Islamorada, FL Homes for Sale

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  /71

  $1,499,999

  • 3 Beds
  • 3 Baths
  • 1,786 Sq Ft

  126 Columbus Dr, Islamorada, FL 33036

  Seller will consider seller financing. Florida Keys waterfront home, offered fully furnished, no homeowners association, 1,786 SqFt living area (larger than tax roll) fully renovated 3 bedroom, 3 bath waterfront property situated in Lower Matecumbe Key with 7,500 SQ FT lot. New seawall was completed & elevated in 2021. Boaters paradise w/75FT of dockage, under 5 minute ride to open ocean + easy

  

  Jessica Wolf

  Luxe Properties, LLC.

  (786) 981-3256

  126 Columbus Dr, Islamorada, FL 33036
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  Explore Islamorada

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  /70

  $789,000

  • 2 Beds
  • 2 Baths
  • 853 Sq Ft

  88540 Overseas Hwy Unit 503 + Boat Slip, Tavernier, FL 33070

  Beautifully furnished and updated condo offering stunning water and sunset views, plus a deeded boat slip in one of the best-protected marinas in the Keys. Features include impact windows and triple sliding glass doors that showcase panoramic views from the living room and primary bedroom. The kitchen, bathrooms, flooring, and custom dining nook have all been tastefully renovated. High-end

  

  Karol Marsden

  Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  (786) 460-2776

  88540 Overseas Hwy Unit 503 + Boat Slip, Tavernier, FL 33070
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  /29

  $534,000

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  500 Burton Dr Unit 1202, Tavernier, FL 33070

  Turnkey 2BD/2BA Ocean Pointe Condo - Fully Furnished, Short-Term Rentals Allowed! Welcome to paradise! This beautiful 2-bedroom, 2-bathroom condo in the sought-after Ocean Pointe community offers the perfect blend of luxury, convenience, and income potential. With 826 sq ft of thoughtfully designed living space, this fully furnished, turnkey unit is ready for immediate occupancy or short-term

  

  Philip Kravitz

  Coldwell Banker Schmitt Key Largo

  (786) 686-3080

  500 Burton Dr Unit 1202, Tavernier, FL 33070
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  /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
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  /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
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  /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
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  /43

  $598,000

  • 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 Cafe & Lounge, Heated Jr. Olympic pool w/ 14 person Spa, Pool Bar too !!

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (645) 205-1027

  500 Burton Dr Unit 1415, Tavernier, FL 33070
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  /44

  $749,000

  • 2 Beds
  • 2 Baths
  • 916 Sq Ft

  500 Burton Dr Unit 4416, Tavernier, FL 33070

  Top Floor End Unit in Building 4 with WOW ocean views !! Two bay windows and the kitchen has a window, all impact too. Largest floor plan at OP. Being sold fully furnished.Marina with direct ocean access, Ocean front Cafe & Lounge, Jr. Olympic Pool with 14 person Spa. Lighted tennis & pickle ball courts. Beach with a boardwalk & gazebo overlooking the Atlantic Ocean.

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 741-7532

  500 Burton Dr Unit 4416, Tavernier, FL 33070
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  /30

  $885,000

  • 4 Beds
  • 2 Baths
  • 1,943 Sq Ft

  160 Ridge St, Tavernier, FL 33070

  Beautiful corner-lot CBS home in the heart of Plantation Key. This 4-bedroom, 2-bath residence offers 1,964 sq. ft. of living space and is located with desirable X flood zone. Notable features include impact windows and doors, a spacious open floor plan, and a bonus family room ideal for entertaining or additional living space.The bright interior is filled with natural light, with a

  

  Sandra Spaulding

  Coldwell Banker Schmitt Islamorada

  (877) 837-0467

  160 Ridge St, Tavernier, FL 33070
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  /40

  $699,000

  • 2 Beds
  • 2 Baths
  • 841 Sq Ft

  500 Burton Dr Unit 3308, Tavernier, FL 33070

  This Condo grossed $57,987.66 in 2025, with the owners using it all month in February ++ TWO oceanfront balconies with this updated 2/2 D model. Beautiful Ocean Views from the Living room & the Owners Suite. Impact windows and doors , nice tiled floors and tiled walk in showers. Private Cafe & Lounge on the Beach. Pool Bar by the Jr.Olympic Heated pool with 14 person Spa. Marina with direct ocean

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 713-8056

  500 Burton Dr Unit 3308, Tavernier, FL 33070
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  /66

  $4,445,000

  • 8 Beds
  • 4 Baths
  • 4,681 Sq Ft

  136 San Remo Dr, Islamorada, FL 33036

  Venetian Shores, the premier waterfront community in Islamorada!!! Looking for that larger than life home, well this is it! We have an 8 bedroom, 4 baths a pool, with nearly 5,000 sq. ft. of living area. Quick access to the Atlantic Ocean and Florida Bay with in minutes via Snake Creek. What makes this location unique is the 100 foot wide, deep water canals and what make this property more unique

  

  Shane Wilson

  Cypress Realty, Inc.

