Homes in ZIP Code 33036

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  /17

  $650,000 Sold May 01, 2025

  33 Flamingo Hammock Rd, Islamorada, FL 33036

  • Land
  • 0.28 Acre
  • $2,322,343 per Acre

  Last Sold Summary

  • 46% Below List Price
  • 92 Days On Market

  Current Estimated Value $654,192

  Last Listing Agent Jessica Pinder

  33 Flamingo Hammock Rd, Islamorada, FL 33036
• 

  

  

  /23

  Est $1,393,010 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,148 Sq Ft

  142 Nautilus Dr, Islamorada, FL 33036

  142 Nautilus Dr, Islamorada, FL 33036
• 

  

  

  /50

  $2,650,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,098 Sq Ft

  141 El Capitan Dr, Islamorada, FL 33036

  Stunning Waterfront Oasis in Port AntiguaWelcome to your dream home in the Florida Keys—a rare canal-front gem perfectly positioned at the T-junction of two pristine, crystal-clear waterways in the highly sought-after community of Port Antigua, Islamorada. This turnkey 4-bedroom, 3-bathroom residence offers a seamless blend of luxury, comfort, and coastal charm, and is ready for immediate

  Raul Hernandez Phantom Real Estate

  141 El Capitan Dr, Islamorada, FL 33036
• 

  

  

  /57

  $1,500,000 Sold May 05, 2025

  209 Matecumbe Ave, Islamorada, FL 33036

  • 2 Beds
  • 1.5 Baths
  • 1,556 Sq Ft
  • Built 1956

  Last Sold Summary

  • 6% Below List Price
  • $964/SF
  • 124 Days On Market

  Current Estimated Value $1,484,018

  Last Listing Agent Andree Riley LoKation Real Estate

  209 Matecumbe Ave, Islamorada, FL 33036
• 

  

  /2

  Est $2,674,928 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,760 Sq Ft

  120 Venetian Dr, Islamorada, FL 33036

  120 Venetian Dr, Islamorada, FL 33036
• 

  

  /72

  $6,500,000

  • 5 Beds
  • 7 Baths
  • 5,153 Sq Ft

  430 Palm Dr, Islamorada, FL 33036

  Experience modern coastal luxury in Islamorada, where elevated design meets premier waterfront living. Built in 2017, this custom contemporary estate offers over 5,100sf of thoughtfully designed living space, set just 2 lots from the bay and across from a tranquil mangrove preserve that enhances both privacy and natural beauty.Boaters will love the setup - 100' of dockage with 2 elevator boat

  Claire Johnson Coastal Realty of the Florida Keys

  430 Palm Dr, Islamorada, FL 33036
• 

  

  /42

  $1,650,000 Sold Jul 08, 2025

  119 Iroquois Dr, Islamorada, FL 33036

  • 4 Beds
  • 2 Baths
  • 1,857 Sq Ft
  • Built 1968

  Last Sold Summary

  • $889/SF
  • 3 Days On Market

  Current Estimated Value $1,722,389

  Last Listing Agent Bettina Garber Ocean Sotheby's International Realty

  119 Iroquois Dr, Islamorada, FL 33036
• 

  

  /82

  Est $2,678,014 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,034 Sq Ft

  149 Giardino Dr, Islamorada, FL 33036

  149 Giardino Dr, Islamorada, FL 33036
• 

  

  /20

  $1,675,000

  • Land
  • 0.48 Acre
  • $3,518,663 per Acre

  229 Coral Rd, Islamorada, FL 33036

  ACTIVE BUILDING PERMIT IN PLACE -- DIRECT OCEANFRONT & READY TO BUILD.This rare opportunity offers one of the largest vacant oceanfront parcels in the Upper Keys, spanning approximately 23,238 sq ft (plus bay bottom) and already equipped with an approved building permit and mangrove-height reduction permit. Step directly into building your custom oceanfront estate in one of Islamorada's most

  TEAM Walters Gloria, Rachel and Michae Ocean Sotheby's International Realty

  229 Coral Rd, Islamorada, FL 33036
• 

  

  /104

  $16,000,000 Sold Sep 22, 2025

  141 Cortez Dr, Islamorada, FL 33036

  • 10 Beds
  • 11 Baths
  • 6,302 Sq Ft
  • Built 2002

  Last Sold Summary

  • 46% Below List Price
  • $2,539/SF
  • 945 Days On Market

  Current Estimated Value $8,780,707

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

  141 Cortez Dr, Islamorada, FL 33036
• 

  

