Monroe County FL Homes for Sale

• 

  

  

  /49

  $1,875,000

  • 2 Beds
  • 3 Baths
  • 1,216 Sq Ft

  101 Front St Unit 23, Key West, FL 33040

  Completely renovated and move-in ready, The Foundry #23 in Key West's exclusive Truman Annex is a rare gem that blends historic charm with modern luxury. This beautifully updated townhome features custom Hansen & Bringle cabinetry throughout, quartz countertops, and brand-new appliances in the kitchen. The Primary Suite offers ample closet space and a redesigned bath with custom cabinetry and a

  Loren Rea Truman & Co. (KW)

  101 Front St Unit 23, Key West, FL 33040
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  /6

  $240,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  28177 Julia Ave, Little Torch Key, FL 33042

  Opportunity to purchase for land value in Little Torch Key. Large lot with existing mobile home on site that is not habitable. Property is being marketed as land only. Lot is zoned IS (Improved Subdivision District), which typically allows for single-family residential construction subject to Monroe County Land Development Code and applicable ROGO requirements. Conveniently located less than 5

  Maria Acosta Keller Williams Capital Realty

  28177 Julia Ave, Little Torch Key, FL 33042
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  /60

  $3,200,000

  • 5 Beds
  • 3 Baths
  • 3,052 Sq Ft

  117 El Capitan Dr, Islamorada, FL 33036

  Newly remodeled waterfront home located in the highly desirable Port Antigua subdivision of Lower Matecumbe. This expansive residence offers five bedrooms and three bathrooms with an open living floor plan.The main living level features three bedrooms and two bathrooms, complemented by a spacious living, dining, and kitchen area--ideal for entertaining and relaxed Keys living. The lower level

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  117 El Capitan Dr, Islamorada, FL 33036
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  /16

  $525,000

  • 1 Bed
  • 1 Bath
  • 557 Sq Ft

  31478 Avenue E, Big Pine Key, FL 33043

  ** OPEN HOUSE SAT FEB 7TH 12-2**Discover the quintessential Florida Keys lifestyle in this charming 1-bedroom, 1-bathroom island bungalow. Nestled in the heart of Big Pine Key, this home offers the perfect blend of cozy comfort and tropical serenity, making it an ideal full-time residence, weekend retreat, or savvy investment property.Home Highlights:Classic Bungalow Charm: An inviting open

  Sabre Mendoza Coldwell Banker Schmitt RE Co.

  31478 Avenue E, Big Pine Key, FL 33043
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  /74

  $7,800,000

  • 5 Beds
  • 5.5 Baths
  • 4,770 Sq Ft

  75931 Overseas Hwy, Islamorada, FL 33036

  Set on 1.38 acres of pristine oceanfront in the Florida Keys, this private estate offers the perfect blend of luxury, serenity, and tropical beauty. With an enormous 150-foot private beach, this stunning 4,770-square-foot residence presents an unparalleled opportunity to experience the magic of oceanfront living.The home features five bedrooms and five and a half baths, including separate guest

  Leslie Leopold Ocean Sotheby's International Realty

  75931 Overseas Hwy, Islamorada, FL 33036
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  /50

  $10,500,000

  • Land
  • 6 Acres
  • $1,750,000 per Acre

  57478 Overseas Hwy, Marathon, FL 33050

  Rare oceanfront development opportunity in the heart of the Florida Keys.Encompassing nearly 6 acres of pristine oceanfront land in Grassy Key, this exceptional parcel presents an ideal canvas for developers seeking to create luxury residential units with direct oceanfront and beach access. Surrounded by unspoiled natural beauty and tranquil beaches, the property offers immediate proximity to

  Iliana Abella Compass Florida, LLC

  57478 Overseas Hwy, Marathon, FL 33050
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  /36

  $1,100,000

  • 1 Bed
  • 2 Baths
  • 767 Sq Ft

  738 Olivia St, Key West, FL 33040

  Charming Old Town Retreat in X Flood Zone! Step into island living with this beautifully renovated 1-bedroom, 1.5-bath home, plus sleeping loft and cabana, in the heart of Old Town Key West. Thoughtfully updated with quartz countertops, custom wood cabinetry, and top-of-the-line stainless steel appliances, this home seamlessly blends modern comfort with historic charm. A cozy sleeping loft offers

