65,010

Monroe County, FL Homes

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  • /28

    $1,450,000

    Under Contract
    • 4 Beds
    • 2 Baths
    • 2,196 Sq Ft

    174 Corrine Place, Key Largo, FL 33037

    Location, Location, Location. This waterfront 'diamond in the rough' offers an incredible opportunity in the heart of Key Largo with easy ocean access. Situated on a crystal-clear, free-flowing canal, and a spacious 30' cut in boat slip. The canal is truly something special--gorgeous, clear waters teeming with marine life, offering a front-row seat to the natural beauty of the Florida Keys right

    Agent Photo

    Terry Canto

    American Caribbean Real Estate, Christie's International Real Estate

    (844) 684-1940

    174 Corrine Place, Key Largo, FL 33037
  • /20

    $3,225

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,097 Sq Ft
    • Condo for Rent

    124 1st Ct Unit SI ID1545889P, Key Largo, FL 33037

    The advertised rate of $3,226/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 15, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    (888) 341-4484

    124 1st Ct Unit SI ID1545889P, Key Largo, FL 33037
  • /60

    $950,000

    Sold Oct 17, 2025

    76 W Shore Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,028 Sq Ft
    • Built 2001

    Last Sold Summary

    • 13% Below List Price
    • $924/SF
    • 369 Days On Market

    Current Estimated Value $945,746

    Last Listing Agent Cardenas & Krug Team Coastal Collection Real Estate Inc.

    76 W Shore Dr, Summerland Key, FL 33042
    • /2

      Est $806,706

      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

  • /34

    $1,575,000

    $20K PRICE DROP
    • 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 RE Co.

    (645) 230-1445

    22865 Redfish Ln, Summerland Key, FL 33042
  • /8

    $2,300 Per Month

    • Studio
    • 1 Bath
    • Condo for Rent

    34G Miriam St Unit Studio for rent, Stock Island, FL 33040

    Property Id: 2483336Studio for rent with furnished.$2300 per month rent for a person, 2 people $2400, Pet $100 extra.Require security deposit and first month rent to move in.New renovation.10 minutes to downtown Key West.Only good for good background and long term.

    (786) 980-9208

    34G Miriam St Unit Studio for rent, Stock Island, FL 33040
  • /25

    $685,000

    Sold Jun 10, 2025

    2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft
    • Built 1967

    Last Sold Summary

    • 10% Below List Price
    • $908/SF
    • 25 Days On Market

    Current Estimated Value $669,113

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

    2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040
    • /63

      Est $2,086,615

      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

      • 190 Days On Market

  • /18

    $6,000

    $2K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,304 Sq Ft

    6 Calle Dos, Key West, FL 33040

    RENT ONLY!!!AVAILABLE MAY 1ST, 2026 The Rockland Key Resort is an amazing waterfront home only minutes from Key West. This beautifully renovated home is the perfect Keys oasis. Private fenced yard with mature landscape, new artificial turf, lanai, pool, and covered outdoor space. Ideal open floor plan with light-filled spaces overlooking the canal and pool. The kitchen offers stainless steel

    Agent Photo

    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    (645) 300-1139

    6 Calle Dos, Key West, FL 33040
  • /20

    $19,752

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 2,023 Sq Ft
    • Condo for Rent

    536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040

    The advertised rate of $19,752/month is the lowest available price, based on a 30 day(s) stay with a move-in date of December 3, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    (305) 419-2644

    536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040
  • /93

    $2,600,000

    Sold May 18, 2026

    114 Royal Ln, Islamorada, FL 33036

    • 4 Beds
    • 5 Baths
    • 3,467 Sq Ft
    • Built 2026

    Last Sold Summary

    • 13% Below List Price
    • $750/SF
    • 73 Days On Market

    Current Estimated Value $2,379,922

    Last Listing Agent Dominic Rivera Pine River Realty, LLC.

