Monroe County FL Homes for Sale

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  /2

  $1,300,000

  • 7 Beds
  • 5 Baths
  • 2,957 Sq Ft

  2016 Roosevelt Dr, Key West, FL 33040

  Builder/Contractors Dream ! Rare 4 unit new development opportunity, 7,000 square ft lot available in Midtown Key West.

  Richard Weston Weston Premier Realty, Inc

  2016 Roosevelt Dr, Key West, FL 33040
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  /77

  $440,000

  • Land

  701 Spanish Main Dr Unit 574, Cudjoe Key, FL 33042

  Ocean View Canal Front RV Lot in Venture Out - 35' Concrete SeawallBuild, park, invest, or simply pull in and start living the Keys lifestyle. This 35' x 69' beautiful, waterfront RV lot in the private, gated community of Venture Out offers ocean views, a 35' concrete seawall, and direct boating access to both the Atlantic and backcountry waters.The lot features a concrete pad and walkway,

  Lanny Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 574, Cudjoe Key, FL 33042
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  /50

  $849,000

  • 2 Beds
  • 2 Baths
  • 1,592 Sq Ft

  27369 Saint Vincent Ln, Summerland Key, FL 33042

  Easy to show on short notice, call listing agent. Rare opportunity to step into instant equity with this custom built home in the desirable Lower Keys boating community. Owner spared no expense hardening this waterfront home, hardie board siding (2015), impact windows & doors (2013), metal roof (2013). One of the higher elevated lots in the neighborhood. Major capital improvements already

  Brian Kruszewski LoKation Real Estate

  27369 Saint Vincent Ln, Summerland Key, FL 33042
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  /13

  $1,400,000

  • 10 Beds
  • 5 Baths
  • 2,536 Sq Ft

  206 12th Street Gulf, Marathon, FL 33050

  THIS UNIQUE WATERFRONT PROPERTY HAS5 units on the property and all are long term rentals. There are 5 BUILDING RIGHTS that come with this property (please ask Listing Agents for details.

  

  Lynn Goodwin

  Coldwell Banker Schmitt Real Estate Co.

  (645) 241-7851

  206 12th Street Gulf, Marathon, FL 33050
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  /8

  $146,000

  • Land

  Lot 70 5th Ave Unit Ocean, Marathon, FL 33050

  Cleared and Vacant Lot located in the desirable neighborhood of Little Venice AND IN THE ONLY QUALIFIEDFEDERAL ECONOMIC OPPORTUNITY ZONE in the FL Keys! Come build your dream home in paradise with possible Ocean views with a stilted home. No need to worry about biological surveys or clearing permits, and the yard is already graveled. Sewer Hook Up ready on street. Adjacent home is also available

  Howard & Lily Leitner Jason Mitchell Real Estate

  Lot 70 5th Ave Unit Ocean, Marathon, FL 33050
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  /23

  $36,500,000

  • 8 Beds
  • 10 Baths

  69401 Hwy, Long Key, FL 33001

  An unparalleled development opportunity in the heart of the Florida Keys. Spanning approximately 10 acres, this expansive bayfront property represents one of the largest and most versatile land offerings currently available in the Middle Keys. There are two newer construction homes (4 bedrooms/4.5 bathrooms each), 8 additional building rights (7 waterfront lots, 1 dry lot), 16 deep water boat

  Angel Nicolas Serhant

  69401 Hwy, Long Key, FL 33001
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  /27

  $36,500,000 New Construction

  • 8 Beds
  • 10 Baths
  • 6,600 Sq Ft

  69401 Overseas Hwy, Layton, FL 33001

  An unparalleled development opportunity in the heart of the Florida Keys. Spanning approximately 10 acres, this expansive bayfront property represents one of the largest and most versatile land offerings currently available in the Middle Keys.69401 Overseas Highway consists of two new construction homes (4 bedrooms/4.5 bathrooms each), 8 additional building rights (7 waterfront lots, 1 dry lot),

  Courtney Conley Serhant Florida LLC - Coconut Grove

  69401 Overseas Hwy, Layton, FL 33001
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  /14

  $689,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  101 Golf Club Dr, Key West, FL 33040

  Let 101 Golf Club Drive be the key to your slice of paradise! This home is nestled mid-way in the Key West Golf Course Community which is gated with manicured lush vegetation, pools, fitness center, and a club house. From the home, the back faces unobstructed views of the 1st Fairway, while the front faces the quaint, white picket fence lined drive. Upstairs, each bedroom has its own bathroom and

