Islamorada, FL Homes for Sale under $800,000

• 

  

  

  /19

  $795,000

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft

  203 Tarpon St, Tavernier, FL 33070

  Steps to the Ocean! Great location on a corner lot in historic downtown Tavernier only one block from the ocean and close to shopping, dining, marinas, movie theater and more. This home has a new metal roof and a separate garage building. This is a perfect spot to either renovate or use the existing home as a building right to build your dream home! Downstairs is the original 1958 home with two

  Brett Newman Coldwell Banker Schmitt Islamorada

  203 Tarpon St, Tavernier, FL 33070
• 

  

  

  /43

  $549,500

  • 1 Bed
  • 1 Bath
  • 358 Sq Ft

  81801 Overseas Hwy Unit 716, Islamorada, FL 33036

  Exquisite Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Welcome to your unparalleled opportunity to own an exceptional income-producing property in the heart of Islamorada, the Sportfishing Capital of the World. This double queen bed condotel, situated in the renowned Cheeca Lodge Resort and Spa, offers the perfect blend of luxury, convenience, and investment potential. Beautiful

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  81801 Overseas Hwy Unit 716, Islamorada, FL 33036
• 

  

  

  /79

  $630,000

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

  87200 Overseas Hwy Unit N2, Islamorada, FL 33036

  Private location for your pleasure at this roomy townhouse offering an abundance of space to enjoy. Spiral stairs leading to the primary suites with an additional loft for your quests. Soft carpet on the living area floors with tile in the remodeled kitchen and beautiful bathrooms. Two pets allowed, with first come first serve the waterfront area. Pool and club house for your recreation along

  Barbara Eads Barbara Eads Realty Inc.

  87200 Overseas Hwy Unit N2, Islamorada, FL 33036
• 

  

  

  /42

  $540,000

  $99K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  500 Burton Dr Unit 1210, Tavernier, FL 33070

  Immerse yourself in the highly desirable Ocean Pointe Development offering an unparalleled lifestyle with stunning sunrises and an array of amenities, including NIGHTLY RENTALS! This meticulously maintained 2 bedroom, 2 bathroom condominium offering a new air conditioner, washer, dryer, refrigerator and dishwasher, plus new impact windows and doors and offers a rich history of successful

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  500 Burton Dr Unit 1210, Tavernier, FL 33070
• 

  

  

  /13

  $710,000

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  81801 Overseas Hwy Unit 714, Islamorada, FL 33036

  Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Great vacation and income producing condotel in the Sport Fishing Capital of the World. This 27-acre oceanfront Islamorada resort set in a lush tropical landscape has everything from fine dining restaurants, spa and wellness, fitness center, three resort style pools, two tiki bars, par 3 golf course, four lighted tennis courts,

  Joseph Ziolo United Realty Group, Inc

  81801 Overseas Hwy Unit 714, Islamorada, FL 33036
• 

  

  /39

  $609,900

  $19K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft

  87200 Overseas Hwy Unit A7, Islamorada, FL 33036

  Experience the ultimate Florida Keys lifestyle in this bright and spacious townhouse-style condo located in sought-after Executive Bay Club in Islamorada. Ideally situated next to Founders Park, this gated bayfront community offers an unbeatable combination of location, lifestyle, and investment potential. One of the standout features of this residence is the rare open kitchen layout, creating a

  87200 Overseas Hwy Unit A7, Islamorada, FL 33036
• 

  

  /66

  $719,999

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 841 Sq Ft

  500 Burton Dr Unit 5308, Tavernier, FL 33070

  EARN $$ and enjoy The Florida Keys! OceanPointe is one of the few resorts that allows Short Term Rentals. Each building in the Resort is undergoing building and common area renovations as depicted in the VIRTUAL pictures of the planned Common Area and building 5 Renovation Project. Some of the buidlings have already undergone Renovations. The planned renovations to unit 5308 in building 5 are

  Jonathan Minerick Homecoin.com

  500 Burton Dr Unit 5308, Tavernier, FL 33070
• 

  

  /50

  $609,900

  $19K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft

  87200 Overseas Hwy Unit 7, Islamorada, FL 33036

  Experience the ultimate Florida Keys lifestyle in this bright and spacious townhouse-style condo located in sought-after Executive Bay Club in Islamorada. Ideally situated next to Founders Park, this gated bayfront community offers an unbeatable combination of location, lifestyle, and investment potential. One of the standout features of this residence is the rare open kitchen layout, creating a

  Luis Ruiz EXP Realty, LLC

  87200 Overseas Hwy Unit 7, Islamorada, FL 33036
• 

  /2

  $679,000

  2x Waterfront Tdr for Sale Ave, Upper Matecumbe Key Islamorada, FL 33036

  An exceptional opportunity to acquire two (2) Waterfront Transferable Development Rights (TDRs akaTBRs) for use within the Village of Islamorada. Offered together for $679,000, this represents an outstanding value at approximately $339,500 per TDR--well below the cost of purchasing comparable rights individually. These development rights may be transferred to an eligible receiver property within

  Patti Stanley Angler S Realty Inc.