  Jimmy Lane Island Life Realty Experts

  738 Olivia St, Key West, FL 33040
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  /49

  $499,000

  • 2 Beds
  • 2 Baths
  • 1,268 Sq Ft

  808 S Silver Cir, Key Largo, FL 33037

  Located in desirable 55+ waterfront community of Silver Shores. Well-maintained, move-in-ready home offers comfortable, low-stress Keys living with full assessments already paid. Functional open layout, custom cabinetry, well-designed kitchen with island seating, and generously sized laundry/storage area. Beautifully landscaped. Silver Shores offers outstanding amenities including a heated pool,

  K Shylon Martin Engel & Volkers Islamorada

  808 S Silver Cir, Key Largo, FL 33037
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  /38

  $1,725,000

  • 7 Beds
  • 5 Baths
  • 2,236 Sq Ft

  1301 Atlantic Dr, Key West, FL 33040

  Rare Elevated Property in Key West. Located in a private cul de sac near the Casa Marina neighborhood. This is an excellent INVESTMENT OPPORTUNITY. This oversized 6,370 square foot, corner lot, is completely fenced in and private. Plenty of room for parking. 7 bedrooms and 5 bathrooms with 2,236 sq ft of living space. Detached and elevated 1 Bedroom and 1 Bathroom Legal Cottage. This property has

  Joyce Craul Expert Realty LLC (HQ)

  1301 Atlantic Dr, Key West, FL 33040
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  /10

  $475,000

  • Land
  • 0.21 Acre
  • $2,294,686 per Acre

  Lot 9 W Seaview Cir, Duck Key, FL 33050

  Calling all investors and developers. Rare vacant land opportunity on desirable Duck Key, Lot 9. Build your private Florida Keys retreat in a setting surrounded by turquoise waters and natural beauty. Design and construct a custom residence tailored to your vision in one of the Keys’ most sought-after island communities. No HOA. Optional memberships available through Club Duck Key or Hawks Cay.

  Julian Gonzalez Premier Agent Network

  Lot 9 W Seaview Cir, Duck Key, FL 33050
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  /45

  $949,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  11725 3rd Avenue Ocean, Marathon, FL 33050

  Waterfront Corner-Lot Gem in Little Venice. Discover refined island living in this stunning 2-bed, 2-bath waterfront residence, perfectly positioned on a corner lot in the highly sought-after Little Venice neighborhood of Marathon. Crafted with enduring CBS construction, this home seamlessly blends modern comfort, coastal elegance, and exceptional boating access.Situated on a wide, flow-through

  Jennifer Hamill Coldwell Banker Schmitt Real Estate Co.

  11725 3rd Avenue Ocean, Marathon, FL 33050
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  /28

  $375,000

  35 Sombrero Blvd Unit B1, Marathon, FL 33050

  Experience the quintessential Florida Keys lifestyle at Sombrero Marina, a casual and welcoming community in the heart of protected Boot Key Harbor. This slip is OWNED BAYBOTTOM. Per the survey, the slip is 87' long, 20.56' wide at the dock and 21.64' wide at the outside pilings. Up to 75' LOA and max 18'9'' beam, per the dockmaster. Slips capable of accommodating vessels up to 75' LOA are

  Amy Puto Coldwell Banker Schmitt Real Estate Co.

