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Cudjoe Key, FL Homes for Sale

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  • 22542 Jolly Roger Dr, Summerland Key, FL 33042
    22542 Jolly Roger Dr, Summerland Key, FL 33042
    22542 Jolly Roger Dr, Summerland Key, FL 33042
    /49

    $2,100,000

    • 4 Beds
    • 3 Baths
    • 2,440 Sq Ft

    22542 Jolly Roger Dr, Summerland Key, FL 33042

    This striking 4-bedroom, 3-bathroom home is a testament to coastal architecture, blending rustic design with open, light-filled living spaces that showcase a breathtaking oceanfront setting. Situated on a double lot totaling .32 acres, the property offers an impressive 120 feet of frontage overlooking Cudjoe Bay—creating a rare and commanding presence along the shoreline.Broad covered

    Lauren Dunn Coldwell Banker Schmitt R.E.

    22542 Jolly Roger Dr, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 265, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 265, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 265, Cudjoe Key, FL 33042
    /68

    $879,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 265, Cudjoe Key, FL 33042

    This Truly Spectacular Oceanfront Property offers the ultimate waterfront lifestyle and is a one of a kind, featuring an impressive 98' seawall. Designed to capture the best of coastal living, the property combines 72' of concrete seawall along a protected canal with 26' of direct Atlantic Ocean Frontage, delivering both tranquility and open-ocean beauty. A waterfront lovers dream, the canal side

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 265, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 146, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 146, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 146, Cudjoe Key, FL 33042
    /37

    $275,000

    • Land

    701 Spanish Main Dr Unit 146, Cudjoe Key, FL 33042

    Buildable RV Lot. Transient (1 Day Rental) Rentals Opportunity in the Lower Keys! Located in a serene, well-maintained gated community at Mile Marker 23. This RV/Buildable lot offers the ideal spot for your home on wheels, or the opportunity to build your dream home. Boasting a private lot with landscaping, pea rock, storage box and concrete parking pad. Lot is equipped with full hookups

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 146, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 643, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 643, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 643, Cudjoe Key, FL 33042
    /17

    $255,000

    • Land

    701 Spanish Main Dr Unit 643, Cudjoe Key, FL 33042

    Welcome to island living at its best! This 35'x 69' RV lot is ready for your rig with full hookups and all the perks of Venture Out--golf cart streets, 24-hour security, pool, tennis, pickleball, and a marina. Located minutes from local favorites Morning Joint, Square Grouper, and 420 Lounge, plus only 19 miles to Key West. Whether you're here for fishing, boating, or simply soaking in the Keys

    Bea Evelyn Citron Compass Florida, LLC

    701 Spanish Main Dr Unit 643, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042
    /49

    $275,000

    • 1 Bed
    • 1 Bath
    • 690 Sq Ft

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

    Welcome to your slice of Paradise in the florida Keys! This cozy one bed/one bath mobile home is located in the highly desirable Venture Out gated community on Cudjoe Key. Thoughtfully designed and fully furnished, this home comfortably sleeps four and is in move-in ready. Enjoy the bright and inviting Florida room featuring durable Hardie board siding, along with a covered tile patio outback,

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042
  • 22837 Calico Jack Cir, Summerland Key, FL 33042
    22837 Calico Jack Cir, Summerland Key, FL 33042
    22837 Calico Jack Cir, Summerland Key, FL 33042
    /43

    $1,125,000

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    22837 Calico Jack Cir, Summerland Key, FL 33042

    Seller says Bring Offers....Open Water Views & Sunset Skies with great boating access describes this Concrete Block Construction Home with pre-stress concrete beams holding up a poured concrete floor. Home features open floor plan with vaulted ceilings, tile floors throughout, partial walk-around, storm shutters, 2018 A/C, impact front door and metal roof. Storage room below and ample parking

    Beata Sharpe Coldwell Banker Vanguard Realty

    22837 Calico Jack Cir, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 69, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 69, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 69, 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
  • 701 Spanish Main Dr Unit 181, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 181, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 181, Cudjoe Key, FL 33042
    /24

