65,010

Monroe County, FL Homes

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  • /32

    $895,000

    $105K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,984 Sq Ft

    31 South Dr, Key Largo, FL 33037

    Discover a rare opportunity in the highly sought-after bayside community of Stillwright Point in Key Largo. This canal-front property offers 60 feet of dockage with immediate access to Blackwater Sound and convenient ocean access via Adams Cut--an ideal setting for avid boaters and water enthusiasts. Built like a fortress, the home features solid concrete construction with a durable concrete

    Agent Photo

    Philip Kravitz

    Coldwell Banker Schmitt Key Largo

    (786) 998-7782

    31 South Dr, Key Largo, FL 33037
  • /20

    $5,618

    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 $5,619/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

    (645) 300-1481

    205 Pirates Dr Unit SI ID1546154P, Key Largo, FL 33037
  • /58

    $848,750

    Sold Dec 29, 2025

    264 Lincoln Ave, Tavernier, FL 33070

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft
    • Built 1988

    Last Sold Summary

    • 22% Below List Price
    • $816/SF
    • 315 Days On Market

    Current Estimated Value $900,941

    Last Listing Agent Lauren Dunn Coldwell Banker Schmitt Islamorada

    264 Lincoln Ave, Tavernier, FL 33070
    • /35

      Est $870,734

      Not Listed For Sale

      5 Kestral Way, Key West, FL 33040

      • 3 Beds
      • 2 Baths
      • 1,320 Sq Ft
      • Built 1997
      5 Kestral Way, Key West, FL 33040

      Last Sold Summary

      • 105 Days On Market

  • /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)

    (645) 231-3562

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

    $5,462

    Total Monthly Price

    • 3 Beds
    • 3 Baths
    • 1,054 Sq Ft
    • Condo for Rent

    394 Burton Dr Unit SI ID1546416P, Tavernier, FL 33070

    The advertised rate of $5,463/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

    (844) 493-8409

    394 Burton Dr Unit SI ID1546416P, Tavernier, FL 33070
  • /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 $2,772,962

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

    1416 White St, Key West, FL 33040
    • /11

      Not Listed For Sale

      14 Ventana Ln, Key West, FL 33040

      • 2 Beds
      • 1.5 Baths
      • 840 Sq Ft
      • Built 1979
      14 Ventana Ln, Key West, FL 33040

      Last Sold Summary

      • 239 Days On Market

  • /28

    $699,999

    $99K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 660 Sq Ft

    1412 Calder Rd, Key Largo, FL 33037

    Rare Waterfront Corner Lot in Cross Key Waterways - Build Your Dream or Enjoy Immediate Access -Discover an exceptional opportunity in the sought-after Cross Key Waterways community in Key Largo. This fully fenced, oversized 5,751 sq. ft. corner lot offers 85 feet of concrete seawall with direct access to Florida Bay. Boaters will appreciate quick ocean access via nearby Adams Cut, along with

    Agent Photo

    Philip Kravitz

    Coldwell Banker Schmitt Key Largo

    (786) 791-7278

    1412 Calder Rd, Key Largo, FL 33037
  • /18

    $5,820

    Total Monthly Price

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

    120 Angela St Unit SI ID1384034P, Key West, FL 33040

    The advertised rate of $5,820/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 2, 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

    (645) 239-2206

    120 Angela St Unit SI ID1384034P, Key West, FL 33040
  • /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 $1,233,470

    Last Listing Agent AJ Vetter Palm House Real Estate

    301 Woods Ave, Tavernier, FL 33070
    • /19

      Est $2,390,318

      Not Listed For Sale

      131 Coco Plum Rd S, Key Largo, FL 33037

      • 4 Beds
      • 4.5 Baths
      • 3,325 Sq Ft
      • Built 2011
      131 Coco Plum Rd S, Key Largo, FL 33037

      Last Sold Summary

      • 86 Days On Market

  • /39

    $1,999,999

    $450K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft

    415 Sombrero Beach Rd, Marathon, FL 33050

    Discover an extraordinary waterfront oasis in the heart of the Florida Keys. Located just moments from the pristine sands of Sombrero Beach, this elegant estate blends modern sophistication with the relaxed charm of coastal living. Designed for the discerning buyer, every detail of this property reflects luxury, comfort, and an unparalleled boating lifestyle. Elevated foundation - permitted for

    Agent Photo

    Tyler Weant

    Keller Williams Key West Compass Realty

    (833) 262-4161

    415 Sombrero Beach Rd, Marathon, FL 33050
  • /20

    $19,500

    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 $19,500/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 4, 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) 952-7654

