Monroe County FL Homes under $300,000

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  /22

  $299,000

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  6800 Maloney Ave Unit 17, Stock Island, FL 33040

  A Comfortable Hideaway with Future Potential and Island Charm, whether you're seeking a cozy place to call home now or a smart investment to hold while you design and build your dream elevated home with potential sweeping water views. This well-maintained mobile home offers a bright and spacious layout. Originally configured as a two-bedroom, the current bedroom is tucked privately at the rear,

  Bo Jesper Ek LoKation Real Estate

  6800 Maloney Ave Unit 17, Stock Island, FL 33040
• 

  

  

  /15

  $250,000

  • Land

  27057 Angelfish Rd, Ramrod Key, FL 33042

  6000 square foot lot with a building permit IN-PROCESS for a 3 bedroom / 2 bath stilted single family residence. 1320 square feet. The plans are for an Affinity home with features that include impact doors and windows and built to 180 mph with a cistern and designed using the Green Building code. Great for the environment, great for your insurance rates.Located a bike ride away from Boondocks

  Donna Pezzi Keller Williams Key West Compass Realty

  27057 Angelfish Rd, Ramrod Key, FL 33042
• 

  

  

  /3

  $239,000

  • Land

  37 Ed Swift Rd, Big Coppitt Key, FL 33040

  Build Your Florida Keys Dream! This 2,100 square foot fenced-in lot in Big Coppitt Key is ready for immediate construction--no waiting required! Located just minutes from Key West, this property offers the perfect blend of convenience and island tranquility. Enjoy easy access to world-class fishing, boating, and all the best of the Lower Keys lifestyle. Whether you're planning your forever home

  Sarah Dolson Keller Williams Key West Compass Realty

  37 Ed Swift Rd, Big Coppitt Key, FL 33040
• 

  

  

  /22

  $279,000

  • Land

  138 Bahama Dr S, Duck Key, FL 33050

  PROMINENT DUCK KEY is offering a vacant lot to build your dream home with plans in system for permit, currently #14 on the list! Expansive 8245 sq. ft. lot with plans for a 3 bedroom/2bathroom, 1,387 sq. ft. home and 413 of deck. Duck Key, home to the famous Hawks Cay Resort, has no association, but you could become a member of the Club Duck Key, where you could enjoy all the amenities offered,

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  138 Bahama Dr S, Duck Key, FL 33050
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  /9

  $250,000

  • Land

  323 Mahogany Dr, Key Largo, FL 33037

  READY TO BUY AND BUILD? Vacant lot with approved plans for a 3BD / 2BD upstairs, and 1BD / 1BA downstairs. 38 ROGO POINTS. Located in X FLOOD ZONE. Within walking distance to multiple great restaurants and only 1 Mile from Publix! The neighborhood is right next to John Pennekamp where your buyers can easily access a public boat ramp, beach, and more! Great opportunity to purchase in the Florida

  Kelsey Caputo Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  323 Mahogany Dr, Key Largo, FL 33037
• 

  

  /3

  $299,000

  • Land
  • 0.17 Acre
  • $1,758,824 per Acre

  Lot 18 Jamaica St, Duck Key, FL 33050

  Don’t miss out on this rare opportunity to build your dream home on DOUBLE lots in the desirable area of Duck Key, or build your perfect investment vacation retreat on an island paradise. These prime vacant lots, located in the heart of Duck Key, Florida, are just minutes away from the beach, Hawks Cay Marina, and endless water activities. Experience the ultimate Florida Keys lifestyle. An

  Alric Francis Reality Investments Corp.

  Lot 18 Jamaica St, Duck Key, FL 33050
• 

  

  /3

  $299,000

  • Land
  • 0.17 Acre
  • $1,758,824 per Acre

  Lot 17 Jamaica St, Duck Key, FL 33050

  Don’t miss out on this rare opportunity to build your dream home on DOUBLE lots in the desirable area of Duck Key, or build your perfect investment vacation retreat on an island paradise. These prime vacant lots, located in the heart of Duck Key, Florida, are just minutes away from the beach, Hawks Cay Marina, and endless water activities. Experience the ultimate Florida Keys lifestyle. An

  Alric Francis Reality Investments Corp.

