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Florida Keys Properties for sale in the price range of $400,000 - $500,000

All Florida Keys Listings $400K - $500K - Florida Keys Homes $400K - $500K - Florida Keys Condos $400K - $500K

Total Listings 75
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$400,000
Marathon
Harbor Club South   - MM: 50.00
2 Bed, 2 Baths, 1,259 SqFt Days Listed: 105
-19.68% ($98,000) 2 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 25ft.

Welcome to your slice of paradise in the heart of the Florida Keys! This 2-bedroom, 1.5-bath townhouse condo is perfectly situated on a deep-water canal, offering convenient access to the open ocean. With dockage available for your 25-foot boat, youll be just minutes from world-class fishing, snorkeling, diving, and boating adventures. Located near Sombrero Beach, Marathon High School, and local shopping, this home offers both convenience and coastal charm. The bright and airy interior features an open-concept living space, a well-equipped kitchen, and a private screened in patio overlooking the water. Upstairs, the spacious bedrooms provide a comfortable retreat after a day of island living. This well-maintained community is financially sound with strong reserves, ensuring peace of mind for homeowners. Whether youre looking for a full-time residence, or vacation getaway, this waterfront condo is an incredible opportunity to own a piece of the Florida Keys lifestyle.

$405,000
Key Largo
Calusa Campground   - MM: 101.50
2 Bed, 2 Baths, 400 SqFt Days Listed: 136
Mobile Home - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

Excellent lot in Calusa. 2020 Puma trailer with 2 bedrooms and 2 a/c. The lot has an insulated aluminum roof, over a granite cement slab, the rest of the lot has pavers. It includes the 10 x 8 aluminum storage shed. Use it as a weekend get-a-way or rental income. Good rental history. Calusa is one of the few communities in the Florida Keys that allow short term rentals. Just an hour drive South from Miami and you are in paradise. Calusa has many amenities like a marina/boat ramp, temporary dockage, boat storage, 24-hour security, tennis and basketball court, playground, onsite laundry, pool and recreational hall. Additionally, the property is located close to several restaurants, shopping, entertainment, and health care. Come see it and you will love it!

$405,000
Key Colony
Sea Isle Condominium   - MM: 53.50
2 Bed, 2 Baths, 990 SqFt Days Listed: 182
-6.87% ($29,888) 2 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Paradise found in Key Colony Beach with weekly rentals allowed! Discover oceanfront bliss at the highly sought-after Sea Isle Condominiums, offering an unparalleled Florida Keys lifestyle with amenities galore. Stroll along the private white sand beach, dip into the pool, or unwind amid lush, meticulously maintained grounds featuring a tiki hut and serene grassy spaces. This third-floor turnkey condo boasts two bedrooms, two bathrooms, and nearly 1,000 square feet of thoughtfully designed living space. Wake up to breathtaking ocean views from the primary bedrooms private balcony or catch a glimpse of the sea through the guest bedroom window. The beautifully updated kitchen is a chefs delight with granite countertops, wood cabinetry, and newer appliances, offering both style and functionality. The open-concept living and dining area make entertaining a breeze, while the recently installed 2021 AC and water heater provide peace of mind. This condo already has $20,000 in rental bookings for 2025, professionally managed by the associations on-site rental team, ensuring a seamless return on investment. Beyond Sea Isles impressive amenities, immerse yourself in the vibrant lifestyle of Key Colony Beach. Within walking distance, enjoy tennis and pickleball courts, a 9-hole par-3 golf course, two childrens playgrounds, a dog park, marinas, and an array of restaurants and bars. Dont miss the iconic Sunset Park, where stunning views and community events await. Quarterly condo fee is $2,550, excluding building insurances. Conveying fully furnished with rentals in place. Whether youre seeking a serene getaway, an investment property, or both, this is your chance to own a slice of paradise in the Florida Keys!

