Monroe County FL Houses for Sale

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  /61

  $3,350,000

  • 4 Beds
  • 4.5 Baths
  • 4,262 Sq Ft

  707 Sombrero Beach Rd, Marathon, FL 33050

  Experience the ultimate Florida Keys lifestyle in this stunning canalfront concrete home situated on an expansive parcel, just a few steps from the iconic Sombrero Beach! Designed for resort-style living, this property boasts a luxurious pool area complete with a heater and chiller, swim-up bar, cabana, and spa . A paved pathway leads you to a second infinity pool, offering sweeping views of lush

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  707 Sombrero Beach Rd, Marathon, FL 33050
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  /56

  $4,199,000

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

  66 S Andros Rd, Key Largo, FL 33037

  Boater's Paradise in Key Largo:Where the Atlantic meets luxury living, this three-story waterfront retreat offers the quintessential Keys lifestyle you've been dreaming of. 70 feet of prime dockage and dual boat lifts (20K & 10K), your nautical adventures begins at your doorstep.Spanning three meticulously designed levels, this exceptional residence maximizes its oceanfront setting. The crown

  Katie Kennett Coastal Realty of the Florida Keys

  66 S Andros Rd, Key Largo, FL 33037
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  /50

  $3,860,000

  • 4 Beds
  • 2.5 Baths
  • 3,166 Sq Ft

  226 Corsair Rd, Marathon, FL 33050

  Exclusive Duck Key Waterfront Retreat with Breathtaking Ocean ViewsExperience the pinnacle of coastal living in this exceptional open-water home on Duck Key. Designed to capture stunning ocean vistas and mesmerizing sunsets, this 4-bedroom, 3 bathroom gem offers the perfect balance of luxury, comfort, and outdoor paradise.Expansive Living Areas: Open-concept design featuring a gourmet kitchen

  Kristen Brenner/Margie Casey T Florida Keys Real Estate Group

  226 Corsair Rd, Marathon, FL 33050
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  /84

  $2,975,000

  • 4 Beds
  • 3 Baths
  • 2,532 Sq Ft

  4 Sandpiper Ln, Marathon, FL 33050

  Welcome to 4 Sandpiper Lane, a rare waterfront treasure in the heart of Marathon, FL, offering breathtaking open water views and incredible potential. This exceptional property features a spacious 2-bedroom, 2-bathroom layout upstairs, along with a versatile 3-bedroom, 1-bathroom ground-level space. Two of the downstairs bedrooms have private entry to the outdoors, providing added convenience and

  Sam Williams Coldwell Banker Schmitt Real Estate Co.

  4 Sandpiper Ln, Marathon, FL 33050
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  /24

  $2,340,000

  • 5 Beds
  • 3.5 Baths
  • 2,447 Sq Ft

  29176 Violet Dr, Big Pine Key, FL 33043

  Escape to paradise! 5BR/3.5BA gated home in the Keys. Bamboo floors, fresh paint, screen patio. Elegant accents. Lush landscaping, private pool, hot tub. 2 levels, full bar, gourmet kitchen, walk-out patio. Master w/ walk-in closet. Stargaze from wrap-around porch. Must see this private oasis!

  Cliff Glansen FlatFee.com

  29176 Violet Dr, Big Pine Key, FL 33043
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  /21

  $1,449,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  56 Pelican Rd, Marathon, FL 33050

  Bayfront Paradise – A Rare Opportunity! MOTIVATED SELLER!Unique bayfront home nestled on a sprawling 0.6-acre lot, offering complete privacy and surrounded by lush trees. This serene retreat feels like a secluded oasis while being just steps from: The Marina, Dolphin Research Center, Shops and RestaurantsThe charming large 1-bedroom, 1-bathroom home has stood strong for over 60 years,

  Valeria Perez Trust Invest Real Estate Corp

  56 Pelican Rd, Marathon, FL 33050
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  /41

  $799,900

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  3635 Trade Winds St, Big Pine Key, FL 33043

