23

Plantation Key, FL Homes for Sale with Garage

Section Image
  • /109

    $19,495,000 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
  • /57

    $5,900,000

    • 3 Beds
    • 2.5 Baths
    • 3,019 Sq Ft

    100 List St, Islamorada, FL 33036

    Islamorada Bayfront Estate with Dockage & Open Bay Views... all in downtown Islamorada within walking distance of your favorite spots! Custom built by the current owner in 2014, this concrete fortress is storm-resilient and also offers a host of sustainability features including a whole-house solar array. Situated on a peninsula with 250+ feet of crystal-clear open waterfront, the gated estate

    Brett Newman Coldwell Banker Schmitt Islamorada

    100 List St, Islamorada, FL 33036
  • /74

    $5,493,000

    • 4 Beds
    • 4 Baths
    • 3,052 Sq Ft

    120 Toner Ln, Islamorada, FL 33036

    Oceanfront luxury living in Islamorada.Experience the ultimate in coastal elegance with this breathtaking 4-bedroom, 4-bath oceanfront estate in the heart of Islamorada, offering 3,052 square feet of beautifully crafted living space. Nestled on over half an acre, this three-story residence boasts unobstructed 180-degree views of the Atlantic, deep water dockage, a rare, private boat ramp and room

    Kim Thaler Ocean Sotheby's International Realty

    120 Toner Ln, Islamorada, FL 33036
  • /184

    $42,000,000

    • 6 Beds
    • 9 Baths
    • 9,843 Sq Ft

    88041 Old Hwy, Islamorada, FL 33036

    Coccoloba: Awarded Florida's ASLA Garden of the Year. A once-in-a-lifetime opportunity to own one of Florida's most distinguished oceanfront estates, a secluded sanctuary where visionary design meets botanical perfection. Nestled on over five acres of waterfront bliss, this architectural triumph--conceived by the acclaimed Siskind Architects--is a symphony of elegance, privacy, and coastal

    Eric Rizzo Ocean Sotheby's International Realty

    88041 Old Hwy, Islamorada, FL 33036
  • /52

    $2,750,000

    • 2 Beds
    • 2 Baths
    • 1,560 Sq Ft

    101 Villa Bella Dr, Islamorada, FL 33036

    Welcome to your Venetian Shores sanctuary--where coastal elegance meets effortless living. This beautifully updated residence invites you in with an open, sunlit floor plan, its living spaces wrapped in impact-rated windows and doors that frame serene tropical views. An updated kitchen features new stainless-steel appliances, including refrigerator, range, and dishwasher, complemented by a

    Alina Davis Coldwell Banker Schmitt Islamorada

    101 Villa Bella Dr, Islamorada, FL 33036
  • /60

    $2,495,000

    • 3 Beds
    • 2.5 Baths
    • 4,537 Sq Ft

    33 Pen Key Dr, Upper Matecumbe Key Islamorada, FL 33036

    Legacy Retreat in Islamorada - Gated Waterfront Estate with Marina, Pool & Sunset Point in Exclusive Private Bayfront Club Community. Discover the pinnacle of tropical living in Islamorada, where privacy, elegance, and world-class amenities converge. This expansive Key West-style residence is nestled within one of the Florida Keys' most prestigious gated communities, offering full-time property

    Eric Rizzo Ocean Sotheby's International Realty

    33 Pen Key Dr, Upper Matecumbe Key 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, a newly developed gated 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 three-bedroom, three-bathroom townhome is thoughtfully designed with expansive

    Ernesto Portuondo American Caribbean Real Estate

    84745 Old Hwy Unit 7, Islamorada, FL 33036
  • /57

    $2,900,000

    • 4 Beds
    • 3 Baths
    • 1,562 Sq Ft

    80909 Old Hwy, Islamorada, FL 33036

    Excellent price adjustment and ready for you to fall in love!! Premier Islamorada location! Exceptional waterfront property within the quaint gated neighborhood of Coral Cove. Just a step away from the ocean, this concrete home built with a concrete roof, offers 4 bedrooms and 3 baths, configured with 2 bedrooms and 2 baths upstairs, and a 2 bedrooms, 1 bath guest suite located downstairs. Tile

