Summerland Key, FL Homes for Sale with Pool

• 

  

  

  /39

  $495,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042

  Oceanfront Paradise Awaits!Unit 182 in Venture OutExperience the epitome of Florida living in this charming one-bedroom, one-bathroom mobile home with Florida Room nestled within an exclusive gated community.This beautifully maintained home boasts:* Prime Canal front Location: Enjoy breathtaking ocean views and direct access to the water from your private 35 ft seawall.* Community Boat Ramp and

  Ian Calderwood Bluescape Real Estate

  701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042
• 

  

  

  /33

  $329,000

  • 1 Bed
  • 1 Bath
  • 690 Sq Ft

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

  Cozy 1-Bedroom 1-bathroom Mobile Home with Enchanting Florida RoomLocated inside the very desirable Venture Out Gated Community.This charming and very well kept mobile home offers a comfortable and affordable living space. Key Features:* Fully tiled.* Comfortable Bedroom: With plenty of large windows. * Fully equipped kitchen with table, chairs and a built in desk.* Full Bathroom: Includes

  Ian Calderwood Bluescape Real Estate

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

  

  

  /24

  $475,000

  • Land

  701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042

  Welcome to your own slice of paradise at Venture Out, a premier gated community in the heart of the Florida Keys, located at Mile Marker 23 on Cudjoe Key. This exceptional RV lot, measuring 35' x 69', offers the perfect blend of comfort and functionality for the ultimate outdoor lifestyle. Features of this lot include a sturdy concrete seawall equipped with a convenient fish cleaning table and

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 600, Cudjoe Key, FL 33042
• 

  

  

  /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
• 

  

  

  /35

  $1,380,000

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  22822 John Silver Ln, Summerland Key, FL 33042

  Submit all offers to listing agent

  Halley Haack Coldwell Banker Schmitt Real E

  22822 John Silver Ln, Summerland Key, FL 33042
• 

  

  /38

  $1,855,000

  • 2 Beds
  • 2 Baths
  • 1,980 Sq Ft

  1607 Sunrise Dr, Big Pine Key, FL 33043

  Waterfront Paradise in Tropical Bay EstatesExperience luxurious open-water living in this beautifully remodeled home overlooking the stunning Bogie Channel. Wake up to breathtaking sunrises, enjoy magical moonlit waters, and explore world-class fishing and lobstering right from your 75-foot seawall with an 8-foot-deep boat slip.This 2,000 sq. ft. open-concept home features water views from nearly

  Kristen Brenner/Margie Casey T Florida Keys Real Estate Group

  1607 Sunrise Dr, Big Pine Key, FL 33043
• 

  

  /30

  $825,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  701 Spanish Main Dr Unit 468, Cudjoe Key, FL 33042

  Dream Island Living Awaits!Discover this move-in ready, fully furnished 2 bed/2bath canal front home in the secure gated community of Venture Out in CUDJOE KEY. This beautifully appointed property features a 35 ft concrete seawall, perfect for boaters and water enthusiasts, offering stunning open water views that create a serene backdrop for your island lifestyle. Enjoy ample downstairs space,

  Katrina Vanek Bluescape Real Estate

  701 Spanish Main Dr Unit 468, Cudjoe Key, FL 33042
• 

  

  /46

  $519,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  701 Spanish Main Dr Unit 659, Cudjoe Key, FL 33042

  Seller is motivated!Coastal Charm Meets Modern Comfort -Welcome to your ideal island escape in the heart of the Lower Keys! This beautifully furnished two-bedroom, two-bath stilt home is located in the welcoming gated residential community of Venture Out on Cudjoe Key--a neighborhood that embraces coastal living and a strong sense of community for all ages.Inside, you'll find a bright and airy

  Lanny Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 659, Cudjoe Key, FL 33042
• 

  

  /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
• 

  

  /55

  $899,000

  • 2 Beds
  • 2 Baths
  • 640 Sq Ft

  701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042

  Welcome to your piece of paradise in the exclusive gated community of Venture Out on Cudjoe Key. This stunning high-rise, built in 2018, embodies the perfect blend of modern luxury and island life. As you step inside, you are greeted by an inviting atmosphere that captures the essence of coastal living. The master bedroom boasts an en suite bathroom, offering a serene retreat at the end of the

  Melissa Graham Bluescape Real Estate

  701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042
• 

  

  /50

  $1,675,000

  • 3 Beds
  • 2 Baths
  • 1,995 Sq Ft

  643 Indies Rd, Summerland Key, FL 33042

  Nestled on the picturesque shores of Ramrod Key, this stunning waterfront property is the epitome of tropical luxury. With 3 bedrooms, 2 bathrooms, and 2,229 square feet of thoughtfully designed living space, this home offers an ideal blend of comfort and high-end amenities on a spacious 9,000 square foot lot. Completely remodeled in 2018, including a new roof, this property is ready for

  Greg MacLaren Internet Realty of the Florida Keys

  643 Indies Rd, Summerland Key, FL 33042
• 

  

  /20

  $470,000

  • Land

  701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042

  New Listing! This 35' x 69' canal front lot has ocean views and excellent boating. Bring your RV and live simply by the sea in the private, gated community of Venture Out on Cudjoe Key. Are you looking to build without having to go through the ROGO process? Look no further! This Lot provides you the Right to Build your future home.This Lot has a concrete parking pad and lush tropical landscaping

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
• 

  

