63,743

Monroe County, FL Homes

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  • /38

    $1,079,000

    $96K PRICE DROP Under Contract
    • 4 Beds
    • 2 Baths
    • 1,948 Sq Ft

    2926 Flagler Ave, Key West, FL 33040

    Welcome to 2926 Flagler Avenue! This single-family home has four bedrooms and two baths, a swimming pool and is nestled on a 6,360 square foot lot located in a wonderful New Town central location. The spacious interior affords you the opportunity to entertain family, friends, and truly relax in comfort. Having been well maintained throughout the years, this CBS home has a v-crimp metal roof,

    Agent Photo

    Terry Garcia

    Keller Williams Key West Compass Realty

    2926 Flagler Ave, Key West, FL 33040
  • /25

    $10,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,575 Sq Ft
    • House for Rent

    125 Gardenia St, Tavernier, FL 33070

    Experience luxury waterfront living in the heart of the Florida Keys! 4 bedrooms and 2 bathrooms. This stunning modern home offers sleek finishes, breathtaking canal views, and direct boating access. Enjoy the spacious outdoor entertainment area, complete with a private dock, lush synthetic turf, and a large jacuzzi—perfect for relaxing under the stars. The upper-level terrace provides an ideal

    Dahiana Rojas de Rojas Canvas Real Estate

    125 Gardenia St, Tavernier, FL 33070
  • /43

    $600,000

    Sold Feb 06, 2026

    601 W Ocean Dr Unit 407, Key Colony Beach, FL 33051

    • 2 Beds
    • 2.5 Baths
    • 1,475 Sq Ft
    • Built 1975

    Last Sold Summary

    • 4% Below List Price
    • $407/SF
    • 78 Days On Market

    Current Estimated Value $600,910

    Last Listing Agent Tracy Chacksfield Berkshire Hathaway HomeServices Keys Real Estate

    601 W Ocean Dr Unit 407, Key Colony Beach, FL 33051
    • /7

      Est $873,400

      Not Listed For Sale

      112 Avenue G, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 2013
      112 Avenue G, Key West, FL 33040

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Jenny Perry Preferred Properties (KW)

  • /40

    $649,000

    $150K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,666 Sq Ft

    104 Sirius Ln, Key West, FL 33040

    Deep Water Dockage just 15 minutes from Key West! This rare corner canal-front property in Tamarac Park offers approximately 152' of dockage with 5' control depth and quick ocean access, a true boater's opportunity. Situated on one of the largest lots in the neighborhood (7,017 sq ft), this 3 Bedroom, 2 Bathroom home features 1,666 sq ft including a dramatic 2-story Great Room addition with

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    104 Sirius Ln, Key West, FL 33040
  • /2

    $3,200 Per Month

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft
    • Condo for Rent

    717 Emma St Unit 717-B Emma, Key West, FL 33040

    Super Cute 2 bed 1 bath downstairs apartment In Old Town Key West.At Historic Key West Annual Rentals, we strive to provide an experience that is cost-effective and convenient. That’s why we provide a Resident Benefits Package (RBP) to address common headaches for our residents. Our program handles pest control, air filter changes, utility set up, credit building and more at a rate of

    717 Emma St Unit 717-B Emma, Key West, FL 33040
  • /41

    $320,000

    Sold Apr 28, 2026

    119 Cortez Dr Unit G11, Islamorada, FL 33036

    • 1 Bed
    • 1 Bath
    • 518 Sq Ft
    • Built 1980

    Last Sold Summary

    • 11% Below List Price
    • $618/SF
    • 34 Days On Market

    Current Estimated Value $328,646

    Last Listing Agent Melissa Nowell Century 21 Circle- Islamorada

    119 Cortez Dr Unit G11, Islamorada, FL 33036
    • /14

      Est $506,799

      Not Listed For Sale

      10 7th St, Key Colony Beach, FL 33051

      • 2 Beds
      • 2 Baths
      • 885 Sq Ft
      • Built 1966
      10 7th St, Key Colony Beach, FL 33051

