Islamorada, FL Homes for Sale

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  /62

  $685,000

  • 3 Beds
  • 2 Baths
  • 1,355 Sq Ft

  87200 Overseas Hwy, Islamorada, FL 33036

  All NEW Stunning Islamorada 3/2 plus loft fully furnished & equipped with new kitchen, bar, built-ins fishing+storage, 2 brand new Bathrooms, new extended loft area, new high end appliances, new full size Washer/Dryer, new BBQ area new patio pavers, private palms trees, Serena & Lily furnish, new electric, new electric water heater, new car charging, new 80" smart OLED TV, new bar, coffee and

  Ivette Agusti Premier Properties

  87200 Overseas Hwy, Islamorada, FL 33036
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  /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
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  /31

  $4,975,000

  • 3 Beds
  • 2 Baths
  • 1,264 Sq Ft

  75730 Overseas Hwy, Islamorada, FL 33036

  Come home to outstanding views with 109 feet of bay frontage in Lower Matecumbe Key. This cottage-style home combines all of the elements of Florida Keys charm with captivating open water views and is situated on 1.3 acres of land. Complete with three bedrooms and two bathrooms, this ground-level, and updated residence is the perfect place to entertain while basking in all of the beauty the Keys

  Kim Thaler Ocean Sotheby's International Realty

  75730 Overseas Hwy, Islamorada, FL 33036
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  /51

  $2,874,000

  • 4 Beds
  • 3.5 Baths
  • 2,937 Sq Ft

  72 W Plaza Granada, Islamorada, FL 33036

  Exceptional 4 bedrooms 3.5 bath gorgeous waterfront home in Islamorada's Port Antigua awaits a new owner! Dramatic main living area with cathedral ceiling, freshly painted, recent new roof, impact windows, roll down shuttered second level outside balcony for entertaining, top of the line kitchen with Miele and Sub Zero appliances and Faber exhaust island stove, exquisite baths, wine cooler, ice

  Keith Allen Century 21 Circle- Islamorada

  72 W Plaza Granada, Islamorada, FL 33036
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  /33

  $590,000

  • 2 Beds
  • 2 Baths
  • 1,365 Sq Ft

  87200 Overseas Hwy Unit S-8, Islamorada, FL 33036

  No spiral stairs here! They have been replaced and it's so much easier to walk up the stairs. This townhome is located by one of the tennis/pickleball courts and has a very nice open lanai with a cantilever umbrella to provide shade on those beautiful sunshiney Florida Keys days. The kitchen has stainless appliances and the washer and dryer are full size stackers. Both baths have been updated

  Alina Davis Coldwell Banker Schmitt Islamorada

  87200 Overseas Hwy Unit S-8, Islamorada, FL 33036
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  /25

  $1,225,000

  • 3 Beds
  • 2.5 Baths
  • 2,026 Sq Ft

  101 Gulfview Dr Unit 116, Islamorada, FL 33036

  Luxury Islamorada Condo

  Judy Rossignol Realty One Group Engage the Keys

  101 Gulfview Dr Unit 116, Islamorada, FL 33036
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  /46

  $1,225,000

  • 3 Beds
  • 2 Baths
  • 2,026 Sq Ft

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

  Bay Harbour condos, located at MM 74.5 on Lower Matecumbe is a very desirable community. BAY HARBOUR ALLOWS 7-DAY RENTALS. Transient Rental License can be obtained from the Village of Islamorada that allows weekly rentals which are restricted in most communities in Islamorada and indeed all of Monroe County. This 2,000 sq. ft three-bedroom, two and a half bathrooms has a view of the sunrise on

  Judy Rossignol Realty One Group Engage the Keys

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

  $399,000

  • 1 Bed
  • 1 Bath
  • 518 Sq Ft

  119 Cortez Dr Unit G5, Islamorada, FL 33036

  Islamorada South....One of the BEST kept secrets in Islamorada! This is a one bedroom, fully updated unit with a screened porch includes a GARAGE! The Spacious garage perfect for storing your weekend toys. Bring your boat! There is always space on the dock for your 25' boat. Clean your catch dockside on the cleaning table. Secured boat and trailer storage is available. It is just a short jaunt

  Lorie LaLonde American Caribbean Real Estate, Christie's International Real Estate

  119 Cortez Dr Unit G5, Islamorada, FL 33036
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  /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
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  /48

  $3,899,999

  • 4 Beds
  • 4.5 Baths
  • 2,320 Sq Ft

  154 Redwing Rd, Tavernier, FL 33070

  Unobstructed SUNSET/BAY views. Tucked away on a secluded point in the prestigious 'Sunshine Estates' community on Plantation Key. Expansive property. Well built CBS home designed to enjoy bay views from essentially every room in the house. 4 Beds 4.1 Baths. Vaulted ceilings finished with wood beams. Refinished custom oak wood floors, corian kitchen countertops, dummy waiter, marble

  Jessica Pinder

  154 Redwing Rd, Tavernier, FL 33070
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  /36

  $6,495,000

  • Land
  • 1.1 Acres
  • $5,894,212 per Acre

  75131 Overseas Hwy, Islamorada, FL 33036

  Beautiful 200' of oceanfront property on Lower Matecumbe Key. This offering consists of one 100' lot, vacant with TDR & contiguously, a 100' lot with a triplex apartment building (3 TDRs),.This gives you endless possibilities for redevelopment of the property. The vacant lot has an additional 200' of bay bottom. Fantastic 180 ocean views make for gorgeous sunrises on the naturally sandy beaches.