  /81

  $7,495,000

  • 5 Beds
  • 6 Baths
  • 3,750 Sq Ft

  1151 Ocean Dr, Summerland Key, FL 33042

  Trophy oceanfront estate with 120' on the Atlantic and a rare 120K lb lift for a 70' yacht. Features include 2 extra boat lifts, mooring buoy, boat basin with bubbler, and bay bottom rights. This 5BD, 4BA + 2 half-bath home offers a chef’s kitchen, vaulted ceilings, exercise room, and ocean views from a raised pool, spa, and expansive patio with bar. Set on 37,400 sq ft of lush tropical

  Lisa Swanson Berkshire Hathaway Knight & Gardner Realty

  1151 Ocean Dr, Summerland Key, FL 33042
• 

  

  /33

  $645,000

  • 2 Beds
  • 2 Baths
  • 861 Sq Ft

  701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042

  Affordable piece of paradise! Move in ready, open concept, bright and airy, and freshly painted interior! This 2 bedroom 2 bath home is so spacious you'll be amazed. It has a very large kitchen and living area that looks out over the canal, with sliding glass doors out on to the newly painted deck. Minisplits in each room that cool, heat and dehumidify! Plus, a 5 stage reverse osmosis water

  Mary Conklin Action Keys Realty of the Lower FL Keys LLC

  701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042
• 

  

  /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
• 

  

  /54

  $5,600,000

  • 4 Beds
  • 3.5 Baths
  • 5,608 Sq Ft

  974 Flagship Dr, Summerland Key, FL 33042

  Spectacular Open Water location, with fabulous views from this well-built Oceanfront concrete home. Direct Ocean access from the step down concrete seawall/dock that wraps around the waterside of the property, including the boat basin with two boat lifts and a fish cleaning station. Relax in large pool with over-spill hot tub & a big pool patio area and a covered patio for entertaining, which

  Lee Sanders KeyIsle Realty

  974 Flagship Dr, Summerland Key, FL 33042
• 

  

  /19

  $1,499,999 New Construction

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

  29558 Ranger Ave, Big Pine Key, FL 33043

  Experience the Ultimate Keys Lifestyle - New Construction with 75' of Waterfront on a Wide Boating CanalComing Fall 2025 - Nestled on a spacious 7,500 sqft lot (75x100) along a deep, wide boating canal, this brand new 1,500 sqft home offers the perfect blend of modern coastal living and exceptional boating access. With quick entry to Pine Channel, you're just minutes from both the Atlantic Ocean

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  29558 Ranger Ave, Big Pine Key, FL 33043
• 

  

  /55

  $1,394,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,600 Sq Ft

  31516 Avenue F, Big Pine Key, FL 33043

  Experience the ultimate Florida Keys lifestyle in this beautiful brand new waterfront home in Big Pine Key! With 45 feet of canalfront concrete seawall, a fish cleaning station, and only four lots in from Florida Bay, this property offers stunning bay and sunset views and easy access to the Atlantic Ocean, perfect for offshore fishing or Florida Bay adventures. Located in a prime area, this home

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  31516 Avenue F, Big Pine Key, FL 33043
• 

  

  /17

  $829,000 New Construction

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

  27215 Mariposa Rd, Summerland Key, FL 33042

  New Construction Priced to Sell!This charming 1,500 sqft home is a true retreat, perfectly positioned in the Lower Keys, just moments from the popular Looe Key Tiki Bar and Boondocks. Tucked away in a quiet, low-traffic neighborhood, this property offers the ideal combination of peace and convenience, allowing you to embrace the relaxed Keys lifestyle.Inside, you'll find:A spacious, open floor

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  27215 Mariposa Rd, Summerland Key, FL 33042
• 

  

  /99

  $4,950,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,907 Sq Ft

  16745 Tamarind Rd, Sugarloaf Shores, FL 33042

  Huge Price Improvement! Welcome to your waterfront paradise! This solid concrete, newly built 4-bedroom, 4.5-bath home offers unparalleled luxury finishes and an open floor plan designed for modern coastal living. The chef's kitchen is a culinary dream, featuring state-of-the-art appliances and an open layout flowing seamlessly into the spacious living and dining areas. Expansive balconies offer

  Lawrence Salas Bestway Realty Sales, LLC

  16745 Tamarind Rd, Sugarloaf Shores, FL 33042
• 

  

  /32

  $1,399,000 New Construction

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

  571 Blackbeard Rd, Summerland Key, FL 33042

  Step into the laid-back charm of the Florida Keys with this spacious 1,500 sqft home, perfectly situated along a peaceful deep boating canal in the Lower Keys. Located in a tranquil, low-traffic neighborhood, this property offers a serene escape with plenty of room to enjoy life at your own pace.Inside the home: - An open, airy floor plan that allows you to spread out and personalize your

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  571 Blackbeard Rd, Summerland Key, FL 33042
• 

  

  /32

  $1,399,000 New Construction

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

  22872 Buccaneer Ln, Cudjoe Key, FL 33042

  Embrace the ultimate Keys lifestyle in this spacious 1,500 sqft home, ideally situated along a boating canal in the Lower Florida Keys, and close to Key West!Tucked away in a quiet, peaceful neighborhood.Inside, the home features generous living space, providing ample room to stretch out and make it your own. Indoor-outdoor living is at its best here, with a private swimming pool just steps from

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  22872 Buccaneer Ln, Cudjoe Key, FL 33042

Showing Results 41 - 62, Page 2 of 2