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Karen Raspe, PA Ocean Sotheby's International

  • /46

    $1,399,000

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

    8 Sadowski Causeway, Key Colony Beach, FL 33051

    Welcome to your waterfront dream home in the heart of Key Colony Beach! This beautifully renovated 3 bedroom, 3 bathroom single-family home is a private tropical retreat. Situated on a wide basin just off the Atlantic, this property is a boater's paradise. Enjoy two private boat slips, a brand new Trex dock, fish cleaning station and a 10,000 lb boat lift. Relax in your own backyard oasis

    Agent Photo

    Natalie Ardis

    Coldwell Banker Schmitt Real E

    8 Sadowski Causeway, Key Colony Beach, FL 33051
  • /26

    $3,100 Per Month

    • 2 Beds
    • 1 Bath
    • House for Rent

    18 Drury Dr, Key Largo, FL 33037

    KEY LARGO LIVING -- SPACE, LOCATION & THE FLORIDA KEYS LIFESTYLE!18 Drury | Key Largo, FL 330372 Bedrooms | 1 BathroomLooking for your own piece of paradise in the Florida Keys? This charming 2-bedroom, 1-bath home combines a convenient Key Largo location with something that's increasingly hard to find -- plenty of outdoor space to enjoy the Keys lifestyle your

    Ernie Echauri RE/MAX All Keys Real Estate

    18 Drury Dr, Key Largo, FL 33037
  • /31

    $390,000

    Sold Jan 21, 2026

    585 116th Street Ocean, Marathon, FL 33050

    • 2 Beds
    • 1.5 Baths
    • 984 Sq Ft
    • Built 1955

    Last Sold Summary

    • 38% Below List Price
    • $396/SF
    • 177 Days On Market

    Current Estimated Value $446,242

    Last Listing Agent Paulette Thompson PA Ocean Sotheby's International

    585 116th Street Ocean, Marathon, FL 33050
    • /24

      Est $542,929

      Not Listed For Sale

      3930 S Roosevelt Blvd Unit S405, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,069 Sq Ft
      • Built 1991
      3930 S Roosevelt Blvd Unit S405, Key West, FL 33040

      Last Sold Summary

      • 59 Days On Market

      Last Listing Agent Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  • /9

    $1,350,000

    $200K PRICE DROP
    • Land
    • 11,325 Sq Ft
    • $5,192,308 per Acre

    248 Pescayo Ave, Marathon, FL 33050

    One of the best buildable lots in the City of Marathon for large boats and immedate ocean access. Can't find the right home? Build your own! 11,354 square foot right on Bonefish Channel with very deep water the Atlantic Ocean just moments away. Dock permit is available with some reconfiguration required. Subject lot, and the adjacent lot 246 Pescayo are also available as a double lot (see listing

    Agent Photo

    Joshua Mothner

    Coldwell Banker Schmitt Real Estate Co.

    248 Pescayo Ave, Marathon, FL 33050
  • /17

    $3,250 Per Month

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

    3655 Seaside Dr Unit 423, Key West, FL 33040

    Available for annual lease starting August 1st, 2026, this 2 bedroom, 2 bathroom fourth-floor condo is located in the desirable SaltPonds community in Key West. The condo offers a comfortable split floor plan, with each bedroom featuring its own ensuite bathroom, making it ideal for privacy and convenience. The primary bedroom also includes a walk-in closet. Enjoy a peaceful view from the

    3655 Seaside Dr Unit 423, Key West, FL 33040
  • /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
    • /39

      Not Listed For Sale

      184 Adobe Casa Court Dr, Tavernier, FL 33070

      • 2 Beds
      • 2 Baths
      • 1,782 Sq Ft
      • Built 2006
      184 Adobe Casa Court Dr, Tavernier, FL 33070

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent Stacey Rook Rook Realty LLC

  • /63

    $3,100,000

    • 2 Beds
    • 3 Baths
    • 1,819 Sq Ft

    361 Avenue D, Summerland Key, FL 33042

    Beach House Paradise in Summerland Key. Nestled in one of the Lower Keys' most desirable oceanside communities, this exceptional oceanfront retreat offers the perfect blend of luxury, privacy, and island living. A charming thatched-covered lanai and custom bamboo-etched glass doors welcome you into an open-concept floor plan where floor to ceiling windows frame breathtaking Atlantic Ocean views.

