Monroe County, FL Homes

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  /11

  $2,950,000

  • Land
  • 0.5 Acre
  • $5,895,128 per Acre

  246 & 248 Pescayo Ave, Marathon, FL 33050

  Ready to Build Your Dream Florida Keys Estate? This rare opportunity includes two large adjacent, cleared parcels, totaling 21,798 sq ft, in the heart of Marathon, already vested with a City of Marathon Market Rate Transferable Building Right, (TBR) -- meaning no wait, no red tape - start building immediately! Positioned on a deepwater canal with 7.9' controlling depth, this location is ideal for

  

  Joshua Mothner

  Coldwell Banker Schmitt Real Estate Co.

  (786) 982-6772

  246 & 248 Pescayo Ave, Marathon, FL 33050
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  /11

  $1,600 per month

  • 1 Bed
  • 1 Bath
  • 624 Sq Ft
  • Apartment for Rent

  562 Lazy Ln Unit A, Key Largo, FL 33037

  Recently renovated efficiency apartment in a quiet Key Largo neighborhood near MM 99. This 1-bath half-duplex offers a bright, clean living space with a galley kitchenette, new refrigerator, updated bath fixtures, and a split A/C system for efficient cooling and low electric bills. Recent improvements include a new metal roof and impact windows for peace of mind Enjoy a private backyard setting

  Kimberly Hamilton Better Homes and Gardens Real Estate Destinations

  562 Lazy Ln Unit A, Key Largo, FL 33037
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  /37

  $1,000,000 Sold Nov 26, 2025

  301 Woods Ave, Tavernier, FL 33070

  • 3 Beds
  • 1.5 Baths
  • 1,376 Sq Ft
  • Built 1968

  Last Sold Summary

  • 23% Below List Price
  • $727/SF
  • 155 Days On Market

  Last Listing Agent AJ Vetter Palm House Real Estate

  301 Woods Ave, Tavernier, FL 33070
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  /41

  Est $1,659,509 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,612 Sq Ft

  1022 Grinnell St, Key West, FL 33040

  1022 Grinnell St, Key West, FL 33040
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  /50

  $1,975,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 1,738 Sq Ft

  1015 Eaton St, Key West, FL 33040

  1015 Eaton Street, the art of island elegance, where historic soul meets modern sophistication. Four bedrooms. Updated baths. A new kitchen. Natural light everywhere. And a big, resort-style pool; a true rarity in Old Town! Positioned in the coveted heart of Old Key West, just steps from the Historic Seaport, 1015 Eaton Street is more than a home, it's a statement. A refined yet relaxed retreat

  

  Damian Vantriglia

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (305) 745-7597

  1015 Eaton St, Key West, FL 33040
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  /20

  $1,999 - $3,221 per month

  Playa Apartments

  1 - 2 Beds

  21 1st Ave, Key Largo, FL 33037

  Live in a tropical oasis where summer never ends at Playa Apartments in Key Largo. Surrounded by Old Florida Keys architecture and the ocean breeze, our community offers open-concept one- and two-bedroom homes with modern features and easy access to sun-soaked beaches and world-famous diving. Enjoy white sands at Harry Harris Park, explore John Pennekamp Coral Reef State Park, or dine along the

  21 1st Ave, Key Largo, FL 33037
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  /40

  $975,000 Sold Jul 03, 2025

  13 Garden Cove Dr, Key Largo, FL 33037

  • 5 Beds
  • 3 Baths
  • Built 2024

  Last Sold Summary

  • 18% Below List Price
  • 240 Days On Market

  Current Estimated Value $985,373

  Last Listing Agent Merlin Perez Golden International Realty Corp

  13 Garden Cove Dr, Key Largo, FL 33037
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  /2

  Est $898,537 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 850 Sq Ft

  634 Louisa St Unit 2, Key West, FL 33040

  634 Louisa St Unit 2, Key West, FL 33040
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  /73

  $4,699,000

  • 3 Beds
  • 5 Baths
  • 4,000 Sq Ft

  58213 Morton St, Marathon, FL 33050

  Nestled on a secluded 2-acre lot in Grassy Key, Marathon, this gated waterfront estate boasts 4,000 sq. ft. and is highlighted with a ton of amenities including two docks, 4 post boat lift, private sandy beach and an infinity-edge elevated pool blending seamlessly with the gulf and featuring a built-in table and chairs for relaxing or entertaining. Expansive covered areas by the pool offer shaded

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 751-7833

  58213 Morton St, Marathon, FL 33050
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  /15

  $5,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  27355 Guadaloupe Ln, Ramrod Key, FL 33042

  NEW CONSTRUCTION ANNUAL LEASE, AVAILABLE APRIL 13 bedroom, 3 bathroom 1500 sqft home with beautiful and spacious covered porch. Great canal boating access with wood dock and boat lift! Stainless steel appliances, quartz counter tops, and spacious bedrooms and living areas!Swimming pool to be installed summer of 2026, at no additional rent cost to tenant. First last and security required to move

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  27355 Guadaloupe Ln, Ramrod Key, FL 33042
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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

