Monroe County FL Homes for Sale

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  /51

  $1,050,000

  • 4 Beds
  • 2 Baths
  • 1,342 Sq Ft

  1421 2nd St Unit 1425, Key West, FL 33040

  Duplex with adjoining commercial lot for sale. Duplex has 1,342 square feet of living space on a 2,841 sq ft lot with 2 two bedroom one units generating $74,400.00 annually. Units have been recently renovated and ready for new tenants. The adjoining 2,244 square foot commercial zoned lot would be ideal for one or more food vendor trucks, with excellent visibility and heavy traffic. Make an offer

  Everett Watkins Keller Williams Key West Compass Realty

  1421 2nd St Unit 1425, Key West, FL 33040
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  /49

  $370,000

  New Construction

  • 1 Bath
  • 425 Sq Ft

  10877 Overseas Hwy Unit 35, Marathon, FL 33050

  Experience elevated island living at Ocean Isles Fishing Village, a beautifully rebuilt 7-acre gated oceanfront community in the heart of the Florida Keys. These newly constructed concrete block residences are built above flood elevation and offer the rare advantage of 7-day rentals, making them an exceptional choice for a vacation getaway, income-producing investment, or full-time residence.

  Frank Griffiths Lokation Real Estate

  10877 Overseas Hwy Unit 35, Marathon, FL 33050
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  /79

  $5,950,000

  New Construction

  • 4 Beds
  • 4 Baths
  • 3,358 Sq Ft

  195 Ojibway Ave, Tavernier, FL 33070

  Introducing an extraordinary, newly constructed waterfront estate that must be experienced in person. Perfectly positioned on a generous 13,200 sq ft double lot with 120 linear feet of water frontage, this one-of-a-kind residence showcases sweeping bay views, refined custom finishes, and effortless indoor-outdoor living. Designed with an inverted floor plan to maximize the panorama, the main

  Carlos Lorenzo American Caribbean Real Estate, Christie's International Real Estate

  195 Ojibway Ave, Tavernier, FL 33070
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  /21

  $550,800

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

  96 John St Unit 2, Summerland Key, FL 33042

  Well-maintained 3-bedroom, 2-bath home offering 1,120 square feet of comfortable living space in a small, well-kept community in Summerland Key. This home is in excellent condition, offers ample parking, and provides a wonderful opportunity for affordable homeownership in the Lower Keys. Subject to affordable housing deed restrictions.

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  96 John St Unit 2, Summerland Key, FL 33042
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  /34

  $699,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  235 Tarpon St, Tavernier, FL 33070

  Welcome to your private slice of the Florida Keys at 235 Tarpon Street in Tavernier. Surrounded by lush tropical landscaping, this charming single-level home offers a relaxed island feel with great privacy, generous outdoor space, and easy everyday living. A spacious gravel driveway and covered carport provide plenty of parking, while the inviting front entry sets the tone for the home's warm

  Jamie Engel Coldwell Banker Schmitt Islamorada

  235 Tarpon St, Tavernier, FL 33070
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  /60

  $795,000

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft

  2005 Fogarty Ave, Key West, FL 33040

  Welcome to Your Own Slice of Paradise! Pack your flip flops and leave your worries at the door! This enchanting Key West gem is ready to make your island dreams a reality! Nestled in the heart of the Conch Republic, 2005 Fogarty Avenue is the kind of home that makes you exhale the moment you arrive.This beautifully updated 2 bedroom, 2 full bath cottage is bursting with Key West charm and curb

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  2005 Fogarty Ave, Key West, FL 33040
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  /16

  $2,000

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft

  6099 Overseas Hwy Unit LOT 46W, Marathon, FL 33050

  Unit 46W is Available now for 6 months minimum with a month-to-month option after that. Fully furnished, First and Last, and Security is required. Utilities included Boat Ramp in the community. Laundry stations in the park. Background check required by the community to occup. Available July 1st

  Kristen Brenner Duck Key Realty, Inc.

