Homes in ZIP Code 33036

• 

  

  

  /87

  $5,999,999

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,320 Sq Ft

  181 Nautilus Dr, Islamorada, FL 33036

  Brand new 2026 coastal luxury in Islamorada's White Marlin Beach. 181 Nautilus Dr offers the ultimate Keys lifestyle with 5 bedrooms, 5.5 baths, and 5,320 SF of living area across three levels. Served by a private elevator that opens on all floors. Designed for indoor/outdoor living, enjoy a resort-style pool and a modern outdoor setting ideal for entertaining. Built for peace of mind with impact

  Karla Gil Coldwell Banker Realty - Coral Gables

  181 Nautilus Dr, Islamorada, FL 33036
• 

  

  

  /37

  $634,000

  Sold Dec 01, 2025

  88181 Old Hwy Unit 1G, Islamorada, FL 33036

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

  Last Sold Summary

  • 2% Below List Price
  • $398/SF
  • 42 Days On Market

  Last Listing Agent Steven Koleno Beycome of Florida, LLC

  88181 Old Hwy Unit 1G, Islamorada, FL 33036
• 

  

  /2

  Est $566,182

  Not Listed For Sale

  79901 Overseas Hwy Unit 208, Islamorada, FL 33036

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

  79901 Overseas Hwy Unit 208, Islamorada, FL 33036
• 

  

  

  /58

  $2,300,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  76412 Overseas Hwy, Islamorada, FL 33036

  Make all of your Florida Keys fantasies come true at Fantasy Harbor! We're willing to bet you never even knew this gated community on Islamorada's Lower Matecumbe existed. This concrete harborfront home is being offered for the very first time. Upstairs 2 bedroom 2 bathrooms suites with open and spacious harborview living areas plus downstairs bedroom and bathroom with a bonus party hut

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  76412 Overseas Hwy, Islamorada, FL 33036
• 

  

  

  /39

  $1,398,000

  Sold Aug 22, 2025

  101 San Marco Dr, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 2,131 Sq Ft
  • Built 2002

  Last Sold Summary

  • 5% Below List Price
  • $656/SF
  • 11 Days On Market

  Current Estimated Value $1,562,676

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

  101 San Marco Dr, Islamorada, FL 33036
• 

  

  /12

  Est $653,583

  Not Listed For Sale

  79901 Overseas Hwy Unit 502, Islamorada, FL 33036

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

  79901 Overseas Hwy Unit 502, Islamorada, FL 33036

  Last Sold Summary

  • 176 Days On Market
• 

  

  /16

  $3,200

  • 2 Beds
  • 2 Baths
  • 1,349 Sq Ft

  87200 Overseas Hwy Unit 4, Islamorada, FL 33036

  2 Bedroom, 2 Bath Townhome for Rent Enjoy resort-style living in this beautifully maintained 2-bedroom, 2-bath townhome featuring an array of desirable community amenities. Residents have access to a sparkling pool, private beach area, tennis courts, BBQ facilities, and a welcoming clubhouse. Conveniently located near top-rated schools, shopping, Founders Park, and the local hospital, this home

  Lizette Miller Coldwell Banker Schmitt Islamorada

  87200 Overseas Hwy Unit 4, Islamorada, FL 33036
• 

  

  /33

  $380,000

  Sold Feb 09, 2026

  79901 Overseas Hwy Unit 218, Islamorada, FL 33036

  • 1 Bed
  • 1.5 Baths
  • 827 Sq Ft
  • Built 1976

  Last Sold Summary

  • 16% Below List Price
  • $459/SF
  • 121 Days On Market

  Current Estimated Value $395,851

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

  79901 Overseas Hwy Unit 218, Islamorada, FL 33036
• 

  

  /35

  Est $620,504

  Not Listed For Sale

  79901 Overseas Hwy Unit 404, Islamorada, FL 33036

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

  79901 Overseas Hwy Unit 404, Islamorada, FL 33036

  Last Sold Summary

  • 5 Days On Market
• 

  

  /13

  $710,000

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  81801 Overseas Hwy Unit 714, Islamorada, FL 33036

  Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Great vacation and income producing condotel in the Sport Fishing Capital of the World. This 27-acre oceanfront Islamorada resort set in a lush tropical landscape has everything from fine dining restaurants, spa and wellness, fitness center, three resort style pools, two tiki bars, par 3 golf course, four lighted tennis courts,

  Joseph Ziolo United Realty Group, Inc

  81801 Overseas Hwy Unit 714, Islamorada, FL 33036
• 

  

  /32

  $630,000

  Sold Jul 18, 2025

  110 Knowles St, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft
  • Built 1958

  Last Sold Summary

  • 34% Below List Price
  • $312/SF
  • 247 Days On Market

  Current Estimated Value $762,097

  Last Listing Agent Lara Rutskin Coldwell Banker Schmitt Real Estate Co.