  /41

  Est $857,135 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,346 Sq Ft

  173 Coral Rd, Islamorada, FL 33036

  173 Coral Rd, Islamorada, FL 33036
• 

  

  /31

  $990,000 Open Sun 10AM - 12PM

  • 4 Beds
  • 2 Baths
  • 1,766 Sq Ft

  219 Preston St, Islamorada, FL 33036

  Back on market with Huge Price Improvement! Rare Downtown Islamorada Opportunity... Just steps to the ocean, sunrises and sunsets. Walk to everything you love in Islamorada! Located just off the Old Hwy, oceanside, in the sought-after Matecumbe Beach neighborhood on Upper Matecumbe Key. This versatile property features two charming cottages on one property, just steps from festivals, the Arts

  Patti Stanley Coldwell Banker Schmitt Islamorada

  219 Preston St, Islamorada, FL 33036
• 

  

  /37

  $1,075,000 Sold Sep 03, 2025

  110 Anglers Way, Islamorada, FL 33036

  • 2 Beds
  • 2.5 Baths
  • 1,522 Sq Ft
  • Built 2007

  Last Sold Summary

  • 15% Below List Price
  • $706/SF
  • 25 Days On Market

  Current Estimated Value $1,142,597

  Last Listing Agent Scott Ofstein Berkshire Hathaway HomeServices Florida Realty - Coral Springs

  110 Anglers Way, Islamorada, FL 33036
• 

  

  /25

  Est $1,244,919 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft

  202 Bay St, Islamorada, FL 33036

  202 Bay St, Islamorada, FL 33036
• 

  

  /62

  $685,000

  • 3 Beds
  • 2 Baths
  • 1,355 Sq Ft

  87200 Overseas Hwy, Islamorada, FL 33036

  All NEW Stunning Islamorada 3/2 plus loft fully furnished & equipped with new kitchen, bar, built-ins fishing+storage, 2 brand new Bathrooms, new extended loft area, new high end appliances, new full size Washer/Dryer, new BBQ area new patio pavers, private palms trees, Serena & Lily furnish, new electric, new electric water heater, new car charging, new 80" smart OLED TV, new bar, coffee and

  Ivette Agusti Premier Properties

  87200 Overseas Hwy, Islamorada, FL 33036
• 

  

  /7

  $1,135,000 Sold Jul 30, 2025

  189 Venetian Dr, Islamorada, FL 33036

  • Land
  • 0 Acre

  Last Sold Summary

  • 9% Below List Price
  • 50 Days On Market

  Current Estimated Value $1,141,733

  Last Listing Agent Kelsey Caputo Langley Knight Gardner Islamorada

  189 Venetian Dr, Islamorada, FL 33036
• 

  

  /25

  Est $1,567,288 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,122 Sq Ft

  201 Galleon Ln, Islamorada, FL 33036

  201 Galleon Ln, Islamorada, FL 33036
• 

  

  /10

  $895,000

  • 2 Beds
  • 2.5 Baths
  • 1,473 Sq Ft

  101 Gulfview Dr Unit 202, Islamorada, FL 33036

  Luxury Condo in Islamorada with Ocean view

  Judy Rossignol Paradise Florida Keys Real Est

  101 Gulfview Dr Unit 202, Islamorada, FL 33036
• 

  

  /38

  $1,737,500 Sold Jul 14, 2025

  144 Anglers Way, Islamorada, FL 33036

  • 2 Beds
  • 2.5 Baths
  • 1,674 Sq Ft
  • Built 2007

  Last Sold Summary

  • 19% Below List Price
  • $1,038/SF
  • 252 Days On Market

  Current Estimated Value $1,766,262

  Last Listing Agent Scott Ofstein Berkshire Hathaway HomeServices Florida Realty - Coral Springs

  144 Anglers Way, Islamorada, FL 33036
• 

  

  /21

  Est $2,720,725 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,510 Sq Ft

  101 Valencia Dr, Islamorada, FL 33036

  101 Valencia Dr, Islamorada, FL 33036
• 

  

  /36

  $6,495,000

  • Land
  • 1.1 Acres
  • $5,894,212 per Acre

  75131 Overseas Hwy, Islamorada, FL 33036

  Beautiful 200' of oceanfront property on Lower Matecumbe Key. This offering consists of one 100' lot, vacant with TDR & contiguously, a 100' lot with a triplex apartment building (3 TDRs),.This gives you endless possibilities for redevelopment of the property. The vacant lot has an additional 200' of bay bottom. Fantastic 180 ocean views make for gorgeous sunrises on the naturally sandy beaches.

