold Summary

  • $515/SF

  Last Sold Price $800,000

  Last Listing Agent Kathleen Denworth Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
• 

  

  

  /53

  $3,995,000

  • 5 Beds
  • 3 Baths
  • 2,640 Sq Ft

  105 Palo de Oro Dr, Islamorada, FL 33036

  Waterfront pool home with dockage in Venetian Shores offered furnished. Experience the ultimate Florida Keys lifestyle in this beautifully updated canal-front residence designed for relaxed coastal living and effortless entertaining. The home offers 5 bedrooms and 3 bathrooms, with approximately 2,640 square feet of living space, including 3 bedrooms and 2 bathrooms upstairs totaling

  Jamie Engel Coldwell Banker Schmitt Islamorada

  105 Palo de Oro Dr, Islamorada, FL 33036
• 

  

  

  /13

  $270,000 Sold Jan 12, 2026

  96 Madeira Rd Unit 9, Islamorada, FL 33036

  • Built 2014

  Last Sold Summary

  • 17% Below List Price
  • 151 Days On Market

  Current Estimated Value $258,246

  Last Listing Agent Greg Henderson Keller Williams Realty - Marco

  96 Madeira Rd Unit 9, Islamorada, FL 33036
• 

  

  /36

  Est $1,105,782 Not Listed For Sale

  118 Pippin Dr, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,445 Sq Ft
  • Built 1958

  118 Pippin Dr, Islamorada, FL 33036

  Last Sold Summary

  • 5% Above List Price
  • $727/SF
  • 4 Days On Market

  Last Sold Price $1,050,000

  Last Listing Agent Kelly Shaw Pa American Caribbean Real Estate, Christie's International Real Estate
• 

  

  /82

  $3,800,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,574 Sq Ft

  82779 Old Hwy Unit 8, Islamorada, FL 33036

  The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  82779 Old Hwy Unit 8, Islamorada, FL 33036
• 

  

  /31

  $1,000,000 Sold May 06, 2025

  107 Carroll St, Islamorada, FL 33036

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

  Last Sold Summary

  • 26% Below List Price
  • $685/SF
  • 68 Days On Market

  Current Estimated Value $1,050,807

  Last Listing Agent Christy Hughes Coldwell Banker Schmitt Islamorada

  107 Carroll St, Islamorada, FL 33036
• 

  /2

  Not Listed For Sale

  88181 Old Hwy Unit g1 & 30' slip 57, Islamorada, FL 33036

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

  88181 Old Hwy Unit g1 & 30' slip 57, Islamorada, FL 33036

  Last Sold Summary

  • $414/SF

  Last Sold Price $660,000

  Last Listing Agent Kathleen Denworth Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
• 

  

  /79

  $3,800,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,574 Sq Ft

  82779 Old Hwy Unit 14, Islamorada, FL 33036

  The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  82779 Old Hwy Unit 14, Islamorada, FL 33036
• 

  

  /44

  $2,700,000 Sold May 01, 2025

  85331 Overseas Hwy, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 2,880 Sq Ft
  • Built 2024

  Last Sold Summary

  • 10% Below List Price
  • $938/SF
  • 328 Days On Market

  Current Estimated Value $2,859,080

  Last Listing Agent Jocelyn Tiedemann Ocean Sotheby's International Realty

  85331 Overseas Hwy, Islamorada, FL 33036
• 

  

  /31

  Est $383,726 Not Listed For Sale

  90341 Old Hwy Unit 7, Islamorada, FL 33036

  • 1 Bed
  • 1 Bath
  • 611 Sq Ft
  • Built 1969

  90341 Old Hwy Unit 7, Islamorada, FL 33036

  Last Sold Summary

  • 4% Below List Price
  • $655/SF
  • 70 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Nicole Dwyer EXP Realty LLC
• 

  

