Monroe County FL Homes for Sale

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  $169,000

  • Land
  • 0 Acre

  7025 Shrimp Rd, Key West, FL 33040

  Beautiful Custom 48' House Boat Built by Master Builder located in the Perry Marina. State-of-the-art docking facilities, easy ocean access, laid-back Island vibe, top-tier amenities, and convenient access to local Key West dining, shops and attractions. Air BNB rentals allowed with no additional fees. Current slip fee is $ 2,304 per month. Slip lease transfer is subject to Marina consent.

  Randy Moss Coldwell Banker Schmitt RE Co

  7025 Shrimp Rd, Key West, FL 33040
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  /53

  $2,925,000

  • 4 Beds
  • 4 Baths
  • 3,656 Sq Ft

  1610 von Phister St, Key West, FL 33040

  Fully renovated and redefined mid-century home, perfectly tailored for modern island living. Located on one of the most desirable streets in Key West, this turnkey property sits on an oversized 9,500 square foot lot in the heart of the island. Offering over 3,600 square feet of thoughtfully designed living space, the home features four bedrooms, four full bathrooms and a bonus room ideal for

  Jenna Stauffer Ocean Sotheby's International Realty

  1610 von Phister St, Key West, FL 33040
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  /25

  $2,750,000

  • Land

  356 Buttonwood Shores Dr, Key Largo, FL 33037

  Repositioned 356 Buttonwood Shores Drive | Key Largo, Florida - This is a lifestyle asset. Welcome to a rare & captivating bayfront retreat in the heart of Key Largo where timeless island charm meets endless open-water views. Tucked away in the desirable Buttonwood Shores enclave, this beautifully renovated BAYFRONT residence offers a unique opportunity to live the Florida Keys lifestyle today

  Iris Marie McDonald Illustrated Properties, LLC

  356 Buttonwood Shores Dr, Key Largo, FL 33037
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  /14

  $2,250,000

  • Land

  129 Porto Vista Ct, Islamorada, FL 33036

  BPAS AWARD LETTER IN HAND. PERMIT READY FOR PICK UP! BUILD RIGHT AWAY. 150 FT CONCRETE DOCK AND SEAWALL. Welcome to Port Antigua, this highly coveted neighborhood is know for its beautiful sandy beach, wide crystal-clear canals, and deep-water dockage.129 Porto Vista Ct is located on a quiet cul-de-sac. This oversized 8,436 sq ft lot provides space, privacy, and exceptional dockage! Quick Ocean

  Jessica Pinder

  129 Porto Vista Ct, Islamorada, FL 33036
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  /20

  $4,920,000

  • 24 Beds
  • 12 Baths
  • 9,000 Sq Ft

  1819 Atlantic Blvd, Key West, FL 33040

  PRIME OPPORTUNITY! 1819 Atlantic Blvd, 1719/21 Josephine St, 1723/25 Josephine St, 1821 Atlantic Blvd & 1823 Atlantic Blvd. EMPLOYEE HOUSING, DEVELOPERS, CONDO CONVERSION! 3 FOURPLEXES 12 units offering 9,000 sq ft of Floor Living Area, and 2 vacant lots for a total of 23,340 sq ft of land. All 12 units are each a 2/1, for a total of 24 bedrooms and 12 baths. Buyer to verify with the governing

  Jeffrey Dunaway Key West Realty, LLC (KW)

  1819 Atlantic Blvd, Key West, FL 33040
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  /45

  $725,000

  • 3 Beds
  • 2 Baths
  • 1,158 Sq Ft

  293 96th Street Ocean, Marathon, FL 33050

  Welcome to 293 96th Street in Marathon -- a beautifully updated coastal home offering the perfect mix of comfort, style, and easy Keys living. This single-family retreat sits on an oversized lot in a quiet neighborhood, making it ideal for boating, fishing, and enjoying everything the islands offer.Step inside to an open, light-filled layout featuring tile floors, fresh paint, and a spacious main

  Sarah Dolson Keller Williams Key West Compass Realty

  293 96th Street Ocean, Marathon, FL 33050
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  /66

