Islamorada, FL Homes

• 

  

  

  /44

  $370,000

  Sold May 19, 2026

  228 Oleander Dr, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft
  • Built 1963

  Last Sold Summary

  • 13% Below List Price
  • $319/SF
  • 117 Days On Market

  Last Listing Agent Barbara Eads Barbara Eads Realty

  228 Oleander Dr, Tavernier, FL 33070
• 

  

  

  /33

  Est $755,370

  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

  • 91 Days On Market
• 

  

  

  /68

  $2,899,000

  $500K PRICE INCREASE

  • 4 Beds
  • 4 Baths
  • 2,409 Sq Ft

  127 & 121 Monroe Dr Unit 1-3, Plantation Key, FL 33070

  Exceptional investment and lifestyle opportunity in the heart of Plantation Key. This offering includes a triplex income property together with the adjacent multifamily lot, giving you both immediate rental income and room to grow. In the Village of Islamorada, it is rare to find side-by-side multifamily parcels in such a convenient, desirable Upper Keys neighborhood. 127 Monroe Drive is a

  Peter Schwarz-Top Producer LoKation Real Estate - Pompano Beach

  127 & 121 Monroe Dr Unit 1-3, Plantation Key, FL 33070
• 

  

  

  /81

  $3,003,000

  Sold Jun 29, 2026

  133 Sunset Dr, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 2,519 Sq Ft
  • Built 1974

  Last Sold Summary

  • 29% Below List Price
  • $1,192/SF
  • 13 Days On Market

  Current Estimated Value $3,351,403

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

  133 Sunset Dr, Islamorada, FL 33036
• 

  

  

  /15

  Est $729,290

  Not Listed For Sale

  81801 Overseas Hwy Unit 612, Islamorada, FL 33036

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

  81801 Overseas Hwy Unit 612, Islamorada, FL 33036

  Last Sold Summary

  • 8 Days On Market
• 

  

  /34

  $699,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  235 Tarpon St, Tavernier, FL 33070

  Welcome to your private slice of the Florida Keys at 235 Tarpon Street in Tavernier. Surrounded by lush tropical landscaping, this charming single-level home offers a relaxed island feel with great privacy, generous outdoor space, and easy everyday living. A spacious gravel driveway and covered carport provide plenty of parking, while the inviting front entry sets the tone for the home's warm

  Jamie Engel Coldwell Banker Schmitt Islamorada

  235 Tarpon St, Tavernier, FL 33070
• 

  

  /30

  $225,000

  Sold Jul 10, 2026

  40 High Point Rd Unit G101, Tavernier, FL 33070

  • 1 Bed
  • 1 Bath
  • 895 Sq Ft
  • Built 1974

  Last Sold Summary

  • 6% Below List Price
  • $251/SF
  • 36 Days On Market

  Current Estimated Value $282,241

  Last Listing Agent Steven Conley Compass Florida LLC - Tavernier

  40 High Point Rd Unit G101, Tavernier, FL 33070
• 

  

  /49

  Est $1,675,246

  Not Listed For Sale

  240 S 240 Coconut Palm Blvd, Plantation Key, FL 33070

  • 2 Beds
  • 1.5 Baths
  • 1,022 Sq Ft
  • Built 1964

  240 S 240 Coconut Palm Blvd, Plantation Key, FL 33070

  Last Sold Summary

  • 30 Days On Market
• 

  

  /47

  $2,649,000

  New Construction Under Contract

  • 3 Beds
  • 3.5 Baths
  • 1,768 Sq Ft

  81906 Overseas Hwy Unit 3, Islamorada, FL 33036

  Welcome to Coral Cove Residence 3, perfectly positioned in the heart of Islamorada. This turn-key, thoughtfully designed three-bedroom, three-and-a-half-bath residence was built in 2020 and features quality construction and well-appointed appliances throughout. A beautiful open floor plan allows natural light to flow effortlessly, creating an inviting coastal living environment.Located within

  Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

  81906 Overseas Hwy Unit 3, Islamorada, FL 33036
• 

  