  Current Estimated Value $1,025,114

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

  108 Long Ben Dr, Key Largo, FL 33037
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  /69

  Est $1,579,720 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,207 Sq Ft

  2601 S Roosevelt Blvd Unit 505, Key West, FL 33040

  2601 S Roosevelt Blvd Unit 505, Key West, FL 33040
• 

  

  /23

  $325,000

  • 2 Beds
  • 2 Baths
  • 860 Sq Ft

  1129 Pebble Beach Ln Unit 11, Marathon, FL 33050

  Discover one of the best-priced properties in the Florida Keys! A beautifully updated 2-bedroom, 2-bathroom top-floor condo on sought-after Duck Key. Offering a flexible layout, tasteful upgrades, and a brand-new air-conditioning system, this home delivers comfort and value in equal measure.The main living area features a renovated kitchen with quartz countertops, stainless steel appliances, and

  

  Coby Taylor

  Taylor & Assoc. RE, Inc.

  (786) 442-3513

  1129 Pebble Beach Ln Unit 11, Marathon, FL 33050
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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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  /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 $1,614,108

  Last Listing Agent Steve Smith Key Colony Beach Realty

  550 9th St, Key Colony Beach, FL 33051
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  /12

  Est $514,664 Not Listed For Sale

  • 2 Beds
  • 1,201 Sq Ft

  27007 Angelfish Rd, Summerland Key, FL 33042

  27007 Angelfish Rd, Summerland Key, FL 33042
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  /67

  $2,395,000

  • 4 Beds
  • 4 Baths
  • 2,390 Sq Ft

  3605 Eagle Ave, Key West, FL 33040

  3605 Eagle Avenue | Key WestSituated on one of Key West's most desirable streets, this private compound on Eagle Avenue offers a rare combination of space, privacy, and refined island living. Set on a double corner lot totaling 12,000 sq ft, the property is fully enclosed, offering enhanced privacy and a tranquil, resort-like setting.The main residence features 3 bedrooms, 2.5 baths, and

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  (786) 981-4184

  3605 Eagle Ave, Key West, FL 33040
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  /26

  $3,500 per month

  • 3 Beds
  • 2 Baths
  • 1,758 Sq Ft
  • Property for Rent

  212 Buttonwood Ln, Tavernier, FL 33070

  Welcome to your dream island getaway in the highly sought-after Bluewaters community. Nestled at the south end of Key Largo, this 1974 doublewide manufactured home has been transformed into a delightful oasis. Upgraded with impact windows, wood plank tile throughout, newer kitchen with stainless appliances, quartz counters, tile backsplash, and a built-in banquette; both bathrooms have been fully

  Yoana Toth Toth Real Estate Group, Inc.

  212 Buttonwood Ln, Tavernier, FL 33070
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  /37

  $875,000 Sold Jan 30, 2026

  16 Flamingo Rd, Key Largo, FL 33037

  • 2 Beds
  • 1.5 Baths
  • 672 Sq Ft
  • Built 1974

  Last Sold Summary

  • 10% Below List Price
  • $1,302/SF
  • 98 Days On Market

  Last Listing Agent Yvette Doherty Coldwell Banker Schmitt Key Largo

  16 Flamingo Rd, Key Largo, FL 33037
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  /41

  Est $1,045,563 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,003 Sq Ft

  101 Bruce Ct Unit B, Marathon, FL 33050

  101 Bruce Ct Unit B, Marathon, FL 33050
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  /30

  $800,000

  • 3 Beds
  • 2 Baths
  • 1,062 Sq Ft

  630 Barry Ave, Summerland Key, FL 33042

  Set on a rare 0.68-acre property spanning four lots, this private canal-front home offers exceptional space, water access, and tranquility. With 204.5 feet of canal frontage, a 40-foot wood dock, and less than a 5-minute boat ride to Pine Channel, this location is ideal for boating enthusiasts. The 3-bedroom, 2-bath residence features a roof-covered deck perfect for entertaining friends and

  

  Brenda Thomas

  Island Welcome Real Estate

  (786) 822-8419

  630 Barry Ave, Summerland Key, FL 33042
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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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  /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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  /29

  Est $1,511,599 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,531 Sq Ft

  1500 Atlantic Blvd Unit 213, Key West, FL 33040

  1500 Atlantic Blvd Unit 213, Key West, FL 33040
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  /47

  $2,300,000 Open House 2/20

  • 3 Beds
  • 3 Baths
  • 1,690 Sq Ft

  1503 Johnson St, Key West, FL 33040

  Welcome to 1503 Johnson St, a luxurious Key West retreat now offered for sale--a turnkey residence that truly embodies style, comfort, and effortless island living. This elegant three-bedroom, three-bathroom furnished home is situated on a fully fenced corner lot, offering exceptional privacy while keeping you close to everything the island has to offer. Located just four blocks from the Atlantic

  

  Leslie Howard

  Coldwell Banker Schmitt Real Estate Co. (KW)

  (877) 692-1660

  1503 Johnson St, Key West, FL 33040
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  /39

  $4,950 per month

  • 3 Beds
  • 2.5 Baths
  • 2,345 Sq Ft
  • House for Rent

  640 Colson Dr, Key Largo, FL 33037

  Single Family Home in Twin Lakes Subdivision. 3 Bedroom, 2 1/2 Bathroom. Read to move in. Washer and Dryer. Fenced Backyard. Pets welcome.Space to park a boat on the side of the house. This House was built in 2021.No Association.

