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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 87
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$400,000
Plantation Key
Summer Sea   - MM: 88.50
2 Bed, 2 Baths, 794 SqFt Days Listed: 89
Condo - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Boat

Priced to sell quickly, this cozy 2 bedroom,1.5 bath apartment is on the 3rd floor of highly sought after Summer Sea Condominium. Offers an opportunity for sweat equity potential. With a private balcony, this is perfect for full time residents or second home allowing 28-day rentals. Summer Sea Condominium is a multi-story residential waterfront condominium, right on the bay affording stunning sunsets all year round. With an abundance of community areas such as a beautiful sandy beach area and lots of space to stretch, large marina with a new composite dock and boat ramp, 2 pools (one heated/cooled), 2 newly remodeled game rooms and remodeled gym with all new equipment, a large community room/kitchen and library, laundry rooms, roof top viewing deck and friendly residential atmosphere with onsite management. Two new elevators are being installed! Kayak and paddle board storage and easy boating access to the Bay and Ocean thru Tavernier Creek or Snake Creek. Safe and secure gated community in the Village of Islamorada, on Plantation Key at Mile Marker 88.5, just north of the famous Marker 88 Restaurant. First come, first serve dockage is available to the owner with size restrictions and insurance requirements. 4*4*3 storage locker on the property is also included.28-day rental minimum.Owner occupied.

$400,000
Marathon
Stirrup Key Condo   - MM: 52.50
2 Bed, 2 Baths, 1,176 SqFt Days Listed: 80
Townhouse - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Enjoy peace of mind with this 2 bedroom, 1 1/2 bathroom townhome in Marathon, Florida. This unit features new Impact-Resistant windows and door, new flooring, an updated kitchen, walk-in closets and covered parking. The inviting main level boasts an open floor plan living area with dining, kitchen, a half bath and balconies. Upstairs are two spacious bedrooms with a full bathroom and generous closets ideal for the family. Privately nestled in a tropical area protected by lush vegetation, residents can enjoy calming views of the mangrove forest from the observatory deck. Parking is conveniently situated below the condo building. Privately owned storage units are allowed. Quiet, pet-friendly community conveniently located close to all that the heart of the Florida Keys has to offer. Call today for more information and to schedule a private viewing.

$405,000
Key Largo
Calusa Campground   - MM: 101.50
2 Bed, 2 Baths, 400 SqFt Days Listed: 83
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
Marathon
Ocean Isles Fishing   - MM: 52.50
Bed, Baths, 386 SqFt Days Listed: 78
-3.57% ($15,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat R

Ocean Isles Fishing Village is a seven-acre gated oceanfront complex. New construction with modern amenities in the heart of the Florida Keys. Conveniently located near local restaurants, shopping, attractions, airport. Great for boating enthusiasts, Easy water access with private boat ramp, newly updated marina, fish cleaning stations, assigned boat slips for owners, new seawall, bulkhead, docks, Olympic-sized waterfront pool, air-conditioned clubhouse, ice machine, tiki huts, outdoor grilling area, laundry facilities, stunning views!This studio unit is immaculate and has its own washer and dryer. Ground level parking. Priced to sell. Own your very own piece of paradise! Rentals allowed. Pets with restrictions. B&BATVAI

$408,888
Key Colony
Sea Isle Condominium   - MM: 53.50
2 Bed, 2 Baths, 990 SqFt Days Listed: 129
-5.98% ($26,000) 1 Price Change : Last Change 41 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!