  /24

  $3,999,999

  • 2 Beds
  • 2 Baths
  • 928 Sq Ft

  77340 Overseas Hwy, Islamorada, FL 33036

  Estate Opportunity Spanning 34,409 SF, this exceptional parcel offers a scale uncommon in Islamorada, providing the foundation for a spectacular Florida Keys residential estate.The exceptional lot size allows a discerning buyer to imagine the best. The site easily accommodates the vision of an estate property with pool, tennis or pickleball court, expansive outdoor living, caretaker's cottage,

  Elizabeth Jolin Coldwell Banker Schmitt Islamorada

  77340 Overseas Hwy, Islamorada, FL 33036
• 

  

  /36

  $625,000 Sold Dec 16, 2025

  79901 Overseas Hwy Unit 403, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 981 Sq Ft
  • Built 1976

  Last Sold Summary

  • 11% Below List Price
  • $637/SF
  • 263 Days On Market

  Current Estimated Value $629,936

  Last Listing Agent Andrea (Andi) Saylor Paradise Florida Keys Real Estate, a Luxury Brand

  79901 Overseas Hwy Unit 403, Islamorada, FL 33036
• 

  

  /38

  Est $1,639,070 Not Listed For Sale

  84 Johnston Ave Unit 6, Islamorada, FL 33036

  • 3 Beds
  • 3.5 Baths
  • 1,680 Sq Ft
  • Built 2016

  84 Johnston Ave Unit 6, Islamorada, FL 33036

  Last Sold Summary

  • 2% Above List Price
  • $952/SF
  • 20 Days On Market

  Last Sold Price $1,600,000

  Last Listing Agent Patti Stanley Coldwell Banker Schmitt Islamorada
• 

  

  /21

  $3,999,000

  • 4 Beds
  • 4 Baths
  • 2,624 Sq Ft

  75433 Overseas Hwy, Islamorada, FL 33036

  Sandy Beach Cove - A Luxurious Island Retreat Nestled in the heart of Islamorada, Sandy Beach Cove is a stunning luxury property that offers a private slice of paradise. This unique estate features not just one, but two beautiful dwellings: a spacious main house and a charming, cozy cottage, perfect for guests or extended family.100’ of Ocean Front Private Beach ,23,350 square feet of Prime

  Alin Zdroba Propertio

  75433 Overseas Hwy, Islamorada, FL 33036
• 

  

  /42

  $1,150,000 Sold Sep 17, 2025

  115 Toner Ln, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1958

  Last Sold Summary

  • 13% Below List Price
  • $958/SF
  • 249 Days On Market

  Current Estimated Value $1,156,460

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

  115 Toner Ln, Islamorada, FL 33036
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  /58

  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

  • 160% Above List Price
  • $774/SF
  • 1 Day On Market

  Last Sold Price $1,300,000

  Last Listing Agent Mark Stampini Guaranteed Home Sales
• 

  

  /93

  $2,995,000 New Construction

  • 4 Beds
  • 5 Baths
  • 3,467 Sq Ft

  114 Royal Ln, Islamorada, FL 33036

  Pickle Ball Estate is a stunning new luxury retreat in the heart of Islamorada, masterfully crafted by 4 Keys Construction. This brand-new four-bedroom, five-bathroom residence is a true standout, blending refined coastal design with resort-style living.Designed for both relaxation and entertainment, the home features a private pickleball court, making it a rare and exciting find in the Florida

  Alexander Pinero Pine River Realty, LLC

  114 Royal Ln, Islamorada, FL 33036
• 

  

  /64

  $2,900,000 Sold Dec 19, 2025

  109 Sapodilla Dr, Islamorada, FL 33036

  • 4 Beds
  • 3.5 Baths
  • 3,130 Sq Ft
  • Built 1966

  Last Sold Summary

  • 17% Below List Price
  • $927/SF
  • 128 Days On Market

  Current Estimated Value $2,843,711

  Last Listing Agent Dominic Rivera Pine River Realty, LLC.