    $350,000

    • Land

    701 Spanish Main Dr Unit 181, Cudjoe Key, FL 33042

    The Ultimate Canal-Front RV Oasis in Venture Out at Cudjoe KeySeller says bring offers..Escape to your own slice of paradise with this prime waterfront RV lot in the sought-after, gated community of Venture Out on Cudjoe Key. This lot is built for the avid water enthusiast and provides a perfect base for exploring the best of the Lower and Middle Florida Keys.Fully Prepped RV Pad: Bring your rig

    Carmen Brake Waterfront Keys Realty Inc.

    701 Spanish Main Dr Unit 181, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 548, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 548, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 548, Cudjoe Key, FL 33042
    /34

    $469,000

    • 1 Bed
    • 1.5 Baths
    • 735 Sq Ft

    701 Spanish Main Dr Unit 548, Cudjoe Key, FL 33042

    Welcome to your opportunity in the gated waterfront community of Venture Out! This 1 bedroom, 1.5 bath property offers 35 feet of concrete seawall and direct canal access -- making it a true gem for boating enthusiasts and water lovers alike.Whether you're an investor searching for your next income-producing property or a creative buyer ready to design your own slice of paradise, this home offers

    Bea Evelyn Citron Compass Florida, LLC

    701 Spanish Main Dr Unit 548, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042
    /24

    $580,175

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042

    Licensed Nightly Rental Property!! Discover island living at 701 Spanish Main Dr, Unit 79 in Cudjoe Key, FL. This charming property offers an unbeatable opportunity for investors or those seeking a tranquil retreat. Currently operating as a successful vacation rental, this home is perfectly positioned to generate income or serve as your own private oasis. This property promises both convenience

    Sarah Dolson Keller Williams Key West Compass Realty

    701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042
  • Lot 10 Rainbow Beach, Big Torch Key, FL 33042
    Lot 10 Rainbow Beach, Big Torch Key, FL 33042
    Lot 10 Rainbow Beach, Big Torch Key, FL 33042
    /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
  • 701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042
    /49

    $985,000

    • 2 Beds
    • 2 Baths
    • 888 Sq Ft

    701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042

    Panoramic Ocean Views W/ Transient Rental License! This beautifully updated and well-maintained stilt home offers 2 bedrooms and 2 bathrooms, large kitchen with all the necessities, panoramic ocean views, a private 35' concrete seawall for your boat and off street parking for your vehicle. This home has an open deck overlooking the crystal clear waters and a screened deck just waiting for you to

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit LOT 317, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit LOT 317, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit LOT 317, Cudjoe Key, FL 33042
    /14

    $258,000

    • Land

    701 Spanish Main Dr Unit LOT 317, Cudjoe Key, FL 33042

    Lisa Carter Florida Keys Realty, Inc.

    701 Spanish Main Dr Unit LOT 317, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 566, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 566, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 566, Cudjoe Key, FL 33042
    /27

    $350,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    701 Spanish Main Dr Unit 566, Cudjoe Key, FL 33042

    Canal-front opportunity in Venture Out! This 1 bedroom / 1 bath property offers a 17' seawall and endless potential for future use. Whether you're envisioning a personal Keys retreat or re-imagining the space as an RV lot, this property provides flexibility in a highly desirable, gated waterfront community. Enjoy all Venture Out amenities including marina access, boat ramp, pools, recreational

    Bea Evelyn Citron Compass Florida, LLC

    701 Spanish Main Dr Unit 566, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit LOT 496, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit LOT 496, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit LOT 496, Cudjoe Key, FL 33042
    /47

    $445,000

    • Land

    701 Spanish Main Dr Unit LOT 496, Cudjoe Key, FL 33042

    ROGO exempt RV Lot 496 - Waterfront Lot in Venture Out, Cudjoe Key, Mile Marker 23Bring your RV or build your Florida Keys dream home without the hassle of going through the ROGO process.Waterfront RV lot located in the gated community of Venture Out on Cudjoe Key. Lot 496 has a concrete pad, offering a durable, low-maintenance surface ideal for RV parking and outdoor living.The property features

