Monroe County, FL Homes

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  /33

  $1,799,000

  • 3 Beds
  • 4 Baths
  • 1,796 Sq Ft

  809 Washington St Unit 102, Key West, FL 33040

  Experience the best of Key West living at 809 Washington Street #102, located in the exclusive Casa Marina neighborhood. This exquisite 3-story townhome offers a 3-bedroom, 3.5-bath residence (sleeps 8-10) showcasing nearly 1,800 sq ft of sophisticated island style, featuring high-end finishes, bright open living spaces, a gourmet kitchen with stainless steel Viking appliances, seamless

  

  Bernice Schafer

  Vested Palm Real Estate and Home Services

  (645) 900-9570

  809 Washington St Unit 102, Key West, FL 33040
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  /6

  $2,200 per month

  • 1 Bed
  • 1 Bath
  • Property for Rent

  119 Long Key Lake Dr Unit 1, Long Key, FL 33001

  Fully remodeled from top to bottom, this spacious 1 bedroom, 1 bath apartment is clean, bright, and ready for your personal touch. Offered unfurnished, it features charming upgrades and plenty of room to make it your own. Community amenities include a basketball court and tennis court. Just a short walk to beautiful Long Key State Park, the home is tucked away in peaceful Layton--a serene

  Seanna Lindback Sea Haven Realty, Inc.

  119 Long Key Lake Dr Unit 1, Long Key, FL 33001
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  /43

  $1,000,050 Sold Oct 02, 2025

  108 Long Ben Dr, Key Largo, FL 33037

  • 3 Beds
  • 3 Baths
  • 2,380 Sq Ft
  • Built 1955

  Last Sold Summary

  • 9% Below List Price
  • $420/SF
  • 176 Days On Market

  Last Listing Agent Jose Vigo RE/MAX All Keys Real Estate

  108 Long Ben Dr, Key Largo, FL 33037
• 

  

  

  /42

  Est $745,244 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,323 Sq Ft

  252 Hibiscus St, Tavernier, FL 33070

  252 Hibiscus St, Tavernier, FL 33070
• 

  

  

  /13

  $475,000

  • 4 Beds
  • 3 Baths
  • 1,620 Sq Ft

  31052 Avenue H, Big Pine Key, FL 33043

  Investment opportunity on 10,000 sq. ft. double lot near the Big Pine Community Park; the location offers easy access to US1, local shopping and more; Marathon and Key West are within easy reach. **DO NOT WALK THE PROPERTY WITHOUT APPOINTMENT** 2 units, 2 tenants; pets on premises. 1,060 sq. ft. mobile home has 3BD/2BA, exterior wood siding; interior has been updated. CBS garage has 560 sq. ft.

  

  Patti Nickless

  Coldwell Banker Schmitt Real E

  (844) 542-1790

  31052 Avenue H, Big Pine Key, FL 33043
• 

  

  /20

  $4,000 - $15,000 per month

  Little Torch Cottages

  2 - 4 Beds

  28501 Channel View Dr, Little Torch Key, FL 33042

  In Little Torch Key, near Mile Marker 28 on US Highway 1, Little Torch Cottages features 48 homes for those looking for something special. This beautiful property has 400 feet of open water views on Pine Channel, and also offers 22 foot boat slips at a discounted monthly rate for community residents. You will also be able to enjoy a community Clubhouse, park, BBQ areas, Paddle Board and Kayak

  28501 Channel View Dr, Little Torch Key, FL 33042
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  /49

  $1,555,000 Sold May 02, 2025

  550 9th St, Key Colony Beach, FL 33051

  • 4 Beds
  • 4 Baths
  • 2,293 Sq Ft
  • Built 2006

  Last Sold Summary

  • 16% Below List Price
  • $678/SF
  • 246 Days On Market

  Current Estimated Value $1,578,260

  Last Listing Agent Steve Smith Key Colony Beach Realty

  550 9th St, Key Colony Beach, FL 33051
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  /28

  Est $870,936 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,413 Sq Ft

  168 Airport Dr S, Summerland Key, FL 33042

  168 Airport Dr S, Summerland Key, FL 33042
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  /47

  $632,000

  • 2 Beds
  • 2 Baths
  • 916 Sq Ft

  500 Burton Dr Unit 1316, Tavernier, FL 33070

  End Unit !! with a tropical Idyllic ocean view . The Largest floor plan at Ocean Pointe with Impact windows & sliders throughout. Very quite floor plan and a private location with lots of ambiance. Being sold fully furnished. Direct Ocean access marina that is naturally protected from the elements. Jr. Olympic heated pool with a 14 person Spa and a nice updated Pool Bar. Oceanfront Cafe

