Islamorada, FL Homes

• 

  

  /2

  Est $3,384,000 Not Listed For Sale

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

  84745 Old Hwy Unit 9, Islamorada, FL 33036

  84745 Old Hwy Unit 9, Islamorada, FL 33036
• 

  

  

  /32

  $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
• 

  

  

  /27

  $915,000 Sold Jan 15, 2025

  101 Gulfview Dr Unit 102, Islamorada, FL 33036

  • 2 Beds
  • 2.5 Baths
  • 1,473 Sq Ft
  • Built 2003

  Last Sold Summary

  • 17% Below List Price
  • $621/SF
  • 225 Days On Market

  Current Estimated Value $932,972

  Last Listing Agent Jamie Engel Coldwell Banker Schmitt Islamorada

  101 Gulfview Dr Unit 102, Islamorada, FL 33036
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  /59

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 574 Sq Ft

  88500 Overseas Hwy Unit 214, Islamorada, FL 33036

  88500 Overseas Hwy Unit 214, Islamorada, FL 33036
• 

  

  

  /51

  $1,100,000

  • 3 Beds
  • 3 Baths
  • 2,128 Sq Ft

  110 Dove Creek Dr, Key Largo, FL 33037

  Welcome to your coastal retreat in Tavernier--just steps from the shoreline and the beloved Harry Harris Park. This 3-bedroom, 3-bathroom residence offers generous living spaces designed for comfort, style, and laid-back Keys living, including an office that doubles as a fourth bedroom. The third-floor main living level is the true showstopper, where an open-concept living room and beautifully

  Eric Rizzo Ocean Sotheby's International Realty

  110 Dove Creek Dr, Key Largo, FL 33037
• 

  

  /35

  $775,000 Sold Aug 11, 2025

  182 Adobe Casa Court Dr, Key Largo, FL 33037

  • 4 Beds
  • 2 Baths
  • 881 Sq Ft
  • Built 2015

  Last Sold Summary

  • 6% Below List Price
  • $880/SF
  • 58 Days On Market

  Current Estimated Value $786,273

  Last Listing Agent Jeannine Cook Rook Realty LLC

  182 Adobe Casa Court Dr, Key Largo, FL 33037
• 

  

  /45

  Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,000 Sq Ft

  235 Antigua Rd, Tavernier, FL 33070

  235 Antigua Rd, Tavernier, FL 33070
• 

  

  /87

  $7,500,000

  • 4 Beds
  • 3 Baths
  • 4,103 Sq Ft

  88547 Old Hwy, Tavernier, FL 33070

  Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires' Row... Islamorada's premier address. New dock with two boat lifts (16,000 lb. and 10,000 lb.) to enjoy one of the best boating locations in the Keys, plus a 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame

  Brett Newman Coldwell Banker Schmitt Islamorada

  88547 Old Hwy, Tavernier, FL 33070
• 

  

  /8

  $260,000 Sold Apr 04, 2025

  96 Madeira Rd Unit 4, Islamorada, FL 33036

  • Built 2014

  Last Sold Summary

  • 5% Below List Price
  • 93 Days On Market

  Current Estimated Value $263,871

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

  96 Madeira Rd Unit 4, Islamorada, FL 33036
• 

  

  /18

  Est $2,595,106 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,028 Sq Ft

  106 Bayview Isle Dr, Islamorada, FL 33036

  106 Bayview Isle Dr, Islamorada, FL 33036
• 

  

  /15

  $1,050,000

  • Land

  172 Iroquois Dr, Islamorada, FL 33036

  ACTIVE PERMIT - this waterfront lot is ready to build your dream Keys residence, no waiting in the lengthy line for a building allocation. The least expensive lot with TDR in the entire Village. Located in prestigious Lower Matecumbe Key in the Village of Islamorada on a private cul-de-sac. This lot is cleared and contains a 72' dock with a 5,000lb. boat lift in place. Canal has a navigable depth

  Lindsey Davis Ocean Sotheby's International Realty

  172 Iroquois Dr, Islamorada, FL 33036
• 

  

  /34

  $1,015,000 Sold Jun 20, 2025

  87851 Old Hwy Unit K33, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1989

  Last Sold Summary

  • 15% Below List Price
  • $661/SF
  • 108 Days On Market

  Current Estimated Value $1,027,168

  Last Listing Agent Krissy Carnahan Realty ONE Group Destination (ISL)

  87851 Old Hwy Unit K33, Islamorada, FL 33036
• 

  

  /19

  Est $1,407,581 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,440 Sq Ft

  149 Palermo Dr, Islamorada, FL 33036

  149 Palermo Dr, Islamorada, FL 33036
• 

  

  /72

  $2,995,000

  • 4 Beds
  • 2 Baths
  • 2,928 Sq Ft

  415 Palm Dr, Islamorada, FL 33036

  Coastal Elegance Meets Timeless Craftsmanship in Safety Harbor- Welcome to 'Piece of Quiet', a winner of the Miami Herald 'Fame' award for custom homes with unique architecture. Nestled in the coveted Safety Harbor neighborhood, this CBS construction home is a masterful blend of strength, style, and coastal luxury. Wrapped in island-style siding, the home exudes character and seaside charm, while

  Eric Rizzo Ocean Sotheby's International Realty

  415 Palm Dr, Islamorada, FL 33036
• 

  

  /47

  $482,500 Sold Aug 21, 2025

  500 Burton Dr Unit 1305, Tavernier, FL 33070

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft
  • Built 1991

  Last Sold Summary

  • 9% Below List Price
  • $584/SF
  • 49 Days On Market

  Last Listing Agent Scott Brisson KeyIsle Realty

  500 Burton Dr Unit 1305, Tavernier, FL 33070
• 

  /2

  Est $2,325,267 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft

  225 Tollgate Blvd, Islamorada, FL 33036

  225 Tollgate Blvd, Islamorada, FL 33036
• 

  

