Islamorada, FL Homes

• 

  

  

  /26

  Est $338,541

  Not Listed For Sale

  84961 Old Hwy Unit 9, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 400 Sq Ft
  • Built 2023

  84961 Old Hwy Unit 9, Islamorada, FL 33036

  Last Sold Summary

  • 14 Days On Market
• 

  

  

  /44

  $659,000

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  500 Burton Dr Unit 5212, Tavernier, FL 33070

  Updated 2/2 in Building 5, the Marina building. This Condo has an Ocean View and just steps to the Direct Ocean Access Marina and the Heated Jr. Olympic Pool with a 14-person Spa next to the updated Pool Bar!!. This Condo has never been rented but would rent out well. Matching tile floors throughout. Upgraded Kitchen and both bathrooms with nice new tile floors, one walk in shower the guest

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (866) 864-7154

  500 Burton Dr Unit 5212, Tavernier, FL 33070
• 

  

  

  /44

  $900,000

  Sold May 22, 2026

  109 Costa Bravo Dr, Islamorada, FL 33036

  • 2 Beds
  • 1.5 Baths
  • 1,322 Sq Ft
  • Built 1974

  Last Sold Summary

  • 10% Below List Price
  • $681/SF
  • 79 Days On Market

  Last Listing Agent Courtney Conley Serhant Florida LLC - Coconut Grove

  109 Costa Bravo Dr, Islamorada, FL 33036
• 

  

  

  /12

  Est $280,353

  Not Listed For Sale

  96 Madeira Rd Unit 26, Islamorada, FL 33036

  • 1 Bed
  • 45 Sq Ft
  • Built 2014

  96 Madeira Rd Unit 26, Islamorada, FL 33036

  Last Sold Summary

  • 21 Days On Market
• 

  

  

  /44

  $699,500

  $100K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft

  184 Pearl Ave, Tavernier, FL 33070

  Come see this large 4 bedroom 2 bath updated home with just over 2,000 sq. ft. of living area. The current owner just completed several updates. Freshly painted inside and out. Brand new flooring through out (never lived on) updated kitchen. There are Hurricane impact doors and windows.(two sliders down stairs are not impact, but have hurricane shutters). Down stairs has all brand new flooring

  

  Shane Wilson

  Cypress Realty, Inc.

  (855) 599-1106

  184 Pearl Ave, Tavernier, FL 33070
• 

  

  /49

  $990,000

  Sold Aug 18, 2025

  192 E Ridge Rd, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1965

  Last Sold Summary

  • 17% Below List Price
  • $859/SF
  • 251 Days On Market

  Current Estimated Value $1,038,825

  Last Listing Agent Pierre Bellion Ocean Sotheby's International Realty

  192 E Ridge Rd, Islamorada, FL 33036
• 

  

  /46

  Est $801,947

  Not Listed For Sale

  163 Jo-Jean Way Unit Duplex, Tavernier, FL 33070

  • 6 Beds
  • 4 Baths
  • 2,240 Sq Ft
  • Built 1984

  163 Jo-Jean Way Unit Duplex, Tavernier, FL 33070

  Last Sold Summary

  • 42 Days On Market
• 

  

  /28

  $1,525,000

  Open House 6/18

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft

  87851 Old Hwy Unit M42, Islamorada, FL 33036

  Ocean Harbour condo with Atlantic ocean views and a boat slip in Islamorada. 3 bedroom, 2 bathroom luxury condo offers expansive ocean views and comfortable living space. The thoughtfully redesigned floor plan enhances the primary suite layout, adds a third bedroom, updates both bathrooms, and expands the living area by enclosing the porch as additional interior living space; maximizing

  

  Carolyn Ambler

  American Caribbean Real Estate, Christie's International Real Estate

  (645) 218-2440

  87851 Old Hwy Unit M42, Islamorada, FL 33036
• 

  

  /59

  $2,775,000

  Sold May 22, 2026

  226 S Coconut Palm Blvd, Plantation Key, FL 33070

  • 4 Beds
  • 4 Baths
  • 2,853 Sq Ft
  • Built 2025

  Last Sold Summary

  • 6% Below List Price
  • $973/SF
  • 138 Days On Market

  Current Estimated Value $2,852,366

  Last Listing Agent AJ Vetter Palm House Real Estate

  226 S Coconut Palm Blvd, Plantation Key, FL 33070
• 

  

  /32

  Est $1,847,555

  Not Listed For Sale

  87851 Old Hwy Unit P43, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 2,668 Sq Ft
  • Built 1989

  87851 Old Hwy Unit P43, Islamorada, FL 33036

  Last Sold Summary

  • 26 Days On Market
• 

  

