Islamorada, FL Homes for Sale

• 

  

  

  /67

  $1,699,999

  • 3 Beds
  • 3 Baths
  • 1,066 Sq Ft

  126 Columbus Dr, Islamorada, FL 33036

  Incoming producing property with bookings in place! Florida Keys home, 1,827 SqFt living area (larger than tax roll) fully renovated 3 bedroom, 3 bath waterfront property situated in Lower Matecumbe Key with 7,500 SQ FT lot. New seawall was completed & elevated in 2021. Boaters paradise w/75FT of dockage, under 5 minute ride to open ocean + easy access to bay as well, plenty of space to install a

  

  Jessica Wolf

  Luxe Properties

  (844) 443-0253

  126 Columbus Dr, Islamorada, FL 33036
• 

  

  

  /47

  $530,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  500 Burton Dr Unit 1305, Tavernier, FL 33070

  Discover your dream escape in the Florida Keys! This turnkey condo features brand-new impact windows and sliding door, awaiting only the creation of fresh memories. Ocean Pointe's exceptional amenities will delight both owners and vacation renters alike. Relax at the beachfront complete with tiki huts and the freshly updated Oceanfront Cafe, or unwind at the pool and spa complex featuring its

  

  Scott Brisson

  KeyIsle Realty

  (786) 661-4291

  500 Burton Dr Unit 1305, Tavernier, FL 33070
• 

  

  

  /27

  $1,650,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,640 Sq Ft

  161 Ocean Dr, Tavernier, FL 33070

  Endless Potential with Direct Ocean Access -- A Rare Opportunity in Tavernier!Calling all boaters, visionaries, and dream-home seekers! If you need direct ocean access and flexible dockage for multiple boats and water toys, this property is your blank canvas in paradise.Tucked away in a lush, tropical setting surrounded by mature fruit trees (Citrus, Barbados cherry and more) and a koi pond, this

  

  Krissy Carnahan

  Realty ONE Group Destination (ISL)

  (786) 565-6810

  161 Ocean Dr, Tavernier, FL 33070
• 

  

  

  /31

  $749,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,095 Sq Ft

  100 Parker Dr, Islamorada, FL 33036

  MOTIVATED SELLER!! ALL OFFERS WILL BE CONSIDERED!! SELLER OFFERING $10k CREDIT TOWARD CLOSING COSTS!!Welcome to 100 Parker Drive, a delightful 2-bedroom, 2-bath all-concrete home nestled in one of Islamorada's most sought-after neighborhoods. Tucked away between the Overseas Highway and the Old Highway, this quaint, quiet, and family-friendly street is a hidden gem, offering the perfect blend of

  

  Krissy Carnahan

  Realty ONE Group Destination (ISL)

  (305) 676-8502

  100 Parker Dr, Islamorada, FL 33036
• 

  

  

  /77

  $675,000

  • 2 Beds
  • 2.5 Baths
  • 1,523 Sq Ft

  94220 Overseas Hwy Unit 5, Tavernier, FL 33070

  SPACIOUS TOWNHOME! Nestled in the tropical hammock on Florida Bay in Tavernier is the exclusive, gated community of Sunset Hammock. This townhome offers a private covered carport that connects to the ground floor entrance foyer, and up the stairs is an expansive open living space with soaring ceilings. The updated kitchen is light and bright with quartz counters, stainless appliances, tiled back

  

  Lorie Leal

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 751-5062

  94220 Overseas Hwy Unit 5, Tavernier, FL 33070
• 

  

  /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

  

  Pierre Bellion

  Ocean Sotheby's International Realty

  (305) 930-7942

  87200 Overseas Hwy Unit 9, Islamorada, FL 33036
• 

  

