65,633

Monroe County, FL Homes

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  • /33

    $1,199,000

    • 3 Beds
    • 2 Baths
    • 1,554 Sq Ft

    2411 Grouper Dr, Marathon, FL 33050

    Attention Investors! Owner financing opportunity with no windstorm insurance required. This beautifully maintained 3-bedroom, 2-bathroom ground-level home is perfectly positioned on a desirable flow-through canal, only several houses away from the open waters of the Gulf of Mexico. Inside, you'll find a spacious layout with an updated kitchen featuring modern finishes and stainless steel

    Agent Photo

    Michelle Vanhoose

    Coldwell Banker Schmitt Real Estate Co.

    2411 Grouper Dr, Marathon, FL 33050
  • /16

    $4,750 Per Month

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

    22961 John Avery Ln, Summerland Key, FL 33042

    Currently unavailabe for showing until Aug 2nd. Florida Keys Boater's pardise now available for rent! 2 bedrooms 2 bathrooms with direct ocean access, boat slift, double jetski lifts, RV hook up, shore power, fish cleaning station. Just Bring your toys! One year lease minimun. Available starting Aug, 2027. This beautiful home is also available for sale. Call listing agent for questions.

    Rayden Vega Casa Miami Real Estate

    22961 John Avery Ln, Summerland Key, FL 33042
  • /51

    $535,000

    Sold Feb 10, 2026

    300 3rd St, Key Colony Beach, FL 33051

    • 2 Beds
    • 2 Baths
    • 1,031 Sq Ft
    • Built 1982

    Last Sold Summary

    • 4% Below List Price
    • $519/SF
    • 35 Days On Market

    Current Estimated Value $546,039

    Last Listing Agent Karen Raspe, PA Ocean Sotheby's International

    300 3rd St, Key Colony Beach, FL 33051
    • /21

      Est $584,006

      Not Listed For Sale

      2601 S 2601 Roosevelt Blvd Unit 119C, Key West, FL 33040

      • 1 Bed
      • 1 Bath
      • 754 Sq Ft
      • Built 1967
      2601 S 2601 Roosevelt Blvd Unit 119C, Key West, FL 33040

      Last Sold Summary

      • 23 Days On Market

  • /24

    $999,000

    • 2 Beds
    • 2 Baths
    • 1,435 Sq Ft

    11490 2nd Avenue Ocean, Marathon, FL 33050

    Completely renovated and move-in ready, this beautifully updated 2-bedroom, 2-bath home offers the perfect blend of coastal charm and boating convenience. The interior showcases quality upgrades throughout, including tile flooring, warm wood accents, impact windows and doors, and a thoughtfully designed kitchen featuring a propane stove for the culinary enthusiast. Natural light fills the open

    Agent Photo

    Natalie Ardis

    Coldwell Banker Schmitt Real Estate Co.

    11490 2nd Avenue Ocean, Marathon, FL 33050
  • /19

    $4,500 Per Month

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

    27346 Martinique Ln, Summerland Key, FL 33042

    Welcome to your private slice of paradise in the Florida Keys. This fully remodeled, exquisitely furnished 2-bedroom, 1-bathroom waterfront home is a true island escape. Where turquoise waters, swaying palms, and golden sunsets become your everyday view. Enjoy direct ocean access from your private dock, no bridges to slow you down. Lounge by the heated pool, dine under the stars, and feel the

    Alicia Rufino Island Living Realty, LLC

    27346 Martinique Ln, Summerland Key, FL 33042
  • /45

    $1,400,000

    Sold Oct 22, 2025

    851 Narragansett Ln, Key Largo, FL 33037

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1982

    Last Sold Summary

    • 7% Below List Price
    • $1,042/SF
    • 27 Days On Market

    Last Listing Agent Robert Valenzuela, PA Century 21 Circle

    851 Narragansett Ln, Key Largo, FL 33037
    • /21

      Est $539,673

      Not Listed For Sale

      3314 Northside Dr Unit 93, Key West, FL 33040

      • 2 Beds
      • 2 Baths
      • 1,050 Sq Ft
      • Built 1986
      3314 Northside Dr Unit 93, Key West, FL 33040