  $1,750,000

  • 4 Beds
  • 4 Baths
  • 2,016 Sq Ft

  668 & 670 89th Street Ocean, Marathon, FL 33050

  Magnificent legal duplex in the vibrant heart of the Florida Keys, offering the highly desirable flexibility of 7-day rentals. Elevated on stilts, this impressive property features two spacious bedrooms and two full bathrooms on each side, providing endless possibilities for large families, savvy investors, or a live-in income opportunity. Located just four properties from the Atlantic Ocean, the

  Frank Griffiths Lokation Real Estate

  668 & 670 89th Street Ocean, Marathon, FL 33050
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  /48

  $900,000

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft

  216 Newfound Blvd, Big Pine Key, FL 33043

  A true tropical oasis nestled on a 6,600 sq ft lot with lush landscaping and a mature mango tree. Make this well maintained property your new home or INVESTMENT property. Currently in a successful vacation rental program. Fenced in for privacy and that sense of peace and tranquility. The backyard features a 14 x 30 custom concrete POOL with heater, chiller and colored lights. 7 x 7 spa tub and

  Joyce Craul Expert Realty LLC (HQ)

  216 Newfound Blvd, Big Pine Key, FL 33043
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  /37

  $3,499,977 New Construction

  • 6 Beds
  • 6.5 Baths
  • 3,976 Sq Ft

  2483 Yellowtail Dr, Marathon, FL 33050

  Marathon is one of the Florida's Keys most desired cities as its home to the famous Seven Mile Bridge, has its own International Airport, offers some of the best fishing in the Keys & allows weekly vacation rentals. Currently there are very few New Construction Waterfront Pool Home opportunities available, especially for larger estate homes over 3,800 sqft. This under construction Modern

  Kenny Matlock No Nonsense Real Estate Branch Office

  2483 Yellowtail Dr, Marathon, FL 33050
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  /19

  $1,050,000

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  94825 Overseas Hwy, Key Largo, FL 33037

  BEAUTIFUL MULTI-Level Home 3 Bedrooms & 2 Bathrooms located close to Marina and with amazing views from Front Balcony Very spacious, beautiful kitchen, ample rooms A MUST SEE! Don't miss this opportunity to own in Prestigious Key Largo Ocean Resort, where lifestyle meets resort living!Bring your buyers! OWNER FINANCING AVAILABLE!

  Ernie Echauri RE/MAX All Keys Real Estate

  94825 Overseas Hwy, Key Largo, FL 33037
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  /16

  $925,000

  • Land

  149 Iroquois Dr, Islamorada, FL 33036

  This exceptional canal-front vacant lot on Lower Matecumbe Key represents a truly prime piece of cleared real estate. The permit for this property is ready to be picked up, allowing you to bypass typical delays and start construction immediately. Seize this rare opportunity to build your dream home in a highly sought-after Keys location. THIS PROPERTY has a permit ready to be picked up at the

  Nancy Hershoff Coldwell Banker Schmitt Islamorada

  149 Iroquois Dr, Islamorada, FL 33036
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  /30

  $700,000

  • 2 Beds
  • 2 Baths
  • 1,776 Sq Ft

  133 Valois Blvd, Key Largo, FL 33037

  Beautiful home in Key Largo, this house has everything you will need to enjoy a Keys lifestyle. Spacious 2 bedroom 2 bathroom house, 1 car garage with large yard plenty of room for your RV and boat! Updated kitchen and ready to move into. There is plenty of room to entertain with screened in patios and outside decks. Exceptional private view of plugged canal and across the canal is lined with

  Sandra Alexander RE/MAX Advance Realty Inc.

  133 Valois Blvd, Key Largo, FL 33037
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  /45

  $675,000

  • 2 Beds
  • 3 Baths
  • 1,292 Sq Ft

  80 Le Grand Dr, Key Largo, FL 33037

  A beautiful CBS Home in Pirates Cove. $4000 OFFER OF CREDIT TO BUYER TOWARDS CLOSING COSTS. A great weekend get away or full time home, with the community features including a private boat ramp and clubhouse and a voluntary HOA of $250 yearly. The home was built in 2017. This 1292 sq ft home offers a great ambiance of coastal charm The living space is on ground level and the bedrooms up on second

  Jane Wasmund RE/MAX All Keys Real Estate

  80 Le Grand Dr, Key Largo, FL 33037
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  /2

  $375,000

  • Land
  • 2.39 Acres
  • $156,904 per Acre

  6810 Front St, Key West, FL 33040

  Great Opportunity and location. 25X60 deep water slip.

