64,928

Monroe County, FL Homes

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  • /90

    $3,695,000

    • 4 Beds
    • 3.5 Baths
    • 2,050 Sq Ft

    680 Elma Ave, Big Pine Key, FL 33043

    RARE west-facing private estate offering sunset views, owned bay bottom, and exceptional boating access. Welcome to Tarpon Cove, an exclusive retreat located in Big Pine Key, surrounded by the Florida Key Deer Preserve for unmatched privacy and natural beauty.The concrete residence has been meticulously reconstructed through a down-to-the-studs renovation, resulting in a 2023 effective age and is

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    (877) 359-5426

    680 Elma Ave, Big Pine Key, FL 33043
  • /15

    $2,975 per month

    • 1 Bed
    • 1 Bath
    • 368 Sq Ft
    • Property for Rent

    1318 Duncan St Unit 3, Key West, FL 33040

    AVAILABLE MAY 1st. Lease at $2975 per month for a yearly lease. Renovated detached pool view cottage with stainless range and fridge/freezer close to vibrant White St with its cafes and restaurants, gourmet food stores, galleries and yoga studios. A short walk or bike ride to the beaches and the heart of Old Town, the Historic Seaport and Duval Street.....The compound has a large pool shared with

    Rob Severin Rob Severin Real Estate Co

    1318 Duncan St Unit 3, Key West, FL 33040
  • /47

    $2,100,000 Sold Apr 01, 2025

    237 Atlantic Blvd, Key Largo, FL 33037

    • 7 Beds
    • 4 Baths
    • 3,164 Sq Ft
    • Built 1980

    Last Sold Summary

    • 22% Below List Price
    • $664/SF
    • 273 Days On Market

    Current Estimated Value $2,124,470

    Last Listing Agent TEAM Walters Gloria, Rachel and Michae Ocean Sotheby's International Realty

    237 Atlantic Blvd, Key Largo, FL 33037
    • /42

      Est $1,939,595 Not Listed For Sale

      106 Tequesta St, Tavernier, FL 33070

      • 4 Beds
      • 4 Baths
      • 2,800 Sq Ft
      • Built 2022
      106 Tequesta St, Tavernier, FL 33070

      Last Sold Summary

      • 11% Above List Price
      • $621/SF
      • 281 Days On Market

      Last Sold Price $1,740,000

      Last Listing Agent Elsy Gonzalez Golden International Realty

  • /43

    $1,499,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    17152 Marlin Dr, Summerland Key, FL 33042

    Nestled on a very quiet street in the exclusive community Sugarloaf Shores, this beautifully remodeled CBS Pool Home offers the perfect blend of privacy, entertainment and island charm. Situated on a massive 12,700 sq. ft. lot, this property is a lush sanctuary for gardeners and boaters alike. The backyard is a true private resort, designed for the ultimate outdoor lifestyle featuring a heated

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (786) 692-4942

    17152 Marlin Dr, Summerland Key, FL 33042
  • /12

    $2,745 per month

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft
    • House for Rent

    701 124th Street Gulf, Marathon, FL 33050

    March Madness - Get $300 CASH BACK if rented by April 1st, 2026Wonderful Location, Walk to Restaurants and more.Relax and Entertain in your own Private Fenced Yard,Ocean Breezes, Ground level, No Stairs.Clean and Freshly Painted, 2 Large Bedrooms.Tiled Bath with Full Size Tub, Eat in Kitchen.2 Mounted TVs, Washer and Dryer.Sorry No Pets.Long Term Yearly Lease at

    701 124th Street Gulf, Marathon, FL 33050
  • /31

    $750,000 Sold Oct 03, 2025

    1428 Virginia St, Key West, FL 33040

    • 4 Beds
    • 2 Baths
    • 2,236 Sq Ft
    • Built 1933

    Last Sold Summary

    • 16% Below List Price
    • $335/SF
    • 111 Days On Market

    Current Estimated Value $847,899

    Last Listing Agent Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

    1428 Virginia St, Key West, FL 33040
    • /50

      Est $1,887,127 Not Listed For Sale

      129 Bimini Dr, Duck Key, FL 33050

      • 4 Beds
      • 3.5 Baths
      • 3,319 Sq Ft
      • Built 2020
      129 Bimini Dr, Duck Key, FL 33050

      Last Sold Summary

      • 9% Above List Price
      • $520/SF
      • 305 Days On Market

      Last Sold Price $1,725,000

      Last Listing Agent Sheryl Phillips Coldwell Banker Schmitt Real Estate Co.