  Lot 17 Jamaica St, Duck Key, FL 33050
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  /39

  $225,000

  1466 Overseas Hwy Unit 5, Marathon, FL 33050

  Slip #5 at Harbour Cay Club is a fantastic opportunity in a 24-slip liveaboard marina that's loaded with top-notch amenities and beautifully cared for throughout. This slip is ideal for boats up to 58' LOA and offers excellent protection within the basin. You'll have deep water access with a reported 7-foot controlling depth (per the dockmaster), and being on the Gulf side means you'll catch

  Joshua Mothner Coldwell Banker Schmitt Real Estate Co.

  1466 Overseas Hwy Unit 5, Marathon, FL 33050
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  /8

  $245,000

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  29859 Overseas Hwy Unit A6, Big Pine Key, FL 33043

  Own a Piece of Paradise - A Renovator's Dream!Embrace the possibilities with this project home opportunity. Whether you're looking to renovate the existing structure or replace it with a modern stilt home, the choice is entirely yours.Property Highlights: Spacious Lot: Enjoy one of the larger lots in the area, offering plenty of room for creative outdoor designs.Home Features: A 2-bedroom,

  Elizabeth Greco-DeGrenier Florida Keys Realty, Inc.

  29859 Overseas Hwy Unit A6, Big Pine Key, FL 33043
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  /34

  $262,500

  • 1 Bed
  • 1 Bath
  • 748 Sq Ft

  55 Boca Chica Rd Unit 32, Key West, FL 33040

  This mobile home is the perfect opportunity for anyone looking to embrace the laid-back Keys lifestyle in a charming, affordable setting. Whether you're searching for a full-time residence or a vacation getaway, this property is sure to capture your heart. This is a condominium community with 2 good-sized pools, laundry facilities, and a marina. This is a well-kept secret - gated for security

  Donna Pezzi Keller Williams Key West Compass Realty

  55 Boca Chica Rd Unit 32, Key West, FL 33040
• 

  

  /36

  $215,000

  • Land

  35 72nd Street Ocean, Marathon, FL 33050

  Are you looking for a QUIET and SAFE place to park your RV or are thinking about building a small cottage close to the ocean & to be able to access & enjoy OPEN WATER views whenever you desire? Look no further... than this CLEAN and CLEARED, 30Ft X 50Ft lot at Trailer Ranch By The Sea. Lot #35 is only a few lots away from the ocean front community park and observation/fishing dock. Complete

  Monica Barrett Coldwell Banker Schmitt Real Estate Co.

  35 72nd Street Ocean, Marathon, FL 33050
• 

  

  /15

  $200,000

  • 2 Beds
  • 1 Bath
  • 240 Sq Ft

  29859 Overseas Hwy Unit 23, Big Pine Key, FL 33043

  OPPORTUNITY AWAITS! INEXPENSIVE PLACE TO GET AWAY. Maybe do a Airbnb or rent out the lot space and bring your own RV when your in town. So you don't have to worry during hurricane season. Quiet RV park with common areas of outdoor tables and chairs, men and women bathrooms, laundry facilities. Pool 3-5 ft areas. Shuffle board. Community Kitchen and living area for gathering or hanging out.

  Rose Dell Keller Williams Key West Compass Realty

  29859 Overseas Hwy Unit 23, Big Pine Key, FL 33043
• 

  

  /20

  $229,999

  • Land

  701 Spanish Main Dr Unit 658, Cudjoe Key, FL 33042

  RV Lot 658 is located in the exclusive gated community of Venture Out. Oceanfront Paradise Awaits!Experience the epitome of Florida living in beautiful Cudjoe Key, located right in between Key West and Marathon. * Community Boat Ramp and boat washdown station.* Community Amenities: Indulge in a resort-style lifestyle with access to a huge heated pool, spa, clubhouse, pickleball courts, tennis

  Ian Calderwood Bluescape Real Estate

  701 Spanish Main Dr Unit 658, Cudjoe Key, FL 33042
• 

  

  /7

  $225,000

  • Land
  • 1.02 Acres
  • $220,589 per Acre

  0 Lot 15 Blk 2 Rd Unit 613920, Sugarloaf Key, FL 33042

  Build your dream home. Imagine waking up to the natural beauty of the Florida Keys on this 44,431sqft lot. It is a special lot that features mature trees. Near Sugarloaf School. 25 minutes to Key West.

