Islamorada, FL Homes

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  /116

  Est $4,826,180 Not Listed For Sale

  75261 Overseas Hwy, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 3,014 Sq Ft
  • Built 2020

  75261 Overseas Hwy, Islamorada, FL 33036

  Last Sold Summary

  • 8% Below List Price
  • $1,742/SF
  • 264 Days On Market

  Last Sold Price $5,250,000

  Last Listing Agent The Florida Keys Sold Sisters Ocean Sotheby's International Realty
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  /13

  $925,000

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

  177 Iroquois St, Tavernier, FL 33070

  Beautifully renovated 3-bedroom, 2-bathroom home in desirable IndianHarbor, this property has been completely updated with high-end finishes and thoughtful details throughout.Open-concept living area and kitchen, The house features new large impact windows and a layout that utilized all of the space. The kitchen features brand-new stainless-steel appliances, custom cabinetry, quartzite

  Steven Koleno BEYCOME OF FLORIDA LLC

  177 Iroquois St, Tavernier, FL 33070
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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

  Current Estimated Value $1,984,676

  Last Listing Agent Lourdes Martin-Rosa The Keyes Company

  64 W Plaza Del Sol, Islamorada, FL 33036
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  /2

  Est $795,517 Not Listed For Sale

  88181 Old Hwy Unit 22G, Islamorada, FL 33036

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

  88181 Old Hwy Unit 22G, Islamorada, FL 33036

  Last Sold Summary

  • 11% Below List Price
  • $449/SF

  Last Sold Price $715,000

  Last Listing Agent Diana Fiddes Coldwell Banker Schmitt Key Largo
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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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  /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

  Current Estimated Value $1,401,619

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

  143 Palermo Dr, Islamorada, FL 33036
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  /32

  Not Listed For Sale

  10400 Overseas Hwy Unit 3, Key Largo, FL 33037

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft
  • Built 2008

  10400 Overseas Hwy Unit 3, Key Largo, FL 33037

  Last Sold Summary

  • $108/SF
  • 196 Days On Market

  Last Sold Price $249,000

  Last Listing Agent Christopher Williams RE/MAX
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  /82

  $6,150,000

  • 6 Beds
  • 7 Baths
  • 5,100 Sq Ft

  194 Buttonwood Ln, Islamorada, FL 33036

  Welcome to 194 Buttonwood Lane, a rare waterfront sanctuary nestled in the prestigious Safety Harbor enclave. This meticulously designed 6-bedroom, 7-bathroom residence seamlessly blends architectural elegance with modern comfort. The heart of the home features a chef's kitchen outfitted with top-of-the-line appliances, custom cabinetry, and breath taking stone finishes on the countertops and

  Mike Jones Fairchild Partners, Inc.

  194 Buttonwood Ln, Islamorada, FL 33036
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  /15

  $225,000 Sold Mar 20, 2026

  245 Cuba Rd, Tavernier, FL 33070

  • Land

  Last Sold Summary

  • 18% Below List Price
  • 7 Days On Market

  Current Estimated Value $338,815

  Last Listing Agent Elizabeth Gonzalez Alfonso Pinpoint Real Estate Solutions Inc.

  245 Cuba Rd, Tavernier, FL 33070
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  /2

  Not Listed For Sale

  0 Navajo St, Plantation Key, FL 33070

  0 Navajo St, Plantation Key, FL 33070

  Last Sold Summary

  Last Sold Price $110,000

  Last Listing Agent Barbara Eads Barbara Eads Realty
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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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  /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 $1,344,430

  Last Listing Agent Peter Schwarz-Top Producer LoKation Real Estate - Pompano Beach

  176 Iroquois Dr, Islamorada, FL 33036
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  /31

  Not Listed For Sale

  175 Garden St, Key Largo, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 2023

  175 Garden St, Key Largo, FL 33070

  Last Sold Summary

  • $502/SF
  • 470 Days On Market

  Last Sold Price $675,000

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

  Current Estimated Value $676,343

  Last Listing Agent Cameron Roth Coldwell Banker

  88181 Old Hwy Unit G43, Islamorada, FL 33036
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  /2

  Est $877,333 Not Listed For Sale

  Vacant Lot Plantation Ridge Rd, Plantation Key, FL 33070

  • Studio

  Vacant Lot Plantation Ridge Rd, Plantation Key, FL 33070

  Last Sold Summary

  • 824% Below List Price

  Last Sold Price $95,000

  Last Listing Agent Sam Williams Coldwell Banker Schmitt Real Estate Co.
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  /82