    Agent Photo

    Stacy Shahan

    Island Real Estate Company Florida Keys

    361 Avenue D, Summerland Key, FL 33042
  • /37

    $7,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,378 Sq Ft
    • House for Rent

    2 Sexton Cove Rd, Key Largo, FL 33037

    Seasonal Rental Available - Your Winter Escape in the Florida Keys!Available September 1 through March 31, this beautifully maintained 3-bedroom, 2-bath home offers the perfect seasonal retreat.Enjoy 45 feet of dockage, a sparkling pool, spacious patio, and an inviting outdoor barbecue and entertaining area. The home is fully furnished and move-in ready, providing everything you need for

    Yvette Doherty Coldwell Banker Schmitt Key Largo

    2 Sexton Cove Rd, Key Largo, FL 33037
  • /108

    $7,400,000

    Sold Nov 21, 2025

    126 Calle Ensueno, Marathon, FL 33050

    • 7 Beds
    • 6.5 Baths
    • 8,306 Sq Ft
    • Built 1981

    Last Sold Summary

    • 13% Below List Price
    • $891/SF
    • 385 Days On Market

    Current Estimated Value $6,257,722

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

    126 Calle Ensueno, Marathon, FL 33050
    • /31

      Est $775,006

      Not Listed For Sale

      182 Adobe Casa Ct Dr Unit 182-184, Key Largo, FL 33037

      • 4 Beds
      • 2 Baths
      • 1,782 Sq Ft
      • Built 2006
      182 Adobe Casa Ct Dr Unit 182-184, Key Largo, FL 33037

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Jeannine Cook Rook Realty

  • /52

    $2,099,000

    $200K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,945 Sq Ft

    1040 81st Street Ocean, Marathon, FL 33050

    Enjoy sweeping ocean views from this beautifully designed Coastal Modern waterfront home in the heart of Marathon. Built with both style and durability in mind, this 3 Bedroom, 2 Bath CBS residence features concrete walls, floors, and roof, along with impact windows and doors for added peace of mind. Inside, oversized tile flooring and a bright open-concept layout create a clean, contemporary

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    1040 81st Street Ocean, Marathon, FL 33050
  • /11

    $1,500 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    3430 Eagle Ave, Key West, FL 33040

    We are offering one bedroom with a shared bathroom in this 4 bedroom duplex. This duplex has a shared kitchen for the 4 bedrooms. This bedroom shares fridge and bathroom with unit 7. This furnished unit includes tv, 2 dressers, and bed The shared kitchen has a stove, assign cabinet space, and kitchen sink. There is a coin operated laundry on site. THIS IS ONLY FOR ONE PERSON

    3430 Eagle Ave, Key West, FL 33040
  • /51

    $890,000

    Sold May 07, 2026

    134 Arctic Ave, Tavernier, FL 33070

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Below List Price
    • $824/SF
    • 50 Days On Market

    Current Estimated Value $864,279

    Last Listing Agent Lauren Dunn Coldwell Banker Schmitt Islamorada

    134 Arctic Ave, Tavernier, FL 33070
    • /38

      Est $1,280,693

      Not Listed For Sale

      2600 Overseas Hwy Unit 37, Marathon, FL 33050

      • 3 Beds
      • 2.5 Baths
      • 1,320 Sq Ft
      • Built 2004
      2600 Overseas Hwy Unit 37, Marathon, FL 33050

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Rene Mahfood Compass Florida LLC

