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$249,000
620046 MLS
Build your Florida Keys dream in Cudjoe Key just 3 lots from open water. Dock has already been approved and house plans are ready to submit to the county to begin the ROGO process.

1155 Thatch Ln, Cudjoe
$425,000
2 Beds ⋅ 1 Baths ⋅ 619998 MLS
Enjoy the Salty Air from this Key Lime Gem in the Florida Keys! This furnished, 2 bedroom, 1 bathroom manufactured home has high ceilings that allow great entertaining from the kitchen, dining room, and living room area. Features a large master bedroom, full size bathroom with new vanity and new stackable washer/dryer, well stocked kitchen with a full line of appliances, metal roof, and tile floor throughout. Enjoy the tropical landscaped backyard while grilling dinner or relaxing on your private deck. Indulged in the community's amenities, including an oceanfront heated saltwater pool and jacuzzi for ultimate relaxation. A marina with a fuel dock, convenient store and boat launch for the boater enthusiasts. Stay active and engaged with pickleball and tennis courts! And for Kids' there's a playground where the little ones can have fun. 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 vehicle, no age restrictions, two pets allowed, and transient (1 day) rentals are permitted. Possible Seller Finance

701 Spanish Main Dr Unit 639, Cudjoe
$1,269,000
2 Beds ⋅ 2 Baths ⋅ 619922 MLS
Discover your personal sanctuary in the heart of Cudjoe Key, where authentic Florida Keys charm meets modern coastal luxury. This stunning 2-bedroom, 2-bathroom home has been thoughtfully updated to offer the ultimate waterfront lifestyle, just 21 miles from Key West's world-class dining and entertainment. The interior glows with natural light, highlighted by impact-resistant windows and elegant French doors leading to an open canal front balcony. The floor plan is designed for effortless living, featuring a sleek kitchen with a central island, 2025 updated Oven, Dishwasher, & microwave, remodeled bathrooms, a versatile bonus room, and a separate dining area that provides a front-row seat to the tranquil canal. For added convenience, the spacious walk-in closet includes an integrated washer and dryer, while a temperature-controlled thermostat and security system ensure year-round peace of mind. Perfectly situated for the avid mariner, the exterior features a concrete dock and a 10,000lb elevator boat lift. The lift currently accommodates a 2024 Boston Whaler 250 Outrage with twin 200hp Mercury Verado engines (no trailer), which is available for separate purchase. Enjoy a short, scenic canal ride from your backyard directly to the open ocean. Step outside into a secluded tropical retreat. The exterior boasts brand-new Hardie Board siding and a privacy fence encompassing an inground concrete pool finished with an elegant travertine pool deck. Beneath the home, a shaded entertaining space provides the perfect spot for lounging, complete with an outdoor shower and ample storage for kayaks, grill and water toys. Complete with a dedicated garage and plenty of parking, this property is the perfect home for family enjoyment as a primary residence or a seasonal retreat. Whether you are looking to make wonderful lifelong memories or simply wish to offset ownership expenses with a winter rental, this Cudjoe Key gem captures that sought-after ''Keys feel'' in every

