Plantation Key, FL Homes

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  /46

  $470,000

  • 2 Beds
  • 1.5 Baths
  • 989 Sq Ft

  87455 Old Hwy Unit 248, Islamorada, FL 33036

  BEAUTIFUL CONDO WITH OCEAN VIEWS FOR LESS THAN $480,000! LIVE THE DREAM IN THIS OCEANFRONT RESORT STYLE PROPERTY IN THE HIGHLY DESIRABLE PLANTATION BY THE SEA ON THE OCEAN IN THE BEAUTIFUL FLORIDA KEYS! LOCATED ON HIGHLY SOUGHT AFTER MILLIONAIRES ROW! UPON ENTERING THIS GATED COMMUNITY, THE OCEAN GREETS YOU AS YOU PARK IN YOUR DESIGNATED COVERED PARKING SPACE. UPON ENTERING YOUR CONDO, THIS

  Anthony Garcia The Keyes Company

  87455 Old Hwy Unit 248, Islamorada, FL 33036
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  /42

  $1,300,000 Sold Dec 01, 2025

  143 Palermo Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,568 Sq Ft
  • Built 1980

  Last Sold Summary

  • 18% Below List Price
  • $829/SF
  • 66 Days On Market

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

  143 Palermo Dr, Islamorada, FL 33036
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  /52

  Est $1,023,087 Not Listed For Sale

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

  83201 Old Hwy Unit 515, Islamorada, FL 33036

  83201 Old Hwy Unit 515, Islamorada, FL 33036
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  /12

  $289,000 Pending

  • Land

  84961 Old Hwy Unit LOT 30, Islamorada, FL 33036

  RV Lot with Ocean Views - Your Florida Keys Escape Awaits!Bring your RV (RV in photo not included) and discover your own slice of paradise in the beautiful Florida Keys. This ocean-view lot offers the perfect blend of relaxation, community, and adventure -- all with a low association fee of just $149/month, making coastal living both practical and rewarding.Enjoy access to a charming Atlantic

  Claudette Mell Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  84961 Old Hwy Unit LOT 30, Islamorada, FL 33036
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  /32

  $1,570,000 Sold Jun 06, 2025

  87851 Old Hwy Unit P 22, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 2,119 Sq Ft
  • Built 1989

  Last Sold Summary

  • 5% Below List Price
  • $741/SF
  • 144 Days On Market

  Current Estimated Value $1,628,458

  Last Listing Agent Carolyn Ambler American Caribbean Real Estate, Christie's International Real Estate

  87851 Old Hwy Unit P 22, Islamorada, FL 33036
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  /29

  Est $913,207 Not Listed For Sale

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

  83201 Old Hwy Unit 501, Islamorada, FL 33036

  83201 Old Hwy Unit 501, Islamorada, FL 33036
• 

  

  /20

  $475,000

  • 2 Beds
  • 1.5 Baths
  • 981 Sq Ft

  87465 Old Hwy Unit 218, Islamorada, FL 33036

  Condo for Sale - Islamorada, Plantation by The Sea 2 Bedrooms | 1.5 Bathrooms | Furnished | Two-Story Townhouse StyleExperience the unique lifestyle of the Florida Keys in this spectacular furnished condo at Plantation by The Sea!Located in prestigious and convenient Islamorada, this exclusive two-story townhouse-style condo is the perfect retreat for those seeking comfort and authentic coastal