    114 Royal Ln, Islamorada, FL 33036
    • /2

      Est $772,221

      Not Listed For Sale

      151 Atlantic Ave, Tavernier, FL 33070

      • 3 Beds
      • 2 Baths
      • 1,440 Sq Ft
      • Built 1975
      151 Atlantic Ave, Tavernier, FL 33070

  • /42

    $924,900

    $74K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    22954 Buccaneer Ln, Cudjoe 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 Real Estate Co

    (877) 542-8054

    22954 Buccaneer Ln, Cudjoe Key, FL 33042
  • /16

    $3,500 Per Month

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

    30612 23rd Ln, Big Pine Key, FL 33043

    Property Id: 2240886Discover the beauty of Big Pine Key from this delightful 2-bedroom house. With a king bed and a queen bed, guests can relax in comfort. Enjoy the convenience of WiFi, AC, and a washing machine during your stay. The 2 bathrooms are equipped with all of the conveniences of home. Located between the Back Bay and the Ocean. Property sits on an acre lot, enjoy the breezy,

    (786) 574-3854

    30612 23rd Ln, Big Pine Key, FL 33043
  • /3

    $1,090,000

    Sold Jul 16, 2025

    83 Coco Plum Dr, Marathon, FL 33050

    • 6 Beds
    • 4 Baths
    • 2,072 Sq Ft
    • Built 2025

    Last Sold Summary

    • $526/SF
    • 0 Days On Market

    Last Listing Agent Kim Show Coldwell Banker Schmitt Real Estate Co.

    83 Coco Plum Dr, Marathon, FL 33050
    • /6

      Est $2,230,088

      Not Listed For Sale

      241 Pueblo St, Tavernier, FL 33070

      • 3 Beds
      • 3 Baths
      • 2,154 Sq Ft
      • Built 2017
      241 Pueblo St, Tavernier, FL 33070

      Last Sold Summary

      • 52 Days On Market

  • /37

    $899,000

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

    153 Peg Leg Ln, Cudjoe 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 Real Estate Co

    (877) 317-2645

    153 Peg Leg Ln, Cudjoe Key, FL 33042
  • /20

    $3,700 Per Month

    • 3 Beds
    • 2 Baths
    • 1,071 Sq Ft
    • Condo for Rent

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

    Property Id: 2388877Annual Lease. Option to renew excellent Key West location along Smathers Beach. UnfurnishedSpacious 3 Bedroom, 2 Bath at Las Salinas overlooking community pool, private balcony. Washer/dryer in units. Stainless appliances, several upgrades: new HVAC unit, fresh paint, solid wood cabinets, granite countertops, custom Container Store Elfa closets and tankless

    (656) 232-1043

    3930 S Roosevelt Blvd Unit N204, Key West, FL 33040
  • /39

    $325,000

    Sold Jul 11, 2025

    6099 Overseas Hwy Unit 107W, Marathon, FL 33050

    • 1 Bed
    • 1 Bath
    • 445 Sq Ft
    • Built 2003

    Last Sold Summary

    • 26% Below List Price
    • $730/SF
    • 493 Days On Market

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    6099 Overseas Hwy Unit 107W, Marathon, FL 33050
    • /3

      Not Listed For Sale

      33 Judy Place, Key Largo, FL 33037

      • 3 Beds
      • 2 Baths
      • 1,152 Sq Ft
      • Built 1973
      33 Judy Place, Key Largo, FL 33037

      Last Sold Summary

      • 18 Days On Market

  • /43

    $899,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,036 Sq Ft

    420 W Indies Dr, Ramrod Key, FL 33042

    Beautifully renovated canal-front home on an oversized corner lot in the heart of Breezeswept Beach Estates on Ramrod Key, ideally located on one of only two flow-through canals in the neighborhood. This exceptional property offers a rare combination of quality construction, thoughtful upgrades, and excellent boating access The owners spared no expense in the renovation, which includes a

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (833) 737-0483

    420 W Indies Dr, Ramrod Key, FL 33042
  • /20

    $5,306

    Total Monthly Price

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

    398 Burton Dr Unit SI ID1545789P, Tavernier, FL 33070

    The advertised rate of $5,307/month is the lowest available price, based on a 1 month(s) stay with a move-in date of June 9, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    (786) 460-1180

