Cudjoe Key FL Real Estate & Homes for Sale

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Beds:
1
Baths:
1.00
Sq.Ft.:
340
Status:
NEW LISTING
MLS#:
619935
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.04 Acres
Year built:
1979
Courtesy: Bluescape Real Estate 305-203-2537
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ADDITIONAL INFORMATION

Welcome to Coconut Cottage #653, a charming island retreat located in the gated waterfront community of Venture Out on Cudjoe Key. This cozy 1BD/1BA home is the perfect Florida Keys getaway, ideal as a vacation rental investment, seasonal escape, or personal retreat. Turn-key and ready to enjoy or rent immediately, this property offers excellent income potential with nightly rentals allowed in the community. Inside, you'll find a bright and comfortable layout with an in-home washer and dryer and inviting living spaces designed for easy island living. Step outside to your private backyard oasis with tropical landscaping, perfect for relaxing after a day on the water. Located just a short walk from Venture Out's incredible resort-style amenities including an 80' heated saltwater pool, marina store with fuel, boat ramp, saltwater swimming lagoon, tennis, pickleball, bocce, basketball courts, and more. Venture Out is a golf cart-friendly, 24-hour gated community at MM 23 offering quick access to both the Atlantic Ocean and backcountry waters. Just minutes from local favorites like Square Grouper, Mangrove Mama's, Kiki's Sandbar, and only about 20 minutes from Key West. Whether you're looking to unwind, boat, fish, or generate rental income, Coconut Cottage delivers the ultimate Florida Keys lifestyle.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,100
Status:
NEW LISTING
MLS#:
B26029208
Type:
Single Family
Subdivision:
CUTTHROAT HARBOR ESTS
Lot size:
0.17 Acres
Year built:
1990
Courtesy: Florida Keys Realty Group 305-923-5658
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ADDITIONAL INFORMATION

Discover your personal island sanctuary in the heart of Cudjoe Key, where every day feels like Margaritaville. This stunning 2-bedroom, 2-bathroom single-family home has been thoughtfully updated to offer the ultimate waterfront lifestyle, featuring a sleek kitchen with a central island, 2025 updated appliances and two beautifully remodeled bathrooms. The interior glows with natural light, highlighted by impact-resistant windows and elegant French doors that lead to an open balcony. The floor plan is designed for effortless living, including 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 features an integrated 2025 washer and dryer, while a temperature-controlled thermostat and security system ensure year-round comfort and peace of mind. The exterior of the home is just as impressive, boasting brand-new Hardie Board siding updated within the last year and a full privacy fence that creates a secluded tropical retreat. Step outside to find a backyard oasis complete with swaying palm trees and an inground concrete pool featuring decorative tiling and a stylish paver deck. Boaters will fall in love with the concrete dock slip, which comes equipped with a 10,000 lbs elevator boat lift, offering ocean access in just minutes. Beneath the home, you'll find ample garage parking and massive storage space for your kayaks, grill, and water toys, along with a refreshing outdoor shower. Perfectly capturing that sought-after "Keys feel," this home is the ideal blend of relaxation and adventure.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
619870
Type:
Single Family
Subdivision:
Cudjoe Ocean Shores (23.0)
Lot size:
0.17 Acres
Year built:
1996
Courtesy: Berkshire Hathaway HomeServices Knight & Gardner Realty 305-294-5155
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ADDITIONAL INFORMATION