  • /33

    $360,000

    • Land

    134 S Bay Harbor Dr, Key Largo, FL 33037

    Design Your Dream Island Home in Key LargoAn exceptional opportunity to create your custom retreat in the heart of the Florida Keys. This ready-to-build lot comes with an allocated building permit in hand and approved plans for a beautifully designed 4-bedroom, 3.5-bath residence offering over 1,800 sq. ft. of living space, expansive porches for outdoor living, covered parking, and a private

    Agent Photo

    Terry Canto

    American Caribbean Real Estate, Christie's International Real Estate

    (786) 808-1063

    134 S Bay Harbor Dr, Key Largo, FL 33037
  • /18

    $2,500 per month

    • 2 Beds
    • 1 Bath
    • 650 Sq Ft
    • House for Rent

    156 Marina Ave, Key Largo, FL 33037

    156 Marina is a residential home in Key Largo Beach subdivision -Excellent location - private -2 bed 1 bath unit separate from the main house is now available for rent. One person or a couple Max., tile floors - open area - small kitchen -washer & dryer - parking in the back of the house offers a gate - side entrance - unfurnished - show with appointment -Owner lives in the main house upstairs -

    isabel linowitz Coldwell Banker Schmitt Key Largo

    156 Marina Ave, Key Largo, FL 33037
  • /42

    $699,000 Sold Mar 27, 2025

    29162 Camellia Ln, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,218 Sq Ft
    • Built 1990

    Last Sold Summary

    • $574/SF
    • 11 Days On Market

    Current Estimated Value $719,497

    Last Listing Agent Beata Sharpe Coldwell Banker Vanguard Realty

    29162 Camellia Ln, Big Pine Key, FL 33043
    • /68

      Est $3,068,450 Not Listed For Sale

      127 Marina Ave, Key Largo, FL 33037

      • 4 Beds
      • 3.5 Baths
      • 3,470 Sq Ft
      • Built 2017
      127 Marina Ave, Key Largo, FL 33037

      Last Sold Summary

      • 3% Below List Price
      • $908/SF
      • 97 Days On Market

      Last Sold Price $3,150,000

      Last Listing Agent Pete Riveiro The Firm Realty Group

  • /29

    $839,000

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    22739 Buccaneer Ln, Summerland Key, FL 33042

    Welcome to Cudjoe Key - A prime location in the Lower Florida Keys. If you're looking for the ultimate ''Island Life'' this tropical canal-front home in sought-after Cutthroat Harbor Estates is exactly what you need. Perfectly positioned to embrace the laid-back Keys lifestyle, this property offers the ideal blend of waterfront living, privacy, and island charm. This 2 Bedroom 2 Bath home is

    Agent Photo

    Anneliese Dietrick

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 882-7259

    22739 Buccaneer Ln, Summerland Key, FL 33042
  • /20

    $3,200 per month

    • 2 Beds
    • 2 Baths
    • 722 Sq Ft
    • Condo for Rent

    3655 Seaside Dr Unit 326, Key West, FL 33040

    Gorgeous 2 Bed 2 Full bath approximately 1200 sf. No Pets Allowed. In Key West new town at the Salt Ponds with gorgeous landscaping and decor. It has a large swimming pool, Hot Tub, and lounge area, Tennis courts, walking trails, and various other amenities. The property includes Ceiling fans, refrigerator, garbage disposal, electric range, dish washer, central air, washer and dryer in the home.

    3655 Seaside Dr Unit 326, Key West, FL 33040
  • /33

    $785,000 Sold Apr 03, 2025

    64 Sombrero Beach Rd, Marathon, FL 33050

    • Land

    Last Sold Summary

    • 45% Below List Price
    • 183 Days On Market

    Current Estimated Value $834,183

    Last Listing Agent Monica Barrett Coldwell Banker Schmitt Real Estate Co.