  /62

  $415,000

  • 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

  (844) 670-8137

  107 Ocean View Dr, Mexico Beach, FL 32456
• 

  

  /23

  $650,000

  Sold Dec 30, 2025

  129 S Rd, Upper Matecumbe Key Islamorada, FL 33036

  • 2 Beds
  • 1 Bath
  • 882 Sq Ft
  • Built 1958

  Last Sold Summary

  • 27% Below List Price
  • $737/SF
  • 118 Days On Market

  Current Estimated Value $650,357

  Last Listing Agent Wiebke Westedt LoKation Real Estate - Pompano Beach

  129 S Rd, Upper Matecumbe Key Islamorada, FL 33036
• 

  

  /44

  Est $910,343

  Not Listed For Sale

  103 Costa Bravo Dr Unit 103, Islamorada, FL 33036

  • 2 Beds
  • 1.5 Baths
  • 1,206 Sq Ft
  • Built 1974

  103 Costa Bravo Dr Unit 103, Islamorada, FL 33036

  Last Sold Summary

  • 26 Days On Market
• 

  

  /41

  $500,000

  • 1 Bed
  • 1 Bath
  • 577 Sq Ft

  500 Burton Dr Unit 4204, Tavernier, FL 33070

  Rare Opportunity in Ocean Pointe! Experience the ultimate in Florida Keys luxury living with this modern, oceanfront 1-bedroom, 1-bath condo—a rare find in the highly sought-after Ocean Pointe community. Located in Building 4 on the 2nd floor, this beautifully appointed unit features a private balcony with serene ocean and mangrove views, offering the perfect spot to unwind. With a strong rental

  

  Ian Trumbach

  FLORIDA PRESTIGIOUS HOMES INC

  (786) 613-4287

  500 Burton Dr Unit 4204, Tavernier, FL 33070
• 

  

  /104

  $12,000,000

  Sold Feb 13, 2026

  19 Avacado St, Islamorada, FL 33036

  • 5 Beds
  • 7 Baths
  • 5,489 Sq Ft
  • Built 2017

  Last Sold Summary

  • 7% Below List Price
  • $2,186/SF
  • 26 Days On Market

  Current Estimated Value $8,183,946

  Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

  19 Avacado St, Islamorada, FL 33036
• 

  

  /29

  Not Listed For Sale

  215 Antigua Rd, Tavernier, FL 33070

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1970

  215 Antigua Rd, Tavernier, FL 33070

  Last Sold Summary

  • 10 Days On Market
• 

  

  /19

  $899,000

  • 1 Bed
  • 1 Bath
  • 468 Sq Ft

  84961 Old Hwy Unit LOT 27, Islamorada, FL 33036

  Memories begin here. Tucked along the ocean's edge and offering the kind of lifestyle buyers spend years searching for, this one-of-a-kind oceanfront retreat delivers the ultimate Florida Keys escape all for under $1M! What is unique about this property is the 40' protected boat slip located right out your back door. This unit is conveniently located offering quick access to the ocean or the bay

  

  Lorie LaLonde

  American Caribbean Real Estate, Christie's International Real Estate

  (645) 218-1420

  84961 Old Hwy Unit LOT 27, Islamorada, FL 33036
• 

  

  /20

  $4,000

  Sold May 14, 2026

  142 Airstream Ln, Tavernier, FL 33070

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 2022

  Last Sold Summary

  • $4/SF
  • 56 Days On Market

  Current Estimated Value $956,523

  Last Listing Agent Megan Jones, LLC Coldwell Banker Schmitt Islamorada

  142 Airstream Ln, Tavernier, FL 33070
• 

  

  /54

  Est $388,507

  Not Listed For Sale

  87455 Old Hwy Unit 118, Islamorada, FL 33036

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

  87455 Old Hwy Unit 118, Islamorada, FL 33036

  Last Sold Summary

  • 119 Days On Market
• 

  

  /39

  $1,050,000

  • 4 Beds
  • 3 Baths
  • 1,950 Sq Ft

  162 Jo-Jean Way, Tavernier, FL 33070

  Old Florida charm meets modern comfort in this unique multi residence property on a rare 10 ,000 sq ft lot in historic Tavernier. The main home is approximately 1600 sq ft and renovated in 2021, offers three bedrooms, two baths with an open floor plan in the living room kitchen, dining area. Warm wood flooring in the living areas and abundant windows create the ''conch cottage'' character

