46

Plantation Key, FL Homes for Sale with Pool

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  • /28

    $1,525,000

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

    87851 Old Hwy Unit M42, Islamorada, FL 33036

    Islamorada top-floor condo at Ocean Harbour with Atlantic ocean views and a boat slip. 3 bedroom, 2 bathroom luxury condo offers expansive ocean views and comfortable living space. The thoughtfully redesigned floor plan enhances the primary suite layout, adds a third bedroom, updates both bathrooms, and expands the living area by enclosing the porch as additional interior living space; maximizing

    Agent Photo

    Carolyn Ambler

    American Caribbean Real Estate

    87851 Old Hwy Unit M42, Islamorada, FL 33036
  • /53

    $2,495,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 1,829 Sq Ft

    81906 Overseas Hwy Unit 2, Islamorada, FL 33036

    Perfectly positioned in the heart of Upper Matecumbe Key, this stunning residence places you in downtown Islamorada--just a short stroll to the area's most celebrated restaurants, art galleries, and island attractions. Privately gated and approached by a Chicago paver driveway, this absolutely turn-key 3-bedroom, 3.5-bath residence is part of an exclusive collection of just eight bayfront homes

    Agent Photo

    Pierre-Marc Bellion

    Ocean Sotheby's International Realty

    81906 Overseas Hwy Unit 2, Islamorada, FL 33036
  • /43

    $485,900

    • 2 Beds
    • 1.5 Baths
    • 1,354 Sq Ft

    87200 Overseas Hwy Unit 6, Islamorada, FL 33036

    This is the exceptional deal you've been waiting for! Opportunity knocks on this 2 story townhouse in Islamorada's gated bayfront community, Executive Bay Club. These spacious units are highly desired for their well laid out floor plan, perfect for full time residence, a vacation home or as a seasonal rental (30 day minimum) Amenities include a Bayfront sandy beach, newly renovated marina with

    Jaclyn Kelley Prudential Keyswide Properties

    87200 Overseas Hwy Unit 6, Islamorada, FL 33036
  • /92

    $24,995,000

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

    87895 Old Hwy, Islamorada, FL 33036

    Newly completed private oceanfront estate on 2+ acres in Plantation Key, offering an extraordinary combination of scale, privacy, dockage, and resort-style living in the heart of the Florida Keys. Designed for luxury coastal living, entertaining, and extended stays, this exceptional estate features over 9,000 sq. ft. of interior living space and more than 15,000 sq. ft. under roof. Set behind a

    Sam Williams Coldwell Banker Schmitt Real Estate Co.

    87895 Old Hwy, Islamorada, FL 33036
  • /31

    $735,000

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft

    81801 Overseas Hwy Unit 637, Islamorada, FL 33036

    Welcome to your island King suite overlooking the beautiful lagoon at the historic Cheeca Lodge & Spa. Income producing property allowing 28 fabulous owner days! Cheeca handles all vacation rentals making your investment hassle free. The resort offers a spa, Camp Cheeca for the kids, beachfront pool, 9-hole par 3 golf course, lush gardens, bike path, tennis courts, fitness center, 5 star dining,

    Kim Thaler Ocean Sotheby's International Realty

    81801 Overseas Hwy Unit 637, Islamorada, FL 33036
  • /43

    $15,950,000

    • 6 Beds
    • 7 Baths
    • 6,680 Sq Ft

    20 Avacado St, Islamorada, FL 33036

    BAYSIDE, DEEP WATER, BREATHTAKING GULF VIEWSWelcome to one of Islamorada's premier rare bayside estate properties - a remarkable parcel that stretches from Overseas Highway all the way to the Bay. The home bestows privacy, unobstructed Gulf Views, and a deep-water basin for calm dockage cable of accommodating substantial vessels with immediate access to world class sportfishing waters. The

    Steven Koleno Beycome of Florida LLC

    20 Avacado St, Islamorada, FL 33036
  • /36

    $369,000

    • 2 Beds
    • 1.5 Baths
    • 989 Sq Ft

    87455 Old Hwy Unit 244, Islamorada, FL 33036

    Located in Plantation by the Sea, this Islamorada townhouse offers 2 bedrooms, 1.5 bathrooms, covered parking, and a storage unit in a gated oceanfront complex.Inside, the unit has been updated with renovated kitchen, bathrooms, and flooring. Both upstairs bedrooms feature open balconies, along with an additional balcony off the living room for added outdoor space. The upstairs layout

