Islamorada, FL Homes for Sale

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  $2,500

  • 2 Beds
  • 1 Bath

  91865 Overseas Hwy Unit 108, Tavernier, FL 33070

  Discover luxury Keys living in this fully furnished 2-bedroom, 1-bathroom residence located at Mile Marker 91.5 Oceanside in the heart of Tavernier. Thoughtfully renovated with high-end finishes, designer furnishings, premium appliances, and modern décor throughout, this spacious turnkey apartment offers the perfect blend of comfort, style, and convenience. Ideally situated just minutes from

  Kevin Cornell Cornell Commercial Real Estate, Inc.

  91865 Overseas Hwy Unit 108, Tavernier, FL 33070
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  /70

  $1,849,000

  Open Wed 5PM - 6PM $400K PRICE DROP

  • 4 Beds
  • 2 Baths

  150 Azalea St, Tavernier, FL 33070

  Beautiful Double Waterfront Lot in Prestigious Plantation Key Colony. This stunning 4-bedroom, 2-bath waterfront home sits on a Rare Double Lot with a Private Boat Ramp & Boat lift. Step outside to your Private Oasis complete with a Private Tiki hut - Gorgeous secluded in-ground Pool and Cabana Hut Bungalow - The open-concept kitchen features Granite countertops and stainless-steel appliances,

  Tracey Petrusha LoKation

  150 Azalea St, Tavernier, FL 33070
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  /50

  $1,095,000

  • 5 Beds
  • 3 Baths
  • 2,754 Sq Ft

  106 Gardenia Ave, Tavernier, FL 33070

  Live the Florida Keys Lifestyle in Your Dream Home Experience the perfect blend of elegance, functionality, and laid-back tropical living in this beautifully designed Florida Keys-style home. The open-concept floor plan creates a seamless flow between the living, dining, kitchen, and loft areas--ideal for both everyday living and entertaining. The spacious primary suite offers a private retreat,

  Jason Adams Coastal Realty of the Florida Keys

  106 Gardenia Ave, Tavernier, FL 33070
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  /63

  $4,600,000

  • 5 Beds
  • 5.5 Baths
  • 4,636 Sq Ft

  157 Valencia Dr, Islamorada, FL 33036

  Located in sought-after Venetian Shores subdivision in Islamorada, this canal-front home was renovated in 2022. Sought after location - just one lot in from Snake Creek, offering exceptional boating access, 100' of deep water dockage with a 20k boat lift. With approximately 4,600sf of living space, 5 bedrooms and 5.5 bathrooms, the home is situated above base flood elevation and offers an

  Claire Johnson Exit Realty Florida Keys TAV

  157 Valencia Dr, Islamorada, FL 33036
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  /39

  $635,000

  $20K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,346 Sq Ft

  87200 Overseas Hwy Unit S3, Islamorada, FL 33036

  Welcome to effortless coastal living in the desirable Executive Bay Club community--where comfort, style, and resort-style amenities come together in a relaxed Keys setting. This nicely updated 3-bedroom plus loft townhouse offers a spacious and versatile layout designed for easy everyday living and entertaining. Upstairs, you'll find three inviting bedrooms, two full baths, and a charming

  Alina Davis Coldwell Banker Schmitt Islamorada

  87200 Overseas Hwy Unit S3, Islamorada, FL 33036
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  /29

  $27,000,000

  New Construction

  • 5 Beds
  • 8 Baths
  • 8,200 Sq Ft

  88845 Old Hwy, Tavernier, FL 33070

  Set on over 2 acres along prestigious Millionaire's Row in Tavernier, this newly constructed oceanfront estate represents a rare convergence of scale, design, and functionality in the Upper Florida Keys. Encompassing 8,200 square feet of interior living space and over 16,000 square feet total, the residence is thoughtfully designed to accommodate both elevated everyday living and large-scale

  Courtney Conley Serhant Florida LLC - Coconut Grove

  88845 Old Hwy, Tavernier, FL 33070
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  /63

  $699,000

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  81801 Overseas Hwy Unit 729, Islamorada, FL 33036