  Florentina Antigua EXP Realty LLC

  87465 Old Hwy Unit 218, Islamorada, FL 33036
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  /68

  $1,600,000 Sold Jun 09, 2025

  84745 Old Hwy Unit 14, Islamorada, FL 33036

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

  Last Sold Summary

  • 9% Below List Price
  • $952/SF
  • 86 Days On Market

  Current Estimated Value $3,384,000

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

  84745 Old Hwy Unit 14, Islamorada, FL 33036
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  /34

  Est $13,868,229 Not Listed For Sale

  • 6 Beds
  • 7.5 Baths
  • 7,522 Sq Ft

  80999 Old Hwy, Islamorada, FL 33036

  80999 Old Hwy, Islamorada, FL 33036
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  /92

  $3,495,000

  • 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 LPT Realty, LLC

  80639 Old Hwy Unit 201, Islamorada, FL 33036
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  /3

  $969,000 Sold Dec 31, 2025

  81200 Overseas Hwy Unit 10-11-12, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,012 Sq Ft
  • Built 1962

  Last Sold Summary

  • $958/SF
  • 0 Days On Market

  Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

  81200 Overseas Hwy Unit 10-11-12, Islamorada, FL 33036
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  /10

  Est $564,531 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft

  87200 Overseas Hwy Unit A7, Islamorada, FL 33036

  87200 Overseas Hwy Unit A7, Islamorada, FL 33036
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  /14

  $340,000

  • 1 Bed
  • 1 Bath

  84961 Old Hwy 17 Hwy, Islamorada, FL 33036

  Escape to your own slice of paradise with this cozy and beautifully kept 1-bedroom, 1-bath Jayco RV. Whether you’re looking for a peaceful weekend retreat, a seasonal getaway, or a spot with great rental potential, this charming hideaway has it all. Wake up to the soothing sounds of the Atlantic and enjoy unforgettable sunrises and sunsets right from the jetty. Nestled in a rare, intimate

  Stanley Samy Coldwell Banker Realty

  84961 Old Hwy 17 Hwy, Islamorada, FL 33036
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  /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 $582,685

  Last Listing Agent Robert Valenzuela Century 21 Circle- Islamorada

  87200 Overseas Hwy Unit N9, Islamorada, FL 33036
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  /40

  Est $1,462,245 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,150 Sq Ft

  87851 Old Hwy Unit M36, Islamorada, FL 33036

  87851 Old Hwy Unit M36, Islamorada, FL 33036
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  /38

  $1,199,000

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

  83201 Old Hwy Unit 405, Islamorada, FL 33036

  Unparalleled amenities are what seperates Beacon Reef condo complex from any other complex on Upper Matecumbe Key. Premium oceanside dockage, resort style pool, a well-appointed gym with sweeping ocean views to name a few. Centrally located, Beacon Reef is located within walking distance or just a short golf cart ride to grocery and boutique shopping, restaurants & art district.Unique to this

  Danielle Cockerham Coastal Realty of the Florida Keys

  83201 Old Hwy Unit 405, Islamorada, FL 33036
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  /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 $3,612,039

  Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

  140 Stromboli Dr, Islamorada, FL 33036
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  /45

  Est $569,039 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,356 Sq Ft

  87200 Overseas Hwy Unit P7, Islamorada, FL 33036

  87200 Overseas Hwy Unit P7, Islamorada, FL 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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  /47

  $2,475,000 Sold Jan 29, 2026

  130 Pippin Dr, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 2,120 Sq Ft
  • Built 1958

  Last Sold Summary

  • 10% Below List Price
  • $1,167/SF
  • 153 Days On Market

  Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

  130 Pippin Dr, Islamorada, FL 33036
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  /31

  Est $589,120 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,353 Sq Ft

  87200 Overseas Hwy Unit P4, Islamorada, FL 33036

  87200 Overseas Hwy Unit P4, Islamorada, FL 33036
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  /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
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  /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 $1,392,084

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

  87851 Old Hwy Unit K26 and 30ft Boat Sl, Islamorada, FL 33036
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  /25

  Est $601,203 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,359 Sq Ft

  87200 Overseas Hwy Unit L2, Islamorada, FL 33036

  87200 Overseas Hwy Unit L2, Islamorada, FL 33036
• 

  

  /80

  $3,800,000 New Construction

  • 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
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  /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 $2,695,100

  Last Listing Agent Pierre Bellion Ocean Sotheby's International Realty

  81250 Overseas Hwy Unit 1, Islamorada, FL 33036
• 

  

