65,633

Monroe County, FL Homes

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  • /55

    $1,900,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,170 Sq Ft

    106 Alynn Place, Marathon, FL 33050

    Have your cake and eat it too! 60+ feet of Protected Seawall with boatlift, PLUS a gorgeous open water Gulf View. Elevated home with three bedrooms and two baths opens on to a wonderful deck to enjoy the sun. You can also get shade while enjoying the Gulf breezes in the screened patio off the Kitchen. As we head downstairs you can lounge around the pool and enjoy the views of the Gulf of Mexico.

    Agent Photo

    Joshua Mothner

    Coldwell Banker Schmitt Real Estate Co.

    106 Alynn Place, Marathon, FL 33050
  • /8

    $2,300 Per Month

    • 1 Bed
    • 1 Bath
    • Apartment for Rent

    507 Frances St Unit 2, Key West, FL 33040

    One bedroom one bath apartment in Old Town. Great floor plan with dual access to bathroom and kitchen between living room and bedroom. Enclosed front porch features washer and dryer. Small semi-covered deck in rear with tiny garden area. Utilities not included. Ready for immediate occupancy.

    Everett Watkins Keller Williams Key West Compass Realty

    507 Frances St Unit 2, Key West, FL 33040
  • /19

    $315,000

    Sold Dec 05, 2025

    201 Coppitt Rd Unit 106, Key West, FL 33040

    • 1 Bed
    • 1 Bath
    • 536 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Below List Price
    • $588/SF
    • 14 Days On Market

    Current Estimated Value $318,125

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

    201 Coppitt Rd Unit 106, Key West, FL 33040
    • /40

      Not Listed For Sale

      701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 816 Sq Ft
      • Built 1996
      701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042

      Last Sold Summary

      • 22 Days On Market

  • /12

    $499,000

    $96K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 771 Sq Ft

    37 Orange Dr, Key Largo, FL 33037

    Seller is ready to make a deal -- submit your offer.Searching for the perfect weekend retreat or a sweet first home to call your own?This low-maintenance 2/1 concrete cottage delivers comfort, peace of mind, and that unmistakable Key Largo ease. Sitting proudly on an X-zone lot with a 2018 metal roof, this home offers the kind of security every buyer hopes for--no flood worries, no

    Agent Photo

    Joe Vigo, P.A.

    RE/MAX All Keys Real Estate

    37 Orange Dr, Key Largo, FL 33037
  • /21

    $2,800 Per Month

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

    919 Lobster Ln, Key Largo, FL 33037

    LOCATION! LOCATION! Great Little Conch House yet spacious lay out and huge! Backyard with room for boat and/or RV in sought after neighborhood on the ocean side off MM 95 is being offered for rent This 2/1 Home is located within walking distance to stunning views of the open waters Come see it and stay to make some beautiful memories AVAILABLE FOR SHORT TERM

    Ernie Echauri RE/MAX All Keys Real Estate

    919 Lobster Ln, Key Largo, FL 33037
  • /22

    $412,000

    Sold Jul 16, 2026

    107 Avenue D Unit 211, Marathon, FL 33050

    • 1 Bed
    • 1.5 Baths
    • 600 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Below List Price
    • $687/SF
    • 71 Days On Market

    Current Estimated Value $416,372

    Last Listing Agent Natalie Ardis Coldwell Banker Schmitt Real Estate Co.

    107 Avenue D Unit 211, Marathon, FL 33050
    • /25

      Not Listed For Sale

      145 Westminster Dr, Tavernier, FL 33070

      • 3 Beds
      • 2 Baths
      • 1,579 Sq Ft
      • Built 1976
      145 Westminster Dr, Tavernier, FL 33070

      Last Sold Summary

      • 20 Days On Market

  • /36

    $1,549,000

    • 3 Beds
    • 3 Baths
    • 1,320 Sq Ft

    2613 Gulfview Dr, Key West, FL 33040

    Rare WATERFRONT home on the island of Key West, an incredible value priced well below the last comparable sale. Tucked behind the gates of the exclusive Gulf View Pointe community, a rare opportunity awaits to own a waterfront townhome in Key West. This three-bedroom, three-full-bath residence offers the luxury of a private pool and includes a dedicated carport. As you step through the front

    Agent Photo

    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    2613 Gulfview Dr, Key West, FL 33040
  • /41

    $3,700 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,580 Sq Ft
    • House for Rent

    94825 Overseas Hwy Unit 58, Key Largo, FL 33037

    Custom-built solid concrete block home in the desirable Key Largo Ocean Resort. This furnished (furniture negotiable) residence features stainless steel appliances, quartz countertops, porcelain plank floors, marble bathrooms, keystone accent wall, built-in wood closets, impact doors and windows, metal roof, and washer/dryer. The ground level offers a private storage area, covered parking for