$407,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 748 SqFt Days Listed: 64
-4.68% ($20,000) 1 Price Change : Last Change 2 Days Ago
Mobile Home - Active - Waterfront No
Side of Island: Ocean - Dockage: Boat Ramp

Transient Rental Vacation Home.Welcome to your ultimate island getaway on Cudjoe Key! Step into this charming coastal oasis nestled on a spacious corner lot in the sought-after Venture Out community. This 2 bedroom, 1.5 bath retreat is the perfect blend of comfort and style that will transport you to a world of relaxation and tranquility. This income-producing home is an active vacation rental as nightly rentals are allowed here.Turn-key vacation rental selling fully furnished. The kitchen has lots of cabinets, a tiled countertop that opens to the dining area. Tile flooring throughout, New central AC & heat installed in 2024, all appliances, stackable washer/dryer. Lots of built in storage in bedrooms and hallway. Vinyl siding and metal roof for easy maintenance. New impact resistant sliding door and new impact resistant windows installed in July 2024.Venture Out is a gated community with sixty-nine acres of tropical paradise situated on the island of Cudjoe Key, Florida, a short 23.8 miles north from the southernmost point of the U.S. in Key West Florida. A 659 Unit private residential condominium association consisting of both RV and mobile homes, both available for short term and long-term rentals. With exceptional access to both the Atlantic Ocean and the Gulf of America, this tropical island environment is perfect for all your ocean needs. Venture Out is a golf cart friendly, private gated community that boasts a plethora of amenities to elevate your time to the next level. Indulge in lots of amenities, including a Marina store with fuel onsite, bait and convenience market, boat wash down station, community boat ramp, 80-foot heated pool, Jacuzzi, large kiddie pool, salt water swimming lagoon, convenience market, post office, 2 lighted tennis courts, basketball and bocce courts. Call today to schedule your private showing!Owner is a licensed real estate agent in Florida.

$409,000
Key Largo
Key Largo Kampground   - MM: 101.50
2 Bed, 2 Baths, 416 SqFt Days Listed: 415
-8.91% ($40,000) 3 Price Changes : Last Change 121 Days Ago
Mobile Home - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Private location at this beautiful property. Walk into this immaculate one-bedroom mobile and a loft that can be used for two other bedrooms with one and a half bathrooms. An abundance of windows letting the natural light indoors with vaulted ceilings. Washer and dryer are also an added upgrade at this almost new unit. Full size kitchen with plenty of cabinets to use for your gourmet creations creating new memories with family and friends. Enjoy the outdoor shaded area and appreciate the storage area for your fishing gear. Key Largo Kampground allows daily rentals and you can enjoy the pool, club house, boat ramp, two beach areas with manned security the community offers. Real Property. Brand new air conditioner system with a five year warranty. New Gazebo for your outdoor enjoyment and a new TV inside for your viewing pleasure.

$410,000
Plantation Key
Summer Sea   - MM: 88.50
1 Bed, 1 Baths, 574 SqFt Days Listed: 299
-21.15% ($110,000) 5 Price Changes : Last Change 60 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Basi

Welcome to your dream retreat at Summer Seas, where island living is easy living. This one-bedroom, one-bath condo is tastefully furnished with no detail spared, featuring new appliances and elegant furniture that perfectly complement the stunning Florida Bay views. Whether youre seeking a full-time residence or a vacation getaway, this condo offers a cozy, stylish space to call home.Summer Seas is a paradise for those who love the sun and the water. Relax by the recently renovated pool or bask on the sandy beach, soaking in the peaceful waterfront ambiance. Boating enthusiasts will love the convenience of the first-come, first-served marina, along with boat and trailer storage, a boat ramp, and a fish cleaning station. Find easy access from the Bay to the Ocean via Tavernier Creek or Snake Creek.The community offers kayak storage, a clubhouse complete with a fully equipped kitchen, and a brand-new game room for entertainment.Embrace the best of bayfront living at Summer Seas, where exceptional amenities and an unbeatable location create the perfect lifestyle. Whether youre looking to settle in or rent out, this condo offers the perfect blend of affordable luxury and convenience.

$417,000
Marathon
Stirrup Key Condo   - MM: 52.50
2 Bed, 2 Baths, 1,176 SqFt Days Listed: 66
Townhouse - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to Stirrup Key Woods. This spacious home represents truly affordable and comfortable living in the Florida Keys with wide open concept living areas, updated and expanded kitchen, spacious bedrooms, one full bathroom updated with stone tile, a half bath, covered parking for two vehicles, impact resistant windows and doors, metal roof, New HVAC system, and great location offering privacy and ease of access to bike paths, public boat ramps and all of the amenities that Marathon has to offer. Call today for more information and schedule a private tour.