  Elizabeth Greco-DeGrenier Florida Keys Realty, Inc.

  0 Lot 15 Blk 2 Rd Unit 613920, Sugarloaf Key, FL 33042
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  /8

  $245,000

  • Land

  50 Oleander Dr, Key Largo, FL 33037

  BUILD YOUR DREAM HOME IN THE FLORIDA KEYS! Don't miss this 50' X 65' residential vacant lot in the heart of Key Largo! Partially cleared lot and located in a desirable X flood zone (meaning NO Flood insurance). With 40 ROGO points and approved Plans for a 3 BD | 2 BA ground level home offers a great opportunity to purchase and build before the 2026 building moratorium. This quaint Florida style

  Kelsey Caputo Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  50 Oleander Dr, Key Largo, FL 33037
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  /15

  $250,000

  • Land

  7 Palm Beach Dr, Key Largo, FL 33037

  This lot is preparing for construction and already fenced! A ROGO permit application is in progress, with fully paid plans for a 2-bedroom, 2-bath stilt home featuring a 2-car garage. Located in a fantastic neighborhood, you'll find a park nearby with a beach, boat ramp, and tiki hut--perfect for relaxing, watching sunsets, or enjoying a drink by the water.Currently scoring 38 out of 40 points as

  Kelly Randin RE/MAX All Keys Real Estate

  7 Palm Beach Dr, Key Largo, FL 33037
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  /35

  $269,900

  • 1 Bed
  • 1 Bath
  • 441 Sq Ft

  1361 Overseas Hwy Unit E28, Marathon, FL 33050

  Escape to paradise with The Lobster Shanty, a charming one-bedroom, one-bath waterfront park model trailer nestled in the vibrant community of Marathon in the Florida Keys. Perfect for those seeking the laid-back lifestyle of island living, this cozy retreat offers a private boat dock for your water adventures, spacious outdoor areas to soak in the sun, and unparalleled access to the stunning

  Angela Mitchell Four Star Homes, Inc.

  1361 Overseas Hwy Unit E28, Marathon, FL 33050
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  /4

  $250,000

  • Land

  45 Coral Dr, Key Largo, FL 33037

  A buildable lot on Key Largo, 60' wide x 110' deep, located near Pilot House restaurant and Key Largo Fisheries.

  Randy Selden Century 21 Circle- Islamorada

  45 Coral Dr, Key Largo, FL 33037
• 

  

  /22

  $300,000

  • Land

  5555 College Rd Unit 9, Key West, FL 33040

  Own your own 40' boat slip (LOA 45') in Sunset Marina, a wonderful, quiet & secure marina on the Gulf in Key West. Positioned at the end of a T-dock on Sailfish Pier, this is a deeded slip, so you own the bay bottom and have unparalleled access with direct deep-water ingress and egress to the Gulf & easy access to the Atlantic.Located on the leeward side of Key West, this marina offers the

  Terri Spottswood Truman & Co. (KW)

  5555 College Rd Unit 9, Key West, FL 33040
• 

  

  /5

  $259,900

  • Land
  • 0.00 Acre

  33 Harbor Village Dr Unit 33, Duck Key, FL 33050

  This is a rare opportunity to own one of the only extra-large dock slips in the basin at The Village at Hawks Cay, located in the stunning Florida Keys. With only two slips of this size in such a prime location, this dock offers easy ocean access and the advantage of being an end slip, perfect for accommodating larger vessels. Additionally, you can choose to rent out this exclusive slip through