  (645) 215-8760

  136 San Remo Dr, Islamorada, FL 33036
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  /39

  $1,199,000

  • 2 Beds
  • 2 Baths
  • 920 Sq Ft

  319 Woods Ave, Tavernier, FL 33070

  Charming 2-bedroom, 2-bath ground-level canal-front home located in a highly desirable Florida Keys neighborhood. The home features a split floor plan with a one-bedroom, one-bath layout on one side and a separate efficiency with its own bathroom and private entrance on the other--ideal for guests, extended family, or rental income. This property offers great potential to update and transform

  

  Pierre Bellion

  Ocean Sotheby's International Realty

  (645) 225-2335

  319 Woods Ave, Tavernier, FL 33070
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  /30

  $769,000

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

  148 Sunrise Dr, Tavernier, FL 33070

  Ideally located in the heart of Tavernier, this solid CBS home offers peace of mind with a concrete roof and impact windows. The permitted lower-level enclosure provides additional flexibility, while the main living area features a large, open-concept living, dining, and kitchen space, ideal for everyday living and entertaining. Step outside to a spacious, cleared backyard offering privacy with

  

  Lorie LaLonde

  American Caribbean Real Estate, Christie's International Real Estate

  (833) 976-3186

  148 Sunrise Dr, Tavernier, FL 33070
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  /34

  $799,000

  • 4 Beds
  • 2 Baths
  • 1,496 Sq Ft

  102 Harry Harris Dr, Tavernier, FL 33070

  Legal Duplex, Two electric meters, Two water meters, with two mailboxes and plenty of parking. Concrete building with metal roof. Both apartments have been nicely updated inside & out. Mini split AC's with tankless water heaters. Each apartment is 748 sq. ft. Downstairs is rented at $2,450.00 Upstairs is vacant to show & sell !! was asking$$2,650.00 per month. Washer & Dryer in Storage building

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (877) 630-3394

  102 Harry Harris Dr, Tavernier, FL 33070
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  /54

  $689,000

  • 2 Beds
  • 2 Baths
  • 841 Sq Ft

  500 Burton Dr Unit 3309, Tavernier, FL 33070

  2/2 Condo with the Owners Suite having a beautiful Ocean View. The living and kitchen room having Beautiful ocean views as well. Upgraded condo with Impact windows and sliders, great rental potential. Marina has direct Ocean Access. Jr. Olympic heated pool and 14 person Spa and a Pool bar. Oceanfront Cafe & Lounge overlooking the Marina and the sandy beach with Tiki huts. Lighted Pickle ball &

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (645) 231-0294

  500 Burton Dr Unit 3309, Tavernier, FL 33070
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  /51

  $699,000

  • 2 Beds
  • 2 Baths
  • 841 Sq Ft

  500 Burton Dr Unit 4211, Tavernier, FL 33070

  Two Oceanfront balconies come with this 2/2 D model in Building 4 , the building closest to the Ocean at Ocean Pointe. Views from the Living Room Kitchen and the Owners Suite. Both Bathrooms are Tiled with Walk in Showers. Impact sliders & windows and being sold fully furnished. Complex has a naturally protected Direct Ocean Access Marina , beach with many tiki huts, a Huge Heated Pool with a 14

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (645) 218-9958

  500 Burton Dr Unit 4211, Tavernier, FL 33070
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  /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)

  (786) 938-7078

  162 Jo Jean Way, Tavernier, FL 33070
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  /69

  $2,350,000

  • 3 Beds
  • 3 Baths
  • 2,414 Sq Ft

  201 Cromwell Ct, Tavernier, FL 33070

  Beautifully crafted waterfront home with bay views in desirable Hammer Point! Designed by well known architect David Harum, this thoughtfully updated canal front stilt home was remodeled and expanded to a 3 bedroom, 3 bath with loft, elevator and expansive covered patios for taking in the sunset views. The main floor offers a light & airy living & dining space with a soaring ceiling, ample

  