  110 Knowles St, Islamorada, FL 33036
• 

  

  /57

  Est $645,856

  Not Listed For Sale

  88500 Overseas Hwy Unit 509, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,567 Sq Ft
  • Built 1976

  88500 Overseas Hwy Unit 509, Tavernier, FL 33070

  Last Sold Summary

  • 124 Days On Market
• 

  

  /59

  $2,695,000

  • 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

  Hank Pinder Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  113 Villa Bella Dr, Islamorada, FL 33036
• 

  

  /42

  $1,275,000

  Sold Jul 07, 2025

  88181 Old Hwy Unit C-44 & 50' Slip 7, Islamorada, FL 33036

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

  Last Sold Summary

  • 28% Below List Price
  • $800/SF
  • 45 Days On Market

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

  88181 Old Hwy Unit C-44 & 50' Slip 7, Islamorada, FL 33036
• 

  

  /12

  Est $515,709

  Not Listed For Sale

  87455 Old Hwy Unit 229, Islamorada, FL 33036

  • 2 Beds
  • 1.5 Baths
  • 1,016 Sq Ft
  • Built 1977

  87455 Old Hwy Unit 229, Islamorada, FL 33036

  Last Sold Summary

  • 75 Days On Market
• 

  /2

  $350,000

  • Land
  • 37,126 Sq Ft
  • $410,656 per Acre

  80939 Overseas Hwy, Islamorada, FL 33036

  6 transient unit dry building rights in Islamorada. These transient units are for hotel rentals ,motel and rv. There is a total of six transients units available. The price is 350,000 each.

  Danny Sanchez Century 21 All Keys Inc (KW)

  80939 Overseas Hwy, Islamorada, FL 33036
• 

  

  /56

  $675,000

  Sold Mar 02, 2026

  88500 Overseas Hwy Unit 501, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,567 Sq Ft
  • Built 1976

  Last Sold Summary

  • 7% Below List Price
  • $431/SF
  • 222 Days On Market

  Current Estimated Value $711,447

  Last Listing Agent Jonelle Kop Blue 9 Realty, Inc.

  88500 Overseas Hwy Unit 501, Tavernier, FL 33070
• 

  

  /46

  Est $430,099

  Not Listed For Sale

  87465 Old Hwy Unit 223, Islamorada, FL 33036

  • 2 Beds
  • 1.5 Baths
  • 1,041 Sq Ft
  • Built 1977

  87465 Old Hwy Unit 223, Islamorada, FL 33036

  Last Sold Summary

  • 606 Days On Market
• 

  

  /75

  $2,250,000

  Under Contract

  • 3 Beds
  • 3 Baths
  • 2,123 Sq Ft

  137 Cortez Dr, Islamorada, FL 33036

  Impeccably Designed Islamorada Waterfront Retreat! Welcome to your private island oasis! This stunning 3BR/3BA solid concrete waterfront home on Lower Matecumbe Key combines comfort and style with the ultimate Florida Keys lifestyle. Beautifully updated, this turnkey residence is move-in ready for immediate enjoyment. The inviting floor plan features a well-appointed kitchen with quartz

  Claudette Mell Ocean Sotheby's International Realty

  137 Cortez Dr, Islamorada, FL 33036
• 

  

  /40

  $710,000

  Sold Jul 11, 2025

  81801 Overseas Hwy Unit 712, Islamorada, FL 33036

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

  Last Sold Summary

  • 2% Below List Price
  • $1,291/SF
  • 391 Days On Market

  Current Estimated Value $736,136

  Last Listing Agent Ashley Lindmar, Realtor Coldwell Banker Schmitt Islamorada

  81801 Overseas Hwy Unit 712, Islamorada, FL 33036
• 

  

