Islamorada, FL Homes

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  /69

  $1,699,999 Pending

  • 3 Beds
  • 3 Baths
  • 1,827 Sq Ft

  126 Columbus Dr, Islamorada, FL 33036

  Incoming producing property with future bookings already in place! Beautiful 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 and elevated in 2021. Boaters paradise with 75FT of dockage, under 5 minute ride to open ocean + easy access to bay as

  

  Jessica Wolf

  Luxe Properties, LLC.

  (645) 300-5642

  126 Columbus Dr, Islamorada, FL 33036
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  /79

  $11,500 per month

  • 4 Beds
  • 3 Baths
  • 1,800 Sq Ft
  • House for Rent

  129 Nautilus Dr, Islamorada, FL 33036

  Your White Marlin Beach seasonal rental awaits! Sleeps up to 12 guests. This charming two-story home offers a rare layout perfect for multigenerational living. Upstairs you’ll find the main living quarters, while the ground level features a private 2BD/1BA suite with its own kitchenette and entrance. Ideal for hosting guests, creating a private office, or enjoying family retreats. By mid-October,

  

  Victor Ruiz

  Move Miami, LLC.

  (877) 706-6314

  129 Nautilus Dr, Islamorada, FL 33036
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  /38

  $850,000 Sold Sep 17, 2025

  • 1,553 Sq Ft
  • $547/SF
  • 254 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1979

  88181 Old Hwy Unit 2A, Islamorada, FL 33036

  Calling all Anglers. Coral Harbor Club is located in Islamorada, Florida, the only complex where you can get gas and ice in the Marina. The Condominium has been extensively remodeled and includes a 30 ft. boat slip # 54, Beach views from your porch. This ground-level condo is situated on the corner of the beach, walk out your screen door, and there's the beach. New floors, new kitchen, new

  Diana Fiddes Coldwell Banker Schmitt Key Largo

  88181 Old Hwy Unit 2A, Islamorada, FL 33036
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  /42

  Est $1,919,982 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,800 Sq Ft

  106 Tequesta St, Tavernier, FL 33070

  106 Tequesta St, Tavernier, FL 33070
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  /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
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  /45

  $4,000 per month

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Property for Rent

  136 Sable Palm Ln, Tavernier, FL 33070

  Tropical waterfront paradise found! Welcome to 136 Sable Palm Lane -- your slice of island life in the heart of Tavernier! Nestled in the highly sought-after Bluewaters community of Key Largo offering a perfect blend of modern amenities and coastal charm. Enjoy open-concept living with abundant natural light, coastal finishes, and a breezy layout designed for relaxed living. This charming

  

  Sandro Herrera

  Three Palms Realty

  (844) 628-8162

  136 Sable Palm Ln, Tavernier, FL 33070
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  /42

  $1,150,000 Sold Sep 17, 2025

  • 1,200 Sq Ft
  • $958/SF
  • 249 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1958

  115 Toner Ln, Islamorada, FL 33036

  Escape to paradise in this stunning Islamorada retreat! This beautiful professionally remodeled, low maintenance, 2-bedroom, 2-bathroom concrete home offers the perfect blend of modern luxury and tropical tranquility. Featuring an updated metal roof, new impact windows and doors, all new plumbing and electric with a brand-new A/C unit, this home is ready to enjoy the island lifestyle starting on

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  115 Toner Ln, Islamorada, FL 33036
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  /2

  Est $2,677,572 Not Listed For Sale

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

  80639 Old Hwy Unit 203, Islamorada, FL 33036

  80639 Old Hwy Unit 203, Islamorada, FL 33036
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  /52

  $634,000

  • 2 Beds
  • 2 Baths
  • 916 Sq Ft

  500 Burton Dr Unit 1316, Tavernier, FL 33070

  Updated End unit with Bay Windows, all the windows , sliders and doors being impact resistant. This A model is the largest floor plan at OP. Pool Bar and Oceanfront Cafe are Back. Watch sunrises and sunsets from the Condo. Very Private and quiet floor plan and location. Nice matching tile floors throughout , being sold fully furnished. Two Bay windows , even the kitchen has a window. The Marina

