63,743

Monroe County, FL Homes

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  • /70

    $49,900

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

    617 Front St Unit E-43 AB Week 46 Lock, Key West, FL 33040

    Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lock door unit - where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove Café--everything you need for a

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit E-43 AB Week 46 Lock, Key West, FL 33040
  • /8

    $5,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft
    • House for Rent

    22777 Jolly Roger Dr, Summerland Key, FL 33042

    Property Id: 1197908 Long term 12 month lease plus renewable. Canal front pool home with a double fenced in lot. Enough room for all your boats and toys. Large saltwater pool perfect for soaking up the sun and enjoying a peaceful afternoon. The split layout provides privacy with your own separate areas to unwind. Bring your 4 legged family members. Bonus room could be the 4th bedroom or

    22777 Jolly Roger Dr, Summerland Key, FL 33042
  • /10

    $560,000

    Sold Dec 26, 2025

    2433 Linda Ave, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 2,099 Sq Ft
    • Built 1953

    Last Sold Summary

    • 7% Below List Price
    • $267/SF
    • 96 Days On Market

    Current Estimated Value $605,142

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

    2433 Linda Ave, Key West, FL 33040
    • /50

      Est $1,976,112

      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

      • 305 Days On Market

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

  • /47

    $1,199,000

    Under Contract
    • 2 Beds
    • 2.5 Baths
    • 1,238 Sq Ft

    96000 Overseas Hwy Unit A7, Key Largo, FL 33037

    This tastefully updated two-bedroom, two and a half bath townhome in Buttonwood Bay Club is meticulously kept. The welcoming kitchen has gorgeous granite countertops, high-end finishes and flows with the open-concept living and dining area. The impact glass doors lead out to your patio where you can grill, entertain or simply relax. Your own 27' boat slip offers the ultimate in boating

    Agent Photo

    Karol Marsden

    Freewheeler Realty, Inc.

    96000 Overseas Hwy Unit A7, Key Largo, FL 33037
  • /20

    $5,225

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,345 Sq Ft
    • Condo for Rent

    87001 Overseas Hwy Unit SI FL2-ID1539601P, Islamorada, FL 33036

    The advertised rate of $5,226/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 17, 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

    87001 Overseas Hwy Unit SI FL2-ID1539601P, Islamorada, FL 33036
  • /2

    $1,025,000

    Sold Feb 23, 2026

    101 Gulfview Dr Unit 114, Islamorada, FL 33036

    • 3 Beds
    • 2.5 Baths
    • 2,026 Sq Ft
    • Built 2003

    Last Sold Summary

    • 9% Below List Price
    • $506/SF
    • 421 Days On Market

    Current Estimated Value $1,055,922

    Last Listing Agent Judy Rossignol Paradise Florida Keys Real Est

    101 Gulfview Dr Unit 114, Islamorada, FL 33036
    • /5

      Est $3,330,931

      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

      • 48 Days On Market

      Last Listing Agent Pedro Riveiro The Firm Realty Group

  • /28

    $599,000

    $31K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 871 Sq Ft

    1 Spoonbill Way, Key West, FL 33040

    Inside the gates of Key West Golf Club -- the only gated golf course community on the island, with an 18-hole Rees Jones course, two pools, a fitness center, and 24-hour security. This pet-friendly, fully-fenced yard, 2-bedroom, 1.5-bathroom Key West townhome sits on a corner lot with on-street parking and guest parking, steps from the mail, pool, and gym. It lives bigger than most: tile through

    Agent Photo

    Dustan Carpenter

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    1 Spoonbill Way, Key West, FL 33040
  • /20

    $6,820

    Total Monthly Price

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

    28 Merganser Ln Unit SI FL1-ID1545971P, Key West, FL 33040

    The advertised rate of $6,821/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 22, 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

    28 Merganser Ln Unit SI FL1-ID1545971P, Key West, FL 33040
  • /4

    $1,200,000

    Sold Nov 20, 2025

    1108 Whitehead St, Key West, FL 33040

    • Land
    • 3,998 Sq Ft
    • $13,071,268 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Terri Spottswood Truman & Co. (KW)

    1108 Whitehead St, Key West, FL 33040
    • /2

      Est $296,000

      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

  • /33

    $769,000

    $86K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 947 Sq Ft

    104350 Overseas Hwy Unit A-402 & Boat Slip, Key Largo, FL 33037

    Stunning Bayfront Condo in Moon Bay - Fully Furnished with Deeded Boat Slip!Experience the best of waterfront living in this beautifully appointed 2-bedroom, 1.5-bath condo in the sought-after Moon Bay community. This fully furnished unit boasts impact windows and doors, offering breathtaking bay views from the living room, patio, and master bedroom.A boater's dream, the property includes