    59720 Overseas Hwy Unit SI FL3-ID1531779P, Marathon, FL 33050
  • /40

    $975,000

    Sold Jul 03, 2025

    13 Garden Cove Dr, Key Largo, FL 33037

    • 5 Beds
    • 3 Baths
    • Built 2024

    Last Sold Summary

    • 18% Below List Price
    • 240 Days On Market

    Current Estimated Value $1,049,495

    Last Listing Agent Merlin Perez Golden International Realty Corp

    13 Garden Cove Dr, Key Largo, FL 33037
    • /27

      Not Listed For Sale

      115 Long Key Rd, Key Largo, FL 33037

      • 2 Beds
      • 2 Baths
      • 1,360 Sq Ft
      • Built 1999
      115 Long Key Rd, Key Largo, FL 33037

      Last Sold Summary

      • 7 Days On Market

  • /42

    $779,000

    $120K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,666 Sq Ft

    87 Marina Ave, Key Largo, FL 33037

    Watch fireworks from your rooftop deck, relax by your heated and chilled pool, and keep your boat trailered in your own backyard ready to launch at the marina down the street!Welcome to this beautifully maintained 4-bedroom, 3-bathroom home in the highly sought-after Port Largo neighborhood of Key Largo. Offering 1,666 sq ft of bright living space, soaring ceilings, skylights, and a private

    Agent Photo

    Philip Kravitz

    Coldwell Banker Schmitt Key Largo

    (645) 231-3902

    87 Marina Ave, Key Largo, FL 33037
  • /20

    $14,515

    Total Monthly Price

    • 3 Beds
    • 4 Baths
    • 3,595 Sq Ft
    • Condo for Rent

    45 Mutiny Place Unit SI ID1546436P, Key Largo, FL 33037

    The advertised rate of $14,515/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 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

    (844) 660-9834

    45 Mutiny Place Unit SI ID1546436P, Key Largo, FL 33037
  • /43

    $1,000,050

    Sold Oct 02, 2025

    108 Long Ben Dr, Key Largo, FL 33037

    • 3 Beds
    • 3 Baths
    • 2,380 Sq Ft
    • Built 1955

    Last Sold Summary

    • 9% Below List Price
    • $420/SF
    • 176 Days On Market

    Current Estimated Value $1,102,321

    Last Listing Agent Jose Vigo RE/MAX All Keys Real Estate

    108 Long Ben Dr, Key Largo, FL 33037
    • /57

      Est $5,853,280

      Not Listed For Sale

      124 Sunrise Dr, Marathon, FL 33050

      • 5 Beds
      • 5.5 Baths
      • 5,200 Sq Ft
      • Built 2010
      124 Sunrise Dr, Marathon, FL 33050

      Last Sold Summary

      • 53 Days On Market

  • /41

    $625,000

    • 2 Beds
    • 1.5 Baths
    • 947 Sq Ft

    104350 Overseas Hwy Unit A204, Key Largo, FL 33037

    Turnkey Florida Keys Condo with Weekly Rentals Allowed - Fully Furnished in Moon BayThis fully furnished 2BR / 1.5BA condo plus den (3rd sleeping area) in Moon Bay offers 947 sq ft of bright, comfortable living space and is ready for immediate enjoyment or rental income.The unit features stainless steel appliances, impact windows and doors, spacious bedrooms, a private balcony, in-unit

    Agent Photo

    Philip Kravitz

    Coldwell Banker Schmitt Key Largo

    (645) 215-6463

    104350 Overseas Hwy Unit A204, Key Largo, FL 33037
  • /16

    $9,364

    Total Monthly Price

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

    169 Golf Club Dr Unit SI FL1-ID1545690P, Key West, FL 33040

    The advertised rate of $9,365/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 5, 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

    (833) 700-4935

    169 Golf Club Dr Unit SI FL1-ID1545690P, Key West, FL 33040
  • /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 $949,577

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

    779 Bostwick Dr, Key Largo, FL 33037
    • /42

      Est $2,022,664

      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

      • 281 Days On Market

  • /68

    $37,500

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

    617 Front St Unit B-24 Week 45, Key West, FL 33040

    Experience deeded ownership of the same week, each year (Week 45) at the highly desirable Galleon Resort with this premier timeshare opportunity. This unit showcases a wonderful location and some of the most spectacular sunsets in all of Key West.Filled with natural light, the residence also features a private balcony perfectly positioned to capture the stunning waterfront scenery above the

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    (645) 230-4415

    617 Front St Unit B-24 Week 45, Key West, FL 33040
  • /20

    $4,562

    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 $4,563/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 14, 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