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit LOT 496, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042
    /49

    $329,000

    • 2 Beds
    • 1 Bath
    • 738 Sq Ft

    701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042

    BACK ON MARKET WITH UPDATES DONE on this charming 2 bedroom, 1 bathroom property in Venture Out. Take a look at this listing with all the updates to make this a cozy home or potential to become a profitable investment property or a relaxing weekend getaway in the highly coveted Venture Out Community in Cudjoe Key. This property boasts a great kitchen with newer appliances, plenty of counter

    Jan Fritz Coldwell Banker Schmitt RE Co.

    701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 551, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 551, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 551, Cudjoe Key, FL 33042
    /19

    $430,000

    • Land

    701 Spanish Main Dr Unit 551, Cudjoe Key, FL 33042

    Prime RV lot offering a 35' concrete seawall with quick boating access and plenty of outdoor comfort. A concrete pad, dock box, and fish cleaning station make it easy to enjoy life on the water, while the natural shade keeps things cool and inviting. This active RV rental lot is ideal for investment income, retirement living, or an active Keys lifestyle. Located in the desirable, gated community

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 551, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 246, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 246, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 246, Cudjoe Key, FL 33042
    /21

    $459,000

    • 1 Bed
    • 1 Bath
    • 668 Sq Ft

    701 Spanish Main Dr Unit 246, Cudjoe Key, FL 33042

    Ocean-View Retreat in Gated Waterfront Community on Cudjoe Key!NIGHTLY RENTALS ALLOWEDWelcome to your slice of paradise in the heart of the Florida Keys. This well-maintained 1-bedroom, 1-bathroom waterfront home is located inside the highly desirable, gated community of Venture Out, offering ocean views, direct boating access, and a plethora of amenities just steps away.The home features

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 246, Cudjoe Key, FL 33042
  • 22920 Privateer Dr, Summerland Key, FL 33042
    22920 Privateer Dr, Summerland Key, FL 33042
    22920 Privateer Dr, Summerland Key, FL 33042
    /7

    $849,000

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    22920 Privateer Dr, Summerland Key, FL 33042

    Mariner's Dream - Your Waterfront Paradise Awaits! Welcome to this elevated, stilted two-story home offering 1,560 SqFt of living space and a versatile 4th bedroom that doubles as a den. Situated on a deep, wide, and pristine canal in the desirable Cutthroat Harbor Estates of Cudjoe Key, this home provides the perfect canvas for renovation. With new windows and siding (Completed 2023), much of

    Robin Nilsson Keller Williams Key West Compass Realty

    22920 Privateer Dr, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 234, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 234, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 234, Cudjoe Key, FL 33042
    /30

    $449,700

    • 2 Beds
    • 1.5 Baths
    • 604 Sq Ft

    701 Spanish Main Dr Unit 234, Cudjoe Key, FL 33042

    Beautifully updated 2-bedroom, 1.5-bath canal-front home in the gated community of Venture Out on Cudjoe Key--offering move-in-ready comfort and an easy Florida Keys lifestyle. Bright and inviting, the home features a flexible layout with a sliding pocket door that creates a private guest space with its own half bath--ideal for visitors.The main bedroom is furnished with a queen bed, while the

    Bea Evelyn Citron Compass Florida, LLC

    701 Spanish Main Dr Unit 234, Cudjoe Key, FL 33042
  • 21073 7th Ave, Summerland Key, FL 33042
    21073 7th Ave, Summerland Key, FL 33042
    21073 7th Ave, Summerland Key, FL 33042
    /39

    $999,999

    • 3 Beds
    • 2 Baths
    • 2,198 Sq Ft

    21073 7th Ave, Summerland Key, FL 33042

    Florida Keys Waterfront Paradise - 80' Dock & No Bridges to Open Water!Nestled in a boater's paradise, this 2,198 sq. ft. 3-bed, 2-bath home offers a split floor plan for privacy and comfort. Inside, the spacious kitchen boasts stainless steel appliances, generous cabinet space, and ample corian counter space perfect for cooking up your fresh catch. The open-concept living and dining area flows

    Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

    21073 7th Ave, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042
    /72

    $595,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042

    Owner says ''Bring All Offers''Charming Coastal Retreat: 2 Bedroom, 2 Bath home with 35' concrete seawall. Nightly Rentals allowed.Welcome to your perfect getaway or investment opportunity! This delightful home built in 1993, offers 816 sq. ft. of comfortable living space, fully furnished and turn-key, making it an ideal choice for both relaxation and income generation. Step inside to discover a

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042
    /39

    $899,000

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042

    Enjoy open water views and instant boating access from this transiently licensed, turn-key retreat in Venture Out Resort, just 20 minutes from Key West. Built in 2021, this modern 2-bedroom, 2-bath oceanfront home combines sleek design with comfort and quality craftsmanship. Step inside to discover 9ft ceilings, leather-finish granite countertops, and high-end finishes throughout. The home comes

    The Spottswood Team Truman & Co. (KW)

    701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042
  • 20920 5th Ave W, Summerland Key, FL 33042
    20920 5th Ave W, Summerland Key, FL 33042
    20920 5th Ave W, Summerland Key, FL 33042
    /72

    $2,995,000

    • 4 Beds
    • 3 Baths
    • 2,913 Sq Ft

    20920 5th Ave W, Summerland Key, FL 33042

    Florida Keys luxury island living at its finest. Welcome to your private slice of tropical island living in coveted Cudjoe Gardens--a true boater's dream set on an oversized double canal-front lot (approx. 15,200 sq. ft.) with an impressive close to 200 feet of concrete seawall. This beautifully designed CBS home offers 4 bedrooms, 3 baths, and nearly 3,000 sq. ft. of living space, thoughtfully

    Miriam Novotny Compass Florida, LLC

    20920 5th Ave W, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 533, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 533, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 533, Cudjoe Key, FL 33042
    /33

    $255,000

    • 1 Bed
    • 1 Bath
    • 368 Sq Ft

    701 Spanish Main Dr Unit 533, Cudjoe Key, FL 33042

    Welcome to Unit 533 in the Venture Out community on Cudjoe Key, featuring a spacious addition that provides extra living space and flexibility. The addition includes a comfortable living area and a flex room currently used as additional sleeping space, suitable for guests, a home office, or hobby area.The home is clean and well cared for, offering a functional layout appropriate for full-time

    Bea Evelyn Citron Compass Florida, LLC

    701 Spanish Main Dr Unit 533, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 417, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 417, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 417, Cudjoe Key, FL 33042
    /45

    $529,000

    • 2 Beds
    • 2 Baths
    • 758 Sq Ft

    701 Spanish Main Dr Unit 417, Cudjoe Key, FL 33042

    MOTIVATED SELLER! Turn-key 2BR/2BA waterfront fully furnished home with 35' concrete dock and patio furniture included, Front door paver patio, impact slider doors and windows, gas stove, and ample storage including outdoor dock box. Enjoy direct, deep-water access to the Ocean & Gulf, perfect for boating, fishing, and breathtaking sunrises & sunsets. Located in Venture Out, a gated, golf

    Amanda Taylor Bluescape Real Estate

    701 Spanish Main Dr Unit 417, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 84, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 84, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 84, Cudjoe Key, FL 33042
    /12

    $495,000

    • Land

    701 Spanish Main Dr Unit 84, Cudjoe Key, FL 33042

    Rare opportunity to own a transient (1-day minimum) rental RV lot in the Lower Keys. Located in a quiet, well-kept community, this buildable lot is perfect for your RV or for building a custom Keys getaway HomeThe property includes a 35-foot concrete seawall, dock posts, fishing cleaning station, swim ladder, Brand new concrete slab and full hookups with water, sewer, and 30, 50, and 110-amp