  

  Krissy Carnahan

  Realty ONE Group Destination (ISL)

  (855) 566-1884

  162 Jo-Jean Way, Tavernier, FL 33070
• 

  

  /34

  $960,000

  Sold Apr 21, 2026

  100 Iroquois Dr Unit 5, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 1,710 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Below List Price
  • $561/SF
  • 9 Days On Market

  Current Estimated Value $955,056

  Last Listing Agent Nancy Hershoff Coldwell Banker Schmitt Islamorada

  100 Iroquois Dr Unit 5, Islamorada, FL 33036
• 

  

  /40

  Not Listed For Sale

  88540 Overseas and Boat Slip 37 Hwy Unit 727, Plantation Key, FL 33070

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

  88540 Overseas and Boat Slip 37 Hwy Unit 727, Plantation Key, FL 33070

  Last Sold Summary

  • 157 Days On Market
• 

  

  /44

  $585,000

  $13K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  500 Burton Dr Unit 1415, Tavernier, FL 33070

  Top Floor 2/2 Condo with an Ocean View Upgraded condo with nice furniture arraignment that gives a comfortable open space feel. Updated Kitchen and both bathrooms have nice tiled floors & walls matching tiled floors throughout, Impact windows and doors too. Protected Marina with direct Ocean access, Private Oceanfront Café & Lounge, Heated Jr. Olympic pool w/ 14 person Spa, Pool Bar too !! Light

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (645) 205-1027

  500 Burton Dr Unit 1415, Tavernier, FL 33070
• 

  

  /22

  $1,457,000

  Sold Jun 02, 2026

  121 Venetian Dr, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,278 Sq Ft
  • Built 2018

  Last Sold Summary

  • 14% Below List Price
  • $1,140/SF
  • 557 Days On Market

  Current Estimated Value $1,615,435

  Last Listing Agent Robert Santana TruRes Real Estate Inc.

  121 Venetian Dr, Islamorada, FL 33036
• 

  

  /21

  Est $899,690

  Not Listed For Sale

  81801 Overseas Hwy Unit 208, Islamorada, FL 33036

  • 1 Bed
  • 1 Bath
  • 840 Sq Ft
  • Built 2010

  81801 Overseas Hwy Unit 208, Islamorada, FL 33036

  Last Sold Summary

  • 117 Days On Market
• 

  

  /53

  $2,495,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,829 Sq Ft

  81906 Overseas Hwy Unit 2, Islamorada, FL 33036

  Perfectly positioned in the heart of Upper Matecumbe Key, this stunning residence places you in downtown Islamorada--just a short stroll to the area's most celebrated restaurants, art galleries, and island attractions. Privately gated and approached by a Chicago paver driveway, this absolutely turn-key 3-bedroom, 3.5-bath residence is part of an exclusive collection of just eight bayfront homes

  

  Pierre Bellion

  Ocean Sotheby's International Realty

  (786) 917-2660

  81906 Overseas Hwy Unit 2, Islamorada, FL 33036
• 

  

  /37

  $1,720,000

  Sold Jun 01, 2026

  309 Woods Ave, Tavernier, FL 33070

  • 3 Beds
  • 3 Baths
  • 1,248 Sq Ft
  • Built 1975

  Last Sold Summary

  • 4% Below List Price
  • $1,378/SF
  • 2 Days On Market

  Current Estimated Value $1,797,782

  Last Listing Agent Jessica Pinder Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  309 Woods Ave, Tavernier, FL 33070
• 

  

  /32

  Not Listed For Sale

  84745 Old Hwy Unit 11, Islamorada, FL 33036

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

  84745 Old Hwy Unit 11, Islamorada, FL 33036

  Last Sold Summary

  • 38 Days On Market
• 

  

  /43

  $795,000

  Under Contract

  • 3 Beds
  • 3 Baths
  • 1,596 Sq Ft

  183 Orlando Dr, Tavernier, FL 33070

  Tucked into one of Islamorada's favorite neighborhoods, Key Heights, this spacious stilt home is surrounded by leafy streets and longtime residents. The neighborhood features a charming bay front homeowners park with a boat ramp for smaller boats and beautiful sunset views that make evening walks part of the routine. Conveniently located near Founders Park, restaurants and local schools, the

  Christy Hughes Coldwell Banker Schmitt Islamorada

  183 Orlando Dr, Tavernier, FL 33070
• 

  

  /31

  $775,000

  Sold Aug 11, 2025

  182 Adobe Casa Ct Dr Unit 182-184, Key Largo, FL 33037

  • 4 Beds
  • 2 Baths
  • 1,782 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Below List Price
  • $435/SF
  • 28 Days On Market