  Lorie Leal

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 743-5736

  201 Cromwell Ct, Tavernier, FL 33070
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  /48

  $1,675,000

  • 3 Beds
  • 3 Baths
  • 2,034 Sq Ft

  159 Iroquois Dr, Islamorada, FL 33036

  Discover island living at its finest in this beautifully remodeled 3-bedroom, 3-bath ''Florida Modern'' CBS home, ideally located in the desirable Lower Matecumbe Beach neighborhood of Islamorada. A light-filled open-concept layout seamlessly connects the living, dining, and kitchen areas--perfect for entertaining or relaxed island living. The home features three spacious bedrooms and three full

  

  Pierre Bellion

  Ocean Sotheby's International Realty

  (645) 600-8447

  159 Iroquois Dr, Islamorada, FL 33036
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  /42

  $489,000

  • 1 Bed
  • 1 Bath
  • 577 Sq Ft

  500 Burton Dr Unit 2313, Tavernier, FL 33070

  Updated 1/1 with nice Ocean Views , great rental income too. This condo Grossed $21,025.61 in the first Quarter of 2025. Owner and friends used it a lot too as there are no restrictions on an owners use. Impact sliders & Doors. Being sold fully furnished with Housewares. Fiber optic WIFI that is quick and secured. Direct Ocean access marina that is naturally protected. Lighted tennis & pickle

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 882-9229

  500 Burton Dr Unit 2313, Tavernier, FL 33070
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  /100

  $29,500,000

  • 6 Beds
  • 6 Baths
  • 3,104 Sq Ft

  79775 Overseas Hwy, Islamorada, FL 33036

  A once-in-a-lifetime opportunity to own one of South Florida's most iconic properties.Welcome to Tea Table Key, a breathtaking 15-acre private island estate, accessible by car or by boat, located just minutes from downtown Islamorada and directly across from the famous Alligator Reef Lighthouse.Surrounded by vivid turquoise waters, this extraordinary sanctuary offers complete privacy and a

  

  Pierre Bellion

  Ocean Sotheby's International Realty

  (855) 951-5685

  79775 Overseas Hwy, Islamorada, FL 33036
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  /44

  $719,000

  • 2 Beds
  • 2 Baths
  • 841 Sq Ft

  500 Burton Dr Unit 3406, Tavernier, FL 33070

  TWO oceanfront balconies with Stunning ocean views in this 2/2 D model on the TOP floor. Beautiful ocean views from the living room and the Owners suite bedroom !! Updated kitchen and both bathrooms. Impact windows and sliders. Being sold fully furnished. Jr. Olympic Heated pool with 14 person Spa. Pool Bar is all remodeled and back open !! Full liquor bar for nice frozen drinks by the pool !!

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 876-8353

  500 Burton Dr Unit 3406, Tavernier, FL 33070
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  /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
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  /44

  $725,000

  • 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
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  /60

  $1,385,000

  • 4 Beds
  • 4 Baths
  • 1,682 Sq Ft

  500 Burton Dr Unit 3308 & 3309, Tavernier, FL 33070

  TWO Condos combined for a total of 4 bedrooms & 4 Bathrooms !! a D model with 2 ocean front balconies and a D-1 with 1 oceanfront balconies for a Triple D !! Both Owners suites have Ocean Views with the 2 guest bedrooms in the back. All Impact Windows & Sliders both condos being sold fully furnished. Direct Ocean Access Marina, Jr. Olympic Heated Pool with Pool Bar. Oceanfront Cafe over looking

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (645) 231-1894

  500 Burton Dr Unit 3308 & 3309, Tavernier, FL 33070
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  /34

  $655,000

  • 2 Beds
  • 2.5 Baths
  • 1,063 Sq Ft

  200 Harborview Dr Unit 101, Tavernier, FL 33070

  NEW LOWER PRICE!! This beautiful 2-bedroom, 2.5-bathroom condo offers everything you need for an stress-free retreat or your full-time piece of paradise.Step inside to a light and bright interior filled with upgrades and thoughtful finishing touches. Two screened lanais provide the perfect spot to relax, unwind, and soak in the stunning views of the lush tropical landscaping, sparkling pool, BBQ

  

  Krissy Carnahan

  Realty ONE Group Destination (ISL)

  (786) 692-5154

  200 Harborview Dr Unit 101, Tavernier, FL 33070
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  /55

  $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
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  /33

  $449,000

  • 5 Beds
  • 4 Baths
  • 2,907 Sq Ft

  134 Nautilus Dr Unit B, Islamorada, FL 33036

  New co-ownership opportunity by Pacaso: Own one-eighth of White Marlin, a professionally managed, turnkey home. Tucked within the coveted White Marlin Beach enclave, this canal-front retreat captures the essence of refined Florida Keys living. Framed by swaying palms and a gracious front entry, the 5-bedroom, 3.5-bathroom residence offers a seamless blend of comfort and coastal elegance. The

  Joseph Maehler Pacaso Inc.

