Homes in ZIP Code 33036

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  /40

  $1,600,000 New Construction

  • 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 features

  AJ Vetter Palm House Real Estate

  36 Park Rd, Upper Matecumbe Key Islamorada, FL 33036
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  /55

  $2,195,017 Sold Jan 22, 2025

  118 Milano Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,824 Sq Ft
  • Built 1991

  Last Sold Summary

  • 2% Below List Price
  • $1,203/SF
  • 32 Days On Market

  Current Estimated Value $2,211,381

  Last Listing Agent Israel Salabarria IMS Consulting & Management

  118 Milano Dr, Islamorada, FL 33036
• 

  

  

  /38

  Est $1,736,846 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  13 Flamingo Hammock Rd, Islamorada, FL 33036

  13 Flamingo Hammock Rd, Islamorada, FL 33036
• 

  

  

  /81

  $6,499,000 New Construction

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

  118 Villa Bella Dr, Islamorada, FL 33036

  Experience the pinnacle of luxury waterfront living in this extraordinary custom contemporary estate, ideally positioned in the heart of Islamorada's premier community of Venetian Shores. Newly constructed, the residence radiates modern coastal elegance and features impeccable attention to detail. A total of five spacious bedrooms and five en-suite bathrooms are thoughtfully laid out,

  Karan Moeller Ocean Sotheby's International Realty

  118 Villa Bella Dr, Islamorada, FL 33036
• 

  

  

  /192

  $27,750,000 Sold Oct 06, 2025

  76180 Overseas Hwy, Islamorada, FL 33036

  • 8 Beds
  • 9.5 Baths
  • 10,228 Sq Ft
  • Built 2024

  Last Sold Summary

  • 11% Below List Price
  • $2,713/SF
  • 114 Days On Market

  Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

  76180 Overseas Hwy, Islamorada, FL 33036
• 

  /2

  Est $2,288,593 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,588 Sq Ft

  117 Villa Bella Dr, Islamorada, FL 33036

  117 Villa Bella Dr, Islamorada, FL 33036
• 

  

  /47

  $2,890,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  75055 Overseas Hwy, Islamorada, FL 33036

  Beach life simplicity perfectly describes this pristine 3 bedroom, 2 bath oceanfront home with pool, covered patio, and gated for privacy. Stunning beach and ocean views are enjoyed from upper porch, lower level covered patio, living room and 2 of the 3 bedrooms.Fully remodeled in 2021, this charming get-away has been entirely refreshed with new everything...including impact windows and doors,

  Leslie Leopold Ocean Sotheby's International Realty

  75055 Overseas Hwy, Islamorada, FL 33036
• 

  

  /97

  $565,000 Sold Mar 21, 2025

  87200 Overseas Hwy Unit N9, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,355 Sq Ft
  • Built 1980

  Last Sold Summary

  • 17% Below List Price
  • $417/SF
  • 229 Days On Market

  Current Estimated Value $576,924

  Last Listing Agent Robert Valenzuela Century 21 Circle- Islamorada

  87200 Overseas Hwy Unit N9, Islamorada, FL 33036
• 

  /2

  Est $2,488,677 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,860 Sq Ft

  148 Leoni Dr, Islamorada, FL 33036

  148 Leoni Dr, Islamorada, FL 33036
• 

  

  /31

  $2,450,000

  • 3 Beds
  • 3.5 Baths
  • 2,833 Sq Ft

  175 Galleon Rd, Islamorada, FL 33036

  Ocean Proximity, Canal Frontage & Island Elegance in Islamorada!Just one lot in from the Atlantic Ocean, this exceptional canal front home offers quick ocean access and over 230' of water-frontage on a spacious 13,310sf corner lot. With 2,833sf of living space, this well-built CBS home combines island charm with upscale comfort.The upper level showcases a wall of impact-rated windows that fill

  Claire Johnson Coastal Realty of the Florida Keys

  175 Galleon Rd, Islamorada, FL 33036
• 

  