    Anay Ramos Miami New Realty

    701 Spanish Main Dr Unit 84, Cudjoe Key, FL 33042
  • 20844 4th Ave W, Summerland Key, FL 33042
    20844 4th Ave W, Summerland Key, FL 33042
    20844 4th Ave W, Summerland Key, FL 33042
    /67

    $2,795,000

    • 4 Beds
    • 3 Baths
    • 2,951 Sq Ft

    20844 4th Ave W, Summerland Key, FL 33042

    FISHERMAN'S DREAM! BIG BOATS WELCOME! DEEP WATER! A remarkable waterfront estate in the prestigious neighborhood of Cudjoe Gardens. When you first walk up you will notice the beautiful landscaping, tropical fruit trees, key limes, mangoes, lemons, bananas and avocados! This stunning and elegant concrete residence on elevated lot, offers the perfect harmony of luxury and comfort. All new impact

    Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

    20844 4th Ave W, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 512, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 512, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 512, Cudjoe Key, FL 33042
    /37

    $879,000

    • 2 Beds
    • 2 Baths
    • 861 Sq Ft

    701 Spanish Main Dr Unit 512, Cudjoe Key, FL 33042

    VACATION RENTAL OPPORTUNITY - OPEN WATER VIEWS + 43' DOCK - 2BR/2BA | 864 SQ. FT.Beautifully maintained 2-bedroom, 2-bath waterfront home offering open water views and excellent rental potential. This 864 sq. ft. property features a 43-foot dock with quick access to world-class boating, fishing, and diving in the Florida Keys. Ideal for investors or owners seeking a turn-key vacation rental

    Jamie Caudill Lokation Real Estate

    701 Spanish Main Dr Unit 512, Cudjoe Key, FL 33042
  • 1145 Hakluyt Ln, Cudjoe Key, FL 33042
    1145 Hakluyt Ln, Cudjoe Key, FL 33042
    1145 Hakluyt Ln, Cudjoe Key, FL 33042
    /7

    $190,000

    • Land
    • 6,000 Acres
    • $32 per Acre

    1145 Hakluyt Ln, Cudjoe Key, FL 33042

    Discover one of Cudjoe Key’s desirable vacant parcels — a 6,000 sq ft waterfront lot offering direct access to the Lower Keys’. Located on a quiet road, this property pairs privacy with easy access to local conveniences and the laid-back lifestyle of the Lower Keys. Enjoy morning coffee with ocean breezes, evening skies, and endless outdoor living possibilities.(Information provided herein is

    Daniel Pacheco United Realty Group Inc

    1145 Hakluyt Ln, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042
    /55

    $925,000

    • 2 Beds
    • 1 Bath
    • 806 Sq Ft

    701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042

    ********Nightly Licensed Transient Rental!!!********This amazing, two bedroom / one bathroom, open water front, nightly transient rental is ready for you to enjoy both the beauty of this location and the income off the nightly rental license. The floor plan makes the open water views as its main focus. Cook the catch of the day overlooking the waters that you just caught that prized fish in. Sit

    Bobby Coe RE/MAX Keys Connection (KW)

    701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042
    /59

    $535,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 860 Sq Ft

    701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042

    Oceanfront Paradise Awaits! Unit 247 in Venture Out experience the epitome of Florida living in this charming, fully furnished two-bedroom, two-bathroom mobile home nestled within an exclusive gated community. Enjoy breathtaking ocean views and direct access to the water from your private 17 ft seawall. Community amenities include a boat ramp and boat washdown station after returning from a day

    Amanda Taylor Bluescape Real Estate

    701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
    /18

    $445,000

    • Land

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

    Welcome to Lot 183 in Venture Out, a gated waterfront community on Cudjoe Key known for its resort-style amenities and laid-back Keys lifestyle. This beautifully maintained lot features a 35' seawall for your boat, a concrete table and benches for outdoor dining, and lush landscaping on both sides for added privacy. Enjoy easy access to the marina, boat ramp, heated pool, tennis and pickleball

    Bea Evelyn Citron Compass Florida, LLC

    701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
  • 248 Yardarm Rd, Cudjoe Key, FL 33042
    248 Yardarm Rd, Cudjoe Key, FL 33042
    /2

    $65,000

    • Land

    248 Yardarm Rd, Cudjoe Key, FL 33042

    This is a listing for two transferable lots. lots # 35 & 36 each lot is 6000 sq. ft.