      Last Sold Summary

      • 98 Days On Market

  • /43

    $1,175,000

    $75K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,368 Sq Ft

    27395 Saint Lucie Ln, Summerland Key, FL 33042

    Welcome to your piece of paradise in Breezeswept Beach Estates, where laid-back island living meets premier canal-frontage. From here, it's an easy cruise to open water--perfect for early morning fishing runs, sunset sails, or spontaneous sandbar days. Inside, this bright and breezy retreat has been thoughtfully updated with stainless steel appliances, sleek Silestone countertops, and warm

    Agent Photo

    Michelle Vanhoose

    Coldwell Banker Schmitt Real Estate Co.

    27395 Saint Lucie Ln, Summerland Key, FL 33042
  • /6

    $1,650 Per Month

    • 1 Bath
    • Apartment for Rent

    103365 Overseas Hwy Unit B, Key Largo, FL 33037

    Newly Remodeled Studio Apartment featuring all New Stainless-Steel Appliances. Conveniently located close to shopping, schools, restaurants, and more. Move -In Ready.

    Tracey Petrusha LoKation

    103365 Overseas Hwy Unit B, Key Largo, FL 33037
  • /75

    $3,100,000

    Sold Feb 06, 2026

    160 1st St, Key Colony Beach, FL 33051

    • 3 Beds
    • 3.5 Baths
    • 3,616 Sq Ft
    • Built 2006

    Last Sold Summary

    • 20% Below List Price
    • $857/SF
    • 260 Days On Market

    Current Estimated Value $3,124,913

    Last Listing Agent Tracy Chacksfield Berkshire Hathaway HomeServices Keys Real Estate

    160 1st St, Key Colony Beach, FL 33051
    • /3

      Not Listed For Sale

      Tract A Coury Dr, Key Colony Beach, FL 33051

      Tract A Coury Dr, Key Colony Beach, FL 33051

      Last Sold Summary

      • 75 Days On Market

  • /16

    $419,000

    $80K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 460 Sq Ft

    6 Beach Dr, Key West, FL 33040

    Rare DOUBLE SIZE LOT on OPEN WATER with BOATING ACCESS and ROGO EXEMPT LETTER IN HAND!! This lot offers magnificent sunset views over the open water and has plenty of room to add a dock for your boat. There is a canal cut around the perimeter of Saddlebunch Key giving the property shallow boating access to the Atlantic and Gulf. This subdivision has a nice park with tennis & pickleball courts,

    Agent Photo

    Anneliese Dietrick

    Coldwell Banker Schmitt RE Co.

    6 Beach Dr, Key West, FL 33040
  • /11

    $3,500 Per Month

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

    94825 Overseas Hwy Unit 46, Key Largo, FL 33037

    Welcome to Key Largo Ocean Resort! This beautiful 4-bedroom, 3-bathroom home is located just steps from the ocean in one of Key Largo’s most sought-after gated communities. Enjoy resort-style living with exceptional amenities, including a clubhouse, fitness center, swimming pool, tennis, basketball and pickleball courts, playground, fishing pier, and private community boat ramp. Conveniently

    Stefany Denis Florida Realty of Miami Corp

    94825 Overseas Hwy Unit 46, Key Largo, FL 33037
  • /16

    $1,400,000

    Sold Mar 16, 2026

    570 Blackbeard Rd, Summerland Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft
    • Built 2026

    Last Sold Summary

    • 3% Below List Price
    • $933/SF
    • 14 Days On Market

    Current Estimated Value $1,400,500

    Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC

    570 Blackbeard Rd, Summerland Key, FL 33042
    • /54

      Est $887,686

      Not Listed For Sale

      1133 W Ocean Dr Unit 26, Key Colony Beach, FL 33051

      • 2 Beds
      • 2.5 Baths
      • 1,804 Sq Ft
      • Built 1982
      1133 W Ocean Dr Unit 26, Key Colony Beach, FL 33051