  109 Sapodilla Dr, Islamorada, FL 33036
• 

  /2

  Est $1,080,857 Not Listed For Sale

  101 Gulfview Dr Unit 209 & 30 ft. boatsli, Islamorada, FL 33036

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

  101 Gulfview Dr Unit 209 & 30 ft. boatsli, Islamorada, FL 33036

  Last Sold Summary

  • 8% Below List Price
  • $494/SF

  Last Sold Price $999,998

  Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada
• 

  

  /44

  $850,000

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

  83201 Old Hwy Unit 301, Islamorada, FL 33036

  Beacon Reef is calling your name! This beautifully designed 2-bedroom, 2-bath residence spans approximately 1,275 square feet of light-filled living space. Enjoy the charming balcony with a steady breeze and lovely ocean views from the primary and balcony. With a spacious primary suite complete with an en-suite bath and charming sitting area and an oversized guest suite offering flexibility and

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  83201 Old Hwy Unit 301, Islamorada, FL 33036
• 

  

  /40

  $925,000 Sold May 30, 2025

  55 Harbor Dr, Islamorada, FL 33036

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

  Last Sold Summary

  • 12% Below List Price
  • $860/SF
  • 94 Days On Market

  Current Estimated Value $970,674

  Last Listing Agent Krissy Carnahan Realty ONE Group Destination (ISL)

  55 Harbor Dr, Islamorada, FL 33036
• 

  

  /33

  Est $1,027,741 Not Listed For Sale

  88181 Old Hwy Unit 22C, Islamorada, FL 33036

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

  88181 Old Hwy Unit 22C, Islamorada, FL 33036

  Last Sold Summary

  • 2% Below List Price
  • $659/SF
  • 83 Days On Market

  Last Sold Price $1,050,000

  Last Listing Agent Diana Fiddes Coldwell Banker Schmitt Key Largo
• 

  

  /84

  $3,800,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,574 Sq Ft

  82779 Old Hwy Unit 7, Islamorada, FL 33036

  The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  82779 Old Hwy Unit 7, Islamorada, FL 33036
• 

  

  /57

  $1,625,000 Sold May 09, 2025

  137 Ocean Ln, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,368 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Below List Price
  • $1,188/SF
  • 16 Days On Market

  Current Estimated Value $1,677,993

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

  137 Ocean Ln, Islamorada, FL 33036
• 

  /2

  Est $1,346,177 Not Listed For Sale

  87851 Old Hwy Unit P45 & 50' boat slip, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,813 Sq Ft
  • Built 1989

  87851 Old Hwy Unit P45 & 50' boat slip, Islamorada, FL 33036

  Last Sold Summary

  • 2% Below List Price
  • $725/SF

  Last Sold Price $1,315,000

  Last Listing Agent April Struhs Coldwell Banker Schmitt Key Largo
• 

  

  /57

  $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 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
• 

  

  /67

  $3,600,000 Sold Jun 30, 2025

  116 Gulfside Dr, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,846 Sq Ft
  • Built 1987

  Last Sold Summary

  • 26% Below List Price
  • $1,950/SF
  • 177 Days On Market

  Current Estimated Value $3,696,408

  Last Listing Agent Christy Hughes Coldwell Banker Schmitt Islamorada

  116 Gulfside Dr, Islamorada, FL 33036
• 

  

  /10

  Not Listed For Sale

  26 Overseas Hwy, Islamorada, FL 33036

  26 Overseas Hwy, Islamorada, FL 33036

  Last Sold Summary

  • 125 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Jacqueline Morales Florida Realty of Miami
• 

  

  /43

  $740,000

  • 2 Beds
  • 2 Baths
  • 1,419 Sq Ft

  87200 Overseas Hwy Unit 3, Islamorada, FL 33036

  Welcome to Your Slice of Paradise in the Florida Keys!Discover this charming 2-bedroom, 2-bath townhome in Executive Bay Club. Here, you'll enjoy amenities including a pool, tennis courts, first-come dockage, a sandy beach, and a newly renovated clubhouse. Plus, you're right next door to Founders Park with boat ramps, beaches, and more outdoor fun.Inside, the home features an open and airy layout

  Stephanie Cowart Coastal Realty of the Florida Keys

  87200 Overseas Hwy Unit 3, Islamorada, FL 33036
• 

  