    Shanti Cope Coldwell Banker Schmitt Key Largo

    94825 Overseas Hwy Unit 58, Key Largo, FL 33037
  • /20

    $4,000

    Sold May 14, 2026

    142 Airstream Ln, Tavernier, FL 33070

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Built 2022

    Last Sold Summary

    • $4/SF
    • 56 Days On Market

    Current Estimated Value $943,885

    Last Listing Agent Megan Jones Coldwell Banker Schmitt Islamorada

    142 Airstream Ln, Tavernier, FL 33070
    • /50

      Est $787,921

      Not Listed For Sale

      9816 Magellan Dr Unit 9816, Key Largo, FL 33037

      • 2 Beds
      • 2 Baths
      • 1,029 Sq Ft
      • Built 1988
      9816 Magellan Dr Unit 9816, Key Largo, FL 33037

      Last Sold Summary

      • 121 Days On Market

  • /8

    $120,000

    • Land
    • 3,900 Sq Ft
    • $1,340,308 per Acre

    Lot 6 Vacant Land, Big Pine Key, FL 33043

    Positioned just off US-1 (Jimmy Buffett Memorial Highway), this parcel of land benefits from excellent visibility and accessibility, supporting a wide variety of potential commercial uses.Potential for securing valuable ROGO points for future permitting needs in Monroe County (buyer to verify the number of ROGO points with the County).

    Agent Photo

    Austin Kimbler

    Expert Realty LLC (HQ)

    Lot 6 Vacant Land, Big Pine Key, FL 33043
  • /18

    $2,750 Per Month

    • 2 Beds
    • 1 Bath
    • 2,226 Sq Ft
    • Apartment for Rent

    14 Coral Dr Unit 1, Key Largo, FL 33037

    Available NOW, Private 2/1 Apartment LIKE NEW Built in 2020 Great neighborhood!Close enough to restaurants & shopping yet tucked away!Beautiful Finishes and Ample Layout Tile Floors throughoutWasher & Dryer included Electric & Water Included in rentDon't Miss it!

    Ernie Echauri RE/MAX All Keys Real Estate

    14 Coral Dr Unit 1, Key Largo, FL 33037
  • /23

    $850,000

    Sold Oct 31, 2025

    308 Peacon Ln, Key West, FL 33040

    • 3 Beds
    • 2.5 Baths
    • 1,296 Sq Ft
    • Built 1923

    Last Sold Summary

    • 43% Below List Price
    • $656/SF
    • 299 Days On Market

    Current Estimated Value $876,089

    Last Listing Agent Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

    308 Peacon Ln, Key West, FL 33040
    • /29

      Est $1,461,504

      Not Listed For Sale

      1219 Grinnell St Unit B, Key West, FL 33040

      • 2 Beds
      • 2.5 Baths
      • 1,360 Sq Ft
      • Built 1990
      1219 Grinnell St Unit B, Key West, FL 33040

      Last Sold Summary

      • 55 Days On Market

  • /44

    $719,000

    • 2 Beds
    • 2 Baths
    • 841 Sq Ft

    500 Burton Dr Unit 3406, Tavernier, FL 33070

    TWO oceanfront balconies with Stunning ocean views in this 2/2 D model on the TOP floor. Beautiful ocean views from the living room and the Owners suite bedroom !! Updated kitchen and both bathrooms. Impact windows and sliders. Being sold fully furnished. Jr. Olympic Heated pool with 14 person Spa. Pool Bar is all remodeled and back open !! Full liquor bar for nice frozen drinks by the pool !!

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    500 Burton Dr Unit 3406, Tavernier, FL 33070
  • /30

    $5,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,655 Sq Ft
    • Condo for Rent

    94825 Overseas Hwy Unit 144, Key Largo, FL 33037

    Looking for the perfect seasonal retreat? Or perhaps a tropical getaway for a month? Look no further! This stunning spacious 3/2.5 home is in the exclusive, gated community of Key Largo Ocean Resort on the ocean side, offering you everything you need for a perfect stay. Wake up to breathtaking sunrises & enjoy the convenience of being just steps away from the ocean. This resort-style community

    94825 Overseas Hwy Unit 144, Key Largo, FL 33037
  • /46

    $1,390,000

    Sold Aug 26, 2025

    229 Caribbean Dr E, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Below List Price
    • $1,207/SF
    • 30 Days On Market

    Current Estimated Value $1,404,471

    Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

    229 Caribbean Dr E, Summerland Key, FL 33042
    • /62

      Est $660,095

      Not Listed For Sale

      9820 Mariners Ave Unit 108, Key Largo, FL 33037

      • 2 Beds
      • 3 Baths
      • 1,079 Sq Ft
      • Built 1981
      9820 Mariners Ave Unit 108, Key Largo, FL 33037