  35 Sombrero Blvd Unit B1, Marathon, FL 33050
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  /36

  $975,000

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft

  1606 Flagler Ave, Key West, FL 33040

  Priced to SELL | Midtown Key West | Renovated 2BR/2BA | Off-Street ParkingSingle-level 2BR/2BA home in Midtown Key West, now offered at $975,000. Conveniently located near beaches, Edward B. Knight Pier, parks, dining, and bike paths.Open-concept living with stunning kitchen featuring stainless steel appliances, beverage bar, and flexible island. Primary suite includes dual walk-in closets,

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1606 Flagler Ave, Key West, FL 33040
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  /63

  $1,499,000

  • 3 Beds
  • 3 Baths
  • 2,261 Sq Ft

  1501 Ocean Bay Dr Unit B7, Key Largo, FL 33037

  Exclusive and seldom available offering in the gated community of Key Largo Yacht Club. Completely remolded turn key 3Bedroom 3 Bath 2 Car garage ocean view town home with a Deeded Boat Slip that includes a 15,000 LB lift your steps from your door. This is a beautiful turn key unit completely furnished and decorated with no expense spared. The 1st level encompasses your own patio for entertaining

  Placido Rodriguez LoKation

  1501 Ocean Bay Dr Unit B7, Key Largo, FL 33037
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  /94

  $3,075,000

  • 5 Beds
  • 5 Baths
  • 2,721 Sq Ft

  1114 Packer St, Key West, FL 33040

  Best Priced 5-Bedroom Compound in Key West | Renovated Old Town Home with Detached Guest House | X Flood ZoneThis is the opportunity buyers have been waiting for in Old Town Key West.Located just steps from Duval Street, world-class dining, galleries, and beaches, this fully renovated 5-bedroom compound offers walkability, privacy, and modern luxury -- all in the coveted X Flood Zone.The 1,908 SF

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  1114 Packer St, Key West, FL 33040
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  /32

  $1,695,000

  • 3 Beds
  • 2 Baths
  • 2,192 Sq Ft

  103 Key Haven Rd, Key West, FL 33040

  Welcome to 103 Key Haven Road! This home is on an over-sized lot, which overlooks a small bay, and has mangrove and sunset views. The expansive back yard feels very private and has a large patio area. There is plenty of room for your boat along the seawall, and it is the perfect spot to watch sunset. The 3 bedroom home is livable as it is, or you can add your own current updates.

  Elaine Coyle Keller Williams Key West Compass Realty

  103 Key Haven Rd, Key West, FL 33040
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  /55

  $669,000

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  500 Burton Dr Unit 5202, Tavernier, FL 33070

  Coastal Escape in Ocean Pointe -Building 5 is the best located in the development! This beautifully updated 2BD/2BA condo in the highly sought-after Ocean Pointe development offers breathtaking views of the Atlantic Ocean and marina/harbor, with refreshing breezes year-round. Enjoy a well-maintained space with impact windows and doors, an oceanview balcony, and tasteful furnishings throughout.

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  500 Burton Dr Unit 5202, Tavernier, FL 33070
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  /53

  $2,100,000

  • 8 Beds
  • 4 Baths
  • 750 Sq Ft

  2322 Seidenberg Ave, Key West, FL 33040

  Development Opportunity. (4) townhouse unit complex situated on a heavily landscaped 10,000 sq ft parcel. Comprised of (2) side by side duplexes legally subdivided as ( 4 ) individual, 750 sq ft licensed units, with (4) separate legal descriptions, parcel numbers, insurance policies, & utilities meters. At one time, there were four individual loans on each of the units as well.**** The only

  Raymond Capas Berkshire Hathaway HomeServices Knight & Gardner Realty

  2322 Seidenberg Ave, Key West, FL 33040
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  /41

  $1,195,000

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

  Unlisted Address

  **For Sale: Stunning Marathon Florida Waterfront Home** Welcome to your dream coastal escape! This exceptional 3-bedroom, 3-bath townhome offers breathtaking rooftop views of the sparkling Gulf of Mexico and Vaca Cut, providing the perfect backdrop for a relaxed lifestyle by the sea. Experience luxurious living with two hot tubs -- one thoughtfully located on the ground floor for easy access, and

  Kristi Kleiman Mariano Bernhardt Premiere Plus Realty Company

  Unlisted Address
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  /24

  $1,100,000

  • 3 Beds
  • 2 Baths
  • 1,772 Sq Ft

  7 Boca Chica Rd, Key West, FL 33040

  ''Experience Florida Keys living at its best! This stunning 3 bedroom, 2 bathroom canal front home offers everything you need for a perfect coastal lifestyle. The open floor plan creates a spacious and inviting atmosphere, ideal for entertaining or relaxing with family. With impact windows and doors, you can enjoy peace of mind and energy efficiency.The home features a 2 car enclosed garage,

  Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

  7 Boca Chica Rd, Key West, FL 33040
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  /3

  $234,000

  • Land

  2 Fishermans Trail, Key Largo, FL 33037

  Large vacant corner lot. Approved plans included .Three bedrooms and two bathrooms on top floor with two bedrooms and one bathroom plus living area on the ground floor. Separate entrances and central A/C units for each floor. Great Rental income or in-laws quarters for large families. Walking distance to fisheries, restaurants and marinas.This price is for the lot only including the plans.

  Barbara Eads Barbara Eads Realty

  2 Fishermans Trail, Key Largo, FL 33037
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  /139

  $25,000,000

  • 7 Beds
  • 9.5 Baths
  • 6,935 Sq Ft

  82768 Overseas Hwy, Islamorada, FL 33036

  Welcome to Serenity Cay, an exquisite Balinese-inspired estate where tranquility and luxury meet the endless beauty on the Florida Bay. A true masterpiece of engineering and design, this sprawling waterfront residence on nearly 4 acres offers an unparalleled blend of tropical elegance, sophisticated craftsmanship, and modern luxury. An expansive infinity-edge pool blends seamlessly into the

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  82768 Overseas Hwy, Islamorada, FL 33036
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  /3

  $60,000

  • Land

  Lot 10 Rainbow Beach, Big Torch Key, FL 33042

  Tier 1 lot available for ROGO Donation use only. This property cannot be built on and no RV use is permitted. The sale includes a ROGO Dedication Letter valued at 2 points, providing a valuable advantage in the Monroe County permit allocation system.

  Shanti Cope Coldwell Banker Schmitt Key Largo

  Lot 10 Rainbow Beach, Big Torch Key, FL 33042
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  /5

  $139,000

  • Land

  Lot 6 Date Palm Dr, Sugarloaf Key, FL 33042

  Tier 3 Lot.Discover the potential of this expansive 15,000 sq ft dry lot in Sugarloaf Key, just 20 minutes from Key West, FL. Ideal for creating your dream island retreat, this property offers ample space.

  Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

  Lot 6 Date Palm Dr, Sugarloaf Key, FL 33042
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  /30

  $475,000

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  6800 Maloney Ave Unit LOT 38, Stock Island, FL 33040

  Located in the Harbour Shores Community, A waterfront Condo association right outside of Key West, you'll experience the tranquility of island living with easy access to Duval Street, local marinas, and the vibrant culture that makes the Florida Keys so special. Whether you're seeking laid-back coastal living or a smart investment in one of Florida's most desirable destinations, this charming

  Barbara Crespo Keller Williams Key West Compass Realty

  6800 Maloney Ave Unit LOT 38, Stock Island, FL 33040
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  /51

  $1,420,000

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  30890 Granada Ave, Big Pine Key, FL 33043

  Welcome to your tropical oasis--where the true spirit of the Florida Keys comes to life. This spacious 3-bedroom waterfront home blends casual island style with relaxed coastal living, offering 1,764 square feet designed for comfort and ease. High ceilings lined with tongue-and-groove wood immediately set the island tone as you enter the open living space. The kitchen flows seamlessly into the

  Sunnie San Lorenzo KeyIsle Realty

  30890 Granada Ave, Big Pine Key, FL 33043
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  /59

  $2,350,000

  • 3 Beds
  • 3 Baths
  • 1,896 Sq Ft

  58345 Morton St, Marathon, FL 33050

  Stunning 3-bedroom, 3-bathroom home in Grassy Key, featuring a deep-water dock with easy access to the ocean, just a short ride away from its Gulf-side location. Enjoy a beautiful pool and ample parking space, along with breathtaking sunsets from your backyard paradise! Each bedroom boasts its own en-suite bathroom, ensuring comfort and privacy for all guests. Currently operating as a successful