  Nitty Bautista Rodriguez Nitty J Diaz PA

  640 Colson Dr, Key Largo, FL 33037
• 

  

  /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
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  /23

  Est $438,309 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 978 Sq Ft

  87465 Old Hwy Unit 112, Islamorada, FL 33036

  87465 Old Hwy Unit 112, Islamorada, FL 33036
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  /50

  $799,000 Open Sun 10AM - 12PM

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft

  1672 Pandorea Ln, Big Pine Key, FL 33043

  Discover canal-front living in Eden Pines Colony where local amenities are within easy reach! The owners have maximized this 8,063 sq. ft. property for outdoor living, from the screened sitting and grilling area below, to the lush gardens surrounding the amazing outdoor shower. The inside is bright and airy featuring a wood-planked cathedral ceiling in the great room, an exceptional upgraded

  

  Patti Nickless

  Coldwell Banker Schmitt Lower Keys (KW)

  (888) 410-2419

  1672 Pandorea Ln, Big Pine Key, FL 33043
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  /20

  $4,712 per month

  • 3 Beds
  • 3 Baths
  • 1,991 Sq Ft
  • Condo for Rent

  12400 Overseas Hwy Unit ID1269391P, Marathon, FL 33050

  Welcome to Rooftop Bliss, the ultimate family getaway in Marathon, FL! This spacious 3-bedroom, 3-bathroom villa is perfect for making memories together, with a private rooftop deck, resort-style pool, and a safe, gated community. Close to beaches, fishing spots, and fun island attractions, it's your home away from home in the Florida Keys.This beautiful three-level villa has everything your

  12400 Overseas Hwy Unit ID1269391P, Marathon, FL 33050
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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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  /34

  Est $777,377 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,340 Sq Ft

  191 Doubloon Ln, Summerland Key, FL 33042

  191 Doubloon Ln, Summerland Key, FL 33042
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  /30

  $1,275,000

  • 3 Beds
  • 2 Baths
  • 1,826 Sq Ft

  1221 20th St, Key West, FL 33040

  This spacious 3-bedroom, 2-bathroom home is ideal for entertaining and perfectly suited for large family gatherings. Nestled on an oversized, fully fenced corner lot, this tropical oasis features a sparkling saltwater pool, an enclosed garage, and gated parking in the front. A second gated entrance at the rear provides additional space for extra vehicles, an RV, boat, or trailer. The garage also

  

  Jennifer Newman

  Truman & Co. (KW)

  (645) 900-1825

  1221 20th St, Key West, FL 33040
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  /27

  $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
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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

  Current Estimated Value $960,265

  Last Listing Agent Cardenas & Krug Team Coastal Collection Real Estate Inc.

  76 W Shore Dr, Summerland Key, FL 33042
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  /78

  Est $1,135,653 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  11600 1st Avenue Gulf Unit 65, Marathon, FL 33050

  11600 1st Avenue Gulf Unit 65, Marathon, FL 33050
• 

  

  /34

  $625,000

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  27940 Lobster Tail Trail, Summerland Key, FL 33042

  Discover one of the best waterfront buying opportunities in the Lower Keys! This spacious and well-maintained 3-bedroom, 2-bath manufactured home offers incredible value and lifestyle at just $650,000. Inside, you'll find an open floor plan with updated laminate floors, a bright kitchen, and a large primary suite featuring a big bedroom and a relaxing bath with a soaking tub.Outdoors, enjoy 46

  

  Sandra Tuttle

  Island Welcome Real Estate

  (645) 218-8749

  27940 Lobster Tail Trail, Summerland Key, FL 33042
• 

  

  /20

  $7,207 per month

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft
  • Condo for Rent

  886 Loggerhead Ln Unit ID1297829P, Summerland Key, FL 33042

  Loggerhead Lagoon is a stunning, tropically themed 3-bedroom 2-bathroom home located on a large private lot that offers covered parking, a boat dock, and direct access to the Gulf of Mexico. This rare find boasts a lush outdoor area full of beautiful palms, sun loungers, and tons of Florida sunshine. Located in Sugarloaf Key, just 19 miles from Key West and the world-famous Duval Street, this

  886 Loggerhead Ln Unit ID1297829P, Summerland Key, FL 33042
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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 $928,986

  Last Listing Agent Jimmy Lane Island Life Realty Experts

  809 Southard St, Key West, FL 33040
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  /45

  Est $900,742 Not Listed For Sale

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

  40 Spoonbill Way Unit 2, Key West, FL 33040

  40 Spoonbill Way Unit 2, Key West, FL 33040

Showing Results 81 - 120, Page 3 of 18