  Margaret Crowley Florida Keys Realty Group

  33 Harbor Village Dr Unit 33, Duck Key, FL 33050
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  /26

  $268,000

  • 2 Beds
  • 1 Bath
  • 664 Sq Ft

  701 Spanish Main Dr Unit 457, Cudjoe Key, FL 33042

  2 bedroom 1 bath mobile home located at 701 Spanish Main Dr Lot #457 Cudjoe Key FL in Venture Out, an individually owned residential condominium community with 24hr gated security located 20 miles from world famous Key West. This mobile home is on a non-waterfront lot w/ a peek-a-boo view of eastern facing canal. Other ideal use as a ROGO exempt buildable lot for a new elevated home. No age

  Deirdre Praught Florida Keys Realty, Inc.

  701 Spanish Main Dr Unit 457, Cudjoe Key, FL 33042
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  /7

  $215,000

  • Land

  105184 Overseas Hwy, Key Largo, FL 33037

  Vacant Lot in Key Largo! Welcome to your opportunity to build a beautiful home in a desirable subdivision in Key Largo. X flood zone with 120' easement provides lots of privacy. Sewer paid. This vacant lot offers a prime location for a custom-designed residence with easy access to all the amenities this tropical paradise has to offer. Discover the charm of Key Largo living with access to nearby

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  105184 Overseas Hwy, Key Largo, FL 33037
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  /2

  $299,000

  • Land
  • 2.39 Acres
  • $125,105 per Acre

  6810 Front St Unit S-Cm -24, Key West, FL 33040

  23x47 deep water slip minutes from Key West. Experience the old charm of the Florida Keys at Safe Harbour marina. The marina offers security, laundry and shower facilities as well as plenty of parking. The marina is adjacent to Hog Fish Bar and Grill.

  Marc Ulanowski Equestrian Sotheby's International Realty Inc.

  6810 Front St Unit S-Cm -24, Key West, FL 33040
• 

  /2

  $299,000

  • Land

  6810 Front St Unit S-CM-24, Stock Island, FL 33040

  23x47 deep water slip minutes from Key West. Experience the old charm of the Florida Keys at Safe Harbour marina. The marina offers security, laundry and shower facilities as well as plenty of parking. The marina is adjacent to Hog Fish Bar and Grill.

  Marc Ulanowski Equestrian Sotheby's International Realty

  6810 Front St Unit S-CM-24, Stock Island, FL 33040
• 

  

  /14

  $218,000

  • Land

  5555 College Rd Unit 5, Key West, FL 33040

  40' live aboard slip that allows a 45' boat, in a great marina on Stock Island; Sunset Marina. This slip, located on Grunt Pier, is 40' X 15'. You can live aboard, you can rent short or long-term yourself or utilize the marina to handle your rentals. Sunset Marina amenities include fuel dock, laundromat, secure bath/showers, on-site management, convenience store and open parking for one car per

  Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

  5555 College Rd Unit 5, Key West, FL 33040
• 

  

  /12

  $299,000

  • Land

  94825 Overseas Hwy Unit 219, Key Largo, FL 33037

  Big priced reduction to $299,000. Vacant land ready to be built with permit granted. *Your Waterfront Dream Awaits* **Exclusive Private Resort with Top Security** *Discover the Perfect Location to build Your Dream Home* Nestled in the heart of a prestigious waterfront community, Key Largo Ocean Resort offers an unparalleled opportunity to build your dream home. With direct access to the

  isabel linowitz Coldwell Banker Schmitt Key Largo

  94825 Overseas Hwy Unit 219, Key Largo, FL 33037
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  /30

  $265,000

  • Land

  6099 Overseas Hwy Unit 111E, Marathon, FL 33050

  SUNRISE OCEAN VIEWS! Charming Key By the sea Buildable RV lot walking distance to all the amenities and waterfront common grounds. Ocean views from the front and privacy on the back side with full grown natural landscape. Have your coffee overlooking the incredible Sunrise views. Build your Keys Cottage when you are ready. Owner started selection process with builder they have a 901 sq ft 3 bed

  Heather Mason Coastal Collection Real Estate Inc.

