65,633

Monroe County, FL Homes

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  • /62

    $1,499,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,587 Sq Ft

    22410 Jolly Roger Dr, Summerland Key, FL 33042

    Welcome to your oceanfront retreat on Cudjoe Key, where panoramic wide open ocean views, exceptional outdoor living, and easy boating access come together to create the quintessential Florida Keys lifestyle. Built on a lot and a half with durable CBS construction, this inviting 2-bedroom, 2-bath, 1,587 sq. ft. home is perfectly positioned to take advantage of its spectacular waterfront setting.

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    22410 Jolly Roger Dr, Summerland Key, FL 33042
  • /57

    $14,000 Per Month

    • 5 Beds
    • 4 Baths
    • 6,252 Sq Ft
    • Apartment for Rent

    112 Avenue D Unit 1, Marathon, FL 33050

    Experience coastal living at its finest in this brand-new luxury home in the heart of Marathon, Florida. Blending modern elegance with island charm, this residence offers 110 feet of direct water frontage and immediate ocean access, perfect for boating, fishing, and soaking in the views. Enjoy an open-concept layout with designer finishes, a chef’s kitchen with quartz countertops and premium

    Andres Cepero Element Real Estate Group

    112 Avenue D Unit 1, Marathon, FL 33050
  • /5

    $725,000

    Sold Jul 30, 2025

    19462 Canal Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,394 Sq Ft
    • Built 1990

    Last Sold Summary

    • 6% Below List Price
    • $520/SF
    • 3 Days On Market

    Current Estimated Value $740,553

    Last Listing Agent Jacqui Norman Berkshire Hathaway HomeServices Knight & Gardner Realty

    19462 Canal Dr, Summerland Key, FL 33042
    • /15

      Not Listed For Sale

      8 Calico Jack Circle Cir, Verifying, FL 33042

      8 Calico Jack Circle Cir, Verifying, FL 33042

      Last Sold Summary

      • 18 Days On Market

  • /100

    $29,500,000

    • 6 Beds
    • 6 Baths
    • 3,104 Sq Ft

    79775 Overseas Hwy, Islamorada, FL 33036

    A once-in-a-lifetime opportunity to own one of South Florida's most iconic properties.Welcome to Tea Table Key, a breathtaking 15-acre private island estate, accessible by car or by boat, located just minutes from downtown Islamorada and directly across from the famous Alligator Reef Lighthouse. Surrounded by vivid turquoise waters, this extraordinary sanctuary offers complete privacy and a

    Agent Photo

    Pierre-Marc Bellion

    Ocean Sotheby's International Realty

    79775 Overseas Hwy, Islamorada, FL 33036
  • /41

    $7,500 Per Month

    • 4 Beds
    • 3 Baths
    • 2,581 Sq Ft
    • House for Rent

    103 Starfish Ln, Tavernier, FL 33070

    Awesome view of the Bay from the Chickee Hut Dock to Full Roof Top Patio. 2 story Large Master Bedroom with Steam Shower. Concrete L shaped dock with 15,000 lb lift. There is also a cocktail pool to enjoy after a day out on the water. Ready for your families dream vacation in the Florida Keys. Fantastic Neighbors and Neighborhood. Great water access!! King bed in main bedroom queen beds in the

    George Matter EXP Realty LLC

    103 Starfish Ln, Tavernier, FL 33070
  • /57

    $995,000

    Sold Jun 01, 2026

    949 Plantation Rd, Key Largo, FL 33037

    • 4 Beds
    • 3 Baths
    • 1,502 Sq Ft
    • Built 2018

    Last Sold Summary

    • 5% Below List Price
    • $662/SF
    • 35 Days On Market

    Current Estimated Value $1,044,128

    Last Listing Agent Matvei Miranda Legacy Group Real Estate, LLC.