  Marc Ulanowski Equestrian Sotheby's International Realty Inc.

  6810 Front St, Key West, FL 33040
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  /25

  $740,000

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

  740 Prado Cir, Key West, FL 33040

  This 1,200 sq. ft. 2-bedroom, 2-bathroom home sits on a generous 7,972 sq. ft. lot and offers a blend of comfort, character, and lush private landscaping surrounded by trees. Inside, you'll find two living areas equipped with there own Mini Split units -- perfect for hosting or rental opportunities, or as a mother in law suite. The spacious living areas are bathed in natural light, enhanced by

  Logan Guevremont Berkshire Hathaway HomeServices Knight & Gardner Realty

  740 Prado Cir, Key West, FL 33040
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  /58

  $295,000

  • 1 Bed
  • 1 Bath
  • 316 Sq Ft

  701 Spanish Main Dr Unit LOT 423, Cudjoe Key, FL 33042

  INCOME PRODUCING POWERHOUSE! Welcome to 'Conch Hideaway' #423, a proven tropical retreat and turnkey business in the premier Venture Out community. This charming 1BD/1BA home is a high-performing vacation rental that grossed $30,705 in 2025! INVESTMENT HIGHLIGHTS: Already live with rentals for 2026, this property has 27 days currently booked with $2,085.05 in gross revenue transferring to the

  Kate Baldwin Bluescape Real Estate

  701 Spanish Main Dr Unit LOT 423, Cudjoe Key, FL 33042
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  $6,200,000

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

  24200 Overseas Hwy, Summerland Key, FL 33042

  Welcome to an unparalleled coastal lifestyle, where modern luxury meets the ultimate boater's paradise. This extraordinary compound, nestled along a prime stretch of the Florida Keys waterfront, has been completely reimagined for the discerning owner who demands both sophisticated living spaces and robust functionality. This pristine oceanfront estate is situated on a manicured one-acre gated

  Sylvia Werling Keller Williams Key West Compass Realty

  24200 Overseas Hwy, Summerland Key, FL 33042
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  /24

  $799,000

  • 3 Beds
  • 2.5 Baths
  • 1,744 Sq Ft

  94825 E Overseas Hwy Unit 284, Key Largo, FL 33037

  Your dream home at Key Largo Ocean Resort is waiting for you. Step into a brand-new, turnkey luxury residence designed for effortless coastal living. Enjoy resort-style amenities including a private elevator, 24/7 security, fully equipped gym, tennis & basketball courts, pool and clubhouse, playground, fishing pier, and direct ocean access. You also have an open garage with extra storage, ideal

  Jose Lopez Luxe Properties, LLC.

  94825 E Overseas Hwy Unit 284, Key Largo, FL 33037
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  /45

  $7,000,000

  • 3 Beds
  • 4 Baths
  • 2,851 Sq Ft

  0 Melody Key Unit 616249, Summerland Key, FL 33042

  An unparalleled opportunity to own your own private island in the Florida Keys. Melody Key is a true rarity--an off-grid sanctuary offering complete privacy, turquoise waters in every direction, and now a brand-new boat dock and observation deck that set the stage for its next chapter.The property is currently undergoing a full renovation with permits and detailed architectural drawings already

  Scott Forman Royal Palms Realty (KW)

  0 Melody Key Unit 616249, Summerland Key, FL 33042
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  /19

  $750,000

  • 3 Beds
  • 1 Bath
  • 400 Sq Ft

  84961 Old Hwy Unit 26, Islamorada, FL 33036

  Wake up to breathtaking Atlantic Ocean views from this mobile home in the Florida Keys. Perfectly positioned right on the water and with a large deck covered by a tiki hut around 2 sides of the home - this a spacious and comfortable place to spend time. The home features bright, open living space with expansive water views. The kitchen has full sized refrigerator, cooktop, micro and dishwasher.

