65,633

Monroe County, FL Homes

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  • /76

    $1,550,000

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft

    29424 Forrestal Ave, Big Pine Key, FL 33043

    If you've been dreaming of easy waterfront living in the Keys, this beautifully furnished CBS home in friendly Pine Channel Estates is ready to welcome you. Built in 1989 with solid construction, it offers 1,392 sq. ft. of living space, poured concrete floors on pre-stressed beams, and an impressive 754 sq. ft. garage/storage area. Inside, cathedral ceilings and high transom windows bring in

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    29424 Forrestal Ave, Big Pine Key, FL 33043
  • /8

    $2,900

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    8 Hilton Haven Rd, Key West, FL 33040

    This 1-bedroom, (with additional bonus room for office, workout equipment, art studio etc) 1 large bathroom with double sinks . canal property on Hilton Haven Rd offers 1,200 square feet of living space. The living room provides ample room for relaxation and features ceiling fans for comfort. The kitchen is equipped with a refrigerator, freezer, microwave, dishwasher, and includes a washer

    8 Hilton Haven Rd, Key West, FL 33040
  • /43

    $735,000

    Sold Jan 05, 2026

    1 Orange Dr, Key Largo, FL 33037

    • 4 Beds
    • 3 Baths
    • 1,652 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $445/SF
    • 2 Days On Market

    Last Listing Agent Terry Canto American Caribbean Real Estate, Christie's International Real Estate

    1 Orange Dr, Key Largo, FL 33037
    • /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

  • /21

    $399,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,112 Sq Ft

    257 Avenue A, Key West, FL 33040

    A great opportunity for local buyers! This 2-bedroom, 2-bath manufactured home offers an affordable path to ownership just 6 miles from Key West. Situated on a generous 5,000-square-foot lot, the property features plenty of outdoor space, a large storage building, and ample driveway parking. Perfect for a handy first-time homeowner or investor looking to build equity. This property has the

    Agent Photo

    Anneliese Dietrick

    Coldwell Banker Schmitt RE Co.

    257 Avenue A, Key West, FL 33040
  • /13

    $2,700

    Total Monthly Price

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

    108 Caribbean Ave, Tavernier, FL 33070

    Ready to Move!!Beautifully maintained and freshly painted back-unit duplex (2 bed / 1 bath), centrally located in Tavernier, within walking distance to Harry Harris Beach and Park.This unit features modern bathroom, an updated kitchen, along with central A/C and laundry room with washer and dryer. Enjoy the convenience of parking for up to four vehicles, space for a boat and a

    108 Caribbean Ave, Tavernier, FL 33070
  • /33

    $4,500

    Sold Dec 09, 2025

    155 Long Key Rd, Key Largo, FL 33037

    • 3 Beds
    • 2.5 Baths
    • 1,550 Sq Ft
    • Built 1973

    Last Sold Summary

    • 4% Below List Price
    • $3/SF
    • 113 Days On Market

    Last Listing Agent isabel linowitz RE/MAX All Keys Real Estate

    155 Long Key Rd, Key Largo, FL 33037
    • /2

      Not Listed For Sale

      62900 Overseas Hwy, Marathon, FL 33050

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

  • /16

    $9,888,000

    • 3 Beds
    • 2 Baths
    • 2,071 Sq Ft

    1430 Vernon Ave, Key West, FL 33040

    Fabulous Find on the Atlantic Side of Key West! Welcome to a truly unique opportunity in the heart of Key West. As the last and only remaining undeveloped property in the Historic Commercial Tourist District (HCT zone), this listing presents a rare and final chance to create something extraordinary. Imagine waking up to breathtaking, unobstructed ocean and beach views every day. Seabirds passing

    Agent Photo

    Irina Pytlik

    Keys Top Realty LLC

    1430 Vernon Ave, Key West, FL 33040
  • /20

    $5,000

    Total Monthly Price

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

    1102 Pearl St, Key West, FL 33040

    Totally restored historic conch furnished pool home. On site parking, one bedroom, den, one interior bath, one pool side bath, IPE deck, central AC, Exposed beam ceilings, loft and pool. Very High quality renovation. Available monthly or annually. Pool heater, central AC, Viking & Wolf appliances, sleeps 6. King bed in bedroom, den has a pull out couch, living room has a pull out couch, you