116 Spanish Main Dr, Cudjoe
$1,399,000
2 Beds ⋅ 2 Baths ⋅ 619865 MLS
Island living becomes effortless at this beautifully maintained waterfront retreat in the heart of Cudjoe Gardens. Located on a deep-water canal with quick ocean access, this CBS pool home offers the rare combination of ground-level convenience while above the flood plain. From the moment you arrive the property feels inviting and relaxed. Tropical landscaping and manicured grounds create a private island atmosphere while the standing seam galvanized roof and concrete construction provide lasting durability and peace of mind. Inside, the home radiates warmth and coastal character. Vaulted wood tongue-and-groove ceilings draw your eyes upward and create an airy, open feel throughout the living spaces. The thoughtfully designed floor plan flows seamlessly between the kitchen, dining, and living areas, making the home ideal for entertaining family and friends after a day on the water. The kitchen is both stylish and functional with updated stainless appliances, generous cabinetry, pantry and a large dining bar for casual dining. Picturesque pool and water views are enjoyed from the living areas and primary suite. Outside is where this property truly shines. The new waterfront pool creates a resort-style centerpiece from the living area and is surrounded by multiple lounging and entertaining spaces. Relax beneath the tiki hut with a morning coffee, gather around the waterfront firepit at sunset, or enjoy evenings under the stars with the gentle breeze coming off the canal. For boating enthusiasts the deep-draft canal accommodates larger boats with a new 17K boat lift and quick ocean access. The nearby full-service marina offers fuel, bait, refreshments and boat ramp access while the neighborhood waterfront restaurant adds another layer of convenience and charm. Plenty of room for of your gear and toys in the 2-car attached garage. Located 20 minutes from Key West offering the perfect balance between peaceful island living and access to world-class dining and culture.

21012 6th Ave, Cudjoe
$1,399,000
3 Beds ⋅ 2 Baths ⋅ 619835 MLS
Welcome to your ROOFTOP RETREAT - a beautifully remodeled waterfront home at 22939 Gasparilla Lane in Cudjoe Key, where panoramic ocean views and relaxed Keys elegance come together in perfect harmony. From the spectacular rooftop deck to the light-filled interior, shimmering turquoise water creates a breathtaking backdrop throughout the home. This thoughtfully updated 3-bedroom, 2-bath concrete block residence offers 1,434 square feet of refined coastal living, enhanced by rich wooden ceilings that add warmth, character, and timeless island charm. The open living spaces flow effortlessly to the screened porch overlooking the canal -- the ideal setting for morning coffee, sunset cocktails, or unwinding after a day on the water. Designed with both comfort and functionality in mind, the property features a new metal roof, covered parking, fenced grounds, and a spacious downstairs utility/workshop area perfect for boating gear, paddleboards, fishing equipment, or hobbies. Perfectly positioned on a canal in the Lower Keys with easy boating access, Rooftop Retreat captures the essence of waterfront living with unforgettable ocean vistas and an inviting coastal atmosphere. Whether you're searching for a private island getaway, a second home, or an exceptional investment opportunity, this property delivers the very best of the Keys lifestyle.

22939 Gasparilla Ln, Cudjoe
$895,900
2 Beds ⋅ 2 Baths ⋅ 619710 MLS
Reduced over 100k for a quick sale! Boater's Paradise in Cudjoe Key under 1 million! 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 level offers a bonus unit, storage and covered porch. Upstairs, the main residence features a bright, open-concept living space with large impact-resistant windows and doors installed by the previous owners, offering both natural light and storm protection. The home is energy-efficient and move-in ready. Located in a quiet and highly desirable neighborhood in Cudjoe Key, this fully furnished gem is a rare opportunity to own a true Keys boater's dream home. Whether you're an avid fisherman or just looking for the ultimate waterfront lifestyle, this property is a must-see!

22961 John Avery Ln, Cudjoe
$949,000
3 Beds ⋅ 2 Baths ⋅ 619680 MLS
Where boating lifestyle and modern coastal design align, this fully renovated 3-bedroom, 2-bathroom home in Cudjoe Key delivers exceptional waterfront living. This completely reimagined residence is ideally positioned on a premier corner canal lot, offering approximately 190 feet of concrete seawall and dockage along two waterways, an exceptional setting for boating and waterfront enjoyment. Thoughtfully renovated throughout, the home showcases a clean coastal-modern design with new impact windows and doors, an elevated interior finish, and a beautifully updated kitchen featuring sleek cabinetry, premium surfaces, and an open layout ideal for entertaining. Light-filled living spaces flow seamlessly onto the newly replaced covered rear porch, where tranquil canal views create the perfect backdrop for relaxed indoor/outdoor living. The exterior stairs have also been recently replaced, complementing the home's refreshed and well-maintained feel. Boating enthusiasts will appreciate the 10,000 lb boat lift, expansive seawall/dockage, and quick access to open water via Cudjoe Bay. Downstairs, a large enclosure provides abundant storage space for tools, fishing gear, and boating equipment, an invaluable feature for Keys living. Located on a quiet street in an established neighborhood, this property offers a rare combination of modern updates and generous waterfront in the Lower Florida Keys.