$409,000
Key Largo
Key Largo Kampground   - MM: 101.50
2 Bed, 2 Baths, 416 SqFt Days Listed: 362
-8.91% ($40,000) 3 Price Changes : Last Change 65 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 with a loft that can be used for two other bedrooms. And one and a half bathrooms. Abundance of Windows letting the natural light indoors with the 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 and the security the community offers. Real Property

$410,000
Plantation Key
Plantation Villas   - MM: 88.50
2 Bed, 2 Baths, 1,151 SqFt Days Listed: 169
Condo - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Turn key condo in Islamorada! This beautifully appointed 2 bedroom, 2 bath condo features an open floor plan, abundant natural light and a rare balcony. Remodeled unit which includes impact windows and doors, crown molding, wood engineered laminate flooring, and a full size washer and dryer. The open-chefs kitchen boasts a spacious breakfast bar, extra tall hardwood cabinets, granite counter tops and backsplash, under-cabinet and recessed lighting, a dishwasher, and a newer refrigerator in 2022. The primary ensuite offers a walk-in closet with custom shelving. AC was replaced in 2023, Metal roof installed in 2024. The complex offers a heated swimming pool, and clubhouse. Founders Park, Islamoradas Community Park, is on the same island. Admission into the park is free for Islamorada residents. The park offers an Olympic size swimming pool, tennis courts, pickleball courts, ball fields, marina, beach and boat ramp. Plantation Villas is close to Plantation Key Elementary School and Coral Shores High School, grocery store, shopping, restaurants and movie theater.

$410,000
Plantation Key
Summer Sea   - MM: 88.50
1 Bed, 1 Baths, 574 SqFt Days Listed: 246
-21.15% ($110,000) 5 Price Changes : Last Change 14 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: 13
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 Colony
Sea Isle Condominium   - MM: 53.50
2 Bed, 2 Baths, 990 SqFt Days Listed: 168
-6.68% ($30,000) 1 Price Change : Last Change 36 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

ALL STATE REQUIRED INSPECTIONS HAVE BEEN COMPLETED AND PASSED WITH FLYING COLORS! Key Colony Beach is a special place. Its even more special in this 2 bed/2 bath roomy unit in the OCEANFRONT complex of Sea Isle Condominium. Choose between relaxing on the Sandy beach just steps from your door, right on the Atlantic Ocean, or take a dip in the pool! Grill out ever night under the tiki Bar or sunbathe on the ocean front lawn! All this and the gorgeous well manicured landscaping make this 990 square foot unit, with an ocean view from your balcony, your very own tropical getaway. Unit is turnkey with recent upgrades replacing the original bathrooms, new tile flooring throughout, along with doors and trim. Key Colony Beach boasts a golf course, pickleball and tennis courts, playgrounds, Sunset Park, and restaurants all within easy walking distance. Sea Isle permits 7 day rentals and this unit has repeat rentals in place with a 5 star rental rating on VRBO. Sellers have a covered, high and dry boat rack also available for purchase for you boaters out there. Quarterly maintenance fee, currently $2,550, does not include building wind insurance.

$419,000
Key Largo
Calusa Campground   - MM: 101.50
2 Bed, 2 Baths, 350 SqFt Days Listed: 170
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 Coppitt
Gulfrest Park #2   - MM: 10.00
2 Bed, 2 Baths, 640 SqFt Days Listed: 169
-2.33% ($10,000) 1 Price Change : Last Change 10 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: DavitsConcrete

CANAL property just minutes from Key West. Enjoy paddle boarding, kayaking or boating from your backyard with easy deep water access to the Gulf and backcountry or sandbars. Two bedrooms, one bath home with ceramic tile and ductless AC unit in living area. Ideal Keys investment property, island home, or replace mobile home with a new single family elevated home. Seawall. Shed with laundry and plenty of storage space. Plenty of parking for autos or your RV!

$419,000
Big Pine Key
Sands Subdivision   - MM: 31.00
1 Bed, 1 Baths, 441 SqFt Days Listed: 152
-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
Long Key
Long Key Estates   - MM: 68.00
2 Bed, 2 Baths, 420 SqFt Days Listed: 44
Mobile Home - Active - Waterfront No
Side of Island: Median - Dockage: None

Discover this incredible new listing in Outdoor Resorts at Mile Marker 66 in the Florida Keys, offering parking for two cars and a 30ft boat. Enjoy access to the parks exceptional amenities, including pickleball, a swimming pool, pool tables, a gym, and more, all within a community that boasts its own marina with fuel and a private beach. Dont miss this great opportunity to own a piece of paradise in the Florida Keys!