  Carl Fernstrom Diversified Real Estate Group

  84961 Old Hwy Unit 26, Islamorada, FL 33036
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  /20

  $350,000

  • 2 Beds
  • 1.5 Baths
  • 500 Sq Ft

  325 Calusa St Unit 120, Key Largo, FL 33037

  Beautiful RV home in the desired area of Calusa Campground. Manny amenities in the community, boat ramp, community pool, overnight docking, playground, basketball court, and many more. Short rents are allowed with Airbnb and Vrbo. Already registered with those apps getting generous monthly income. .This is an corner lot with space where to park a boat.

  Efren Lezcano Professional Realty of Miami, Inc.

  325 Calusa St Unit 120, Key Largo, FL 33037
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  /32

  $645,000

  • 2 Beds
  • 2 Baths
  • 938 Sq Ft

  65 Coral Ln, Key Colony Beach, FL 33051

  Welcome to 65 Coral Lane, right in the heart of the Florida Keys!This laid-back 2 bed, 2 bath waterfront half-duplex in Key Colony Beach is all about easy island living with major investment potential. You've got direct boating access to both the Atlantic and the Gulf, plus a private 20ft dock, just hop in and you'll be at the sandbar, reefs, or light house! The home is already STR-approved and

  Teri Hiller Coldwell Banker Schmitt Real Estate Co.

  65 Coral Ln, Key Colony Beach, FL 33051
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  /24

  $950,000

  • 3 Beds
  • 3 Baths
  • 968 Sq Ft

  1022 Watson Ln, Key West, FL 33040

  Old Town opportunity with the features buyers ask for most: private pool, garage, and X-zone location. This 3-bedroom, 2 full bath, 1 half bath home offers a flexible two-story layout with the main living space upstairs and a separate downstairs lock-out with its own entrance, ideal for guests, extended family, or a private home office setup. The home also features wood floors, central air,

  Nick Norman Island Life Realty Experts

  1022 Watson Ln, Key West, FL 33040
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  /44

  $650,000

  • 3 Beds
  • 3 Baths
  • 1,824 Sq Ft

  480 109th Street Ocean, Marathon, FL 33050

  Updated 3 Bedroom & 3 Bathroom Home in Marathon Shores!Located at Mile Marker 52.5, this remodeled property offers the perfect blend of comfort, coastal charm, and investment potential on a spacious 6,000 sq. ft. lot. Just steps from the water.A wide brick driveway welcomes you with ample parking for multiple vehicles, a boat trailer or an RV. As you pull into the property, you're greeted by a

  Jesus Parra Coldwell Banker Schmitt Real Estate Co.

  480 109th Street Ocean, Marathon, FL 33050
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  /5

  $1,095,000

  • Land

  416 Applerouth Ln, Key West, FL 33040

  Prime Vacant Lot in Historic Old Town Key West - Rare Opportunity! Located in a vibrant community with rich history, this vacant lot offers endless possibilities for development.

  Jenny Perry Preferred Properties (KW)

  416 Applerouth Ln, Key West, FL 33040
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  /46

  $699,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  30920 Baileys Ln, Big Pine Key, FL 33043

  Discover the perfect blend of coastal living and convenience in this CBS-built home offering exceptional access to open water--just minutes to both the Gulf and the Atlantic. Situated on a spacious double lot, the property includes a 30 ft. Step down boat slip cut in, ideal for docking your boat and enjoying effortless days on the water.Designed for seamless indoor-outdoor living, the home

  Deni Heintzelman KeyIsle Realty

  30920 Baileys Ln, Big Pine Key, FL 33043
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  /69

  $4,695,000

  • 3 Beds
  • 3 Baths
  • 1,973 Sq Ft

  241 Tollgate Blvd, Islamorada, FL 33036

  Near-new luxury home in coveted Toll Gate Shores, Islamorada, Florida. Near perfection, describes this newly constructed 3-bedroom, 3-bath residence offering single-level living with elevator access in the highly sought-after waterfront Keys community. Completed in 2024/2025 by renowned local contractor CBT Construction, the home blends modern luxury with a relaxed tropical elegance. The