  Randy Selden Century 21 Circle- Islamorada

  75131 Overseas Hwy, Islamorada, FL 33036
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  /50

  $8,900,000

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

  91 Iroquois Dr, Islamorada, FL 33036

  Discover this luxurious ocean view gated home on a point lot over 1/2 acre, featuring over 6,000 sq ft of living space, 6 bedrooms, 5 bathrooms, and 4 oceanfront rooms. Highlights include soaring ceilings, a large garage, putting green, an elevator, deep water access with 2 boat lifts (45,000 and 16,000 lb), beachfront and canal access, and a multi-million dollar renovation. Enjoy easement rights

  Steven Koleno Beycome of Florida LLC

  91 Iroquois Dr, Islamorada, FL 33036
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  /108

  $9,750,000

  • 5 Beds
  • 4.5 Baths
  • 4,170 Sq Ft

  198 Lowe St, Tavernier, FL 33070

  Key Harbor. Pristine and gorgeous, this authentically restored Oceanfront Home is nestled on approximately one and a half acres with expansive breathtaking open water views. Step inside and enjoy the open flow-through layout, blending interior and exterior seamlessly while delivering amazing and unobstructed views from palm-lined lawns to sandy beach, marina, and the ocean beyond. Inviting

  Leslie Leopold Ocean Sotheby's International Realty

  198 Lowe St, Tavernier, FL 33070
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  /15

  $550,000

  • Land

  135 Airstream Ln, Tavernier, FL 33070

  This ideally located property has an immediate building right should you choose to rebuild. Seller is in receipt of a quote for the demolition of the existing structure and the construction of a beautiful new three bedroom, three bathroom 1,169 SF modular residence. Upon completion of the home, you will have spectacular unobstructed views of the Florida Bay with gorgeous sunsets! The property is

  Bonnie Oliver Ocean Sotheby's International Realty

  135 Airstream Ln, Tavernier, FL 33070
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  /17

  $474,000

  • 2 Beds
  • 1 Bath
  • 520 Sq Ft

  235 Cuba Rd, Tavernier, FL 33070

  Welcome to the Sunny Tavernier Cottage by the beach! Only a short walk or ride to Harry Harris County Park with a beach, boat ramp, playground, picnic tables, and so much more. This cozy cottage is your opportunity to live in paradise. The property features two bedrooms, large bathroom completely remodeled, new flooring, remodeled kitchen, newer ACs, newer washer and dryer. Completely furnished

  Isabel Figueroa Blue Ribbon Intl Realty

  235 Cuba Rd, Tavernier, FL 33070
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  /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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  /8

  $270,000

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft

  190 Garden St, Tavernier, FL 33070

  Welcome to this mobile home in Tavernier! This cozy 2-bedroom, 1-bathroom mobile home offers the perfect blend of affordability and location. Nestled in a prime spot close to the beach, boat ramps, picnic areas, and ball fields. Tavernier is known for its picturesque surroundings, friendly community, and easy access to local amenities, shops, and dining options.

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  190 Garden St, Tavernier, FL 33070
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  /31

  $3,150,000

  • 4 Beds
  • 5 Baths
  • 2,576 Sq Ft

  105 Carroll St Unit 6, Islamorada, FL 33036

  NEWEST DEVELOPMENT IN DOWNTOWN ISLAMORADA!! Come preview finished units NOW. Only ONE HOUSE LEFT. An exclusive, gated enclave on the Atlantic Ocean, Oceanside is nestled between the Cheeca Lodge and the Caribbean Resort, offering the very best of location, privacy and island living. Low maintenance concrete block construction, this home has been built above flood level. Spacious living area

  Ralph Sanchez Century 21 All Keys Inc (KW)

  105 Carroll St Unit 6, Islamorada, FL 33036
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  /2

  $350,000

  • Land

  80939 Overseas Hwy, Islamorada, FL 33036

  6 transient unit dry building rights in Islamorada. These transient units are for hotel rentals ,motel and rv. There is a total of six transients units available. The price is 350,000 each.

