Recently Sold Monroe County FL Homes

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  $3,000,000 Sold May 16, 2025

  • 1,920 Sq Ft
  • $1,562/SF
  • 254 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2005

  51 Sunset Key Dr, Key West, FL 33040

  This is the ultimate living experience. You get all Historic Key West has to offer, but are tucked away on your own private island paradise. Access to Sunset Key is by the island ferry which runs 24 hours a day, but is only a 4 minute boat ride. Have all the fun you can stand in Key West, but then come home to absolute peace and quiet. Have your own Sunset Party from your covered roof top

  Cardenas & Krug Team Ocean Sotheby's International Realty

  51 Sunset Key Dr, Key West, FL 33040
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  /40

  $1,350,000 Sold May 15, 2025

  • 1,315 Sq Ft
  • $1,027/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  31254 Hollerich Dr, Big Pine Key, FL 33043

  Open views abound in this new 'Topsider' home, surrounded by water on three sides with 110 ft. of east-facing frontage overlooking Bogie Channel providing easy access to the back country and ocean. The property has 134 ft. of frontage along the 40 ft. wide canal on south side. One step inside the 1592 sq. ft. living area and there's no denying the views! With cathedral ceilings and abundant

  Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

  31254 Hollerich Dr, Big Pine Key, FL 33043
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  /35

  $945,000 Sold May 15, 2025

  • 1,265 Sq Ft
  • $747/SF
  • 6 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1991

  17182 Starfish Ln W, Summerland Key, FL 33042

  Nestled in the heart of the stunning Florida Keys and perfect for anyone looking to escape the hustle and bustle of everyday life, this two-bedroom, two-bath home is a sanctuary of serenity and keys living. This property boasts an extra-large lot, providing ample space for outdoor activities, relaxation, and entertainment and there is lots of room for a pool and Tiki hut. The tropical landscaping

  Daniel Urban Century 21 Circle - Key West

  17182 Starfish Ln W, Summerland Key, FL 33042
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  /65

  $1,100,000 Sold May 15, 2025

  • 1,600 Sq Ft
  • $688/SF
  • 25 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2006

  11600 1st Avenue Gulf Unit 51, Marathon, FL 33050

  This end unit at Indigo Reef offers resort-style living, breathtaking Gulf views & prime Marathon location in the middle of the Fabulous Florida Keys!This vacation getaway is offering the perfect blend of investment income and personal enjoyment for you, your friends and family. A spacious, open floorplan, 3 bedrooms with balconies and sweeping Gulf views from the Primary Suite--ideal for

  Karen Raspe, PA Ocean Sotheby's International

  11600 1st Avenue Gulf Unit 51, Marathon, FL 33050
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  /5

  $200,000 Sold May 15, 2025

  • Land
  • 0.19 Acre
  • $1,052,632 per Acre

  • 101 Days On Market

  2 S Andros Rd, Key Largo, FL 33037

  Ready to build with approved plans! Indulge in the luxury of effortless living with this exquisite residential plot.*Approved plans* are in place for a sophisticated home boasting 3 bedrooms, 2.5 bathrooms, and a convenientone-car garage. Nestled in a coveted locale, this parcel presents an unparalleled opportunity to craft your dreamsanctuary without the hassle of planning. Picture yourself in a

  Daney Cabrera Keller Williams Realty Premier Properties

  2 S Andros Rd, Key Largo, FL 33037
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  /23

  $285,000 Sold May 15, 2025

  • Land

  • 94 Days On Market

  5555 College Rd Unit 10, Key West, FL 33040

  Own your own 50ft boat slip (LOA 55') in Sunset Marina, a wonderful, quiet & secure marina on the Gulf in Key West. Positioned at the end of a T-dock on Sailfish Pier, this is a deeded slip, so you own the bay bottom and have unparalleled access with direct deep-water ingress and egress to the Gulf & easy access to the Atlantic.Located on the leeward side of Key West, this marina offers the

  Terri Spottswood Truman & Co. (KW)

  5555 College Rd Unit 10, Key West, FL 33040
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  /35

  $860,000 Sold May 15, 2025

  • 1,008 Sq Ft
  • $853/SF
  • 147 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  181 Grassy Rd, Key Largo, FL 33037