  /38

  $1,481,539

  Sold Jul 01, 2026

  171 Plantation Ave, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 1968

  Last Sold Summary

  • 20% Below List Price
  • $1,157/SF
  • 281 Days On Market

  Current Estimated Value $1,487,450

  Last Listing Agent AJ Vetter Palm House Real Estate

  171 Plantation Ave, Tavernier, FL 33070
• 

  /2

  Est $1,384,000

  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
• 

  

  /57

  $6,000,000

  • 4 Beds
  • 6 Baths
  • 3,890 Sq Ft

  202 Plantation Shores Dr, Tavernier, FL 33070

  Coastal Luxury. Endless Lifestyle.A rare opportunity to own an extraordinary Plantation Key waterfront estate where captivating ocean views, 140 feet of protected dockage, direct Atlantic access, and exceptional craftsmanship come together in perfect harmony. Privately tucked away on a quiet cul-de-sac, this stunning coastal residence was thoughtfully designed for those who appreciate

  Joy Martin American Caribbean Real Estate, Christie's International Real Estate

  202 Plantation Shores Dr, Tavernier, FL 33070
• 

  

  /12

  $280,000

  Sold Mar 04, 2026

  84961 Old Hwy Unit LOT 30, Islamorada, FL 33036

  • Land
  • 1,006 Sq Ft
  • $12,124,056 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 13 Days On Market

  Current Estimated Value $325,253

  Last Listing Agent Claudette Mell Century 21 Circle- Islamorada

  84961 Old Hwy Unit LOT 30, 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
• 

  

  /35

  $729,000

  • 2 Beds
  • 2 Baths
  • 853 Sq Ft

  88540 Overseas Hwy Unit 605, Tavernier, FL 33070

  Tropical Bayfront Condo - Futura Yacht Club, Islamorada. Welcome to your tropical getaway in the Florida Keys! This beautifully updated 2-bedroom, 2-bath condo is located in the highly sought-after, bayfront community of Futura Yacht Club in Islamorada. Perched on the 6th floor, the unit boasts panoramic views of both the Atlantic Ocean and Florida Bay--offering some of the most breathtaking

  Stuart Kingma S.J. Kingma & Associates

  88540 Overseas Hwy Unit 605, Tavernier, FL 33070
• 

  

  /63

  $3,645,000

  Sold Nov 20, 2025

  257 Normandy Dr, Tavernier, FL 33070

  • 6 Beds
  • 5 Baths
  • 3,350 Sq Ft
  • Built 2022

  Last Sold Summary

  • $1,088/SF
  • 14 Days On Market

  Current Estimated Value $3,760,888

  Last Listing Agent Terry Canto American Caribbean Real Estate, Christie's International Real Estate

  257 Normandy Dr, Tavernier, FL 33070
• 

  /2

  Est $1,936,535

  Not Listed For Sale

  200 Pueblo St, Tavernier, FL 33070

  • 3 Beds
  • 3 Baths
  • 1,633 Sq Ft
  • Built 1974

  200 Pueblo St, Tavernier, FL 33070
• 

  

  /86

  $29,000,000

  • 4 Beds
  • 5.5 Baths
  • 8,194 Sq Ft

  75090 Overseas Hwy, Islamorada, FL 33036

  Villa Lago is an Italian-inspired waterfront estate positioned along 220 feet of pristine Florida Bay frontage in Islamorada. Offering 8,194 SF of living space on 1 acre of bayfront property, a dramatic arrival unfolds beneath soaring 30ft ceilings, leading into a grand living space framed by turquoise bay views. An arcaded hallway with a hand-tiled barrel-vaulted ceiling connects interiors

  Annie Hagen Ocean Sothebys Intl Realty

  75090 Overseas Hwy, Islamorada, FL 33036
• 

  /2

  $850,000

  Sold Oct 04, 2025

  177 Dove Lake Dr, Tavernier, FL 33070

  • 5 Beds
  • 3 Baths
  • 2,442 Sq Ft
  • Built 1975

  Last Sold Summary

  • $348/SF

  Current Estimated Value $956,370

  Last Listing Agent NON MLS NON MLS (realMLS)

  177 Dove Lake Dr, Tavernier, FL 33070
• 

  