    1102 Pearl St, Key West, FL 33040
  • /3

    $290,000

    Sold Aug 29, 2025

    351 46th St, Marathon, FL 33050

    • 2 Beds
    • 2 Baths
    • 768 Sq Ft
    • Built 1993

    Last Sold Summary

    • 23% Below List Price
    • $378/SF
    • 413 Days On Market

    Last Listing Agent Bill Wilkinson Key to the Keys Real Estate, Inc

    351 46th St, Marathon, FL 33050
    • /30

      Est $2,962,796

      Not Listed For Sale

      27 Sunset Key Dr, Key West, FL 33040

      27 Sunset Key Dr, Key West, FL 33040

      Last Sold Summary

      • 349 Days On Market

  • /31

    $544,000

    $16K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,001 Sq Ft

    9 Sombrero Blvd Unit 208, Marathon, FL 33050

    Welcome to your slice of paradise in the heart of Marathon. Located at the desirable Island Club, this well-maintained 2-Bed, 2-Bath canal-front condominium offers 1,000 sq. ft. of comfortable living space and an unbeatable Florida Keys lifestyle. Inside, you'll find a bright, open-concept floor plan with clean lines and modern upgrades. The thoughtfully designed layout flows seamlessly between

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    9 Sombrero Blvd Unit 208, Marathon, FL 33050
  • /10

    $3,300

    Total Monthly Price

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

    563 49th St, Marathon, FL 33050

    Escape to year-round paradise in this charming 2-bedroom, 1-bathroom canal-front half duplex in Marathon, Florida Keys! Offering tranquil waterfront views and a private 24-foot dock, this cozy retreat is perfect for boating enthusiasts, anglers, or anyone seeking a relaxed tropical lifestyle.Property Features:Bedrooms: 2 | Bathrooms: 1 | Sleeps: 6Waterfront Living: Screened-in

    563 49th St, Marathon, FL 33050
  • /2

    $978,200

    Sold Oct 03, 2025

    132 Riviera Dr, Islamorada, FL 33070

    • 4 Beds
    • 3 Baths
    • 1,943 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $503/SF
    • 67 Days On Market

    Last Listing Agent Brent Baris COMMERCIAL PROPERTY BROKERS

    132 Riviera Dr, Islamorada, FL 33070
    • /62

      Est $2,472,524

      Not Listed For Sale

      130 Harbor Dr, Tavernier, FL 33070

      • 3 Beds
      • 2 Baths
      • 2,109 Sq Ft
      • Built 2012
      130 Harbor Dr, Tavernier, FL 33070

      Last Sold Summary

      • 6 Days On Market

  • /57

    $885,000

    $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    2600 Overseas Hwy Unit 87, Marathon, FL 33050

    Looking for bay views, space, resort-style amenities, and excellent investment potential? This is the one! Rarely available DIRECT GULF FRONT corner townhome at Tranquility Bay Resort offering the perfect blend of luxury, tranquility, and income-producing opportunity in the heart of the Florida Keys. Ideally situated on the quiet northern end of the resort, this 3-bedroom, 2.5-bath residence

    Agent Photo

    Lorie Leal

    American Caribbean Real Estate

    2600 Overseas Hwy Unit 87, Marathon, FL 33050
  • /14

    $15,000

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • House for Rent

    309 Calzada de Bougainville, Marathon, FL 33050

    4/2 +dock+Pool+tiki bar. State of the art remodeled kitchen features include fully stocked tools. Private pool heater/chiller. Ample parking for cars and boat trailer just steps to Sombrero Beach, Florida. Dock can accommodate large boat 35-45 ft parallel to dock. New full size washer and dryer, new linens, new pillows and upgraded details throughout Home features high speed internet and

    309 Calzada de Bougainville, Marathon, FL 33050
  • /45

    $630,000

    Sold Dec 08, 2025

    22970 Sharp Ln, Summerland Key, FL 33042

    • 1 Bed
    • 1 Bath
    • 576 Sq Ft
    • Built 1985

    Last Sold Summary

    • 10% Below List Price
    • $1,094/SF
    • 4 Days On Market

    Current Estimated Value $671,739

    Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC

    22970 Sharp Ln, Summerland Key, FL 33042
    • /2

      Est $1,577,887

      Not Listed For Sale

      40 Sunset Key Dr, Key West, FL 33040

      • Studio
      40 Sunset Key Dr, Key West, FL 33040

  • /50

    $2,255,000

    $195K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 1,725 Sq Ft

    1724 Bahama Dr, Key West, FL 33040

    This fully renovated canal front home at 1724 Bahama Drive offers modern waterfront living in a highly convenient location in Key West. The property features four bedrooms and four bathrooms and includes a separate mother in law unit, making it well suited for guests, extended family, or flexible use. The home has been completely updated with a new kitchen featuring quartz countertops, custom