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

    80909 Old Hwy, Islamorada, FL 33036
  • /139

    $25,000,000

    • 7 Beds
    • 9.5 Baths
    • 6,935 Sq Ft

    82768 Overseas Hwy, Islamorada, FL 33036

    Welcome to Serenity Cay, an exquisite Balinese-inspired estate where tranquility and luxury meet the endless beauty on the Florida Bay. A true masterpiece of engineering and design, this sprawling waterfront residence on nearly 4 acres offers an unparalleled blend of tropical elegance, sophisticated craftsmanship, and modern luxury. An expansive infinity-edge pool blends seamlessly into the

    The Florida Keys Sold Sisters Ocean Sotheby's International Realty

    82768 Overseas Hwy, Islamorada, FL 33036
  • /73

    $4,650,000

    • 6 Beds
    • 5 Baths
    • 4,964 Sq Ft

    153 Stromboli Dr, Islamorada, FL 33036

    Exquisite Tri-Level Waterfront Estate in Islamorada! Step into luxury with this remarkable home in the prestigious Venetian Shores, designed for the most discerning buyer. Offering six bedrooms, five bathrooms, and a spacious 5000sqft of magnificently designed living space, this residence offers an open-concept floor plan with soaring ceilings, a fireplace and a grand living area. Enjoy seamless

    Lisa Frins Langley Knight Gardner Islamorada

    153 Stromboli Dr, Islamorada, FL 33036
  • /92

    $3,495,000

    • 4 Beds
    • 4.5 Baths
    • 2,539 Sq Ft

    80639 Old Hwy Unit 201, Islamorada, FL 33036

    Welcome to Your Florida Keys retreat or income-producing rental, with 7-day rentals approved! Maison Residences presents its final developer unit, #201, offering 4 bedrooms, 4.5 bathrooms and a spacious open layout designed for true oceanside living. Step off your private elevator into a grand room with soaring 10-foot ceilings and 9-foot stacked sliders that frame endless Ocean views. The open

    Jennifer Gomez LPT Realty, LLC

    80639 Old Hwy Unit 201, Islamorada, FL 33036
  • /40

    $1,600,000 Open Sat 2PM - 4PM

    • 4 Beds
    • 3 Baths
    • 2,277 Sq Ft

    36 Park Rd, Upper Matecumbe Key Islamorada, FL 33036

    Stunning new custom pool home in the heart of Islamorada. This exceptional, brand-new ground-level home was thoughtfully designed and expertly crafted with meticulous attention to detail. A professional interior designer curated high-end fixtures and elegant finishes throughout, creating a polished and inviting living space.Offering a rare 4-bedroom, 3-bathroom split floorplan, the home features

    AJ Vetter Palm House Real Estate

    36 Park Rd, Upper Matecumbe Key Islamorada, FL 33036
  • /81

    $6,499,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 5,195 Sq Ft

    118 Villa Bella Dr, Islamorada, FL 33036

    Experience the pinnacle of luxury waterfront living in this extraordinary custom contemporary estate, ideally positioned in the heart of Islamorada's premier community of Venetian Shores. Newly constructed, the residence radiates modern coastal elegance and features impeccable attention to detail. A total of five spacious bedrooms and five en-suite bathrooms are thoughtfully laid out,

    Karan Moeller Ocean Sotheby's International Realty

    118 Villa Bella Dr, Islamorada, FL 33036
  • /31

    $2,450,000

    • 3 Beds
    • 3.5 Baths
    • 2,833 Sq Ft

    175 Galleon Rd, Islamorada, FL 33036

    Ocean Proximity, Canal Frontage & Island Elegance in Islamorada!Just one lot in from the Atlantic Ocean, this exceptional canal front home offers quick ocean access and over 230' of water-frontage on a spacious 13,310sf corner lot. With 2,833sf of living space, this well-built CBS home combines island charm with upscale comfort.The upper level showcases a wall of impact-rated windows that fill

