Monroe County FL Homes for Sale

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  /55

  $1,349,000

  • 4 Beds
  • 3 Baths
  • 2,152 Sq Ft

  850 105th Street Ocean E, Marathon, FL 33050

  Beautiful family friendly ocean view home centrally located in the heart of Marathon (only 10min from Sombrero Beach) were you’ll be able to do many things like snorkeling, fishing, boating, Scuba, museums, visit the aquarium, and/or the dolphin research center, and even dine on the water with many restaurants selections near by. This property does NOT have dock space for a boat or trailer

  Yasser Vazquez Miami New Realty

  850 105th Street Ocean E, Marathon, FL 33050
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  /60

  $2,499,000

  • 2 Beds
  • 2.5 Baths
  • 2,124 Sq Ft

  Unlisted Address

  Experience modern waterfront living at this exceptional 2-bed, 2.5-bath oceanfront home on Geiger Key, where contemporary design meets exceptional engineering. Envisioned by original owner and renowned author Reese Palley, the residence was designed to maximize breathtaking open-water views, natural light, and indoor-outdoor living. Remote-controlled blinds reveal an endless blue horizon, while

  Unlisted Address
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  /70

  $12,500,000

  • 6 Beds
  • 7 Baths
  • 3,635 Sq Ft

  32 Sunset Key Dr, Key West, FL 33040

  A distinguished offering on one of Key West's most coveted private island enclaves, 32 Sunset Key Drive embodies the ease, elegance, and exclusivity of waterfront living. One of the largest custom residences on Sunset Key, this 3,635-square-foot oceanfront estate was conceived by its original owners with an unwavering commitment to craftsmanship, comfort, and detail. Set beside its own private

  

  J. Michael Caron

  Keller Williams Key West Compass Realty

  32 Sunset Key Dr, Key West, FL 33040
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  /30

  $500,000

  • 1 Bed
  • 1 Bath
  • 574 Sq Ft

  88500 Overseas Hwy Unit 320, Tavernier, FL 33070

  Premier 1 bedroom unit a stunning open water and pool view off your private balcony. Fully updated with the open concept kitchen open to the dining and living room. Stunning white cabinets and modern bathroom, Tile floors and granite countertops throughout the apartment. Comfortable queen size bed with a pull-out couch in the living room. The perfect place to lounge and enjoy your days! The

  Jonelle Kop Blue 9 Realty, Inc.

  88500 Overseas Hwy Unit 320, Tavernier, FL 33070
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  /52

  $599,000

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  31118 Avenue I, Big Pine Key, FL 33043

  Welcome to laid-back island living in this beautifully updated 3-bedroom, 2-bathroom home on Big Pine Key. Recent upgrades include a brand-new kitchen with stainless steel appliances, along with impact-resistant windows and doors throughout.The home also features a large downstairs enclosure offering abundant space for storage, tools, bicycles, kayaks, and other island essentials.

  

  Coby Taylor

  Expert Realty LLC (HQ)

  31118 Avenue I, Big Pine Key, FL 33043
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  /56

  $979,000

  • 4 Beds
  • 3 Baths
  • 2,518 Sq Ft

  97501 Overseas Hwy Unit 802, Key Largo, FL 33037

  Luxury resort-style living meets exceptional income potential in this spacious two-story townhouse at Mariner's Club & Marina, one of Key Largo's premier oceanfront communities. Currently a turnkey vacation rental with nightly rentals permitted, this unique lock-off floor plan offers incredible flexibility. The home is configured as a 2-bedroom, 2-bath vacation rental with a connected, partially

  Michelle Rusch LoKation Real Estate - Pompano Beach

  97501 Overseas Hwy Unit 802, Key Largo, FL 33037
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  /96

  $4,650,000

  • 5 Beds
  • 5.5 Baths
  • 4,354 Sq Ft

  109 Valencia Dr, Islamorada, FL 33036

  Experience the best of the Florida Keys in this exceptional pool home, ideally situated in Venetian Shores--one of Islamorada's most coveted waterfront communities. Offering 70 feet of protected dockage, this property is a premier boating opportunity with quick access to the bay and ocean via Snake Creek Bridge.Designed to accommodate family and guests with ease, the oversized home features