    64 Sombrero Beach Rd, Marathon, FL 33050
    • /10

      Est $783,119 Not Listed For Sale

      57434 Gibson St, Marathon, FL 33050

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft
      • Built 2018
      57434 Gibson St, Marathon, FL 33050

      Last Sold Summary

      • 2% Above List Price
      • $550/SF
      • 405 Days On Market

      Last Sold Price $770,000

      Last Listing Agent Lisa Wiebe Coldwell Banker Schmitt Real Estate Co.

  • /60

    $1,385,000

    • 4 Beds
    • 4 Baths
    • 1,682 Sq Ft

    500 Burton Dr Unit 3308 & 3309, Tavernier, FL 33070

    TWO Condos combined for a total of 4 bedrooms & 4 Bathrooms !! a D model with 2 ocean front balconies and a D-1 with 1 oceanfront balconies for a Triple D !! Both Owners suites have Ocean Views with the 2 guest bedrooms in the back. All Impact Windows & Sliders both condos being sold fully furnished. Direct Ocean Access Marina, Jr. Olympic Heated Pool with Pool Bar. Oceanfront Cafe over looking

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    (645) 231-1894

    500 Burton Dr Unit 3308 & 3309, Tavernier, FL 33070
  • /51

    $3,400 per month

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

    64 Seagate Blvd, Key Largo, FL 33037

    Stunning Waterfront Coastal Retreat - Available April 1 to December 31, 2026 This exceptional ocean-side home captures the true essence of Florida Keys coastal living. Built of solid concrete and perfectly positioned on a deep-water canal, the property offers both comfort and durability, ideal for boating enthusiasts and those seeking a relaxed waterfront lifestyle. Property Highlights Solid

    isabel linowitz Coldwell Banker Schmitt Key Largo

    64 Seagate Blvd, Key Largo, FL 33037
  • /35

    $1,675,000 Sold Jun 02, 2025

    1075 Duval St Unit 1, Key West, FL 33040

    • 2 Beds
    • 2.5 Baths
    • 1,225 Sq Ft
    • Built 1987

    Last Sold Summary

    • $1,367/SF
    • 4 Days On Market

    Current Estimated Value $1,593,301

    Last Listing Agent Richard Haskins Buy The Keys

    1075 Duval St Unit 1, Key West, FL 33040
    • /2

      Est $2,875,250 Not Listed For Sale

      80639 Old Hwy Unit 203, Islamorada, FL 33036

      • 4 Beds
      • 5 Baths
      • 2,539 Sq Ft
      • Built 2020
      80639 Old Hwy Unit 203, Islamorada, FL 33036

      Last Sold Summary

      • 4% Below List Price
      • $1,182/SF

      Last Sold Price $3,000,000

      Last Listing Agent Patti Stanley Coldwell Banker Schmitt Islamorada

  • /45

    $1,099,000 Open Sun 10AM - 12PM

    • 3 Beds
    • 2 Baths
    • 1,398 Sq Ft

    30366 Falcon Ln, Big Pine Key, FL 33043

    Fantastic CBS canal front Pool home on a double lot in Tropical Bay Estates. Entering into the large Great Room you will find soaring wood ceilings and an open floor plan boasting a true chef's Kitchen with stainless steel Viking appliances, gas range, and large granite bar to gather around. The spacious screened in Porch overlooks the water and is the perfect place to enjoy outdoor dining.

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (888) 231-9107

    30366 Falcon Ln, Big Pine Key, FL 33043
  • /8

    $3,950 per month

    • 3 Beds
    • 2 Baths
    • 1,072 Sq Ft
    • Condo for Rent

    3930 S Roosevelt Blvd Unit N204, Key West, FL 33040

    3 BED/ 2BA LAS SALINAS. Long Term Rental 12 mo. With option to renew.UNFURNISHED RENTAL. Photos reflect the home of current tenants who are moving.Open floor plan with pool view. Many updates to the unit. Primary bedroom en-suite.Tenant occupied so a courtesy of 24 hr notice to view property requested.Sorry, no pets per HOA

    3930 S Roosevelt Blvd Unit N204, Key West, FL 33040
  • /2

    $510,000 Sold Sep 08, 2025

    Unlisted Address

    • 3 Beds
    • 2 Baths
    • 972 Sq Ft
    • Built 1989

    Last Sold Summary

    • $525/SF

    Current Estimated Value $509,227

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    Unlisted Address
    • /53

      Est $2,202,893 Not Listed For Sale

      81906 Overseas Hwy, Islamorada, FL 33036

      • 4 Beds
      • 3.5 Baths
      • 1,829 Sq Ft
      • Built 2020
      81906 Overseas Hwy, Islamorada, FL 33036

      Last Sold Summary

      • 7% Above List Price
      • $1,121/SF
      • 13 Days On Market

      Last Sold Price $2,050,000

      Last Listing Agent Marisa Hawayek DK International Rlty Inc.

