5,093

Homes in ZIP Code 33036

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  • /21

    $750,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    60 Cortez Ln, Islamorada, FL 33036

    MOTIVATED SELLER !!! Florida Keys Living! Here is your chance to own your new forever home or vacation home in the beauty and charm of the Florida Keys. Located at the southern end of Islamorada is Lower Matecumbe Key. The peacefulness and laid back atmosphere here in ''Lower Mat'' is what makes this one of the most sought after areas to call home! This 3 bedroom 2 bath sits on a nearly 9500

    Agent Photo

    Krissy Carnahan

    Realty ONE Group Destination (ISL)

    (786) 998-8851

    60 Cortez Ln, Islamorada, FL 33036
  • /41

    $5,980 per month

    • 3 Beds
    • 2 Baths
    • 1,593 Sq Ft
    • Condo for Rent

    88181 Old Hwy Unit A41, Islamorada, FL 33036

    Welcome to Sea Breeze 41, a refined island residence in the gated Coral Harbour Club. This spacious 3-bedroom, 2-bath condo offers elegant coastal living with a private 30' boat slip included (fits up to 33') Professionally decorated in a Tropical Modern style, The open-concept layout seamlessly connects the gourmet kitchen with stainless steel appliances and corian counter tops to the living,

    Steven Koleno Beycome of Florida, LLC

    88181 Old Hwy Unit A41, Islamorada, FL 33036
  • /41

    $950,000 Sold Jun 30, 2025

    • 1,682 Sq Ft
    • $565/SF
    • 259 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1959

    110 Pippin Dr, Islamorada, FL 33036

    Welcome to your charming ground-level concrete home nestled in the highly sought-after Bay Ridge subdivision in Islamorada! This property, situated on a corner lot, boasts a prime location within the coveted X flood zone. Step into this spacious abode offering 3 bedrooms, 2 bathrooms, and bonus room with a built-in bar, ideal for accommodating family gatherings and entertaining guests. The layout

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    110 Pippin Dr, Islamorada, FL 33036
    • /2

      Est $1,343,316 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,813 Sq Ft

      87851 Old Hwy Unit P45 & 50' boat slip, Islamorada, FL 33036

      87851 Old Hwy Unit P45 & 50' boat slip, Islamorada, FL 33036
  • /46

    $590,000

    • 2 Beds
    • 2 Baths
    • 1,343 Sq Ft

    87200 Overseas Hwy Unit 9, Islamorada, FL 33036

    Welcome to your new home in the heart of Islamorada! This desirable 2-bedroom, 2-bathroom townhouse offers an exceptional blend of comfort and luxury, perfect for those seeking a serene yet vibrant coastal lifestyle.Step inside to discover a spacious living area bathed in natural light, designed with an open-concept layout that flows seamlessly into the outdoor space. The modern kitchen is a

    Agent Photo

    Pierre Bellion

    Ocean Sotheby's International Realty

    (305) 930-7942

    87200 Overseas Hwy Unit 9, Islamorada, FL 33036
  • /45

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft
    • Condo for Rent

    87465 Old Hwy 102 Hwy Unit 102, Plantation Key, FL 33036

    LIVE THE DREAM IN THIS OCEANFRONT BUILDING IN THE BEAUTIFUL FLORIDA KEYS! LARGER THAN OTHER UNITS UNDER AIR AT 1100 SQ FT. TURN KEY STUNNING AND REMODELED. CHEF'S KITCHEN, HUGE PANTRY, BOSCH WASHER/DRYER INCLUDED WHICH IS NOT FOUND IN MOST OTHER UNITS. SPLIT BEDROOM PLAN, WOOD CABINETS IN KITCHEN AS WELL AS NEW REFRIGERATOR AND DISHWASHER. NEW WATER HEATER AND MAIN BEDROOM HAS LARGE WALK IN

    Anthony Garcia The Keyes Company

    87465 Old Hwy 102 Hwy Unit 102, Plantation Key, FL 33036
  • /34

    $1,015,000 Sold Jun 20, 2025

    • 1,536 Sq Ft
    • $661/SF
    • 108 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    87851 Old Hwy Unit K33, Islamorada, FL 33036