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 550-6998

  500 Burton Dr Unit 1316, Tavernier, FL 33070
• 

  

  /29

  $6,000 per month

  • 3 Beds
  • 2 Baths
  • 2,110 Sq Ft
  • House for Rent

  159 Dubonnet Rd, Tavernier, FL 33070

  6 - 12 month minimum. Rare opportunity. OCEANFRONT location offers spectacular water and island views. Situated on a quiet cul-de-sac, the community is located close to the centers of both Islamorada and Key Largo. Rent is less than the mortgage payment would be.3 bedrooms, 2 full bath living space plus downstairs laundry /storage room, carport. Incredible 180 degree water and island

  159 Dubonnet Rd, Tavernier, FL 33070
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  /55

  $3,900,000 Sold Sep 16, 2025

  • 2,058 Sq Ft
  • $1,895/SF
  • 179 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1977

  442 Palm Dr, Islamorada, FL 33036

  ACTIVE POOL PERMIT! A truly spectacular waterfront home with 150 feet of prime bay frontage, offering breathtaking views of some of the clearest waters in the Florida Keys. This property has undergone a complete top-to-bottom renovation with exceptional attention to detail. Solid concrete bunker with a concrete roof and impact windows & doors. Boaters will appreciate the deep-water dockage,

  AJ Vetter Palm House Real Estate

  442 Palm Dr, Islamorada, FL 33036
• 

  

  /53

  Est $2,118,293 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,829 Sq Ft

  81906 Overseas Hwy, Islamorada, FL 33036

  81906 Overseas Hwy, Islamorada, FL 33036
• 

  

  /40

  $739,000

  • 2 Beds
  • 2 Baths
  • 841 Sq Ft

  500 Burton Dr Unit 5406, Tavernier, FL 33070

  Top Floor D model in building 5 the Marina Building !! This floor plan has TWO oceanfront balconies with Impact windows, sliders and the front door. Brand new AC was just installed both the handler & compressor. Updated U kitchen with dimmer lights , nice matching titled floors throughout. Being sold fully furnished with housewares. Naturally protected marina that has direct ocean access. Jr.

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (833) 736-0378

  500 Burton Dr Unit 5406, Tavernier, FL 33070
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  /41

  $4,500 per month

  • 3 Beds
  • 2 Baths
  • 1,204 Sq Ft
  • House for Rent

  242 Bougainvillea St, Tavernier, FL 33070

  Wake up to island breezes in this fully furnished, professionally designed Tavernier retreat. Spend your mornings sipping coffee on the balcony, your afternoons exploring turquoise waters from the private boat ramp, and your evenings strolling to local seafood spots. Bright coastal decor, fully equipped kitchen, and plush bedding make it feel like home from day one. Perfect for travel

  Delsy Perez-Mena A Simple Real Estate Co.

  242 Bougainvillea St, Tavernier, FL 33070
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  /43

  $1,900,000 Sold Sep 15, 2025

  • 1,960 Sq Ft
  • $969/SF
  • 26 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1964

  117 Sandy Cove Ave, Islamorada, FL 33036

  Coastal Living at Its Finest on Sandy Cove Basin. Nestled along the serene shores of Sandy Cove Basin, this unique property offers expansive water views, exceptional dockage, and flexible living options -- perfect for multi-generational families, guests, or rental potential. This home is thoughtfully designed with independent living spaces on each floor. Upstairs features a bright and breezy

  Alina Davis Coldwell Banker Schmitt Islamorada

  117 Sandy Cove Ave, Islamorada, FL 33036
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  /62

  Est $5,346,473 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,600 Sq Ft

  216 Tide Ave, Tavernier, FL 33070

  216 Tide Ave, Tavernier, FL 33070
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  /42

  $695,000

  • 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
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  /16

  $1,975 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  134 Burgundy Dr Unit 1, Tavernier, FL 33070