  /23

  $895,000

  • 2 Beds
  • 1 Bath
  • 891 Sq Ft

  185 Gardenia St, Tavernier, FL 33070

  Price reduced for quick sale! Beautiful cement canal front conch house with 50’ dock and gazebo on the bayside of Tavernier in Islamorada. Updated bath and kitchen with all appliances and furnishings included throughout the house. Roof/ceiling structure constructed from termite proof dade pine. Carpeted bedrooms and tile everywhere else. AC/heat provided by four quiet mini split units. Backyard

  

  Daniel Robinson

  Houwzer LLC

  (786) 738-9079

  185 Gardenia St, Tavernier, FL 33070
• 

  

  /25

  $835,000

  • 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, which

  

  William Encinosa

  W International Realty LLC

  (855) 660-1604

  118 Burgundy Dr, Tavernier, FL 33070
• 

  

  /50

  $2,875,000

  • 3 Beds
  • 2 Baths
  • 2,250 Sq Ft

  188 Indian Mound Trail, Tavernier, FL 33070

  Welcome to 188 Indian Mound Trail, an exceptional waterfront estate nestled in the prestigious Indian Waterways neighborhood of Islamorada. This meticulously maintained 10,250 SF property offers an unparalleled lifestyle just steps from the renowned Sunset Point, combining refined living with direct access to the best of the Florida Bay. A solid concrete home designed for comfort and

  

  Sebastian Del Negro

  Ocean Sotheby's International Realty

  (786) 847-7794

  188 Indian Mound Trail, Tavernier, FL 33070
• 

  

  /63

  $2,999,000

  • 4 Beds
  • 4 Baths
  • 2,478 Sq Ft

  112 Leoni Dr, Islamorada, FL 33036

  LOOKING FOR THE PREMIER DEEP WATER OCEAN/BAY ACCESS COMMUNITY? Discover the epitome of waterfront living in the exclusive community of Venetian Shores in Islamorada. Renowned for its expansive 100-foot-wide canals, this neighborhood provides unparalleled access to both the Atlantic Ocean and Florida Bay via Snake Creek--ideal for boating enthusiasts. This meticulously updated residence boasts 4

  

  Shane Wilson

  Cypress Realty, Inc.

  (786) 981-4914

  112 Leoni Dr, Islamorada, FL 33036
• 

  

  /58

  $1,990,000

  • 3 Beds
  • 3 Baths
  • 2,150 Sq Ft

  159 Iroquois Dr, Islamorada, FL 33036

  Welcome to your dream home in the heart of Islamorada! This beautifully remodeled 3-bedroom, 3-bathroom 'Florida modern' home offers the perfect blend of luxury and convenience. Located on a fantastic canal just moments from the ocean, this turn-key property is ready for you to move in and start living the ultimate Florida lifestyle.The spacious, open-concept floor plan is bathed in natural

  

  Pierre Bellion

  Ocean Sotheby's International Realty

  (645) 205-0201

  159 Iroquois Dr, Islamorada, FL 33036
• 

  

  /51

  $1,750,000

  • 4 Beds
  • 3 Baths
  • 2,422 Sq Ft

  173 Plantation Dr, Tavernier, FL 33070

  A boaters dream location in Tavernier! Tropical Atlantic Shores ~Solid concrete including the roof, this residence offers unparalleled direct access to the Atlantic Ocean, with immediate entry to Tavernier Creek and Florida Bay--a dream location for boating enthusiasts. Within minutes, reach Islamorada's pristine waters, renowned coral reefs, and legendary fishing grounds.This beautifully

  

  Terry Canto

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 983-4954

  173 Plantation Dr, Tavernier, FL 33070
• 

  

  /58

  $3,750,000

  • 5 Beds
  • 3 Baths
  • 2,425 Sq Ft

  230 Biscayne Blvd, Islamorada, FL 33036

  Exquisite Canal Front Retreat in Prestigious Port Antigua, IslamoradaWelcome to your dream waterfront oasis in the highly coveted Port Antigua community of Islamorada. This meticulously remodeled 5-bedroom, 3-bath (3 Up / 2 Down) residence embodies luxury coastal living with 100 feet of premier dockage, offering effortless access to Florida Bay, Channel 2, and Channel 5, placing the Atlantic