    Claire Johnson Coastal Realty of the Florida Keys

    175 Galleon Rd, Islamorada, FL 33036
  • /48

    $1,300,000

    • 3 Beds
    • 2 Baths
    • 1,224 Sq Ft

    32 Park Rd, Islamorada, FL 33036

    Ideally located in the heart of Islamorada, this charming home is perfectly updated with a harmonious blend of old and new Keys characteristics and a light and airy layout and enclosed sun room that brings the lovely landscaping inside! A serene pool and oversized backyard with plenty of privacy provide book ends to lovely days of beat the heat splashes during the day and evenings of peace and

    The Florida Keys Sold Sisters Ocean Sotheby's International Realty

    32 Park Rd, Islamorada, FL 33036
  • /39

    $7,499,000

    • 3 Beds
    • 3 Baths
    • 1,485 Sq Ft

    82749 Old Hwy, Islamorada, FL 33036

    Welcome to Casa Mar Azul, a one-of-a-kind oceanfront estate located along the iconic Old Highway in Islamorada -- a rare offering with 200 feet of oceanfront shoreline, a private jetty with dockage, and breathtaking panoramic views of the Atlantic Ocean. This elegant coastal retreat blends indoor-outdoor living with an open floor plan and soaring vaulted tongue-and-groove ceilings that bring

    Alina Davis Coldwell Banker Schmitt Islamorada

    82749 Old Hwy, Islamorada, FL 33036
  • /68

    $1,375,000 New Construction

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

    84745 Old Hwy Unit 4, 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 4, Islamorada, FL 33036
  • /65

    $8,100,000

    • 5 Beds
    • 5.5 Baths
    • 4,764 Sq Ft

    80201 Overseas Hwy, Islamorada, FL 33036

    Experience Islamorada living at its absolute finest with this remodeled oceanfront estate. Situated on 200 feet of sandy waterfront with unobstructed views of the Atlantic Ocean and Alligator Reef Lighthouse, this ground-level residence is designed for resort-style living. Inside, the home features 5 spacious ensuite bedrooms and 5.5 baths, highlighted by a luxurious primary suite with a coffee

    Seanna Lindback Sea Haven Realty, Inc.

    80201 Overseas Hwy, Islamorada, FL 33036
  • /51

    $3,699,000

    • 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
  • /75

    $1,479,000

    • 3 Beds
    • 2.5 Baths
    • 2,117 Sq Ft

    145 Plantation Blvd, Islamorada, FL 33036

    Nestled on a generous half-acre lot in one of Plantation Key's most sought-after neighborhoods, this stunning 3-bedroom, 2.5-bath home with a dedicated office offers the perfect blend of comfort, style, and island living. Boasting 2,117 sq ft of interior space, this property also includes a small guest quarters--ideal for extended family or visiting friends.Step inside to discover a bright,

    Kim Thaler Ocean Sotheby's International Realty

    145 Plantation Blvd, Islamorada, FL 33036
  • /57

    $1,999,999

    • 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
  • /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
  • /42

    $24,995,000

    • 7 Beds
    • 9.5 Baths
    • 10,182 Sq Ft

    82719 Old Hwy, Islamorada, FL 33036

    The Chateau on the Ocean is a private oceanfront estate in Islamorada, where world-class design meets unmatched amenities. Completely renovated in 2022, this gated estate spans 10,182 sqft & offers 7 bedrooms & 9.5 baths. Set along a pristine private coastline, it features a 100-ft private dock & an expansive rooftop terrace with breathtaking Atlantic views. Interiors showcase soaring ceilings,

    Chad Carroll Compass Florida, LLC

    82719 Old Hwy, Islamorada, FL 33036
How to Buy a Home How to Finance a Home How to Sell a Home