  Beautifully Renovated Single-Family Home in the Florida Keys This stunning 2-bedroom, 2-bathroom home with extra guess room downstairs, fully renovated in 2024, is perfect for fishing enthusiasts and those seeking a serene island lifestyle. The property boasts a dock with no bridges to the ocean, ideal for quick access to the water. Located in a quiet neighborhood, this home features a 2018 roof,

  Michel Luna Lifestyle International Realty

  3635 Trade Winds St, Big Pine Key, FL 33043
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  /63

  $6,750,000

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

  83407 Old Hwy, Islamorada, FL 33036

  This breathtaking three-story beachfront home boasts six spacious bedrooms and five lavish bathrooms and three living rooms, perfectly blending resort-style living with the utmost comfort. Located in a serene cove with a pristine natural beach, the home features floor-to-ceiling windows that offer stunning 180-degree panoramic views of the ocean. Every corner is meticulously designed with

  Leslie Leopold Ocean Sotheby's International Realty

  83407 Old Hwy, Islamorada, FL 33036
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  /32

  $1,680,000

  • 3 Beds
  • 2 Baths
  • 1,463 Sq Ft

  1211 Catherine St, Key West, FL 33040

  This charming historic home is located just steps off vibrant White St and close to the beach, tennis courts, pickle ball and a short walk to famous Duval St. It's close to the action but in a tranquil area of the White St District.This property has many great features such as 10ft high ceilings through out the entire home, abundance of large windows, open floor plan with spacious living area,

  Haydee Stewart Bascom Grooms Real Estate (KW)

  1211 Catherine St, Key West, FL 33040
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  /64

  $4,250,000

  • 5 Beds
  • 7 Baths
  • 2,681 Sq Ft

  1311 Grinnell St, Key West, FL 33040

  This stunning home in Casa Marina is a complete restoration of the original historic structure. Just 5 blocks from Higgs Beach and 6 blocks from Duval Street this property has a large master bedroom and two guest bedrooms on the main floor all with private baths and their own entrances opening to over 900 square feet of wraparound porches. The wide entrance hallway has an additional 1/2 bath and

  Jennifer Newman Truman & Co. (KW)

  1311 Grinnell St, Key West, FL 33040
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  /35

  $1,380,000

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  22822 John Silver Ln, Summerland Key, FL 33042

  Submit all offers to listing agent

  Halley Haack Coldwell Banker Schmitt Real E

  22822 John Silver Ln, Summerland Key, FL 33042
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  /43

  $1,195,000

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  231 Anne Bonny Dr, Key Largo, FL 33037

  Charming Key Largo Bungalow with Bay Views and Boating Access! Discover the essence of Florida Keys living in this meticulously maintained 2-bedroom, 2-bathroom bungalow. Situated on a wide canal with immediate bay access, this home is a boater's dream come true. Spacious open-concept living area with vaulted wood beam ceiling is perfect for entertainment and relaxation. The primary bedroom

  Claudette Mell Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  231 Anne Bonny Dr, Key Largo, FL 33037
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  /39

  $1,600,000

  • 3 Beds
  • 3 Baths
  • 1,897 Sq Ft

  1033 Catherine St, Key West, FL 33040

  RECENTLY REDUCED - PRICED TO SELL!!! Step into Key West history at the Kali Zoi House, a well-maintained gem nestled in lush tropical surroundings in Old Town. Originally built in the early 1900s & updated in 1988, this fully furnished home offers nearly 1,900sqft of spacious living. Located near everything- Duval Street, beaches, shopping, & entertainment, this home offers unbeatable

  Madeleine Lowe Expert Realty LLC (HQ)

  1033 Catherine St, Key West, FL 33040
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  /89

  $16,000,000

  • 4 Beds
  • 7 Baths
  • 4,000 Sq Ft

  180 Pompano Dr, Key Largo, FL 33037

  Experience the ultimate in luxury and design at this custom-built masterpiece on a private peninsula along the coveted Adam's Cut Waterway. This 4-bedroom, 7-bathroom estate spans 4,000 square feet and offers breathtaking open water views, unmatched privacy, and world-class amenities. From the triple-poured concrete roof to La Finesta impact windows, every detail of this fortress is built to the

