Islamorada, FL Homes

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  /71

  $1,499,999

  • 3 Beds
  • 3 Baths
  • 1,786 Sq Ft

  126 Columbus Dr, Islamorada, FL 33036

  Seller will consider seller financing. Florida Keys waterfront home, offered fully furnished, no homeowners association, 1,786 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

  

  Jessica Wolf

  Luxe Properties, LLC.

  (786) 981-3256

  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.

  (786) 783-6791

  129 Nautilus Dr, Islamorada, FL 33036
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  /55

  $1,375,000 Sold May 30, 2025

  158 Iroquois Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft
  • Built 1977

  Last Sold Summary

  • 19% Below List Price
  • $716/SF
  • 210 Days On Market

  Current Estimated Value $1,605,503

  Last Listing Agent Jessica Wolf Luxe Properties, LLC.

  158 Iroquois Dr, Islamorada, FL 33036
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  /25

  Not Listed For Sale

  145 Westminster Dr, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,579 Sq Ft
  • Built 1976

  145 Westminster Dr, Tavernier, FL 33070

  Last Sold Summary

  • $665/SF
  • 20 Days On Market

  Last Sold Price $1,050,000

  Last Listing Agent Jan Keller Coldwell Banker Schmitt Islamorada
• 

  

  

  /29

  $539,000

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  500 Burton Dr Unit 1202, Tavernier, FL 33070

  Turnkey 2BD/2BA Ocean Pointe Condo - Fully Furnished, Short-Term Rentals Allowed!Welcome to paradise! This beautiful 2-bedroom, 2-bathroom condo in the sought-after Ocean Pointe community offers the perfect blend of luxury, convenience, and income potential. With 826 sq ft of thoughtfully designed living space, this fully furnished, turnkey unit is ready for immediate occupancy or short-term

  

  Philip Kravitz

  Coldwell Banker Schmitt Key Largo

  (786) 686-3080

  500 Burton Dr Unit 1202, Tavernier, FL 33070
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  /19

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • House for Rent

  142 Columbus Dr, Islamorada, FL 33036

  Welcome to your dream home in Islamorada! This stunning single family home boasts 3 bedrooms, 2 bathrooms, and luxurious features such as granite counters, stainless steel appliances, and wood flooring throughout. The ocean access canal allows you to easily dock your boat and explore the crystal-clear waters of the Florida Keys. Step out onto the balcony and take in the breathtaking ocean views,

  

  Marco Torres

  Miami Premier Realty

  (645) 231-2968

  142 Columbus Dr, Islamorada, FL 33036
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  /58

  $848,750 Sold Dec 29, 2025

  264 Lincoln Ave, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 1988

  Last Sold Summary

  • 22% Below List Price
  • $816/SF
  • 315 Days On Market

  Current Estimated Value $867,956

  Last Listing Agent Lauren Dunn Coldwell Banker Schmitt Islamorada

  264 Lincoln Ave, Tavernier, FL 33070
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  /21

  Est $878,916 Not Listed For Sale

  81801 Overseas Hwy Unit 208, Islamorada, FL 33036

  • 1 Bed
  • 1 Bath
  • 840 Sq Ft
  • Built 2010

  81801 Overseas Hwy Unit 208, Islamorada, FL 33036

  Last Sold Summary

  • 5% Above List Price
  • $1,000/SF
  • 117 Days On Market

  Last Sold Price $840,000

  Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
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  /40

  $699,000

  • 2 Beds
  • 2 Baths
  • 841 Sq Ft

  500 Burton Dr Unit 3308, Tavernier, FL 33070

  This Condo grossed $57,987.66 in 2025, with the owners using it all month in February ++ TWO oceanfront balconies with this updated 2/2 D model. Beautiful Ocean Views from the Living room & the Owners Suite. Impact windows and doors , nice tiled floors and tiled walk in showers. Private Cafe & Lounge on the Beach. Pool Bar by the Jr.Olympic Heated pool with 14 person Spa. Marina with direct ocean