  • /48

    $1,199,000

    $151K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    24347 Caribbean Dr W, Summerland Key, FL 33042

    Welcome to Summerland Key Cove! This beautifully home is perfectly situated on a deep-water canal with excellent boating access. Boaters will appreciate the new 17,000-lb boat lift and a quick ride to Looe Key, American Shoal, and the Adolf Bush wreck.The 1232 sq ft home sits on a 6,000 sq ft lot and features hurricane-impact windows, offering peace of mind and energy efficiency. The home has

    Agent Photo

    Shirley Carey

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    24347 Caribbean Dr W, Summerland Key, FL 33042
  • /12

    $5,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft
    • House for Rent

    94825 Overseas Hwy Unit 8, Key Largo, FL 33037

    Benson Charles Help You Save Realty

    94825 Overseas Hwy Unit 8, Key Largo, FL 33037
  • /44

    $980,000

    Sold Jul 13, 2026

    599 30th St, Marathon, FL 33050

    • 3 Beds
    • 2 Baths
    • 1,537 Sq Ft
    • Built 2010

    Last Sold Summary

    • 2% Below List Price
    • $638/SF
    • 246 Days On Market

    Current Estimated Value $980,236

    Last Listing Agent Stephany Duvall Engel & Völkers Islamorada

    599 30th St, Marathon, FL 33050
    • /3

      Est $975,915

      Not Listed For Sale

      30830 Watson Blvd Unit A & B, Big Pine Key, FL 33043

      • 5 Beds
      • 2 Baths
      • 2,400 Sq Ft
      • Built 1975
      30830 Watson Blvd Unit A & B, Big Pine Key, FL 33043

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Dave Wiley Coldwell Banker Schmitt Real Estate Co. (KW)

  • /85

    $1,060,000

    Under Contract
    • 3 Beds
    • 3 Baths
    • 1,320 Sq Ft

    20 Kingfisher Ln, Key West, FL 33040

    At the end of wide, quiet cul-de-sac, life naturally slows, sunsets linger, 20 Kingfisher reveals itself as a private island retreat @ KW Golf Club. Inviting brick walkway, lush tropical landscaping, river rock, lead to freshly painted front steps, welcoming front veranda that set the tone, refined, thoughtfully cared for. This home feels loved the moment you arrive. Inside, warmth &

    Agent Photo

    Robin Mitchell

    Keller Williams Key West Compass Realty

    20 Kingfisher Ln, Key West, FL 33040
  • /15

    $3,250 Per Month

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

    3635 Seaside Dr Unit 406, Key West, FL 33040

    Two bedroom, two bathroom fourth floor condo in SaltPonds with a peaceful view from the balcony. Available on September 1st on an annual lease. Split floorplan, each bedroom has bathroom ensuite, primary bedroom has a walk-in closet. Tile in living areas, recently replaced carpet in the bedrooms. Washer/dryer in unit. Storage area and covered parking space for one vehicle.

    3635 Seaside Dr Unit 406, Key West, FL 33040
  • /2

    $680,000

    Sold Aug 06, 2026

    251 Cuba Rd, Tavernier, FL 33070

    • 2 Beds
    • 2 Baths
    • 1,322 Sq Ft
    • Built 2022

    Last Sold Summary

    • 9% Below List Price
    • $514/SF
    • 191 Days On Market

    Current Estimated Value $701,520

    Last Listing Agent Claire Johnson Exit Realty Florida Keys TAV

    251 Cuba Rd, Tavernier, FL 33070
    • /3

      Est $257,210

      Not Listed For Sale

      325 Calusa St Unit 386, Key Largo, FL 33037

      325 Calusa St Unit 386, Key Largo, FL 33037

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Susan Kay Holler, PA American Caribbean Real Estate, Christie's International Real Estate