  Courtney Conley Compass Florida LLC

  180 Pompano Dr, Key Largo, FL 33037
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  /22

  $2,895,000

  • 4 Beds
  • 3 Baths
  • 2,880 Sq Ft

  1100 South St, Key West, FL 33040

  Located in the highly regarded Casa Marina neighborhood, this exceptional property offers a unique opportunity to own a piece of Key West history. Ernest Hemingway the iconic literary figure once called this house his Winter retreat during 1928 -1929, where he penned the timeless classic, 'A FAREWELL TO ARMS.'' This sprawling single story property spans an impressive 8100 square feet, occupying a

  Key West Luxury Finders Preferred Properties (KW)

  1100 South St, Key West, FL 33040
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  /21

  $3,800,000

  • 1 Bed
  • 1 Bath
  • 946 Sq Ft

  150 List St, Islamorada, FL 33036

  BUILD NOW NO WAITING for BPAS. Just get your plans into the system and start your dream home, or homes, if the front lot is purchased.This remarkable 34,000 sq ft lot on the Florida Bay is a true paradise for anyone seeking a waterfront lifestyle in the heart of Islamorada, specifically Upper Matecumbe. With expansive open water views, this property offers an idyllic setting to enjoy the natural

  James Mooney Jr. Ocean Sotheby's International Realty

  150 List St, Islamorada, FL 33036
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  /42

  $824,900

  • 3 Beds
  • 2 Baths
  • 2,378 Sq Ft

  920 La Paloma Rd, Key Largo, FL 33037

  Room to luxuriate in this large CBS ground level home with ***NEW METAL ROOF*** located on an oversized *** 1/4 ACRE OF LAND*** (12,600 Square Feet) , a rarity in the Keys! Located IN A ***NO FLOOD ZONE***, this home offers three large bedrooms and 2 bathrooms, a full sized garage, separate laundry room, enormous family room and a formal living room. ***LARGE SCREENED PATIO*** Generous

  Sally Stribling Coldwell Banker Schmitt Key Largo

  920 La Paloma Rd, Key Largo, FL 33037
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  /46

  $3,500,000

  • 4 Beds
  • 3 Baths
  • 2,469 Sq Ft

  830 50th Ct, Marathon, FL 33050

  Welcome to 830 50th Court, a stunning Gulf-front property in Marathon, Florida, offering breathtaking open water views and spectacular sunsets. This tropical oasis is situated on two expansive lots totaling over 27,500 square feet, providing ample space and privacy. This home features 4 bedrooms and 3 bathrooms within approximately 2,469 square feet of living space. Pre-Firm home will allow the

  Bobby Coe RE/MAX Keys Connection (KW)

  830 50th Ct, Marathon, FL 33050
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  /47

  $1,925,000

  • 3 Beds
  • 2.5 Baths
  • 1,674 Sq Ft

  62 Sombrero Beach Rd, Marathon, FL 33050

  Check out this successful Vacation Rental Home that is only 10 lots away from Sombrero Beach and some of the best Ocean Boating Access in Marathon. Large Concrete Home with a Privacy Wall and roughly 50' of Concrete Dockage with a Boat Lift. Out back you will be greeted by a large wooden patio perfect for enjoying the Keys Weather, with a raised wooden deck outside with the Hot Tub. Inside you

  Chase Foster Coldwell Banker Schmitt Real Estate Co.

  62 Sombrero Beach Rd, Marathon, FL 33050
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  /41

  $824,900

  • 3 Beds
  • 3 Baths
  • 2,115 Sq Ft

  439 4th Rd, Key Largo, FL 33037

  Wonderful ***CONCRETE HOME*** with *** IMPACT WINDOWS AND DOORS*** in one of the best neighborhoods in Key Largo, Largo Sound Village. *** BRAND NEW WHITE KITCHEN*** with white and subtly grey veined granite counters and a sit up bar/island with waterfall edges. 3 bedrooms 3 bathrooms and a garage. The backyard is large with ***ROOM FOR A POOL***. Upstairs is a 2/2 configuration with a large

  Sally Stribling Coldwell Banker Schmitt Key Largo

  439 4th Rd, Key Largo, FL 33037

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