Monroe County FL Homes for Sale

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  /69

  $2,895,000

  • 4 Beds
  • 3.5 Baths
  • 3,224 Sq Ft

  14 Avenue F, Marathon, FL 33050

  Welcome to a rare waterfront estate positioned along a 200-foot wide canal, 110 foot dock with direct ocean access, this beautiful residence captures the essence of island living. Spanning over 3,200 square feet, the home offers four bedrooms and three-and-a-half baths ideal for hosting family and guests in true Keys style. From the moment you enter, a dramatic grand staircase and soaring

  Stephany Duvall Engel & Volkers Marathon

  14 Avenue F, Marathon, FL 33050
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  /29

  $800,000

  • 2 Beds
  • 2 Baths
  • 1,162 Sq Ft

  28452 Yucatan Ln, Summerland Key, FL 33042

  OPEN HOUSE SAT (4/11) 10-1 & SUN (4/12) 10-12Canal front home with quick exit out of the canal to Pine Channel for Atlantic or Gulf access. 7200 sq.ft. lot. Back yard big enough for a pool. Pack your toothbrush and your ready for your salt life to begin. Being sold mostly furnished 2bd/2bth 1162 sq.ft. Home, plus, southerly facing screen porch, which has accordian shutters,porch faces back yard

  Rose Dell Keller Williams Key West Compass Realty

  28452 Yucatan Ln, Summerland Key, FL 33042
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  /93

  $4,599,999

  • 5 Beds
  • 4.5 Baths
  • 3,826 Sq Ft

  865 50th Street Gulf, Marathon, FL 33050

  Stunning Gulfside Waterfront Residence with Panoramic Water Views. Experience exceptional waterfront living in this 2022 built home featuring 5 bedrooms and 4.5 bathrooms, perfectly positioned on the Gulf side with breathtaking water views from nearly every room. The main level offers a bright and open layout designed for both comfort and entertainment. A spacious modern kitchen showcases elegant

  Alejandro Perez Amerifirst Realty

  865 50th Street Gulf, Marathon, FL 33050
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  /22

  $714,000

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  4039 Egret Ln, Summerland Key, FL 33042

  Charming 2 bed, 1 bath home in Big Torch Key featuring hardiplank siding, impact windows throughout, and a metal roof. The 12,000 sq ft lot offers 120 ft of waterfront, including 60 ft along the canal cleared for dockage. The spacious yard provides room to add a pool, tiki hut, outdoor entertaining areas, and still have ample space for boat, trailer or RV parking. Located on a deep-water canal

  

  Sandra Tuttle

  Island Welcome Real Estate

  (645) 238-9391

  4039 Egret Ln, Summerland Key, FL 33042
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  /93

  $2,995,000 New Construction

  • 4 Beds
  • 5 Baths
  • 3,467 Sq Ft

  114 Royal Ln, Islamorada, FL 33036

  Pickle Ball Estate is a stunning new luxury retreat in the heart of Islamorada, masterfully crafted by 4 Keys Construction. This brand-new four-bedroom, five-bathroom residence is a true standout, blending refined coastal design with resort-style living.Designed for both relaxation and entertainment, the home features a private pickleball court, making it a rare and exciting find in the Florida

  Alexander Pinero Pine River Realty, LLC

  114 Royal Ln, Islamorada, FL 33036
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  /44

  $1,350,000

  • 3 Beds
  • 2 Baths
  • 1,551 Sq Ft

  103 Long Key Rd, Key Largo, FL 33037

  FLORIDA KEYS LIVINGT AT ITS BEST!! Truly a Tropical Oasis, this Stunning 3 Bedroom 2 Bath Key Largo Canal Front retreat on a large corner lot with 65 feet of concrete dock & quick access to the Bay and Ocean thru Adams Cut will impress!! This 2006 impeccable home, with all the modern luxuries you could want, features gorgeous engineered wood floors throughout. The open living area is beautifully