  /39

  $2,900,000 Sold Oct 29, 2025

  117 Buena Vista Ct, Islamorada, FL 33036

  • 4 Beds
  • 2.5 Baths
  • 2,683 Sq Ft
  • Built 1987

  Last Sold Summary

  • 17% Below List Price
  • $1,081/SF
  • 254 Days On Market

  Last Listing Agent Patti Stanley Coldwell Banker Schmitt Islamorada

  117 Buena Vista Ct, Islamorada, FL 33036
• 

  

  /26

  Est $3,596,264 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,873 Sq Ft

  75631 Overseas Hwy, Islamorada, FL 33036

  75631 Overseas Hwy, Islamorada, FL 33036
• 

  

  /48

  $1,300,000

  • 3 Beds
  • 2 Baths
  • 1,224 Sq Ft

  32 Park Rd, Islamorada, FL 33036

  Ideally located in the heart of Islamorada, this charming home is perfectly updated with a harmonious blend of old and new Keys characteristics and a light and airy layout and enclosed sun room that brings the lovely landscaping inside! A serene pool and oversized backyard with plenty of privacy provide book ends to lovely days of beat the heat splashes during the day and evenings of peace and

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  32 Park Rd, Islamorada, FL 33036
• 

  

  /62

  $3,475,000 Sold Aug 19, 2025

  140 Stromboli Dr, Islamorada, FL 33036

  • 4 Beds
  • 6 Baths
  • 4,008 Sq Ft
  • Built 2004

  Last Sold Summary

  • 8% Below List Price
  • $867/SF
  • 37 Days On Market

  Current Estimated Value $3,526,102

  Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

  140 Stromboli Dr, Islamorada, FL 33036
• 

  /2

  Est $3,824,030 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,330 Sq Ft

  171 N Ocean Ln, Islamorada, FL 33036

  171 N Ocean Ln, Islamorada, FL 33036
• 

  

  /14

  $4,975,000

  • Land
  • 1.21 Acres
  • $4,111,539 per Acre

  75750 Overseas Hwy, Islamorada, FL 33036

  Experience breathtaking sunsets throughout the year on this waterfront lot ready for construction in Islamorada. There's no enduring lengthy waiting periods for development - this parcel comes with a TDR and holds a Residential Estate zoning designation. Encompassing a generous expanse from the highway to the bay, the property boasts an impressive 1.2 acres of land plus another .24 acres of bay

  Kim Thaler Ocean Sotheby's International Realty

  75750 Overseas Hwy, Islamorada, FL 33036
• 

  

  /39

  $649,000 Sold Apr 07, 2025

  88181 Old Hwy Unit 41G, Islamorada, FL 33036

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

  Last Sold Summary

  • 19% Below List Price
  • $407/SF
  • 94 Days On Market

  Current Estimated Value $661,303

  Last Listing Agent Karan Moeller Ocean Sotheby's International Realty

  88181 Old Hwy Unit 41G, Islamorada, FL 33036
• 

  

  /63

  Est $2,849,637 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,310 Sq Ft

  141 Giardino Dr, Islamorada, FL 33036

  141 Giardino Dr, Islamorada, FL 33036
• 

  

  /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
• 

  

  /51

  $1,750,000 Sold Jun 11, 2025

  190 Gulfview Dr, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 1,629 Sq Ft
  • Built 2008

  Last Sold Summary

  • 10% Below List Price
  • $1,074/SF
  • 210 Days On Market

  Current Estimated Value $1,792,558

  Last Listing Agent Alexander Pinero Pine River Realty, LLC

  190 Gulfview Dr, Islamorada, FL 33036
• 

  

  /31

  Est $2,290,432 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,845 Sq Ft

  112 Palo de Oro Dr, Islamorada, FL 33036

  112 Palo de Oro Dr, Islamorada, FL 33036
• 

  