  Welcome to the iconic Cheeca Lodge & Spa Resort--a rare opportunity to own a premier, income-producing property in the heart of Islamorada. This beautifully appointed one king-bedded room with kitchen, private screened in balcony, with owners closet, offers the ideal blend of personal retreat and investment potential.Set within one of the Florida Keys' most celebrated resorts, owners and

  Ana Zalesky, P.A. Shoreline Properties

  81801 Overseas Hwy Unit 729, Islamorada, FL 33036
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  /71

  $3,850,000

  • 4 Beds
  • 4 Baths
  • 2,596 Sq Ft

  74049 Overseas Hwy, Islamorada, FL 33036

  Rare opportunity to own an ocean side single family home in the heart of Islamorada. Situated on a private corner half acre lot with your own private beach, this property offers the space, privacy, and tropical lifestyle that make the Florida Keys one of the most sought-after destinations in the world. Currently operating as a successful VRBO vacation rental, this turnkey, income-producing

  Kimberly Farias Luxe Properties, LLC.

  74049 Overseas Hwy, Islamorada, FL 33036
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  /54

  $3,700,000

  Open Thu 9AM - 11AM

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

  168 Indian Mound Trail, Tavernier, FL 33070

  This exceptional waterfront estate on a deep water canal with a 50ft dock on a double lot is situated in the heart of Plantation Key. The property features a grand three story residence framed by established palm trees and a striking, patterned paver driveway. The expansive grounds are clean but unplanted, offering a clear blank canvas for you to design your ultimate custom tropical landscaping

  Caroline Hendrix Coldwell Banker Schmitt RE Co

  168 Indian Mound Trail, Tavernier, FL 33070
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  /47

  $649,000

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  81801 Old Hwy Unit 754, Islamorada, FL 33036

  Crystal-clear turquoise waters, swaying palms, and gentle ocean breezes create the perfect Florida Keys escape. The historic Cheeca Lodge is located in the heart of Islamorada, which is recognized as ''The Sport Fishing Capital of the World''. Islamorada is renowned for fine dining, water sports, The Art District, galleries, shopping and breweries. The resort encompasses 27 acres with 1,200' of

  81801 Old Hwy Unit 754, Islamorada, FL 33036
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  /48

  $3,875,000

  • 4 Beds
  • 3 Baths
  • 3,088 Sq Ft

  109 Giardino Dr, Islamorada, FL 33036

  Coastal elegance meets the ultimate boating lifestyle in this beautifully updated Venetian Shores home. Designed for effortless Keys living, the open floor plan is filled with natural light, highlighted by a dramatic floor-to-ceiling wall of windows in the living area that brings the outdoors in. An inviting entrance foyer welcomes you inside, with interior stairs to the main living level. The

  Alina Davis Coldwell Banker Schmitt Islamorada

  109 Giardino Dr, Islamorada, FL 33036
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  /82

  $3,800,000

  New Construction

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

  82779 Old Hwy Unit 15, 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 15, Islamorada, FL 33036
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  /14

  $665,000

  $10K PRICE DROP

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

  118 Cortez Dr Unit B, Islamorada, FL 33036

  This island resort unit offers stations for dockage up to 25-foot boats daytime only, 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. Injoy island living in the Keys .

  Ralph Pena Pena Realty, Inc.

  118 Cortez Dr Unit B, Islamorada, FL 33036
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  $3,199,000

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  75071 Overseas Hwy, Islamorada, FL 33036

  Beautifully renovated oceanfront home in Islamorada offering 100 feet of direct ocean frontage, a sandy beach, breathtaking open water views, and mature tropical landscaping. This exceptional concrete stilt home has undergone a spectacular extensive coastal renovation, blending modern luxury with the relaxed elegance of the Florida Keys lifestyle. The residence features 3 bedrooms and 3 bathrooms

  Derek Rodberg Cypress Realty, Inc.