  Looking for a cozy, clean, and convenient apartment for rent? Look no further! Our 1 bedroom, 1 bathroom apartment is available, and it includes light, water, and internet.Located in a quiet community, this apartment is perfect for those seeking a peaceful and relaxing living environment. It's conveniently located close to Harry Harris, making it easy to access all the amenities the area

  134 Burgundy Dr Unit 1, Tavernier, FL 33070
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  /46

  $1,380,000 Sold Sep 09, 2025

  • 1,813 Sq Ft
  • $761/SF
  • 85 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  87851 Old Hwy Unit K26 and 30ft Boat Sl, Islamorada, FL 33036

  Yes, it has a Boat Slip! Ocean Harbour 3/2 ocean view condo with a 30 ft. boat slip (#48) plus a boat lift! This super private end unit offers porches off of every bedroom and is tucked in at the far end of the last building, so it offers the most private location in Ocean Harbour. Relax and enjoy open water views from this rare three-bedroom in one of Islamorada's most prestigious communities.

  Brett Newman Coldwell Banker Schmitt Islamorada

  87851 Old Hwy Unit K26 and 30ft Boat Sl, Islamorada, FL 33036
• 

  /2

  Est $822,360 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  151 Atlantic Ave, Tavernier, FL 33070

  151 Atlantic Ave, Tavernier, FL 33070
• 

  

  /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
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  /8

  $2,350 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Townhouse for Rent

  101 Indian Mound Trail Unit 2, Tavernier, FL 33070

  Brand new 1 bedroom/1 bathroom with vaulted ceilings and a loft. Washer and dryer inside the unit. Potential tenant must work in Monroe County and meet the affordable housing income limits.

  AJ Vetter Palm House Real Estate

  101 Indian Mound Trail Unit 2, Tavernier, FL 33070
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  /34

  $2,100,000 Sold Sep 08, 2025

  • 1,705 Sq Ft
  • $1,232/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2001

  142 Redwing Rd, Tavernier, FL 33070

  MULTIPLE OFFERS RECEIVED. PLEASE SUBMIT HIGHEST AND BEST OFFERS BY WEDNESDAY AUGUST 13 AT 7pm.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

  Dawn McComish Lokation Real Estate

  142 Redwing Rd, Tavernier, FL 33070
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  /6

  Est $2,045,692 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,154 Sq Ft

  241 Pueblo St, Tavernier, FL 33070

  241 Pueblo St, Tavernier, FL 33070
• 

  

  /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
• 

  

  /21

  $3,200 per month

  • 2 Beds
  • 3 Baths
  • Townhouse for Rent

  87200 Overseas Hwy Unit 5, Islamorada, FL 33036

  Available for annual rental only starting November 1st. Beautifully renovated and fully furnished, this 2 bedroom, 3 bath townhouse is ready to move right in. The loft has been thoughtfully set up with two twin beds, making it a great spot for extra guests. More interior photos to come!Executive Bay Club offers everything you could want - tennis courts, a pool, and a private beach with incredible

  Courtney Jeffers Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  87200 Overseas Hwy Unit 5, Islamorada, FL 33036
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  /77

  $2,989,000 Sold Sep 08, 2025

  • 3,332 Sq Ft
  • $897/SF
  • 11 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1988

  119 W Plaza Del Lago, Islamorada, FL 33036

  Welcome to this exceptional Port Antigua residence -- a true boater's paradise in the heart of Islamorada. Located on an expansive lot with over 135 feet of protected dockage, this 4BD/3.5BA home offers 3,520 SF of beautifully appointed living space and is designed for comfort, entertaining, and relaxed Keys living.The open-concept layout welcomes you with natural light and coastal charm. Enjoy

  Raul Hernandez Phantom Real Estate

  119 W Plaza Del Lago, Islamorada, FL 33036
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  /42

  Est $2,681,841 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,139 Sq Ft

  80639 Old Hwy Unit 403, Islamorada, FL 33036

  80639 Old Hwy Unit 403, Islamorada, FL 33036
• 

  

  /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
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  /24

  $6,000 per month

  • 4 Beds
  • 3 Baths
  • 2,266 Sq Ft
  • House for Rent

  117 Lisbon Ct, Islamorada, FL 33036

  Now available for rent in the sought-after community of Port Antigua! This 4 bedroom, 3 bath home is a boater's dream, featuring two boat lifts, ample downstairs storage, and exclusive access to the private Port Antigua Beach. Don't miss the chance to experience true Keys living in one of Islamorada's most desirable neighborhoods!