  Annette Goyanes Linares America's Best Realty Corp

  58345 Morton St, Marathon, FL 33050
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  /48

  $335,000

  • 2 Beds
  • 1.5 Baths
  • 350 Sq Ft

  325 Calusa St Unit 466, Key Largo, FL 33037

  Amazing opportunity for a vacation home or income-producing property! This 2-bedroom, 1.5-bath home offers plenty of parking for a boat and two cars, making it perfect for the Florida Keys lifestyle. The property also includes a private storage shed--ideal for all your fishing gear--plus an aluminum overhang, perfect for shaded outdoor enjoyment during the summer months. Short-term rentals are

  Jessie Cruz Lifestyle International Realty

  325 Calusa St Unit 466, Key Largo, FL 33037
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  /39

  $5,750,000

  • 4 Beds
  • 5 Baths
  • 5,180 Sq Ft

  30 Cannon Royal Dr, Key West, FL 33040

  Timeless Coastal Elegance in Shark Key -- Experience exceptional waterfront living in this freshly painted 4BD/5BA villa located in the prestigious, gated community of Shark Key. Offering 5,180 SF, this beautifully designed residence features soaring ceilings, a Viking kitchen, private office, game room, and breathtaking Gulf views.Designed for seamless indoor-outdoor living, the home boasts

  Joanne Allen Berkshire Hathaway HomeServices Knight & Gardner Realty

  30 Cannon Royal Dr, Key West, FL 33040
• 

  

  /45

  $949,000 Open Sat 2PM - 4PM

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

  2012 Roosevelt Dr, Key West, FL 33040

  Spacious and well-designed 3-bedroom, 2-bathroom home offering a flexible and functional floor plan perfect for today's lifestyle. The main level features an open kitchen with center island, ample cabinetry, and stainless appliances, flowing seamlessly into a bright family room. A separate living room and dedicated office provide additional space for work, relaxation, or entertaining.The first

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

  2012 Roosevelt Dr, Key West, FL 33040
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  /13

  $1,075,000

  • Land

  142 Gulfview Dr, Islamorada, FL 33036

  ACTIVE BUILDING AND DOCK PERMITS. START BUILDING TODAY! Your tropical dream awaits with the lowest-priced waterfront lot featuring an active building permit in Islamorada. Imagine waking up to sunlit mornings, salty breezes, and the soft embrace of warm sand beneath your feet. Welcome to White Marlin Beach, where your vision of paradise comes to life.Vacant lots with active building permits are a

  Eric Rizzo Ocean Sotheby's International Realty

  142 Gulfview Dr, Islamorada, FL 33036
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  /26

  $2,495,000

  • 3 Beds
  • 3 Baths
  • 2,028 Sq Ft

  272 W Seaview Dr, Marathon, FL 33050

  Welcome to your private island retreat in the heart of Duck Key. Perfectly positioned just a few homes from the Seaview Channel, this exceptional waterfront residence offers instant access to both the Atlantic Ocean and the Gulf of Mexico--an ideal setting for boaters, entertainers, and families alike.This beautifully maintained home features three bedrooms and three baths, including downstairs

  Thomas Carden Keys to the Coast Real Estate LLC

  272 W Seaview Dr, Marathon, FL 33050
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  /16

  $800,000

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft

  47 Boundary Ln, Key West, FL 33040

  Owner will offer seller financing. INSURANCE NOT REQUIRED for financing. This home is ideally located on a canal with a 55-foot sea wall, with direct ocean access. This home is located off mile marker 9, a perfect location to be close to Key West, but not too close to the crowds. Enjoy deep water fishing, snorkeling and scuba diving right outside your back door. Boat launch less than a mile away.