    (855) 931-2240

    28 Merganser Ln Unit SI FL1-ID1545971P, Key West, FL 33040
  • /37

    $875,000

    Sold Jan 30, 2026

    16 Flamingo Rd, Key Largo, FL 33037

    • 2 Beds
    • 1.5 Baths
    • 672 Sq Ft
    • Built 1974

    Last Sold Summary

    • 10% Below List Price
    • $1,302/SF
    • 98 Days On Market

    Last Listing Agent Yvette Doherty Coldwell Banker Schmitt Key Largo

    16 Flamingo Rd, Key Largo, FL 33037
    • /50

      Est $2,165,318

      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

  • /55

    $749,000

    • 2 Beds
    • 2 Baths
    • 916 Sq Ft

    500 Burton Dr Unit 4416, Tavernier, FL 33070

    Top Floor End Unit in Building 4 with WOW ocean views !! Two bay windows and the kitchen has a window, all impact too. Largest floor plan at OP. Being sold fully furnished.Marina with direct ocean access, Ocean front Cafe & Lounge, Jr. Olympic Pool with 14 person Spa. Lighted tennis & pickle ball courts. Beach with a boardwalk & gazebo overlooking the Atlantic Ocean.

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    (786) 741-7532

    500 Burton Dr Unit 4416, Tavernier, FL 33070
  • /19

    $3,200 Per Month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    3625 Seaside Dr Unit 25110, Key West, FL 33040

    Property Id: 2572967Escape to Cat Island Suite, a serene, beautifully updated, and well-appointed 2-bedroom condo located in the peaceful Sunrise Suites community on the east side of Key West. Just a mile from the beach, this charming getaway provides the perfect combination of relaxation and adventure. Whether you're lounging by the pool, exploring nearby attractions, or enjoying the

    (645) 300-4830

    3625 Seaside Dr Unit 25110, Key West, FL 33040
  • /10

    $450,000

    Sold Oct 24, 2025

    351 20th St, Marathon, FL 33050

    • Land
    • 10,339 Sq Ft
    • $1,895,745 per Acre

    Last Sold Summary

    • 40% Below List Price
    • 126 Days On Market

    Last Listing Agent Greg Dully RE/MAX All Keys Real Estate

    351 20th St, Marathon, FL 33050
    • /68

      Est $3,344,341

      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

      • 97 Days On Market

  • /30

    $885,000

    $95K PRICE DROP
    • 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 with 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

    Agent Photo

    Sandra Spaulding

    Coldwell Banker Schmitt Islamorada

    (877) 837-0467

    160 Ridge St, Tavernier, FL 33070
  • /17

    $3,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft
    • House for Rent

    1635 Pandorea Ln, Big Pine Key, FL 33043

    Property Id: 2562956One level two bed, two bath open concept floor plan. Separate laundry room and storage area. Wood deck, and concrete dock for boating. Located in the Eden Pines development.

    (959) 666-9604

    1635 Pandorea Ln, Big Pine Key, FL 33043
  • /18

    $170,000

    Sold Aug 25, 2025

    1801 N Roosevelt Blvd, Key West, FL 33040

    • Land
    • 0 Sq Ft

    Last Sold Summary

    • 26% Below List Price
    • 105 Days On Market

    Last Listing Agent Randy Moss Coldwell Banker Schmitt RE Co

    1801 N Roosevelt Blvd, Key West, FL 33040
    • /2

      Est $308,000

      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

  • /67

    $1,435,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,310 Sq Ft

    29562 Saratoga Ave, Big Pine Key, FL 33043

    Embrace island living in your own tropical paradise, where comfort, space, and waterfront access create a remarkable oasis for boating and relaxation. Welcome to Pine Channel Estates, the ultimate destination for anglers and water enthusiasts. Currently operating as a successful vacation rental, this gem is ideal for a second home that can offset some of the annual costs of ownership, and

    Agent Photo

    Ryan Gernaat

    Coldwell Banker Schmitt Lower Keys (KW)

    (833) 404-4618

    29562 Saratoga Ave, Big Pine Key, FL 33043
  • /20

    $7,200

    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 $7,200/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 1, 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

    (786) 833-8476

    886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042
  • /64

    $3,580,000

    Sold Sep 17, 2025

    180 13th St, Key Colony Beach, FL 33051

    • 5 Beds
    • 4.5 Baths
    • 2,741 Sq Ft
    • Built 2022

    Last Sold Summary

    • 7% Below List Price
    • $1,306/SF
    • 276 Days On Market

    Current Estimated Value $3,531,737

    Last Listing Agent Becky Newman Better Homes and Gardens Real Estate Destinations

    180 13th St, Key Colony Beach, FL 33051
    • /62

      Est $5,864,053

      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

Showing Results 81 - 120, Page 3 of 18

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