  

  Krissy Carnahan

  Realty ONE Group Destination (ISL)

  (786) 982-7889

  230 Biscayne Blvd, Islamorada, FL 33036
• 

  

  /34

  $690,999

  • 2 Beds
  • 2.5 Baths
  • 1,365 Sq Ft

  87200 Overseas Hwy Unit 8, Islamorada, FL 33036

  ONE DAY ONLY PRICE REDUCTION FOR OPEN HOUSE SPECIAL - AUGUST 1 to $675,990! Turnkey Investment in Executive Bay Club - Islamorada $6,500/Month Seasonal Potential!Fully furnished 2BR + large loft, 2.5BA townhome in Islamorada's most desirable bay-front community. Comfortably sleeps 7+ and features a remodeled kitchen with quartz counters, stainless appliances, updated tile floors, and custom

  

  Krissy Carnahan

  Realty ONE Group Destination (ISL)

  (786) 802-7757

  87200 Overseas Hwy Unit 8, Islamorada, FL 33036
• 

  

  /60

  $5,495,000

  • 5 Beds
  • 5 Baths
  • 3,499 Sq Ft

  301 Oleander Dr, Tavernier, FL 33070

  Live the Ultimate Boater's Dream on Your Own Private Peninsula with massive dockage!Discover an extraordinary waterfront lifestyle with this magnificent 5-bedroom, 5-bath concrete home nestled on nearly an acre of prime land in Tavernier. What truly sets this property apart is its massive 740+ feet of concrete dockage--a boater's paradise with deep water access leading directly to the open ocean

  

  Terry Canto

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 699-8746

  301 Oleander Dr, Tavernier, FL 33070
• 

  

  /36

  $1,500,000

  • 2 Beds
  • 2.5 Baths
  • 1,137 Sq Ft

  120 Anglers Way, Islamorada, FL 33036

  Islamorada Exclusive Anglers Reef Resort! An oceanfront gated community with resort -style amenities, marina, & 2 sandy beaches; this fully furnished, two-story single-family home, w/ 2 Bedrooms, 2.5 Baths, is a treasure for ocean lovers & investors alike. Premium features include impact windows & doors, stainless steel appliances, wood cabinetry, & granite countertops. A Boater’s Paradise with

  

  Scot Drucker

  Compass Florida, LLC.

  (786) 659-1667

  120 Anglers Way, Islamorada, FL 33036
• 

  

  /42

  $720,000

  • 2 Beds
  • 2 Baths
  • 1,079 Sq Ft

  118 Cortez Dr Unit A, Islamorada, FL 33036

  Welcome to Islamorada South Condominiums, this 2-bedroom 2-bathroom condo is located in picturesque Islamorada. Step inside and discover a spacious townhouse type condo with upgraded hurricane-resistant windows and doors, ensuring a peaceful and serene environment throughout the year. This unit is move-in ready, inviting you to start enjoying the Florida Keys lifestyle right away.Islamorada South

  

  Krissy Carnahan

  Realty ONE Group Destination (ISL)

  (786) 952-7129

  118 Cortez Dr Unit A, Islamorada, FL 33036
• 

  

  /3

  $5,900,000

  • Land
  • 10 Acres
  • $590,000 per Acre

  0 Old Hwy Unit 607837, Islamorada, FL 33036

  Islamorada 10 Acres of vacant land! Bring your vision to life! Oceanfront residential across from Founders Park. Build your dream home here with 830 ft on the waterfront and Old Hwy. Great location north of Plantation Lake Estates. Older vegetation survey on file. Buyer to verify buildability.