    Claire Johnson Exit Realty Florida Keys TAV

    87455 Old Hwy Unit 244, Islamorada, FL 33036
  • /93

    $469,000

    $121K PRICE DROP
    • 2 Beds
    • 2 Baths

    79901 Overseas Higway 204 Unit 204, Islamorada, FL 33036

    Spectacular Direct Ocean Views! Islamorada's Best-Kept Secret! This beautifully appointed 2-bedroom, 2-bath residence offers breathtaking, unobstructed ocean views from your private waterfront balcony. Step outside and enjoy a refreshing swim in the oceanfront pool or take a dip directly in the crystal-clear Atlantic. Perfectly situated near Bud & Mary's Marina and just minutes from Islamorada's

    79901 Overseas Higway 204 Unit 204, Islamorada, FL 33036
  • /53

    $3,995,000

    • 5 Beds
    • 3 Baths
    • 2,640 Sq Ft

    105 Palo de Oro Dr, Islamorada, FL 33036

    Waterfront pool home with dockage in Venetian Shores offered furnished. Experience the ultimate Florida Keys lifestyle in this beautifully updated canal-front residence designed for relaxed coastal living and effortless entertaining. The home offers 5 bedrooms and 3 bathrooms, with approximately 2,640 square feet of living space, including 3 bedrooms and 2 bathrooms upstairs totaling

    Jamie Engel Coldwell Banker Schmitt Islamorada

    105 Palo de Oro Dr, Islamorada, FL 33036
  • /34

    $1,150,000

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

    102 Anglers Way, Islamorada, FL 33036

    ANGLERS REEF HOME THAT PAYS FOR ITSELF! Islamorada's Upscale Oceanfront Gated Community that allows Vacation Rentals, This home features 2 bedrooms, 2.5 bathrooms with carport & 4 porches. Upgrades include Brazilian Cherry hardwood floors, kitchen with granite countertops and SS appliances with 2 breakfast bars & tons of cabinet space. The home also has a composite decking, metal roof & impact

    Scott Ofstein Berkshire Hathaway Florida Realty

    102 Anglers Way, Islamorada, FL 33036
  • /20

    $475,000

    • 2 Beds
    • 1.5 Baths
    • 981 Sq Ft

    87465 Old Hwy Unit 218, Islamorada, FL 33036

    Condo for Sale - Islamorada, Plantation by The Sea 2 Bedrooms | 1.5 Bathrooms | Furnished | Two-Story Townhouse Style Experience the unique lifestyle of the Florida Keys in this spectacular furnished condo at Plantation by The Sea! Located in prestigious and convenient Islamorada, this exclusive two-story townhouse-style condo is the perfect retreat for those seeking comfort and authentic coastal

    Florentina Antigua EXP Realty LLC

    87465 Old Hwy Unit 218, 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 EXP Realty, LLC

    80639 Old Hwy Unit 201, 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
  • /33

    $3,995,000

    • 5 Beds
    • 4 Baths
    • 4,014 Sq Ft

    87445 Old Hwy, Islamorada, FL 33036

    Discover a rare opportunity to own an exceptional oceanfront estate in the heart of Islamorada that seamlessly combines luxury living with an established, successful vacation rental history. Situated on 1.82 private acres with approximately 225 feet of ocean frontage, this Residential Estate-zoned property is currently licensed for legal 7-day vacation rentals, making it one of the limited number

    Cheri Tindall American Caribbean Real Estate, Christie's International Real Estate

    87445 Old Hwy, 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
  • /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
  • /29

    $429,000

    $71K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft

    87455 Old Hwy Unit 248, Islamorada, FL 33036

    THIS OCEAN FRONT BEAUTY IS. PRICED TO SELL! RARE 2 BEDROOM CONDO WITH OCEAN VIEWS FOR LESS THAN $430,000. THIS SPACIOUS CONDO OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE. FEATURING AN OPEN CONCEPT LIVING AREA, A WELL-APPOINTED UPDATED OPEN CONCEPT KITCHEN WITH WOOD CABINETRY, RECESSED LIGHTING, AND AMPLE STORAGE. NEW HOT WATER HEATER, 1/2 BATH DOWNSTAIRS, SPLIT BEDROOM LAYOUT UPSTAIRS FOR