      Last Sold Summary

      • 255 Days On Market

  • /47

    $7,000,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,528 Sq Ft

    5 Sunset Key Dr, Key West, FL 33040

    Escape to Sunset Key, a private island sanctuary where refined elegance meets effortless tranquility. Just a four-minute ferry ride--operating 24 hours a day--from the vibrant charm in the heart of downtown Key West, this serene enclave offers the rare balance of seclusion and accessibility, keeping the energy of Old Town within effortless reach at any hour. This exquisite three-bedroom,

    Agent Photo

    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    5 Sunset Key Dr, Key West, FL 33040
  • /15

    $3,000 Per Month

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

    1124 Catherine St Unit 202, Key West, FL 33040

    One-Year Rental Available in the Heart of Key West.Experience the convenience of island living in this inviting 2-bedroom, 1-bath condominium, ideally situated in the heart of Key West. Whether you're relocating, working locally, or simply looking to enjoy a full year in paradise, this home offers a comfortable and low-maintenance lifestyle.The thoughtfully designed interior features an

    Clarence Clark Key West Luxury Real Estate Inc (KW)

    1124 Catherine St Unit 202, Key West, FL 33040
  • /68

    $2,250,000

    Sold Apr 03, 2026

    24266 Caribbean Dr W, Summerland Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 2,055 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Below List Price
    • $1,095/SF
    • 14 Days On Market

    Current Estimated Value $2,283,117

    Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

    24266 Caribbean Dr W, Summerland Key, FL 33042
    • /39

      Est $2,340,049

      Not Listed For Sale

      623 Simonton St Unit 9, Key West, FL 33040

      • 3 Beds
      • 3.5 Baths
      • 2,160 Sq Ft
      • Built 1997
      623 Simonton St Unit 9, Key West, FL 33040

      Last Sold Summary

      • 48 Days On Market

  • /48

    $2,499,000

    $200K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    1233 Avenue A, Big Pine Key, FL 33043

    Tucked away on 2 gated acres along the pristine waters of Bogie Channel, Dei Paradiso is a one-of-a-kind open water estate offering total privacy, resort-style amenities, and world-class boating access to both the ocean and backcountry. Just a mile off the Overseas Highway, peace and convenience converge in this tropical retreat. Awaken to dazzling sunrises and wind down beneath the glow of

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    1233 Avenue A, Big Pine Key, FL 33043
  • /43

    $9,500 Per Month

    • 5 Beds
    • 4 Baths
    • 2,922 Sq Ft
    • House for Rent

    51 W Plaza Del Lago, Islamorada, FL 33036

    Welcome to PARADISE! FL Vacation Living at Key of Islamorada where luxury meets coastal living! This stunning property offers breathtaking bay views, creating the ultimate Florida Keys retreat. The home features a modern kitchen and updated bedroom flooring, 6-car driveway,blending style and comfort seamlessly. Step outside to your private boat ramp, offering direct access to the bay for endless

    Yure Contreras Brickell Realty Group International

    51 W Plaza Del Lago, Islamorada, FL 33036
  • /30

    $1,300,000

    Sold Jun 24, 2026

    1202 Whitehead St, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,051 Sq Ft
    • Built 1933

    Last Sold Summary

    • 16% Below List Price
    • $1,237/SF
    • 111 Days On Market

    Current Estimated Value $1,527,264

    Last Listing Agent Richard Haskins Buy The Keys

    1202 Whitehead St, Key West, FL 33040
    • /50

      Est $921,199

      Not Listed For Sale

      9849 Leeward Ave Unit 82, Key Largo, FL 33037

      • 2 Beds
      • 2 Baths
      • 1,179 Sq Ft
      • Built 1981
      9849 Leeward Ave Unit 82, Key Largo, FL 33037

      Last Sold Summary

      • 41 Days On Market

  • /32

    $225,000

    $60K PRICE DROP
    • Land
    • 6,250 Sq Ft
    • $1,568,160 per Acre

    0 Seaside Ave, Key Largo, FL 33037

    TIER 3, cleared oceanside lot in Key Largo! Build your dream home on this 50 x 125 cleared, corner lot in Key Largo! Desirable oceanside location in popular Seaside subdivision within walking distance to Snappers Oceanfront Restaurant and right across the highway from Mike Forester boat ramp and park. Submit your plans now and you'll be basking in the ocean breeze and beauty of island living

    Agent Photo

    Lorie Leal

    American Caribbean Real Estate

    0 Seaside Ave, Key Largo, FL 33037
  • /24

    $2,850 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    87455 Old Hwy Unit 245, Islamorada, FL 33036