  6099 Overseas Hwy Unit LOT 46W, Marathon, FL 33050
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  /25

  $665,000

  • 2 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  3200 Harriet Ave, Key West, FL 33040

  3200 Harriet Avenue | Key West, FL Tucked away on a desirable corner lot, this spacious 2-bedroom, 1.5-bath townhouse offers 1,332 square feet of comfortable living and one of the largest floor plans in the community. Combining privacy, generous living space, and exceptional outdoor amenities, this home is a rare find in Key West. One of the property's most appealing features is the absence of

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  3200 Harriet Ave, Key West, FL 33040
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  /32

  $2,385,000

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

  1033 Catherine St, Key West, FL 33040

  Welcome to your quintessential Old Town retreat, where classic Key West character has beenthoughtfully restored into a warm, inviting home designed for easy island living. This entireproperty has undergone substantial renovations & a comprehensive transformation. Beautifullyreimagined & built for entertaining, the now 3-bedroom, 3.5-bath residence boasts nearly 1,900sq ft of

  Paige Bethel Island Home Realty Inc.

  1033 Catherine St, Key West, FL 33040
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  /36

  $840,000

  • 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 50-foot dock with no bridges to the ocean, ideal for quick access to the water. Located in a quiet neighborhood, this home features a

  Michel Luna Lifestyle International Realty

  3635 Trade Winds St, Big Pine Key, FL 33043
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  /29

  $1,295,000

  Open House 8/16 $35K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,500 Sq Ft

  315 E Ocean Dr, Key Colony Beach, FL 33051

  STUNNING KCB WATERFRONT DUPLEX! This beautifully renovated 3BR/3BA half-duplex is the perfect turnkey home or highly profitable weekly vacation rental. Features 1,500 sq. ft. of modern coastal living space, quartz finishes, and 3 spacious bedrooms--each with an en-suite bath and private balcony. Excellent outdoor setup includes a private pool and 40 feet of seawall allowing up to 25 ft of dockage

  Cara O'Neill Key Colony Beach Realty

  315 E Ocean Dr, Key Colony Beach, FL 33051
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  /55

  $4,900,000

  • 3 Beds
  • 4.5 Baths
  • 5,559 Sq Ft

  155 Palo de Oro Dr, Islamorada, FL 33036

  An Unfinished Masterpiece Awaits in the prestigious **Venetian Shores**, one of Islamorada's most desirable waterfront communities, known for its deep-water canals and quick access to both the Florida Bay and the Atlantic Ocean via Snake Creek. This extraordinary opportunity allows you to complete what was envisioned as one of the Florida Keys' most premier luxury estates. Elevated above flood on

  Kelly Randin RE/MAX All Keys Real Estate

  155 Palo de Oro Dr, Islamorada, FL 33036
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  /27

  $1,450,000

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft

  2313 Fogarty Ave, Key West, FL 33040

  There is almost nothing like this in Key West: a 2007-built home, raised from the ground up to modern standards. Rare, move-in ready, and free of the surprises that come with much older homes in town.Elevated above the floodplain, with impact windows and doors rated for 175 mph winds and a 16kW standby generator, this is a home built for real peace of mind, whether you are here year-round or

  Juan Benitez Benitez Keller Williams Key West Compass Realty

  2313 Fogarty Ave, Key West, FL 33040
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  /2

  $385,000

  000 Vacant Land, Upper Matecumbe Key Islamorada, FL 33036

  Derek Rodberg Cypress Realty, Inc.