  

  Terry Canto

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 730-9041

  0 Old Hwy Unit 607837, Islamorada, FL 33036
• 

  

  /22

  $900,000

  • Land

  313 Woods Ave, Tavernier, FL 33070

  Beautiful Canal front lot with 50ft of water-frontage. Its a direct access out to the bay and quick ocean access via Tavernier Creek. Plans approved and already in BPAS since April 2022 with 15 points. Plans are for a very spacious 2 bedroom and 2.5 bath, 2 story home w/ over 2700 sf under A/C plus 3 verandas and a sundeck. Covered carport & room for a pool. Close to schools, shopping,

  

  Terry Canto

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 840-9617

  313 Woods Ave, Tavernier, FL 33070
• 

  

  /14

  $995,000

  • Land

  268 Normandy Dr, Key Largo, FL 33070

  Offering panoramic ocean views from this cleared waterfront lot with direct ocean access. Plans in ROGO for a fabulous home with multiple decks to enjoy the ocean breeze. Dreaming of building your own home in Paradise? This is a great offering in an exclusive location. Centrally located in Tavernier on the oceanside with easy access to bayside via Tavernier Creek. Shopping and restaurants

  

  Terry Canto

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 692-6248

  268 Normandy Dr, Key Largo, FL 33070
• 

  

  /49

  $1,195,000 Pending

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

  192 E Ridge Rd, Islamorada, FL 33036

  Discover your dream getaway in this charming island retreat, perfectly situated on one of Islamorada's most coveted streets. Surrounded by tropical lush vegetation, this all-concrete property offers the ideal blend of privacy and access to paradise, just steps away from Founders Park, featuring a beach, tennis and pickleball courts, and an Olympic-sized pool.This two-bedroom, one-bathroom home

  

  Pierre Bellion

  Ocean Sotheby's International Realty

  (786) 840-9826

  192 E Ridge Rd, Islamorada, FL 33036
• 

  

  /78

  $2,850,000 Under Contract

  • 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

  

  Pierre Bellion

  Ocean Sotheby's International Realty

  (786) 244-5320

  81250 Overseas Hwy Unit 1, Islamorada, FL 33036
• 

  

  /34

  $670,000

  • 2 Beds
  • 2.5 Baths
  • 1,063 Sq Ft

  200 Harborview Dr Unit 101, Tavernier, FL 33070

  Pack your toothbrush, grab your boat, and get ready to live the ultimate Keys lifestyle! This beautiful 2-bedroom, 2.5-bathroom condo offers everything you need for a stress-free retreat or a permanent piece of paradise.Step inside to a light and bright interior filled with upgrades and thoughtful finishing touches. Two screened lanais provide the perfect spot to relax, unwind, and soak in the

  

  Krissy Carnahan

  Realty ONE Group Destination (ISL)

  (786) 841-2361

  200 Harborview Dr Unit 101, Tavernier, FL 33070
• 

  

  /63

  $3,950,000 New Construction

  • 6 Beds
  • 5 Baths
  • 3,240 Sq Ft

  257 Normandy Dr, Tavernier, FL 33070

  Spectacular Tavernier Oceanfront Concrete Home with Stunning Atlantic Views & Prime Boating AccessDiscover your dream waterfront retreat in the heart of the Florida Keys! This impressive 6-bedroom, 5-bathroom three-story concrete masterpiece in Tavernier offers breathtaking panoramic views of the turquoise Atlantic Ocean from nearly every room.Designed for spacious island living and effortless

  

  Terry Canto

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 977-5989

  257 Normandy Dr, Tavernier, FL 33070
• 

  

  /49

  $3,199,000

  • 4 Beds
  • 3 Baths
  • 3,482 Sq Ft

  118 Spoonbill Rd, Tavernier, FL 33070

  This canal-front pool home is an absolute show-stopper! Fully renovated in 2024 and offered impeccably furnished, this 'refined coastal' home is overflowing with light-filled indoor and outdoor living spaces. With four bedrooms - plus a dedicated office space, you will have plenty of room to host friends and family. Covered ground level entry welcomes you to guest and entertaining space with a