    Agent Photo

    Philip Kravitz

    Coldwell Banker Schmitt Key Largo

    104350 Overseas Hwy Unit A-402 & Boat Slip, Key Largo, FL 33037
  • /20

    $7,788

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,431 Sq Ft
    • Condo for Rent

    886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042

    The advertised rate of $7,788/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 17, 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

    886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042
  • /33

    $250,000

    Sold Nov 18, 2025

    300 Duck Key Dr Unit 3, Marathon, FL 33050

    • 1 Bed
    • 1 Bath
    • 510 Sq Ft
    • Built 1969

    Last Sold Summary

    • 37% Below List Price
    • $490/SF
    • 226 Days On Market

    Current Estimated Value $273,023

    Last Listing Agent Ellen Gvili Ocean Sotheby's International Realty

    300 Duck Key Dr Unit 3, Marathon, FL 33050
    • 216 Tide Ave, Tavernier, FL 33070

      Est $5,714,375

      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

      • 16 Days On Market

      Last Listing Agent Maria Canto American Caribbean Real Estate

  • /30

    $759,000

    $61K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft

    360 Mahogany Dr, Key Largo, FL 33037

    Motivated sellers, all offers considered. This lovely two-story home is nestled in a lush, tropical setting that evokes the feeling of a private tree house. It offers the perfect blend of warmth, character, and functionality with an extra large garage with double doors. The upper level features 3 bedrooms and 2 bathrooms, highlighted by soaring cathedral ceilings, beautiful hardwood floors, and a

    Agent Photo

    Karol Marsden

    Freewheeler Realty, Inc.

    360 Mahogany Dr, Key Largo, FL 33037
  • /20

    $5,993

    Total Monthly Price

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

    205 Pirates Dr Unit SI ID1546154P, Key Largo, FL 33037

    The advertised rate of $5,993/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 17, 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

    205 Pirates Dr Unit SI ID1546154P, Key Largo, FL 33037
  • /2

    $565,000

    Sold Dec 09, 2025

    278 King Ave, Key Largo, FL 33037

    • 4 Beds
    • 2 Baths
    • 1,632 Sq Ft
    • Built 1999

    Last Sold Summary

    • $346/SF
    • 74 Days On Market

    Last Listing Agent Giovanni Figueroa Giolocation, LLC.

    278 King Ave, Key Largo, FL 33037
    • /2

      Est $741,330

      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

  • /63

    $43,000

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

    617 Front St Unit C-21 Week 22, Key West, FL 33040

    Experience deeded ownership of the same week each year (Week 22) at the highly desirable Galleon Resort. This timeshare offers a fantastic location and some of the most spectacular sunsets in Key West.Filled with light, the unit features a private balcony overlooking the Gulf and Marina. Enjoy views of passing sails and evening cruises, along with warm Gulf breezes and live acoustic music

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    617 Front St Unit C-21 Week 22, Key West, FL 33040
  • /20

    $1,900 Per Month

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

    101 Caloosa St Unit 3, Tavernier, FL 33070

    Property Id: 1167998 1 bed 1 bath furnished apartment in Islamorada (mm89.5), on desirable Plantation Key, available for annual lease. $1900 per month includes electric, water, sewer, trash removal and monthly pest control. Tenant responsible for comcast/internet if desired. Laundromat nearby. Perfect for 1 person, no smoking inside. 1 assigned off-street parking space. $2000 security

    101 Caloosa St Unit 3, Tavernier, FL 33070
  • /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 $1,228,295

    Last Listing Agent AJ Vetter Palm House Real Estate

    301 Woods Ave, Tavernier, FL 33070
    • /43

      Est $687,773

      Not Listed For Sale

      430 80th St, Other City - Keys/Islands/caribbean, FL 33050

      • 3 Beds
      • 2 Baths
      • 1,346 Sq Ft
      • Built 1973
      430 80th St, Other City - Keys/Islands/caribbean, FL 33050

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Jennifer Davis Seafarer Realty LLC

  • /58

    $32,500

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

    617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040

    Top floor Penthouse end unit! Experience premium waterfront ownership with this deeded timeshare week 36 in the highly coveted building at the Galleon Resort. This unit offers one of the most beautiful Key West Sunsets at the resort.The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row views as Coast Guard

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040
  • /20

    $6,617

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,388 Sq Ft
    • Condo for Rent

    31 Palm Dr Unit SI FL1-ID1546457P, Key West, FL 33040

    The advertised rate of $6,618/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 17, 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

