63,743

Monroe County, FL Homes

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  • /39

    $849,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft

    27 Barcelona Dr, Key West, FL 33040

    Tucked away in Big Coppitt Key is 27 Barcelona Drive - an amazing waterfront property where privacy and breathtaking views abound. With no neighbors across the canal, you'll enjoy a backdrop of protected state land and sparkling bay waters creating a peaceful island setting that's hard to find. This beautifully maintained 3-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and

    Agent Photo

    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    27 Barcelona Dr, Key West, FL 33040
  • /23

    $4,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • Townhouse for Rent

    3314 Northside Dr Unit 55, Key West, FL 33040

    Rent - $4,000/Month3BR/2BA Townhome in Solana Village, Key WestRent: $4,000 per month plus utilitiesLease: Long-term preferredUnfurnishedFor additional information or to arrange a private tour, please contact me

    Yulia Vakhtenko Keys Top Realty LLC

    3314 Northside Dr Unit 55, Key West, FL 33040
  • /10

    $749,000

    Sold Mar 11, 2026

    304 Amelia St, Key West, FL 33040

    • 3 Beds
    • 1 Bath
    • 936 Sq Ft
    • Built 1938

    Last Sold Summary

    • $800/SF
    • 9 Days On Market

    Current Estimated Value $918,682

    Last Listing Agent Marilyn Wilbarger Berkshire Hathaway HomeServices Knight & Gardner Realty

    304 Amelia St, Key West, FL 33040
    • /51

      Est $1,238,819

      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

      Last Listing Agent Karol Marsden Freewheeler Realty, Inc.

  • /56

    $1,199,000

    • 3 Beds
    • 3.5 Baths
    • 1,508 Sq Ft

    1632 Bogie Dr, Big Pine Key, FL 33043

    Welcome to your tropical Keys retreat on a huge double lot totaling nearly half an acre--perfect for relaxing, entertaining, and enjoying the island lifestyle. Follow the palm-lined walkway to the custom concrete pool complete with generous deck space for entertaining, a 9-foot-deep end with diving board, and salt system that can be heated or chilled for year-round enjoyment. Designed for

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    1632 Bogie Dr, Big Pine Key, FL 33043
  • /16

    $1,900 Per Month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Property for Rent

    6099 Overseas Hwy Unit LOT 46W, Marathon, FL 33050

    Unit 46W is Available now with a month-to-month option. Fully furnished, On a 6 month lease the price is $1,900.00 per month. First and Last, and Security is required. Utilities included Boat Ramp in the community. Laundry stations in the park. Background check required by the community to occupy. Available July 1st . If lease is less than 6 months there is a 12.5% tax and cleaning fee charged.

    Kristen Brenner Duck Key Realty, Inc.

    6099 Overseas Hwy Unit LOT 46W, Marathon, FL 33050
  • /56

    $3,850,000

    Sold Sep 23, 2025

    66 S Andros Rd, Key Largo, FL 33037

    • 5 Beds
    • 4.5 Baths
    • 3,800 Sq Ft
    • Built 2018

    Last Sold Summary

    • 20% Below List Price
    • $1,013/SF
    • 227 Days On Market

    Current Estimated Value $4,024,480

    Last Listing Agent Katie Kennett Coastal Realty of the Florida Keys

    66 S Andros Rd, Key Largo, FL 33037
    • /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

      Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

  • /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
  • /134

    $15,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,180 Sq Ft
    • House for Rent

    235 Tavernier Dr, Tavernier, FL 33070

    Florida Keys Oceanfront "Fisherman’s Paradise" with breathtaking Atlantic Views and Private Dockage. This fully renovated 3BR/2BA home features an open layout, Dade County Pine woodwork, and floor-to-ceiling impact windows that frame endless ocean vistas. The lower level includes a workshop with full bath and laundry—perfect for guests or gear. Boaters and anglers will love the 50’ seawall, 30’

    Monica Benitez Xcellence

    235 Tavernier Dr, Tavernier, FL 33070
  • /20

    $660,000

    Sold Jul 22, 2026

    1704 Duncan St, Key West, FL 33040

    • 3 Beds
    • 1 Bath
    • 1,079 Sq Ft
    • Built 1953

    Last Sold Summary

    • 6% Below List Price
    • $612/SF
    • 39 Days On Market

    Current Estimated Value $757,501

    Last Listing Agent Justyn Ewald Expert Realty LLC (HQ)

    1704 Duncan St, Key West, FL 33040
    • /16

      Not Listed For Sale

      108 Caribbean Ave, Key Largo, FL 33037

      • 4 Beds
      • 2 Baths
      • 1,686 Sq Ft
      • Built 1980
      108 Caribbean Ave, Key Largo, FL 33037

      Last Sold Summary

      • 66 Days On Market

      Last Listing Agent Natalie Bevis Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • /50

    $799,000

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,518 Sq Ft

    87 Sirius Ln, Geiger Key, 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, 2.5-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

