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Cudjoe Key, FL Homes for Sale

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  • /37

    $999,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    22954 Buccaneer Ln, Summerland Key, FL 33042

    Welcome to 22954 Buccaneer Ln, a quintessential Florida Keys waterfront escape. Perfectly positioned on a rare corner canal lot, this property offers 191 feet of concrete dockage with quick, unobstructed access to open water--ideal for serious boaters. The exterior's inviting Keys-style cedar siding blends seamlessly with lush tropical landscaping, creating a relaxed island vibe from the moment

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (645) 230-1509

    22954 Buccaneer Ln, Summerland Key, FL 33042
  • /57

    $2,999,000

    • 3 Beds
    • 4 Baths
    • 3,747 Sq Ft

    22967 Redfish Ln, Cudjoe Key, FL 33042

    Custom Luxury Meets Waterfront Living on Cudjoe Key. Welcome to 22967 Redfish Lane -- a one-of-a-kind luxury home crafted by one of the Keys' most respected builders as his personal residence. This 3,747 sq ft coastal estate offers 3 bedrooms, 3.5 baths, and high-end custom finishes throughout.Step inside to find black walnut hardwood flooring, soaring tongue-and-groove ceilings, and a true

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (645) 900-8075

    22967 Redfish Ln, Cudjoe Key, FL 33042
  • /42

    $1,990,000 Open Sun 11AM - 1PM

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

    20771 2nd Ave W, Summerland Key, FL 33042

    Incredible Florida Keys living! High quality concrete construction, impact windows and doors and custom metal roof- this home is ABOVE FLOOD and has no stairs! Enjoy the ease of one level living, with the storm safety of being above flood. 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'

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    Sandra Tuttle

    Island Welcome Real Estate

    (786) 952-5792

    20771 2nd Ave W, Summerland Key, FL 33042
  • /48

    $3,499,000

    • 3 Beds
    • 2 Baths
    • 1,714 Sq Ft

    653 Sawyer Dr, Summerland Key, FL 33042

    Spectacular Oceanfront Retreat with canal front dockage! Experience the ultimate in Keys living at this beautifully renovated 3 bedroom, 2 bath oceanfront oasis with an additional canal-front lot featuring boat dockage just across the street. This smart, solar-powered home with 6 Tesla Powerwalls, 2 EV chargers, plus an annual check for excess energy production offers eco-conscious luxury with

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (645) 400-8268

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

    $1,699,000

    • 3 Beds
    • 2 Baths
    • 1,667 Sq Ft

    22865 Redfish Ln, Summerland Key, FL 33042

    The 'Island Life' awaits you in this stunning well thought out custom designed canal front property. This solid CBS home, nestled in lush tropical landscaping, features 3 bedrooms and 2 baths on an oversized 10,200 sq.ft. lot located in the tranquil setting of sought after Cudjoe Ocean Shores. This subdivision is extremely desirable due to the generous spacing between homes, as well as having

    Agent Photo

    Anneliese Dietrick

    Coldwell Banker Schmitt Lower Keys (KW)

    (305) 900-5290

    22865 Redfish Ln, Summerland Key, FL 33042
  • /51

    $1,079,000

    • 3 Beds
    • 3 Baths
    • 1,920 Sq Ft

    22841 Buccaneer Ln, Summerland Key, FL 33042

    Welcome to ''Cayo Casa Cudjoe,'' a tropical haven where the island lifestyle seamlessly blends with world-class fishing. Nestled on a beautifully landscaped triple lot, this waterfront gem offers the ultimate escape. The heart of this angler's paradise are the 2 covered boat slips, each equipped with their own lift; your gateway to the best fishing, diving and boating in the Florida Keys. Whether

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 244-8373

    22841 Buccaneer Ln, Summerland Key, FL 33042
  • /77

    $13,495,000

    • 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.

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    Jennifer Weeks

    Select Properties of NWFL

    (786) 882-8127

    21470 Overseas Hwy, Cudjoe Key, FL 33042
  • /46

    $2,999,999

    • 3 Beds
    • 2 Baths
    • 1,714 Sq Ft

    653 Sawyer Dr, Summerland Key, FL 33042

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (645) 238-6782

    653 Sawyer Dr, Summerland Key, FL 33042
  • /4

    $285,000

    • Land

    Unlisted Address

    Private Acre on Cudjoe Key. Lush, Tropical, and Near the Water Escape to your own secluded paradise in the Lower Keys! This just over an acre lot on Cudjoe Key is surrounded by beautiful equestrian properties and dense tropical foliage, offering unmatched privacy and tranquility. Located just seconds from a public boat ramp, you'll have easy access to world-class fishing, boating, and

    Agent Photo

    Coby Taylor

    Taylor & Assoc. RE, Inc.