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (855) 641-4592

  500 Burton Dr Unit 1316, Tavernier, FL 33070
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  /13

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 700 Sq Ft
  • Property for Rent

  810 Pearl St Unit B, Key West, FL 33040

  Cottage in the Meadows. Furnished 2 bedroom, 2 bath, Cute front porch, small back yard. Washer and dryer. Available now, wifi, cable, water included. Applications being accepted. Back ground check, $35. No smoking on the property, no pets. Owner is a Florida Licensed Realtor

  Elaine Coyle Keller Williams Key West Compass Realty

  810 Pearl St Unit B, Key West, FL 33040
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  /26

  $695,000 Sold Feb 07, 2025

  155 Sioux St, Tavernier, FL 33070

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft
  • Built 1985

  Last Sold Summary

  • 4% Below List Price
  • $679/SF
  • 16 Days On Market

  Current Estimated Value $737,194

  Last Listing Agent Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

  155 Sioux St, Tavernier, FL 33070
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  /44

  Est $1,496,657 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft

  29667 Forrestal Ave, Big Pine Key, FL 33043

  29667 Forrestal Ave, Big Pine Key, FL 33043
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  /26

  $950,000

  • 2 Beds
  • 2 Baths
  • 1,552 Sq Ft

  3707 Paula Ave, Key West, FL 33040

  Opportunities like this don't come around often. Discover the perfect blend of an income-producing legal duplex and the privacy of a beautifully renovated primary home in New Town, Key West.The primary home offers 2 bedrooms and 2 baths, featuring many upscale touches throughout, including a gorgeous, renovated gourmet kitchen ideal for entertaining or everyday living. The very spacious primary

  

  Cardenas & Krug Team

  Ocean Sotheby's International Realty

  (786) 675-5912

  3707 Paula Ave, Key West, FL 33040
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  /35

  $2,348 - $4,219 per month

  Ocean Walk

  Studio - 3 Beds

  3900 S Roosevelt Blvd, Key West, FL 33040

  Ocean Walk apartments are located on the peaceful Atlantic side of the island, nestled among lush natural vegetation, just steps away from the beach. Ideally located just minutes from the best dining, shopping and entertainment Key West has to offer, Ocean Walk Apartment Homes boast spacious one, two, and three bedroom apartments, spectacular views, and first-rate amenities. Each recently

  3900 S Roosevelt Blvd, Key West, FL 33040
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  /10

  $450,000 Sold Oct 24, 2025

  351 20th St, Marathon, FL 33050

  • Land

  Last Sold Summary

  • 40% Below List Price
  • 126 Days On Market

  Last Listing Agent Greg Dully RE/MAX All Keys Real Estate

  351 20th St, Marathon, FL 33050
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  /42

  Est $2,146,941 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,952 Sq Ft

  119 Severino Dr, Islamorada, FL 33036

  119 Severino Dr, Islamorada, FL 33036
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  /28

  $1,375,000 Open Sat 10AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft

  22974 Anne Bonny Ln, Summerland Key, FL 33042

  Welcome to 22974 Anne Bonny Lane in Cudjoe Key, a beautifully appointed, turn-key waterfront home designed for island living and ready for immediate enjoyment--whether as a full-time residence, second home, or income-producing vacation rental. This 3-bedroom, 2-bath coastal retreat is being offered fully furnished, with stylish furnishings purchased just two years ago, allowing a new owner to

  

  Sandra Tuttle

  Island Welcome Real Estate

  (786) 869-3656

  22974 Anne Bonny Ln, Summerland Key, FL 33042
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  /40

  $3,450 per month

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Property for Rent

  203 Allen Ave, Key Largo, FL 33037

  Waterfront 2-Bedroom, 2-Bath Rental with Expansive Rooftop and 110+ Feet of Dockage! Available for long-term lease, this waterfront 2-bedroom, 2-bath home on a corner lot is perfect for those who love the water. Enjoy 110+ feet of private dockage, ideal for boating enthusiasts, with a convenient boat ramp. The home features an open floor plan with bright and airy living spaces, fully furnished