    Anthony Garcia The Keyes Company

    87455 Old Hwy Unit 248, Islamorada, FL 33036
  • /67

    $2,290,000

    $210K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,336 Sq Ft

    81250 Overseas Hwy Unit 5, Islamorada, FL 33036

    Only sophistication and class represented in Islamorada's most exclusive development, Tarpon Flats. This rare offering has underwent a full high-end renovation to satisfy the most distinguished buyer. The elegant paver driveway leads up to pristine grounds showing off it's manicured landscaping. One of only 12 luxury bayfront homes on a sprawling four-acre parcel. The property exudes a unique

    AJ Vetter Palm House Real Estate

    81250 Overseas Hwy Unit 5, Islamorada, FL 33036
  • /39

    $629,000

    • 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

    Christian Hoheb Compass Florida, LLC

    87200 Overseas Hwy Unit A7, Islamorada, FL 33036
  • /59

    $1,300,000

    • 2 Beds
    • 2 Baths
    • 1,732 Sq Ft

    87851 Old Hwy Unit M5, Islamorada, FL 33036

    A New Standard of Paradise - Live with views of the Atlantic Ocean everyday. This home has been updated and beautified from top to bottom. Marble flooring throughout living areas. Eat in kitchen offers large island, snack counter and full size wine cooler. Dishwasher installed 12/25. There is also a hot water dispenser. Dining area and living area open to enclosed patio with private spiral

    Jackie Ellis KW Innovations

    87851 Old Hwy Unit M5, Islamorada, FL 33036
  • /35

    $2,850

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft

    87465 Old Hwy Unit 209, Islamorada, FL 33036

    LIVE THE DREAM IN THIS OCEANFRONT RESORT STYLE PROPERTY ON MILLIONAIRES' ROW IN PLANTATION BY THE SEA! LOCATED ON PLANTATION KEY/ISLAMORADA IN THE BEAUTIFUL FLORIDA KEYS! TURN KEY STUNNING AND REMODELED, FULLY FURNISHED 2 BEDROOM 1.5 BATH CONDO IS MOVE IN READY! ALL YOU NEED ARE YOUR CLOTHES AND TOOTHBRUSH! GLASSWARE, STEMWARE, SHEETS, TOWELS, ALL ARE FURNISHED FOR YOU! BEAUTIFUL OPEN CONCEPT

    Anthony Garcia The Keyes Company

    87465 Old Hwy Unit 209, 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
  • /16

    $549,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,016 Sq Ft

    87455 Old Hwy 229 Hwy 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 Unit 229, Plantation Key, 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
  • /120

    $14,900,000

    • 6 Beds
    • 9 Baths
    • 6,573 Sq Ft

    139 Gimpy Gulch Dr, Islamorada, FL 33036

    Yes, you can have it all! Tucked away behind mature tropical landscaping and stretching across an expanse of more than 250 feet of sandy bayfront shoreline, 139 Gimpy Gulch is a rare Islamorada estate designed for those who value privacy, boating, sunsets and effortless luxury in equal measure. This one-of-a-kind compound captures the spirit of the Keys with a level of scale and exclusivity

    Brett Newman Coldwell Banker Schmitt Islamorada

    139 Gimpy Gulch Dr, Islamorada, FL 33036
  • /34

    $645,000

    $35K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,354 Sq Ft

    87200 Overseas Hwy Unit 2, Islamorada, FL 33036

    ANCHOR IN PARADISE- 4 BEDROOM, 2 BATH IN ISLAMORADA- EXECUTIVE BAY CLUB, THIS IMMACULATE CONDO WILL CONVEY FULLY FURNISHED ALL COMPLETELY RENOVATED & UPDATED W/HURRICANE IMPACT WINDOWS, SLIDING GLASS DOORS, WASHER/DRYER DOWNSTAIRS. PERFECT RETREAT W/SANDY BEACH, POOL, TENNIS COURTS, CLUBHOUSE FOR GATHERINGS, DOCKAGE AVAILABLE, BRAND NEW ONSITE MARINA, WALKING DISTANCE TO 'FOUNDER'S PARK' & FINE