  6099 Overseas Hwy Unit 111E, Marathon, FL 33050
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  /33

  $290,000

  • 3 Beds
  • 2 Baths

  1361 Overseas Hwy, Marathon, FL 33050

  Welcome to this charming 3-bedroom, 2-bath home located in the vibrant 55+ community of Galway Bay in Marathon, FL. Nestled along a deep-water canal with ocean and bay access, this property offers 25 feet of private dockage, making it a boater’s dream. Inside, you’ll find a bright, open layout with a spacious kitchen, living, and dining area, perfect for entertaining or simply enjoying the

  Monika Rydzak EXP Realty LLC

  1361 Overseas Hwy, Marathon, FL 33050
• 

  

  /35

  $250,000

  • 1 Bath
  • 398 Sq Ft

  88500 Overseas Hwy Unit 302, Tavernier, FL 33070

  Florida Keys #1 Vacation destination for winter, warm weather, water sports, kayak, snorkeling, boating, fishing, gated community with private beach, ramp and racks for small boats. Two heated swimming pools, full of community amenities, game rooms, Gym, party room with full kitchen beside the pool. Located in the middle of Islamorada, this unit has all services available around the corner or

  Valeria Fucaraccio Benesch Brokers, LLC

  88500 Overseas Hwy Unit 302, Tavernier, FL 33070
• 

  

  /40

  $240,000

  1466 Overseas Hwy Unit 21, Marathon, FL 33050

  Never miss another sunset right here from your live aboard Marina in the Florida Keys with sunset views overlooking the Gulf of Mexico! This 63' boat slip will accommodate up to a 59' liveaboard boat. This is a private, gated co-op community of 24 slips in Harbour Cay Club. This unique community amenities include a clubhouse, a spacious apartment, full kitchen, tiki hut, internet access, laundry

  Lanny Gardner Bluescape Real Estate

  1466 Overseas Hwy Unit 21, Marathon, FL 33050
• 

  

  /19

  $299,900

  • Land

  701 Spanish Main Dr Unit 236, Cudjoe Key, FL 33042

  Lush landscape on this corner lot adds to the privacy you will get her at Lot 236 in the gated community of Venture Out on Cudjoe Key. Located on a beautiful boating canal, this lot has a 13.25' concrete seawall. The lot has a separate seating area nestled under the shade of the palm trees.Looking to build in the future? This lot is ROGO exempt. Build your high rise home and capture the open

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 236, Cudjoe Key, FL 33042
• 

  

  /17

  $220,000

  • Land

  Lot 7 Cardinal Ln, Big Pine Key, FL 33043

  70' Canal frontage Vacant Buildable Lot in Tropical Bay Subdivision. Excellent boating out of Spanish Harbor with easy access to the ocean and the backcountry. Currently in ROGO Allocation Line for permit - in line #16 spot with 17 points. (Permit #21100171). Planning approval for stilted 1788 sf CBS single family residence w/3402 sf metal roof, 710 sf porches, 796 sf paver drive, 277 sf AE

  Melissa Gibbins Expert Realty LLC (HQ)

  Lot 7 Cardinal Ln, Big Pine Key, FL 33043
• 

  

  /4

  $205,000

  • Land

  Lot 2 Overseas Hwy, Summerland Key, FL 33042

  Vacant commercial lot with 100' of frontage on Overseas Highway. Fantastic, highly visible, high traffic location near the very popular Square Grouper Bar & Grill on Cudjoe Key. Easily accessible from La Fitte Dr. The partially cleared lot is zoned Suburban Commercial with many possible uses (see attached document for full list of potential land use and verify with county). Excellent opportunity

  Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

  Lot 2 Overseas Hwy, Summerland Key, FL 33042
• 

  