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 713-8056

  500 Burton Dr Unit 3308, Tavernier, FL 33070
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  /39

  $4,000 per month

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

  136 Sable Palm Ln, Tavernier, FL 33070

  AVAILABLE NOVEMBER - APRIL Welcome to 136 Sable Palm in Tavernier a cozy waterfront retreat offering the ultimate Florida Keys lifestyle! This charming 2-bedroom, 2-bathroom home is nestled on a finger canal with direct access to the open water. Spacious Outdoor Living - Ideal for entertaining or relaxing by the water. Whether you're a boating enthusiast or looking for a peaceful escape, this

  

  Ashley Kettner

  Tolliver Prince Realty

  (844) 628-8162

  136 Sable Palm Ln, Tavernier, FL 33070
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  /37

  $1,000,000 Sold Nov 26, 2025

  301 Woods Ave, Tavernier, FL 33070

  • 3 Beds
  • 1.5 Baths
  • 1,376 Sq Ft
  • Built 1968

  Last Sold Summary

  • 23% Below List Price
  • $727/SF
  • 155 Days On Market

  Current Estimated Value $1,099,211

  Last Listing Agent AJ Vetter Palm House Real Estate

  301 Woods Ave, Tavernier, FL 33070
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  /28

  Est $507,074 Not Listed For Sale

  200 Wrenn St Unit 406, Tavernier, FL 33070

  • 2 Beds
  • 2 Baths
  • 1,179 Sq Ft
  • Built 1975

  200 Wrenn St Unit 406, Tavernier, FL 33070

  Last Sold Summary

  • 9% Above List Price
  • $394/SF
  • 158 Days On Market

  Last Sold Price $465,000

  Last Listing Agent Brandi Horton Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
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  /66

  $4,695,000

  • 8 Beds
  • 4 Baths
  • 4,681 Sq Ft

  136 San Remo Dr, Islamorada, FL 33036

  Venetian Shores, the premier waterfront community in Islamorada!!! Looking for that larger than life home, well this is it! We have an 8 bedroom, 4 baths a pool, with nearly 5,000 sq. ft. of living area. Quick access to the Atlantic Ocean and Florida Bay with in minutes via Snake Creek. What makes this location unique is the 100 foot wide, deep water canals and what make this property more unique

  

  Shane Wilson

  Cypress Realty, Inc.

  (645) 215-8760

  136 San Remo Dr, Islamorada, FL 33036
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  /8

  $2,400 per month

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

  127 Monroe Dr Unit 1, Tavernier, FL 33070

  Property Id: 1434602Spacious one bedroom one bath full kitchen living room bathroom and washer dryer. Includes all appliances freshly renovated with new cabinets counters floors bathroom vanity sink toilet shower. AC units located in all bedrooms and main living room. Screened patio area overlooking a spacious yard, tiki and Canal cut in beautiful Tavernier.

  127 Monroe Dr Unit 1, Tavernier, FL 33070
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  /40

  $1,100,000 Sold Apr 25, 2025

  88540 Overseas and Boat Slip 37 Hwy Unit 727, Plantation Key, FL 33070

  • 2 Beds
  • 2.5 Baths
  • 1,298 Sq Ft
  • Built 1985

  Last Sold Summary

  • 26% Below List Price
  • $847/SF
  • 157 Days On Market

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

  88540 Overseas and Boat Slip 37 Hwy Unit 727, Plantation Key, FL 33070
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  /57

  Est $822,631 Not Listed For Sale

  88500 Overseas Hwy Unit 502, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,567 Sq Ft
  • Built 1976

  88500 Overseas Hwy Unit 502, Tavernier, FL 33070

  Last Sold Summary

  • 3% Above List Price
  • $508/SF
  • 208 Days On Market

  Last Sold Price $796,200

  Last Listing Agent Terry Canto American Caribbean Real Estate, Christie's International Real Estate
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  /39

  $1,199,000

  • 2 Beds
  • 2 Baths
  • 920 Sq Ft

  319 Woods Ave, Tavernier, FL 33070

  Charming 2-bedroom, 2-bath ground-level canal-front home located in a highly desirable Florida Keys neighborhood.The home features a split floor plan with a one-bedroom, one-bath layout on one side and a separate efficiency with its own bathroom and private entrance on the other--ideal for guests, extended family, or rental income.This property offers great potential to update and transform into