$424,900
Marathon
Key Harbor   - MM: 49.50
1 Bed, 1 Baths, 547 SqFt Days Listed: 96
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,None

SELLER FINANCING opportunity to qualified buyers. SKIP JACKS in Marathon offers this top floor 1 bedroom, 1bath waterfront condo with the seller offering very attractive owner financing terms at 4.8% interest, 20 yr amort, 5 year balloon with a minimum down payment of $50,000. Take advantage of this opportunity. Overlooking the canal - its the perfect spot to watch the sunset and see the night lights in Boot Key Harbor while enjoying a cool breeze. Whether youre looking for a Florida Keys get-away or investment, this condo has it all. Rent nightly, weekly or monthly with proper licensing. Offers an excellent opportunity to establish as a vacation rental.Skip Jacks Resort & Marina boasts fantastic amenities, including a resort style pool, tiki bar, tennis & sand volleyball, Blu Bistro Restaurant, game room/gym, live music & poolside events. Enjoy these amenities without leaving the property. Need parking for your trailer or RV? Theyve got that covered too! Plus, a convenient on-site boat launch. Sombrero Beach is nearby along with a variety of restaurants, grocery stores, and a post office all within walking distance. LOW HOA Fee of $618+/- month (collected quarterly). Dont miss out on this opportunity. Call today. B&BATVAI

$425,000
Big Pine Key
Tropical Bay   - MM: 30.50
2 Bed, 2 Baths, 654 SqFt Days Listed: 218
-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
Big Pine Key
Sands Subdivision   - MM: 31.00
2 Bed, 2 Baths, 840 SqFt Days Listed: 93
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
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 556 SqFt Days Listed: 15
Mobile Home - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to the epitome of comfort and convenience in this fully furnished two-bedroom, one and a half bath home located within the highly desirable Venture Out Community. Step into the quaint and well-equipped kitchen, featuring a full line of appliances, laminate countertops, and natural light throughout. Beyond your private backyard youll find a haven of amenities and recreational opportunities. Indulged in the communitys amenities, including an oceanfront heated saltwater pool and jacuzzi for ultimate relaxation. A marina with a fuel dock and boat launch awaits water enthusiasts, while a convenient store caters to your everyday needs. Stay active and engaged with pickleball and tennis courts, a basketball court, and bocce ball, playground, and an array of additional activities. 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, 2 pets allowed, and transient (1 day) rentals are permitted.

$425,000
Big Coppitt
Seaside Resort Tp   - MM: 10.00
2 Bed, 2 Baths, 885 SqFt Days Listed: 13
Mobile Home - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges,Boat

Desirable Seaside Resort in Key West!This nicely refreshed 2BR/1BA mobile homes shines with upgrades! Fresh interior paint, brand-new flooring, new plumbing, water heater, and a stylish new vanity in the bathroom. The spacious Florida Room invites you to kick back, relax, and enjoy the Florida Keys lifestyle.Located in the highly sought-after Seaside Resort Key West -- a gated RV condominium community just 10 miles from Downtown Key West -- where you own the land.Resort-Style Amenities Include:✔ Two pools (one heated)✔ Clubhouse & fitness center✔ Library, marina, and laundry facilities✔ 24/7 gated security✔ Boat ramp & storage✔ Beach access, large mailroom & more!Live year-round or enjoy it as your second home. Short-term rentals (30-day min.). Conveniently located near restaurants -- including Geiger Key Marina just a short bike ride away for oceanfront dining, kayak tours & fishing charters.Enjoy the Best of Key West Living at an affordable price!

$425,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 675 SqFt Days Listed: 143
-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.

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 04-23-2025.
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