Experience elevated island living in this beautifully renovated concrete home located in the heart of Cudjoe Key. Situated on desirable Privateer Drive, this stunning 4-bedroom, 1,800 square-foot residence perfectly combines modern upgrades, durable construction, and tropical outdoor luxury. Thoughtfully redesigned with stylish finishes and an open-concept layout, the home offers spacious living areas filled with natural light and designed for effortless entertaining. The elevated concrete construction provides both peace of mind and practicality, while the lushly landscaped grounds create a private resort-style atmosphere. The show-stopping backyard oasis features a large in-ground concrete saltwater pool surrounded by mature tropical landscaping, expansive lounging areas, and multiple spaces to relax or entertain in complete privacy. Whether enjoying quiet mornings poolside or hosting sunset gatherings, this property captures the very best of Florida Keys living. Move-in ready, this exceptional home is ideal as a primary residence or income-producing investment property. Property Features 4 Bedrooms 2 Bathrooms Approximately 1,800 SF of renovated living space Elevated concrete construction Beautifully updated interior Open-concept living, kitchen, and dining areas Spacious renovated kitchen with modern cabinetry and upgraded appliances Updated bathrooms with designer finishes Large primary suite with private bath Durable metal roof Central air conditioning Extensive covered outdoor living space Resort-style in-ground concrete saltwater pool Lush tropical landscaping creating exceptional privacy Multiple outdoor entertaining and lounging areas Ample storage space Covered parking and plenty of room for vehicles, boats, or trailers Low-maintenance tropical property Enjoy living in Paradise island style!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,372
Status:
Active
MLS#:
619865
Type:
Single Family
Subdivision:
Cudjoe Gardens (21.0)
Lot size:
0.2 Acres
Year built:
1995
Courtesy: Coldwell Banker Schmitt Real Estate Co 305-809-1400
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,434
Status:
Active
MLS#:
619835
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.14 Acres
Year built:
1999
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
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ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
2.00
Sq.Ft.:
960
Status:
Active
MLS#:
619710
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.14 Acres
Year built:
1990
Courtesy: Casa Miami Real Estate 305-345-3315
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ADDITIONAL INFORMATION

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!

Beds:
2
Baths:
2.00
Sq.Ft.:
864
Status:
Active
MLS#:
619635
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
2002
Courtesy: Expert Realty LLC (HQ) 305-587-7330
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ADDITIONAL INFORMATION

Spectacular peekaboo open water views abound with this updated 2 bed/2 bath canal front home with 35 foot seawall. Located in a gated community with tons of amenities. New kitchen w/Caesar quartz countertops, full backsplash, new stainless steel appliances, Koehler sink, modern, white cabinets with an abundance of storage, including a large center Island. Open concept floor plan with open water views from the dining area and deck, dedicated dining nook and large porch off the dining room complete with balmy breezes and canal views. Large en-suite master bed/bath with ample size guest bed/bath. House comes furnished with a Keys vibe, just bring your swimsuit, your boat and get ready to enjoy the beautiful water and activities in the Florida Keys!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,286
Status:
Active
MLS#:
619615
Type:
Single Family
Subdivision:
Sacarma (21.0)
Lot size:
1.17 Acres
Year built:
1985
Courtesy: Key West Luxury Real Estate Inc (KW) 305-849-8683
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ADDITIONAL INFORMATION

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!!!

Beds:
3
Baths:
3.00
Sq.Ft.:
3,056
Status:
Active
MLS#:
619589
Type:
Single Family
Subdivision:
Cudjoe Gardens (21.0)
Lot size:
0.29 Acres
Year built:
2011
Courtesy: Coldwell Banker Schmitt Real Estate Co 305-809-1400
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,488
Status:
Active
MLS#:
619513
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.37 Acres
Year built:
1974
Courtesy: Live Local Realty of the Florida Keys 305-906-1100
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ADDITIONAL INFORMATION

Stop dreaming and start packing. Situated on a massive, double-fenced corner lot, this 3-bed, 2-bath home is the ultimate playground. There is enough room to park all your toys, boats, cars, and RV. Your 4-legged family members will love their own large yard. With no HOA, you even have ample space for a chicken coop. A large saltwater pool is perfect for soaking up the sun and enjoying a peaceful afternoon. There is a bonus room for an office or a Zen den. Roof is 2018. In addition, Lot 2, part of the property, includes a potential buildable lot, a rare opportunity to have a second residence, guest house or future income producing home.Buyer to verify. A significant long term value! This Jolly Roger can be your own slice of paradise, come soak up the sun! Seller is licensed Real Estate agent in the state of Florida.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,440
Status:
Active
MLS#:
619558
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.15 Acres
Year built:
1982
Courtesy: Coldwell Banker Schmitt Islamorada 305-664-4470
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ADDITIONAL INFORMATION

Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a testament to coastal architecture. Broad, covered balconies, generous outdoor spaces, and a private boat launch capitalize on Keys waterfront living. Large impact glass doors and windows frame ocean views and invite natural light into every room. Soaring, 26' ceilings enhance the open-concept layout with rich wood beams amplifying the aesthetic. The main floor living space includes a renovated and modern kitchen, dining space, living room, laundry, two bedrooms and two bathrooms. Ascend to the upper floor to find a third bedroom perched at the top of the stairs. A catwalk connects the fourth bedroom with ensuite bath and walkout deck that provides spectacular panoramic open water views. The home itself tells a story through design. Restored to its former glory, with additional modern amenities, and blending rustic accents with open, light-filled spaces to showcase the oceanfront setting. This home needs to be seen to be fully appreciated. Schedule your showing today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
619465
Type:
Single Family
Subdivision:
Cudjoe Gardens (21.0)
Lot size:
0.18 Acres
Year built:
1995
Courtesy: Coldwell Banker Schmitt RE Co. 305-872-3050
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ADDITIONAL INFORMATION

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!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,741
Status:
Active
MLS#:
619427
Type:
Single Family
Subdivision:
Cudjoe Gardens (21.0)
Lot size:
0.18 Acres
Year built:
1989
Courtesy: Coldwell Banker Schmitt Real Estate Co 305-809-1400
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ADDITIONAL INFORMATION

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!

Beds:
2
Baths:
1.00
Sq.Ft.:
900
Status:
Active
MLS#:
619325
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.2 Acres
Year built:
1977
Courtesy: Lokation Real Estate 954-545-5583
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ADDITIONAL INFORMATION

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*

Beds:
3
Baths:
3.00
Sq.Ft.:
2,295
Status:
Active
MLS#:
619314
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.35 Acres
Year built:
1992
Courtesy: Island Welcome Real Estate 305-923-9161
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ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,951
Status:
Active
MLS#:
619299
Type:
Single Family
Subdivision:
Cudjoe Gardens (21.0)
Lot size:
0.29 Acres
Year built:
1997
Courtesy: Berkshire Hathaway HomeServices Knight & Gardner Realty 305-294-5155
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ADDITIONAL INFORMATION

FISHERMAN'S DREAM! BIG BOATS WELCOME! DEEP WATER! LARGE WATERFRONT HOME in the prestigious neighborhood of Cudjoe Gardens. When you first walk up you will notice the beautiful landscaping, tropical fruit trees, key limes, mangoes, lemons, bananas and avocados! This stunning and elegant concrete residence on elevated lot, offers the perfect harmony of luxury and comfort. All new impact windows & doors, framed by custom plantation shutters. Every space has been meticulously curated, brand-new AC, and more! This incredible property with almost 3,000sf offers an open and spacious floor plan. The living area blends seamlessly with the screened in lanai with full bar, concrete heated, saltwater pool and overflow hot tub, offering full sun during the day. Leave the full wall of glass doors open to allow the fresh breeze of the Florida Keys as well as the gentle sound of the pool's waterfall. The Custom Chef's Kitchen has top of the line Stainless Steel Appliances, new wine cooler, Granite Countertops, huge island, and Custom Cabinetry. The home has a large master bedroom suite with its own living room/office/exercise area, sliders to back yard, 2 closets, and wonderful bathroom with spa like shower. 2 large guest bedrooms with full bath, an incredible Mother In Law/Guest Suite set up as bedroom sleeping 4-8 people with living area, with it's own driveway and private entrance and access to lanai, gorgeous bamboo flooring with inlayed Compass Rose and ceiling made of river recovered heart cypress, walk in closet designed as storm shelter, and full bath. Other features, outdoor kitchen and bar, 1 car garage with ample storage, double boat lift 20,000lb, 5 ft draft, 2 Ace 5,500lb davits, 100x10 concrete dock, Killer Dock brand fish cleaning station, commercial ice maker, and 5 min. Ride from the Ocean or Gulf, Fuel, Marina, and Tackle store, perfect for the avid fisherman. Wide canal, flow thru canal. This property is a boat lover, fisherman, and chef's Dream Home