22953 John Silver Ln, Cudjoe
$2,800,000
4 Beds ⋅ 3 Baths ⋅ 619615 MLS
SPECIAL DAILY TRANSIENT LICENSE!!! Experience one of the Lower Keys' rarest offerings at 21640 Overseas Highway,an extraordinary 1.2 acre open-water estate with panoramic ocean views, resort style amenities, and true investment upside. Opportunities like this almost never come to market from Key West to Summerland. With 3,286 sq ft per appraisal, this 4-bedroom waterfront residence delivers the scale, privacy, and setting luxury buyers search for but rarely find. From the moment you enter, the home is designed around the water. Expansive living areas, soaring ceilings, and oversized windows frame endless blue views while natural light fills the interior. The spacious layout offers multiple entertaining zones, generous bedroom suites, and the kind of footprint that allows a buyer to enjoy immediately or elevate into a signature Keys showplace. Outside is where this property separates itself from nearly everything else on the market. The massive parcel creates room to breathe, entertain, and enjoy waterfront living on a level almost impossible to replicate today. A private pool, sandy beach area, dockage, mature tropical grounds, and open-water backdrop combine to create a true resort atmosphere. Sunrise coffee, sunset cocktails, paddleboarding, boating, and stargazing all happen from your own backyard. Under the home, an immense garage / storage / workshop space offers rare functionality for collectors, boating gear, vehicles, trailers, hobbies, or business use. Very few waterfront homes in the Keys offer this level of usable enclosed space. For investors, this property's transient rental license potential is a major value driver. Large open-water estates with acreage and premium amenities command exceptional demand in the vacation market. With the right presentation and management plan, this is the type of asset that can serve as both a personal retreat and a high-performing income property. Lets take a look!!!

21640 Overseas Hwy, Cudjoe
$3,099,000
4 Beds ⋅ 3 Baths ⋅ 619589 MLS
Welcome to a refined waterfront pool home in the highly desirable Cudjoe Gardens neighborhood, where luxury meets laid-back island living. Located on a corner canal with 235' of waterfront this home is designed with life on the water in mind. Featuring two boat lifts, 15,000 lb and 12,000 lb, providing flexibility for multiple vessels along with a 2-car Garage for additional storage for all of your gear. Inside, the spacious 3 Bedroom, 3 Bath 3,056 sq. ft. home comfort and style blend with ease. The kitchen stands out with 6-burner Viking Range, Viking dishwasher, cabinet-front refrigerator, stainless appliances, pantry and generous space for entertaining, flowing seamlessly into the main living areas. Soaring ceilings fills the home, creating a bright and inviting atmosphere throughout. Upstairs a loft-style office and a dedicated theatre room offering a bar with beverage center provides the perfect setting for movie nights or game-day gatherings. The primary suite serves as a private retreat, complete with a lavish bath with bidet, separate shower and a relaxing jet tub, ideal for unwinding at the end of the day. Porches on both sides of the home overlook the canals and lead to a unique sandy point at the corner, offering a peaceful setting to take in water views and stunning sunset skies. After a day on the water relax by your waterfront heated salt pool or enjoy sipping cocktails on the screened lanai. Additional amenities include impact windows and doors, whole house generator and ice machine. Cudjoe Gardens is an upscale waterfront community known for its ground-level concrete homes thoughtfully built above the floodplain. The neighborhood is home to Cudjoe Gardens Marina, a convenient full-service stop for fuel, bait, and refreshments on your way to world-class fishing and diving. Residents also enjoy The Bent Prop, a beloved waterfront restaurant offering a true taste of the Keys lifestyle.