  Christy Hughes Coldwell Banker Schmitt Islamorada

  118 Spoonbill Rd, Tavernier, FL 33070
• 

  

  /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
• 

  

  /54

  $4,200,000

  • 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
• 

  

  /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
• 

  

  /67

  $3,600,000 Sold Jun 30, 2025

  • 1,846 Sq Ft
  • $1950/SF
  • 177 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  116 Gulfside Dr, Islamorada, FL 33036

  Welcome to your dream retreat on the bay in Venetian Shores - the Upper Keys' favorite boating neighborhood! Boaters of all kinds will love the immediate bay access and lightning-quick ocean access via Snake Creek. With breathtaking views of the Florida Bay, and a sparkling pool, it's the perfect place for relaxing and soaking in the sunshine. This stunning three-bedroom, two-bath beach has

  Christy Hughes Coldwell Banker Schmitt Islamorada

  116 Gulfside Dr, Islamorada, FL 33036
• 

  

  /46

  $800,000 Sold Jun 27, 2025

  • 1,403 Sq Ft
  • $570/SF
  • 170 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1980

  87200 Overseas Hwy Unit 4, Islamorada, FL 33036

  Come live your best life - RIGHT ON THE BEACH! Enjoy SUNSETS, bay views, DOCKAGE and the ideal Islamorada location. Boaters enjoy immediate BAY access and quick and easy OCEAN access via Snake Creek to the south and Tavernier Creek to the north. You'll be at all your favorite fishing, diving and dining spots in no time at all. Or - stay home and enjoy the beach right outside your door!

  Alina Davis Coldwell Banker Schmitt Islamorada

  87200 Overseas Hwy Unit 4, Islamorada, FL 33036
• 

  

  /36

  $716,000 Sold May 27, 2025

  • 1,271 Sq Ft
  • $563/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  88540 Overseas Hwy Unit 106 and boat sl, Tavernier, FL 33070

  Tropical Getaway in Islamorada - Boater's Dream at Futura Yacht Club! Unit 106 with DEEDED BOAT SLIP. This beautifully updated 3-bedroom, 2-bath condo at the desirable bay front community of Futura Yacht Club offers the perfect blend of comfort, convenience, and investment potential. Step inside to find a stylish, modern kitchen with sleek stainless steel appliances and quartz

  Christy Hughes Coldwell Banker Schmitt Islamorada

  88540 Overseas Hwy Unit 106 and boat sl, Tavernier, FL 33070
• 

  

  /39

  $2,300,000 Sold May 23, 2025

  • 1,720 Sq Ft
  • $1337/SF
  • 10 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1981

  123 Valencia Dr, Islamorada, FL 33036

  Welcome to your perfect waterfront retreat, where modern updates meet unbeatable boating access in Islamorada's favorite waterfront neighborhood: Venetian Shores. Built for strength and longevity, this concrete home with concrete roof and impact windows/ doors offers low maintenance peace of mind. For boating enthusiasts, this home is a dream come true. The location is unparalleled in the Upper

  Christy Hughes Coldwell Banker Schmitt Islamorada

  123 Valencia Dr, Islamorada, FL 33036
• 

  

  /40

  $860,000 Sold May 06, 2025

  • 1,878 Sq Ft
  • $458/SF
  • 13 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2003

  206 Bougainvillea St, Tavernier, FL 33070

  Immaculate ground level concrete home in a 'local's favorite' neighborhood - Plantation Key Colony. PKC is a boater's paradise - with access to a private park and boat ramp. With direct access to the bay and a quick ride to the ocean via Tavernier Creek, you'll be having fun on the water in no time - with no need to trailer your boat to a public ramp! Location by land or sea is just terrific.