    Oceanfront Paradise in the Florida Keys - 2BR/2BA Condo offering Luxury Resort-Style Living.Escape to your own slice of paradise with this stunning 2-bedroom, 2-bathroom oceanfront cottage like condo, perfectly positioned on the Atlantic Ocean in the heart of the Florida Keys. Wake up to breathtaking sunrises and unwind with the sound of the swaying palm trees as you enjoy ocean views from your

    Krissy Carnahan Realty ONE Group Destination (ISL)

    87851 Old Hwy Unit K33, Islamorada, FL 33036
    • /10

      Not Listed For Sale

      26 Overseas Hwy, Islamorada, FL 33036

      26 Overseas Hwy, Islamorada, FL 33036
  • /78

    $2,850,000

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

    81250 Overseas Hwy Unit 1, Islamorada, FL 33036

    Welcome to Tarpon Flats, an exclusive gated enclave at the very heart of downtown Islamorada. Spanning four acres of beautifully landscaped grounds, this intimate bayfront community of just 12 private residences offers total privacy and tranquility in one of the most desirable locations in the entire Florida Keys.This southernmost unit is the most private residence in Tarpon Flats, capturing

    Agent Photo

    Pierre Bellion

    Ocean Sotheby's International Realty

    (786) 244-5320

    81250 Overseas Hwy Unit 1, Islamorada, FL 33036
  • /28

    $2,950 per month

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    87465 Old Hwy Unit 209, Islamorada, FL 33036

    LIVE THE DREAM IN THIS OCEANFRONT RESORT STYLE PROPERTY IN THE HIGHLY DESIRABLE PLANTATION BY THE SEA ON THE OCEAN IN THE BEAUTIFUL FLORIDA KEYS! LOCATED ON PLANTATION KEY/ISLAMORADA. 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!

    Anthony Garcia The Keyes Company

    87465 Old Hwy Unit 209, Islamorada, FL 33036
  • /41

    $560,000 Sold Jun 20, 2025

    • 1,079 Sq Ft
    • $519/SF
    • 182 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    120 Cortez Dr Unit F1, Islamorada, FL 33036

    Discover Your Coastal Retreat in Islamorada! Boater's Paradise: Rarely available, this pristine townhome offers direct ocean access with dockage for a boat up to 25 feet. Perfect for those who crave the open waters. Meticulously Maintained featuring 2 bedrooms and 2 baths, this home boasts a custom kitchen with wood cabinetry, a large island for entertaining, and elegant granite countertops. The

    Claudette Mell Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    120 Cortez Dr Unit F1, Islamorada, FL 33036
    • /33

      Est $708,379 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 550 Sq Ft

      81801 Overseas Hwy Unit 722, Islamorada, FL 33036

      81801 Overseas Hwy Unit 722, Islamorada, FL 33036
  • /33

    $450,000

    • 5 Beds
    • 3.5 Baths
    • 2,907 Sq Ft

    134 Nautilus Dr, Islamorada, FL 33036

    New co-ownership opportunity - Own 1/8th of this professionally managed, turnkey home by Pacaso. Tucked within the coveted White Marlin Beach enclave, this canal-front retreat captures the essence of refined Florida Keys living. The 5-bedroom, 3.5-bathroom residence offers a seamless blend of comfort and coastal elegance. The open-concept main level is bathed in natural light, with soaring

    Marty Hanna Marz RE, LLC.

    134 Nautilus Dr, Islamorada, FL 33036
  • /30

    $4,375 per month

    • 2 Beds
    • 2 Baths
    • 733 Sq Ft
    • House for Rent

    140 Venetian Dr, Islamorada, FL 33036

    Meticulously maintained 2-bedroom, 2-bathroom home available for long-term rental on Lower Matecumbe Key. Fully furnished and equipped for easy Florida Keys living, featuring dockage, a small boat ramp, and all utilities included -- water, electric, propane, laundry, internet, TV, lawn maintenance, and pest control. Located on a canal with easy access to the Florida Bay, the home looks across to

    Jocelyn Marzella Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    140 Venetian Dr, Islamorada, FL 33036
  • /55