  

  Pierre Bellion

  Ocean Sotheby's International Realty

  (645) 225-2335

  319 Woods Ave, Tavernier, FL 33070
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  /47

  $4,200 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  169 Plantation Dr, Tavernier, FL 33070

  Waterfront Home, Ocean side - a perfect blend of Luxury and Nature in Tavernier**Nestled in a serene residential area, this stunning solid concrete home offers an unparalleled waterfront lifestyle. With easy access to the ocean and set on a wide canal, this property is a true gem for those seeking tranquility and adventure.*Spacious Living: * Enjoy over 2,000 sq ft of thoughtfully designed living

  isabel linowitz Coldwell Banker Schmitt Key Largo

  169 Plantation Dr, Tavernier, FL 33070
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  /44

  $630,000 Sold Jun 16, 2025

  130 Ocean View Dr, Tavernier, FL 33070

  • 3 Beds
  • 1 Bath
  • 1,312 Sq Ft
  • Built 1984

  Last Sold Summary

  • 13% Below List Price
  • $480/SF
  • 158 Days On Market

  Current Estimated Value $674,639

  Last Listing Agent Taylor Engel Coldwell Banker Schmitt R.E.

  130 Ocean View Dr, Tavernier, FL 33070
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  /52

  Est $1,166,055 Not Listed For Sale

  125 N Hammock Rd, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft
  • Built 2019

  125 N Hammock Rd, Islamorada, FL 33036

  Last Sold Summary

  • 6% Above List Price
  • $725/SF
  • 257 Days On Market

  Last Sold Price $1,100,000

  Last Listing Agent James Mooney Jr. Ocean Sotheby's International Realty
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  /50

  $689,000

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

  88181 Old Hwy Unit G21, Islamorada, FL 33036

  Enjoy resort-style living in this spacious, fully furnished 3-bedroom, 2-bath condominium located in the exclusive Coral Harbour Club. This residence features an open and airy floor plan where the kitchen, dining, and living areas blend seamlessly, creating an inviting space ideal for both relaxing and entertaining.The primary suite offers privacy and comfort with a modern en-suite bathroom

  

  Pierre Bellion

  Ocean Sotheby's International Realty

  (866) 764-5429

  88181 Old Hwy Unit G21, Islamorada, FL 33036
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  /20

  $4,000 per month

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • House for Rent

  142 Airstream Ln, Tavernier, FL 33070

  Keep your boat right behind the house(up to 36') on a beautiful bayside canal full of life with manatees, turtles and tarpon. Seconds to open water and easy access to all the beautiful reefs, sandbars and fishing spots Islamorada has to offer.This recently built 2 bedroom, 2 bathroom home is spacious and being offered. furnished. Outside you have a beautiful outdoor living space made for enjoying

  Megan Jones, LLC Coldwell Banker Schmitt Islamorada

  142 Airstream Ln, Tavernier, FL 33070
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  /2

  $978,200 Sold Oct 03, 2025

  132 Riviera Dr, Islamorada, FL 33070

  • 4 Beds
  • 3 Baths
  • 1,943 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Below List Price
  • $503/SF
  • 67 Days On Market

  Last Listing Agent Brent Baris COMMERCIAL PROPERTY BROKERS

  132 Riviera Dr, Islamorada, FL 33070
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  /27

  Est $1,730,987 Not Listed For Sale

  144 Blue Harbor Dr, Tavernier, FL 33070

  • 4 Beds
  • 3 Baths
  • 2,652 Sq Ft
  • Built 2019

  144 Blue Harbor Dr, Tavernier, FL 33070

  Last Sold Summary

  • 14% Above List Price
  • $575/SF
  • 279 Days On Market

  Last Sold Price $1,525,000

  Last Listing Agent Olga Grant Swenson & Ecuyer Realty
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  /30

  $769,000

  • 3 Beds
  • 3 Baths
  • 1,596 Sq Ft

  148 Sunrise Dr, Tavernier, FL 33070

  Ideally located in the heart of Tavernier, this solid CBS home offers peace of mind with a concrete roof and impact windows. The permitted lower-level enclosure provides additional flexibility, while the main living area features a large, open-concept living, dining, and kitchen space, ideal for everyday living and entertaining. Step outside to a spacious, cleared backyard offering privacy with