  000 Vacant Land, Upper Matecumbe Key Islamorada, FL 33036
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  /34

  $935,000

  • 3 Beds
  • 2 Baths
  • 1,267 Sq Ft

  2317 Fogarty Ave, Key West, FL 33040

  Welcome to 2317 Fogarty Avenue, a beautifully updated 3-bedroom, 2-bathroom home ideally located in the heart of Key West. Combining modern upgrades with island charm, this centrally located residence offers comfortable living just minutes from beaches, shopping, dining, schools, and all that Key West has to offer. The updated kitchen features elegant porcelain countertops, Café appliances, and a

  Alexandria Caballero Key West Vacation Properties & Realty, LLC (KW)

  2317 Fogarty Ave, Key West, FL 33040
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  /64

  $550,000

  • Land
  • 2,178 Sq Ft
  • $11,000,000 per Acre

  65821 Overseas Hwy, Long Key, FL 33001

  Rare buildable waterfront lot in the heart of the Florida Keys! Located in the prestigious gated community of Outdoor Resorts at Long Key, this exceptional property offers 80 feet of waterfront on the sought-after washout canal, one of the resort's best fishing spots. Features include a newly built 30-foot seawall, direct canal access with private seawall for your boat, 50 AMP service, water

  65821 Overseas Hwy, Long Key, FL 33001
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  /64

  $3,500,000

  • 5 Beds
  • 4.5 Baths
  • 2,575 Sq Ft

  416 Fleming St, Key West, FL 33040

  First Time on the Market in 26 Years! Just 79 steps from Duval Street, this extraordinary Historic Victorian estate presents a rare opportunity to own one of Key West's most iconic and meticulously maintained properties. Featuring 6+ Off-Street Parking Spaces, 5 bedrooms and 5 bathrooms, this stunning residence embodies the Key West lifestyle with expansive wraparound porches,timeless

  Robin Nilsson Keller Williams Key West Compass Realty

  416 Fleming St, Key West, FL 33040
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  /32

  $550,000

  • Land
  • 2,090 Sq Ft
  • $11,458,333 per Acre

  65821 Overseas Hwy #291, Long Key, FL 33001

  Rare buildable waterfront lot in the heart of the Florida Keys! Located in the prestigious gated community of Outdoor Resorts at Long Key, this exceptional property offers 80 feet of waterfront on the sought-after washout canal, one of the resort's best fishing spots. Features include a newly built 30-foot seawall, direct canal access with private seawall for your boat, 50 AMP service, water

  Dennis Bernal Lifestyle International Realty

  65821 Overseas Hwy #291, Long Key, FL 33001
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  /33

  $3,995,000

  • 5 Beds
  • 4 Baths
  • 4,014 Sq Ft

  87445 Old Hwy, Islamorada, FL 33036

  Discover a rare opportunity to own an exceptional oceanfront estate in the heart of Islamorada that seamlessly combines luxury living with an established, successful vacation rental history. Situated on 1.82 private acres with approximately 225 feet of ocean frontage, this Residential Estate-zoned property is currently licensed for legal 7-day vacation rentals, making it one of the limited number

  Cheri Tindall American Caribbean Real Estate, Christie's International Real Estate

  87445 Old Hwy, Islamorada, FL 33036
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  /37

  $650,000

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

  19 SE Marlin Ave, Key Largo, FL 33037

  Easy Keys living starts here! Whether you're looking for a weekend escape or a full-time residence, this adorable Key Largo home checks all the right boxes. Located in desirable Largo Sound Village, homeowners are eligible to join one of the best private HOA parks in the Upper Keys with a wide sandy beach, fantastic boat ramp, and beautiful waterfront setting to relax and enjoy the Keys

  Christy Hughes Coldwell Banker Schmitt Islamorada

  19 SE Marlin Ave, Key Largo, FL 33037
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  /27

  $2,160,000

  • 3 Beds
  • 3 Baths
  • 1,716 Sq Ft

  704 Grouper Ln, Key Largo, FL 33037

  Wake up on the water in this turnkey, fully furnished coastal retreat in the heart of Key Largo. Complete with a modern, beach-chic design, this 3-bedroom, 3-bath home blends effortless luxury with true Florida Keys living. Outside, enjoy direct ocean access from your private dock with boat lift--just minutes to world-class fishing, diving and sandbars. After a day on the water, unwind in the

  Nancy Hershoff Coldwell Banker Schmitt RE Co

  704 Grouper Ln, Key Largo, FL 33037
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  /26

  $539,999

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

  496 James Ave, Marathon, FL 33050

  Tucked away on a beautifully landscaped corner lot at the end of a quiet cul-de-sac, this impeccably maintained 3-bedroom, 2-bath stilt home offers the perfect blend of comfort, quality, and Florida Keys living. Just minutes from Boot Key Harbor, the solid wood-frame residence features a bright, light-filled interior with vaulted ceilings, attractive wood-look flooring, spacious bedrooms,

  Kirsten Miller Coldwell Banker Schmitt Real Estate Co.