  Jessie Morales Lifestyle International Realty

  203 Allen Ave, Key Largo, FL 33037
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  /64

  $3,580,000 Sold Sep 17, 2025

  180 13th St, Key Colony Beach, FL 33051

  • 5 Beds
  • 4.5 Baths
  • 2,741 Sq Ft
  • Built 2022

  Last Sold Summary

  • 7% Below List Price
  • $1,306/SF
  • 276 Days On Market

  Current Estimated Value $3,484,981

  Last Listing Agent Becky Newman Better Homes and Gardens Real Estate Destinations

  180 13th St, Key Colony Beach, FL 33051
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  /74

  Est $9,477,661 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,566 Sq Ft

  183 Indian Mound Trail, Tavernier, FL 33070

  183 Indian Mound Trail, Tavernier, FL 33070
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  /49

  $1,140,000

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  701 Spanish Main Dr Unit 587, Cudjoe Key, FL 33042

  Welcome to your piece of paradise! This stunning high-rise is the largest square footage home in the exclusive gated community of Venture Out on Cudjoe Key. This property embodies the perfect blend of modern luxury and island life. As you step inside, you are greeted by an inviting atmosphere that captures the essence of coastal living. The master bedroom boasts an en suite bathroom, offering a

  

  Ian Calderwood

  Bluescape Real Estate

  (786) 891-5684

  701 Spanish Main Dr Unit 587, Cudjoe Key, FL 33042
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  /18

  $3,300 - $3,800 per month

  Sunset Marina Apts

  2 Beds

  5555 College Rd, Key West, FL 33040

  5555 College Rd, Key West, FL 33040
• 

  

  /18

  $170,000 Sold Aug 25, 2025

  1801 N Roosevelt Blvd Unit Wahoo 39, Key West, FL 33040

  • Land
  • 0 Acre

  Last Sold Summary

  • 26% Below List Price
  • 105 Days On Market

  Last Listing Agent Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit Wahoo 39, Key West, FL 33040
• 

  

  /22

  Est $593,622 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  103 1st Terrace, Key Largo, FL 33037

  103 1st Terrace, Key Largo, FL 33037
• 

  

  /30

  $799,000

  • 2 Beds
  • 1 Bath
  • 604 Sq Ft

  620 Thomas St Unit 175, Key West, FL 33040

  This fully furnished first-floor end unit in Shipyard offers comfort, style, and an unbeatable location. Tucked along the quiet back row near the community's gorgeous pool and tropical gardens, this condo truly has it all.Two sets of impact French doors open onto a lushly landscaped Trex deck equipped with a Rainbird irrigation system--perfect for relaxing or entertaining. Inside, you'll find an

  

  Jennifer Newman

  Truman & Co. (KW)

  (786) 791-7051

  620 Thomas St Unit 175, Key West, FL 33040
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  /6

  $2,200 per month

  • 1 Bed
  • 1 Bath
  • Property for Rent

  119 Long Key Lake Dr Unit 2, Long Key, FL 33001

  Clean, well-maintained, and turn-key! This spacious, fully furnished ground-level unit features 1 bedroom and 1 bath and is move-in ready. Enjoy community amenities including a basketball court and tennis court, and take advantage of the short walk to Long Key State Park. Tucked away for peace and quiet, Layton offers a serene setting while being perfectly positioned between Islamorada and

  Seanna Lindback Sea Haven Realty, Inc.

  119 Long Key Lake Dr Unit 2, Long Key, FL 33001
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  /60

  $950,000 Sold Oct 17, 2025

  76 W Shore Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,028 Sq Ft
  • Built 2001

  Last Sold Summary

  • 13% Below List Price
  • $924/SF
  • 369 Days On Market

  Last Listing Agent Cardenas & Krug Team Ocean Sotheby's International Realty

  76 W Shore Dr, Summerland Key, FL 33042
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  /105

  Est $3,795,797 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,244 Sq Ft

  80908 Overseas Hwy, Islamorada, FL 33036

  80908 Overseas Hwy, Islamorada, FL 33036
• 

  

  /29

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft

  1115 Varela St, Key West, FL 33040

  **Investor Alert, reduced $180,000 from the original listed price. ** Nestled on a charming street in the heart of Old Town Key West, 1115 Varela Street is the renovation project that you have been waiting for. This historic treasure would be a perfect project for an investor, developer or anyone looking to restore a historic Key West gem. Currently configured as a 3BD/2BA with a large outside

  

  Terry Garcia

  Keller Williams Key West Compass Realty

  (786) 244-8439

  1115 Varela St, Key West, FL 33040
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  /25

  $2,950 - $3,650 per month

  Tarpon Harbour

  2 - 3 Beds

  6973 Overseas Hwy, Marathon, FL 33050

  Call Today to Book Your Appointment, we are eager to connect with you in Person!Tarpon Harbour is located in Monroe County, the 33050 ZIP Code, and the Monroe attendance zone.