  Matthew Zelko Berkshire Hathaway HomeServices Knight & Gardner Realty

  101 Golf Club Dr, Key West, FL 33040
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  /28

  $350,000

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  53 Hibiscus Ln, Key Largo, FL 33037

  Great opportunity to own an affordable and financable home in the Florida Keys whether you are purchasing your first property or adding to your investment portfolio. This 1 bedroom, 1 bathroom residence is situated on a generous 7000 square foot lot just moments from Friendship Park and backs up to the community park, offering open green space right behind the home. Best Part is there is no HOA

  Kelly Randin RE/MAX All Keys Real Estate

  53 Hibiscus Ln, Key Largo, FL 33037
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  /32

  $625,000

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  29961 Pine Channel Rd, Big Pine Key, FL 33043

  Welcome to your perfect Florida Keys getaway in the heart of Big Pine Key. This charming 2-bedroom, 1-bath home offers an inviting open-concept layout that flows seamlessly between the living, dining, and kitchen areas. Natural light pours in through large windows, creating a bright, airy feel that complements the relaxed island setting.The kitchen features stainless steel appliances and a

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  (833) 583-1227

  29961 Pine Channel Rd, Big Pine Key, FL 33043
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  /100

  $6,975,000

  • 4 Beds
  • 4.5 Baths
  • 2,629 Sq Ft

  228 Tide Ave, Tavernier, FL 33070

  Very few things in life live up to the hype--but living on ''The Creek'' exceeds it. The location is world-class, the people-watching and boating scene never gets old, and the level of construction top-notch. What makes this property even more extraordinary is that the home itself now matches the setting. Following a meticulous two-year, top-to-bottom renovation, this residence was completely

  AJ Vetter Palm House Real Estate

  228 Tide Ave, Tavernier, FL 33070
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  /56

  $1,100,000

  • Land

  2950 Overseas Hwy Unit 52, Key West, FL 33040

  Rare Platinum Bayside RV Lot #52 in the exclusive Bluewater Key RV Resort on Saddlebunch Key, just 15 minutes away from Key West. This spacious, highly improved lot offers beautiful open water views and a private tiki hut, creating the perfect setting for relaxing or entertaining in your own tropical retreat.As a designated Platinum lot, this property offers generous size, privacy, and lush

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 52, Key West, FL 33040
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  /35

  $740,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft

  171 Garden St, Key Largo, FL 33070

  Beautifully furnished home being offered for Sale in Tavernier in impeccable condition. Newly built in 2024, this concrete home offers 3 bedrooms, 2 baths, tile floors throughout, open living, chef's kitchen, quartz counters, stainless steel appliances, impact windows & doors, metal roof, outdoor porch, large open carport, and ready for a new family. Move right into this coastal finished home and

  The Jude Lindback Te Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  171 Garden St, Key Largo, FL 33070
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  /24

  $1,089,000

  • 1 Bed
  • 1 Bath
  • 731 Sq Ft

  921 Center St Unit 12, Key West, FL 33040

  These properties rarely come on the market. Great opportunity to own an income producing Townhouse in the heart of Old Town Key West. This one bedroom Townhouse has a Transient License and is able to be rented on a nightly basis. Strong Rental History with many repeat clients. Just steps from Famous Duval Street. Located in a private gated community. Beautifully landscaped grounds with a fabulous

  Julia Besson Century 21 All Keys Inc (KW)

  921 Center St Unit 12, Key West, FL 33040
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  /22

  $2,495,000

  • 4 Beds
  • 3 Baths
  • 2,880 Sq Ft

  1100 South St, Key West, FL 33040

  Remarks - Consumer:Located in the highly regarded Casa Marina neighborhood, this exceptional property offers a unique opportunity to own a piece of Key West history. Ernest Hemingway the iconic literary figure once called this house his Winter retreat during 1928 -1929, where he penned the timeless classic, 'A FAREWELL TO ARMS.'' This sprawling single story property spans an impressive 8100

  Key West Luxury Finders Preferred Properties (KW)

  1100 South St, Key West, FL 33040
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  /35

  $1,199,000

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft

  29662 Independence Ave, Big Pine Key, FL 33043

  Embrace the serene beauty of island living with this delightful 2-bedroom, 2-bathroom home nestled on a double-fenced lot in Big Pine Key. Perfectly positioned along a scenic canal, this property offers Southern charm, with an inviting wraparound porch to enjoy the gentle breeze and picturesque views. This home is ideal for both relaxation and entertaining.Step outside to a seawall that leads

  Halley Haack Coldwell Banker Schmitt RE Co.