21090 5th Ave, Cudjoe
$1,725,000
4 Beds ⋅ 3 Baths ⋅ 619558 MLS
Oceanfront living on Cudjoe Key, where broad covered balconies, generous outdoor space, and a private boat launch put Keys waterfront life within reach. This four-bedroom, three-bath home is a study in coastal architecture -- large impact glass doors and windows frame open water views and pull natural light into every room. Soaring 26' ceilings and rich wood beams anchor the open-concept main level, which includes a renovated kitchen, dining space, living room, laundry, and two bedrooms with two full baths. Upstairs, a third bedroom sits at the top of the stairs, and a catwalk leads to the fourth bedroom with ensuite bath and a walkout deck framing panoramic open water views. The home has been restored to its former glory with modern updates layered in -- rustic accents meet open, light-filled spaces that let the oceanfront setting do the talking. Adjacent lot also available for even more ocean enjoyment. Seller financing available: 50% down, 6% for 15 years, no flood or wind insurance required. This home needs to be seen to be fully appreciated. Schedule your showing today.

22542 Jolly Roger Dr, Cudjoe
$499,000
619557 MLS
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.

22552 Jolly Roger Dr, Cudjoe
$30,000
619551 MLS
Still time to submit to receive 2 points into ROGO. Tier 3 lot in Cudjoe Key for ROGO Donation use. NO Building or RV allowed on this lot. Will receive 2 points - Letter attach 2 additional lots available each for $40,000

Bk 15 Lt, Cudjoe
$30,000
619549 MLS
Still time to submit to receive 2 points into ROGO. Tier 3 lot in Cudjoe Key for ROGO Donation use. NO Building or RV allowed on this lot. Will receive 2 points - Letter attach 2 additional lots available each for $30,000

Bk 15 Lt, Cudjoe
$30,000
619550 MLS
Still time to submit to receive 2 points into ROGO. Tier 3 lot in Cudjoe Key for ROGO Donation use. NO Building or RV allowed on this lot. Will receive 2 points - Letter attach 2 additional lots available each for $40,000

Bk 15 Lt, Cudjoe
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 619465 MLS
Welcome to your cozy coastal retreat in Cudjoe Gardens in the beautiful Florida Keys! This well maintained 2bedroom, 2bath CBS home offers 1,344 sq ft of comfortable island living with thoughtful upgrades throughout. Step inside to find custom cabinetry, adding both style and functionality to the home's inviting interior. Outside is where this property truly shines, featuring a private, small man made sandy beach, concrete seawall, and boat lift, making it a boater's dream with easy access to open water. Relax and entertain in true Keys fashion with a spacious patio, tiki hut, and outdoor shower Perfect after a day on the water. The garage provides added storage and convenience, while the cozy layout makes this home ideal as a full time residence, vacation getaway, or investment property. Located just minutes from Cudjoe Gardens Marina, local dining favorites, and world-class fishing and diving, this home offers the perfect blend of tranquility and adventure. Experience laid back coastal living at its finest your Keys escape awaits!

20868 W 5th Ave, Cudjoe
$1,299,000
3 Beds ⋅ 2 Baths ⋅ 619427 MLS
Experience the best of ocean-side living with no bridges to open water--a true boater's dream! This spacious 3-bedroom, 2-bath home offers 1,741 square feet of comfortable living designed for both relaxation and entertaining. A charming paver walkway welcomes you to elegant double-door entry, opening into a bright and expansive living area with soaring high ceilings. The open layout flows effortlessly into a well-appointed kitchen featuring stainless steel appliances. A dedicated dining area adds to the home's inviting feel. The private Master Suite is a peaceful retreat, complete with French Doors leading to a screened patio where you can enjoy gentle breezes year-round. A guest bedroom also features direct patio access with French Doors offering comfort and convenience for visitors. Step outside and embrace the waterfront lifestyle with an impressive 80-foot concrete dock, just minutes from open water and nearby marina access--ideal for boating, fishing, or simply enjoying the Florida Keys lifestyle. This is more than a home--it's your gateway to effortless coastal living. Don't miss this must-see opportunity!