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  109 Valencia Dr, Islamorada, FL 33036
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  /83

  $4,750,000

  • 4 Beds
  • 4.5 Baths
  • 4,464 Sq Ft

  44 W Plaza Del Lago, Islamorada, FL 33036

  Double Lot!Unparalleled Waterfront Command in Port Antigua. Boasting one of the largest water frontages in Islamorada's exclusive Port Antigua, this striking 3 story residence offers 4 bedrooms, 4.5 baths, and an extraordinary 220 feet of dockage with dual boat lifts.Every bedroom is beautifully appointed across thoughtfully designed living levels. Step outside to your private marina,

  Alexander Pinero Pine River Realty, LLC

  44 W Plaza Del Lago, Islamorada, FL 33036
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  /44

  $499,900

  • 2 Beds
  • 2 Baths
  • 794 Sq Ft

  88500 Overseas Hwy Unit 208, Tavernier, FL 33070

  Welcome to Summer Seas, a desirable waterfront community in the heart of the Florida Keys! This beautifully maintained 2-bedroom, 1.5-bath condominium offers the perfect blend of comfort, convenience, and island living. Enjoy a bright and inviting layout with an open living area, comfortable bedrooms, and a private balcony to relax and take in the tropical surroundings. The community features

  Gema Gutierrez The Keyes Company

  88500 Overseas Hwy Unit 208, Tavernier, FL 33070
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  /35

  $460,000

  • 2 Beds
  • 1 Bath
  • 450 Sq Ft

  65821 Overseas Hwy Unit Lot 219, Long Key, FL 33001

  Experience affordable Florida Keys living in this beautifully remodeled 2-bedroom, 1-bath manufactured home! Move-in ready and featuring a 4-year-old central A/C, accordion shutters on all windows for added storm protection, and a generator hookup already installed for easy future generator connection. Enjoy an incredible resort-style community offering a marina, private beach, community pool,

  Yaritza Lopez Lifestyle International Realty

  65821 Overseas Hwy Unit Lot 219, Long Key, FL 33001
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  /35

  $460,000

  • 2 Beds
  • 1 Bath
  • 450 Sq Ft

  65821 Overseas Hwy, Long Key, FL 33001

  Experience affordable Florida Keys living in this beautifully remodeled 2-bedroom, 1-bath manufactured home! Move-in ready and featuring a 4-year-old central A/C, accordion shutters on all windows for added storm protection, and a generator hookup already installed for easy future generator connection. Enjoy an incredible resort-style community offering a marina, private beach, community pool,

  Yaritza Lopez Lifestyle International Realty

  65821 Overseas Hwy, Long Key, FL 33001
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  /54

  $1,450,000

  Open Sat 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,026 Sq Ft

  31536 Avenue F, Big Pine Key, FL 33043

  If you're looking for a property that can wear many hats, this one deserves a closer look! The Big Pine Key Bungalow sits on a spacious waterfront lot where open-water views and glowing sunrise skies set the tone for every day. Whether you're searching for a full-time residence, a vacation retreat, or a turn-key investment with a well-established vacation rental history, this home offers

  Madeleine Young Island Welcome Real Estate LLC

  31536 Avenue F, Big Pine Key, FL 33043
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  /45

  $1,155,000

  • 3 Beds
  • 2 Baths
  • 984 Sq Ft

  17183 Green Turtle Ln W, Summerland Key, FL 33042

  Live on the water on one of the largest lots in Sugarloaf Shores, fronting a 70 ft wide crystal clear swimming canal with easy ocean access. Recent upgrades make this home truly turnkey, including a new seawall, a new boat lift 15,000 lbs), and a newer roof. The big ticket items are already done for you.The grounds are the professionally landscaped with mature trees, fruit trees, a custom

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  17183 Green Turtle Ln W, Summerland Key, FL 33042
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  /7

  $1,200,000

  $300K PRICE DROP

  • Land
  • 22 Acres
  • $54,545 per Acre

  99 Don Quixote Key Big Pine Key, Other City - In the State of Florida, FL 33043

  ADDRESS: 99 DON QUIXOTE KEY Big Pine Key Fl. 33043 DISTANCE FROM HOMESTEAD ( Miami Dade ) to BAHIA HONDA : 1:57 hours by car. DISTANCE OF THE “BIG PINE KEY”: 10 minutes.