  Barbara Guerra RE/MAX All Keys Real Estate

  103 Long Key Rd, Key Largo, FL 33037
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  /43

  $2,199,000 Open Sun 11AM - 2PM

  • 4 Beds
  • 3 Baths
  • 1,632 Sq Ft

  1708 Laird St, Key West, FL 33040

  Tucked into the heart of Midtown Key West, this striking 4 bedroom, 3 bathroom concrete home is where modern design meets island rhythm.Behind a private electric gate, you'll discover a home that feels like a quiet retreat lush landscaping, full irrigation, off street parking, and a sense of privacy that's rare and refreshing.Step inside and the tone changes... in the best way.Large windows and

  Jenny Perry Preferred Properties (KW)

  1708 Laird St, Key West, FL 33040
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  /73

  $1,410,000

  • 3 Beds
  • 3 Baths
  • 1,610 Sq Ft

  1507 19th St, Key West, FL 33040

  Beautifully maintained 3-bedroom, 2.5 bath pool home located in the highly desirable Newtown neighborhood of Key West. This property offers the perfect balance of indoor comfort and outdoor island living.A flagstone pathway leads to your private, quaint, floating dock on Sunrise Canal, providing convenient access to launch kayaks, paddleboards, and personal watercraft. From here, you can explore

  Marlene Alvarez Keller Williams Key West Compass Realty

  1507 19th St, Key West, FL 33040
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  /9

  $299,000

  • Land

  50 Oleander Dr, Key Largo, FL 33037

  Looking to Buy and Build in the Florida Keys TODAY?! Don't miss this 50' X 65' residential vacant lot in the heart of Key Largo! Partially cleared lot and located in a desirable X flood zone (meaning NO Flood insurance). Plans for a 3 BD | 2 BA ground level home offers a great opportunity to purchase and build in this quaint Florida style neighborhood that is conveniently located to shopping,

  Kelsey Caputo Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  50 Oleander Dr, Key Largo, FL 33037
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  /75

  $4,200,000

  • 4 Beds
  • 4 Baths
  • 2,458 Sq Ft

  3 Evergreen Ave, Key West, FL 33040

  New 2025 waterfront construction on the final canal in Key Haven--an architectural entertainer designed for seamless indoor-outdoor living just 5 minutes from Key West. Unlike typical Keys homes, this residence was designed around outdoor living, offering over 2,400 Sq.Ft. of covered entertaining space seamlessly connected to the interior. Completed in 2025, this striking modern waterfront

  Lisa Swanson The Agency Florida Keys

  3 Evergreen Ave, Key West, FL 33040
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  /30

  $519,000

  • 1 Bed
  • 1 Bath
  • 675 Sq Ft

  755 W Ocean Dr Unit 5, Key Colony Beach, FL 33051

  Live as though you're on a tranquil vacation every day in this beautifully positioned and elevated beachfront condo, where mesmerizing water views fill every room. As an end unit, the property offers enhanced privacy, refreshing island breezes, and sweeping unobstructed ocean panoramas, setting a serene tone from sunrise to sunset.Enjoy updated, clean, and crisp finishes throughout, complemented

  Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

  755 W Ocean Dr Unit 5, Key Colony Beach, FL 33051
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  /29

  $4,500,000

  • 3 Baths
  • 1,530 Sq Ft

  75131 Overseas Hwy, Islamorada, FL 33036

  Beautiful 100' of oceanfront property on Lower Matecumbe Key. This offering consists of a 100' lot with a triplex apartment building (3 TDRs),.This gives you lots of possibilities for redevelopment of the property. Fantastic near 180 ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front

  Randy Selden Century 21 Circle- Islamorada

  75131 Overseas Hwy, Islamorada, FL 33036
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  /15

  $1,980,000

  • 3 Beds
  • 4 Baths
  • 2,024 Sq Ft

  764 Michael Dr, Key Largo, FL 33037

  This new construction property is in a very quaint and quiet family friendly neighborhood in Key Largo. Centrally located on the island its a very close drive to a 5 Star rated VPK - 8th grade school, close to grocery shopping, leisure shops, local businesses, medical facilities and restaurants. With water views and water access, you are only a boat ride away from Blackwater Sound. A prestigious

  Stephen Hachey

  764 Michael Dr, Key Largo, FL 33037
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  /10

  $1,450,000

  • Land

  00000 Lagoon Dr, Summerland Key, FL 33042

  Excellent opportunity to build your dream in paradise. This 6,140 sq foot lot with 70.65 ft. of water frontage has a beautiful open water and ocean view. This is the last lot available in this established subdivision Summerland Cove. Easy access to both the Atlantic Ocean and the Gulf of Mexico.