    Agent Photo

    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    1724 Bahama Dr, Key West, FL 33040
  • /7

    $2,675

    Total Monthly Price

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

    1315 Laird St Unit C, Key West, FL 33040

    One bedroom apartment on the 2nd floor at 1315 Laird Street. 5 minute walk to White Street Pier. Located on a quiet street in the beautiful Casa Marina neighborhood. Reserved parking spot in front of apartment. Water, sewer, trash, and parking included in monthly rent. First/last/security needed for move in.

    1315 Laird St Unit C, Key West, FL 33040
  • /57

    $5,400,000

    Sold May 08, 2026

    100 List St, Islamorada, FL 33036

    • 3 Beds
    • 2.5 Baths
    • 3,019 Sq Ft
    • Built 2014

    Last Sold Summary

    • 8% Below List Price
    • $1,789/SF
    • 138 Days On Market

    Current Estimated Value $5,298,393

    Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

    100 List St, Islamorada, FL 33036
    • /81

      Est $2,933,476

      Not Listed For Sale

      Unlisted Address

      • 4 Beds
      • 3.5 Baths
      • 2,662 Sq Ft
      • Built 2015
      Unlisted Address

      Last Sold Summary

      • 42 Days On Market

  • /34

    $430,000

    • 2 Beds
    • 2 Baths
    • 500 Sq Ft

    325 Calusa St Unit 81, Key Largo, FL 33037

    Close to the pool, close to the beach, close to everything in popular Calusa Campground! This 2 bedroom Park model RV has been thoughtfully remodeled for comfort with a tiled shower, ice cold a/c, vinyl flooring & more. Huge metal overhang covers a tiled area perfect for outdoor living - including a tv, refrigerator & casita with kitchen & another full bath. There is plenty of parking onsite for

    Agent Photo

    Lorie Leal

    American Caribbean Real Estate, Christie's International Real Estate

    325 Calusa St Unit 81, Key Largo, FL 33037
  • /18

    $5,900

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 850 Sq Ft
    • Townhouse for Rent

    634 Louisa St, Key West, FL 33040

    Newly Renovated, furnished Townhome in Prime Old Town Key West located just 3 blocks from the beach! Experience the best of island living in this beautifully renovated 2-bedroom, 1.5-bath end-unit townhouse, perfectly situated in one of Key West's most sought-after neighborhoods. Features include a stunning new kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and a

    634 Louisa St, Key West, FL 33040
  • /32

    $835,000

    Sold Apr 13, 2026

    1401 Simonton St Unit 20, Key West, FL 33040

    • 2 Beds
    • 2.5 Baths
    • 907 Sq Ft
    • Built 2006

    Last Sold Summary

    • 5% Below List Price
    • $921/SF
    • 160 Days On Market

    Current Estimated Value $1,242,232

    Last Listing Agent Bascom Grooms Bascom Grooms Real Estate (KW)

    1401 Simonton St Unit 20, Key West, FL 33040
    • /5

      Not Listed For Sale

      91655 Overseas Hwy, Tavernier, FL 33070

      • Built 1976
      91655 Overseas Hwy, Tavernier, FL 33070

      Last Sold Summary

      • 40 Days On Market

  • /44

    $2,400,000

    • 3 Beds
    • 2 Baths
    • 2,129 Sq Ft

    273 W Seaview Dr, Duck Key, FL 33050

    Welcome to 273 W Seaview Dr, your sanctuary in the heart of tropical paradise! This concrete fortress, built to withstand hurricanes, ensures peace of mind in any weather. The 3/2 house, completed in 2020, boasts modern amenities and stylish finishes, offering both safety and spaciousness. This property is perfect for a vacation home, allowing you to relax and enjoy the vibrant surroundings of

    Agent Photo

    Joseph Suarez

    Trustpoint Realty, LLC

    273 W Seaview Dr, Duck Key, FL 33050
  • /32

    $2,875

    Total Monthly Price

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

    825 Eaton St Unit C, Key West, FL 33040

    OLD TOWN ACROSS FROM EATON BIKES - 1/1 AVAILABLE IMMEDIATELY. 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. Just professionally