  496 James Ave, Marathon, FL 33050
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  /36

  $6,500

  • 3 Beds
  • 2.5 Baths
  • 1,080 Sq Ft

  121 Long Key Lake Dr, Layton, FL 33001

  Beautifully redesigned and fully furnished waterfront home available for seasonal rental in Layton. Available starting October 2026 till May 2027. Recently renovated from top to bottom, this canal-front retreat feels like a brand new home while offering the peaceful, natural setting that makes this part of the Keys so special. Boaters will love the 50 feet of dockage, 15,000-pound boat lift, and

  

  Megan Jones

  Coldwell Banker Schmitt Islamorada

  121 Long Key Lake Dr, Layton, FL 33001
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  /50

  $899,000

  • 3 Beds
  • 2.5 Baths
  • 1,518 Sq Ft

  87 Sirius Ln, Key West, FL 33040

  Welcome to your Geiger Key retreat, where exceptional boating, thoughtful updates, and island charm come together just 10 miles from Key West. This beautifully updated 3-bedroom, 3-bath home offers 1,518 sq. ft. of comfortable living space, designed for those who want to spend as much time on the water as they do relaxing at home. Inside, a bright, inviting interior is enhanced by modern coastal

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  87 Sirius Ln, Key West, FL 33040
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  /51

  $4,850

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

  88181 Old Hwy Unit H21, Islamorada, FL 33036

  ''Rare 30' Boat Slip Included | Ocean & Lagoon Views | Direct Ocean Access'' The Ultimate Florida Keys Waterfront Lifestyle. Boaters, anglers, and waterfront enthusiasts will appreciate this exceptional opportunity to lease a spacious and furnished 2-bedroom, 2-bath residence with boat slip and direct ocean access in the gated Coral Harbour Club community. Offering 1,672 square feet of living

  Silvestri Team Jeanette & Janessa Silves Coldwell Banker Schmitt Key Largo

  88181 Old Hwy Unit H21, Islamorada, FL 33036
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  /43

  $555,000

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  500 Burton Dr Unit 1402, Tavernier, FL 33070

  Top Floor 2/2 with an Ocean View !!Being sold fully furnished with Housewares.Building 1 is being refreshed with New Railings , New Roof and New painting !! Cafe & Pool Bar are back open !! New picnic areas too. The Marina has direct ocean access. Huge Pool with 14 person Spa. Lighted Pickle Ball & Tennis courts. The Beach area has new Tiki Huts too !! Great rental potential.

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  500 Burton Dr Unit 1402, Tavernier, FL 33070
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  /108

  $7,995,000

  • 5 Beds
  • 8 Baths
  • 6,083 Sq Ft

  104 Coastal Dr, Key Largo, FL 33037

  Nestled within the exclusive, gated enclave of Coral Coast, home to just 15 private waterfront estates, this exceptional Bayfront residence offers sweeping views of Florida Bay, a rare sandy-bottom beach shoreline, and a 200-foot-long pier with deep water (approx. 5’) dockage. Spanning more than 6,000 square feet across three levels with elevator access, this custom-built home features 5

  104 Coastal Dr, Key Largo, FL 33037
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  /32

  $3,950

  • 3 Beds
  • 2 Baths
  • 1,658 Sq Ft

  224 W Seaview Dr, Marathon, FL 33050

  Brand new build in Duck Key on a large corner lot. 3 bedrooms 2 baths, open floor plan and south facing deck. Storage on the main floor Available Immediately. First Last and Security Required. $3,950.00 per month plus utilities and yard maintenance. Pets considered but needs to be approved by the Owner

  Kristen Brenner Duck Key Realty, Inc.