  Marc Ulanowski Equestrian Sotheby's International Realty

  00000 Lagoon Dr, Summerland Key, FL 33042
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  /53

  $1,994,999

  • 3 Beds
  • 3 Baths
  • 1,672 Sq Ft

  1607 Sunshine Dr, Key West, FL 33040

  Welcome to your ideal island escape at 1607 Sunshine Drive in vibrant Key West, FL! This newer-construction 2014 single-family home offers the modern coastal lifestyle you want - built to the latest building codes for improved insurance options- featuring impact glass windows and doors, metal roof, concrete siding, and an elevated structure above base flood for added peace of mind.Step inside to

  Jimmy Lane Island Life Realty Experts

  1607 Sunshine Dr, Key West, FL 33040
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  /42

  $639,000

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  500 Burton Dr Unit 1210, Tavernier, FL 33070

  Immerse yourself in the highly desirable Ocean Pointe Development offering an unparalleled lifestyle with stunning sunrises and an array of amenities, including NIGHTLY RENTALS! This meticulously maintained 2 bedroom, 2 bathroom condominium offering a new air conditioner and dishwasher, new impact windows and door coming Sept. 2024, boasts a rich history of successful short-term rentals,

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  500 Burton Dr Unit 1210, Tavernier, FL 33070
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  /59

  $2,750,000

  • 4 Beds
  • 3 Baths
  • 4,446 Sq Ft

  55 Ocean Front Dr, Key Largo, FL 33037

  Beautifully remodeled 1998 concrete home is situated on a sprawling 47,752 sq ft lot (over one acre) with no conservation easement, this offers privacy, flexibility, and exceptional upgrades throughout. Zoned to allow one horse, the fully landscaped property features mature greenery, professional landscape lighting, and expansive grounds with ample room to add a pickleball or tennis court -- a

  Sunne Rego Coastal Realty of the Florida Keys

  55 Ocean Front Dr, Key Largo, FL 33037
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  /40

  $1,900,000

  • Land

  6 Palmetto Dr, Key West, FL 33040

  Rare opportunity to own one of the only waterfront lots currently available in the Key West area -- and one of just a handful offering true canal and Gulf frontage with immediate boating access.This exceptional Gulf-front homesite offers the best of both worlds: protected canal dockage plus expansive open water access. Enjoy direct Gulf frontage, beautiful open water and bay views, and the

  Ralph Harvey LISTWITHFREEDOM.COM

  6 Palmetto Dr, Key West, FL 33040
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  /28

  $999,000

  • 3 Beds
  • 2 Baths
  • 2,912 Sq Ft

  34 Seagate Blvd Unit 34, Key Largo, FL 33037

  Tropical ocean-side retreat in Key Largo offering over 2,900 sq. ft. of air-conditioned living space. Built solid with concrete and rebar and elevated above flood level, this 5-bedroom, 3-bath residence delivers durability, scale, and coastal style. Features include a garage, two private balconies, and an expansive patio terrace designed for effortless indoor-outdoor living. Inside, soaring 10–13

  Richard Feldman MIAMI WATERFRONT REALTY

  34 Seagate Blvd Unit 34, Key Largo, FL 33037
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  /59

  $4,495,000

  • 4 Beds
  • 5 Baths
  • 2,806 Sq Ft

  1614 Washington St, Key West, FL 33040

  Architect-designed and purpose-built for modern island living, 1614 Washington Street delivers a rare combination of durability, intelligence, and refined restraint. This is a luxury home defined not by excess, but by performance, longevity, and thoughtful design. Constructed with solid masonry, impact-rated windows and doors, and positioned above flood elevation, the home offers a level of

