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2-Bedroom Homes for Sale in Cudjoe Key, FL

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  • /39

    $650,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 495, Cudjoe Key, FL 33042

    Welcome to this completely remodeled, direct canal front cottage located at 701 Spanish Main Dr in Cudjoe Key, FL. This beautiful property offers 2 bedrooms and 2 bathrooms within its 816 sq.ft. of finished living space. The home sits on a 2,568 sq.ft. lot, providing ample outdoor space for relaxing and entertaining. The property features a bright and airy interior with an open floor plan,

    Randal Longo Keys Realty Redefined LLC

    701 Spanish Main Dr Unit 495, Cudjoe Key, FL 33042
  • /53

    $949,000

    • 2 Beds
    • 2 Baths
    • 1,620 Sq Ft

    22852 John Silver Ln, Summerland Key, FL 33042

    Paradise Awaits on Cudjoe KeyDiscover 22852 John Silver Lane, a rare A-frame waterfront retreat in the peaceful Cutthroat Harbor Estates. This two-bedroom, two-bath home embodies the perfect balance of Keys character and modern comfort, wrapped in lush palms and native landscaping that create a true island sanctuary.Inside, soaring vaulted ceilings and impact-rated windows and doors fill the

    Matthew Sheehan Ocean Sotheby's International Realty

    22852 John Silver Ln, Summerland Key, FL 33042
  • /47

    $589,900

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 510, Cudjoe Key, FL 33042

    Oceanfront Paradise Awaits!Unit 510 in Venture OutExperience the epitome of waterfront Florida living in this charming two-bedroom, two-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home boasts:* Prime Canal front Location: Enjoy direct access to the water from your private 35 ft seawall.* Community Boat Ramp and boat washdown station.*

    Ian Calderwood Bluescape Real Estate

    701 Spanish Main Dr Unit 510, Cudjoe Key, FL 33042
  • /38

    $799,000

    • 2 Beds
    • 2 Baths
    • 860 Sq Ft

    22464 La Fitte Dr, Summerland Key, FL 33042

    Cudjoe Key Canal Front Living -- Newly renovated home with covered carport, custom master bath, real wood slim shaker cabinets, quartz countertops, and new appliances and A/C. Features impact doors/sliders, new floors, and fresh P-rock landscaping. Two open porches overlook a 60' canal for relaxing or entertaining. Permitted storage below is ideal for gear or tools. Yard is a blank slate--build

    Steven Koleno Beycome of Florida, LLC

    22464 La Fitte Dr, Summerland Key, FL 33042
  • /53

    $985,000

    • 2 Beds
    • 2 Baths
    • 888 Sq Ft

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

    Panoramic Ocean Views With 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

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042
  • /50

    $299,000

    • 2 Beds
    • 1 Bath
    • 738 Sq Ft

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

    Are you in search of a charming 2-bedroom, 1-bathroom property in Venture Out? Take a look at this listing, priced to sell and with the 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 space, and a convenient pass-through to the

    Jan Fritz Coldwell Banker Schmitt RE Co.

    701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042
  • /25

    $569,700

    • 2 Beds
    • 1 Bath
    • 718 Sq Ft

    701 Spanish Main Dr Unit 335, Cudjoe Key, FL 33042

    Licensed nightly rental. Brand new raised Sea Wall!! Discover island living at 701 Spanish Main Dr, Unit 335 in Cudjoe Key, FL. 2Bd/1Ba successful vacation rental located in a premium location on the water with open water views and features a 35' concrete seawall for docking a boat. Dock is equipped with dock posts, cleats, water, and storage. Large patio space to enjoy paradise overlooking the

    Sarah Dolson Keller Williams Key West Compass Realty

    701 Spanish Main Dr Unit 335, 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
  • /52

    $425,000

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042

    Transient Rental License! Welcome to the epitome of comfort and convenience in this Palm Harbor fully furnished two-bedroom, two-bath home located within the highly desirable Venture Out Community. This immaculate home is nestled around tropical landscaping with a relaxing patio out back. Step into the open concept living room and well-equipped eat-in kitchen, featuring a full line of new

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 635, 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
  • /40

    $344,999

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042

    Step in to your new tropical paradise! This cozy 2 bedroom, 1 bathroom mobile home in Cudjoe Key offers affordable keys living. Enjoy all of the amenities that come with being located in the well known Venture Out community. Venture Out is an individual owned residential condominium community with 24 hour gated security, located only 19 miles from the vibrant city of Key West! Parking for one

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 625, Cudjoe 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
  • /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 rent license. The floor plan makes the open water views as its main focus. Cook the catch of the day over looking the waters that you just caught that prized fish in. Sit back and watch

    Bobby Coe RE/MAX Keys Connection (KW)

    701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042
  • /45

    $1,950,000

    • 2 Beds
    • 2 Baths
    • 1,281 Sq Ft

    489 Sawyer Dr, Summerland Key, FL 33042

    OCEANFRONT & CANALFRONT GEM-- A Rare Slice of ParadiseThis exceptional 17,560 sq. ft. property offers the best of both worlds with stunning open water views and protected canal frontage. The main home is a beautifully maintained 2 bedroom, 2 bath residence featuring 155 feet of sweeping ocean vistas, impact windows and sliding glass doors, and a layout designed to showcase breathtaking sunrises

    Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

    489 Sawyer Dr, Summerland Key, FL 33042
  • /49

    $1,140,000

    • 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
  • /46

    $999,965

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    701 Spanish Main 369 370 Dr Unit 369, Cudjoe Key, FL 33042

    Boater's Paradise with Expansive Waterfront Views!Rare opportunity to own one of only three double lots in Venture Out on Cudjoe Key! This 2-bedroom, 2-bath home offers unbeatable waterfront living with a newer 70-ft concrete seawall equipped with davits, bumpers, swim ladder, fish cleaning station, and upgraded dock posts and cleats--perfect for accommodating your large boats. Enjoy sweeping

    Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

    701 Spanish Main 369 370 Dr Unit 369, Cudjoe Key, FL 33042
  • /48

    $850,000

    • 2 Beds
    • 2 Baths
    • 842 Sq Ft

    701 Spanish Main Dr Unit 172, Cudjoe Key, FL 33042

    Beautiful canal front home with open water views from your spacious open-air porch. Located in a gated community with TRANSIENT RENTALS and tons of amenities. 35' custom-tiled concrete seawall and covered carport w/storage room. Beautiful kitchen with double oven, stainless appliances, Corian countertops and lots of cabinets for all your storage needs. Open floor plan w/dedicated dining area,

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 172, 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
  • /44

    $2,650,000

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

    1176 Thatch Ln, Summerland Key, FL 33042

    Unobstructed Ocean views, your own Private Oasis! On a canal with easy access to both the Ocean and Back Country. Whether you're seeking a full time residence, vacation getaway, or income-producing investment, this waterfront gem checks every box! Huge 24,829 Sqft LOT with plenty of room to add on. The home has consistent vacation rentals booked 4+ months out of the year, every year!! (income

    Jonathan Minerick Homecoin.com

    1176 Thatch 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
  • /43

    $559,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042

    Welcome to your tropical retreat! This 2-bed, 1.5-bath canal-front mobile home in Cudjoe Key offers open ocean access and the perfect blend of comfort and affordability. Located in the desirable Venture Out community, this property is also a proven income-producing vacation rental, making it a fantastic investment opportunity.Venture Out is a residential condominium community with 24-hour gated

    Justyn Ewald Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 453, 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
  • /19

    $329,000

    • 2 Beds
    • 1 Bath
    • 756 Sq Ft

    701 Spanish Main Dr Unit 62, Cudjoe Key, FL 33042

    NIGHTLY RENTALS ALLOWED! Welcome to this immaculate 2-bedroom, 1-bathroom vacation retreat nestled at the picturesque southern tip of Venture Out, where the land gracefully meets the sea. The attention to detail is evident with luxurious travertine flooring added to this home. Don't let the square footage fool you. This home offers an open floor plan with an open kitchen over looking the family

    Susan Halligan Live Local Realty of the Florida Keys

    701 Spanish Main Dr Unit 62, Cudjoe 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
  • /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
  • /31

    $645,000

    • 2 Beds
    • 1 Bath
    • 740 Sq Ft

    701 Spanish Main Dr Unit 324, Cudjoe Key, FL 33042

    Step into a dreamy haven: this 2-bedroom, 1-bathroom mobile oasis perfectly situated in the Keys. Compact yet bursting with charm, this home offers direct Marina access, complete with a boat ramp, inviting you to embrace the serene waterside life. Thanks to the unparalleled weather of the Keys, the property's rear beckons you for perfect tanning sessions under the clear blue skies. For those with

    Monika Turek Karem Kramer Realty (KW)

    701 Spanish Main Dr Unit 324, Cudjoe Key, FL 33042
  • /31

    $750,000

    • 2 Beds
    • 2 Baths
    • 814 Sq Ft

    701 Spanish Main Dr Unit 333,334, Cudjoe Key, FL 33042

    Calling All Boating Enthusiasts! Experience the ultimate in waterfront living with this stunning 2-bedroom, 1.5 -bathroom house nestled on a spacious double lot, this gem boasts a 70-foot concrete seawall with davits -- perfect for your big boat! Plus, enjoy the convenience of two-car parking right at your doorstep. Step onto the large covered porch and soak in the breathtaking water views that

    Monika Turek Karem Kramer Realty (KW)

    701 Spanish Main Dr Unit 333,334, Cudjoe Key, FL 33042
  • /33

    $625,000

    • 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
  • /2

    $450,000

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    37 Yardarm Rd Unit 1, Cudjoe Key, FL 33042

    This sale is for three 5000 square foot lots. Two are undeveloped (bilders points TBD) One lot has an abandoned house so it is ROGO exempt.

    Joseph Ordini Keller Williams Key West Compass Realty

    37 Yardarm Rd Unit 1, Cudjoe Key, FL 33042

Home Trends in Cudjoe Key, FL

Housing Trends

Median Sale Price
$998,000
Median Single Family Sale Price
$1,200,000
Average Price Per Sq Ft
$909
Number of Homes for Sale
8
Last 12 months Home Sales
11
Months of Supply
8.70
Median List Price
$1,272,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-22%
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