21025 3rd Ave, Cudjoe
$875,000
2 Beds ⋅ 1 Baths ⋅ 619325 MLS
Ocean side location enjoy diving , fishing, dining from your boat come home to relax on your deck watching the sunset. Open floor plan new upgrades throughout.Several pictures added with staged furnishing for you to see what rooms could look like.Extra large property with plenty of room for your R/V, boats. Your own boat launch with plenty of dockage on your concrete seawall. Beautifully landscaped. Two large storage sheds with additional interior storage underneath the home. Here is a piece of paradise to grab and hang onto too. Only 20 minutes to Key West. Seller motivated Seller is motivated to sell this one of a kind location with private boat ramp with 90 feet of concrete seawall. Very large property* Plenty of room for all your requirements can keep R/V , boat trailer, extra vehicle and more* OCEAN SIDE* Some of the best boating opportunities in the Florida Keys* New Price to sell ASAP

22978 Port Royal Ln, Cudjoe
$3,300,000
3 Beds ⋅ 3 Baths ⋅ 619314 MLS
Experience elevated island living in this striking modern residence in Cudjoe Key, where sleek design meets the raw beauty of the Atlantic. This white contemporary home showcases a dramatic wall of glass along the oceanfront, creating a seamless connection between indoor living and the endless horizon beyond. The open-concept living space is flooded with natural light and anchored by breathtaking water views, where dolphins, rays, and vibrant marine life become part of your daily backdrop. Three luxurious en-suite bedrooms offer refined comfort and privacy, including a main-level guest suite and two upper-level retreats--one featuring a spa-inspired bath with a glass-tiled walk-in shower, the other with a soaking tub overlooking the ocean. Outdoor living is truly resort-inspired, with a private pool, expansive pool deck, and a fully appointed cabana lounge complete with bar, TV, and entertaining space. A rare private beach invites effortless paddle-outs into crystal-clear, opal-toned waters. Multiple balconies and a spectacular rooftop deck provide unforgettable sunrise and sunset views. The chef's kitchen is both functional and striking, featuring an oversized island with unique stone countertops, walk-in pantry, and direct access to a balcony with grilling area. Additional highlights include a poolside grill, ground-level laundry and storage, private dock, and boat ramp with immediate access to world-class fishing and diving. Located just 30 minutes from Key West, this exceptional waterfront retreat delivers the ultimate blend of modern luxury, privacy, and the unmatched lifestyle of the Lower Florida Keys.

1083 Labat Ln, Cudjoe
$339,000
2 Beds ⋅ 1 Baths ⋅ 619246 MLS
Great opportunity to own an income-producing home in the gated community of Venture Out on Cudjoe Key. This 2-bedroom, 1-bath mobile home features a cozy layout with a true Florida Keys feel throughout. The property is ideally situated on a private lot with no neighbors on one side or behind, offering added privacy and tranquility. Whether you're looking for a full-time residence or a turnkey vacation rental, this property checks all the boxes. Venture Out is a sought-after waterfront community known for its welcoming atmosphere and exceptional amenities, including a huge, heated saltwater pool overlooking the open ocean, community boat ramp, on-site store and fuel station, as well as pickleball, tennis, basketball, and bocce courts. Enjoy the best of Keys living with investment potential. Don't miss this opportunity to own in one of the Lower Keys' most desirable communities. Brand new mini split system installed 4/10/2026.