  • /42

    $530,000

    $20K PRICE DROP Under Contract
    • 3 Beds
    • 1 Bath
    • 988 Sq Ft

    30372 Palm Dr, Big Pine Key, FL 33043

    This 12,500 sq. ft. double lot offers ample parking and room to add a pool, garage, tiki hut, or more. In 2022, the current owner added a metal roof, impact-resistant windows and doors, and Mitsubishi mini-split A/C units. Inside, the home features a spacious great room, three bedrooms, one updated bath, and tile floors throughout. Outside, you'll find a solar light garden, a raised storage shed

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    30372 Palm Dr, Big Pine Key, FL 33043
  • /36

    $2,750 Per Month

    • 2 Beds
    • 1 Bath
    • 776 Sq Ft
    • Apartment for Rent

    5301 Ocean Terrace Unit 7, Marathon, FL 33050

    Turnkey island getaway in the heart of Marathon! This charming 2 bedroom, 1bath home comes fully furnished and ready for immediate enjoyment. HOA redid all the piping throughout the building, HOA includes pool usage and Boat slips of 28ft. Come see this unit today and enjoy the outdoor area with an amazing canal view. Conveniently located just minutes from Sombrero Beach and major shopping

    Marilys Grau Realty One Group Evolution

    5301 Ocean Terrace Unit 7, Marathon, FL 33050
  • /36

    $1,300,000

    Sold Nov 14, 2025

    435 121st Street Gulf, Marathon, FL 33050

    • 3 Beds
    • 3 Baths
    • 1,731 Sq Ft
    • Built 1981

    Last Sold Summary

    • 19% Below List Price
    • $751/SF
    • 252 Days On Market

    Current Estimated Value $1,405,934

    Last Listing Agent Jessica Boyanton P.A. LPT Realty, LLC

    435 121st Street Gulf, Marathon, FL 33050
    • /2

      Est $1,020,666

      Not Listed For Sale

      501 9th St, Key Colony Beach, FL 33051

      • 2 Beds
      • 2 Baths
      • 1,260 Sq Ft
      • Built 1986
      501 9th St, Key Colony Beach, FL 33051

  • /25

    $445,000

    $50K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 620 Sq Ft

    140 Gumbo Limbo Dr, Key Largo, FL 33037

    Rare Redevelopment Opportunity in Key Largo! Situated on two oversized corner lots totaling 10,500 square feet, this unique property offers exceptional flexibility for investors, builders, or anyone looking to create their dream Florida Keys retreat.Included is a ROGO-Exempt Letter, allowing you to bypass the lengthy ROGO allocation process and immediately replace the existing home with a

    Agent Photo

    Terry Canto

    American Caribbean Real Estate, Christie's International Real Estate

    140 Gumbo Limbo Dr, Key Largo, FL 33037
  • /15

    $2,800 Per Month

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

    2601 S Roosevelt Blvd, Key West, FL 33040

    Key West by the Sea Rentals & Sales, Inc. presents this top-floor unit in the desirable "B" building, offering breathtaking direct beach and ocean views. This 1-bedroom, 1-bathroom condo features an updated kitchen and mini-split ACs for comfort. Located right across from Smathers Beach, you'll enjoy the ultimate Key West lifestyle with stunning sunrises and the soothing sounds of the

    2601 S Roosevelt Blvd, Key West, FL 33040
  • /39

    $200,000

    Sold Nov 25, 2025

    1466 Overseas Hwy Unit 5, Marathon, FL 33050

    • Built 1975

    Last Sold Summary

    • 11% Below List Price
    • 223 Days On Market

    Last Listing Agent Joshua Mothner Coldwell Banker Schmitt Real Estate Co.

    1466 Overseas Hwy Unit 5, Marathon, FL 33050
    • /50

      Not Listed For Sale

      65821 Overseas Hwy Unit 287 & 288, Long Key, FL 33001

      65821 Overseas Hwy Unit 287 & 288, Long Key, FL 33001

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Hayder Raja Marlin Realty, Inc.

Showing Results 281 - 320, Page 8 of 18

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