    31 Palm Dr Unit SI FL1-ID1546457P, Key West, FL 33040
  • /61

    $2,660,000

    Sold Jun 04, 2026

    1416 White St, Key West, FL 33040

    • 4 Beds
    • 5 Baths
    • 2,458 Sq Ft
    • Built 2004

    Last Sold Summary

    • 8% Below List Price
    • $1,082/SF
    • 94 Days On Market

    Current Estimated Value $2,665,039

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

    1416 White St, Key West, FL 33040
    • /63

      Est $2,038,785

      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

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

  • /68

    $59,900

    $9K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit C54 Penthouse Week 3, Key West, FL 33040

    Experience elevated waterfront ownership with this deeded timeshare in the highly desirable Building C at the Galleon Resort. This penthouse end-corner unit boasts one of the most sought-after spots in the resort, showcasing unobstructed, head-on views of the Gulf of Mexico.The residence features vaulted ceilings, extra windows for enhanced natural light, and multiple balconies designed to

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit C54 Penthouse Week 3, Key West, FL 33040
  • /20

    $19,354

    Total Monthly Price

    • 5 Beds
    • 4.5 Baths
    • 5,198 Sq Ft
    • Condo for Rent

    59720 Overseas Hwy Unit SI FL3-ID1531779P, Marathon, FL 33050

    The advertised rate of $19,354/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 16, 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

    59720 Overseas Hwy Unit SI FL3-ID1531779P, Marathon, FL 33050
  • /46

    $925,000

    Sold Apr 28, 2026

    779 Bostwick Dr, Key Largo, FL 33037

    • 4 Beds
    • 3 Baths
    • 1,812 Sq Ft
    • Built 1995

    Last Sold Summary

    • 3% Below List Price
    • $510/SF
    • 2 Days On Market

    Current Estimated Value $957,117

    Last Listing Agent David Lazcos Real Estate Sales Force, Inc.

    779 Bostwick Dr, Key Largo, FL 33037
    • /2

      Not Listed For Sale

      206 Normandy Dr, Tavernier, FL 33070

      • 3 Beds
      • 2 Baths
      • 1,364 Sq Ft
      • Built 1979
      206 Normandy Dr, Tavernier, FL 33070

      Last Sold Summary

      • 98 Days On Market

      Last Listing Agent William Encinosa W International Realty LLC

  • /58

    $49,900

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

    617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040

    Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lockout unit deeded timeshare week 46- where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040
  • /20

    $9,805

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 1,496 Sq Ft
    • Condo for Rent

    59753 Paradise Place Unit SI ID1602727P, Marathon, FL 33050

    The advertised rate of $9,806/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 10, 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

    59753 Paradise Place Unit SI ID1602727P, Marathon, FL 33050
  • /10

    $450,000

    Sold Oct 24, 2025

    351 20th St, Marathon, FL 33050

    • Land
    • 10,454 Sq Ft
    • $1,875,000 per Acre

    Last Sold Summary

    • 40% Below List Price
    • 126 Days On Market

    Last Listing Agent Greg Dully All Keys Commercial

    351 20th St, Marathon, FL 33050
    • /6

      Est $2,166,121

      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

      Last Listing Agent Joy Martin American Caribbean Real Estate, Christie's International Real Estate

  • /66

    $32,500

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

    617 Front St Unit B-51 Penthouse Week, Key West, FL 33040

    Top floor unit! Experience premium waterfront ownership with this deeded timeshare in the highly coveted building at the Galleon Resort. This unit offers one of the most beautiful Key West Sunsets at the resort.The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row views as Coast Guard vessels and iconic pirate

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit B-51 Penthouse Week, Key West, FL 33040
  • /20

    $11,220

    Total Monthly Price

    • 2 Beds
    • 3 Baths
    • 1,345 Sq Ft
    • Condo for Rent

    629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040

    The advertised rate of $11,220/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 3, 2027. 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

    629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040
  • /36

    $312,000

    Sold Aug 20, 2026

    111 Stirrup Key Woods Rd Unit 2B1, Marathon, FL 33050

    • 2 Beds
    • 1.5 Baths
    • 1,176 Sq Ft
    • Built 1981

    Last Sold Summary

    • 11% Below List Price
    • $265/SF
    • 208 Days On Market

    Current Estimated Value $345,712

    Last Listing Agent Sam Williams Coldwell Banker Schmitt Real Estate Co.

    111 Stirrup Key Woods Rd Unit 2B1, Marathon, FL 33050
    • 13 Garden Cove Dr, Key Largo, FL 33037

      Est $1,019,701

      Not Listed For Sale

      13 Garden Cove Dr, Key Largo, FL 33037

      • 5 Beds
      • 3 Baths
      • 2,400 Sq Ft
      • Built 2024
      13 Garden Cove Dr, Key Largo, FL 33037

      Last Sold Summary

      • 240 Days On Market

      Last Listing Agent Merlin Perez Golden International Realty Corp

Showing Results 81 - 120, Page 3 of 18

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