228

Waterfront Homes for Sale in Islamorada, FL

Section Image
  • /62

    $700,000

    • 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
  • /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
  • /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
  • /82

    $3,800,000 New Construction

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

    82779 Old Hwy Unit 8, 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 8, Islamorada, FL 33036
  • /84

    $3,800,000 New Construction

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

    82779 Old Hwy Unit 7, 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 7, Islamorada, FL 33036
  • /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
  • /59

    $15,990,000 New Construction

    • 6 Beds
    • 9 Baths
    • 7,590 Sq Ft

    88351 Old Hwy, Islamorada, FL 33036

    Newly completed in 2025, this exceptional oceanfront estate is located in the heart of The Florida Keys on the premier ocean side of Islamorada. A gated entry welcomes you through lush tropical landscaping and a diverse fruit-tree grove, setting a private and refined arrival. Set on over 2 usable acres with 210 feet of private sandy beachfront and a protected cove, the residence spans 7,590

    Jason Zarco BHHS EWM Realty

    88351 Old Hwy, Islamorada, FL 33036
  • /65

    $1,499,000 New Construction

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

    84745 Old Hwy Unit 7, 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 7, Islamorada, FL 33036
  • /33

    $22,500,000 New Construction

    • 7 Beds
    • 9 Baths
    • 8,878 Sq Ft

    81486 Overseas Hwy, Islamorada, FL 33036

    Introducing Isla House. A truly exceptional waterfront estate in the heart of downtown Islamorada, which exemplifies the serene beauty and elegance of Keys living. Set on a 5.82 acre double lot, Isla House overlooks 500+ feet of pristine Florida Bay waterfront. New custom construction melds traditional Caribbean architecture with clean modern aesthetics. The over 8,800 square feet of air

    Kelly Shaw Pa American Caribbean Real Estate, Christie's International Real Estate

    81486 Overseas Hwy, Islamorada, FL 33036
  • /69

    $2,950,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 2,938 Sq Ft

    124 Orchid St, Tavernier, FL 33070

    Brand-new contemporary waterfront home in premier Plantation Key with 60 ft of protected deep-water dockage and seawall, offering direct canal access to Tavernier Creek, the Atlantic Ocean, and Florida Bay. Ground level features an open-air two-car garage and spacious covered area. First living level offers a large recreation room opening to the poolside patio with full cabana bath, perfect for

    Alexander Rojas The Lab Realty Group, LLC

    124 Orchid St, Tavernier, FL 33070
  • /79

    $3,800,000 New Construction

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

    82779 Old Hwy Unit 14, 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 14, Islamorada, FL 33036
  • /24

    $2,220,000 New Construction

    • 5 Beds
    • 3 Baths
    • 1,276 Sq Ft

    115 Azalea St, Tavernier, FL 33070

    New construction waterfront residence featuring quality material and modern design throughout. This home offers impact-resistant doors and windows, a garage, and open living spaces designed for comfortable coastal living. Outdoor amenities include a private pool, built-in grill area, and approximately 45-foot dock providing convenient boating access. Constructed with high-quality materials and

    Merlin Perez Golden International Realty Corp

    115 Azalea St, Tavernier, FL 33070
  • /112

    $5,999,999 New Construction

    • 5 Beds
    • 5.5 Baths
    • 5,320 Sq Ft

    181 Nautilus Dr, Islamorada, FL 33036

    Brand new 2026 coastal luxury in Islamorada's White Marlin Beach. 181 Nautilus Dr offers the ultimate Keys lifestyle with 5 bedrooms, 5.5 baths, and 5,320 SF of living area across three levels. Served by a private elevator that opens on all floors. Designed for indoor/outdoor living, enjoy a resort-style pool and a modern outdoor setting ideal for entertaining. Built for peace of mind with impact

    Karla Gil Coldwell Banker Realty - Coral Gables

    181 Nautilus Dr, Islamorada, FL 33036
  • /73

    $7,795,000 New Construction

    • 5 Beds
    • 5 Baths
    • 3,841 Sq Ft

    89701 Old Hwy, Tavernier, FL 33070

    San Roc is a stunning, gated oceanfront estate set on 2.34 lush tropical acres with 130 feet of direct ocean frontage. This exceptional new-construction residence, completed in 2024, offers 3,841 square feet of elegant living space. Enter the property through a private gate and a winding, tree lined drive. The main home features four bedrooms, four bathrooms, and a separate guest ensuite.Inside,

    Cheri Tindall Ocean Sotheby's International Realty

    89701 Old Hwy, Tavernier, FL 33070
  • /19

    $6,000,000 New Construction

    • 5 Beds
    • 6 Baths
    • 3,332 Sq Ft

    120 Captains Ct, Tavernier, FL 33070

    Welcome to 120 Captains Ct, a rare waterfront new construction opportunity in Islamorada. Situated on a quiet Kahiki Harbor cul de sac, this nearly quarter acre property with 165' of deep canal frontage, provides the backdrop for a classic Keys sanctuary.Inspired by timeless Florida Keys estates, the 5 bedroom, 6 bath CBTConstruction built home offers every element you have been searching for in