  Richard Patten Your Keys Real Estate, LLC

  1614 Washington St, Key West, FL 33040
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  /63

  $2,200,000

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

  894 Ellen Dr, Key Largo, FL 33037

  "UPDATES" 3/15/26 Freshly painted exterior, new pergola for relaxing on the dock, new fence, and new pool heater/chiller. Embrace the open bright treehouse feel of this renovated home tucked away on a dead-end street in sought after Twin Lakes subdivision. 40 minutes from Miami yet feeling like a tropical Oasis. Catch the breeze from the wrap around porches or the sunset from the large rooftop

  Jaclyn Kelley, Broker Better Homes and Gardens Real

  894 Ellen Dr, Key Largo, FL 33037
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  /27

  $850,000

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  837 91st Court Ocean, Marathon, FL 33050

  Katie Carrillo LPT Realty, LLC

  837 91st Court Ocean, Marathon, FL 33050
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  /49

  $2,495,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,088 Sq Ft

  171 Avenue D, Marathon, FL 33050

  Beautifully appointed 4-bedroom, 3-bath waterfront residence located in the highly desirable Coco Plum neighborhood of Marathon. This spacious two-story home showcases breathtaking open water views from nearly every room and is thoughtfully designed for both relaxed coastal living and effortless entertaining.The main living level features an open-concept floor plan filled with natural light, with

  Cecilia Kovacs Amerifirst Realty

  171 Avenue D, Marathon, FL 33050
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  /40

  $33,500,000 New Construction

  • 10 Beds
  • 13 Baths
  • 8,648 Sq Ft

  57783 Morton St, Marathon, FL 33050

  A Private Waterfront Estate at The Edge of the Gulf of America. Set on 3 secluded acres+/- along one of the mostprotected stretches of the Gulf of America, 57783 Morton Street is a newly completed estate of rare scale, privacy,and modern coastal design. Surrounded by water, sandscape, and tidal ponds alive with marine life, the propertyoffers more than 200’+/- of direct water frontage

  Brett Harris Bespoke Real Estate Florida LLC

  57783 Morton St, Marathon, FL 33050
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  /36

  $1,649,999

  • 2 Beds
  • 2 Baths
  • 1,515 Sq Ft

  1 Venue F, Marathon, FL 33050

  1 Ave F, Marathon, FL 33050. Beautiful canal front home for sale in Marathon Florida. This inviting property features a spacious lanai, stretching across the back of the home, offering serene views of the canal and out to the open ocean great for relaxing and entertaining. Inside you'll find an open area and airy living room, dining room, and kitchen designed for effortless gatherings and coastal

  Steven Koleno BEYCOME OF FLORIDA LLC

  1 Venue F, Marathon, FL 33050
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  /50

  $1,595,000

  • 3 Beds
  • 2 Baths
  • 1,995 Sq Ft

  643 Indies Rd, Summerland Key, FL 33042

  Nestled on the picturesque shores of Ramrod Key, this stunning waterfront property is the epitome of tropical luxury. With 3 bedrooms, 2 bathrooms, and 2,229 square feet of thoughtfully designed living space, this home offers an ideal blend of comfort and high-end amenities on a spacious 9,000 square foot lot. Completely remodeled in 2018, including a new roof, this property is ready for

  Greg MacLaren Internet Realty of the Florida Keys

  643 Indies Rd, Summerland Key, FL 33042
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  /28

  $260,000

  • 1 Bath
  • 398 Sq Ft

  88500 Overseas Hwy Unit 205, Tavernier, FL 33070

  Great opportunity to own a piece of paradise. Updated studio unit in Summer Sea Condo (MM88), turnkey unit is ready for occupancy. Building grounds are incredible, featuring dock space (First come first serve), boat ramp, oversized pool area/deck, gym, kids community room, adult billiards room, large party/event room, beach area, barbeque areas, fish cleaning stations, area to store paddle boards