  /29

  $14,900,000 New Construction

  • 5 Beds
  • 8 Baths
  • 6,367 Sq Ft

  236 Costa Bravo Dr, Islamorada, FL 33036

  A rare architectural masterpiece by renowned architect Max Strang, this modern coastal estate in Port Antigua, Islamorada, redefines luxury waterfront living. Set on a private sandy beach, the residence offers 5 bedrooms, 6 full baths and 2 half baths across 6,367 SF of interior space and 10,483 total SF. Strang's signature tropical modernist design showcases natural materials, clean lines, and

  Courtney Conley Serhant Florida LLC - Miami Office

  236 Costa Bravo Dr, Islamorada, FL 33036
• 

  

  /46

  $1,380,000 Sold Sep 09, 2025

  87851 Old Hwy Unit K26 and 30ft Boat Sl, Islamorada, FL 33036

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

  Last Sold Summary

  • 1% Below List Price
  • $761/SF
  • 85 Days On Market

  Current Estimated Value $1,374,584

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

  87851 Old Hwy Unit K26 and 30ft Boat Sl, Islamorada, FL 33036
• 

  

  /49

  Est $2,995,080 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,845 Sq Ft

  18 Avacado St, Islamorada, FL 33036

  18 Avacado St, Islamorada, FL 33036
• 

  

  /67

  $2,600,000

  • 4 Beds
  • 3 Baths
  • 2,336 Sq Ft

  81250 Overseas Hwy Unit 5, Islamorada, FL 33036

  Only sophistication and class represented in Islamorada's most exclusive development, Tarpon Flats. This rare offering has underwent a full high-end renovation to satisfy the most distinguished buyer. The elegant paver driveway leads up to pristine grounds showing off it's manicured landscaping. One of only 12 luxury bayfront homes on a sprawling four-acre parcel. The property exudes a unique

  AJ Vetter Palm House Real Estate

  81250 Overseas Hwy Unit 5, Islamorada, FL 33036
• 

  

  /78

  $2,600,000 Sold Sep 05, 2025

  81250 Overseas Hwy Unit 1, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 2,072 Sq Ft
  • Built 1985

  Last Sold Summary

  • 9% Below List Price
  • $1,255/SF
  • 30 Days On Market

  Current Estimated Value $2,696,670

  Last Listing Agent Pierre Bellion Ocean Sotheby's International Realty

  81250 Overseas Hwy Unit 1, Islamorada, FL 33036
• 

  /2

  Est $2,817,464 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,966 Sq Ft

  75455 Overseas Hwy, Islamorada, FL 33036

  75455 Overseas Hwy, Islamorada, FL 33036
• 

  

  /31

  $3,150,000

  • 4 Beds
  • 5 Baths
  • 2,576 Sq Ft

  105 Carroll St Unit 6, Islamorada, FL 33036

  NEWEST DEVELOPMENT IN DOWNTOWN ISLAMORADA!! Come preview finished units NOW. Only ONE HOUSE LEFT. An exclusive, gated enclave on the Atlantic Ocean, Oceanside is nestled between the Cheeca Lodge and the Caribbean Resort, offering the very best of location, privacy and island living. Low maintenance concrete block construction, this home has been built above flood level. Spacious living area

  Ralph Sanchez Century 21 All Keys Inc (KW)

  105 Carroll St Unit 6, Islamorada, FL 33036
• 

  

  /49

  $965,000 Sold Dec 15, 2025

  141 Plantation Blvd, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,678 Sq Ft
  • Built 1950

  Last Sold Summary

  • 20% Below List Price
  • $575/SF
  • 113 Days On Market

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

  141 Plantation Blvd, Islamorada, FL 33036
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  /50

  Est $452,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 398 Sq Ft

  88500 Overseas Hwy Unit 107, Tavernier, FL 33070

  88500 Overseas Hwy Unit 107, Tavernier, FL 33070
• 

  