  Isabel Barreto Realty World Executive Homes

  99 Don Quixote Key Big Pine Key, Other City - In the State of Florida, FL 33043
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  /47

  $735,000

  $25K PRICE DROP

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

  53 Bonefish Ave, Key Largo, FL 33037

  Welcome to 53 Bonefish Avenue, located in the highly sought after Largo Sound Park community in Key Largo. Completely gutted and beautifully remodeled in 2025, this stunning 3 bedroom, 2 bathroom home is offered fully furnished and truly move in ready, making it an ideal primary residence, vacation home, or weekend getaway.Every detail has been thoughtfully upgraded, from the designer

  Brooke Vega American Caribbean Real Estate, Christie's International Real Estate

  53 Bonefish Ave, Key Largo, FL 33037
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  /30

  $799,000

  $21K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft

  360 Mahogany Dr, Key Largo, FL 33037

  Motivated sellers, all offers considered. This lovely two-story home is nestled in a lush, tropical setting that evokes the feeling of a private tree house. It offers the perfect blend of warmth, character, and functionality with an extra large garage with double doors. The upper level features 3 bedrooms and 2 bathrooms, highlighted by soaring cathedral ceilings, beautiful hardwood floors, and a

  

  Karol Marsden

  Freewheeler Realty, Inc.

  360 Mahogany Dr, Key Largo, FL 33037
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  /11

  $310,000

  • Land
  • 0 Sq Ft

  100 Avenue I, Marathon, FL 33050

  LIVE ABOARD boat slip for SALE. DEEDED boat slip. Boat slip only, boat not included in the sale.Located in Marathon Florida Keys.80ft long, 14ft wide, at least 5ft draft.Includes private 10' X 14' screened tiki hut at the slip. Private storage. 1 assigned parking spot and guest parking spaces. Short walk to a beautiful beach. Electric and water, along with pump-out at the slip. Mail

  Fabian Olivo Florida Realty of Miami Corp

  100 Avenue I, Marathon, FL 33050
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  /36

  $3,180,000

  • 3 Beds
  • 2.5 Baths
  • 1,373 Sq Ft

  1019 Whitehead St, Key West, FL 33040

  Classic Key West charm and sophistication abound, with traditional grace yet modern conveniences, this wasn't just a simple remodel. This was a carefully thought out, complete and careful renovation of this Old Town treasure. A worry free and easily maintained 3 bedroom, 2 and & 1⁄2 bath home, master bath ensuite, on one of the most prestigious streets in Key West, this home is constantly

  Wade Meyer Real Estate Management of Key West, LLC

  1019 Whitehead St, Key West, FL 33040
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  /57

  $11,000,000

  • 18 Beds
  • 21 Baths
  • 12,198 Sq Ft

  2394 Coco Plum Dr, Marathon, FL 33050

  Welcome to an unparalleled collection of THREE designer residences on one of the most exclusive waterfront parcels in the Florida Keys. Located just steps from Coco Plum Beach and the Atlantic Ocean, this rare investment opportunity is the ultimate blend of luxury, lifestyle, and income potential.Professional Designed and built by D'Asign Source in 2019, each residence is a testament to

  Kelsey Caputo Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  2394 Coco Plum Dr, Marathon, FL 33050
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  /2

  $185,000

  0 39th Tbr Only St Unit 620749, Marathon, FL

  This is a building 'right' and does not include real estate. If a property does not have a right to build and the sites are compatible this TBR (Transferable Building Right) in the City of Marathon can be used so you don't have to wait in line to get a right and hope you can build. This right can be parked for future use. Buyer to verify receiver site with the city of Marathon and pay closing

  Gidget Jackson RE/MAX Realty Group

  0 39th Tbr Only St Unit 620749, Marathon, FL
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  /2