    (786) 876-6382

    Unlisted Address
  • /28

    $995,000

    • 3 Beds
    • 2 Baths
    • 1,195 Sq Ft

    22922 Blackbeard Ln, Cudjoe Key, FL 33042

    This 3-bedroom, 2-bathroom stilted home offers 1,200 sq ft of thoughtfully designed space on a spacious canal-front lot.Enjoy the convenience of a 40 ft seawall, 10,000 lb boat lift, outdoor shower, and an enclosed garage with plenty of room for vehicles, boats, and water toys.Inside, the open-concept kitchen, living, and dining areas are equipped with brand-new appliances, ample cabinet space,

    Krystal Thomas eXp Realty LLC

    22922 Blackbeard Ln, Cudjoe Key, FL 33042
  • /43

    $1,925,000

    • 4 Beds
    • 2 Baths
    • 2,074 Sq Ft

    22562 Jolly Roger Dr, Summerland Key, FL 33042

    Jolly Roger Drive on Cudjoe Key, where custom design meets open water views. This 4-bedroom, 2-bathroom residence showcases a designer kitchen with Viking appliances and high-end finishes, perfect for entertaining. The first floor offers two guest bedrooms, an office, and a full bath, while the second floor features a spacious guest room and the primary suite with a private balcony, ensuite bath,

    Krystal Thomas eXp Realty LLC

    22562 Jolly Roger Dr, Summerland Key, FL 33042
  • /37

    $2,325,000

    • 3 Beds
    • 2 Baths
    • 2,050 Sq Ft

    22970 Gasparilla Ln, Cudjoe Key, FL 33042

    OPEN WATER VIEWS - CANAL WATERFRONT - CUSTOM HOME - DOUBLE LOT on Cudjoe Key. This 3 bedroom, 2 bathroom New Construction property will be ready to move in October 2025. Solid steel and concrete, standing seam white metal roof with impact windows and doors rated to 185 MPH. 2,050 total sq ft of living space includes a front porch, utility room on the lower level and a lanai off the back. A

    Joyce Craul Expert Realty LLC (HQ)

    22970 Gasparilla Ln, Cudjoe Key, FL 33042
  • /70

    $1,975,000

    • 3 Beds
    • 3 Baths
    • 2,295 Sq Ft

    20889 7th Ave W, Summerland Key, FL 33042

    Luxury Waterfront Living in Prestigious Cudjoe Gardens, ROOM FOR A POOL! Discover refined island living in the heart of one of the Florida Keys' most exclusive waterfront communities renowned for its deepwater access, upscale ambiance, and close proximity to Key West.This elegantly designed residence is positioned on an 8,000sf lot, offering exceptional canal frontage on a 50ft wide canal only 6

    Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

    20889 7th Ave W, Summerland Key, FL 33042
  • /55

    $1,750,000

    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft

    21865 Spain Blvd, Summerland Key, FL 33042

    Majestically positioned at the end of Spain Blvd, within the Prestigious Cudjoe Acres neighborhood. Discover 21855 & 21865 Spain Blvd. A Property that offers the kind of privacy that's almost impossible to find in the Florida Keys. Set on over 3 acres of land, this one-of-a-kind property is surrounded by naturally occurring native plants, mature trees, and freshwater ponds that encourage local

    Matthew Sheehan Ocean Sotheby's International Realty

    21865 Spain Blvd, Summerland Key, FL 33042
  • /42

    $2,300,000

    • 5 Beds
    • 3 Baths
    • 1,978 Sq Ft

    94 Sacarma Dr, Cudjoe Key, FL 33042

    Rare Licensed Oceanfront Short-Term Vacation Rental in the Lower Florida Keys. Welcome to Fandango, a highly successful transient (daily-weekly) vacation rental home offering an exceptional investment opportunity and a personal retreat. This stunning 5-bedroom, 3-bathroom property, built in 2011 and expanded in 2018, was thoughtfully designed as the ultimate family vacation rental retreat.