  29662 Independence Ave, Big Pine Key, FL 33043
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  /33

  $564,000

  • 3 Beds
  • 2 Baths
  • 1,071 Sq Ft

  3930 S Roosevelt Blvd Unit S205, Key West, FL 33040

  Stop throwing away money on rent and step into Key West homeownership with this 3 BR and 2 BA value. Properties like this are rare in the Key West market when considering the value pricing and the affordable costs of ownership with low condo fees, insurance and taxes. Offering granite tile floors, an upgraded kitchen, and crown molding and trim details, the condo is ideally located in the South

  Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

  3930 S Roosevelt Blvd Unit S205, Key West, FL 33040
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  /26

  $1,850,000

  • 3 Beds
  • 3 Baths
  • 3,198 Sq Ft

  1515 Aqueduct Ln, Key Largo, FL 33037

  Prime canal-front tri-level 4BR/5BA home with elevator and direct ocean-and-bay access just moments from Adam's Cut. 40' concrete dock w/ 10K lift, fish station & tiki lounge create a true turnkey boating setup. Open chef's kitchen w/ large island flows to water-view living areas & expansive balconies. Bedrooms w/ adjacent baths offer privacy, plus bonus storage/workshop for all your Keys toys.

  Guillermo Freixas Compass Florida - Miami Beach

  1515 Aqueduct Ln, Key Largo, FL 33037
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  /21

  $695,000

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  3246 Duck Ave, Key West, FL 33040

  Nestled in lush greenery, this charming two bedroom, two bathroom townhouse is a private retreat in the heart of paradise. Enjoy a spacious deck overlooking a beautifully landscaped yard, complete with mature mango and avocado trees and vibrant tropical flowers.Inside, the updated kitchen shines with granite countertops, while modernized bathrooms add a touch of luxury. Impact doors and windows

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (786) 743-2640

  3246 Duck Ave, Key West, FL 33040
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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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  /52

  $1,800,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  410 Bowie Ln, Key Largo, FL 33037

  Experience waterfront luxury in this turnkey, CBS-built coastal retreat on Key Largo's bayside. Seller has contracted a pool builder and is also installing a fence around the perimeter. Constructed in 2020 and thoughtfully renovated in 2021, this 3-bedroom, 2-bath residence (1,250 sf) sits on a generous ~4,000 sf lot. The chef's kitchen features high-end Viking & LG

  Richard Capote Capote Global Realty

  410 Bowie Ln, Key Largo, FL 33037
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  /43

  $635,000

  • 2 Beds
  • 2.5 Baths
  • 900 Sq Ft

  5075 Sunset Village Dr, Duck Key, FL 33050

  This 2-bedroom, 2.5-bath villa is ideally located in Sunset Village, offering open views of Tom’s Harbor and beautiful Florida Keys sunsets right from your backyard. Positioned within a prime resort setting, this property provides both comfort and convenience. The villa is being sold furnished. The renovated kitchen features a backsplash, granite countertops, updated stainless steel appliances,

  Lumey Gonzalez Mayor Keller Williams Realty International Lifestyles

  5075 Sunset Village Dr, Duck Key, FL 33050
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  /44

  $719,000

  • 2 Beds
  • 2 Baths
  • 841 Sq Ft

  500 Burton Dr Unit 3406, Tavernier, FL 33070

  TWO oceanfront balconies with Stunning ocean views in this 2/2 D model on the TOP floor. Beautiful ocean views from the living room and the Owners suite bedroom !! Updated kitchen and both bathrooms. Impact windows and sliders. Being sold fully furnished. Jr. Olympic Heated pool with 14 person Spa. Pool Bar is all remodeled and back open !! Full liquor bar for nice frozen drinks by the pool !!

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 876-8353

  500 Burton Dr Unit 3406, Tavernier, FL 33070
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  /36

  $2,200,000

  • 3 Beds
  • 2 Baths
  • 1,228 Sq Ft

  121 Lisbon Ct, Islamorada, FL 33036

  What does everyone dream of? The smallest house in the best neighborhood -- and this one delivers. Welcome to easy, breezy living in Port Antigua, where charm, quality, and location come together beautifully.This thoughtfully updated home is being offered fully furnished -- from stylish pieces down to kitchen wares, dishes, and linens -- making your transition to the Keys seamless. Just bring

  Alina Davis Coldwell Banker Schmitt Islamorada

  121 Lisbon Ct, Islamorada, FL 33036
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  /75

  $2,735,000

  • 4 Beds
  • 3 Baths
  • 1,820 Sq Ft

  77 Bay Dr, Key West, FL 33040

  A Tropical Sanctuary just 15 miles from Key West, 77 Bay Drive is where open water, flawless design, and island soul come together in perfect harmony. Perched along the edge of the Atlantic, this reimagined residence offers panoramic sunrise views, direct boating access, and a lifestyle most only dream about. Step through the door and into a home that's been transformed from top to bottom, with

