64,804

Monroe County, FL Homes

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  • /30

    $1,275,000

    • 3 Beds
    • 2 Baths
    • 1,826 Sq Ft

    1221 20th St, Key West, FL 33040

    This spacious 3-bedroom, 2-bathroom home is ideal for entertaining and perfectly suited for large family gatherings. Nestled on an oversized, fully fenced corner lot, this tropical oasis features a sparkling saltwater pool, an enclosed garage, and gated parking in the front. A second gated entrance at the rear provides additional space for extra vehicles, an RV, boat, or trailer. The garage also

    Agent Photo

    Jennifer Newman

    Truman & Co. (KW)

    (645) 900-1825

    1221 20th St, Key West, FL 33040
  • /12

    $2,850 per month

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

    9 Bonita Ave, Key Largo, FL 33037

    Charming 2-bedroom, 1-bath elevated home in Key Largo available for long-term lease starting March 1. The home features in-unit laundry, great parking, and a spacious fenced backyard. Small pets will be considered. Utilities are included in the monthly rent.

    Courtney Jeffers Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    9 Bonita 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 $702,368

    Last Listing Agent Beata Sharpe Coldwell Banker Vanguard Realty

    29162 Camellia Ln, Big Pine Key, FL 33043
    • /63

      Est $2,002,545 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,366 Sq Ft

      17057 Bonita Ln W, Sugarloaf Key, FL 33042

      17057 Bonita Ln W, Sugarloaf Key, FL 33042
  • /34

    $625,000

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    27940 Lobster Tail Trail, Summerland Key, FL 33042

    Discover one of the best waterfront buying opportunities in the Lower Keys! This spacious and well-maintained 3-bedroom, 2-bath manufactured home offers incredible value and lifestyle at just $650,000. Inside, you'll find an open floor plan with updated laminate floors, a bright kitchen, and a large primary suite featuring a big bedroom and a relaxing bath with a soaking tub.Outdoors, enjoy 46

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    (645) 218-8749

    27940 Lobster Tail Trail, Summerland Key, FL 33042
  • /12

    $2,950 per month

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

    1209 Pearl St Unit upstairs, Key West, FL 33040

    Lovely upstairs loft style apartment available now for LONG TERM.Located in upper old town Key West, near Bayview Park. Apartment is completely furnished, private full size W/D, gas range, large tiled shower, and covered deck for tropical outside living! All utilities and internet are included in rent! First and last mo rent required to move in. Property is very well maintained, and

    1209 Pearl St Unit upstairs, Key West, FL 33040
  • /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 $857,369

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

    1428 Virginia St, Key West, FL 33040
    • /2

      Est $718,842 Not Listed For Sale

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

      151 Atlantic Ave, Tavernier, FL 33070

      151 Atlantic Ave, Tavernier, FL 33070
  • /15

    $2,899,000

    • Land

    94 Sunrise Dr, Marathon, FL 33050

    Build your dream oceanfront home in the prestigious gated community of Sunrise Isle, a coastal island of just 20 properties located next to beautiful Sombrero Beach in the heart of Marathon. Build anytime you like as the property comes with a deeded City of Marathon Transferrable Building Right subject to the conditions of the City of Marathon. Generous 40,249 sq. ft. ocean and canal front lot (a

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 572-0195

    94 Sunrise Dr, Marathon, FL 33050
  • /68

    $7,500 per month

    • 4 Beds
    • 5 Baths
    • 2,432 Sq Ft
    • House for Rent

    1516 Aqueduct Ln, Key Largo, FL 33037

    Discover coastal living at its finest! This exceptional 4-bed, 3.2-bath canal-front home right next to Adams cut offers over 2,400 sq ft of beautifully designed living space with stunning bay views from wrap-around balconies and a rooftop terrace. Thoughtfully appointed with an elevator, indoor and outdoor kitchens, laundry room, and spacious layouts, this residence is ideal for entertaining and

    Kristal Rivera Diaz LPT Realty, LLC

    1516 Aqueduct Ln, Key Largo, FL 33037
  • /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 $962,664

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

    64 Sombrero Beach Rd, Marathon, FL 33050
    • /6

      Est $2,222,715 Not Listed For Sale

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

      241 Pueblo St, Tavernier, FL 33070

      241 Pueblo St, Tavernier, FL 33070
  • /25

    $979,900

    • 4 Beds
    • 2 Baths
    • 1,943 Sq Ft

    160 Ridge St, Tavernier, FL 33070

    Beautiful corner-lot CBS home in the heart of Plantation Key. This 4-bedroom, 2-bath residence offers 1,964 sq. ft. of living space and is located in the desirable X flood zone. Notable features include impact windows and doors, a spacious open floor plan, and a bonus family room ideal for entertaining or additional living space.The bright interior is filled with natural light, with a functional