701 Spanish Main Dr Unit 28, Cudjoe
$267,000
1 Beds ⋅ 1 Baths ⋅ 619175 MLS
$21,000+ Gross Rental Revenue so far in 2026! Welcome to Conch Hideaway #423, a charming and income-producing tropical retreat located within the highly sought-after gated community of Venture Out in the Lower Florida Keys. This 1-bedroom, 1-bath island getaway offers the perfect blend of relaxed coastal living and strong investment potential. Currently operating as a successful vacation rental, the property has already generated over $21,000 in gross rental revenue for 2026, with approximately $17,000 in existing future reservations already secured as of June 5, 2026. Whether you're searching for a personal Florida Keys escape, a turnkey investment property, or both, this home is already producing income and ready to enjoy. Inside, you'll find a bright, coastal-inspired interior featuring an open-concept living space, Smart TV, and a pull-out sofa bed. The thoughtfully designed kitchen offers everything needed for easy vacation living, while the bedroom and full bathroom create a comfortable retreat after a day on the water. Step outside and relax in your outdoor space and enjoy the tropical breezes. A separate storage shed provides convenient space for fishing gear, bicycles, and beach essentials. Located at Mile Marker 23 on Cudjoe Key, Venture Out is a private, 24-hour gated oceanfront community known for its exceptional amenities and vibrant island atmosphere. Residents and guests enjoy access to a heated saltwater oceanfront pool and hot tub, boat ramp, fuel dock, ship store, tennis and pickleball courts, basketball and bocce courts, saltwater swimming lagoon, recreation center, market, post office, and golf cart-friendly streets throughout the community.

701 Spanish Main Dr Unit 423, Cudjoe
$450,000
613876 MLS
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 Views all with a preferred eastern exposure. 45 Foot Dock Permits with Boat Lift & Davit. There is also room for a pool w/screened enclosure. This location is centrally located just 30-minute ride (19 miles) to Key West or 45-minutes to Marathon. Water and Sewer is in the street ready to access. There are 3 vacant lots across the canal (Thatch Ln) were purchased by Monroe County (lots 12,13 & 14) which provides added privacy and extra boating navigation because they will never build on them. Vacant lots across the street, also owned by Monroe County (Basque Ln) are considered to be elevation wet lowlands, dry lots offering even more privacy and fantastic sunset views! Save almost 100K on building costs as there is no requirement on this permit for a Cistern, Solar Power, Grey Water & Ductless Heating! Please click on the documents tap for additional information. Please call the Monroe County Building Department for any Permit-ROGO details or questions. Start building today as building permits could be non-existent in the future!

1147 Basque Ln, Cudjoe
$595,000
2 Beds ⋅ 2 Baths ⋅ 618979 MLS
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 cozy and inviting interior, complete with all the essentials for a seamless transition. The open-concept living area flows effortlessly, providing a warm atmosphere for gatherings or quiet evenings. Outside, you'll find a concrete seawall, perfect for fishing enthusiasts and water lovers alike. The included fish cleaning station makes it easy to prepare your catch right at home. With ample outdoor storage space underneath the house, you'll have plenty of room for kayaks, fishing gear, or seasonal decorations. Located in a prime area that allows for nightly rentals, this property is not only a fantastic home but also a lucrative investment opportunity. Whether you're looking to enjoy your own slice of paradise or generate rental income, this home has it all. Don't miss your chance to own this charming coastal retreat. As part of the Venture Out community, you'll enjoy an array of amenities at your doorstep. Dip into the massive saltwater swimming pool overlooking the ocean, or take advantage of the marina store and fuel station. Sports enthusiasts will love the two lighted tennis courts, pickleball, basketball, and bocce courts. The recreation hall and community pavilion host a variety of activities and events, making it easy to connect with neighbors and make new friends. This golf cart-friendly community also features a boat ramp, giving you direct access to the stunning waters of the Florida Keys. Whether you're looking for a vacation home, rental investment, or a permanent paradise, this property has it all!