  Randy Selden Century 21 Circle- Islamorada

  75131 Overseas Hwy, Islamorada, FL 33036
• 

  

  /65

  $1,099,000 Sold Aug 01, 2025

  84745 Old Hwy Unit 1, Islamorada, FL 33036

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

  Last Sold Summary

  • $654/SF
  • 126 Days On Market

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

  84745 Old Hwy Unit 1, Islamorada, FL 33036
• 

  

  /27

  Est $941,503 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,473 Sq Ft

  101 Gulfview Dr Unit 102, Islamorada, FL 33036

  101 Gulfview Dr Unit 102, Islamorada, FL 33036
• 

  

  /50

  $899,000

  • 2 Beds
  • 2 Baths
  • 1,672 Sq Ft

  88181 Old Hwy Unit 21H, Islamorada, FL 33036

  Boater's Paradise with a 30' Deeded Boat Slip!Take in stunning ocean and serene lagoon views, framed each evening by a brilliant, colorful sunset sky, from this exceptional 2-bedroom, 2-bath residence offering 1,672 sq. ft. of beautifully designed living space with one of the largest and most sought-after open floor plans in the community.Bright and spacious, the open-concept layout seamlessly

  Silvestri Team Jeanette & Janessa Silves Coldwell Banker Schmitt Key Largo

  88181 Old Hwy Unit 21H, Islamorada, FL 33036
• 

  /2

  Est $1,408,596 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,548 Sq Ft

  144 S Hammock Rd, Islamorada, FL 33036

  144 S Hammock Rd, Islamorada, FL 33036
• 

  

  /50

  $590,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 981 Sq Ft

  79901 Overseas Hwy Unit 204, Islamorada, FL 33036

  🌊 Spectacular Direct Ocean Views! ✨ Islamorada's Best‑Kept Secret!This beautifully appointed 2-bedroom, 2-bath residence offers breathtaking, unobstructed ocean views from your private waterfront balcony. Step outside and enjoy a refreshing swim in the oceanfront pool or take a dip directly in the crystal‑clear Atlantic. Photos Coming Soon.Perfectly situated near Bud &

  Tracey Petrusha Venture Realty Group

  79901 Overseas Hwy Unit 204, Islamorada, FL 33036
• 

  /2

  Est $2,281,793 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,972 Sq Ft

  150 Valencia Dr, Islamorada, FL 33036

  150 Valencia Dr, Islamorada, FL 33036
• 

  

  /33

  $689,000

  • 2 Beds
  • 2 Baths
  • 1,079 Sq Ft

  118 Cortez Dr Unit A, Islamorada, FL 33036

  Charming, light-filled townhouse-style condo featuring 2 bedrooms and 2 baths, tucked away on a quiet cul-de-sac on Lower Matecumbe Key. Enjoy resort-style amenities and excellent boating and fishing access to both the Ocean and the Bay.The open-concept living and dining area flows seamlessly into a well-designed kitchen. Each bedroom and bathroom occupies its own level, providing exceptional

  Bettina Garber Ocean Sotheby's International Realty

  118 Cortez Dr Unit A, Islamorada, FL 33036
• 

  

  /42

  Est $7,154,231 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,113 Sq Ft

  75751 Overseas Hwy, Islamorada, FL 33036

  75751 Overseas Hwy, Islamorada, FL 33036
• 

  

  /48

  $644,900

  • 2 Beds
  • 2 Baths
  • 1,079 Sq Ft

  112 Cortez Dr Unit B1, Islamorada, FL 33036

  Welcome to 112 Cortez Drive, a beautifully updated 2 bedroom, 2 bath townhouse-style condo tucked along a quiet street on Lower Matecumbe Key. This inviting updated residence offers a multi-level design that provides wonderful separation of space & a naturally bright, coastal ambiance throughout. The main living area features an open layout with comfortable gathering spaces, as well as a

