Waterfront Homes for Sale in Islamorada, FL

• 

  

  

  /19

  $1,399,000

  • Land
  • 0.29 Acre
  • $4,824,138 per Acre

  Lot 25-24 140 Gardenia St, Islamorada, FL 33070

  DOUBLE LOT!! Owner financing possible! Fantastic and RARE Opportunity to build on a HUGE 100' OF WATERFRONT 12,500 SQ FT Plantation Key Islamorada DOUBLE LOT WITH A BUILDING RIGHT included! TWO LOTS!! T-Dock is possible on the mangrove lot, the lot with a house has a small dock with various dock and lift options possible, deep water at shoreline. Use the house as your getaway while you build on

  Ewa Schwarz LoKation

  Lot 25-24 140 Gardenia St, Islamorada, FL 33070
• 

  

  

  /51

  $3,649,000

  • 4 Beds
  • 3 Baths
  • 3,481 Sq Ft

  136 Giardino Dr, Islamorada, FL 33036

  Venetian Shores Has It All! Welcome to your slice of paradise in the heart of Islamorada's most sought-after boating community. This beautiful 4 bedroom, 3 bath coastal retreat is designed for both relaxation and entertainment, featuring 70 feet of deep-water dockage along a 100-foot wide canal - just seconds from open water via Snake Creek. Step inside the front door to access the elevator and

  Alina Davis Coldwell Banker Schmitt Islamorada

  136 Giardino Dr, Islamorada, FL 33036
• 

  

  

  /73

  $4,299,999

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

  74049 Overseas Hwy, Islamorada, FL 33036

  Incredible opportunity to own an amazing large home directly on the ocean in the Florida Keys, Islamorada. Use this property or rent it with significant short term rental income in demand all year round. A huge 21,600 sft lot has pool, sports area, bbq area, storage, and plenty of gated parking. Home is 2,500+sft. The tranquility of this charming area and private street make this home the perfect

  George Theodore Address Real Estate LLC

  74049 Overseas Hwy, Islamorada, FL 33036
• 

  

  

  /58

  $7,995,000

  • 4 Beds
  • 5 Baths
  • 4,048 Sq Ft

  91 Iroquois Dr, Islamorada, FL 33036

  Discover paradise in Islamorada, where you can enjoy beautiful ocean views, protected dockage, and resort-style amenities. This home blends luxury living with the Florida Keys lifestyle and is designed with both entertainment and relaxation in mind. Concrete construction and equipped with impact windows/doors, Interlock Aluminum Slate Roofing and a solar generator, this home can weather any

  Eric Smith Coastal Realty of the Florida Keys

  91 Iroquois Dr, Islamorada, FL 33036
• 

  

  

  /53

  $1,599,000 New Construction

  • 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
• 

  

  /26

  $2,650,000

  • Land
  • 1.42 Acres
  • $1,865,630 per Acre

  76291 Overseas Hwy, Islamorada, FL 33036

  100 x 717 ft lot approximately 1.66 acres ocean front with real sand on the beach on Lower Matecumbe in Islamorada MM76.2. Remains of prior Utility building on property. incredible location for an ocean front beach front micro-estate in the Village of Islamorada.

  Keith Allen Coastal Realty of the Florida Keys

  76291 Overseas Hwy, Islamorada, FL 33036
• 

  

  /84

  $6,700,000

  • 4 Beds
  • 5 Baths

  109 Columbus Dr, Islamorada, FL 33036

  Iconic Islamorada Oceanfront Retreat. Welcome to The Last Resort, a one-of-a-kind oceanfront estate offering rare privacy and breathtaking natural beauty in the heart of Islamorada. Set on over an acre of lush tropical land, this coastal retreat boasts 165 feet of private sandy Atlantic beach, where you can launch a kayak or paddleboard right from your backyard and soak in endless turquoise

  Joy Martin American Caribbean Real Estate

  109 Columbus Dr, Islamorada, FL 33036
• 

  

  /24

  $1,750,000

  • 4 Beds
  • 2 Baths
  • 1,575 Sq Ft

  125 Gardenia St, Tavernier, FL 33070

  Experience luxury waterfront living in the heart of the Florida Keys! 4 bedrooms and 2 bathrooms. This stunning modern home offers sleek finishes, breathtaking canal views, and direct boating access. Enjoy the spacious outdoor entertainment area, complete with a private dock, lush synthetic turf, and a large jacuzzi—perfect for relaxing under the stars. The upper-level terrace provides an ideal

  Dahiana Rojas de Rojas Canvas Real Estate

  125 Gardenia St, Tavernier, FL 33070
• 

  

