Islamorada, FL Homes for Sale

• 

  

  

  /50

  $999,988

  • 3 Beds
  • 2 Baths
  • 2,137 Sq Ft

  200 Wrenn St Unit 701, Tavernier, FL 33070

  Islamorada Oceanfront Penthouse - Over 2,100 square feet of Elevated Coastal Living. Welcome to Penthouse 701, a rare top-floor oceanfront residence in the prestigious Village of Islamorada, offering over 2,100 square feet of expansive living space and unobstructed Atlantic Ocean views. This huge 3-bedroom, 2-bath condo is a true standout in the Florida Keys, combining the privacy of a penthouse

  Maris Delgado LoKation Real Estate - Key Largo

  200 Wrenn St Unit 701, Tavernier, FL 33070
• 

  

  

  /40

  $1,799,000

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft

  164 Venetian Dr, Islamorada, FL 33036

  Boater’s dream home in White Marlin Beach, Islamorada. Unique 2-story single-family home with split layout, two 800 square feet 2BD/1BA units. Separate entrances and laundry in each unit, 70' dock with private boat ramp on a tranquil mangrove canal. This property is facing mangrove with maximum privacy, just 7 homes from the bay! Plenty of parking for RVs/trailers. Enjoy access to the White

  Po Yen Hsueh Compass Florida, LLC

  164 Venetian Dr, Islamorada, FL 33036
• 

  

  

  /49

  $2,850,000

  • 3 Beds
  • 3 Baths
  • 2,072 Sq Ft

  81250 Overseas Hwy Unit 2, Islamorada, FL 33036

  Experience refined coastal living at Tarpon Flats, Islamorada's most exclusive bayfront enclave. This intimate, gated community consists of just 12 luxury residences spread across four beautifully landscaped acres. A stately paver driveway welcomes you to impeccably manicured grounds, where the charm of Old Florida meets the timeless elegance of Nantucket.This three-story home offers a thoughtful

  AJ Vetter Palm House Real Estate

  81250 Overseas Hwy Unit 2, Islamorada, FL 33036
• 

  

  

  /41

  $724,000

  • 4 Beds
  • 2 Baths
  • 1,541 Sq Ft

  220 W Indies Rd, Tavernier, FL 33070

  FANTASTIC INVESTMENT OPPORTUNITY Newly renovated FULL DUPLEX! 2/1 on each side. Tenants in place in both units.Stainless appliances, laminate flooring and solid surface countertops round out this functional & welcoming space! Nice yard space on both units! Great location within walking distance to Harry Harris Park, where you'll find a boat ramp, playground and more for days filled with fun for

  Jamie Caudill Lokation Real Estate

  220 W Indies Rd, Tavernier, FL 33070
• 

  

  

  /54

  $1,675,000

  • 4 Beds
  • 3 Baths
  • 2,151 Sq Ft

  375 S Coconut Palm Blvd, Tavernier, FL 33070

  Your Waterfront Oasis Awaits in desirable Plantation Key Colony!Well-maintained canalfront concrete home, designed for both comfortable family living and entertaining. The spacious upstairs offers an open living concept with water views. A large 3-bedroom, 2-bathroom floor plan, while the separate 1-bedroom, 1-bathroom downstairs makes perfect quarters. Enjoy the impact windows and doors, metal

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  375 S Coconut Palm Blvd, Tavernier, FL 33070
• 

  

  /57

  $1,900,000

  • 4 Beds
  • 4 Baths
  • 2,728 Sq Ft

  82762 Overseas Hwy Unit 3, Islamorada, FL 33036

  Open Bay Views, Boat Dockage, Pool and more... all in the Heart of Downtown Islamorada! Have you been dreaming of living downtown, but can't find a home with dedicated boat dockage and open water views? If so, this custom 4/4 home in Madeira Bay is your dream come true! Enjoy open water views from the porch, living room, kitchen, loft and bedroom plus soaring ceilings and nearly 3,000 sf of

  Brett Newman Coldwell Banker Schmitt Islamorada

  82762 Overseas Hwy Unit 3, Islamorada, FL 33036
• 

  

  /126

  $27,800,000

  • 7 Beds
  • 10 Baths
  • 8,988 Sq Ft

  89505 Old Hwy, Tavernier, FL 33070

  Escape to Palm Paradise, a one-of-a-kind oceanfront estate in Islamorada, Florida Keys, where luxury and privacy intertwine on 7.64 secluded acres. This magnificent property boasts 369 feet of pristine ocean frontage, revealing breathtaking panoramic views from nearly every corner. The sprawling 8,988 square foot main residence boasts five spacious bedrooms, five full bathrooms, three half