  • /10

    $425,000

    • Land

    6 Beach Dr, Key West, FL 33040

    Rare DOUBLE LOT on OPEN WATER with BOATING ACCESS and ROGO EXEMPT LETTER IN HAND!! This lot can be cleared providing huge wide water sunset views and the ability to add dockage with shallow boating access. Located in the Saddlebunch Keys, just 10 minutes from all of the superior dining and nightlife of Key West, Florida. Build your dream home now, and enjoy beautiful open water sunset views

    Agent Photo

    Anneliese Dietrick

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 756-8747

    6 Beach Dr, Key West, FL 33040
  • /6

    $2,800 per month

    • 2 Beds
    • 1 Bath
    • 891 Sq Ft
    • Property for Rent

    197 Adobe Casa Court Dr Unit 187, Tavernier, FL 33070

    Super bright and freshly painted duplex located in a peaceful and private area of Key Largo, surrounded by nature. This charming 2-bedroom, 1-bath unit offers an airy feel with plenty of natural light throughout. Enjoy a spacious backyard perfect for relaxing or entertaining, plus covered parking for added convenience. The tranquil setting makes it ideal for anyone looking to embrace the

    Paola Gutierrez Premier Elite Realty Inc.

    197 Adobe Casa Court Dr Unit 187, Tavernier, FL 33070
  • /54

    $660,000 Sold Nov 12, 2025

    500 Burton Dr Unit 4402, Tavernier, FL 33070

    • 2 Beds
    • 2 Baths
    • 826 Sq Ft
    • Built 1991

    Last Sold Summary

    • 8% Below List Price
    • $799/SF
    • 93 Days On Market

    Current Estimated Value $661,656

    Last Listing Agent Tom Rodriguez American Caribbean Real Estate, Christie's International Real Estate

    500 Burton Dr Unit 4402, Tavernier, FL 33070
    • /2

      Not Listed For Sale

      104000 Overseas Hwy Unit 1, Key Largo, FL 33037

      • 3 Beds
      • 3 Baths
      • 2,400 Sq Ft
      • Built 2008
      104000 Overseas Hwy Unit 1, Key Largo, FL 33037

      Last Sold Summary

      • $104/SF

      Last Sold Price $249,900

      Last Listing Agent Kelly Randin RE/MAX

  • /71

    $9,995,000

    • 4 Beds
    • 5 Baths
    • 4,752 Sq Ft

    1355 Coury Dr, Key Colony Beach, FL 33051

    Experience elevated luxury at this oceanfront home in the exclusive Key Colony Beach in the Florida Keys. Situated on an immaculate gated double lot, with a private sandy beach and lush tropical landscaping, this unique property offers unparalleled resort-style amenities! Upon entry into a grand foyer, custom scrolling staircases lead to an opulent great room, highlighting the view of the

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (786) 431-0881

    1355 Coury Dr, Key Colony Beach, FL 33051
  • /12

    $1,550 per month

    • Studio
    • 0.5 Baths
    • 800 Sq Ft
    • Condo for Rent

    13755 Overseas Hwy Unit B, Marathon, FL 33050

    Furnished @ Studio Unit @ with on- site parking with "all utilities paid " access to water on BAY side located with DOC/ BOAT launch ( extra fee's) desirable location near shopping, beaches and local mart. 6 to 1 yr lease. First , last and security deposit required. Admin fee must be paid prior to move in of $100. Call to schedule appointment. NOTE: applications accepted online and NO showing

    13755 Overseas Hwy Unit B, Marathon, FL 33050
  • /18

    $750,000 Sold Jun 17, 2025

    214 Golf Club Dr, Key West, FL 33040

    • 2 Beds
    • 3 Baths
    • 1,120 Sq Ft
    • Built 2000

    Last Sold Summary

    • 19% Below List Price
    • $670/SF
    • 376 Days On Market

    Current Estimated Value $792,624

    Last Listing Agent Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

    214 Golf Club Dr, Key West, FL 33040
    • /62

      Est $5,817,318 Not Listed For Sale

      216 Tide Ave, Tavernier, FL 33070

      • 4 Beds
      • 4.5 Baths
      • 3,600 Sq Ft
      • Built 1985
      216 Tide Ave, Tavernier, FL 33070