    949 Plantation Rd, Key Largo, FL 33037
    • /55

      Not Listed For Sale

      101551 Overseas Hwy Unit 64, Key Largo, FL 33037

      • 1 Bed
      • 1 Bath
      • 640 Sq Ft
      • Built 1984
      101551 Overseas Hwy Unit 64, Key Largo, FL 33037

      Last Sold Summary

      • 3 Days On Market

  • /50

    $899,000

    • 3 Beds
    • 2.5 Baths
    • 1,518 Sq Ft

    87 Sirius Ln, Key West, FL 33040

    Welcome to your Geiger Key retreat, where exceptional boating, thoughtful updates, and island charm come together just 10 miles from Key West. This beautifully updated 3-bedroom, 3-bath home offers 1,518 sq. ft. of comfortable living space, designed for those who want to spend as much time on the water as they do relaxing at home. Inside, a bright, inviting interior is enhanced by modern coastal

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    87 Sirius Ln, Key West, FL 33040
  • /90

    $15,000 Per Month

    • 3 Beds
    • 3 Baths
    • 4,503 Sq Ft
    • House for Rent

    601 Cuda Ln, Key Largo, FL 33037

    FEEL LIKE YOU LIVE ON YOUR OWN ISLAND! Large equipped oceanfront home that can accommodate a large family or 2-3 families | up to 14 people.OCEANFRONT PARADISE & Key Largo at its VERY BEST! Private gated oceanfront retreat w/PRIVATE fishing pier, deep water dockage w/direct ocean access, new pool, hot tub, gazebo/harbor w/fire pit, 3 balconies facing the ocean, several areas to sun bath & enjoy

    Ray and Jenise Hinds The Keyes Company

    601 Cuda Ln, Key Largo, FL 33037
  • /27

    $300,000

    Sold Nov 26, 2025

    27983 Snapper Ln, Little Torch Key, FL 33042

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft
    • Built 1987

    Last Sold Summary

    • 9% Below List Price
    • $446/SF
    • 60 Days On Market

    Last Listing Agent Sandra Dolowy KeyIsle Realty

    27983 Snapper Ln, Little Torch Key, FL 33042
    • /26

      Est $554,822

      Not Listed For Sale

      1209 William St Unit 7, Key West, FL 33040

      • 1 Bed
      • 1 Bath
      • 486 Sq Ft
      • Built 1928
      1209 William St Unit 7, Key West, FL 33040

      Last Sold Summary

      • 9 Days On Market

  • /2

    $30,000

    $20K PRICE DROP
    • Land
    • 6,969 Sq Ft
    • $187,500 per Acre

    0 Bk 15 Lt 5 Unit 619550, Cudjoe Key, FL 33042

    Still time to submit to receive 2 points into ROGO. Tier 3 lot in Cudjoe Key for ROGO Donation use. NO Building or RV allowed on this lot. Will receive 2 points - Letter attach 2 additional lots available each for $40,000

    Agent Photo

    Terry Canto

    American Caribbean Real Estate, Christie's International Real Estate

    0 Bk 15 Lt 5 Unit 619550, Cudjoe Key, FL 33042
  • /71

    $6,500 Per Month

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

    1516 Aqueduct Ln Unit 1, 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 Unit 1, Key Largo, FL 33037
  • /61

    $2,550,000

    Sold Jan 30, 2026

    3620 Sunrise Dr, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,841 Sq Ft
    • Built 1963

    Last Sold Summary

    • 4% Below List Price
    • $1,385/SF
    • 17 Days On Market

    Current Estimated Value $2,578,429

    Last Listing Agent Zainya Zimmerer Berkshire Hathaway HomeServices Knight & Gardner Realty

    3620 Sunrise Dr, Key West, FL 33040
    • /25

      Est $723,987

      Not Listed For Sale

      1324 Seminary St Unit B, Key West, FL 33040

      • 2 Beds
      • 1 Bath
      • 744 Sq Ft
      • Built 1913
      1324 Seminary St Unit B, Key West, FL 33040

      Last Sold Summary

      • 14 Days On Market

  • /49

    $2,999,999

    $191K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,863 Sq Ft

    1501 White St, Key West, FL 33040

    Key West Oasis - A Tropical Compound Steps from the Sea. House, Pool & Guest Retreat located near by Casa Marina and steps from Old Town. Welcome to your own private tropical compound just blocks from the beach, tennis and pickleball courts, and the iconic White Street Pier where you're perfectly positioned for sunrise strolls, sunset views, and everything in between. Nestled on a lush corner lot