  $3,800,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,574 Sq Ft

  82779 Old Hwy Unit 8, 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 8, Islamorada, FL 33036
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  /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 $293,838

  Last Listing Agent Wiebke Westedt LoKation Real Estate - Pompano Beach

  92550 Overseas Hwy Unit 108, Tavernier, FL 33070
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  /16

  Est $1,030,460 Not Listed For Sale

  162 Nautilus Dr, Islamorada, FL 33036

  162 Nautilus Dr, Islamorada, FL 33036

  Last Sold Summary

  • 61% Above List Price
  • 131 Days On Market

  Last Sold Price $640,000

  Last Listing Agent Faustino Diaz Coldwell Banker Realty - Coral Gables
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  /87

  $6,500,000

  • 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
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  /59

  $1,850,000 Sold Feb 25, 2026

  201 Harbor Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,524 Sq Ft
  • Built 1982

  Last Sold Summary

  • 18% Below List Price
  • $1,214/SF
  • 75 Days On Market

  Current Estimated Value $1,881,147

  Last Listing Agent Jessica Pinder

  201 Harbor Dr, Islamorada, FL 33036
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  /2

  Est $1,028,263 Not Listed For Sale

  250 Azalea St, Islamorada, FL 33070

  • 3 Beds
  • 3 Baths
  • 1,500 Sq Ft
  • Built 2023

  250 Azalea St, Islamorada, FL 33070

  Last Sold Summary

  • 11% Below List Price
  • $617/SF

  Last Sold Price $925,000

  Last Listing Agent The Jude Lindback Te Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
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  /51

  $1,499,000

  • 3 Beds
  • 1.5 Baths
  • 992 Sq Ft

  106 Plantation Ave, Tavernier, FL 33070

  Offered at a compelling market price this canal front home delivers exceptional value with extensive recent upgrades and a turn key appeal. Enjoy 60 feet of dockage with davits, direct canal access and a brand new 24' inground pool complemented by a Lage tiki hut and expansive outdoor entertaining space. The long 110 foot lot creates the perfect setting for gatherings with endless opportunities

  Kelly Randin RE/MAX All Keys Real Estate

  106 Plantation Ave, Tavernier, FL 33070
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  /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

  Current Estimated Value $689,229

  Last Listing Agent Dakota Roberts The Keyes Company

  173 Hibiscus St, Tavernier, FL 33070
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  /2

  Not Listed For Sale

  74560 Overseas Hwy Unit 5, Islamorada, FL 33036

  • 1 Bed
  • 1 Bath
  • 6,263 Sq Ft
  • Built 1983

  74560 Overseas Hwy Unit 5, Islamorada, FL 33036

  Last Sold Summary

  Last Listing Agent Antonio Cristobal Real Estate Sales Force
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  /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
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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 $1,604,330

  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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  /75

  Not Listed For Sale

  28 Pen Key Club, Islamorada, FL 33036

  • 4 Beds
  • 4 Baths
  • 3,044 Sq Ft
  • Built 1964

  28 Pen Key Club, Islamorada, FL 33036

  Last Sold Summary

  • $1,248/SF
  • 771 Days On Market

  Last Sold Price $3,800,000

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada
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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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  /2

  $3,200,000 Sold Sep 25, 2025

  168 Indian Mound Trail, Tavernier, FL 33070

  • 4 Beds
  • 3 Baths
  • 3,204 Sq Ft
  • Built 1992

  Last Sold Summary

  • $999/SF

  Current Estimated Value $3,215,590

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  168 Indian Mound Trail, Tavernier, FL 33070
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  /55