  /23

  Est $432,025

  Not Listed For Sale

  87465 Old Hwy Unit 112, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 978 Sq Ft
  • Built 1977

  87465 Old Hwy Unit 112, Islamorada, FL 33036

  Last Sold Summary

  • 80 Days On Market
• 

  

  /47

  $1,599,000

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,048 Sq Ft

  124 Venetian Way, Islamorada, FL 33036

  Island Living in Prestigious Venetian Shores!Welcome to this newly custom-built 4bd/3ba residence ideally positioned on a tranquil plugged canal in one of the most sought-after subdivisions in the Florida Keys. Upstairs, enjoy a spacious open porch that flows seamlessly into a light-filled open concept floor plan. The designer kitchen features solid wood cabinetry, quartz countertops, a large

  Lisa Frins Century 21 Prestige Realty Grp, Tavernier

  124 Venetian Way, Islamorada, FL 33036
• 

  

  /31

  $2,000,000

  Sold May 01, 2026

  76434 Overseas Hwy, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,509 Sq Ft
  • Built 1986

  Last Sold Summary

  • 29% Below List Price
  • $1,325/SF
  • 118 Days On Market

  Current Estimated Value $2,458,933

  Last Listing Agent Patti Stanley Angler S Realty Inc.

  76434 Overseas Hwy, Islamorada, FL 33036
• 

  /2

  Est $808,015

  Not Listed For Sale

  88181 Old Hwy Unit G2, Islamorada, FL 33036

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

  88181 Old Hwy Unit G2, Islamorada, FL 33036
• 

  

  /43

  $710,000

  $140K PRICE DROP Under Contract

  • 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

  Stephanie Cowart Coastal Realty of the Florida Keys

  87200 Overseas Hwy Unit 3, Islamorada, FL 33036
• 

  

  /47

  $799,000

  Sold Apr 30, 2026

  140 Aregood Ln Unit C-2, Islamorada, FL 33036

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

  Last Sold Summary

  • 9% Below List Price
  • $640/SF
  • 324 Days On Market

  Current Estimated Value $1,140,402

  Last Listing Agent Linda Gaunaurd Century 21 Circle

  140 Aregood Ln Unit C-2, Islamorada, FL 33036
• 

  

  /62

  Est $2,831,614

  Not Listed For Sale

  134 Bayview Isle Dr, Islamorada, FL 33036

  • 4 Beds
  • 3.5 Baths
  • 2,577 Sq Ft
  • Built 1990

  134 Bayview Isle Dr, Islamorada, FL 33036

  Last Sold Summary

  • 50 Days On Market
• 

  

  /3

  $400,000

  Under Contract

  • Land

  Waterfront Tdr Building Right for Sale Rd, Upper Matecumbe Key Islamorada, FL 33036

  This is for the sale of 1 (one) Waterfront Transferable Development Right (TDR aka TBR) for use in The Village only. Buyer to pay ALL closing costs associated with the transaction and the transfer fee to The Village. The sale DOES NOT include any real property. Buyer must have an eligible property to which the rights can be transferred.

  Patti Stanley Angler S Realty Inc.

  Waterfront Tdr Building Right for Sale Rd, Upper Matecumbe Key Islamorada, FL 33036
• 

  

  /10

  $285,000

  Sold Jun 13, 2025

  96 Madeira Rd Unit 22, Islamorada, FL 33036

  • Built 2014

  Last Sold Summary

  • 3% Below List Price
  • 32 Days On Market

  Current Estimated Value $294,063

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

  96 Madeira Rd Unit 22, Islamorada, FL 33036
• 

  

  /51

  Est $3,697,351

  Not Listed For Sale

  139 Bayview Isle Dr, Islamorada, FL 33036

  • 4 Beds
  • 4 Baths
  • 2,304 Sq Ft
  • Built 1983

  139 Bayview Isle Dr, Islamorada, FL 33036

  Last Sold Summary

  • 405 Days On Market
• 

  

  /125

  $25,000,000

  • 7 Beds
  • 10 Baths
  • 8,288 Sq Ft

  82768 Overseas Hwy, Islamorada, FL 33036

  Welcome to Serenity Cay, an exquisite Balinese-inspired estate where tranquility and luxury meet the endless beauty on the Florida Bay. A true masterpiece of engineering and design, this sprawling waterfront residence on nearly four acres offers an unparalleled blend of tropical elegance, sophisticated craftsmanship, and modern luxury. An expansive infinity-edge pool blends seamlessly into the