  6973 Overseas Hwy, Marathon, FL 33050
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  /35

  $217,000 Sold Jan 31, 2025

  701 Spanish Main Dr Unit 647, Cudjoe Key, FL 33042

  • Land

  Last Sold Summary

  • 5% Below List Price
  • 22 Days On Market

  Current Estimated Value $219,771

  Last Listing Agent Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 647, Cudjoe Key, FL 33042
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  /70

  Est $2,106,842 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,720 Sq Ft

  105 Pirates Cove Dr, Marathon, FL 33050

  105 Pirates Cove Dr, Marathon, FL 33050
• 

  

  /43

  $1,699,000

  • 2 Beds
  • 2 Baths
  • 1,980 Sq Ft

  1607 Sunrise Dr, Big Pine Key, FL 33043

  Open water pool home with breathtaking views of Bogie Channel and direct deep water access to both the Atlantic Ocean and the Gulf. Located on a spacious 13,275 sq ft lot, this solid concrete ground-level residence is a true boater's paradise featuring a 75-foot concrete dock and a protected boat basin. Inside, the 1,980 sq ft home offers a large great room, a Florida Room perfect for sunrise

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (855) 301-2387

  1607 Sunrise Dr, Big Pine Key, FL 33043
• 

  

  /7

  $2,500 per month

  • 2 Beds
  • 1 Bath
  • Apartment for Rent

  184 Adobe Casa Court Dr, Tavernier, FL 33070

  Half of a duplex conveniently located between Key Largo and Tavernier. Spacious living area. Recent updates. Freshly painted. Breezy screened-in-porchSmall pets considered

  Wendy Ives RE/MAX All Keys Real Estate

  184 Adobe Casa Court Dr, Tavernier, FL 33070
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  /36

  $835,000 Sold Feb 10, 2025

  809 Southard St, Key West, FL 33040

  • 3 Beds
  • 1.5 Baths
  • 953 Sq Ft
  • Built 1915

  Last Sold Summary

  • 27% Below List Price
  • $876/SF
  • 44 Days On Market

  Current Estimated Value $929,250

  Last Listing Agent Jimmy Lane Island Life Realty Experts

  809 Southard St, Key West, FL 33040
• 

  

  /7

  Est $774,336 Not Listed For Sale

  300 Anglers Dr N, Marathon, FL 33050

  300 Anglers Dr N, Marathon, FL 33050
• 

  

  /22

  $789,000

  • 2 Beds
  • 1 Bath
  • 1,057 Sq Ft

  1102 Whitehead St, Key West, FL 33040

  Location, Location, Location! A renovation project that will increase the value of your investment exponentially! This home is located between the Southernmost Point and the Hemingway House in the world-renowned City of Key West Florida. Besides the excellent location, this home has concrete fences, a concrete gated entry from Whitehead Street, a nice sized rear deck/patio, front sitting/garden

  

  Margarita Villoch

  Island Group Realty (KW)

  (786) 949-2683

  1102 Whitehead St, Key West, FL 33040
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  /25

  $2,854 - $3,961 per month

  Lofts at Bahama Village

  1 - 3 Beds

  750 Fort St, Key West, FL 33040

  Discover your place in the heart of Key West's most historic and vibrant neighborhood. The Lofts at Bahama Village offers affordable housing options designed for locals, where homeownership and rental opportunities meet the warmth of a close-knit community.Live steps away from iconic Key West landmarks, while enjoying the charm and cultural heritage that make Bahama Village truly one of a

  750 Fort St, Key West, FL 33040
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  /25

  $685,000 Sold Jun 10, 2025

  2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft
  • Built 1967

  Last Sold Summary

  • 10% Below List Price
  • $908/SF
  • 25 Days On Market

  Current Estimated Value $677,743

  Last Listing Agent Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040
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  /13

  Est $231,672 Not Listed For Sale

  222 W Indies Rd, Tavernier, FL 33070

  222 W Indies Rd, Tavernier, FL 33070

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