  134 Nautilus Dr Unit B, Islamorada, FL 33036
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  /54

  $2,500,000

  • 3 Beds
  • 4 Baths
  • 2,309 Sq Ft

  316 North Dr, Islamorada, FL 33036

  Simply the best location, exclusive & extremely private. This is a rare find and a single-family home that's rarely available. It's tucked away in the prestigious ''Plantation Lake Estates,'' a highly sought-after gated community with an on-site boat ramp and park. This Coastal-Styled Beach Home is in a prime location at Mile Marker 87, across the street from Founders Park, which has a beach,

  Anthony Askowitz RE/MAX All Keys Real Estate

  316 North Dr, Islamorada, FL 33036
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  /43

  $975,000

  • 2 Beds
  • 3 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
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  /56

  $925,000

  • 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
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  /33

  $415,000

  • 5 Beds
  • 4 Baths
  • 2,907 Sq Ft

  134 Nautilus Dr, Islamorada, FL 33036

  New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Tucked within the coveted White Marlin Beach enclave, this canal-front retreat captures the essence of refined Florida Keys living. Framed by swaying palms and a gracious front entry, the 5-bedroom, 3.5-bathroom residence offers a seamless blend of comfort and coastal elegance. The open-concept

  Joseph Maehler Pacaso Inc.

  134 Nautilus Dr, Islamorada, FL 33036
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  /55

  $1,995,000

  • 4 Beds
  • 3 Baths
  • 2,936 Sq Ft

  138 Normandy Dr, Tavernier, FL 33070

  This is what Keys living is all about--waterfront, sunshine, and easy ocean access.Welcome to your slice of paradise in desirable Tavernier! This beautifully constructed 4-bedroom, 3 bath waterfront home, built in 2018 with solid CBS construction, offers the perfect blend of modern comfort and coastal living.Designed with both style and durability in mind, the home features plantation

  Kathe Kaile Still Water Properties

  138 Normandy Dr, Tavernier, FL 33070
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  /66

  $2,999,000

  • 3 Beds
  • 3 Baths
  • 1,830 Sq Ft

  101 Madeira Ct, Islamorada, FL 33036

  Welcome to your coastal retreat in the highly sought-after Port Antigua neighborhood--where relaxed Keys living meets exceptional boating access and resort-style amenities. Residents enjoy a private homeowner's beach and boat ramp, enhancing the ease of life on the water. This solid CBS construction home offers approximately 75 feet of dockage, a 12,000 lb boat lift, and a convenient fish

  Alina Davis Coldwell Banker Schmitt Islamorada

  101 Madeira Ct, Islamorada, FL 33036
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  /72

  $5,493,000

  • 4 Beds
  • 4 Baths
  • 3,052 Sq Ft

  120 Toner Ln, Islamorada, FL 33036

  Oceanfront luxury living in Islamorada.Experience the ultimate in coastal elegance with this breathtaking 4-bedroom, 4-bath oceanfront estate in the heart of Islamorada, offering 3,052 square feet of beautifully crafted living space. Nestled on over half an acre, this three-story residence boasts unobstructed 180-degree views of the Atlantic, deep water dockage, a rare, private boat ramp and

  Kim Thaler Ocean Sotheby's International Realty

  120 Toner Ln, Islamorada, FL 33036
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  /36

  $695,900

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  500 Burton Dr Unit 2212, Tavernier, FL 33070

  Agent is also the owner. Professionally remodeled and fully furnished, this stunning unit is completely brand new--no detail overlooked. Located in one of the most desirable developments in the Florida Keys, it generates an impressive average of $100,000 per year in rental income. Ask about special financing options available that are not based solely on your personal income approval may be based

  Diana Valbuena Pedrin of Miami Realty, Inc.

  500 Burton Dr Unit 2212, Tavernier, FL 33070
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  /14

  $675,000

  • 2 Beds
  • 2 Baths
  • 1,079 Sq Ft

  118 Cortez Dr Unit B2, Islamorada, FL 33036

  This island resort style unit offers stations for dockage up to 25-foot boats, trailer storage and boat ramp. There is a pool for the development, pickle ball and tennis courts. The unit has hurricane impact windows as well as updated balcony area. It offers a large garage area with plenty of storage space.

  Ralph Pena Pena Realty Inc.