  /59

  Est $962,577

  Not Listed For Sale

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

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

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

  Last Sold Summary

  • 80 Days On Market
• 

  

  /62

  $410,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  107 Ocean View Dr, Mexico Beach, FL 32456

  Situated on a corner lot just minutes from the sugar-white sands of Mexico Beach, this two-bedroom, two-bath coastal retreat offers the perfect mix of comfort, convenience, and beachside charm. A long driveway provides extra parking for guests, adding to the home's everyday ease and functionality. Inside, the bright and inviting floor plan is designed for relaxed living, with an open kitchen and

  Homes with Hof Team 98 Real Estate Group, LLC

  107 Ocean View Dr, Mexico Beach, FL 32456
• 

  

  /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 $3,114,373

  Last Listing Agent Joseph Maehler Pacaso Inc.

  134 Nautilus Dr, Islamorada, FL 33036
• 

  

  /58

  Est $1,456,926

  Not Listed For Sale

  88540 Overseas Hwy Unit 725 AND Slip 34, Tavernier, FL 33070

  • 2 Beds
  • 2 Baths
  • 1,298 Sq Ft
  • Built 1985

  88540 Overseas Hwy Unit 725 AND Slip 34, Tavernier, FL 33070

  Last Sold Summary

  • 22 Days On Market
• 

  

  /72

  $2,999,000

  • 3 Beds
  • 3.5 Baths
  • 3,817 Sq Ft

  111 Spoonbill Rd, Tavernier, FL 33070

  Updated canal front pool home located in a desirable neighborhood with quick and easy access to the bay or ocean via Tavernier Creek, a boaters dream. It features a 3 bedrooms, 3.5 bath, a ground level entry with beautifully designed foyer, a large entertainment room with bar, a laundry room and a half bath. The second level has a spacious bedroom with an en-suite bath and an additional room for

  Debra Mott LoKation Real Estate - Pompano Beach

  111 Spoonbill Rd, Tavernier, FL 33070
• 

  

  /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
• 

  

  /3

  Est $849,429

  Not Listed For Sale

  88181 Old Hwy Unit 22A, Islamorada, FL 33036

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

  88181 Old Hwy Unit 22A, Islamorada, FL 33036

  Last Sold Summary

  • 0 Days On Market
• 

  

  /10

  $685,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  110 Indian Ave, Tavernier, FL 33070

  Wow! 2 Lots! Come take a look at this 3 Bed, 2 Bath, CBS home! Concrete Roof! Accordion shutters, covered carport and extra space for storage! Huge Tropical backyard. Granite countertops in the kitchen. Open living concept. Large Master bedroom. Close to the beach, park and resident access to boat ramp! Fully fenced in yard. Room for your toys! A True Gem!

  Cliff Glansen FlatFee.com

  110 Indian Ave, Tavernier, FL 33070
• 

  

  /77

  $2,989,000

  Sold Sep 08, 2025

  119 W Plaza Del Lago, Islamorada, FL 33036

  • 4 Beds
  • 3.5 Baths
  • 3,332 Sq Ft
  • Built 1988

  Last Sold Summary

  • 9% Below List Price
  • $897/SF
  • 11 Days On Market

  Current Estimated Value $3,255,607

  Last Listing Agent Raul Hernandez Canvas Real Estate

  119 W Plaza Del Lago, Islamorada, FL 33036
• 

  /2

  Not Listed For Sale

  120 Orchid St, Tavernier, FL 33070

  • 2 Beds
  • 1 Bath
  • 684 Sq Ft
  • Built 1972

  120 Orchid St, Tavernier, FL 33070
• 

  

  /16

  $1,595,000

  • Land
  • 20,908 Sq Ft
  • $3,322,917 per Acre

  229 Coral Rd, Islamorada, FL 33036

  DIRECT OCEANFRONT LOT IN ISLAMORADA WITH ACTIVE BUILDING PERMIT! A rare opportunity to own a beautifully situated direct oceanfront parcel in the heart of Islamorada, offering breathtaking panoramic views of the Atlantic Ocean. An active building permit is already in place, allowing you to begin construction of your dream waterfront estate immediately, or take advantage of the Village of

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  229 Coral Rd, 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 $759,934

  Last Listing Agent Shane Wilson Cypress Realty, Inc.