  Jenny Murphy Keller Williams Key West Compass Realty

  47 Boundary Ln, Key West, FL 33040
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  /54

  $1,349,000

  • 3 Beds
  • 2 Baths
  • 1,304 Sq Ft

  1422 Boca Chica Rd, Key West, FL 33040

  A Private Waterfront Sanctuary on Geiger Key, AKA ''The Backside of Paradise''.***Just 15 minutes from Key West, this extraordinary waterfront retreat offers something almost unheard of in the Florida Keys: Privacy and unobstructed open water views with not a neighboring home in sight. *** Surrounded by acres of Navy-owned sanctuary land, the setting delivers a rare sense of seclusion--like

  Michelle Blades Realty Executives Florida Keys Old Town

  1422 Boca Chica Rd, Key West, FL 33040
• 

  

  /21

  $15,000,000

  • Land

  1 Seppala Way, Key Haven, FL 33040

  Introducing Enchanted Island, an unparalleled private island located 1.5 miles from Key West accessible via its own private highway exit from US 1. This rare real estate jewel offers an exclusive escape like no other.Presently zoned for sub urban residential use, the island permits the construction of up to two homes. Elevated 15 feet to meet construction codes and with building permits already

  Jenna Stauffer Ocean Sotheby's International Realty

  1 Seppala Way, Key Haven, FL 33040
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  /57

  $1,999,000

  • 3 Beds
  • 3 Baths
  • 1,852 Sq Ft

  1305 Calder Rd, Key Largo, FL 33037

  Experience next-level waterfront living in this beautifully modern, solid concrete home showcasing sweeping Bay views and designed to maximize the island lifestyle. Covered patios and terraces provide stunning vistas from every angle, perfect for entertaining or unwinding in total serenity. An open rooftop deck crowns the home, offering breathtaking 360-degree views and a front-row seat to

  Robert Valenzuela Century 21 Circle- Islamorada

  1305 Calder Rd, Key Largo, FL 33037
• 

  

  /74

  $2,995,000

  • 4 Beds
  • 4 Baths
  • 1,804 Sq Ft

  17385 Keystone Rd, Summerland Key, FL 33042

  Stunning open water views from this fabulous waterfront home! A truly rare and highly coveted 37,139 sqft lot point lot with A massive 362 FT OF WATERFRONTAGE on prestigious Sugarloaf Key, offering breathtaking panoramic open water views, exceptional privacy, and unmatched boating access. (24,662 sqft Upland & 12,477 submerged). These point lots are extremely limited and among the most

  Lisa Swanson The Agency Florida Keys

  17385 Keystone Rd, Summerland Key, FL 33042
• 

  

  /44

  $1,500,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,726 Sq Ft

  94825 Overseas Hwy, Key Largo, FL 33037

  Experience luxury coastal living at its finest in this exceptional corner residence located in the highly sought-after Key Largo Ocean Resort. This stunning three-level new construction home features a private elevator and a spectacular rooftop terrace offering breathtaking panoramic ocean views—enjoy sunrise and sunset vistas from the terrace and every room. Designed for the most discerning

  Marlene Gonzalez TruRes Real Estate

  94825 Overseas Hwy, Key Largo, FL 33037
• 

  

  /48

  $335,000

  • 2 Beds
  • 1.5 Baths

  325 Calusa St, Key Largo, FL 33037

  Amazing opportunity for a vacation home or income-producing property! This 2-bedroom, 1.5-bath home offers plenty of parking for a boat and two cars, making it perfect for the Florida Keys lifestyle. The property also includes a private storage shed—ideal for all your fishing gear—plus an aluminum overhang, perfect for shaded outdoor enjoyment during the summer months. Short-term rentals are

  Jessie Cruz Lifestyle International Realty

  325 Calusa St, Key Largo, FL 33037
• 

  

  /48

  $195,000

  1466 Overseas Hwy Unit 6, Marathon, FL 33050

  Slip 6 will accommodate up to a 48' LOA. New decking just installed on the finger pier. Its location in the basin keeps you protected. This 24-slip liveaboard marina will win you over alone with all of the amenities! Not to mention how it's immaculately maintained. Deep water access with 7' controlling depth per the dockmaster, buyer to confirm. Situated on the gulf side, you can enjoy beautiful

  Amy Puto Coldwell Banker Schmitt Real Estate Co.

  1466 Overseas Hwy Unit 6, Marathon, FL 33050

Showing Results 601 - 640, Page 16 of 18