    87200 Overseas Hwy Unit 2, Islamorada, FL 33036
  • /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
  • /250

    $7,495,000

    $995K PRICE DROP
    • 8 Beds
    • 6 Baths

    1101 Mastic St Unit 1, Islamorada, FL 33036

    Spectacular Bayfront Estate with Guesthouse in the Heart of Islamorada. & 7 Day Rental Potential, Seller Financing Available.Experience luxury coastal living at its finest in this exceptional Gated bayfront estate, ideally situated in the heart of Islamorada. Set on a rare peninsula with over 225 feet of prime waterfront, this property offers unmatched privacy, panoramic views, and direct access

    1101 Mastic St Unit 1, Islamorada, FL 33036
  • /125

    $25,000,000

    • 7 Beds
    • 10 Baths
    • 8,288 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 four acres offers an unparalleled blend of tropical elegance, sophisticated craftsmanship, and modern luxury. An expansive infinity-edge pool blends seamlessly into the

    Gonzalo Del Negro Ocean Sothebys Intl Realty

    82768 Overseas Hwy, Islamorada, FL 33036
  • /73

    $24,995,000

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

    82719 Old Hwy, Islamorada, FL 33036

    Experience unparalleled oceanfront living at Chateau On The Ocean, a turnkey private estate set within an exclusive enclave in Islamorada. Here elevated coastal living reflects the sophistication of what has been referred to as the Hamptons of Miami. From the moment you arrive, a striking sense of privacy, scale, and intention is evident, with architecture and surroundings that feel truly

    Pamela DiMartino Coldwell Banker Realty

    82719 Old Hwy, Islamorada, FL 33036
  • /65

    $7,400,000

    $2M PRICE DROP
    • 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
  • /63

    $685,000

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

    87200 Overseas Hwy Unit 5, Islamorada, FL 33036

    Discover the Florida Keys lifestyle at Executive Bay Club Unit K5, one of Islamorada’s hidden gems and an ideal retreat for boaters, vacation-home buyers, investors, and anyone seeking the perfect island escape. Located just about one hour from Miami, this residence offers the best of Keys living with easy access to world-class fishing, boating, dining, beaches, and waterfront

    Christian Hoheb Compass Florida, LLC

    87200 Overseas Hwy Unit 5, Islamorada, FL 33036
  • /90

    $469,000

    $121K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 981 Sq Ft

    79901 Overseas Hwy Unit 204, Islamorada, FL 33036

    🌊 Spectacular Direct Ocean Views! ✨ Islamorada's Best-Kept Secret! This beautifully appointed 2-bedroom, 2-bath residence offers breathtaking, unobstructed ocean views from your private waterfront balcony. Step outside and enjoy a refreshing swim in the oceanfront pool or take a dip directly in the crystal-clear Atlantic. Perfectly situated near Bud & Mary's Marina and just minutes

    Tracey Petrusha Venture Realty Group

    79901 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
  • /62

    $3,800,000

    • 5 Beds
    • 3 Baths
    • 2,464 Sq Ft

    87950 Overseas Hwy, Islamorada, FL 33036

    Tired of waiting on Uber or Freebee? Why not make this stunning bayfront estate your own private slice of paradise, right in the heart of Islamorada? Just a flip-flop stroll away from local favorites like MEAT Eatery, Shima, Marker 88, and City Hall Café, this property places you at the vibrant core of island living. Behind its private, fully fenced grounds, you'll discover sweeping bay views and

    Alina Davis Coldwell Banker Schmitt Islamorada

    87950 Overseas Hwy, Islamorada, FL 33036
  • /51

    $3,299,000

    $400K PRICE DROP
    • 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
  • /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
  • /16

    $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
  • /100

    $18,999,000

    $501K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 6,054 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-cochère entry sets the tone, leading to a single-level

    Michaela Walters Ocean Sothebys Intl Realty

    87429 Old Hwy, 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

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