  /9

  $265,000

  • Land

  5555 College Rd Unit 8, Key West, FL 33040

  40' boat slip located on Grouper Pier in the private and gated community of Sunset Marina. The location of this slip allows for easy access to the marina and immediate Gulf access, making it perfect for those seeking convenience and efficiency in their boating adventures. This slip has a maximum LOA of 45'. The slip is equipped with a dock box for added storage. Limited liveaboard privileges. The

  Megan Mcdowell eXp Realty LLC

  5555 College Rd Unit 8, Key West, FL 33040
• 

  

  /20

  $245,000

  • Land

  5555 College Rd Unit KF7, Key West, FL 33040

  Sunset Marina KINGFISH PIER 7 Deeded Slip, Title to the boat slip is Fee Simple. Verified commercial and residential use. Rare opportunity Prime location on the Marina Side directly beside the ship store. This Wet boat slip has a state of the art concrete floating dock on the live aboard side, this slip will accommodate up to a 35' boat which is 30' x 15'8'' with 6' controlled depth. Being that

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

  5555 College Rd Unit KF7, Key West, FL 33040
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  /49

  $269,000

  • 1 Bed
  • 1 Bath
  • 576 Sq Ft

  6099 Overseas Hwy Unit 10E, Marathon, FL 33050

  Owner Financing Possible! Escape to the heart of the Florida Keys with this delightful 1-bedroom, 1-bathroom home in Marathon. Nestled in a quaint ocean front community, this 2016-built cottage offers the perfect blend of comfort, convenience, and coastal charm. You own your lot here, this is not a land lease...Yes you have building rights! Only going to be here part time? You can rent the home

  Mark Gable Engel & Volkers Marathon

  6099 Overseas Hwy Unit 10E, Marathon, FL 33050
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  /46

  $258,900

  • 1 Bed
  • 1 Bath
  • 320 Sq Ft

  55 Boca Chica Rd Unit 13, Key West, FL 33040

  Location, location, & an easy 10 mile drive to downtown Key West. This unit is cute and compact with a very large deck for your enjoyment.. It also has a 100 sq ft storage shed and plenty of parking. This gated community has 24 hr. security and offers two pools (one heated), clubhouse, boat ramp and marina, library & fitness room, shuffle board and bocce courts, two laundry facilities, mail room,

  Margarita Villoch Island Group Realty (KW)

  55 Boca Chica Rd Unit 13, Key West, FL 33040
• 

  

  /24

  $265,000

  • Land

  701 Spanish Main Dr Unit 69, Cudjoe Key, FL 33042

  RV Lot or Build your home here in the private, gated community of Venture Out on Cudjoe Key. 35' x 69' paved and cleared lot. Nightly rentals allowed here! Many amenities on-site including a boat ramp, marina store and fuel station. Basketball, bocce, tennis and pickleball courts. Heated saltwater swimming pool right by the ocean. Venture Out is a golf cart friendly community. There are always

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 69, Cudjoe Key, FL 33042
• 

  

  /19

  $299,900

  • 1 Bed
  • 1 Bath

  325 Calusa St, Key Largo, FL 33037

  Looking for the perfect getaway? This is more than a vacation spot - it's a lifestyle. Whether you're dreaming of a year-round escape or an income-producing property, this place delivers. Live here full-time and feel like you're on a permanent vacation, or turn it into a rental goldmine - rent it yearly, monthly, or on Airbnb. It's fully equipped and move-in or rent-out ready - everything you

  Elena Reyes Floridian Realty Corp.

  325 Calusa St, Key Largo, FL 33037
• 

  

  /12

  $299,000

  • Land

  5555 College Rd Unit 4, Key West, FL 33040

  55' X 18' floating boating boat slip at Sunset Marina in Key West. Constructed by Bellingham Marine design moves with the tide and is demanded in today's environment for the protection and safety of your vessel. This is a very quality slip located on the leeward side of Key West, has deep water 6' draft and no bridges. Since this is a deeded condominium property it allows use of the 1/8 mile

  James Spreitzer RE/MAX Keys Connection (KW)

  5555 College Rd Unit 4, Key West, FL 33040

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