  /11

  $1,500,000 Sold Aug 26, 2025

  317 North Dr, Islamorada, FL 33036

  • Land

  Last Sold Summary

  • 0 Days On Market

  Current Estimated Value $1,322,208

  Last Listing Agent Jessica Pinder

  317 North Dr, Islamorada, FL 33036
• 

  

  /33

  Est $718,749 Not Listed For Sale

  81801 Overseas Hwy Unit 722, Islamorada, FL 33036

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft
  • Built 1988

  81801 Overseas Hwy Unit 722, Islamorada, FL 33036

  Last Sold Summary

  • 1% Above List Price
  • $1,291/SF
  • 91 Days On Market

  Last Sold Price $710,000

  Last Listing Agent Jeff Piipponen Coldwell Banker Schmitt RE CO
• 

  

  /42

  $850,000

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

  88181 Old Hwy Unit F24, Islamorada, FL 33036

  The first thing you notice as you walk up to this home is the view, bright blue ocean over green treetops. Step inside and it opens up even more: ocean, sky, and a wide lagoon with a sandy beach below. Sunset here is stunning. This very spacious 2 bedroom, 2 bath end-unit condo offers 1,330 square feet of single-level living with windows on three sides! Located on the second floor, above covered

  Christy Hughes Coldwell Banker Schmitt Islamorada

  88181 Old Hwy Unit F24, Islamorada, FL 33036
• 

  

  /38

  $1,200,000 Sold Aug 21, 2025

  84745 Old Hwy Unit 10, Islamorada, FL 33036

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

  Last Sold Summary

  • 4% Below List Price
  • $714/SF
  • 51 Days On Market

  Last Listing Agent Caroline Hendrix Coldwell Banker Schmitt RE Co

  84745 Old Hwy Unit 10, Islamorada, FL 33036
• 

  /2

  Not Listed For Sale

  84745 Old Hwy Unit 3, Islamorada, FL 33036

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

  84745 Old Hwy Unit 3, Islamorada, FL 33036

  Last Sold Summary

  • 161% Below List Price
  • $773/SF

  Last Sold Price $1,299,000

  Last Listing Agent Drew Moret Palm House Real Estate
• 

  

  /33

  $3,995,000

  • 5 Beds
  • 4 Baths
  • 4,014 Sq Ft

  87445 Old Hwy, Islamorada, FL 33036

  This stunning property spans 1.82 acres and is ideally located on the ocean in the heart of Islamorada, Florida Keys. A gated entry welcomes you leading to a Royal Palm-lined circular driveway up to a portico providing a grand entrance. Upon entering the foyer, the wrought iron staircase sets the stage for the impressive interior.With five spacious bedrooms and four well-appointed bathrooms, this

  Cheri Tindall Ocean Sotheby's International Realty

  87445 Old Hwy, Islamorada, FL 33036
• 

  

  /47

  $2,241,000 Sold Dec 22, 2025

  104 W Plaza Granada, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 2003

  Last Sold Summary

  • 9% Below List Price
  • $1,019/SF
  • 26 Days On Market

  Current Estimated Value $2,253,652

  Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

  104 W Plaza Granada, Islamorada, FL 33036
• 

  

  /4

  Not Listed For Sale

  0 Palo de Oro Dr Unit 606772, Islamorada, FL 33036

  0 Palo de Oro Dr Unit 606772, Islamorada, FL 33036

  Last Sold Summary

  • 63 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Marcia McCormick Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
• 

  

  /62

  $3,800,000

  • 5 Beds
  • 3 Baths
  • 2,464 Sq Ft

  87950 Overseas Hwy, Islamorada, FL 33036

  Tired of waiting on Uber or Freebee? Why not make this stunning bayfront estate your own private slice of paradise, right in the heart of Islamorada? Just a flip-flop stroll away from local favorites like MEAT Eatery, Shima, Marker 88, and City Hall Cafe, this property places you at the vibrant core of island living. Behind its private, fully fenced grounds, you'll discover sweeping bay views and

  Alina Davis Coldwell Banker Schmitt Islamorada

  87950 Overseas Hwy, Islamorada, FL 33036

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