      Last Sold Summary

      • 1% Above List Price
      • $1,639/SF
      • 16 Days On Market

      Last Sold Price $5,900,000

      Last Listing Agent Eric Rizzo Ocean Sotheby's International Realty

  • /63

    $2,750,000

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

    112 Leoni Dr, Islamorada, FL 33036

    PRICE IMPROVEMENT!!! 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

    Agent Photo

    Shane Wilson

    Cypress Realty, Inc.

    (786) 882-9199

    112 Leoni Dr, Islamorada, FL 33036
  • /27

    $2,850 per month

    • 2 Beds
    • 2 Baths
    • 983 Sq Ft
    • Condo for Rent

    87455 Old Hwy Unit 124, Islamorada, FL 33036

    Location! Location! Location! Beautiful 2 bedroom 2 bath furnished condo all on one level. Located in oceanfront building in Islamorada. Split bedroom plan, wood cabinets in kitchen as well as stainless steel appliances. Dock available for boat to load and unload. Elevator to first floor. Master has a large balcony and walk in closet. Additional storage unit on main floor. Covered parking, guest

    Anthony Garcia The Keyes Company

    87455 Old Hwy Unit 124, Islamorada, FL 33036
  • /55

    $3,900,000 Sold Sep 16, 2025

    442 Palm Dr, Islamorada, FL 33036

    • 4 Beds
    • 3 Baths
    • 2,058 Sq Ft
    • Built 1977

    Last Sold Summary

    • 11% Below List Price
    • $1,895/SF
    • 179 Days On Market

    Current Estimated Value $3,773,693

    Last Listing Agent AJ Vetter Palm House Real Estate

    442 Palm Dr, Islamorada, FL 33036
    • /2

      Est $788,126 Not Listed For Sale

      51 Riviera Dr, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 651 Sq Ft
      • Built 2011
      51 Riviera Dr, Key West, FL 33040

      Last Sold Summary

      • 1% Below List Price
      • $1,229/SF

      Last Sold Price $800,000

      Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  • /71

    $525,000

    • 2 Beds
    • 1.5 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042

    Canal-front Paradise Awaits! Incredible view from your back deck!Unit 453 in Venture Out.Experience the epitome of waterfront Florida Keys living in this charming two-bedroom, two-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home boasts:* Prime Canal front Location: Enjoy direct access to the water from your private 17 ft seawall.* Community

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate

    (786) 977-2397

    701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042
  • /7

    $2,500 per month

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    196 Lorelane Place Unit Daisy, Key Largo, FL 33037

    Relax and enjoy this beautiful ocean view completely furnished one bedroom one bath apartment. Nice kitchen, living area, large bathroom with sunken tub, washer and dryer inside. Terrace with the best view of the ocean, pool and swaying palm trees. A true paradise. Large heated pool, jacuzzi, fish cleaning station, tiki bar, kayaks, bar-b-cue. Come home from work and enjoy your new home.

    196 Lorelane Place Unit Daisy, Key Largo, FL 33037
  • /43

    $565,000 Sold Mar 06, 2026

    1998 Overseas Hwy Unit 33A, Marathon, FL 33050

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • Built 1983

    Last Sold Summary

    • 10% Below List Price
    • $342/SF
    • 382 Days On Market

    Current Estimated Value $626,354

    Last Listing Agent Andres Moser Keller Williams Realty Premier Properties

    1998 Overseas Hwy Unit 33A, Marathon, FL 33050
    • /63

      Est $1,960,808 Not Listed For Sale

      17057 Bonita Ln W, Sugarloaf Key, FL 33042

      • 3 Beds
      • 3 Baths
      • 2,366 Sq Ft
      • Built 2015
      17057 Bonita Ln W, Sugarloaf Key, FL 33042

      Last Sold Summary

      • 1% Below List Price
      • $835/SF
      • 190 Days On Market

      Last Sold Price $1,975,000

      Last Listing Agent Lisa Swanson The Agency Florida Keys

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