  Current Estimated Value $789,222

  Last Listing Agent Jeannine Cook Rook Realty

  182 Adobe Casa Ct Dr Unit 182-184, Key Largo, FL 33037
• 

  

  /28

  Not Listed For Sale

  130 Overseas Hwy, Islamorada, FL 33036

  130 Overseas Hwy, Islamorada, FL 33036

  Last Sold Summary

  • 17 Days On Market
• 

  

  /43

  $975,000

  $275K PRICE DROP Under Contract

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

  143 Aregood Ln Unit D-1, Islamorada, FL 33036

  Direct Oceanfront Townhome with Private Boat Slip & Rooftop Deck in the Heart of the Keys!Experience panoramic ocean views, direct boating access, and the ultimate coastal lifestyle from this beautifully updated 2-bedroom, 2.5-bath townhouse in Plantation Key. Perched directly on the oceanfront, this residence includes a private boat slip and a rooftop deck offering unobstructed

  Christy Hughes Coldwell Banker Schmitt Islamorada

  143 Aregood Ln Unit D-1, Islamorada, FL 33036
• 

  

  /56

  $1,450,000

  Sold Mar 10, 2026

  87851 Old Hwy Unit K21 & 35 ft. Boat Sl, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,813 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $800/SF
  • 65 Days On Market

  Last Listing Agent Seanna Lindback Sea Haven Realty, Inc.

  87851 Old Hwy Unit K21 & 35 ft. Boat Sl, Islamorada, FL 33036
• 

  

  /31

  Not Listed For Sale

  269 Burgundy Dr, Tavernier, FL 33070

  • 2 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • Built 1992

  269 Burgundy Dr, Tavernier, FL 33070

  Last Sold Summary

  • 242 Days On Market
• 

  

  /32

  $530,000

  Open Thu 10AM - 12PM

  • 2 Beds
  • 1 Bath
  • 624 Sq Ft

  107 Tavern Dr, Tavernier, FL 33070

  In the heart of Historic Tavernier, this charming Keys cottage offers the kind of character that's getting harder and harder to find. Set on two lots with peekaboo ocean views, the property combines Old Florida charm, outdoor space, and boating convenience in one inviting package. Inside, the two bedroom, one bath home has a cozy, authentic Keys feel. This compact space is full of personality.

  Karin Moerner Cedergren Coldwell Banker Schmitt Islamorada

  107 Tavern Dr, Tavernier, FL 33070
• 

  

  /66

  $1,475,000

  Sold Dec 29, 2025

  84745 Old Hwy Unit 8, Islamorada, FL 33036

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

  Last Sold Summary

  • 16% Below List Price
  • $878/SF
  • 284 Days On Market

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

  84745 Old Hwy Unit 8, Islamorada, FL 33036
• 

  

  /44

  Not Listed For Sale

  81200 Overseas Hwy Unit 5, 6, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1964

  81200 Overseas Hwy Unit 5, 6, Islamorada, FL 33036

  Last Sold Summary

  • 75 Days On Market
• 

  

  /56

  $895,000

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft

  88181 Old Hwy Unit B3, Islamorada, FL 33036

  Islamorada luxury condo and boat slip for boats to 44' - the perfect combination for serious boaters! Located within a 14-acre, resort-style ocean front community of just eight buildings, this home sits in a peaceful low-rise building with only three units. As an end unit with no one above or below, it feels very much like a single-family home. Windows on three sides bring in natural light and a

  Christy Hughes Coldwell Banker Schmitt Islamorada

  88181 Old Hwy Unit B3, Islamorada, FL 33036
• 

  

  /55

  $2,850,000

  Sold Dec 05, 2025

  173 Coral Ave, Tavernier, FL 33070

  • 4 Beds
  • 3 Baths
  • 3,170 Sq Ft
  • Built 1995

  Last Sold Summary

  • 2% Below List Price
  • $899/SF
  • 9 Days On Market

  Current Estimated Value $2,900,465

  Last Listing Agent AJ Vetter Palm House Real Estate

  173 Coral Ave, Tavernier, FL 33070
• 

  

  /33

  Est $424,263

  Not Listed For Sale

  87455 Old Hwy Unit 116, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,036 Sq Ft
  • Built 1977

  87455 Old Hwy Unit 116, Islamorada, FL 33036

  Last Sold Summary

  • 137 Days On Market

Showing Results 81 - 120, Page 3 of 18