  Leigh Ann Roach Berkshire Hathaway HomeServices Knight & Gardner Realty

  77 Bay Dr, Key West, FL 33040
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  /44

  $629,000

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  5036 Sunset Village Dr, Duck Key, FL 33050

  Waterfront villa located at Hawk's Cay Resort, positioned on wide open blue-green waters with unobstructed sunset views. This townhome sleeps six and offers both personal use and income potential. Recent updates include a full exterior refresh and new flooring throughout the unit. Additional improvements include 4K Samsung HDTVs, an updated refrigerator, and A/C replacement (2018). Interior

  Lumey Gonzalez Mayor Keller Williams Realty International Lifestyles

  5036 Sunset Village Dr, Duck Key, FL 33050
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  /69

  $639,000

  • 2 Beds
  • 2.5 Baths
  • 900 Sq Ft

  7026 Harbor Village Dr, Marathon, FL 33050

  Recently updated throughout, featuring a completely renovated spa/jacuzzi installation, brand new tile flooring throughout the entire unit, and freshly painted interior and exterior walls. Plantation shutters enhance the interior, while updated interior doors and modern hardware add a refined touch. The open layout offers tile flooring on the main level and wood laminate upstairs. The spa pool

  Lumey Gonzalez Mayor Keller Williams Realty International Lifestyles

  7026 Harbor Village Dr, Marathon, FL 33050
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  /9

  $75,000

  • Land

  6099 Overseas Hwy Unit LOT 108W, Marathon, FL 33050

  Vacant lot in the Key By the Sea community offering an ideal private storage opportunity, especially for a neighboring property owner seeking additional space for trailers, vehicles, or boats on a trailer. Living in an RV on this parcel is not permitted.Lot 108W measures approximately 31 feet in depth by 30.5 feet in width and is currently undeveloped with no structure in place. A Buyer may

  

  Mallory Pinto

  Keys Ocean Realty Inc.

  (786) 882-5638

  6099 Overseas Hwy Unit LOT 108W, Marathon, FL 33050
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  /47

  $635,000

  • 2 Beds
  • 2.5 Baths
  • 900 Sq Ft

  5101 Sunset Village Dr, Duck Key, FL 33050

  Well-maintained Conch-style villa overlooking the clear waters of Sunset Village on Duck Key, located within Hawk's Cay Resort. Enjoy breathtaking sunsets from both the upper and lower private patio decks. This 2-bedroom, 2.5-bath residence offers a comfortable and functional layout with recently remodeled bathrooms and additional updates throughout. The washer and dryer have been recently

  Lumey Gonzalez Mayor Keller Williams Realty International Lifestyles

  5101 Sunset Village Dr, Duck Key, FL 33050
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  /10

  $1,800,000

  • Land

  613 Island Dr, Key Largo, FL 33037

  Oversized lot 12,600 sqft 90 ft wide X 140 ft long. Plans for house have been approved and are pending ROGO Allocation. Plans for Dock have been approved. Owner financing available.

  Betsy Perez LoKation Real Estate - Pompano Beach

  613 Island Dr, Key Largo, FL 33037
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  /49

  $2,300,000

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft

  216 Sonny Rd, Tavernier, FL 33070

  Offered for the first time in its history, this exceptional corner-lot waterfront residence has been meticulously cared for by its original owners and presents a rare opportunity to own a truly special property. Set on a premier corner parcel, the home offers an extraordinary 215 feet of concrete dockage--an unmatched feature for serious boaters and those who value both space and privacy. With

  AJ Vetter Palm House Real Estate

  216 Sonny Rd, Tavernier, FL 33070
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  /39

  $3,524,000

  • 7 Beds
  • 4 Baths
  • 3,524 Sq Ft

  110 Gulfview Dr, Islamorada, FL 33036

  A Keys compound built to enjoy now-grow into the future, or internally convert to a 3,524 sq ft primary home without structural changes, while retaining a Waterfront Transferable Development Right (TDR/TBR) in Islamorada (approx. $650K value).Exceptional opportunity in the coveted White Marlin Beach community at MM74, this canal-front luxury family compound offers rare multi-family autonomy,

  Karen Jenkins EXP Realty, LLC

  110 Gulfview Dr, Islamorada, FL 33036
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  /23

  $134,000

  12411 Overseas Hwy Unit 36A, Marathon, FL 33050

  Located in the heart of the Middle Keys, Rack 36A at The Boat House Marina offers a prime opportunity to store your vessel in one of Marathon's most convenient full-service marina facilities.This rack is reported to accommodate a vessel with approximately 9.595' max beam, 11.360' max height, and 35.5' max overall length (LOA). Buyer must personally verify all dimensions and fit prior to closing

  Sam Williams Coldwell Banker Schmitt Real Estate Co.