  Stunning Key Largo Canal home! Nestled at the end of a peaceful street with no front neighbors, this updated, modern gem is the ultimate retreat. Featuring a updated dock and lift, it offers easy access to open waters for boating enthusiasts. The sleek, updated interior and comfortable layout make it perfect for entertaining, while the canal-side setting provides serene views and a private

  Francisco Bird Coldwell Banker Realty

  181 Grassy Rd, Key Largo, FL 33037
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  /21

  $600,000 Sold May 15, 2025

  • 1,292 Sq Ft
  • $464/SF
  • 123 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2021

  4 Orange Dr, Key Largo, FL 33037

  Welcome to this stunning, newly constructed 2-story coastal home offering 2 bedrooms and 2.5 baths. This thoughtfully designed property combines modern elegance with coastal charm, creating the perfect Keys retreat.Step inside to find wood-like tile flooring and shiplap-accented walls that exude a warm and inviting atmosphere. The open floor plan is complemented by impact windows and doors,

  Jesus Monteagudo American Caribbean Real Estate, Christie's International Real Estate

  4 Orange Dr, Key Largo, FL 33037
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  /46

  $975,000 Sold May 15, 2025

  • 1,390 Sq Ft
  • $701/SF
  • 88 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  18 Emerald Dr, Key West, FL 33040

  This custom-built, well-maintained 3-bedroom, 2-bath waterfront stilted home offers the perfect tropical retreat just 6 miles from Key West. Elevated on stilts, the property features 80 feet of concrete seawall, complete with davits and stunning emerald waters. The rear of the house faces west, allowing you to enjoy breathtaking sunsets from your screened-in balcony or while relaxing by the

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

  18 Emerald Dr, Key West, FL 33040
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  /13

  $600,000 Sold May 15, 2025

  • 1,541 Sq Ft
  • $389/SF
  • 208 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1981

  218 Hispanola Rd, Tavernier, FL 33070

  Attention Investors! Or savvy homeowners can live on one side and rent the other out. This is a concrete duplex with a metal roof in 2018. Fully Fenced back yards. Parking for 4 cars. Walking distance to Harry Harris Park with a beach, boat ramp, and playground. This Tavernier location provides convenient access to the Key Largo and Islamorada workforce housing. This property will pay for itself

  Diana Fiddes Coldwell Banker Schmitt Key Largo

  218 Hispanola Rd, Tavernier, FL 33070
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  /24

  $1,950,000 Sold May 15, 2025

  • 1,128 Sq Ft
  • $1,729/SF
  • 274 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1938

  415 Amelia St, Key West, FL 33040

  This charming two-story Old Town cottage in Key West is ideally located just a half block off of Duval Street. The interior was beautifully renovated throughout with new floors, updated kitchen and impact windows & doors. The first floor includes a master bedroom with French doors leading out to an in-ground swimming pool. Upstairs, a loft provides a spacious guest bedroom. Overlooking the large

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  415 Amelia St, Key West, FL 33040
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  /4

  $730,000 Sold May 14, 2025

  • Land

  • 1 Day On Market

  2950 Overseas Hwy Unit 13, Key West, FL 33040

  Luxury Oasis at Bluewater Key Luxury RV Resort - Lot #13** Discover opulence at a Platinum Luxury RV Site with a private dock in Bluewater Key RV Resort. Nestled in the Florida Keys, this lavish property offers unparalleled privacy just 15 minutes from Key West. With a colossal tiki hut and private dock granting ocean access, this site boasts meticulous design, featuring composite decking,

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 13, Key West, FL 33040
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  /40

  $584,900 Sold May 14, 2025

  • 1,029 Sq Ft
  • $568/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1988

  9842 Leeward Ave, Key Largo, FL 33037

  Incredible Value for Bayfront Living with Unmatched Sunset Views!Discover the perfect blend of comfort, style, and location in this bayfront townhome in the sought-after, gated community of The Landings of Largo. This elevated single-level townhome offers year-round sunset views, an open and inviting split-bedroom layout with vaulted ceilings, and a versatile enclosed sunset porch that can easily

  Terry Canto American Caribbean Real Estate, Christie's International Real Estate

  9842 Leeward Ave, Key Largo, FL 33037
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  /32

  $700,000 Sold May 14, 2025

  • 960 Sq Ft
  • $729/SF
  • 17 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1990