  132 Galleon Rd, Islamorada, FL 33036
• 

  

  /8

  Est $887,787

  Not Listed For Sale

  139 N Airport Rd, Tavernier, FL 33070

  139 N Airport Rd, Tavernier, FL 33070

  Last Sold Summary

  • 359 Days On Market
• 

  

  /32

  $2,500,000

  $100K PRICE DROP Under Contract

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

  109 Milano Dr, Islamorada, FL 33036

  Located in the highly desirable Venetian Shores neighborhood in Islamorada, this canal front home offers 70 feet of dockage with a brand new concrete dock and seawall, making it an excellent opportunity for boating enthusiasts. Enjoy quick and convenient access to both the Atlantic Ocean and Florida Bay through Snake Creek, one of the most sought-after boating access points in the Florida Keys.

  Jamie Engel Coldwell Banker Schmitt Islamorada

  109 Milano Dr, 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 $1,050,050

  Last Listing Agent Danielle Cockerham Coastal Realty of the Florida Keys

  83201 Old Hwy Unit 405, Islamorada, FL 33036
• 

  /2

  Not Listed For Sale

  200 Bougainvillea St, Islamorada, FL 33070

  200 Bougainvillea St, Islamorada, FL 33070
• 

  

  /61

  $975,000

  $20K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,386 Sq Ft

  134 Dove Creek Dr, Tavernier, FL 33070

  Welcome to this solid concrete home in the Florida Keys, located in Tavernier and built for durability, comfort, and island living. Featuring all-concrete construction with a concrete roof, this property offers strength, low maintenance, and peace of mind—ideal for Keys conditions.The upstairs level includes a fully remodeled 2-bedroom, 2-bathroom living space with peek-a-boo ocean views from

  Billy Hart Ocean Sotheby's International Realty

  134 Dove Creek Dr, Tavernier, FL 33070
• 

  

  /31

  $1,300,000

  Sold May 14, 2026

  106 Plantation Ave, Tavernier, FL 33070

  • 3 Beds
  • 1.5 Baths
  • 992 Sq Ft
  • Built 1979

  Last Sold Summary

  • 17% Below List Price
  • $1,310/SF
  • 85 Days On Market

  Current Estimated Value $1,395,654

  Last Listing Agent Kelly Randin Sharon J. Kelly Realty, Inc.

  106 Plantation Ave, Tavernier, FL 33070
• 

  /2

  Est $2,566,488

  Not Listed For Sale

  119 Harbor Dr Unit & Adjacent Lot, Tavernier, FL 33070

  • 4 Beds
  • 4 Baths
  • 2,776 Sq Ft
  • Built 1962

  119 Harbor Dr Unit & Adjacent Lot, Tavernier, FL 33070
• 

  

  /60

  $2,195,000

  • 3 Beds
  • 3.5 Baths
  • 4,537 Sq Ft

  33 Pen Key, Upper Matecumbe Key Islamorada, FL 33036

  Welcome to your legacy retreat in Islamorada's premier gated waterfront community. A rare blend of privacy, prestige, and resort‑style living awaits in this Key West-inspired residence, set within one of Islamorada's most exclusive gated bayfront communities. Surrounded by manicured tropical landscaping and timeless architectural charm, this home offers an elevated island lifestyle defined

  Eric Rizzo Ocean Sotheby's International Realty

  33 Pen Key, Upper Matecumbe Key Islamorada, FL 33036
• 

  

  /19

  $3,400

  Sold May 18, 2026

  169 Orchid St, Tavernier, FL 33070

  • 2 Beds
  • 2 Baths
  • 1,426 Sq Ft
  • Built 1970

  Last Sold Summary

  • 6% Below List Price
  • $2/SF
  • 164 Days On Market

  Last Listing Agent Jamie Gunthner Real Estate Sales Force, Inc.

  169 Orchid St, Tavernier, FL 33070

Showing Results 281 - 320, Page 8 of 18