  /25

  $710,000

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

  130 N Hammock Rd, Islamorada, FL 33036

  Island Life in the Heart of Islamorada, a ground-level, 3 bed, 2 bath home with all the charm and comfort you need to enjoy life in the Keys. Solid CBS construction with Bahama shutters, central air, and an updated kitchen ready for entertaining. The yard is fully fenced plus there's a large bonus shed out back. Walking distance to Publix, restaurants, and all the best local spots. Easy,

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

  130 N Hammock Rd, Islamorada, FL 33036
• 

  

  /43

  $1,900,000 Sold Sep 15, 2025

  117 Sandy Cove Ave, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 1,960 Sq Ft
  • Built 1964

  Last Sold Summary

  • 12% Below List Price
  • $969/SF
  • 26 Days On Market

  Current Estimated Value $1,926,382

  Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

  117 Sandy Cove Ave, Islamorada, FL 33036
• 

  /2

  Est $1,553,173 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,251 Sq Ft

  80639 Old Hwy Unit 308, Islamorada, FL 33036

  80639 Old Hwy Unit 308, Islamorada, FL 33036
• 

  

  /59

  $5,590,000

  • 4 Beds
  • 4 Baths
  • 5,348 Sq Ft

  133 Severino Dr, Islamorada, FL 33036

  Experience luxury living at its finest in this completely renovated four-bedroom, four-bathroom home nestled in one of the most prestigious neighborhoods in the upper Keys. This stunning residence showcases exceptional craftsmanship by a renowned local builder, creating an extraordinary retreat where sophisticated design meets tropical paradise.The home features two separate living areas and

  Pete Riveiro The Firm Realty Group

  133 Severino Dr, Islamorada, FL 33036
• 

  

  /4

  $6,500,000 Sold Aug 11, 2025

  168 Galleon Rd, Islamorada, FL 33036

  • 4 Beds
  • 4 Baths
  • 3,790 Sq Ft
  • Built 2023

  Last Sold Summary

  • 6% Below List Price
  • $1,715/SF
  • 142 Days On Market

  Current Estimated Value $6,130,994

  Last Listing Agent Kim Thaler Ocean Sotheby's International Realty

  168 Galleon Rd, Islamorada, FL 33036
• 

  /2

  Est $479,114 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 976 Sq Ft

  87465 Old Hwy Unit 106, Islamorada, FL 33036

  87465 Old Hwy Unit 106, Islamorada, FL 33036
• 

  

  /21

  $4,189,000

  • 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. With 23,350 square feet of land, the property offers ample space

  Alin Zdroba Propertio

  75433 Overseas Hwy, Islamorada, FL 33036
• 

  

  /58

  $1,300,000 Sold Dec 27, 2024

  84745 Old Hwy Unit 11, Islamorada, FL 33036

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

  Last Sold Summary

  • $774/SF
  • 2 Days On Market

  Current Estimated Value $3,384,000

  Last Listing Agent Mark Stampini Guaranteed Home Sales

  84745 Old Hwy Unit 11, Islamorada, FL 33036
• 

  /2

  Est $400,988 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 409 Sq Ft

  79901 Overseas Hwy Unit 104, Islamorada, FL 33036

  79901 Overseas Hwy Unit 104, Islamorada, FL 33036
• 

  

  /97

  $15,750,000

  • 7 Beds
  • 7 Baths
  • 5,900 Sq Ft

  75840 Overseas Hwy, Islamorada, FL 33036

  Experience the ultimate in coastal luxury and sophistication in this brand-new magnificent bayfront estate designed to impress at every turn. Set on over 2 acres of direct bayfront property with an idyllic rare white sandy private beach in prestigious Lower Matecumbe, this 7-bedroom, 7-bathroom residence spans nearly 6,000 square feet of immaculate living space. Two completely separate guest

  Lisa Swanson The Agency Florida Keys

  75840 Overseas Hwy, Islamorada, FL 33036

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