    Agent Photo

    Miriam Novotny

    Compass Florida, LLC

    1501 White St, Key West, FL 33040
  • /37

    $13,000 Per Month

    • 4 Beds
    • 4 Baths
    • House for Rent

    2214 Seidenberg Ave, Key West, FL 33040

    Welcome to your luxurious oasis in Key West, where modern comfort meets tropical paradise. This stunning new construction home features four spacious bedrooms, each with an en suite bathroom. Lushly landscaped grounds, this 5,700 square foot property offers plenty of room to unwind and enjoy the beauty of the island.Imagine starting your day with a refreshing swim in the large, private, heated

    Paige Bethel Island Home Realty Inc.

    2214 Seidenberg Ave, Key West, FL 33040
  • /23

    $650,000

    Sold Dec 30, 2025

    129 S Rd, Upper Matecumbe Key Islamorada, FL 33036

    • 2 Beds
    • 1 Bath
    • 882 Sq Ft
    • Built 1958

    Last Sold Summary

    • 27% Below List Price
    • $737/SF
    • 118 Days On Market

    Current Estimated Value $683,504

    Last Listing Agent Wiebke Westedt LoKation Real Estate - Pompano Beach

    129 S Rd, Upper Matecumbe Key Islamorada, FL 33036
    • /42

      Est $1,389,900

      Not Listed For Sale

      814 30th Street Ocean Street Ocean, Marathon, FL 33050

      • 4 Beds
      • 3 Baths
      • 2,466 Sq Ft
      • Built 1963
      814 30th Street Ocean Street Ocean, Marathon, FL 33050

      Last Sold Summary

      • 77 Days On Market

  • /42

    $325,000

    Under Contract
    • 1 Bed
    • 1 Bath
    • 552 Sq Ft

    282 Scorpio Ln, Key West, FL 33040

    Waterfront opportunity on laid-back Geiger Key! Enjoy the 'Key West' address at a mere fraction of the cost. This property offers 52 ft. concrete dockage and seawall along a clean, turquoise swimming canal. Ready for your skiff, kayaks, or paddleboards! Investment is calling, speaking DIRECTLY to the CASH BUYER seeking a true FL Keys lifestyle--boating, outdoor living, and steady coastal breezes.

    Agent Photo

    Robin Mitchell

    Keller Williams Key West Compass Realty

    282 Scorpio Ln, Key West, FL 33040
  • /24

    $2,500 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,024 Sq Ft
    • Apartment for Rent

    300 Ocean Dr Unit 20, Key Largo, FL 33037

    Quaint and comfortable condo located in the heart of Key Largo! This 2 bedroom, 1.5 bath is newly upgraded with granite countertops, Nest Smart thermostat, and LED retractable ceiling fans with remote control. Each bedroom has its own balcony and plenty of storage space! Unit is located on the 2nd floor, corner unit, and comes with accordion shutters for all windows. Within walking distance to

    300 Ocean Dr Unit 20, Key Largo, FL 33037
  • /104

    $12,000,000

    Sold Feb 13, 2026

    19 Avacado St, Islamorada, FL 33036

    • 5 Beds
    • 7 Baths
    • 5,489 Sq Ft
    • Built 2017

    Last Sold Summary

    • 7% Below List Price
    • $2,186/SF
    • 26 Days On Market

    Current Estimated Value $7,997,928

    Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

    19 Avacado St, Islamorada, FL 33036
    • /29

      Est $337,452

      Not Listed For Sale

      21 Sombrero Blvd Unit 404, Marathon, FL 33050

      • 1 Bed
      • 1 Bath
      • 547 Sq Ft
      • Built 1986
      21 Sombrero Blvd Unit 404, Marathon, FL 33050