$419,000
Key Largo
Ocean Pointe   - MM: 92.50
1 Bed, 1 Baths, 577 SqFt Days Listed: 51
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip

Own your piece of paradise. This beautifully redone 1 bedroom condominium in Ocean Pointe Resort is turn key ready to rent by the night (rare in the Upper Keys). It includes new impact windows and doors, all furnishings, decor, Samsung washer and dryer and a fully outfitted kitchen. Pieces by CB2, Pottery Barn and Urban Outfitters along with original art make unit 1204 stand out on vacation rental sites. The resort has a wet slip marina, boat ramp, boat and trailer dry storage, oceanfront beach, boardwalk, full liquor cafe and pool bar, heated pool, tennis and pickleball courts and 24 hour gated security. Unit 1204 includes a digitally-controlled door lock to give you maximum control for access. Owners have a separate entrance into the resort.

$419,000
Key Largo
Calusa Campground   - MM: 101.50
2 Bed, 2 Baths, 350 SqFt Days Listed: 223
Mobile Home - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp

Looking for a great place to vacation? or investment property? Here is a great property in the heart of Key Largo that offers, 2/b 1/b new RV trailer with water access via boat ramp, amazing water view and breath-taking sunsets. Restaurants, shopping and 1 hour from airports, ports and malls. Tour the keys islands on your boat, car or motorcycle. Love to give you a tour today.

$419,000
Big Pine Key
Sands Subdivision   - MM: 31.00
1 Bed, 1 Baths, 441 SqFt Days Listed: 205
-16.03% ($80,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Per Seller: Boaters Paradise! 3 minutes to open water with the ability to dock almost any big boat or multiple boats here! 50 of sea wall and there is 25x50 feet of owned sea bed so the potential to moor boats here is amazing. Huge catamaran sail boat or multiple center consoles backed in. Would be a great base for a fishing charter. This is a cozy, solid built home, not a manufactured or mobile home. No HOAs and save on insurance! Many parks and trails nearby. Wonderful, very quiet community and great neighbors. Come see what Big Pine has to offer: fishing, lobstering, kayak 10 minutes to sand bar from your house and watch turtles and dolphins! See manatees, endangered key deer and a variety of bird species. Amazing place to live! Make the most of Keys living! There is plenty of space for storage with a shed and place to park for a RV, boat trailer or multiple vehicles. Charming outdoor area for lounging and entertaining. Relax with a line in the water. Efficient and well equipped kitchen. Bathroom with shower and washer/dryer, on-demand water heater. Everything you need and nothing that you dont. Buy now with the ability to build in the future.

$420,000
Key Largo
Key Largo Mob Homesites   - MM: 104.50
2 Bed, 2 Baths, 1,100 SqFt Days Listed: 24
Mobile Home - Active - Waterfront No
Side of Island: Ocean - Dockage: Boat Ramp

This mobile home offers a fantastic opportunity to embrace the Florida Keys lifestyle. While it awaits your personal touch, significant updates have been made, including:Brand-new metal roofNew ceilings and drywall throughoutLuxury vinyl flooringLocated in a desirable neighborhood, this home provides exclusive access to one of the best boat ramps in the Keys--available only to property owners in this subdivision. This private ramp ensures convenient and stress-free boating experiences right from your doorstep and there is a convenient gas station to gas up your boat at before heading out on the water! The mobile home is situated on a deeded lot, offering flexibility for future plans. Whether you choose to make this your permanent residence or replace the existing structure, the possibilities are endless.Dont miss out on this unique opportunity to own a piece of paradise in Key Largo. Contact us today to schedule a viewing and explore the potential this property holds.

$425,000
Big Pine Key
Sands Subdivision   - MM: 31.00
2 Bed, 2 Baths, 840 SqFt Days Listed: 146
Mobile Home - Active - Waterfront No
Side of Island: Median - Dockage: None

Take a look at this adorable mobile home with an outdoor screened crab shack area to hang out in. The home is neat as a pin, and very comfortable. Its located close to everything, ride your bike to the water, the park, or any of the restaurants in town! The yard is completely fenced with 6 ft high chain link, and dogear fencing. Offered furnished.