  Not Listed For Sale

  88540 Overseas Hwy Unit A305, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 853 Sq Ft
  • Built 1985

  88540 Overseas Hwy Unit A305, Islamorada, FL 33036

  Last Sold Summary

  • $868/SF
  • 113 Days On Market

  Last Sold Price $740,000

  Last Listing Agent Daniel Cloud Water Vista Realty, Inc.
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  /30

  $769,000 New Construction

  • 4 Beds
  • 4 Baths
  • 1,920 Sq Ft

  203 Antigua Rd, Key Largo, FL 33037

  Discover your slice of paradise at 203 Antigua Road in beautiful Tavernier. This stunning new construction home brings modern Florida Keys living to life with thoughtful design and quality at every turn.The main residence welcomes you with three spacious bedrooms and three full bathrooms, offering plenty of room for family and guests to spread out and relax. Every detail has been carefully

  John Maderal Compass Florida, LLC

  203 Antigua Rd, Key Largo, FL 33037
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  /51

  $575,000 Sold May 09, 2025

  500 Burton Dr Unit 1314, Tavernier, FL 33070

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

  Last Sold Summary

  • 4% Below List Price
  • $684/SF
  • 19 Days On Market

  Last Listing Agent Tom Rodriguez American Caribbean Real Estate, Christie's International Real Estate

  500 Burton Dr Unit 1314, Tavernier, FL 33070
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  /2

  Not Listed For Sale

  84745 Old Hwy Unit 9, Islamorada, FL 33036

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

  84745 Old Hwy Unit 9, Islamorada, FL 33036

  Last Sold Summary

  • 78% Below List Price
  • $1,131/SF

  Last Sold Price $1,900,000

  Last Listing Agent Drew Moret Palm House Real Estate
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  /33

  $1,100,000

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

  101 Gulfview Dr Unit 116D & 30' Boat slip, Islamorada, FL 33036

  Welcome to Unit 116D at Bay Harbour, an elegant and spacious residence in one of Islamorada's most desirable waterfront communities. This beautifully maintained 3-bedroom, 2.5-bath condo offers the perfect blend of comfort, style, and resort-level amenities, all within a gated, private setting in Lower Matecumbe.Step inside to an inviting open-concept layout featuring high ceilings, abundant

  Judy Rossignol Paradise Florida Keys Real Estate, a Luxury Brand

  101 Gulfview Dr Unit 116D & 30' Boat slip, Islamorada, FL 33036
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  /41

  $1,650,000 Sold Jul 23, 2025

  75621 Overseas Hwy, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,322 Sq Ft
  • Built 1959

  Last Sold Summary

  • 33% Below List Price
  • $1,248/SF
  • 280 Days On Market

  Current Estimated Value $2,877,651

  Last Listing Agent Kim Thaler Ocean Sotheby's International Realty

  75621 Overseas Hwy, Islamorada, FL 33036
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  /59

  Not Listed For Sale

  88500 Overseas Hwy Unit 214, Islamorada, FL 33036

  • 1 Bed
  • 1 Bath
  • 574 Sq Ft
  • Built 1976

  88500 Overseas Hwy Unit 214, Islamorada, FL 33036

  Last Sold Summary

  • $819/SF
  • 49 Days On Market

  Last Sold Price $470,000

  Last Listing Agent Cody Turek Coastal Realty of the Florida Keys
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  /7

  $250,000

  • Land

  190 Dove Creek Dr, Tavernier, FL 33070

  Vacant Lot available in Harry Harris Park. This neighborhood has a community oceanfront park with BOAT RAMP, playground, picnic - beach area and ball fields. Tavernier Creek is close by giving boaters access to the Florida Bay. Adjacent Lot-mls#618066 with active permit is also available and can be purchased together.Contact Monroe County Building and Planning to inquire on building opportunities

  Marcia McCormick Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  190 Dove Creek Dr, Tavernier, FL 33070
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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

  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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  /45

  Not Listed For Sale

  235 Antigua Rd, Tavernier, FL 33070

  • 5 Beds
  • 4 Baths
  • 3,000 Sq Ft
  • Built 1972

  235 Antigua Rd, Tavernier, FL 33070

  Last Sold Summary

  • $143/SF
  • 20 Days On Market

  Last Sold Price $430,000

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

Showing Results 441 - 480, Page 12 of 18