  75071 Overseas Hwy, Islamorada, FL 33036
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  /40

  $1,250,000

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

  191 Carroll St, Islamorada, FL 33036

  Newly Remodeled 3-Bed, 3-Bath Home in the Heart of Islamorada This newly remodeled 3-bedroom, 3-bath home is located on Upper Matecumbe in the heart of Islamorada, offering the perfect blend of modern comfort and island living. The unique layout features 1 bedroom and 1 bathroom downstairs, and 2 bedrooms and 2 bathrooms upstairs--ideal for guests or extended family. Built with solid concrete

  James Mooney Jr. P.A. Moorings Realty, Inc

  191 Carroll St, Islamorada, FL 33036
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  /4

  $6,000,000

  • 4 Beds
  • 6 Baths

  202 Plantation Shores Dr, Tavernier, FL 33070

  Coastal Luxury. Endless Lifestyle. A rare opportunity to own an extraordinary Plantation Key waterfront estate where captivating ocean views, 140 feet of protected dockage, direct Atlantic access, and exceptional craftsmanship come together in perfect harmony. Privately tucked away on a quiet cul-de-sac, this stunning coastal residence was thoughtfully designed for those who appreciate effortless

  202 Plantation Shores Dr, Tavernier, FL 33070
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  /48

  $40,000,000

  New Construction

  • 8 Beds
  • 11 Baths
  • 9,704 Sq Ft

  88845 Old Hwy, Tavernier, FL 33070

  A rare dual-offering on coveted Millionaire's Row in Tavernier, this extraordinary oceanfront compound spans over multiple acres across two parcels-delivering an unmatched combination of scale, privacy, and future development flexibility in the Florida Keys. At 88845, a newly constructed 8,200SF estate sets a new standard for modern coastal luxury. Thoughtfully designed for both grand

  Courtney Conley Serhant Florida LLC - Coconut Grove

  88845 Old Hwy, Tavernier, FL 33070
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  /27

  $1,680,000

  • 3 Beds
  • 2 Baths
  • 1,980 Sq Ft

  74450 Overseas Hwy, Islamorada, FL 33036

  Rare Mixed-Use Opportunity with Spectacular Ocean Views in Islamorada MM 74.5. Endless possibilities await at this highly visible, commercially zoned property located directly on the Overseas Highway at Mile Marker 74.5. Offering breathtaking open Atlantic Ocean views and exceptional highway frontage, this unique property is ideal for investors, entrepreneurs, or anyone seeking the perfect

  Krissy Carnahan Paradise Florida Keys Real Estate, a Luxury Brand

  74450 Overseas Hwy, Islamorada, FL 33036
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  /39

  $1,199,990

  • 2 Beds
  • 2.5 Baths
  • 1,376 Sq Ft

  111 Anglers Way, Islamorada, FL 33036

  Your dream getaway in the heart of the Florida Keys! This light-filled, spacious 2br/2bth home is located in the highly sought-after Angler's Reef community in Islamorada. Fully furnished, tastefully decorated and turnkey, this well-maintained property is perfect for ocean lovers or savvy investors alike.With over 12 years in a successful vacation rental program and an active vacation rental

  Rosana Velilla Serrano & Associates Real Estate, LLC

  111 Anglers Way, Islamorada, FL 33036
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  /43

  $2,100,000

  $200K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  114 Spoonbill Rd, Tavernier, FL 33070

  Newly renovated 3-bedroom, 2-bath canal-front CBS home with direct bay access. The interior has been fully updated with tasteful coastal finishes, along with new impact windows and doors throughout. Enjoy 70 feet of concrete dockage with two boat lifts (24,000-lb and 15,000-lb) and a short idle to the bay, plus quick ocean access through Tavernier Creek. The wide lot offers ample space for

  AJ Vetter Palm House Real Estate

  114 Spoonbill Rd, Tavernier, FL 33070
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  /31

  $999,000

  $180K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,361 Sq Ft

  148 Iroquois St, Tavernier, FL 33070

  Spacious 4 bed, 3 bath home in the desirable Indian Mound neighborhood on Plantation Key. Sitting on two lots totaling about 11,000 sq ft, there's plenty of privacy and extra space to enjoy.As you enter, you're welcomed by a large, open floor plan with high ceilings, giving the home a bright and airy feel. The kitchen features granite countertops, upgraded stainless steel appliances, and

