Homes in ZIP Code 33036

• 

  

  

  /190

  $4,500,000

  $1M PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,001 Sq Ft

  75761 Overseas Hwy, Islamorada, FL 33036

  Enjoy endless ocean views and direct access to the white sandy beaches of Islamorada from this oceanfront retreat. Behind your own private gated entrance, this solid concrete block home offers four bedrooms, four full bathrooms, and a cozy loft. Inside, hardwood floors run throughout an open layout featuring a breakfast nook, dining bar, and spacious living area — ideal for entertaining. The

  Carlos Mosquera Advantage Realty Group, LLC

  75761 Overseas Hwy, Islamorada, FL 33036
• 

  

  

  /33

  $396,000

  Sold Jul 02, 2026

  134 Nautilus Dr, Islamorada, FL 33036

  • 5 Beds
  • 3.5 Baths
  • 2,907 Sq Ft
  • Built 2021

  Last Sold Summary

  • 12% Below List Price
  • $136/SF
  • 171 Days On Market

  Current Estimated Value $3,379,206

  Last Listing Agent Joseph Maehler Pacaso Inc.

  134 Nautilus Dr, Islamorada, FL 33036
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  /66

  Not Listed For Sale

  84745 Old Hwy Unit 12, Islamorada, FL 33036

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

  84745 Old Hwy Unit 12, Islamorada, FL 33036

  Last Sold Summary

  • 83 Days On Market

  Last Listing Agent Ernesto Portuondo American Caribbean Real Estate
• 

  

  

  /53

  $3,995,000

  Under Contract

  • 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
• 

  

  

  /34

  $275,000

  Sold Jul 15, 2026

  87455 Old Hwy Unit 235, Islamorada, FL 33036

  • 2 Beds
  • 1.5 Baths
  • 989 Sq Ft
  • Built 1977

  Last Sold Summary

  • 8% Below List Price
  • $278/SF
  • 3 Days On Market

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

  87455 Old Hwy Unit 235, Islamorada, FL 33036
• 

  /2

  Est $1,347,784

  Not Listed For Sale

  111 San Marco Dr Unit and boat slip, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1987

  111 San Marco Dr Unit and boat slip, Islamorada, FL 33036
• 

  

  /10

  $15,000,000

  • Land
  • 21.43 Acres
  • $699,953 per Acre

  86600 Overseas Hwy, Islamorada, FL 33036

  Discover an extraordinary opportunity on Florida Bay in Plantation Key, offering a rare combination of privacy, natural beauty and approximately 1,250 feet of waterfront with sweeping open-water views and spectacular sunsets.The property encompasses 21+ acres, with approximately 5 acres already cleared for the homesite and improvements. The remaining acreage creates an exceptional natural

  Jamie Gunthner Real Estate Sales Force, Inc.

  86600 Overseas Hwy, Islamorada, FL 33036
• 

  

  /41

  $735,000

  Sold Jan 26, 2026

  132 Galleon Rd, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,472 Sq Ft
  • Built 1991

  Last Sold Summary

  • 8% Below List Price
  • $499/SF
  • 28 Days On Market

  Current Estimated Value $811,039

  Last Listing Agent Shane Wilson Cypress Realty, Inc.

  132 Galleon Rd, Islamorada, FL 33036
• 

  /2

  Est $1,181,730

  Not Listed For Sale

  87462 Old Hwy, Plantation Key, FL 33036

  • Studio

  87462 Old Hwy, Plantation Key, FL 33036
• 

  

  /34

  $1,150,000

  Under Contract

  • 2 Beds
  • 2.5 Baths
  • 1,376 Sq Ft

  102 Anglers Way, Islamorada, FL 33036

  ANGLERS REEF HOME THAT PAYS FOR ITSELF! Islamorada's Upscale Oceanfront Gated Community that allows Vacation Rentals, This home features 2 bedrooms, 2.5 bathrooms with carport & 4 porches. Upgrades include Brazilian Cherry hardwood floors, kitchen with granite countertops and SS appliances with 2 breakfast bars & tons of cabinet space. The home also has a composite decking, metal roof & impact

  Scott Ofstein Berkshire Hathaway HomeService

  102 Anglers Way, Islamorada, FL 33036
• 

  

  /38

  $1,050,000

  Sold May 01, 2026

  83201 Old Hwy Unit 405, Islamorada, FL 33036

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

  Last Sold Summary

  • 12% Below List Price
  • $824/SF
  • 197 Days On Market

  Current Estimated Value $1,058,215

  Last Listing Agent Danielle Cockerham Coastal Realty of the Florida Keys

  83201 Old Hwy Unit 405, Islamorada, FL 33036
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  /63

  Not Listed For Sale

  84745 Old Hwy Unit 5, Islamorada, FL 33036

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

  84745 Old Hwy Unit 5, Islamorada, FL 33036

  Last Sold Summary

  • 46 Days On Market

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

  