  $150,000

  $35K PRICE DROP

  0 39th Tbr Only St Unit 620748, Marathon, FL

  SELLER MOTIVATED. $150,000 TOTAL COST TO BUYER. This is a building 'right' and does not include real estate. If a property does not have a right to build and the sites are compatible this TBR (Transferable Building Right) in the City of Marathon can be used so you don't have to wait in line to get a right and hope you can build. This right can be parked for future use. Buyer to verify receiver

  Gidget Jackson RE/MAX Realty Group

  0 39th Tbr Only St Unit 620748, Marathon, FL
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  /2

  $1,110,000

  0 39th Tbr Only St Unit 620750, Marathon, FL

  6 Building Rights Available. Great for an upcoming Development that needs rights to build. These are building 'rights' and does not include real estate. If a property does not have a right to build and the sites are compatible this TBR (Transferable Building Right) in the City of Marathon can be used so you don't have to wait in line to get a right and hope you can build. This right can be parked

  Gidget Jackson RE/MAX Realty Group

  0 39th Tbr Only St Unit 620750, Marathon, FL
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  /45

  $4,499,999

  • 3 Beds
  • 3 Baths
  • 2,309 Sq Ft

  1500 Atlantic Blvd Unit 308, Key West, FL 33040

  Located in the Beach Club, this reimagined residence offers a rare combination of luxury, privacy, and oceanfront living within one of Key West's premier & financially secure condo communities. This 3 bed, 3 bath residence encompasses 2,309 sq ft of thoughtfully designed living space with views of the Atlantic Ocean. Offered fully furnished, every detail has been curated to blend contemporary

  Key West Luxury Finders Preferred Properties (KW)

  1500 Atlantic Blvd Unit 308, Key West, FL 33040
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  /66

  $2,890,000

  • 3 Beds
  • 3 Baths
  • 1,947 Sq Ft

  101 Madeira Ct, Islamorada, FL 33036

  Welcome to your coastal retreat in the highly sought-after Port Antigua neighborhood--where relaxed Keys living meets exceptional boating access and resort-style amenities. Residents enjoy a private homeowner's beach and boat ramp, enhancing the ease of life on the water. This solid CBS construction home offers approximately 75 feet of dockage, a 12,000 lb boat lift, and a convenient fish

  Alina Davis Coldwell Banker Schmitt Islamorada

  101 Madeira Ct, Islamorada, FL 33036
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  /34

  $495,000

  • 1 Bed
  • 1 Bath
  • 574 Sq Ft

  88500 Overseas Hwy Unit 504, Tavernier, FL 33070

  Enjoy breathtaking sunsets over the Bay! This turn-key one bedroom/one bath penthouse at Summer Sea Condo in the heart of Islamorada, offers amazing views from every window. Tastefully furnished and beautifully updated with marble floors throughout, granite countertops, freshly painted white cabinets and stainless-steel appliances including a double oven. Everything is included (fully furnished)

  Elizabeth Diaz de Villegas United Real Estate Miami

  88500 Overseas Hwy Unit 504, Tavernier, FL 33070
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  /44

  $999,995

  Open Sun 3PM - 5PM $49K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 838 Sq Ft

  3808 Duck Ave, Key West, FL 33040

  Wonderful Home with a small cottage, pool, and off Street parking! New roof will be put on this month. The main home has an open living room with cathedral ceilings, and a loft . The kitchen has french doors leading to a large deck, and a private back fenced yard. Chicago brick surrounds the Salt Water pool and cottage, with lots of additional space. There are plans by Serge with Artibus Designs

  Elaine Coyle Keller Williams Key West Compass Realty

  3808 Duck Ave, Key West, FL 33040
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  /39

  $699,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  30881 Witters Ln, Big Pine Key, FL 33043

  This updated concrete cottage with all the necessities you will need to enjoy waterfront living in the Keys. This home has a metal roof, mini split A/c, updated kitchen and bath and is situated on 3 lots giving you plenty of space. It is only a very short boat ride to Boggie Channel, the only market channel to both the Atlantic and Gulf in the Lower Keys. This is a great opportunity for boaters

