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Waterfront Homes for Sale in Cudjoe Key, FL

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  • /42

    $1,999,000

    • 3 Beds
    • 2 Baths
    • 2,047 Sq Ft

    20771 2nd Ave W, Summerland Key, FL 33042

    Wonderful Cudjoe Gardens property! High quality concrete construction and custom metal roof. This 3 bed 2 bathroom home has large, open living and wonderful outdoor living space- complete with pool, tiki and firepit. Exceptional boating- the 100' concrete dock is set up for 2 boats- with a 20,000 lb lift and davits rated to 10,000 lbs. Enjoy easy boating access to world class fishing and diving

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    (786) 952-5792

    20771 2nd Ave W, Summerland Key, FL 33042
  • /36

    $795,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    701 Spanish Main Dr Unit 77, Cudjoe Key, FL 33042

    This canal-front, slice of paradise is an excellent income-generating opportunity in the gated community of Venture Out. As a successful, active vacation rental where nightly rentals are allowed, it's tastefully furnished, turnkey and ready for you or your guests to enjoy. With all the amenities this 69-acre gated community offers, you might just decide to make it your primary home in the Lower

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (645) 205-1034

    701 Spanish Main Dr Unit 77, Cudjoe Key, FL 33042
  • /77

    $13,995,000

    • 31 Beds
    • 19 Baths

    21470 Overseas Hwy, Cudjoe Key, FL 33042

    Located on Cudjoe Key, only 20 miles from Key West. Transient use property, over 3.5 acres, 15 units (15 ROGO exemptions), over 300 feet of water frontage, boat basin, 3 concrete docks, one wooden dock, boat ramp. Shared coin laundry, 2 swimming pools, 3 private driveways. 2 parcels on US 1 are zoned Sub Urban Commercial, excellent rental history. Property spans from US 1 to the Atlantic Ocean.

    Agent Photo

    Jennifer Weeks

    Select Properties of NWFL

    (786) 882-8127

    21470 Overseas Hwy, Cudjoe Key, FL 33042
  • /35

    $875,000

    • 2 Beds
    • 2 Baths
    • 948 Sq Ft

    22878 Privateer Dr, Summerland Key, FL 33042

    Adorable 2 bed, 2 bath home with many new improvements! New impact windows and doors, new hardie-board siding installed on exterior of house, newer 60 foot concrete dock with cut-ins for a boat lift, roof replaced in October 2017 and newer hot water heater. All the heavy lifting has been done on this house located in sought after Cudjoe Key. Quick boating access to the Gulf and Atlantic,

    Pamela Stangler Expert Realty LLC

    22878 Privateer Dr, Summerland Key, FL 33042
  • /44

    $997,000

    • 2 Beds
    • 2 Baths
    • 779 Sq Ft

    701 Spanish Main Dr Unit 214, Cudjoe Key, FL 33042

    Welcome to your own piece of paradise in the heart of Cudjoe Key located in the gated community of Venture Out, where the island breeze and good vibes never stop!Live the island life in this turnkey 2 Bedroom, 2 Bath open water gem that's fully furnished and ready to rock your flip-flops off! Kick back on the oversized covered porch upstairs and catch the cool ocean vibes - it's your front-row

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 214, Cudjoe Key, FL 33042
  • /60

    $539,000

    • 2 Beds
    • 1 Bath
    • 667 Sq Ft

    701 Spanish Main Dr Unit 602, Cudjoe Key, FL 33042

    Oceanfront Paradise Awaits!Unit 602 in Venture OutExperience the epitome of Florida living in this charming Two-bedroom, one-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home with ocean views from the backyard home boasts:* Prime Canal front Location: Enjoy breathtaking ocean views and direct access to the water from your private 35 ft

    Ian Calderwood Bluescape Real Estate

    701 Spanish Main Dr Unit 602, Cudjoe Key, FL 33042
  • /114

    $1,500,000 Open Sat 11AM - 1PM

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

    153 Galleon Ln, Summerland Key, FL 33042

    Open House Saturday June 14th from 12-2 PM! Welcome home to this beautifully maintained waterfront retreat in the heart of the Florida Keys! Located on the highly sought-after Cudjoe Key, this spacious & elegant home blends casual island living with refined comfort, all custom-designed & cared for with exceptional pride & attention to detail.From the moment you arrive, you'll notice the peaceful,

    Lindsay Ryan EXP Realty LLC

    153 Galleon Ln, Summerland Key, FL 33042
  • /49

    $1,290,000

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    701 Spanish Main Dr Unit 587, Cudjoe Key, FL 33042

    Welcome to your piece of paradise! This stunning high-rise is the largest square footage home in the exclusive gated community of Venture Out on Cudjoe Key. This property 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

    Ian Calderwood Bluescape Real Estate

    701 Spanish Main Dr Unit 587, Cudjoe Key, FL 33042
  • /16

    $989,999

    • 3 Beds
    • 3 Baths
    • 960 Sq Ft

    22961 John Avery Ln, Summerland Key, FL 33042

    Boater's Paradise in Cudjoe Key under 1 million! Priced to Sell! Bring all offers!Bring your boat, jet skis, and sense of adventure! This upgraded two-story coastal retreat is designed for water lovers, featuring over 60 feet of dock space complete with shore power, plumbing, and brand-new dual jet ski davits plus a boat lift -- perfect for launching into the Florida Keys lifestyle.The lower