    $3,210,000 Sold Jun 18, 2025

    • 2,843 Sq Ft
    • $1129/SF
    • 61 Days On Market
    • 6 Beds
    • 3.5 Baths
    • Built 1986

    128 W Plaza Del Sol, Islamorada, FL 33036

    Resort style living! Located on a quiet Cul-de-sac in the highly sought after Port Antigua neighborhood. Expansive DOUBLE LOT with 170 Ft. of water frontage. For the avid boater this is a dream come true! Surrounded by lush manicured landscaping providing the utmost privacy. Pond and inground heated pool complete w/outdoor kitchen. 3 Story concrete home w/ 6 bds 5 baths. 2nd Floor living space

    Jessica Pinder

    128 W Plaza Del Sol, Islamorada, FL 33036
    • /2

      Est $3,384,000 Not Listed For Sale

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

      84745 Old Hwy Unit 3, Islamorada, FL 33036

      84745 Old Hwy Unit 3, Islamorada, FL 33036
  • /54

    $4,200,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 3 Baths
    • 2,088 Sq Ft

    126 Villa Bella Dr, Islamorada, FL 33036

    Welcome to your Keys escape -- a fresh, modern coastal home with 100 feet of dockage, just one lot in from Snake Creek, where the ocean and bay meet. Recently reimagined from top to bottom, this offers the perfect mix of luxury, comfort, and boater-friendly features behind a private electric gate on a spacious 10,000 sq ft lot. Impact windows/doors, metal roof, almost all concrete. Inside,

    Christy Hughes Coldwell Banker Schmitt Islamorada

    126 Villa Bella Dr, Islamorada, FL 33036
  • /20

    $4,000 per month

    • 2 Beds
    • 2 Baths
    • Townhouse for Rent

    87200 Overseas Hwy Unit 1, Islamorada, FL 33036

    Prestigious Executive Bay Club corner townhouse in Islamorada. Offering 2BD/2Bth and loft. Spacious, updated & completely furnished. Beach front private community with 24 manned gate entrance, private beach to enjoy beautiful sunsets, pool, tennis courts, club house, first come first serve dock. Next door to Founder's Park offering many activities including the famous Nautical flee market. Assoc

    Isabel Ruiz Coldwell Banker Realty

    87200 Overseas Hwy Unit 1, Islamorada, FL 33036
  • /65

    $1,250,000 Sold Jun 18, 2025

    • 1,680 Sq Ft
    • $744/SF
    • 112 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2023

    84745 Old Hwy Unit 12, 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 12, Islamorada, FL 33036
    • /4

      Not Listed For Sale

      0 Palo de Oro Dr Unit 606772, Islamorada, FL 33036

      0 Palo de Oro Dr Unit 606772, Islamorada, FL 33036
  • /27

    $775,000 Under Contract

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

    81975 Old Hwy, Islamorada, FL 33036

    Bright and airy Keys home in the Heart of Islamorada! Old Highway location popular with walkers, runners, and cyclists. You're just a short stroll from 'downtown' Islamorada's best restaurants, shops, and galleries. Step inside to soaring tongue-and-groove ceilings that create an open, airy vibe, complemented by warm wood flooring and abundant natural light throughout. The spacious living and

    Christy Hughes Coldwell Banker Schmitt Islamorada

    81975 Old Hwy, Islamorada, FL 33036
  • /20

    $2,700 per month

    • 2 Beds
    • 1.5 Baths
    • 981 Sq Ft
    • Townhouse for Rent

    87465 Old Hwy Unit 218, Islamorada, FL 33036

    Experience the Unique Lifestyle of the Keys in this Spectacular Furnished Apartment at Plantation by The Sea!Located in the prestigious and convenient Islamorada, this exclusive two-story townhouse-style condo is the perfect retreat for those seeking comfort and authentic coastal living. Fully furnished and equipped--just bring your suitcase and get ready to enjoy!This charming apartment features

    Florentina Antigua EXP Realty LLC

    87465 Old Hwy Unit 218, Islamorada, FL 33036
  • /10

    $285,000 Sold Jun 13, 2025

    • 32 Days On Market
    • Built 2014

    96 Madeira Rd Unit 22, Islamorada, FL 33036

    Highly sought after live aboard boat slip available in Islamorada. Located adjacent to the iconic Lorelei Restaurant & Cabana Bar, this boat slip is 45ft long and 20.7ft wide. Located on the East side of the marina, its location is convenient to the showers, restrooms, & laundry. This boat slip allows for commercial fishing charters and tours. The Islamorada Yacht Basin provides excellent