  Nerida Deza Keller Williams Capital Realty - Coral Gables

  88500 Overseas Hwy Unit 205, Tavernier, FL 33070
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  /32

  $1,199,900

  • 3 Beds
  • 3 Baths
  • 1,493 Sq Ft

  12400 Overseas Hwy, Marathon, FL 33050

  Welcome to your slice of paradise in Marathon — where luxury meets laid-back island living in the heart of the Florida Keys. Ideally positioned between Key West and Islamorada, this Bougainvillea oceanfront villa delivers the ultimate coastal lifestyle.From the moment you arrive, this residence makes a statement. A private elevator services all levels for effortless access. Upstairs, enjoy

  debra Campos Doral Real Estate Center, LLC

  12400 Overseas Hwy, Marathon, FL 33050
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  /8

  $399,999

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  13 Judy Place, Key Largo, FL 33037

  ROGO EXEMPT BUILDABLE LOT inKey Largo! Exceptionalopportunity to redevelop a legally established homesite with prior residence, offering immediate building potential without waiting for ROGO allocation.Existing structure is a tear-down due to storm damage, making this a prime candidate for new construction built to current Florida Keys codes. Ideal for builders, investors, or

  Luis Ruiz EXP Realty, LLC

  13 Judy Place, Key Largo, FL 33037
• 

  

  /30

  $4,900,000

  • 1 Bed
  • 1 Bath
  • 946 Sq Ft

  150 List St, Islamorada, FL 33036

  Discover an extraordinary opportunity to own 34,000 square feet of prime bayfront real estate in one of Islamorada's most coveted and private enclaves. Boasting 100+ feet of pristine bay frontage, this exceptional property captures open water views, serene sunsets, and the essence of the Florida Keys lifestyle. Tucked within the property is a charming ground level 1950s cottage offering one

  Bonnie Oliver Ocean Sotheby's International Realty

  150 List St, Islamorada, FL 33036
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  /34

  $595,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  101 11th St, Key Colony Beach, FL 33051

  Beautiful, 2021-built, fully furnished 2/2 home offers 960SF of living space with stunning Atlantic Ocean views. The spacious kitchen is perfect for entertaining. Sold with a land lease (~$1,249/mo.) covering ext. maint. & RE taxes. Enjoy exclusive community amenities: modern lounge, fire pits, sundeck, & outdoor kitchen. Ideal move-in ready home or vacation rental!

  Cliff Glansen FlatFee.com

  101 11th St, Key Colony Beach, FL 33051
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  /40

  $2,699,999

  • 6 Beds
  • 5 Baths
  • 3,568 Sq Ft

  6 Egret Ln, Key West, FL 33040

  All Offers Welcome, Motivated Seller Looking to Relocate.This multifamily duplex-style home with a bonus suite has been gotten nothing but upgrades with each unit offering its own private living space, entrance, kitchen, laundry, and A/CKey Features: Waterfront Living: Over 80' of concrete seawall with an 8,000 lb boat lift provides easy access to the open water and Geiger Key Marina--perfect for

  Paul LaRochelle Century 21 Circle - Key West

  6 Egret Ln, Key West, FL 33040
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  /48

  $540,000

  • 2 Beds
  • 2 Baths
  • 860 Sq Ft

  553 Oldsmar Ln, Key Largo, FL 33037

  Beautifully remodeled 2 bedroom, 2 bathroom home in the heart of Key Largo where no detail has been overlooked. This move-in ready property offers stylish finishes throughout, featuring stainless steel appliances, a wine cooler. The thoughtfully designed layout allows both bedrooms to enjoy direct access to the backyard, creating a seamless indoor-outdoor living experience. Step outside to your

  Emily Strain Coldwell Banker Schmitt Key Largo

  553 Oldsmar Ln, Key Largo, FL 33037
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  /36

  $1,649,999

  • 2 Beds
  • 2 Baths
  • 1,515 Sq Ft

  1 Avenue F, Marathon, FL 33050

  1 Ave F, Marathon, FL 33050. Beautiful canal front home for sale in Marathon Florida. This inviting property features a spacious lanai, stretching across the back of the home, offering serene views of the canal and out to the open ocean great for relaxing and entertaining. Inside you'll find an open area and airy living room, dining room, and kitchen designed for effortless gatherings and coastal