  /20

  $3,600,000

  • Land
  • 8,712 Sq Ft
  • $18,000,000 per Acre

  101 Stromboli Dr, Islamorada, FL 33036

  RARE WATERFRONT OPPORTUNITY! With BPAS allocations becoming increasingly limited, this is your chance to build the waterfront home of your dreams in the prestigious Venetian Shores, one of islamorada's most desirable boating communities. This oversized 8,700+ sq ft. waterfront lot offers significant advantages with house permits APPROVED and ready for pickup and the dock permit close to approval,

  Jesus Monteagudo Century 21 Circle

  101 Stromboli Dr, Islamorada, FL 33036
• 

  

  /81

  $6,050,000

  Sold Jan 30, 2026

  118 Villa Bella Dr, Islamorada, FL 33036

  • 5 Beds
  • 5.5 Baths
  • 5,195 Sq Ft
  • Built 2021

  Last Sold Summary

  • 14% Below List Price
  • $1,165/SF
  • 239 Days On Market

  Current Estimated Value $6,150,377

  Last Listing Agent Karan Moeller Ocean Sotheby's International Realty

  118 Villa Bella Dr, Islamorada, FL 33036
• 

  /2

  Est $5,440,917

  Not Listed For Sale

  75261 Overseas Hwy, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 3,014 Sq Ft
  • Built 2020

  75261 Overseas Hwy, Islamorada, FL 33036
• 

  

  /91

  $3,495,000

  Pending

  • 4 Beds
  • 4.5 Baths
  • 2,539 Sq Ft

  80639 Old Hwy Unit 201, Islamorada, FL 33036

  Welcome to Your Florida Keys retreat or income-producing rental, with 7-day rentals approved! Maison Residences presents its final developer unit, #201, offering 4 bedrooms, 4.5 bathrooms and a spacious open layout designed for true oceanside living. Step off your private elevator into a grand room with soaring 10-foot ceilings and 9-foot stacked sliders that frame endless Ocean views. The open

  Jennifer Gomez EXP Realty, LLC

  80639 Old Hwy Unit 201, Islamorada, FL 33036
• 

  

  /33

  $975,000

  Sold May 20, 2026

  101 Gulfview Dr Unit 116D & 30' Boat slip, Islamorada, FL 33036

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 2003

  Last Sold Summary

  • 11% Below List Price
  • $488/SF
  • 29 Days On Market

  Current Estimated Value $1,018,607

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

  101 Gulfview Dr Unit 116D & 30' Boat slip, Islamorada, FL 33036
• 

  

  /28

  Est $2,402,844

  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

  Last Listing Agent Jeff Walker Walker Realty and Investments
• 

  

  /98

  $13,250,000

  New Construction $700K PRICE DROP

  • 7 Beds
  • 7 Baths

  75840 Overseas Hwy, Islamorada, FL 33036

  LUXURY BEACHFRONT ESTATE HOME! Come embrace this brand-new magnificent property where you will encounter a relaxing ambiance gracefully set on over 2 private acres of pristine bayfront offering deep-water dockage with a 20,000 lb boat lift, a white sandy beach and stunning unobstructed panoramic views of the Florida Bay located in desirable Lower Matecumbe. Spanning nearly 6,000 square feet of

  Lisa Frins Langley Knight Gardner Islamorada

  75840 Overseas Hwy, Islamorada, FL 33036
• 

  /2

  $1,300,000

  Sold Apr 01, 2026

  213 Nautilus Dr, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Below List Price
  • $850/SF
  • 22 Days On Market

  Current Estimated Value $1,359,970

  Last Listing Agent Claire Johnson Exit Realty Florida Keys TAV

  213 Nautilus Dr, Islamorada, FL 33036
• 

  

  /38

  Est $871,998

  Not Listed For Sale

  88181 Old Hwy Unit 2A, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,553 Sq Ft
  • Built 1979

  88181 Old Hwy Unit 2A, Islamorada, FL 33036

  Last Sold Summary

  • 254 Days On Market

  Last Listing Agent Diana Fiddes Coldwell Banker Schmitt Key Largo
• 

  

  /82

  $4,000,000

  New Construction $200K PRICE INCREASE

  • 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

  $2,900,000

  Sold Mar 05, 2026

  105 Carroll St Unit 6, Islamorada, FL 33036

  • 4 Beds
  • 4.5 Baths
  • 2,576 Sq Ft
  • Built 2023

  Last Sold Summary

  • 9% Below List Price
  • $1,126/SF
  • 1,065 Days On Market

  Last Listing Agent Ralph Sanchez Century 21 All Keys Inc (KW)

  105 Carroll St Unit 6, 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
• 

  

  /87

  $6,500,000

  • 4 Beds
  • 3 Baths
  • 4,103 Sq Ft

  88547 Old Hwy, Tavernier, FL 33070

  Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires' Row... Islamorada's premier address. New dock with two boat lifts (16,000 lb. and 10,000 lb.) to enjoy one of the best boating locations in the Keys, plus a 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame

  Brett Newman Coldwell Banker Schmitt Islamorada

  88547 Old Hwy, Tavernier, FL 33070
• 

  