    Joe Ordini Keller Williams Key West Compass Realty

    248 Yardarm Rd, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042
    /55

    $374,000

    • 2 Beds
    • 1.5 Baths
    • 748 Sq Ft

    701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042

    Transient Rental Vacation Home.Welcome to your ultimate island getaway on Cudjoe Key! Step into this charming coastal oasis nestled on a spacious corner lot in the sought-after Venture Out community. This 2 bedroom, 1.5 bath retreat is the perfect blend of comfort and style that will transport you to a world of relaxation and tranquility. This income-producing home is an active vacation rental

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042
    /54

    $839,000

    • 2 Beds
    • 2 Baths
    • 640 Sq Ft

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

    Luxurious Waterfront Living - Welcome to your perfect coastal oasis in the sought-after community of Venture Out! This contemporary high-rise boasts million-dollar views from every angle, including a screened patio for ultimate enjoyment. With an outside elevator providing easy access, this stunning home features a serene primary suite with stylish decor and a beautiful walk-in shower in the

    Jan Fritz Coldwell Banker Schmitt RE Co.

    701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042
    /18

    $255,000

    • Land

    701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042

    Welcome to RV Lot 642, located in the gated, waterfront community of Venture Out on Cudjoe Key. This well-positioned lot offers the perfect setup for your Florida Keys getaway, seasonal stay, or investment opportunity.Enjoy all the perks of a golf-cart-friendly community with resort-style amenities, including a large saltwater pool, marina with boat ramp, pickleball and tennis courts, bocce,

    Bea Evelyn Citron Compass Florida, LLC

    701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 47, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 47, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 47, Cudjoe Key, FL 33042
    /75

    $915,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 47, Cudjoe Key, FL 33042

    This is the house for your boat!ENDLESS OCEANFRONT LIVING - 47' SEAWALLWake up every morning to sweeping sunrises & unobstructed views of the turquoise Atlantic at this extraordinary one-of-a-kind, oceanfront residence. The 'Crown Jewel of the Ocean' located just 19 miles from Key West, this beautifully appointed 2-bedroom, 2-bath mid-rise home offers front-row seats to the water & an unmatched

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 47, Cudjoe Key, FL 33042
  • 22948 Drake Ln, Summerland Key, FL 33042
    22948 Drake Ln, Summerland Key, FL 33042
    22948 Drake Ln, Summerland Key, FL 33042
    /42

    $650,000

    • Land

    22948 Drake Ln, Summerland Key, FL 33042

    Boater/Angler special: 70-foot concrete seawall features hard-to-find boat slip/basin, plus 10,000-pound boat lift . This canal front-vacant lot is ROGO exempt and ready to build on. It corners Drake Lane's dead end and is second from Cudjoe Bay's open water. Perfect location for new build. Previous house removed and lot is ready for your vision. Electric was in place, buyer to verify FKAA

    Barbara Bowers Preferred Properties (KW)

    22948 Drake Ln, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 140, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 140, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 140, Cudjoe Key, FL 33042
    /46

    $419,000

    • 2 Beds
    • 1 Bath
    • 833 Sq Ft

    701 Spanish Main Dr Unit 140, Cudjoe Key, FL 33042

    This charming and meticulously maintained property is perfect for anyone looking to start enjoying the tropical paradise of the Florida Keys. It comes fully furnished with a cozy coastal style and features 1 bedroom, 1 bathroom, and an enclosed patio area with a pull-out bed and living area. The living room is bright and spacious, while the kitchen is open and easily accessible for entertaining

    Jan Fritz Coldwell Banker Schmitt RE Co.

    701 Spanish Main Dr Unit 140, Cudjoe Key, FL 33042

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