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

    96 Madeira Rd Unit 22, Islamorada, FL 33036
    • /59

      Est $1,029,817 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,593 Sq Ft

      88181 Old Hwy Unit 2C and 50' slip 2, Islamorada, FL 33036

      88181 Old Hwy Unit 2C and 50' slip 2, Islamorada, FL 33036
  • /55

    $739,999

    • 3 Beds
    • 2 Baths
    • 1,593 Sq Ft

    88181 Old Hwy Unit 43G, Islamorada, FL 33036

    Welcome to your tropical dream oasis in Islamorada! A beautiful 3 bed/2bath top-floor residence that captures the essence of island living with partial ocean views and an unbeatable lifestyle. This split floor plan is ideal for both relaxed living and entertaining, whether you're seeking a personal retreat or a lucrative investment opportunity. The expansive 400 sqft screened in wrap around

    Cameron Roth Coldwell Banker Realty - Boca Raton

    88181 Old Hwy Unit 43G, Islamorada, FL 33036
  • /5

    $5,000 per month

    • 1 Bath
    • 500 Sq Ft
    • Property for Rent

    74560 Overseas Hwy Unit Dock, Islamorada, FL 33036

    Remarkable Commercial Approved 100 Ft Dock for RENT with deep water access with Helicopter Pad Option. Rare in the Florida Keys! Can also be packaged with an additional 1 Bedroom Apartment or Studio

    Graciela Lozano KeysLifestyle Real Estate (KW)

    74560 Overseas Hwy Unit Dock, Islamorada, FL 33036
  • /51

    $1,750,000 Sold Jun 11, 2025

    • 1,629 Sq Ft
    • $1074/SF
    • 210 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2008

    190 Gulfview Dr, Islamorada, FL 33036

    Discover unparalleled Keys living at 190 Gulfview Dr in Islamorada's exclusive White Marlin Beach. This exquisite 4-bedroom, 3-bath home boasts 70 feet of private dockage with seamless access to both ocean and bay waters. Enjoy a sparkling pool with covered entertainment space, an expansive upstairs balcony, and abundant storage for your gear. The additional downstairs living area offers extra

    Alexander Pinero Pine River Realty, LLC

    190 Gulfview Dr, Islamorada, FL 33036
    • /3

      Est $836,866 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,553 Sq Ft

      88181 Old Hwy Unit 22A, Islamorada, FL 33036

      88181 Old Hwy Unit 22A, Islamorada, FL 33036
  • /53

    $739,999

    • 3 Beds
    • 2 Baths
    • 1,593 Sq Ft

    88181 Old Hwy Unit G43, Islamorada, FL 33036

    Welcome to your tropical dream oasis in Islamorada! A beautiful 3 bed/2bath top-floor residence that captures the essence of island living with partial ocean views and an unbeatable lifestyle. This split floor plan is ideal for both relaxed living and entertaining, whether you're seeking a personal retreat or a lucrative investment opportunity. The expansive 400 sqft screened in wrap around

    Cameron Roth Coldwell Banker

    88181 Old Hwy Unit G43, Islamorada, FL 33036
  • /6

    $1,750 per month

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Apartment for Rent

    74560 Overseas Hwy Unit 4, Islamorada, FL 33036

    Introducing a spacious one-bedroom apartment featuring its own beach deck. Enjoy a convenient atmosphere with easy access to boating, fishing, and kayaking. This bright and open studio offers comfort and island charm, just steps from stunning ocean views, great dining, and outdoor adventures. Experience the best of the Florida Keys lifestyle at an unbeatable value. Don’t miss this

    Giancarlo Espinosa Virtual Realty Group FL Keys Inc

    74560 Overseas Hwy Unit 4, Islamorada, FL 33036
  • /68

    $1,600,000 Sold Jun 09, 2025

    • 1,680 Sq Ft
    • $952/SF
    • 86 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2023