  Keith Allen Coastal Realty of the Florida Keys

  241 Tollgate Blvd, Islamorada, FL 33036
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  /59

  $2,875,000

  • 4 Beds
  • 4 Baths
  • 2,853 Sq Ft

  226 S Coconut Palm Blvd, Plantation Key, FL 33070

  Brand new custom home in Islamorada. Thoughtfully appointed by a professional interior designer, this 4-bedroom, 4-bath waterfront residence captures the nature of why we live here. Enter through the front door into the downstairs living space featuring a second living room, a beautifully finished bathroom, the fourth bedroom, and access to the spacious garage. An interior staircase flows to the

  AJ Vetter Palm House Real Estate

  226 S Coconut Palm Blvd, Plantation Key, FL 33070
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  /22

  $335,000

  • Land

  325 Calusa St Unit 333, Key Largo, FL 33037

  RV Paradise in Key Largo. Welcome to your slice of the Florida Keys--where laid-back luxury meets outdoor adventure. Nestled in a welcoming, family-oriented community, this private lot is RV-ready and features a shaded patio with awning for breezy island living.Just minutes from restaurants, shops, bait stores, and beaches--and a quick 45-minute drive to the mainland's airports, ports and malls.

  Jose Vigo RE/MAX All Keys Real Estate

  325 Calusa St Unit 333, Key Largo, FL 33037
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  /45

  $1,360,000

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft

  440 9th St, Key Colony Beach, FL 33051

  Finally, here is your East-facing, updated three bedroom island retreat! Coastal comfort meets effortless Keys living in the heart of the fabulous Florida KeysStep into a bright, open-concept living, dining, and kitchen area designed for both relaxation and entertaining. Natural light pours in as the space and flows seamlessly through double sliding doors onto a spacious deck and private dock,

  Karen Raspe, PA Ocean Sotheby's International Realty

  440 9th St, Key Colony Beach, FL 33051
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  /43

  $195,000

  1466 Overseas Hwy Unit 7, Marathon, FL 33050

  This is a rare opportunity to own a deep-water liveaboard slip in a gated, exceptionally well-kept Florida Keys marina. Located on the Gulf side in Marathon, Slip 7 at Harbour Cay Club will accommodate up to a 48' LOA and sits just steps away from a covered pavilion perfect for taking in sunset views. It's an incredibly well-kept spot with all the bells and whistles that make living on board a

  Amy Puto Coldwell Banker Schmitt Real Estate Co.

  1466 Overseas Hwy Unit 7, Marathon, FL 33050
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  /29

  $975,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft

  101 Poinsetta Dr, Key Largo, FL 33037

  Paradise in Key Largo Awaits! Newer construction 3 Bedroom and 2 Bathroom home offering impact windows and doors, ICF construction, standing seam metal roof AND X Flood zone, making this home hurricane proof. The fenced backyard is perfect for entertaining or relaxing with ultimate privacy. The pool was built by Van kirk, one of the best in South Florida and accented with stunning landscape

  Kelsey Caputo Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  101 Poinsetta Dr, Key Largo, FL 33037
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  /46

  $2,250,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  66 Tingler Ln, Marathon, FL 33050

  Imagine being just minutes from Sombrero Beach and only a 3-minute boat ride to the Atlantic--this is true Keys living. This thoughtfully designed 1,800 sq. ft. home offers 3 bedrooms and 2 bathrooms, perfectly balancing comfort and style.Step outside to enjoy the screened patio, relax under the tiki hut, or take a dip in the beach-entry pool, kept at the ideal temperature year-round with a

  AJ Vetter Palm House Real Estate

  66 Tingler Ln, Marathon, FL 33050
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  /15

  $4,580,000

  • 10 Beds
  • 9 Baths
  • 7,193 Sq Ft

  1005 Flagler Ave, Key West, FL 33040

  INVESTORS, DEVELOPERS, CONDO CONVERSION--1005 FLAGLER AVE AND 1009 FLAGLER AVE--Two fourplexes in the highly desirable Casa Marina neighborhood on 18,371 sq ft of land, with 7,193 sq ft of Floor Living Area, for a total of 10 bedrooms and 9 baths. 1005 Flagler is 4 units, 3 of which are 1/1, ground floor unit #1 is a 3/2 with a courtyard. There's an on site coin laundry, as well as a garage and