  

  Lorie LaLonde

  American Caribbean Real Estate, Christie's International Real Estate

  (833) 976-3186

  148 Sunrise Dr, Tavernier, FL 33070
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  /27

  $4,000 per month

  • 3 Beds
  • 2 Baths
  • 2,201 Sq Ft
  • House for Rent

  141 Orchid St, Tavernier, FL 33070

  Beautiful newer construction home available as an annual rental. Designed for indoor & outdoor entertaining. Located on a oversized lot. This property offers plenty of open parking with ample amount of space for boat and/or RV. 2 car garage for covered parking. House consists of 3 spacious bedrooms & 2 bathrooms. Master sweet has a sitting room, his & her walk in closest with built in shelving,

  Hank Pinder Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  141 Orchid St, Tavernier, FL 33070
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  /55

  $3,210,000 Sold Jun 18, 2025

  128 W Plaza Del Sol, Islamorada, FL 33036

  • 6 Beds
  • 3.5 Baths
  • 2,843 Sq Ft
  • Built 1986

  Last Sold Summary

  • 7% Below List Price
  • $1,129/SF
  • 61 Days On Market

  Current Estimated Value $3,423,212

  Last Listing Agent Jessica Pinder

  128 W Plaza Del Sol, Islamorada, FL 33036
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  /47

  Est $821,886 Not Listed For Sale

  129 Navajo St, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,305 Sq Ft
  • Built 1989

  129 Navajo St, Tavernier, FL 33070

  Last Sold Summary

  • 5% Above List Price
  • $602/SF
  • 191 Days On Market

  Last Sold Price $785,000

  Last Listing Agent The Florida Keys Sold Sisters Ocean Sotheby's International Realty
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  /34

  $799,000

  • 4 Beds
  • 2 Baths
  • 1,496 Sq Ft

  102 Harry Harris Dr, Tavernier, FL 33070

  Legal Duplex, Two electric meters, Two water meters, with two mailboxes and plenty of parking. Concrete building with metal roof. Both apartments have been nicely updated inside & out. Mini split AC's with tankless water heaters. Each apartment is 748 sq. ft. Downstairs is rented at $2,450.00 Upstairs is vacant to show & sell !! was asking$$2,650.00 per month. Washer & Dryer in Storage building

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (877) 630-3394

  102 Harry Harris Dr, Tavernier, FL 33070
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  /86

  $28,000 per month

  • 6 Beds
  • 6.5 Baths
  • 4,108 Sq Ft
  • House for Rent

  146 Mockingbird Rd, Islamorada, FL 33070

  Spectacular waterfront residence built in 2021 showcasing exceptional craftsmanship and high-quality materials throughout. This three-story coastal retreat offers 6 bedrooms and 6.5 bathrooms and is perfectly positioned facing west, capturing breathtaking sunset Gulf views while offering enhanced privacy with no rear neighbors. The first floor features a private guest suite, living area with

  Nancy Jimenez Douglas Elliman

  146 Mockingbird Rd, Islamorada, FL 33070
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  /18

  $380,000 Sold Mar 10, 2026

  204 Ocean Blvd, Tavernier, FL 33070

  • Land
  • 0.28 Acre
  • $1,368,000 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 169 Days On Market

  Current Estimated Value $392,171

  Last Listing Agent Katie Raskob Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  204 Ocean Blvd, Tavernier, FL 33070
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  /55

  Est $1,887,954 Not Listed For Sale

  115 Coral Ave, Tavernier, FL 33070

  • 3 Beds
  • 3 Baths
  • 1,188 Sq Ft
  • Built 1979

  115 Coral Ave, Tavernier, FL 33070

  Last Sold Summary

  • 1% Below List Price
  • $1,599/SF
  • 27 Days On Market

  Last Sold Price $1,900,000

  Last Listing Agent Kimberly Gray LoKation Real Estate - Pompano Beach
• 

  