      Last Sold Summary

      • 16 Days On Market

  • /65

    $5,650,000

    $1M PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,649 Sq Ft

    10987 County Road 905, Key Largo, FL 33037

    Discover unparalleled privacy and tranquility in this one-of-a-kind oceanfront estate, a true sanctuary nestled amidst the untouched beauty of the Florida Keys. Tucked behind a private gate, the estate begins with a scenic drive through acres of pristine, preserved nature, leading to your own private island. This secluded haven, like no other in the Florida Keys, was once a source of inspiration

    Agent Photo

    Pierre-Marc Bellion

    Ocean Sotheby's International Realty

    10987 County Road 905, Key Largo, FL 33037
  • /48

    $6,250 Per Month

    • 2 Beds
    • 2 Baths
    • 1,348 Sq Ft
    • Townhouse for Rent

    202 Sanctuary Dr Unit 202, Key Largo, FL 33037

    Beautiful Waterfront FULLY FURNISHED One-Level FLAT 2 Bedroom, 2 Bath Condo for Rent at The Sanctuary at Key Largo, MM 100, Bayside. This rare rental opportunity offers the perfect combination of nature, history, and coastal living. Enjoy a serene lifestyle in one of Key Largo's most unique, treasured and Gated communities. Nestled on 24 acres of lush tropical hardwood hammock, this historic and

    R. Scott Darden John U. Darden R.E. Broker

    202 Sanctuary Dr Unit 202, Key Largo, FL 33037
  • /13

    $3,300

    Sold Jun 18, 2026

    828 Fleming St, Key West, FL 33040

    • 1 Bed
    • 1 Bath
    • 450 Sq Ft
    • Built 1899

    Last Sold Summary

    • 6% Below List Price
    • $7/SF
    • 77 Days On Market

    Last Listing Agent Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

    828 Fleming St, Key West, FL 33040
    • /37

      Not Listed For Sale

      104000 Overseas Hwy Unit 4-8, Key Largo, FL 33037

      • 3 Beds
      • 3 Baths
      • 2,352 Sq Ft
      • Built 2008
      104000 Overseas Hwy Unit 4-8, Key Largo, FL 33037

      Last Sold Summary

      • 54 Days On Market

  • /27

    $1,055,000

    $110K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,344 Sq Ft

    29051 Magnolia Ln, Big Pine Key, FL 33043

    Experience Florida Keys waterfront living in the heart of Big Pine Key. This canal-front home with a full concrete seawall and direct boating access offers an exceptional opportunity to enjoy the relaxed Lower Florida Keys lifestyle surrounded by world-class fishing, diving, and boating. The elevated main home features a 2 bedroom, 2 bathroom layout with an open living area, spacious kitchen with

    Agent Photo

    Yvette Toledo-Baste

    COMPASS FLORIDA LLC

    29051 Magnolia Ln, Big Pine Key, FL 33043
  • /37

    $15,000 Per Month

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

    309 Calzada de Bougainvillea, Marathon, FL 33050

    4/2 renovated furnished home steps from Sombrero Beach. features pool with new heater/chiller, a private boat dock with new Power Pedestal, a fish cleaning station with water & accommodates up to 50 ft vessels. With only minutes from the Atlantic and steps to the Beach, this is an ideal location. The Light & bright kitchen has been completely remodeled and boasts new state of the art Cafe