  224 W Seaview Dr, Marathon, FL 33050
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  /42

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  1998 Overseas Hwy Unit 24A, Marathon, FL 33050

  Welcome to Faro Blanco Condominiums, an exclusive gated community of just 32 residences in the heart of Marathon. This spacious 3-bedroom, 2-bath condominium offers over 1,600 square feet of comfortable living space with an open floor plan designed for easy island living. Large Screened balcony overlooking the lush landscaping is a perfect outdoor retreat. Upgrades to this unit are tile

  

  Natalie Ardis

  Coldwell Banker Schmitt Real Estate Co.

  1998 Overseas Hwy Unit 24A, Marathon, FL 33050
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  /32

  $1,325,000

  • 3 Beds
  • 3 Baths
  • 1,513 Sq Ft

  907 United St, Key West, FL 33040

  A welcoming covered front porch sets the tone for this exceptional townhome, offering the perfect place to enjoy your morning coffee or unwind with an evening cocktail while embracing the island breeze. Timeless craftsmanship meets modern comfort in this beautifully designed 3-bedroom, 3-bathroom townhome, thoughtfully created for effortless living, exceptional functionality, and relaxed tropical

  Dean Townsend Keller Williams Key West Compass Realty

  907 United St, Key West, FL 33040
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  /37

  $499,000

  • 2 Beds
  • 2.5 Baths
  • 950 Sq Ft

  92550 Overseas Hwy Unit 214, Tavernier, FL 33070

  Excellent investment opportunity in the Florida Keys! This updated condo features a 2024 aluminum roof, fresh interior and exterior paint, updated bathrooms, new bedroom carpeting, and two ocean-view balconies. Enjoy private beach access, multiple dock slips, and a prime bayside location near popular restaurants, bars, and local attractions. The special assessment has been paid by the seller.

  George CancioBello Lifestyle International Realty

  92550 Overseas Hwy Unit 214, Tavernier, FL 33070
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  /12

  $1,600

  • 1 Bath
  • 5,248 Sq Ft

  91865 Overseas Hwy Unit 207, Tavernier, FL 33070

  Discover luxury Keys living in this fully furnished Studio Apartment located at Mile Marker 91.8 Oceanside in the heart of Tavernier. Thoughtfully renovated with high-end finishes, designer furnishings, and premium appliances, this spacious apartment offers a turnkey lifestyle with comfort and style throughout. Conveniently situated just minutes from grocery stores, fitness centers, Tavernier

  Kevin Cornell Cornell Commercial Real Estate, Inc.

  91865 Overseas Hwy Unit 207, Tavernier, FL 33070
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  /145

  $16,900,000

  • 5 Beds
  • 4 Baths
  • 3,352 Sq Ft

  0 Howell Key Unit 620413, Summerland Key, FL 33042

  Discover one of the Florida Keys' most extraordinary private island retreats. Encompassing 9.69 acres of pristine tropical landscape, Howell Key offers an unparalleled opportunity to own an off-grid luxury island surrounded by breathtaking open water views from sunrise to sunset. Designed for those who value privacy, adventure, and refined coastal living, the island features acres of groomed

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  0 Howell Key Unit 620413, Summerland Key, FL 33042
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  /72

  $2,999,000

  • 3 Beds
  • 3.5 Baths
  • 3,817 Sq Ft

  111 Spoonbill Rd, Tavernier, FL 33070

  Updated canal front pool home located in a desirable neighborhood with quick and easy access to the bay or ocean via Tavernier Creek, a boaters dream. It features a 3 bedrooms, 3.5 bath, a ground level entry with beautifully designed foyer, a large entertainment room with bar, a laundry room and a half bath. The second level has a spacious bedroom with an en-suite bath and an additional room for