    AJ Vetter Palm House Real Estate

    120 Captains Ct, Tavernier, FL 33070
  • /87

    $24,995,000 New Construction

    • 5 Beds
    • 8 Baths
    • 9,011 Sq Ft

    87895 Old Hwy, Islamorada, FL 33036

    Introducing a newly completed architectural masterpiece overlooking the turquoise waters of the Atlantic Ocean in the prestigious enclave of Plantation Key. Set on over two private acres, this extraordinary estate embodies the pinnacle of coastal elegance, modern luxury, and serene island living.Spanning more than 9,000 sq. ft. of interior living space (15,000+ sq. ft. under roof), this expansive

    Sam Williams Coldwell Banker Schmitt Real Estate Co.

    87895 Old Hwy, Islamorada, FL 33036
  • /47

    $2,649,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 1,768 Sq Ft

    81906 Overseas Hwy Unit 3, Islamorada, FL 33036

    Welcome to Coral Cove Residence 3, perfectly positioned in the heart of Islamorada. This turn-key, thoughtfully designed three-bedroom, three-and-a-half-bath residence was built in 2020 and features quality construction and well-appointed appliances throughout. A beautiful open floor plan allows natural light to flow effortlessly, creating an inviting coastal living environment.Located within

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

    81906 Overseas Hwy Unit 3, Islamorada, FL 33036
  • /29

    $14,900,000 New Construction

    • 5 Beds
    • 8 Baths
    • 6,367 Sq Ft

    236 Costa Bravo Dr, Islamorada, FL 33036

    A rare architectural masterpiece by renowned architect Max Strang, this modern coastal estate in Port Antigua, Islamorada, redefines luxury waterfront living. Set on a private sandy beach, the residence offers 5 bedrooms, 6 full baths and 2 half baths across 6,367 SF of interior space and 10,483 total SF. Strang's signature tropical modernist design showcases natural materials, clean lines, and

    Courtney Conley Serhant Florida LLC - Coconut Grove

    236 Costa Bravo Dr, Islamorada, FL 33036
  • /94

    $14,950,000 New Construction

    • 7 Beds
    • 7 Baths

    75840 Overseas Hwy, Islamorada, FL 33036

    Experience the ultimate in coastal luxury and sophistication in this brand-new magnificent bayfront estate designed to impress at every turn. Set on over 2 acres of direct bayfront property with an idyllic rare white sandy private beach in prestigious Lower Matecumbe, this 7-bedroom, 7-bathroom residence spans nearly 6,000 square feet of immaculate living space. Two completely separate guest

    Lisa Swanson The Agency Florida Keys

    75840 Overseas Hwy, Islamorada, FL 33036
  • /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
  • /49

    $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
  • /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
  • /109

    $19,500,000 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
  • /70

    $2,749,000 Open Thu 10AM - 12PM

    • 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
  • /11

    $1,299,000 Pre-Foreclosure

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    213 Aberdeen Ct, Key Largo, FL 33037

    Short Sale , this Waterfront home with partial bay viewsfrom your porch in Hammer Point MM 93 on the bayside direct bay access and ocean access via Tavernier creek two stories home 2 bed 2 bath open concept living area with vaulted ceilings quartz countertops with title floors metal roof on one of the most beautiful canals in Key Largo

    Martha Noval RE/MAX All Keys Real Estate

    213 Aberdeen Ct, Key Largo, FL 33037
  • /28

    $624,000

    • 2 Beds
    • 4 Baths
    • 853 Sq Ft

    88540 Overseas Hwy Unit 304, Tavernier, FL 33070

    Welcome to Futura Yacht Club! Your island getaway awaits in this highly desirable Plantation Key community. Unit 304 is a 2 bed, 2 bath beautifully maintained condo. Florida Bay views make this third floor perch heavenly. A hideaway murphy bed is an additional feature adding to the desirability of this coastal condo as an ideal second home or rental. Owners and renters benefit from extensive

    Elizabeth Jolin Coldwell Banker Schmitt RE Co

    88540 Overseas Hwy Unit 304, Tavernier, FL 33070
  • /3

    $400,000

    • Land

    Waterfront Tdr Building Right for Sale Ave, Upper Matecumbe Key Islamorada, FL 33036

    This is for the sale of 1 (one) Waterfront Transferable Development Right (TDR aka TBR) for use in The Village only. Buyer to pay ALL closing costs associated with the transaction and the transfer fee to The Village. The sale DOES NOT include any real property. Buyer must have an eligible property to which the rights can be transferred.

    Patti Stanley Coldwell Banker Schmitt Islamorada

    Waterfront Tdr Building Right for Sale Ave, Upper Matecumbe Key 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! 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 the perfect trifecta for your portfolio:

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

    127 Seaside Ave, Key Largo, FL 33037

Showing Results 201 - 228, Page 6 of 6

How to Buy a Home How to Finance a Home How to Sell a Home