      Last Sold Summary

      • 145 Days On Market

  • /71

    $585,000

    $35K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 806 Sq Ft

    138 Golf Club Dr, Key West, FL 33040

    VALUE now is even SWEETER! Adjusted Price! Welcome to 138 GC Dr. in the highly sought-after Key West Golf Club residential community. Surrounded by acres of open space, Rees-Jones designed 18-hole Championship Golf Course. INVITING, Ready for Immediate Occupancy, ''Fresh as a Daisy,'' Townhome. Waiting for you! Beautifully maintained home offers the perfect blend of island living, resort-style

    Agent Photo

    Robin Mitchell

    Keller Williams Key West Compass Realty

    138 Golf Club Dr, Key West, FL 33040
  • /8

    $2,900 Per Month

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

    614 Whitehead St Unit R-5, Key West, FL 33040

    Available Immediately - Live in the heart of Old Town, directly across from the iconic Green Parrot! This upstairs one-bedroom one-bath unit offers unbeatable location and Key West character. Walk to Duval Street, shops, restaurants, and beaches. Amenities include off-street parking, central air, fridge with ice maker and coin laundry facilities onsite. Available immediately. Sorry, no dogs.

    Everett Watkins Keller Williams Key West Compass Realty

    614 Whitehead St Unit R-5, Key West, FL 33040
  • /2

    $55,000

    Sold Oct 22, 2025

    Lot 2 Rainbow Beach, Big Torch Key, FL 33042

    • Land
    • 5,000 Sq Ft
    • $479,160 per Acre

    Last Sold Summary

    • 4% Below List Price
    • 2 Days On Market

    Last Listing Agent Pamela Stangler Expert Realty LLC

    Lot 2 Rainbow Beach, Big Torch Key, FL 33042
    • /6

      Not Listed For Sale

      621 Whitehead St, Key West, FL 33040

      • 1 Bed
      • 1 Bath
      • 450 Sq Ft
      • Built 1923
      621 Whitehead St, Key West, FL 33040

      Last Sold Summary

      • 40 Days On Market

  • /2

    $500,000

    • Land
    • 5 Acres
    • $100,000 per Acre

    0 000 Unit A11845775, Homestead, FL 33035

    Prime Vacant Land for Sale No utilities.Opportunity knocks in Homestead’s rapidly developing areas! This 5 acre parcel, located near zip code **33135**, offers a rare combination of accessibility, size, and flexibility—Could be ideal for:- Truck & Trailer Parking Facility. - Agricultural Ventures / Nurseries.- Commercial Development / Storage Yards. **Key Features:**- Generous lot

    Agent Photo

    Alexa Martinez

    Compass Florida, LLC

    0 000 Unit A11845775, Homestead, FL 33035
  • /25

    $1,800 Per Month

    • 1 Bed
    • 1 Bath
    • Property for Rent

    325 Calusa St Unit 5, Key Largo, FL 33037

    Beautifully maintained residence in the heart of Key Largo! This bright and spacious unit offers a comfortable layout with great natural light and a relaxed Florida Keys lifestyle. Conveniently located near restaurants, shops, marinas, and main roads, making daily living and commuting easy. Ideal for tenants looking to enjoy island living while staying close to all essentials. Schedule your

    Sandra Alayon Keller Williams Realty International Lifestyles

    325 Calusa St Unit 5, Key Largo, FL 33037
  • /49

    $280,000

    Sold Jun 03, 2026

    701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042

    • 1 Bed
    • 1 Bath
    • 690 Sq Ft
    • Built 1976

    Last Sold Summary

    • $406/SF
    • 98 Days On Market

    Last Listing Agent Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042
    • /30

      Est $432,040

      Not Listed For Sale

      84961 Old Hwy Unit A1, Islamorada, FL 33036

      • 1 Bed
      • 1 Bath
      • 406 Sq Ft
      • Built 1948
      84961 Old Hwy Unit A1, Islamorada, FL 33036