  John Nazzaro Keller Williams Realty Premier Properties - Kendall

  30881 Witters Ln, Big Pine Key, FL 33043
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  /82

  $3,500,000

  • 3 Beds
  • 3 Baths
  • 2,535 Sq Ft

  25361 1st St, Summerland Key, FL 33042

  Experience the pinnacle of Florida Keys waterfront living in this exceptional 3-bedroom, 3-bathroom oceanfront estate offering breathtaking open water views, deep-water dockage, and sophisticated modern design throughout. Thoughtfully designed for luxury, comfort, and entertaining, this stunning residence seamlessly blends elegant architecture with the beauty of its coastal surroundings. The

  Tommy Mack Coastal Collection Real Estate Inc.

  25361 1st St, Summerland Key, FL 33042
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  /91

  $5,895,000

  $95K PRICE DROP

  • 6 Beds
  • 5.5 Baths
  • 4,762 Sq Ft

  152 N Indies Dr, Marathon, FL 33050

  This magnificent, exclusive estate on Duck Key offers a rare opportunity to own one of the most impressive waterfront properties in the Middle Keys. Set on a large, elevated, fully fenced and gated lot, the home boasts over 123 feet of protected deep-water dockage with approximately a 10-foot draft--ideal for serious boaters--along with sweeping, unobstructed views of Lake Lucille. Designed for

  Richard Chong Charles Rutenberg Realty Ft Lauderdale

  152 N Indies Dr, Marathon, FL 33050
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  /31

  $1,799,000

  New Construction $351K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 1,740 Sq Ft

  1140 92nd St, Marathon, FL 33050

  Welcome to Aqua Vista, a sophisticated waterfront retreat built in 2021, offering sweeping open-water views of the Atlantic Ocean and the ultimate Florida Keys lifestyle. Designed to blend contemporary coastal architecture with refined comfort, this exceptional residence features three bedrooms and three-and-a-half baths—ideal as a private luxury home, second residence, or high-performing

  Brenner Scheel Casey Florida Keys Real Estate Group

  1140 92nd St, Marathon, FL 33050
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  /28

  $3,799,000

  • 4 Beds
  • 3 Baths
  • 2,300 Sq Ft

  186 Atlantic Blvd, Key Largo, FL 33037

  Welcome to your Florida Keys waterfront paradise in the highly sought-after Port Largo community of Key Largo. This exceptional 4-bedroom, 3-bathroom home is designed for those who appreciate quality construction, effortless boating, and the ultimate island lifestyle.A true boater's dream, the property offers an impressive 110 feet of deep-water dockage, a 50,000-pound boat lift, and

  Kimberly Brook Gray Waterfront Resort Realty

  186 Atlantic Blvd, Key Largo, FL 33037
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  /15

  $199,000

  5555 College Rd Unit 6, Key West, FL 33040

  Own your piece of paradise with Dolphin slip #6 at Sunset Marina, Key West! This deeded 30 foot boat slip is located in one of Key West's most desirable full service marinas, offering a protected harbor and quick access to both the Gulf and the Atlantic. This slip can accommodate vessels up to 35 feet, and includes dockside water and electric. It is located on the gated side of Sunset Marina,

  Laura Hipps Berkshire Hathaway HomeServices Knight & Gardner Realty

  5555 College Rd Unit 6, Key West, FL 33040
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  /77

  $3,299,000

  • 6 Beds
  • 4.5 Baths
  • 4,230 Sq Ft

  2000 Manor Ln, Marathon, FL 33050

  Welcome to 2000 Manor Lane, an extraordinary coastal retreat positioned on an expansive double lot spanning 15,604 square feet. Offered fully furnished, this impressive 6-bedroom, 4.5-bathroom sanctuary boasts 4,230 square feet of beautifully renovated living space. You are greeted by a soaring two-story entry foyer, an elegant staircase, and elevator access. The spacious main floor boasts an

  Amy Puto Coldwell Banker Schmitt Real Estate Co.