  2x Waterfront Tdr for Sale Ave, Upper Matecumbe Key Islamorada, FL 33036
• 

  /2

  $561,500

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  500 Burton Dr Unit 1305, Tavernier, FL 33070

  Spectacular ocean view 2BD/2BA apartment at Ocean Pointe Condo. Enjoy as a vacation home, rental, or full-time residence. Ocean Pointe is a gated, resort-style community with 24/7 security and top-tier amenities: heated pool/spa, poolside cafe, oceanfront restaurant, marina with dockage, sandy beach, tennis/pickleball courts, trailer storage, playground, and more.

  Reina Canosa Ramos Atlas Realty Company, Inc.

  500 Burton Dr Unit 1305, Tavernier, FL 33070
• 

  

  /23

  $685,000

  $13K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  500 Burton Dr Unit 4415, Tavernier, FL 33070

  This top-floor 2-bedroom, 2-bath condo at Ocean Pointe generated an impressive rental income in 2025 -- all while allowing 12 weeks of owner use. A rare combination of strong income potential and personal enjoyment. Located in Building 4, this unit offers stunning ocean views and has been tastefully updated throughout. The kitchen features rich wood cabinetry, granite countertops, and an open

  Justus Fisher American Caribbean Real Estate, Christie's International Real Estate

  500 Burton Dr Unit 4415, Tavernier, FL 33070
• 

  

  /42

  $775,000

  $75K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,330 Sq Ft

  88181 Old Hwy Unit F24, Islamorada, FL 33036

  The first thing you notice as you walk up to this home is the view, bright blue ocean over green treetops. Step inside and it opens up even more: ocean, sky, and a wide lagoon with a sandy beach below. Sunset here is stunning. This very spacious 2 bedroom, 2 bath end-unit condo offers 1,330 square feet of single-level living with windows on three sides! Located on the second floor, above covered

  Christy Hughes Coldwell Banker Schmitt Islamorada

  88181 Old Hwy Unit F24, Islamorada, FL 33036
• 

  

  /30

  $745,000

  $105K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,667 Sq Ft

  154 Sebring Dr, Tavernier, FL 33070

  'Blue Haven' is a beautifully renovated elevated 2-story residence in the heart of Islamorada, offering the ideal blend of modern upgrades and relaxed Florida Keys living. This fully remodeled home features a vibrant blue exterior and a bright, contemporary interior designed for comfort and style. The home offers 3 bedrooms and 2.5 bathrooms, with nearly 1,700 square feet of interior living space

  Andres Navarro Harbour Residential Realty

  154 Sebring Dr, Tavernier, FL 33070
• 

  

  /38

  $595,000

  $34K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,261 Sq Ft

  80450 Overseas Hwy Unit 204, Islamorada, FL 33036

  Welcome to Sand Pebbles -- Islamorada's Hidden Gem. Located in the heart of the Village of Islamorada, this spacious 2-bedroom, 2-bathroom condo at the boutique community of Sand Pebbles offers the quintessential Florida Keys lifestyle you've been dreaming of. With only 16 units, Sand Pebbles delivers an intimate, low-key atmosphere that larger communities simply can't match, your own private

  Taylor Globus American Caribbean Real Estate, Christie's International Real Estate

  80450 Overseas Hwy Unit 204, Islamorada, FL 33036
• 

  

  /35

  $550,000

  $35K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,303 Sq Ft

  80450 Overseas Hwy Unit 106, Islamorada, FL 33036

  Set in the very center of Islamorada's vibrant island community, this 2BD/2.5BA townhouse style condo in Sand Pebbles offers privacy, comfort, and convenience. The ground level features two spacious en-suite bedrooms, each with its own private porch. Upstairs, enjoy a bright open-concept living, dining, and kitchen area plus a convenient half bath. With 1,303 sq ft and multiple outdoor living

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

  80450 Overseas Hwy Unit 106, Islamorada, FL 33036
• 

  

  /22

  $634,000

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  87200 Overseas Hwy Unit 4, Islamorada, FL 33036

  Turnkey and beautifully updated townhouse in the prestigious Executive Bay Club in Islamorada! This spacious 2-bedroom, 2-bath residence and a loft with room for two additional beds,offers 1,344 sq. ft. of living space. Ideally located in one of the community’s best locations, with no parking directly in front for added privacy. Enjoy newly renovated resort-style amenities, a new community roof,

  Samira Ramirez Related General Realty, LLC.