    Agent Photo

    Sandra Spaulding

    Coldwell Banker Schmitt Islamorada

    (877) 837-0467

    160 Ridge St, Tavernier, FL 33070
  • /7

    $2,200 per month

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

    1505 White St Unit Efficiency, Key West, FL 33040

    This unit is unique at 1505 White large one bedroom and one bathroom, with private mini deck & outdoor bar sink & grillLocated two blocks from ocean The unit comes furnished and includes air conditioning for climate control. The smoke-free environment ensures a healthy living space. Exterior amenities include a gated entry for added security, a grill for outdoor cooking, and a deck for

    1505 White St Unit Efficiency, Key West, FL 33040
  • /43

    $1,300,000 Sold Mar 14, 2025

    1050 Gulf Dr, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,171 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Below List Price
    • $1,110/SF
    • 24 Days On Market

    Current Estimated Value $1,323,845

    Last Listing Agent Michelle Howerton Brenda Donnelly Real Estate LLC

    1050 Gulf Dr, Summerland Key, FL 33042
    • /42

      Est $2,844,828 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
  • /34

    $1,595,000

    • 3 Beds
    • 2 Baths
    • 1,667 Sq Ft

    22865 Redfish Ln, Summerland Key, FL 33042

    The Best Boating Access in the Lower Keys, hands down!!! The 'Island Life' awaits you in this stunning well thought out custom designed canal front property. This solid CBS home, nestled in lush tropical landscaping, features 3 bedrooms and 2 baths on an oversized 10,200 sq.ft. lot located in the tranquil setting of sought after Cudjoe Ocean Shores. This subdivision is extremely desirable due to

    Agent Photo

    Anneliese Dietrick

    Coldwell Banker Schmitt Lower Keys (KW)

    (645) 241-6029

    22865 Redfish Ln, Summerland Key, FL 33042
  • /6

    $1,900 per month

    • 1 Bath
    • 450 Sq Ft
    • Apartment for Rent

    103365 Overseas Hwy Unit C, Key Largo, FL 33037

    End Unit C Newly Remodeled Studio Apartment featuring all Brand New Black Appliances. Conveniently located close to shopping, schools, restaurants, and more. Move -In Ready.

    Tracey Petrusha Venture Realty Group

    103365 Overseas Hwy Unit C, 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 $1,676,540

    Last Listing Agent Richard Haskins Buy The Keys

    1075 Duval St Unit 1, Key West, FL 33040
    • /3

      Not Listed For Sale

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

      33 Judy Place, Key Largo, FL 33037

      33 Judy Place, Key Largo, FL 33037
  • /40

    $1,300,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,422 Sq Ft

    537 Heck Ave, Summerland Key, FL 33042

    Welcome to island living at its finest. This stunning 3-bedroom, 2-bath canal-front home is packed with every bell and whistle you could want in a Florida Keys retreat. Designed for both comfort and entertaining, the property features a private pool, tiki hut, 3 screened in porches boat lift with direct canal access and close to open water with no bridges. Perfect for days on the water and

    Agent Photo

    Michelle Howerton

    Brenda Donnelly Real Estate LLC

    (786) 410-6602

    537 Heck Ave, Summerland Key, FL 33042
  • /14

    $12,000 per month

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • House for Rent

    309 Calzada de Bougainville, Marathon, FL 33050

    4/2 +dock+Pool+tiki bar. State of the art remodeled kitchen features include fully stocked tools. Private pool heater/chiller. Ample parking for cars and boat trailer just steps to Sombrero Beach, Florida. Dock can accommodate large boat 35-45 ft parallel to dock. New full size washer and dryer, new linens, new pillows and upgraded details throughout Home features high speed internet and

    309 Calzada de Bougainville, Marathon, FL 33050
  • /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 $507,857

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

    Unlisted Address
    • /24

      Est $1,845,396 Not Listed For Sale

      • 4 Beds

      108 S Bahama Dr, Marathon, FL 33050

      108 S Bahama Dr, Marathon, FL 33050
  • /44

    $999,000

    • 3 Beds
    • 3 Baths
    • 1,548 Sq Ft

    108 Jamaica St, Marathon, FL 33050

    Looking for your Florida Keys dream home with space to spread out, soak up the sun, and maybe even tinker with a classic car or two? Welcome to 108 Jamaica Street on Duck Key, a tropical paradise on a double lot with a custom-built CBS home, screened pool, guest house, cistern for watering plants and washing cars, and epic garage. This place was built with love by the current owner and it shows.