  Christy Hughes Coldwell Banker Schmitt Islamorada

  206 Bougainvillea St, Tavernier, FL 33070
• 

  

  /22

  $1,695,000 Sold Feb 14, 2025

  • 1,782 Sq Ft
  • $951/SF
  • 46 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1993

  120 San Marco Dr, Islamorada, FL 33036

  Venetian Shores - the Upper Keys' most coveted boating neighborhood. Immediate bay access and *very quick* ocean access via Snake Creek! An absolutely stunning home - ground level and above flood. CBS, metal roof, impact windows and doors, irrigation, 18K# boat lift and and low maintenance yard adds up to all fun and no honey-do list. Enjoy the serenity of your backyard on this plugged canal just

  Christy Hughes Coldwell Banker Schmitt Islamorada

  120 San Marco Dr, Islamorada, FL 33036
• 

  

  /41

  $1,850,000 Sold Nov 06, 2024

  • 1,276 Sq Ft
  • $1450/SF
  • 137 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1988

  119 W Plaza Del Sol, Islamorada, FL 33036

  CBS coastal 2/2 canal home in Port Antigua! Dock your large vessel or multiple boats at the 65' concrete dock on a deep and wide canal. Featuring an open concept living area with plantation shutters, two bedrooms and two bathrooms. This spacious 1276 SF two story home is well maintained and freshly painted on the inside. Plenty of storage with an additional 638 SF ground level storage area

  Michelle Rusch LoKation Real Estate

  119 W Plaza Del Sol, Islamorada, FL 33036
• 

  

  /48

  $1,850,000

  • 4 Beds
  • 3 Baths
  • 1,946 Sq Ft

  251 Pueblo St, Tavernier, FL 33070

  Located in the Indian Waterways neighborhood, this home offers classic island charm and an unbeatable location. The main level features 3 bedrooms and 2 baths, while the lower-level guest quarters include a 1 bedroom and 1 bath- perfect for visitors or rental income. Enjoy the inviting backyard with a concrete dock, davits and a private boat ramp, offering direct bay access for all your boating

  Cheri Tindall Ocean Sotheby's International Realty

  251 Pueblo St, Tavernier, FL 33070
• 

  

  /47

  $2,750,000

  • 3 Beds
  • 2 Baths
  • 2,120 Sq Ft

  130 Pippin Dr, Islamorada, FL 33036

  Welcome to your private oasis in the heart of Islamorada. Tucked away in the desirable Bayridge community, this beautifully updated 3-bedroom, 2-bath home blends the breezy charm of the Old Florida Keys with today's modern conveniences. Located on over 3/4 of an acre of lush, gated property, this home offers space, serenity, and sweeping views of Florida Bay. Step inside through the inviting

  Alina Davis Coldwell Banker Schmitt Islamorada

  130 Pippin Dr, Islamorada, FL 33036
• 

  

  /34

  $1,890,000

  • 3 Beds
  • 2 Baths
  • 1,705 Sq Ft

  142 Redwing Rd, Tavernier, FL 33070

  Step into your tropical island escape with lush landscaping, this single-story, above-flood home offers stunning bay views and a true Florida Keys lifestyle. From the kitchen, living room, and primary suite, gaze out over sparkling waters that frame every moment with coastal serenity. Built with convenience in mind, the single-level layout and accessibility ramp make every space easy to navigate,

  Dawn McComish Lokation Real Estate

  142 Redwing Rd, Tavernier, FL 33070
• 

  

  /68

  $3,499,000

  • 4 Beds
  • 3.5 Baths
  • 1,729 Sq Ft

  109 Sapodilla Dr, Islamorada, FL 33036

  Welcome to 109 Sapodilla Dr., Islamorada, FLThis waterfront gem is nestled on the serene Sandy Cove Basin, offering a rare blend of privacy and deep-water access in a protected lagoon. This home is built entirely of concrete, including the roof, providing unmatched durability and peace of mind. Thoughtfully remodeled with a keen eye for detail, the residence effortlessly combines modern elegance

  Alexander Pinero Pine River Realty, LLC

  109 Sapodilla 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

Showing Results 1 - 40, Page 1 of 15