  /17

  Est $567,232 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,345 Sq Ft

  87200 Overseas Hwy Unit C4, Islamorada, FL 33036

  87200 Overseas Hwy Unit C4, 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
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  /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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  /38

  Est $1,587,745 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
• 

  

  /38

  $22,500,000 New Construction

  • 7 Beds
  • 9 Baths
  • 8,878 Sq Ft

  81486 Overseas Hwy, Islamorada, FL 33036

  Introducing Isla House. A truly exceptional waterfront estate in the heart of downtown Islamorada, which exemplifies the serene beauty and elegance of Keys living. Set on a 5.82 acre double lot, Isla House overlooks 500+ feet of pristine Florida Bay waterfront. New custom construction melds traditional Caribbean architecture with clean modern aesthetics. The over 8,800 square feet of air

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

  81486 Overseas Hwy, Islamorada, FL 33036
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  /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 $6,243,770

  Last Listing Agent Kim Thaler Ocean Sotheby's International Realty

  168 Galleon Rd, Islamorada, FL 33036
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  /2

  Est $2,373,177 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
• 

  

  /25

  $680,000

  • 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
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  /64

  $1,440,000 Sold Jan 12, 2026

  84745 Old Hwy Unit 13, Islamorada, FL 33036

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

  Last Sold Summary

  • 13% Below List Price
  • $857/SF
  • 309 Days On Market

  Last Listing Agent Ernesto Portuondo American Caribbean Real Estate

  84745 Old Hwy Unit 13, Islamorada, FL 33036
• 

  /2

  Est $2,281,921 Not Listed For Sale

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

  148 Leoni Dr, Islamorada, FL 33036

  148 Leoni Dr, Islamorada, FL 33036
• 

  

  /40

  $428,000

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  87465 Old Hwy Unit 102, Islamorada, FL 33036

  LIVE THE DREAM IN THIS OCEANFRONT BUILDING IN THE BEAUTIFUL FLORIDA KEYS! LARGER THAN OTHER UNITS UNDER AIR AT 1100 SQ FT. TURN KEY STUNNING AND REMODELED, FRESHLY PAINTED, FULLY FURNISHED ALL ON ONE LEVEL 2 BEDROOM 2 FULL BATH CONDO IS MOVE IN READY! OR START MAKING MONEY AS A VACATION RENTAL RIGHT AWAY! $10,000.00 WORTH OF VACATION RENTAL BOOKINGS AND CONSULTING ARE INCLUDED WITH THIS CONDO

  Anthony Garcia The Keyes Company

  87465 Old Hwy Unit 102, Islamorada, FL 33036
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  /63

  $1,200,000 Sold Apr 25, 2025

  84745 Old Hwy Unit 5, Islamorada, FL 33036

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

  Last Sold Summary

  • 6% Below List Price
  • $714/SF
  • 46 Days On Market

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

  84745 Old Hwy Unit 5, Islamorada, FL 33036
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  /2

  Est $3,303,862 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
• 

  

  /31

  $680,000

  • 4 Beds
  • 2 Baths
  • 1,354 Sq Ft

  87200 Overseas Hwy Unit 2, Islamorada, FL 33036

  ANCHOR IN PARADISE- 4 BEDROOM, 2 BATH IN ISLAMORADA- EXECUTIVE BAY CLUB, THIS IMMACULATE CONDO WILL CONVEY FULLY FURNISHED ALL COMPLETELY RENOVATED & UPDATED W/HURRICANE IMPACT WINDOWS, SLIDING GLASS DOORS, WASHER/DRYER DOWNSTAIRS. PERFECT RETREAT W/SANDY BEACH, POOL, TENNIS COURTS, CLUBHOUSE FOR GATHERINGS, DOCKAGE AVAILABLE, BRAND NEW ONSITE MARINA, WALKING DISTANCE TO 'FOUNDER'S PARK' & FINE

  Lidia Yoham Anchor Realty of FL, LLC

  87200 Overseas Hwy Unit 2, Islamorada, FL 33036

Showing Results 121 - 160, Page 4 of 18