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 882-8610

    108 Jamaica St, Marathon, FL 33050
  • /25

    $3,500 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    124 S Bay Harbor Dr, Key Largo, FL 33037

    Annual Rental - Beautiful 3 Bedroom / 3 Bathroom Elegantly remodeled and fully updated! This charming home comes fully furnished and tastefully decorated, featuring a Above ground decked pool and ample parking & access to private Beach & Boat Ramp. Move-in ready — just bring your toothbrush! Conveniently located close to shopping, schools, restaurants, and more. Perfect for anyone looking for

    Tracey Petrusha LoKation

    124 S Bay Harbor Dr, Key Largo, FL 33037
  • /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

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

    500 Burton Dr Unit 4402, Tavernier, FL 33070
    • /30

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 470 Sq Ft

      81 Tarpon Basin Dr, Key Largo, FL 33037

      81 Tarpon Basin Dr, Key Largo, FL 33037
  • /41

    $999,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    22954 Buccaneer Ln, Summerland Key, FL 33042

    Welcome to 22954 Buccaneer Ln, a quintessential Florida Keys waterfront escape. Perfectly positioned on a rare corner canal lot, this property offers 191 feet of concrete dockage with quick, unobstructed access to open water--ideal for serious boaters. The exterior's inviting Keys-style cedar siding blends seamlessly with lush tropical landscaping, creating a relaxed island vibe from the moment

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (645) 230-1509

    22954 Buccaneer Ln, Summerland Key, FL 33042
  • /18

    $5,900 per month

    • 2 Beds
    • 1.5 Baths
    • 850 Sq Ft
    • Townhouse for Rent

    634 Louisa St, Key West, FL 33040

    Newly Renovated Townhome in Prime Old Town Key West located just 3 blocks from the beach! Experience the best of island living in this beautifully renovated 2-bedroom, 1.5-bath end-unit townhouse, perfectly situated in one of Key West's most sought-after neighborhoods. Features include a stunning new kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and a handcrafted

    634 Louisa St, Key West, FL 33040
  • /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 $812,730

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

    214 Golf Club Dr, Key West, FL 33040
    • /36

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 800 Sq Ft

      113 1st Ct, Key Largo, FL 33037

      113 1st Ct, Key Largo, FL 33037
  • /38

    $899,000

    • 3 Beds
    • 2 Baths
    • 1,203 Sq Ft

    153 Peg Leg Ln, Summerland Key, FL 33042

    Super quick ocean access and 60' of concrete dockage from this 3 Bedroom 2 Bath canal front home located just 2 canals over from open water! Plenty of room for all your toys in the oversized 2-Car Garage with overhead doors on both sides. Inside you will find an open floor plan leading out to a full-length Porch overlooking the water for morning coffee or evening cocktails with family and

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (833) 853-7147

    153 Peg Leg Ln, Summerland Key, FL 33042
  • /8

    $1,900 per month

    • 1 Bath
    • 450 Sq Ft
    • Apartment for Rent

    103365 Overseas Hwy Unit A, Key Largo, FL 33037

    End Unit A Newly Remodeled Studio Apartment featuring Brand New White Appliances. Conveniently located close to shopping, schools, restaurants, and more. Move -In Ready.

    Tracey Petrusha Venture Realty Group

    103365 Overseas Hwy Unit A, Key Largo, FL 33037
  • /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 $3,912,881

    Last Listing Agent AJ Vetter Palm House Real Estate

    442 Palm Dr, Islamorada, FL 33036
    • /38

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,255 Sq Ft

      Unlisted Address

      Unlisted Address
  • /37

    $3,600,000

    • 5 Beds
    • 6 Baths
    • 3,667 Sq Ft

    400 Aronovitz Ln, Key West, FL 33040

    Discover a rare investment and lifestyle opportunity at 'Zen Villa,' a prestigious compound anchored in the coveted X-Flood Zone of Old Town, Key West. Spanning a spacious 5,891 SF lot, this unique offering encompasses three distinct residences: the luxurious main estate at 400 Aronovitz Lane and two charming, income-generating cottages at 621 and 623 Whitehead Street.The main residence is a

    Agent Photo

    Damian Vantriglia

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    (786) 699-6375

    400 Aronovitz Ln, Key West, FL 33040
  • /27

    $8,759 per month

    • 6 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Condo for Rent

    87200 Overseas Hwy Unit E4, Islamorada, FL 33036

    Enjoy your 2026 winter, come immerse your body, mind, and soul in soothing waters that surround our Florida Keys paradise. Amazing sandy beaches, sunset fishing pier, new heated pool, and moderized clubhouse.Best community for fun activities! We offer as is bikes, kayaks, and many more amenities. Semi-private backyard. Sleep in 2.5 separate bedrooms, and loft. Nice bedding & towels. 2

    87200 Overseas Hwy Unit E4, Islamorada, FL 33036
  • /39

    $750,000 Sold Apr 07, 2025

    104500 Overseas Hwy Unit A104, Key Largo, FL 33037

    • 2 Beds
    • 2 Baths
    • 1,282 Sq Ft
    • Built 1981

    Last Sold Summary

    • 4% Below List Price
    • $585/SF
    • 119 Days On Market

    Current Estimated Value $796,254

    Last Listing Agent Jamie Engel Coldwell Banker Schmitt Islamorada

    104500 Overseas Hwy Unit A104, Key Largo, FL 33037
    • /45

      Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,216 Sq Ft

      62900 Overseas Hwy, Marathon, FL 33050

      62900 Overseas Hwy, Marathon, FL 33050

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