15

Cudjoe Key, FL Homes for Sale under $500,000

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  • 701 Spanish Main Dr Unit 411, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 411, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 411, Cudjoe Key, FL 33042
    /39

    $499,000

    • 2 Beds
    • 2 Baths
    • 618 Sq Ft

    701 Spanish Main Dr Unit 411, Cudjoe Key, FL 33042

    Affordable waterfront Living in the Lower Keys! This waterfront 2-bedroom, 2-bath mobile home is located in Venture Out, a gated, resort-style community offering endless activities and true Island living at a price point rarely found on the water.Enjoy direct boating to open water, just minutes from the Atlantic and Gulf, making this a boaters dream. Located at Mile Marker 23, you're only 20

    Suzanne Moore Suzanne Moore Real Estate

    701 Spanish Main Dr Unit 411, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 455, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 455, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 455, Cudjoe Key, FL 33042
    /21

    $465,000

    • 1 Bed
    • 1 Bath
    • 799 Sq Ft

    701 Spanish Main Dr Unit 455, Cudjoe Key, FL 33042

    A place to live, winter or Airbnb. Daily rentals allowed. Waterfront view down the canal. 17 ft seawall. Covered back patio for grilling or lounging. Front covered balcony. and back covered patio deck with mini sink, mini fridge & mini freezer. 1993' Manufactured home with Florida Room totaling 799 sq. ft. approx. 1 Bedroom w/a bonus room. Updated Bathroom with walk in shower, glass doors, hand

    Rose Dell Keller Williams Key West Compass Realty

    701 Spanish Main Dr Unit 455, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042
    /39

    $485,000

    • 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.*

    Ian Calderwood Bluescape Real Estate- Venture

    701 Spanish Main Dr Unit 182, 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
    /33

    $469,000

    • 1 Bed
    • 2 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

    Jenifer Hirsch Bluescape Real Estate

    701 Spanish Main Dr Unit 548, 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
    • 2,078 Sq Ft
    • $9,328,296 per Acre

    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

    Lanny Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit LOT 496, 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
    • 2,078 Sq Ft
    • $9,013,859 per Acre

    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

    Lanny Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 551, Cudjoe Key, FL 33042
  • 1147 Basque Ln, Cudjoe Key, FL 33042
    1147 Basque Ln, Cudjoe Key, FL 33042
    1147 Basque Ln, Cudjoe Key, FL 33042
    /13

    $450,000

    • Land
    • 6,969 Sq Ft
    • $2,812,500 per Acre

    1147 Basque Ln, Cudjoe Key, FL 33042

    BUILDING & DOCK PERMITS 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

    Brad Baker Key to the Keys Real Estate, Inc

    1147 Basque Ln, 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

    Lanny Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 246, 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
    • 2,078 Sq Ft
    • $10,376,420 per Acre

    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
  • 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
    • 2,178 Sq Ft
    • $8,900,000 per Acre

    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

    Jenifer Hirsch Bluescape Real Estate

    701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 602, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 602, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 602, Cudjoe Key, FL 33042
    /60

    $487,500

    • 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

    Ian Calderwood Bluescape Real Estate- Venture

    701 Spanish Main Dr Unit 602, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042
    /30

    $430,000

    • 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

    Lanny Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 659, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 659, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 659, Cudjoe Key, FL 33042
    /46

    $487,000

    • 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
  • 701 Spanish Main Dr Unit 432, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 432, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 432, Cudjoe Key, FL 33042
    /11

    $480,000

    • Land
    • 1,920 Sq Ft
    • $10,890,000 per Acre

    701 Spanish Main Dr Unit 432, Cudjoe Key, FL 33042

    Discover the ultimate escape! This highly sought-after waterfront RV lot offers everything the coastal enthusiast dreams of, combining luxury amenities with unparalleled nautical access. Located on a wide street this lot is easily accessible for larger RV's and 5th wheels. Features a newer separate concrete parking area for your vehicle and a large level concrete pad for the Rv. Comes complete

    Carmen Brake Waterfront Keys Realty Inc.

    701 Spanish Main Dr Unit 432, Cudjoe Key, FL 33042
  • 22552 Jolly Roger Dr, Cudjoe Key, FL 33042
    22552 Jolly Roger Dr, Cudjoe Key, FL 33042
    22552 Jolly Roger Dr, Cudjoe Key, FL 33042
    /6

    $499,000

    • Land
    • 6,969 Sq Ft
    • $3,118,750 per Acre

    22552 Jolly Roger Dr, Cudjoe Key, FL 33042

    Oceanfront lot in the Lower Keys overlooking Cudjoe Bay. Build your dream with expansive open-water views and ocean breezes. Prime waterfront setting with incredible potential. No current building permit; buyer to verify process and timelines. Rare opportunity to own a slice of paradise.

    Lauren Dunn Coldwell Banker Schmitt Islamorada

    22552 Jolly Roger Dr, Cudjoe Key, FL 33042
Florida Monroe County Cudjoe Key

Real Estate & Homes in Cudjoe Key, FL under $500,000

Home Trends in Cudjoe Key, FL

On average, homes in Cudjoe Key, FL sell after 74 days on the market compared to the national average of 57 days. The median sale price for homes in Cudjoe Key, FL over the last 12 months is $1,225,000, up 13% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,225,000
Median Single Family Sale Price
$1,300,000
Median 2 Bedroom Sale Price
$375,000
Average Price Per Sq Ft
$815
Number of Homes for Sale
11
Last 12 months Home Sales
15
Months of Supply
8.80
Median List Price
$1,377,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
13%
How to Buy a Home How to Finance a Home How to Sell a Home

In Cudjoe Key, you'll encounter a variety of homes and houses for sale priced under $500,000, providing affordable options for potential buyers. With 15 listings available, there's a wide selection to explore, from charming bungalows to contemporary townhouses. These properties offer an opportunity to enter the real estate market or diversify your investment portfolio without exceeding your budget. Discover the range of homes for sale under 500k in Cudjoe Key, FL and find the perfect fit for your homeownership goals.

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