    Michelle Blades Realty Executives Florida Keys Old Town

    94 Sacarma Dr, Cudjoe Key, FL 33042
  • /59

    $1,599,999 New Construction

    • 4 Beds
    • 3 Baths
    • 2,136 Sq Ft

    142 Peg Leg Ln, Cudjoe Key, FL 33042

    Welcome to your dream coastal retreat! Perched on concrete stilts with sweeping views, this newer 4-bedroom, 3-bath luxury home offers the perfect blend of island elegance and modern comfort. Two spacious master suites provide privacy and flexibility, while the open-concept living space is framed by wide, breezy balconies -- ideal for soaking in the sunrise or entertaining guests in true Keys

    Alejandro Perez Amerifirst Realty

    142 Peg Leg Ln, Cudjoe Key, FL 33042
  • /6

    $550,000

    • Land

    21865 Spain Blvd, Summerland Key, FL 33042

    Over TWO acres of pristine land with native plants winding roads, storage sheds, and grassy areas. Natural Ponds and native wildlife greet you as you explore and walk through this expansive property. Birds, deer, turtle and natural hammock make this a one of kind spot, perfect for enjoying the untouched way the keys used to be! This offering is LAND only, Please also see home at 21855 Spain Blvd

    Matthew Sheehan Ocean Sotheby's International Realty

    21865 Spain Blvd, Summerland Key, FL 33042
  • /44

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft

    21855 Spain Blvd, Summerland Key, FL 33042

    Just over An acre of paradise in the Florida Keys--21855 Spain Boulevard is more than a home, it's a private retreat designed for those who value both space and privacy. Rarely does a property offer this combination of land, privacy, all just moments from open water. Set on over an acre of lush, natural landscape, the residence is thoughtfully positioned to create a sense of sanctuary from the

    Matthew Sheehan Ocean Sotheby's International Realty

    21855 Spain Blvd, Summerland Key, FL 33042
  • /43

    $1,175,000

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft

    22737 Blackbeard Ln, Cudjoe Key, FL 33042

    Welcome home to your coastal oasis! This stunning brand-new elevated home features three bedrooms, two bathrooms, with an open concept living room and kitchen plus a covered 10x30 porch. Additional features include impact resistance windows and doors, metal roof, Azek decking, powder coated aluminum railings, custom concrete dock (8x20) with a permitted 12,000 Ibs. boat lift with 298 sq. ft. of

    Terry Garcia Keller Williams Key West Compass Realty

    22737 Blackbeard Ln, Cudjoe 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
  • /2

    $29,000

    • Land

    Lot 17 Treasure Chest Dr, Cudjoe Key, FL 33042

    This is a 1 point lot to be used toward a building permit in Monroe County. Add to your current ROGO application or use it when submitting a new ROGO application to Monroe County. Contact Monroe County Planning Department for specific details on how and when these points can be used. Seller has several lots worth 1 and 2 points for sale if you are looking for additional points.

    Pamela Stangler Expert Realty LLC

    Lot 17 Treasure Chest Dr, Cudjoe Key, FL 33042
  • /2

    $29,000

    • Land

    Lot 16 Treasure Chest Dr, Cudjoe Key, FL 33042

    This is a 1 point lot to be used toward a building permit in Monroe County. Add to your current ROGO application or use it when submitting a new ROGO application to Monroe County. Contact Monroe County Planning Department for specific details on how and when these points can be used. Seller has several lots worth 1 and 2 points for sale if you are looking for additional points.

    Pamela Stangler Expert Realty LLC

    Lot 16 Treasure Chest Dr, Cudjoe Key, FL 33042
  • /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
  • /65

    $1,175,000

    • 4 Beds
    • 3 Baths
    • 2,448 Sq Ft

    165 Cutlass Ln, Summerland Key, FL 33042

    Discover Your Dream Waterfront Home in the Florida Keys! This stunning canal-front residence boasts 4 spacious bedrooms and 3 bathrooms. With 2,448 sq. ft. of thoughtfully laid-out living space, this home is perfect for accommodating large families and entertaining guests.Step onto the expansive covered balconies on both floors, where you can relax and take in the serene canal views. The generous

    Justyn Ewald Expert Realty LLC (HQ)

    165 Cutlass Ln, Summerland 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
  • /15

    $999,965

    • Land

    701 Spanish Main Dr Unit 369, 370, 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 with unbeatable waterfront views and 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. Take advantage of the double buildable lot

    Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

    701 Spanish Main Dr Unit 369, 370, Cudjoe 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
  • /23

    $3,750,000

    • 4 Beds
    • 4.5 Baths
    • 3,228 Sq Ft

    22815 Port Royal Ln, Summerland Key, FL 33042

    DIRECT OCEAN FRONT 323FT of Water Frontage- BOATERS PARADISE FOUND with room for 3 Boats on unobstructed sunset view over open water - oversized corner lot with water on 2 sides at end of a private road offering picture perfect sunsets in a protected bay! INCOME PRODUCING!, includes 175' of open water and 148' of canal frontage featuring a 90' concrete dock, and a private kayak launch. The main