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    87 Sirius Ln, Geiger Key, FL 33040
  • /47

    $11,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • House for Rent

    28577 Peg Leg Rd, Summerland Key, FL 33042

    Make the most of winter in the Florida Keys from this fully furnished waterfront retreat on Little Torch Key. Whether you're planning a seasonal stay, considering a move to the Keys, or looking for a comfortable home base while searching for a property of your own, this 3-bedroom, 2-bath home offers an easy way to settle in and experience island living.Located on the Atlantic side in

    Micaela Eleicegui Ocean Sotheby's International Realty

    28577 Peg Leg Rd, Summerland Key, FL 33042
  • /50

    $4,250,000

    Sold May 28, 2026

    1320 Grinnell St, Key West, FL 33040

    • 3 Beds
    • 3.5 Baths
    • 2,833 Sq Ft
    • Built 2006

    Last Sold Summary

    • 1% Below List Price
    • $1,500/SF
    • 27 Days On Market

    Current Estimated Value $4,186,283

    Last Listing Agent Elizabeth Chamberlain Truman & Co. (KW)

    1320 Grinnell St, Key West, FL 33040
    • /2

      Est $751,077

      Not Listed For Sale

      7600 Ocean Terrace, Marathon, FL 33050

      • 3 Beds
      • 2 Baths
      • 1,170 Sq Ft
      • Built 2003
      7600 Ocean Terrace, Marathon, FL 33050

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Stephen Hachey FLAT FEE MLS REALTY

  • /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
  • /33

    $3,650 Per Month

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • House for Rent

    125 Dove Lake Dr, Tavernier, FL 33070

    3 bedroom/2 bath upstairs of house. Lovely upstairs portion of house in a desirable family neighborhood in Tavernier. Complete remodel of kitchen and both bathrooms just completed. The house has a completely separate side entrance for the upstairs. Lots of space on the the side of house for boat/trailers. The downstairs is vacant except on weekends and holidays when the owner is there. The Harry

    Natasha Early Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    125 Dove Lake Dr, Tavernier, FL 33070
  • /58

    $2,300,000

    Sold Dec 12, 2025

    209 Bruce Ct, Marathon, FL 33050

    • 4 Beds
    • 2 Baths
    • 1,852 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $1,242/SF
    • 4 Days On Market

    Current Estimated Value $2,315,837

    Last Listing Agent Kim Show Coldwell Banker Schmitt Real Estate Co.

    209 Bruce Ct, Marathon, FL 33050
    • /40

      Est $1,682,003

      Not Listed For Sale

      110 Buttonwood Ln, Islamorada, FL 33036

      • 3 Beds
      • 2 Baths
      • 1,290 Sq Ft
      • Built 2025
      110 Buttonwood Ln, Islamorada, FL 33036

      Last Sold Summary

      • 66 Days On Market

      Last Listing Agent Jesus Monteagudo Century 21 Circle

  • /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
  • /7

    $2,000 Per Month

    • 1 Bed
    • 1 Bath
    • 354 Sq Ft
    • Property for Rent

    65821 Overseas Hwy Unit 407, Long Key, FL 33001

    Available for monthly rentals in the sought after seaside community of Outdoor Resorts at Long Key Florida. Don't miss out on this slice of paradise, fully furnished one bedroom with a queen bed and a twin size bed in a reading nook as well as a futon in the living room. This home has a covered porch as well as a screened in lanai for outdoor living. The community has a marina, boat ramp,

    Arelys Doger-Sanchez Keller Williams Realty Premier Properties

    65821 Overseas Hwy Unit 407, Long Key, FL 33001
  • /46

    $2,000,000

    Sold Jul 14, 2026

    1330 Sugarloaf Blvd, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft
    • Built 1979

    Last Sold Summary

    • 9% Below List Price
    • $1,232/SF
    • 62 Days On Market

    Current Estimated Value $1,986,572

    Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

    1330 Sugarloaf Blvd, Summerland Key, FL 33042
    • /22

      Not Listed For Sale

      133 Freedom Ln, Big Pine Key, FL 33043

      • 2 Beds
      • 1.5 Baths
      • 720 Sq Ft
      • Built 1972
      133 Freedom Ln, Big Pine Key, FL 33043

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

  • /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
  • /55

    $4,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,458 Sq Ft
    • House for Rent

    750 91st Court Ocean, Marathon, FL 33050

    Welcome to your slice of paradise in the heart of Marathon! This charming three-bedroom, two-bath stilted home offers comfortable Keys living with the convenience of being located directly across from Marathon Airport and close to everything the Middle Keys have to offer.The open-concept living area creates an inviting space to relax and entertain, while the elevated design provides plenty of