  Leslie Leopold Ocean Sotheby's International Realty

  89505 Old Hwy, Tavernier, FL 33070
• 

  

  /38

  $5,600,000

  • 4 Beds
  • 4 Baths
  • 2,478 Sq Ft

  166 Bayview Dr, Islamorada, FL 33036

  Welcome to 166 Bayview Drive, a rare bayfront estate in the prestigious Safety Harbor neighborhood of Lower Matecumbe Key. Located at Mile Marker 74, this property offers direct access to Florida Bay and the Atlantic Ocean, placing you in the heart of Islamorada's world-class boating and sportfishing scene.The home enjoys unobstructed water views and nightly sunsets that paint the sky in

  Judy Rossignol Paradise Florida Keys Real Estate, a Luxury Brand

  166 Bayview Dr, Islamorada, FL 33036
• 

  

  /48

  $965,000

  • 3 Beds
  • 2 Baths
  • 1,842 Sq Ft

  223 Treasure Harbor Dr, Islamorada, FL 33036

  3-bedroom, 2-bath pool home brings vacation vibes! Custom built with thoughtful details, this home features updated vinyl flooring (2023), open eat-in kitchen (new appliances in 2021), and updated bathrooms that feel fresh, bright, and modern. The vaulted ceilings and natural light create a breezy, island-style atmosphere throughout.A pool with a new pump installed in 2024, a screened-in porch

  Samantha Arce Better Homes and Gardens Real Estate Destinations

  223 Treasure Harbor Dr, Islamorada, FL 33036
• 

  

  /44

  $675,000

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

  87200 Overseas Hwy Unit 8, Islamorada, FL 33036

  Welcome to Islamorada living at its finest in one of the most sought-after bayfront communities. This beautifully appointed townhome features 2 bedrooms plus a large loft, 2.5 baths and offers an effortless blend of comfort, style, and coastal charm. Thoughtfully designed to comfortably sleep seven or more, the versatile layout is ideal for hosting family and friends or maximizing rental

  Alina Davis Coldwell Banker Schmitt Islamorada

  87200 Overseas Hwy Unit 8, Islamorada, FL 33036
• 

  

  /14

  $799,900

  • 3 Beds
  • 2 Baths
  • 1,472 Sq Ft

  118 Burgundy Dr, Tavernier, FL 33070

  Waterfront 3BR/2BA manufactured home with direct ocean access in the Florida Keys! Located on a 40-ft deep canal just minutes to the bay, this property features a 14,000 lb boat lift and 40 ft of waterfrontage perfect for boating, fishing, diving, or sandbaring--bright, open concept living space with natural light throughout the kitchen, dining, and living areas. Close to Harry Harris Park.

  Cliff Glansen FlatFee.com

  118 Burgundy Dr, Tavernier, FL 33070
• 

  

  /29

  $4,799,000

  • 5 Beds
  • 4.5 Baths
  • 3,556 Sq Ft

  128 Leoni Dr, Islamorada, FL 33036

  SPECTACULAR HOME IN VENETIAN SHORES! 70' concrete dock on deep water canal which opens directly to Snake Creek for easy and quick access to bay or ocean; 5 bedrooms/4.5 baths; private master retreat with gorgeous bath on third level; marble floors throughout; elevator; FABULOUS chef's kitchen with Wolf gas range and huge island; large terraces and fantastic entertaining spaces; sound system

  Emily Romberg Real Estate Sales Force - Coral Gables

  128 Leoni Dr, Islamorada, FL 33036
• 

  

  /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 IslamoradaThis 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. Ocean Sotheby's International Realty

  191 Carroll St, Islamorada, FL 33036
• 

  

  /56

  $714,000 Open Sat 10AM - 12PM

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  139 Atlantic Ave, Tavernier, FL 33070

  Discover this Florida Keys retreat just moments from Harry Harris Park. This beautifully maintained 2-bedroom, 2-bath concrete home blends comfort, durability, and island charm in a peaceful setting close to the beach, boat ramp, and park amenities, yet tucked away for true tranquility. Designed for both relaxation and functionality, the home features impact windows and doors, a metal roof, and a

  Emily Strain Coldwell Banker Schmitt Key Largo

  139 Atlantic Ave, Tavernier, FL 33070
• 

  

  /63

  $5,950,000

  • 3 Beds
  • 4 Baths
  • 2,459 Sq Ft

  260 Plantation Ave, Tavernier, FL 33070

  ''Sunset Haven'' This absolutely delightful and serene Florida bayfront beauty will take your breath away the moment you walk in. Delightful double primary ensuite layout and open porches and patios galore adorn this fresh feeling home. 180 degree open water views complete nightly with painted sky sunsets and the best boating proximity; just a stone's throw to the Intracoastal waterway and both