Beds:
2
Baths:
1.00
Sq.Ft.:
728
Status:
Active
MLS#:
619246
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
1983
Courtesy: Bluescape Real Estate 305-203-2537
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,560
Status:
Active
MLS#:
B26007553
Type:
Single Family
Subdivision:
CUTTHROAT HARBOR ESTS
Lot size:
0.14 Acres
Year built:
1980
Courtesy: Global Luxury Realty LLC 305-968-9442
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ADDITIONAL INFORMATION

Following a monumental $200,000 price drop, this rare waterfront opportunity is available at an unbeatable price point. Launch your boat from your backyard for world-class access to the Atlantic Ocean and Gulf of Mexico. Unlock instant equity with virtual additions in the photos and below-market pricing; there is significant room to secure this property way below market value after completing updates similar to those shown. An update list with estimated pricing is provided upon request. This diamond in the rough is priced for a quick sale, allowing you to build custom equity from day one. With a solid foundation & breathtaking panoramic views, it's the ultimate project for a savvy investor to turn this house into the crown jewel of the shoreline! At this reduced price, it won't last.

Beds:
1
Baths:
1.00
Sq.Ft.:
316
Status:
Active
MLS#:
619175
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
1970
Courtesy: Bluescape Real Estate 305-203-2537
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ADDITIONAL INFORMATION

INCOME PRODUCING POWERHOUSE! Welcome to 'Conch Hideaway' #423, a proven tropical retreat and turnkey business in the premier Venture Out community. This charming 1BD/1BA home is a high-performing vacation rental that grossed $30,705 in 2025! INVESTMENT HIGHLIGHTS: Already live with rentals for 2026, this property has 27 days currently booked with $2,085.05 in gross revenue transferring to the buyer. As one of the rare dog-friendly units in the park, it captures a high-demand market segment, ensuring consistent occupancy. The efficiently designed interior is bathed in natural light, creating a bright, coastal atmosphere. Relax in the private side yard--perfect for morning coffee or sunsets. A storage shed provides ample room for beach gear. Venture Out is a 24-hour secured, gated community at MM 23 with elite amenities: oceanfront heated saltwater pool, marina, ship store, fuel dock, and boat launch. Enjoy the rec hall, or hit the bike path leading to local shopping and dining. Only 19 miles from Key West. Sold 'As-Is' and fully furnished--start earning the day you close!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,518
Status:
Active
MLS#:
619181
Type:
Single Family
Subdivision:
Cudjoe Ocean Shores (23.0)
Lot size:
0.23 Acres
Year built:
1972
Courtesy: Internet Realty of the Florida Keys 305-745-9088
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ADDITIONAL INFORMATION

Prestigious ''Cudjoe Ocean Shores'' home with quick, deep boating access to both the Atlantic and the Gulf. 85 feet of concrete dock with heavy duty davits and a large step-down water entrance for your backyard swimming and boating pleasure. This immaculate 3 bedroom, 3 bath home comes with a 10,200 Square Foot Lot, New Kitchen with Stainless Appliances, New Full Bath, Impact Windows and Doors, Metal Roof, Lush Landscaping, Haden Mango Tree, Royal Poinciana Tree and plenty of room for a pool! The home also comes with a unique downstairs private one bedroom, one bath suite for extra family and friends. This sought after Cudjoe Ocean Shores neighborhood is conveniently located just minutes from Key West. This home is easy and fun to show! Don't miss this one!!!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,144
Status:
Active
MLS#:
619124
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.13 Acres
Year built:
1984
Courtesy: Buy The Keys 305-916-9020
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ADDITIONAL INFORMATION