  Danny Sanchez Century 21 All Keys Inc (KW)

  80939 Overseas Hwy, Islamorada, FL 33036
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  /23

  $895,000

  • 2 Beds
  • 1 Bath
  • 882 Sq Ft

  129 S Rd, Upper Matecumbe Key Islamorada, FL 33036

  Tucked away behind lush tropical vegetation, this charming ground-level CBS home with plenty space to park your boat offers the ultimate in privacy while placing you right in the heart of Upper Matecumbe - Islamorada's most coveted island. The 2-bedroom, 1-bath layout is cozy yet solid, with a spacious fenced backyard that's perfect for entertaining, gardening, or adding a pool. From here, you

  Wiebke Westedt LoKation Real Estate

  129 S Rd, Upper Matecumbe Key Islamorada, FL 33036
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  /81

  $4,250,000

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

  82779 Old Hwy Unit 8, Islamorada, FL 33036

  Richard Lemon Serhant Florida LLC - Delray Beach Office

  82779 Old Hwy Unit 8, Islamorada, FL 33036
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  /68

  $1,375,000 New Construction

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

  84745 Old Hwy Unit 4, Islamorada, FL 33036

  Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each

  Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

  84745 Old Hwy Unit 4, Islamorada, FL 33036
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  /10

  $3,999,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,710 Sq Ft

  109 Ellington Ct, Tavernier, FL 33070

  Escape to luxury in this newly constructed all concrete home capturing mesmorizing views! Enjoy the stately coastal finishes, high ceilings, private master suite, four additional en suites, a chef's kitchen, open porch space, completed with an elevator, protected dockage, and waterside pool. This residence provides for a concrete roof, impact windows and doors, quartz counters, stainless steel

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

  109 Ellington Ct, Tavernier, FL 33070
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  /12

  $560,500 New Construction

  • 3 Beds
  • 2 Baths
  • 926 Sq Ft

  295 Gardenia St, Tavernier, FL 33070

  New Construction, 3 bedroom 2 bathroom. This is a Habitat for Humanity Home. The buyer must qualify To purchase this property.

  Cliff Glansen FlatFee.com

  295 Gardenia St, Tavernier, FL 33070
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  /57

  $20,995,000 New Construction

  • 6 Beds
  • 9 Baths
  • 7,738 Sq Ft

  88351 Old Hwy, Islamorada, FL 33036

  'Tranquility Haven' features the newest construction in Islamorada... completed January 2025! As you enter the gated and fenced sanctuary a long winding driveway leads up to an elevated entrance and convenient 1st floor living access. The 6 bedrooms and 9 bathrooms provide the epitome of coastal living with uninterrupted views of the turquoise waters on the Atlantic Ocean, with serene sunrises,

  Patti Stanley Coldwell Banker Schmitt Islamorada

  88351 Old Hwy, Islamorada, FL 33036
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  /51

  $1,625,000 Open Fri 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 2,096 Sq Ft

  124 Venetian Way, Islamorada, FL 33036

  Island Living in Prestigious Venetian Shores!Welcome to this newly custom-built four bedroom, three bathroom residence ideally positioned on a tranquil plugged canal in one of the most sought-after neighborhoods in the Florida Keys. Upstairs, enjoy a spacious open porch, ideal for outdoor dining that flows seamlessly into a light-filled open concept floor plan. The designer kitchen features solid

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  124 Venetian Way, Islamorada, FL 33036
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  /81

  $6,250,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,945 Sq Ft

  206 Plantation Ave, Islamorada, FL 33070

  BRAND NEW CONSTRUCTION WITH BAY VIEWS! Welcome to a stunning new construction residence that redefines luxury waterfront living in the Florida Keys. This elegant three-story home offers 5 bedrooms, 5.5 bathrooms, pool and spa, office, garage, outdoor kitchen and 70 feet of dockage--perfectly positioned to capture sweeping views of the Florida Bay and iconic Keys sunsets.Thoughtfully designed for

  Mike Jones Fairchild Partners, Inc.

  206 Plantation Ave, Islamorada, FL 33070
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  /113

  $5,000,000 New Construction

  • 5 Beds
  • 5 Baths
  • 4,064 Sq Ft

  88 W Plaza Del Lago, Islamorada, FL 33036

  Experience elevated coastal living in this elegant Port Antigua retreat. Thoughtfully designed for comfort, privacy, effortless entertaining and situated in a prime waterfront location, this beautiful resort-style residence offers generous living spaces, including both upstairs and downstairs primary suites, three additional guest suites, a dedicated office, shaded porches on both levels and a

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  88 W Plaza Del Lago, Islamorada, FL 33036
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  /109

  $19,495,000 New Construction

  • 6 Beds
  • 8 Baths
  • 6,692 Sq Ft

  87429 Old Hwy, Islamorada, FL 33036

  A private sanctuary of coastal sophistication, The Oasis offers two residences spanning 2.85 meticulously landscaped acres with over 400 feet of pristine waterfront and a protected deepwater basin. Designed for elevated living, The Oasis blends resort-style amenities with the privacy and scale of a true Florida Keys compound.The grand porte-cochere entry sets the tone, leading to a single-level