  Steven Koleno Beycome of Florida, LLC

  1 Avenue F, Marathon, FL 33050
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  /40

  $599,000

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  101 11th St, Key Colony Beach, FL 33051

  Live the coastal dream without the coastal price. Stunning 2021-built, 2-story oceanfront home, offering breathtaking Atlantic views and exclusive access to a private community boat dock. This home offers 960 sq ft of elevated living space with 2-bedrooms and 1.5 bathrooms. Secure your front-row seat to paradise at a fraction of the price!

  Cliff Glansen FlatFee.com

  101 11th St, Key Colony Beach, FL 33051
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  /9

  $2,950,000 New Construction

  • 5 Beds
  • 5 Baths
  • 3,458 Sq Ft

  111 Avenue D Unit 2, Marathon, FL 33050

  Stunning new waterfront residence offering 5 bedrooms, 5 bathrooms, and 3,458 square feet under air (5,204 total square feet), designed for luxury living and effortless entertaining. A spacious covered terrace with summer kitchen overlooks the private pool and tranquil canal, creating an ideal indoor-outdoor lifestyle. Boaters will appreciate 50+ feet of dockage, accommodating multiple vessels or

  Cecilia Kovacs Amerifirst Realty

  111 Avenue D Unit 2, Marathon, FL 33050
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  /25

  $830,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,628 Sq Ft

  94825 Overseas Hwy Unit 220, Key Largo, FL 33037

  Brand New Construction. Modern and tastefully done. Open floor plan. Beautiful kitchen perfect for entertaining with book matched countertops, tray ceiling island with stovetop and hood with accent lighting. Bar under staircase with wine cooler, niches and wood accents. Polished Concrete floors throughout. Three bedroom, 3 full bath. Primary bedroom with his and hers closets. Storage room on

  Stefany Denis Florida Realty of Miami

  94825 Overseas Hwy Unit 220, Key Largo, FL 33037
• 

  

  /18

  $355,000

  • 1 Bed
  • 1 Bath
  • 656 Sq Ft

  5301 Ocean Terrace Unit 1, Marathon, FL 33050

  Turnkey island getaway in the heart of Marathon! This charming 1-bedroom, 1-bath home at 5301 Ocean Terrace comes fully furnished and ready for immediate enjoyment. HOA redid all the piping throughout the building, HOA includes pool usage and Boat slips of 28ft. Come see this unit today!

  Sadih Bacallao Luxe Properties

  5301 Ocean Terrace Unit 1, Marathon, FL 33050
• 

  

  /14

  $4,645,000

  • Land
  • 1.21 Acres
  • $3,838,814 per Acre

  75750 Overseas Hwy, Islamorada, FL 33036

  Experience breathtaking sunsets throughout the year on this waterfront lot ready for construction in Islamorada. There's no enduring lengthy waiting periods for development - this parcel comes with an active permit and holds a Residential Estate zoning designation. Encompassing a generous expanse from the highway to the bay, the property boasts an impressive 1.2 acres of land plus another .24

  Kim Thaler Ocean Sotheby's International Realty

  75750 Overseas Hwy, Islamorada, FL 33036
• 

  

  /29

  $879,000

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

  2600 Overseas Hwy Unit 22, Marathon, FL 33050

  Introducing an exquisite POOLSIDE retreat at Tranquility Bay Beachfront Resort in the heart of the Florida Keys--a pinnacle of refined island sophistication and world-class amenities. This impeccably maintained two-story townhome resides mere steps from the resort's magnificent lagoon-style swimming pool, an adults-only serene pool, a tropical garden pool, and a pristine 2.5-acre private WHITE

  Thomas Carden Keys to the Coast Real Estate LLC

  2600 Overseas Hwy Unit 22, Marathon, FL 33050

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