PRICE REDUCED!! - UPDATED CANALFRONT HOME WITH 60' OF DOCKAGE Don't miss this exceptional opportunity to own a beautifully upgraded canalfront home in Cudjoe Key, offering 60 feet of seawall dockage and effortless access to the open water. This fully renovated 3-bedroom, 2-bath stilted home combines modern finishes with laid-back Florida Keys style, creating the ideal setting for full-time living, a vacation retreat, or an idyllic investment property. Step inside to a light-filled interior featuring a stylish, updated kitchen with quartz countertops, stainless steel appliances, and a seamless flow into the comfortable living area--perfect for everyday living or entertaining guests. The home has been thoughtfully improved throughout, providing a clean, move-in-ready feel with attention to both design and functionality. Outdoor living takes center stage with spacious covered decks and multiple lounging areas designed to capture the island breeze. The property is surrounded by lush, low-maintenance tropical landscaping, giving you privacy without the upkeep. Downstairs, the elevated (stilted) construction provides ample covered parking and shaded space, along with additional off-street parking for guests, trailers, or extra vehicles. Boaters will love the 60 feet of canal frontage, offering convenient dockage right outside your door--perfect for quick access to fishing, diving, and exploring the Lower Keys. Whether you're seeking a waterfront home in the Florida Keys, a weekend escape, or a proven rental opportunity, this Cudjoe Key canalfront property delivers on location, upgrades, and lifestyle.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,448
Status:
Active
MLS#:
619003
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.14 Acres
Year built:
1991
Courtesy: Expert Realty LLC (HQ) 305-587-7330
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ADDITIONAL INFORMATION

Discover your dream waterfront retreat in the Florida Keys. This canal-front home features 4 spacious bedrooms and 3 bathrooms with 2,448 sq. ft. of thoughtfully designed living space, perfect for accommodating family, guests, and entertaining. Enjoy expansive covered balconies on both levels, where you can relax and take in peaceful canal views and the laid-back island lifestyle. The generous kitchen and dining area serve as the heart of the home--ideal for hosting gatherings after a day on the water. Updated bathrooms offer a modern feel, while the spacious primary suite provides a private sanctuary to unwind. Outside, the property offers ample off-street parking and room to add a pool, creating the perfect setting for outdoor living. A versatile 299 sq. ft. downstairs enclosure adds valuable storage space for fishing gear, water toys, and more. With direct boating access to both the Gulf and the Atlantic, adventure is always within reach. Plus, local restaurants, marinas, and island bars are just a short walk away, letting you enjoy the best of the Keys lifestyle. At just $439 per square foot, this property represents the lowest price per square foot for a waterfront home currently available in the Florida Keys, making it one of the best opportunities on the market today. Bring your boat and start living the Florida Keys dream.

Beds:
2
Baths:
2.00
Sq.Ft.:
816
Status:
Active
MLS#:
618979
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
1993
Courtesy: Bluescape Real Estate 305-203-2537
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ADDITIONAL INFORMATION

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!

Beds:
2
Baths:
2.00
Sq.Ft.:
758
Status:
Active
MLS#:
618828
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
1981
Courtesy: Bluescape Real Estate 305-203-2537
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ADDITIONAL INFORMATION

MOTIVATED SELLER! Turn-key 2BR/2BA waterfront fully furnished home with 35' concrete dock and patio furniture included, Front door paver patio, impact slider doors and windows, gas stove, and ample storage including outdoor dock box. Enjoy direct, deep-water access to the Ocean & Gulf, perfect for boating, fishing, and breathtaking sunrises & sunsets. Located in Venture Out, a gated, golf cart-friendly community with 24-hour security, oceanfront heated pool & hot tub, ocean swimming area, marina, boat ramp, pickleball & tennis courts, kids' pool, and playground. Join in daily community activities at rec hall or pavilion. Move-in/rent-out ready, with nightly rentals allowed -- your Keys paradise awaits! Boat and Golf cart also available. Please inquire with Realtor

Beds:
1
Baths:
2.00
Sq.Ft.:
735
Status:
Active
MLS#:
618837
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
1985
Courtesy: Bluescape Real Estate 305-203-2537
View additional info