    Nate Bartlett Berkshire Hathaway HomeServices Keys Real Estate

    750 91st Court Ocean, Marathon, FL 33050
  • /44

    $900,000

    Sold May 22, 2026

    109 Costa Bravo Dr, Islamorada, FL 33036

    • 2 Beds
    • 1.5 Baths
    • 1,322 Sq Ft
    • Built 1974

    Last Sold Summary

    • 10% Below List Price
    • $681/SF
    • 79 Days On Market

    Last Listing Agent Courtney Conley Serhant Florida LLC - Coconut Grove

    109 Costa Bravo Dr, Islamorada, FL 33036
    • /26

      Not Listed For Sale

      6800 Maloney Ave Unit 103, Stock Island, FL 33040

      • 2 Beds
      • 2 Baths
      • 748 Sq Ft
      • Built 1987
      6800 Maloney Ave Unit 103, Stock Island, FL 33040

      Last Sold Summary

      • 109 Days On Market

      Last Listing Agent Monika Rydzak eXp Realty LLC KW Branch

  • /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
  • /40

    $25,000 Per Month

    • 4 Beds
    • 4 Baths
    • 2,145 Sq Ft
    • House for Rent

    153 Valencia Dr, Islamorada, FL 33036

    Recently remodeled 3-story waterfront estate in sought-after Venetian Shores, Islamorada. 100' waterfront, private dock, 10K-lb boat lift & direct ocean/bay access via Snake Creek. Beautifully furnished & equipped with 4 BR, 4 BA + den. Offering open living areas, designer kitchen, premium appliances, island/bar, workstation with surface plug-in monitor & covered waterfront dining. Main level has

    Steven Koleno Beycome of Florida, LLC

    153 Valencia Dr, Islamorada, FL 33036
  • /57

    $1,150,000

    Sold Feb 26, 2026

    94825 Overseas Hwy Unit 174, Key Largo, FL 33037

    • 3 Beds
    • 3 Baths
    • 1,569 Sq Ft
    • Built 2025

    Last Sold Summary

    • 45% Below List Price
    • $733/SF
    • 62 Days On Market

    Current Estimated Value $1,206,173

    Last Listing Agent Erin Sykes SYKES

    94825 Overseas Hwy Unit 174, Key Largo, FL 33037
    • /2

      Est $404,676

      Not Listed For Sale

      200 Wrenn St Unit 502, Tavernier, FL 33070

      • 1 Bed
      • 1 Bath
      • 756 Sq Ft
      • Built 1975
      200 Wrenn St Unit 502, Tavernier, FL 33070

  • /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
  • /39

    $5,500 Per Month

    • 3 Beds
    • 3 Baths
    • 2,030 Sq Ft
    • House for Rent

    3 Stillwright Way, Key Largo, FL 33037

    Waterfront Annual Lease AvailableMove right into this beautifully maintained CBS elevated waterfront home featuring 3 bedrooms, 3 bathrooms, and 50 feet of concrete dockage on a short canal that opens directly to Blackwater Sound.The interior has been freshly painted and includes a washer and dryer, creating a bright, comfortable, and move-in-ready living space. The spacious upstairs

    Yvette Doherty Coldwell Banker Schmitt Key Largo

    3 Stillwright Way, Key Largo, FL 33037
  • /29

    $1,075,000

    Sold Oct 07, 2025

    1127 Packer St, Key West, FL 33040

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft
    • Built 1928

    Last Sold Summary

    • 14% Below List Price
    • $1,280/SF
    • 108 Days On Market

    Current Estimated Value $1,118,995

    Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

    1127 Packer St, Key West, FL 33040
    • /6

      Est $321,867

      Not Listed For Sale

      101551 Overseas Hwy Unit 161, Key Largo, FL 33037

      101551 Overseas Hwy Unit 161, Key Largo, FL 33037

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Barbara Eads Barbara Eads Realty

  • /55

    $1,900,000

    • 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
  • /16

    $2,800 Per Month

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

    410 Coconut Dr, Key Largo, FL 33037

    Enjoy this laidback, traditional 2/2 stilt style home in Key Largo. This vacation home features a carport and storage downstairs, along with a washer/dryer, and plenty of space to relax after a day of boating. Newer metal roof, newer A/C, impact windows, new hot water heater, and low maintenance artificial turf. Check out the 3x3 video wall in the living room for days in. Comfortable

    Barbara Garcia Compass Florida LLC

    410 Coconut Dr, Key Largo, FL 33037
  • /59

    $2,775,000

    Sold May 22, 2026

    226 S Coconut Palm Blvd, Plantation Key, FL 33070

    • 4 Beds
    • 4 Baths
    • 2,853 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Below List Price
    • $973/SF
    • 138 Days On Market

    Current Estimated Value $2,795,412

    Last Listing Agent AJ Vetter Palm House Real Estate

    226 S Coconut Palm Blvd, Plantation Key, FL 33070
    • /2

      Not Listed For Sale

      1800 Atlantic Blvd Unit 220C, Key West, FL 33040

      • 2 Beds
      • 2 Baths
      • 1,424 Sq Ft
      • Built 1984
      1800 Atlantic Blvd Unit 220C, Key West, FL 33040

Showing Results 521 - 560, Page 14 of 18

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