    Rhonda Gailey Gailey Enterprises Real Estate

    22815 Port Royal Ln, Summerland 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
  • /9

    $199,500

    • Land

    Vacant Picard Ln, Cudjoe Key, FL 33042

    Waterfront vacant lot waiting for you: Build your dream home here! Located in the highly desireable Cutthroat Harbor Estates neighborhood. This is a fantastic opportunity to build your dream home,complete it with a boat dock to enjoy the Florida Keys Lifestyle. This property is situated on a quiet street with only 2 homes to pass by, and you're boat will be in the open water. It's off the beaten

    lee Sanders KeyIsle Realty

    Vacant Picard Ln, Cudjoe Key, FL 33042
  • /29

    $239,000

    • Land

    701 Spanish Main Dr Unit 621, Cudjoe Key, FL 33042

    RV Lot 621 - Priced to Sell!! Calling investors, locals and snowbirds - This is an active vacation rental, it also has rights to build a home, or just enjoy this for yourself year round or as a second homebase. Lushly Landscaped 35' x 69' Lot with Ocean Views & Full Hookups. This beautifully landscaped RV lot offers amazing privacy and is located in the gated, community of Venture out on Cudjoe

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 621, 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
  • /56

    $279,000

    • 1 Bed
    • 1 Bath
    • 368 Sq Ft

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

    Welcome to this well-maintained home located in the desirable all-age community of Venture Out on Cudjoe Key. This home offers more than meets the eye, featuring a spacious addition that includes a carpeted living area and a versatile flex room currently used as an extra sleeping space--ideal for guests or a home office.While the exterior is modest, the inside offers a comfortable, well-kept

    Kimberly Didrichsons Bluescape Real Estate

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

Showing Results 1 - 40, Page 1 of 2

Why Live in Cudjoe Key

Cudjoe Key, FL, is a small community known for its waterfront properties and unique attractions. The island, which began as a U.S. Air Force base in the late 1950s, features a mix of single-family homes and resort rentals, with much of the land remaining undeveloped. The National Key Deer Refuge, a 9,000-acre preserve, protects the endangered Key deer on the island. A notable feature is the aerostat site at the northern tip, where a large white blimp, nicknamed “Fat Albert,” hovers. Residential areas like Cutthroat Harbor Estates and Cudjoe Gardens offer stilt homes and canal-front properties, with prices ranging from $600,000 to over $3 million. The island lacks traditional parks, but residents enjoy water activities such as deep-sea diving, boating, and fishing. Bahia Honda State Park, located 15 miles away, provides additional outdoor recreation with its beach, hiking trails, and snorkeling sites. Dining options include Broil, a gourmet steakhouse, and The Bent Prop, known for its happy hour specials. For groceries, Murray’s Market is 2 miles away on Summerland Key, and a Winn-Dixie is 9 miles away on Big Pine Key. Students attend highly rated schools like Key West High School and Big Pine Academy. The Overseas Highway connects Cudjoe Key to Key West, 20 miles south, and Marathon, 30 miles north. Residents face high home and flood insurance premiums due to the island's susceptibility to hurricanes.

Frequently Asked Questions

What is the average home price in Cudjoe Key, FL?
Homes for sale in Cudjoe Key, FL have an average home price of $1,932,333.
How many homes have sold over the last 12 months in Cudjoe Key, FL?
11 homes have sold in Cudjoe Key, FL over the last 12 months.
What are the most popular zip codes in Cudjoe Key, FL?
The most popular zip codes in Cudjoe Key, FL include 33042, 33040 and 33043.
How much do you need to make to afford a house in Cudjoe Key?
The median home price in Cudjoe Key is $1,295,000. If you put a 20% down payment of $259,000 and had a 30-year fixed mortgage with an interest rate of 6.35%, your estimated principal and interest payment would be $6,450 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $276K a year to afford the median home price in Cudjoe Key.
How are the schools in Cudjoe Key, FL?
Cudjoe Key, FL has highly rated public and private schools. Some of the best schools in Cudjoe Key based on Niche Grades are Sugarloaf School and Key West High School. Browse all the schools in Cudjoe Key, FL to learn more.

Home Trends in Cudjoe Key, FL

Housing Trends

Median Sale Price
$998,000
Median Single Family Sale Price
$1,225,000
Average Price Per Sq Ft
$904
Number of Homes for Sale
9
Last 12 months Home Sales
11
Months of Supply
9.80
Median List Price
$1,295,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-22%
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