$425,000
Plantation Key
Sea Gulls   - MM: 90.00
2 Bed, 2 Baths, 1,179 SqFt Days Listed: 165
-15.00% ($75,000) 2 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

This unit at Sea Gulls Condominium is more than just a home; its an invitation to a lifestyle of comfort and coastal beauty. Whether youre seeking a serene vacation retreat or a permanent residence with resort-style amenities, this property offers a unique living experience in the Florida Keys. This renovated 4th-floor unit offers a harmonious blend of contemporary design and coastal charm, featuring two bedrooms which open to the covered balcony and two bathrooms. The kitchen features granite countertops. All windows and doors are impact. The covered balcony offers breathtaking ocean views of the sunrise and sunset.Experience living in this oceanfront unit, where every detail is designed for comfort and style. The state-of-the-art gym is fully equipped with all the essentials for a comprehensive workout, allowing you to maintain your fitness routine without leaving home. Adjacent to the gym, the yoga room offers a tranquil space for your practice. Both the gym and yoga room feature expansive windows, providing breathtaking ocean views that make your workouts a pleasure.

$425,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 675 SqFt Days Listed: 196
-5.35% ($24,000) 1 Price Change : Last Change 76 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 23ft.Concrete

Welcome to a slice of paradise tucked away in the gated community of Venture Out on Cudjoe Key, where your dream of coastal living becomes a reality. This charming 2-bedroom, 1.5-bathroom home invites you to embrace the tropical lifestyle, offering the perfect blend of comfort and tranquility. The interior of this cozy residence is thoughtfully furnished, ensuring you can start enjoying your new home immediately. Each room exudes a sense of relaxation, with natural light through the windows and sliding glass doors. Step outside to your 23 dock making it convenient to jump on your boat for a day out on the water. Venture Out offers an impressive array of amenities that cater to both full-time residents and visitors looking for a getaway. Enjoy the luxury of a heated pool that overlooks the ocean, a perfect spot to unwind. For those with a passion for sports and outdoor activities, Venture Out doesnt disappoint. Engage in a friendly game of pickleball, basketball, or bocce ball on the courts designed for recreation and connection. Venture Out is not only a community, but also a lifestyle. New water heater recently installed.

$425,000
Big Pine Key
Tropical Bay   - MM: 30.50
2 Bed, 2 Baths, 654 SqFt Days Listed: 271
-5.56% ($25,000) 1 Price Change : Last Change 2 Days Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 37ft.Concrete

Nestled at the end of a peaceful dead-end street, this well maintained 2-bedroom, 1-bath home offers both privacy and serene water views. The property backs onto a picturesque canal that is fully maintained by the HOA, ensuring a low-maintenance outdoor lifestyle.Outside, enjoy the tranquil canal from your backyard, ideal for morning coffee or evening sunsets. Located in a family-friendly community, this home offers easy access to Bogie Channel, local amenities, parks, and the loveable Key Deer. This is a rare opportunity to own a piece of paradise and quiet waterfront living.

$425,000
Key Largo
Harborage   - MM: 97.50
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 52
Mobile Home - Active - Waterfront No
Side of Island: Median - Dockage: Boat Ramp,Boat Slip

For vacation rental families come and enjoy the Florida Keys. This great 3bdrms 2bths house fully furnished withmodern bath and kitchen, cable, internet, pots and pans, water and more. Enjoy community living with swimmingpool and ocean access for boat lover with trailers and docks available. Located within minutes to shops,restaurants, and John Pennekamp Park the ideal location for Salt Life, boating, fishing, and scuba diving. Calltoday for an appointment.

$428,000
Plantation Key
Plantation By The Sea   - MM: 87.50
2 Bed, 2 Baths, 1,100 SqFt Days Listed: 161
-4.87% ($21,900) 2 Price Changes : Last Change 33 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 400ft.