ADDITIONAL INFORMATION

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 offers incredible potential. With its flexible layout and waterfront setting, it's the perfect blank canvas to update, personalize, and transform into a charming Keys retreat. Step outside and you're just minutes from open water access to both the Atlantic and Gulf -- ideal for fishing, diving, or sunset cruises. The 35' seawall provides the space you need for your boat right outside your back door. Venture Out is a 24-hour gated community offering a private marina, boat ramp, heated pool, saltwater lagoon, pickleball and tennis courts, clubhouse, and a vibrant calendar of community activities. Whether you're looking for seasonal enjoyment, full-time living, or rental potential, this property delivers location, lifestyle, and opportunity all in one. Come see the possibilities and make it your own piece of the Florida Keys.

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Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Florida Keys Board of Realtors® Florida Keys MLS, Inc. Real Estate listings held by brokerage firms other than the owner of this site are marked with the MLS logo and detailed information about them includes the name of the listing broker's office. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate.


Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc.




Cudjoe Key Real Estate

Cudjoe Key is located in Florida. Cudjoe Key, Florida has a population of 2,315. Cudjoe Key is less family-centric than the surrounding county with 14.31% of the households containing married families with children. The county average for households married with children is 20.65%.

The median household income in Cudjoe Key, Florida is $89,556. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Cudjoe Key is 52.8 years.

Cudjoe Key Weather

The average high temperature in July is 89.4 degrees, with an average low temperature in January of 63.4 degrees. The average rainfall is approximately 44.4 inches per year, with 0 inches of snow per year.

Cudjoe Key Map

Cudjoe Key Real Estate Market Conditions

  • Median sales price

    $808,000
    26.6%
    change since last quarter
  • # Active listings

    92
    30-day change

Cudjoe Key Schools and Demographics

Education near Cudjoe Key, FL

City County
High School Graduates 96.45 92.07
College Degree - 2 year 4.79 7.93
College Degree - 4 year 38.34 35.69
Graduate Degree 8.49 9.88
Expenditures per Student 20,907 20,907
Students per Teacher 14.7 14.7

Elementary Schools near Cudjoe Key, FL

Grades Students P/T Ratio ZIP
Gerald Adams Elementary School PK - 05 544 13.3 33040
Horace O'Bryant School PK - 08 1,059 14.3 33040
Key West Montessori Charter School KG - 08 149 16.6 33040
Monroe Virtual Instruction Program (District Provided) KG - 05 6 33040
Poinciana Elementary School PK - 05 663 15.1 33040
Sigsbee Charter School KG - 08 478 17.1 33040
Stanley Switlik Elementary School PK - 05 566 14.2 33050
Sugarloaf School PK - 08 526 15 33042
Treasure Village Montessori Charter School PK - 08 213 14.2 33036

Middle Schools near Cudjoe Key, FL

Grades Students P/T Ratio ZIP
Glynn Archer Elementary School PK - 05 394 15.8 33040

High Schools near Cudjoe Key, FL

Grades Students P/T Ratio ZIP
Key West Collegiate School 09 - 12 78 15.3 33040
Key West High School 09 - 12 1,193 16.8 33040

Ungraded Schools near Cudjoe Key, FL

Grades Students P/T Ratio ZIP
* Keys Center 08 - 12 11 11 33040
Academic Connections for Excellence 06 - 12 11 33040
Adult/Vocational/Community Education AE - AE 0 33040
Marathon School 06 - 12 667 18.5 33050
Monroe Virtual Academy (Course Offerings) 06 - 12 0 33040
Monroe Virtual Franchise 06 - 12 4 33040
Monroe Virtual Instruction Program KG - 12 0 33040

Demographics near Cudjoe Key, FL

City County
Neighborhood Type
Population 2,315 82,244
Population Density 447 84
Median Age 52.8 48
People per Household 2.3 2.4
Median Household Income 89,556 73,153
Average Income per Capita 60,946 50,050

Real estate near Cudjoe Key