  Debra Mott LoKation Real Estate - Pompano Beach

  111 Spoonbill Rd, Tavernier, FL 33070
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  /28

  $4,500,000

  • 4 Beds
  • 3.5 Baths
  • 4,596 Sq Ft

  1000 W Ocean Dr, Key Colony Beach, FL 33051

  Experience the rare opportunity to own a brand-new waterfront residence in the heart of Key Colony Beach while still having the ability to personalize the finishes to reflect your own style. Currently under construction, this exceptional coastal home offers 4,596 square feet of thoughtfully designed living space with 4 spacious bedrooms, 3 full bathrooms, and 1 half bath. Designed for effortless

  Kelsey Caputo Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  1000 W Ocean Dr, Key Colony Beach, FL 33051
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  /11

  $2,250

  • 1 Bed
  • 1 Bath

  91865 Overseas Hwy Unit 107, Tavernier, FL 33070

  Discover luxury Keys living in this fully furnished 1-bedroom, 1-bathroom residence located at Mile Marker 91.5 Oceanside in the heart of Tavernier. Thoughtfully renovated with high-end finishes, designer furnishings, premium appliances, and modern décor throughout, this spacious turnkey apartment offers the perfect blend of comfort, style, and convenience. Ideally situated just minutes from

  Kevin Cornell Cornell Commercial Real Estate, Inc.

  91865 Overseas Hwy Unit 107, Tavernier, FL 33070
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  /31

  $329,000

  • 2 Beds
  • 1 Bath
  • 584 Sq Ft

  6099 Overseas Hwy Unit 4W, Marathon, FL 33050

  You get the home and the land at this incredible price! Enjoy the current home immediately or build a brand new stilted single-family home with the included building right that conveys with the property. This classic Keys retreat is nestled in the heart of Marathon, a prime location for those looking to indulge in all things Florida Keys. Move in ready, the newly remodeled interior of this 2-bed,

  

  Megan Jones

  Coldwell Banker Schmitt Islamorada

  6099 Overseas Hwy Unit 4W, Marathon, FL 33050
• 

  

  /31

  $3,595,000

  • 6 Beds
  • 4 Baths

  74051 Overseas Hwy, Islamorada, FL 33036

  Islamorada Beach House in Lower Matecumbe. This 6 bedroom, 4 bathroom home is situated directly on Sea Oats Beach, a mile-long sea turtle nesting beach, with stunning Atlantic Ocean views, sunrise skies, and a sandy beach backyard just steps from the water. The home captures the essence of relaxed coastal living with expansive beachside outdoor space and turquoise water. Enjoy exceptional access

  

  Carolyn Ambler

  American Caribbean Real Estate

  74051 Overseas Hwy, Islamorada, FL 33036
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  /154

  $415,000

  • 3 Beds
  • 1 Bath
  • 760 Sq Ft

  768 Michael Dr, Key Largo, FL 33037

  Experience the ultimate tropical getaway in this beautifully renovated 3-bedroom, 1-bathroom mobile home, perfectly situated on a quiet road in a highly desirable Key Largo neighborhood. Offering a seamless blend of modern comfort and relaxed island living, this turnkey property is completely move-in ready. Step inside to find a bright, refreshed interior featuring stylish updates, durable

  768 Michael Dr, Key Largo, FL 33037
• 

  

  /13

  $2,000

  • 1 Bed
  • 1 Bath
  • 396 Sq Ft

  55 Boca Chica Rd Unit 451, Key West, FL 33040

  Just 10 miles from downtown Key West! This Seaside resort mobile home has a covered deck that maximizes indoor-outdoor living with a relaxed space to take in the views. Added storage space can be found in the shed off the deck. Not only is it close to Key West, the 1 bedroom, 1 bath unit has a fantastic location inside the community, situated on Fantasy Island, just a short walk from the Seaside

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

  55 Boca Chica Rd Unit 451, Key West, FL 33040

Showing Results 161 - 200, Page 5 of 18