  Courtney Jeffers Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  117 Lisbon Ct, Islamorada, FL 33036
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  /26

  $2,000,000 Sold Sep 05, 2025

  • 1,368 Sq Ft
  • $1,462/SF
  • 1 Day On Market

  • 3 Beds
  • 3 Baths
  • Built 1987

  109 Milano Dr, Islamorada, FL 33036

  Welcome to 109 Milano Drive -- a solid concrete waterfront retreat located in the prestigious Venetian Shores community of Islamorada. This CBS home offers 2 bedrooms, 2 bathrooms, and 1,368 sq ft of elevated living space on a 7,000 sq ft lot, just seconds from open water via Snake Creek, with direct boating access to both the Atlantic Ocean and Florida Bay.Boaters will love the brand-new 70 ft

  Jamie Engel Coldwell Banker Schmitt Islamorada

  109 Milano Dr, Islamorada, FL 33036
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  /5

  Not Listed For Sale

  91655 Overseas Hwy, Tavernier, FL 33070

  91655 Overseas Hwy, Tavernier, FL 33070
• 

  

  /51

  $1,750,000 Pending

  • 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
• 

  

  /25

  $3,800 per month

  • 2 Beds
  • 1 Bath
  • 1,288 Sq Ft
  • House for Rent

  135 Peace Ave, Tavernier, FL 33070

  Waterfront Living in the Florida Keys! Escape to your own slice of paradise in this fully furnished 2-bedroom, 1-bath single-family home, perfectly situated on a private canal with direct ocean access. Boating enthusiast, a fishing lover, or just craving peaceful waterfront views, this home delivers it all. Enjoy the convenience of your own private boat launch and dock, ideal for setting out on

  Edward Klem Coldwell Banker Realty

  135 Peace Ave, Tavernier, FL 33070
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  /78

  $2,600,000 Sold Sep 05, 2025

  • 2,072 Sq Ft
  • $1,255/SF
  • 30 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1985

  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

  81250 Overseas Hwy Unit 1, Islamorada, FL 33036
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  /2

  Est $1,049,352 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,055 Sq Ft

  182 Airstream Ln, Tavernier, FL 33070

  182 Airstream Ln, Tavernier, FL 33070
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  /77

  $675,000 Under Contract

  • 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
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  /26

  $4,000 per month

  • 2 Beds
  • 2 Baths
  • Townhouse for Rent

  182 Paradise Way, Islamorada, FL 33036

  Now available for an annual rental at Sun Outdoors! This beautifully furnished 2 bedroom, 2 bath stilted home offers resort-style living right on Plantation Key. Enjoy a balcony off the living room with ocean views, a fully equipped kitchen, and inviting living spaces. Community amenities include a residents-only pool, fitness center, and tiki hut overlooking the water. A boat slip is included

  Courtney Jeffers Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  182 Paradise Way, Islamorada, FL 33036
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  /37

  $1,075,000 Sold Sep 03, 2025

  • 1,522 Sq Ft
  • $706/SF
  • 25 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2007

  110 Anglers Way, Islamorada, FL 33036

  Anglers Reef, Islamorada's Upscale Oceanfront Gated Community, This home is one of the largest 2 bedroom models with over 1500 sq ft of living space. The home features 2 oversized bedrooms, 2.5 bathrooms with a private carport and 3 porches, Upgrades include a metal roof, impact windows & doors, Brazilian cherry hardwood floors upstairs & downstairs. Kitchen includes granite countertops, SS

  Scott Ofstein BHHS Florida Realty

  110 Anglers Way, Islamorada, FL 33036
• 

  

  /25

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,185 Sq Ft

  209 Camelot Dr, Tavernier, FL 33070

  209 Camelot Dr, Tavernier, FL 33070

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