  David Epstein Coastal Realty of the Florida Keys

  148 Iroquois St, Tavernier, FL 33070
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  /36

  $443,000

  $17K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 981 Sq Ft

  87465 Old Hwy 215 Hwy Unit 215, Plantation Key, FL 33036

  WELCOME TO PARADISE BY THE SEA! THIS SPACIOUS CONDO LOCATED ON MILLIONAIRE'S ROW IN AN OCEANFRONT BUILDING OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE, THIS BEAUTY FEATURES AN OPEN CONCEPT LIVING AREA, WELL APPOINTED KITCHEN WITH WOOD CABINETS, & A 1/2 BATH DOWNSTAIRS. WALK UPSTAIRS TO A COZY SPLIT BEDROOM FLOOR PLAN FOR PRIVACY. PRIMARY SUITE INCLUDES A WALK-IN CLOSET. OUTSIDE OFFERS

  Nancy Garcia The Keyes Company

  87465 Old Hwy 215 Hwy Unit 215, Plantation Key, FL 33036
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  /33

  $1,199,000

  • 3 Beds
  • 3 Baths
  • 2,022 Sq Ft

  143 N Hammock Rd, Islamorada, FL 33036

  Experience all that Islamorada has to offer from this stunning home that was constructed in 2020. This two-story residence offers 3 spacious bedrooms and 2 full bathrooms on the ground floor. The second floor has a large great room - ideal for a home office, second living room, playroom, or media space--adding extra versatility to the layout. Additionally, there is another full bathroom upstairs.

  Stephen Hachey Flat Fee MLS Realty

  143 N Hammock Rd, Islamorada, FL 33036
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  /102

  $10,900,000

  • 6 Beds
  • 4.5 Baths
  • 4,394 Sq Ft

  186 & 165 Bayview Dr, Lower Matecumbe, FL 33036

  A refined expression of waterfront living, this six-bedroom, four-bath residence is set on a desirable over 1⁄2 acre lot with panoramic water views from every room. Offering 220+ linear feet of concrete dockage with three boat lifts, the property is exceptionally suited for large vessels with effortless access to the open Florida Bay/Gulf or Ocean via Channel 5 bridge. Two separate parcels

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  186 & 165 Bayview Dr, Lower Matecumbe, FL 33036
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  /18

  $1,300,000

  $50K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,376 Sq Ft

  104 Anglers Way, Islamorada, FL 33036

  Exclusive Anglers Reef Resort-style oceanfront home in Islamorada -- a rare coastal gem. Nestled inside a gated community with resort-caliber amenities, a private marina and two sandy beaches, this fully furnished two-story single-family retreat offers 2 bedrooms and 2.5 baths -- ideal for saltwater lovers or savvy investors.Thoughtfully upgraded with elegant, durable finishes: impact-rated

  Rayden Vega Casa Miami Real Estate

  104 Anglers Way, Islamorada, FL 33036
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  /30

  $439,000

  • 1 Bed
  • 1 Bath
  • 406 Sq Ft

  84961 Old Hwy Unit A1, Islamorada, FL 33036

  Charming concrete bungalow in the heart of Islamorada! Move right into this beautifully updated 1BR/1BA retreat featuring fabulous ocean views from your private rooftop deck. Blending timeless Florida Keys charm with modern finishes, this home offers durable concrete construction with beautiful interior finishes, impact windows, an updated electrical panel, and parking for two vehicles. Relax

  Claudette Mell Century 21 Circle- Islamorada

  84961 Old Hwy Unit A1, Islamorada, FL 33036
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  /35

  $730,000

  New Construction $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft

  171 Garden St, Key Largo, FL 33070

  Beautifully furnished home being offered for Sale in Tavernier in impeccable condition. Newly built in 2024, this concrete home offers 3 bedrooms, 2 baths, tile floors throughout, open living, chef's kitchen, quartz counters, stainless steel appliances, impact windows & doors, metal roof, outdoor porch, large open carport, and ready for a new family. Move right into this coastal finished home and

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

  171 Garden St, Key Largo, FL 33070
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  /50

  $443,000

  $17K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  87465 Old Hwy Unit 215, Islamorada, FL 33036

  WELCOME TO PARADISE BY THE SEA! THIS SPACIOUS CONDO LOCATED IN HIGHLY DESIRED PLANTATION KEY/SLAMORADA ON MILLIONAIRE'S ROW. THIS OCEANFRONT BUILDING OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE, THIS BEAUTY FEATURES AN OPEN CONCEPT LIVING AREA THAT LIGHT AND BRIGHT! WELL APPOINTED KITCHEN WITH WOOD CABINETS, & FIRST FLOOR HALF BATHROOM. WALK UPSTAIRS TO A COZY SPLIT BEDROOM FLOOR PLAN FOR