  TEAM Walters Gloria, Rachel and Michae Ocean Sotheby's International Realty

  87429 Old Hwy, Islamorada, FL 33036
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  /40

  $1,675,000 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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  /81

  $6,995,000 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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  /51

  $2,799,999 New Construction

  • 4 Beds
  • 4 Baths
  • 2,476 Sq Ft

  121 Lake Rd, Islamorada, FL 33070

  This new construction 4-bedroom, 4-bathroom waterfront residence doesn't just check all the boxes -- it redefines them. Spanning 2,476 square feet, this home seamlessly blends modern design with exquisite craftsmanship, complete with top-tier amenities. At the heart of the home is a gourmet chef's kitchen featuring handcrafted fine Italian cabinetry, top-of-the-line appliances, and stunning

  Seanna Lindback Sea Haven Realty, Inc.

  121 Lake Rd, Islamorada, FL 33070
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  /67

  $5,990,000 New Construction

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

  82779 Old Hwy Unit 21, Islamorada, FL 33036

  Welcome to The Islands of Islamorada, a private gated enclave of coastal luxury. Our exquisite waterfront residences feature four bedrooms and four and one-half bathrooms, designed for your comfort. Each three-floor villa offers 3,137 square feet of interior space and 930 square feet of outdoor living, showcasing contemporary island architecture. Three king-sized bedrooms have en-suite bathrooms,

  Richard Lemon Serhant Florida LLC - Delray Beach Office

  82779 Old Hwy Unit 21, Islamorada, FL 33036
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  /64

  $1,599,000 New Construction

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

  84745 Old Hwy Unit 13, Islamorada, FL 33036

  Peaceful Palms, a newly developed gated community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential. Each three-bedroom, three-bathroom townhome is thoughtfully designed with expansive

  Ernesto Portuondo American Caribbean Real Estate

  84745 Old Hwy Unit 13, Islamorada, FL 33036
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  /65

  $1,499,000 New Construction

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

  84745 Old Hwy Unit 7, Islamorada, FL 33036

  Peaceful Palms, a newly developed gated community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential. Each three-bedroom, three-bathroom townhome is thoughtfully designed with expansive

  Ernesto Portuondo American Caribbean Real Estate

  84745 Old Hwy Unit 7, Islamorada, FL 33036
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  /66

  $1,699,000 New Construction

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

  84745 Old Hwy Unit 8, Islamorada, FL 33036

  Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each

  Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

  84745 Old Hwy Unit 8, Islamorada, FL 33036
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  /41

  $3,249,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,938 Sq Ft

  124 Orchid St, Tavernier, FL 33070

  This brand-new tri-level home in the FL Keys perfectly captures the essence of sophisticated luxury & relaxed island living. With both bay & ocean access, 60 ft. of canal frontage + private concrete dock, it's ideal for saltwater enthusiasts. The home flows seamlessly from the rec room & summer kitchen to pool area, all set in a fenced yard - perfect for kids & pets. The 2nd level offers open

  Mike Diaz Miami Broker's Group

  124 Orchid St, Tavernier, FL 33070
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  /52

  $3,800,000 New Construction

  • 5 Beds
  • 3 Baths
  • 3,450 Sq Ft

  191 Fontaine Dr, Islamorada, FL 33070

  Merlin Perez Golden International Realty

  191 Fontaine Dr, Islamorada, FL 33070
• 

  

  /42

  $539,900 Pre-Foreclosure

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft

  87200 Overseas Hwy Unit C3, Islamorada, FL 33036

  Executive Bay townhome priced to sell! Beautiful coastal interior with 2 bedrooms and 2 baths and finished loft ready for you to purpose and use. Lovely sitting area outside off the living room. The second bedroom with loft is huge and can easily have office and or sitting area. This gated condo community has some of the best amenities you could want for living your Keys lifestyle, sandy beach,

  Joy Martin Marr Properties, Inc.

  87200 Overseas Hwy Unit C3, Islamorada, FL 33036
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  /43

  $950,000

  • 3 Beds
  • 2 Baths
  • 2,059 Sq Ft

  27 Lycaloma Ave, Key Largo, FL 33037

  Discover the potential of this solid concrete stilt home located on 2 large lots completely fenced in a desirable southern Key Largo neighborhood. The main level offers 3 bedrooms,2 baths, laundry with kitchen open to dining /living area complete with large ground level enclosure and 1 car garage. Outdoors you'll find mature native hardwood and fruit trees including soursop and avocado with

  Christine Panse LoKation Real Estate

  27 Lycaloma Ave, Key Largo, FL 33037

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