    825 Eaton St Unit C, Key West, FL 33040
  • /22

    $1,565,000

    Sold Apr 17, 2026

    404 Porter Ln Unit 16, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,002 Sq Ft
    • Built 1991

    Last Sold Summary

    • 7% Below List Price
    • $1,562/SF
    • 125 Days On Market

    Current Estimated Value $1,552,514

    Last Listing Agent Laura McChesney Preferred Properties (KW)

    404 Porter Ln Unit 16, Key West, FL 33040
    • /32

      Est $362,689

      Not Listed For Sale

      325 Calusa St, Key Largo, FL 33037

      • 2 Beds
      • 2 Baths
      • 300 Sq Ft
      • Built 2018
      325 Calusa St, Key Largo, FL 33037

      Last Sold Summary

      • 147 Days On Market

  • /10

    $1,500,000

    $200K PRICE DROP
    • Land
    • 10,454 Sq Ft
    • $6,250,000 per Acre

    246 Pescayo Ave, Marathon, FL 33050

    One of the best buildable lots in the City of Marathon for large boats and immedate ocean access. Can't find the right home? Build your own! 10,444 square foot right on Bonefish Channel with very deep water the Atlantic Ocean just moments away. Lot has a City of Marathon TRB on the lot so no waiting to start construction. Dock permit is available with some reconfiguation required. Subject lot,

    Agent Photo

    Joshua Mothner

    Coldwell Banker Schmitt Real Estate Co.

    246 Pescayo Ave, Marathon, FL 33050
  • /7

    $2,875

    Total Monthly Price

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

    2406 Harris Ave Unit 2406, Key West, FL 33040

    AVAILABLE NOW, 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 and older

    2406 Harris Ave Unit 2406, Key West, FL 33040
  • /88

    $732,000

    Sold Apr 21, 2026

    40 Munson Ave, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1998

    Last Sold Summary

    • 2% Below List Price
    • $693/SF
    • 128 Days On Market

    Current Estimated Value $731,320

    Last Listing Agent Lindsay Ryan EXP Realty LLC

    40 Munson Ave, Summerland Key, FL 33042
    • /42

      Est $1,436,357

      Not Listed For Sale

      118 S Layton Dr, Long Key, FL 33001

      • 3 Beds
      • 3 Baths
      • 1,560 Sq Ft
      • Built 1981
      118 S Layton Dr, Long Key, FL 33001

      Last Sold Summary

      • 44 Days On Market

  • /62

    $1,299,999

    $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft

    28560 Doubloon Rd, Summerland Key, FL 33042

    Enjoy indoor-outdoor living with multiple inviting porches and excellent, oceanside boat access to the Atlantic and back-country. Features include a gated entry to covered parking, garage, fenced backyard, outdoor shower, tropical landscaping, 60 ft. canal-frontage, and a composite dock. Inside the ground-level foyer an oak staircase leads up to the main living area and continues to the

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    28560 Doubloon Rd, Summerland Key, FL 33042
  • /24

    $3,300 Per Month

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

    800 50th Ct, Marathon, FL 33050

    Florida Keys living! Come enjoy this beautiful single-family pool home located in the Hammocks area of Marathon. This charming 2-bedroom, 1-bath home features upgrades including impact windows and doors, paver driveway and walkways, front porch canopy, engineered flooring, and plantation shutters. The spacious kitchen offers real wood cherry cabinets, granite countertops, a large eat-at island,

    Haydee Lavastida La Rosa Realty Kendall, LLC

    800 50th Ct, Marathon, FL 33050
  • /35

    $1,165,000

    Sold Mar 09, 2026

    34 Coco Plum Dr, Marathon, FL 33050

    • 3 Beds
    • 3.5 Baths
    • 2,354 Sq Ft
    • Built 1975

    Last Sold Summary

    • 27% Below List Price
    • $495/SF
    • 112 Days On Market

    Current Estimated Value $1,167,214

    Last Listing Agent Cadmier Rodriguez Brickell Realty Group, LLC

    34 Coco Plum Dr, Marathon, FL 33050
    • /60

      Est $974,456

      Not Listed For Sale

      40 Florida Dr, Key Largo, FL 33037

      • 4 Beds
      • 3 Baths
      • 2,116 Sq Ft
      • Built 2010
      40 Florida Dr, Key Largo, FL 33037

      Last Sold Summary

      • 69 Days On Market

Showing Results 201 - 240, Page 6 of 18

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