    398 Burton Dr Unit SI ID1545789P, Tavernier, FL 33070
  • /4

    $2,315,000

    Sold Feb 20, 2026

    1309 Petronia St, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,675 Sq Ft
    • Built 1938

    Last Sold Summary

    • 2% Below List Price
    • $1,382/SF
    • 30 Days On Market

    Current Estimated Value $2,301,256

    Last Listing Agent Bobby Coe RE/MAX Keys Connection (KW)

    1309 Petronia St, Key West, FL 33040
    • /46

      Not Listed For Sale

      2 Oakwood Ave, Key Largo, FL 33037

      • 3 Beds
      • 2 Baths
      • 1,484 Sq Ft
      • Built 1991
      2 Oakwood Ave, Key Largo, FL 33037

      Last Sold Summary

      • 62 Days On Market

  • /71

    $2,795,000

    $200K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,913 Sq Ft

    20920 5th Ave W, Summerland Key, FL 33042

    Florida Keys luxury island living at its finest. Welcome to your private slice of tropical island living in coveted Cudjoe Gardens—a true boater's dream set on an oversized double canal-front lot (approx. 15,200 sq. ft.) with an impressive close to 200 feet of concrete seawall. This beautifully designed CBS home offers 4 bedrooms, 3 baths, and nearly 3,000 sq. ft. of living space, thoughtfully

    Agent Photo

    Miriam Novotny

    Compass Florida, LLC

    (877) 939-4083

    20920 5th Ave W, Summerland Key, FL 33042
  • /5

    $1,400 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    2102 Staples Ave, Key West, FL 33040

    Property Id: 1785777Key West, FL (Midtown) - available July 1Private furnished bedroom and bathroom with private entrance for rent for a single person. Room comes furnished including microwave, refrigerator and window AC. Walking distance to the beach.  Ready to move in.$1400 per month - utilities and wi-fi included. 6 month lease. F/L plus $1400 security

    (850) 999-5738

    2102 Staples Ave, Key West, FL 33040
  • /2

    $1,030,000

    Sold Nov 19, 2025

    22521 Jolly Roger Dr, Cudjoe Key, FL 33042

    • 4 Beds
    • 2.5 Baths
    • 1,728 Sq Ft
    • Built 2010

    Last Sold Summary

    • $596/SF
    • 0 Days On Market

    Current Estimated Value $1,108,949

    Last Listing Agent Patti Nickless Coldwell Banker Schmitt RE Co.

    22521 Jolly Roger Dr, Cudjoe Key, FL 33042
    • /24

      Est $1,964,131

      Not Listed For Sale

      108 S Bahama Dr, Marathon, FL 33050

      • 4 Beds
      • Built 2023
      108 S Bahama Dr, Marathon, FL 33050

      Last Sold Summary

      • 187 Days On Market

  • /45

    $849,000

    $76K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    195 W Shore Dr, Summerland Key, FL 33042

    Welcome to a truly unique aviation property in the heart of Summerland Key! Located at the end of the exclusive Summerland Key airstrip on a 12,425 sq. ft. double lot, this concrete block home offers the ultimate blend of sky, sea, and space. Featuring a 37' x 27' airplane hangar, 2-car garage, and expansive driveway, this 3-bedroom, 2-bathroom plus bonus/4th Bedroom residence is tailor-made for

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (844) 619-6402

    195 W Shore Dr, Summerland Key, FL 33042
  • /16

    $2,995

    Total Monthly Price

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

    825 Eaton St Unit C, Key West, FL 33040

    OLD TOWN ACROSS FROM EATON BIKES - 1/1 AVAILABLE JUNE 10. PAYMENT ARRANGEMENTS AVAILABLE.Second floor, PRIVATE entrance and apartment, across from Eaton Bikes. Nice rooms and storage. Ample room for scooters and bikes. W/D coin-operated on premises.Refrigerator, oven, stove and ceiling fans. A/C in living room and bedroom. Newer renovation last year.Looking for long term steady