    LIVE THE DREAM IN THIS OCEANFRONT RESORT STYLE PROPERTY ON MILLIONAIRES' ROW IN PLANTATION BY THE SEA! LOCATED ON PLANTATION KEY/ISLAMORADA IN THE BEAUTIFUL FLORIDA KEYS! TURN KEY STUNNING AND REMODELED, FULLY FURNISHED 2 BEDROOM 1.5 BATH CONDO IS MOVE IN READY! GLASSWARE, STEMWARE, SHEETS, TOWELS, ALL ARE FURNISHED FOR YOU! BEAUTIFUL OPEN CONCEPT KITCHEN HAS A LARGE TABLE AND IS WELL STOCKED

    Anthony Garcia The Keyes Company

    87455 Old Hwy Unit 245, Islamorada, FL 33036
  • /29

    $740,000

    Sold Oct 31, 2025

    27138 Dolphin Rd, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 2022

    Last Sold Summary

    • 14% Below List Price
    • $561/SF
    • 181 Days On Market

    Current Estimated Value $777,862

    Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

    27138 Dolphin Rd, Summerland Key, FL 33042
    • /26

      Est $1,544,372

      Not Listed For Sale

      410 Porter Ln Unit 10, Key West, FL 33040

      • 2 Beds
      • 2.5 Baths
      • 1,100 Sq Ft
      • Built 1991
      410 Porter Ln Unit 10, Key West, FL 33040

      Last Sold Summary

      • 87 Days On Market

  • /2

    $30,000

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

    0 Bk 15 Lt 13 Unit 619551, 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 13 Unit 619551, Cudjoe Key, FL 33042
  • /38

    $5,800 Per Month

    • 2 Beds
    • 2.5 Baths
    • 954 Sq Ft
    • House for Rent

    1615 Harbor Dr, Marathon, FL 33050

    Welcome to your private oasis in the Florida Keys. This beautifully renovated home blends classic Keys architecture with a thoughtfully designed outdoor retreat rarely found in homes of this style.Upstairs features the primary living quarters with two official bedrooms and two full bathrooms, creating a comfortable and bright main living space.What truly sets this property apart is the fully

    1615 Harbor Dr, Marathon, FL 33050
  • /44

    $2,595,000

    Sold Nov 13, 2025

    628 William St, Key West, FL 33040

    • 3 Beds
    • 2.5 Baths
    • 1,524 Sq Ft
    • Built 1928

    Last Sold Summary

    • 12% Below List Price
    • $1,703/SF
    • 9 Days On Market

    Current Estimated Value $2,631,841

    Last Listing Agent Paige Bethel Island Home Realty Inc.

    628 William St, Key West, FL 33040
    • /30

      Est $307,658

      Not Listed For Sale

      101551 Overseas Hwy Unit 14, Key Largo, FL 33037

      101551 Overseas Hwy Unit 14, Key Largo, FL 33037

      Last Sold Summary

      • 76 Days On Market

  • /40

    $1,200,000

    $75K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,954 Sq Ft

    190 10th St, Key Colony Beach, FL 33051

    This Beautiful Half duplex has a New Addition added to a well-maintained townhouse-style half duplex. In addition to the 3 bedrooms, there is a family room/ den upstairs and a New bedroom and full bath are downstairs, as well as a main floor half bath. There is a lot of living space in this home and it opens up to a wonderful family friendly back deck situated in a lovely canal side yard. The

    Agent Photo

    Lynn Goodwin

    Coldwell Banker Schmitt Real Estate Co.

    190 10th St, Key Colony Beach, FL 33051
  • /2

    $2,850 Per Month

    • 2 Beds
    • 1 Bath
    • 729 Sq Ft
    • Property for Rent

    456 Bowie Ln, Key Largo, FL 33037

    Beautiful waterfront oasis with a completely remodeled interior! This perfect Keys home features canal access, brand-new finishes, in-unit washer and dryer, turf backyard with a putting green, and a stunning deck ideal for dining and lounging. Enjoy true indoor-outdoor living on the water. Short-term lease available (minimum 6 months) at $3,200/month. Seller open to rent-to-buy option.

    Maria Rodriguez Partnership Realty Inc.

    456 Bowie Ln, Key Largo, FL 33037
  • /34

    $960,000

    Sold Apr 21, 2026

    100 Iroquois Dr Unit 5, Islamorada, FL 33036

    • 4 Beds
    • 3 Baths
    • 1,710 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Below List Price
    • $561/SF
    • 9 Days On Market

    Current Estimated Value $951,733

    Last Listing Agent Nancy Hershoff Coldwell Banker Schmitt Islamorada

    100 Iroquois Dr Unit 5, Islamorada, FL 33036
    • /27

      Not Listed For Sale

      6000 Peninsular Ave Unit B1-L2-74, Stock Island, FL 33040

      • Built 2007
      6000 Peninsular Ave Unit B1-L2-74, Stock Island, FL 33040

      Last Sold Summary

      • 98 Days On Market

Showing Results 601 - 640, Page 16 of 18

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