  Gonzalo Del Negro Ocean Sothebys Intl Realty

  82768 Overseas Hwy, Islamorada, FL 33036
• 

  

  /68

  $1,335,000

  Sold Apr 13, 2026

  84745 Old Hwy Unit 4, Islamorada, FL 33036

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

  Last Sold Summary

  • 3% Below List Price
  • $795/SF
  • 17 Days On Market

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

  84745 Old Hwy Unit 4, Islamorada, FL 33036
• 

  

  /36

  Est $361,917

  Not Listed For Sale

  119 Cortez Dr Unit F3, Islamorada, FL 33036

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

  119 Cortez Dr Unit F3, Islamorada, FL 33036

  Last Sold Summary

  • 26 Days On Market
• 

  

  /46

  $1,800,000

  • 3 Beds
  • 2 Baths
  • 1,490 Sq Ft

  113 San Juan Dr Unit & Boat Slip, Islamorada, FL 33036

  Desirable Venetian Shores 3 Bedroom / 2 Bath Home with Water Views and Boat Slip! Surround yourself with peaceful waterfront views from almost every window of this bright, open-concept residence on one of the neighborhood's premier streets. This home offers the truly rare treat of wrap-around views of coastal living with a wide panorama of the private community marina and your own assigned boat

  Brett Newman Coldwell Banker Schmitt Islamorada

  113 San Juan Dr Unit & Boat Slip, Islamorada, FL 33036
• 

  

  /30

  $330,000

  Sold May 04, 2026

  119 Cortez Dr Unit G5, Islamorada, FL 33036

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

  Last Sold Summary

  • 20% Below List Price
  • $637/SF
  • 722 Days On Market

  Current Estimated Value $364,012

  Last Listing Agent Lorie LaLonde American Caribbean Real Estate, Christie's International Real Estate

  119 Cortez Dr Unit G5, Islamorada, FL 33036
• 

  /2

  Est $978,598

  Not Listed For Sale

  75710 Overseas Hwy Unit 10, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,104 Sq Ft
  • Built 1988

  75710 Overseas Hwy Unit 10, Islamorada, FL 33036
• 

  

  /73

  $24,995,000

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

  82719 Old Hwy, Islamorada, FL 33036

  Experience unparalleled oceanfront living at Chateau On The Ocean, a turnkey private estate set within an exclusive enclave in Islamorada. Here elevated coastal living reflects the sophistication of what has been referred to as the Hamptons of Miami. From the moment you arrive, a striking sense of privacy, scale, and intention is evident, with architecture and surroundings that feel truly

  Pamela DiMartino Coldwell Banker Realty

  82719 Old Hwy, Islamorada, FL 33036
• 

  

  /90

  $8,800,000

  Sold Sep 23, 2025

  180 Galleon Rd, Islamorada, FL 33036

  • 6 Beds
  • 8 Baths
  • 6,068 Sq Ft
  • Built 2023

  Last Sold Summary

  • $1,450/SF
  • 0 Days On Market

  Current Estimated Value $8,959,361

  Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

  180 Galleon Rd, Islamorada, FL 33036
• 

  

  /32

  Est $1,100,738

  Not Listed For Sale

  101 Gulfview Dr Unit 216, Islamorada, FL 33036

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

  101 Gulfview Dr Unit 216, Islamorada, FL 33036

  Last Sold Summary

  • 246 Days On Market
• 

  

  /39

  $3,524,000

  • 7 Beds
  • 4 Baths
  • 3,524 Sq Ft

  110 Gulfview Dr, Islamorada, FL 33036

  A Keys compound built to enjoy now-grow into the future, or internally convert to a 3,524 sq ft primary home without structural changes, while retaining a Waterfront Transferable Development Right (TDR/TBR) in Islamorada (approx. $650K value).Exceptional opportunity in the coveted White Marlin Beach community at MM74, this canal-front luxury family compound offers rare multi-family autonomy,

  Karen Jenkins EXP Realty, LLC

  110 Gulfview Dr, Islamorada, FL 33036

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