  2000 Manor Ln, Marathon, FL 33050
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  /6

  $1,599,000

  • Land
  • 7,405 Sq Ft
  • $9,405,882 per Acre

  1513 Seminary St, Key West, FL 33040

  Owner Financing Available - Flexible Terms!Rare opportunity in Midtown Key West! This cleared and vacant 75x100 lot--a true rarity on the island--is ready for your dream home. This property comes with a ROGO Exempt / Right-to-Build letter, saving you time and expense in the building process. Permit in process. The generous lot size allows room for a spacious home, pool, and lush landscaping,

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  1513 Seminary St, Key West, FL 33040
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  /6

  $624,900

  $4K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft

  E6 11th Ave, Key West, FL 33040

  Discover the opportunity to own a piece of the Lower Florida Keys in this 3-bedroom, 2-bath home located on Stock Island. Offering approximately 1,418 square feet of living space, this home features a functional floor plan ready for your personal updates and vision. A storage building provides additional space for tools, hobbies, or recreational equipment.Conveniently located near

  Tanikki Jones Fathom Realty NC

  E6 11th Ave, Key West, FL 33040
• 

  

  /23

  $599,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  816 South St Unit 4, Key West, FL 33040

  Life feels a little slower in the Casa Marina neighborhood. Mornings begin with a walk to Higgs Beach, afternoons are spent by the pool, and evenings often end just down the street at Salute! on the Beach or Louie's Backyard. Tucked within the peaceful Southpark Condominium community, 816 South Street, Unit 4 places you in the heart of one of Key West's most desirable locations while offering the

  Ted Stewart Truman & Co. (KW)

  816 South St Unit 4, Key West, FL 33040
• 

  

  /41

  $599,000

  • 2 Beds
  • 2 Baths
  • 925 Sq Ft

  107 Avenue D Unit 208, Marathon, FL 33050

  PRIME 40' ASSIGNED BOAT SLIP • PRIVATE BOAT RAMP • 7-DAY RENTALS • TURNKEY • EXCEPTIONALLY RENOVATED • ELEGANTLY APPOINTED Beautifully and extensively renovated, this 2-bedroom, 2-bath second-floor residence has been thoughtfully redesigned with quality craftsmanship and meticulous attention to detail. Professionally designed and offered fully furnished, this move-in-ready condo blends comfort,

  Katie Carrillo LPT Realty, LLC

  107 Avenue D Unit 208, Marathon, FL 33050
• 

  

  /36

  $650,000

  • 3 Beds
  • 2 Baths
  • 1,252 Sq Ft

  573 Boyd Dr, Key Largo, FL 33037

  This solid concrete 3-bedroom, 2-bath home blends comfort, style, and the relaxed Florida Keys lifestyle. Recent upgrades include a new metal roof, impact windows and doors, and a beautifully remodeled kitchen, while the spacious backyard offers multiple areas designed for entertaining and unwinding. The fully landscaped outdoor space features an inviting pool deck, fire pit, children's play

  Kelly Randin Sharon J. Kelly Realty, Inc.

  573 Boyd Dr, Key Largo, FL 33037
• 

  

  /41

  $699,000

  $50K PRICE DROP

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

  803 Brown St, Key Largo, FL 33037

  Discover the charm of the Florida Keys in this lovely 3-bedroom, 2-bath CBS concrete block home with coastal flair, ideally located in the highly desirable Twin Lakes community of Key Largo. All floor levels are above flood making the insurances, easily affordable!Built for lasting quality and peace of mind, this home features solid concrete block construction, impact-resistant windows

  Sally Stribling Coldwell Banker Schmitt Key Largo

  803 Brown St, Key Largo, FL 33037
• 

  

  /36

  $549,000

  • 2 Beds
  • 2 Baths
  • 925 Sq Ft

  107 Avenue D Unit 201, Marathon, FL 33050

  RARE OWNER FINANCING OPPORTUNITY! Possible owner financing may be considered for qualified buyers with a substantial down payment. Terms are negotiable for the right buyer. Assigned Boat Slip for Boats up to 40' • Private Boat Ramp • Ground-Floor • Fully Furnished • Heated & Chilled Pool• 7-Day Rentals Own your piece of paradise in a prime Marathon location. This beautifully maintained, fully

  Katie Carrillo LPT Realty, LLC

  107 Avenue D Unit 201, Marathon, FL 33050

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