    825 Eaton St Unit C, Key West, FL 33040
  • /20

    $1,500,000

    Sold Jul 31, 2025

    9922 Aviation Blvd, Marathon, FL 33050

    • 4 Beds
    • 4 Baths
    • 1,666 Sq Ft
    • Built 1980

    Last Sold Summary

    • 20% Below List Price
    • $900/SF
    • 137 Days On Market

    Current Estimated Value $1,524,313

    Last Listing Agent Stanley Rosen The Keyes Company

    9922 Aviation Blvd, Marathon, FL 33050
    • /30

      Not Listed For Sale

      81 Tarpon Basin Dr, Key Largo, FL 33037

      • 2 Beds
      • 1 Bath
      • 470 Sq Ft
      • Built 1965
      81 Tarpon Basin Dr, Key Largo, FL 33037

      Last Sold Summary

      • 8 Days On Market

  • /63

    $3,999,000

    $451K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,479 Sq Ft

    362 E Seaview Dr, Marathon, FL 33050

    If you're searching for the look, feel, and scent of brand-new construction—complete with soaring vaulted ceilings—on exclusive Duck Key, this is the one.This solid concrete waterfront home has been completely reimagined from top to bottom by the current owner, with no expense spared and uncompromising attention to detail throughout. Every major system and finish is brand new, including

    Agent Photo

    Shane Wilson

    Cypress Realty, Inc.

    (305) 770-6567

    362 E Seaview Dr, Marathon, FL 33050
  • /7

    $2,900

    Total Monthly Price

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

    2406 Harris Ave Unit 2406, Key West, FL 33040

    AVAILABLE JUNE 10th, 2026 Charming, unfurnished 2-bedroom, 1-bathroom condo is now available for rent. Large open area, with living room, kitchen and dining. Nestled in a quiet and friendly neighborhood, this home offers everything you need for comfortable and convenient living. With off-street parking. Washer and dryer hook-up. Great yard. $45 Application fee (anyone 18 years of age

    2406 Harris Ave Unit 2406, Key West, FL 33040
  • /56

    $1,725,000

    Sold Jul 11, 2025

    17159 Amberjack Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft
    • Built 1989

    Last Sold Summary

    • 14% Below List Price
    • $1,039/SF
    • 258 Days On Market

    Current Estimated Value $1,733,649

    Last Listing Agent Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    17159 Amberjack Ln, Summerland Key, FL 33042
    • /36

      Not Listed For Sale

      113 1st Ct, Key Largo, FL 33037

      • 2 Beds
      • 2 Baths
      • 800 Sq Ft
      • Built 1964
      113 1st Ct, Key Largo, FL 33037

      Last Sold Summary

      • 147 Days On Market

  • /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

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    (786) 713-8056

    500 Burton Dr Unit 3308, Tavernier, FL 33070
  • /16

    $2,495

    Total Monthly Price

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

    701 124th Street Gulf, Marathon, FL 33050

    Marathon -Ground-Level Keys Retreat with Private Fenced Yard – Walk Everywhere!Enjoy easy island living in this bright and freshly painted 2-bedroom home located on a quiet private road in a fantastic Marathon location.Features Include:Large private fenced yard — perfect for relaxing or entertainingGround-level living with no stairsOcean breezes throughoutBright open

    701 124th Street Gulf, Marathon, FL 33050
  • /33

    $910,000

    Sold Apr 13, 2026

    151 Cutthroat Dr, Summerland Key, FL 33042

    • 2 Beds
    • 2.5 Baths
    • 1,140 Sq Ft
    • Built 1975

    Last Sold Summary

    • 4% Below List Price
    • $798/SF
    • 46 Days On Market

    Current Estimated Value $915,727

    Last Listing Agent Heather Bennett Florida Keys Real Estate Co. (KW)

    151 Cutthroat Dr, Summerland Key, FL 33042
    • /45

      Not Listed For Sale

      62900 Overseas Hwy, Marathon, FL 33050

      • 2 Beds
      • 1.5 Baths
      • 1,216 Sq Ft
      • Built 1975
      62900 Overseas Hwy, Marathon, FL 33050

      Last Sold Summary

      • 294 Days On Market

Showing Results 121 - 160, Page 4 of 18

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