  226 Newfound Blvd, Big Pine Key, FL 33043

  Nestled on a quiet dead-end street, this 2-bed, 2-bath stilted home offers privacy, low-maintenance living, and a relaxed Keys lifestyle. With county and state-owned land across both the canal and the front of the home, you'll enjoy lush, unobstructed views with no future development in sight. Step inside to a fully-furnished (excluding artwork), open-concept living space featuring beautiful wood

  Madeleine Lowe Expert Realty LLC (HQ)

  226 Newfound Blvd, Big Pine Key, FL 33043
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  /34

  $1,900,000 Sold May 14, 2025

  • 1,640 Sq Ft
  • $1,159/SF
  • 52 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1966

  146 N Indies Dr, Marathon, FL 33050

  YACHT FRIENDLY! Don't miss this affordable opportunity to own a charming three-bedroom, two-bath home in the desirable Duck Key community, complete with 93 feet of deepwater dockage where the water color is always stunning and clean. The spacious backyard is perfect for outdoor living, featuring a tiki hut, a stunning heated and chilled swimming pool with royal blue ceramic tiles, and a step-down

  Kristen Brenner/Margie Casey T Florida Keys Real Estate Group

  146 N Indies Dr, Marathon, FL 33050
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  /22

  $555,000 Sold May 14, 2025

  • 340 Sq Ft
  • $1,632/SF
  • 32 Days On Market

  • 1 Bath
  • Built 1992

  1126 Olivia St Unit 412, Key West, FL 33040

  Tucked away in the lush, gated grounds of Lionsgate Condominium, this charming studio offers a private escape designed for effortless living. Winding brick pathways lead you through the beautifully landscaped property to a secluded oasis at the rear--just steps from the large, heated pool and tranquil outdoor spaces. An awning extends off your back door, providing the perfect space to relax and

  Paige Bethel Island Home Realty Inc.

  1126 Olivia St Unit 412, Key West, FL 33040
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  /19

  $597,000 Sold May 14, 2025

  • 1,032 Sq Ft
  • $578/SF
  • 64 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  3329 Harriet Ave, Key West, FL 33040

  Centrally located walking distance to schools, shopping and kids football and soccor fields. This turn-key townhome has a new roof, new tile flooring throught and new wood stairs. First floor you have the living room, full bathroom with washer and dryer and spacious kitchen with french doors that lead to the outside. Upstairs you have 2 full bedrooms and 1 full bathroom. Both bedrroms have

  Dasha Ray Conch Realty LLC (KW)

  3329 Harriet Ave, Key West, FL 33040
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  /36

  $800,000 Sold May 14, 2025

  • 1,392 Sq Ft
  • $575/SF
  • 129 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1972

  301 Vaca Rd, Key Largo, FL 33037

  SELLER FINANCING POSSIBLE!!!! Call agents for details! Coastal inspired 4 bedroom, 2 bath canal-front manufactured home on an oversized corner lot with 100ft on the water! With over 1,392 square feet of living space, this spacious home has room for everyone! Situated on a spacious corner lot of over 8,600 square feet, the property provides ample parking, room for outdoor activities, and plenty of

  Dani Hall American Caribbean Real Estate, Christie's International Real Estate

  301 Vaca Rd, Key Largo, FL 33037
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  /92

  $1,050,000 Sold May 14, 2025

  • 1,232 Sq Ft
  • $852/SF
  • 129 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2020

  27436 Tobago Ln, Summerland Key, FL 33042

  Welcome to your dream waterfront oasis! This immaculate three-bedroom, two-bathroom home, built in 2020, offers a perfect blend of elegance and luxury. Meticulously maintained, this modern residence boasts ample privacy and quick boating access, making it an ideal retreat for water enthusiasts. As you step inside, you'll be greeted by a spacious open floor plan that seamlessly connects the

  Justyn Ewald Expert Realty LLC (HQ)

  27436 Tobago Ln, Summerland Key, FL 33042
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  /2

  $1,550,000 Sold May 13, 2025

  • 2,070 Sq Ft
  • $749/SF
  • 0 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1970

  208 Plantation Dr, Tavernier, FL 33070

  2/2 CBS home. In need of updates and repairs. FOR STATISTICAL PURPOSES.

  Vanessa J Chamizo Coldwell Banker Schmitt Islamorada

  208 Plantation Dr, Tavernier, FL 33070

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