  /55

  $650,000

  Sold Dec 17, 2025

  88181 Old Hwy Unit 43G, Islamorada, FL 33036

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

  Last Sold Summary

  • 12% Below List Price
  • $408/SF
  • 112 Days On Market

  Current Estimated Value $694,779

  Last Listing Agent Cameron Roth Coldwell Banker Realty - Boca Raton

  88181 Old Hwy Unit 43G, Islamorada, FL 33036
• 

  

  /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

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada
• 

  

  /33

  $3,995,000

  Under Contract

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

  87445 Old Hwy, Islamorada, FL 33036

  Discover a rare opportunity to own an exceptional oceanfront estate in the heart of Islamorada that seamlessly combines luxury living with an established, successful vacation rental history. Situated on 1.82 private acres with approximately 225 feet of ocean frontage, this Residential Estate-zoned property is currently licensed for legal 7-day vacation rentals, making it one of the limited number

  Cheri Tindall American Caribbean Real Estate, Christie's International Real Estate

  87445 Old Hwy, Islamorada, FL 33036
• 

  $1,350,000

  Sold Sep 19, 2025

  126 Columbus Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,066 Sq Ft
  • Built 1974

  Last Sold Summary

  • 21% Below List Price
  • $1,266/SF
  • 7 Days On Market

  Last Listing Agent Jessica Wolf Luxe Properties

  126 Columbus Dr, Islamorada, FL 33036
• 

  

  /10

  Est $303,345

  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

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

  

  /41

  $1,550,000

  New Construction $149K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,277 Sq Ft

  36 Park Rd, Upper Matecumbe Key Islamorada, FL 33036

  Stunning new custom pool home in the heart of Islamorada. This exceptional, brand-new ground-level home was thoughtfully designed and expertly crafted with meticulous attention to detail. A professional interior designer curated high-end fixtures and elegant finishes throughout, creating a polished and inviting living space.Offering a rare 4-bedroom, 3-bathroom split floorplan, the home

  AJ Vetter Palm House Real Estate

  36 Park Rd, Upper Matecumbe Key Islamorada, FL 33036
• 

  

  /25

  $600,000

  Sold Jun 26, 2026

  130 N Hammock Rd, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft
  • Built 1962

  Last Sold Summary

  • 31% Below List Price
  • $436/SF
  • 30 Days On Market

  Current Estimated Value $806,921

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

  130 N Hammock Rd, Islamorada, FL 33036
• 

  /2

  Est $1,343,000

  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
• 

  

  /48

  $3,700,000

  • 3 Beds
  • 3 Baths
  • 1,729 Sq Ft

  313 North Dr, Islamorada, FL 33036

  Private. Luxurious. Waterfront. Boater-focused.This is more than a home it is an opportunity to experience the Florida Keys exactly as they were meant to be enjoyed. This stunning 3-bedroom, 3-bath Waterfront - Pool home nestled within a private gated community and offers an exceptional combination of sophisticated upgrades and effortless ocean access.This property is designed with the

  Sharon Kelly-Brown Reel Keys Realty

  313 North Dr, Islamorada, FL 33036
• 

  $1,150,000

  Sold Nov 14, 2025

  130 Anglers Way, Islamorada, FL 33036

  • 2 Beds
  • 2.5 Baths
  • 1,170 Sq Ft
  • Built 2007

  Last Sold Summary

  • 12% Below List Price
  • $983/SF
  • 19 Days On Market

  Current Estimated Value $1,191,311

  Last Listing Agent Scott Ofstein Berkshire Hathaway FL Realty

  130 Anglers Way, 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

  Last Listing Agent Wiebke Westedt LoKation Real Estate - Pompano Beach
• 

  

  /78

  $3,950,000

  New Construction $150K PRICE INCREASE Under Contract

  • 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
• 

  

  /55

  $670,000

  Sold Jul 30, 2026

  79901 Overseas Hwy Unit 511, Islamorada, FL 33036

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

  Last Sold Summary

  • 4% Below List Price
  • $683/SF
  • 13 Days On Market

  Current Estimated Value $687,596

  Last Listing Agent Amy Puto Coldwell Banker Schmitt Real Estate Co.

  79901 Overseas Hwy Unit 511, Islamorada, FL 33036
• 

  

  /31

  Est $970,911

  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

  Last Listing Agent Christy Hughes Coldwell Banker Schmitt Islamorada
• 

  

  /8

  $2,800,000

  • Land
  • 24,393 Sq Ft
  • $5,000,000 per Acre

  77481 Overseas Hwy, Islamorada, FL 33036

  Rare oceanfront Pristine parcel offering approximately 0.56 acres (100 x 244') with 100 feet of Pristine Atlantic Shoreline and active building permit for your dream home/estate. Features a new 80-plus foot dock with a tiki hut and direct access to world-class fishing, diving, snorkeling, and boating. Enjoy sweeping sunrise views over the beautiful Atlantic Ocean and sightlines to the iconic

  Jonathan Minerick Homecoin.com

  77481 Overseas Hwy, Islamorada, FL 33036

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