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  260 Plantation Ave, Tavernier, FL 33070
• 

  

  /57

  $525,000

  • 2 Beds
  • 1.5 Baths
  • 950 Sq Ft

  92550 Overseas Hwy Unit 214, Tavernier, FL 33070

  Rare find at the Anchor Condominium! These units rarely come on the market, making this two-bedroom, one-and-a-half-bath condo a truly exceptional opportunity. Located at mile marker 92.5, this property sits perfectly between the vibrant atmosphere of Key Largo and the charm of Islamorada. It serves as a clean slate, thoughtfully enhanced with a freshly painted interior, brand-new carpet in the

  Lissete Cadwell, P.A. Florida Keys Realty Group LLC

  92550 Overseas Hwy Unit 214, Tavernier, FL 33070
• 

  

  /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
• 

  

  /43

  $2,300,000 Open Sat 1PM - 3PM

  • 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 trailer

  AJ Vetter Palm House Real Estate

  114 Spoonbill Rd, Tavernier, FL 33070
• 

  

  /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
• 

  

  /36

  $457,000

  • 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
• 

  

  /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
• 

  

  /43

  $1,399,000

  • 2 Beds
  • 1 Bath
  • 978 Sq Ft

  140 Gardenia St, Tavernier, FL 33070

  DOUBLE LOT!! Owner financing possible! FUNKY KEYS PRIVATE WATERFRONT HIDEOUT to hold existing home or rebuild one or two homes on TWO LOTS=DOUBLE LOT with expansive 12,500 sq ft on an impressive 100 feet of DEEP WATER canal-frontage, in peaceful and very desirable PLANTATION KEY COLONY. Enjoy the home while building your Dream Home next door! This inviting home offers a blend of character,

  Peter Schwarz-Top Producer LoKation Real Estate

  140 Gardenia St, Tavernier, FL 33070
• 

  

  /18

  $1,299,999

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

  104 Anglers Way, Islamorada, FL 33036

  ****This home is currently rented & no Available for showing until 04/02/2026****Exclusive Anglers Reef Resort style Home in Islamorada. Experience the best of oceanfront living in this gated community, featuring resort-style amenities, a private marina, and two sandy beaches. This fully furnished, two-story single-family home offers 2 bedrooms and 2.5 bathrooms--perfect for ocean lovers and

  Rayden Vega Casa Miami Real Estate

  104 Anglers Way, Islamorada, FL 33036
• 

  

  /65

  $2,300,000

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  114 Harbor Dr, Tavernier, FL 33070

  Discover a rare opportunity to own a waterfront home on Harbor Drive, perfectly positioned for boating, fishing, and true island living. This charming and thoughtfully remodeled 3 bedroom, 2 bathroom waterfront home sits on an oversized 8,000 plus square foot lot and offers direct ocean access with a brand new 70 foot concrete dock. Located just minutes from Tavernier Creek, this property places

  Brooke Vega American Caribbean Real Estate, Christie's International Real Estate

  114 Harbor Dr, Tavernier, FL 33070
• 

  

  /35

  $740,000 New Construction

  • 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
• 

  

  /50

  $457,000

  • 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
• 

  

  /23

  $510,000

  • 1 Bed
  • 1 Bath
  • 506 Sq Ft

  140 Tavern Dr, Tavernier, FL 33070

  Step back in time and experience the charm of Old Florida in this 1934 historic cottage, one of the most historic homes in the Old Tavernier Showcasing superior wood craftsmanship, this adorable 1-bedroom, 1-bath residence offers timeless appeal.The home sits on a spacious, fenced lot, creating a private backyard oasis surrounded by mature trees, perfect for relaxing or entertaining outdoors.

  Leslie Leopold Ocean Sotheby's International Realty

  140 Tavern Dr, Tavernier, FL 33070
• 

  

  /46

  $789,000

  • 3 Beds
  • 2 Baths
  • 1,781 Sq Ft

  323 Bayview Ave, Key Largo, FL 33037

  MOTIVATED SELLER!!! This is exactly the kind of Florida Keys retreat you've been waiting for--tucked into a serene wooded hammock in the coveted Bay Haven community, where privacy is rare and the lifestyle is effortless. With only one neighboring home and a private waterfront park just steps away, complete with a boat ramp, sandy beach, dock, and fishing pier, this open-concept two-story

  Steven Koleno Beycome of Florida, LLC

  323 Bayview Ave, Key Largo, FL 33037

Showing Results 281 - 308, Page 8 of 8