    Rayden Vega CASA MIAMI REAL ESTATE

    22961 John Avery Ln, Summerland Key, FL 33042
  • /44

    $2,850,000

    • 2 Beds
    • 2 Baths
    • 1,577 Sq Ft

    1176 Thatch Ln, Summerland Key, FL 33042

    Unobstructed Ocean views, you will love this Private Oasis! Enjoy the Cudjoe Key lifestyle in this fabulous 2 bedroom, 2 bath home. Built in 1984 with a well-planned 1577 sqft floorplan, perfectly situated on a corner, oceanfront 24,829 sqft lot. This beautiful home will sell fast!! Granite kitchen countertops, brand new stainless steel appliances, new AC, new tankless water heater, impact doors

    Jonathan Minerick Homecoin.com

    1176 Thatch Ln, Summerland Key, FL 33042
  • /53

    $2,499,000

    • 4 Beds
    • 3 Baths
    • 2,586 Sq Ft

    23086 Snapper Ln, Summerland Key, FL 33042

    Luxury Waterfront Fortress with Breathtaking Atlantic Ocean Views. Experience unparalleled coastal living with stunning, unobstructed views of the Atlantic Ocean and Kemp Channel from this oversized 12,000 sq. ft. corner lot. This one-of-a-kind CBS home is built for strength and style, offering the ultimate in durability and design. Featuring 4 bedrooms, 3 baths, and a spacious two-car garage,

    Greg MacLaren Internet Realty of the Florida Keys

    23086 Snapper Ln, Summerland Key, FL 33042
  • /37

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 1,482 Sq Ft

    22957 Port Royal Ln, Summerland Key, FL 33042

    Waterfront Paradise in Cudjoe Key - A Boater's Dream!Welcome to your own piece of paradise on the highly sought-after island of Cudjoe Key! Just 22 miles from the vibrant energy of Key West, this stunning waterfront home offers the perfect blend of tropical tranquility and modern convenience.Boasting an impressive 120 feet of waterfront, this property provides exceptional boating opportunities

    Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

    22957 Port Royal Ln, Summerland Key, FL 33042
  • /61

    $595,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

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

    Charming Coastal Retreat: 2 Bedroom, 2 Bath home with concrete seawall and investment potential.Welcome to your perfect getaway or investment opportunity! This delightful two-bedroom, two-bathroom 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 cozy and

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042
  • /29

    $504,000

    • Land

    701 Spanish Main Dr Unit 240, Cudjoe Key, FL 33042

    BUILDABLE Waterfront RV Lot with Transient 1 day Rental Opportunity!! This RV site is perfect for your needs. Can accommodate a large RV, easy when parking and has room for storage shed and the rights to build a home in the future. The lot it is located in a private street, providing privacy and enjoyment. 24 hour Gated Security entry. Located near Key West (19 Miles) this property is perfect

    Howard & Lily Leitner Robert Slack LLC

    701 Spanish Main Dr Unit 240, Cudjoe Key, FL 33042
  • /13

    $495,000

    • Land

    1147 Basque Ln, Cudjoe Key, FL 33042

    PERMIT IN HAND for this Buildable Vacant Lot! This proposed engineered house is a large 2,132 Sq Ft 2 story plus 1,066 w/ potential parking & storage below at ground level. Current design and engineering calls for 4 Bedrooms 3.5 Baths with 4 Exterior Balcony/Decks providing approximately 450 Sq Ft of additional space for Open Water Views plus the house will also have Open Water Views all with a

    Brad Baker RE/MAX Keys To The Key

    1147 Basque Ln, Cudjoe Key, FL 33042
  • /51

    $420,000

    • 1 Bed
    • 1 Bath
    • 816 Sq Ft

    701 Spanish Main Dr Unit 280, Cudjoe Key, FL 33042

    Charming Opportunity in Venture Out on Cudjoe Key! Welcome to your next project in the sought-after gated community of Venture Out! This one-bedroom, one-bath mobile home is brimming with potential, offering a unique chance for investors or DIY enthusiasts looking to create their dream getaway. As you step inside, you'll find a cozy layout that provides a blank canvas for your creative vision.

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 280, Cudjoe Key, FL 33042
  • /30

    $470,000

    • 1 Bed
    • 1 Bath
    • 748 Sq Ft

    701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042

    Welcome to your tropical paradise at Venture Out, a gated community on Cudjoe Key, located at Mile Marker 23 in the stunning Florida Keys! This charming, fully furnished 1-bedroom, 1-bath retreat is perfect for enjoying the sun-drenched lifestyle you've been dreaming of. Step into your cozy getaway, featuring a spacious 35' concrete seawall that invites you to explore the waters. Unwind on the

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042
  • /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
  • /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
  • /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
  • /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
  • /47

    $389,000

    • 2 Beds
    • 1.5 Baths
    • 675 Sq Ft

    701 Spanish Main Dr Unit 414, Cudjoe Key, FL 33042

    Currently the LOWEST priced waterfront property in Venture Out! Seller says bring an offer! Welcome to a slice of paradise tucked away in the gated community of Venture Out on Cudjoe Key, where your dream of coastal living becomes a reality. This charming 2-bedroom, 1.5-bathroom home invites you to embrace the tropical lifestyle, offering the perfect blend of comfort and tranquility. The interior

    Melissa Graham Bluescape Real Estate

    701 Spanish Main Dr Unit 414, 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
  • /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
  • /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
  • /43

    $1,135,000

    • 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
  • /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

Home Trends in Cudjoe Key, FL

Housing Trends

Median Sale Price
$1,120,000
Median Single Family Sale Price
$1,120,000
Average Price Per Sq Ft
$869
Number of Homes for Sale
10
Last 12 months Home Sales
34
Months of Supply
3.50
Median List Price
$1,250,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-14%
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