  /39

  $1,295,000

  • 2 Beds
  • 2 Baths
  • 1,736 Sq Ft

  87851 Old Hwy Unit M35, Islamorada, FL 33036

  This beautifully updated resort-style condo in Ocean Harbour, Islamorada, blends luxury, convenience, and stunning natural beauty.Enjoy expansive Atlantic Ocean views from the living room and primary bedroom. Nestled in a gated community with lush tropical landscaping, it offers privacy and tranquility.The spacious 2-bed, 2-bath split floor plan combines comfort and style. The modern kitchen is

  Tiffany Alana Ocean Sotheby's International Realty

  87851 Old Hwy Unit M35, Islamorada, FL 33036
• 

  

  /80

  $7,950,000

  • 4 Beds
  • 4.5 Baths
  • 3,284 Sq Ft

  144 N Rolling Hill Rd, Tavernier, FL 33070

  This luxury bayfront home in the Florida Keys offers discriminant buyers a complete coastal lifestyle package with year-round sunset views, hurricane-rated construction, and premium boating amenities.The residence features 3,200 square feet of living space with four bedrooms, four and a half bathrooms, natural stone floors, and custom cabinetry throughout. Built with reinforced concrete,

  Billy Hart Ocean Sotheby's International Realty

  144 N Rolling Hill Rd, Tavernier, FL 33070
• 

  

  /33

  $2,220,000 New Construction

  • 5 Beds
  • 3 Baths
  • 2,450 Sq Ft

  115 Azalea St, Tavernier, FL 33070

  Merlin Perez Golden International Realty

  115 Azalea St, Tavernier, FL 33070
• 

  

  /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

  $1,849,000

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

  164 Venetian Dr, Islamorada, FL 33036

  Boater’s dream in White Marlin Beach, Islamorada! Unique 2-story single-family home with split layout: two 2BD/1BA units, each ~800 sq ft with separate entrances and a laundry unit. 70' dock with private boat ramp on a tranquil mangrove canal—just 7 homes from the bay! Plenty of parking for RVs/trailers. Enjoy access to the White Marlin’s private homeowners park and beach, one of the only 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /43

  $2,300,000

  • 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
• 

  

  /24

  $1,179,000

  • 3 Beds
  • 2 Baths
  • 1,070 Sq Ft

  319 Woods Ave, Tavernier, FL 33070

  Fisherman's Delight! Boating is effortless with direct Bay access and easy Ocean access via Tavernier Creek. This 3-bedroom, 2-bath home in sought-after Plantation Key Colony boasts a 50' concrete dock--perfect for your boat and water toys. The private outdoor oasis invites you to soak up the Florida sunshine, sip something cool, and share quiet conversations under a canopy of stars. Enjoy an

  Susan Holler Lokation Real Estate - Tavernier

  319 Woods Ave, 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
• 

  

  /52

  $2,650,000

  • 4 Beds
  • 3 Baths
  • 2,294 Sq Ft

  439 Palm Dr, Islamorada, FL 33036

  VA Assumable!Experience refined waterfront living in the Florida Keys, where luxury meets effortless access to world-class boating and fishing. This exceptional canal-front residence is thoughtfully designed for discerning buyers who value privacy, convenience, and a true connection to the water.A private dock with newly added 15,000 lb boat lift provides seamless access to open water, allowing

  Caroline Hendrix Coldwell Banker Schmitt Islamorada

  439 Palm Dr, Islamorada, 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
• 

  

  /5

  $3,499,000

  • 2 Beds
  • 2 Baths
  • 1,578 Sq Ft

  80151 Overseas Hwy, Islamorada, FL 33036

  Seize the rare opportunity to build your dream home in one of Islamorada's most coveted locations! This Ocean Front estate located directly across from the iconic Alligator Reef Lighthouse. Across the street from a protected preserve that will never be developed, and featuring a deep water channel capable of accommodating boats up to 40 feet, this property offers unmatched privacy and access.

  William Volpe Serhant

  80151 Overseas Hwy, 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
• 

  

  /49

  $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
• 

  

  /50

  $2,345,000

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

  127 Seaside Ave, Key Largo, FL 33037

  Ocean views, deepwater dockage, and the rare ability to legally operate nightly rentals - it doesn't get any better! This exceptional oceanfront estate offers a standout turnkey investment opportunity, combining the perfect trifecta for your portfolio: panoramic ocean views, deepwater dockage, and approved nightly rental capability. An ideal family compound and a rare chance to own a fully

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

  127 Seaside Ave, Key Largo, FL 33037

Showing Results 201 - 234, Page 6 of 6