  12411 Overseas Hwy Unit 36A, Marathon, FL 33050
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  /51

  $1,300,000

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

  7061 Harbor Village Dr, Marathon, FL 33050

  Experience Florida Keys waterfront living in this beautifully updated residence in Harbor Village on Duck Key. This desirable property includes a deeded dock slip located directly behind the home, offering convenient, immediate access for boating and water activities with quick ocean access.The home features a light-filled, coastal-inspired floor plan with inviting living spaces and water views

  Leanys Carlson Ocean Sotheby's International Realty

  7061 Harbor Village Dr, Marathon, FL 33050
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  /53

  $3,995,000

  • 5 Beds
  • 3 Baths
  • 2,640 Sq Ft

  105 Palo de Oro Dr, Islamorada, FL 33036

  Waterfront pool home with dockage in Venetian Shores offered furnished. Experience the ultimate Florida Keys lifestyle in this beautifully updated canal-front residence designed for relaxed coastal living and effortless entertaining. The home offers 5 bedrooms and 3 bathrooms, with approximately 2,640 square feet of living space, including 3 bedrooms and 2 bathrooms upstairs totaling

  Jamie Engel Coldwell Banker Schmitt Islamorada

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

  $375,000

  • 2 Beds
  • 1 Bath
  • 726 Sq Ft

  701 Spanish Main Dr Unit 536, Cudjoe Key, FL 33042

  Welcome to your slice of the Florida Keys lifestyle! This charming beach-themed retreat is the perfect blend of cozy comfort and coastal style. This 2-bedroom, 1-bathroom turnkey home is move-in ready — whether you're looking for a full-time residence, vacation getaway, or income-producing rental. Step inside to a fresh, inviting living space designed for relaxed island living. The bright white

  Monika Rydzak EXP Realty LLC

  701 Spanish Main Dr Unit 536, Cudjoe Key, FL 33042
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  /23

  $4,499,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,373 Sq Ft

  108 Coral Way, Key Largo, FL 33037

  A striking new construction waterfront residence, offering a rare opportunity to own a modern architectural statement in the heart of Key Largo. Designed for elevated coastal living, this oceanside retreat features 55' of concrete seawall with deepwater dockage and a 15,000 lb boat lift--ideal for boaters seeking immediate access to the Atlantic and the Florida Keys lifestyle. Soaring ceilings,

  TEAM Walters Gloria, Rachel and Michae Ocean Sotheby's International Realty

  108 Coral Way, Key Largo, FL 33037
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  /43

  $685,000

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

  30 Jewfish Ave, Key Largo, FL 33037

  RARE double lot property with a solid concrete home and newer metal roof, located in an above Flood X-ZONE in one of Key Largos highest elevations. Situated in Largo Sound Park, one of the most desirable neighborhoods in Key Largo, known for friendly neighbors and an award-winning community feel.This home offers 3 bedrooms and 2 bathrooms, plus an office. The spacious 10,000 sq ft double lot

  Kelly Randin RE/MAX All Keys Real Estate

  30 Jewfish Ave, Key Largo, FL 33037
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  /33

  $575,000

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

  57485 Gibson St, Marathon, FL 33050

  Above flood and full of character, this three-bedroom, two-bath residence in the peaceful Sunset Bay neighborhood of Grassy Key delivers comfort, efficiency, and long-term value in one of the Middle Keys' most desirable settings. With 1,056 square feet of interior living space, the layout feels bright and open thanks to soaring cathedral ceilings and abundant natural light, while the

  Steven Conley Compass Florida LLC - Tavernier

  57485 Gibson St, Marathon, FL 33050
• 

  

  /28

  $799,900

  • 3 Beds
  • 2 Baths
  • 1,285 Sq Ft

  307 Avenue B, Key West, FL 33040

  Located just 15 Minutes from Key West, this beautiful property located in the established Johnsonville neighborhood of Big Coppitt Key gives you the flexibility of the ultimate Coastal Living with great community atmosphere. If you are seeking a full-time residence, a second home, retirement home,or a Keys getaway, this home delivers!! You are within easy access to dining, shopping, and

  Jane Wasmund RE/MAX All Keys Real Estate

  307 Avenue B, Key West, FL 33040

Showing Results 521 - 560, Page 14 of 18