  /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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  /71

  $1,960,000 Sold Dec 08, 2025

  64 W Plaza Del Sol, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1986

  Last Sold Summary

  • 11% Below List Price
  • $1,256/SF
  • 29 Days On Market

  Last Listing Agent Lourdes Martin-Rosa The Keyes Company

  64 W Plaza Del Sol, Islamorada, FL 33036
• 

  

  /75

  Est $2,855,430 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,635 Sq Ft

  124 Guilford Ct, Tavernier, FL 33070

  124 Guilford Ct, Tavernier, FL 33070
• 

  

  /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
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  /50

  $1,100,000 Sold Feb 28, 2025

  87851 Old Hwy Unit K-24 & 35ft. Boat Sl, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1989

  Last Sold Summary

  • 8% Below List Price
  • $716/SF
  • 85 Days On Market

  Current Estimated Value $1,131,715

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

  87851 Old Hwy Unit K-24 & 35ft. Boat Sl, Islamorada, FL 33036
• 

  /2

  Est $993,918 Not Listed For Sale

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

  83201 Old Hwy Unit 517, Islamorada, FL 33036

  83201 Old Hwy Unit 517, 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
• 

  

  /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
• 

  

  /55

  Est $969,153 Not Listed For Sale

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

  83201 Old Hwy Unit 212, Islamorada, FL 33036

  83201 Old Hwy Unit 212, 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
• 

  /2

  $1,342,000 Sold Jul 25, 2025

  176 Iroquois Dr, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1980

  Last Sold Summary

  • 10% Below List Price
  • $1,398/SF
  • 116 Days On Market

  Current Estimated Value $1,338,206

  Last Listing Agent Peter Schwarz-Top Producer LoKation Real Estate

  176 Iroquois Dr, Islamorada, FL 33036
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  /52

  Est $1,047,884 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
• 

  

  /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
• 

  

  /53

  $650,000 Sold Dec 19, 2025

  88181 Old Hwy Unit G43, Islamorada, FL 33036

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

  Last Sold Summary

  • 12% Below List Price
  • $408/SF
  • 138 Days On Market

  Last Listing Agent Cameron Roth Coldwell Banker

  88181 Old Hwy Unit G43, Islamorada, FL 33036
• 

  

  /29

  Est $963,662 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
• 

  

  /28

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,758 Sq Ft

  212 Buttonwood Ln, Tavernier, FL 33070

  Welcome to your dream island getaway in the highly sought-after Bluewaters community. Nestled at the south end of Key Largo, this 1974 doublewide manufactured home has been transformed into a delightful oasis. Upgraded with impact windows, wood plank tile throughout, newer kitchen with stainless appliances, quartz counters, tile backsplash, and a built-in banquette; both bathrooms have been fully

  Yoana Toth Toth Real Estate Group

  212 Buttonwood Ln, Tavernier, FL 33070
• 

  

  /27

  $280,000 Sold Sep 03, 2025

  92550 Overseas Hwy Unit 108, Tavernier, FL 33070

  • 1 Bed
  • 1 Bath
  • 598 Sq Ft
  • Built 1975

  Last Sold Summary

  • 14% Below List Price
  • $468/SF
  • 172 Days On Market

  Current Estimated Value $287,022

  Last Listing Agent Wiebke Westedt LoKation Real Estate

  92550 Overseas Hwy Unit 108, Tavernier, FL 33070
• 

  /2

  Est $696,062 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,179 Sq Ft

  200 Wrenn St Unit 411, Tavernier, FL 33070

  200 Wrenn St Unit 411, Tavernier, FL 33070
• 

  

  /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
• 

  /2

  $680,000 Sold Dec 15, 2025

  173 Hibiscus St, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,410 Sq Ft
  • Built 2005

  Last Sold Summary

  • 20% Below List Price
  • $482/SF
  • 193 Days On Market

  Last Listing Agent Dakota Roberts The Keyes Company

  173 Hibiscus St, Tavernier, FL 33070
• 

  

  /16

  Est $643,867 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,166 Sq Ft

  151 Coconut Row, Tavernier, FL 33070

  151 Coconut Row, Tavernier, FL 33070
• 

  

  /64

  $22,500,000

  • 8 Beds
  • 14 Baths
  • 8,949 Sq Ft

  94100 Overseas Hwy, Tavernier, FL 33070

  Experience Absolute Paradise! A Legacy Florida Keys Estate offering ultimate privacy & tranquility. The Orchid Cove Estate spans 14.5 Acres offering 1,000 ft. of waterfront & Private Beaches accessed through a grand entrance surrounded by a breathtaking canopy of exotic trees. Award winning Botanical gardens surround the property featuring impeccably curated nature trails leading to the main

  Jason Zarco Berkshire Hathaway HomeServices EWM Realty

  94100 Overseas Hwy, Tavernier, FL 33070
• 

  /2

  $663,300 Sold Feb 28, 2025

  63 Cortez Ln, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1992

  Last Sold Summary

  • 9% Below List Price
  • $576/SF
  • 307 Days On Market

  Current Estimated Value $727,035

  Last Listing Agent Claire Johnson Coastal Realty of the Florida Keys

  63 Cortez Ln, Islamorada, FL 33036
• 

  

  /50

  Est $443,121 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 574 Sq Ft

  88500 Overseas Hwy Unit 226, Tavernier, FL 33070

  88500 Overseas Hwy Unit 226, Tavernier, FL 33070

Showing Results 441 - 480, Page 12 of 18