      Last Sold Summary

      • 1 Day On Market

  • /13

    $4,350

    • 3 Beds
    • 2 Baths
    • 1,290 Sq Ft

    2635 Koehns Ave, Big Pine Key, FL 33043

    Discover this charming 3-bedroom, 2-bathroom furnished home. ALL UTILITIES ARE INCLUDED. The spacious, open floor plan features a gourmet kitchen with white quartz countertops and sleek, stainless-steel Bertazzoni appliances imported from Italy.Relax in the dining area, overlooking a screened-in patio with stunning views of the heated saltwater pool. The lush backyard is a tropical

    Agent Photo

    Karen Liskey

    Key Colony Beach Realty

    2635 Koehns Ave, Big Pine Key, FL 33043
  • /15

    $1,400 Per Month

    • 1 Bed
    • 1 Bath
    • 9,878 Sq Ft
    • Apartment for Rent

    Unlisted Address

    Great gateway spot Cabana Studio style in Tavernier with private Hot tub. Apartment comes fully furnished and equipped ready for short term. Unit features small kitchen with cook-top, refrigerator and everything needed to makes your dates enjoyable at the keys. Wifi and parking included. All services included, so only come and make this cozy cabana yours for your Florida keys trip. Unit has a

    Yohan Barreras Soltura Prime House Realty, Inc.

    Unlisted Address
  • /86

    $1,827,500

    Sold Mar 26, 2026

    1501 Ocean Bay Dr Unit A2 & 50' deeded slip, Key Largo, FL 33037

    • 3 Beds
    • 2 Baths
    • 2,127 Sq Ft
    • Built 1997

    Last Sold Summary

    • 9% Below List Price
    • $859/SF
    • 186 Days On Market

    Last Listing Agent April Struhs Coldwell Banker Schmitt Key Largo

    1501 Ocean Bay Dr Unit A2 & 50' deeded slip, Key Largo, FL 33037
    • /31

      Not Listed For Sale

      117 Coco Plum Dr Unit 14, Marathon, FL 33050

      • 3 Beds
      • 2.5 Baths
      • 1,620 Sq Ft
      • Built 1988
      117 Coco Plum Dr Unit 14, Marathon, FL 33050

      Last Sold Summary

      • 142 Days On Market

  • /10

    $75,000

    • Land
    • 1,306 Sq Ft
    • $2,500,000 per Acre

    6099 Overseas Hwy Unit LOT 8E, Marathon, FL 33050

    Vacant lot in the Key By the Sea community offering an ideal private storage opportunity, especially for a neighboring property owner seeking additional space for trailers, vehicles, or boats on a trailer. Living in an RV on this parcel is not permitted. Lot 8E measures approximately 31 feet in depth by 30.5 feet in width and is currently undeveloped with no structure in place. A Buyer may pursue

    Agent Photo

    Mallory Pinto

    Keys Ocean Realty Inc.

    6099 Overseas Hwy Unit LOT 8E, Marathon, FL 33050
  • /2

    $28,000 Per Month

    • 6 Beds
    • 6.5 Baths
    • 4,108 Sq Ft
    • House for Rent

    146 Mockingbird Rd, Islamorada, FL 33070

    Spectacular waterfront residence built in 2021 showcasing exceptional craftsmanship and high-quality materials throughout. This three-story coastal retreat offers 6 bedrooms and 6.5 bathrooms and is perfectly positioned facing west, capturing breathtaking sunset Gulf views while offering enhanced privacy with no rear neighbors.The first floor features a private guest suite, living area with

    146 Mockingbird Rd, Islamorada, FL 33070
  • /53

    $2,246,845

    Sold Jun 30, 2026

    11399 6th Avenue Ocean, Marathon, FL 33050

    • 3 Beds
    • 3 Baths
    • 2,452 Sq Ft
    • Built 1960

    Last Sold Summary

    • 6% Below List Price
    • $916/SF
    • 261 Days On Market

    Current Estimated Value $2,353,195

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

    11399 6th Avenue Ocean, Marathon, FL 33050
    • /59

      Not Listed For Sale

      701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 2000
      701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042

      Last Sold Summary

      • 76 Days On Market

Showing Results 561 - 600, Page 15 of 18

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