    Thania Moses Zeff Realty LLC,

    309 Calzada de Bougainvillea, Marathon, FL 33050
  • /19

    $5,500

    Sold Jun 01, 2026

    1800 Atlantic Blvd Unit 122C, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,357 Sq Ft
    • Built 1984

    Last Sold Summary

    • $4/SF
    • 24 Days On Market

    Last Listing Agent Kenneth Herzbrun Formula Realty

    1800 Atlantic Blvd Unit 122C, Key West, FL 33040
    • /7

      Not Listed For Sale

      161 Overseas Hwy, Key Largo, FL 33037

      161 Overseas Hwy, Key Largo, FL 33037

      Last Sold Summary

      • 39 Days On Market

  • /27

    $599,000

    • 2 Beds
    • 1.5 Baths
    • 1,324 Sq Ft

    653 Colson Dr, Key Largo, FL 33037

    Wonderful Opportunity in the Heart of Key Largo! This charming concrete home plus storage offers an excellent foundation for creating your own Florida Keys retreat. Ideally located directly across from John Pennekamp Coral Reef State Park, you'll enjoy one of the most desirable and convenient locations in Key Largo, close to shopping, dining, schools, boating, and an easy commute to Miami.

    Agent Photo

    Terry Canto

    American Caribbean Real Estate, Christie's International Real Estate

    653 Colson Dr, Key Largo, FL 33037
  • /17

    $3,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • Townhouse for Rent

    265 15th St Unit B, Marathon, FL 33050

    3 bedrooms and 2 1/2 baths in great central location in Marathon. All major kitchen appliances included and washer/dryer inside the unit. Wood flooring and tile throughout. Impact proof windows and doors.

    Aninely Mayoral Luxe International Realty Inc

    265 15th St Unit B, Marathon, FL 33050
  • /61

    $592,000

    Sold May 29, 2026

    29951 Pine Channel Rd, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 912 Sq Ft
    • Built 1989

    Last Sold Summary

    • 9% Below List Price
    • $649/SF
    • 80 Days On Market

    Current Estimated Value $588,281

    Last Listing Agent Lindsay Ryan EXP Realty LLC

    29951 Pine Channel Rd, Big Pine Key, FL 33043
    • /49

      Est $1,461,288

      Not Listed For Sale

      105 Anglers Dr N Unit A & B, Marathon, FL 33050

      • 4 Beds
      • 4 Baths
      • 2,752 Sq Ft
      • Built 1981
      105 Anglers Dr N Unit A & B, Marathon, FL 33050

      Last Sold Summary

      • 51 Days On Market

  • /54

    $1,275,000

    Under Contract
    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    1 Snipe Rd, Key Largo, FL 33037

    Coastal Cottage w/ 65ft of waterfront on an 80ft wide canal - just 1 street in from the Bay in Key Largo! This carefully curated waterfront stilt home has been thoughtfully designed & completely renovated from top to bottom, incl. a new metal roof, impact windows & doors, HVAC, electrical, plumbing, tankless water heater, flooring, kitchen & bath, landscaping, fencing, concrete coatings & more.

    Agent Photo

    Lorie Leal

    American Caribbean Real Estate, Christie's International Real Estate

    1 Snipe Rd, Key Largo, FL 33037
  • /20

    $3,500 Per Month

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

    135 Peace Ave, Tavernier, FL 33070

    Experience the Florida Keys lifestyle in this charming 2-bedroom, 1-bath canal-front home available as a long-term rental. Offered fully furnished and move-in ready, this waterfront property provides the perfect combination of comfort, privacy, and boating convenience. Inside, you'll find a bright, inviting living space with comfortable furnishings and a well-equipped kitchen, making it easy to

    Shanti Cope Coldwell Banker Schmitt Key Largo

    135 Peace Ave, Tavernier, FL 33070
  • /2

    $260,000

    Sold Nov 03, 2025

    94825 Overseas Hwy #265, Key Largo, FL 33037

    • Land
    • 1,655 Sq Ft
    • $6,842,105 per Acre

    Last Sold Summary

    • 26% Below List Price
    • 188 Days On Market

    Current Estimated Value $396,384

    Last Listing Agent Orian Levy Cromwell & Forbes Inc

    94825 Overseas Hwy #265, Key Largo, FL 33037
    • /28

      Est $1,104,570

      Not Listed For Sale

      798 96th St, Marathon, FL 33050

      • 2 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1957
      798 96th St, Marathon, FL 33050