  Anthony Garcia The Keyes Company

  87465 Old Hwy Unit 215, Islamorada, FL 33036
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  /63

  $1,835,000

  $365K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,658 Sq Ft

  226 Normandy Dr, Tavernier, FL 33070

  "LOCATION, LOCATION, LOCATION" "MOTIVATED SELLER" Reasonable offers welcomed. Just minutes away from local Dive & Fishing Spots, The Famous Islamorada Sandbar. Local Restaurants, Shopping centers & Hospital.Welcome to coastal living in this two-story CBS construction home with concrete roof, impact doors and windows. This waterfront residence is designed for both relaxation and entertaining.

  226 Normandy Dr, Tavernier, FL 33070
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  /34

  $640,000

  $15K PRICE DROP

  • 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 Paradise Florida Keys Real Estate, a Luxury Brand

  200 Harborview Dr Unit 101, Tavernier, FL 33070
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  $725,000

  $24K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,801 Sq Ft

  323 Bay View Ave, Key Largo, FL 33037

  Nestled among mature tropical trees with only one neighboring property, this 3BR/2BA two-story home presents a peaceful, low-density setting just approx. 800 ft from a private homeowners’ park with beach, dock, and boat ramp for convenient access to Florida Bay. The home features an enclosed interior staircase connecting both levels, supporting its legal 3-bedroom configuration and providing a

  Steven Koleno Beycome of Florida LLC

  323 Bay View Ave, Key Largo, FL 33037
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  /50

  $2,345,000

  $150K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,716 Sq Ft

  127 Seaside Ave, Key Largo, FL 33037

  Ocean views, deepwater dockage, dock is being replaced with a lift 6/26, and the rare ability to legally operate nightly rentals - it doesn't get any better! The seller has approval for a 20,000lb boat lift and improvement of the dock. There is also approval for an observation deck into the open ocean. This exceptional oceanfront estate offers a standout turnkey investment opportunity, combining

  Amy Bruggeman American Caribbean Real Estate, Christie's International Real Estate

  127 Seaside Ave, Key Largo, FL 33037
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  /7

  $365,000

  $85K PRICE DROP

  1 Tdr, Upper Matecumbe Key Islamorada, FL 33036

  1 OF 7 WATERFRONT TDR'S FOR SALE IN THE VILLAGE OF ISLANDS. WHY WAIT? START BUILDING TODAY! Secure a rare TRANSFERABLE DEVELOPMENT RIGHT [TDR] for new single-family market-rate construction within the Village of Islands. Each TDR may be applied toward the construction of one new waterfront residence on an eligible receiver site, subject to Village approval. Buyer shall verify that the proposed

  Karan Moeller Ocean Sotheby's International Realty

  1 Tdr, Upper Matecumbe Key Islamorada, FL 33036
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  /34

  $3,500

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

  200 Harborview Dr Unit 101, Tavernier, FL 33070

  Nice furnished 2 bedroom 2.5 bath condo on the bay with dockage up to 30 feet. Convenient to Miami. Call for more information. First Last and Security required.

  Krissy Carnahan Paradise Florida Keys Real Estate, a Luxury Brand

  200 Harborview Dr Unit 101, Tavernier, FL 33070
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  /27

  $5,850,000

  • 5 Beds
  • 4 Baths
  • 2,688 Sq Ft

  233 Aberdeen Ct, Tavernier, FL 33070

  Completely transformed down to the studs and scheduled for completion in late 2026, this extraordinary bay front estate represents the pinnacle of modern Florida Keys luxury. Meticulously rebuilt with elevated design, superior craftsmanship, and today’s most coveted finishes, every detail has been thoughtfully curated to deliver an unparalleled waterfront lifestyle. Experience the ultimate

  Alessondra Figueiras The Keyes Company

  233 Aberdeen Ct, Tavernier, FL 33070
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  /2

  $385,000

  000 Vacant Land, Upper Matecumbe Key Islamorada, FL 33036

  Derek Rodberg Cypress Realty, Inc.

  000 Vacant Land, Upper Matecumbe Key Islamorada, FL 33036

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