  Jeffrey Dunaway Key West Realty, LLC (KW)

  1005 Flagler Ave, Key West, FL 33040
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  /49

  $275,000

  • 1 Bed
  • 1 Bath
  • 690 Sq Ft

  701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042

  Welcome to your slice of Paradise in the florida Keys! This cozy one bed/one bath mobile home is located in the highly desirable Venture Out gated community on Cudjoe Key. Thoughtfully designed and fully furnished, this home comfortably sleeps four and is in move-in ready. Enjoy the bright and inviting Florida room featuring durable Hardie board siding, along with a covered tile patio outback,

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042
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  /53

  $2,399,000

  • 3 Beds
  • 3 Baths
  • 2,452 Sq Ft

  11399 6th Avenue Ocean, Marathon, FL 33050

  Discover breathtaking open water views from this beautifully designed 3-bedroom, 3-bath home in the heart of Marathon. Featuring a desirable double master suite layout, this residence offers 2 bedrooms and 2 bathrooms on the main level, plus an expansive second-floor master retreat where you can wake up to panoramic views of the Atlantic Ocean right from your bed.The home's interior blends

  Sam Williams Coldwell Banker Schmitt Real Estate Co.

  11399 6th Avenue Ocean, Marathon, FL 33050
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  /31

  $1,580,000

  • 2 Beds
  • 4 Baths
  • 1,092 Sq Ft

  709 Olivia St, Key West, FL 33040

  Legal duplex in the heart of Old Town Key West offering flexibility for investors or owner-occupants alike. Each residence features a private entrance, in-unit laundry, electric meter, and thoughtful renovations that make the property truly turn-key.Classic Key West character shines throughout with vaulted ceilings, exposed beams, skylights, and beautiful wood floors creating a bright and airy

  Corey Breingan RE Florida Homes

  709 Olivia St, Key West, FL 33040
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  /53

  $2,250,000 New Construction

  • 4 Beds
  • 4 Baths
  • 2,326 Sq Ft

  862 Cardinal Ln, Key Largo, FL 33037

  Experience Elevated Coastal Living - Brand New Oceanside Pool Home with Dock in Key LargoWelcome to your dream waterfront retreat in Key Largo! This stunning brand-new, 4 bedroom and 4 bath custom-built pool home combines sleek modern design with top-tier amenities, offering the perfect blend of style and comfort. Lets start with your Outdoor ParadiseStep outside to your private heated and

  Joy Martin American Caribbean Real Estate, Christie's International Real Estate

  862 Cardinal Ln, Key Largo, FL 33037
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  /19

  $589,500

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  500 Burton Dr Unit 3310, Other City - Keys/Islands/caribbean, FL 33037

  A coastal lifestyle awaits at Ocean pointe Suites. Situated directly overlooking the Atlantic Ocea, the complex offers full amenities and nightly rentals making the acquisition of Unit #3310 an ideal investment. This beautiful oceanfront condo features 2 spacious bedrooms, 2 full bathrooms and exquisite ocean views from the balcony. Perfectly maintained, fully furnished including hurricane impact

  Elizabeth Jolin Coldwell Banker Schmitt RE Co

  500 Burton Dr Unit 3310, Other City - Keys/Islands/caribbean, FL 33037
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  /50

  $635,000

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  5092 Sunset Village Dr Unit Hawks Cay Resort, Duck Key, FL 33050

  This elegant villa is perfectly situated just steps from the Sunset Pool, offering breathtaking water views. As an end unit, it enjoys an abundance of natural light, brightening up the cozy two-bedroom space located in the renowned Hawks Cay Resort in the stunning Florida Keys. Beautifully remodeled in 2021, the villa is decorated in an elegant coastal style, complete with custom made built-in

  Christopher Eversman Florida Keys Realty Group LLC

  5092 Sunset Village Dr Unit Hawks Cay Resort, Duck Key, FL 33050

Showing Results 401 - 440, Page 11 of 18