  87200 Overseas Hwy Unit 4, Islamorada, FL 33036
• 

  

  /26

  $725,000

  • 3 Beds
  • 2 Baths
  • 1,306 Sq Ft

  129 Tavern Dr, Tavernier, FL 33070

  Invertor Alert! Solid 2018 Home in Charming Historic Tavernier Neighborhood. This lovely 3-bedroom, 2-bath home offers the perfect blend of island comfort and quality construction throughout. Built with sturdy CBS construction, home features a thick concrete roof, beautifully polished concrete floors, double closets, and a spacious kitchen w/ pantry and bar top seating. The layout provides

  Jocelyn Tiedemann Realty Options of the Florida Keys

  129 Tavern Dr, Tavernier, FL 33070
• 

  

  /51

  $599,000

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

  87200 Overseas Hwy Unit 3, Islamorada, FL 33036

  Welcome to coastal living in the heart of Islamorada! This beautifully appointed townhouse in the desirable Executive Bay Club offers comfort and resort-style amenities. The main level features an open-concept floor plan with a spacious living area and kitchen, plus full bath, creating an inviting space for entertaining and everyday living. Upstairs, you'll find an expansive primary suite, a

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  87200 Overseas Hwy Unit 3, Islamorada, FL 33036
• 

  

  /23

  $585,000

  • 1 Bed
  • 1 Bath
  • 358 Sq Ft

  81801 Overseas Hwy Unit 727, Islamorada, FL 33036

  Attention Investors! Own a piece of the legendary Cheeca Lodge Resort and Spa. Located in Islamorada, the ''Sportfishing Capital of the World''. This spacious Two Queen bed Suite offers a spacious beautiful bathroom featuring a walk-in shower and soaking tub, a private screened in porch with views of the lush landscaping and large swaying palm trees. This exceptional income-producing property

  Jan Keller Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  81801 Overseas Hwy Unit 727, Islamorada, FL 33036
• 

  

  /32

  $549,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft

  87455 Old Hwy 229 Hwy 229 Unit 229, Plantation Key, FL 33036

  Beautifully maintained 2-bedroom, 2 bath townhouse condo located oceanside in the heart of Islamorada. This turn-key residence offers effortless island living with no updates needed—simply move in and enjoy. The home features a new A/C system installed in 2022, new appliances added in 2024, and fully replaced air ducts completed in 2024 for improved comfort and efficiency. Impact windows

  Jose Medina Main Assets Corp

  87455 Old Hwy 229 Hwy 229 Unit 229, Plantation Key, FL 33036
• 

  

  /24

  $675,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  115 Fontaine Dr, Tavernier, FL 33070

  LOWEST PRICED HOME IN THE VILLAGE OF ISLAMORADA!Charming Home in a desirable Plantation Key Subdivision!This well-maintained Sheffield Steel home offers excellent curb appeal with lush, tropical landscaping. Inside, enjoy an open-concept layout with two bedrooms and two bathrooms, highlighted by beautiful Dade County Pine ceilings and an abundance of natural lighting. Step out onto the

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  115 Fontaine Dr, Tavernier, FL 33070
• 

  

  /6

  $525,000

  • 2 Beds
  • 1.5 Baths
  • 794 Sq Ft

  88500 Overseas Hwy Unit 108, Tavernier, FL 33070

  autifully Updated Bayfront Condo in Summer Sea 108 – Tavernier, FLEnjoy relaxed Florida Keys living in this beautifully remodeled 2-bedroom, 1.5-bath first-floor corner unit located in the sought-after Summer Sea Condominium community in Tavernier. Just steps from the marina and Florida Bay, this private-entry residence offers a peaceful setting with a blend of coastal charm and modern

  88500 Overseas Hwy Unit 108, Tavernier, FL 33070
• 

  

  /34

  $549,500

  • 1 Bed
  • 1 Bath
  • 358 Sq Ft

  81801 Overseas Hwy Unit 715, Islamorada, FL 33036

  Exquisite Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Welcome to your unparalleled opportunity to own an exceptional income-producing property in the heart of Islamorada, the Sportfishing Capital of the World. This king bed condotel, situated in the renowned Cheeca Lodge Resort and Spa, offers the perfect blend of luxury, convenience, and investment potential. Beautiful

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  81801 Overseas Hwy Unit 715, Islamorada, FL 33036
• 

  

  /39

  $655,000

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /64

  $750,000

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

  148 Sunrise Dr, Tavernier, FL 33070

  Finally, a Florida Keys home that offers the perfect balance of island living and flexible space for family and guests. Ideally located in Tavernier between Key Largo and Islamorada, this solid concrete residence with concrete roof delivers everything buyers come to the Keys for: easy boating, a walkable neighborhood with Settlers park near by and a versatile floor plan designed for everyday

  Kelly Randin Sharon J. Kelly Realty, Inc.

  148 Sunrise Dr, Tavernier, FL 33070
• 

  

  /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
• 

  

  /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
• 

  

  /46

  $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
• 

  

  /122

  $599,000

  $76K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,197 Sq Ft

  8 Ocean View Blvd, Key Largo, FL 33037

  Owner financing may be considered for qualified purchasers acquiring the property as a non-homestead/non-owner-occupied residence with a minimum $400,000 down payment. Illustrative terms include 9% interest, 30-year amortization, and a 5-year balloon with principal and interest payments only. All financing is subject to seller approval. Charming Key Largo retreat just under an hour from Miami,

  Ana Maria Alexander Compass Florida, LLC

  8 Ocean View Blvd, Key Largo, FL 33037

Showing Results 41 - 72, Page 2 of 2