LIVE THE DREAM IN THIS OCEANFRONT BUILDING ON MILLIONAIRES ROW IN THE BEAUTIFUL FLORIDA KEYS! LARGER THAN OTHER UNITS UNDER AIR AT 1100 SQ FT. TURN KEY STUNNING AND REMODELED, FRESHLY PAINTED, FULLY FURNISHED ALL ON ONE LEVEL 2 BEDROOM 2 FULL BATH CONDO IS MOVE IN READY! OR START MAKING MONEY AS A VACATION RENTAL RIGHT AWAY! $10,000.00 WORTH OF VACATION RENTAL BOOKINGS AND CONSULTING ARE INCLUDED WITH THIS CONDO SALE! CHEFS KITCHEN, HUGE PANTRY, BOSCH WASHER/DRYER INCLUDED WHICH IS NOT FOUND IN MOST OTHER UNITS. SPLIT BEDROOM PLAN, WOOD CABINETS IN KITCHEN AS WELL AS NEW REFRIGERATOR AND DISHWASHER. NEW WATER HEATER AND MAIN BEDROOM HAS LARGE WALK IN CLOSET. ADDITIONAL STORAGE UNIT ON MAIN FLOOR. 1 DESIGNATED COVERED PARKING SPACE & PLENTY OF GUEST PARKING, HEATED POOL, 400 FOOT DOCK/FISHING PIER ALLOWS YOU TO TIE UP YOUR BOAT FOR LOADING AND UNLOADING FOR A WONDERFUL DAY ON THE WATER, COMMUNITY ROOM AVAILABLE WITH KITCHEN TO GATHER WITH THE RESIDENTS FOR A PARTY OR RENT OUT THE SPACE FOR YOUR OWN PRIVATE EVENT, FITNESS AREA, SAUNA, AND SO MUCH MORE!WALK TO RESTAURANTS, SHOPPING, AND FOUNDERS PARK CLOSE BY AS WELL AS THEATRE OF THE SEA.

$429,000
Little Torch Key
Coral Shores Estates   - MM: 28.00
2 Bed, 2 Baths, 686 SqFt Days Listed: 89
-10.44% ($50,000) 1 Price Change : Last Change 56 Days Ago
Mobile Home - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 46ft.

Come get the Florida Keys sunrises and sunsets in the tranquil hidden Coral Shores Estates on Little Torch Key. Just a short cruise to the Gulf and Atlantic. There is a 46 wood dock which is a perfect place to keep your boat. Walk up just a few stairs to a screened in covered porch where you can enjoy the cool breeze. Step inside through the sliding glass doors and enjoy the view to the open canal from a large bay window in the kitchen. This home includes all the furnishings. Outside there is a wood deck ideal for sunbathing. This property also has a large storage shed for all your fishing gear, yard tools, and more. It truly is a little slice of paradise.

$435,000
Marathon
Island Club   - MM: 50.00
2 Bed, 2 Baths, 1,001 SqFt Days Listed: 335
-12.83% ($64,000) 4 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock28ft.

Welcome to your piece of Keys Paradise! This spacious 2nd-floor condo features 2 bedrooms and 2 bathrooms, offering canal views and a serene living experience. The newly painted and unfurnished open kitchen, dining, and living area provide a blank canvas for your imagination to run wild with your own taste and decor ideas. The large master bedroom includes an en suite bathroom and overlooks the canal, providing a tranquil retreat. A well-sized guest bedroom is situated near a full guest bathroom, perfect for accommodating visitors. Enjoy the waterfront breezes from the screened-in patio, which offers a relaxing view of the canal and boats. The monthly dues are very reasonable, with fully funded reserves and certification, ensuring a well-maintained community.This condo is the perfect blend of comfort, convenience, and potential, ready for you to make it your own.

$439,000
Marathon
Coco Plum Terraces   - MM: 54.50
1 Bed, 1 Baths, 664 SqFt Days Listed: 178
-6.40% ($30,000) 3 Price Changes : Last Change 105 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Other Dock

Welcome to your slice of paradise! This beautifully updated one-bedroom, one-bath condominium offers the ultimate waterfront living experience. Located on a serene 200-foot-wide canal with a 6-foot control depth, its the perfect haven for boating enthusiasts. With assigned boat slips for $500 per year and a community boat ramp steps away, youll have direct access to the water, accommodating boats up to 50 feet in length.Designed for coastal comfort and style, this unit features modern finishes throughout, ensuring a sophisticated and contemporary feel. Whether youre looking for a weekend retreat or an income-generating vacation rental, this property brings in revenue from short-term stays with only a 7 night minimum. Relax and unwind at the heated and chilled pool, or enjoy the tiki hut and boat trailer parking, designed to make your life easier and more enjoyable. With Coco Plum Beach less than 1 mile walk away, stunning views and a private, serene atmosphere, this condominium offers an exceptional lifestyle for both personal enjoyment and investment opportunity.Dont miss out on this rare opportunity to own a piece of luxury waterfront living!

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 06-15-2025.
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