  118 Cortez Dr Unit B2, Islamorada, FL 33036
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  /13

  $1,950,000

  • 3 Beds
  • 3 Baths
  • 1,697 Sq Ft

  214 Pueblo St, Tavernier, FL 33070

  Are you looking for that PERFECT FIXER UPPER? Well look no further. Welcome to 214 Pueblo St. This house has great bones! One Story home ABOVE FLOOD, Concrete Roof, AND is situated on 2 WATER FRONT LOTS that total 13,200 +/- SqFt. 120 ft of canal frontage! Short idle down the canal to the Bay and quick Ocean access via Tavernier Creek. Two car garage with a workshop and extra storage area. Mother

  Jessica Pinder

  214 Pueblo St, Tavernier, FL 33070
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  /69

  $4,429,000

  • 3 Beds
  • 3 Baths
  • 1,973 Sq Ft

  241 Tollgate Blvd, Islamorada, FL 33036

  Near-new luxury home in coveted Toll Gate Shores, Islamorada, Florida. Near perfection, describes this newly constructed 3-bedroom, 3-bath residence offering single-level living with elevator access in the highly sought-after waterfront Keys community. Completed in 2024/2025 by renowned local contractor CBT Construction, the home blends modern luxury with a relaxed tropical elegance. The

  Keith Allen Coastal Realty of the Florida Keys

  241 Tollgate Blvd, Islamorada, FL 33036
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  /36

  $2,200,000

  • 3 Beds
  • 2 Baths
  • 1,228 Sq Ft

  121 Lisbon Ct, Islamorada, FL 33036

  What does everyone dream of? The smallest house in the best neighborhood -- and this one delivers. Welcome to easy, breezy living in Port Antigua, where charm, quality, and location come together beautifully.This thoughtfully updated home is being offered fully furnished -- from stylish pieces down to kitchen wares, dishes, and linens -- making your transition to the Keys seamless. Just bring

  Alina Davis Coldwell Banker Schmitt Islamorada

  121 Lisbon Ct, Islamorada, FL 33036

Showing Results 1 - 40, Page 1 of 8

Why Live in Islamorada

Islamorada, a charming village in the Florida Keys, is renowned as the Sport Fishing Capital of the World. Located about 85 miles south of Miami, it is surrounded by the Atlantic Ocean and Florida Bay, making it a prime spot for marine services and eco-tourism. The community is family-friendly and served by highly-rated schools, including Plantation Key School and Coral Shores High School. Housing options range from multi-level coastal homes with bay access to more affordable inland homes. Coastal homes are built to withstand flooding and wind damage from hurricanes, while inland homes are typically occupied by full-time residents. Islamorada is a haven for outdoor enthusiasts, with attractions such as Anne’s Beach, Founders Park, and the Theater of the Sea. The village also features the History of Diving Museum and Indian Key Historic State Park. Dining options include local favorites like Lazy Days, Papa Joe's, and Lorelei's. Shopping is available at Rain Barrel Village and along U.S. Route 1. Islamorada's central location provides easy access to Miami and Key West via the Overseas Highway. The community is known for its peaceful living, though the cost of living is relatively high.

Learn more about living in Islamorada

Frequently Asked Questions

What is the average home price in Islamorada, FL?

Homes for sale in Islamorada, FL have an average home price of $3,533,715.

How many homes have sold over the last 12 months in Islamorada, FL?

173 homes have sold in Islamorada, FL over the last 12 months.

What are the most popular zip codes in Islamorada, FL?

The most popular zip codes in Islamorada, FL include 33036, 33070, 33037, 33001 and 33050.

How much do you need to make to afford a house in Islamorada?

The median home price in Islamorada is $1,895,000. If you put a 20% down payment of $379,000 and had a 30-year fixed mortgage with an interest rate of 6.37%, your estimated principal and interest payment would be $9,450 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $405K a year to afford the median home price in Islamorada. Learn how much home you can afford with our Home Affordability Calculator.

How are the schools in Islamorada, FL?

Islamorada, FL has highly rated public and private schools. Some of the best schools in Islamorada based on Niche Grades are Plantation Key School, Ocean Studies Charter School and Treasure Village Montessori Charter School. Browse all the schools in Islamorada, FL to learn more.

Home Trends in Islamorada, FL

On average, homes in Islamorada, FL sell after 159 days on the market compared to the national average of 58 days. The median sale price for homes in Islamorada, FL over the last 12 months is $1,375,000, up 17% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$1,375,000

Median Single Family Sale Price

$2,500,000

Median Townhouse Sale Price

$887,000

Median 2 Bedroom Sale Price

$629,000

Median 1 Bedroom Sale Price

$377,500

Average Price Per Sq Ft

$1,150

Number of Homes for Sale

120

Last 12 months Home Sales

173

Months of Supply

8.30

Median List Price

$1,895,000

Median Change From 1st List Price

11%

Median Home Sale Price YoY Change

17%