701 Spanish Main Dr Unit 604, Cudjoe
$460,000
618910 MLS
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 Home The 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 electric service. A paved pad offers plenty of space for slide-outs, plus extra room for outdoor living or storage. Situated in the Venture Out community, you'll enjoy 24-hour gated security and a convenient location just 19 miles from Key West. The lot allows one vehicle, two pets, has no age restrictions, and permits daily rentals. Community amenities feature an oceanfront heated saltwater pool and jacuzzi, marina with fuel dock, convenience store, boat launch, and pickleball, basketball, and tennis courts. Whether you're looking for a vacation spot, rental income, or a full-time home base, this property offers an easy way to enjoy the Florida Keys lifestyle.

701 Spanish Main Dr Unit 84, Cudjoe
$445,000
618458 MLS
ROGO exempt RV Lot 496 - Waterfront Lot in Venture Out, Cudjoe Key, Mile Marker 23 Bring 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 a 35' concrete seawall, providing excellent water access for boating and fishing. Additional improvements include a round concrete picnic table and a storage container onsite for convenient equipment and personal storage. The lot is just a short walk to the center of the community, allowing easy access to Venture Out amenities, including a heated saltwater swimming pool, tennis courts, pickleball courts, bocce courts, an onsite boat ramp, boat wash-down station, and marina store/market. The location is well known for excellent fishing, with quick access to both the Atlantic Ocean and backcountry waters. An excellent opportunity to own a paved waterfront RV lot in one of the Lower Keys' most desirable gated communities.

701 Spanish Main Dr Unit LOT 496, Cudjoe
$460,000
617378 MLS
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 with 50/30/20 Amp electric service, dedicated water, and sewer hookups. With 32 ft of private concrete bulkhead perfect for docking a boat or jet skis. The lot is spacious enough to accommodate a comfortable seating area. With recent new landscaping on a drip irrigation system, and additional space on seawall allowing you to maximize your outdoor time. This isn't just a lot; it's a vibrant community. ROGO exempt ready to build lot. Enjoy heated pool, laundry facilities, and organized events. Whether you're looking for a permanent snowbird retreat, a weekend getaway, or a smart rental investment, this lot delivers. Seller says bring offers. Opportunities to own waterfront property in Venture Out are rare—don't let this one float by!

701 Spanish Main Dr Unit 432, Cudjoe
$5,995,000
13 Beds ⋅ 7 Baths ⋅ 618705 MLS
Rare income-producing open-water compound on Cudjoe Key featuring 5 cottages plus a spacious main house. This gated, turnkey waterfront property offers direct open-water views, private dockage with ample boat space, on-site boat ramp, swimming pool, and lush tropical landscaping. Ideal for vacation rental income, corporate retreat, or private family compound. Each unit is well-appointed for guest comfort and positioned to maximize privacy. Excellent boating access to world-class fishing and diving. Strong investment opportunity in the Lower Keys with established income potential. Zoned Sub Urban Residential with one Buildable Sub Urban Commercial Lot, verify with the County. Included Parcel#'s Sub Urban Residential 00174920-000200, 00174920-000300, 00174920-000400, 00174920-000000, 00174920-000100, 00174920-000500. Sub Urban Commercial 00174920-000600. Owner is licensed Realtor The property is also listed with 9 additional units MLS #612522.

21470 Overseas Hwy, Cudjoe
$1,799,000
3 Beds ⋅ 3 Baths ⋅ 618500 MLS
Tucked into the sought-after waterfront enclave of Cudjoe Gardens, 51 Sawyer Drive offers the rarest of Florida Keys luxuries: ground-level living above base flood elevation. Built with integrity from solid concrete block and enhanced by Pella windows and a standing seam metal roof, this residence delivers peace of mind and timeless appeal. Boaters will appreciate the 80-foot concrete dock, direct ocean access via a 60-ft wide canal, and proximity to the neighborhood marina. Enter through a covered entry into an airy Great Room with soaring ceilings and newly installed marble-look tile, giving the space a crisp, clean feel. The spacious kitchen features warm wood cabinetry, generous counter space, and casual bar seating—ideal for entertaining. A primary suite retreat includes his-and-hers closets and a spa-like bath, plus an adjacent den that offers flexibility as a 4th bedroom, home office, or studio. The attached 2-car Garage allows plenty of space for all your toys. The tropically landscaped yard with shady palms and pretty brick drive boasts picturesque curb appeal. Cudjoe Gardens offers a full-service marina, fueling station, and a charming canal-side restaurant—all moments from your front door. Just 20 miles to Key West, this is an exceptional opportunity to enjoy world-class boating and tropical elegance without stairs or compromise.