    84745 Old Hwy Unit 14, 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 14, Islamorada, FL 33036
    • /2

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,536 Sq Ft

      87851 Old Hwy Unit K5 & boat slip 42, Islamorada, FL 33036

      87851 Old Hwy Unit K5 & boat slip 42, Islamorada, FL 33036
  • /67

    $5,493,000

    • 4 Beds
    • 4 Baths
    • 2,866 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 2,866 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
  • /44

    $3,800 per month

    • 1 Bed
    • 1 Bath
    • 904 Sq Ft
    • House for Rent

    30 El Capitan Dr Unit 1, Islamorada, FL 33036

    Discover paradise in Port Antigua, one of the most exclusive neighborhoods in Islamorada! Featuring a large 1 bedroom beach cottage with amazing ocean views from the living room, dinning and kitchen. Large deck to enjoy the ocean breeze and dock our boat! Walking distance to the private Port Antigua sandy beach club. DOCK INCLUDED! Call for a showing today!

    Daimara Perez ABIG Real Estate

    30 El Capitan Dr Unit 1, Islamorada, FL 33036
  • /40

    $1,650,000 Sold Jun 06, 2025

    • 1,290 Sq Ft
    • $1279/SF
    • 66 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    110 Buttonwood Ln, Islamorada, FL 33036

    Stunning New Construction Waterfront Home - Modern Coastal EleganceExperience luxury coastal living in this brand-new 3-bedroom, 2-bathroom waterfront home designed for both comfort and style. High ceilings and solid wood doors create a spacious and inviting atmosphere, while custom-built walk-in closets provide ample storage.Step outside to your private oasis featuring a brand-new pool and spa,

    Jesus Monteagudo American Caribbean Real Estate, Christie's International Real Estate

    110 Buttonwood Ln, Islamorada, FL 33036
    • /6

      Est $1,411,883 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,546 Sq Ft

      108 Orange Ln, Islamorada, FL 33036

      108 Orange Ln, Islamorada, FL 33036
  • /37

    $5,675,000

    • 3 Beds
    • 2 Baths
    • 1,331 Sq Ft

    75691 Overseas Hwy, Islamorada, FL 33036

    Entice Your Senses with Unobstructed Ocean Views in Lower MatecumbeWelcome to a rare gem in the Florida Keys--an exquisitely remodeled home offering panoramic Atlantic Ocean vistas right from your backyard. Nestled on a sprawling 2.5-acre oceanfront estate, this property provides not only a front-row seat to breathtaking sunrises and sunsets but also a unique opportunity to create the ultimate

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    75691 Overseas Hwy, Islamorada, FL 33036
  • /12

    $2,149 per month

    • 2 Beds
    • 2.5 Baths
    • Townhouse for Rent

    84771 Overseas Hwy, Islamorada, FL 33036

    Rental Availability through Habitat for Humanity of the Upper Keys: 2-bedroom, 2.5-bathroom affordable housing rental units available for annual lease. To qualify, applicants must have lived or worked in Monroe County for the past 12 months, meet specified income guidelines, and maintain a minimum credit score of 650. A credit and criminal background check will be conducted for a fee of $88.

    John El-Koury Coastal Realty of the Florida Keys

    84771 Overseas Hwy, Islamorada, FL 33036
  • /32

    $1,570,000 Sold Jun 06, 2025

    • 2,119 Sq Ft
    • $741/SF
    • 144 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    87851 Old Hwy Unit P 22, Islamorada, FL 33036

    Ocean Harbour condo updated in a relaxed coastal style. Exceptional living experience with expansive views of palm trees, marina and open ocean. The primary suite boasts a renovated bathroom and spacious walk-in closet. Tile plank floors are found throughout, with the living room seamlessly extending into an enclosed balcony that offers breathtaking ocean vistas. The kitchen is outfitted with

    Carolyn Ambler American Caribbean Real Estate, Christie's International Real Estate

    87851 Old Hwy Unit P 22, Islamorada, FL 33036
    • /15

      Not Listed For Sale

      32 Overseas Hwy, Islamorada, FL 33036

      32 Overseas Hwy, Islamorada, FL 33036

Showing Results 41 - 80, Page 2 of 18

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