  /54

  $689,000

  • 2 Beds
  • 2 Baths
  • 841 Sq Ft

  500 Burton Dr Unit 3309, Tavernier, FL 33070

  2/2 Condo with the Owners Suite having a beautiful Ocean View. The living and kitchen room having Beautiful ocean views as well. Upgraded condo with Impact windows and sliders, great rental potential. Marina has direct Ocean Access. Jr. Olympic heated pool and 14 person Spa and a Pool bar. Oceanfront Cafe & Lounge overlooking the Marina and the sandy beach with Tiki huts. Lighted Pickle ball &

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (645) 231-0294

  500 Burton Dr Unit 3309, Tavernier, FL 33070
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  /33

  $4,000 per month

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • House for Rent

  125 Dove Lake Dr, Tavernier, FL 33070

  3 bedroom/2 bath upstairs of house. Lovely upstairs portion of house in a desirable family neighborhood in Tavernier. Complete remodel of kitchen and both bathrooms just completed. The house has a completely separate side entrance for the upstairs. Lots of space on the the side of house for boat/trailers. The downstairs is vacant except on weekends and holidays when the owner is there. The Harry

  Natasha Early Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  125 Dove Lake Dr, Tavernier, FL 33070
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  /3

  $910,000 Sold Dec 31, 2025

  81200 Overseas Hwy Unit 7, 8, 9, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,012 Sq Ft
  • Built 1962

  Last Sold Summary

  • $899/SF
  • 0 Days On Market

  Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

  81200 Overseas Hwy Unit 7, 8, 9, Islamorada, FL 33036
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  /65

  Est $1,509,055 Not Listed For Sale

  122 Azalea St, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,640 Sq Ft
  • Built 1963

  122 Azalea St, Tavernier, FL 33070

  Last Sold Summary

  • 8% Above List Price
  • $854/SF
  • 24 Days On Market

  Last Sold Price $1,400,000

  Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
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  /89

  $4,997,000

  • 5 Beds
  • 7 Baths
  • 3,597 Sq Ft

  113 Court Contessa, Islamorada, FL 33036

  Introducing one of the most exceptional homes ever offered in prestigious Port Antigua! Casa Contessa is a 2023 modern coastal estate built by the seller for the seller, with every feature intentionally selected to be top-tier. This 5BR/6.5BA, 3,597 sq ft residence is engineered to perfection with full CBS construction, impact windows/doors, and a true concrete roof.Tucked on a quiet cul-de-sac,

  

  Coby Taylor

  Taylor & Assoc. RE, Inc.

  (645) 238-6287

  113 Court Contessa, Islamorada, FL 33036
• 

  

  /29

  $4,600 per month

  • 3 Beds
  • 3 Baths
  • 1,491 Sq Ft
  • House for Rent

  203 Mohawk St, Tavernier, FL 33070

  UNFURNISHED YEARLY RENTAL. This 3/3 on the canal. Enjoy impact doors and windows, a brand-new AC system, a refreshed kitchen with stainless steel appliances, and a washer/dryer. The spacious laundry/storage room is a bonus. Outside, you'll find 34 feet of concrete dock with a 10,000 lb lift, fully fenced. Separate storage building and a massive Tikihut, perfect for outdoor entertaining! The

  Cecilia Martin EXP Realty LLC

  203 Mohawk St, Tavernier, FL 33070
• 

  

  /19

  $470,000 Sold Apr 07, 2025

  133 Sunrise Dr, Tavernier, FL 33070

  • 2 Beds
  • 1.5 Baths
  • 1,368 Sq Ft
  • Built 1949

  Last Sold Summary

  • 21% Below List Price
  • $344/SF
  • 98 Days On Market

  Current Estimated Value $528,732

  Last Listing Agent Pierre Bellion Ocean Sotheby's International Realty

  133 Sunrise Dr, Tavernier, FL 33070
• 

  

  /97

  Est $583,434 Not Listed For Sale

  87200 Overseas Hwy Unit N9, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,355 Sq Ft
  • Built 1980

  87200 Overseas Hwy Unit N9, Islamorada, FL 33036

  Last Sold Summary

  • 3% Above List Price
  • $417/SF
  • 229 Days On Market

  Last Sold Price $565,000

  Last Listing Agent Robert Valenzuela Century 21 Circle- Islamorada

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