51 Sawyer Dr, Cudjoe
$485,000
1 Beds ⋅ 1 Baths ⋅ 613336 MLS
Oceanfront Paradise Awaits! Unit 182 in Venture Out Experience 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 boat washdown station. * Spacious Florida Room: Expand your living space with a delightful air-conditioned Florida room, perfect for relaxing and soaking in the coastal breeze. * Community Amenities: Indulge in a resort-style lifestyle with access to a huge heated pool, spa, clubhouse, pickleball courts, tennis courts, basketball courts, bocce courts, ocean swimming area and more! * Well-Maintained: This home has been meticulously cared for and is ready for you to move in and enjoy. * Gated Community: Cruise around the property in your golf cart to the community store or to join in on the numerous community activities. Live with peace of mind in a secure and exclusive gated community. Don't miss this rare opportunity to own a piece of paradise! * Exclusivity: The gated community adds a sense of security and prestige. * Nightly Rentals Allowed! Plenty of potential for rental income.

701 Spanish Main Dr Unit 182, Cudjoe
$1,575,000
3 Beds ⋅ 2 Baths ⋅ 618413 MLS
The Best Boating Access in the Lower Keys, hands down!!! 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 the best boating access to BOTH the Atlantic and Gulf via Kemp Channel. Kemp is one of the deeper easier channels to navigate to the Gulf and has a much higher bridge clearance to get under US 1 for quick access to the Atlantic. This combined with having 85' of canal frontage on an extra wide canal with lots of room to maneuver, makes this property perfect for bigger boats. The luxurious tongue and groove western red cedar lined ceilings carry through to the exterior porch and soffit. High end red Burch cabinets, granite counters, and Italian travertine flooring compliment the cathedral ceilings perfectly. The pocket style sliders allow you to open the entire living area up to the covered porch to create an even grander feel. The gourmet kitchen offers a Sub Zero 156 bottle wine cooler with 2 temperature zones in addition to top of the line appliances such as Bosch, and kitchen Aid. The split floor plan is ideal for added privacy. All bedrooms have 9' ceilings and cedar lined closets w/custom shelving while the baths feature granite counters on solid maple vanities with Alinea True Color Cosmetic light fixtures. Throughout this home you'll find gorgeous custom tile and marble work top shelf hardware and fixtures. This home also has a 36 KW whole house generator, a 1,200 lb. cargo elevator lift, a 17,000 lb. boat lift, and a circular paver driveway. No expense was spared!! Across from government-owned land, ensuring additional privacy and a naturally tranquil setting.

22865 Redfish Ln, Cudjoe
$525,000
2 Beds ⋅ 2 Baths ⋅ 618300 MLS
Canal-front Paradise Awaits! Incredible view from your back deck! Unit 453 in Venture Out. Experience the epitome of waterfront Florida Keys 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 17 ft seawall. * Community Boat Ramp and boat washdown station. * Community Amenities: Indulge in a resort-style lifestyle with access to a huge heated pool, spa, clubhouse, pickleball courts, tennis courts, basketball courts, bocce courts, ocean swimming area and more! * Well-Maintained: This home has been very well cared for and updated and is ready for you to move in and enjoy. * Gated Community: Cruise around the property in your golf cart to the community store or to join in on the numerous community activities. Live with peace of mind in a secure and exclusive gated community. Don't miss this rare opportunity to own a piece of paradise! * Exclusivity: The gated community adds a sense of security and prestige. * Nightly Rentals Allowed! * Excellent rental income potential!!

701 Spanish Main Dr Unit 453, Cudjoe