  Melissa Nowell Coldwell Banker Schmitt Islamorada

  112 Cortez Dr Unit B1, Islamorada, FL 33036
• 

  /2

  Est $1,630,275 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,040 Sq Ft

  128 San Marco Dr, Islamorada, FL 33036

  128 San Marco Dr, Islamorada, FL 33036
• 

  

  /58

  $2,745,000

  • 5 Beds
  • 3 Baths
  • 2,759 Sq Ft

  113 Villa Bella Dr, Islamorada, FL 33036

  Welcome to one of Islamorada's finest homes! Located in Venetian Shores the premier boating community of Islamorada. One of only two streets in the neighborhood with curbs and street drainage system. 70ft of deep water dockage and 100ft wide canal. Direct Ocean and Bay access via Snake Creek. Draw bridge to ocean for yachts and tower boats. This home is a must see! Extremely clean and well

  Jessica Pinder

  113 Villa Bella Dr, Islamorada, FL 33036
• 

  

  /42

  Est $4,695,161 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,270 Sq Ft

  12 Flamingo Hammock Rd, Islamorada, FL 33036

  12 Flamingo Hammock Rd, Islamorada, FL 33036
• 

  

  /79

  $4,495,000

  • 6 Beds
  • 5 Baths
  • 4,964 Sq Ft

  153 Stromboli Dr, Islamorada, FL 33036

  Exquisite Tri-Level Waterfront Estate in Islamorada! Step into luxury with this remarkable home in the prestigious Venetian Shores, designed for the most discerning buyer. Offering six bedrooms, five bathrooms, and a spacious 5000sqft of magnificently designed living space, this residence offers an open-concept floor plan with soaring ceilings, a fireplace and a grand living area. Enjoy seamless

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  153 Stromboli Dr, Islamorada, FL 33036
• 

  

  /39

  Est $1,688,941 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,774 Sq Ft

  18 Flamingo Hammock Rd, Islamorada, FL 33036

  18 Flamingo Hammock Rd, Islamorada, FL 33036
• 

  

  /30

  $500,000

  • 1 Bed
  • 1 Bath
  • 574 Sq Ft

  88500 Overseas Hwy Unit 320, Tavernier, FL 33070

  Premier 1 bedroom unit a stunning open water and pool view off your private balcony. Fully updated with the open concept kitchen open to the dining and living room. Stunning white cabinets and modern bathroom, Tile floors and granite countertops throughout the apartment. Comfortable queen size bed with a pull-out couch in the living room. The perfect place to lounge and enjoy your days! The

  Jonelle Kop Blue 9 Realty, Inc.

  88500 Overseas Hwy Unit 320, Tavernier, FL 33070
• 

  /2

  Est $1,941,465 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,276 Sq Ft

  119 W Plaza Del Sol, Islamorada, FL 33036

  119 W Plaza Del Sol, Islamorada, FL 33036
• 

  

  /43

  $24,995,000

  • 7 Beds
  • 9.5 Baths
  • 10,182 Sq Ft

  82719 Old Hwy, Islamorada, FL 33036

  The Chateau on the Ocean is a private oceanfront estate in Islamorada, where world-class design meets unmatched amenities. Completely renovated in 2022, this gated estate spans 10,182 sqft & offers 7 bedrooms & 9.5 baths. Set along a pristine private coastline, it features a 100-ft private dock & an expansive rooftop terrace with breathtaking Atlantic views. Interiors showcase soaring ceilings,

  Adam Vellano Compass Florida, LLC - Miami Beach

  82719 Old Hwy, Islamorada, FL 33036
• 

  

  /34

  Est $1,159,032 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,909 Sq Ft

  210 Palm Ave, Islamorada, FL 33036

  210 Palm Ave, Islamorada, FL 33036
• 

  

  /37

  $5,900,000

  • 3 Beds
  • 2 Baths
  • 1,331 Sq Ft

  75691 Overseas Hwy, Islamorada, FL 33036

  New Price, New Improvements, including new dock, deck off dock on jetty, boat lift, channel markers, dredging the channel, raise elevation of rocks on jetty and new landscaping!Entice Your Senses with Unobstructed Ocean Views in Lower MatecumbeWelcome to a rare gem in the Florida Keys--an exquisitely remodeled home offering panoramic Atlantic Ocean vistas right from your backyard. Nestled on a

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  75691 Overseas Hwy, Islamorada, FL 33036

Showing Results 401 - 440, Page 11 of 18