      Last Sold Summary

      • 36 Days On Market

  • /54

    $988,999

    $210K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,598 Sq Ft

    9812 Windward Ave, Key Largo, FL 33037

    Live like you're on vacation! Welcome to the resort style living you've been dreaming of--complete with Deeded Boat Slip #3 and an 8,000 lb boat lift just steps from the community boat ramp. This spacious 3-bedroom, 2-bath townhome also features an enclosed lower-level recreation area approximately 1000 sf., with a full bath, ideal for guests, hobbies, or flexible living. Inside, you'll find

    Agent Photo

    Terry Canto

    American Caribbean Real Estate, Christie's International Real Estate

    9812 Windward Ave, Key Largo, FL 33037
  • /12

    $3,400 Per Month

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

    36 Merganser Ln, Key West, FL 33040

    Stunning furnished two-bedroom Townhouse with tropical views, modern kitchen, and spacious living room available for a year-long lease. Pet-friendly community with security station, two community pools, gym, and butterfly garden. First-month rent, last month's rent, and security deposit are required at the lease signing. Utilities are not included. Background and financial screening also

    Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

    36 Merganser Ln, Key West, FL 33040
  • /48

    $525,000

    Sold Feb 19, 2026

    357 23rd St, Marathon, FL 33050

    • 2 Beds
    • 1 Bath
    • 1,010 Sq Ft
    • Built 1958

    Last Sold Summary

    • 16% Below List Price
    • $520/SF
    • 98 Days On Market

    Current Estimated Value $548,636

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

    357 23rd St, Marathon, FL 33050
    • /51

      Est $1,180,299

      Not Listed For Sale

      96000 Overseas Hwy Unit N7 & 29' Boat Slip, Key Largo, FL 33037

      • 2 Beds
      • 2.5 Baths
      • 1,238 Sq Ft
      • Built 1972
      96000 Overseas Hwy Unit N7 & 29' Boat Slip, Key Largo, FL 33037

      Last Sold Summary

      • 37 Days On Market

  • /43

    $2,695,000

    $130K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,902 Sq Ft

    525 Louisa St, Key West, FL 33040

    A fantastic renovation of a classic Old Town Key West property, blending timeless charm with modern upgrades. First Impressions are made with a wonderful front porch greeting you as you step from your two off street parking spots--or arrive by bicycle & use the separate entrance with dedicated bike storage.Outdoor Living -A complete irrigation system with landscape lighting transforms the

    Agent Photo

    J. Michael Caron

    Keller Williams Key West Compass Realty

    525 Louisa St, Key West, FL 33040
  • /34

    $11,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,352 Sq Ft
    • House for Rent

    Unlisted Address

    **Exclusive Waterfront Luxury Home in Big Pine Key** (minimum 6 months, available Sept 1.)Experience the ultimate Florida Keys getaway in this newly built, four-level, all-concrete waterfront home in beautiful Big Pine Key. Designed with luxury and comfort in mind, this spacious and light-filled property features 4 bedrooms and 2.5 bathrooms, with custom, high-end finishes and top-of-the-line

    Unlisted Address
  • /35

    $1,180,000

    Sold Sep 17, 2025

    12399 Overseas Hwy Unit 24, Marathon, FL 33050

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft
    • Built 2007

    Last Sold Summary

    • 7% Below List Price
    • $819/SF
    • 289 Days On Market

    Last Listing Agent Jessica Borraccino Coldwell Banker Schmitt Real Estate Co.

    12399 Overseas Hwy Unit 24, Marathon, FL 33050
    • /6

      Not Listed For Sale

      0 E Cahill Ct Unit 613745, Big Pine Key, FL 33043

      0 E Cahill Ct Unit 613745, Big Pine Key, FL 33043

      Last Sold Summary

      • 2 Days On Market

Showing Results 441 - 480, Page 12 of 18

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